Organic electroluminescent compound, organic electroluminescent material comprising the same, and organic electroluminescent device

Abstract

The present disclosure relates to an organic electroluminescent compound, an organic electroluminescent material including the same, and an organic electroluminescent device. By including the organic electroluminescent compound according to the present disclosure, it is possible to provide an organic electroluminescent device having improved driving voltage and / or luminous efficiency and / or lifespan characteristics compared to an organic electroluminescent device including a conventional organic electroluminescent compound.

Description

TECHNICAL FIELD

[0001] The present disclosure relates to an organic electroluminescent compound, an organic electroluminescent material including the same, and an organic electroluminescent device. BACKGROUND

[0002] An electroluminescent device (EL device) is a self-light-emitting display device, which has advantages in that it provides a wider viewing angle, a greater contrast ratio, and a faster response time. The first organic EL device was developed by Eastman Kodak in 1987 by using a small aromatic diamine molecule and an aluminum complex as a material for forming a light-emitting layer [Appl. Phys. Lett. 51, 913, 1987].

[0003] The most important factor that determines luminous efficiency in an organic electroluminescent device is a light-emitting material. So far, fluorescent materials have been widely used as light-emitting materials. However, in view of the electroluminescent mechanism, since phosphorescent light-emitting materials theoretically enhance luminous efficiency by four (4) times compared to fluorescent light-emitting materials, phosphorescent light-emitting materials have been widely studied. Iridium (III) complexes, which include bis(2-(2’-benzothienyl)-pyridinato-N,C3’)(acetylacetonate) iridium [(acac)Ir(btp)2], tris(2-phenylpyridine) iridium [Ir(ppy)3], and bis(4,6-difluorophenylpyridinato-N,C2)picolinate iridium (Firpic) are well known as phosphorescent light-emitting materials, which are red, green, and blue light-emitting materials, respectively.

[0004] In the prior art, 4,4’-N,N’-dicarbazole-biphenyl (CBP) is the most widely known phosphorescent host material. Recently, Pioneer (Japan) and the like have developed a high-performance organic electroluminescent device using bathocuproine (BCP) and aluminum (III) bis(2-methyl-8-quinolinate) (4-phenylphenolate) (BAlq), which are called hole-blocking materials, as a host material.

[0005] However, although the conventional materials provide good light emitting characteristics, they have the following disadvantages: (1) Since they have a low glass transition temperature and poor thermal stability, they can be degraded during a high-temperature deposition process in a vacuum, and the lifetime of a device can be shortened. (2) The power efficiency of an organic electroluminescent device is determined by [(π / voltage) x current efficiency], and the power efficiency is inversely proportional to the voltage. Although an organic electroluminescent device including a phosphorescent host material provides a higher current efficiency (cd / A) than an organic electroluminescent device including a fluorescent material, a relatively high driving voltage is required. Thus, there is no advantage in terms of power efficiency (lm / W). (3) In addition, the operating lifetime of an organic electroluminescent device is short, and there is still a need to improve the light emitting efficiency.

[0006] In order to improve the light emitting efficiency, driving voltage, and / or lifetime, various materials or concepts for the organic layer of an organic electroluminescent device have been proposed, but they are not satisfactory in actual use. SUMMARY

[0007] TECHNICAL PROBLEM

[0008] The present disclosure aims to first provide an organic electroluminescent compound and an organic electroluminescent material including the same, which are effective in producing an organic electroluminescent device having a low driving voltage and / or high light emitting efficiency and / or long lifetime, and second, to provide an organic electroluminescent device including the same.

[0009] SOLUTION TO PROBLEM

[0010] Specifically, the present inventors have found that the foregoing objects can be achieved by an organic electroluminescent compound represented by the following Formula 1, so that the present disclosure is completed.

[0011]

[0012] wherein,

[0013] X represents O or S;

[0014] Ar1and Ar2each independently represent a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted 9,9-dimethylfluorenyl group, a substituted or unsubstituted 9,9-diphenylfluorenyl group, a substituted or unsubstituted 9,9'-spirobifluorenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted 9-phenyl-carbazolyl group, a substituted or unsubstituted 2-phenyl-benzoxazolyl group, or a substituted or unsubstituted 2-phenyl-benzothiazolyl group;

[0015] L1and L2each independently represent a single bond, substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted terphenylene, substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted dibenzothiophenylene, substituted or unsubstituted 9-phenyl-carbazolylene, substituted or unsubstituted 9,9-dimethylfluorenylene, substituted or unsubstituted 9,9-diphenylfluorenylene, or substituted or unsubstituted 9,9'-spirobifluorenylene;

[0016] R1to R4, R', and R" each independently represent hydrogen or deuterium;

[0017] a and d each independently represent an integer of 1 to 4, b represents an integer of 1 to 3, c represents an integer of 1; and

[0018] When a, b, and d are an integer of 2 or more, each of R1, R2, and R4may be the same or different.

[0019] Advantages of the Invention

[0020] By including the organic electroluminescent compound according to the present disclosure and the organic electroluminescent material including the same, an organic electroluminescent device having low driving voltage and / or high luminous efficiency and / or long lifespan can be prepared. DETAILED DESCRIPTION

[0021] Hereinafter, the present disclosure will be described in detail. However, the following description is intended to explain the application, and is not meant in any way to restrict the scope of the application.

[0022] The term "organic electroluminescent compound" in the present disclosure means a compound which can be used in an organic electroluminescent device, and which can be included in any layer constituting the organic electroluminescent device, as necessary.

[0023] Herein, "organic electroluminescent material" means a material which can be used in an organic electroluminescent device, and which can include at least one compound. The organic electroluminescent material can be included in any layer constituting the organic electroluminescent device, as necessary. For example, the organic electroluminescent material can be a hole injection material, a hole transport material, a hole auxiliary material, a light-emitting auxiliary material, an electron blocking material, a light-emitting material, an electron buffer material, a hole blocking material, an electron transport material, or an electron injection material, etc.

[0024] Herein, "a plurality of host materials" means an organic electroluminescent material including a combination of at least two host materials. It can mean both materials before being included in an organic electroluminescent device (for example, before vapor deposition) and materials after being included in an organic electroluminescent device (for example, after vapor deposition). The plurality of host materials of the present disclosure can be included in any light-emitting layer constituting an organic electroluminescent device. Two or more compounds included in the plurality of host materials of the present disclosure can be included in one light-emitting layer, or can be included in different light-emitting layers, respectively. When at least two host materials are included in one layer, the at least two host materials can be mixed and evaporated to form a layer, or can be co-evaporated simultaneously to form a layer, respectively.

[0025] The term "electron transport region" in the present disclosure means a region in which electrons move between a cathode and a light-emitting layer. For example, the electron transport region can include at least one of an electron buffer layer, a hole blocking layer, an electron transport layer, and an electron injection layer, preferably at least one of a hole blocking layer, an electron transport layer, and an electron injection layer. The hole blocking layer serves to prevent holes from passing through the light-emitting layer into the cathode when driving the organic electroluminescent device.

[0026] Herein, the term "(C1-C30)alkyl" means a straight-chain or branched alkyl group having from 1 to 30 carbon atoms that make up the chain, wherein the number of carbon atoms is preferably from 1 to 20, and more preferably from 1 to 10. The above alkyl group can include methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, t-butyl, sec-butyl, and the like. Herein, the term "(C2-C30)alkenyl" means a straight-chain or branched alkenyl group having from 2 to 30 carbon atoms that make up the chain, wherein the number of carbon atoms is preferably from 2 to 20, and more preferably from 2 to 10. The above alkenyl group can include ethenyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 2-methylbut-2-enyl, and the like. Herein, the term "(C2-C30)alkynyl" means a straight-chain or branched alkynyl group having from 2 to 30 carbon atoms that make up the chain, wherein the number of carbon atoms is preferably from 2 to 20, and more preferably from 2 to 10. The above alkynyl group can include ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methylpent-2-ynyl, and the like. Herein, the term "(C3-C30)cycloalkyl" means a monocyclic or polycyclic hydrocarbon having from 3 to 30 ring skeleton carbon atoms, wherein the number of carbon atoms is preferably from 3 to 20, and more preferably from 3 to 7. The above cycloalkyl group can include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, cyclohexylmethyl, and the like. Herein, "(C6-C30)(hetero)aryl" is a monocyclic or fused ring group derived from an aromatic hydrocarbon having from 6 to 30 ring skeleton carbon atoms, wherein the number of ring skeleton carbon atoms is preferably from 6 to 25, more preferably from 6 to 18, and can be partially saturated. Examples of aryl groups specifically include phenyl, biphenyl, terphenyl, quaterphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, dimethylfluorenyl, diphenylfluorenyl, benzofluorenyl, diphenylbenzofluorenyl, diphenylbenzofluorenyl, phenanthryl, benzophenanthryl, phenylphenanthryl, anthryl, benzanthryl, indenyl, triphenylenyl, pyrenyl, tetracenyl, perylenyl, yl, benz It includes alkyl, naphthyl, fluoranthyl, benzofluoranthyl, tolyl, xylyl, trimethylyl, cumenel, spiro[fluorene-fluorene]yl, spiro[fluorene-benzofluorene]yl, azulel, tetramethyl-dihydrophenanthrene, etc. More specifically, the aryl group can be o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesitylelel, o-cumenyl, m-cumenyl, p-cumenyl, p-tert-butylphenyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4'-tert-butyl-p-terphenyl-4-yl, o-biphenyl, m-biphenyl, p-biphenyl, o-terphenyl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, p-terphenyl-4-yl, p-terphenyl-3-yl 1-Naphthyl, p-terphenyl-2-yl, m-tetraphenyl, 1-naphthyl, 2-naphthyl, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, 9,9-dimethyl-1-fluorenyl, 9,9-dimethyl-2-fluorenyl, 9,9-dimethyl-3-fluorenyl, 9,9-dimethyl-4-fluorenyl, 9,9-diphenyl-1-fluorenyl, 9,9-diphenyl-2-fluorenyl, 9,9-diphenyl-3-fluorenyl, 9,9-diphenyl-4-fluorenyl, 1-anthrayl, 2-anthrayl, 9-anthrayl, 1-phenanthyl, 2-phenanthyl, 3-phenanthyl, 4-phenanthyl, 9-phenanthyl, 1- basal, 2- basal, 3- basal, 4- Base, 5- Base, 6- Benzyl, benzo[c]phenanthrene, benzo[g] benzo[a]fluoren-1-yl, 11,11-diphenyl-2-benzo[a]fluoren-yl, 11,11-diphenyl-3- benzo[a]fluoren-yl, 11,11-diphenyl-4-benzo[a]fluoren-yl, 11,11-diphenyl-5- benzo[a]fluoren-yl, 11,11-diphenyl-6-benzo[a]fluoren-yl, 11,11-diphenyl-7- benzo[a]fluoren-yl, 11,11-diphenyl-8-benzo[a]fluoren-yl, 11,11-diphenyl-9- benzo[a]fluoren-yl, 11,11-diphenyl-10-benzo[a]fluoren-yl, 11,11-diphenyl-1- benzo[b]fluoren-yl, 11,11-diphenyl-2-benzo[b]fluoren-yl, 11,11-diphenyl-3- benzo[b]fluoren-yl, 11,11-diphenyl-4-benzo[b]fluoren-yl, 11,11-diphenyl-5- benzo[b]fluoren-yl, 11,11-diphenyl-6-benzo[b]fluoren-yl, 11,11-diphenyl-7- benzo[b]fluoren-yl, 11,11-diphenyl-8-benzo[b]fluoren-yl, 11,11-diphenyl-9- benzo[b]fluoren-yl, 11,11-diphenyl-10-benzo[b]fluoren-yl, 11,11-diphenyl-1- benzo[c]fluoren-yl, 11,11-diphenyl-2-benzo[c]fluoren-yl, 11,11-diphenyl-3- benzo[c]fluoren-yl, 11,11-diphenyl-4-benzo[c]fluoren-yl, 11,11-diphenyl-5- benzo[c]fluoren-yl, 11,11-diphenyl-6-benzo[c]fluoren-yl, 11,11-diphenyl-7- benzo[c]fluoren-yl, 11,11-diphenyl-8-benzo[c]fluoren-yl, 11,11-diphenyl-9- benzo[c]fluoren-yl, 11,11-diphenyl-10-benzo[c]fluoren-yl,11-diphenyl-7-benzo[b]fluorenyl, 11,11-diphenyl-8-benzo[b]fluorenyl, 11,11-diphenyl-9-benzo[b]fluorenyl, 11,11-diphenyl-10-benzo[b]fluorenyl, 11,11-diphenyl-1- benzo[c]fluorenyl, 11,11-diphenyl-2-benzo[c]fluorenyl, 11,11-diphenyl-3-benzo[c]fluorenyl, 11,11-diphenyl-4-benzo[c]fluorenyl, 11,11-diphenyl-5-benzo[c]fluorenyl, 11,11-diphenyl-6-benzo[c]fluorenyl, 11,11-diphenyl-7-benzo[c]fluorenyl, 11,11-diphenyl-8-benzo[c]fluorenyl, 11,11-diphenyl-9-benzo[c]fluorenyl, 11,11-diphenyl-10-benzo[c]fluorenyl, 9,9,10,10-tetramethyl-9,10-dihydro-1-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-4-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-5-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-6-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-7-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-8-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-9-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-10-phenanthryl, 9,9,10,10-tetramethyl-1-10-Dihydro-4-phenanthrene, etc. In this document, "(3- to 30-membered) heteroaryl" refers to an aryl group having 3 to 30 ring skeleton atoms, said ring skeleton atoms comprising at least one, preferably 1 to 4, heteroatoms selected from the group consisting of B, N, O, S, Si, P, Se, and Ge. The aforementioned heteroaryl group can be a monocyclic ring or a fused ring condensed with at least one benzene ring; and can be partially saturated. Furthermore, the aforementioned heteroaryl group in this document can be a heteroaryl group formed by attaching at least one heteroaryl or aryl group to a heteroaryl group via one or more single bonds, and can contain a spirostructure. Specific examples of heteroaryl groups can include monocyclic heteroaryl groups, including furanyl, thiopheneyl, pyrroleyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetraazinyl, triazolyl, tetraazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, etc., and fused-ring heteroaryl groups, including benzofuranyl, benzothiopheneyl, isobenzofuranyl, dibenzofuranyl, etc. Benzyl, dibenzothiophene, dibenzoselenophene, benzofuranoquinolinyl, benzofuranoquinazolinyl, benzofuranonaphthidyl, benzofuranopyrimidyl, naphthofuranopyrimidyl, benzothiophenequinolinyl, benzothiophenequinazolinyl, benzothiophene naphthophenidyl, benzothiophene pyrimidyl, naphthophene pyrimidyl, pyrimidylindolyl, benzopyrimidylindolyl, benzofuranopyrazinyl, naphthofurano Pyrazinyl, benzothiophene-pyrazinyl, naphthothiophene-pyrazinyl, pyrazinodolyl, benzopyrazinodolyl, benzimidazolyl, benzothiazolyl, benzoisothiazolyl, benzoisooxazolyl, benzooxazolyl, imidazopyridyl, isoindodolyl, indodolyl, benzoindodolyl, indazoleyl, benzothiadiazolyl, quinolinyl, isoquinolinyl, cenolinyl, quinazolinyl, quinoxalolinyl, carbazoleyl, azacarbazoleyl, benzocarbazoleyl Azolyl, dibenzocarbazoyl, phenoxazinyl, phenanthidyl, benzodioxanepentenyl, indololinyl, acridineyl, silafluorenyl, germanfluorenyl, benzotriazolyl, phenazinyl, imidazopyridyl, benzopyranoquinazolinyl, thiobenzopyranoquinazolinyl, dimethylbenzopyrimidinyl, indolocarbazoyl, indenecarbazoyl, etc. More specifically, heteroaryl groups can be 1-pyrrolithyl, 2-pyrrolithyl, 3-pyrrolithyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 1,2,3-triazin-4-yl, 1,2,4-triazin-3-yl, 1,3,5-triazin-2-yl, 1-imidazolyl, 2-imidazolyl, 1-pyrazolyl, 1-indolinyl, 2-indolinyl, 3-indolinyl, 5-indolinyl, 6-indolinyl, 7-indolinyl, 8-indolinyl, 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-benzofuryl, 3-benzofuryl, 4-benzofuryl, 5-benzofuryl, 6-benzofuryl, 7-benzofuryl, 1-isobenzofuryl, 3-isobenzofuryl, 4-isobenzofuryl, 5-isobenzofuryl, 6-isobenzofuryl, 7-isobenzofuryl, 2-quinolyl, 3-quinolyl, 4-quinolyl, 5-quinolyl, 6-quinolyl, 7-quinolyl, 8-quinolyl, 1-isoquinolyl, 3-isoquinolyl, 4-isoquinolyl, 5-isoquinolyl, 6-isoquinolyl, 7-isoquinolyl, 8-isoquinolyl, 2-quinoxalinyl, 5-quinoxalinyl, 6-quinoxalinyl, 1-carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, 9-carbazolyl, azacarbazole-1-yl, azacarbazole-2-yl, azacarbazole-3-yl, azacarbazole-4-yl, azacarbazole-5-yl, azacarbazole-6-yl, azacarbazole-7-yl, azacarbazole-8-yl, azacarbazole-9-yl, 1-phenanthridinyl, 2-phenanthridinyl, 3-phenanthridinyl, 4-phenanthridinyl, 6-phenanthridinyl, 7-phenanthridinyl, 8-phenanthridinyl, 9-phenanthridinyl, 10-phenanthridinyl, 1-acridinyl, 2-acridinyl, 3-acridinyl, 4-acridinyl, 9-acridinyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-oxadiazolyl, 5-oxadiazolyl, 3-furazanyl, 2-thiophenyl, 3-thiophenyl, 2-methylpyrrolyl, 3-methylpyrrolyl, 2-methylpyrrolyl, 4-methylpyrrolyl, 3-methylpyrrolyl, 5-methylpyrrolyl, 2-tert-butylpyrrolyl, 3-(2-phenylpropyl)pyrrolyl, 2-methyl-1-indolyl, 4-methyl-1-indolyl, 2-methyl-3-indolyl, 4-methyl-3-indolyl, 2-tert-butyl-1-indolyl, 4-tert-butyl-1-indolyl, 2-tert-butyl-3-indolyl, 4-tert-butyl-3-indolyl, 1-dibenzofuryl, 2-dibenzofuryl, 3-dibenzofuryl, 4-dibenzofuryl, 1-naphtho-[1,2-b]-benzofuryl, 2-naphtho-[1,2-b]-benzofuryl, 3-naphtho-[1,2-b]-benzofuranyl, 4-naphtho-[l,2-b]-benzofuranyl, 5-naphtho-[l,2-b]- benzofuranyl, 6-naphtho-[l,2-b]-benzofuranyl, 7-naphtho-[l,2-b]-benzofuranyl, 8- naphtho-[l,2-b]-benzofuranyl, 9-naphtho-[l,2-b]-benzofuranyl, 10-naphtho-[l,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]-benzofuranyl, 9-naphtho-[2, 1 -b]-benzofuranyl, 10-naphtho-[2, 1 -b]- benzofuranyl, 1 -naphtho-[l,2-b]-benzothiophenyl, 2-naphtho-[l,2-b]-benzothiophenyl, 3- naphtho-[l,2-b]-benzothiophenyl, 4-naphtho-[l,2-b]-benzothiophenyl, 5-naphtho-[l,2-b]- benzothiophenyl, 6-naphtho-[l,2-b]-benzothiophenyl, 7-naphtho-[l,2-b]-benzothiophenyl, 8- naphtho-[l,2-b]-benzothiophenyl, 9-naphtho-[l,2-b]-benzothiophenyl, 10-naphtho-[l,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,1-benzothienyl, 2-benzofurano[3,2-d]pyrimidinyl, 6-benzofurano[3,2-d]pyrimidinyl, 7-benzofurano[3,2-d]pyrimidinyl, 8-benzofurano[3,2-d]pyrimidinyl, 9-benzofurano[3,2-d]pyrimidinyl, 2-benzothiafurano[3,2-d]pyrimidinyl, 6-benzothiafurano[3,2-d]pyrimidinyl, 7-benzothiafurano[3,2-d]pyrimidinyl, 8-benzothiafurano[3,2-d]pyrimidinyl, 9-benzothiafurano[3,2-d]pyrimidinyl, 2-benzofurano[3,2-d]pyrazinyl, 6-benzofurano[3,2-d]pyrazinyl, 7-benzofurano[3,2-d]pyrazinyl, 8-benzofurano[3,2-d]pyrazinyl, 9-benzofurano[3,2-d]pyrazinyl, 2-benzothiafurano[3,2-d]pyrazinyl, 6-benzothiafurano[3,2-d]pyrazinyl, 7-benzothiafurano[3,2-d]pyrazinyl, 8-benzothiafurano[3,2-d]pyrazinyl, 9-benzothiafurano[3,2-d]pyrazinyl, 1-dibenzothienyl, 2-dibenzothienyl, 3-dibenzothienyl, 4-dibenzothienyl, 1-silafuIene, 2-silafuIene, 3-silafuIene, 4-silafuIene, 1-germafuIene, 2-germafuIene, 3-germafuIene, 4-germafuIene, 1-dibenzoselenophene, 2-dibenzoselenophene, 3-dibenzoselenophene, 4-dibenzoselenophene, and the like. In this document, "halogen" includes F, Cl, Br, and I.

[0027] Further, "ortho (o)", "meta (m)", and "para (p)" mean the position of substitution with respect to all substituents. The ortho position is the position having substituents adjacent to each other, for example, at the 1 and 2 positions on benzene. The meta position is the next substitution position from the immediately adjacent substitution position, for example, the compound has substituents at the 1 and 3 positions on benzene. The para position is the next substitution position from the meta position, for example, the compound has substituents at the 1 and 4 positions on benzene.

[0028] As used herein, "a ring formed by connecting adjacent substituents" means a substituted or unsubstituted (3- to 30-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or a combination thereof formed by connecting or fusing two or more adjacent substituents; preferably, it can be a substituted or unsubstituted (3- to 26-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or a combination thereof. Further, the formed ring can include at least one heteroatom selected from the group consisting of B, N, O, S, Si, and P, preferably N, O, and S. According to one embodiment of the present disclosure, the number of atoms in the ring skeleton is 5 to 20; according to another embodiment of the present disclosure, the number of atoms in the ring skeleton is 5 to 15. In one embodiment, the fused ring can be, for example, a substituted or unsubstituted dibenzothiophene ring, a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted phenanthrene ring, a substituted or unsubstituted fluorene ring, a substituted or unsubstituted benzothiophene ring, a substituted or unsubstituted benzofuran ring, a substituted or unsubstituted indole ring, a substituted or unsubstituted indene ring, a substituted or unsubstituted benzene ring, a substituted or unsubstituted carbazole ring, a substituted or unsubstituted benzocarbazole ring, or the like.

[0029] Further, "substituted or unsubstituted" in the expression "substituted or unsubstituted" means that a hydrogen atom in a certain functional group is replaced with another atom or functional group (i.e., a substituent), and a group to which two or more substituents are attached. For example, a substituent to which two or more substituents are attached can be pyridine-triazine. That is, pyridine-triazine can be a heteroaryl group or can be interpreted as a substituent to which two heteroaryl groups are attached. Preferably, in the formulae of the present disclosure, the substituents of substituted (C1-C30)alkyl, substituted (C2-C30)alkenyl, substituted (C2-C30)alkynyl, substituted (C3-C30)cycloalkyl, substituted (C6-C30)(ary)l, substituted (3- to 30-membered)heteroaryl, substituted tri(C1-C30)alkylsilyl, substituted tri(C6-C30)arylsilyl, substituted di(C1-C30)alkyl(C6-C30)arylsilyl, substituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted mono- or di- (C1-C30)alkylamino, and substituted mono- or di- (C6-C30)arylamino are each independently at least one selected from the group consisting of deuterium, halogen, cyano, carboxyl, nitro, hydroxyl, phosphine oxide, (C1-C30)alkyl, halo(C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, (C1-C30)alkylthio, (C3-C30)cycloalkyl, (C3-C30)cycloalkenyl, (3- to 7-membered)heterocycloalkyl, (C6-C30)aryloxy, (C6-C30)arylthio, (C6-C30)aryl-substituted or unsubstituted (5- to 30-membered)heteroaryl, (5- to 30-membered)heteroaryl-substituted or unsubstituted (C6-C30)aryl, tri(C1-C30)alkylsilyl, tri(C6-C30)arylsilyl, di(C1-C30)alkyl(C6-C30)arylsilyl, (C1-C30)alkyldi(C6-C30)arylsilyl, amino, mono- or di(C1-C30)alkylamino, (C1-C30)alkyl-substituted or unsubstituted mono- or di(C6-C30)arylamino, (C1-C30)alkyl(C6-C30)arylamino, (C1-C30)alkylcarbonyl, (C1-C30)alkoxycarbonyl, (C6-C30)arylcarbonyl, (C6-C30)arylphosphinyl, di(C6-C30)arylboronyl, di(C1-C30)alkylboronyl, (C1-C30)alkyl(C6-C30)arylboronyl, (C6-C30)aryl(C1-C30)alkyl, and (C1-C30)alkyl(C6-C30)aryl.More preferably, the substituent can be at least one selected from the group consisting of deuterium, cyano, (C1-C5)alkyl, (C6-C12)aryl, (5- to 15-membered)heteroaryl, and tri(C6-C12)arylsilyl. For example, the substituent can be deuterium, cyano, methyl, tert-butyl, phenyl, biphenyl, naphthyl, pyridyl unsubstituted or substituted with phenyl, carbazolyl, or triphenylsilyl, etc.

[0030] Hereinafter, an organic electroluminescent compound according to one embodiment will be described.

[0031] The organic electroluminescent compound according to one embodiment is represented by the following Formula 1.

[0032]

[0033] In Formula 1,

[0034] X represents O or S;

[0035] Ar1and Ar2each independently represent a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted 9,9-dimethylfluorenyl, a substituted or unsubstituted 9,9-diphenylfluorenyl, a substituted or unsubstituted 9,9’-spirobifluorenyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, a substituted or unsubstituted 9-phenyl-carbazolyl, a substituted or unsubstituted 2-phenylbenzoxazolyl, or a substituted or unsubstituted 2-phenylbenzothiazolyl;

[0036] L1and L2each independently represent a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted terphenylene, a substituted or unsubstituted dibenzofuranylene, a substituted or unsubstituted dibenzothiophenylene, a substituted or unsubstituted 9-phenyl-carbazolylene, a substituted or unsubstituted 9,9-dimethylfluorenylene, a substituted or unsubstituted 9,9-diphenylfluorenylene, or a substituted or unsubstituted 9,9’-spirobifluorenylene;

[0037] R1to R4, R’, and R” each independently represent hydrogen or deuterium;

[0038] a and d each independently represent an integer of 1 to 4, b represents an integer of 1 to 3, and c represents an integer of 1; and

[0039] When a, b, and d are an integer of 2 or more, each of R1, R2, and R4may be the same or different.

[0040] According to one embodiment, the organic electroluminescent compound represented by Formula 1 can be represented by the following Formula 1-1 or 1-2.

[0041]

[0042] In Formulae 1-1 and 1-2,

[0043] X, Ar1, Ar2, L1, L2, R1to R4, R’, R”, a, b, and d are as defined in Formula 1.

[0044] In one embodiment, Ar1and Ar2each independently represent a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted 9,9-dimethylfluorenyl, a substituted or unsubstituted 9,9-diphenylfluorenyl, a substituted or unsubstituted 9,9’-spirobifluorenyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, a substituted or unsubstituted 9-phenyl-carbazolyl, a substituted or unsubstituted 2-phenylbenzoxazolyl, or a substituted or unsubstituted 2-phenylbenzothiazolyl; preferably, a substituted or unsubstituted phenyl, a substituted or unsubstituted p-biphenyl, a substituted or unsubstituted m-biphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted m-terphenyl, a substituted or unsubstituted 9,9-dimethylfluorenyl, a substituted or unsubstituted 9,9’-spirobifluorenyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, or a substituted or unsubstituted 9-phenyl-carbazolyl; more preferably, an unsubstituted or one or more substituted phenyl selected from the group consisting of deuterium, cyano, (C1-C5)alkyl, (C6-C12)aryl, and (5- to 15-membered)heteroaryl, a substituted or unsubstituted p-biphenyl, an unsubstituted or (C6-C12)aryl-substituted m-biphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted m-terphenyl, a substituted or unsubstituted 9,9-dimethylfluorenyl, a substituted or unsubstituted 9,9’-spirobifluorenyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, or a substituted or unsubstituted 9-phenyl-carbazolyl. For example, Ar1and Ar2each independently can be an unsubstituted or one or more substituted phenyl selected from the group consisting of cyano, t-butyl, phenyl, naphthyl, and carbazolyl, an unsubstituted p-biphenyl, an unsubstituted or phenyl-substituted m-biphenyl, an unsubstituted naphthyl, an unsubstituted m-terphenyl, an unsubstituted 9,9-dimethylfluorenyl, an unsubstituted 9,9’-spirobifluorenyl, an unsubstituted dibenzofuranyl, an unsubstituted dibenzothiophenyl, or an unsubstituted 9-phenyl-carbazolyl.

[0045] In one embodiment, L1and L2each independently represent a single bond, substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted terphenylene, substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted dibenzothiophenylene, substituted or unsubstituted 9-phenyl-carbazolylene, substituted or unsubstituted 9,9-dimethylfluorenylene, substituted or unsubstituted 9,9-diphenylfluorenylene, or substituted or unsubstituted 9,9'-spirobifluorenylene; preferably, L1and L2each independently can be a single bond, substituted or unsubstituted phenylene, substituted or unsubstituted p-biphenylene, substituted or unsubstituted m-biphenylene, substituted or unsubstituted o-biphenylene, substituted or unsubstituted naphthylene, or substituted or unsubstituted dibenzofuranylene; more preferably a single bond, unsubstituted or substituted with one or more selected from the group consisting of deuterium, cyano, (C1-C5)alkyl, (C6-C12)aryl, and (5- to 15-membered)heteroaryl, substituted or unsubstituted p-biphenylene, substituted or unsubstituted m-biphenylene, substituted or unsubstituted o-biphenylene, substituted or unsubstituted naphthylene, or substituted or unsubstituted dibenzofuranylene. For example, L1and L2each independently can be a single bond or unsubstituted or phenyl-substituted phenylene, unsubstituted p-biphenylene, unsubstituted m-biphenylene, unsubstituted o-biphenylene, unsubstituted naphthylene, or unsubstituted dibenzofuranylene.

[0046] According to one embodiment, the organic electroluminescent compound represented by the above formula 1 can be more specifically illustrated by the following compounds, but is not limited thereto.

[0047]

[0048]

[0049]

[0050]

[0051]

[0052]

[0053]

[0054] The compound having formula 1 according to the present disclosure can be produced by a synthetic method known to one skilled in the art. For example, it can be prepared as represented by the following Reaction Scheme 1 or 2.

[0055] [Reaction Scheme 1]

[0056]

[0057] [Reaction Scheme 2]

[0058]

[0059] In the above Reaction Schemes 1 and 2, the definitions of the respective substituents are as defined in Formula 1.

[0060] As described above, exemplary synthetic examples of the compound represented by Formula 1 according to the present disclosure are described, but they are based on Ullmann reaction, Miyaura borylation reaction, Suzuki cross-coupling reaction, Buchwald-Hartwig cross-coupling reaction, N-arylation reaction, H-mont-mediated etherification reaction, intramolecular acid-induced cyclization reaction, Pd(II)-catalyzed oxidative cyclization reaction, Grignard reaction, Heck reaction, dehydration cyclization reaction, SN1 substitution reaction, SN2 substitution reaction, and phosphine-mediated reductive cyclization reaction, etc. It would be understood by one skilled in the art that even if the bonds are made to other substituents defined in Formula 1 other than the substituents described in the specific synthetic examples, the above reactions continue to proceed.

[0061] According to one embodiment, the present disclosure provides an organic electroluminescent material including an organic electroluminescent compound having Formula 1, and an organic electroluminescent device including the same.

[0062] According to one embodiment of the present disclosure, the organic electroluminescent material of the present disclosure can be composed of only the organic electroluminescent compound having Formula 1, or can further include a conventional material included in the organic electroluminescent material. Specifically, the organic electroluminescent material of the present disclosure can include at least one compound represented by the above Formula 1. For example, the compound having Formula 1 can be included in an emission layer, and when the compound having Formula 1 is included in the emission layer, the compound having Formula 1 can be included as a host, more specifically as a phosphorescent green host.

[0063] According to another embodiment of the present disclosure, the organic electroluminescent material of the present disclosure can further comprise an organic electroluminescent compound different from the organic electroluminescent compound of Formula 1 (first host material) as a second host material. That is, the organic electroluminescent material according to one embodiment of the present disclosure can comprise a plurality of host materials. Specifically, the plurality of host materials according to one embodiment can comprise at least one compound of Formula 1 as a first host material, and at least one second host material different from the first host material. The weight ratio between the first host material and the second host material is in a ratio of 1:99 to 99:1, preferably in a ratio of 10:90 to 90:10, and more preferably in a ratio of 30:70 to 70:30.

[0064] The second host material according to one embodiment comprises a compound represented by the following Formula 11.

[0065]

[0066] In Formula 11,

[0067] A1and A2each independently represent a substituted or unsubstituted (C6-C30)aryl;

[0068] L 11 represents a single bond or a substituted or unsubstituted (C6-C30)arylene;

[0069] X’, X”, X 11 to X 14 and X 23 to X 26 each independently represent hydrogen, deuterium, halogen, cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C2-C30)alkynyl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted mono- or di- (C1-C30)alkylamino, or a substituted or unsubstituted mono- or di- (C6-C30)arylamino; or one or more adjacent substituents can be linked to each other to form one or more rings;

[0070] m and n each independently represent an integer of 1 to 3; and

[0071] Each of X' and X" can be the same or different when m and n are an integer of 2 or more.

[0072] The second host material represented by Formula 11 according to one embodiment can be represented by any one of the following Formulas 12 to 14.

[0073]

[0074] In Formulas 12 to 14,

[0075] A1, A2, X 11 to X 14 and X 23 to X 26 are as defined in Formula 11; and

[0076] X 15 to X 22 each independently is the same as the definition of X' in Formula 11.

[0077] In one embodiment, A1and A2preferably each independently represent a substituted or unsubstituted (C6-C18)aryl, more preferably each independently represent an unsubstituted or substituted (C6-C18)aryl substituted by one or more selected from the group consisting of (C1-C6)alkyl, (C6-C18)aryl, (5- to 20-membered)heteroaryl, and tri(C6-C12)arylsilyl. Specifically, A1and A2each independently can be an unsubstituted or substituted phenyl substituted by one or more selected from the group consisting of methyl, phenyl, naphthyl, triphenylsilyl, and pyridyl unsubstituted or substituted by phenyl, a substituted or unsubstituted p-biphenyl, a substituted or unsubstituted m-biphenyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted naphthyl, a fluorenyl unsubstituted or substituted by at least one of methyl and phenyl, a benzofluorenyl unsubstituted or substituted by at least one of methyl and phenyl, a substituted or unsubstituted phenanthryl, a substituted or unsubstituted anthryl, a substituted or unsubstituted indenyl, a substituted or unsubstituted triphenylenyl, a substituted or unsubstituted pyrenyl, a substituted or unsubstituted tetracenyl, a substituted or unsubstituted perylenyl, a substituted or unsubstituted chrysenediyl, a substituted or unsubstituted phenylnaphthyl, a substituted or unsubstituted naphthylphenyl, or a substituted or unsubstituted fluoranthenyl.

[0078] In one embodiment, L 11 preferably represents a single bond, or a substituted or unsubstituted (C6-C18)arylene, more preferably a single bond, or an unsubstituted (C6-C18)arylene. Specifically, L 11 may be a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, or a substituted or unsubstituted biphenylene.

[0079] In one embodiment, X​11 to X 26 each independently represents hydrogen or a substituted or unsubstituted (5- to 20-membered)heteroaryl; or one or more adjacent substituents can be linked to each other to form a substituted or unsubstituted (C6-C12) mono- or polycyclic, alicyclic or aromatic ring, more preferably each independently represents hydrogen or an unsubstituted (5- to 20-membered)heteroaryl; or one or more adjacent substituents can be linked to each other to form one or more unsubstituted (C6-C12) mono- or polycyclic, aromatic rings. Specifically, X 11 to X 26 each independently represents hydrogen, a substituted or unsubstituted dibenzothiophene group, or a substituted or unsubstituted dibenzofuran group; or X 11 to X 14 adjacent groups in X 23 to X 26 adjacent groups in X

[0080] According to one embodiment, the compound represented by Formula 11 can be more specifically exemplified by, but is not limited to, the following compounds.

[0081]

[0082]

[0083] The compound having Formula 11 according to the present disclosure can be prepared by a synthetic method known to one skilled in the art.

[0084] Hereinafter, an organic electroluminescent device to which the above-described organic electroluminescent compound and / or an organic electroluminescent material including a plurality of host materials are applied will be described.

[0085] The organic electroluminescent device according to one embodiment can include a first electrode; a second electrode; and at least one organic layer between the first electrode and the second electrode. The organic layer includes an emission layer. The emission layer can include a plurality of host materials including at least one first host material represented by Formula 1 and at least one second host material represented by Formula 11.

[0086] According to one embodiment, the organic electroluminescent material of the present disclosure contains at least one of compounds H1-1 to H1-144 as a first host material represented by Formula 1 and at least one of compounds H2-1 to H2-34 as a second host material represented by Formula 11. Multiple host materials can be contained in the same organic layer, for example, an emission layer, or can be contained in different emission layers, respectively. In addition to the emission layer, the organic layer can further contain at least one layer selected from a hole injection layer, a hole transport layer, a hole auxiliary layer, an emission 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.

[0087] According to another embodiment, at least one of the organic electroluminescent compounds H1-1 to H1-144 represented by Formula 1 can be contained in an electron transport region. For example, the organic electroluminescent compound represented by Formula 1 according to the present disclosure can be contained in a hole blocking layer.

[0088] In addition to the emission material of the present disclosure, the organic layer can further contain an amine-based compound and / or an azine-based compound. Specifically, the hole injection layer, the hole transport layer, the hole auxiliary layer, the emission layer, the emission auxiliary layer, or the electron blocking layer can contain an amine-based compound (for example, an arylamine-based compound, a styrylarylamine-based compound, etc.) as a hole injection material, a hole transport material, a hole auxiliary material, an emission material, an emission auxiliary material, or an electron blocking material. Further, the electron transport layer, the electron injection layer, the electron buffer layer, and the hole blocking layer can contain an azine-based compound as an electron transport material, an electron injection material, an electron buffer material, and a hole blocking material.

[0089] Further, the organic layer further contains at least one metal selected from the group consisting of a metal of Group 1 of the periodic table, a metal of Group 2, a transition metal of Period 4, a transition metal of Period 5, a lanthanide series element, and an organic metal of d-transition element, or at least one complex compound containing such a metal.

[0090] The organic electroluminescent material according to one embodiment can be used as an emission material for a white organic light emitting device. Depending on the arrangement of R (red), G (green), YG (yellow green), or B (blue) emission units, various structures have been proposed, such as a parallel (side-by-side) arrangement method, a stacked arrangement method, or a color conversion material (CCM) method, etc. Further, the organic electroluminescent material according to one embodiment can also be applied to an organic electroluminescent device containing QD (quantum dot).

[0091] One of the first and second electrodes can be an anode, and the other can be a cathode. Among them, the first and second electrodes can each be formed as a transmissive conductive material, a transmissive-reflective conductive material, or a reflective conductive material. Depending on the kind of material forming the first and second electrodes, the organic electroluminescent device can be a top emission type, a bottom emission type, or a dual emission type.

[0092] A hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof can be used between the anode and the light-emitting layer. The hole injection layer can be a multi-layer to lower a hole injection barrier (or a hole injection voltage) from the anode to the hole transport layer or the electron blocking layer, each of which can simultaneously use two kinds of compounds. In addition, the hole injection layer can be doped with a p-type dopant. Also, an electron blocking layer can be placed between the hole transport layer (or the hole injection layer) and the light-emitting layer, and can restrict excitons within the light-emitting layer by blocking the overflow of electrons from the light-emitting layer to prevent light emission leakage. The hole transport layer or the electron blocking layer can be a multi-layer, and each layer thereof can use a plurality of compounds.

[0093] 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 a multi-layer to control the injection of electrons and improve the interface properties between the light-emitting layer and the electron injection layer, each of which can simultaneously use two kinds of compounds. The hole blocking layer can be placed between the electron transport layer (or the electron injection layer) and the light-emitting layer, and blocks holes from reaching the cathode, thereby increasing the probability of recombination of electrons and holes in the light-emitting layer. The hole blocking layer or the electron transport layer can also be a multi-layer, each layer of which can use a plurality of compounds. In addition, the electron injection layer can be doped with an n-type dopant.

[0094] A light-emitting auxiliary layer can be placed between the anode and the light-emitting layer, or between the cathode and the light-emitting layer. When the light-emitting auxiliary layer is placed between the anode and the light-emitting layer, it can be used to facilitate hole injection and / or hole transport, or to prevent electron overflow. When the light-emitting auxiliary layer is placed between the cathode and the light-emitting layer, it can be used to facilitate electron injection and / or electron transport, or to prevent hole overflow. In addition, a hole auxiliary layer can be placed between the hole transport layer (or the hole injection layer) and the light-emitting layer, and can effectively facilitate or block the hole transport rate (or the hole injection rate), thereby enabling control of the charge balance. When the organic electroluminescent device includes two or more hole transport layers, the further included hole transport layer can function 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 an effect of improving the efficiency and / or the lifespan of the organic electroluminescent device.

[0095] In the organic electroluminescent device of the present disclosure, at least one layer selected from a chalcogenide layer, a halogenated metal layer, and a metal oxide layer (hereinafter, "surface layer") can be preferably placed on one or more inner surfaces of one or both electrodes. Specifically, a chalcogenide (including oxide) layer of silicon and aluminum is preferably placed on the anode surface of the electroluminescent medium layer, and a halogenated metal layer or a metal oxide layer is preferably placed on the cathode surface of the electroluminescent medium layer. The operation stability of the organic electroluminescent device can be obtained by the surface layer. Preferably, the chalcogenide includes SiO X (1≤X≤2), AlO X (1≤X≤1.5), SiON, SiAlON, etc.; the halogenated metal includes LiF, MgF2, CaF2, rare earth metal fluoride, etc.; and the metal oxide includes Cs2O, Li2O, MgO, SrO, BaO, CaO, etc.

[0096] Further, in the organic electroluminescent device of the present disclosure, a mixed region of an electron transport compound and a reducing dopant, or a mixed region of a hole transport compound and an oxidizing dopant can be preferably placed on at least one surface of a pair of electrodes. In this case, the electron transport compound is reduced to an anion, and thus it becomes easier to inject and transport electrons from the mixed region to the electroluminescent medium. Further, the hole transport compound is oxidized to a cation, and thus it becomes easier to inject and transport holes from the mixed region to the electroluminescent medium. Preferably, the oxidizing dopant includes various Lewis acids and acceptor compounds, and the reducing dopant includes alkali metals, alkali metal compounds, alkaline earth metals, rare earth metals, and mixtures thereof. The reducing 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.

[0097] The organic electroluminescent device according to one embodiment can further include at least one dopant in the light-emitting layer.

[0098] The dopant included in the organic electroluminescent device of the present disclosure can be at least one phosphorescent or fluorescent dopant, preferably a phosphorescent dopant. The phosphorescent dopant material applied to the organic electroluminescent device of the present disclosure is not particularly limited, but can be preferably one or more metalated complex compounds of one or more metal atoms selected from the group consisting of iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt) (as needed); more preferably one or more ortho-metalated complex compounds of one or more metal atoms selected from the group consisting of iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt) (as needed); and even more preferably one or more ortho-metalated iridium complex compounds (as needed).

[0099] The dopant included in the organic electroluminescent device of the present disclosure can use a compound represented by Formula 101 below, but is not limited thereto:

[0100]

[0101] In Formula 101,

[0102] L is selected from the following Structures 1 to 3:

[0103]

[0104]

[0105] In Structures 1 to 3,

[0106] R 100 to R 103 each independently represent hydrogen, deuterium, halogen, (C1-C30)alkyl unsubstituted or substituted with deuterium and / or halogen, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C6-C30)aryl, cyano, substituted or unsubstituted (3- to 30-membered)heteroaryl, or substituted or unsubstituted (C1-C30)alkoxy; or one or more adjacent substituents can be linked to each other to form one or more rings, for example, one or more rings with pyridine, for example, substituted or unsubstituted quinoline, substituted or unsubstituted isoquinoline, substituted or unsubstituted benzofuro[3,2-g]pyridine, substituted or unsubstituted benzothieno[3,2-g]pyridine, substituted or unsubstituted indeno[1,2-g]pyridine, substituted or unsubstituted benzofuro[3,2-g]quinoline, substituted or unsubstituted benzothieno[3,2-g]quinoline, or substituted or unsubstituted indeno[1,2-g]quinoline;

[0107] R 104 to R 107 each independently represent hydrogen, deuterium, halogen, (C1-C30)alkyl unsubstituted or substituted with deuterium and / or halogen, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3- to 30-membered)heteroaryl, cyano, or substituted or unsubstituted (C1-C30)alkoxy; or one or more adjacent substituents can be linked to each other to form one or more rings, for example, one or more rings with benzene, for example, substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted indeno[1,2-g]pyridine, substituted or unsubstituted benzofuro[3,2-g]pyridine, or substituted or unsubstituted benzothieno[3,2-g]pyridine;

[0108] R 201 to R 220each independently represent hydrogen, deuterium, halogen, (C1-C30)alkyl which is unsubstituted or substituted with deuterium and / or halogen, substituted or unsubstituted (C3-C30)cycloalkyl, or substituted or unsubstituted (C6-C30)aryl; or one or more adjacent substituents can be linked to each other to form one or more substituted or unsubstituted rings; and

[0109] s represents an integer of 1 to 3.

[0110] Specifically, specific examples of the dopant compound include the following, but are not limited thereto:

[0111]

[0112]

[0113]

[0114]

[0115]

[0116] To form each layer of the organic electroluminescent device of the present disclosure, a dry film-forming method such as vacuum evaporation, sputtering, plasma, ion plating method, etc., or a wet film-forming method such as spin coating, dip coating, flow coating method, etc., can be used. When a wet film-forming method is used, a thin film can be formed by dissolving or diffusing the material forming each layer into any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane, etc. The solvent can be any solvent in which the material forming each layer can be dissolved or diffused and which is not problematic in terms of film-forming ability.

[0117] When a layer is formed by the first host material and the second host material according to one embodiment, the layer can be formed by the methods listed above, and generally can be formed by co-deposition or mixed deposition. Co-deposition is a mixed deposition method in which two or more isomer materials are put into respective single crucible sources and an electric current is applied to two cells at the same time to evaporate the materials and perform mixed deposition; and mixed deposition is a mixed deposition method in which two or more isomer materials are mixed in one crucible source before depositing them and then an electric current is applied to one cell to evaporate the materials.

[0118] According to one embodiment, when the first host material and the second host material are present in the same layer or different layers in the organic electroluminescent device, the layer can be formed separately by the two host compounds. For example, after depositing the first host material, the second host material can be deposited.

[0119] According to one embodiment, this disclosure can provide a display device comprising a plurality of host materials, said plurality of host materials including a first host material represented by Formula 1 and a second host material represented by Formula 11. Furthermore, by using the organic electroluminescent device of this disclosure, it can be used to manufacture display devices such as smartphones, tablets, laptops, PCs, TVs, or display devices for vehicles, or lighting devices such as outdoor or indoor lighting.

[0120] In the following, the preparation methods and properties of the compounds according to this disclosure will be explained with reference to the synthetic methods of representative compounds in order to provide a detailed understanding of this disclosure.

[0121] [Example 1] Preparation of compound H1-1

[0122]

[0123] Compounds H1-1-1 (4.0 g, 11.99 mmol), H1-1-2 (6.05 g, 15.59 mmol), Pd(OAc)2 (0.13 g, 0.59 mmol), S-Phos (0.49 g, 1.19 mmol), NaOt-Bu (2.88 g, 29.99 mmol), and 150 mL of o-xylene were introduced into a flask and stirred at 160 °C for 3 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the organic layer was extracted with ethyl acetate and dried with magnesium sulfate after removing residual water. The residue was then separated by column chromatography to obtain compound H1-1 (5.2 g, yield: 67.70%).

[0124] MW Melting point H1-1 640.7 254.8℃

[0125] [Example 2] Preparation of compound H1-16

[0126]

[0127] Compounds H1-1-1 (4.0 g, 11.99 mmol), H1-16-1 (5.6 g, 14.39 mmol), Pd(OAc)2 (0.13 g, 0.59 mmol), S-Phos (0.49 g, 1.19 mmol), NaOt-Bu (2.88 g, 29.99 mmol), and 150 mL of o-xylene were introduced into a flask and stirred at 160 °C for 4 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the organic layer was extracted with ethyl acetate and dried with magnesium sulfate after removing residual water. The residue was then separated by column chromatography to obtain compound H1-16 (3.5 g, yield: 45.57%).

[0128] MW Melting point H1-16 640.7 233.5℃

[0129] [Example 3] Preparation of compounds H1-81

[0130]

[0131] Compound H1-81-1 (3.0 g, 9.0 mmol), compound H1-1-2 (4.2 g, 10.8 mmol), Pd(OAc)2 (0.1 g, 0.45 mmol), S-Phos (0.37 g, 0.9 mmol), NaOt-Bu (1.73 g, 18.0 mmol), and 45 mL of o-xylene were introduced into a flask and stirred at 180°C for 4.5 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and then the solid produced by the addition of methanol was filtered under reduced pressure. After dissolving the solid in chloroform, the mixture was separated by column chromatography to obtain compound H1-81 (2.3 g, yield: 40.35%).

[0132] MW Melting point MW Melting point H1-81 640.7 239℃

[0133] [Device Examples 1 and 2] Preparation of an OLED containing a compound according to the present disclosure as a host was performed using a transparent electrode indium tin oxide (ITO) thin film (10 Ω / sq) on a glass substrate for an OLED (GEOMATEC CO., LTD., Japan) subjected to ultrasonic washing with acetone and isopropanol in this order, and thereafter stored in isopropanol and then used. Thereafter, the ITO substrate was mounted on a substrate holder of a vacuum vapor deposition apparatus. Then, compound HI-1 was introduced into one chamber of the vacuum vapor deposition apparatus as a first hole injection compound, and compound HT-1 was introduced into another chamber of the vacuum vapor deposition apparatus as a first hole transport compound. The two materials were evaporated at different rates, and the first hole injection compound was deposited at a doping amount of 3 wt% based on the total amount of the first hole injection compound and the first hole transport compound to form a first hole injection layer having a thickness of 10 nm. Next, compound HT-1 was deposited on the first hole injection layer (as a first hole transport layer having a thickness of 80 nm). Then, compound HT-2 was introduced into another chamber of the vacuum vapor deposition apparatus, and the compound was evaporated by applying a current to the chamber, thereby forming a second hole transport layer having a thickness of 30 nm on the first hole transport layer. After the formation of the hole injection layer and the hole transport layer, a light-emitting layer was formed thereon as follows: the respective hosts shown in Table 1 below were introduced into two chambers of the vacuum vapor deposition apparatus as hosts, and compound D-50 was introduced into another chamber as a dopant. The two host materials were evaporated at different rates of 2:1, and the dopant material was evaporated at a different rate simultaneously, and the dopant was deposited at a doping amount of 10 wt% based on the total amount of the hosts and the dopant, to form a light-emitting layer having a thickness of 40 nm on the hole transport layer. Next, compound ET-1 and compound EI-1 were deposited as electron transport materials at a weight ratio of 40:60 to form an electron transport layer having a thickness of 35 nm on the light-emitting layer. After compound EI-1 was deposited 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 vapor deposition apparatus. Thus, an OLED was produced. The compound used for each of the materials was purified by vacuum sublimation. -6 The compound was purified by vacuum sublimation.

[0134] [Device Example 3] Preparation of an OLED containing a compound according to the present disclosure as a host was performed in the same manner as in Device Example 1, except that compound HT-3 was used as a second hole transport material, and compound H1-2 was used as a first host of the light-emitting layer.

[0135] An OLED was produced in the same manner as in Device Example 1, except that compound HT-3 was used as a second hole transport material, and compound H1-2 was used as a first host of the light-emitting layer.

[0136] [Device Example 4] Preparation of an OLED containing a compound according to the present disclosure as a host

[0137] An OLED was produced in the same manner as in Device Example 1, except that Compound HT-3 was used as the second hole transport material, and Compound H1-31 was used as the first host of the light-emitting layer.

[0138] [Comparative Example 1] Preparation of an OLED containing a conventional compound as a host

[0139] An OLED was produced in the same manner as in Device Example 1, except that Compound C-1 was used as the first host of the light-emitting layer.

[0140] [Comparative Example 2] Preparation of an OLED containing a conventional compound as a host

[0141] An OLED was produced in the same manner as in Comparative Example 1, except that Compound HT-3 was used as the second hole transport material.

[0142] The organic electroluminescent devices according to Device Examples 1 to 4 and Comparative Examples 1 and 2, which were produced as described above, were measured for driving voltage, luminous efficiency, and emission color at a luminance of 1,000 nits, and time taken for luminance to decrease from 100% to 95% at a luminance of 20,000 nits (lifetime; T95), and the results are shown in Table 1 below:

[0143] Table 1

[0144]

[0145] It can be confirmed from Table 1 above that the organic electroluminescent device containing an organic electroluminescent compound according to the present disclosure as a host material not only has excellent luminous efficiency, but also particularly, significantly improved lifetime characteristics, compared to the organic electroluminescent device containing a conventional host material.

[0146] The compounds used in the above Device Examples 1 to 4 and Comparative Examples 1 and 2 are shown in Table 2 below:

[0147] Table 2

[0148]

[0149] [Device Example 5] Preparation of an OLED containing an organic electroluminescent compound according to the present disclosure

[0150] An OLED was produced by using the organic electroluminescent compound according to the present disclosure. First, a transparent electrode indium tin oxide (ITO) thin film (10 Ω / sq) on a glass substrate for an OLED (Japan Gifu Co., Ltd.) was subjected to ultrasonic washing with acetone, ethanol, and distilled water in this order, and thereafter stored in isopropanol and then used. Next, the ITO substrate was mounted on a substrate holder of a vacuum vapor deposition apparatus. Compound HT-1 was introduced into one cell of the vacuum vapor deposition apparatus, and compound HI-1 was introduced into another cell of the vacuum vapor deposition apparatus. The pressure in the cells of the apparatus was then controlled to 10 -6 After that, the two materials were evaporated, and compound HI-1 was deposited at a doping amount of 3 wt% based on the total amount of compounds HT-1 and HI-1 to form a hole injection layer having a thickness of 10 nm on the ITO substrate. Compound HT-1 was then introduced into one cell of the vacuum vapor deposition apparatus, and a current was applied to the cell to evaporate the introduced material to form a first hole transport layer having a thickness of 75 nm on the hole injection layer. Next, compound HT-4 was introduced into another cell of the vacuum vapor deposition apparatus. After that, a current was applied to the cell to evaporate the introduced material to form a second hole transport layer having a thickness of 5 nm on the first hole transport layer. After the formation of the hole injection layer and the hole transport layers, a light-emitting layer was then deposited thereon as follows: compound BH-1 was introduced into one cell of the vacuum vapor deposition apparatus as a host, and compound BD-1 was introduced into another cell as a dopant. At the same time, the dopant material was evaporated at a different rate. The dopant was doped at a doping amount of 2 wt% with respect to the total amount of the host and the dopant to form a light-emitting layer having a thickness of 20 nm on the second hole transport layer. Next, compound H1-1 was deposited as a hole blocking layer at a thickness of 5 nm. Compounds ET-1 and EI-1 were introduced into two other cells, evaporated at a rate of 4:6, respectively, and deposited to form an electron transport layer having a thickness of 30 nm on the hole blocking layer. Thereafter, compound EI-1 having a thickness of 2 nm was deposited as an electron injection layer, and an Al cathode having a thickness of 80 nm was deposited by another vacuum vapor deposition apparatus. Thus, an OLED was produced.

[0151] [Device Example 6] Production of an OLED including an organic electroluminescent compound according to the present disclosure

[0152] An OLED was produced in the same manner as in Device Example 5, except that compound H1-16 was used as a hole blocking material.

[0153] [Device Example 7] Production of an OLED including an organic electroluminescent compound according to the present disclosure

[0154] An OLED was produced in the same manner as in Device Example 5, except that Compound H1-81 was used as a hole blocking material.

[0155] [Comparative Example 3] Preparation of an OLED including a conventional organic electroluminescent compound

[0156] An OLED was produced in the same manner as in Device Example 5, except that Compound C-1 was used as a hole blocking material.

[0157] The organic electroluminescent devices according to Device Examples 5 to 7 and Comparative Example 3 produced as described above were measured for driving voltage, luminous efficiency, and emission color at a luminance of 1,000 nits, and further, the organic electroluminescent devices according to Device Example 7 and Comparative Example 3 were measured for time taken for luminance to decrease from 100% to 95% (lifetime; T95) at a luminance of 2,500 nits. The results thereof are shown in Tables 3 and 4 below, respectively:

[0158] Table 3

[0159]

[0160] It can be confirmed from Table 3 above that the organic electroluminescent device including the organic electroluminescent compound according to the disclosure as a hole blocking material has a low driving voltage and a high luminous efficiency, compared to the organic electroluminescent device including a conventional hole blocking material.

[0161] Table 4

[0162]

[0163] It can be confirmed from Table 4 above that the organic electroluminescent device including the organic electroluminescent compound according to the disclosure as a hole blocking material exhibits a luminous efficiency equal to or higher than that of the organic electroluminescent device including a conventional hole blocking material, and particularly, the lifetime characteristics are significantly improved compared to the organic electroluminescent device including a conventional hole blocking material. Also, the organic electroluminescent device according to the disclosure can manufacture a blue organic electroluminescent device having a long lifetime, and thus can maintain the lifetime balance between the organic electroluminescent device according to the disclosure and a red or green organic electroluminescent device.

[0164] The compounds used in the above Device Examples 5 to 7 and Comparative Example 3 are shown in Table 5 below:

[0165] Table 5

[0166]

Claims

1. An organic electroluminescent compound represented by the following formula 1-1 or 1-2: wherein X represents O or S; Ar1and Ar2each independently represent a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted 9,9-dimethylfluorenyl, a substituted or unsubstituted 9,9-diphenylfluorenyl, a substituted or unsubstituted 9,9'-spirobifluorenyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, or a substituted or unsubstituted 9-phenyl-carbazolyl; L1and L2each independently represent a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted terphenylene, a substituted or unsubstituted dibenzofuranylene, a substituted or unsubstituted dibenzothiophenylene, a substituted or unsubstituted 9-phenyl-carbazolylene, a substituted or unsubstituted 9,9-dimethylfluorenylene, a substituted or unsubstituted 9,9-diphenylfluorenylene, or a substituted or unsubstituted 9,9'-spirobifluorenylene; R1to R4, R', and R'' each independently represent hydrogen or deuterium; wherein, the substituents in the substituted phenyl, the substituted phenylene, the substituted biphenyl, the substituted biphenylene, the substituted naphthyl, the substituted naphthylene, the substituted terphenyl, the substituted terphenylene, the substituted 9,9-dimethylfluorenyl, the substituted 9,9-dimethylfluorenylene, the substituted 9,9-diphenylfluorenyl, the substituted 9,9-diphenylfluorenylene, the substituted or unsubstituted 9,9'-spirobifluorenyl, the substituted or unsubstituted 9,9'-spirobifluorenylene, the substituted dibenzofuranyl, the substituted dibenzofuranylene, the substituted dibenzothiophenyl, the substituted dibenzothiophenylene, the substituted 9-phenyl-carbazolyl, and the substituted 9-phenyl-carbazolylene in Ar1, Ar2, L1, and L2each independently represent at least one selected from the group consisting of deuterium, a cyano, a C1-C5 alkyl, a C6-C12 aryl, and a 5- to 15-membered heteroaryl; and a and d each independently represent an integer of 1 to 4, b represents an integer of 1 to 3; and when a, b, and d are an integer of 2 or more, each of R1, R2, and R4is the same or different.

2. The organic electroluminescence compound according to claim 1, wherein the Ar1and Ar2each independently are selected from any one of the substituents listed in the following Group 1: [Group 1] 3. The organic electroluminescent compound according to claim 1, wherein the compound represented by formula 1 is selected from the following compounds: 4.An organic electroluminescent material comprising the organic electroluminescent compound according to claim 1.

5. A plurality of host materials comprising at least one organic electroluminescence material according to claim 4 as a first host material, and at least one second host material which is different from the first host material, wherein the second host material comprises a compound represented by the following formula 11: wherein A1and A2each independently represent a substituted or unsubstituted (C6-C30)aryl; L 11 represents a single bond or a substituted or unsubstituted (C6-C30)arylene group; X', X", X 11 to X 14 and X 23 to X 26 each independently represent hydrogen, deuterium, halogen, cyano, a substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C2-C30)alkenyl group, a substituted or unsubstituted (C2-C30)alkynyl group, a substituted or unsubstituted (C3-C30)cycloalkyl group, a substituted or unsubstituted (C6-C30)aryl group, a substituted or unsubstituted (3- to 30-membered)heteroaryl group, a substituted or unsubstituted tri(C1-C30)alkylsilyl group, a substituted or unsubstituted tri(C6-C30)arylsilyl group, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl group, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl group, a substituted or unsubstituted mono- or di- (C1-C30)alkylamino group, or a substituted or unsubstituted mono- or di- (C6-C30)arylamino group; or one or more adjacent substituents are linked to each other to form one or more rings; each of the substituents of substituted (C1-C30)alkyl, substituted (C2-C30)alkenyl, substituted (C2-C30)alkynyl, substituted (C3-C30)cycloalkyl, substituted (C6-C30)aryl, substituted (C6-C30)arylene, substituted (3- to 30-membered)heteroaryl, substituted tri(C1-C30)alkylsilyl, substituted tri(C6-C30)arylsilyl, substituted di(C1-C30)alkyl(C6-C30)arylsilyl, substituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted mono- or di- (C1-C30)alkylamino, and substituted mono- or di- (C6-C30)arylamino is at least one selected from the group consisting of deuterium, halogen, cyano, carboxyl, nitro, hydroxyl, phosphino, (C1-C30)alkyl, halo(C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, (C1-C30)alkylthio, (C3-C30)cycloalkyl, (C3-C30)cycloalkenyl, (3- to 7-membered)heterocycloalkyl, (C6-C30)aryloxy, (C6-C30)arylthio, (C6-C30)aryl-substituted or unsubstituted (5- to 30-membered)heteroaryl, (5- to 30-membered)heteroaryl-substituted or unsubstituted (C6-C30)aryl, tri(C1-C30)alkylsilyl, tri(C6-C30)arylsilyl, di(C1-C30)alkyl(C6-C30)arylsilyl, (C1-C30)alkyldi(C6-C30)arylsilyl, amino, mono- or di(C1-C30)alkylamino, (C1-C30)alkyl-substituted or unsubstituted mono- or di(C6-C30)arylamino, (C1-C30)alkyl(C6-C30)arylamino, (C1-C30)alkylcarbonyl, (C1-C30)alkoxycarbonyl, (C6-C30)arylcarbonyl, (C6-C30)aryloxyphosphoryl, di(C6-C30)arylboronyl, di(C1-C30)alkylboronyl, (C1-C30)alkyl(C6-C30)arylboronyl, (C6-C30)aryl(C1-C30)alkyl, and (C1-C30)alkyl(C6-C30)aryl; each of m and n independently represents an integer of 1 to 3; and each of X’ and X” is the same or different when m and n are an integer of 2 or more.

6. The plurality of host materials of claim 5, wherein, the compound represented by formula 11 is selected from the following compounds:

7. An organic electroluminescence device comprising the organic electroluminescence compound according to claim 1.

8. The organic electroluminescence device according to claim 7, wherein the organic electroluminescence compound is contained in a light-emitting layer and / or an electron transport region.

9. An organic electroluminescent device comprising: an anode; a cathode; and at least one light-emitting layer between the anode and the cathode, wherein the at least one light-emitting layer comprises a plurality of host materials according to claim 5.

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