ORGANIC MOLECULES IN PARTICULAR FOR USE IN OPTOELECTRONIC DEVICES

Abstract

The invention relates to an organic molecule, comprising or consisting of Formula A:

##STR00001## wherein M.sup.TADF represents a TADF moiety, M.sup.NRCT represents a near-range charge transfer (NRCT) emitter moiety, and L represents a divalent bridging unit that links M.sup.TADF and M.sup.NRCT and is linked to M.sup.TADF and to M.sup.NRCT via a single bond each. Furthermore, the present invention relates to the use of such organic molecule as a luminescent emitter in an optoelectronic device.

Claims

1. An organic molecule represented by Formula A: ##STR00449## wherein M.sup.TADF represents a TADF moiety, M.sup.NRCT represents a near-range charge transfer (NRCT) emitter moiety, and L represents a divalent bridging unit that links M.sup.TADF and M.sup.NRCT and is linked to M.sup.TADF and to M.sup.NRCT via a single bond each, and wherein M.sup.TADF and M.sup.NRCT meet Equation 1,
?.sub.max(TADF)<?.sub.max(NRCT),Equation 1 wherein ?.sub.max(TADF) represents an emission maximum of the spectrum of TADF material (M.sup.TADF-H(hydrogen)), and ?.sub.max(NRCT) represents an emission maximum of the spectrum of NRCT material (M.sup.NRCT-H(hydrogen)).

2. The organic molecule according to claim 1, wherein L comprises or consists of one or more consecutively linked divalent moieties selected from the group consisting of C.sub.6-C.sub.60-arylene, which is optionally substituted with one or more substituents R.sup.L; C.sub.3-C.sub.57-heteroarylene, which is optionally substituted with one or more substituents R.sup.L; R.sup.LSi(R.sup.L.sub.2); Si(R.sup.L.sub.2)R.sup.L; Si(R.sup.L.sub.2); and R.sup.LSi(R.sup.L.sub.2)R.sup.L; wherein R.sup.L is at each occurrence independently from another selected from the group consisting of Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of C.sub.1-C.sub.4 alkyl, C.sub.1-C.sub.4 haloalkyl, CN, CF.sub.3 and Ph; pyridinyl or pyridinylene, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of C.sub.1-C.sub.4 alkyl, C.sub.1-C.sub.4 haloalkyl, CN, CF.sub.3 or Ph; pyrimidinyl or pyrimidinylene, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of C.sub.1-C.sub.4 alkyl, C.sub.1-C.sub.4 haloalkyl, CN, CF.sub.3 and Ph; carbazolyl or carbazolylene, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of C.sub.1-C.sub.4 alkyl, C.sub.1-C.sub.4 haloalkyl, CN, CF.sub.3 and Ph; triazinyl or triazinylene, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, C.sub.1-C.sub.4 alkyl, C.sub.1-C.sub.4 haloalkyl, CN, CF.sub.3 and Ph; and N(Ph).sub.2.

3. The organic molecule according to claim 1, wherein L is selected from the group consisting of: C.sub.6-C.sub.60-arylene, which is optionally substituted with one or more substituents R.sup.L; C.sub.3-C.sub.57-heteroarylene, which is optionally substituted with one or more substituents R.sup.L; C.sub.6-C.sub.60-arylene-C.sub.3-C.sub.57-heteroarylene, which is optionally substituted with one or more substituents R.sup.L; C.sub.3-C.sub.57-heteroarylene-C.sub.6-C.sub.60-arylene, which is optionally substituted with one or more substituents R.sup.L; C.sub.6-C.sub.60-arylene-C.sub.6-C.sub.60-arylene, which is optionally substituted with one or more substituents R.sup.L; C.sub.3-C.sub.57-heteroarylene-C.sub.3-C.sub.57-heteroarylene, which is optionally substituted with one or more substituents R.sup.L; C.sub.6-C.sub.60-arylene-C.sub.3-C.sub.57-heteroarylene-C.sub.6-C.sub.60-arylene, which is optionally substituted with one or more substituents R.sup.L; C.sub.3-C.sub.57-heteroarylene-C.sub.6-C.sub.60-arylene-C.sub.3-C.sub.57-heteroarylene, which is optionally substituted with one or more substituents R.sup.L; C.sub.6-C.sub.60-arylene-C.sub.6-C.sub.60-arylene-C.sub.6-C.sub.60-arylene, which is optionally substituted with one or more substituents R.sup.L; C.sub.3-C.sub.57-heteroarylene-C.sub.3-C.sub.57-heteroarylene-C.sub.3-C.sub.57-heteroarylene, which is optionally substituted with one or more substituents R.sup.L; R.sup.LSi(R.sup.L.sub.2); Si(R.sup.L.sub.2)R.sup.L; Si(R.sup.L.sub.2); and R.sup.LSi(R.sup.L.sub.2)R.sup.L_; wherein R.sup.L is at each occurrence independently from another selected from the group consisting of: Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3 and Ph; Me, .sup.iPr, .sup.tBu, CN, CF.sub.3, pyridinyl or pyridinylene, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3 and Ph; pyrimidinyl or pyrimidinylene, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3 and Ph; carbazolyl or carbazolylene, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3 and Ph; triazinyl or triazinylene, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3, and Ph; and N(Ph).sub.2.

4. The organic molecule according to claim 1, wherein L is selected from the group consisting of structures of Formula L1 to L46: ##STR00450## ##STR00451## ##STR00452## ##STR00453## ##STR00454## ##STR00455## ##STR00456## wherein $ represents the binding site of the single bond linking L and M.sup.TADF and ? represents the binding site of the single bond linking L and M.sup.NRCT; and R.sup.L2 is at each occurrence independently selected from the group consisting of H, deuterium, Me, .sup.iPr, .sup.tBu, Ph and pyridyl.

5. The organic molecule according to claim 1, wherein M.sup.NRCT consists of a structure according to Formula NRCT I: ##STR00457## wherein n is 0 or 1; m=1-n; X.sup.1 is N or B; X.sup.2 is N or B; X.sup.3 is N or B; W, if present, is selected from the group consisting of Si(R.sup.NRCT3).sub.2, C(R.sup.NRCT3).sub.2 and BR.sup.NRCT3; each of R.sup.1, R.sup.2 and R.sup.NRCT3 is independently from each other selected from the group consisting of: C.sub.6-C.sub.60-aryl, which is optionally substituted with one or more substituents R.sup.NRCT6; and C.sub.1-C.sub.5-alkyl, which is optionally substituted with one or more substituents R.sup.NRCT6; and C.sub.3-C.sub.57-heteroaryl, which is optionally substituted with one or more substituents R.sup.NRCT6; wherein at least one of R.sup.I, R.sup.II, R.sup.III, R.sup.IV, R.sup.V, R.sup.VI, R.sup.VII, R.sup.VIII, R.sup.IX, R.sup.X, and R.sup.XI is a binding site of a single bond linking the NRCT emitter moiety M.sup.NRCT to the bridging unit L; the further residues R.sup.I, R.sup.II, R.sup.III, R.sup.IV, R.sup.V, R.sup.VI, R.sup.IX, R.sup.X, and R.sup.XI and, as far as present, R.sup.VII and R.sup.VIII, are each independently from another selected from the group consisting of: hydrogen, a further binding site of a single bond linking the NRCT emitter moiety M.sup.NRCT to the bridging unit L, deuterium, N(R.sup.NRCT5).sub.2, OR.sup.NRCT5, Si(R.sup.NRCT5).sub.3, B(OR.sup.NRCT5).sub.2, OSO.sub.2R.sup.NRCT5, CF.sub.3, CN, halogen, C.sub.1-C.sub.40-alkyl, which is optionally substituted with one or more substituents R.sup.NRCT5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are each optionally substituted by R.sup.NRCT5C?CR.sup.NRCT5, C?C, Si(R.sup.NRCT5).sub.2, Ge(R.sup.NRCT5).sub.2, Sn(R.sup.NRCT5).sub.2, C?O, C?S, C?Se, C?NR.sup.NRCT5, P(?O)(R.sup.NRCT5), SO, SO.sub.2, NR.sup.NRCT5, O, S or CONR.sup.NRCT5; C.sub.1-C.sub.40-alkoxy, which is optionally substituted with one or more substituents R.sup.NRCT5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are each optionally substituted by R.sup.NRCT5C?CR.sup.NRCT5, C?C, Si(R.sup.NRCT5).sub.2, Ge(R.sup.NRCT5).sub.2, Sn(R.sup.NRCT5).sub.2, C?O, C?S, C?Se, C?NR.sup.NRCT5, P(?O)(R.sup.NRCT5), SO, SO.sub.2, NR.sup.NRCT5, O, S or CONR.sup.NRCT5; C.sub.1-C.sub.40-thioalkoxy, which is optionally substituted with one or more substituents R.sup.NRCT5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are each optionally substituted by R.sup.NRCT5C?CR.sup.NRCT5, C?C, Si(R.sup.NRCT5).sub.2, Ge(R.sup.NRCT5).sub.2, Sn(R.sup.NRCT5).sub.2, C?O, C?S, C?Se, C?NR.sup.NRCT5, P(?O)(R.sup.NRCT5), SO, SO.sub.2, NR.sup.NRCT5, O, S or CONR.sup.NRCT5; C.sub.2-C.sub.40-alkenyl, which is optionally substituted with one or more substituents R.sup.NRCT5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are each optionally substituted by R.sup.NRCT5C?CR.sup.NRCT5, C?C, Si(R.sup.NRCT5).sub.2, Ge(R.sup.NRCT5).sub.2, Sn(R.sup.NRCT5).sub.2, C?O, C?S, C?Se, C?NR.sup.NRCT5, P(?O)(R.sup.NRCT5), SO, SO.sub.2, NR.sup.NRCT5, O, S or CONR.sup.NRCT5; C.sub.2-C.sub.40-alkynyl, which is optionally substituted with one or more substituents R.sup.NRCT5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are each optionally substituted by R.sup.NRCT5C?CR.sup.NRCT5, C?C, Si(R.sup.NRCT5).sub.2, Ge(R.sup.NRCT5).sub.2, Sn(R.sup.NRCT5).sub.2, C?O, C?S, C?Se, C?NR.sup.NRCT5, P(?O)(R.sup.NRCT5), SO, SO.sub.2, NR.sup.NRCT5, O, S or CONR.sup.NRCT5; C.sub.6-C.sub.60-aryl, which is optionally substituted with one or more substituents R.sup.NRCT5; and C.sub.3-C.sub.57-heteroaryl, which is optionally substituted with one or more substituents R.sup.NRCT5; R.sup.NRCT5 is at each occurrence independently from another selected from the group consisting of: hydrogen, deuterium, OPh, CF.sub.3, CN, F, C.sub.1-C.sub.5-alkyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.1-C.sub.5-alkoxy, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.1-C.sub.5-thioalkoxy, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.2-C.sub.5-alkenyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.2-C.sub.5-alkynyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.6-C.sub.18-aryl, which is optionally substituted with one or more C.sub.1-C.sub.5-alkyl substituents; C.sub.3-C.sub.17-heteroaryl, which is optionally substituted with one or more C.sub.1-C.sub.5-alkyl substituents; N(C.sub.6-C.sub.18-aryl)(C.sub.6-C.sub.18-aryl), N(C.sub.3-C.sub.17-heteroaryl)(C.sub.3-C.sub.17-heteroaryl); and N(C.sub.3-C.sub.17-heteroaryl)(C.sub.6-C.sub.18-aryl); R.sup.NRCT6 is at each occurrence independently from another selected from the group consisting of hydrogen, deuterium, OPh, CF.sub.3, CN, F, the binding site of a single bond linking M.sup.NRCT to the bridging unit L, C.sub.1-C.sub.5-alkyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.1-C.sub.5-alkoxy, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.1-C.sub.5-thioalkoxy, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.2-C.sub.5-alkenyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.2-C.sub.5-alkynyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.6-C.sub.18-aryl, which is optionally substituted with one or more C.sub.1-C.sub.5-alkyl substituents; C.sub.3-C.sub.17-heteroaryl, which is optionally substituted with one or more C.sub.1-C.sub.5-alkyl substituents; N(C.sub.6-C.sub.18-aryl)(C.sub.6-C.sub.18-aryl), N(C.sub.3-C.sub.17-heteroaryl)(C.sub.3-C.sub.17-heteroaryl); and N(C.sub.3-C.sub.17-heteroaryl)(C.sub.6-C.sub.18-aryl); wherein two or more of the substituents selected from the group consisting of R.sup.1, R.sup.2, R.sup.I, R.sup.II, R.sup.III, R.sup.IV, R.sup.V, R.sup.VI, R.sup.IX, R.sup.X, and R.sup.XI and, as far as present, R.sup.VII and R.sup.VIII that are positioned adjacent to another may each form a mono- or polycyclic, (hetero)aliphatic, (hetero)aromatic and/or benzo-fused ring system with another, may form a ring system and/or R.sup.2 and R.sup.IV may form a ring system; wherein at least one of X.sup.1, X.sup.2 and X.sup.3 is B and at least one of X.sup.1, X.sup.2 and X.sup.3 is N; and wherein exactly one more of the substituents selected from the group consisting of R.sup.I, R.sup.II, R.sup.III, R.sup.IV, R.sup.V, R.sup.VI, R.sup.IX, R.sup.X, and R.sup.XI and, as far as present, R.sup.VII and R.sup.VIII represents the binding site of a single bond linking the NRCT emitter moiety M.sup.NRCT to the bridging unit L.

6. The organic molecule according to claim 5, wherein X.sup.1 and X.sup.3 each are N and X.sup.2 is B.

7. The organic molecule according to claim 5, wherein X.sup.1 and X.sup.3 each are B and X.sup.2 is N.

8. The organic molecule according to claim 5, wherein n=0.

9. The organic molecule according to claim 5, wherein each of R.sup.I, R.sup.II, R.sup.III, R.sup.IV, R.sup.V, R.sup.VI, R.sup.IX, R.sup.X, and R.sup.XI and, as far as present, R.sup.VII and R.sup.VIII, is independently from another selected from the group consisting of: a binding site of the single bond linking the NRCT emitter moiety M.sup.NRCT to the bridging unit L; hydrogen, deuterium, halogen, Me, .sup.iPr, .sup.tBu, CN, CF.sub.3, Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3, and Ph, pyridinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3, and Ph, pyrimidinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3, and Ph, carbazolyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3, and Ph, triazinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3, and Ph, and N(Ph).sub.2; and R.sup.1 and R.sup.2 is each independently from each other selected from the group consisting of C.sub.1-C.sub.5-alkyl, which is optionally substituted with one or more substituents R.sup.NRCT6; C.sub.6-C.sub.30-aryl, which is optionally substituted with one or more substituents R.sup.NRCT6; and C.sub.5-C.sub.30-heteroaryl, which is optionally substituted with one or more substituents R.sup.NRCT6; and wherein exactly one more of the substituents selected from the group consisting of R.sup.I, R.sup.II, R.sup.III, R.sup.IV, R.sup.V, R.sup.VI, R.sup.IX, R.sup.X, and R.sup.XI and, as far as present, R.sup.VII and R.sup.VIII represents the binding site of a single bond linking the NRCT emitter moiety M.sup.NRCT to the bridging unit L.

10. The organic molecule according to claim 5, wherein R.sup.I or R.sup.II represents the binding site of the single bond linking the NRCT emitter moiety M.sup.NRCT to the bridging unit L.

11. The organic molecule according to claim 1, wherein M.sup.TADF consists of a first chemical moiety consisting of a structure according to Formula I, ##STR00458## and one second chemical moiety consisting of a structure according to Formula II, ##STR00459## wherein the first chemical moiety is linked to the second chemical moiety via a single bond; T is selected from the group consisting of: hydrogen (H), deuterium (D), R.sup.TADF1, and the binding site of a single bond linking the first chemical moiety to the second chemical moiety, W is selected from the group consisting of: the binding site of a single bond linking the first chemical moiety to the second chemical moiety, the binding site of a single bond linking the TADF moiety M.sup.TADF to the bridging unit L, H, D, and R.sup.TADF1; Y is selected from the group consisting of H, D, R.sup.TADF1, and the binding site of a single bond linking the TADF moiety M.sup.TADF to the bridging unit L; Acc.sup.1 is selected from the group consisting of: triazinyl, which is optionally substituted with one or more substituents R.sup.6; CN, CF.sub.3, Ph, which is optionally substituted with one or more substituents selected from the group consisting of CN, CF.sub.3 and F; pyridyl, which is optionally substituted with one or more substituents R.sup.6; and pyrimidyl, which is optionally substituted with one or more substituents R.sup.6; # represents the binding site of a single bond linking the second chemical moieties to the first chemical moiety; R.sup.Di is selected from the group consisting of the binding site of the single bond linking the TADF moiety M.sup.TADF to the bridging unit L, H, D, Me, .sup.iPr, .sup.tBu, SiPh.sub.3, CN, CF.sub.3, Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, and Ph, and a third chemical moiety consisting of a structure of Formula Q: ##STR00460## wherein Q.sup.1 is selected from the group consisting of N and CR.sup.QI; Q.sup.2 is selected from the group consisting of N and CR.sup.QIII; Q.sup.3 is selected from the group consisting of N and CR.sup.QIV; Q.sup.4 is selected from the group consisting of N and CR.sup.QV; and $.sup.Q represents the binding site of a single bond linking the third chemical moiety to the first chemical moiety; R.sup.QI is selected from the group consisting of: H, D, CN, CF.sub.3, SiPh.sub.3, F, Ph, and a fourth chemical moiety comprising or consisting of a structure of Formula IIQ: ##STR00461## ?.sup.Q represents the binding site of a single bond linking the fourth chemical moiety to the third chemical moiety; R.sup.QI is selected from the group consisting of: the binding site of the single bond linking the TADF moiety M.sup.TADF to the bridging unit L, H, D, Me, .sup.iPr, .sup.tBu, SiPh.sub.3, and Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, and Ph; R.sup.QIII is selected from the group consisting of the binding site of the single bond linking the TADF moiety M.sup.TADF to the bridging unit L, H, D, CN, CF.sub.3, SiPh.sub.3, F, Ph, which is optionally substituted with one or more substituents R.sup.6; triazinyl, which is optionally substituted with one or more substituents R.sup.6; pyridyl, which is optionally substituted with one or more substituents R.sup.6; and pyrimidyl, which is optionally substituted with one or more substituents R.sup.6; R.sup.QIV is selected from the group consisting of: the binding site of the single bond linking the TADF moiety M.sup.TADF to the bridging unit L, H, D, CN, CF.sub.3, SiPh.sub.3, F, Ph, which is optionally substituted with one or more substituents R.sup.6; triazinyl, which is optionally substituted with one or more substituents R.sup.6; pyridyl, which is optionally substituted with one or more substituents R.sup.6; and pyrimidyl, which is optionally substituted with one or more substituents R.sup.6; R.sup.QV is selected from the group consisting of: the binding site of the single bond linking the TADF moiety M.sup.TADF to the bridging unit L, H, D, Me, .sup.iPr, .sup.tBu, SiPh.sub.3, and Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, and Ph; wherein in case one R.sup.Di represents the third chemical moiety comprising or consisting of a structure of Formula Q, the other R.sup.Di is selected from the group consisting of H, D, Me, .sup.iPr, .sup.tBu, SiPh.sub.3, Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, and Ph, and the binding site of the single bond linking the TADF moiety M.sup.TADF to the bridging unit L; R.sup.TADF1 is selected from the group consisting of: Me, .sup.iPr, .sup.tBu, SiPh.sub.3, and Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, and Ph; R.sup.a at each occurrence independently from another selected from the group consisting of H, D, N(R.sup.5).sub.2, OR.sup.5, Si(R.sup.5).sub.3, B(OR.sup.5).sub.2, OSO.sub.2R.sup.5, CF.sub.3, CN, F, Br, I, C.sub.1-C.sub.40-alkyl, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.1-C.sub.40-alkoxy, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.1-C.sub.40-thioalkoxy, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.2-C.sub.40-alkenyl, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.2-C.sub.40-alkynyl, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.6-C.sub.60-aryl, which is optionally substituted with one or more substituents R.sup.5; and C.sub.3-C.sub.57-heteroaryl, which is optionally substituted with one or more substituents R.sup.5; R.sup.5 is at each occurrence independently from another selected from the group consisting of H, D, N(R.sup.6).sub.2, OR.sup.6, Si(R.sup.6).sub.3, B(OR.sup.6).sub.2, OSO.sub.2R.sup.6, CF.sub.3, CN, F, Br, I, C.sub.1-C.sub.40-alkyl, which is optionally substituted with one or more substituents R.sup.6 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.6C?CR.sup.6, C?C, Si(R.sup.6).sub.2, Ge(R.sup.6).sub.2, Sn(R.sup.6).sub.2, C?O, C?S, C?Se, C?NR.sup.6, P(?O)(R.sup.6), SO, SO.sub.2, NR.sup.6, O, S or CONR.sup.6; C.sub.1-C.sub.40-alkoxy, which is optionally substituted with one or more substituents R.sup.6 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.6C?CR.sup.6, C?C, Si(R.sup.6).sub.2, Ge(R.sup.6).sub.2, Sn(R.sup.6).sub.2, C?O, C?S, C?Se, C?NR.sup.6, P(?O)(R.sup.6), SO, SO.sub.2, NR.sup.6, O, S or CONR.sup.6; C.sub.1-C.sub.40-thioalkoxy, which is optionally substituted with one or more substituents R.sup.6 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.6C?CR.sup.6, C?C, Si(R.sup.6).sub.2, Ge(R.sup.6).sub.2, Sn(R.sup.6).sub.2, C?O, C?S, C?Se, C?NR.sup.6, P(?O)(R.sup.6), SO, SO.sub.2, NR.sup.6, O, S or CONR.sup.6; C.sub.2-C.sub.40-alkenyl, which is optionally substituted with one or more substituents R.sup.6 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.6C?CR.sup.6, C?C, Si(R.sup.6).sub.2, Ge(R.sup.6).sub.2, Sn(R.sup.6).sub.2, C?O, C?S, C?Se, C?NR.sup.6, P(?O)(R.sup.6), SO, SO.sub.2, NR.sup.6, O, S or CONR.sup.6; C.sub.2-C.sub.40-alkynyl, which is optionally substituted with one or more substituents R.sup.6 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.6C?CR.sup.6, C?C, Si(R.sup.6).sub.2, Ge(R.sup.6).sub.2, Sn(R.sup.6).sub.2, C?O, C?S, C?Se, C?NR.sup.6, P(?O)(R.sup.6), SO, SO.sub.2, NR.sup.6, O, S or CONR.sup.6; C.sub.6-C.sub.60-aryl, which is optionally substituted with one or more substituents R.sup.6; and C.sub.3-C.sub.57-heteroaryl, which is optionally substituted with one or more substituents R.sup.6; R.sup.6 is at each occurrence independently from another selected from the group consisting of C.sub.6-C.sub.18-aryl, which is optionally substituted with one or more C.sub.1-C.sub.5-alkyl substituents; hydrogen, deuterium, OPh, CF.sub.3, CN, F, C.sub.1-C.sub.5-alkyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.1-C.sub.5-alkoxy, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.1-C.sub.5-thioalkoxy, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.2-C.sub.5-alkenyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.2-C.sub.5-alkynyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.3-C.sub.17-heteroaryl, which is optionally substituted with one or more C.sub.1-C.sub.5-alkyl substituents; N(C.sub.6-C.sub.18-aryl)(C.sub.6-C.sub.18-aryl); N(C.sub.3-C.sub.17-heteroaryl)(C.sub.3-C.sub.17-heteroaryl); and N(C.sub.3-C.sub.17-heteroaryl)(C.sub.6-C.sub.18-aryl); wherein two or more of the substituents R.sup.a and/or R.sup.5 independently from each other optionally form a mono- or polycyclic, (hetero)aliphatic, (hetero)aromatic and/or benzo-fused ring system with one or more substituents R.sup.a or R.sup.5; R.sup.f is at each occurrence independently from another selected from the group consisting of H, D, N(R.sup.5f).sub.2, OR.sup.5f, Si(R.sup.5f).sub.3, B(OR.sup.5f).sub.2, OSO.sub.2R.sup.5f, CF.sub.3, CN, F, Br, I, C.sub.1-C.sub.40-alkyl, which is optionally substituted with one or more substituents R.sup.5f and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5fC?CR.sup.5f, C?C, Si(R.sup.5f).sub.2, Ge(R.sup.5f).sub.2, Sn(R.sup.5f).sub.2, C?O, C?S, C?Se, C?NR.sup.5f, P(?O)(R.sup.5f), SO, SO.sub.2, NR.sup.5f, O, S or CONR.sup.5f; C.sub.1-C.sub.40-alkoxy, which is optionally substituted with one or more substituents R.sup.5f and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5fC?CR.sup.5f, C?C, Si(R.sup.5f).sub.2, Ge(R.sup.5f).sub.2, Sn(R.sup.5f).sub.2, C?O, C?S, C?Se, C?NR.sup.5f, P(?O)(R.sup.5f), SO, SO.sub.2, NR.sup.5f, O, S or CONR.sup.5f; C.sub.1-C.sub.40-thioalkoxy, which is optionally substituted with one or more substituents R.sup.5f and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5fC?CR.sup.5f, C?C, Si(R.sup.5f).sub.2, Ge(R.sup.5f).sub.2, Sn(R.sup.5f).sub.2, C?O, C?S, C?Se, C?NR.sup.5f, P(?O)(R.sup.5f), SO, SO.sub.2, NR.sup.5f, O, S or CONR.sup.5f; C.sub.2-C.sub.40-alkenyl, which is optionally substituted with one or more substituents R.sup.5f and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5fC?CR.sup.5f, C?C, Si(R.sup.5f).sub.2, Ge(R.sup.5f).sub.2, Sn(R.sup.5f).sub.2, C?O, C?S, C?Se, C?NR.sup.5f, P(?O)(R.sup.5f), SO, SO.sub.2, NR.sup.5f, O, S or CONR.sup.5f; C.sub.2-C.sub.40-alkynyl, which is optionally substituted with one or more substituents R.sup.5f and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5fC?CR.sup.5f, C?C, Si(R.sup.5f).sub.2, Ge(R.sup.5f).sub.2, Sn(R.sup.5f).sub.2, C?O, C?S, C?Se, C?NR.sup.5f, P(?O)(R.sup.5f), SO, SO.sub.2, NR.sup.5f, O, S or CONR.sup.5f; C.sub.6-C.sub.60-aryl, which is optionally substituted with one or more substituents R.sup.5f; and C.sub.3-C.sub.57-heteroaryl, which is optionally substituted with one or more substituents R.sup.5f; R.sup.5f is at each occurrence independently from another selected from the group consisting of H, D, N(R.sup.6f).sub.2, OR.sup.6f, Si(R.sup.6f).sub.3, B(OR.sup.6f).sub.2, OSO.sub.2R.sup.6f, CF.sub.3, CN, F, Br, I, C.sub.1-C.sub.40-alkyl, which is optionally substituted with one or more substituents R.sup.6f and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.6fC?CR.sup.6f, C?C, Si(R.sup.6f).sub.2, Ge(R.sup.6f).sub.2, Sn(R.sup.6f).sub.2, C?O, C?S, C?Se, C?NR.sup.6f, P(?O)(R.sup.6f), SO, SO.sub.2, NR.sup.6f, O, S or CONR.sup.6f; C.sub.1-C.sub.40-alkoxy, which is optionally substituted with one or more substituents R.sup.6f and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.6fC?CR.sup.6f, C?C, Si(R.sup.6f).sub.2, Ge(R.sup.6f).sub.2, Sn(R.sup.6f).sub.2, C?O, C?S, C?Se, C?NR.sup.6f, P(?O)(R.sup.6f), SO, SO.sub.2, NR.sup.6f, O, S or CONR.sup.6f; C.sub.1-C.sub.40-thioalkoxy, which is optionally substituted with one or more substituents R.sup.6f and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.6fC?CR.sup.6f, C?C, Si(R.sup.6f).sub.2, Ge(R.sup.6f).sub.2, Sn(R.sup.6f).sub.2, C?O, C?S, C?Se, C?NR.sup.6f, P(?O)(R.sup.6f), SO, SO.sub.2, NR.sup.6f, O, S or CONR.sup.6f; C.sub.2-C.sub.40-alkenyl, which is optionally substituted with one or more substituents R.sup.6f and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.6fC?CR.sup.6f, C?C, Si(R.sup.6f).sub.2, Ge(R.sup.6f).sub.2, Sn(R.sup.6f).sub.2, C?O, C?S, C?Se, C?NR.sup.6f, P(?O)(R.sup.6f), SO, SO.sub.2, NR.sup.6f, O, S or CONR.sup.6f; C.sub.2-C.sub.40-alkynyl, which is optionally substituted with one or more substituents R.sup.6f and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.6fC?CR.sup.6f, C?C, Si(R.sup.6f).sub.2, Ge(R.sup.6f).sub.2, Sn(R.sup.6f).sub.2, C?O, C?S, C?Se, C?NR.sup.6f, P(?O)(R.sup.6f), SO, SO.sub.2, NR.sup.6f, O, S or CONR.sup.6f; C.sub.6-C.sub.60-aryl, which is optionally substituted with one or more substituents R.sup.6f; and C.sub.3-C.sub.57-heteroaryl, which is optionally substituted with one or more substituents R.sup.6f; R.sup.6f is at each occurrence independently from another selected from the group consisting of H, D, OPh, CF.sub.3, CN, F, C.sub.1-C.sub.5-alkyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.1-C.sub.5-alkoxy, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.1-C.sub.5-thioalkoxy, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.2-C.sub.5-alkenyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.2-C.sub.5-alkynyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF.sub.3, or F; C.sub.6-C.sub.18-aryl, which is optionally substituted with one or more C.sub.1-C.sub.5-alkyl substituents; C.sub.3-C.sub.17-heteroaryl, which is optionally substituted with one or more C.sub.1-C.sub.5-alkyl substituents; N(C.sub.6-C.sub.18-aryl)(C.sub.6-C.sub.18-aryl); N(C.sub.3-C.sub.17-heteroaryl)(C.sub.3-C.sub.17-heteroaryl); and N(C.sub.3-C.sub.17-heteroaryl)(C.sub.6-C.sub.18-aryl); wherein two or more of the substituents R.sup.f and/or R.sup.5f independently from each other optionally form a mono- or polycyclic, (hetero)aliphatic, (hetero)aromatic and/or benzo-fused ring system with one or more substituents R.sup.f or R.sup.5f, wherein M.sup.TADF contains exactly one binding site of the single bond linking the TADF moiety M.sup.TADF to the bridging unit L and wherein one selected from the group consisting of T, W, and Y represents the binding site of a single bond linking the first chemical moiety and the second chemical moiety.

12. The organic molecule according to claim 11, wherein the first chemical moiety consists of a structure of Formula Ia: ##STR00462## wherein R.sup.D, T, W and Y are defined as in claim 11; Q.sup.5 is selected from the group consisting of N and CH; Q.sup.6 is selected from the group consisting of N and CH; wherein at least one of Q.sup.5 and Q.sup.6 is N; and wherein exactly one substituent selected from the group consisting of T and W represents the binding site of a single bond linking the first chemical moiety and the second chemical moiety.

13. The organic molecule according to claim 11, wherein the second chemical moiety comprises or consists of a structure of Formula IIb: ##STR00463## wherein R.sup.b is at each occurrence independently from another selected from the group consisting of hydrogen, deuterium, N(R.sup.5).sub.2, OR.sup.5, Si(R.sup.5).sub.3, B(OR.sup.5).sub.2, OSO.sub.2R.sup.5, CF.sub.3, CN, F, Br, I, C.sub.1-C.sub.40-alkyl, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.1-C.sub.40-alkoxy, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.1-C.sub.40-thioalkoxy, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.2-C.sub.40-alkenyl, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.2-C.sub.40-alkynyl, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.6-C.sub.60-aryl, which is optionally substituted with one or more substituents R.sup.5; and C.sub.3-C.sub.57-heteroaryl, which is optionally substituted with one or more substituents R.sup.5; and wherein apart from that the definitions in claim 11 apply.

14. The organic molecule according to claim 11, wherein the second chemical moiety comprises or consists of a structure of formula IIc: ##STR00464## wherein R.sup.b is at each occurrence independently from another selected from the group consisting of hydrogen, deuterium, N(R.sup.5).sub.2, OR.sup.5, Si(R.sup.5).sub.3, B(OR.sup.5).sub.2, OSO.sub.2R.sup.5, CF.sub.3, CN, F, Br, I, C.sub.1-C.sub.40-alkyl, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.1-C.sub.40-alkoxy, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.1-C.sub.40-thioalkoxy, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.2-C.sub.40-alkenyl, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.2-C.sub.40-alkynyl, which is optionally substituted with one or more substituents R.sup.5 and wherein one CH.sub.2-group or more than one non-adjacent CH.sub.2-groups are optionally substituted by R.sup.5C?CR.sup.5, C?C, Si(R.sup.5).sub.2, Ge(R.sup.5).sub.2, Sn(R.sup.5).sub.2, C?O, C?S, C?Se, C?NR.sup.5, P(?O)(R.sup.5), SO, SO.sub.2, NR.sup.5, O, S or CONR.sup.5; C.sub.6-C.sub.60-aryl, which is optionally substituted with one or more substituents R.sup.5; and C.sub.3-C.sub.57-heteroaryl, which is optionally substituted with one or more substituents R.sup.5; and wherein apart from that the definitions in claim 11 apply.

15. The organic molecule according to claim 11, wherein R.sup.b is at each occurrence independently from another selected from the group consisting of: hydrogen, deuterium Me, .sup.iPr, .sup.tBu, CN, CF.sub.3, Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3 and Ph; pyridinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3 and Ph; pyrimidinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3 and Ph; carbazolyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3 and Ph; triazinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, .sup.iPr, .sup.tBu, CN, CF.sub.3, and Ph; and N(Ph).sub.2.

16. A composition, comprising: (a) at least one organic molecule according to claim 1 as an emitter and (b) one or more emitter and/or host compounds, which differ from the organic molecule according to claim 1, and (c) optionally, one or more dyes and/or one or more solvents.

17. The composition according to claim 16, satisfying the Condition A or B,
E.sup.HOMO(H)>E.sup.HOMO(E),Condition A
E.sup.LUMO(H)>E.sup.LUMO(E),Condition B wherein E.sup.HOMO(H) represents a highest occupied molecular orbital energy of the host compound, E.sup.HOMO(E) represents a highest occupied molecular orbital energy of the emitter, E.sup.LUMO(H) represents a lowest unoccupied molecular orbital energy of the host compound, and E.sup.LUMO(E) represents a lowest unoccupied molecular orbital energy of the emitter.

18. The composition according to claim 17, comprising one or more further host compound, and satisfying the Condition C or D,
E.sup.HOMO(H)>E.sup.HOMO(D),Condition C
E.sup.LUMO(H)>E.sup.LUMO(D),Condition D wherein E.sup.HOMO(H) represents a highest occupied molecular orbital energy of the host compound, E.sup.HOMO(D) represents a highest occupied molecular orbital energy of the further host compound, E.sup.LUMO(H) represents a lowest unoccupied molecular orbital energy of the host compound, and E.sup.LUMO(D) represents a lowest unoccupied molecular orbital energy of the further host compound.

19. An optoelectronic device, comprising: a substrate, an anode, and a cathode, wherein the anode or the cathode are disposed on the substrate and a light-emitting layer, which is arranged between the anode and the cathode and which comprises the organic molecule according to claim 1.

20. An optoelectronic device, comprising: a substrate, an anode, and a cathode, wherein the anode or the cathode are disposed on the substrate and a light-emitting layer, which is arranged between the anode and the cathode and which comprises the composition according to claim 16.

Description

EXAMPLES

General Synthesis Schemes

[0783] Synthesis of M.sup.NRCT-L-M.sup.TADF:

##STR00106##

[0784] M.sup.TADF-L-Hal, preferably M.sup.TADF-L-Br, (1.0 equivalents), Z0 (1.0-1.5 equivalents), Pd(PPh.sub.3).sub.4 (tetrakis(triphenylphosphine)palladium(0) (CAS:14221-01-3, 0.03 equivalents) and potassium carbonate (3.0 equivalents) are stirred overnight under nitrogen atmosphere in THF/Water (4:1) at 70? C. After cooling down to room temperature (rt), the reaction mixture is extracted with ethyl acetate/brine. The organic phases are collected, the organic solvent is removed and the crude product Z1 is purified by flash chromatography or by recrystallization.

[0785] For example:

##STR00107##

[0786] Under N.sub.2, in a flame-dried three-necked flask Z1 (1.00 equivalent) is dissolved in dry tert-butylbenzene and the solution is cooled to ?30? C. A solution of tert-Butyllithium (.sup.tBuLi, 2.5 M in hexanes) (2.2 equivalents) is added dropwise. The resulting mixture is allowed to warm to rt and subsequently heated at 60? C. for 2 h. Subsequently, volatile components are removed under high vacuum using a cooling trap cooled with liquid N.sub.2. Afterwards, the residual mixture is cooled to ?30? C. BBr.sub.3 (2.0 equivalents) is added dropwise, the cooling bath removed and the mixture stirred at rt for 30 min. Subsequently, the mixture is cooled to 0? C., followed by dropwise addition of DIPEA (3.0 equivalents). The mixture is allowed to warm to rt, followed by heating at 100? C. for 16 h. After cooling down to rt ethyl acetate is added and the resulting solution poured onto a saturated aqueous solution of KOAc. The precipitated crude product is filtered off, washed with little ethyl acetate and dissolved in toluene. The resulting solution is dried over MgSO4, filtered and concentrated to yield the crude product P1. To obtain another product fraction, the phases of the previously obtained filtrate are separated and the aqueous layer extracted with ethyl acetate. The combined organic layers are washed with brine, dried over MgSO.sub.4, filtered and concentrated. Both product fractions are combined and purified by MPLC or recrystallization to yield the desired compound P1 as a solid.

[0787] An example of an alternative synthetic route is as follows:

##STR00108##

[0788] For example:

##STR00109##

[0789] Alternative route for structures of Formulas: Formula M.sup.NRCT-13 or Formula M.sup.NRCT-14:

##STR00110##

[0790] E1 (1 equivalent), E2 (1 equivalent), E3 and anhydrous K.sub.3PO.sub.4 are suspended in dry DMSO under nitrogen atmosphere and heated at 140? C. for 16 h. After cooling to room temperature, the reaction mixture poured into water. The precipitate is filtered off, washed with water and dried. Subsequently, the filter cake is dissolved in dichloromethane and the resulting solution dried over MgSO4. After filtration and evaporation of the solvent, the crude product is purified by recrystallization or MPLC.

##STR00111##

[0791] Under N.sub.2, in a flame-dried three-necked flask Z1 (1.00 equivalent) is dissolved in dry tert-butylbenzene and the solution is cooled to ?30? C. A solution of n-Butyllithium (.sup.nBuLi, 2.5 M in hexanes) (1.1 equivalents) is added dropwise. The resulting mixture is allowed to warm to rt and subsequently heated at 60? C. for 2 h. Subsequently, volatile components are removed under high vacuum using a cooling trap cooled with liquid N.sub.2. Afterwards, the residual mixture is cooled to ?30? C. BBr.sub.3 (2.0 equivalents) is added dropwise, the cooling bath removed and the mixture stirred at rt for 30 min. Subsequently, the mixture is cooled to 0? C., followed by dropwise addition of DIPEA (3.0 equivalents). The mixture is allowed to warm to rt, followed by heating at 100? C. for 16 h. After cooling down to rt ethyl acetate is added and the resulting solution poured onto a saturated aqueous solution of KOAc. The precipitated crude product is filtered off, washed with little ethyl acetate and dissolved in toluene. The resulting solution is dried over MgSO4, filtered and concentrated to yield the crude product P1. To obtain another product fraction, the phases of the previously obtained filtrate are separated and the aqueous layer extracted with ethyl acetate. The combined organic layers are washed with brine, dried over MgSO4, filtered and concentrated. Both product fractions are combined and purified by MPLC or recrystallization to yield the desired compound P1 as a solid.

[0792] P1 can then be coupled to M.sup.TADF-L via a Suzuki-type coupling reaction. This means that P1 is either reacted with the boronic acid or boronic acid ester (M.sup.TADF-L-B(OH).sub.2 or M.sup.TADF-L-B(OR).sub.2 e.g. M.sup.TADF-L-BPin; (Pin=O.sub.2C.sub.2(CH.sub.3).sub.4) or is transferred to a boronic acid or boronic acid ester analogous of P1 via reaction with e.g. Bis(pinacolato)diboron (B.sub.2Pin.sub.2, CAS: 73183-34-3) and then coupled with M.sup.TADF-L-Hal (Hal is either Br or Cl, preferably Br) via a Suzuki-type coupling reaction.

Synthesis of M.sup.TADF-L-Hal and M.sup.TADF-L-B(OH).sub.2 or M.sup.TADF-L-B(OR).sub.2

##STR00112##

[0793] Acc-Br (1.0 equivalents) Chloro-fluoro-phenylboronic ester (1.0-1.5 equivalents), Pd(PPh.sub.3).sub.4 (tetrakis(triphenylphosphine)palladium(0) (CAS:14221-01-3, 0.10 equivalents) and potassium carbonate (3.0 equivalents) are stirred overnight under nitrogen atmosphere in THF/Water (4:1) at 70? C. After cooling down to room temperature (rt), the reaction mixture is extracted with ethyl acetate/brine. The organic phases are collected, the organic solvent is removed and the crude product Z.sup.TADF0 is purified by MPLC or by recrystallization.

[0794] Acc-Br is preferably chosen from structures of Formulas CI1 to CI23:

##STR00113## ##STR00114## ##STR00115##

##STR00116##

[0795] Z.sup.TADF0 (1 equivalent), the corresponding donor molecule D-H (1 equivalent) and tribasic potassium phosphate (3 equivalents) are suspended under nitrogen atmosphere in DMSO and stirred at 120? C. for 12 to 16 hours. Subsequently, the reaction mixture is poured into an excess of water in order to precipitate the product. The precipitate is filtered off, washed with water and dried under vacuum. The crude product is purified by recrystallization or by flash chromatography. The product M.sup.TADF1-Hal is obtained as a solid.

[0796] For the reaction of a nitrogen heterocycle in a nucleophilic aromatic substitution with an aryl halide, preferably an aryl fluoride, typical conditions include the use of a base, such as tribasic potassium phosphate or sodium hydride, for example, in an aprotic polar solvent, such as dimethyl sulfoxide (DMSO) or N,N-dimethylformamide (DMF), for example.

[0797] In particular, the donor molecule D-H is a 3,6-substituted carbazole (e.g., 3,6-dimethylcarbazole, 3,6-diphenylcarbazole, 3,6-di-tert-butylcarbazole), a 2,7-substituted carbazole (e.g., 2,7-dimethylcarbazole, 2,7-diphenylcarbazole, 2,7-di-tert-butylcarbazole), a 1,8-substituted carbazole (e.g., 1,8-dimethylcarbazole, 1,8-diphenylcarbazole, 1,8-di-tert-butylcarbazole), a 1-substituted carbazole (e.g., 1-methylcarbazole, 1-phenylcarbazole, 1-tert-butylcarbazole), a 2-substituted carbazole (e.g., 2-methylcarbazole, 2-phenylcarbazole, 2-tert-butylcarbazole), or a 3-substituted carbazole (e.g., 3-methylcarbazole, 3-phenylcarbazole, 3-tert-butylcarbazole).

##STR00117##

[0798] M.sup.TADF1-Hal (1.0 equivalents), the diboronic ester of the bridging unit, (RO).sub.2B-L-B(OR).sub.2 (e.g. 1,3-phenyldiboronic acid, bis(pinacol) ester) (1.0-1.5 equivalents), Pd(PPh.sub.3).sub.4 (tetrakis(triphenylphosphine)palladium(0) (CAS:14221-01-3, 0.10 equivalents) and potassium carbonate (3 equivalents) are stirred overnight under nitrogen atmosphere in THF/Water (4:1) at 70? C. After cooling down to room temperature (RT), the reaction mixture is extracted with ethyl acetate/brine. The organic phases are collected, the organic solvent is removed and the crude product M.sup.TADF1-L-B(OR).sub.2 is purified by flash chromatography or by recrystallization.

[0799] For example:

##STR00118##

[0800] Alternative route:

##STR00119##

[0801] M.sup.TADF1-B(OR).sub.2 (1.0 equivalents), the dihalide of the bridging unit, Hal-L-Hal (e.g. 1,3-dibromophenyl) (1.0-1.5 equivalents), Pd(PPh.sub.3).sub.4 (tetrakis(triphenylphosphine)palladium(0) (CAS:14221-01-3, 0.10 equivalents) and potassium carbonate (3 equivalents) are stirred overnight under nitrogen atmosphere in THF/Water (4:1) at 70? C. After cooling down to room temperature (RT), the reaction mixture is extracted with ethyl acetate/brine. The organic phases are collected, the organic solvent is removed and the crude product M.sup.TADF1-L-HaI is purified by flash chromatography or by recrystallization.

[0802] For example:

##STR00120##

[0803] To obtain M.sup.TADF1-B(OR).sub.2, e.g. M.sup.TADF1-BPin, M.sup.TADF1-Hal may be reacted with a boron acid ester, e.g. Bis(pinacolato)diboron (B.sub.2Pin.sub.2, CAS: 73183-34-3), employing known conditions.

[0804] By choosing the right reaction conditions M.sup.TADF1-L-Hal can also be obtained from the reaction of M.sup.TADF1-Hal with (RO).sub.2B-L-Hal, e.g. M.sup.TADF1-Br with (RO).sub.2B-L-CI, and M.sup.TADF1-L-B(OR).sub.2 can also be obtained from the reaction of M.sup.TADF1-B(OR).sub.2 with Hal-L-Hal followed by borylation as described above.

[0805] In case a third chemical moiety consisting of a structure of Formula Q is present in the molecule and M.sup.TADF1 is bound via the structure of Formula Q to the bridging unit L, the structure has to be introduced as the dihalide of the structure of Formula Q in reaction with M.sup.TADF1-B(OR).sub.2 or as diboronic ester of the structure of Formula Q in reaction with M.sup.TADF1-Hal. Here the previously described conditions apply.

[0806] For example:

##STR00121##

[0807] Pd(PPh.sub.3).sub.4 (tetrakis(triphenylphosphine)palladium(0) (CAS:14221-01-3) is used as a Pd catalyst during the Suzuki coupling reactions. Other catalyst alternatives are known in the art ((tris(dibenzylideneacetone)dipalladium(0)) or [1,1-bis(diphenylphosphino)ferrocene]-palladium (II) dichloride). For example, the ligand may be selected from the group consisting of S-Phos ([2-dicyclohexylphoshino-2,6-dimethoxy-1,1-biphenyl]; or SPhos), X-Phos (2-(dicyclohexylphosphino)-2,4,6-triisopropylbiphenyl; or XPhos), and P(Cy).sub.3 (tricyclohexylphosphine). The salt is, for example, selected from tribasic potassium phosphate and potassium acetate and the solvent can be a pure solvent, such as THE/water, toluene or dioxane, or a mixture, such as toluene/dioxane/water or dioxane/toluene. A person of skill in the art can determine which Pd catalyst, ligand, salt and solvent combination will result in high reaction yields.

HPLC-MS:

[0808] HPLC-MS analysis is performed on an HPLC by Agilent (1100 series) with MS-detector (Thermo LTQ XL).

[0809] Exemplary a typical HPLC method is as follows: a reverse phase column 4.6 mm?150 mm, particle size 3.5 ?m from Agilent (ZORBAX Eclipse Plus 95 ? C18, 4.6?150 mm, 3.5 ?m HPLC column) is used in the HPLC. The HPLC-MS measurements are performed at room temperature (rt) following gradients

TABLE-US-00001 Flow rate time [ml/min] [min] A[%] B[%] C[%] 2.5 0 40 50 10 2.5 5 40 50 10 2.5 25 10 20 70 2.5 35 10 20 70 2.5 35.01 40 50 10 2.5 40.01 40 50 10 2.5 41.01 40 50 10
using the following solvent mixtures:

TABLE-US-00002 solvent A: H.sub.2O (90%) MeCN (10%) solvent B: H.sub.2O (10%) MeCN (90%) solvent C: THF (50%) MeCN (50%)

[0810] An injection volume of 5 ?L from a solution with a concentration of 0.5 mg/mL of the analyte is taken for the measurements.

[0811] Ionization of the probe is performed using an APCI (atmospheric pressure chemical ionization) source either in positive (APCI+) or negative (APCI?) ionization mode.

Cyclic Voltammetry

[0812] Cyclic voltammograms are measured from solutions having concentration of 10.sup.3 mol/l of the organic molecules in dichloromethane or a suitable solvent and a suitable supporting electrolyte (e.g. 0.1 mol/l of tetrabutylammonium hexafluorophosphate). The measurements are conducted at room temperature under nitrogen atmosphere with a three-electrode assembly (Working and counter electrodes: Pt wire, reference electrode: Pt wire) and calibrated using FeCp.sub.2/FeCp.sub.2.sup.+ as internal standard. The HOMO data was corrected using ferrocene as internal standard against SCE.

Density Functional Theory Calculation

[0813] Molecular structures are optimized employing the BP86 functional and the resolution of identity approach (RI). Excitation energies are calculated using the (BP86) optimized structures employing Time-Dependent DFT (TD-DFT) methods. Orbital and excited state energies are calculated with the B3LYP functional. Def2-SVP basis sets (and a m4-grid for numerical integration are used. The Turbomole program package is used for all calculations.

Photophysical Measurements

Sample Pretreatment: Spin-Coating

[0814] Apparatus: Spin150, SPS euro.

[0815] The sample concentration is 10 mg/ml, dissolved in a suitable solvent.

[0816] Program: 1) 3 s at 400 U/min; 20 s at 1000 U/min at 1000 Upm/s. 3) 10 s at 4000 U/min at 1000 Upm/s. After coating, the films are tried at 70? C. for 1 min.

[0817] Photoluminescence Spectroscopy and TCSPC (Time-Correlated Single-Photon Counting)

[0818] Steady-state emission spectroscopy is measured by a Horiba Scientific, Modell FluoroMax-4 equipped with a 150 W Xenon-Arc lamp, excitation- and emissions monochromators and a Hamamatsu R928 photomultiplier and a time-correlated single-photon counting option. Emissions and excitation spectra are corrected using standard correction fits.

[0819] Excited state lifetimes are determined employing the same system using the TCSPC method with FM-2013 equipment and a Horiba Yvon TCSPC hub.

[0820] Excitation sources:

[0821] NanoLED 370 (wavelength: 371 nm, puls duration: 1.1 ns)

[0822] NanoLED 290 (wavelength: 294 nm, puls duration: <1 ns)

[0823] SpectraLED 310 (wavelength: 314 nm)

[0824] SpectraLED 355 (wavelength: 355 nm).

[0825] Data analysis (exponential fit) is done using the software suite DataStation and DAS6 analysis software. The fit is specified using the chi-squared-test.

Photoluminescence Quantum Yield Measurements

[0826] For photoluminescence quantum yield (PLQY) measurements an Absolute PL Quantum Yield Measurement C9920-03G system (Hamamatsu Photonics) is used. Quantum yields and CIE coordinates are determined using the software U6039-05 version 3.6.0.

[0827] Emission maxima are given in nm, quantum yields ? in % and CIE coordinates as x,y values.

[0828] PLQY is determined using the following protocol:

[0829] Quality assurance: Anthracene in ethanol (known concentration) is used as reference

[0830] Excitation wavelength: the absorption maximum of the organic molecule is determined and the molecule is excited using this wavelength

Measurement

[0831] Quantum yields are measured for sample of solutions or films under nitrogen atmosphere. The yield is calculated using the equation:

[00001]${?}_{\mathrm{PL}}=\frac{n_{\mathrm{photon}},\mathrm{emited}}{n_{\mathrm{photon}},\mathrm{absorbed}}=\frac{?\frac{?}{\mathrm{hc}}\left[{\mathrm{Int}}_{\mathrm{emitted}}^{\mathrm{sample}}\left(?\right)-{\mathrm{Int}}_{\mathrm{absorbed}}^{\mathrm{sample}}\left(?\right)\right]d?}{?\frac{?}{\mathrm{hc}}\left[{\mathrm{Int}}_{\mathrm{emitted}}^{\mathrm{reference}}\left(?\right)-{\mathrm{Int}}_{\mathrm{absorbed}}^{\mathrm{reference}}\left(?\right)\right]d?}$ [0832] wherein n.sub.photon denotes the photon count and Int. the intensity.

Production and Characterization of Optoelectronic Devices

[0833] OLED devices comprising organic molecules according to the invention can be produced via vacuum-deposition methods. If a layer contains more than one compound, the weight-percentage of one or more compounds is given in %. The total weight-percentage values amount to 100%, thus if a value is not given, the fraction of this compound equals to the difference between the given values and 100%.

[0834] The not fully optimized OLEDs are characterized using standard methods and measuring electroluminescence spectra, the external quantum efficiency (in %) in dependency on the intensity, calculated using the light detected by the photodiode, and the current. The OLED device lifetime is extracted from the change of the luminance during operation at constant current density. The LT50 value corresponds to the time, where the measured luminance decreased to 50% of the initial luminance, analogously LT80 corresponds to the time point, at which the measured luminance decreased to 80% of the initial luminance, LT 95 to the time point, at which the measured luminance decreased to 95% of the initial luminance etc.

[0835] Accelerated lifetime measurements are performed (e.g. applying increased current densities). Exemplarily LT80 values at 500 cd/m.sup.2 are determined using the following equation:

[00002]$\mathrm{LT}80\left(500\frac{{\mathrm{cd}}^2}{m^2}\right)=\mathrm{LT}80\left(L_0\right){\left(\frac{L_0}{500\frac{{\mathrm{cd}}^2}{m^2}}\right)}^{1.6}$ [0836] wherein L.sub.0 denotes the initial luminance at the applied current density.

[0837] The values correspond to the average of several pixels (typically two to eight), the standard deviation between these pixels is given.

[0838] Additional examples of organic molecules of the invention

##STR00122## ##STR00123## ##STR00124## ##STR00125## ##STR00126## ##STR00127## ##STR00128## ##STR00129## ##STR00130## ##STR00131## ##STR00132## ##STR00133## ##STR00134## ##STR00135## ##STR00136## ##STR00137## ##STR00138## ##STR00139## ##STR00140## ##STR00141## ##STR00142## ##STR00143## ##STR00144## ##STR00145## ##STR00146## ##STR00147## ##STR00148## ##STR00149## ##STR00150## ##STR00151## ##STR00152## ##STR00153## ##STR00154## ##STR00155## ##STR00156## ##STR00157## ##STR00158## ##STR00159## ##STR00160## ##STR00161##

##STR00162## ##STR00163## ##STR00164## ##STR00165## ##STR00166## ##STR00167## ##STR00168## ##STR00169## ##STR00170## ##STR00171## ##STR00172## ##STR00173## ##STR00174## ##STR00175## ##STR00176## ##STR00177## ##STR00178## ##STR00179## ##STR00180## ##STR00181## ##STR00182## ##STR00183## ##STR00184## ##STR00185## ##STR00186## ##STR00187## ##STR00188## ##STR00189## ##STR00190## ##STR00191## ##STR00192## ##STR00193## ##STR00194## ##STR00195## ##STR00196## ##STR00197## ##STR00198## ##STR00199## ##STR00200##

##STR00201## ##STR00202## ##STR00203## ##STR00204## ##STR00205## ##STR00206## ##STR00207## ##STR00208## ##STR00209## ##STR00210## ##STR00211## ##STR00212## ##STR00213## ##STR00214## ##STR00215## ##STR00216## ##STR00217## ##STR00218## ##STR00219## ##STR00220## ##STR00221## ##STR00222## ##STR00223## ##STR00224## ##STR00225## ##STR00226## ##STR00227## ##STR00228## ##STR00229## ##STR00230## ##STR00231## ##STR00232## ##STR00233## ##STR00234## ##STR00235## ##STR00236## ##STR00237## ##STR00238## ##STR00239## ##STR00240## ##STR00241## ##STR00242## ##STR00243## ##STR00244## ##STR00245## ##STR00246## ##STR00247## ##STR00248## ##STR00249## ##STR00250## ##STR00251##

##STR00252## ##STR00253## ##STR00254## ##STR00255## ##STR00256## ##STR00257## ##STR00258## ##STR00259## ##STR00260## ##STR00261## ##STR00262## ##STR00263## ##STR00264## ##STR00265## ##STR00266## ##STR00267## ##STR00268## ##STR00269## ##STR00270## ##STR00271## ##STR00272## ##STR00273## ##STR00274## ##STR00275## ##STR00276## ##STR00277## ##STR00278## ##STR00279## ##STR00280## ##STR00281## ##STR00282## ##STR00283## ##STR00284## ##STR00285## ##STR00286## ##STR00287## ##STR00288## ##STR00289## ##STR00290## ##STR00291## ##STR00292## ##STR00293## ##STR00294## ##STR00295## ##STR00296## ##STR00297## ##STR00298## ##STR00299## ##STR00300## ##STR00301##

##STR00302## ##STR00303## ##STR00304## ##STR00305## ##STR00306## ##STR00307## ##STR00308## ##STR00309## ##STR00310## ##STR00311## ##STR00312## ##STR00313## ##STR00314## ##STR00315## ##STR00316## ##STR00317## ##STR00318## ##STR00319## ##STR00320## ##STR00321## ##STR00322## ##STR00323## ##STR00324## ##STR00325## ##STR00326## ##STR00327## ##STR00328## ##STR00329## ##STR00330## ##STR00331## ##STR00332## ##STR00333## ##STR00334## ##STR00335## ##STR00336## ##STR00337## ##STR00338## ##STR00339## ##STR00340## ##STR00341## ##STR00342## ##STR00343## ##STR00344## ##STR00345## ##STR00346##

##STR00347## ##STR00348## ##STR00349## ##STR00350## ##STR00351## ##STR00352## ##STR00353## ##STR00354## ##STR00355## ##STR00356## ##STR00357## ##STR00358## ##STR00359## ##STR00360## ##STR00361## ##STR00362## ##STR00363## ##STR00364## ##STR00365## ##STR00366## ##STR00367## ##STR00368## ##STR00369## ##STR00370## ##STR00371## ##STR00372## ##STR00373## ##STR00374## ##STR00375## ##STR00376## ##STR00377## ##STR00378## ##STR00379## ##STR00380## ##STR00381## ##STR00382## ##STR00383## ##STR00384## ##STR00385## ##STR00386## ##STR00387## ##STR00388## ##STR00389## ##STR00390## ##STR00391## ##STR00392## ##STR00393## ##STR00394## ##STR00395## ##STR00396## ##STR00397## ##STR00398## ##STR00399## ##STR00400## ##STR00401##

##STR00402## ##STR00403## ##STR00404## ##STR00405## ##STR00406## ##STR00407## ##STR00408## ##STR00409## ##STR00410## ##STR00411## ##STR00412## ##STR00413## ##STR00414## ##STR00415## ##STR00416## ##STR00417## ##STR00418## ##STR00419## ##STR00420## ##STR00421## ##STR00422## ##STR00423## ##STR00424## ##STR00425## ##STR00426## ##STR00427## ##STR00428## ##STR00429## ##STR00430## ##STR00431## ##STR00432## ##STR00433## ##STR00434## ##STR00435## ##STR00436## ##STR00437## ##STR00438## ##STR00439## ##STR00440## ##STR00441## ##STR00442## ##STR00443## ##STR00444## ##STR00445## ##STR00446## ##STR00447## ##STR00448##