The present disclosure provides a nitrogen-containing heterocyclic compound having a general formula (I) and an organic photoelectric apparatus thereof. The general formula (I) is ##STR00001## wherein A.sub.1, A.sub.2, A.sub.3, A.sub.4, A.sub.5, A.sub.6, A.sub.7, A.sub.8, A.sub.9, and A.sub.10 are independently selected from a hydrogen atom, at least one compound having the general formula (II) and at least one compound having a general formula (III), ##STR00002## wherein Y.sub.1, Y.sub.2, and Y.sub.3 are independently selected from C and N; and R.sub.3 and R.sub.4 are independently selected from C.sub.6-30 aromatic group and C.sub.2-30 heterocyclic aromatic group, ##STR00003## wherein X is selected from oxyl group, sulfenyl group, substituted or non-substituted imino group, substituted or non-substituted methylene group, and substituted or non-substituted silicylene group, and R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, and R.sub.12 are independently selected from hydrogen, deuterium, C.sub.1-30 alkyl group, C.sub.6-30 aromatic group, and C.sub.2-30 heterocyclic aromatic group.

A phosphorescent metal complex comprising at least one ligand substituted with a group of formula (IIIa), (IIIb) or (IIIc): wherein Y is selected from O, S, a substituted carbon atom; and a substituted silicon atom; Z in each occurrence is independently selected from N and P; R.sup.4 independently in each occurrence is a substituent; R.sup.5 independently in each occurrence is H or a substituent; x independently in each occurrence is 0, 1, 2 or 3; y and z in each occurrence are independently 0, 1, 2, 3 or 4. The group of formula (IIIa), (Mb) or (IIIc) may be directly bound to the ligand or spaced apart therefrom by a spacer group. The phosphorescent metal complex may be used as a light-emitting material in an organic light-emitting device.

##STR00001##

An organic semiconductor element in which an organic semiconductor layer contains a compound of Formula (1) and/or a compound of Formula (2) or contains a polymer having a structure of any one of Formulae (9) and (10):

##STR00001## in which X.sup.1 represents a nitrogen atom or CR.sup.a, rings A to D each represent a specific aromatic ring or an aromatic heterocyclic ring; Y.sup.1 represents an oxygen atom, a sulfur atom, CR.sup.b.sub.2, or NR.sup.c; R.sup.a to R.sup.c each represent hydrogen atoms or substituents; R.sup.1 and R.sup.2 each represent a to specific substituent; n represents 1 or 2; and * represents a bonding site.

Disclosed is a benzazole derivative having a heteroaryl group, wherein the benzazole derivative having the heteroaryl group is represented by Chemical Formula 1. Also disclosed is an organic electroluminescence device including an organic layer containing the benzazole derivative having the heteroaryl group:

##STR00001##

wherein, each of Z1, X1, X2, X3, Ar1, Ar2, Ar3, m1, m2 and q is the same as defined in the specification.

A phosphorescent emitter or delayed fluorescent and phosphorescent emitters represented by Formula I or Formula II, where M is platinum or palladium. ##STR00001##

Compounds comprising phosphorescent metal complexes comprising cyclometallated imidazo[1,2-f]phenanthridine and diimidazo[1,2-a:1,2-c]quinazoline ligands, or isoelectronic or benzannulated analogs thereof, are described. Organic light emitting diode devices comprising these compounds are also described.

Compounds comprising phosphorescent metal complexes comprising cyclometallated imidazo[1,2-f]phenanthridine and diimidazo[1,2-a:1,2-c]quinazoline ligands, or isoelectronic or benzannulated analogs thereof, are described. Organic light emitting diode devices comprising these compounds are also described.

To provide a light-emitting element which emits light in a near-infrared region and has high efficiency and long life, and a light-emitting device, an authentication device, and an electronic apparatus, each of which includes this light-emitting element. A light-emitting device 100 of the invention includes a light-emitting element 1A including an anode 3, a cathode 8, and a light-emitting layer 5 which is provided between the anode 3 and the cathode 8 and emits light in a near-infrared region by applying a current between the anode 3 and the cathode 8, wherein the device emits visible light with a luminance of 5 cd/m.sup.2 or more when a current is applied between the anode 3 and the cathode 8 at a current density of 300 A/cm.sup.2 or less.

Disclosed is a benzazole derivative having a heteroaryl group, wherein the benzazole derivative having the heteroaryl group is represented by Chemical Formula 1. Also disclosed is an organic electroluminescence device including an organic layer containing the benzazole derivative having the heteroaryl group: ##STR00001## wherein, each of Z1, X1, X2, X3, Ar1, Ar2, Ar3, m1, m2 and q is the same as defined in the specification.

The present disclosure provides a nitrogen-containing heterocyclic compound having general formula (I) and an organic photoelectric apparatus thereof. ##STR00001## where A.sub.1, A.sub.2, A.sub.3, A.sub.4, A.sub.5, A.sub.6, A.sub.7, and A.sub.8 are independently selected from a hydrogen atom, at least one compound having the general formula (II) and at least one compound having the general formula (III), ##STR00002## where Y.sub.1, Y.sub.2, and Y.sub.3 are independently selected from C and N; R.sub.3 and R.sub.4 are independently selected from C.sub.6-30 aromatic group and C.sub.2-30 heterocyclic aromatic group, ##STR00003## wherein X is selected from any one of oxyl group (O), sulfhydryl group (S), substituted or non-substituted imino group, substituted or non-substituted methylene group, and substituted or non-substituted silicylene group; R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, and R.sub.12 are independently selected from hydrogen, deuterium, C.sub.1-30 alkyl group, C.sub.6-30 aromatic group, or C.sub.2-30 heterocyclic aromatic group.