Compound, organic electroluminescent material, and organic electroluminescent device comprising same

Abstract

The present disclosure relates to a compound, an organic electroluminescent material, and an organic electroluminescent device comprising the same. The compound is represented by the following Formula 1: wherein X1 and Y1 each independently represent-N =,-NR10-,-O-, or-S-; with the proviso that at least one of X1 and Y1 is-N =, the other of X1 and Y1 is-NR10-,-O-or-S-; r1 represents a substituted or unsubstituted (C6-C30) aryl group or a 3-to 30-membered heteroaryl group; r2 to R10 each independently represent hydrogen, deuterium, a halogen, a cyano group, a substituted or unsubstituted (C1-C30) alkyl group, or the like; at least one of R2 to R9 is-L1-N (Ar3) (Ar4), at least one other is a substituted or unsubstituted (C6-C30) aryl group or a 3 to 30 membered heteroaryl group; l1 represents a single bond, a substituted or unsubstituted (C6-C30) arylene group, or a 3-to 30-membered heteroarylene group; ar3 and Ar4 each independently represent a substituted or unsubstituted (C6-C30) aryl group or a 3-to 30-membered heteroaryl group. The present disclosure provides an organic electroluminescent device having low driving voltage and / or high luminous efficiency and / or long lifetime characteristics. # imgabs0 #

Description

Technical Field

[0001] The present disclosure relates to a compound and an organic electroluminescent material and an organic electroluminescent device comprising the same. Background Art

[0002] The TPD / Alq3 double-layer small molecule organic electroluminescent device with green light emission consisting of a light-emitting layer and a charge transport layer was first developed by Tang et al. of Eastman Kodak in 1987. Since then, research on organic electroluminescent devices has been rapidly commercialized. At present, organic electroluminescent devices mainly include phosphorescent materials with excellent luminous efficiency in panel implementation. For long-term use and high resolution of displays, OLEDs with high luminous efficiency and / or long life are required.

[0003] Korean Patent No. 2112786B1, Korean Patent Application Publication No. 2020-0026079A, and Korean Patent No. 2306966B1 disclose an organic electroluminescent device, which uses a compound having phenanthroxazole or phenanthrothiazole as a main core as one of the main materials. However, the reference does not specifically disclose an organic electroluminescent material having improved performance (such as low driving voltage and / or high luminous efficiency and / or long life) by including a compound having a specific substituent at a specific position as described in the present disclosure. Summary of the invention

[0004] Technical issues

[0005] The object of the present disclosure is first to provide a compound capable of producing an organic electroluminescent device with low driving voltage and / or high luminous efficiency and / or long life, and secondly to provide an organic electroluminescent material comprising the compound, and an organic electroluminescent device comprising the compound and / or the organic electroluminescent material according to the present disclosure.

[0006] Solution to the problem

[0007] As a result of intensive research to solve the above technical problems, the inventors of the present invention found that the above purpose can be achieved by a compound represented by the following formula 1, and an organic electroluminescent material containing the compound and a compound represented by the following formula 2, and then completed the present invention.

[0008]

[0009] In formula 1,

[0010] X1 and Y1 each independently represent -N=, -NR 10-, -O- or -S-; provided that either one of X1 and Y1 is -N= and the other of X1 and Y1 is -NR 10 -, -O-, or -S-;

[0011] R1 represents a substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl;

[0012] R2 to R 10 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3- to 30-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, or -L1-N(Ar3)(Ar4);

[0013] At least one of R2 to R9 is -L1-N(Ar3)(Ar4), and at least one of the other of R2 to R9 is substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl;

[0014] L1 represents a single bond, substituted or unsubstituted (C6-C 30 )arylene, or substituted or unsubstituted (3- to 30-membered)heteroarylene; and

[0015] Ar3 and Ar4 each independently represent a substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl.

[0016]

[0017] In formula 2,

[0018] Z1 to Z3 each independently represent -N= or -C(R 20)=; provided that at least one of Z1 to Z3 is N;

[0019] R 20 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-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, or (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused aromatic ring;

[0020] L2 to L4 each independently represent a single bond, a substituted or unsubstituted (C6-C 30 )arylene, substituted or unsubstituted (C3-C 30 )cycloalkylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene;

[0021] Ar5 to Ar7 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-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused ring of an aromatic ring, or *-N-(R11 )(R 12 ); or may be connected to adjacent substituents to form one or more rings; provided that at least one of Ar5 to Ar7 is substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl; and

[0022] R 11 and R 12 Each independently represents a substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, substituted or unsubstituted (C6-C 30 )aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl.

[0023] Beneficial effects of the present invention

[0024] By including the compound according to the present disclosure and / or an organic electroluminescent material including the compound, an organic electroluminescent device having a low driving voltage and / or high luminous efficiency and / or a long lifetime can be prepared. DETAILED DESCRIPTION

[0025] Hereinafter, the present disclosure will be described in detail. However, the following description is intended to explain the present invention and is not intended to limit the scope of the present invention in any way.

[0026] The present disclosure relates to a compound represented by the above Formula 1, an organic electroluminescent material including the compound, and an organic electroluminescent device including the organic electroluminescent material.

[0027] The organic electroluminescent material according to the present disclosure includes a compound represented by Formula 1 and a compound represented by Formula 2.

[0028] The present disclosure relates to a compound represented by Formula 2-1-1 and an organic electroluminescent device including the compound.

[0029] The present disclosure relates to a compound represented by Formula 2-1-2 and an organic electroluminescent device including the compound.

[0030] The term "organic electroluminescent compound" in the present disclosure means a compound that can be used in an organic electroluminescent device and, if necessary, can be contained in any material layer constituting the organic electroluminescent device.

[0031] Herein, "organic electroluminescent material" means a material that can be used in an organic electroluminescent device and can contain at least one compound. If necessary, the organic electroluminescent material can be contained in any layer constituting the organic electroluminescent device. For example, the organic electroluminescent material can be a hole injection material, a hole transport material, a hole auxiliary material, a luminescence auxiliary material, an electron blocking material, a luminescent material (including a host material and a dopant material), an electron buffer material, a hole blocking material, an electron transport material or an electron injection material, etc.

[0032] The term "multiple organic electroluminescent materials" in the present disclosure means an organic electroluminescent material comprising a combination of at least two compounds, which may be included in any layer constituting an organic electroluminescent device. It may mean both a material contained in an organic electroluminescent device before (e.g., before vapor deposition) and a material contained in an organic electroluminescent device after (e.g., after vapor deposition). For example, a plurality of organic electroluminescent materials may be a combination of at least two compounds, which may be contained in at least one of the following layers: a hole injection layer, a hole transport layer, a hole auxiliary layer, a luminescent auxiliary layer, an electron blocking layer, a luminescent layer, an electron buffer layer, a hole blocking layer, an electron transport layer, and an electron injection layer. The at least two compounds may be contained in the same layer or in different layers, and may be mixed-evaporated or co-evaporated, or may be evaporated individually.

[0033] Herein, "multiple host materials" means an organic electroluminescent material comprising a combination of at least two host materials. It may mean both the material before being included in the organic electroluminescent device (e.g., before vapor deposition) and the material after being included in the organic electroluminescent device (e.g., after vapor deposition). The various host materials disclosed herein may be included in any light-emitting layer constituting the organic electroluminescent device. At least two compounds included in the various host materials may be included in one light-emitting layer together, or may be included in separate light-emitting layers. When at least two compounds are included in one light-emitting layer, the at least two compounds may be mixed-evaporated to form a layer, or the at least two compounds may be co-evaporated individually and simultaneously to form a layer.

[0034] In this article, “(C1-C 30 "(C3-C4)alkyl" means a straight 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 above alkyl group may include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, etc. Herein, "(C3-C4)alkyl" means a straight 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 above alkyl group may include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, etc. 30"(C6-C6-C6-yl)alkyl" means a monocyclic hydrocarbon or a polycyclic hydrocarbon having 3 to 30 ring skeleton carbon atoms, wherein the number of carbon atoms is preferably 3 to 20, and more preferably 3 to 7. The above-mentioned cycloalkyl may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, cyclohexylmethyl, etc. Herein, "(C6-C6-yl)alkyl" means a monocyclic hydrocarbon or a polycyclic hydrocarbon having 3 to 30 ring skeleton carbon atoms, wherein the number of carbon atoms is preferably 3 to 20, and more preferably 3 to 7. The above-mentioned cycloalkyl may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, cyclohexylmethyl, etc. 30 The "(ene)aryl" is a monocyclic or condensed ring group derived from an aromatic hydrocarbon having 6 to 30 ring backbone carbon atoms, wherein the number of ring backbone carbon atoms is preferably 6 to 20, more preferably 6 to 15, which may be partially saturated and may contain a spiro structure. Examples of the aryl group may specifically be phenyl, biphenyl, terphenyl, quaterphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, dimethylfluorenyl, diphenylfluorenyl, benzofluorenyl, diphenylbenzofluorenyl, dibenzofluorenyl, phenanthrenyl, triphenylenyl, phenylphenanthrenyl, anthracenyl, benzanthryl, indenyl, triphenylene, pyrenyl, tetracenyl, peryl, Benzo yl, naphthacenyl, fluoranthenyl, benzofluoranthenyl, tolyl, xylyl, mesityl, cumenyl, spiro[fluorene-fluorene]yl, spiro[fluorene-benzofluorene]yl, azulenyl, tetramethyldihydrophenanthryl, and the like. More specifically, the aryl group may be o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, o-cumyl, m-cumyl, p-cumyl, 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 ... Phenyl-3-yl, p-terphenyl-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-anthryl, 2-anthryl, 9-anthryl, 1-phenanthrenyl, 2-phenanthrenyl, 3-phenanthrenyl, 4-phenanthrenyl, 9-phenanthrenyl, 1- Base, 2- Base, 3- Base, 4- Base, 5- Base, 6- Benzo[c]phenanthrenyl, benzo[g]1-triphenylene, 2-triphenylene, 3-triphenylene, 4-triphenylene, 3-fluoranthenyl, 4-fluoranthenyl, 8-fluoranthenyl, 9-fluoranthenyl, benzofluoranthenyl, 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-6-benzo[b]fluorenyl, 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-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, 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-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-4-phenanthryl etc.In this article, " (3 yuan to 30 yuan) (sub) heteroaryl " is to have 3 to 30 ring skeleton atoms and include at least one, preferably 1 to 4 heteroatomic aryl of the group being composed of B, N, O, S, Si, P, Se and Ge, wherein the number of ring skeleton carbon atoms is preferably 5 to 25.Above-mentioned (sub) heteroaryl can be monocycle or the condensed ring with at least one benzene ring condensation, and can be partially saturated.In addition, herein, above-mentioned heteroaryl can be the heteroaryl formed by at least one heteroaryl or aryl being connected to heteroaryl via one or more single bonds. Examples of heteroaryl groups specifically include monocyclic heteroaryl groups, including furanyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, etc.; and fused ring heteroaryl groups, including benzofuranyl, benzothienyl, isobenzofuranyl, , dibenzofuranyl, dibenzothienyl, dibenzoselenophene, benzofuranoquinolyl, benzofuranoquinazolinyl, benzofuranonaphthyridinyl, benzofuranopyrimidinyl, naphthofuranopyrimidinyl, benzothienoquinolyl, benzothienoquinazolinyl, benzothienonaphthyridinyl, benzothienopyrimidinyl, naphthothienopyrimidinyl, pyrimidoindolyl, benzopyrimidoindolyl, benzofuranopyrazinyl, naphthofuranopyrimidinyl oxazine, benzothienopyrazinyl, naphthiophenopyrazinyl, pyrazinoindolyl, benzopyrazinoindolyl, benzimidazolyl, benzothiazolyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, imidazopyridinyl, isoindolyl, indolyl, benzindolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, azacarbazolyl, benzocarbazolyl, dibenzocarbazolyl The heteroaryl group may be 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 1,2,3-triazine-4-yl, 1,2,4-triazine-3-yl, 1,3,5-triazine-2-yl, 1-imidazolyl, 2-imidazolyl, 1-pyrazolyl, 1-indolizidinyl, 2-indolizidinyl, 3-indolizidinyl, 5-indolizidinyl, 6-indolizidinyl, 7-indolizidinyl, 8-indolizidinyl, 2-imidazopyridinyl, 3-imidazopyridinyl, 5-imidazopyridinyl, 6-imidazopyridinyl yl, 7-imidazopyridinyl, 8-imidazopyridinyl, 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-furyl, 3-furyl, 2- benzofuranyl, 3-benzofuranyl, 4-benzofuranyl, 5-benzofuranyl, 6-benzofuranyl, 7-benzofuranyl, 1-isobenzofuranyl, 3-isobenzofuranyl, 4-isobenzofuranyl, 5-isobenzofuranyl, 6-isobenzofuranyl, 7-isobenzofuranyl, 2-quinolyl, 3-quinolyl, 4-quinolyl, 5-quinolyl, 6-quinolyl, 7-quinolyl, 8-quinolyl, 1-isoquinolyl, 3-isoquinolyl, 4-isoquinolyl, 5-isoquinolyl, 6-isoquinolyl, 7-isoquinolyl, 8-isoquinolyl, 2-quinoxalinyl, 5-quinoxalinyl, 6-quinoxalinyl, 1-carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, 9-carbazolyl, azacarbazole-1- yl, azacarbazole-2-yl, azacarbazole-3-yl, azacarbazole-4-yl, azacarbazole-5-yl, azacarbazole-6-yl, azacarbazole-7-yl, azacarbazole-8-yl, azacarbazole-9-yl, 1-phenanthridinyl, 2-phenanthridinyl, 3-phenanthridinyl, 4-phenanthridinyl, 6-phenanthridinyl, 7-phenanthridinyl, 8-phenanthridinyl, 9-phenanthridinyl, 10-phenanthridinyl, -phenanthridinyl, 1-acridinyl, 2-acridinyl, 3-acridinyl, 4-acridinyl, 9-acridinyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-oxadiazolyl, 5-oxadiazolyl, 3-furazanyl, 2-thienyl, 3-thienyl, 2-methylpyrrol-1-yl, 2-methylpyrrol-3-yl, 2-methylpyrrol-4-yl, 2-methylpyrrol- 3-Methylpyrrol-5-yl, 3-methylpyrrol-1-yl, 3-methylpyrrol-2-yl, 3-methylpyrrol-4-yl, 3-methylpyrrol-5-yl, 2-tert-butylpyrrol-4-yl, 3-(2-phenylpropyl)pyrrol-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-dibenzothiophene, 2-dibenzothiophene, 3-dibenzothiophene, 4-dibenzothiophene, 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]-benzofuranyl 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, 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]-benzothiophene, 2-naphtho-[1,2-b]-benzothiophene, 3-naphtho-[1,2-b]-benzothiophene 4-naphtho-[1,2-b]-benzothiophenyl, 5-naphtho-[1,2-b]-benzothiophenyl, 6-naphtho-[1,2-b]-benzothiophenyl, 7-naphtho-[1,2-b]-benzothiophenyl, 8-naphtho-[1,2-b]-benzothiophenyl, 9-naphtho-[1,2-b]-benzothiophenyl, 10-naphtho-[1 ,2-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 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]-benzothiophene,1-b]-benzothiophenyl, 9-naphtho-[2,1-b]-benzothiophenyl, 10-naphtho-[2,1-b]-benzothiophenyl, 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]pyrimidinyl, , 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 In some embodiments, the term "heteroaryl" refers to a 1-dibenzothiophene group, a 2-dibenzothio[3,2-d]pyrazinyl group, a 9-benzothio[3,2-d]pyrazinyl group, a 1-silafluorenyl group, a 2-silafluorenyl group, a 3-silafluorenyl group, a 4-silafluorenyl group, a 1-germanylfluorenyl group, a 2-germanylfluorenyl group, a 3-germanylfluorenyl group, a 4-germanylfluorenyl group, a 1-dibenzoselenophene group, a 2-dibenzoselenophene group, a 3-dibenzoselenophene group, a 4-dibenzoselenophene group, etc. In addition, the "heteroaryl (sub) group" can be classified into a heteroaryl (sub) group having an electron characteristic and a heteroaryl (sub) group having a hole characteristic. The (sub)heteroaryl group having electron characteristics is a substituent having relatively abundant electrons in the parent nucleus, and for example, it can be a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidyl group, a substituted or unsubstituted triazine group, a substituted or unsubstituted quinazoline group, a substituted or unsubstituted quinoxaline group, a substituted or unsubstituted quinolyl group, etc. The (sub)heteroaryl group having hole characteristics is a substituent having relatively deficient electrons in the parent nucleus, and for example, it can be a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophene group. Herein, the term "(C3-C, 30 ) aliphatic ring and (C6-C 30 The term "condensed ring of (C3-C4)" means a ring formed by fusing at least one aliphatic ring having 3 to 30 ring skeleton carbon atoms (wherein the number of carbon atoms is preferably 3 to 25, more preferably 3 to 18) and at least one aromatic ring having 6 to 30 ring skeleton carbon atoms (wherein the number of carbon atoms is preferably 6 to 25, more preferably 6 to 18). For example, the condensed ring may be a condensed ring of at least one benzene and at least one cyclohexane, or a condensed ring of at least one naphthalene and at least one cyclopentane, etc. Herein, in (C3-C4) 30 ) aliphatic ring and (C6-C 30) The carbon atoms in the fused ring of the aromatic ring may be replaced by at least one heteroatom selected from B, N, O, S, Si and P, preferably at least one heteroatom selected from N, O and S. The "halogen" in the present disclosure includes F, Cl, Br and I.

[0035] In addition, "ortho-(o-)", "meta-(m-)", and "para-(p-)" are meant to represent the substitution position of all substituents. The ortho-configuration describes a compound having substituents adjacent to each other, for example, at positions 1 and 2 on benzene. The meta-configuration indicates the next substitution position of the immediately adjacent substitution position, for example, the compound has substituents at positions 1 and 3 on benzene. The para-configuration indicates the next substitution position of the meta position, for example, the compound has substituents at positions 1 and 4 on benzene.

[0036] Herein, the term "ring formed by connecting to adjacent substituents" means a substituted or unsubstituted (3-30-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or a combination thereof formed by connecting or fusing two or more adjacent substituents, and preferably, it may be a substituted or unsubstituted (3-26-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or a combination thereof. In addition, the formed ring may contain at least one heteroatom selected from the group consisting of B, N, O, S, Si and P, preferably, N, O and S. According to one embodiment of the present disclosure, the number of atoms in the ring skeleton is 5 to 20; according to another embodiment of the present disclosure, the number of atoms in the ring skeleton is 5 to 15. In one embodiment, the fused ring can be, for example, a substituted or unsubstituted dibenzothiophene ring, a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted phenanthrene ring, a substituted or unsubstituted fluorene ring, a substituted or unsubstituted benzothiophene ring, a substituted or unsubstituted benzofuran ring, a substituted or unsubstituted indole ring, a substituted or unsubstituted indene ring, a substituted or unsubstituted benzene ring, or a substituted or unsubstituted carbazole ring, etc.

[0037] In addition, the expression "substituted or unsubstituted" in "substituted" means that a hydrogen atom in a functional group is replaced by another atom or functional group (i.e., a substituent). Unless otherwise specified, at a position where a substituent can be substituted, the substituent may not be limited to hydrogen, and when two or more hydrogen atoms in a functional group are each replaced by a substituent, the substituent may be the same or different from each other. For example, "a substituent in which two or more substituents are connected" may be pyridine-triazine. That is, pyridine-triazine may be a heteroaryl, or may be interpreted as a substituent in which two heteroaryls are connected. In the formula of the present disclosure, the substituents of the substituted alkyl, substituted alkenyl, substituted cycloalkyl, substituted (ene)aryl, substituted (ene)heteroaryl, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, and substituted condensed ring of the aliphatic ring and the aromatic ring each independently represent at least one selected from the group consisting of: deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; (C1-C 30 )alkyl; halo(C1–C 30 )alkyl; (C2–C 30 )alkenyl; (C2–C 30 ) alkynyl; (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; (C6–C 30 ) arylthio; unsubstituted or substituted by at least one (C6-C 30 )aryl-substituted (3- to 30-membered) heteroaryl; unsubstituted or substituted with (C1-C 30 (C6-C 30 )aryl; tri(C1–C 30 ) alkylsilyl; tri(C6–C 30 )Arylsilyl; di(C1–C 30 )alkyl (C6–C 30 )Arylsilyl; (C1–C 30 )alkyldi(C6–C 30 ) arylsilyl; tri(C6-C 30 )Arylgermanyl; amino; mono- or di-(C1-C 30 ) alkylamino; mono- or di-(C2-C 30 )alkenylamino; unsubstituted or (C1-C 30 ) alkyl-substituted mono- or di-(C6-C30 )arylamino; mono- or di-(3- to 30-membered) heteroarylamino; (C1–C 30 )alkyl(C2–C 30 )alkenylamino; (C1–C 30 )alkyl (C6–C 30 ) arylamino; (C1–C 30 )alkyl(3-30-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 )alkylcarbonyl; (C1–C 30 ) alkoxycarbonyl; (C6–C 30 ) arylcarbonyl; di(C6–C 30 )Aryl boron carbonyl; di(C1–C 30 )alkyl boron carbonyl; (C1–C 30 )alkyl (C6–C 30 )Aryl boronyl; (C6–C 30 )Aryl (C1–C 30 ) alkyl; and (C1-C 30 )alkyl(C6-C 30 ) aryl, etc. For example, the substituent in the substituted group may be phenyl, naphthyl, pyridyl, dibenzofuranyl, or dibenzothiophenyl, etc.

[0038] In this document, "combinations thereof" means that one or more components of the corresponding list are combined to form known or chemically stable arrangements that can be imagined by a person skilled in the art from the corresponding list. For example, alkyl and deuterium can be combined to form partially or fully deuterated alkyl; halogen and alkyl can be combined to form haloalkyl substituents; and halogen, alkyl and aryl can be combined to form haloarylalkyl. For example, preferred combinations of substituents can include up to 50 atoms other than hydrogen and deuterium, or up to 40 atoms other than hydrogen and deuterium, or up to 30 atoms other than hydrogen and deuterium, or in many cases, preferred combinations of substituents can include up to 20 atoms other than hydrogen and deuterium.

[0039] In the formulae of the present disclosure, when a plurality of substituents are represented by the same symbol, each of these substituents represented by the same symbol may be the same as or different from each other.

[0040] Hereinafter, a compound according to one embodiment will be described.

[0041] The compound according to one embodiment is represented by Formula 1 below.

[0042]

[0043] In formula 1,

[0044] X1 and Y1 each independently represent -N=, -NR 10 -, -O- or -S-; provided that at least one of X1 and Y1 is -N= and the other of X1 and Y1 is -NR 10 -, -O-, or -S-;

[0045] R1 represents a substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl;

[0046] R2 to R 10 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3- to 30-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, or -L1-N(Ar3)(Ar4);

[0047] At least one of R2 to R9 is -L1-N(Ar3)(Ar4), and at least one of the other of R2 to R9 is substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl;

[0048] L1 represents a single bond, substituted or unsubstituted (C6-C 30 )arylene, or substituted or unsubstituted (3- to 30-membered)heteroarylene; and

[0049] Ar3 and Ar4 each independently represent a substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl.

[0050] In one embodiment, at least one of X1 and Y1 may be -N=, and the other of X1 and Y1 may be -O- or -S-.

[0051] In one embodiment, R5 may be -L1-N(Ar3)(Ar4), and R7 or R8 may be substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (5- to 30-membered) heteroaryl.

[0052] In one embodiment, R7 may be -L1-N(Ar3)(Ar4), and R5 may be substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (5- to 30-membered) heteroaryl.

[0053] In one embodiment, R8 may be -L1-N(Ar3)(Ar4), and R4 or R5 may be substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (5- to 30-membered) heteroaryl.

[0054] In one embodiment, R1 can be substituted or unsubstituted (C6-C 30 ) aryl group, for example, it may be substituted or unsubstituted phenyl.

[0055] In one embodiment, at least one of R2 to R9 may be -L1-N(Ar3)(Ar4), and at least one of the other of R2 to R9 may be substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl.

[0056] In one embodiment, the other R2 to R9 other than -L1-N(Ar3)(Ar4) may be substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (5- to 30-membered) heteroaryl, preferably substituted or unsubstituted (C6-C 25 )aryl or substituted or unsubstituted (5- to 25-membered) heteroaryl, more preferably substituted or unsubstituted (C6-C 18 )aryl or substituted or unsubstituted (5- to 18-membered) heteroaryl, for example, unsubstituted or pyridyl-substituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted m-biphenyl, unsubstituted or phenyl-substituted pyridyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophenyl.

[0057] In one embodiment, L1 can be a single bond or a substituted or unsubstituted (C6-C 30)arylene, preferably a single bond or substituted or unsubstituted (C6-C 25 )arylene, more preferably a single bond or substituted or unsubstituted (C6-C 18 ) arylene. For example, L1 may be a single bond or a substituted or unsubstituted phenylene.

[0058] In one embodiment, Ar3 and Ar4 can each independently be substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (5- to 30-membered) heteroaryl, preferably substituted or unsubstituted (C6-C 25 )aryl or substituted or unsubstituted (5- to 25-membered) heteroaryl, more preferably unsubstituted or substituted with (C6-C 30 ) aryl substituted (C6-C 18 )aryl or (5-30-membered) heteroaryl or substituted or unsubstituted (5-18-membered) heteroaryl. For example, Ar3 and Ar4 can each independently be phenyl which is unsubstituted or substituted by at least one of naphthyl, phenanthryl, dibenzofuranyl and dibenzothienyl, unsubstituted or phenyl-substituted naphthyl, substituted or unsubstituted o-biphenylyl, substituted or unsubstituted m-biphenylyl, substituted or unsubstituted p-biphenylyl, substituted or unsubstituted o-terphenylyl, substituted or unsubstituted m-terphenylyl, substituted or unsubstituted p-terphenylyl, unsubstituted or phenyl-substituted phenanthryl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothienyl, substituted or unsubstituted dibenzoselenophene, or unsubstituted or phenyl or biphenyl-substituted carbazolyl.

[0059] According to one embodiment, the compound represented by Formula 1 may be more specifically illustrated by the following compounds, but is not limited thereto.

[0060]

[0061]

[0062]

[0063]

[0064]

[0065]

[0066]

[0067]

[0068]

[0069] The compound represented by Formula 1 according to the present disclosure may be manufactured by referring to a synthesis method known to those skilled in the art, for example, by a synthesis method disclosed in Korean Patent Application Publication Nos. 2017-0022865, 2018-0099487, etc., but is not limited thereto.

[0070] According to another embodiment of the present disclosure, the present disclosure provides an organic electroluminescent material including a compound represented by Formula 1 and a compound represented by the following Formula 2.

[0071]

[0072] In formula 2,

[0073] Z1 to Z3 each independently represent -N= or -C(R 20 )=; provided that at least one of Z1 to Z3 is N;

[0074] R 20 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-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, or (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused aromatic ring;

[0075] L2 to L4 each independently represent a single bond, a substituted or unsubstituted (C6-C 30 )arylene, substituted or unsubstituted (C3-C 30 )cycloalkylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene;

[0076] Ar5 to Ar7 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-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused ring of an aromatic ring, or *-N-(R 11 )(R 12 ); may be connected to adjacent substituents to form one or more rings; provided that at least one of Ar5 to Ar7 is substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl; and

[0077] R 11 and R 12 Each independently represents a substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, substituted or unsubstituted (C6-C 30 )aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl.

[0078] In one embodiment, at least two of Z1 to Z3 may be N.

[0079] In one embodiment, Z1 to Z3 can all be N.

[0080] In one embodiment, R 20 It may be hydrogen, deuterium, halogen, cyano, or substituted or unsubstituted (C1-C 10 ) alkyl. For example, R 20 It may be hydrogen or deuterium.

[0081] In one embodiment, L2 to L4 are each independently a single bond, substituted or unsubstituted (C6-C 30 )arylene, or substituted or unsubstituted (5- to 30-membered) heteroarylene, preferably a single bond, substituted or unsubstituted (C6-C 25 )arylene or substituted or unsubstituted (5- to 25-membered) heteroarylene, more preferably a single bond, substituted or unsubstituted (C6-C18 )arylene or substituted or unsubstituted (5- to 18-membered) heteroarylene. For example, L2 to L4 can each independently be a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted naphthylphenylene, a substituted or unsubstituted phenylnaphthylene, a substituted or unsubstituted fluorenylene, a substituted or unsubstituted phenanthrenylene, a substituted or unsubstituted dibenzofuranylene, a substituted or unsubstituted benzonaphthothienylene, or a substituted or unsubstituted benzonaphthofuranylene.

[0082] In one embodiment, Ar5 to Ar7 are each independently substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (5- to 30-membered) heteroaryl, or substituted or unsubstituted tri(C6-C 30 ) arylsilyl, preferably substituted or unsubstituted (C6-C 25 )aryl, substituted or unsubstituted (5- to 25-membered) heteroaryl, or substituted or unsubstituted tri(C6-C 25 ) arylsilyl, more preferably substituted or unsubstituted (C6-C 25 )aryl, substituted or unsubstituted (5- to 18-membered) heteroaryl, or substituted or unsubstituted tri(C6-C 18 ) arylsilyl. Wherein, at least one of Ar5 to Ar7 is a substituted or unsubstituted (5- to 30-membered) heteroaryl, and preferably at least two of Ar5 to Ar7 can be substituted or unsubstituted (5- to 30-membered) heteroaryl. For example, Ar5 to Ar7 can each independently be a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted p-biphenyl, a substituted or unsubstituted m-biphenyl, a substituted or unsubstituted o-terphenyl, a substituted or unsubstituted m-terphenyl, a substituted or unsubstituted triphenylsilyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophene, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted spirobifluorenyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted phenanthrenyl, a substituted or unsubstituted triphenylene radical, a substituted or unsubstituted phenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted benzocarbazolyl, substituted or unsubstituted benzonaphthofuranyl, substituted or unsubstituted benzonaphthothiophenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted benzothiazolyl, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted benzimidazolyl, substituted or unsubstituted naphthoxazolyl, substituted or unsubstituted benzonaphthoxazolyl, substituted or unsubstituted naphthothiazolyl, substituted or unsubstituted benzonaphthothiazolyl, or substituted or unsubstituted naphthoimidazolyl. Preferably, Ar5 to Ar7 are each independently substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted o-terphenyl, substituted or unsubstituted m-terphenyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted The present invention can be substituted with 1, 2 or 3 phenyl groups, substituted or unsubstituted triphenylene groups, substituted or unsubstituted benzonaphthofuranyl groups, substituted or unsubstituted benzonaphthothienyl groups, substituted or unsubstituted benzonaphthooxazolyl groups, or substituted or unsubstituted benzonaphthothiazolyl groups. The substituent of the substituted group can be at least one selected from the following: deuterium, cyano, methyl, phenyl, biphenyl, naphthyl, phenanthryl, triphenylsilyl, fluorenyl, dibenzothienyl and dibenzofuranyl.

[0083] According to one embodiment, at least one of Ar5 to Ar7 may be represented by any one of the following Formulae 2-1 to 2-7.

[0084]

[0085]

[0086] In formulas 2-1 to 2-7,

[0087] Y represents O, S, N (R 77 ), or C(R 78 )(R 79 );

[0088] R 77 represents a site for connection to any one of L2 to L4, or a substituted or unsubstituted (C6-C 30 ) aryl;

[0089] R 78 and R 79 Each independently represents a site for connection to any one of L2 to L4, or a substituted or unsubstituted (C1-C 30) alkyl, substituted or unsubstituted (C6-C 30 )aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl; or R 78 and R 79 can be connected to each other to form one or more rings;

[0090] R 21 To R 28 , R 30 To R 57 , and R 59 To R 64 Each independently represents a site of connection to any one of L2 to L4; or hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3- to 30-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, or (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused ring of an aromatic ring; or may be connected to adjacent substituents to form one or more rings;

[0091] X3 to X6 each independently represent -O-, -S-, -Se- or -N=; and

[0092] R 29 and R 58 Each independently represents a site for connection to any one of L2 to L4, or a substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C6-C 30 )aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl.

[0093] According to one embodiment, the compound represented by Formula 2 may be more specifically illustrated by the following compounds, but is not limited thereto.

[0094]

[0095]

[0096]

[0097]

[0098]

[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] The host compound represented by Formula 2 according to the present disclosure may be manufactured by referring to a synthesis method known to those skilled in the art, for example, by a synthesis method disclosed in Korean Patent Application Publication No. 10-2020-0092879, etc., but is not limited thereto.

[0139] According to another embodiment of the present disclosure, the present disclosure provides a compound represented by the following Formula 2-1-1.

[0140]

[0141] In formula 2-1-1,

[0142] L2 and L3 each independently represent a single bond, a substituted or unsubstituted (C6-C 30 )arylene, substituted or unsubstituted (C3-C 30)cycloalkylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene;

[0143] Ar5 is represented by the following formula 2-1:

[0144]

[0145] In formula 2-1,

[0146] Y represents -O- or -S-;

[0147] R 21 To R 28 Each independently represents a site for connection to L2; or hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3- to 30-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, or (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused ring of an aromatic ring; or may be connected to adjacent substituents to form one or more rings;

[0148] Ar6 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-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C30 ) arylsilyl, (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused ring of an aromatic ring; or may be connected to adjacent substituents to form one or more rings;

[0149] L4 represents unsubstituted or deuterium- or cyano-substituted phenylene, unsubstituted or deuterium- or cyano-substituted biphenylene, or unsubstituted or deuterium- or cyano-substituted 2-naphthylene;

[0150] Ar7 represents unsubstituted or deuterium- or cyano-substituted biphenyl, unsubstituted or deuterium- or cyano-substituted naphthyl, or unsubstituted or deuterium- or cyano-substituted phenylnaphthyl;

[0151] Provided that when L4 is unsubstituted or substituted phenylene by deuterium or cyano, Ar7 is unsubstituted or substituted biphenylene by deuterium or cyano, or unsubstituted or substituted naphthyl by deuterium or cyano; when L4 is unsubstituted or substituted biphenylene by deuterium or cyano, Ar7 is unsubstituted or substituted naphthyl by deuterium or cyano; when L4 is unsubstituted or substituted 2-naphthylene by deuterium or cyano, Ar7 is unsubstituted or substituted biphenylene by deuterium or cyano, or unsubstituted or substituted phenylnaphthyl by deuterium or cyano.

[0152] In one embodiment, L4 may be a 2-naphthylene group selected from the following Group 1, which is unsubstituted or substituted with deuterium or cyano.

[0153] [Group 1]

[0154]

[0155] In Group 1, * indicates a point of connection with Formula 2-1-1 and Ar7.

[0156] According to one embodiment, the compound represented by Formula 2-1-1 may be more specifically illustrated by the following compounds, but is not limited thereto.

[0157]

[0158]

[0159] According to another embodiment of the present disclosure, the present disclosure provides a compound represented by the following Formula 2-1-2.

[0160]

[0161] In formula 2-1-2,

[0162] L2 and L3 each independently represent a single bond, a substituted or unsubstituted (C6-C 30)arylene, substituted or unsubstituted (C3-C 30 )cycloalkylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene;

[0163] Ar5 is represented by the following formula 2-1:

[0164]

[0165] In formula 2-1,

[0166] Y represents -O- or -S-;

[0167] R 21 To R 28 Each independently represents a site for connection to L2; or hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3- to 30-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, or (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused ring of an aromatic ring; or may be connected to adjacent substituents to form one or more rings;

[0168] Ar6 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-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused ring of an aromatic ring; or may be connected to adjacent substituents to form one or more rings; and

[0169] L4 represents an unsubstituted or deuterium- or cyano-substituted 1-naphthylene group selected from the following Group 2:

[0170] [Group 2]

[0171]

[0172] wherein in Group 2, * represents the point of connection with Formula 2-1-2 and Ar7; and

[0173] Ar7 represents unsubstituted or deuterated (C6-C 16 )aryl.

[0174] In one embodiment, Ar7 can be phenyl, p-biphenyl, m-biphenyl, o-biphenyl, or naphthyl, which is unsubstituted or substituted with deuterium.

[0175] According to one embodiment, the compound represented by Formula 2-1-2 may be more specifically illustrated by the following compounds, but is not limited thereto.

[0176]

[0177]

[0178]

[0179]

[0180] Hereinafter, an organic electroluminescent device using the aforementioned compound and / or an organic electroluminescent material including the compound will be described.

[0181] An organic electroluminescent device according to one embodiment includes a first electrode; a second electrode; and at least one organic layer inserted between the first electrode and the second electrode. The organic layer may include a hole transport layer and a light-emitting layer. According to one embodiment, the hole transport layer may include a compound represented by Formula 1. According to another embodiment, the light-emitting layer may include a compound represented by Formula 1 as a first host compound and a compound represented by Formula 2 as a second host compound, respectively. Wherein, the weight ratio of the first host compound to the second host compound in the light-emitting layer may be in the range of about 1:99 to about 99:1, preferably about 10:90 to about 90:10, more preferably about 30:70 to about 70:30, more preferably about 40:60 to about 60:40, and even more preferably may be about 50:50.

[0182] According to one embodiment, the organic electroluminescent material of the present disclosure includes at least one of compounds H1-1 to H1-262 and at least one of compounds H2-1 to H2-1261. The organic electroluminescent material may be included in the same organic layer, such as the same light-emitting layer, or may be included in different light-emitting layers.

[0183] According to another embodiment, the organic electroluminescent device of the present disclosure includes a first compound represented by Formula 1 and a second compound represented by Formula 2, and may further include a third compound selected from the compounds represented by Formula 1 and Formula 2 and different from the first compound and the second compound. For example, the organic electroluminescent device of the present disclosure includes one of compounds H1-1 to H1-262 (which is the first compound) and one of compounds H2-1 to H2-1261 (which is the second compound) as the host material of the light-emitting layer, and may further include one of compounds H1-1 to H1-262 and H2-1 to H2-1261 (which is the third compound different from the first compound and the second compound).

[0184] According to another embodiment, the present disclosure may provide an organic electroluminescent device including a compound represented by Formula 2-1-1. According to other embodiments, the present disclosure may provide an organic electroluminescent device including a compound represented by Formula 2-1-2.

[0185] In addition to the hole transport layer and the light-emitting layer, the organic layer may further include at least one layer selected from the following: a hole injection layer, a hole auxiliary layer, a light-emitting auxiliary layer, an electron transport layer, an electron injection layer, an intermediate layer, a hole blocking layer, an electron blocking layer, and an electron buffer layer. In addition to the light-emitting material according to the present disclosure, the organic layer may further include an amine-based compound and / or an azine-based compound. Specifically, the hole injection layer, the hole transport layer, the hole auxiliary layer, the light-emitting layer, the light-emitting auxiliary layer, or the electron blocking layer may contain an amine-based compound (e.g., an arylamine-based compound and a styryl arylamine-based compound, etc.) as a hole injection material, a hole transport material, a hole auxiliary material, a light-emitting material, a light-emitting auxiliary material, or an electron blocking material. In addition, the electron transport layer, the electron injection layer, the electron buffer layer, or the hole blocking layer may contain an azine-based compound as an electron transport material, an electron injection material, an electron buffer material, or a hole blocking material. In addition, the organic layer may further contain at least one metal selected from the group consisting of metals of Group 1 of the periodic table, metals of Group 2, transition metals of Period 4, transition metals of Period 5, lanthanide elements and organometallic d-transition elements, or at least one complex compound containing such a metal.

[0186] The organic electroluminescent material according to one embodiment can be used as a light-emitting material for a white organic light-emitting device. According to the arrangement of R (red), G (green), YG (yellow-green), or B (blue) light-emitting units, various structures have been proposed for white organic light-emitting devices, such as a parallel side-by-side arrangement method, a stacked arrangement method, a CCM (color conversion material) method, etc. In addition, the compound or organic electroluminescent material according to one embodiment can also be applied to an organic electroluminescent device containing QD (quantum dots).

[0187] One of the first electrode and the second electrode may be an anode, and the other may be a cathode. The first electrode and the second electrode may each be formed as a transmissive conductive material, a semi-transmissive reflective conductive material, or a reflective conductive material. Depending on the type of material forming the first electrode and the second electrode, the organic electroluminescent device may be a top-emitting type, a bottom-emitting type, or a double-sided emitting type.

[0188] 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 the electron blocking layer, wherein each of the multilayers can use two compounds at the same time. In addition, the hole injection layer can be doped with a p-type dopant. In addition, the electron blocking layer can be placed between the hole transport layer (or hole injection layer) and the light-emitting layer, and the excitons can be confined in the light-emitting layer by blocking the electrons from overflowing from the light-emitting layer to prevent light leakage. The hole transport layer or the electron blocking layer can be multilayered, and each layer can use a variety of compounds.

[0189] An electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof may be used between the light-emitting layer and the cathode. The electron buffer layer may be multilayered to control the injection of electrons and improve the interface characteristics between the light-emitting layer and the electron injection layer, wherein each of the multiple layers may use two compounds at the same time. The hole blocking layer may be placed between the electron transport layer (or electron injection layer) and the light-emitting layer, and blocks holes from reaching the cathode, thereby increasing the probability of recombination of electrons and holes in the light-emitting layer. The hole blocking layer or the electron transport layer may also be multilayered, wherein each layer may use a variety of compounds. In addition, the electron injection layer may be doped with an n-type dopant.

[0190] The luminescence auxiliary layer can be placed between the anode and the light-emitting layer, or between the cathode and the light-emitting layer. When the luminescence auxiliary layer is placed between the anode and the light-emitting layer, it can be used to promote hole injection and / or hole transport, or to prevent electron overflow. When the luminescence auxiliary layer is placed between the cathode and the light-emitting layer, it can be used to promote electron injection and / or electron transport, or to prevent hole overflow. In addition, the hole auxiliary layer can be placed between the hole transport layer (or hole injection layer) and the light-emitting layer, and can effectively promote or limit the hole transport rate (or hole injection rate), so that the charge balance can be controlled. When the organic electroluminescent device includes two or more hole transport layers, the hole transport layer further included can be used as a hole auxiliary layer or an electron blocking layer. The luminescence auxiliary layer, the hole auxiliary layer, or the electron blocking layer can have the effect of improving the efficiency and / or life of the organic electroluminescent device.

[0191] In the organic electroluminescent device of the present disclosure, at least one layer selected from a chalcogenide layer, a metal halide layer, and a metal oxide layer (hereinafter, "surface layer") may be preferably placed on one or more inner surfaces of one electrode or both electrodes of a pair of electrodes. Specifically, a chalcogenide (including oxide) layer of silicon and aluminum is preferably placed on the anode surface of the electroluminescent medium layer, and a metal halide layer or a metal oxide layer is preferably placed on the cathode surface of the electroluminescent medium layer. The operational stability of the organic electroluminescent device can be obtained by the surface layer. Preferably, the chalcogenide includes SiO 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.

[0192] In addition, in the organic electroluminescent device of the present disclosure, a mixed region of an electron transport compound and a reductive dopant, or a mixed region of a hole transport compound and an oxidative dopant can be placed on at least one surface of a pair of electrodes. In this case, the electron transport compound is reduced to anions, and thus it becomes easier to inject and transport electrons from the mixed region to the electroluminescent medium. In addition, the hole transport compound is oxidized to cations, and thus it becomes easier to inject and transport holes from the mixed region to the electroluminescent medium. Preferably, the oxidative dopant includes various Lewis acids and acceptor compounds, and the reductive dopant includes alkali metals, alkali metal compounds, alkaline earth metals, rare earth metals, and mixtures thereof. In addition, the reductive dopant layer can be used as a charge generation layer to prepare an organic electroluminescent device having two or more light-emitting layers and emitting white light.

[0193] The organic electroluminescent device according to one embodiment of the present disclosure may be an organic electroluminescent device having a tandem structure. In the case of a tandem organic electroluminescent device according to one embodiment, a single light-emitting unit (light-emitting unit) may be formed into a structure in which two or more units are connected by a charge generation layer. The organic electroluminescent device may include a plurality of two or more light-emitting units, for example, a plurality of three or more light-emitting units, the light-emitting unit having a first electrode and a second electrode opposite to each other on a substrate and a light-emitting layer stacked between the first electrode and the second electrode and emitting light within a specific wavelength range. According to one embodiment, the organic electroluminescent device may include a plurality of light-emitting units, and each of these light-emitting units may include a hole transport band, a light-emitting layer, and an electron transport band, and the hole transport band may include a hole injection layer and a hole transport layer, and the electron transfer zone may include an electron transport layer and an electron injection layer. According to one embodiment, three or more light-emitting layers may be included in the light-emitting unit. Multiple light-emitting units may emit the same color or different colors. In addition, a light-emitting unit may include one or more light-emitting layers, and the multiple light-emitting layers may be light-emitting layers of the same or different colors. It may include one or more charge generation layers located between each light-emitting unit. A charge generation layer refers to a layer that generates holes and electrons when a voltage is applied. When there are three or more light-emitting units, the charge generation layer may be located between the light-emitting units. At this time, the multiple charge generation layers may be the same as or different from each other. By arranging the charge generation layer between the light-emitting units, the current efficiency in each light-emitting unit is increased, and the charge can be evenly distributed. Specifically, the charge generation layer is arranged between two adjacent stacks, and can be used to drive a tandem organic electroluminescent device using only a pair of anodes and cathodes, without the need for a separate internal electrode located between the stacks.

[0194] The charge generation layer may be composed of an n-type charge generation layer and a p-type charge generation layer, and the n-type charge generation layer may be doped with an alkali metal, an alkaline earth metal, or a compound of an alkali metal and an alkaline earth metal. The alkali metal may include one selected from the group consisting of Li, Na, K, Rb, Cs, Fr, Yb, and combinations thereof, and the alkaline earth metal may include one selected from the group consisting of Be, Mg, Ca, Sr, Ba, Ra, and combinations thereof. The p-type charge generation layer may be made of a metal or an organic material doped with a p-type dopant. For example, the metal may be made of one or two or more alloys selected from the group consisting of: Al, Cu, Fe, Pb, Zn, Au, Pt, W, In, Mo, Ni, and Ti. In addition, commonly used materials may be used as p-type dopants and host materials used in p-type doped organic materials.

[0195] The organic electroluminescent device according to one embodiment may further include at least one dopant in the light emitting layer.

[0196] The dopant included in the organic electroluminescent device of the present disclosure may be at least one phosphorescent dopant or fluorescent dopant, preferably a phosphorescent dopant. The phosphorescent dopant material applied to the organic electroluminescent device of the present disclosure is not particularly limited, but may preferably be one or more metallized complex compounds of one or more metal atoms selected from the following: iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), more preferably one or more ortho-metallized complex compounds of one or more metal atoms selected from the following: iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), and even more preferably one or more ortho-metallized iridium complex compounds.

[0197] The dopant included in the organic electroluminescent device of the present disclosure may use a compound represented by the following Formula 101, but is not limited thereto.

[0198]

[0199] In formula 101,

[0200] L is selected from any one of the following structures 1 to 3:

[0201]

[0202] R 100 To R 103 Each independently represents hydrogen, deuterium, halogen, unsubstituted or substituted by 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-membered) heteroaryl, or substituted or unsubstituted (C1-C 30 ) alkoxy; or may be attached to an adjacent substituent to form one or more rings, such as one or more rings with pyridine, for example, substituted or unsubstituted quinoline, substituted or unsubstituted benzofuranopyridine, substituted or unsubstituted benzothienopyridine, substituted or unsubstituted indenopyridine, substituted or unsubstituted benzofuranoquinoline, substituted or unsubstituted benzothienoquinoline, or substituted or unsubstituted indenoquinoline;

[0203] R 104 To R 107 Each independently represents hydrogen, deuterium, halogen, unsubstituted or substituted by 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-membered) heteroaryl, cyano, or substituted or unsubstituted (C1-C 30 ) alkoxy; or may be connected to an adjacent substituent to form one or more substituted or unsubstituted rings, such as forming one or more substituted or unsubstituted rings with benzene, for example, substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted indenopyridine, substituted or unsubstituted benzofuranopyridine, or substituted or unsubstituted benzothienopyridine;

[0204] R 201 To R 220 Each independently represents hydrogen, deuterium, halogen, unsubstituted or substituted by deuterium and / or halogen (C1-C 30 ) alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, or substituted or unsubstituted (C6-C 30 ) aryl; or may be attached to adjacent substituents to form one or more substituted or unsubstituted rings; and

[0205] s represents an integer of 1 to 3.

[0206] Specifically, specific examples of the dopant compound include the following, but are not limited thereto.

[0207]

[0208]

[0209]

[0210]

[0211]

[0212]

[0213] In order to form each layer of the organic electroluminescent device of the present disclosure, a dry film-forming method such as vacuum evaporation, sputtering, plasma, ion plating method, etc., or a wet film-forming method such as spin coating, dip coating, flow coating method, etc. can be used. When a wet film-forming method is used, a thin film can be formed by dissolving or diffusing the material forming each layer in any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane, etc. The solvent can be any solvent in which the material forming each layer can be dissolved or diffused and there is no problem in film-forming ability.

[0214] When depositing an organic electroluminescent material according to an embodiment, the layer can be formed by the methods listed above, and can generally be formed by co-deposition or mixed deposition. Co-deposition is a mixed deposition method in which two or more materials are placed in a corresponding single crucible source and current is applied to two chambers at the same time to evaporate the materials; and mixed deposition is a method in which two or more materials are mixed in one crucible source before being deposited and then current is applied to one chamber to evaporate the materials.

[0215] According to one embodiment, the present disclosure may provide a display device including a compound represented by Formula 1 and / or a display device including an organic electroluminescent material including a first host compound represented by Formula 1 and a second host compound represented by Formula 2. In addition, by using the organic electroluminescent device of the present disclosure, a display device such as a smartphone, a tablet computer, a notebook computer, a PC, a TV, or a display device for a vehicle, or a lighting device such as outdoor or indoor lighting may be prepared.

[0216] Hereinafter, the preparation method of the compound according to the present disclosure will be explained with reference to the synthesis method of representative compounds or intermediate compounds in order to understand the present disclosure in detail.

[0217] [Example 1] Synthesis of Compound H1-2

[0218]

[0219] Compound P-1 (4 g, 9.8 mmol), N-phenyldibenzo [b, d] furan-3-amine (2.8 g, 10.7 mmol), tris (dibenzylideneacetone) dipalladium (0) (Pd2 (dba) 3) (459 mg, 0.5 mmol), dicyclohexyl [2', 6'-dimethoxy [1, 1'-biphenyl] -2-yl] phosphine (S-Phos) (443 mg, 1.07 mmol), sodium tert-butoxide (NaOtBu) (1.56 g, 16.2 mmol), and 72 mL of xylene were added to a flask and dissolved, and then stirred under reflux for 1 hour. After the reaction was completed, the organic layer was extracted with ethyl acetate, residual moisture was removed with magnesium sulfate, and then separated by column chromatography to obtain compound H1-2 (3.3 g, 54%).

[0220] MW MP H1-2 628.22 239.1℃

[0221] [Example 2] Synthesis of Compound H1-1

[0222]

[0223] Compound P-1 (5 g, 12.3 mmol), N-phenyldibenzo [b, d] furan-2-amine (2.9 g, 11.2 mmol), Pd2 (dba) 3 (512 mg, 0.56 mmol), S-Phos (459 mg, 1.12 mmol), NaOtBu (1.61 g, 16.8 mmol), and 56 mL of xylene were added to a flask and dissolved, and then stirred under reflux for 1 hour. After the reaction was completed, the organic layer was extracted with ethyl acetate and residual moisture was removed with magnesium sulfate, and then separated by column chromatography to obtain compound H1-1 (3.2 g, 45.5%).

[0224] MW MP H1-1 628.22 237.8℃

[0225] [Example 3] Synthesis of Compound H1-206

[0226]

[0227] Compound P-2 (5 g, 10.96 mmol), N-phenyldibenzo [b, d] furan-2-amine (4.7 g, 13.16 mmol), Pd2 (dba) 3 (0.5 g, 0.548 mmol), NaOtBu (1.6 g, 16.45 mmol), S-Phos (0.45 g, 1.096 mmol), and 60 mL of xylene were added to a flask and dissolved, and then stirred under reflux for 1 hour. After the reaction was completed, the mixture was cooled to room temperature, filtered through a diatomaceous earth filter, and then distilled under reduced pressure. It was then separated by column chromatography to obtain compound H1-206 (1.8 g, 24%).

[0228] MW MP H1-206 678.7 214.6℃

[0229] [Example 4] Synthesis of Compound H1-49

[0230]

[0231] 120mL of xylene was added to compound P-1 (10g, 24.63mmol), compound 2 (9.9g, 29.56mmol), tris(dibenzylideneacetone)dipalladium (0) (1.1g, 1.231mmol), sodium tert-butoxide (3.5g, 36.95mmol), and S-Phos (1g, 2.463mmol), and then stirred at 160°C under reflux for 1 hour. After the reaction was completed, the mixture was cooled to room temperature, filtered through a diatomaceous earth filter, and then distilled under reduced pressure. Then separated by column chromatography to obtain compound H1-49 (3.5g, 40%).

[0232] MW MP H1-49 704.8 270.1℃

[0233] [Example 5] Synthesis of Compound H1-60

[0234]

[0235] 50mL of xylene was added to compound P-2 (4g, 8.773mmol), compound 3 (2.6g, 10.52mmol), tris (dibenzylideneacetone) dipalladium (0) (0.4g, 0.438mmol), sodium tert-butoxide (1.3g, 13.16mmol), and S-Phos (0.36g, 0.877mmol), and then stirred at 160°C under reflux for 1 hour. After the reaction was completed, the mixture was cooled to room temperature, filtered through a diatomaceous earth filter, and then distilled under reduced pressure. Then separated by column chromatography to obtain compound H1-60 (2.9g, 50%).

[0236] MW MP H1-60 664.7 286℃

[0237] [Example 6] Synthesis of Compound H1-212

[0238]

[0239] Compound P-1 (14 g, 34.737 mmol), compound 4 (12 g, 34.737 mmol), NaOtBu (8.4 g, 86.84 mmol), S-Phos (1.4 g, 3.473 mmol), Pd2(dba)3 (1.6 g, 3.473 mmol), and 173 mL of xylene were added to a flask and dissolved, and stirred at 160° C. under reflux for 12 hours. After the reaction was completed, the organic layer was extracted with ethyl acetate and residual moisture was removed with magnesium sulfate, and then separated by column chromatography to obtain compound H1-21218.0 g (yield: 75%).

[0240] MW MP H1-212 714.87 265℃

[0241] Hereinafter, a preparation method of an organic electroluminescent device including the compound according to the present disclosure and an organic electroluminescent material including the compound and device characteristics thereof will be explained in order to understand the present disclosure in detail.

[0242] [Device Examples 1 and 2] Preparation of OLEDs containing compounds according to the present disclosure as hole transport layer materials

[0243] An OLED according to the present disclosure is produced. First, a transparent electrode indium tin oxide (ITO) film (10Ω / sq) (GEOMATEC CO., LTD., Japan) on a glass substrate for OLED is subjected to ultrasonic washing with acetone and isopropanol in sequence, and thereafter stored in isopropanol and then used. Thereafter, the ITO substrate is mounted on a substrate holder of a vacuum vapor deposition device. Then, compound HI-1 is introduced into a chamber of the vacuum vapor deposition device, 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 3wt% based on the total amount of compounds HI-1 and HT-1 to form a hole injection layer with a thickness of 10nm. Next, compound HT-1 is deposited on the hole injection layer as a first hole transport layer with a thickness of 80nm. The compound described in Table 1 below is then introduced into another chamber of a vacuum vapor deposition apparatus, and the compound is evaporated by applying an electric current to the chamber, thereby forming a second hole transport layer having a thickness of 60nm on the first hole transport layer. After the hole injection layer and the hole transport layer are formed, a light-emitting layer is formed thereon as follows: each of the first host compound A and the second host compound H2-1 is introduced as a host into two chambers of a vacuum vapor deposition apparatus, and compound D-39 is introduced into another chamber as a dopant. The two host materials are evaporated at a rate of 1:1, and the dopant materials are evaporated at different rates simultaneously, and deposited at a doping amount of 3wt% based on the total amount of the host and the dopant to form a light-emitting layer having a thickness of 40nm on the second hole transport layer. Next, compounds ET-1 and EI-1 are deposited as electron transport materials at a weight ratio of 50:50 to form an electron transport layer having a thickness of 35nm on the light-emitting layer. After compound EI-1 was deposited as an electron injection layer with a thickness of 2 nm on the electron transport layer, an Al cathode with a thickness of 80 nm was deposited on the electron injection layer by another vacuum vapor deposition apparatus. In this way, an OLED was produced. Each compound for all materials was deposited at 10 -6 Purify by vacuum sublimation under vacuum.

[0244] [Device Comparative Example 1] Preparation of OLED containing conventional compounds as hole transport layer materials

[0245] An OLED was manufactured in the same manner as in Device Example 1, except that the compound described in the following Table 1 was used as the second hole transport layer material.

[0246] The driving voltage, luminous efficiency and luminous color of the OLED devices of Device Examples 1 and 2 and Device Comparative Example 1 produced as described above at a luminance of 1,000 nits and the time taken for the luminance to decrease from 100% to 95% at a luminance of 10,000 nits (lifetime: T 95 ), and the results are shown in Table 1 below.

[0247] Table 1

[0248]

[0249] As shown in Table 1, it can be seen that the organic electroluminescent device in which the compound according to the present disclosure is deposited as a hole transport layer material has low driving voltage and / or high luminous efficiency and / or significantly improved long life characteristics compared to the organic electroluminescent device containing a conventional compound as a hole transport layer material.

[0250] The HOMO (highest occupied molecular orbital) level and glass transition temperature (T g ) and are shown in Table 2 below.

[0251] Table 2

[0252]

[0253] From the results in Table 2 above, compared with compound F used in device comparative example 1, compounds H1-1 and H1-2 used in device examples 1 and 2 according to the present disclosure have low HOMO energy levels and act quickly on holes to help smooth hole injection, thereby providing advantages in terms of driving voltage. In addition, it can be seen that in addition to better luminescence characteristics due to high hole mobility, there is also a significant increase in lifetime characteristics based on high glass transition temperature.

[0254] [Device Examples 3 to 36] Preparation of OLEDs containing organic electroluminescent materials according to the present disclosure

[0255] An OLED was manufactured in the same manner as in Device Example 1, except that Compound HT-2 was used as the second hole transport layer material, the compounds shown in Table 3 below were used as the host material of the light emitting layer, and Compound ET-2 was used as the electron transport layer material.

[0256] [Device Comparative Examples 2 and 3] Preparation of OLEDs containing conventional compounds as host materials

[0257] An OLED was manufactured in the same manner as in Device Example 3, except that the compounds shown in the following Table 3 were used alone as the host material of the light-emitting layer.

[0258] The OLED devices of Device Examples 3 to 36 and Device Comparative Examples 2 and 3 produced as described above were measured for driving voltage, luminous efficiency, and luminescent color at a luminance of 1,000 nits, and the time taken for the luminance to decrease from 100% to 95% at a luminance of 10,000 nits (lifetime: T 95 ), and the results are shown in Table 3 below.

[0259] Table 3

[0260]

[0261]

[0262] As shown in Table 3 above, it can be seen that compared with an organic electroluminescent device containing a conventional host material, an organic electroluminescent device containing the organic electroluminescent material according to the present disclosure as a host material exhibits lower driving voltage and / or higher luminous efficiency and / or excellent life characteristics.

[0263] The compounds used in the above device examples and device comparative examples are shown in Table 4 below.

[0264] Table 4

[0265]

[0266]

[0267]

Claims

1. A compound represented by the following formula 1: in, X1 and Y1 each independently represent -N=, -NR 10 -, -O- or -S-; provided that at least one of X1 and Y1 is -N= and the other of X1 and Y1 is -NR 10 -, -O-, or -S-; R1 represents a substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl; R2 to R 10 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3- to 30-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, or -L1-N(Ar3)(Ar4); At least one of R2 to R9 is -L1-N(Ar3)(Ar4), and at least one of the other of R2 to R9 is substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl; L1 represents a single bond, substituted or unsubstituted (C6-C 30 )arylene, or substituted or unsubstituted (3- to 30-membered)heteroarylene; and Ar3 and Ar4 each independently represent a substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl.

2. The compound according to claim 1, wherein The substituted alkyl, substituted alkenyl, substituted cycloalkyl, substituted (ene)aryl, substituted (ene)heteroaryl, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, and substituted triarylsilyl are each independently substituted by at least one selected from the group consisting of: deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; (C1-C 30 )alkyl; halo(C1-C 30 ) alkyl; (C2-C 30 )alkenyl; (C2-C 30 ) alkynyl; (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; (C6-C 30 ) arylthio; unsubstituted or (C1-C 30 ) alkyl and di(C6-C 30 ) arylamino group substituted with at least one (C6-C 30 ) aryl; unsubstituted or substituted by at least one (C6-C 30 ) aryl-substituted (3- to 30-membered) heteroaryl; tri(C1-C 30 ) alkylsilyl; tri(C6-C 30 ) arylsilyl; di(C1-C 30 )alkyl(C6-C 30 ) arylsilyl; (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl; (C3-C 30 ) aliphatic ring and (C6-C 30 ) fused aromatic ring; amino; mono- or di-(C1-C 30 ) alkylamino; mono- or di-(C2-C 30 )alkenylamino; unsubstituted or (C1-C 30 ) alkyl-substituted mono- or di-(C6-C 30 )arylamino; mono- or di-(3- to 30-membered) heteroarylamino; (C1-C 30 )alkyl(C2-C 30 )alkenylamino; (C1-C 30 )alkyl(C6-C 30 ) arylamino; (C1-C 30 )alkyl(3-30-membered)heteroarylamino; (C2-C 30 )Alkenyl (C6-C 30 ) arylamino; (C2-C 30 )alkenyl(3-30 membered)heteroarylamino; (C6-C 30 )aryl(3- to 30-membered)heteroarylamino; (C1-C 30 )alkylcarbonyl; (C1-C 30 ) alkoxycarbonyl; (C6-C 30 ) arylcarbonyl; di(C6-C 30 ) aryl boron carbonyl; di(C1-C 30 ) alkyl boron carbonyl; (C1-C 30 )alkyl(C6-C 30 ) aryl borocarbonyl; (C6-C 30 )Aryl (C1-C 30 ) alkyl; and (C1-C 30 )alkyl(C6-C 30 )aryl.

3. The compound according to claim 1, wherein The compound represented by Formula 1 is selected from the following compounds:

4. An organic electroluminescent material comprising the compound represented by Formula 1 according to claim 1, and a compound represented by the following Formula 2: in, Z1 to Z3 each independently represent -N= or -C(R 20 )=; provided that at least one of Z1 to Z3 is N; R 20 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-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, or (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused aromatic ring; L2 to L4 each independently represent a single bond, a substituted or unsubstituted (C6-C 30 )arylene, substituted or unsubstituted (C3-C 30 )cycloalkylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene; Ar5 to Ar7 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-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused ring of an aromatic ring, or *-N-(R 11 )(R 12 ); or may be connected to adjacent substituents to form one or more rings; provided that at least one of Ar5 to Ar7 is substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl; and R 11 and R 12 Each independently represents a substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, substituted or unsubstituted (C6-C 30 )aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl.

5. The organic electroluminescent material according to claim 4, wherein At least one of Ar5 to Ar7 is represented by any one of the following formulae 2-1 to 2-7: in, Y represents O, S, N (R 77 ), or C(R 78 )(R 79 ); R 77 represents a site for connection to any one of L2 to L4, or a substituted or unsubstituted (C6-C 30 ) aryl; R 78 and R 79 Each independently represents a site for connection to any one of L2 to L4, or a substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C6-C 30 )aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl; or R 78 and R 79 can be connected to each other to form one or more rings; R 21 To R 28 , R 30 To R 57 , and R 59 To R 64 Each independently represents a site of connection to any one of L2 to L4; or hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3- to 30-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, or (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused ring of an aromatic ring; or may be connected to adjacent substituents to form one or more rings; X3 to X6 each independently represent -O-, -S-, -Se- or -N=; and R 29 and R 58 Each independently represents a site for connection to any one of L2 to L4, or a substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C6-C 30 )aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl.

6. The organic electroluminescent material according to claim 4, wherein The substituted alkyl, the substituted alkenyl, the substituted cycloalkylene, the substituted arylene, the substituted heteroarylene, the substituted alkoxy, the substituted trialkylsilyl, the substituted dialkylarylsilyl, the substituted alkyldiarylsilyl, the substituted triarylsilyl, and the substituted condensed ring of the aliphatic ring and the aromatic ring are each independently substituted by at least one selected from the group consisting of: deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; (C1-C 30 )alkyl; halo(C1-C 30 ) alkyl; (C2-C 30 )alkenyl; (C2-C 30 ) alkynyl; (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; (C6-C 30 ) arylthio; unsubstituted or (C1-C 30 ) alkyl and di(C6-C 30 ) arylamino group substituted with at least one (C6-C 30 ) aryl; unsubstituted or substituted by at least one (C6-C 30 ) aryl-substituted (3- to 30-membered) heteroaryl; tri(C1-C 30 ) alkylsilyl; tri(C6-C 30 ) arylsilyl; di(C1-C 30 )alkyl(C6-C 30 ) arylsilyl; (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl; (C3-C 30 ) aliphatic ring and (C6-C 30 ) fused aromatic ring; amino; mono- or di-(C1-C 30 ) alkylamino; mono- or di-(C2-C 30 )alkenylamino; unsubstituted or (C1-C 30 ) alkyl-substituted mono- or di-(C6-C 30 )arylamino; mono- or di-(3- to 30-membered) heteroarylamino; (C1-C 30 )alkyl(C2-C 30 )alkenylamino; (C1-C 30 )alkyl(C6-C 30 ) arylamino; (C1-C 30 )alkyl(3-30-membered)heteroarylamino; (C2-C 30 )Alkenyl (C6-C 30 ) arylamino; (C2-C 30 )alkenyl(3-30 membered)heteroarylamino; (C6-C 30 )aryl(3- to 30-membered)heteroarylamino; (C1-C 30 )alkylcarbonyl; (C1-C 30 ) alkoxycarbonyl; (C6-C 30 ) arylcarbonyl; di(C6-C 30 ) aryl boron carbonyl; di(C1-C 30 ) alkyl boron carbonyl; (C1-C 30 )alkyl(C6-C 30 ) aryl borocarbonyl; (C6-C 30 )Aryl (C1-C 30 ) alkyl; and (C1-C 30 )alkyl(C6-C 30 )aryl.

7. The organic electroluminescent material according to claim 4, wherein The compound represented by Formula 2 is selected from the following compounds: An organic electroluminescent device comprising the compound according to claim 1 . 9 . An organic electroluminescent device comprising the organic electroluminescent material according to claim 4 .

10. An organic electroluminescent device comprising the organic electroluminescent material according to claim 4, wherein: The organic electroluminescent device includes a first compound represented by Formula 1 and a second compound represented by Formula 2, and further includes a third compound selected from the compounds represented by Formula 1 and Formula 2 and different from the first compound and the second compound.

11. A compound represented by the following formula 2-1-1: in, L2 and L3 each independently represent a single bond, a substituted or unsubstituted (C6-C 30 )arylene, substituted or unsubstituted (C3-C 30 )cycloalkylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene; Ar5 is represented by the following formula 2-1; in, Y represents -O- or -S-; R 21 To R 28 Each independently represents a site for connection to L2; or hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3- to 30-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, or (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused ring of an aromatic ring; or may be connected to adjacent substituents to form one or more rings; Ar6 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-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused ring of an aromatic ring; or may be connected to adjacent substituents to form one or more rings; L4 represents unsubstituted or deuterium- or cyano-substituted phenylene, unsubstituted or deuterium- or cyano-substituted biphenylene, or unsubstituted or deuterium- or cyano-substituted 2-naphthylene; Ar7 represents unsubstituted or deuterium- or cyano-substituted biphenyl, unsubstituted or deuterium- or cyano-substituted naphthyl, or unsubstituted or deuterium- or cyano-substituted phenylnaphthyl; Provided that when L4 is unsubstituted or substituted phenylene by deuterium or cyano, Ar7 is unsubstituted or substituted biphenylene by deuterium or cyano, or unsubstituted or substituted naphthyl by deuterium or cyano; when L4 is unsubstituted or substituted biphenylene by deuterium or cyano, Ar7 is unsubstituted or substituted naphthyl by deuterium or cyano; when L4 is unsubstituted or substituted 2-naphthylene by deuterium or cyano, Ar7 is unsubstituted or substituted biphenylene by deuterium or cyano, or unsubstituted or substituted phenylnaphthyl by deuterium or cyano.

12. The compound according to claim 11, wherein The compound represented by formula 2-1-1 is selected from the following compounds:

13. A compound represented by the following formula 2-1-2: in, L2 and L3 each independently represent a single bond, a substituted or unsubstituted (C6-C 30 )arylene, substituted or unsubstituted (C3-C 30 )cycloalkylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene; Ar5 is represented by the following formula 2-1; in, Y represents -O- or -S-; R 21 To R 28 Each independently represents a site for connection to L2; or hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3- to 30-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, or (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused ring of an aromatic ring; or may be connected to adjacent substituents to form one or more rings; Ar6 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-membered) 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-C 30 )alkyl(C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyldi(C6-C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl, (C3-C 30 ) aliphatic ring and (C6-C 30 ) a substituted or unsubstituted fused ring of an aromatic ring; or may be connected to adjacent substituents to form one or more rings; L4 represents an unsubstituted or deuterium- or cyano-substituted 1-naphthylene group selected from the following Group 2: [Group 2] In Group 2, * represents the point of connection with Formula 2-1-2 and Ar7; and Ar7 represents unsubstituted or deuterated (C6-C 16 )aryl.

14. The compound according to claim 13, wherein The compound represented by formula 2-1-2 is selected from the following compounds:

15. An organic electroluminescent device comprising the compound according to claim 11.

16. An organic electroluminescent device comprising the compound according to claim 13.

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