Compound, organic electroluminescent material and organic electroluminescent device including the same

Abstract

To provide a compound, an organic electroluminescent material and an organic electroluminescent device including the same.SOLUTION: There are provided a compound, an organic electroluminescent material and an organic electroluminescent device including the same. There can be provided an organic electroluminescent device having a lower drive voltage and / or a higher luminous efficacy and / or a longer lifetime characteristic compared to a conventional organic electroluminescent device by incorporating the compound and / or the organic electroluminescent material.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present disclosure relates to compounds, as well as organic electroluminescent materials and organic electroluminescent devices containing same. [Background technology]

[0002] A green-emitting TPD / Alq3 bilayer small molecule organic electroluminescent device, consisting of an emissive layer and a charge transport layer, was first developed by Tang et al. at Eastman Kodak in 1987. Since then, research on organic electroluminescent devices has been rapidly commercialized. Currently, organic electroluminescent devices mainly contain phosphorescent materials with excellent luminous efficiency in panel realization. For long-term use and high resolution of displays, OLEDs with high luminous efficiency and / or long life are required.

[0003] Patent Documents 1, 2, and 3 disclose organic electroluminescent devices that use a compound with phenanthroxazole or phenanthrothiazole as the main core as one of the host materials. However, the above documents do not specifically disclose organic electroluminescent materials that have improved performance such as low driving voltage, 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. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Korean Patent No. 2112786B1 [Patent Document 2] Korean Patent Application Publication No. 2020-0026079A [Patent Document 3] Korean Patent No. 2306966B1 [Patent Document 4] Korean Patent Application Publication No. 2017-0022865 [Patent Document 5] Korean Patent Application Publication No. 2018-0099487 [Patent Document 6] Korean Patent Application Publication No. 10-2020-0092879 Summary of the Invention [Problem to be solved by the invention]

[0005] The object of the present disclosure is, first, to provide a compound capable of producing an organic electroluminescent device having a low driving voltage, and / or a high luminous efficiency, and / or a long lifetime, and, second, 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. [Means for solving the problem]

[0006] As a result of intensive research to solve the above technical problems, the present inventors have found that the above-mentioned object can be achieved by a compound represented by the following formula 1, and an organic electroluminescent material containing this compound and a compound represented by the following formula 2, and have completed the present invention. [ka]

[0007] In formula 1, X1 and Y1 each independently represent -N=, -NR 10 represents -, -O-, or -S-, but one of X1 and Y1 is -N=, and the other of X1 and Y1 is -NR 10 -, -O-, or -S-; R1 is a substituted or unsubstituted (C6-C 30 ) aryl or substituted or unsubstituted (3 to 30 membered) heteroaryl; R2~R 10are each independently 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 (3-30 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 another of R2 to R9 is substituted or unsubstituted (C6 to C 30 ) aryl or substituted or unsubstituted (3 to 30 membered) heteroaryl; L1 is a single bond, a substituted or unsubstituted (C6-C 30 ) arylene, or substituted or unsubstituted (3 to 30 membered) heteroarylene; Ar3 and Ar4 are each independently a substituted or unsubstituted (C6 to C 30 ) aryl or substituted or unsubstituted (3 to 30 membered) heteroaryl. [ka]

[0008] In formula 2, Z1 to Z3 each independently represent -N= or -C(R 20 )=, provided that at least one of Z1 to Z3 is N; R 20is hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) Alkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3-30 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 condensed ring with an aromatic ring; L2 to L4 each independently represent a single bond, a substituted or unsubstituted (C6 to C 30 ) Arylene, substituted or unsubstituted (C3-C 30 ) cycloalkylene, or substituted or unsubstituted (3 to 30 membered) heteroarylene; Ar5 to Ar7 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1 to C 30 ) Alkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3-30 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 condensed ring with an aromatic ring, or *-N-(R 11 )(R 12 ), or may be linked to adjacent substituents to form a ring, but at least one of Ar5 to Ar7 is substituted or unsubstituted (C6 to C 30 ) aryl or substituted or unsubstituted (3-30 membered) heteroaryl; R 11 and R 12 are each independently substituted or unsubstituted (C1 to 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.

[0009] Advantageous Effects of the Invention By including the compounds according to the present disclosure and / or organic electroluminescent materials comprising same, organic electroluminescent devices having low driving voltages and / or high luminous efficiency and / or long lifetimes can be fabricated. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0010] The present disclosure will be described in detail hereinafter. However, the following description is intended to illustrate the present invention, and is not meant to limit the scope of the present invention in any way.

[0011] The present disclosure relates to a compound represented by the above formula 1, an organic electroluminescent material comprising the compound, and an organic electroluminescent device comprising the organic electroluminescent material.

[0012] The organic electroluminescent material according to the present disclosure includes a compound represented by Formula 1 and a compound represented by Formula 2.

[0013] The present disclosure relates to compounds represented by formula 2-1-1 and organic electroluminescent devices containing same.

[0014] The present disclosure relates to compounds represented by formula 2-1-2 and organic electroluminescent devices containing same.

[0015] In the present disclosure, the term "organic electroluminescent compound" refers to a compound that can be used in an organic electroluminescent device and can be included in any material layer that constitutes the organic electroluminescent device, as needed.

[0016] In this specification, "organic electroluminescent material" means a material that can be used in an organic electroluminescent device and can include at least one compound. Organic electroluminescent material can be included in any layer that constitutes an organic electroluminescent device as necessary. For example, organic electroluminescent material can be hole injection material, hole transport material, hole auxiliary material, light emission auxiliary material, electron blocking material, light emitting material (including host and dopant material), electron buffer material, hole blocking material, electron transport material, or electron injection material, etc.

[0017] The term "multiple organic electroluminescent materials" in the present disclosure means an organic electroluminescent material that includes a combination of at least two compounds that can be included in any layer that constitutes an organic electroluminescent device. This can mean both the material before (e.g., before deposition) that is included in an organic electroluminescent device and the material after (e.g., after deposition) that is included in an organic electroluminescent device. For example, the multiple organic electroluminescent materials can be a combination of at least two compounds that can be included in at least one layer of a hole injection layer, a hole transport layer, a hole auxiliary layer, a light-emitting auxiliary layer, an electron blocking layer, a light-emitting layer, an electron buffer layer, a hole blocking layer, an electron transport layer, and an electron injection layer. Such at least two compounds can be included in the same layer or different layers, and can be mixed or co-evaporated, or can be evaporated separately.

[0018] In this specification, "multiple host materials" means that the organic electroluminescent material comprises a combination of at least two host materials. This can refer to both the material before (e.g., before deposition) that is included in the organic electroluminescent device and the material after (e.g., after deposition) that is included in the organic electroluminescent device. The multiple host materials of the present disclosure can be included in any light-emitting layer that constitutes the organic electroluminescent device. The at least two compounds included in the multiple host materials can be included together in one light-emitting layer, or each can be included in a different light-emitting layer. When at least two compounds are included in one light-emitting layer, the at least two compounds can be mixed and evaporated to form a layer, or can be individually and simultaneously co-evaporated to form a layer.

[0019] In this specification, "(C1 to C 30 "(C3-C )alkyl(ene)" means a straight or branched alkyl having 1 to 30 carbon atoms constituting the chain, where the number of carbon atoms is preferably 1 to 20, more preferably 1 to 10. The above alkyl may include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, etc. In the present specification, "(C3-C 30 The term "(C6-C cycloalkyl(ene)" refers to a monocyclic or polycyclic hydrocarbon having 3 to 30 ring skeletal carbon atoms, where the number of carbon atoms is preferably 3 to 20, more preferably 3 to 7. The above cycloalkyl may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, cyclohexylmethyl, etc. In the present specification, "(C6-C 30)Aryl(ene)" is a monocyclic or fused ring radical derived from an aromatic hydrocarbon having 6 to 30 skeletal carbon atoms, preferably 6 to 20, more preferably 6 to 15, ring carbon atoms, which may be partially saturated and may contain a spiro structure. Specific examples of aryl include phenyl, biphenyl, terphenyl, quaterphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, dimethylfluorenyl, diphenylfluorenyl, benzofluorenyl, diphenylbenzofluorenyl, dibenzofluorenyl, phenanthrenyl, benzophenanthrenyl, phenylphenanthrenyl, anthracenyl, benzanthracenyl, indenyl, triphenylenyl, pyrenyl, tetracenyl, perylenyl, chrysenyl, benzochrysenyl, naphthacenyl, fluoranthenyl, benzofluoranthenyl, tolyl, xylyl, mesityl, cumenyl, spiro[fluorene-fluorenyl]yl, spiro[fluorene-benzofluorenyl]yl, azulenyl, tetramethyl-dihydrophenanthrenyl, and the like. More specifically, aryl is o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, o-cumenyl, m-cumenyl, p-cumenyl, pt-butylphenyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-t-butyl-p-terphenyl-4-yl, o-biphenyl, m-biphenyl, p-biphenyl, o-terphenyl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, yl, p-terphenyl-2-yl, m-quaterphenyl, 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-Phenanthryl, 2-Phenanthryl, 3-Phenanthryl, 4-Phenanthryl, 9-Phenanthryl, 1-Chrysenyl, 2-Chrysenyl, 3-Chrysenyl, 4-Chrysenyl, 5-Chrysenyl, 6-Chrysenyl, Benzo[c]phenanthryl, Benzo[g]chrysenyl, 1-Triphenylenyl, 2-Triphenylenyl, 3-Triphenylenyl, 4-Triphenylenyl, 3-Fluoranthenyl, 4-Fluoranthenyl, 8-Fluoranthenyl, 9-Fluoranthenyl, Benzofluoranthenyl, 11,11-Dimethyl-1-Benzenyl 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, 1 1,11-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-benzoo[b]fluorenyl, 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, 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 fluorenyl, 11,11-diphenyl-9-benzo[a]fluorenyl, 11,11-diphenyl-10-benzo[a]fluorenyl, 11,11-diphenyl-1-benzo[b]fluorenyl, 11,11-diphenyl-2-benzo[b]fluorenyl, 11,11-diphenyl-3-benzo[b]fluorenyl, 11,11-diphenyl-4-benzo[b]fluorenyl, 11,11-diphenyl-5-benzo[b]fluorenyl, 11,11-diphenyl-6-benzo[b]fluorenyl, 11,11-diphenyl-7-benzo[b]fluorenyl [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-phenanthrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenanthrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenanthrenyl,9,9,10,10-tetramethyl-9,10-dihydro-4-phenanthrenyl, etc. In the present specification, the term "(3-30 membered) heteroaryl(ene)" refers to an aryl having 3-30 ring skeletal atoms including at least one, preferably 1-4 heteroatoms selected from the group consisting of B, N, O, S, Si, P, Se, and Ge, and the number of ring skeletal carbon atoms is preferably 5-25. The heteroaryl(ene) may be a single ring or a condensed ring condensed with at least one benzene ring, and may be partially saturated. In addition, the heteroaryl in the present specification may be formed by bonding at least one heteroaryl group or aryl group to a heteroaryl group via a single bond. Specific examples of heteroaryl include monocyclic heteroaryls including furyl, thiophenyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, and pyridazinyl, as well as benzofuranyl, benzothiophenyl, isobenzofuranyl, dibenzofuranyl, dibenzothiophenyl, dibenzoselenophenyl, benzofuroquinolinyl, benzofuroquinazolinyl, benzofuronaphthyridinyl, benzofuropyrimidinyl, naphthofuropyrimidinyl, benzothienoquinolinyl, benzothienoquinazolinyl, and benzothienonaphthyridinyl. , benzothienopyrimidinyl, naphthothienopyrimidinyl, pyrimidoindolyl, benzopyrimidoindolyl, benzofuropyrazinyl, naphthofuropyrazinyl, benzothienopyrazinyl, naphthothienopyrazinyl, pyrazinoindolyl, benzopyrazinoindolyl, benzimidazolyl, benzothiazolyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, imidazopyridinyl, isoindolyl, indolyl, benzoindolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, azacarbazolyl, benzocarbazolyl, dibenzocarbazolyl, phenoxazinyl, phenanthridinyl, benzodioxolyl, indolizidinyl,Examples of the heteroaryl include condensed ring heteroaryls such as acridinyl, silafluorenyl, germafluorenyl, benzotriazolyl, phenazinyl, imidazopyridinyl, chromenoquinazolinyl, thiochromenoquinazolinyl, dimethylbenzopyrimidinyl, indolocarbazolyl, and indenocarbazolyl. More specifically, heteroaryl is 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 1,2,3-triazin-4-yl, 1,2,4-triazin-3-yl, 1,3,5-triazin-2-yl, 1-imidazolyl, 2-imidazolyl, 1-pyrazolyl, 1-indolizinyl, 2-indolizinyl, 3-indolizinyl, 5-indolizinyl, 6-indolizinyl, 7-indolizinyl, 8-indolizinyl, 2-imidazopyridinyl, 3-imidazopyridinyl, 5-imidazopyridinyl, 6-imidazopyridinyl, 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, azacarbazol-1-yl, azacarbazol-2-yl, azacarbazol-3-yl, azacarbazol-4-yl, azacarbazol-5-yl, azacarbazol-6-yl, azacarbazol-7-yl, azacarbazole -8-yl, azacarbazol-9-yl, 1-phenanthridinyl, 2-phenanthridinyl, 3-phenanthridinyl, 4-phenanthridinyl, 6-phenanthridinyl, 7-phenanthridinyl, 8-phenanthridinyl, 9-phenanthridinyl, 10-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-5-yl, 3-methylpyrrol-1-yl, 3-methylpyrrol-2-yl, 3-methylpyrrol-4-yl, 3-methylpyrrol-5-yl, 2-t-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-t-butyl-1-indolyl, 4-t-butyl-1-indolyl, 2-t-Butyl-3-indolyl, 4-t-Butyl-3-indolyl, 1-Dibenzofuranyl, 2-Dibenzofuranyl, 3-Dibenzofuranyl, 4-Dibenzofuranyl, 1-Dibenzothiophenyl, 2-Dibenzothiophenyl, 3-Dibenzothiophenyl, 4-Dibenzothiophenyl, 1-Naphtho-[1,2-b]-benzofuranyl, 2-Naphtho-[1,2-b]-benzofuranyl, 3-Naphtho-[1,2-b]-benzofuranyl, 4-Naphtho-[1,2-b]-benzofuranyl, 5-Naphtho-[1,2-b]-benzofuranyl, 6-Naphtho-[1,2-b]-benzofuranyl, 7-naphtho-[1,2-b]-benzofuranyl, 8-naphtho-[1,2-b]-benzofuranyl, 9-naphtho-[1,2-b]-benzofuranyl, 10-naphtho-[1,2-b]-benzofuranyl, 1-naphtho-[2,3-b]-benzofuranyl, 2-naphtho-[2,3-b]-benzofuranyl, 3-naphtho-[2,3-b]-benzofuranyl, 4-naphtho-[2,3-b]-benzofuranyl, 5-naphtho-[2,3-b]-benzofuranyl, 6-naphtho-[2,3-b]-benzofuranyl, 7-naphtho-[2,3-b ]-benzofuranyl, 8-naphtho-[2,3-b]-benzofuranyl, 9-naphtho-[2,3-b]-benzofuranyl, 10-naphtho-[2,3-b]-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, 8-naphtho-[2,1-b]-benzfuranyl benzofuranyl, 9-naphtho-[2,1-b]-benzofuranyl, 10-naphtho-[2,1-b]-benzofuranyl, 1-naphtho-[1,2-b]-benzothiophenyl, 2-naphtho-[1,2-b]-benzothiophenyl, 3-naphtho-[1,2-b]-benzothiophenyl, 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]-benzofuranyl, 10-naphtho-[1,2-b]-benzothiophenyl, 1-naphtho-[2,3-b]-benzothiophenyl, 2-naphtho-[2,3-b]-benzothiophenyl, 3-naphtho-[2,3-b]-benzothiophenyl, 4-naphtho-[2,3-b]-benzothiophenyl, 5-naphtho-[2,3-b]-benzothiophenyl, 1-naphtho-[2,1-b]-benzothiophenyl, 2-naphtho-[2,1-b]-benzothiophenyl, 3-naphtho-[2,1-b]-benzothiophenyl, 4-naphtho-[2,1-b]-benzothiophenyl, 5-naphtho-[2,1-b]-benzothiophenyl, 6-naphtho-[2,1-b]-benzothiophenyl, 7-naphtho-[2,1-b]-benzothiophenyl, 8-naphtho-[2,1-b]-benzothiophenyl, 9-naphtho-[2,1-b]-benzothiophenyl, 10-naphtho-[2,1-b]-benzothiophenyl, 2-benzofuro[3,2-d]pyrimidinyl, 6-benzofuro[3,2-d]pyrimidinyl, 7-benzofuro[3,2-d]pyrimidinyl, 8-benzofuro[3,2-d]pyrimidinyl, 9-benzofuro[3,2-d]pyrimidinyl, 2-benzothio[3,2-d]pyrimidinyl rimidinyl, 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-benzofuro[3,2-d]pyrazinyl, 6-benzofuro[3,2-d]pyrazinyl, 7-benzofuro[3,2-d]pyrazinyl, 8-benzofuro[3,2-d]pyrazinyl, 9-benzofuro[3,2-d]pyrazinyl, 2-benzothio[3,2-d]pyrazinyl, 6-benzothio[3,2-d]pyrazinyl, 7-benzothio[3,2-d]pyrazinyl, 8-benzothio[3,2-d]pyrazinyl, 9-benzothio[3,2-d]pyrazinyl, 1-silafluorenyl, 2-silafluorenyl, 3-silafluorenyl, 4-silafluorenyl, 1-germafluorenyl, 2-germafluorenyl, 3-germafluorenyl, 4-germafluorenyl, 1-dibenzoselenophenyl, 2-dibenzoselenophenyl, 3-dibenzoselenophenyl, 4-dibenzoselenophenyl, etc. Furthermore, "heteroaryl(ene)" can be classified into heteroaryl(ene) having electronic properties and heteroaryl(ene) having hole properties. Heteroaryl(ene) having electronic properties is a substituent in which electrons are relatively abundant in the mother nucleus, and may be, for example, substituted or unsubstituted pyridinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted quinolyl, etc. Heteroaryl(ene) having hole characteristics is a substituent having relatively poor electron density in the parent nucleus, and may be, for example, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzofuranyl, or a substituted or unsubstituted dibenzothiophenyl. 30 ) aliphatic ring and (C6~C 30 The term "fused ring with an aromatic ring" means a ring formed by condensing at least one aliphatic ring having 3 to 30 ring skeletal carbon atoms, preferably 3 to 25 carbon atoms, more preferably 3 to 18 carbon atoms, with at least one aromatic ring having 6 to 30 ring skeletal carbon atoms, preferably 6 to 25 carbon atoms, more preferably 6 to 18 carbon atoms. For example, the fused ring may be a fused ring of at least one benzene and at least one cyclohexane, or a fused ring of at least one naphthalene and at least one cyclopentane. In the present specification, the term "(C3 to C 30 ) aliphatic ring and (C6~C 30 ) The carbon atoms in the fused ring with the aromatic ring may be replaced with at least one heteroatom selected from B, N, O, S, Si, and P, preferably at least one heteroatom selected from N, O, and S. "Halogen" in this disclosure includes F, Cl, Br, and I.

[0020] Additionally, "ortho (o-)", "meta (m-)", and "para (p-)" are intended to denote the substitution positions of all substituents. The ortho position represents, for example, a compound having substituents adjacent to each other at the 1- and 2-positions of the benzene. The meta position represents the substitution position next to the immediately adjacent substitution position, for example, a compound having substituents at the 1- and 3-positions of the benzene. The para position represents the substitution position next to the meta position, for example, a compound having substituents at the 1- and 4-positions of the benzene.

[0021] In the present specification, the term "ring formed by linking adjacent substituents" means a substituted or unsubstituted (3-30 membered) monocyclic or polycyclic aliphatic ring, aromatic ring, or combination thereof formed by linking or condensing two or more adjacent substituents, and preferably it may be a substituted or unsubstituted (3-26 membered) monocyclic or polycyclic aliphatic ring, aromatic ring, or combination thereof. Furthermore, 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, and 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 may 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.

[0022] Furthermore, the term "substituted" in the expression "substituted or unsubstituted" means that a hydrogen atom in a particular functional group is replaced with another atom or another functional group, i.e., a substituent. Unless otherwise specified, the substituent may not be limited to hydrogen at a position where a substituent can be substituted, and when two or more hydrogen atoms in a functional group are each substituted with a substituent, the substituents may be the same or different from each other. For example, the "substituent having two or more substituents linked to it" may be a pyridine-triazine. That is, the pyridine-triazine may be a heteroaryl, or may be interpreted as one substituent to which two heteroaryls are linked. The substituted alkyl, substituted alkenyl, substituted cycloalkyl, substituted aryl(ene), substituted heteroaryl(ene), substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, and the substituents of the substituted fused ring of an aliphatic ring and an aromatic ring in the formula of the present disclosure are each independently 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;(3-7 membered)heterocycloalkyl;(C6-C 30 )Aryloxy;C6~C 30 ) arylthio; unsubstituted or at least one (C6-C 30 (3-30 membered) heteroaryl substituted with aryl; unsubstituted or (C1-C 30 ) alkyl and (3-30 membered) heteroaryl substituted with at least one of (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-C 30 )arylamino;mono- or di(3-30 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(3-30 membered)heteroarylamino;(C1-C 30 ) Alkylcarbonyl; (C1-C 30 )Alkoxycarbonyl; (C6-C 30 )Arylcarbonyl;Di(C6-C 30 )arylboronyl;di(C1-C 30 ) alkylboronyl; (C1-C 30 )Alkyl(C6-C 30 )arylboronyl;(C6-C 30 )ar(C1~C 30 ) alkyl; and (C1-C 30 )Alkyl(C6-C 30 ) aryl, etc. For example, the substituents within the substituents may be phenyl, naphthyl, pyridyl, dibenzofuranyl, or dibenzothiophenyl, etc.

[0023] As used herein, "combinations thereof" refers to combining one or more members of the corresponding list to form a known or chemically stable form that one of ordinary skill in the art can contemplate from the corresponding list. For example, alkyl and deuterium can be combined to form a partially or fully deuterated alkyl group, halogen and alkyl can be combined to form a halogenated alkyl substituent, and halogen, alkyl and aryl can be combined to form a halogenated aryl alkyl. For example, preferred combinations of substituents can include up to 50 atoms excluding hydrogen and deuterium, or up to 40 atoms excluding hydrogen and deuterium, or up to 30 atoms excluding hydrogen and deuterium, or in many cases, preferred combinations of substituents can include up to 20 atoms excluding hydrogen and deuterium.

[0024] In the formulae of the present disclosure, when multiple substituents are represented by the same symbol, each of those substituents represented by the same symbol can be the same or different from one another.

[0025] Below, compounds according to one embodiment are described.

[0026] The compound according to one embodiment is represented by formula 1: [ka]

[0027] In formula 1, X1 and Y1 each independently represent -N=, -NR 10 represents -, -O-, or -S-, but one of X1 and Y1 is -N=, and the other of X1 and Y1 is -NR 10 -, -O-, or -S-; R1 is a substituted or unsubstituted (C6-C 30 ) aryl or substituted or unsubstituted (3 to 30 membered) heteroaryl; R2~R 10are each independently 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 (3-30 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 another of R2 to R9 is substituted or unsubstituted (C6 to C 30 ) aryl or substituted or unsubstituted (3 to 30 membered) heteroaryl; L1 is a single bond, a substituted or unsubstituted (C6-C 30 ) arylene, or substituted or unsubstituted (3 to 30 membered) heteroarylene; Ar3 and Ar4 are each independently a substituted or unsubstituted (C6 to C 30 ) aryl or substituted or unsubstituted (3 to 30 membered) heteroaryl.

[0028] 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-.

[0029] In one embodiment, R5 may be -L1-N(Ar3)(Ar4), and R7 or R8 is substituted or unsubstituted (C6-C 30 ) aryl or substituted or unsubstituted (5 to 30 membered) heteroaryl.

[0030] In one embodiment, R7 may be -L1-N(Ar3)(Ar4), and R5 is substituted or unsubstituted (C6-C 30 ) aryl or substituted or unsubstituted (5 to 30 membered) heteroaryl.

[0031] In one embodiment, R8 can be -L1-N(Ar3)(Ar4), where R4 or R5 is a substituted or unsubstituted (C6-C 30 ) aryl or substituted or unsubstituted (5 to 30 membered) heteroaryl.

[0032] In one embodiment, R1 is a substituted or unsubstituted (C6-C 30 ) aryl, for example which may be substituted or unsubstituted phenyl.

[0033] In one embodiment, at least one of R2 to R9 may be -L1-N(Ar3)(Ar4), and at least one of R2 to R9 may be substituted or unsubstituted (C6 to C 30 ) aryl or substituted or unsubstituted (3 to 30 membered) heteroaryl.

[0034] In one embodiment, the other R2 to R9 that are not -L1-N(Ar3)(Ar4) are substituted or unsubstituted (C6 to C 30 )aryl or substituted or unsubstituted (5-30 membered)heteroaryl, preferably substituted or unsubstituted (C6-C 25 )aryl or substituted or unsubstituted (5-25 membered)heteroaryl, more preferably substituted or unsubstituted (C6-C 18 ) aryl or substituted or unsubstituted (5-18 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.

[0035] In one embodiment, L1 is a single bond or a substituted or unsubstituted (C6-C 30 ) arylene, preferably a single bond or a substituted or unsubstituted (C 25 ) arylene, more preferably a single bond or a substituted or unsubstituted (C 18 For example, L1 may be a single bond or a substituted or unsubstituted phenylene.

[0036] In one embodiment, Ar3 and Ar4 are each independently substituted or unsubstituted (C6 to C 30 )aryl or substituted or unsubstituted (5-30 membered)heteroaryl, preferably substituted or unsubstituted (C6-C 25 )aryl or substituted or unsubstituted (5-25 membered)heteroaryl, more preferably unsubstituted or (C6-C 30 )aryl or (5-30 membered)heteroaryl substituted (C6-C 18 ) aryl, or substituted or unsubstituted (5-18 membered) heteroaryl. For example, Ar3 and Ar4 may each independently be unsubstituted or phenyl substituted with at least one of naphthyl, phenanthrenyl, dibenzofuranyl, and dibenzothiophenyl, unsubstituted or phenyl-substituted naphthyl, substituted or unsubstituted o-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted o-terphenyl, substituted or unsubstituted m-terphenyl, substituted or unsubstituted p-terphenyl, unsubstituted or phenyl-substituted phenanthrenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzoselenophenyl, or unsubstituted or phenyl- or biphenyl-substituted carbazolyl.

[0037] According to one embodiment, the compounds represented by formula 1 can be more specifically exemplified by, but not limited to, the following compounds: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0038] The host compound represented by formula 1 according to the present disclosure can be produced by referring to synthesis methods known to those skilled in the art, such as, but not limited to, synthesis methods disclosed in (Patent Document 4) and (Patent Document 5).

[0039] According to another embodiment of the present disclosure, the present disclosure provides an organic electroluminescent material comprising a compound represented by Formula 1 and a compound represented by the following Formula 2: [ka]

[0040] In formula 2, Z1 to Z3 each independently represent -N= or -C(R 20 )=, provided that at least one of Z1 to Z3 is N; R 20 is hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) Alkyl, substituted or unsubstituted (C6-C 30)aryl, substituted or unsubstituted (3-30 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 condensed ring with an aromatic ring; L2 to L4 each independently represent a single bond, a substituted or unsubstituted (C6 to C 30 ) Arylene, substituted or unsubstituted (C3-C 30 ) cycloalkylene, or substituted or unsubstituted (3 to 30 membered) heteroarylene; Ar5 to Ar7 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1 to C 30 ) Alkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3-30 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 condensed ring with an aromatic ring, or *-N-(R 11 )(R 12), or may be linked to adjacent substituents to form a ring, but at least one of Ar5 to Ar7 is substituted or unsubstituted (C6 to C 30 ) aryl or substituted or unsubstituted (3-30 membered) heteroaryl; R 11 and R 12 are each independently substituted or unsubstituted (C1 to 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.

[0041] In one embodiment, at least two of Z1 to Z3 may be N.

[0042] In one embodiment, all of Z1 to Z3 may be N.

[0043] In one embodiment, R 20 is hydrogen, deuterium, halogen, cyano, or substituted or unsubstituted (C1-C 10 ) alkyl. For example, R 20 can be hydrogen or deuterium.

[0044] In one embodiment, L2 to L4 are each independently a single bond, a substituted or unsubstituted (C6 to C 30 ) arylene, or substituted or unsubstituted (5-30 membered) heteroarylene, preferably a single bond, substituted or unsubstituted (C6-C 25 ) arylene, or substituted or unsubstituted (5-25 membered) heteroarylene, more preferably a single bond, a substituted or unsubstituted (C6-C 18) arylene, or substituted or unsubstituted (5- to 18-membered) heteroarylene. For example, L2 to L4 may each independently be a single bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthylphenylene, substituted or unsubstituted phenylnaphthylene, substituted or unsubstituted fluorenylene, substituted or unsubstituted phenanthrenylene, substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted benzonaphthothiophenylene, or substituted or unsubstituted benzonaphthofuranylene.

[0045] In one embodiment, Ar5 to Ar7 are each independently substituted or unsubstituted (C6 to C 30 )aryl, substituted or unsubstituted (5-30 membered)heteroaryl, or substituted or unsubstituted tri(C6-C 30 ) arylsilyl, preferably substituted or unsubstituted (C6-C 25 )aryl, substituted or unsubstituted (5-25 membered)heteroaryl, or substituted or unsubstituted tri(C6-C 25 ) arylsilyl, more preferably substituted or unsubstituted (C6-C 25 )aryl, substituted or unsubstituted (5-18 membered)heteroaryl, or substituted or unsubstituted tri(C6-C 18)arylsilyl. Among these, at least one of Ar5 to Ar7 may be a substituted or unsubstituted (5- to 30-membered) heteroaryl, and preferably at least two of Ar5 to Ar7 may be substituted or unsubstituted (5- to 30-membered) heteroaryl. For example, 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 spirobifluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted benzophenanthrenyl, substituted or unsubstituted or unsubstituted chrysenyl, substituted or unsubstituted triphenylenyl, 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 chrysenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted benzonaphthofuranyl, substituted or unsubstituted benzonaphthothiophenyl, substituted or unsubstituted benzonaphthoxazolyl, or substituted or unsubstituted benzonaphthothiazolyl. Among these, the substituent of the substituted group may be at least one selected from deuterium, cyano, methyl, phenyl, biphenyl, naphthyl, phenanthrenyl, triphenylsilyl, fluorenyl, dibenzothiophenyl, and dibenzofuranyl.

[0046] At least one of Ar5 to Ar7 can be represented by any one of the following formulas 2-1 to 2-7. [ka] [ka]

[0047] In formulas 2-1 to 2-7, Y is O, S, N(R 77 ), or C(R 78 )(R 79 ) ; R 77 is a moiety linked to any one of L2 to L4, or a substituted or unsubstituted (C6 to C 30 ) aryl; R 78 and R 79each independently represents a moiety linked to any one of L2 to L4, or a substituted or unsubstituted (C1 to 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 linked together to form a ring; R 21 ~R 28 , R 30 ~R 57 , and R 59 ~R 64 each independently represents a moiety linked to any one of L2 to L4; or a hydrogen atom, a deuterium atom, a halogen atom, a cyano atom, a substituted or unsubstituted (C1 to C 30 ) Alkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3-30 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 ) represents a substituted or unsubstituted condensed ring with an aromatic ring, or may be linked to adjacent substituents to form a ring; X3 to X6 each independently represent -O-, -S-, -Se-, or -N=; R 29 and R 58 is a moiety linked to any one of L2 to L4, or a substituted or unsubstituted (C1 to C 30 ) Alkyl, substituted or unsubstituted (C6-C 30 ) aryl, or substituted or unsubstituted (3 to 30 membered) heteroaryl.

[0048] According to one embodiment, the compound represented by formula 2 can be more specifically exemplified by, but not limited to, the following compounds: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

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[0049] The host compound represented by formula 2 according to the present disclosure can be produced by a synthesis method known to a person skilled in the art, for example, by referring to the synthesis method disclosed in (Patent Document 6), but is not limited thereto.

[0050] According to another embodiment of the present disclosure, the present disclosure provides a compound represented by formula 2-1-1: [ka]

[0051] In formula 2-1-1, L2 and L3 each independently represent a single bond, a substituted or unsubstituted (C6 to 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: [ka] It is expressed as In formula 2-1, Y represents -O- or -S-; R 21 ~R 28 each independently represents a moiety linked to L2, or represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) Alkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3-30 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 ) represents a substituted or unsubstituted condensed ring with an aromatic ring, or may be linked to adjacent substituents to form a ring; Ar6 is hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) Alkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3-30 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 ) represents a substituted or unsubstituted condensed ring with an aromatic ring, or may be linked to adjacent substituents to form a ring; 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; When L4 is unsubstituted or substituted with deuterium or cyano phenylene, Ar7 is unsubstituted or substituted with deuterium or cyano biphenyl, or unsubstituted or substituted with deuterium or cyano naphthyl; when L4 is unsubstituted or substituted with deuterium or cyano biphenylene, Ar7 is unsubstituted or substituted with deuterium or cyano naphthyl; when L4 is unsubstituted or substituted with deuterium or cyano 2-naphthylene, Ar7 is unsubstituted or substituted with deuterium or cyano biphenyl, or unsubstituted or substituted with deuterium or cyano phenylnaphthyl.

[0052] In one embodiment, L4 can be an unsubstituted or deuterium- or cyano-substituted 2-naphthylene selected from Group 1 below. [Group 1] [ka]

[0053] In Group 1, * represents the point of attachment to Formula 2-1-1 and Ar7.

[0054] According to one embodiment, the compound represented by formula 2-1-1 can be more specifically exemplified by, but not limited to, the following compounds: [ka] [ka]

[0055] According to another embodiment of the present disclosure, the present disclosure provides a compound represented by the following formula 2-1-2: [ka]

[0056] In formula 2-1-2, L2 and L3 each independently represent a single bond, a substituted or unsubstituted (C6 to 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: [ka] Represented by; In formula 2-1, Y represents -O- or -S-; R 21 ~R 28 each independently represents a linking site to L2, or is hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1 to C 30 ) Alkyl, substituted or unsubstituted (C6-C 30)aryl, substituted or unsubstituted (3-30 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 ) represents a substituted or unsubstituted condensed ring with an aromatic ring, or may be linked to adjacent substituents to form a ring; Ar6 is independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) Alkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3-30 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 ) represents a substituted or unsubstituted condensed ring with an aromatic ring, or may be linked to adjacent substituents to form a ring; L4 is group 2 of: [Group 2] [ka] represents an unsubstituted or deuterium- or cyano-substituted 1-naphthylene selected from the group consisting of In Group 2, * represents the connection point to Formula 2-1-2 and Ar7; Ar7 is unsubstituted or deuterium substituted (C6-C 16 ) aryl.

[0057] In one embodiment, Ar7 can be unsubstituted or deuterium substituted phenyl, p-biphenyl, m-biphenyl, o-biphenyl, or naphthyl.

[0058] According to one embodiment, the compound represented by formula 2-1-2 can be more specifically exemplified by, but not limited to, the following compounds: [ka] [ka] [ka] [ka]

[0059] Hereinafter, an organic electroluminescent device in which the above-mentioned compound and / or an organic electroluminescent material containing the same is utilized will be described.

[0060] An organic electroluminescent device according to an embodiment includes a first electrode; a second electrode; and at least one organic layer sandwiched between the first electrode and the second electrode. The organic layer may include a hole transport layer and an emitting layer. According to an embodiment, the hole transport layer may include a compound represented by Formula 1. According to another embodiment, the 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. Here, the weight ratio of the first host compound to the second host compound in the 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, even more preferably about 40:60 to about 60:40, even more preferably about 50:50.

[0061] According to one embodiment, the organic electroluminescent material of the present disclosure includes at least one of the compounds H1-1 to H1-262 and at least one of the compounds H2-1 to H2-1261. The organic electroluminescent materials may be included in the same organic layer, for example the same light-emitting layer, or may be included in different light-emitting layers.

[0062] 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 may include one of the compounds H1-1 to H1-262 as a first compound and one of the compounds H2-1 to H2-1261 as a second compound as a host material of the light-emitting layer, and may further include one of the compounds H1-1 to H1-262 and H2-1 to H2-1261 as a third compound different from the first compound and the second compound.

[0063] According to another embodiment, the present disclosure can provide an organic electroluminescent device comprising a compound represented by formula 2-1-1. According to another embodiment, the present disclosure can provide an organic electroluminescent device comprising a compound represented by formula 2-1-2.

[0064] In addition to the hole transport layer and the light emitting layer, the organic layer may further include at least one layer selected from 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. The organic layer may further include an amine-based compound and / or an azine-based compound in addition to the light emitting material according to the present disclosure. 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 include an amine-based compound, such as an arylamine-based compound and a styrylarylamine-based compound, 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. Furthermore, the electron transport layer, the electron injection layer, the electron buffer layer, or the hole blocking layer may include an azine-based compound as an electron transport material, an electron injection material, an electron buffer material, or a hole blocking material. Additionally, the organic layer may further comprise at least one metal selected from the group consisting of organometallics of Group 1 metals, Group 2 metals, Period 4 transition metals, Period 5 transition metals, lanthanides, and d-transition elements of the periodic table, or at least one complex compound containing such a metal.

[0065] The organic electroluminescent material according to an embodiment can be used as the light-emitting material for white organic light-emitting devices. The white organic light-emitting devices have been proposed in various structures, such as parallel side-by-side arrangement method, stacked arrangement method, or CCM (color conversion material) method, depending on the arrangement of R (red), G (green), YG (yellow green), or B (blue) light-emitting units. In addition, the compound or organic electroluminescent material according to an embodiment can also be applied to organic electroluminescent devices that contain QD (quantum dot).

[0066] One of the first electrode and the second electrode can be an anode, and the other can be a cathode. In this case, the first electrode and the second electrode can be formed as a transparent conductive material, a semi-transparent conductive material, or a reflective conductive material, respectively. The organic electroluminescent device can be a top-emitting type, a bottom-emitting type, or a dual-sided emitting type, depending on the type of material forming the first electrode and the second electrode.

[0067] Between the anode and the light-emitting layer, a hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof can be used. The hole injection layer can be a multilayer to lower the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or the electron blocking layer, in which case, two types of compounds can be used simultaneously in each of the multiple layers. The hole injection layer can also be doped as a p-dopant. The electron blocking layer can also be disposed between the hole transport layer (or hole injection layer) and the light-emitting layer, and can confine excitons in the light-emitting layer by preventing the overflow of electrons from the light-emitting layer, thereby preventing light emission leakage. The hole transport layer or the electron blocking layer can be a multilayer, in which case, multiple compounds can be used in each layer.

[0068] An electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof can be used between the light emitting layer and the cathode. The electron buffer layer can be multi-layered to control the injection of electrons and improve the interface properties between the light emitting layer and the electron injection layer, and in this case, two kinds of compounds can be used simultaneously in each of the multiple layers. A hole blocking layer can be disposed between the electron transport layer (or the electron injection layer) and the light emitting layer to prevent holes from reaching the cathode, thereby improving the probability of electrons and holes recombining in the light emitting layer. The hole blocking layer or the electron transport layer can also be multi-layered, and in this case, multiple compounds can be used in each layer. The electron injection layer can also be doped as an n-type dopant.

[0069] The light-emitting auxiliary layer can be disposed between the anode and the light-emitting layer or between the cathode and the light-emitting layer. When the light-emitting auxiliary layer is disposed between the anode and the light-emitting layer, it can be used to promote hole injection and / or hole transport or prevent electron overflow. When the light-emitting auxiliary layer is disposed between the cathode and the light-emitting layer, it can be used to promote electron injection and / or electron transport or prevent hole overflow. In addition, the hole auxiliary layer can be disposed between the hole transport layer (or the hole injection layer) and the light-emitting layer, and can be effective in promoting or blocking the hole transport rate (or the hole injection rate), thereby making it possible to control the charge balance. When the organic electroluminescent device includes two or more hole transport layers, the additionally included hole transport layer can be used as a hole auxiliary layer or an electron blocking layer. The light-emitting 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.

[0070] 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 referred to as a "surface layer") may be disposed on one or both inner surfaces of the pair of electrodes. Specifically, a chalcogenide (including oxide) layer of silicon and aluminum is preferably disposed on the anode surface of the electroluminescent medium layer, and a metal halide layer or a metal oxide layer is preferably disposed 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 is 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.

[0071] 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 disposed on at least one surface of a pair of electrodes. In this case, the electron transport compound is reduced to an anion, so that it is easier to inject and transport electrons from the mixed region to the electroluminescent medium. Furthermore, the hole transport compound is oxidized to a cation, so that it is 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. Furthermore, the reductive dopant layer can be used as a charge generation layer to produce an organic electroluminescent device having two or more light-emitting layers and emitting white light.

[0072] The organic electroluminescent device according to an embodiment of the present disclosure may be an organic electroluminescent device having a tandem structure. In the case of the tandem organic electroluminescent device according to an embodiment, a single light-emitting unit (light-emitting unit) may be formed in a structure in which two or more units are connected by a charge generating 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, each having a first electrode and a second electrode facing each other on a substrate, and a light-emitting layer stacked between the first electrode and the second electrode and emitting in a specific wavelength range. According to an embodiment, the organic electroluminescent device may include a plurality of light-emitting units, each of which may include a hole transport zone, a light-emitting layer, and an electron transport zone, the hole transport zone may include a hole injection layer and a hole transport layer, and the electron transport zone may include an electron transport layer and an electron injection layer. According to an embodiment, three or more light-emitting layers may be included in the light-emitting unit. The multiple light-emitting units may emit the same color or different colors. In addition, one light-emitting unit can also include one or more light-emitting layers, and the multiple light-emitting layers can be light-emitting layers of the same color or different colors. It can include one or more charge-generating layers disposed between each light-emitting unit. The charge-generating layer refers to a layer in which holes and electrons are generated when a voltage is applied. When there are three or more light-emitting units, a charge-generating layer can be disposed between each light-emitting unit. In this case, the multiple charge-generating layers can be the same or different from each other. By disposing the charge-generating layer between the light-emitting units, the current efficiency can be increased in each light-emitting unit, and the charge can be distributed smoothly. Specifically, the charge-generating layer can be provided between two adjacent stacks, which can be useful for driving the tandem organic electroluminescent device using only a pair of anode and cathode without a separate internal electrode disposed between the stacks.

[0073] 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 an alloy of two or more selected from the group consisting of Al, Cu, Fe, Pb, Zn, Au, Pt, W, In, Mo, Ni, and Ti. Moreover, commonly used materials may be used as host materials for p-type dopants and p-type doped organic materials.

[0074] The organic electroluminescent device according to one embodiment may further comprise at least one dopant in the light-emitting layer.

[0075] The dopant contained in the organic electroluminescent device of the present disclosure can be at least one phosphorescent or fluorescent dopant, preferably phosphorescent dopant.The phosphorescent dopant material applied to the organic electroluminescent device of the present disclosure can be, but is not limited to, preferably selected from iridium (Ir), osmium (Os), copper (Cu) and platinum (Pt) metal atom metallization complex compound, more preferably selected from iridium (Ir), osmium (Os), copper (Cu) and platinum (Pt) metal atom ortho-metallization complex compound, even more preferably selected from iridium (Ir), osmium (Os), copper (Cu) and platinum (Pt) metal atom ortho-metallization iridium complex compound.

[0076] The dopant contained in the organic electroluminescent device of the present disclosure may be a compound represented by the following formula 101, but is not limited thereto. [ka]

[0077] In formula 101, L is the following structure 1-3: [ka] is selected from one of the following: R 100 ~R 103 are each independently hydrogen, deuterium, halogen, or unsubstituted or substituted with deuterium and / or halogen (C1-C 30 ) Alkyl, substituted or unsubstituted (C3-C 30 ) Cycloalkyl, substituted or unsubstituted (C6-C 30 )aryl, cyano, substituted or unsubstituted (3-30 membered)heteroaryl, or substituted or unsubstituted (C1-C 30 ) alkoxy or may be linked to adjacent substituents to form a ring, for example, with pyridine to form a ring such as substituted or unsubstituted quinoline, substituted or unsubstituted benzofuropyridine, substituted or unsubstituted benzothienopyridine, substituted or unsubstituted indenopyridine, substituted or unsubstituted benzofuroquinoline, substituted or unsubstituted benzothienoquinoline, or substituted or unsubstituted indenoquinoline; R 104 ~R 107 are each independently hydrogen, deuterium, halogen, or unsubstituted or substituted with deuterium and / or halogen (C1-C 30 ) Alkyl, substituted or unsubstituted (C3-C 30 ) Cycloalkyl, substituted or unsubstituted (C6-C 30 )aryl, substituted or unsubstituted (3-30 membered)heteroaryl, cyano or substituted or unsubstituted (1-C 30) alkoxy, or may be linked to adjacent substituents to form a substituted or unsubstituted ring, such as with benzene to form a substituted or unsubstituted ring, such as substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted indenopyridine, substituted or unsubstituted benzofuropyridine, or substituted or unsubstituted benzothienopyridine; R 201 ~R 220 are each independently hydrogen, deuterium, halogen, or unsubstituted or substituted with 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 joined with adjacent substituents to form a substituted or unsubstituted ring; s represents an integer of 1 to 3.

[0078] In particular, specific examples of dopant compounds include, but are not limited to, the following: [ka] [ka] [ka] [ka] [ka] [ka]

[0079] 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, or a wet film-forming method such as spin coating, dip coating, flow coating, etc. can be used. When using a wet film-forming method, a thin film can be formed by dissolving or dispersing 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 dispersed and has no problem in film-forming ability.

[0080] When evaporating organic electroluminescent material according to an embodiment, layers can be formed by the methods listed above, and can often be formed by co-evaporation or mixed deposition.Co-evaporation is a mixed deposition method in which two or more materials are placed in their own individual crucible sources, and current is passed through both cells simultaneously to evaporate the materials; mixed deposition is a method in which two or more materials are mixed in one crucible source before deposition, and then current is passed through one cell to evaporate the materials.

[0081] According to one embodiment, the present disclosure can provide a display device comprising a compound represented by formula 1, and / or a display device comprising an organic electroluminescent material comprising a first host compound represented by formula 1 and a second host compound represented by formula 2. In addition, the organic electroluminescent device of the present disclosure can be used to manufacture display devices such as smartphones, tablets, notebooks, PCs, TVs, or display devices for vehicles, or lighting devices such as outdoor or indoor lighting.

[0082] In the following, methods for preparing compounds according to the present disclosure will be described with reference to methods for synthesizing representative compounds or intermediate compounds in order to provide a detailed understanding of the present disclosure. EXAMPLES

[0083] [Example 1] Synthesis of compound H1-2 [ka] 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 dissolved in a flask and then stirred under reflux for 1 hour. After the reaction was completed, the organic layer was extracted with ethyl acetate and magnesium sulfate was used to remove residual water, which was then separated by column chromatography to obtain compound H1-2 (3.3 g, 54%).

[0084] [Table 1]

[0085] [Example 2] Synthesis of compound H1-1 [ka] 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 dissolved in a flask and then stirred under reflux for 1 hour. After the reaction was completed, the organic layer was extracted with ethyl acetate and magnesium sulfate was used to remove residual water, which was then separated by column chromatography to obtain compound H1-1 (3.2 g, 45.5%).

[0086] [Table 2]

[0087] [Example 3] Synthesis of compound H1-206 [ka] 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 dissolved in a flask and then stirred under reflux for 1 hour. After the reaction was completed, the mixture was cooled to room temperature, filtered through a Celite filter, and then distilled under reduced pressure. Compound H1-206 (1.8 g, 24%) was then obtained by separation by column chromatography.

[0088] [Table 3]

[0089] [Example 4] Synthesis of compound H1-49 [ka] Compound P-1 (10 g, 24.63 mmol), compound 2 (9.9 g, 29.56 mmol), tris(dibenzylideneacetone)dipalladium(0) (1.1 g, 1.231 mmol), sodium tert-butoxide (3.5 g, 36.95 mmol), and S-Phos (1 g, 2.463 mmol) were added to 120 mL of xylene, and then stirred at 160° C. for 1 hour under reflux. After the reaction was completed, the mixture was cooled to room temperature, filtered through a Celite filter, and then distilled under reduced pressure. Compound H1-49 (3.5 g, 40%) was obtained by separation by column chromatography.

[0090] [Table 4]

[0091] [Example 5] Synthesis of compound H1-60 [ka] Compound P-2 (4 g, 8.773 mmol), compound 3 (2.6 g, 10.52 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.4 g, 0.438 mmol), sodium tert-butoxide (1.3 g, 13.16 mmol), and S-Phos (0.36 g, 0.877 mmol) were added to 50 mL of xylene, and then stirred at 160° C. for 1 hour under reflux. After the reaction was completed, the mixture was cooled to room temperature, filtered through a Celite filter, and then distilled under reduced pressure. Compound H1-60 (2.9 g, 50%) was obtained by separation by column chromatography.

[0092] [Table 5]

[0093] [Example 6] Synthesis of compound H1-212 [ka] 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 dissolved in a flask and then stirred for 12 hours under reflux at 160° C. After the reaction was completed, the organic layer was extracted with ethyl acetate and magnesium sulfate was used to remove residual water, which was then separated by column chromatography to obtain 18.0 g of compound H1-212 (yield: 75%).

[0094] [Table 6]

[0095] In order to provide a detailed understanding of the present disclosure, a method for producing an organic electroluminescent device comprising the compound according to the present disclosure, a method for producing an organic electroluminescent material comprising the compound, and the device characteristics thereof are described below.

[0096] [Device Examples 1 and 2] Fabrication of OLEDs containing compounds according to the present disclosure as hole transport layer materials An OLED according to the present disclosure was manufactured. First, a transparent electrode indium tin oxide (ITO) thin film (10 Ω / sq) on a glass substrate for an OLED (Geomatec Co., Ltd., Japan) was subjected to ultrasonic cleaning in acetone and isopropyl alcohol, successively, and then stored in isopropyl alcohol and then used. Then, the ITO substrate was mounted on a substrate holder of a vacuum deposition apparatus. Then, compound HI-1 was introduced into one cell of the vacuum deposition apparatus, and compound HT-1 was introduced into another cell. The two materials were evaporated at different rates, and compound HI-1 was evaporated with a doping amount of 3 wt % based on the total amount of compound HI-1 and compound HT-1 to form a hole injection layer having a thickness of 10 nm. Then, compound HT-1 was deposited on the hole injection layer as a first hole transport layer having a thickness of 80 nm. Next, the compounds listed in Table 1 below were introduced into another cell of the vacuum deposition apparatus, and evaporated by passing a current through the cell, thereby forming a second hole transport layer having a thickness of 60 nm on the first hole transport layer. After forming the hole injection layer and the hole transport layer, the light-emitting layer was formed thereon as follows: the first host compound A and the second host compound H2-1 were respectively introduced into two cells of a vacuum deposition apparatus as hosts, and the compound D-39 was respectively introduced into another cell as a dopant. The two host materials were evaporated in a 1:1 ratio, and the dopant materials were simultaneously evaporated in different ratios, and deposited with a doping amount of 3 wt% based on the total amount of the host and the dopant, to form a light-emitting layer having a thickness of 40 nm on the second hole transport layer. Then, the compounds ET-1 and EI-1 were deposited in a weight ratio of 50:50 as electron transport materials, to form an electron transport layer having a thickness of 35 nm on the light-emitting layer. After depositing the compound EI-1 as an electron injection layer having a thickness of 2 nm on the electron transport layer, an Al cathode having a thickness of 80 nm was deposited on the electron injection layer by another vacuum deposition apparatus. Thus, an OLED was manufactured. Each compound used in all materials was evaporated in a 10 -6 It was purified by vacuum sublimation at torr.

[0097] [Device Comparison Example 1] Fabrication of an OLED containing a conventional compound as a hole transport layer material An OLED was fabricated in the same manner as in Device Example 1, except that the compound shown in Table 1 below was used as the second hole transport layer material.

[0098] The OLED devices of Device Examples 1 and 2 and Device Comparative Example 1 prepared as above were measured for the driving voltage, luminous efficiency, and emission color at a luminance of 1000 nit, as well as the time required for the luminance to decrease from 100% to 95% at a luminance of 10,000 nit (lifetime: T 95 The results are shown in Table 1 below.

[0099] [Table 7]

[0100] As shown in Table 1, it can be seen that the organic electroluminescent device having the compound according to the present disclosure deposited as a hole transport layer material has a lower driving voltage and / or a higher luminous efficiency and / or a significantly improved long life characteristics compared to the organic electroluminescent device containing the conventional compound as a hole transport layer material.

[0101] The HOMO (highest occupied molecular orbital) levels and glass transition temperatures (T g ) were measured and are shown in Table 2 below.

[0102] [Table 8]

[0103] From the results in Table 2 above, it can be seen that, 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 a low HOMO energy level and act quickly on holes to assist smooth hole injection, which is advantageous in terms of driving voltage. In addition, it can be seen that the lifetime characteristics based on the high glass transition temperature are also significantly increased along with the excellent luminescence characteristics due to the high hole mobility.

[0104] [Device Examples 3-36] Fabrication of OLEDs Containing Organic Electroluminescent Compounds According to the Present Disclosure An OLED was fabricated 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 materials of the emissive layer, and compound ET-2 was used as the electron transport layer material.

[0105] [Device Comparison Examples 2-3] Fabrication of OLEDs containing conventional compounds as host materials An OLED was fabricated similarly to Device Example 3, except that the compound shown in Table 3 below was used alone as the host in the emissive layer.

[0106] The OLED devices of Device Examples 3 to 36 and Device Comparative Examples 2 and 3 prepared as described above were examined for the driving voltage, luminous efficiency, and emission color at a luminance of 1,000 nit, as well as the time required for the luminance to decrease from 100% to 95% at a luminance of 10,000 nit (lifetime: T 95 The results are shown in Table 3 below.

[0107] [Table 9]

[0108] [Table 10]

[0109] [Table 11]

[0110] As shown in Table 3 above, it can be seen that the organic electroluminescent device comprising the organic electroluminescent compound according to the present disclosure as a host material exhibits lower driving voltage and / or higher luminous efficiency and / or better life characteristics than the organic electroluminescent device comprising conventional host materials.

[0111] The compounds used in the above Device Examples and Comparative Device Examples are shown in Table 4 below.

[0112] [Table 12]

[0113] [Table 13]

[0114] [Table 14]

Claims

1. A compound represented by the following formula 1: 【Chemistry 1】 (In the formula, X １ and Y １ are each independently -N=, -NR １０ represents -, -O-, or -S-, but X １ and Y １ One of them is -N=, and X １ and Y １ The other is -NR １０ -, -O-, or -S-; R １ is substituted or unsubstituted (C ６ ~C ３０ ) aryl or substituted or unsubstituted (3 to 30 membered) heteroaryl; R ２ ~R １０ are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ２ ~C ３０ ) alkenyl, substituted or unsubstituted (C ６ ~C ３０ )aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl, or -L １ -N(Ar ３ ) (Ar ４ ) R ２ ~R ９ At least one of the -L １ -N(Ar ３ ) (Ar ４ ) and R ２ ~R ９ At least one of the other is substituted or unsubstituted (C ６ ~C ３０ ) aryl or substituted or unsubstituted (3 to 30 membered) heteroaryl; L １ is a single bond, substituted or unsubstituted (C ６ ~C ３０ ) arylene, or substituted or unsubstituted (3 to 30 membered) heteroarylene; Ar ３ and Ar ４ are each independently substituted or unsubstituted (C ６ ~C ３０ ) aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl).

2. The substituted alkyl, the substituted alkenyl, the substituted cycloalkyl, the substituted aryl(ene), the substituted heteroaryl(ene), the substituted alkoxy, the substituted trialkylsilyl, the substituted dialkylarylsilyl, the substituted alkyldiarylsilyl, and the substituted triarylsilyl each independently represent deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; (C １ ~C ３０ ) alkyl; halo(C １ ~C ３０ ) alkyl; (C ２ ~C ３０ ) alkenyl; ２ ~C ３０ ) alkynyl; １ ~C ３０ ) alkoxy; (C １ ~C ３０ ) alkylthio; ３ ~C ３０ ) cycloalkyl; ３ ~C ３０ )cycloalkenyl; (3-7 membered)heterocycloalkyl; (C ６ ~C ３０ ) aryloxy; ６ ~C ３０ ) arylthio; unsubstituted or (C １ ~C ３０ ) alkyl and di(C ６ ~C ３０ ) arylamino substituted with at least one of (C ６ ~C ３０ ) aryl; unsubstituted or at least one (C ６ ~C ３０ )aryl-substituted (3-30 membered)heteroaryl; tri(C １ ~C ３０ ) alkylsilyl; tri(C ６ ~C ３０ )arylsilyl; di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl; １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl; ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) condensed ring with an aromatic ring; amino; mono- or di-(C １ ~C ３０ ) alkylamino; mono- or di-(C ２ ~C ３０ ) alkenylamino; unsubstituted or (C １ ~C ３０ ) alkyl-substituted mono- or di-(C ６ ~C ３０ )arylamino; mono- or di-(3- to 30-membered)heteroarylamino; (C １ ~C ３０ ) alkyl(C ２ ~C ３０ ) alkenylamino; １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylamino; １ ~C ３０ ) alkyl(3-30 membered)heteroarylamino; ２ ~C ３０ ) alkenyl (C ６ ~C ３０ ) arylamino; ２ ~C ３０ ) alkenyl(3-30 membered)heteroarylamino; ６ ~C ３０ ) aryl(3-30 membered)heteroarylamino; １ ~C ３０ ) alkylcarbonyl; １ ~C ３０ ) alkoxycarbonyl; (C ６ ~C ３０ )arylcarbonyl; di(C ６ ~C ３０ )arylboronyl; di(C １ ~C ３０ ) alkylboronyl; １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylboronyl; ６ ~C ３０ ) a (C １ ~C ３０ ) alkyl; and (C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) aryl.

3. The compound of formula 1 is the compound: 【Chemistry 2】 【Chemistry 3】 【Chemistry 4】 【Chemistry 5】 【Chemistry 6】 【Chemistry 7】 【Chemistry 8】 【Chemistry 9】 【Chemistry 10】 2. The compound of claim 1 , selected from:

4. An organic electroluminescent material comprising a compound represented by formula 1 according to claim 1 and a compound represented by formula 2: 【Chemistry 11】 (In the formula, Z １ ~Z ３ are each independently -N= or -C(R ２０ )=, but Z １ ~Z ３ is N; R ２０ is hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ )aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl, or (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) a substituted or unsubstituted condensed ring with an aromatic ring; L ２ ~L ４ each independently represents a single bond, a substituted or unsubstituted group (C ６ ~C ３０ ) arylene, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkylene, or substituted or unsubstituted (3 to 30 membered) heteroarylene; Ar ５ ~Ar ７ are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ )aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl, (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) a substituted or unsubstituted condensed ring with an aromatic ring, or *-N-(R １１ ) (R １２ ) or may be linked to the adjacent substituents to form a ring, ５ ~Ar ７ At least one of the groups is substituted or unsubstituted (C ６ ~C ３０ ) aryl or substituted or unsubstituted (3-30 membered) heteroaryl; R １１ and R １２ are each independently substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ２ ~C ３０ ) alkenyl, substituted or unsubstituted (C ６ ~C ３０ ) aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl).

5. Ar ５ ~Ar ７ The organic electroluminescent material according to claim 4, wherein at least one of the following formulas 2-1 to 2-7 is represented by: 【Chemistry 12】 【Chemistry 13】 (In the formula, Y is O, S, N (R ７７ ), or C(R ７８ ) (R ７９ ) R ７７ L ２ ~L ４ or a substituted or unsubstituted (C ６ ~C ３０ ) aryl; R ７８ and R ７９ are each independently L ２ ~L ４ or a substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ ) aryl, or substituted or unsubstituted (3 to 30 membered) heteroaryl, or R ７８ and R ７９ can be linked together to form a ring; R ２１ ~R ２８ , R ３０ ~R ５７ , and R ５９ ~R ６４ are each independently L ２ ~L ４ or a hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ )aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl, or (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) represents a substituted or unsubstituted condensed ring with an aromatic ring, or may be linked to an adjacent substituent to form a ring; X ３ ~X ６ each independently represents -O-, -S-, -Se-, or -N=; R ２９ and R ５８ are each independently L ２ ~L ４ or a substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ ) aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl).

6. The substituted alkyl, the substituted alkenyl, the substituted cycloalkyl(ene), the substituted aryl(ene), the substituted heteroaryl(ene), the substituted alkoxy, the substituted trialkylsilyl, the substituted dialkylarylsilyl, the substituted alkyldiarylsilyl, the substituted triarylsilyl, and the substituents of the substituted fused ring of an aliphatic ring and an aromatic ring are each independently deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; (C １ ~C ３０ ) alkyl; halo(C １ ~C ３０ ) alkyl; (C ２ ~C ３０ ) alkenyl; ２ ~C ３０ ) alkynyl; １ ~C ３０ ) alkoxy; (C １ ~C ３０ ) alkylthio; ３ ~C ３０ ) cycloalkyl; ３ ~C ３０ )cycloalkenyl; (3-7 membered)heterocycloalkyl; (C ６ ~C ３０ ) aryloxy; ６ ~C ３０ ) arylthio; unsubstituted or ((C １ ~C ３０ ) alkyl and di(C ６ ~C ３０ ) arylamino substituted with at least one of (C ６ ~C ３０ ) aryl; unsubstituted or at least one (C ６ ~C ３０ )aryl-substituted (3-30 membered)heteroaryl; tri(C １ ~C ３０ ) alkylsilyl; tri(C ６ ~C ３０ )arylsilyl; di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl; １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl; ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) condensed ring with an aromatic ring; amino; mono- or di-(C １ ~C ３０ ) alkylamino; mono- or di-(C ２ ~C ３０ ) alkenylamino; unsubstituted or (C １ ~C ３０ ) alkyl-substituted mono- or di-(C ６ ~C ３０ )arylamino; mono- or di-(3- to 30-membered)heteroarylamino; (C １ ~C ３０ ) alkyl(C ２ ~C ３０ ) alkenylamino; １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylamino; １ ~C ３０ ) alkyl(3-30 membered)heteroarylamino; ２ ~C ３０ ) alkenyl (C ６ ~C ３０ ) arylamino; ２ ~C ３０ ) alkenyl(3-30 membered)heteroarylamino; ６ ~C ３０ ) aryl(3-30 membered)heteroarylamino; １ ~C ３０ ) alkylcarbonyl; １ ~C ３０ ) alkoxycarbonyl; (C ６ ~C ３０ )arylcarbonyl; di(C ６ ~C ３０ )arylboronyl; di(C １ ~C ３０ ) alkylboronyl; １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylboronyl; ６ ~C ３０ ) a (C １ ~C ３０ ) alkyl; and (C １ ~C ３０ ) alkyl(C ６ ~C ３０ 5. The organic electroluminescent material of claim 4, wherein the aryl is substituted with at least one selected from the group consisting of aryl.

7. The compound represented by formula 2 is the following compound: 【Chemistry 14】 【Chemistry 15】 【Chemistry 16】 【Chemistry 17】 【Chemistry 18】 【Chemistry 19】 【Chemistry 20】 【Chemistry 21】 【Chemical 22】 【Chemistry 23】 【Chemistry 24】 【Chemistry 25】 【Chemistry 26】 【Chemical 27】 【Chemistry 28】 【Chemical 29】 【Chemistry 30】 【Chemistry 31】 【Chemistry 32】 【Chemical 33】 【Chemical 34】 【Chemistry 35】 【Chemical Formula 36】 【Chemical 37】 【Chemical Formula 38】 【Chemical Formula 39】 【Chemistry 40】 【Chemistry 41】 【Chemistry 42】 【Chemistry 43】 【Chemistry 44】 【Chemistry 45】 【Chemistry 46】 【Chemistry 47】 【Chemistry 48】 【Chemistry 49】 【Chemistry 50】 【Chemistry 51】 【Chemistry 52】 【Chemistry 53】 【Chemical 54】 【Chemistry 55】 【Chemistry 56】 【Chemistry 57】 【Chemistry 58】 【Chemistry 59】 【Chemistry 60】 The organic electroluminescent compound according to claim 4, wherein said organic electroluminescent compound is selected from the group consisting of

8. 13. An organic electroluminescent device comprising the compound of claim 1.

9. An organic electroluminescent device comprising the organic electroluminescent material of claim 4.

10. 5. An organic electroluminescent device comprising the organic electroluminescent material of claim 4, comprising a first compound represented by formula 1 and a second compound represented by formula 2, further comprising 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: 【Chemistry 61】 (In the formula, L ２ and L ３ each independently represents a single bond, a substituted or unsubstituted group (C ６ ~C ３０ ) arylene, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkylene, or substituted or unsubstituted (3 to 30 membered) heteroarylene; Ar ５ is expressed by the following formula 2-1: 【Chemistry 62】 It is expressed as In formula 2-1, Y represents -O- or -S-; R ２１ ~R ２８ are each independently L ２ or represents a hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ )aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl, or (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) represents a substituted or unsubstituted condensed ring with an aromatic ring, or may be linked to an adjacent substituent to form a ring; Ar ６ is hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ )aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl, (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) represents a substituted or unsubstituted condensed ring with an aromatic ring, or may be linked to an adjacent substituent to form a ring; L ４ represents unsubstituted or deuterium- or cyano-substituted phenylene, unsubstituted or deuterium- or cyano-substituted biphenylene, or unsubstituted or deuterium- or cyano-substituted 2-naphthylene; Ar ７ represents unsubstituted or deuterium- or cyano-substituted biphenyl, unsubstituted or deuterium- or cyano-substituted naphthyl, or unsubstituted or deuterium- or cyano-substituted phenylnaphthyl; L ４ When Ar is unsubstituted or deuterium- or cyano-substituted phenylene, ７ is unsubstituted or deuterium- or cyano-substituted biphenyl, or unsubstituted or deuterium- or cyano-substituted naphthyl; L ４ When Ar is unsubstituted or deuterium- or cyano-substituted biphenylene, ７ is unsubstituted or deuterium- or cyano-substituted naphthyl; L ４ is unsubstituted or deuterium- or cyano-substituted 2-naphthylene, then Ar is unsubstituted or deuterium- or cyano-substituted biphenyl, or unsubstituted or deuterium- or cyano-substituted phenylnaphthyl).

12. The compound represented by the formula 2-1-1 is the following compound: 【Chemistry 63】 【Chemistry 64】 12. The compound of claim 11 selected from:

13. A compound represented by the following formula 2-1-2: 【Chemistry 65】 (In the formula, L ２ and L ３ each independently represents a single bond, a substituted or unsubstituted group (C ６ ~C ３０ ) arylene, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkylene, or substituted or unsubstituted (3 to 30 membered) heteroarylene; Ar ５ is expressed by the following formula 2-1: 【Chemistry 66】 It is represented by: In formula 2-1, Y represents -O- or -S-; R ２１ ~R ２８ are each independently L ２ or hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ )aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl, or (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) represents a substituted or unsubstituted condensed ring with an aromatic ring, or may be linked to an adjacent substituent to form a ring; Ar ６ are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ )aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl, (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) represents a substituted or unsubstituted condensed ring with an aromatic ring, or may be linked to an adjacent substituent to form a ring; L ４ Group 2: [Group 2] 【Chemistry 67】 represents an unsubstituted or deuterium- or cyano-substituted 1-naphthylene selected from In Group 2, * represents the formula 2-1-2 and Ar ７ represents a connection point to; Ar ７ is unsubstituted or deuterium substituted (C ６ ~C １６ ) representing aryl).

14. The compound represented by the formula 2-1-2 is the following compound: 【Chemistry 68】 【Chemistry 69】 【Chemistry 70】 【Chemistry 71】 14. The compound of claim 13, selected from:

15. 12. An organic electroluminescent device comprising the compound of claim 11.

16. 14. An organic electroluminescent device comprising the compound of claim 13.

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