ELECTROLUMINESCENT DEVICE
20220402877 · 2022-12-22
Inventors
- Le Wang (Beijing, CN)
- Qiang Wang (Beijing, CN)
- Junfei WANG (Beijing, CN)
- Han ZHANG (Beijing, CN)
- Qi Zhang (Beijing, CN)
- Zhihong Dai (Beijing, CN)
- Cuifang Zhang (Beijing, CN)
- Nannan Lu (Beijing, CN)
- Chi Yuen Raymond Kwong (Beijing, CN)
- Chuanjun Xia (Beijing, CN)
Cpc classification
H10K85/6572
ELECTRICITY
C07D223/32
CHEMISTRY; METALLURGY
International classification
Abstract
Provided is an electroluminescent device. The electroluminescent device includes an anode, a cathode and an organic layer disposed between the anode and the cathode, where the organic layer includes at least a first compound having a structure of H-L-E and a second compound having a general formula of M(L.sub.a).sub.m(L.sub.b).sub.n(L.sub.c).sub.q. The novel material combination consisting of the first compound and the second compound can enable the electroluminescent device to obtain a lower voltage, higher efficiency and an ultra-long lifetime and can provide better device performance. Further provided are a display assembly and a compound combination.
Claims
1. An electroluminescent device, comprising: an anode, a cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer comprises at least a first compound and a second compound; the first compound has a structure of H-L-E; H has a structure represented by Formula 1: ##STR00080## in Formula 1, A.sub.1, A.sub.2 and A.sub.3 are, at each occurrence identically or differently, selected from N or CR, and the ring A, the ring B and the ring C are, at each occurrence identically or differently, selected from a carbocyclic ring having 5 to 18 carbon atoms or a heterocyclic ring having 3 to 18 carbon atoms; and R.sub.f represents, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution; E has a structure represented by Formula 2: ##STR00081## in Formula 2, at least one of Z.sub.1 to Z.sub.5 is N, and the rest of Z.sub.1 to Z.sub.5 are each independently selected from CR.sub.z; L is selected from a single bond, substituted or unsubstituted arylene having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms or a combination thereof; R, R.sub.f and R.sub.z are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; and adjacent substituents R, R.sub.f can be optionally joined to form a ring; the second compound is a metal complex having a general formula of M(L.sub.a).sub.m(L.sub.b).sub.n(L.sub.c).sub.q; wherein the M is selected from a metal with a relative atomic mass greater than 40; L.sub.a, L.sub.b and L.sub.c are a first ligand, a second ligand and a third ligand coordinated to the M, respectively; L.sub.a, L.sub.b and L.sub.c can be optionally joined to form a multidentate ligand; L.sub.a, L.sub.b and L.sub.c may be the same or different; m is 1, 2 or 3, n is 0, 1 or 2, q is 0 or 1, and m+n+q equals to the oxidation state of the M; when m is greater than or equal to 2, the multiple L.sub.a may be the same or different; when n is equal to 2, the two L.sub.b may be the same or different; the L.sub.a has a structure represented by Formula 3: ##STR00082## wherein, the ring D is selected from a five-membered heteroaromatic ring or a six-membered heteroaromatic ring; the ring E is selected from a five-membered unsaturated carbocyclic ring, a benzene ring, a five-membered heteroaromatic ring or a six-membered heteroaromatic ring; the ring D and the ring E are fused via Y.sub.a and Y.sub.b; Y.sub.a and Y.sub.b are, at each occurrence identically or differently, selected from C or N; R.sub.d and R.sub.e represent, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution; X.sub.1 to X.sub.4 are, at each occurrence identically or differently, selected from CR.sub.x or N; R.sub.d, R.sub.e and R.sub.x are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; adjacent substituents R.sub.d, R.sub.e, R.sub.x can be optionally joined to form a ring; L.sub.b and L.sub.c are each independently selected from any one of the following structures: ##STR00083## R.sub.a, R.sub.b and R.sub.c represent, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution; X.sub.b is selected from the group consisting of: O, S, Se, NR.sub.N1 and CR.sub.C1R.sub.C2; X.sub.c and X.sub.d are each independently selected from the group consisting of: O, S, Se and NR.sub.N2; R.sub.a, R.sub.b, R.sub.c, R.sub.N1, R.sub.N2, R.sub.C1 and R.sub.C2 are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; in structures of L.sub.b and L.sub.c, adjacent substituents R.sub.a, R.sub.b, R.sub.c, R.sub.N1, R.sub.N2, R.sub.C1 and R.sub.C2 can be optionally joined to form a ring; and, the following case is not comprised: the first compound is ##STR00084## while the second compound is ##STR00085##
2. The electroluminescent device of claim 1, wherein in Formula 1, the ring A, the ring B and the ring C are, at each occurrence identically or differently, selected from an aromatic ring having 6 to 18 carbon atoms or a heteroaromatic ring having 3 to 18 carbon atoms.
3. The electroluminescent device of claim 1, wherein the H has a structure represented by Formula 1-a: ##STR00086## wherein A.sub.1 to A.sub.3 are, at each occurrence identically or differently, selected from N or CR, and F.sub.1 to F.sub.10 are, at each occurrence identically or differently, selected from CR.sub.f or N; wherein R and R.sub.f are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; adjacent substituents R, R.sub.f can be optionally joined to form a ring; preferably, R and R.sub.f are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group and combinations thereof.
4. The electroluminescent device of claim 1, wherein the H is selected from the group consisting of the following structures: ##STR00087## ##STR00088## ##STR00089## ##STR00090## ##STR00091## ##STR00092## ##STR00093## ##STR00094## ##STR00095## ##STR00096## ##STR00097## ##STR00098## wherein optionally, hydrogens in the above structures can be partially or fully substituted with deuterium.
5. The electroluminescent device of claim 1, wherein the E has a structure represented by any one of Formula 2-a to Formula 2-h: ##STR00099## wherein Z.sub.1 to Z.sub.5 are, at each occurrence identically or differently, selected from CR.sub.z; wherein R.sub.z is, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; preferably, R.sub.z is, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms and combinations thereof; more preferably, R.sub.z is, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, phenyl, naphthyl, biphenyl, terphenyl, fluorenyl, dibenzofuranyl, dibenzothienyl, pyridyl and combinations thereof.
6. The electroluminescent device of claim 1, wherein the E is selected from substituted or unsubstituted triazinyl.
7. The electroluminescent device of claim 4, wherein the E is selected from the group consisting of the following structures: ##STR00100## ##STR00101## ##STR00102## ##STR00103## ##STR00104## ##STR00105## ##STR00106## ##STR00107## ##STR00108## ##STR00109## ##STR00110## ##STR00111## ##STR00112## wherein in the above structures, “” represents the position where the structure is joined to the structure of L; wherein optionally, hydrogens in the above structures can be partially or fully substituted with deuterium.
8. The electroluminescent device of claim 1, wherein in the first compound, the L is selected from a single bond or substituted or unsubstituted arylene having 6 to 30 carbon atoms; preferably, the L is selected from the group consisting of: a single bond, phenylene, naphthylene, biphenylene, terphenylene, triphenylenylene, phenanthrylene and fluorenylidene; more preferably, the L is selected from the group consisting of the following structures: ##STR00113## ##STR00114## ##STR00115## ##STR00116## wherein in the above structures, “*” represents the position where the structure is joined to the structure of H, and “” represents the position where the structure is joined to the structure of E; wherein optionally, hydrogens in the above structures can be partially or fully substituted with deuterium.
9. The electroluminescent device of claim 8, wherein the first compound is selected from the group consisting of Compound 1-1 to Compound 1-520, wherein Compound 1-1 to Compound 1-520 have the structure of H-L-E, wherein H, L and E are respectively selected from structures in the following table: TABLE-US-00003 Compound No. H L E 1-1 H-1 L-0 E-1 1-2 H-1 L-1 E-1 1-3 H-1 L-0 E-2 1-4 H-1 L-0 E-3 1-5 H-1 L-0 E-4 1-6 H-1 L-0 E-5 1-7 H-1 L-0 E-6 1-8 H-1 L-0 E-7 1-9 H-1 L-0 E-8 1-10 H-1 L-0 E-9 1-11 H-1 L-0 E-10 1-12 H-1 L-0 E-11 1-13 H-1 L-0 E-12 1-14 H-1 L-0 E-13 1-15 H-1 L-0 E-14 1-16 H-1 L-0 E-15 1-17 H-1 L-0 E-16 1-18 H-1 L-0 E-17 1-19 H-1 L-0 E-18 1-20 H-1 L-0 E-19 1-21 H-1 L-0 E-20 1-22 H-1 L-0 E-21 1-23 H-1 L-0 E-22 1-24 H-1 L-0 E-23 1-25 H-1 L-0 E-24 1-26 H-1 L-0 E-25 1-27 H-1 L-0 E-26 1-28 H-1 L-0 E-27 1-29 H-1 L-0 E-28 1-30 H-1 L-0 E-29 1-31 H-1 L-0 E-30 1-32 H-1 L-0 E-31 1-33 H-1 L-0 E-32 1-34 H-1 L-0 E-33 1-35 H-1 L-0 E-34 1-36 H-1 L-0 E-35 1-37 H-1 L-0 E-36 1-38 H-1 L-0 E-37 1-39 H-1 L-0 E-38 1-40 H-1 L-0 E-39 1-41 H-1 L-0 E-40 1-42 H-1 L-0 E-41 1-43 H-1 L-0 E-42 1-44 H-1 L-0 E-43 1-45 H-1 L-0 E-44 1-46 H-1 L-0 E-45 1-47 H-1 L-0 E-46 1-48 H-1 L-0 E-47 1-49 H-1 L-0 E-48 1-50 H-1 L-0 E-49 1-51 H-1 L-0 E-50 1-52 H-1 L-0 E-51 1-53 H-1 L-0 E-52 1-54 H-1 L-0 E-53 1-55 H-1 L-0 E-54 1-56 H-1 L-0 E-55 1-57 H-1 L-0 E-56 1-58 H-1 L-0 E-57 1-59 H-1 L-1 E-2 1-60 H-1 L-1 E-3 1-61 H-1 L-1 E-4 1-62 H-1 L-1 E-5 1-63 H-1 L-1 E-6 1-64 H-1 L-1 E-7 1-65 H-1 L-1 E-8 1-66 H-1 L-1 E-9 1-67 H-1 L-1 E-10 1-68 H-1 L-1 E-36 1-69 H-1 L-1 E-37 1-70 H-1 L-1 E-38 1-71 H-1 L-1 E-39 1-72 H-1 L-1 E-40 1-73 H-1 L-1 E-41 1-74 H-1 L-1 E-42 1-75 H-1 L-1 E-43 1-76 H-1 L-1 E-44 1-77 H-1 L-2 E-15 1-78 H-1 L-2 E-2 1-79 H-1 L-2 E-3 1-80 H-1 L-2 E-4 1-81 H-1 L-2 E-5 1-82 H-1 L-2 E-6 1-83 H-1 L-2 E-7 1-84 H-1 L-2 E-8 1-85 H-1 L-2 E-9 1-86 H-1 L-2 E-10 1-87 H-1 L-2 E-45 1-88 H-1 L-2 E-46 1-89 H-1 L-2 E-47 1-90 H-1 L-2 E-48 1-91 H-1 L-3 E-49 1-92 H-1 L-3 E-50 1-93 H-1 L-3 E-51 1-94 H-1 L-3 E-52 1-95 H-1 L-3 E-53 1-96 H-1 L-3 E-54 1-97 H-1 L-3 E-55 1-98 H-1 L-3 E-56 1-99 H-1 L-3 E-57 1-100 H-1 L-3 E-58 1-101 H-1 L-3 E-1 1-102 H-1 L-3 E-2 1-103 H-1 L-4 E-3 1-104 H-1 L-4 E-4 1-105 H-1 L-4 E-5 1-106 H-1 L-4 E-6 1-107 H-1 L-4 E-7 1-108 H-1 L-4 E-8 1-109 H-1 L-4 E-9 1-110 H-1 L-4 E-10 1-111 H-1 L-4 E-40 1-112 H-1 L-4 E-41 1-113 H-1 L-4 E-42 1-114 H-1 L-4 E-43 1-115 H-1 L-4 E-44 1-116 H-1 L-4 E-45 1-117 H-1 L-5 E-46 1-118 H-1 L-5 E-47 1-119 H-1 L-5 E-48 1-120 H-1 L-5 E-49 1-121 H-1 L-5 E-50 1-122 H-1 L-5 E-51 1-123 H-1 L-5 E-52 1-124 H-1 L-5 E-53 1-125 H-1 L-5 E-54 1-126 H-1 L-5 E-55 1-127 H-1 L-5 E-56 1-128 H-1 L-5 E-57 1-129 H-1 L-5 E-58 1-130 H-1 L-5 E-1 1-131 H-1 L-5 E-2 1-132 H-1 L-5 E-3 1-133 H-1 L-6 E-4 1-134 H-1 L-6 E-5 1-135 H-1 L-6 E-6 1-136 H-1 L-6 E-7 1-137 H-1 L-6 E-8 1-138 H-1 L-6 E-9 1-139 H-1 L-6 E-10 1-140 H-1 L-6 E-36 1-141 H-1 L-6 E-37 1-142 H-1 L-6 E-38 1-143 H-1 L-6 E-39 1-144 H-1 L-6 E-40 1-145 H-1 L-7 E-41 1-146 H-1 L-7 E-42 1-147 H-1 L-7 E-43 1-148 H-1 L-7 E-44 1-149 H-1 L-7 E-45 1-150 H-1 L-7 E-46 1-151 H-1 L-7 E-47 1-152 H-1 L-8 E-1 1-153 H-1 L-8 E-2 1-154 H-1 L-8 E-3 1-155 H-1 L-8 E-4 1-156 H-1 L-8 E-5 1-157 H-1 L-8 E-6 1-158 H-1 L-8 E-7 1-159 H-1 L-8 E-8 1-160 H-1 L-8 E-9 1-161 H-1 L-8 E-10 1-162 H-1 L-8 E-11 1-163 H-1 L-8 E-12 1-164 H-1 L-8 E-13 1-165 H-1 L-9 E-14 1-166 H-1 L-9 E-15 1-167 H-1 L-9 E-16 1-168 H-1 L-9 E-17 1-169 H-1 L-9 E-18 1-170 H-1 L-9 E-19 1-171 H-1 L-9 E-20 1-172 H-1 L-9 E-21 1-173 H-1 L-9 E-22 1-174 H-1 L-10 E-23 1-175 H-1 L-10 E-24 1-176 H-1 L-10 E-25 1-177 H-1 L-10 E-26 1-178 H-1 L-10 E-27 1-179 H-1 L-10 E-28 1-180 H-1 L-10 E-29 1-181 H-1 L-10 E-30 1-182 H-1 L-11 E-31 1-183 H-1 L-11 E-32 1-184 H-1 L-11 E-33 1-185 H-1 L-11 E-34 1-186 H-1 L-11 E-35 1-187 H-1 L-11 E-36 1-188 H-1 L-11 E-37 1-189 H-1 L-11 E-38 1-190 H-1 L-11 E-39 1-191 H-1 L-12 E-1 1-192 H-1 L-12 E-2 1-193 H-1 L-12 E-3 1-194 H-1 L-12 E-4 1-195 H-1 L-12 E-5 1-196 H-1 L-12 E-6 1-197 H-1 L-12 E-7 1-198 H-1 L-12 E-8 1-199 H-1 L-12 E-9 1-200 H-1 L-12 E-10 1-201 H-1 L-12 E-36 1-202 H-1 L-12 E-37 1-203 H-1 L-12 E-38 1-204 H-1 L-12 E-39 1-205 H-1 L-12 E-40 1-206 H-1 L-12 E-41 1-207 H-1 L-13 E-1 1-208 H-1 L-13 E-2 1-209 H-1 L-13 E-3 1-210 H-1 L-13 E-4 1-211 H-1 L-13 E-5 1-212 H-1 L-13 E-6 1-213 H-1 L-13 E-7 1-214 H-1 L-13 E-8 1-215 H-1 L-13 E-9 1-216 H-1 L-13 E-10 1-217 H-1 L-13 E-50 1-218 H-1 L-13 E-51 1-219 H-1 L-13 E-52 1-220 H-1 L-13 E-53 1-221 H-1 L-13 E-54 1-222 H-1 L-14 E-1 1-223 H-1 L-14 E-2 1-224 H-1 L-14 E-3 1-225 H-1 L-14 E-4 1-226 H-1 L-14 E-5 1-227 H-1 L-14 E-6 1-228 H-1 L-14 E-7 1-229 H-1 L-14 E-8 1-230 H-1 L-14 E-9 1-231 H-1 L-14 E-10 1-232 H-1 L-14 E-38 1-233 H-1 L-14 E-39 1-234 H-1 L-14 E-40 1-235 H-1 L-14 E-41 1-236 H-1 L-14 E-42 1-237 H-1 L-14 E-43 1-238 H-1 L-14 E-44 1-239 H-1 L-14 E-45 1-240 H-1 L-14 E-46 1-241 H-1 L-14 E-47 1-242 H-1 L-15 E-1 1-243 H-1 L-15 E-2 1-244 H-1 L-15 E-3 1-245 H-1 L-15 E-4 1-246 H-1 L-15 E-5 1-247 H-1 L-15 E-6 1-248 H-1 L-15 E-7 1-249 H-1 L-15 E-8 1-250 H-1 L-15 E-9 1-251 H-1 L-15 E-10 1-252 H-1 L-15 E-44 1-253 H-1 L-15 E-45 1-254 H-1 L-15 E-46 1-255 H-1 L-15 E-47 1-256 H-1 L-15 E-48 1-257 H-1 L-15 E-49 1-258 H-1 L-16 E-1 1-259 H-1 L-16 E-2 1-260 H-1 L-16 E-3 1-261 H-1 L-16 E-4 1-262 H-1 L-16 E-5 1-263 H-1 L-16 E-6 1-264 H-1 L-16 E-7 1-265 H-1 L-16 E-8 1-266 H-1 L-16 E-9 1-267 H-1 L-16 E-10 1-268 H-1 L-16 E-45 1-269 H-1 L-16 E-46 1-270 H-1 L-16 E-47 1-271 H-1 L-16 E-48 1-272 H-1 L-16 E-49 1-273 H-1 L-16 E-50 1-274 H-1 L-16 E-51 1-275 H-1 L-17 E-1 1-276 H-1 L-17 E-2 1-277 H-1 L-17 E-3 1-278 H-1 L-17 E-4 1-279 H-1 L-17 E-5 1-280 H-1 L-17 E-6 1-281 H-1 L-17 E-7 1-282 H-1 L-17 E-8 1-283 H-1 L-17 E-9 1-284 H-1 L-17 E-10 1-285 H-1 L-17 E-36 1-286 H-1 L-17 E-37 1-287 H-1 L-17 E-38 1-288 H-1 L-17 E-39 1-289 H-1 L-17 E-40 1-290 H-1 L-17 E-41 1-291 H-1 L-17 E-42 1-292 H-1 L-17 E-43 1-293 H-1 L-17 E-44 1-294 H-1 L-17 E-45 1-295 H-1 L-17 E-46 1-296 H-1 L-17 E-47 1-297 H-1 L-17 E-48 1-298 H-1 L-17 E-49 1-299 H-1 L-17 E-50 1-300 H-1 L-17 E-51 1-301 H-2 L-0 E-1 1-302 H-3 L-0 E-2 1-303 H-4 L-0 E-3 1-304 H-5 L-0 E-4 1-305 H-6 L-0 E-5 1-306 H-7 L-0 E-6 1-307 H-8 L-0 E-7 1-308 H-9 L-0 E-8 1-309 H-10 L-0 E-9 1-310 H-11 L-0 E-10 1-311 H-12 L-0 E-11 1-312 H-13 L-0 E-12 1-313 H-14 L-0 E-13 1-314 H-15 L-0 E-14 1-315 H-16 L-0 E-15 1-316 H-17 L-0 E-16 1-317 H-18 L-0 E-17 1-318 H-19 L-0 E-18 1-319 H-20 L-0 E-19 1-320 H-21 L-0 E-20 1-321 H-22 L-0 E-21 1-322 H-23 L-0 E-22 1-323 H-24 L-0 E-23 1-324 H-25 L-0 E-24 1-325 H-26 L-0 E-25 1-326 H-27 L-0 E-26 1-327 H-28 L-0 E-27 1-328 H-29 L-0 E-28 1-329 H-30 L-0 E-29 1-330 H-31 L-0 E-30 1-331 H-32 L-0 E-31 1-332 H-33 L-0 E-32 1-333 H-34 L-0 E-33 1-334 H-35 L-0 E-34 1-335 H-36 L-0 E-35 1-336 H-37 L-0 E-36 1-337 H-38 L-0 E-37 1-338 H-39 L-0 E-38 1-339 H-40 L-0 E-39 1-340 H-41 L-0 E-40 1-341 H-42 L-0 E-41 1-342 H-43 L-0 E-42 1-343 H-44 L-0 E-43 1-344 H-45 L-0 E-44 1-345 H-46 L-0 E-45 1-346 H-47 L-0 E-46 1-347 H-48 L-0 E-47 1-348 H-49 L-0 E-48 1-349 H-50 L-0 E-49 1-350 H-51 L-0 E-50 1-351 H-52 L-0 E-51 1-352 H-53 L-0 E-52 1-353 H-54 L-0 E-53 1-354 H-55 L-0 E-54 1-355 H-56 L-0 E-55 1-356 H-57 L-0 E-56 1-357 H-1 L-18 E-1 1-358 H-1 L-18 E-2 1-359 H-1 L-18 E-3 1-360 H-1 L-18 E-4 1-361 H-1 L-18 E-5 1-362 H-1 L-18 E-6 1-363 H-1 L-18 E-7 1-364 H-1 L-18 E-8 1-365 H-1 L-18 E-9 1-366 H-1 L-18 E-10 1-367 H-1 L-18 E-11 1-368 H-1 L-18 E-12 1-369 H-1 L-18 E-13 1-370 H-1 L-18 E-14 1-371 H-1 L-18 E-15 1-372 H-1 L-18 E-16 1-373 H-1 L-18 E-17 1-374 H-1 L-18 E-18 1-375 H-1 L-18 E-19 1-376 H-1 L-18 E-20 1-377 H-1 L-18 E-21 1-378 H-1 L-18 E-22 1-379 H-1 L-19 E-1 1-380 H-1 L-19 E-2 1-381 H-1 L-19 E-3 1-382 H-1 L-19 E-4 1-383 H-1 L-19 E-5 1-384 H-1 L-19 E-6 1-385 H-1 L-19 E-7 1-386 H-1 L-19 E-8 1-387 H-1 L-19 E-9 1-388 H-1 L-19 E-10 1-389 H-1 L-19 E-11 1-390 H-1 L-19 E-12 1-391 H-1 L-19 E-13 1-392 H-1 L-19 E-14 1-393 H-1 L-19 E-15 1-394 H-1 L-19 E-16 1-395 H-1 L-19 E-17 1-396 H-1 L-19 E-18 1-397 H-1 L-19 E-19 1-398 H-1 L-19 E-20 1-399 H-1 L-19 E-21 1-400 H-1 L-19 E-22 1-401 H-1 L-20 E-10 1-402 H-1 L-20 E-11 1-403 H-1 L-20 E-12 1-404 H-1 L-20 E-13 1-405 H-1 L-20 E-14 1-406 H-1 L-20 E-15 1-407 H-1 L-20 E-16 1-408 H-1 L-20 E-17 1-409 H-1 L-20 E-18 1-410 H-1 L-20 E-19 1-411 H-1 L-20 E-20 1-412 H-1 L-20 E-21 1-413 H-1 L-20 E-22 1-414 H-1 L-20 E-23 1-415 H-1 L-20 E-24 1-416 H-1 L-20 E-25 1-417 H-1 L-20 E-26 1-418 H-1 L-20 E-27 1-419 H-1 L-20 E-28 1-420 H-1 L-20 E-29 1-421 H-1 L-20 E-30 1-422 H-49 L-0 E-1 1-423 H-49 L-1 E-11 1-424 H-49 L-2 E-12 1-425 H-49 L-3 E-13 1-426 H-49 L-4 E-14 1-427 H-49 L-5 E-15 1-428 H-49 L-6 E-16 1-429 H-49 L-7 E-17 1-430 H-49 L-8 E-18 1-431 H-49 L-9 E-19 1-432 H-49 L-10 E-20 1-433 H-49 L-11 E-21 1-434 H-49 L-12 E-22 1-435 H-49 L-13 E-23 1-436 H-49 L-14 E-1 1-437 H-49 L-15 E-1 1-438 H-49 L-16 E-1 1-439 H-49 L-17 E-1 1-440 H-49 L-18 E-1 1-441 H-49 L-19 E-1 1-442 H-49 L-20 E-1 1-443 H-49 L-0 E-36 1-444 H-49 L-0 E-37 1-445 H-49 L-0 E-38 1-446 H-49 L-0 E-39 1-447 H-49 L-0 E-40 1-448 H-49 L-0 E-41 1-449 H-49 L-0 E-42 1-450 H-49 L-0 E-43 1-451 H-49 L-0 E-44 1-452 H-49 L-0 E-45 1-453 H-49 L-0 E-46 1-454 H-49 L-0 E-47 1-455 H-49 L-0 E-50 1-456 H-50 L-0 E-36 1-457 H-50 L-0 E-37 1-458 H-50 L-0 E-38 1-459 H-50 L-0 E-39 1-460 H-50 L-0 E-40 1-461 H-50 L-0 E-41 1-462 H-50 L-0 E-42 1-463 H-50 L-0 E-43 1-464 H-50 L-0 E-44 1-465 H-50 L-0 E-45 1-466 H-50 L-0 E-46 1-467 H-50 L-0 E-47 1-468 H-50 L-0 E-48 1-469 H-50 L-0 E-49 1-470 H-50 L-0 E-50 1-471 H-50 L-0 E-51 1-472 H-50 L-0 E-52 1-473 H-50 L-0 E-53 1-474 H-50 L-0 E-54 1-475 H-50 L-0 E-55 1-476 H-50 L-0 E-56 1-477 H-51 L-0 E-1 1-478 H-51 L-0 E-2 1-479 H-51 L-0 E-3 1-480 H-51 L-0 E-4 1-481 H-51 L-0 E-5 1-482 H-51 L-0 E-6 1-483 H-51 L-0 E-7 1-484 H-51 L-0 E-8 1-485 H-51 L-0 E-9 1-486 H-51 L-0 E-10 1-487 H-51 L-0 E-36 1-488 H-51 L-0 E-37 1-489 H-51 L-0 E-38 1-490 H-51 L-0 E-39 1-491 H-51 L-0 E-40 1-492 H-51 L-0 E-41 1-493 H-51 L-0 E-42 1-494 H-51 L-0 E-43 1-495 H-51 L-0 E-44 1-496 H-51 L-0 E-45 1-497 H-51 L-0 E-46 1-498 H-51 L-0 E-47 1-499 H-51 L-0 E-48 1-500 H-51 L-0 E-49 1-501 H-1 L-0 E-59 1-502 H-1 L-0 E-60 1-503 H-1 L-0 E-61 1-504 H-1 L-0 E-62 1-505 H-1 L-0 E-63 1-506 H-1 L-0 E-64 1-507 H-1 L-0 E-65 1-508 H-1 L-0 E-66 1-509 H-1 L-0 E-67 1-510 H-1 L-0 E-68 1-511 H-1 L-21 E-1 1-512 H-1 L-22 E-1 1-513 H-1 L-23 E-1 1-514 H-1 L-24 E-1 1-515 H-1 L-25 E-1 1-516 H-1 L-26 E-1 1-517 H-1 L-27 E-1 1-518 H-1 L-28 E-1 1-519 H-1 L-1 E-69 1-520 H-1 L-12 E-69
10. The electroluminescent device of claim 1, wherein in the second compound, the metal M is selected from Ir, Rh, Re, Os, Pt, Au or Cu; preferably, the M is selected from Ir, Pt or Os; more preferably, the M is Ir.
11. The electroluminescent device of claim 1, wherein in the second compound, the L.sub.a has a structure represented by any one of Formula 3-1 to Formula 3-5: ##STR00117## wherein, the ring E is selected from a five-membered unsaturated carbocyclic ring, a benzene ring, a five-membered heteroaromatic ring or a six-membered heteroaromatic ring; R.sub.e represents, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution; X.sub.11 to X.sub.14 are, at each occurrence identically or differently, selected from CR.sub.x1 or N; X.sub.21 to X.sub.24 are, at each occurrence identically or differently, selected from CR.sub.x2 or N; X.sub.31 to X.sub.34 are, at each occurrence identically or differently, selected from CR.sub.x3 or N; X.sub.41 to X.sub.44 are, at each occurrence identically or differently, selected from CR.sub.x4 or N; and X.sub.51 to X.sub.54 are, at each occurrence identically or differently, selected from CR.sub.x5 or N; Y is, at each occurrence identically or differently, selected from O, S, Se, NR.sub.d1, CR.sub.d1R.sub.d1 or SiR.sub.d1R.sub.d1; wherein in the presence of two R.sub.d1, the two R.sub.d1 may be the same or different; preferably, Y is, at each occurrence identically or differently, selected from O or S; Y.sub.3 and Y.sub.4 are, at each occurrence identically or differently, selected from CR.sub.d or N; R.sub.x1, R.sub.x2, R.sub.x3, R.sub.x4, R.sub.x5, R.sub.d1, R.sub.d and R.sub.e are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; adjacent substituents R.sub.x1, R.sub.x2, R.sub.x4, R.sub.x5, R.sub.d1, R.sub.d and R.sub.e can be optionally joined to form a ring; when R.sub.x3 is selected from substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms or substituted or unsubstituted amino having 0 to 20 carbon atoms, adjacent substituents R.sub.x3 can be optionally joined to form a ring.
12. The electroluminescent device of claim 1, wherein L.sub.a has a structure represented by any one of Formula 3-6 to Formula 3-13: ##STR00118## ##STR00119## wherein X.sub.11 to X.sub.14 are, at each occurrence identically or differently, selected from CR.sub.x1 or N; X.sub.21 to X.sub.24 are, at each occurrence identically or differently, selected from CR.sub.x2 or N; X.sub.31 to X.sub.34 are, at each occurrence identically or differently, selected from CR.sub.x3 or N; X.sub.41 to X.sub.44 are, at each occurrence identically or differently, selected from CR.sub.x4 or N; and X.sub.51 to X.sub.54 are, at each occurrence identically or differently, selected from CR.sub.x5 or N; Y.sub.3 and Y.sub.4 are, at each occurrence identically or differently, selected from CR.sub.d or N; Y.sub.5, Y.sub.6, Y.sub.7 and Y.sub.8 are, at each occurrence identically or differently, selected from CR.sub.e or N; Y is, at each occurrence identically or differently, selected from O, S, Se, NR.sub.d1, CR.sub.d1R.sub.d1 or SiR.sub.d1R.sub.d1; wherein in the presence of two R.sub.d1, the two R.sub.d1 may be the same or different; preferably, Y is, at each occurrence identically or differently, selected from O or S; R.sub.x1, R.sub.x2, R.sub.x3, R.sub.x4, R.sub.x5, R.sub.d1, R.sub.d and R.sub.e are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; adjacent substituents R.sub.x1, R.sub.x2, R.sub.x4, R.sub.x5, R.sub.d1, R.sub.d and R.sub.e can be optionally joined to form a ring; when R.sub.x3 is selected from substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms or substituted or unsubstituted amino having 0 to 20 carbon atoms, adjacent substituents R.sub.x3 can be optionally joined to form a ring.
13. The electroluminescent device of claim 12, wherein in Formula 3-6 to Formula 3-11, at least one of Y.sub.3 and Y.sub.4 is N; preferably, in Formula 3-6, Formula 3-7, Formula 3-9, Formula 3-10 and Formula 3-11, Y.sub.4 is N; and in Formula 3-8, Y.sub.3 is N.
14. The electroluminescent device of claim 12, wherein in Formula 3-6 to Formula 3-13, Y.sub.3 and Y.sub.4 are, at each occurrence identically or differently, selected from CR.sub.d, and Y.sub.8, Y.sub.6, Y.sub.7 and Y.sub.8 are, at each occurrence identically or differently, selected from CR.sub.e.
15. The electroluminescent device of claim 12, wherein in Formula 3-6 to Formula 3-13, Y.sub.3 and/or Y.sub.4 are/is selected from CR.sub.d, and the R.sub.d is, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; preferably, the R.sub.d is, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms and combinations thereof.
16. The electroluminescent device of claim 12, wherein in Formula 3-6 to Formula 3-13, at least one or two of Y.sub.5 to Y.sub.8 are selected from CR.sub.e, and the R.sub.e is, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; preferably, the R.sub.e is, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms and combinations thereof.
17. The electroluminescent device of claim 16, wherein in Formula 3-6 and Formula 3-9, Y.sub.6 is selected from CR.sub.e; in Formula 3-8, Y.sub.4 is selected from CR.sub.d and/or at least one of Y.sub.6 to Y.sub.8 is selected from CR.sub.e; and in Formula 3-10 and Formula 3-11, at least one of Y.sub.5 and Y.sub.6 is CR.sub.e; and, the R.sub.d and R.sub.e are, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; preferably, the R.sub.d and R.sub.e are, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms and combinations thereof.
18. The electroluminescent device of claim 16, wherein in Formula 3-10 and Formula 3-11, at least one of Y.sub.5 and Y.sub.6 is selected from CR.sub.e; and the R.sub.e is, at each occurrence identically or differently, selected from the group consisting of: substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; preferably, Y.sub.5 and Y.sub.6 are each independently selected from CR.sub.e, and the two R.sub.e are joined to form a five-membered aromatic ring, a benzene ring, a five-membered heteroaromatic ring or a six-membered heteroaromatic ring.
19. The electroluminescent device of claim 12, wherein in Formula 3-6 to Formula 3-13, at least one or two of X.sub.11 to X.sub.14 are selected from CR.sub.x1, at least one or two of X.sub.21 to X.sub.24 are selected from CR.sub.x2, at least one or two of X.sub.31 to X.sub.34 are selected from CR.sub.x3, at least one or two of X.sub.41 to X.sub.44 are selected from CR.sub.x4, at least one or two of X.sub.51 to X.sub.54 are selected from CR.sub.x5, and the R.sub.x1, R.sub.x2, R.sub.x3, R.sub.x4 and R.sub.x5 are, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; preferably, the R.sub.x1, R.sub.x2, R.sub.x3, R.sub.x4 and R.sub.x5 are, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms and combinations thereof.
20. The electroluminescent device of claim 19, wherein in Formula 3-6 to Formula 3-13, X.sub.12 and/or X.sub.14 are/is selected from CR.sub.x1, X.sub.22 and/or X.sub.24 are/is selected from CR.sub.x2, X.sub.32 and/or X.sub.34 are/is selected from CR.sub.x3, X.sub.42 and/or X.sub.44 are/is selected from CR.sub.x4, X.sub.52 and/or X.sub.54 are/is selected from CR.sub.x5, and the R.sub.x1, R.sub.x2, R.sub.x3, R.sub.x4 and R.sub.x5 are, at each occurrence identically or differently, selected from the group consisting of: substituted or unsubstituted alkyl having 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 10 ring carbon atoms, substituted or unsubstituted aryl having 6 to 20 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms and combinations thereof; preferably, the R.sub.x1, R.sub.x2, R.sub.x3, R.sub.x4 and R.sub.x5 are, at each occurrence identically or differently, selected from the group consisting of: substituted or unsubstituted alkyl having 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 10 ring carbon atoms and combinations thereof.
21. The electroluminescent device of claim 20, wherein in Formula 3-6 to Formula 3-13, X.sub.12 and X.sub.14 are each independently selected from CR.sub.x1, X.sub.22 and X.sub.24 are each independently selected from CR.sub.x2, X.sub.32 and X.sub.34 are each independently selected from CR.sub.x3, X.sub.42 and X.sub.44 are each independently selected from CR.sub.x4, X.sub.52 and X.sub.54 are each independently selected from CR.sub.x5, and the RA, R.sub.x2, R.sub.x3, R.sub.x4 and R.sub.x5 are, at each occurrence identically or differently, selected from the group consisting of: deuterium, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, t-butyl, cyclopentyl, cyclohexyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated isopropyl, deuterated n-butyl, deuterated isobutyl, deuterated t-butyl, deuterated cyclopentyl, deuterated cyclohexyl and combinations thereof.
22. The electroluminescent device of claim 1, wherein L.sub.a is, at each occurrence identically or differently, selected from the group consisting of the following structures: TABLE-US-00004
23. The electroluminescent device of claim 1, wherein the L.sub.b has a structure represented by Formula 4: ##STR00507## wherein R.sub.1 to R.sub.7 are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; preferably, at least one or two of R.sub.1 to R.sub.3 are, at each occurrence identically or differently, selected from substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms or a combination thereof; and/or at least one or two of R.sub.4 to R.sub.6 are selected from substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms or a combination thereof; more preferably, at least two of R.sub.1 to R.sub.3 are, at each occurrence identically or differently, selected from substituted or unsubstituted alkyl having 2 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 2 to 20 carbon atoms or a combination thereof; and/or at least two of R.sub.4 to R.sub.6 are, at each occurrence identically or differently, selected from substituted or unsubstituted alkyl having 2 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 2 to 20 carbon atoms or a combination thereof.
24. The electroluminescent device of claim 23, wherein the L.sub.b is, at each occurrence identically or differently, selected from the group consisting of the following: ##STR00508## ##STR00509## ##STR00510## ##STR00511## ##STR00512## ##STR00513## ##STR00514## ##STR00515## ##STR00516## ##STR00517## ##STR00518## ##STR00519## ##STR00520## ##STR00521## ##STR00522## ##STR00523## ##STR00524## ##STR00525## ##STR00526## ##STR00527## ##STR00528## ##STR00529## ##STR00530## ##STR00531## ##STR00532## ##STR00533## ##STR00534## ##STR00535## ##STR00536## ##STR00537## ##STR00538## ##STR00539## ##STR00540## ##STR00541## ##STR00542## ##STR00543## ##STR00544## ##STR00545## ##STR00546## ##STR00547## ##STR00548## ##STR00549## ##STR00550## ##STR00551##
25. The electroluminescent device of claim 24, wherein the second compound has the structure of Ir(L.sub.a).sub.2(L.sub.b), wherein L.sub.a is, at each occurrence identically or differently, selected from any one or any two of the group consisting of L.sub.a-1 to L.sub.a-387, and L.sub.b is selected from any one of the group consisting of L.sub.b1 to L.sub.b322; preferably, the second compound is selected from the group consisting of Compound 2-1 to Compound 2-34, Compound 2-39 to Compound 2-70, Compound 2-75 to Compound 2-106, Compound 2-111 to Compound 2-142, Compound 2-147 to Compound 2-178, Compound 2-183 to Compound 2-214, Compound 2-217 to Compound 2-227, Compound 2-229 to Compound 2-241, Compound 2-243 to Compound 2-255, Compound 2-257 to Compound 2-269, Compound 2-271 to Compound 2-283, Compound 2-285 to Compound 2-297 and Compound 2-299 to Compound 2-300; wherein, the Compound 2-1 to Compound 2-34, Compound 2-39 to Compound 2-70, Compound 2-75 to Compound 2-106, Compound 2-111 to Compound 2-142, Compound 2-147 to Compound 2-178 and Compound 2-183 to Compound 2-214 have the structure of Ir(L.sub.a).sub.2(L.sub.b), wherein the two L.sub.a are the same, and the L.sub.a and L.sub.b are respectively selected from structures listed in the following table: TABLE-US-00005 Compound Compound No. L.sub.a L.sub.b No. L.sub.a L.sub.b 2-1 L.sub.a-36 L.sub.b1 2-2 L.sub.a-133 L.sub.b1 2-3 L.sub.a-2 L.sub.b31 2-4 L.sub.a-6 L.sub.b31 2-5 L.sub.a-36 L.sub.b31 2-6 L.sub.a-37 L.sub.b31 2-7 L.sub.a-41 L.sub.b31 2-8 L.sub.a-43 L.sub.b31 2-9 L.sub.a-45 L.sub.b31 2-10 L.sub.a-53 L.sub.b31 2-11 L.sub.a-57 L.sub.b31 2-12 L.sub.a-72 L.sub.b31 2-13 L.sub.a-119 L.sub.b31 2-14 L.sub.a-128 L.sub.b31 2-15 L.sub.a-129 L.sub.b31 2-16 L.sub.a-130 L.sub.b31 2-17 L.sub.a-133 L.sub.b31 2-18 L.sub.a-136 L.sub.b31 2-19 L.sub.a-137 L.sub.b31 2-20 L.sub.a-141 L.sub.b31 2-21 L.sub.a-146 L.sub.b31 2-22 L.sub.a-181 L.sub.b31 2-23 L.sub.a-194 L.sub.b31 2-24 L.sub.a-195 L.sub.b31 2-25 L.sub.a-204 L.sub.b31 2-26 L.sub.a-205 L.sub.b31 2-27 L.sub.a-230 L.sub.b31 2-28 L.sub.a-231 L.sub.b31 2-29 L.sub.a-272 L.sub.b31 2-30 L.sub.a-299 L.sub.b31 2-31 L.sub.a-337 L.sub.b31 2-32 L.sub.a-376 L.sub.b31 2-33 L.sub.a-377 L.sub.b31 2-34 L.sub.a-385 L.sub.b31 2-39 L.sub.a-2 L.sub.b57 2-40 L.sub.a-6 L.sub.b57 2-41 L.sub.a-36 L.sub.b57 2-42 L.sub.a-37 L.sub.b57 2-43 L.sub.a-41 L.sub.b57 2-44 L.sub.a-43 L.sub.b57 2-45 L.sub.a-45 L.sub.b57 2-46 L.sub.a-53 L.sub.b57 2-47 L.sub.a-57 L.sub.b57 2-47 L.sub.a-72 L.sub.b57 2-49 L.sub.a-119 L.sub.b57 2-50 L.sub.a-128 L.sub.b57 2-51 L.sub.a-129 L.sub.b57 2-52 L.sub.a-130 L.sub.b57 2-53 L.sub.a-133 L.sub.b57 2-54 L.sub.a-136 L.sub.b57 2-55 L.sub.a-137 L.sub.b57 2-56 L.sub.a-141 L.sub.b57 2-57 L.sub.a-146 L.sub.b57 2-58 L.sub.a-181 L.sub.b57 2-59 L.sub.a-194 L.sub.b57 2-60 L.sub.a-195 L.sub.b57 2-61 L.sub.a-204 L.sub.b57 2-62 L.sub.a-205 L.sub.b57 2-63 L.sub.a-230 L.sub.b57 2-64 L.sub.a-231 L.sub.b57 2-65 L.sub.a-272 L.sub.b57 2-66 L.sub.a-299 L.sub.b57 2-67 L.sub.a-337 L.sub.b57 2-68 L.sub.a-376 L.sub.b57 2-69 L.sub.a-377 L.sub.b57 2-70 L.sub.a-385 L.sub.b57 2-75 L.sub.a-2 L.sub.b88 2-76 L.sub.a-6 L.sub.b88 2-77 L.sub.a-36 L.sub.b88 2-78 L.sub.a-37 L.sub.b88 2-79 L.sub.a-41 L.sub.b88 2-80 L.sub.a-43 L.sub.b88 2-81 L.sub.a-45 L.sub.b88 2-82 L.sub.a-53 L.sub.b88 2-83 L.sub.a-57 L.sub.b88 2-84 L.sub.a-72 L.sub.b88 2-85 L.sub.a-119 L.sub.b88 2-86 L.sub.a-128 L.sub.b88 2-87 L.sub.a-129 L.sub.b88 2-88 L.sub.a-130 L.sub.b88 2-89 L.sub.a-133 L.sub.b88 2-90 L.sub.a-136 L.sub.b88 2-91 L.sub.a-137 L.sub.b88 2-92 L.sub.a-141 L.sub.b88 2-93 L.sub.a-146 L.sub.b88 2-94 L.sub.a-181 L.sub.b88 2-95 L.sub.a-194 L.sub.b88 2-96 L.sub.a-195 L.sub.b88 2-97 L.sub.a-204 L.sub.b88 2-98 L.sub.a-205 L.sub.b88 2-99 L.sub.a-230 L.sub.b88 2-100 L.sub.a-231 L.sub.b88 2-101 L.sub.a-272 L.sub.b88 2-102 L.sub.a-299 L.sub.b88 2-103 L.sub.a-337 L.sub.b88 2-104 L.sub.a-376 L.sub.b88 2-105 L.sub.a-377 L.sub.b88 2-106 L.sub.a-385 L.sub.b88 2-111 L.sub.a-2 Lb.sub.122 2-112 L.sub.a-6 L.sub.b122 2-113 L.sub.a-36 Lb.sub.122 2-114 L.sub.a-37 L.sub.b122 2-115 L.sub.a-41 Lb.sub.122 2-116 L.sub.a-43 L.sub.b122 2-117 L.sub.a-45 Lb.sub.122 2-118 L.sub.a-53 L.sub.b122 2-119 L.sub.a-57 Lb.sub.122 2-120 L.sub.a-72 L.sub.b122 2-121 L.sub.a-119 Lb.sub.122 2-122 L.sub.a-128 L.sub.b122 2-123 L.sub.a-129 Lb.sub.122 2-124 L.sub.a-130 L.sub.b122 2-125 L.sub.a-133 Lb.sub.122 2-126 L.sub.a-136 L.sub.b122 2-127 L.sub.a-137 Lb.sub.122 2-128 L.sub.a-141 L.sub.b122 2-129 L.sub.a-146 Lb.sub.122 2-130 L.sub.a-181 L.sub.b122 2-131 L.sub.a-194 Lb.sub.122 2-132 L.sub.a-195 L.sub.b122 2-133 L.sub.a-204 Lb.sub.122 2-134 L.sub.a-205 L.sub.b122 2-135 L.sub.a-230 Lb.sub.122 2-136 L.sub.a-231 L.sub.b122 2-137 L.sub.a-272 Lb.sub.122 2-138 L.sub.a-299 L.sub.b122 2-139 L.sub.a-337 Lb.sub.122 2-140 L.sub.a-376 L.sub.b122 2-141 L.sub.a-377 Lb.sub.122 2-142 L.sub.a-385 L.sub.b122 2-147 L.sub.a-2 L.sub.b126 2-148 L.sub.a-6 L.sub.b126 2-149 L.sub.a-36 L.sub.b126 2-150 L.sub.a-37 L.sub.b126 2-151 L.sub.a-41 L.sub.b126 2-152 L.sub.a-43 L.sub.b126 2-153 L.sub.a-45 L.sub.b126 2-154 L.sub.a-53 L.sub.b126 2-155 L.sub.a-57 L.sub.b126 2-156 L.sub.a-72 L.sub.b126 2-157 L.sub.a-119 L.sub.b126 2-158 L.sub.a-128 L.sub.b126 2-159 L.sub.a-129 L.sub.b126 2-160 L.sub.a-130 L.sub.b126 2-161 L.sub.a-133 L.sub.b126 2-162 L.sub.a-136 L.sub.b126 2-163 L.sub.a-137 Lb.sub.126 2-164 L.sub.a-141 L.sub.b126 2-165 L.sub.a-146 L.sub.b126 2-166 L.sub.a-181 L.sub.b126 2-167 L.sub.a-194 L.sub.b126 2-168 L.sub.a-195 L.sub.b126 2-169 L.sub.a-204 L.sub.b126 2-170 L.sub.a-205 L.sub.b126 2-171 L.sub.a-230 L.sub.b126 2-172 L.sub.a-231 L.sub.b126 2-173 L.sub.a-272 L.sub.b126 2-174 L.sub.a-299 L.sub.b126 2-175 L.sub.a-337 L.sub.b126 2-176 L.sub.a-376 L.sub.b126 2-177 L.sub.a-377 L.sub.b126 2-178 L.sub.a-385 L.sub.b126 2-183 L.sub.a-2 L.sub.b212 2-184 L.sub.a-6 L.sub.b212 2-185 L.sub.a-36 L.sub.b212 2-186 L.sub.a-37 L.sub.b212 2-187 L.sub.a-41 L.sub.b212 2-188 L.sub.a-43 L.sub.b212 2-189 L.sub.a-45 L.sub.b212 2-190 L.sub.a-53 L.sub.b212 2-191 L.sub.a-57 L.sub.b212 2-192 L.sub.a-72 L.sub.b212 2-193 L.sub.a-119 L.sub.b212 2-194 L.sub.a-128 L.sub.b212 2-195 L.sub.a-129 L.sub.b212 2-196 L.sub.a-130 L.sub.b212 2-197 L.sub.a-133 L.sub.b212 2-198 L.sub.a-136 L.sub.b212 2-199 L.sub.a-137 L.sub.b212 2-200 L.sub.a-141 L.sub.b212 2-201 L.sub.a-146 L.sub.b212 2-202 L.sub.a-181 L.sub.b212 2-203 L.sub.a-194 L.sub.b212 2-204 L.sub.a-195 L.sub.b212 2-205 L.sub.a-204 L.sub.b212 2-206 L.sub.a-205 L.sub.b212 2-207 L.sub.a-230 L.sub.b212 2-208 L.sub.a-231 L.sub.b212 2-209 L.sub.a-272 L.sub.b212 2-210 L.sub.a-299 L.sub.b212 2-211 L.sub.a-337 L.sub.b212 2-212 L.sub.a-376 L.sub.b212 2-213 L.sub.a-377 L.sub.b212 2-214 L.sub.a-385 L.sub.b212 wherein the Compound 2-217 to Compound 2-227, Compound 2-229 to Compound 2-241, Compound 2-243 to Compound 2-255, Compound 2-257 to Compound 2-269, Compound 2-271 to Compound 2-283, Compound 2-285 to Compound 2-297 and Compound 2-299 to Compound 2-300 have the structure of Ir(L.sub.a).sub.2(L.sub.b), wherein the two L.sub.a are different, and the L.sub.a and L.sub.b respectively correspond to structures listed in the following table: TABLE-US-00006 Compound Compound No. L.sub.a L.sub.a L.sub.b No. L.sub.a L.sub.a L.sub.b 2-217 L.sub.a-133 L.sub.a-41 L.sub.b31 2-218 L.sub.a-133 L.sub.a-43 L.sub.b31 2-219 L.sub.a-133 L.sub.a-136 L.sub.b31 2-220 L.sub.a-133 L.sub.a-137 L.sub.b31 2-221 L.sub.a-133 L.sub.a-146 L.sub.b31 2-222 L.sub.a-133 L.sub.a-204 L.sub.b31 2-223 L.sub.a-133 L.sub.a-205 L.sub.b31 2-224 L.sub.a-133 L.sub.a-230 L.sub.b31 2-225 L.sub.a-133 L.sub.a-272 L.sub.b31 2-226 L.sub.a-133 L.sub.a-337 L.sub.b31 2-227 L.sub.a-133 L.sub.a-377 L.sub.b31 2-229 L.sub.a-41 L.sub.a-136 L.sub.b31 2-230 L.sub.a-41 L.sub.a-137 L.sub.b31 2-231 L.sub.a-133 L.sub.a-41 L.sub.b57 2-232 L.sub.a-133 L.sub.a-43 L.sub.b57 2-233 L.sub.a-133 L.sub.a-136 L.sub.b57 2-234 L.sub.a-133 L.sub.a-137 L.sub.b57 2-235 L.sub.a-133 L.sub.a-146 L.sub.b57 2-236 L.sub.a-133 L.sub.a-204 L.sub.b57 2-237 L.sub.a-133 L.sub.a-205 L.sub.b57 2-238 L.sub.a-133 L.sub.a-230 L.sub.b57 2-239 L.sub.a-133 L.sub.a-272 L.sub.b57 2-240 L.sub.a-133 L.sub.a-337 L.sub.b57 2-241 L.sub.a-133 L.sub.a-377 L.sub.b57 2-243 L.sub.a-41 L.sub.a-136 L.sub.b57 2-244 L.sub.a-41 L.sub.a-137 L.sub.b57 2-245 L.sub.a-133 L.sub.a-41 L.sub.b88 2-246 L.sub.a-133 L.sub.a-43 L.sub.b88 2-247 L.sub.a-133 L.sub.a-136 L.sub.b88 2-248 L.sub.a-133 L.sub.a-137 L.sub.b88 2-249 L.sub.a-133 L.sub.a-146 L.sub.b88 2-250 L.sub.a-133 L.sub.a-204 L.sub.b88 2-251 L.sub.a-133 L.sub.a-205 L.sub.b88 2-252 L.sub.a-133 L.sub.a-230 L.sub.b88 2-253 L.sub.a-133 L.sub.a-272 L.sub.b88 2-254 L.sub.a-133 L.sub.a-337 L.sub.b88 2-255 L.sub.a-133 L.sub.a-377 L.sub.b88 2-257 L.sub.a-41 L.sub.a-136 L.sub.b88 2-258 L.sub.a-41 L.sub.a-137 L.sub.b88 2-259 L.sub.a-133 L.sub.a-41 L.sub.b122 2-260 L.sub.a-133 L.sub.a-43 L.sub.b122 2-261 L.sub.a-133 L.sub.a-136 L.sub.b122 2-262 L.sub.a-133 L.sub.a-137 L.sub.b122 2-263 L.sub.a-133 L.sub.a-146 L.sub.b122 2-264 L.sub.a-133 L.sub.a-204 L.sub.b122 2-265 L.sub.a-133 L.sub.a-205 L.sub.b122 2-266 L.sub.a-133 L.sub.a-230 L.sub.b122 2-267 L.sub.a-133 L.sub.a-272 L.sub.b122 2-268 L.sub.a-133 L.sub.a-337 L.sub.b122 2-269 L.sub.a-133 L.sub.a-377 L.sub.b122 2-271 L.sub.a-41 L.sub.a-136 L.sub.b122 2-272 L.sub.a-41 L.sub.a-137 L.sub.b122 2-273 L.sub.a-133 L.sub.a-41 L.sub.b126 2-274 L.sub.a-133 L.sub.a-43 L.sub.b126 2-275 L.sub.a-133 L.sub.a-136 L.sub.b126 2-276 L.sub.a-133 L.sub.a-137 L.sub.b126 2-277 L.sub.a-133 L.sub.a-146 L.sub.b126 2-278 L.sub.a-133 L.sub.a-204 L.sub.b126 2-279 L.sub.a-133 L.sub.a-205 L.sub.b126 2-280 L.sub.a-133 L.sub.a-230 L.sub.b126 2-281 L.sub.a-133 L.sub.a-272 L.sub.b126 2-282 L.sub.a-133 L.sub.a-337 L.sub.b126 2-283 L.sub.a-133 L.sub.a-377 L.sub.b126 2-285 L.sub.a-41 L.sub.a-136 L.sub.b126 2-286 L.sub.a-41 L.sub.a-137 L.sub.b126 2-287 L.sub.a-133 L.sub.a-41 L.sub.b212 2-288 L.sub.a-133 L.sub.a-43 L.sub.b212 2-289 L.sub.a-133 L.sub.a-136 L.sub.b212 2-290 L.sub.a-133 L.sub.a-137 L.sub.b212 2-291 L.sub.a-133 L.sub.a-146 L.sub.b212 2-292 L.sub.a-133 L.sub.a-204 L.sub.b212 2-293 L.sub.a-133 L.sub.a-205 L.sub.b212 2-294 L.sub.a-133 L.sub.a-230 L.sub.b212 2-295 L.sub.a-133 L.sub.a-272 L.sub.b212 2-296 L.sub.a-133 L.sub.a-337 L.sub.b212 2-297 L.sub.a-133 L.sub.a-377 L.sub.b212 2-299 L.sub.a-41 L.sub.a-136 L.sub.b212 2-300 L.sub.a-41 L.sub.a-137 L.sub.b212
26. The electroluminescent device of claim 1, wherein the organic layer is a light-emitting layer, the first compound is a host material, and the second compound is a light-emitting material.
27. The electroluminescent device of claim 26, wherein the device emits red light or white light.
28. A display assembly, comprising the electroluminescent device of claim 1.
29. A compound combination, comprising a first compound and a second compound; the first compound has a structure of H-L-E; H has a structure represented by Formula 1: ##STR00552## in Formula 1, A.sub.1, A.sub.2 and A.sub.3 are, at each occurrence identically or differently, selected from N or CR, and the ring A, the ring B and the ring C are, at each occurrence identically or differently, selected from a carbocyclic ring having 5 to 18 carbon atoms or a heterocyclic ring having 3 to 18 carbon atoms; R.sub.f represents, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution; E has a structure represented by Formula 2: ##STR00553## in Formula 2, at least one of Z.sub.1 to Z.sub.5 is N, and the rest of Z.sub.1 to Z.sub.5 are each independently selected from CR.sub.z; L is selected from a single bond, substituted or unsubstituted arylene having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms or a combination thereof; R, R.sub.f and R.sub.z are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; and adjacent substituents R, R.sub.f can be optionally joined to form a ring; the second compound is a metal complex having a general formula of M(L.sub.a).sub.m(L.sub.b).sub.n(L.sub.c).sub.q; wherein the M is selected from a metal with a relative atomic mass greater than 40; L.sub.a, L.sub.b and L.sub.c are a first ligand, a second ligand and a third ligand coordinated to the M, respectively; L.sub.a, L.sub.b and L.sub.c can be optionally joined to form a multidentate ligand; L.sub.a, L.sub.b and L.sub.c may be the same or different; m is 1, 2 or 3, n is 0, 1 or 2, q is 0 or 1, and m+n+q equals to the oxidation state of the M; when m is greater than or equal to 2, the multiple L.sub.a may be the same or different; when n is equal to 2, the two L.sub.b may be the same or different; the L.sub.a has a structure represented by Formula 3: ##STR00554## wherein, the ring D is selected from a five-membered heteroaromatic ring or a six-membered heteroaromatic ring; the ring E is selected from a five-membered unsaturated carbocyclic ring, a benzene ring, a five-membered heteroaromatic ring or a six-membered heteroaromatic ring; the ring D and the ring E are fused via Y.sub.a and Y.sub.b; Y.sub.a and Y.sub.b are, at each occurrence identically or differently, selected from C or N; R.sub.d and R.sub.e represent, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution; X.sub.1 to X.sub.4 are, at each occurrence identically or differently, selected from CR.sub.x or N; R.sub.d, R.sub.e and R.sub.x are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; adjacent substituents R.sub.d, R.sub.e, R.sub.x can be optionally joined to form a ring; L.sub.b and L.sub.c are each independently selected from any one of the following structures: ##STR00555## R.sub.a, R.sub.b and R.sub.c represent, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution; X.sub.b is selected from the group consisting of: O, S, Se, NR.sub.N1 and CR.sub.C1R.sub.C2; X.sub.c and X.sub.d are each independently selected from the group consisting of: O, S, Se and NR.sub.N2; R.sub.a, R.sub.b, R.sub.c, R.sub.N1, R.sub.N2, R.sub.C1 and R.sub.C2 are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; in structures of L.sub.b and L.sub.c, adjacent substituents R.sub.a, R.sub.b, R.sub.c, R.sub.N1, R.sub.N2, R.sub.C1 and R.sub.C2 can be optionally joined to form a ring; and, the following case is not comprised: the first compound is ##STR00556## while the second compound is ##STR00557##
Description
BRIEF DESCRIPTION OF DRAWINGS
[0077]
[0078]
DETAILED DESCRIPTION
[0079] OLEDs can be fabricated on various types of substrates such as glass, plastic, and metal foil.
[0080] More examples for each of these layers are available. For example, a flexible and transparent substrate-anode combination is disclosed in U.S. Pat. No. 5,844,363, which is incorporated by reference herein in its entirety. An example of a p-doped hole transport layer is m-MTDATA doped with F.sub.4-TCNQ at a molar ratio of 50:1, as disclosed in U.S. Patent Application Publication No. 2003/0230980, which is incorporated by reference herein in its entirety. Examples of host materials are disclosed in U.S. Pat. No. 6,303,238 to Thompson et al., which is incorporated by reference herein in its entirety. An example of an n-doped electron transport layer is BPhen doped with Li at a molar ratio of 1:1, as disclosed in U.S. Patent Application Publication No. 2003/0230980, which is incorporated by reference herein in its entirety. U.S. Pat. Nos. 5,703,436 and 5,707,745, which are incorporated by reference herein in their entireties, disclose examples of cathodes including composite cathodes having a thin layer of metal such as Mg:Ag with an overlying transparent, electrically-conductive, sputter-deposited ITO layer. The theory and use of blocking layers are described in more detail in U.S. Pat. No. 6,097,147 and U.S. Patent Application Publication No. 2003/0230980, which are incorporated by reference herein in their entireties. Examples of injection layers are provided in U.S. Patent Application Publication No. 2004/0174116, which is incorporated by reference herein in its entirety. A description of protective layers may be found in U.S. Patent Application Publication No. 2004/0174116, which is incorporated by reference herein in its entirety.
[0081] The layered structure described above is provided by way of non-limiting examples. Functional OLEDs may be achieved by combining the various layers described in different ways, or layers may be omitted entirely. It may also include other layers not specifically described. Within each layer, a single material or a mixture of multiple materials can be used to achieve optimum performance. Any functional layer may include several sublayers. For example, the emissive layer may have two layers of different emitting materials to achieve desired emission spectrum.
[0082] In one embodiment, an OLED may be described as having an “organic layer” disposed between a cathode and an anode. This organic layer may comprise a single layer or multiple layers.
[0083] An OLED can be encapsulated by a barrier layer.
[0084] Devices fabricated in accordance with embodiments of the present disclosure can be incorporated into a wide variety of consumer products that have one or more of the electronic component modules (or units) incorporated therein. Some examples of such consumer products include flat panel displays, monitors, medical monitors, televisions, billboards, lights for interior or exterior illumination and/or signaling, heads-up displays, fully or partially transparent displays, flexible displays, smart phones, tablets, phablets, wearable devices, smart watches, laptop computers, digital cameras, camcorders, viewfinders, micro-displays, 3-D displays, vehicles displays, and vehicle tail lights.
[0085] The materials and structures described herein may be used in other organic electronic devices listed above.
[0086] As used herein, “top” means furthest away from the substrate, while “bottom” means closest to the substrate. Where a first layer is described as “disposed over” a second layer, the first layer is disposed further away from the substrate. There may be other layers between the first and second layers, unless it is specified that the first layer is “in contact with” the second layer. For example, a cathode may be described as “disposed over” an anode, even though there are various organic layers in between.
[0087] As used herein, “solution processible” means capable of being dissolved, dispersed, or transported in and/or deposited from a liquid medium, either in solution or suspension form.
[0088] A ligand may be referred to as “photoactive” when it is believed that the ligand directly contributes to the photoactive properties of an emissive material. A ligand may be referred to as “ancillary” when it is believed that the ligand does not contribute to the photoactive properties of an emissive material, although an ancillary ligand may alter the properties of a photoactive ligand.
[0089] It is believed that the internal quantum efficiency (IQE) of fluorescent OLEDs can exceed the 25% spin statistics limit through delayed fluorescence. As used herein, there are two types of delayed fluorescence, i.e. P-type delayed fluorescence and E-type delayed fluorescence. P-type delayed fluorescence is generated from triplet-triplet annihilation (TTA).
[0090] On the other hand, E-type delayed fluorescence does not rely on the collision of two triplets, but rather on the transition between the triplet states and the singlet excited states. Compounds that are capable of generating E-type delayed fluorescence are required to have very small singlet-triplet gaps to convert between energy states. Thermal energy can activate the transition from the triplet state back to the singlet state. This type of delayed fluorescence is also known as thermally activated delayed fluorescence (TADF). A distinctive feature of TADF is that the delayed component increases as temperature rises. If the reverse intersystem crossing rate is fast enough to minimize the non-radiative decay from the triplet state, the fraction of back populated singlet excited states can potentially reach 75%. The total singlet fraction can be 100%, far exceeding 25% of the spin statistics limit for electrically generated excitons.
[0091] E-type delayed fluorescence characteristics can be found in an exciplex system or in a single compound. Without being bound by theory, it is believed that E-type delayed fluorescence requires the luminescent material to have a small singlet-triplet energy gap (AEs-T). Organic, non-metal containing, donor-acceptor luminescent materials may be able to achieve this. The emission in these materials is generally characterized as a donor-acceptor charge-transfer (CT) type emission. The spatial separation of the HOMO and LUMO in these donor-acceptor type compounds generally results in small ΔE.sub.S-T. These states may involve CT states. Generally, donor-acceptor luminescent materials are constructed by connecting an electron donor moiety such as amino- or carbazole-derivatives and an electron acceptor moiety such as N-containing six-membered aromatic rings.
Definition of Terms of Substituents
[0092] Halogen or halide—as used herein includes fluorine, chlorine, bromine, and iodine.
[0093] Alkyl—as used herein includes both straight and branched chain alkyl groups. Alkyl may be alkyl having 1 to 20 carbon atoms, preferably alkyl having 1 to 12 carbon atoms, and more preferably alkyl having 1 to 6 carbon atoms. Examples of alkyl groups include a methyl group, an ethyl group, a propyl group, an isopropyl group, a n-butyl group, an s-butyl group, an isobutyl group, a t-butyl group, an n-pentyl group, an n-hexyl group, an n-heptyl group, an n-octyl group, an n-nonyl group, an n-decyl group, an n-undecyl group, an n-dodecyl group, an n-tridecyl group, an n-tetradecyl group, an n-pentadecyl group, an n-hexadecyl group, an n-heptadecyl group, an n-octadecyl group, a neopentyl group, a 1-methylpentyl group, a 2-methylpentyl group, a 1-pentylhexyl group, a 1-butylpentyl group, a 1-heptyloctyl group, and a 3-methylpentyl group. Additionally, the alkyl may be optionally substituted. Of the above, preferred are a methyl group, an ethyl group, a propyl group, an isopropyl group, a n-butyl group, an s-butyl group, an isobutyl group, a t-butyl group, an n-pentyl group, a neopentyl group, and an n-hexyl group. Additionally, the alkyl group may be optionally substituted.
[0094] Cycloalkyl—as used herein includes cyclic alkyl groups. The cycloalkyl groups may be those having 3 to 20 ring carbon atoms, preferably those having 4 to 10 carbon atoms. Examples of cycloalkyl include cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcylcohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl, and the like. Of the above, preferred are cyclopentyl, cyclohexyl, 4-methylcyclohexyl, and 4,4-dimethylcylcohexyl. Additionally, the cycloalkyl group may be optionally substituted.
[0095] Heteroalkyl—as used herein, includes a group formed by replacing one or more carbons in an alkyl chain with a hetero-atom(s) selected from the group consisting of a nitrogen atom, an oxygen atom, a sulfur atom, a selenium atom, a phosphorus atom, a silicon atom, a germanium atom, and a boron atom. Heteroalkyl may be those having 1 to 20 carbon atoms, preferably those having 1 to 10 carbon atoms, and more preferably those having 1 to 6 carbon atoms. Examples of heteroalkyl include methoxymethyl, ethoxymethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, ethylthioethyl, methoxymethoxymethyl, ethoxymethoxymethyl, ethoxyethoxyethyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, mercaptomethyl, mercaptoethyl, mercaptopropyl, aminomethyl, aminoethyl, aminopropyl, dimethylaminomethyl, trimethylsilyl, dimethylethylsilyl, dimethylisopropylsilyl, t-butyldimethylsilyl, triethylsilyl, triisopropylsilyl, trimethylsilylmethyl, trimethylsilylethyl, and trimethylsilylisopropyl. Additionally, the heteroalkyl group may be optionally substituted.
[0096] Alkenyl—as used herein includes straight chain, branched chain, and cyclic alkene groups. Alkenyl may be those having 2 to 20 carbon atoms, preferably those having 2 to 10 carbon atoms. Examples of alkenyl include vinyl, propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butandienyl, 1-methylvinyl, styryl, 2,2-diphenylvinyl, 1,2-diphenylvinyl, 1-methylallyl, 1,1-dimethylallyl, 2-methylallyl, 1-phenylallyl, 2-phenylallyl, 3-phenylallyl, 3,3-diphenylallyl, 1,2-dimethylallyl, 1-phenyl-1-butenyl, 3-phenyl-1-butenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cycloheptenyl, cycloheptatrienyl, cyclooctenyl, cyclooctatetraenyl, and norbornenyl. Additionally, the alkenyl group may be optionally substituted.
[0097] Alkynyl—as used herein includes straight chain alkynyl groups. Alkynyl may be those having 2 to 20 carbon atoms, preferably those having 2 to 10 carbon atoms. Examples of alkynyl groups include ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, 2-pentynyl, 3,3-dimethyl-1-butynyl, 3-ethyl-3-methyl-1-pentynyl, 3,3-diisopropyl-1-pentynyl, phenylethynyl, phenylpropynyl, etc. Of the above, preferred are ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, and phenylethynyl. Additionally, the alkynyl group may be optionally substituted.
[0098] Aryl or an aromatic group—as used herein includes non-condensed and condensed systems. Aryl may be those having 6 to 30 carbon atoms, preferably those having 6 to 20 carbon atoms, and more preferably those having 6 to 12 carbon atoms. Examples of aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene, perylene, and azulene, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorene, and naphthalene. Additionally, the aryl may be optionally substituted. Examples of non-condensed aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4′-methylbiphenylyl, 4″-t-butyl-p-terphenyl-4-yl, o-cumenyl, m-cumenyl, p-cumenyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, and m-quarterphenyl. Additionally, the aryl group may be optionally substituted.
[0099] Heterocyclic groups or heterocycle—as used herein include non-aromatic cyclic groups. Non-aromatic heterocyclic groups include saturated heterocyclic groups having 3 to 20 ring atoms and unsaturated non-aromatic heterocyclic groups having 3 to 20 ring atoms, where at least one ring atom is selected from the group consisting of a nitrogen atom, an oxygen atom, a sulfur atom, a selenium atom, a silicon atom, a phosphorus atom, a germanium atom, and a boron atom. Preferred non-aromatic heterocyclic groups are those having 3 to 7 ring atoms, each of which includes at least one hetero-atom such as nitrogen, oxygen, silicon, or sulfur. Examples of non-aromatic heterocyclic groups include oxiranyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, dioxolanyl, dioxanyl, aziridinyl, dihydropyrrolyl, tetrahydropyrrolyl, piperidinyl, oxazolidinyl, morpholinyl, piperazinyl, oxepinyl, thiepinyl, azepinyl, and tetrahydrosilolyl. Additionally, the heterocyclic group may be optionally substituted.
[0100] Heteroaryl—as used herein, includes non-condensed and condensed hetero-aromatic groups having 1 to 5 hetero-atoms, wherein at least one hetero-atom is selected from the group consisting of a nitrogen atom, an oxygen atom, a sulfur atom, a selenium atom, a silicon atom, a phosphorus atom, a germanium atom, and a boron atom. A hetero-aromatic group is also referred to as heteroaryl. Heteroaryl may be those having 3 to 30 carbon atoms, preferably those having 3 to 20 carbon atoms, and more preferably those having 3 to 12 carbon atoms. Suitable heteroaryl groups include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridoindole, pyrrolodipyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indenoazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine, benzofuropyridine, furodipyridine, benzothienopyridine, thienodipyridine, benzoselenophenopyridine, and selenophenodipyridine, preferably dibenzothiophene, dibenzofuran, dibenzoselenophene, carbazole, indolocarbazole, imidazole, pyridine, triazine, benzimidazole, 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazine, and aza-analogs thereof. Additionally, the heteroaryl group may be optionally substituted.
[0101] Alkoxy—as used herein, is represented by —O-alkyl, —O-cycloalkyl, —O-heteroalkyl, or —O-heterocyclic group. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl, and heterocyclic groups are the same as those described above. Alkoxy groups may be those having 1 to 20 carbon atoms, preferably those having 1 to 6 carbon atoms. Examples of alkoxy groups include methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy, and ethoxymethyloxy. Additionally, the alkoxy group may be optionally substituted.
[0102] Aryloxy—as used herein, is represented by —O-aryl or —O-heteroaryl. Examples and preferred examples of aryl and heteroaryl are the same as those described above. Aryloxy groups may be those having 6 to 30 carbon atoms, preferably those having 6 to 20 carbon atoms. Examples of aryloxy groups include phenoxy and biphenyloxy. Additionally, the aryloxy group may be optionally substituted.
[0103] Arylalkyl—as used herein, contemplates alkyl substituted with an aryl group. Arylalkyl may be those having 7 to 30 carbon atoms, preferably those having 7 to 20 carbon atoms, and more preferably those having 7 to 13 carbon atoms. Examples of arylalkyl groups include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl-t-butyl, alpha-naphthylmethyl, 1-alpha-naphthylethyl, 2-alpha-naphthylethyl, 1-alpha-naphthylisopropyl, 2-alpha-naphthylisopropyl, beta-naphthylmethyl, 1-beta-naphthylethyl, 2-beta-naphthylethyl, 1-beta-naphthylisopropyl, 2-beta-naphthylisopropyl, p-methylbenzyl, m-methylbenzyl, o-methylbenzyl, p-chlorobenzyl, m-chlorobenzyl, o-chlorobenzyl, p-bromobenzyl, m-bromobenzyl, o-bromobenzyl, p-iodobenzyl, m-iodobenzyl, o-iodobenzyl, p-hydroxybenzyl, m-hydroxybenzyl, o-hydroxybenzyl, p-aminobenzyl, m-aminobenzyl, o-aminobenzyl, p-nitrobenzyl, m-nitrobenzyl, o-nitrobenzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-hydroxy-2-phenylisopropyl, and 1-chloro-2-phenylisopropyl. Of the above, preferred are benzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-phenylethyl, 2-phenyl ethyl, 1-phenylisopropyl, and 2-phenylisopropyl. Additionally, the arylalkyl group may be optionally substituted.
[0104] Alkylsilyl—as used herein, contemplates a silyl group substituted with an alkyl group. Alkylsilyl groups may be those having 3 to 20 carbon atoms, preferably those having 3 to 10 carbon atoms. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tri-t-butylsilyl, triisobutylsilyl, dimethyl t-butylsilyl, and methyl di-t-butylsilyl. Additionally, the alkylsilyl group may be optionally substituted.
[0105] Arylsilyl—as used herein, contemplates a silyl group substituted with at least one aryl group. Arylsilyl groups may be those having 6 to 30 carbon atoms, preferably those having 8 to 20 carbon atoms. Examples of arylsilyl groups include triphenylsilyl, phenyldibiphenylylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, diphenyl t-butylsilyl, tri-t-butylsilyl, dimethyl t-butylsilyl, methyl di-t-butylsilyl. Additionally, the arylsilyl group may be optionally substituted.
[0106] The term “aza” in azadibenzofuran, aza-dibenzothiophene, etc. means that one or more of the C—H groups in the respective aromatic fragment are replaced by a nitrogen atom. For example, azatriphenylene encompasses dibenzo[f,h]quinoxaline, dibenzo[f,h]quinoline and other analogues with two or more nitrogens in the ring system. One of ordinary skill in the art can readily envision other nitrogen analogs of the aza-derivatives described above, and all such analogs are intended to be encompassed by the terms as set forth herein.
[0107] In the present disclosure, unless otherwise defined, when any term of the group consisting of substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, a substituted heterocyclic group, substituted arylalkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted amino, substituted acyl, substituted carbonyl, a substituted carboxylic acid group, a substituted ester group, substituted sulfinyl, substituted sulfonyl and substituted phosphino is used, it means that any group of alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, alkylsilyl, arylsilyl, amino, acyl, carbonyl, carboxylic acid group, ester group, sulfinyl, sulfonyl and phosphino may be substituted with one or more groups selected from the group consisting of deuterium, halogen, an unsubstituted alkyl group having 1 to 20 carbon atoms, an unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, an unsubstituted heteroalkyl group having 1 to 20 carbon atoms, an unsubstituted heterocyclic group having 3 to 20 ring atoms, an unsubstituted arylalkyl group having 7 to 30 carbon atoms, an unsubstituted alkoxy group having 1 to 20 carbon atoms, an unsubstituted aryloxy group having 6 to 30 carbon atoms, an unsubstituted alkenyl group having 2 to 20 carbon atoms, an unsubstituted alkynyl group having 2 to 20 carbon atoms, an unsubstituted aryl group having 6 to 30 carbon atoms, an unsubstituted heteroaryl group having 3 to 30 carbon atoms, an unsubstituted alkylsilyl group having 3 to 20 carbon atoms, an unsubstituted arylsilyl group having 6 to 20 carbon atoms, an unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof.
[0108] It is to be understood that when a molecular fragment is described as being a substituent or otherwise attached to another moiety, its name may be written as if it were a fragment (e.g. phenyl, phenylene, naphthyl, dibenzofuryl) or as if it were the whole molecule (e.g. benzene, naphthalene, dibenzofuran). As used herein, these different ways of designating a substituent or attached fragment are considered to be equivalent.
[0109] In the compounds mentioned in the present disclosure, the hydrogen atoms can be partially or fully replaced by deuterium. Other atoms such as carbon and nitrogen can also be replaced by their other stable isotopes. The replacement by other stable isotopes in the compounds may be preferred due to its enhancements of device efficiency and stability.
[0110] In the compounds mentioned in the present disclosure, multiple substitutions refer to a range that includes a double substitution, up to the maximum available substitutions. When a substitution in the compounds mentioned in the present disclosure represents multiple substitutions (including di, tri, tetra substitutions etc.), that means the substituent may exist at a plurality of available substitution positions on its linking structure, the substituents present at a plurality of available substitution positions may be the same structure or different structures.
[0111] In the compounds mentioned in the present disclosure, adjacent substituents in the compounds cannot connect to form a ring unless otherwise explicitly defined, for example, adjacent substituents can be optionally joined to form a ring. In the compounds mentioned in the present disclosure, adjacent substituents can be optionally joined to form a ring, including both the case where adjacent substituents can be joined to form a ring, and the case where adjacent substituents are not joined to form a ring. When adjacent substituents can be optionally joined to form a ring, the ring formed may be monocyclic or polycyclic, as well as alicyclic, heteroalicyclic, aromatic or heteroaromatic. In such expression, adjacent substituents may refer to substituents bonded to the same atom, substituents bonded to carbon atoms which are directly bonded to each other, or substituents bonded to carbon atoms which are more distant from each other. Preferably, adjacent substituents refer to sub stituents bonded to the same carbon atom and substituents bonded to carbon atoms which are directly bonded to each other.
[0112] The expression that adjacent substituents can be optionally joined to form a ring is also intended to mean that two substituents bonded to the same carbon atom are joined to each other via a chemical bond to form a ring, which can be exemplified by the following formula:
##STR00019##
[0113] The expression that adjacent substituents can be optionally joined to form a ring is also intended to mean that two substituents bonded to carbon atoms which are directly bonded to each other are joined to each other via a chemical bond to form a ring, which can be exemplified by the following formula:
##STR00020##
[0114] Furthermore, the expression that adjacent substituents can be optionally joined to form a ring is also intended to mean that, in the case where one of the two substituents bonded to carbon atoms which are directly bonded to each other represents hydrogen, the second substituent is bonded at a position at which the hydrogen atom is bonded, thereby forming a ring. This is exemplified by the following formula:
##STR00021##
[0115] According to an embodiment of the present disclosure, disclosed is an electroluminescent device comprising:
[0116] an anode,
[0117] a cathode, and
[0118] an organic layer disposed between the anode and the cathode, wherein the organic layer at least comprises a first compound and a second compound;
[0119] the first compound has a structure of H-L-E;
[0120] H has a structure represented by Formula 1:
##STR00022##
[0121] in Formula 1, A.sub.1, A.sub.2 and A.sub.3 are, at each occurrence identically or differently, selected from N or CR, and the ring A, the ring B and the ring C are, at each occurrence identically or differently, selected from a carbocyclic ring having 5 to 18 carbon atoms or a heterocyclic ring having 3 to 18 carbon atoms;
[0122] R.sub.f represents, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution;
[0123] E has a structure represented by Formula 2:
##STR00023##
[0124] in Formula 2, at least one of Z.sub.1 to Z.sub.5 is N, and the rest of Z.sub.1 to Z.sub.5 are each independently selected from CR.sub.z;
[0125] wherein L is selected from a single bond, substituted or unsubstituted arylene having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms or a combination thereof;
[0126] R, R.sub.f and R.sub.z are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof;
[0127] adjacent substituents R, R.sub.f can be optionally joined to form a ring;
[0128] the second compound is a metal complex having a general formula of M(L.sub.a).sub.m(L.sub.b).sub.n(L.sub.c).sub.q;
[0129] the M is selected from a metal with a relative atomic mass greater than 40;
[0130] L.sub.a, L.sub.b and L.sub.c are a first ligand, a second ligand and a third ligand coordinated to the M, respectively; L.sub.a, L.sub.b and L.sub.c can be optionally joined to form a multidentate ligand; for example, any two of L.sub.a, L.sub.b and L.sub.c may be joined to form a tetradentate ligand; in another example, L.sub.a, L.sub.b and L.sub.c may be joined to each other to form a hexadentate ligand; in another example, none of L.sub.a, L.sub.b and L.sub.c are joined so that no multidentate ligand is formed;
[0131] L.sub.a, L.sub.b and L.sub.c may be the same or different; m is 1, 2 or 3, n is 0, 1 or 2, q is 0 or 1, and m+n+q equals to the oxidation state of the M; when m is greater than or equal to 2, the multiple L.sub.a may be the same or different; when n is equal to 2, the two L.sub.b may be the same or different;
[0132] L.sub.a has a structure represented by Formula 3:
##STR00024##
[0133] wherein,
[0134] the ring D is selected from a five-membered heteroaromatic ring or a six-membered heteroaromatic ring;
[0135] the ring E is selected from a five-membered unsaturated carbocyclic ring, a benzene ring, a five-membered heteroaromatic ring or a six-membered heteroaromatic ring;
[0136] the ring D and the ring E are fused via Y.sub.a and Y.sub.b;
[0137] Y.sub.a and Y.sub.b are, at each occurrence identically or differently, selected from C or N;
[0138] R.sub.d and R.sub.e represent, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution;
[0139] X.sub.1 to X.sub.4 are, at each occurrence identically or differently, selected from CR.sub.x or N;
[0140] R.sub.d, R.sub.e and R.sub.x are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof;
[0141] adjacent substituents R.sub.d, R.sub.e, R.sub.x can be optionally joined to form a ring;
[0142] L.sub.b and L.sub.c are each independently selected from any one of the following structures:
##STR00025##
[0143] R.sub.a, R.sub.b and R.sub.c represent, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution;
[0144] X.sub.b is selected from the group consisting of: O, S, Se, NR.sub.N1 and CR.sub.C1R.sub.C2;
[0145] X.sub.c and X.sub.d are each independently selected from the group consisting of: O, S, Se and NR.sub.N2;
[0146] R.sub.a, R.sub.b, R.sub.c, R.sub.N1, R.sub.N2, R.sub.C1 and R.sub.C2 are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof;
[0147] in structures of L.sub.b and L.sub.c, adjacent substituents R.sub.a, R.sub.b, R.sub.c, R.sub.N1, R.sub.N2, R.sub.C1 and R.sub.C2 can be optionally joined to form a ring;
[0148] and, the following case is not comprised: the first compound is
##STR00026##
while the second compound is
##STR00027##
[0149] In the present disclosure, the expression that adjacent substituents R, R.sub.f can be optionally joined to form a ring is intended to mean that in the presence of substituents R and R.sub.f, any one or more of groups of adjacent substituents, such as adjacent substituents R, adjacent substituents R.sub.f, and substituents R and R.sub.f, can be joined to form a ring. Obviously, in the presence of substituents R and R.sub.f, it is possible that none of these groups of substituents are joined to form a ring.
[0150] In the present disclosure, the expression that adjacent substituents R.sub.d, R.sub.e, R.sub.x can be optionally joined to form a ring is intended to mean that in the presence of substituents R.sub.d, R.sub.e and R.sub.x, any one or more of groups of adjacent substituents, such as adjacent substituents R.sub.d, adjacent substituents R.sub.e, adjacent substituents R.sub.x, adjacent substituents R.sub.d and R.sub.e, adjacent substituents R.sub.d and R.sub.x, and adjacent substituents R.sub.e and R.sub.x, can be joined to form a ring. Obviously, in the presence of substituents R.sub.d, R.sub.e and R.sub.x, it is possible that none of these groups of substituents are joined to form a ring.
[0151] In the present disclosure, the expression that in the structures of L.sub.b and L.sub.c, adjacent substituents R.sub.a, R.sub.b, R.sub.c, R.sub.N1, R.sub.N2, R.sub.C1 and R.sub.C2 can be optionally joined to form a ring is intended to mean that any one or more of groups of adjacent substituents, such as two substituents R.sub.a, two substituents R.sub.b, two substituents R.sub.a and R.sub.b, substituents R.sub.a and R.sub.c, substituents R.sub.b and R.sub.c, substituents R.sub.a and R.sub.N1, substituents R.sub.b and R.sub.N1, substituents R.sub.a and R.sub.C1, substituents R.sub.a and R.sub.C2, substituents R.sub.b and R.sub.C1, substituents R.sub.b and R.sub.C2, substituents R.sub.a and R.sub.N2, substituents R.sub.b and R.sub.N2, and substituents R.sub.C1 and R.sub.C2, may be joined to form a ring. Obviously, it is possible that none of these substituents are joined to form a ring.
[0152] According to an embodiment of the present disclosure, wherein in Formula 1, the ring A, the ring B and the ring C are, at each occurrence identically or differently, selected from an aromatic ring having 6 to 18 carbon atoms or a heteroaromatic ring having 3 to 18 carbon atoms.
[0153] According to an embodiment of the present disclosure, wherein in Formula 1, the ring A, the ring B and the ring C are, at each occurrence identically or differently, selected from an aromatic ring having 6 to 12 carbon atoms or a heteroaromatic ring having 3 to 12 carbon atoms.
[0154] According to an embodiment of the present disclosure, wherein in Formula 1, the ring A, the ring B and the ring C are, at each occurrence identically or differently, selected from a five-membered carbocyclic ring, a benzene ring, a five-membered heteroaromatic ring or a six-membered heteroaromatic ring.
[0155] According to an embodiment of the present disclosure, wherein in the first compound, H has a structure represented by Formula 1-a:
##STR00028##
[0156] wherein A.sub.1 to A.sub.3 are, at each occurrence identically or differently, selected from N or CR, and F.sub.1 to F.sub.10 are, at each occurrence identically or differently, selected from CR.sub.f or N;
[0157] R and R.sub.f are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof;
[0158] adjacent substituents R, R.sub.f can be optionally joined to form a ring.
[0159] According to an embodiment of the present disclosure, wherein in the first compound, R and R.sub.f are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group and combinations thereof;
[0160] adjacent substituents R, R.sub.f can be optionally joined to form a ring.
[0161] According to an embodiment of the present disclosure, wherein in the first compound, at least one of R and R.sub.f is selected from deuterium, substituted or unsubstituted aryl having 6 to 30 carbon atoms or substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms.
[0162] According to an embodiment of the present disclosure, wherein in the first compound, at least one of R and R.sub.f is selected from deuterium, phenyl, biphenyl or pyridyl.
[0163] According to an embodiment of the present disclosure, wherein in the first compound, for adjacent substituents R in A.sub.1 to A.sub.3, adjacent substituents R.sub.f in F.sub.1 to F.sub.3, adjacent substituents R.sub.f in F.sub.4 to F.sub.6, and adjacent substituents R.sub.f in F.sub.7 to F.sub.10, at least one group of these groups of adjacent substituents is joined to form a ring.
[0164] According to an embodiment of the present disclosure, wherein in the first compound, the H is selected from the group consisting of the following structures:
##STR00029## ##STR00030## ##STR00031## ##STR00032## ##STR00033## ##STR00034## ##STR00035## ##STR00036## ##STR00037## ##STR00038## ##STR00039## ##STR00040##
[0165] According to an embodiment of the present disclosure, wherein hydrogens in the structures of H-1 to H-57 can be partially or fully substituted with deuterium.
[0166] According to an embodiment of the present disclosure, wherein in the first compound, the E has a structure represented by any one of Formula 2-a to Formula 2-h:
##STR00041##
[0167] wherein Z.sub.1 to Z.sub.5 are, at each occurrence identically or differently, selected from CR.sub.z;
[0168] wherein R.sub.z is, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof.
[0169] According to a preferred embodiment of the present disclosure, wherein the R.sub.z is, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms and combinations thereof.
[0170] According to a preferred embodiment of the present disclosure, wherein the R.sub.z is, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, phenyl, naphthyl, biphenyl, terphenyl, fluorenyl, dibenzofuranyl, dibenzothienyl, pyridyl and combinations thereof.
[0171] According to an embodiment of the present disclosure, wherein in the first compound, the E is selected from substituted or unsubstituted triazinyl.
[0172] According to an embodiment of the present disclosure, wherein in the first compound, the E is selected from the group consisting of the following structures:
##STR00042## ##STR00043## ##STR00044## ##STR00045## ##STR00046## ##STR00047## ##STR00048## ##STR00049## ##STR00050## ##STR00051## ##STR00052## ##STR00053## ##STR00054##
[0173] wherein in the above structures, “” represents the position where the structure is joined to the structure of L.
[0174] According to an embodiment of the present disclosure, wherein hydrogens in the structures of E-1 to E-69 can be partially or fully substituted with deuterium.
[0175] According to an embodiment of the present disclosure, wherein in the first compound, the L is selected from a single bond or substituted or unsubstituted arylene having 6 to 30 carbon atoms.
[0176] According to an embodiment of the present disclosure, wherein in the first compound, the L is selected from the group consisting of: a single bond, phenylene, naphthylene, biphenylene, terphenylene, triphenylenylene, phenanthrylene and fluorenylidene.
[0177] According to an embodiment of the present disclosure, wherein in the first compound, the L is selected from the group consisting of the following structures:
##STR00055## ##STR00056## ##STR00057## ##STR00058##
[0178] wherein in the above structures, “*” represents the position where the structure is joined to the structure of H, and “” represents the position where the structure is joined to the structure of E.
[0179] According to an embodiment of the present disclosure, wherein hydrogens in the structures of L-1 to L-28 can be partially or fully substituted with deuterium.
[0180] According to an embodiment of the present disclosure, wherein the first compound is selected from the group consisting of Compound 1 to Compound 520, wherein the specific structures of Compound 1 to Compound 520 are referred to claim 9.
[0181] According to an embodiment of the present disclosure, wherein in the second compound, the metal M is selected from Ir, Rh, Re, Os, Pt, Au or Cu.
[0182] According to an embodiment of the present disclosure, wherein in the second compound, the M is selected from Ir, Pt or Os.
[0183] According to an embodiment of the present disclosure, wherein in the second compound, the M is Ir.
[0184] According to an embodiment of the present disclosure, wherein in the second compound, the L.sub.a has a structure represented by any one of Formula 3-1 to Formula 3-5:
##STR00059##
[0185] wherein,
[0186] the ring E is selected from a five-membered unsaturated carbocyclic ring, a benzene ring, a five-membered heteroaromatic ring or a six-membered heteroaromatic ring;
[0187] R.sub.e represents, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution;
[0188] X.sub.11 to X.sub.14 are, at each occurrence identically or differently, selected from CR.sub.x1 or N; X.sub.21 to X.sub.24 are, at each occurrence identically or differently, selected from CR.sub.x2 or N; X.sub.31 to X.sub.34 are, at each occurrence identically or differently, selected from CR.sub.x3 or N; X.sub.41 to X.sub.44 are, at each occurrence identically or differently, selected from CR.sub.x4 or N; and X.sub.51 to X.sub.54 are, at each occurrence identically or differently, selected from CR.sub.x5 or N;
[0189] Y is, at each occurrence identically or differently, selected from O, S, Se, NR.sub.d1, CR.sub.d1R.sub.d1 or SiR.sub.d1R.sub.d1; wherein in the presence of two R.sub.d1, the two R.sub.d1 may be the same or different; for example, when Y is selected from CR.sub.d1R.sub.d1, the two R.sub.d1 may be the same or different; in another example, when Y is selected from SiR.sub.d1R.sub.d1, the two R.sub.d1 may be the same or different;
[0190] preferably, Y is, at each occurrence identically or differently, selected from O or S;
[0191] Y.sub.3 and Y.sub.4 are, at each occurrence identically or differently, selected from CR.sub.d or N;
[0192] R.sub.x1, R.sub.x2, R.sub.x3, R.sub.x4, R.sub.x5, R.sub.d1, R.sub.d and R.sub.e are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof;
[0193] adjacent substituents R.sub.x1, R.sub.x2, R.sub.x4, R.sub.x5, R.sub.d1, R.sub.d and R.sub.e can be optionally joined to form a ring;
[0194] when R.sub.x3 is selected from substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms or substituted or unsubstituted amino having 0 to 20 carbon atoms, adjacent substituents R.sub.x3 can be optionally joined to form a ring.
[0195] In the present disclosure, the expression that adjacent substituents R.sub.x1, R.sub.x2, R.sub.x4, R.sub.x5, R.sub.d1, R.sub.d and R.sub.e can be optionally joined to form a ring is intended to mean that in the presence of substituents R.sub.x1, R.sub.x2, R.sub.x4, R.sub.x5, R.sub.e, R.sub.d or R.sub.d1, any one or more of groups of adjacent substituents, such as adjacent substituents R.sub.x1, adjacent substituents R.sub.x2, adjacent substituents R.sub.x4, adjacent substituents R.sub.x5, adjacent substituents R.sub.d1, substituents R.sub.x1 and R.sub.d, substituents R.sub.x1 and R.sub.e, substituents R.sub.x2 and R.sub.d, substituents R.sub.x4 and R.sub.e, substituents R.sub.x5 and R.sub.d1, substituents R.sub.d1 and R.sub.e, and substituents R.sub.d and R.sub.e, can be joined to form a ring. Obviously, it is possible that none of these substituents are joined to form a ring.
[0196] In the present disclosure, the expression that when R.sub.x3 is selected from the group of substituents, adjacent substituents R.sub.x3 can be optionally joined to form a ring is intended to mean that only when substituent R.sub.x3 is present and R.sub.x3 is selected from the group consisting of alkyl, cycloalkyl, arylalkyl, alkenyl, aryl, heteroaryl, alkylsilyl, arylsilyl and amino, can adjacent substituents R.sub.x3 be joined to form a ring; and when substituent R.sub.x3 is selected from substituents that are not in the above group of substituents, adjacent substituents R.sub.x3 cannot be joined to form a ring. Obviously, when substituent R.sub.x3 is selected from the above group of substituents, it is possible that adjacent substituents R.sub.x3 are not joined to form a ring.
[0197] According to an embodiment of the present disclosure, wherein in the second compound, the L.sub.a has a structure represented by any one of Formula 3-6 to Formula 3-13:
##STR00060## ##STR00061##
[0198] wherein
[0199] X.sub.11 to X.sub.14 are, at each occurrence identically or differently, selected from CR.sub.x1 or N; X.sub.21 to X.sub.24 are, at each occurrence identically or differently, selected from CR.sub.x2 or N; X.sub.31 to X.sub.34 are, at each occurrence identically or differently, selected from CR.sub.x3 or N; X.sub.41 to X.sub.44 are, at each occurrence identically or differently, selected from CR.sub.x4 or N; and X.sub.51 to X.sub.54 are, at each occurrence identically or differently, selected from CR.sub.x5 or N;
[0200] Y.sub.3 and Y.sub.4 are, at each occurrence identically or differently, selected from CR.sub.d or N;
[0201] Y.sub.5, Y.sub.6, Y.sub.7 and Y.sub.8 are, at each occurrence identically or differently, selected from CR.sub.e or N;
[0202] Y is, at each occurrence identically or differently, selected from O, S, Se, NR.sub.d1, CR.sub.d1R.sub.d1 or SiR.sub.d1R.sub.d1; wherein in the presence of two R.sub.d1, the two R.sub.d1 may be the same or different; for example, when Y is selected from CR.sub.d1R.sub.d1, the two R.sub.d1 may be the same or different; in another example, when Y is selected from SiR.sub.d1R.sub.d1, the two R.sub.d1 may be the same or different;
[0203] R.sub.x1, R.sub.x2, R.sub.x3, R.sub.x4, R.sub.x5, R.sub.d1, R.sub.d and R.sub.e are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof;
[0204] adjacent substituents R.sub.x1, R.sub.x2, R.sub.x4, R.sub.x5, R.sub.d1, R.sub.d and R.sub.e can be optionally joined to form a ring;
[0205] when R.sub.x3 is selected from substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms or substituted or unsubstituted amino having 0 to 20 carbon atoms, adjacent substituents R.sub.x3 can be optionally joined to form a ring.
[0206] According to an embodiment of the present disclosure, wherein the L.sub.a has a structure represented by any one of Formula 3-6 to Formula 3-13, wherein the Y is, at each occurrence identically or differently, selected from O or S.
[0207] According to an embodiment of the present disclosure, wherein the L.sub.a has a structure represented by Formula 3-6, Formula 3-7, Formula 3-9, Formula 3-10, Formula 3-11, Formula 3-12 or Formula 3-13.
[0208] According to an embodiment of the present disclosure, wherein the L.sub.a has a structure represented by Formula 3-6 or Formula 3-9.
[0209] According to an embodiment of the present disclosure, wherein in Formula 3-6 to Formula 3-11, at least one of Y.sub.3 and Y.sub.4 is N.
[0210] According to an embodiment of the present disclosure, wherein in Formula 3-6,
[0211] Formula 3-7, Formula 3-9, Formula 3-10 and Formula 3-11, Y.sub.4 is N; and in Formula 3-8, Y.sub.3 is N.
[0212] According to an embodiment of the present disclosure, wherein in Formula 3-6 to Formula 3-13, Y.sub.3 and Y.sub.4 are, at each occurrence identically or differently, selected from CR.sub.d, and Y.sub.5, Y.sub.6, Y.sub.7 and Y.sub.8 are, at each occurrence identically or differently, selected from CR.sub.e.
[0213] According to an embodiment of the present disclosure, wherein in Formula 3-6 to Formula 3-13, Y.sub.3 and/or Y.sub.4 are/is selected from CR.sub.d, and the R.sub.d is, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof.
[0214] According to an embodiment of the present disclosure, wherein in Formula 3-6 to Formula 3-13, Y.sub.3 and/or Y.sub.4 are/is selected from CR.sub.d, and the R.sub.d is, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms and combinations thereof.
[0215] According to an embodiment of the present disclosure, wherein in Formula 3-6 to Formula 3-13, at least one or two of Y.sub.5 to Y.sub.8 are selected from CR.sub.e, and the R.sub.e is, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof.
[0216] According to an embodiment of the present disclosure, wherein in Formula 3-6 to Formula 3-13, at least one or two of Y.sub.5 to Y.sub.8 are selected from CR.sub.e, and the R.sub.e is, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms and combinations thereof.
[0217] According to an embodiment of the present disclosure, wherein in Formula 3-6 and Formula 3-9, Y.sub.6 is selected from CR.sub.e; in Formula 3-8, Y.sub.4 is selected from CR.sub.d and/or at least one of Y.sub.6 to Y.sub.8 is selected from CR.sub.e; in Formula 3-10 and Formula 3-11, at least one of Y.sub.5 and Y.sub.6 is CR.sub.e; and the R.sub.d and R.sub.e are, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof.
[0218] According to an embodiment of the present disclosure, wherein in Formula 3-6 and Formula 3-9, Y.sub.6 is selected from CR.sub.e; in Formula 3-8, Y.sub.4 is selected from CR.sub.d and/or at least one of Y.sub.6 to Y.sub.8 is selected from CR.sub.e; in Formula 3-10 and Formula 3-11, at least one of Y.sub.5 and Y.sub.6 is CR.sub.e; and the R.sub.d and R.sub.e are, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms and combinations thereof.
[0219] According to an embodiment of the present disclosure, wherein in Formula 3-10 and Formula 3-11, at least one of Y.sub.5 and Y.sub.6 is selected from CR.sub.e, and the R.sub.e is, at each occurrence identically or differently, selected from the group consisting of: substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof.
[0220] According to an embodiment of the present disclosure, wherein in Formula 3-10 and Formula 3-11, Y.sub.5 and Y.sub.6 are each independently selected from CR.sub.e, and two R.sub.e are joined to form a five-membered aromatic ring, a benzene ring, a five-membered heteroaromatic ring or a six-membered heteroaromatic ring.
[0221] According to an embodiment of the present disclosure, wherein in Formula 3-6 to Formula 3-13, at least one or two of X.sub.11 to X.sub.14 are selected from CR.sub.x1, at least one or two of X.sub.21 to X.sub.24 are selected from CR.sub.x2, at least one or two of X.sub.31 to X.sub.34 are selected from CR.sub.x3, at least one or two of X.sub.41 to X.sub.44 are selected from CR.sub.x4, at least one or two of X.sub.51 to X.sub.54 are selected from CR.sub.x5, and the R.sub.x1, R.sub.x2, R.sub.x3, R.sub.x4 and R.sub.x5 are, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof.
[0222] According to an embodiment of the present disclosure, wherein in Formula 3-6 to Formula 3-13, at least one or two of X.sub.11 to X.sub.14 are selected from CR.sub.x1, at least one or two of X.sub.21 to X.sub.24 are selected from CR.sub.x2, at least one or two of X.sub.31 to X.sub.34 are selected from CR.sub.x3, at least one or two of X.sub.41 to X.sub.44 are selected from CR.sub.x4, at least one or two of X.sub.51 to X.sub.54 are selected from CR.sub.x5, and the R.sub.x1, R.sub.x2, R.sub.x3, R.sub.x4 and R.sub.x5 are, at each occurrence identically or differently, selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms and combinations thereof.
[0223] According to an embodiment of the present disclosure, wherein in Formula 3-6 to Formula 3-13, X.sub.12 and/or X.sub.14 are/is selected from CR.sub.x1, X.sub.22 and/or X.sub.24 are/is selected from CR.sub.x2, X.sub.32 and/or X.sub.34 are/is selected from CR.sub.x3, X.sub.42 and/or X.sub.44 are/is selected from CR.sub.x4, X.sub.52 and/or X.sub.54 are/is selected from CR.sub.x5, and the R.sub.x1, R.sub.x2, R.sub.x3, R.sub.x4 and R.sub.x5 are, at each occurrence identically or differently, selected from the group consisting of: substituted or unsubstituted alkyl having 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 10 ring carbon atoms, substituted or unsubstituted aryl having 6 to 20 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms and combinations thereof.
[0224] According to an embodiment of the present disclosure, wherein in Formula 3-6 to Formula 3-13, X.sub.12 and/or X.sub.14 are/is selected from CR.sub.x1, X.sub.22 and/or X.sub.24 are/is selected from CR.sub.x2, X.sub.32 and/or X.sub.34 are/is selected from CR.sub.x3, X.sub.42 and/or X.sub.44 are/is selected from CR.sub.x4, X.sub.52 and/or X.sub.54 are/is selected from CR.sub.x5, and the R.sub.x1, R.sub.x2, R.sub.x3, R.sub.x4 and R.sub.x5 are, at each occurrence identically or differently, selected from the group consisting of: substituted or unsubstituted alkyl having 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 10 ring carbon atoms and combinations thereof.
[0225] According to an embodiment of the present disclosure, wherein in Formula 3-6 to Formula 3-13, Xie and X.sub.14 are each independently selected from CR.sub.x1, X.sub.22 and X.sub.24 are each independently selected from CR.sub.x2, X.sub.32 and X.sub.34 are each independently selected from CR.sub.x3, X.sub.42 and X.sub.44 are each independently selected from CR.sub.x4, X.sub.52 and X.sub.54 are each independently selected from CR.sub.x5, and the R.sub.x1, R.sub.x2, R.sub.x3, R.sub.x4 and R.sub.x5 are, at each occurrence identically or differently, selected from the group consisting of: deuterium, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, t-butyl, cyclopentyl, cyclohexyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated isopropyl, deuterated n-butyl, deuterated isobutyl, deuterated t-butyl, deuterated cyclopentyl, deuterated cyclohexyl and combinations thereof.
[0226] According to an embodiment of the present disclosure, wherein in the second compound, the L.sub.a is, at each occurrence identically or differently, selected from the group consisting of L.sub.a-1 to L.sub.a-387, wherein the specific structures of L.sub.a-1 to L.sub.a-387 are referred to claim 22.
[0227] According to an embodiment of the present disclosure, wherein in the second compound, the L.sub.b has a structure represented by Formula 4:
##STR00062##
[0228] R.sub.1 to R.sub.7 are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof
[0229] According to an embodiment of the present disclosure, wherein in the second compound, the L.sub.b has the structure represented by Formula 4, wherein at least one or two of R.sub.1 to R.sub.3 are, at each occurrence identically or differently, selected from substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms or a combination thereof and/or at least one or two of R.sub.4 to R.sub.6 are selected from substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms or a combination thereof.
[0230] According to an embodiment of the present disclosure, wherein in the second compound, the L.sub.b has the structure represented by Formula 4, wherein at least two of R.sub.1 to R.sub.3 are, at each occurrence identically or differently, selected from substituted or unsubstituted alkyl having 2 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 2 to 20 carbon atoms or a combination thereof; and/or at least two of R.sub.4 to R.sub.6 are, at each occurrence identically or differently, selected from substituted or unsubstituted alkyl having 2 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 2 to 20 carbon atoms or a combination thereof.
[0231] According to an embodiment of the present disclosure, wherein in the second compound, the L.sub.b is, at each occurrence identically or differently, selected from the group consisting of L.sub.b1 to L.sub.b322, wherein the specific structures of L.sub.b1 to L.sub.b322 are referred to claim 24.
[0232] According to an embodiment of the present disclosure, wherein the second compound has a structure of Ir(L.sub.a).sub.2(L.sub.b), wherein L.sub.a is, at each occurrence identically or differently, selected from any one or any two of the group consisting of L.sub.a-1 to L.sub.a-387, and L.sub.b is selected from any one of the group consisting of L.sub.b1 to L.sub.b322.
[0233] According to an embodiment of the present disclosure, wherein the second compound is selected from the group consisting of Compound 2-1 to Compound 2-34, Compound 2-39 to Compound 2-70, Compound 2-75 to Compound 2-106, Compound 2-111 to Compound 2-142, Compound 2-147 to Compound 2-178, Compound 2-183 to Compound 2-214, Compound 2-217 to Compound 2-227, Compound 2-229 to Compound 2-241, Compound 2-243 to Compound 2-255, Compound 2-257 to Compound 2-269, Compound 2-271 to Compound 2-283, Compound 2-285 to Compound 2-297 and Compound 2-299 to Compound 2-300, wherein the specific structures of Compound 2-1 to Compound 2-34, Compound 2-39 to Compound 2-70, Compound 2-75 to Compound 2-106, Compound 2-111 to Compound 2-142, Compound 2-147 to Compound 2-178, Compound 2-183 to Compound 2-214, Compound 2-217 to Compound 2-227, Compound 2-229 to Compound 2-241, Compound 2-243 to Compound 2-255, Compound 2-257 to Compound 2-269, Compound 2-271 to Compound 2-283, Compound 2-285 to Compound 2-297 and Compound 2-299 to Compound 2-300 are referred to claim 25.
[0234] According to an embodiment of the present disclosure, wherein the organic layer is a light-emitting layer, the first compound is a host material, and the second compound is a light-emitting material.
[0235] According to an embodiment of the present disclosure, wherein the electroluminescent device emits red light.
[0236] According to an embodiment of the present disclosure, wherein the electroluminescent device emits white light.
[0237] According to another embodiment of the present disclosure, further disclosed is a display assembly comprising an electroluminescent device. The specific structure of the electroluminescent device is as shown in any one of the embodiments described above.
[0238] According to another embodiment of the present disclosure, further disclosed is a compound combination comprising a first compound and a second compound;
[0239] the first compound has a structure of H-L-E;
[0240] H has a structure represented by Formula 1:
##STR00063##
[0241] in Formula 1, A.sub.1, A.sub.2 and A.sub.3 are, at each occurrence identically or differently, selected from N or CR, and the ring A, the ring B and the ring C are, at each occurrence identically or differently, selected from a carbocyclic ring having 5 to 18 carbon atoms or a heterocyclic ring having 3 to 18 carbon atoms;
[0242] R.sub.f represents, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution;
[0243] E has a structure represented by Formula 2:
##STR00064##
[0244] in Formula 2, at least one of Z.sub.1 to Z.sub.5 is N, and the rest of Z.sub.1 to Z.sub.5 are each independently selected from CR.sub.z;
[0245] L is selected from a single bond, substituted or unsubstituted arylene having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms or a combination thereof;
[0246] R, R.sub.f and R.sub.z are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof;
[0247] adjacent substituents R, R.sub.f can be optionally joined to form a ring;
[0248] the second compound is a metal complex having a general formula of M(L.sub.a).sub.m(L.sub.b).sub.n(L.sub.c).sub.q;
[0249] wherein the M is selected from a metal with a relative atomic mass greater than 40;
[0250] L.sub.a, L.sub.b and L.sub.c are a first ligand, a second ligand and a third ligand coordinated to the M, respectively; L.sub.a, L.sub.b and L.sub.c can be optionally joined to form a multidentate ligand;
[0251] L.sub.a, L.sub.b and L.sub.c may be the same or different; m is 1, 2 or 3, n is 0, 1 or 2, q is 0 or 1, and m+n+q equals to the oxidation state of the M; when m is greater than or equal to 2, the multiple L.sub.a may be the same or different; when n is equal to 2, the two L.sub.b may be the same or different;
[0252] L.sub.a has a structure represented by Formula 3:
##STR00065##
[0253] wherein,
[0254] the ring D is selected from a five-membered heteroaromatic ring or a six-membered heteroaromatic ring;
[0255] the ring E is selected from a five-membered unsaturated carbocyclic ring, a benzene ring, a five-membered heteroaromatic ring or a six-membered heteroaromatic ring;
[0256] the ring D and the ring E are fused via Y.sub.a and Y.sub.b;
[0257] Y.sub.a and Y.sub.b are, at each occurrence identically or differently, selected from C or N;
[0258] R.sub.d and R.sub.e represent, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution;
[0259] X.sub.1 to X.sub.4 are, at each occurrence identically or differently, selected from CR.sub.x or N;
[0260] R.sub.d, R.sub.e and R.sub.x are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof;
[0261] adjacent substituents R.sub.d, R.sub.e, R.sub.x can be optionally joined to form a ring;
[0262] L.sub.b and L.sub.c are each independently selected from any one of the following structures:
##STR00066##
[0263] R.sub.a, R.sub.b and R.sub.c represent, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution;
[0264] X.sub.b is selected from the group consisting of: O, S, Se, NR.sub.N1 and CR.sub.C1R.sub.C2;
[0265] X.sub.c and X.sub.d are each independently selected from the group consisting of: O, S, Se and NR.sub.N2;
[0266] R.sub.a, R.sub.b, R.sub.c, R.sub.N1, R.sub.N2, R.sub.C1 and R.sub.C2 are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof;
[0267] in structures of L.sub.b and L.sub.c, adjacent substituents R.sub.a, R.sub.b, R.sub.c, R.sub.N1, R.sub.N2, R.sub.C1 and R.sub.C2 can be optionally joined to form a ring;
[0268] and, the following case is not comprised: the first compound is
##STR00067##
while the second compound is
##STR00068##
[0269] Combination with Other Materials
[0270] The materials described in the present disclosure for a particular layer in an organic light emitting device can be used in combination with various other materials present in the device. The combinations of these materials are described in more detail in U.S. Pat. App. No. 20160359122 at paragraphs 0132-0161, which is incorporated by reference herein in its entirety. The materials described or referred to the disclosure are non-limiting examples of materials that may be useful in combination with the compounds disclosed herein, and one of skill in the art can readily consult the literature to identify other materials that may be useful in combination.
[0271] The materials described herein as useful for a particular layer in an organic light emitting device may be used in combination with a variety of other materials present in the device. For example, compounds disclosed herein may be used in combination with a wide variety of hosts, transport layers, blocking layers, injection layers, electrodes and other layers that may be present. The combination of these materials is described in detail in paragraphs 0080-0101 of U.S. Pat. App. No. 20150349273, which is incorporated by reference herein in its entirety. The materials described or referred to the disclosure are non-limiting examples of materials that may be useful in combination with the compounds disclosed herein, and one of skill in the art can readily consult the literature to identify other materials that may be useful in combination.
[0272] In the embodiments of material synthesis, all reactions were performed under nitrogen protection unless otherwise stated. All reaction solvents were anhydrous and used as received from commercial sources. Synthetic products were structurally confirmed and tested for properties using one or more conventional equipment in the art (including, but not limited to, nuclear magnetic resonance instrument produced by BRUKER, liquid chromatograph produced by SHIMADZU, liquid chromatograph-mass spectrometry produced by SHIMADZU, gas chromatograph-mass spectrometry produced by SHIMADZU, differential Scanning calorimeters produced by SHIMADZU, fluorescence spectrophotometer produced by SHANGHAI LENGGUANG TECH., electrochemical workstation produced by WUHAN CORRTEST, and sublimation apparatus produced by ANHUI BEQ, etc.) by methods well known to the persons skilled in the art. In the embodiments of the device, the characteristics of the device were also tested using conventional equipment in the art (including, but not limited to, evaporator produced by ANGSTROM ENGINEERING, optical testing system produced by SUZHOU FATAR, life testing system produced by SUZHOU FATAR, and ellipsometer produced by BEIJING ELLITOP, etc.) by methods well known to the persons skilled in the art. As the persons skilled in the art are aware of the above-mentioned equipment use, test methods and other related contents, the inherent data of the sample can be obtained with certainty and without influence, so the above related contents are not further described in this present disclosure.
[0273] Material Synthesis
[0274] Methods selected in the present disclosure for preparing a first compound and a second compound are not limited herein. Typically, the following compounds are taken as examples without limitations, and synthesis routes and preparation methods thereof are described below.
Synthesis Example 1: Synthesis of Compound 1-1
[0275] Step 1: Synthesis of Intermediate 1
##STR00069##
[0276] Under nitrogen protection, 2-bromo-3-chloronitrobenzene (100 g, 425.5 mmol), 2-aminophenylboronic acid pinacol ester (102 g, 468.1 mmol), tetrakis(triphenylphosphine)palladium (4.9 g, 4.25 mmol), potassium carbonate (115 g, 852 mmol), toluene (1000 mL), water (200 mL) and ethanol (200 mL) were added to a three-necked flask and reacted at 100° C. for 48 h. After the reaction was complete, the reaction solution was cooled to room temperature, concentrated to remove solvents, and added with distilled water. The mixture was extracted with ethyl acetate. The organic phases were washed with water, dried over anhydrous magnesium sulfate, concentrated to remove the solvent, and purified through column chromatography (PE/EA=4:1) to obtain Intermediate 1 as a yellow oil (90 g, yield: 85%).
[0277] Step 2: Synthesis of Intermediate 2
##STR00070##
[0278] Intermediate 1 (90 g, 363 mmol) and acetonitrile (1000 mL) were put into a three-necked flask, respectively. p-Toluenesulfonic acid (193.2 g, 1088 mmol) was added portion-wise at 0° C. and stirred for 30 min. At this temperature, an aqueous solution of a mixture of sodium nitrite (69 g, 726 mmol) and potassium iodide (150.6 g, 907 mmol) was slowly added dropwise. After the dropwise addition was complete, the mixture was slowly warmed to room temperature and reacted for 12 h. After the reaction was complete, a saturated aqueous solution of sodium thiosulfate was added dropwise to quench the reaction. The reaction solution was concentrated and diluted with water. The mixed solution was extracted three times with ethyl acetate. The organic phases were dried over anhydrous sodium sulfate and concentrated to remove solvents. The mixture was isolated through column chromatography (PE/DCM=10/1) to obtain Intermediate 2 as a yellow solid (85 g, yield: 65%).
[0279] Step 3: Synthesis of Intermediate 4
##STR00071##
[0280] Under nitrogen protection, Intermediate 2 (20 g, 55.7 mmol), Intermediate 3 (24.5 g, 83.6 mmol), tetrakis(triphenylphosphine)palladium (1.9 g, 1.67 mmol), potassium carbonate (15.4 g, 111.4 mmol), tetrahydrofuran (500 mL), water (100 mL) and ethanol (100 mL) were added to a three-necked flask and reacted at 70° C. for 48 h. After the reaction was complete, the reaction solution was cooled to room temperature, concentrated to remove solvents, and added with distilled water. The mixture was extracted with ethyl acetate. The organic phases were washed with water, dried over anhydrous magnesium sulfate, concentrated to remove the solvent, and purified through column chromatography (PE/EA=4:1) to obtain Intermediate 4 as a yellow solid (12 g, yield: 55%).
[0281] Step 4: Synthesis of Intermediate 5
##STR00072##
[0282] Under nitrogen protection, Intermediate 4 (12 g, 30.15 mmol), palladium acetate (338 mg, 1.5 mmol), tri-tert-butylphosphine (606 mg, 3.0 mmol), cesium carbonate (20 g, 60.3 mmol) and xylene (230 mL) were added to a three-necked flask and reacted at 140° C. for 10 h. After the reaction was complete, the reaction solution was cooled to room temperature, concentrated to remove solvents, and added with distilled water. The mixture was extracted with ethyl acetate. The organic phases were washed with water, dried over anhydrous magnesium sulfate, concentrated to remove the solvent, and purified through column chromatography (PE/EA=6:1) to obtain Intermediate 5 as a yellow solid (9 g, yield: 80%).
[0283] Step 5: Synthesis of Intermediate 6
##STR00073##
[0284] Under nitrogen protection, Intermediate 5 (9 g, 24.9 mmol), triphenylphosphine (19.6 g, 74.7 mmol) and o-dichlorobenzene (o-DCB) (100 mL) were added to a three-necked flask and reacted at 200° C. for 12 h. After the reaction was complete, the reaction solution was concentrated to remove the solvent, and the crude product was isolated through column chromatography to obtain Intermediate 6 as a yellow solid (7 g, yield: 85%). .sup.1H NMR (400 MHz, DMSO-d.sub.6) δ 11.41 (s, 1H), 8.20 (d, J=7.7 Hz, 1H), 8.14 (d, J=8.4 Hz, 1H), 8.03 (d, J=7.5 Hz, 1H), 7.91 (d, J=7.8 Hz, 1H), 7.58-7.46 (m, 2H), 7.41 (d, J=7.9 Hz, 1H), 7.39-7.31 (m, 4H), 7.28 (t, J=7.7 Hz, 1H), 7.15 (d, J=7.7 Hz, 1H).
[0285] Step 6: Synthesis of Compound 1-1
##STR00074##
[0286] Under nitrogen protection, Intermediate 6 (2 g, 6.06 mmol), Intermediate 8 (1.8 g, 6.6 mmol), cesium carbonate (3.9 g, 12.12 mmol) and DMF (60 mL) were added to a three-necked flask and reacted at 80° C. for 5 h. After the reaction was complete, the reaction solution was cooled to room temperature, added with distilled water and filtered to obtain a solid. The crude product was washed three times (with THF/Tol=1:1) to obtain Compound 1-1 as a yellow solid (2.4 g, yield: 72%). The structure of the compound was confirmed as the target product with a molecular weight of 561.2.
Synthesis Example 2: Synthesis of Compound 1-2
[0287] Step 1: Synthesis of Compound 1-2
##STR00075##
[0288] Under nitrogen protection, Intermediate 6 (3 g, 9.1 mmol), Intermediate 7 (3.87 g, 10 mmol), palladium acetate (40 mg, 0.02 mmol), 2-bicyclohexylphosphine-2′,6′-dimethoxybiphenyl (147 mg, 0.04 mmol), cesium carbonate (5.9 g, 18.2 mmol) and xylene (100 ml) were added to a three-necked flask and reacted at 140° C. for 10 h. After the reaction was complete, the reaction solution was cooled to room temperature, concentrated to remove solvents, and added with distilled water. The mixture was extracted with ethyl acetate. The organic phases were washed with water and concentrated to remove the solvent. The crude product was washed with toluene, tetrahydrofuran and acetone to obtain Compound 1-2 as a yellow solid (3 g, yield: 51%). The structure of the compound was confirmed as the target product with a molecular weight of 637.2.
[0289] Those skilled in the art will appreciate that the above preparation methods are merely exemplary. Those skilled in the art can obtain other structures of the first compound and the second compound selected by the present disclosure through the modifications of the preparation methods. Alternatively, the other structures of the first compound and the second compound can be obtained with reference to Chinese Patent Application Nos. CN2020102702502 and CN2020102850167, which is not repeated herein.
[0290] The method for preparing an electroluminescent device is not limited. The preparation method in the following example is merely an example and not to be construed as a limitation. Those skilled in the art can make reasonable improvements on the preparation method in the following example based on the related art. Exemplarily, the proportions of various materials in a light-emitting layer are not particularly limited. Those skilled in the art can reasonably select the proportions within a certain range based on the related art. For example, based on the total weight of the materials in the light-emitting layer, the first compound accounts for 80%-99% and the second compound accounts for 1%-20%; or, preferably, the second compound accounts for 1%-10%.
Device Example 1
[0291] First, a glass substrate having an Indium Tin Oxide (ITO) anode with a thickness of 120 nm was cleaned and then treated with oxygen plasma and UV ozone. After the treatment, the substrate was dried in a nitrogen-filled glovebox to remove moisture and then mounted on a substrate holder and placed in a vacuum chamber. Organic layers specified below were sequentially deposited through vacuum thermal evaporation on the ITO anode at a rate of 0.01 to 5 Å/s and at a vacuum degree of about 10.sup.−8 torr. Compound HI was used as a hole injection layer (HIL) with a thickness of 100 Å. Compound HT was used as a hole transporting layer (HTL) with a thickness of 400 Å. Compound EB was used as an electron blocking layer (EBL) with a thickness of 50 Å. Then, Compound 1-1 as a host and Compound 2-2 as a dopant were co-deposited as an emissive layer (EML) with a thickness of 400 Å. Compound HB was used as a hole blocking layer (HBL) with a thickness of 50 Å. On the HBL, Compound ET and 8-hydroxyquinolinolato-lithium (Liq) were co-deposited as an electron transporting layer (ETL) with a thickness of 350 Å. Finally, 8-hydroxyquinolinolato-lithium (Liq) with a thickness of 10 Å was deposited as an electron injection layer (EIL), and Al with a thickness of 1200 Å was deposited as a cathode. The device was transferred back to the glovebox and encapsulated with a glass lid to complete the device.
Device Example 2
[0292] The implementation mode in Device Example 2 was the same as that in Device Example 1, except that Compound 1-1 was replaced with Compound 1-2 as the host in the emissive layer (EML).
Device Example 3
[0293] The implementation mode in Device Example 3 was the same as that in Device Example 1, except that Compound 2-2 was replaced with Compound 2-125 as the dopant in the emissive layer (EML).
Device Example 4
[0294] The implementation mode in Device Example 4 was the same as that in Device Example 2, except that Compound 2-2 was replaced with Compound 2-125 as the dopant in the emissive layer (EML).
Device Example 5
[0295] The implementation mode in Device Example 5 was the same as that in Device Example 2, except that Compound 2-2 was replaced with Compound 2-43 as the dopant in the emissive layer (EML).
Device Example 6
[0296] The implementation mode in Device Example 6 was the same as that in Device Example 2, except that Compound 2-2 was replaced with Compound 2-1 as the dopant in the emissive layer (EML).
Device Comparative Example 1
[0297] The implementation mode in Device Comparative Example 1 was the same as that in Device Example 1, except that Compound 2-2 was replaced with Compound RD-A as the dopant in the emissive layer (EML).
Device Comparative Example 2
[0298] The implementation mode in Device Comparative Example 2 was the same as that in Device Example 2, except that Compound 2-2 was replaced with Compound RD-A as the dopant in the emissive layer (EML).
Device Comparative Example 3
[0299] The implementation mode in Device Comparative Example 3 was the same as that in Device Example 1, except that Compound 1-1 was replaced with Compound CBP as the host in the emissive layer (EML).
Device Comparative Example 4
[0300] The implementation mode in Device Comparative Example 4 was the same as that in Device Comparative Example 3, except that Compound 2-2 was replaced with Compound RD-A as the dopant in the emissive layer (EML).
Device Comparative Example 5
[0301] The implementation mode in Device Comparative Example 5 was the same as that in Device Comparative Example 3, except that Compound 2-2 was replaced with Compound 2-43 as the dopant in the emissive layer (EML).
Device Comparative Example 6
[0302] The implementation mode in Device Comparative Example 6 was the same as that in Device Comparative Example 3, except that Compound 2-2 was replaced with Compound 2-1 as the dopant in the emissive layer (EML).
Device Comparative Example 8
[0303] The implementation mode in Device Comparative Example 8 was the same as that in Device Example 5, except that Compound 1-2 was replaced with Compound A as the host in the emissive layer (EML).
[0304] The structures and thicknesses of layers of the devices are shown in the following table. A layer using more than one material is obtained by doping different compounds at their weight ratios as recorded.
TABLE-US-00001 TABLE 1 Device structures in device examples and device comparative examples EML (400 Å) Device ID HIL HTL EBL Host Dopant HBL ETL Example 1 Compound Compound Compound Compound Compound Compound Compound HI (100 Å) HT (400 EB (50 Å) 1-1 (98%) 2-2 (2%) HB (50 Å) ET: Liq Å) (40: 60) (350 Å) Example 2 Compound Compound Compound Compound Compound Compound Compound HI (100 Å) HT (400 EB (50 Å) 1-2 (98%) 2-2 (2%) HB (50 Å) ET: Liq Å) (40: 60) (350 Å) Example 3 Compound Compound Compound Compound Compound Compound Compound HI (100 Å) HT (400 EB (50 Å) 1-1 (98%) 2-125 HB (50 Å) ET: Liq Å) (2%) (40: 60) (350 Å) Example 4 Compound Compound Compound Compound Compound Compound Compound HI (100 Å) HT (400 EB (50 Å) 1-2 (98%) 2-125 HB (50 Å) ET: Liq Å) (2%) (40: 60) (350 Å) Example 5 Compound Compound Compound Compound Compound Compound Compound HI (100 Å) HT (400 EB (50 Å) 1-2 (98%) 2-43 (2%) HB (50 Å) ET: Liq Å) (40: 60) (350 Å) Example 6 Compound Compound Compound Compound Compound Compound Compound HI (100 Å) HT (400 EB (50 Å) 1-2 (98%) 2-1 (2%) HB (50 Å) ET: Liq Å) (40: 60) (350 Å) Comparative Compound Compound Compound Compound Compound Compound Compound Example 1 HI (100 Å) HT (400 EB (50 Å) 1-1 (98%) RD-A HB (50 Å) ET: Liq Å) (2%) (40: 60) (350 Å) Comparative Compound Compound Compound Compound Compound Compound Compound Example 2 HI (100 Å) HT (400 EB (50 Å) 1-2 (98%) RD-A HB (50 Å) ET: Liq Å) (2%) (40: 60) (350 Å) Comparative Compound Compound Compound Compound Compound Compound Compound Example 3 HI (100 Å) HT (400 EB (50 Å) CBP 2-2 (2%) HB (50 Å) ET: Liq Å) (98%) (40: 60) (350 Å) Comparative Compound Compound Compound Compound Compound Compound Compound Example 4 HI (100 Å) HT (400 EB (50 Å) CBP RD-A HB (50 Å) ET: Liq Å) (98%) (2%) (40: 60) (350 Å) Comparative Compound Compound Compound Compound Compound Compound Compound Example 5 HI (100 Å) HT (400 EB (50 Å) CBP 2-43 (2%) HB (50 Å) ET: Liq Å) (98%) (40: 60) (350 Å) Comparative Compound Compound Compound Compound Compound Compound Compound Example 6 HI (100 Å) HT (400 EB (50 Å) CBP 2-1 (2%) HB (50 Å) ET: Liq Å) (98%) (40: 60) (350 Å) Comparative Compound Compound Compound Compound Compound Compound Compound Example 8 HI (100 Å) HT (400 EB (50 Å) A (98%) 2-43 (2%) HB (50 Å) ET: Liq Å) (40: 60) (350 Å)
[0305] The structures of the materials used in the devices are shown as follows:
##STR00076## ##STR00077## ##STR00078## ##STR00079##
[0306] The voltage (V), power efficiency (PE) and lifetime (LT97) of Device Examples 1-6 and Device Comparative Examples 1-6 and 8, which were measured at 15 mA/cm.sup.2, are listed in Table 2.
TABLE-US-00002 TABLE 2 Device data At 15 mA/cm.sup.2 Voltage Device ID [V] PE [lm/W] LT97 [hrs] Example 1 3.5 14 169 Example 2 3.4 17 1524 Example 3 3.6 16 499.4 Example 4 3.6 18 2069 Example 5 3.6 29 874 Example 6 3.5 18 1222.2 Comparative 3.5 4 4 Example 1 Comparative 3.6 6 13 Example 2 Comparative 8.6 4 7 Example 3 Comparative 8.3 1 4 Example 4 Comparative 8.2 8 6.4 Example 5 Comparative 9.1 5 6.4 Example 6 Comparative 4.4 27 854 Example 8
[0307] Discussion
[0308] As shown in Table 2, the device comparative examples in the present disclosure were set with reference to device experiments disclosed in the related art (such as KR1020150077220A), using a host material (such as Compound CBP) commonly used in the related art (such as KR1020150077220A), and a current commercial host material, Compound A, and a phosphorescent light-emitting material (such as Compound RD-A) commonly used in the related art (such as KR1020150077220A) as comparative compounds.
[0309] It can be seen from the device data that Example 1 which uses a combination of the present disclosure (first compound 1-1 and second compound 2-2) as the emissive layer has the same voltage as Comparative Example 1 (which uses first compound 1-1 and RD-A as the emissive layer), but the power efficiency of Example 1 is 10 lm/W (2.5 times) higher than that of Comparative Example 1 and the lifetime of Example 1 is 165 hours (41.3 times) longer than that of Comparative Example 1, which are unexpectedly improved. Similarly, it can be seen that Example 2 which uses a combination of the present disclosure (first compound 1-2 and second compound 2-2) as the emissive layer has a driving voltage (3.4 V) that is 0.2 V lower than that (3.6 V) of Comparative Example 2 (which uses first compound 1-2 and RD-A as the emissive layer), and the power efficiency of Example 2 is 11 lm/W (2.0 times) higher than that of Comparative Example 2 and the lifetime of Example 2 is 1511 hours (116 times) longer than that of Comparative Example 2, which are surprisingly improved. In particular, the lifetime has been improved more than 100 times.
[0310] Example 3 which uses a combination of the present disclosure (first compound 1-1 and second compound 2-125) as the emissive layer has substantially the same voltage as Comparative Example 1 (which uses first compound 1-1 and RD-A as the emissive layer), but the power efficiency of Example 3 is 12 lm/W (3.0 times) higher than that of Comparative Example 1 and the lifetime of Example 3 is 495.4 hours (123.9 times) longer than that of Comparative Example 1, which are also surprisingly improved.
[0311] Example 4 which uses a combination of the present disclosure (first compound 1-2 and second compound 2-125) as the emissive layer has the same voltage as Comparative Example 2 (which uses first compound 1-2 and RD-A as the emissive layer), but the power efficiency of Example 4 is 12 lm/W (2.0 times) higher than that of Comparative Example 2 and the lifetime of Example 4 is 2056 hours (158.2 times) longer than that of Comparative Example 2, which are unexpectedly improved. In particular, the lifetime has been further improved and reaches 2069 hours.
[0312] These results show that the combination of the first compound and the second compound of the present disclosure can greatly improve device performance (driving voltage, power efficiency and lifetime), which far exceeds the device effects when the first compound selected by the present disclosure is used in combination with the phosphorescent light-emitting material that is used as the dopant in the related art. This indicates the superiority of the combination of the first compound and the second compound of the present disclosure. In particular, this also fully proves the unexpected effects due to the use of the first compound selected by the present disclosure as a red phosphorescent host material in combination with the second compound with a particular structure.
[0313] Example 1 which uses the combination of the present disclosure (first compound 1-1 and second compound 2-2) as the emissive layer has a driving voltage (3.5 V) that is 5.1 V lower than that (8.6 V) of Comparative Example 3 (which uses CBP and second compound 2-2 as the emissive layer), and the power efficiency of Example 1 is 10 lm/W (2.5 times) higher than that of Comparative Example 3 and the lifetime of Example 1 is 162 hours (23.1 times) longer than that of Comparative Example 3, which are significantly improved.
[0314] Example 2 which uses the combination of the present disclosure (first compound 1-2 and second compound 2-2) as the emissive layer has a driving voltage (3.4 V) that is 5.2 V lower than that (8.6 V) of Comparative Example 3 (which uses CBP and second compound 2-2 as the emissive layer), and the power efficiency of Example 2 is 13 lm/W (3.3 times) higher than that of Comparative Example 3 and the lifetime of Example 2 is 1517 hours (216.7 times) longer than that of Comparative Example 3, which are significantly improved.
[0315] Example 5 which uses a combination of the present disclosure (first compound 1-2 and second compound 2-43) as the emissive layer has a driving voltage (3.6 V) that is 4.6 V lower than that (8.2 V) of Comparative Example 5 (which uses CBP and second compound 2-43 as the emissive layer), and the power efficiency of Example 5 is 21 lm/W (2.6 times) higher than that of Comparative Example 5 and the lifetime of Example 5 is 867.6 hours (135.6 times) longer than that of Comparative Example 5.
[0316] Example 6 which uses a combination of the present disclosure (first compound 1-2 and second compound 2-1) as the emissive layer has a driving voltage (3.5 V) that is 5.6 V lower than that (9.1 V) of Comparative Example 6 (which uses CBP and second compound 2-1 as the emissive layer), and the power efficiency of Example 6 is 13 lm/W (2.6 times) higher than that of Comparative Example 6 and the lifetime of Example 6 is 1215.8 hours (190 times) longer than that of Comparative Example 6.
[0317] These results show that the combination of the first compound and the second compound of the present disclosure can greatly improve device performance, which far exceeds the device effects when the second compound selected by the present disclosure is used as the dopant in combination with the compound in the related art as the host. This indicates the superiority of the combination of the first compound and the second compound of the present disclosure. In particular, this also fully proves the unexpected effects due to the use of the first compound selected by the present disclosure as the red phosphorescent host material in combination with the second compound with a particular structure.
[0318] Example 5 which uses the combination of the present disclosure (first compound 1-2 and second compound 2-43) as the emissive layer has a driving voltage (3.6 V) that is 0.8 V lower than that (4.4 V) of Comparative Example 8 which uses the current commercial host material, Compound A (using Compound A and second compound 2-43 as the emissive layer), and the power efficiency of Example 5 is 2 lm/W (7.4%) higher than that of Comparative Example 8 and the lifetime of Example 5 is 20 hours (2.3%) longer than that of Comparative Example 8. These data show that the material combination disclosed by the present disclosure can further improve the device performance based on the level of the commercial material, which is very rare.
[0319] These results show that the combination of the first compound and the second compound of the present disclosure can greatly improve the device performance and further improve the device performance based on the level of the current commercial host material. This further indicates the superiority of the combination of the first compound and the second compound of the present disclosure. In particular, this also fully proves the unexpected effects due to the use of the first compound selected by the present disclosure as the red phosphorescent host material in combination with the second compound with a particular structure.
[0320] In summary, the combination of the first compound and the second compound disclosed by the present disclosure, due to good matching in energy, can enable the device to exhibit excellent comprehensive performance, such as a lower driving voltage, higher efficiency and an ultra-long lifetime.
[0321] It is to be understood that various embodiments described herein are merely exemplary and not intended to limit the scope of the present disclosure. Therefore, it is apparent to those skilled in the art that the present disclosure as claimed may include variations of specific embodiments and preferred embodiments described herein. Many of the materials and structures described herein may be replaced with other materials and structures without departing from the spirit of the present disclosure. It is to be understood that various theories as to why the present disclosure works are not intended to be limitative.