Organic electroluminescent compound, plurality of host materials, and organic

Abstract

The present disclosure relates to an organic electroluminescent compound, a plurality of host materials, and an organic electroluminescent device comprising the same. By comprising the organic electroluminescent compound and a plurality of host materials, it is possible to provide an organic electroluminescent device having improved luminous efficiency characteristics compared to conventional organic electroluminescent devices.

Description

Technical Field

[0001] This disclosure relates to an organic electroluminescent compound, various host materials, and an organic electroluminescent device comprising the same. Background Technology

[0002] The first green-emitting TPD / Alq3 bilayer small-molecule organic light-emitting diode (OLED), consisting of an emissive layer and a charge transport layer, was developed in 1987 by Tang et al. of Eastman Kodak. Since then, research on organic light-emitting devices has progressed rapidly, and OLEDs have been commercialized. Currently, OLEDs primarily utilize phosphorescent materials with excellent luminous efficiency in panel manufacturing. High OLED efficiency remains a requirement in many applications such as TVs and lighting equipment. For long-term use and high display resolution, OLEDs with high luminous efficiency are essential.

[0003] Korean Patent Application Publication No. 2023-0174704 discloses a variety of host materials, but does not specifically disclose the specific combinations of host materials claimed in this publication. Furthermore, there is a continued need to develop host materials with improved luminous efficiency compared to previously disclosed host materials. Summary of the Invention

[0004] Technical issues

[0005] The purpose of this disclosure is firstly to provide an organic electroluminescent compound and various host materials, which can effectively produce an organic electroluminescent device with high luminous efficiency, and secondly to provide an organic electroluminescent device comprising such an organic electroluminescent compound and various host materials.

[0006] Solution to the problem

[0007] As a result of in-depth research into solving the technical problem, the inventors of this invention have discovered that the above-mentioned objective can be achieved by a variety of host materials, which include two different host materials selected from the group consisting of compounds represented by Formula 1 and compounds represented by Formula 2, respectively, as a first host material and a second host material, and further include a third host material that is different from the first host material and the second host material.

[0008]

[0009] In Equation 1,

[0010] X1 represents -N=, -NR7-, -O-, or -S-;

[0011] Y1 represents -N=, -NR8-, -O- or -S-, provided that if X1 is -N=, then Y1 is -NR8-, -O- or -S-, and if X1 is -NR7-, then Y1 is -N=, -O- or -S-.

[0012] X represents N or CH;

[0013] R1 indicates substituted or unsubstituted (C6-C) 30 )Aryl or substituted or unsubstituted (3 to 30 yuan) heteroaryl;

[0014] R2 through R8 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C1) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 ) arylsilyl, substituted or unsubstituted mono- or di(C1-C2) 30 )alkylamino, substituted or unsubstituted mono- or di(C6-C) 30 ) arylamino, or substituted or unsubstituted (C1-C 30 )alkyl (C6-C 30 )Arylamino; or may be linked with one or more adjacent substituents to form one or more rings;

[0015] L1 to L3 independently represent single bonds, substituted bonds, or unsubstituted bonds (C6-C). 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl;

[0016] a represents an integer of 1; b and c each independently represent an integer of 1 or 2; and d represents an integer from 1 to 4; and

[0017] (Hypo)aryl groups contain at least one heteroatom selected from B, N, O, S, Si, P, and Se.

[0018]

[0019] In Equation 2,

[0020] X represents O or S;

[0021] L4 to L6 independently represent single bonds, substituted bonds, or unsubstituted bonds (C6-C). 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl;

[0022] P1 and P2 independently represent hydrogen, deuterium, cyano, substituted or unsubstituted (C1-C) groups. 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) heteroaryl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C1) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 ) arylsilyl, or substituted or unsubstituted tri(C6-C) 30 )Arylsilyl; or may be linked with one or more adjacent substituents to form one or more rings;

[0023] P3 and P4 independently represent substituted or unsubstituted (C1-C) groups. 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C3-C 30 Cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocyclic alkyl, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 ppm) heteroaryl; and

[0024] e represents an integer from 1 to 4; f represents an integer from 1 to 3; and if e and f are integers of 2 or greater, then each P1 and each P2 can be the same as or different from each other.

[0025] Furthermore, the inventors of this invention have discovered that the above-mentioned objective can be achieved by an organic electroluminescent compound comprising a compound represented by the following formula 2'.

[0026]

[0027] In equation 2',

[0028] X' represents O or S;

[0029] L4' to L6' each independently represent a single bond, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl;

[0030] P1' and P2' each independently represent hydrogen, deuterium, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) heteroaryl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C1) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 ) arylsilyl, or substituted or unsubstituted tri(C6-C) 30 )Arylsilyl; or may be linked with one or more adjacent substituents to form one or more rings;

[0031] This is on the premise that at least one of P1' and P2' is a substituent other than hydrogen and deuterium;

[0032] P3' and P4' independently represent substituted or unsubstituted (C1-C) groups. 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C3-C 30 Cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocyclic alkyl, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 ppm) heteroaryl; and

[0033] e represents an integer from 1 to 4; f represents an integer from 1 to 3; and if e and f are integers of 2 or greater, then each P1' and each P2' can be the same as or different from each other.

[0034] Beneficial effects of the present invention

[0035] By using the organic electroluminescent compound according to the present disclosure and various host materials, an organic electroluminescent device with high luminous efficiency can be provided. Detailed Implementation

[0036] This disclosure will be described in detail below. However, the following description is intended to explain this disclosure and is not intended to limit the scope of this disclosure in any way.

[0037] The "organic electroluminescent compound" in this disclosure is a compound that can be used in an organic electroluminescent device and can be included in any layer constituting the organic electroluminescent device as needed.

[0038] The term "multiple host materials" in this disclosure refers to a host material comprising a combination of three or more compounds, which may be included in any light-emitting layer constituting an organic electroluminescent device. It can mean both materials included before (e.g., before vapor deposition) and materials included after (e.g., after vapor deposition) the organic electroluminescent device. For example, the multiple host materials of this disclosure are combinations of at least three host materials, and may optionally further include conventional materials included in the organic electroluminescent material. The at least three compounds included in the multiple host materials of this disclosure may be included together in a single light-emitting layer, or may be included separately in different light-emitting layers. For example, the at least three host materials may be mixed and evaporated or co-evaporated, or may be evaporated individually.

[0039] In this article, the term "(C1-C" is used. 30 "(C3-C4)alkyl" refers to a straight-chain or branched alkyl group having 1 to 30 carbon atoms constituting the chain, wherein the number of carbon atoms is preferably 1 to 20, and more preferably 1 to 10. The aforementioned alkyl group may include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, etc. The term "(C3-C4)alkyl" is also used. 30 "Cycloalkyl" refers to a monocyclic or polycyclic hydrocarbon having 3 to 30 carbon atoms in its cyclic skeleton, wherein the number of carbon atoms is preferably 3 to 20, and more preferably 3 to 7. The aforementioned cycloalkyl group may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, cyclohexylmethyl, etc. The term "(3- to 7-membered) heterocyclic alkyl" in this disclosure refers to a saturated or partially unsaturated monocyclic or polycyclic cyclic hydrocarbon substituent having 3 to 7, preferably 5 to 7, cyclic skeleton atoms and containing at least one heteroatom selected from the group consisting of B, N, O, S, Si, P, and Se. The aforementioned heterocyclic alkyl group may include tetrahydrofuran, pyrrolidine, tetrahydrothiophene, tetrahydropyran, etc.

[0040] In this disclosure, "(C6-C" 30 ) aryl" or "(C6-C 30"Arylene" refers to a monocyclic or fused-ring group derived from an aromatic hydrocarbon having 6 to 30 carbon atoms in its ring skeleton, and may be partially saturated. The number of carbon atoms in the ring skeleton is preferably 6 to 20, more preferably 6 to 15. The aryl group may contain a spirostructure. The aryl group may include phenyl, biphenyl, terphenyl, tetraphenyl, naphthyl, binatyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, dimethylfluorenyl, diphenylfluorenyl, benzo[a]fluorenyl, diphenylbenzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrene, benzo[a]phenanthrene, phenylphenanthrene, anthracene, benzo[a]anthrene, indene, triphenylene, pyrene, tetraphenyl, perylene, etc. Benzyl, benzo[ It includes methyl, naphthyl, fluoranthyl, benzofluoranthyl, tolyl, xylyl, mesitylene, cumene, spiro[fluorene-fluorene]yl, spiro[fluorene-benzofluorene]yl, azulene, tetramethyl-dihydrophenanthrene, etc. Specifically, the aryl group may include o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesitylene, o-cumenyl, m-cumenyl, p-cumenyl, p-tert-butylphenyl, p-(2-phenylpropyl)phenyl, 4′-methylbiphenyl, 4″-tert-butyl-p-terphenyl-4-yl, o-biphenyl, m-biphenyl, p-biphenyl, o-terphenyl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, p-terphenyl-4-yl, p-terphenyl- 3-yl, p-triphenyl-2-yl, m-tetraphenyl, 1-naphthyl, 2-naphthyl, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, 9,9-dimethyl-1-fluorenyl, 9,9-dimethyl-2-fluorenyl, 9,9-dimethyl-3-fluorenyl, 9,9-dimethyl-4-fluorenyl, 9,9-diphenyl-1-fluorenyl, 9,9-diphenyl-2-fluorenyl, 9,9-diphenyl-3-fluorenyl, 9,9-diphenyl-4-fluorenyl, 1-anthrayl, 2-anthrayl, 9-anthrayl, 1-phenanthyl, 2-phenanthyl, 3-phenanthyl, 4-phenanthyl, 9-phenanthyl, 1- basal, 2- basal, 3- basal, 4- Base, 5- Base, 6- Benzyl, benzo[c]phenanthrene, benzo[g] 1-Triphenylene, 2-Triphenylene, 3-Triphenylene, 4-Triphenylene, 3-Fluoranthryl, 4-Fluoranthryl, 8-Fluoranthryl, 9-Fluoranthryl, benzo[a]fluorenyl, 11,11-Dimethyl-1-benzo[a]fluorenyl, 11,11-Dimethyl-2-benzo[a]fluorenyl, 11,11-Dimethyl-3-benzo[a]fluorenyl, 11, 11-Dimethyl-4-benzo[a]fluorenyl, 11,11-dimethyl-5-benzo[a]fluorenyl, 11,11-dimethyl-6-benzo[a]fluorenyl, 11,11-dimethyl-7-benzo[a]fluorenyl, 11,11-dimethyl-8-benzo[a]fluorenyl, 11,11-dimethyl-9-benzo[a]fluorenyl, 11,11- Dimethyl-10-benzo[a]fluorenyl, 11,11-dimethyl-1-benzo[b]fluorenyl, 11,11-dimethyl-2-benzo[b]fluorenyl, 11,11-dimethyl-3-benzo[b]fluorenyl, 11,11-dimethyl-4-benzo[b]fluorenyl, 11,11-dimethyl-5-benzo[b]fluorenyl, 11,11-dimethyl 11,11-Dimethyl-7-benzo[b]fluorenyl, 11,11-Dimethyl-8-benzo[b]fluorenyl, 11,11-Dimethyl-9-benzo[b]fluorenyl, 11,11-Dimethyl-10-benzo[b]fluorenyl, 11,11-Dimethyl-1-benzo[c]fluorenyl, 11,11-Dimethyl-2 -Benzo[c]fluorenyl, 11,11-dimethyl-3-benzo[c]fluorenyl, 11,11-dimethyl-4-benzo[c]fluorenyl, 11,11-dimethyl-5-benzo[c]fluorenyl, 11,11-dimethyl-6-benzo[c]fluorenyl, 11,11-dimethyl-7-benzo[c]fluorenyl, 11,11-dimethyl-8-benzo[c]fluorenyl [c]fluorenyl, 11,11-dimethyl-9-benzo[c]fluorenyl, 11,11-dimethyl-10-benzo[c]fluorenyl, 11,11-diphenyl-1-benzo[a]fluorenyl, 11,11-diphenyl-2-benzo[a]fluorenyl, 11,11-diphenyl-3-benzo[a]fluorenyl, 11,11-diphenyl-4-benzo[a] Fluorenyl, 11,11-diphenyl-5-benzo[a]fluorenyl, 11,11-diphenyl-6-benzo[a]fluorenyl, 11,11-diphenyl-7-benzo[a]fluorenyl, 11,11-diphenyl-8-benzo[a]fluorenyl, 11,11-diphenyl-9-benzo[a]fluorenyl, 11,11-diphenyl-10-benzo[a]fluorenyl 11,11-diphenyl-1-benzo[b]fluorenyl, 11,11-diphenyl-2-benzo[b]fluorenyl, 11,11-diphenyl-3-benzo[b]fluorenyl, 11,11-diphenyl-4-benzo[b]fluorenyl, 11,11-diphenyl-5-benzo[b]fluorenyl, 11,11-diphenyl-6-benzo[b]fluorenyl, 11,11-Diphenyl-7-benzo[b]fluorenyl, 11,11-diphenyl-8-benzo[b]fluorenyl, 11,11-diphenyl-9-benzo[b]fluorenyl, 11,11-diphenyl-10-benzo[b]fluorenyl, 11,11-diphenyl-1-benzo[c]fluorenyl, 11,11-diphenyl-2-benzo[c]fluorenyl, 11,11-diphenyl-3-benzo[c]fluorenyl, 11,11-diphenyl-4-benzo[c]fluorenyl, 11,11-diphenyl-5-benzo[c]fluorenyl, 11,11-diphenyl-6-benzo[c]fluorenyl Fluorenyl, 11,11-diphenyl-7-benzo[c]fluorenyl, 11,11-diphenyl-8-benzo[c]fluorenyl, 11,11-diphenyl-9-benzo[c]fluorenyl, 11,11-diphenyl-10-benzo[c]fluorenyl, 9,9,10,10-tetramethyl-9,10-dihydro-1-phenanthyl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenanthyl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenanthyl, 9,9,10,10-tetramethyl-9,10-dihydro-4-phenanthyl, etc.

[0041] In this disclosure, "(3- to 30-membered) heteroaryl" or "(3- to 30-membered) heteroaryl derivative" refers to an aryl or heteroaryl group having 3 to 30 ring skeleton atoms and containing at least one heteroatom selected from the group consisting of B, N, O, S, Si, P, and Se. In this document, the number of ring skeleton atoms is preferably 3 to 30, and more preferably 5 to 20. The number of heteroatoms is preferably 1 to 4. The aforementioned heteroaryl or heteroaryl derivative can be a monocyclic ring or a fused ring condensed with at least one benzene ring, and can be partially saturated. Furthermore, the aforementioned heteroaryl or heteroaryl derivative can be a heteroaryl or heteroaryl derivative formed by linking at least one heteroaryl or aryl group to a heteroaryl group via one or more single bonds, and can contain a spirostructure. The aforementioned heteroaryl groups can include monocyclic heteroaryl groups, such as furanyl, thiopheneyl, pyrroleyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetraazinyl, triazolyl, tetraazolyl, furazonyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, etc., as well as fused-ring heteroaryl groups, such as benzofuranyl, benzothiopheneyl, isobenzofuranyl, dibenzofuranyl, di... Benzothiophene, benzofuranoquinolino, benzofuranoquinazolino, benzofuranonaphthidyl, benzofuranopyrimidyl, naphthofuranopyrimidyl, benzothiophenequinolino, benzothiophenequinazolino, benzothiophenenaphthidyl, benzothiophenepyrimidyl, naphthophenepyrimidyl, pyrimidindolyl, benzopyrimidindolyl, benzofuranopyrazinyl, naphthofuranopyrazinyl, benzothiophenepyrazinyl Naphthothiophene-pyrazinyl, pyrazinodolyl, benzopyrazinodolyl, benzimidazolyl, benzothiazolyl, benzoisothiazolyl, benzoisooxazolyl, benzooxazolyl, imidazopyridyl, isoindodolyl, indodolyl, benzoindodolyl, indazoleyl, benzothiadiazolyl, quinolinyl, isoquinolinyl, cenolinyl, quinazolinyl, quinoxalolinyl, carbazoleyl, azacarbazoleyl, benzocarbazoleyl, dibenzocarbazoleyl, benzoxazolyl Azinyl, phenanthrynyl, benzodioxanepentenyl, indolizidinyl, acridineyl, silafluorenyl, germanfluorenyl, benzotriazolyl, phenazinyl, imidazopyridyl, chromenoquinazolinyl, thiochromenoquinazolinyl, dimethylbenzopyrimidinyl, indolocarbazoyl, indenecarbazoyl, etc. More specifically, heteroaryl groups can include 1-pyrroliyl, 2-pyrroliyl, 3-pyrroliyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 1,2,3-triazin-4-yl, 1,2,4-triazin-3-yl, 1,3,5-Triazine-2-yl, 1-Imidazolyl, 2-Imidazolyl, 1-Pyrazolyl, 1-Indololinyl, 2-Indololinyl, 3-Indololinyl, 5-Indololinyl, 6-Indololinyl, 7-Indololinyl, 8-Indololinyl, 2-Imidazolopyridyl, 3-Imidazolopyridyl, 5-Imidazolopyridyl, 6-Imidazolopyridyl, 7-Imidazolopyridyl, 8- Imidazolylpyridyl, 1-indolyl, 2-indolyl, 3-indolyl, 4-indolyl, 5-indolyl, 6-indolyl, 7-indolyl, 1-isoindolyl, 2-isoindolyl, 3-isoindolyl, 4-isoindolyl, 5-isoindolyl, 6-isoindolyl, 7-isoindolyl, 2-furanyl, 3-furanyl, 2-benzofuranyl, 3-benzofuran 4-benzofuranyl, 5-benzofuranyl, 6-benzofuranyl, 7-benzofuranyl, 1-isobenzofuranyl, 3-isobenzofuranyl, 4-isobenzofuranyl, 5-isobenzofuranyl, 6-isobenzofuranyl, 7-isobenzofuranyl, 2-quinolinyl, 3-quinolinyl, 4-quinolinyl, 5-quinolinyl, 6-quinolinyl, 7-quinolinyl 8-quinolinyl, 1-isoquinolinyl, 3-isoquinolinyl, 4-isoquinolinyl, 5-isoquinolinyl, 6-isoquinolinyl, 7-isoquinolinyl, 8-isoquinolinyl, 2-quinoxalinyl, 5-quinoxalinyl, 6-quinoxalinyl, 1-carbazoleyl, 2-carbazoleyl, 3-carbazoleyl, 4-carbazoleyl, 9-carbazoleyl, azacarbazole-1-yl, azacarbazole-2-yl , azacarbazolyl-3-yl, azacarbazolyl-4-yl, azacarbazolyl-5-yl, azacarbazolyl-6-yl, azacarbazolyl-7-yl, azacarbazolyl-8-yl, azacarbazolyl-9-yl, 1-phenanthridyl, 2-phenanthridyl, 3-phenanthridyl, 4-phenanthridyl, 6-phenanthridyl, 7-phenanthridyl, 8-phenanthridyl, 9-phenanthridyl, 10-phenanthridyl Acridinium, 1-acridinium, 2-acridinium, 3-acridinium, 4-acridinium, 9-acridinium, 2-oxazolium, 4-oxazolium, 5-oxazolium, 2-oxadiazolium, 5-oxadiazolium, 3-furazanyl, 2-thienyl, 3-thienyl, 2-methylpyrrolo-1-yl, 2-methylpyrrolo-3-yl, 2-methylpyrrolo-4-yl, 2-methylpyrrolo-5 -yl, 3-methylpyrrolo-1-yl, 3-methylpyrrolo-2-yl, 3-methylpyrrolo-4-yl, 3-methylpyrrolo-5-yl, 2-tert-butylpyrrolo-4-yl, 3-(2-phenylpropyl)pyrrolo-1-yl, 2-methyl-1-indolyl, 4-methyl-1-indolyl, 2-methyl-3-indolyl, 4-methyl-3-indolyl, 2-tert-butyl-1-indolyl, 4-tert-butyl-1-indolyl, 2-tert-butyl-3-indolyl, 4-tert-butyl-3-indolyl, 1-dibenzofuranyl, 2-dibenzofuranyl, 3-dibenzofuranyl, 4-dibenzofuranyl, 1-dibenzothiophenyl, 2-dibenzothiophenyl, 3-dibenzothiophenyl, 4-dibenzothiophenyl, 1-naphtho-[1,2-[b]-benzofuranyl, 2-naphtho-[1,2-b]-benzofuranyl, 3-naphtho-[1,2-b]-benzofuranyl, 4-naphtho-[1,2-b]-benzofuranyl, 5-naphtho-[1,2-b]-benzofuranyl, 6-naphtho-[1,2-b]-benzofuranyl, 7-naphtho-[1,2-b]-benzofuranyl 8-Naphtho-[1,2-b]-benzofuranyl, 9-Naphtho-[1,2-b]-benzofuranyl, 10-Naphtho-[1,2-b]-benzofuranyl, 1-Naphtho-[2,3-b]-benzofuranyl, 2-Naphtho-[2,3-b]-benzofuranyl, 3-Naphtho-[2,3-b]-benzofuranyl, 4-Naphtho-[2, [3-b]-benzofuranyl, 5-naphtho-[2,3-b]-benzofuranyl, 6-naphtho-[2,3-b]-benzofuranyl, 7-naphtho-[2,3-b]-benzofuranyl, 8-naphtho-[2,3-b]-benzofuranyl, 9-naphtho-[2,3-b]-benzofuranyl, 10-naphtho-[2,3-b]-benzofuran 1-Naphtho-[2,1-b]-benzofuranyl, 2-Naphtho-[2,1-b]-benzofuranyl, 3-Naphtho-[2,1-b]-benzofuranyl, 4-Naphtho-[2,1-b]-benzofuranyl, 5-Naphtho-[2,1-b]-benzofuranyl, 6-Naphtho-[2,1-b]-benzofuranyl, 7-Naphtho-[2, 1-b]-benzofuranyl, 8-naphtho-[2,1-b]-benzofuranyl, 9-naphtho-[2,1-b]-benzofuranyl, 10-naphtho-[2,1-b]-benzofuranyl, 1-naphtho-[1,2-b]-benzothiophenyl, 2-naphtho-[1,2-b]-benzothiophenyl, 3-naphtho-[1,2-b]-benzothiophene 4-Naphtho-[1,2-b]-benzothiophene, 5-Naphtho-[1,2-b]-benzothiophene, 6-Naphtho-[1,2-b]-benzothiophene, 7-Naphtho-[1,2-b]-benzothiophene, 8-Naphtho-[1,2-b]-benzothiophene, 9-Naphtho-[1,2-b]-benzothiophene, 10-Naphtho-[1 [2,3-b]-benzothiophene, 1-naphtho-[2,3-b]-benzothiophene, 2-naphtho-[2,3-b]-benzothiophene, 3-naphtho-[2,3-b]-benzothiophene, 4-naphtho-[2,3-b]-benzothiophene, 5-naphtho-[2,3-b]-benzothiophene, 1-naphtho-[2,1-b]-benzothiophene 2-Naphtho-[2,1-b]-benzothiophene, 3-Naphtho-[2,1-b]-benzothiophene, 4-Naphtho-[2,1-b]-benzothiophene, 5-Naphtho-[2,1-b]-benzothiophene, 6-Naphtho-[2,1-b]-benzothiophene, 7-Naphtho-[2,1-b]-benzothiophene, 8-Naphtho-[2,1-b]-benzothiophene1-b]-benzothiophene, 9-naphtho-[2,1-b]-benzothiophene, 10-naphtho-[2,1-b]-benzothiophene, 2-benzofurano[3,2-d]pyrimidinyl, 6-benzofurano[3,2-d]pyrimidinyl, 7-benzofurano[3,2-d]pyrimidinyl, 8-benzofurano[3,2-d]pyrimidinyl, 9-benzofurano[3,2-d]pyrimidinyl, 2-benzothio[3,2-d]pyrimidinyl, 6-benzothio[3,2-d]pyrimidinyl, 7-benzothio[3,2-d]pyrimidinyl, 8-benzothio[3,2-d]pyrimidinyl, 9-benzothio[3,2-d]pyrimidinyl, 2-benzofurano[3,2-d]pyrazinyl 6-Benzofurano[3,2-d]pyrazinyl, 7-Benzofurano[3,2-d]pyrazinyl, 8-Benzofurano[3,2-d]pyrazinyl, 9-Benzofurano[3,2-d]pyrazinyl, 2-Benzothio[3,2-d]pyrazinyl, 6-Benzothio[3,2-d]pyrazinyl, 7-Benzothio[3,2-d]pyrazinyl Phthalinyl, 8-benzothio[3,2-d]pyrazinyl, 9-benzothio[3,2-d]pyrazinyl, 1-silylfluorenyl, 2-silylfluorenyl, 3-silylfluorenyl, 4-silylfluorenyl, 1-germaniumfluorenyl, 2-germaniumfluorenyl, 3-germaniumfluorenyl, 4-germaniumfluorenyl, 1-dibenzoselenenyl, 2-dibenzoselenenyl, 3-dibenzoselenenyl, 4-dibenzoselenenyl, etc. Furthermore, "(hybrid)aryl" can be classified into (hybrid)aryl groups with electronic properties and (hybrid)aryl groups with hole properties. (Immune)heteroaryl groups with electronic properties are substituents that are relatively electron-rich in the parent nucleus, such as substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted triazine, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, etc. (Immune)heteroaryl groups with hole properties are substituents that are relatively electron-deficient in the parent nucleus, such as substituted or unsubstituted carbazole, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, etc.

[0042] In this article, "one or more (C3-C 30 Aliphatic rings and one or more (C6-C) 30 "Fused ring group of aromatic ring" refers to a functional group of a ring in which at least one aliphatic ring having 3 to 30, preferably 3 to 25, and more preferably 3 to 18 ring skeleton carbon atoms is fused with at least one aromatic ring having 6 to 30, preferably 6 to 25, and more preferably 6 to 18 ring skeleton carbon atoms. Specific examples of fused ring groups include fused ring groups of one or more benzenes and one or more cyclohexanes, or fused ring groups of one or more naphthalenes and one or more cyclopentanes, etc. In this document, one or more (C3-C 30Aliphatic rings and one or more (C6-C) 30 The carbon atom of the fused ring group in an aromatic ring can be replaced by one or more heteroatoms selected from B, N, O, S, Si, P, and Se. In this document, "halogen" includes F, Cl, Br, and I.

[0043] Furthermore, "o-", "m-", and "p-" are prefixes, each indicating the relative positions of the substituents. The prefix "o-" indicates that the two substituents are adjacent to each other, and this is called the "o-" configuration, for example, when the two substituents in a benzene derivative occupy positions 1 and 2. The prefix "m-" indicates that the two substituents are at positions 1 and 3, and this is called the "m-" configuration, for example, when the two substituents in a benzene derivative occupy positions 1 and 3. The prefix "p-" indicates that the two substituents are at positions 1 and 4, and this is called the "p-" configuration, for example, when the two substituents in a benzene derivative occupy positions 1 and 4.

[0044] In this document, "a ring formed by connection with one or more adjacent substituents" means at least two adjacent substituents connected or fused together to form a substituted or unsubstituted monocyclic or polycyclic (3-membered to 30-membered) alicyclic or aromatic ring, or a combination thereof. Preferably, the ring may be a substituted or unsubstituted monocyclic or polycyclic (5-membered to 25-membered) alicyclic or aromatic ring, or a combination thereof. Furthermore, the ring may contain at least one heteroatom selected from B, N, O, S, Si, P, and Se. According to one embodiment of this disclosure, the number of carbon atoms in the ring skeleton is 5 to 20, and according to another embodiment of this disclosure, the number of carbon atoms in the ring skeleton is 5 to 15. For example, fused rings can take the following forms: substituted or unsubstituted dibenzothiophene rings, substituted or unsubstituted dibenzofuran rings, substituted or unsubstituted naphthyl rings, substituted or unsubstituted phenanthrene rings, substituted or unsubstituted fluorene rings, substituted or unsubstituted benzofluorene rings, substituted or unsubstituted benzothiophene rings, substituted or unsubstituted benzofuran rings, substituted or unsubstituted indole rings, substituted or unsubstituted indene rings, substituted or unsubstituted benzene rings, or substituted or unsubstituted carbazole rings, etc.

[0045] In this document, "substituted" in the phrase "substituted or unsubstituted" means that a hydrogen atom in a functional group is replaced by another atom or another functional group (i.e., a substituent), and this also includes substitution by a group to which two or more substituents are attached. Unless otherwise specified, a substituent may replace a hydrogen atom at the position where the substituent can be substituted, without limitation, and when two or more hydrogen atoms in a functional group are each substituted by a substituent, each substituent may be the same as or different from each other. The maximum number of substituted substituents in a functional group can be the total number of substituted valences of each atom forming that functional group. In the formulas disclosed herein, the substituted alkyl, substituted aryl, substituted arylene, substituted heteroaryl, substituted heteroarylene, substituted cycloalkyl, substituted cycloalkenyl, substituted heterocycloalkyl, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, substituted mono- or dialkylamino, substituted mono- or dienylamino, substituted alkylenylamino, substituted mono- or diarylamino, and substituted alkylarylamino can each independently be substituted with at least one of the following groups: deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; unsubstituted or deuterium-substituted (C1-C2) groups. 30 alkyl; halogenated (C1-C2) 30 )alkyl; (C2-C 30 )alkenyl; (C2-C 30 ) alkynyl group; (C1-C 30 )alkoxy; (C1-C 30 )alkylthio; (C3-C 30 )cycloalkyl; (C3-C 30 )cycloalkenyl; (3- to 7-membered) heterocycloalkyl; (C6-C 30 )Aryloxy group; (C6-C 30 ) arylthio; unsubstituted or (C1-C) 30 )alkyl and (C6-C 30 At least one substituted (3 to 30) heteroaryl group in the aryl group; unsubstituted or substituted with deuterium, cyano, halogen, (C1-C) 30 )alkyl, (C3-C 30 )cycloalkyl, tri(C1-C 30 )alkylsilyl, tri(C6-C 30 )arylsilyl, (C6-C 30 At least one of aryl and (3 to 30) heteroaryl substituted (C6-C) 30 )Aromatic; Tri(C1-C 30 )alkylsilyl; tri(C6-C 30 )arylsilyl; di(C1-C30 )alkyl (C6-C 30 )arylsilyl; (C1-C 30 )alkyl di(C6-C 30 )arylsilyl; one or more (C3-C 30 Aliphatic rings and one or more (C6-C) 30 Fused ring groups of aromatic rings; amino groups; mono- or di(C1-C2) groups; 30 )alkylamino; mono- or di(C2-C 30 )alkenylamino; (C1-C 30 )alkyl (C2-C 30 alkenylamino; mono- or di(C6-C) 30 )Arylamino; (C1-C 30 )alkyl (C6-C 30 ) arylamino; mono- or di(3- to 30-membered) heteroarylamino; (C1-C 30 )alkyl (3- to 30-membered) heteroarylamino; (C2-C 30 )alkenyl (C6-C 30 )Arylamino; (C2-C 30 )alkenyl (3- to 30-membered) heteroarylamino; (C6-C 30 )aryl (3- to 30-membered) heteroarylamino; (C1-C 30 )alkyl carbonyl; (C1-C 30 )alkoxycarbonyl; (C6-C 30 )Arylcarbonyl; (C6-C 30 )aryloxyphosphine; di(C6-C 30 )arylboroncarbonyl; di(C1-C 30 )alkylboron carbonyl; (C1-C 30 )alkyl (C6-C 30 )arylboroncarbonyl; (C6-C 30 )Aryl(C1-C 30 )alkyl; and (C1-C 30 )alkyl (C6-C 30 ) aryl. According to one embodiment of this disclosure, the substituent may be deuterium; cyano; unsubstituted or deuterated (C1-C1) group. 20 )alkyl; unsubstituted or deuterated or (C6-C 25 )Aryl-substituted (3 to 25) heteroaryl groups; unsubstituted or deuterated or cyano-substituted (C6-C 25 )Aromatic; and tri(C6-C 25 )arylsilyl. According to another embodiment of this disclosure, the substituent may be deuterium; cyano; unsubstituted or deuterated (C1-C2) 10)alkyl; unsubstituted or deuterated or (C6-C 18 )Aryl-substituted (6 to 20) heteroaryl groups; unsubstituted or deuterated or cyano-substituted (C6-C 18 )Aromatic; and tri(C6-C 18 )Arylsilyl. For example, the substituents can be deuterium, cyano, methyl, tert-butyl, unsubstituted or cyano-substituted phenyl, naphthyl, naphthylphenyl, phenylnaphthyl, biphenyl, phenanthryl, pyridyl, carbazolyl, 9-phenylcarbazolyl, dibenzothiophene, triphenylsilyl, etc., which can be further substituted with deuterium.

[0046] In this disclosure, if no substituent is indicated in the chemical formula or compound structure, it may mean that all possible positions of the substituent are hydrogen or deuterium. That is, in the case of deuterium, it is an isotope of hydrogen, and some hydrogen atoms may be the isotope deuterium, and in this case, the deuterium content may be 0% to 100%. In this disclosure, if no substituent is indicated in the chemical formula or compound structure, and if no substituent is explicitly excluded, such as 0% deuterium, 100% hydrogen, and all substituents are hydrogen, hydrogen and deuterium can be mixed in the compound. Deuterium is one of the isotopes of hydrogen and is an element having a deuterium nucleus as its nucleus, which consists of one proton and one neutron. It can be represented as hydrogen-2, and its element symbol can also be written as D or 2 H. Isotopes are atoms that have the same atomic number (Z) but different mass numbers (A), and can also be interpreted as elements that have the same number of protons but different numbers of neutrons.

[0047] In this disclosure, "combinations thereof" means combinations of one or more elements from the respective lists to form a known or chemically stable arrangement that can be conceived by a person skilled in the art from the respective lists. For example, alkyl and deuterium can combine to form partially or fully deuterated alkyl groups; halogen and alkyl groups can combine to form haloalkyl substituents; and halogen, alkyl, and aryl groups can combine to form haloarylalkyl groups. For example, preferred combinations of substituents may contain up to 50 atoms that are not hydrogen or deuterium, or up to 40 atoms that are not hydrogen or deuterium, or up to 30 atoms that are not hydrogen or deuterium, or in many cases, preferred combinations of substituents may contain up to 20 atoms that are not hydrogen or deuterium.

[0048] In the formulas of this disclosure, when there are multiple substituents represented by the same symbol, each substituent represented by the same symbol may be the same as or different from each other.

[0049] The compounds represented by Formula 1 are described in more detail below.

[0050] In Equation 1, X1 represents -N=, -NR7-, -O-, or -S-; Y1 represents -N=, -NR8-, -O-, or -S-, provided that if X1 is -N=, then Y1 is -NR8-, -O-, or -S-, and if X1 is -NR7-, then Y1 is -N=, -O-, or -S-. According to one embodiment of this disclosure, either X1 or Y1 is -N=, and the other is -NR7-, -NR8-, -O-, or -S-.

[0051] In Equation 1, X represents N or CH.

[0052] In Equation 1, R1 represents substituted or unsubstituted (C6-C) 30 )Aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl. According to one embodiment of this disclosure, R1 represents substituted or unsubstituted (C6-C 30 )aryl, or substituted or unsubstituted (5- to 25-membered) heteroaryl. According to another embodiment of this disclosure, R1 represents unsubstituted or substituted (C1-C 30 )alkyl or (C6-C 30 )Aryl-substituted (C6-C 29 ) aryl, or unsubstituted or (C6-C) 30 Aryl-substituted (5- to 25-membered) heteroaryl groups. For example, R1 can be phenyl, naphthyl, naphthylphenyl, biphenyl, dimethylfluorenyl, dimethylbenzofluorenyl, spiro[fluoren-fluorenyl]yl, spiro[fluoren-benzofluorenyl]yl, 9-phenylcarbazolyl, 9-phenylbenzocarbazolyl, dibenzofuranyl, dibenzothiophene, etc.

[0053] In Formula 1, R2 to R8 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C2) radicals. 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C1) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 ) arylsilyl, substituted or unsubstituted mono- or di(C1-C2) 30 )alkylamino, substituted or unsubstituted mono- or di(C6-C) 30) arylamino, or substituted or unsubstituted (C1-C 30 )alkyl (C6-C 30 ) arylamino; or may be linked with one or more adjacent substituents to form one or more rings. According to one embodiment of the present disclosure, R2 to R4 each independently represent hydrogen or deuterium; or may be linked with one or more adjacent substituents to form substituted or unsubstituted monocyclic or polycyclic (3-membered to 30-membered) alicyclic or aromatic rings, or combinations thereof. For example, R2 to R4 may be hydrogen. According to one embodiment of the present disclosure, R5 and R6 each independently represent substituted or unsubstituted (C6-C6) arylamino; or may be linked with one or more adjacent substituents to form substituted or unsubstituted monocyclic or polycyclic (3-membered to 30-membered) alicyclic or aromatic rings, or combinations thereof. 25 )aryl, or substituted or unsubstituted (5- to 25-membered) heteroaryl. According to another embodiment of this disclosure, R5 and R6 each independently represent unsubstituted or substituted (C1-C 30 )alkyl-substituted (C6-C 18 ) aryl, or unsubstituted or (C6-C) 30 Aryl-substituted (6- to 18-membered) heteroaryl groups. For example, R5 and R6 can each independently represent unsubstituted or naphthyl-substituted phenyl, naphthyl, unsubstituted or phenyl-substituted biphenyl, terphenyl, dimethylfluorenyl, dimethylbenzofluorenyl, dibenzothiopheneyl, dibenzofuranyl, 9-phenylcarbazolyl, 9-phenylbenzocarbazolyl, benzonaphthothiopheneyl, etc. According to one embodiment of this disclosure, R7 and R8 each independently represent substituted or unsubstituted (C6-C6) heteroaryl groups. 25 Aryl, or substituted or unsubstituted (5- to 25-membered) heteroaryl. According to another embodiment of this disclosure, R7 and R8 each independently represent unsubstituted (C6-C6) heteroaryl compounds. 18 Aryl group. For example, R7 and R8 can each independently be phenyl, biphenyl, etc.

[0054] In Equation 1, L1 to L3 independently represent single bonds, substituted bonds, or unsubstituted bonds (C6-C). 30 ) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of this disclosure, L1 and L3 each independently represent a single bond, or substituted or unsubstituted (C6-C) 25 (C6-C) aryl. According to another embodiment of this disclosure, L1 to L3 each independently represent a single bond, or an unsubstituted (C6-C) bond. 18 ) arylene. For example, L1 to L3 can each independently be a single bond, a phenylene, or a biphenylene, etc.

[0055] In Equation 1, a represents an integer of 1, b and c each independently represent an integer of 1 or 2, and d represents an integer from 1 to 4.

[0056] Equation 1 is represented by any one of the following equations 1-1 to 1-6.

[0057]

[0058] In equations 1-1 to 1-6, b' and c' each independently represent an integer of 1, d' represents an integer from 1 to 3, and X1, Y1, R1 to R6, L1 to L3, and a to d are as defined in equation 1 above.

[0059] The compound represented by Formula 2 is described in more detail below.

[0060] In Equation 2, X represents O or S.

[0061] In Equation 2, L4 to L6 independently represent single bonds, substituted bonds, or unsubstituted bonds (C6-C). 30 ) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of this disclosure, L4 to L6 each independently represent a single bond, substituted or unsubstituted (C6-C 25 ) arylene, or substituted or unsubstituted (3- to 25-membered) heteroarylene. According to another embodiment of this disclosure, L4 to L6 each independently represent a single bond, substituted or unsubstituted (C6-C 18 )Arylidene, or substituted or unsubstituted (3- to 20-membered) heteroarylene. For example, L4 to L6 can each independently be a single bond, phenylene, naphthylene, biphenylene, phenanthrene, terphenylene, phenanthrene-oxazolyl, carbazolyl, dibenzofuranyl, etc., which can be substituted with at least one deuterium.

[0062] In Equation 2, P1 and P2 independently represent hydrogen, deuterium, cyano, substituted or unsubstituted (C1-C2) groups. 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) heteroaryl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C1) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 ) arylsilyl, or substituted or unsubstituted tri(C6-C) 30 )arylsilyl; or may be linked with one or more adjacent substituents to form one or more rings. According to one embodiment of this disclosure, P1 and P2 each independently represent hydrogen, deuterium, substituted or unsubstituted (C6-C) 25)aryl, or substituted or unsubstituted (5-membered to 25-membered) heteroaryl; or adjacent P1 may be connected to each other to form one or more rings, or adjacent P2 may be connected to each other to form one or more rings. According to another embodiment of this disclosure, P1 and P2 each independently represent hydrogen, deuterium, or unsubstituted or deuterated or (C6-C) 30 )Aryl-substituted (C6-C 18 aryl; or adjacent P1 may connect with each other to form one or more rings, or adjacent P2 may connect with each other to form one or more rings. According to one embodiment of this disclosure, the ring may be a substituted or unsubstituted monocyclic or polycyclic (3-membered to 30-membered) alicyclic or aromatic ring, or a combination thereof. According to another embodiment of this disclosure, the ring may be unsubstituted or deuterated (C6-C6) aryl. 10 Aromatic rings. For example, P1 and P2 can each independently be hydrogen, deuterium, phenyl, naphthyl, naphthylphenyl, phenylnaphthyl, biphenyl, phenanthrene, etc.; or adjacent P1s can be connected to each other to form a benzene or naphthalene ring, or adjacent P2s can be connected to each other to form a benzene or naphthalene ring, which can be substituted with at least one deuterium.

[0063] In Equation 2, P3 and P4 independently represent substituted or unsubstituted (C1-C1) groups. 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C3-C 30 Cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocyclic alkyl, substituted or unsubstituted (C6-C) 30 )aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl. According to one embodiment of this disclosure, P3 and P4 each independently represent substituted or unsubstituted (C6-C 25 )aryl, or substituted or unsubstituted (5- to 30-membered) heteroaryl. According to another embodiment of this disclosure, P3 and P4 each independently represent substituted or unsubstituted (C6-C 24 )Aryl, or substituted or unsubstituted (5-membered to 30-membered) heteroaryl. For example, P3 and P4 can each independently be an unsubstituted phenyl or a phenyl substituted with methyl, -CD3, cyano, naphthyl, or dibenzofuranyl; an unsubstituted or substituted phenyl substituted with naphthyl or deuterium, biphenyl, or naphthyl; an unsubstituted or naphthyl-substituted biphenyl; an unsubstituted or phenyl-substituted phenanthryl; terphenyl; triphenylene; fluoranthyl; Benzyl; benzo[a]phenanthrene; tetraphenyl; dibenzo[g,p] Dibenzofuranyl group; unsubstituted or phenyl-substituted dibenzothiophene group; phenyl-substituted dibenzothiophene group; phenyl-substituted phenanthoxazolyl group; carbazoyl group substituted with phenyl, etc., which may be substituted with at least one deuterium.

[0064] In Equation 2, e represents an integer from 1 to 4, f represents an integer from 1 to 3, and if e and f are integers of 2 or greater, then each P1 and each P2 can be the same as or different from each other.

[0065] Equation 2 can be represented by any one of the following equations 2-1 to 2-4.

[0066]

[0067] In equations 2-1 to 2-4, X, P1 to P4, L4 to L6, e, and f are as defined in equation 2 above.

[0068] The third body material of this disclosure may differ from the first and second body materials of this disclosure. According to one embodiment of this disclosure, the third body material comprises a compound represented by formula 3-1 or formula 3-2.

[0069]

[0070] In equations 3 to 1, X 11 Indicates -N=, -NR 15 -、-O- or -S-;Y 11 Indicates -N=, -NR 18 -, -O-, or -S-, provided that X 11 If -N = , then Y 11 Yes -NR 18 -, -O-, or -S-, and if X 11 Yes -NR 15 -, then Y 11 It is -N=, -O-, or -S-. According to one embodiment of this disclosure, X 11 and Y 11 Either of them is -N=, and X 11 and Y 11 The other one is -NR 15 -、-NR 18 -, -O-, or -S-. According to another embodiment of this disclosure, X 11 and Y 11 Either of them is -N=, and X 11 and Y 11 The other one is -O- or -S-.

[0071] In Equation 3-1, R11 Indicates whether it is substituted or not substituted (C6-C) 30 )Aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl groups. According to one embodiment of this disclosure, R 11 Indicates whether it is substituted or not substituted (C6-C) 25 aryl, or substituted or unsubstituted (5- to 25-membered) heteroaryl. According to another embodiment of this disclosure, R... 11 Indicates unsubstituted or deuterated (C6-C) 18 )Aryl, or unsubstituted or deuterated (5- to 20-membered) heteroaryl. For example, R 11 It can be phenyl, naphthyl, biphenyl, pyridyl, etc., and it can be substituted with at least one deuterium.

[0072] In Equation 3-1, R 12 To R 18 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C1) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 ) arylsilyl, substituted or unsubstituted mono- or di(C1-C2) 30 )alkylamino, substituted or unsubstituted mono- or di(C6-C) 30 ) arylamino, substituted or unsubstituted mono- or di(3- to 30-membered) heteroarylamino, (C1-C 30 )alkyl (3- to 30-membered) heteroarylamino, (C6-C 30 ) aryl (3 to 30 quinones) heteroarylamino, or substituted or unsubstituted (C1-C 30 )alkyl (C6-C 30 ) arylamino; or may be linked with one or more adjacent substituents to form one or more rings. According to one embodiment of this disclosure, R 12 To R 14 Each independently represents hydrogen, deuterium, substituted or unsubstituted (C6-C) 25) aryl, or substituted or unsubstituted (5-membered to 25-membered) heteroaryl; or may be connected with one or more adjacent substituents to form substituted or unsubstituted monocyclic or polycyclic (3-membered to 30-membered) alicyclic or aromatic rings, or combinations thereof. According to another embodiment of this disclosure, R 12 To R 14 Each independently represents hydrogen, deuterium, or unsubstituted or deuterated (C6-C) 18 )Aryl. For example, R 12 To R 14 Each can be independently hydrogen, deuterium, or an unsubstituted or deuterated phenyl group, etc. According to one embodiment of this disclosure, R... 16 and R 17 Each independently represents either substituted or unsubstituted (C6-C) 25 )Aryl, substituted or unsubstituted (5 to 25 yuan) heteroaryl, substituted or unsubstituted tri(C6-C 25 ) arylsilyl, or substituted or unsubstituted mono- or di(C6-C) 25 )Arylamino. According to another embodiment of this disclosure, R 16 and R 17 Each independently represents either substituted or unsubstituted (C6-C) 24 )Aryl, substituted or unsubstituted (6 to 20 yuan) heteroaryl, substituted or unsubstituted tri(C6-C 18 arylsilyl, or substituted or unsubstituted di(C6-C) 18 ) arylamino groups, which can be selected from deuterium, (C1-C2) hydroxyl groups, and other hydroxyl groups. 30 )alkyl, (C6-C 30 At least one substitution of the group consisting of aryl and (3- to 30-membered) heteroaryl groups. For example, R 16 and R 17 Each can independently be an unsubstituted phenyl group or a phenyl group substituted with methyl, tert-butyl, naphthyl, biphenyl, phenanthryl, terphenyl, or dibenzofuranyl; an unsubstituted naphthyl group or a phenyl group substituted with at least one phenyl group; an unsubstituted biphenyl group or a phenyl or biphenyl group substituted with a phenyl group; phenanthryl; anthraceneyl; methylfluorenyl; dimethylfluorenyl; diphenylfluorenyl; dimethylbenzofluorenyl; spiro[fluorenyl-fluorenyl]yl; an unsubstituted or phenyl-substituted terphenyl group; triphenylene; fluoranthyl Tetraphenyl; unsubstituted or phenyl-substituted pyridyl; unsubstituted or phenyl-substituted benzimidazolyl; unsubstituted or phenyl, naphthio, or pyridyl dibenzofuranyl; unsubstituted or phenyl-substituted dibenzothiophenyl; 9-phenylcarbazole; 9-biphenylcarbazole; dibenzoselenyl; benzofuranopyridyl; benzonaphthiophenyl; benzonaphthiophenyl; phenoxazinyl; diphenylamino; triphenylsilyl; C 22 Aryl groups, etc., can be substituted by at least one deuterium.

[0073] In Equation 3-1, L 11 To L 13 Each can be independently represented as a single bond, substituted or unsubstituted (C6-C). 30 ) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of this disclosure, L 11 To L 13 Each can be independently represented as a single bond, substituted or unsubstituted (C6-C). 25 ) arylene, or substituted or unsubstituted (3- to 25-membered) heteroarylene. According to another embodiment of this disclosure, L 11 To L 13 Each independently represents a single bond, or an unsubstituted bond, or a bond substituted with deuterium (C6-C). 18 ) arylene, or substituted or unsubstituted (5 to 20 ppm) heteroarylene. For example, L 11 To L 13 Each can be a single bond, phenylene, biphenylene, phenanthrene, dibenzofuranyl, dibenzothiophene, carbazoyl, etc., and can be substituted with at least one deuterium.

[0074] In Equation 3-1, a' represents an integer of 1, b' and c' each independently represent an integer of 1 or 2, and d' each independently represents an integer from 1 to 4.

[0075] Equation 3-1 can be represented by any one of the following equations 3-1-1 to 3-1-7.

[0076]

[0077]

[0078] In equations 3-1-1 to 3-1-7, b" and c" each independently represent integers of 1, d" represents integers from 1 to 3, and X 11 Y 11 R 11 To R 14 R 16 R 17 R2, L 11 To L 13 a' to d' are defined as in Equation 3-1 above.

[0079]

[0080] In Equation 3-2, T represents O, S, and CR. 25 R 26 NR 27 Or Se. For example, T represents O or S.

[0081] R 25 To R 27 Each independently represents hydrogen, deuterium, halogen, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 ) aryl, or substituted or unsubstituted (3 to 30) heteroaryl; or may be linked with one or more adjacent substituents to form one or more rings.

[0082] In Equation 3-2, A represents the substituted or unsubstituted phenanthrene ring represented by Equation k-1 below.

[0083]

[0084] In equations 3-2 and k-1, R 21 To R 24 Each independently represents hydrogen, deuterium, halogen, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 aryl, The premise is R 21 To R 24 At least one of the representations in According to another embodiment of this disclosure, R 21 To R 24 Each independently represents hydrogen, deuterium,

[0085] L 21 and L 22 Each can be independently represented as a single bond, substituted or unsubstituted (C6-C). 30 ) arylene, substituted or unsubstituted (C3-C 30 ) cycloalkylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of this disclosure, L 21 and L 22 Each can be independently represented as a single bond, substituted or unsubstituted (C6-C). 25 ) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of this disclosure, L 21 and L 22 Each can be independently represented as a single bond, substituted or unsubstituted (C6-C). 18 ) arylene, or substituted or unsubstituted (3 to 20) heteroarylene. For example, L 21 It can be a single bond or a phenylene group, and L 22 It can be phenylene, biphenylene, naphthylene, or benzofuranyl, etc., and it can be substituted with at least one deuterium.

[0086] Ar1 to Ar5 each independently represent substituted or unsubstituted (C6-C) compounds. 30 Aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl. According to one embodiment of this disclosure, Ar1 to Ar5 each independently represent a substituted or unsubstituted (C6-C5) aryl group. 25 Aryl, or substituted or unsubstituted (5- to 25-membered) heteroaryl. According to another embodiment of this disclosure, Ar1 to Ar5 each independently represent substituted or unsubstituted (C6-C5) aryl, or substituted or unsubstituted heteroaryl, or ... 24 Aryl, or substituted or unsubstituted (6- to 20-membered) heteroaryl. Each of the aryl and heteroaryl groups in Ar1 to Ar5 may be substituted with at least one of the following groups: deuterium, cyano, (C1-C5). 30 )alkyl, unsubstituted or cyano-substituted (C6-C30)aryl, unsubstituted or (C6-C 30 )Aryl-substituted (3 to 30) heteroaryl, and tri(C6-C 30 Arylsilyl. For example, Ar1 to Ar5 can each independently be an unsubstituted or substituted phenyl group, or a phenyl group substituted with naphthyl, dibenzofuranyl, biphenyl, cyano, benzonaphthyl, phenanthryl, phenylnaphthyl, carbazoyl, 9-phenylcarbazoyl, triphenylsilyl, or bicyclo[2,2,1]heptyl; an unsubstituted or substituted phenyl group substituted with naphthyl; an unsubstituted or substituted biphenyl group substituted with phenyl, naphthyl, cyano, or biphenyl; a dimethylfluorenyl; a diphenylfluorenyl; an unsubstituted or substituted phenanthryl group substituted with phenyl or pyridyl; a tetramethyl-dihydrophenanthryl; ; unsubstituted or phenyl-substituted terphenyl; tetraphenyl; unsubstituted or phenyl-substituted pyridyl; unsubstituted or deuterium, phenyl, or naphthyl dibenzofuranyl; unsubstituted or phenyl-substituted dibenzothiophenyl; carbazoyl substituted with phenyl, naphthyl, or biphenyl; benzonaphthoselenophenyl; benzonaphthofuranyl, benzonaphthothiophenyl, etc., which may be at least deuterium-substituted.

[0087] In equations 3-2 and k-1, g and j represent integers from 1 to 4, h and i represent integers of 1 or 2, and if h to j are integers of 2 or greater, then R 21 To R 24 Each of them can be the same as or different from each other.

[0088] In equation k-1, * denotes a site connected to a 5-membered ring containing T.

[0089] Equation 3-2 can be represented by either Equation I-1 or I-2.

[0090]

[0091] In equations I-1 and I-2, T and R 21 To R 24 , and g to j are defined as in Equation 3-2 above.

[0092] The compound represented by Formula 1 may be selected from at least one of the following compounds, but is not limited thereto.

[0093]

[0094]

[0095]

[0096]

[0097]

[0098] The compound represented by Formula 2 may be selected from at least one of the following compounds, but is not limited thereto.

[0099]

[0100]

[0101]

[0102]

[0103]

[0104]

[0105]

[0106]

[0107]

[0108]

[0109]

[0110]

[0111]

[0112]

[0113]

[0114]

[0115]

[0116]

[0117]

[0118]

[0119]

[0120]

[0121]

[0122]

[0123]

[0124]

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137]

[0138]

[0139]

[0140]

[0141]

[0142]

[0143] In the compounds described above, D n This means that n numbers of hydrogen atoms are replaced by deuterium, where n is an integer from 1 to the maximum number of hydrogen atoms in the compound. Specifically, n is an integer ranging from a minimum of 1 to a maximum of the number of hydrogen atoms in the compound.

[0144] The compound represented by Formula 3-1 may be selected from at least one of the following compounds, but is not limited thereto.

[0145]

[0146]

[0147]

[0148]

[0149]

[0150]

[0151]

[0152]

[0153]

[0154]

[0155]

[0156]

[0157]

[0158]

[0159]

[0160]

[0161] In the compounds described above, D nThis means that n numbers of hydrogen atoms are replaced by deuterium, where n is an integer from 1 to the maximum number of hydrogen atoms in the compound. Specifically, n is an integer ranging from a minimum of 1 to a maximum of the number of hydrogen atoms in the compound.

[0162] The compound represented by Formula 3-2 may be selected from at least one of the following compounds, but is not limited thereto.

[0163]

[0164]

[0165]

[0166]

[0167]

[0168]

[0169]

[0170]

[0171]

[0172]

[0173]

[0174]

[0175]

[0176]

[0177]

[0178]

[0179]

[0180]

[0181]

[0182]

[0183]

[0184]

[0185]

[0186]

[0187] In the compounds described above, D n This means that n numbers of hydrogen atoms are replaced by deuterium, where n is an integer from 1 to the maximum number of hydrogen atoms in the compound. Specifically, n is an integer ranging from a minimum of 1 to a maximum of the number of hydrogen atoms in the compound.

[0188] The compounds represented by formulas 1 to 3-2 according to this disclosure can be synthesized by reference to synthetic methods known to those skilled in the art. For example, the compounds of this disclosure can be produced by reference to Korean Patent Application Publication Nos. 2023-0174704 (published on December 28, 2023), 2017-0022865 (published on March 2, 2017), and 2021-0124018 (published on October 14, 2021), but are not limited thereto.

[0189] This disclosure provides an organic electroluminescent device comprising an anode, a cathode, and at least one light-emitting layer between the anode and the cathode, wherein the at least one light-emitting layer comprises a variety of host materials disclosed herein.

[0190] This disclosure provides organic electroluminescent compounds comprising compounds represented by the following formula 2'.

[0191]

[0192] In Equation 2', X' represents O or S.

[0193] In Equation 2', L4' to L6' each independently represent a single bond, substituted or unsubstituted (C6-C) bond. 30 ) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of this disclosure, L4' to L6' each independently represent a single bond, substituted or unsubstituted (C6-C 25 ) arylene, or substituted or unsubstituted (3- to 25-membered) heteroarylene. According to another embodiment of this disclosure, L4' to L6' each independently represent a single bond, substituted or unsubstituted (C6-C 18 )Arylidene, or substituted or unsubstituted (3- to 20-membered) heteroarylene. For example, L4' to L6' can each independently be a single bond, phenylene, or dibenzofuranyl, etc., which can be substituted with at least one deuterium.

[0194] In formula 2', P1' and P2' independently represent hydrogen, deuterium, cyano, substituted or unsubstituted (C1-C) groups. 30 )alkyl, substituted or unsubstituted (C3-C 30)cycloalkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) heteroaryl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C1) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 ) arylsilyl, or substituted or unsubstituted tri(C6-C) 30 )arylsilyl; or may be linked with one or more adjacent substituents to form one or more rings; provided that at least one of P1' and P2' is a substituent other than hydrogen or deuterium. According to one embodiment of this disclosure, P1' and P2' each independently represent hydrogen, deuterium, or substituted or unsubstituted (C6-C) 30 )aryl; provided that at least one of P1' and P2' is a substituent other than hydrogen or deuterium. According to another embodiment of this disclosure, P1' and P2' each independently represent hydrogen, deuterium, or substituted or unsubstituted (C6-C) 20 ) aryl; provided that at least one of P1' and P2' is a substituent other than hydrogen or deuterium. For example, P1' and P2' can each independently be hydrogen, deuterium, phenyl, naphthyl, biphenyl, etc., and can be substituted with at least one deuterium.

[0195] In Equation 2', P3' and P4' independently represent substituted or unsubstituted (C1-C1) compounds. 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C3-C 30 Cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocyclic alkyl, substituted or unsubstituted (C6-C) 30 )aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl. According to one embodiment of this disclosure, P3' and P4' each independently represent substituted or unsubstituted (C6-C 30 )aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl. According to another embodiment of this disclosure, P3' and P4' each independently represent substituted or unsubstituted (C6-C 25) aryl, or substituted or unsubstituted (3-membered to 25-membered) heteroaryl. For example, P3' and P4' can each independently be an unsubstituted or cyano-substituted phenyl; an unsubstituted or deuterated substituted phenyl-substituted naphthyl; biphenyl; a phenyl-substituted phenanthryl; an unsubstituted or deuterated substituted phenyl-substituted benzofuranyl, etc., which may be substituted with at least one deuterium.

[0196] e represents an integer from 1 to 4; f represents an integer from 1 to 3; and if e and f are integers of 2 or greater, then each P1' and each P2' can be the same as or different from each other.

[0197] Equation 2' can be represented by any one of the following equations 2'-11 to 2'-14.

[0198]

[0199] In equations 2'-11 to 2'-14, X', P3', P4', and L4' to L6' are as defined in equation 2' above.

[0200] In equations 2'-11 to 2'-14, P 11 To P 18 As defined for P1' and P2', the premise is that P 11 To P 18 At least one of them is a substituent other than hydrogen or deuterium.

[0201] The compound represented by formula 2' may be selected from at least one of the following compounds, but is not limited thereto.

[0202]

[0203]

[0204]

[0205]

[0206]

[0207]

[0208]

[0209]

[0210]

[0211]

[0212]

[0213]

[0214]

[0215] In the compounds described above, D n This means that n numbers of hydrogen atoms are replaced by deuterium, where n is an integer from 1 to the maximum number of hydrogen atoms in the compound. Specifically, n is an integer ranging from a minimum of 1 to a maximum of the number of hydrogen atoms in the compound.

[0216] This disclosure provides an organic electroluminescent device comprising an anode, a cathode, and at least one light-emitting layer between the anode and the cathode, wherein the at least one light-emitting layer comprises the organic electroluminescent compound of this disclosure.

[0217] The dopants included in the organic electroluminescent devices of this disclosure may be compounds represented by formula 101 or 102, but are not limited thereto.

[0218]

[0219] In equations 101 and 102,

[0220] L' is selected from any one of the following structures 1 to 3:

[0221]

[0222] R 100 To R 103 Each independently represents hydrogen, deuterium, halogen, unsubstituted or substituted with deuterium and / or halogen (C1-C). 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl, cyano, substituted or unsubstituted (3 to 30 ppm) heteroaryl, or substituted or unsubstituted (C1-C2) 30 Alkoxy; or may be linked with one or more adjacent substituents to form one or more rings, for example, with pyridine to form one or more rings, such as substituted or unsubstituted quinoline, substituted or unsubstituted isoquinoline, substituted or unsubstituted thienopyridine, substituted or unsubstituted benzofuranopyridine, substituted or unsubstituted benzothienopyridine, substituted or unsubstituted indenepyridine, substituted or unsubstituted benzofuranoquinoline, substituted or unsubstituted benzothienoquinoline, or substituted or unsubstituted indenequinoline;

[0223] R 104 To R 107 Each independently represents hydrogen, deuterium, halogen, unsubstituted or substituted with deuterium and / or halogen (C1-C).30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (3 to 30 yuan) heteroaryl, cyano, or substituted or unsubstituted (C1-C 30 )alkoxy, or substituted or unsubstituted di(C1-C) 30 Alkylamino; or may be linked with one or more adjacent substituents to form one or more substituted or unsubstituted rings, for example, with benzene to form one or more substituted or unsubstituted rings, such as substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted indopyridine, substituted or unsubstituted benzofuran-pyridine, or substituted or unsubstituted benzothiophene-pyridine;

[0224] R 201 To R 220 Each independently represents hydrogen, deuterium, halogen, unsubstituted or substituted with deuterium and / or halogen (C1-C). 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (C1-C 30 )alkoxy, or substituted or unsubstituted di(C1-C) 30 Alkylamino; or may be linked with one or more adjacent substituents to form one or more substituted or unsubstituted rings, such as substituted or unsubstituted benzene, substituted or unsubstituted fluorene, substituted or unsubstituted benzofuran, substituted or unsubstituted benzothiophene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted furanopyridine, or substituted or unsubstituted thiophene;

[0225] Z1 to Z4 each independently represent N or CK1;

[0226] K1 independently represents hydrogen, deuterium, halogen, unsubstituted or substituted with deuterium and / or halogen (C1-C). 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl, cyano, substituted or unsubstituted (3 to 30 ppm) heteroaryl, or substituted or unsubstituted (C1-C2) 30)alkoxy group; or may be linked with one or more adjacent substituents to form one or more substituted or unsubstituted rings, for example, substituted or unsubstituted benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted thiophene, substituted or unsubstituted benzothiophene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzofuran, or substituted or unsubstituted dibenzothiophene; and

[0227] s represents an integer from 1 to 3.

[0228] Specifically, examples of dopant compounds include, but are not limited to, the following.

[0229]

[0230]

[0231]

[0232]

[0233]

[0234]

[0235] The organic electroluminescent device disclosed herein includes an anode; a cathode; and at least one organic layer between the anode and the cathode, wherein the organic layer may include a light-emitting layer, and may further include at least one layer selected from the group consisting of: a hole injection layer, a hole transport layer, a hole auxiliary layer, a light-emitting auxiliary layer, an electron transport layer, an electron buffer layer, an electron injection layer, an intermediate layer, a hole blocking layer, and an electron blocking layer. Each of these layers may be further configured as a plurality of layers.

[0236] The anode and cathode can each be formed from transparent conductive materials, or semi-transparent or reflective conductive materials. Depending on the materials used to form the anode and cathode, the organic electroluminescent device can be a top-emitting, bottom-emitting, or side-emitting type. Furthermore, the hole injection layer can be further doped with p-type dopant, and the electron injection layer can be further doped with n-type dopant.

[0237] The organic layer may further comprise at least one compound selected from the group consisting of arylamine-based compounds and styrylarylamine-based compounds. Furthermore, the organic layer may further comprise at least one metal selected from the group consisting of: metals of Group 1, Group 2, transition metals of Period 4, transition metals of Period 5, lanthanides, and organometallic compounds of d-transition elements, or at least one complex compound comprising such metal.

[0238] In addition to the compounds disclosed herein, the organic electroluminescent device of this disclosure may emit white light by further including one or more light-emitting layers containing compounds known in the art that emit blue, red, or green light. Furthermore, if desired, a layer emitting yellow or orange light may be further included.

[0239] In the organic electroluminescent device disclosed herein, at least one layer selected from chalcogenide layers, metal halide layers, and metal oxide layers (hereinafter, "surface layer") is preferably placed on the inner surfaces of one or both of a pair of electrodes. Specifically, silicon and aluminum chalcogenide (including oxide) layers are preferably placed on the anode surface of the electroluminescent dielectric layer, and metal halide layers or metal oxide layers are preferably placed on the cathode surface of the electroluminescent dielectric layer. The operational stability of the organic electroluminescent device can be achieved through the surface layer. Preferably, the chalcogenide includes SiO₂. X (1≤X≤2), AlO X (1≤X≤1.5), SiON, SiAlON, etc.; metal halides include LiF, MgF2, CaF2, rare earth metal fluorides, etc.; and metal oxides include Cs2O, Li2O, MgO, SrO, BaO, CaO, etc.

[0240] A hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof can be used between the anode and the light-emitting layer. The hole injection layer can be multilayered to reduce the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or electron blocking layer, wherein each of the multilayers can use two compounds simultaneously. Multiple hole transport layers or electron blocking layers can also be used.

[0241] An electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof can be used between the light-emitting layer and the cathode. The electron buffer layer can be multilayered to control electron injection and improve the interface properties between the light-emitting layer and the electron injection layer, wherein each of the multilayers can use two compounds simultaneously. The hole blocking layer or electron transport layer can also be multilayered, wherein each layer can use multiple compounds.

[0242] The light-emitting auxiliary layer can be placed between the anode and the light-emitting layer, or between the cathode and the light-emitting layer. When placed between the anode and the light-emitting layer, it can promote hole injection and / or hole transport, or prevent electron leakage. When placed between the cathode and the light-emitting layer, it can promote electron injection and / or electron transport, or prevent hole leakage. Furthermore, a hole auxiliary layer located between the hole transport layer (or hole injection layer) and the light-emitting layer can promote or block hole transport (or injection) rates, thereby controlling charge. Additionally, an electron blocking layer can be placed between the hole transport layer (or hole injection layer) and the light-emitting layer, and can confine excitons within the light-emitting layer by blocking electron leakage, thus preventing light leakage. When an organic electroluminescent device includes two or more hole transport layers, the additional hole transport layers can also serve as hole auxiliary layers or electron blocking layers. The light-emitting auxiliary layer, hole auxiliary layer, or electron blocking layer can improve the efficiency and / or lifetime of the organic electroluminescent device.

[0243] Furthermore, in the organic electroluminescent device of this disclosure, a mixed region of electron transport compound and reducing dopant, or a mixed region of hole transport compound and oxidizing dopant, can be placed on at least one surface of a pair of electrodes. In this case, the electron transport compound is reduced to anion, and thus it becomes easier to inject and transport electrons from the mixed region into the electroluminescent medium. Furthermore, the hole transport compound is oxidized to cation; therefore, it becomes easier to inject and transport holes from the mixed region into the electroluminescent medium. Preferably, the oxidizing dopant includes various Lewis acids and acceptor compounds, and the reducing dopant includes alkali metals, alkali metal compounds, alkaline earth metals, rare earth metals, and mixtures thereof. Furthermore, the reducing dopant layer can be used as a charge-generating layer to prepare an organic electroluminescent device having two or more light-emitting layers and emitting white light.

[0244] According to one embodiment of this disclosure, organic electroluminescent materials can be used as luminescent materials for white organic light-emitting devices. Various structures for white organic light-emitting devices have been proposed based on the arrangement of R (red), G (green), YG (yellow-green), or B (blue) luminescent units, such as parallel side-by-side arrangements, stacked arrangements, or CCM (color conversion material) methods. Furthermore, according to one embodiment of this disclosure, the organic electroluminescent material can also be applied to organic electroluminescent devices containing QDs (quantum dots).

[0245] Each layer of the organic electroluminescent device disclosed herein can be formed by any of the following methods: dry deposition such as vacuum deposition, sputtering, plasma or ion plating, or wet deposition such as inkjet printing, nozzle printing, slot coating, spin coating, dip coating, or flow coating. When layers are formed using a first host compound, a second host compound, and a third host compound, these layers can be formed by co-deposition or mixed deposition.

[0246] When using a wet film-forming method, a thin film can be formed by dissolving or diffusing the material forming each layer into any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane, etc. The solvent can be any solvent in which the material forming each layer can dissolve or diffuse and in which there are no issues with film-forming ability.

[0247] The organic electroluminescent device disclosed herein can also be used to manufacture display devices, etc., for display devices in smartphones, tablets, laptops, PCs, TVs, or vehicles, or lighting devices, etc., outdoor or indoor lighting devices.

[0248] The current efficiency of organic electroluminescent devices (OLEDs) incorporating various host materials according to the present disclosure will be explained in detail below. However, the following examples only describe the characteristics of OLEDs incorporating various host materials according to the present disclosure, and the present disclosure is not limited to the following examples.

[0249] Example 1: Preparation of compound C-823

[0250]

[0251] Compound A-1 (6.5 g, 13.831 mol), compound A-2 (5.6 g, 15.214 mmol), Pd(PPh3)4 (0.8 g, 0.692 mmol), 2M K2CO3 (4.7 g, 34.577 mmol), 70 mL of toluene, and 30 mL of EtOH were introduced into a flask, and the mixture was then stirred under reflux at 120 °C for 4 hours. After the reaction was complete, the organic layer was extracted with ethyl acetate, and the remaining water was removed using magnesium sulfate. Subsequently, the organic layer was dried and separated by chromatography to obtain compound C-823 (6.79 g, yield: 72%).

[0252] compound MW Melting point C-823 677.81 215.5℃

[0253] Example 2: Preparation of compound H3-415

[0254]

[0255] Compounds B-1 (9.06 g, 29.995 mol), B-2 (9.84 g, 33.340 mmol), Pd2(dba)3 (2.74 g, 2.992 mmol), S-Phos (2.47 g, 6.016 mmol), NaOtBu (5.77 g, 60.041 mmol), and 150 mL of o-xylene were introduced into a flask, and the mixture was then stirred under reflux at 160 °C for 1 hour. After the reaction was complete, the organic layer was extracted with dichloromethane, and the remaining water was removed using magnesium sulfate. Subsequently, the organic layer was dried and separated by chromatography to obtain compound H3-415 (10.75 g, yield: 64%).

[0256] compound MW Melting point H3-415 561.21 232.0℃

[0257] Device Examples 1 to 4: Fabrication of OLEDs comprising various host materials according to the present disclosure

[0258] An OLED according to this disclosure is prepared. First, a transparent electrode indium tin oxide (ITO) film (10 Ω / sq) (GEOMATEC CO.,LTD., Japan) on a glass substrate for the OLED is subjected to ultrasonic washing sequentially with acetone and isopropanol, and then stored in isopropanol for use. The ITO substrate is then mounted on a substrate support in a vacuum vapor deposition apparatus. Compound HI-1 is then introduced into one chamber of the vacuum vapor deposition apparatus, and compound HT-1 is introduced into another chamber. The two materials are evaporated at different rates, and compound HI-1 is deposited at a doping amount of 3 wt% based on the total amount of compounds HI-1 and HT-1 to form a hole injection layer with a thickness of 10 nm. Then, compound HT-1 is deposited on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Subsequently, compound HT-2 was introduced into another chamber of the vacuum vapor deposition apparatus, and the compound was evaporated by applying current to the chamber, thereby depositing a second hole transport layer with a thickness of 55 nm on the first hole transport layer. Then, compound HT-3 was introduced into another chamber of the vacuum vapor deposition apparatus, and the compound was evaporated by applying current to the chamber, thereby forming a third hole transport layer with a thickness of 5 nm on the second hole transport layer. After forming the hole injection layer and the hole transport layer, a light-emitting layer was deposited thereon as follows: the first, second, and third host materials shown in Table 1 were introduced as hosts into the three chambers of the vacuum vapor deposition apparatus, and compound D-39 was introduced as a dopant into another chamber. The three hosts were evaporated at a rate of 1:1:2, and the dopant was simultaneously evaporated at different rates to deposit a doping amount of 3 wt% based on the total amount of hosts and dopant, thereby forming a light-emitting layer with a thickness of 40 nm on the third hole transport layer. Next, compounds ET-1 and EI-1 were evaporated at a weight ratio of 50:50 as electron transport materials to form an electron transport layer with a thickness of 35 nm on the light-emitting layer. Compound EI-1 was then evaporated to deposit an electron injection layer with a thickness of 2 nm on the electron transport layer. An OLED was then produced by depositing an Al cathode with a thickness of 80 nm on the electron injection layer using a separate vacuum phase deposition apparatus. All materials used in the production of the OLED were processed within 10... -6 Purification is achieved through vacuum sublimation.

[0259] Comparative Examples 1 to 3: Fabrication of OLEDs Containing Comparative Host Materials

[0260] The OLED was produced in the same manner as in Device Example 1, except that the host compounds in Table 2 below were used as the host for the light-emitting layer.

[0261] Comparative Examples 4 to 8: Fabrication of OLEDs Containing Comparative Host Materials

[0262] OLEDs are produced in the same manner as in apparatus example 1, except that the first and second host compounds in Table 2 below are introduced into the two chambers of the vacuum phase deposition apparatus as the host for the light-emitting layer, and the two host materials are evaporated at a rate of 50:50.

[0263] The current efficiency of the organic electroluminescent devices prepared according to Device Examples 1 to 4, Comparative Examples 1 to 3 and Comparative Examples 4 to 8 as described above at a brightness of 10,000 nits is shown in Tables 1 to 3 below.

[0264] Table 1

[0265]

[0266]

[0267] Table 2

[0268]

[0269] Table 3

[0270]

[0271] As can be seen from Tables 1 to 3 above, compared with organic electroluminescent devices containing conventional compounds as host materials, organic electroluminescent devices containing specific combinations of compounds according to this disclosure as host materials exhibit luminous efficiency improvements of 104% or more. Currently, red luminous efficiency has reached a significantly high level, and efforts are continuously being made to improve efficiency by 1% to 2% compared to conventional devices. Specific combinations of compounds according to this disclosure demonstrate a high luminous efficiency enhancement of 4% or more, which is very high considering the current state of the technology.

[0272] The compounds used in apparatus examples 1 to 4 and comparative examples 1 to 8 are shown in Table 4 below.

[0273] Table 4

[0274]

[0275] Device Examples 5 to 13: Fabrication of OLEDs comprising various host materials according to the present disclosure

[0276] The OLED is produced in the same manner as in Device Example 1, except that the materials in Table 5 are deposited in the emitting layer at the provided rate.

[0277] The current efficiency of the organic electroluminescent devices prepared according to device examples 5 to 13 as described above at a brightness of 10,000 nits is shown in Table 5 below.

[0278] Table 5

[0279]

[0280] Device Example 14: Fabrication of an OLED comprising a single host material according to the present disclosure

[0281] In addition to using the host compounds in Table 6 below as the host of the light-emitting layer, the OLED is produced in the same manner as in Device Example 1, and compound ET-2 is deposited to form a first electron transport layer with a thickness of 5 nm, and compounds ET-1 and EI-1 are deposited in a 50:50 weight ratio to form a second electron transport layer with a thickness of 30 nm thereon.

[0282] Comparative Example 9: Fabrication of OLEDs Containing a Single Comparative Host Material

[0283] The OLED is produced in the same manner as in Device Example 14, except that the host compound in Table 6 below is used as the host of the light-emitting layer.

[0284] The current efficiency of the organic electroluminescent devices prepared according to Device Example 14 and Comparative Example 9 as described above at a brightness of 3,500 nits is shown in Table 6 below.

[0285] Table 6

[0286]

[0287] The compounds used in the apparatus examples and comparative examples are shown in Table 7 below.

[0288] Table 7

[0289]

[0290]

Claims

1. A plurality of host materials, said plurality of host materials comprising two different host materials selected from the group consisting of compounds represented by Formula 1 and compounds represented by Formula 2, respectively serving as a first host material and a second host material, and further comprising a third host material different from the first host material and the second host material: In Equation 1, X1 represents -N=, -NR7-, -O-, or -S-; Y1 represents -N=, -NR8-, -O- or -S-, provided that if X1 is -N=, then Y1 is -NR8-, -O- or -S-, and if X1 is -NR7-, then Y1 is -N=, -O- or -S-. X represents N or CH; R1 indicates substituted or unsubstituted (C6-C) 30 )Aryl or substituted or unsubstituted (3 to 30 yuan) heteroaryl; R2 through R8 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C1) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 ) arylsilyl, substituted or unsubstituted mono- or di(C1-C2) 30 )alkylamino, substituted or unsubstituted mono- or di(C6-C) 30 ) arylamino, or substituted or unsubstituted (C1-C 30 )alkyl (C6-C 30 )Arylamino; or may be linked with one or more adjacent substituents to form one or more rings; L1 to L3 independently represent single bonds, substituted bonds, or unsubstituted bonds (C6-C). 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; a represents an integer of 1; b and c each independently represent an integer of 1 or 2; and d represents an integer from 1 to 4; and The (hybrid)aryl group comprises at least one heteroatom selected from B, N, O, S, Si, P and Se; In Equation 2, X represents O or S; L4 to L6 independently represent single bonds, substituted bonds, or unsubstituted bonds (C6-C). 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; P1 and P2 independently represent hydrogen, deuterium, cyano, substituted or unsubstituted (C1-C) groups. 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) heteroaryl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C1) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 ) arylsilyl, or substituted or unsubstituted tri(C6-C) 30 )Arylsilyl; or may be linked with one or more adjacent substituents to form one or more rings; P3 and P4 independently represent substituted or unsubstituted (C1-C) groups. 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C3-C 30 Cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocyclic alkyl, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 ppm) heteroaryl; and e represents an integer from 1 to 4; f represents an integer from 1 to 3; and if e and f are integers of 2 or greater, then each P1 and each P2 can be the same as or different from each other.

2. The various main body materials according to claim 1, wherein, The third host material comprises a compound represented by formula 3-1 or formula 3-2: In Equation 3-1, X 11 Indicates -N=, -NR 15 -、-O- or -S-; Y 11 Indicates -N=, -NR 18 -, -O-, or -S-, provided that X 11 If -N = , then Y 11 Yes -NR 18 -, -O-, or -S-, and if X 11 Yes -NR 15 -, then Y 11 It is -N=, -O-, or -S; R 11 Indicates whether it is substituted or not substituted (C6-C) 30 )Aryl or substituted or unsubstituted (3 to 30 yuan) heteroaryl; R 12 To R 18 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C1) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 ) arylsilyl, substituted or unsubstituted mono- or di(C1-C2) 30 )alkylamino, substituted or unsubstituted mono- or di(C6-C) 30 ) arylamino, substituted or unsubstituted mono- or di(3- to 30-membered) heteroarylamino, (C1-C 30 )alkyl (3- to 30-membered) heteroarylamino, (C6-C 30 ) aryl (3 to 30 quinones) heteroarylamino, or substituted or unsubstituted (C1-C 30 )alkyl (C6-C 30 )Arylamino; or may be linked with one or more adjacent substituents to form one or more rings; L 11 To L 13 Each can be independently represented as a single bond, substituted or unsubstituted (C6-C). 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; a' represents an integer of 1; b' and c' each independently represent an integer of 1 or 2; and d' each independently represents an integer from 1 to 4; and The (hybrid)aryl group contains at least one heteroatom selected from B, N, O, S, Si, P and Se; In Equation 3-2, T represents O, S, CR 25 R 26 NR 27 Or Se; R 25 To R 27 Each independently represents hydrogen, deuterium, halogen, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 ) aryl, or substituted or unsubstituted (3 to 30) heteroaryl; or may be linked with one or more adjacent substituents to form one or more rings; A represents a substituted or unsubstituted phenanthrene ring as represented by the following formula k-1; In equations 3-2 and k-1, R 21 To R 24 Each independently represents hydrogen, deuterium, halogen, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 aryl, The premise is R 21 To R 24 At least one of the representations in L 21 and L 22 Each can be independently represented as a single bond, substituted or unsubstituted (C6-C). 30 ) arylene, substituted or unsubstituted (C3-C 30 )cycloalkylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene; Ar1 to Ar5 each independently represent substituted or unsubstituted (C6-C) compounds. 30 )Aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; g and j represent integers from 1 to 4; h and i represent integers of 1 or 2; and if h to j are integers of 2 or greater, then R 21 To R 24 Each of them can be the same as or different from each other; and * indicates a site connected to a 5-membered ring containing T.

3. The various main body materials according to claim 1, wherein, The substituted alkyl, substituted aryl, substituted arylene, substituted heteroaryl, substituted heteroarylene, substituted cycloalkyl, substituted cycloalkenyl, substituted heterocycloalkyl, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, substituted mono- or dialkylamino, substituted mono- or dienylamino, substituted alkylenylamino, substituted mono- or diarylamino, substituted mono- or diheteroarylamino, alkylheteroarylamino, arylheteroarylamino, and substituted alkylarylamino are each independently substituted with at least one of the following groups: deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; unsubstituted or deuterated (C1-C1) groups. 30 alkyl; halogenated (C1-C2) 30 )alkyl; (C2-C 30 )alkenyl; (C2-C 30 ) alkynyl group; (C1-C 30 )alkoxy; (C1-C 30 )alkylthio; (C3-C 30 )cycloalkyl; (C3-C 30 )cycloalkenyl; (3- to 7-membered) heterocycloalkyl; (C6-C 30 )Aryloxy group; (C6-C 30 ) arylthio; unsubstituted or deuterated, (C1-C 30 )alkyl and (C6-C 30 At least one substituted (3 to 30) heteroaryl group in the aryl group; unsubstituted or substituted with deuterium, cyano, halogen, (C1-C) 30 )alkyl, (C3-C 30 )cycloalkyl, tri(C1-C 30 )alkylsilyl, tri(C6-C 30 )arylsilyl, (C6-C 30 At least one of aryl and (3 to 30) heteroaryl substituted (C6-C) 30 )Aromatic; Tri(C1-C 30 )alkylsilyl; tri(C6-C 30 )arylsilyl; di(C1-C 30 )alkyl (C6-C 30 )arylsilyl; (C1-C 30 )alkyl di(C6-C 30 )arylsilyl; one or more (C3-C 30 Aliphatic rings and one or more (C6-C) 30 Fused ring groups of aromatic rings; amino groups; mono- or di(C1-C2) groups; 30 )alkylamino; mono- or di(C2-C 30 )alkenylamino; (C1-C 30 )alkyl (C2-C 30 alkenylamino; mono- or di(C6-C) 30 )Arylamino; (C1-C 30 )alkyl (C6-C 30 ) arylamino; mono- or di(3- to 30-membered) heteroarylamino; (C1-C 30 )alkyl (3- to 30-membered) heteroarylamino; (C2-C 30 )alkenyl (C6-C 30 )Arylamino; (C2-C 30 )alkenyl (3- to 30-membered) heteroarylamino; (C6-C 30 )aryl (3- to 30-membered) heteroarylamino; (C1-C 30 )alkyl carbonyl; (C1-C 30 )alkoxycarbonyl; (C6-C 30 )Arylcarbonyl; (C6-C 30 )aryloxyphosphine; di(C6-C 30 )arylboroncarbonyl; di(C1-C 30 )alkylboron carbonyl; (C1-C 30 )alkyl (C6-C 30 )arylboroncarbonyl; (C6-C 30 )Aryl(C1-C 30 )alkyl; and (C1-C 30 )alkyl (C6-C 30 Aryl.

4. The various main body materials according to claim 1, wherein, Equation 1 is represented by any one of the following equations 1-1 to 1-6: In equations 1-1 to 1-6, b' and c' each independently represent an integer of 1, and d' represents an integer from 1 to 3; and X1, Y1, R1 to R6, L1 to L3, and a to d are as defined in claim 1.

5. The various main body materials according to claim 1, wherein, Equation 2 can be represented by any one of the following equations 2-1 to 2-4: In equations 2-1 to 2-4, X, P1 to P4, L4 to L6, e, and f are as defined in claim 1.

6. The various main body materials according to claim 2, wherein, Equation 3-1 is represented by any one of the following equations 3-1-1 to 3-1-7: In equations 3-1-1 to 3-1-7, b" and c" each independently represent the integer 1, and d" represents the integer from 1 to 3; and X 11 Y 11 R 11 To R 14 R 16 R 17 R2, L 11 To L 13 a' to d' are as defined in claim 2.

7. The various main body materials according to claim 2, wherein, Equation 3-2 is represented by the following equation I-1 or I-2: In equations I-1 and I-2, T, R 21 To R 24 , and g to j are as defined in claim 2.

8. The various main body materials according to claim 1, wherein, The compound represented by Formula 1 is selected from at least one of the following compounds:

9. The various main body materials according to claim 1, wherein, The compound represented by Formula 2 is selected from at least one of the following compounds: In the compounds described above, D n This means that n numbers of hydrogen atoms are replaced by deuterium, and n represents an integer from 1 to the maximum number of hydrogen atoms in the compound.

10. The various body materials according to claim 2, wherein, The compound represented by Formula 3-1 is selected from at least one of the following compounds: In the compounds described above, D n This means that n numbers of hydrogen atoms are replaced by deuterium, where n represents an integer from 1 to the maximum number of hydrogen atoms in the compound.

11. The various body materials according to claim 2, wherein, The compound represented by formula 3-2 is selected from at least one of the following compounds: In the compounds described above, D n This means that n numbers of hydrogen atoms are replaced by deuterium, and n represents an integer from 1 to the maximum number of hydrogen atoms in the compound.

12. An organic electroluminescent device comprising an anode, a cathode, and at least one light-emitting layer between the anode and the cathode, wherein the at least one light-emitting layer comprises a plurality of host materials according to claim 1.

13. An organic electroluminescent compound comprising a compound represented by formula 2': In equation 2', X' represents O or S; L4' to L6' each independently represent a single bond, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; P1' and P2' each independently represent hydrogen, deuterium, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) heteroaryl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C1) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 ) arylsilyl, or substituted or unsubstituted tri(C6-C) 30 )Arylsilyl; or may be linked with one or more adjacent substituents to form one or more rings; This is provided that at least one of P1' and P2' is a substituent other than hydrogen or deuterium; P3' and P4' independently represent substituted or unsubstituted (C1-C) groups. 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C3-C 30 Cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocyclic alkyl, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 ppm) heteroaryl; and e represents an integer from 1 to 4; f represents an integer from 1 to 3; and if e and f are integers of 2 or greater, then each P1' and each P2' can be the same as or different from each other.

14. The organic electroluminescent compound according to claim 13, wherein, Equation 2' is represented by any one of the following equations: 2'-11 to 2'-14 In equations 2'-11 to 2'-14, X', P3', P4', and L4' to L6' are as defined in claim 13; P 11 To P 18 It is as defined in claim 13 for P1 and P2'. The premise is P 11 To P 18 At least one of them is a substituent other than hydrogen or deuterium.

15. The organic electroluminescent compound according to claim 13, wherein, The substituted alkyl, substituted aryl, substituted arylene, substituted heteroaryl, substituted heteroarylene, substituted cycloalkyl, substituted cycloalkenyl, substituted heterocycloalkyl, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, substituted mono- or dialkylamino, substituted mono- or dienylamino, substituted alkylenylamino, substituted mono- or diarylamino, substituted mono- or diheteroarylamino, alkylheteroarylamino, arylheteroarylamino, and substituted alkylarylamino are each independently substituted with at least one of the following groups: deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; unsubstituted or deuterated (C1-C1) groups. 30 alkyl; halogenated (C1-C2) 30 )alkyl; (C2-C 30 )alkenyl; (C2-C 30 ) alkynyl group; (C1-C 30 )alkoxy; (C1-C 30 )alkylthio; (C3-C 30 )cycloalkyl; (C3-C 30 )cycloalkenyl; (3- to 7-membered) heterocycloalkyl; (C6-C 30 )Aryloxy group; (C6-C 30 ) arylthio; unsubstituted or deuterated, (C1-C 30 )alkyl and (C6-C 30 At least one substituted (3 to 30) heteroaryl group in the aryl group; unsubstituted or substituted with deuterium, cyano, halogen, (C1-C) 30 )alkyl, (C3-C 30 )cycloalkyl, tri(C1-C 30 )alkylsilyl, tri(C6-C 30 )arylsilyl, (C6-C 30 At least one of aryl and (3 to 30) heteroaryl substituted (C6-C) 30 )Aromatic; Tri(C1-C 30 )alkylsilyl; tri(C6-C 30 )arylsilyl; di(C1-C 30 )alkyl (C6-C 30 )arylsilyl; (C1-C 30 )alkyl di(C6-C 30 )arylsilyl; one or more (C3-C 30 Aliphatic rings and one or more (C6-C) 30 Fused ring groups of aromatic rings; amino groups; mono- or di(C1-C2) groups; 30 )alkylamino; mono- or di(C2-C 30 )alkenylamino; (C1-C 30 )alkyl (C2-C 30 alkenylamino; mono- or di(C6-C) 30 )Arylamino; (C1-C 30 )alkyl (C6-C 30 ) arylamino; mono- or di(3- to 30-membered) heteroarylamino; (C1-C 30 )alkyl (3- to 30-membered) heteroarylamino; (C2-C 30 )alkenyl (C6-C 30 )Arylamino; (C2-C 30 )alkenyl (3- to 30-membered) heteroarylamino; (C6-C 30 )aryl (3- to 30-membered) heteroarylamino; (C1-C 30 )alkyl carbonyl; (C1-C 30 )alkoxycarbonyl; (C6-C 30 )Arylcarbonyl; (C6-C 30 )aryloxyphosphine; di(C6-C 30 )arylboroncarbonyl; di(C1-C 30 )alkylboron carbonyl; (C1-C 30 )alkyl (C6-C 30 )arylboroncarbonyl; (C6-C 30 )Aryl(C1-C 30 )alkyl; and (C1-C 30 )alkyl (C6-C 30 Aryl.

16. The organic electroluminescent compound according to claim 13, wherein, The compound represented by formula 2' is selected from the following compounds: In the compounds described above, D n This means that n numbers of hydrogen atoms are replaced by deuterium, where n represents an integer from 1 to the maximum number of hydrogen atoms in the compound.

17. An organic electroluminescent device comprising an anode, a cathode, and at least one light-emitting layer between the anode and the cathode, wherein, The at least one light-emitting layer comprises the organic electroluminescent compound according to claim 13.

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