A plurality of host materials and organic electroluminescent device comprising the same

Abstract

The present invention relates to a plurality of host materials comprising one or more first host compounds represented by Chemical Formula 1 and one or more second host compounds represented by Chemical Formula 2, and an organic electroluminescent device comprising the same. By including a specific combination of compounds according to the present invention as a host material, an organic electroluminescent device having high luminous efficiency and long lifespan characteristics can be manufactured.

Description

Technology Field

[0001] The present invention relates to a plurality of host materials and an organic electroluminescent device containing the same. Background Technology

[0002] Since Tang et al. at Eastman Kodak first developed a TPD / Alq3 bilayer small molecule green organic light-emitting diode (OLED) consisting of an emissive layer and a charge transport layer in 1987, research on organic light-emitting diodes has progressed rapidly, leading to their current commercialization. Currently, organic light-emitting diodes primarily utilize phosphorescent materials with excellent luminous efficiency for panel implementation. However, many applications, such as TVs and lighting, face the problem of insufficient OLED lifespan, and high OLED efficiency remains required. Generally, the higher the brightness of an OLED, the shorter its lifespan. Therefore, OLEDs with high luminous efficiency and / or long lifespan are required for long-term display usage and high resolution.

[0003] Various materials or concepts have been proposed for the organic layer of organic electroluminescent devices to improve luminous efficiency, driving voltage, and / or lifespan, but they have not been satisfactory for practical use.

[0004] Korean Published Patent Application No. 2012-0078326 is H Although compounds for organic optoelectronic devices having an imidazo[1,2-a]pyridine core have been disclosed, organic electroluminescent devices using multiple types of host materials in a specific combination of the present invention have not been specifically disclosed, and there is still a need for the development of host materials to improve the performance of OLEDs. Prior art literature

[0005] Korean Published Patent Application No. 2012-0078326 (Published July 10, 2012) The problem to be solved

[0006] The objective of the present invention is, firstly, to provide a plurality of host materials capable of manufacturing an organic electroluminescent device having high luminous efficiency and long lifespan characteristics, and secondly, to provide an organic electroluminescent device having high luminous efficiency and long lifespan characteristics by including a specific combination of compounds according to the present invention as a plurality of host materials. means of solving the problem

[0007] As a result of diligent research to solve the above technical problem, the inventors have completed the present invention by discovering that a plurality of host materials comprising at least one first host compound represented by the following chemical formula 1 and at least one second host compound represented by the following chemical formula 2 achieve the above-described objective.

[0008] [Chemical Formula 1]

[0009]

[0010] In the above chemical formula 1,

[0011] R1 to R6 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C3-C30)cycloalkenyl, substituted or unsubstituted (3-7)heterocycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30)heteroaryl, -SiR'1R'2R'3, or -NR'4R'5; adjacent substituents may be connected to each other to form a ring;

[0012] However, at least one of R1 to R6 is -(L1) n -HAr and;

[0013] L1 is a single-bonded, substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3-30)heteroarylene;

[0014] HAr is a substituted or unsubstituted nitrogen-containing (3-30) heteroaryl;

[0015] n is an integer from 1 to 3, and if n is an integer greater than or equal to 2, each L1 may be the same or different;

[0016] R'1 to R'5 are each independently a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3-30)heteroaryl;

[0017] [Chemical Formula 2]

[0018]

[0019] In the above chemical formula 2,

[0020] Y 11 -N-A1, O, S, or CR 21 R 22 And;

[0021] Y 12 is -N-A2, O, S, or CR 21 R 22 And;

[0022] A1 and A2 are each independently a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, or a substituted or unsubstituted carbazolyl;

[0023] L 11 is a (C6-C30)arylene with a single bond, substituted with deuterium or unsubstituted;

[0024] X 11 To X 26 Each is independently a hydrogen, deuterium, substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (3-30)heteroaryl; adjacent substituents may be connected to each other to form a ring;

[0025] R 21 and R 22Each can be independently a substituted or unsubstituted (C1-C3)alkyl or a substituted or unsubstituted (C6-C12)aryl; adjacent substituents can be connected to each other to form a ring. Effects of the invention

[0026] By using a specific combination of compounds according to the present invention as a host material, an organic electroluminescent device exhibiting excellent luminescence characteristics and significantly improved long lifespan characteristics can be manufactured. Specific details for implementing the invention

[0027] The present invention is described in more detail below, but this is for illustrative purposes only and should not be interpreted as limiting the scope of the present invention.

[0028] The present invention relates to a plurality of host materials comprising a first host compound comprising one or more compounds represented by Chemical Formula 1 and a second host compound comprising one or more compounds represented by Chemical Formula 2, and an organic electroluminescent device comprising said host materials.

[0029] The present invention relates to an organic electroluminescent compound represented by chemical formula 1A and an organic electroluminescent device containing the same.

[0030] In this document, "organic electroluminescent compound" refers to a compound that can be used in an organic electroluminescent device and, if necessary, may be included in any material layer constituting the organic electroluminescent device.

[0031] In the present invention, "organic electroluminescent material" refers to a material that can be used in an organic electroluminescent device, may include one or more compounds, and may be included in any layer constituting the organic electroluminescent device as needed. For example, the organic electroluminescent material may be a hole injection material, a hole transport material, a hole assist material, a light-emitting assist material, an electron blocking material, a light-emitting material (including a host material and a dopant material), an electron buffer material, a hole blocking material, an electron transport material, an electron injection material, etc.

[0032] In the present invention, "multiple types of organic electroluminescent materials" refers to an organic electroluminescent material composed of two or more compounds that may be included in any layer constituting an organic electroluminescent device, and may refer to both the material before (e.g., before deposition) and after (e.g., after deposition) inclusion in the organic electroluminescent device. For example, the multiple types of organic electroluminescent materials may be a combination of two or more compounds that may be included in one or more layers among a hole injection layer, a hole transport layer, a hole assist layer, a light-emitting assist 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. These two or more compounds may be included in the same layer or different layers, may be mixed-deposited or co-deposited, or may be deposited individually.

[0033] In this invention, "multiple types of host materials" refers to an organic electroluminescent material composed of two or more types of host materials, and may refer to both the materials before (e.g., before deposition) and after (e.g., after deposition) inclusion in an organic electroluminescent device. The multiple types of host materials of this invention may be included in any light-emitting layer constituting an organic electroluminescent device, and the two or more compounds included in the multiple types of host materials may be included together in one light-emitting layer or each may be included in different light-emitting layers. When two or more types of host materials are included in one layer, for example, they may be mixed-deposited to form a layer, or they may be separately and simultaneously co-deposited to form a layer.

[0034] In the present invention, "(C1-C30)alkyl" refers to a straight-chain or branched-chain alkyl having 1 to 30 carbon atoms constituting the chain, wherein 1 to 20 carbon atoms are preferred, and 1 to 10 carbon atoms are more preferred. Specific examples of the above alkyl include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert -butyl, secExamples include butyl, etc. In the present invention, "(C3-C30)cycloalkyl" refers to a single-ring or polycyclic hydrocarbon having 3 to 30 carbon atoms in a ring skeleton, preferably having 3 to 20 carbon atoms, and more preferably having 3 to 7 carbon atoms. Examples of the above cycloalkyl include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, cyclohexylmethyl, etc. In the present invention, "(3-7)heterocycloalkyl" refers to a cycloalkyl having 3 to 7, preferably 5 to 7, ring skeleton atoms, and comprising one or more heteroatoms selected from the group consisting of B, N, O, S, Si, and P, preferably the group consisting of O, S, and N, examples include tetrahydrofuran, pyrrolidine, thiolan, tetrahydropyran, etc. In the present invention, "(C6-C30)aryl(len)" refers to a single-ring or fused-ring radical derived from an aromatic hydrocarbon having 6 to 30 carbon atoms in its ring skeleton, which may be partially saturated, preferably having 6 to 20 carbon atoms in its ring skeleton, and more preferably having 6 to 15 carbon atoms. The aryl includes those having a spiro structure. Examples of the above aryls include phenyl, biphenyl, terphenyl, quaternphenyl, naphthyl, non-naphthyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, dimethylfluorenyl, diphenylfluorenyl, benzoflurenyl, diphenylbenzoflurenyl, dibenzoflurenyl, phenanthrenyl, benzophenanthrenyl, phenylphenanthrenyl, anthracenyl, benzanthrenyl, indenyl, triphenylenyl, pyrenyl, tetracenyl, perylenyl, crisenyl, benzocrisenyl, naphthacenyl, fluoranthenyl, benzoflurenthenyl, tolyl, xylyl, mesityl, coumenyl, spiro[fluorene-fluorene]yl, spiro[fluorene-benzofluren]yl, azulenyl, Examples include tetramethyl-dihydrophenanthrenyl, etc. More specifically, examples of the above aryls include o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesithyl, o-coumenyl,m-coumenyl, p-coumenyl, 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, p-terphenyl-2-yl, m-quaternphenyl, 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-crisenyl, 2-crisenyl, 3-crisenyl, 4-crisenyl, 5-crisenyl, 6-crisenyl, benzo[c]phenanthryl, benzo[g]crisenyl, 1-triphenyllenyl, 2-triphenyllenyl, 3-triphenyllenyl, 4-triphenyllenyl, 3-fluoranthenyl, 4-Fluoranthenyl, 8-Fluoranthenyl, 9-Fluoranthenyl, benzofluoranthenyl, 11,11-dimethyl-1-benzo[a]fluorenyl, 11,11-dimethyl-2-benzo[a]fluorenyl, 11,11-dimethyl-3-benzo[a]fluorenyl, 11,11-dimethyl-4-benzo[a]fluorenyl, 11,11-dimethyl-5-benzo[a]fluorenyl, 11,11-dimethyl-6-benzo[a]fluorenyl, 11,11-dimethyl-7-benzo[a]fluorenyl, 11,11-dimethyl-8-benzo[a]fluorenyl, 11,11-dimethyl-9-benzo[a]fluorenyl, 11,11-dimethyl-10-benzo[a]fluorenyl, 11,11-dimethyl-1-benzo[b]fluorenyl, 11,11-dimethyl-2-benzo[b]fluorenyl, 11,11-dimethyl-3-benzo[b]fluorenyl, 11,11-dimethyl-4-benzo[b]fluorenyl, 11,11-dimethyl-5-benzo[b]fluorenyl, 11,11-dimethyl-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, 11,11-diphenyl-9-benzo[a]fluorenyl, 11,11-diphenyl-10-benzo[a]fluorenyl, 11,11-diphenyl-1-benzo[b]fluorenyl, 11,11-diphenyl-2-benzo[b]fluorenyl, 11,11-diphenyl-3-benzo[b]fluorenyl, 11,11-diphenyl-4-benzo[b]fluorenyl, 11,11-diphenyl-5-benzo[b]fluorenyl, 11,11-diphenyl-6-benzo[b]fluorenyl, 11,11-diphenyl-7-benzo[b]fluorenyl, 11,11-diphenyl-8-benzo[b]fluorenyl, 11,11-diphenyl-9-benzo[b]fluorenyl, 11,11-diphenyl-10-benzo[b]fluorenyl, 11,11-diphenyl-1-benzo[c]fluorenyl, 11,11-diphenyl-2-benzo[c]fluorenyl, 11,11-diphenyl-3-benzo[c]fluorenyl, 11,11-diphenyl-4-benzo[c]fluorenyl, 11,11-diphenyl-5-benzo[c]fluorenyl, 11,11-diphenyl-6-benzo[c]fluorenyl, 11,11-diphenyl-7-benzo[c]fluorenyl, 11,11-diphenyl-8-benzo[c]fluorenyl, 11,Examples include 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. In the present invention, "(3-30-membered)heteroaryl(len)" refers to an aryl group having 3 to 30 ring-skeleton atoms and comprising one or more heteroatoms selected from the group consisting of B, N, O, S, Si, P, Se, and Ge. Here, it is preferable that the number of ring skeleton atoms be 3 to 30, and more preferable that it be 5 to 20. The number of heteroatoms is preferably 1 to 4, and may be a single ring system or a fused ring system condensed with one or more benzene rings, and may be partially saturated. In addition, the heteroaryl or heteroarylene herein includes a form in which one or more heteroaryl or aryl groups are connected to a heteroaryl group by a single bond, and also includes a form having a spiro structure. Examples of the above heteroaryls include monocyclic heteroaryls such as furyl, thiophenyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, etc., benzofuranyl, benzothiophenyl, isobenzofuranyl, dibenzofuranyl, dibenzothiophenyl, dibenzoselenophenyl, benzofuroquinolinyl, benzofuroquinazolinyl, benzofuronaftiridinyl, benzofuropyrimidinyl, naphthopyrimidinyl, benzothienoquinolinyl, benzothienoquinazolinyl, benzothienonaftiridinyl, Benzothienopyrimidinyl, Naphthothienopyrimidinyl, Pyrimidoindolyl, Benzopyrimidoindolyl, Benzopropyrazinyl, Naphthopropyrazinyl, Benzothienopyrazinyl, Naphthothienopyrazinyl, Pyrazinoindolyl, Benzopyrazinoindolyl, Benzoimidazolyl, Benzothiazolyl, Benzoisothiazolyl,There are fused cyclic heteroaryls such as benzosoxazolyl, benzoxazolyl, imidazopyridinyl, isoindolyl, indolyl, benzoindolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, azacarbazolyl, benzocarbazolyl, dibenzocarbazolyl, phenoxazinyl, phenantridinyl, benzodioxolyl, indolizidinyl, acrilidinyl, silafluorenyl, germanefluorenyl, benzotriazolyl, phenazinyl, imidazopyridinyl, chromenoquinazolinyl, thiochromenoquinazolinyl, dimethylbenzopyrimidinyl, indolocarbazolyl, and indenocarbazolyl. More specifically, the heteroaryl is 1-pyrrolill, 2-pyrrolill, 3-pyrrolill, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 1,2,3-triazine-4-yl, 1,2,4-triazine-3-yl, 1,3,5-triazine-2-yl, 1-imidazolyl, 2-imidazolyl, 1-pyrazolyl, 1-indolizidinyl, 2-indolizidinyl, 3-indolizidinyl, 5-indolizidinyl, 6-indolizidinyl, 7-indolizidinyl, 8-indolizidinyl, 2-imidazopyridinyl, 3-Imidazopyridinyl, 5-Imidazopyridinyl, 6-Imidazopyridinyl, 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-Benzofuranil, 3-Benzofuranil, 4-Benzofuranil, 5-Benzofuranil, 6-Benzofuranil, 7-Benzofuranil, 1-Isobenzofuranil, 3-Isobenzofuranil, 4-Isobenzofuranil, 5-Isobenzofuranil, 6-Isobenzofuranil, 7-Isobenzofuranil, 2-Quinolyl, 3-Quinolyl, 4-Quinolyl, 5-Quinolyl, 6-Quinolyl, 7-Quinolyl, 8-Quinolyl, 1-Isoquinolil, 3-Isoquinolil, 4-Isoquinolil, 5-Isoquinolil, 6-Isoquinolil, 7-Isoquinolil, 8-Isoquinolil, 2-Quinoxalinil, 5-Quinoxalinil, 6-Quinoxalinil, 1-Carbazolyl, 2-Carbazolyl,3-Carbazolyl, 4-Carbazolyl, 9-Carbazolyl, Azacarbazolyl-1-yl, Azacarbazolyl-2-yl, Azacarbazolyl-3-yl, Azacarbazolyl-4-yl, Azacarbazolyl-5-yl, Azacarbazolyl-6-yl, Azacarbazolyl-7-yl, Azacarbazolyl-8-yl, Azacarbazolyl-9-yl, 1-Phenantridinyl, 2-Phenantridinyl, 3-Phenantridinyl, 4-Phenantridinyl, 6-Phenantridinyl, 7-Phenantridinyl, 8-Phenantridinyl, 9-Phenantridinyl, 10-Phenantridinyl, 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-Methylpyrrole-1-yl, 2-Methylpyrrole-3-yl, 2-Methylpyrrole-4-yl, 2-Methylpyrrole-5-yl, 3-Methylpyrrole-1-yl, 3-Methylpyrrole-2-yl, 3-Methylpyrrole-4-yl, 3-Methylpyrrole-5-yl, 2-t-Butylpyrrole-4-yl, 3-(2-Phenylpropyl)pyrrole-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]-benzofuranil, 8-naphtho-[2,3-b]-benzofuranil, 9-naphtho-[2,3-b]-benzofuranil, 10-naphtho-[2,3-b]-benzofuranil, 1-naphtho-[2,1-b]-benzofuranil, 2-naphtho-[2,1-b]-benzofuranil, 3-naphtho-[2,1-b]-benzofuranil, 4-naphtho-[2,1-b]-benzofuranil, 5-naphtho-[2,1-b]-benzofuranil, 6-naphtho-[2,1-b]-benzofuranil, 7-naphtho-[2,1-b]-benzofuranil, 8-naphtho-[2,1-b]-benzofuranil, 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]-Benzothiophenyl, 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, 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, Examples include 2-silafluorenyl, 3-silafluorenyl, 4-silafluorenyl, 1-germafluorenyl, 2-germafluorenyl, 3-germafluorenyl, 4-germafluorenyl, 1-dibenzoselenphenyl, 2-dibenzoselenphenyl, 3-dibenzoselenphenyl, 4-dibenzoselenphenyl, etc. In the present invention, "a fused ring of (C3-C30) aliphatic ring and (C6-C30) aromatic ring" refers to a functional group of a ring in which one or more aliphatic rings having 3 to 30 carbon atoms in the ring skeleton, preferably 3 to 25, more preferably 3 to 18, and one or more aromatic rings having 6 to 30 carbon atoms in the ring skeleton, preferably 6 to 25, more preferably 6 to 18, are fused. Examples include a fused ring of one or more benzenes and one or more cyclohexanes, or a fused ring of one or more naphthalenes and one or more cyclopentanes. In this invention, the carbon atoms of the fused ring of the (C3-C30) aliphatic ring and the (C6-C30) aromatic ring may be replaced with one or more heteroatoms selected from B, N, O, S, Si, and P, preferably one or more heteroatoms selected from N, O, and S. In this invention, "halogen" includes F, Cl, Br, and I atoms.

[0035] In addition, "ortho (o-)", "meta (m-)", and "para (p-)" are prefixes indicating the relative positions of substituents, respectively. Ortho indicates that two substituents are adjacent to each other; for example, in benzene-substituents, when the substituents are at the 1st and 2nd positions, it is called the ortho position. Meta indicates that two substituents are at the 1st and 3rd positions; for example, in benzene-substituents, when the substituents are at the 1st and 3rd positions, it is called the meta position. Para indicates that two substituents are at the 1st and 4th positions; for example, in benzene-substituents, when the substituents are at the 1st and 4th positions, it is called the para position.

[0036] In the present invention, "a ring formed by connecting adjacent substituents" refers to a substituted or unsubstituted (3-30) single-ring or polycyclic ring of alicyclic, aromatic, or a combination thereof formed by connecting or fusing two or more adjacent substituents, and preferably may be a substituted or unsubstituted (5-25) single-ring or polycyclic ring of alicyclic, aromatic, or a combination thereof. Additionally, the formed ring may include one or more heteroatoms selected from B, N, O, S, Si, and P, preferably one or more heteroatoms selected from N, O, and S. According to one example of the present invention, the number of ring skeleton atoms is (5-20), and according to another example of the present invention, the number of ring skeleton atoms is (5-15). For example, the fused ring may be in the form of, for instance, 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 benzofuren 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.

[0037] In addition, in the description of "substituted or non-substituted" in the present invention, "substituted" means that a hydrogen atom in a functional group is replaced by another atom or another functional group (i.e., a substituent), and includes substitution by a group in which two or more substituents are connected. For example, "a substituent in which two or more substituents are connected" may be pyridine-triazine. That is, pyridine-triazine may be a heteroaryl, or it may be interpreted as a substituent in which two heteroaryls are connected.In the chemical formulas of the present invention, the substituents of the substituted alkyl, substituted alkenyl, substituted cycloalkyl, substituted cycloalkenyl, substituted heterocycloalkyl, substituted aryl(len), and substituted heteroaryl(len) are each independently deuterium; halogen; cyano; carboxyl; nitro; hydroxy; (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; (3-7-membered)heterocycloalkyl; (C6-C30)aryloxy; (C6-C30)arylthio; (C1-C30)alkyl, (C6-C30)aryl and di(C6-C30)arylamino substituted or unsubstituted with one or more of (C1-C30)heteroaryl; (C6-C30)aryl substituted or unsubstituted with one or more of deuterium, cyano, (C1-C30)alkyl, (C6-C30)heteroaryl, di(C6-C30)arylamino and tri(C6-C30)arylsilyl; tri(C1-C30)alkylsilyl; tri(C6-C30)arylsilyl; di(C1-C30)alkyl(C6-C30)arylsilyl; (C1-C30)alkyldi(C6-C30)arylsilyl; tri(C6-C30)arylgermanyl; amino; mono- or di-(C1-C30)alkylamino; Mono- or di- (C6-C30)arylamino; (C1-C30)alkyl(C6-C30)arylamino; (C1-C30)alkylcarbonyl; (C1-C30)alkoxycarbonyl; (C6-C30)arylcarbonyl; di(C6-C30)arylboronyl; di(C1-C30)alkylboronyl; (C1-C30)alkyl(C6-C30)arylboronyl; (C6-C30)ar(C1-C30)alkyl; It is preferable that one or more are selected from the group consisting of (C1-C30)alkyl(C6-C30)aryl, and for example, the substituents of the above substituents may be deuterium, methyl, phenyl, biphenyl, naphthyl, triphenylsilanyl, triphenylgermanyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, etc.

[0038] Hereinafter, multiple types of host materials according to one embodiment are described.

[0039] A plurality of host materials according to one embodiment comprises one or more first host compounds and one or more second host compounds, wherein the first host compound is a compound represented by Chemical Formula 1 and the second host compound is a compound represented by Chemical Formula 2, and may be included in the light-emitting layer of an organic electroluminescent device according to one example.

[0040] A first host compound, which is a host material according to one embodiment, is represented by the following chemical formula 1.

[0041] [Chemical Formula 1]

[0042]

[0043] In the above chemical formula 1,

[0044] R1 to R6 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C3-C30)cycloalkenyl, substituted or unsubstituted (3-7)heterocycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30)heteroaryl, -SiR'1R'2R'3, or -NR'4R'5; adjacent substituents may be connected to each other to form a ring;

[0045] However, at least one of R1 to R6 is -(L1) n -HAr and;

[0046] L1 is a single-bonded, substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3-30)heteroarylene;

[0047] HAr is a substituted or unsubstituted nitrogen-containing (3-30) heteroaryl;

[0048] n is an integer from 1 to 3, and if n is an integer greater than or equal to 2, each L1 may be the same or different;

[0049] R'1 to R'5 are each independently a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3-30)heteroaryl.

[0050] For example, R1 to R6 may each independently be hydrogen, deuterium, cyano, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30)heteroaryl, or -SiR'1R'2R'3, preferably hydrogen, deuterium, cyano, substituted or unsubstituted (C6-C25)aryl, substituted or unsubstituted (5-25)heteroaryl, or -SiR'1R'2R'3, and more preferably hydrogen, deuterium, cyano, substituted or unsubstituted (C6-C25)aryl, substituted or unsubstituted (5-18)heteroaryl, or -SiR'1R'2R'3. In this case, R'1 to R'3 may each independently be a substituted or unsubstituted (C6-C30)aryl. For example, R1 to R6 may each independently be hydrogen, deuterium, cyano, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthalenyl, substituted or unsubstituted o-terphenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzoselenophenyl, or substituted or unsubstituted triphenylsilyl. The substituent of the said substituent may be, for example, deuterium, methyl, phenyl, triphenylsilanyl, or triphenylgermanyl.

[0051] However, at least one of R1 to R6 is -(L1) n -HAr is, and preferably R1 or R2 is -(L1) n-HAr may be used, and for example, the compound represented by the above chemical formula 1 may be represented by the following chemical formula 1-1 or 1-2.

[0052] [Chemical Formula 1-1] [Chemical Formula 1-2]

[0053]

[0054] In the above chemical formulas 1-1 to 1-2,

[0055] R1 to R6, L1, HAr, and n are as defined in Chemical Formula 1 above.

[0056] For example, L1 may be a substituted or unsubstituted (C6-C30) arylene or a substituted or unsubstituted (5-30) heteroarylene, preferably a substituted or unsubstituted (C6-C25) arylene or a substituted or unsubstituted (5-25) heteroarylene, and more preferably a substituted or unsubstituted (C6-C25) arylene or a substituted or unsubstituted (5-18) heteroarylene. For example, L1 may be substituted or unsubstituted phenylene, substituted or unsubstituted naphthalenylene, substituted or unsubstituted p-biphenylene, substituted or unsubstituted m-biphenylene, substituted or unsubstituted o-biphenylene, substituted or unsubstituted m-terphenylene, substituted or unsubstituted o-terphenylene, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirobifluorenylene, substituted or unsubstituted carbazolilene, substituted or unsubstituted dibenzofuranilene, or substituted or unsubstituted dibenzothiophenyl. For example, the substituent of the above substituent may be methyl, phenyl, or biphenyl.

[0057] For example, HAr may be a substituted or unsubstituted nitrogen-containing (5-30) heteroaryl, preferably a substituted or unsubstituted (5-25) heteroaryl containing at least two nitrogens, and more preferably a substituted or unsubstituted (5-18) heteroaryl containing at least three nitrogens. For example, HAr may be substituted or unsubstituted triazinyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted benzoquinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted benzoquinoxalinyl, substituted or unsubstituted quinolyl, substituted or unsubstituted benzoquinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted benzisoquinolyl, substituted or unsubstituted triazolyl, substituted or unsubstituted pyrazolyl, substituted or unsubstituted naphthiridinyl, or substituted or unsubstituted benzothienopyrimidinyl. For example, the substituent of the above substituent may be a (C6-C30)aryl or a (5-30)heteroaryl. For example, HAr may be a triazinyl substituted with at least one selected from the group consisting of phenyl, p-biphenyl, m-biphenyl, o-biphenyl, naphthyl, m-terphenyl, o-terphenyl, phenanthrenyl, triphenylenyl, dimethylfluorenyl, diphenylfluorenyl, spirobifluorenyl, dibenzofuranyl, dibenzothiophenyl, and carbazolyl substituted or unsubstituted with phenyl.

[0058] According to one example, the first host compound represented by the above chemical formula 1 may be more specifically exemplified as the following compounds, but is not limited thereto.

[0059]

[0060]

[0061]

[0062]

[0063]

[0064]

[0065]

[0066]

[0067]

[0068]

[0069]

[0070]

[0071]

[0072]

[0073]

[0074]

[0075]

[0076]

[0077]

[0078]

[0079]

[0080]

[0081]

[0082]

[0083]

[0084]

[0085]

[0086]

[0087]

[0088]

[0089]

[0090]

[0091]

[0092]

[0093]

[0094]

[0095]

[0096]

[0097]

[0098]

[0099]

[0100]

[0101]

[0102]

[0103] The compound of Formula 1 according to the present invention may be prepared as shown in Reaction Scheme 1 or 2 below, but is not limited thereto, and may also be prepared by synthesis methods known to those skilled in the art.

[0104] [Reaction Equation 1]

[0105]

[0106] [Reaction Equation 2]

[0107]

[0108] In the above reaction schemes 1 and 2, the definition of each substituent is as defined in chemical formula 1.

[0109] Although exemplary synthesis examples of the compound represented by Chemical Formula 1 have been described above, they are all based on the 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, cyclic dehydration reaction, SN1 substitution reaction, SN2 substitution reaction, and Phosphine-mediated reductive cyclization reaction, and it will be easily understood by those skilled in the art that the above reaction proceeds even if other substituents defined in Chemical Formula 1 are attached in addition to the substituents specified in the specific synthesis examples.

[0110] A second host compound, which is another host material according to one embodiment, is represented by the following chemical formula 2.

[0111] [Chemical Formula 2]

[0112]

[0113] In the above chemical formula 2,

[0114] Y 11 -N-A1, O, S, or CR 21 R 22 And;

[0115] Y 12 is -N-A2, O, S, or CR 21 R 22 And;

[0116] A1 and A2 are each independently a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, or a substituted or unsubstituted carbazolyl;

[0117] L11 is a single bond or substituted or unsubstituted (C6-C30)arylene;

[0118] X 11 To X 26 Each is independently a hydrogen, deuterium, substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (3-30)heteroaryl; adjacent substituents may be connected to each other to form a ring;

[0119] R 21 and R 22 Each can be independently a substituted or unsubstituted (C1-C3)alkyl or a substituted or unsubstituted (C6-C12)aryl; adjacent substituents can be connected to each other to form a ring.

[0120] For example, A1 and A2 are each independently a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, or a substituted or unsubstituted carbazolyl, preferably a substituted or unsubstituted (C6-C25)aryl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, or a substituted or unsubstituted carbazolyl, and the substituent of the (C6-C25)aryl may be one or more of (C1-C6)alkyl; (C6-C20)aryl; (5-15 group)heteroaryl substituted or unsubstituted with (C6-C20)aryl; and tri(C6-C12)arylsilyl, and the substituent of the dibenzofuranyl, dibenzothiophenyl, and carbazolyl may be one or more (C6-C12)aryls. For example, A1 and A2 may each independently be substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted fluoranthenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted carbazolyl, or substituted or unsubstituted dibenzothiophenyl. For example, A1 and A2 may each independently be phenyl, naphthyl, biphenyl, terphenyl, triphenylenyl, naphthylphenyl, phenylnaphthyl, phenyl substituted with triphenylenyl, naphthylphenyl, methyl substituted with phenyl, pyridyl substituted with phenyl, phenylpyridyl substituted with phenyl, dibenzofuranyl substituted with dibenzothiophenyl, phenyl substituted with triphenylsilyl, diphenylfluorenyl, dimethylfluorenyl, dimethylbenzofuranyl, dibenzofuranyl, dibenzothiophenyl, phenyl substituted with dibenzofuranyl, phenyl substituted with dibenzothiophenyl, phenyl substituted with carbazolyl, naphthyl substituted with carbazolyl, etc.

[0121] For example, X 11 To X 26Each may independently be hydrogen, deuterium, substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (5-30)heteroaryl; may form a ring by connecting with an adjacent substituent, preferably hydrogen, deuterium, substituted or unsubstituted (C6-C12)aryl, or substituted or unsubstituted (5-15)heteroaryl; may form a single or polycyclic aromatic ring of substituted or unsubstituted (3-30) by connecting with an adjacent substituent, more preferably hydrogen, deuterium, unsubstituted (C6-C12)aryl, or unsubstituted (5-15)heteroaryl; may form a single or polycyclic aromatic ring of substituted or unsubstituted (5-18) by connecting with an adjacent substituent. For example, X 11 To X 26 Each can independently be hydrogen, deuterium, phenyl, dibenzofuranyl, or dibenzothiophenyl, or can be connected to an adjacent substituent to form a benzene ring.

[0122] For example, L 11 may be a single-bonded, substituted, or unsubstituted (C6-C25)arylene, preferably a single-bonded, substituted, or unsubstituted (C6-C18)arylene, and more preferably a single-bonded, deuterium, or (C1-C6)alkyl substituted or unsubstituted (C6-C18)arylene. For example, L 11 It may be a single bond or substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted p-biphenylene, substituted or unsubstituted m-biphenylene, or substituted or unsubstituted o-biphenylene. For example, the substituent of the said substituent may be deuterium or methyl.

[0123] A compound represented by Chemical Formula 2 according to one example may be represented by any one of the following Chemical Formulas 2-1 to 2-8.

[0124] [Chemical Formula 2-1] [Chemical Formula 2-2]

[0125]

[0126] [Chemical Formula 2-3] [Chemical Formula 2-4]

[0127]

[0128] [Chemical Formula 2-5] [Chemical Formula 2-6]

[0129]

[0130] [Chemical Formula 2-7] [Chemical Formula 2-8]

[0131]

[0132] In the above chemical formulas 2-1 to 2-8,

[0133] Y 11 , Y 12 , L 11 , and X 11 To X 26 is the same as the definition in Chemical Formula 2.

[0134] According to one example, the second host compound represented by the above chemical formula 2 may be more specifically exemplified as the following compounds, but is not limited thereto.

[0135]

[0136]

[0137]

[0138]

[0139]

[0140]

[0141]

[0142]

[0143]

[0144]

[0145]

[0146]

[0147]

[0148]

[0149]

[0150]

[0151]

[0152]

[0153]

[0154]

[0155]

[0156]

[0157]

[0158]

[0159]

[0160]

[0161]

[0162]

[0163]

[0164]

[0165]

[0166]

[0167]

[0168]

[0169]

[0170]

[0171]

[0172]

[0173]

[0174]

[0175]

[0176]

[0177]

[0178]

[0179]

[0180] In the above compounds, Dn means that n hydrogens are substituted with deuterium, and n can be up to the number of hydrogens in the above compounds, and for example, can be an integer from 1 to 50. According to one example, n is an integer of 4 or more, preferably an integer of 6 or more, more preferably an integer of 8 or more, even more preferably an integer of 10 or more, and even more preferably an integer of 14 or more. When deuterium is applied to a number greater than the lower limit, the bond dissociation energy due to deuterium increases, thereby increasing the stability of the compound and allowing the compound to exhibit improved lifetime characteristics when used in an organic electroluminescent device.

[0181] A compound represented by Formula 2 according to one example can be prepared by referring to a synthesis method known to those skilled in the art. Additionally, the deuterated compound of Formula 2 can be prepared in a similar manner using a deuterated precursor material, or more generally by treating a non-deuterated compound with a deuterated solvent, D6-benzene, in the presence of a Lewis acid H / D exchange catalyst such as aluminum trichloride or ethyl aluminum chloride. Furthermore, the degree of deuteration can be controlled by varying reaction conditions, such as the reaction temperature. For example, the number of deuterium atoms in Formula 2 can be controlled by adjusting the reaction temperature, time, and acid equivalent.

[0182] According to another embodiment of the present invention, the present invention provides an organic electroluminescent compound represented by the following chemical formula 1A.

[0183] [Chemical Formula 1A]

[0184]

[0185] In the above chemical formula 1A,

[0186] R1 to R6 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C3-C30)cycloalkenyl, substituted or unsubstituted (3-7)heterocycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30)heteroaryl, -SiR'1R'2R'3, or -NR'4R'5; adjacent substituents may be connected to each other to form a ring;

[0187] However, at least one of R1 to R6 is -(L1) n -HAr and;

[0188] L1 is a substituted or unsubstituted (C6-C30)arylene or a substituted or unsubstituted (10-30)heteroarylene;

[0189] HAr is a substituted or unsubstituted nitrogen-containing (3-30) heteroaryl;

[0190] n is an integer from 1 to 3, and when n is 1, L1 is a substituted or unsubstituted (10-30) heteroarylene or / or substituted or unsubstituted fluorenylene, and when n is an integer of 2 or more, at least one of L1 is a substituted or unsubstituted (10-30) heteroarylene or / or substituted or unsubstituted fluorenylene;

[0191] R'1 to R'5 are each independently a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3-30)heteroaryl.

[0192] For example, L1 may be a substituted or unsubstituted (C6-C25)arylene or a substituted or unsubstituted (10-30)heteroarylene, and preferably may be a (C6-C25)arylene substituted or unsubstituted with a (C1-C10)alkyl or (C6-C30)aryl or a (10-30)heteroarylene substituted or unsubstituted with a (C6-C30)aryl. For example, when n is 1, L1 may be substituted or unsubstituted dibenzofuranilene, substituted or unsubstituted dibenzothiophenylene, substituted or unsubstituted carbazolilene, substituted or unsubstituted fluorenylene, or substituted or unsubstituted spirobifluorenylene, and when n is an integer of 2 or more, at least one of L1 may be substituted or unsubstituted dibenzofuranilene, substituted or unsubstituted dibenzothiophenylene, substituted or unsubstituted carbazolilene, substituted or unsubstituted fluorenylene, or substituted or unsubstituted spirobifluorenylene.

[0193] According to one example, the organic electroluminescent compound represented by the above chemical formula 1A may be more specifically exemplified as the following compounds, but is not limited thereto.

[0194]

[0195]

[0196]

[0197]

[0198]

[0199]

[0200]

[0201]

[0202]

[0203]

[0204]

[0205]

[0206]

[0207]

[0208]

[0209]

[0210]

[0211]

[0212]

[0213]

[0214]

[0215] Hereinafter, an organic electroluminescent device to which the aforementioned multiple types of host materials and / or organic electroluminescent compounds are applied will be described.

[0216] An organic electroluminescent device according to one embodiment has a first electrode; a second electrode; and one or more organic layers interposed between the first electrode and the second electrode, wherein the organic layer includes a emitting layer, and the emitting layer may include a plurality of host materials including one or more first host materials represented by Chemical Formula 1 and one or more second host materials represented by Chemical Formula 2.

[0217] According to another embodiment, the organic layer comprises a light-emitting layer, an electron transport layer, and a hole blocking layer, and the light-emitting layer, the electron transport layer, and the hole blocking layer may comprise an organic electroluminescent compound represented by Formula 1A.

[0218] According to one example, the organic electroluminescent material of the present invention comprises at least one compound among compounds C-1 to C-220, which is a first host material, and at least one compound among compounds H2-1 to H2-230, which is a second host material, and these multiple types of host materials may be included in the same organic layer, for example, a emitting layer, or each may be included in different emitting layers.

[0219] In addition to the emitting layer, the above organic layer may further include one or more layers selected from a hole injection layer, a hole transport layer, a hole assist layer, a light-emitting assist layer, an electron transport layer, an electron injection layer, an interlayer, a hole blocking layer, an electron blocking layer, and an electron buffer layer. The above organic layer may further include an amine-based compound and / or an azine-based compound in addition to the emitting material of the present invention. Specifically, the hole injection layer, hole transport layer, hole assist layer, emitting layer, light-emitting assist layer, or electron blocking layer may include an amine-based compound, for example, an arylamine-based compound, a styrylarylamine-based compound, etc., as a hole injection material, hole transport material, hole assist material, emitting material, light-emitting assist material, and electron blocking material. Furthermore, the electron transport layer, electron injection layer, electron buffer layer, and hole blocking layer may include an azine-based compound as an electron transport material, electron injection material, electron buffer material, and hole blocking material. In addition, the organic layer may further include one or more metals selected from the group consisting of organometals of Group 1, Group 2, Period 4 transition metals, Period 5 transition metals, lanthanide metals, and d-transition elements, or one or more complex compounds containing such metals.

[0220] According to one example, a plurality of host materials can be used as a light-emitting material for a white organic light-emitting device. Various structures are proposed for the white organic light-emitting device, such as a side-by-side arrangement, a stacking arrangement, or a color conversion material (CCM) arrangement, depending on the arrangement of R (red), G (green), YG (yellow-green), and B (blue) light-emitting parts. Additionally, according to one example, a plurality of host materials can also be used in an organic light-emitting device containing quantum dots (QDs).

[0221] One of the first electrode and the second electrode may be an anode and the other may be a cathode. In this case, the first electrode and the second electrode may each be formed of a transparent conductive material, or a semi-transparent or reflective conductive material. Depending on the type of material forming the first electrode and the second electrode, the organic electroluminescent device may be a front-emitting type, a back-emitting type, or a double-sided emitting type.

[0222] A hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof may be used between the anode and the emissive layer. Multiple layers of the hole injection layer may be used to lower the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or the electron blocking layer, and two compounds may be used simultaneously in each layer. Additionally, the hole injection layer may be doped with a p-dopant. The electron blocking layer is located between the hole transport layer (or hole injection layer) and the emissive layer and can prevent light leakage by blocking the overflow of electrons from the emissive layer and trapping excitons within the emissive layer. Multiple layers of the hole transport layer or electron blocking layer may be used, and multiple compounds may be used in each layer.

[0223] An electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof may be used between the emitting layer and the cathode. Multiple layers of the electron buffer layer may be used to control electron injection and improve the interface characteristics between the emitting layer and the electron injection layer, and two compounds may be used simultaneously in each layer. The hole blocking layer is a layer located between the electron transport layer (or electron injection layer) and the emitting layer that prevents holes from reaching the cathode, thereby improving the recombination probability of electrons and holes within the emitting layer. Multiple layers of the hole blocking layer or electron transport layer may also be used, and multiple compounds may be used in each layer. Additionally, the electron injection layer may be doped with an n-dopant.

[0224] The light-emitting auxiliary layer is a layer located between an anode and a light-emitting layer, or between a cathode and a light-emitting layer. When the light-emitting auxiliary layer is located between the anode and the light-emitting layer, it can be used to facilitate the injection and / or transport of holes or to block electron overflow. When the light-emitting auxiliary layer is located between the cathode and the light-emitting layer, it can be used to facilitate the injection and / or transport of electrons or to block hole overflow. Additionally, the hole auxiliary layer is located between the hole transport layer (or hole injection layer) and the light-emitting layer and can exhibit the effect of facilitating or blocking the transport speed (or injection speed) of holes, thereby allowing for the adjustment of 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 may have the effect of improving the efficiency and / or lifespan of the organic electroluminescent device.

[0225] In the organic electroluminescent device of the present invention, it is preferable to arrange one or more layers selected from a chalcogenide layer, a metal halide layer, and a metal oxide layer (hereinafter referred to as "surface layers") on the inner surface of at least one of a pair of electrodes. Specifically, it is preferable to arrange a chalcogenide layer (including oxides) of silicon and aluminum on the anode surface on the side of the light-emitting medium layer, and a metal halide layer or a metal oxide layer on the cathode surface on the side of the light-emitting medium layer. The operation stabilization of the organic electroluminescent device can be obtained through the surface layers. A preferred example of the chalcogenide is SiO₂. X (1≤X≤2), AlO XExamples include (1≤X≤1.5), SiON, SiAlON, etc., and preferred examples of metal halides include LiF, MgF2, CaF2, rare earth metal fluorides, etc., and preferred examples of metal oxides include Cs2O, Li2O, MgO, SrO, BaO, CaO, etc.

[0226] In addition, in the organic electroluminescent device of the present invention, it is also preferable to arrange a mixed region of an electron transfer compound and a reducing dopant or a mixed region of a hole transfer compound and an oxidizing dopant on the surface of at least one of a pair of electrodes. In this manner, the electron transfer compound is reduced to an anion, making it easier to inject and transfer electrons from the mixed region to the light-emitting medium. In addition, the hole transfer compound is oxidized to become a cation, making it easier to inject and transfer holes from the mixed region to the light-emitting medium. Preferred oxidizing dopants include various Lewis acids and acceptor compounds, and preferred reducing dopants include alkali metals, alkali metal compounds, alkaline earth metals, rare earth metals, and mixtures thereof. Furthermore, an organic electroluminescent device that emits white light can be manufactured having two or more light-emitting layers by using the reducing dopant layer as a charge generation layer.

[0227] An organic electroluminescent device according to one example may further include one or more dopants in the light-emitting layer.

[0228] One or more phosphorescent or fluorescent dopants may be used as dopants included in the organic electroluminescent device of the present invention, and a phosphorescent dopant is preferred. The phosphorescent dopant material applied to the organic electroluminescent device of the present invention is not particularly limited, but may be a complex compound of metal atoms selected from iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), and in some cases, preferably, may be an orthometallated complex compound of metal atoms selected from iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), and in some cases, more preferably, may be an orthometallated iridium complex compound.

[0229] A compound represented by the following chemical formula 101 may be used as a dopant included in the organic electroluminescent device of the present invention, but is not limited thereto.

[0230] [Chemical Formula 101]

[0231]

[0232] In the above chemical formula 101,

[0233] L is any one selected from the following structures 1 to 3;

[0234] [Structure 1] [Structure 2] [Structure 3]

[0235]

[0236] R 100 to R 103Each is independently a (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C6-C30)aryl, cyano, substituted or unsubstituted (3-30)heteroaryl, or substituted or unsubstituted (C1-C30)alkoxy, which are each hydrogen, deuterium, halogen, deuterium and / or halogen-substituted or unsubstituted (C1-C30)alkoxy; and may be connected to adjacent substituents to form a ring, and may, for example, with pyridine, form a substituted or unsubstituted quinoline, substituted or unsubstituted benzopropyridine, substituted or unsubstituted benzothyenopyridine, substituted or unsubstituted indenopyridine, substituted or unsubstituted benzopropyridine, substituted or unsubstituted benzothyenoquinoline, or substituted or unsubstituted indenopyridine;

[0237] R 104 to R 107 Each is independently a (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30)heteroaryl, cyano, or substituted or unsubstituted (C1-C30)alkoxy; may be connected to adjacent substituents to form a substituted or unsubstituted ring, for example, together with benzene to form a substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted indenopyridine, substituted or unsubstituted benzopyridine, or substituted or unsubstituted benzothiopyridine;

[0238] R 201 to R 220Each is independently a (C1-C30)alkyl, a substituted or unsubstituted (C3-C30)cycloalkyl, or a substituted or unsubstituted (C6-C30)aryl, which is a hydrogen, deuterium, halogen, deuterium and / or halogen-substituted or unsubstituted (C1-C30)alkyl; or may be connected to adjacent substituents to form a substituted or unsubstituted ring;

[0239] s is an integer from 1 to 3.

[0240] Specifically, specific examples of the above-mentioned dopant compounds are as follows, but are not limited thereto.

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249]

[0250]

[0251]

[0252]

[0253]

[0254]

[0255]

[0256]

[0257]

[0258]

[0259]

[0260]

[0261]

[0262]

[0263]

[0264]

[0265]

[0266]

[0267]

[0268]

[0269]

[0270]

[0271]

[0272]

[0273]

[0274] The formation of each layer of the organic electroluminescent device of the present invention may be achieved using any one of the following methods: dry deposition methods such as vacuum deposition, sputtering, plasma, or ion plating, or wet deposition methods such as spin coating, dip coating, or flow coating. In the case of wet deposition methods, a thin film is formed by dissolving or dispersing the material forming each layer in a suitable solvent such as ethanol, chloroform, tetrahydrofuran, or dioxane. Any solvent may be used as long as the material forming each layer can be dissolved or dispersed in it and there is no problem with the filmability.

[0275] When forming a film of a first host compound and a second host compound according to one example, the film can be formed using the methods listed above, and commonly, the film can be formed by a co-deposition or mixed deposition process. The co-deposition is a method of placing two or more materials into separate crucible sources and applying current to two cells simultaneously to evaporate the materials and perform mixed deposition, and the mixed deposition is a method of mixing two or more materials in a single crucible source before deposition and then applying current to one cell to evaporate the materials and perform mixed deposition.

[0276] According to one example, when the first host compound and the second host compound exist in the same layer or different layers within an organic electroluminescent device, the two host compounds can each be deposited individually. For example, the second host compound may be deposited after the first host compound has been deposited.

[0277] According to one embodiment, the present invention may provide a display device comprising a plurality of host materials including a first host compound represented by Formula 1 and a second host compound represented by Formula 2. In addition, it is possible to manufacture a display device, for example, a display device for a smartphone, tablet, laptop, PC, TV, or vehicle, or a lighting device, for example, an outdoor or indoor lighting device, using the organic electroluminescent element of the present invention.

[0278] Hereinafter, for a detailed understanding of the present invention, a method for preparing a host compound according to the present invention is described by citing a method for synthesizing a representative compound or an intermediate compound of the present invention as an example.

[0279] [Example 1] Synthesis of Compound C-28

[0280]

[0281] Compound in the reaction vessel 15.0 g, 18.31 mmol of (2,4-diphenyl-6-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaboran-2-yl)phenyl)-1,3,5-triazine) (7.2 g, 16.64 mmol), tetrakis(triphenylphosphine)palladium (Pd(PPh3)4) (0.6 g, 0.50 mmol), sodium carbonate (Na2CO3) (4.4 g, 41.60 mmol), 83 mL of toluene, 21 mL of ethanol, and 21 mL of water were added, and the mixture was stirred at 120°C for 4 hours. After the reaction was complete, the mixture was washed with distilled water, the organic layer was extracted with ethyl acetate, dried with magnesium sulfate, and the solvent was removed using a rotary evaporator. Subsequently, the compound was purified by column chromatography. C-28 (5.9 g, yield: 71%) was obtained.

[0282]

[0283] [Example 2] Synthesis of Compound C-31

[0284]

[0285] 1) Synthesis of Compound 2-1

[0286] Compound in the flask 1 (20 g, 73.23 mmol), (4-chlorophenyl)boronic acid (12.6 g, 80.55 mmol), Pd(PPh3)4 (2.54 g, 2.2 mmol), K2CO3 (25.3 g, 183.1 mmol), 366 mL of toluene, 92 mL of ethanol, and 92 mL of water were added and dissolved, then refluxed and stirred at 120°C for 4 hours. After the reaction was complete, the organic layer was extracted with ethyl acetate and dried with magnesium sulfate. Subsequently, the compounds were separated by vacuum distillation and column chromatography. 2-1 (10.9 g, yield: 49%) was obtained.

[0287] 2) Synthesis of Compound 2-2

[0288] Compound in the flask 2-110.3 g (33.80 mmol) and 170 mL of dimethylformamide (DMF) were added and dissolved, then refluxed and stirred at 0°C for 10 minutes. Subsequently, N-bromosuccinimide (NBS) (7.82 g, 43.93 mmol) was added to the mixture and refluxed and stirred for 1 hour. After the reaction was complete, the solid was extracted with water, washed with methanol, and separated by column chromatography to obtain the compound. 2-2 (11.0 g, yield: 85%) was obtained.

[0289] 3) Synthesis of Compound 2-3

[0290] Compound in the flask 2-2 (10.6 g, 27.63 mmol), phenylboronic acid (3.7 g, 30.38 mmol), Pd(PPh3)4 (0.96 g, 0.83 mmol), K2CO3 (9.5 g, 69.1 mmol), 140 mL of toluene, 35 mL of ethanol, and 35 mL of water were added and dissolved, then refluxed and stirred at 120°C for 4 hours. After the reaction was complete, the organic layer was extracted with ethyl acetate and dried with magnesium sulfate. Subsequently, the compounds were separated by vacuum distillation and column chromatography. 2-3 (9.4 g, yield: 81%) was obtained.

[0291] 4) Synthesis of Compound 2-4

[0292] Compound in the flask 2-3 50 mL of 50 mL of 1,4-dioxane was added and refluxed with 9.4 g, 24.68 mmol, bis(pinacolato)diborone (7.52 g, 29.61 mmol), tris(dibenzylideneacetone)dipalladium(O)(Pd2(dba)3) (0.9 g, 0.99 mmol), S-Phos (0.8 g, 1.97 mmol), potassium acetate (KOAc) (7.3 g, 74.0 mmol), and 1,4-dioxane. After the reaction was complete, the organic layer was extracted with ethyl acetate and dried with magnesium sulfate. Subsequently, the compounds were separated by vacuum distillation and column chromatography. 2-4 (11.5 g, yield: 99%) was obtained.

[0293] 5) Synthesis of Compound C-31

[0294] Compound in the flask 2-4 (5.0 g, 10.58 mmol), 2-chloro-4,6-diphenyl-1,3,5-triazine (3.55 g, 10.58 mmol), Pd(PPh3)4 (0.37 g, 0.32 mmol), K2CO3 (3.7 g, 26.37 mmol), 50 mL of toluene, 12.5 mL of ethanol, and 12.5 mL of water were added and dissolved, then refluxed and stirred at 120°C for 4 hours. After the reaction was complete, the organic layer was extracted with ethyl acetate and dried with magnesium sulfate. Subsequently, the compounds were separated by vacuum distillation and column chromatography. C-31 (2.7 g, yield: 44%) was obtained.

[0295]

[0296] [Example 3] Synthesis of Compound C-38

[0297]

[0298] 1) Synthesis of Compound 3-1

[0299] Compound in the flask 1 (20 g, 73.23 mmol), (3-chlorophenyl)boronic acid (12.6 g, 80.55 mmol), Pd(PPh3)4 (2.54 g, 2.2 mmol), K2CO3 (25.3 g, 183.1 mmol), 366 mL of toluene, 92 mL of ethanol, and 92 mL of water were added and dissolved, then refluxed and stirred at 120°C for 4 hours. After the reaction was complete, the organic layer was extracted with ethyl acetate and dried with magnesium sulfate. Subsequently, the compounds were separated by vacuum distillation and column chromatography. 3-1 (18.0 g, yield: 81%) was obtained.

[0300] 2) Synthesis of Compound 3-2

[0301] Compound in the flask 3-1(18.0 g, 59.06 mmol) and 300 mL of DMF were added and dissolved, then refluxed and stirred at 0°C for 10 minutes. Subsequently, NBS (13.7 g, 76.78 mmol) was added to the mixture and refluxed and stirred for 1 hour. After the reaction was complete, the solid was extracted with water, washed with methanol, and the compound was separated by column chromatography. 3-2 (19.0 g, yield: 83%) was obtained.

[0302] 3) Synthesis of Compound 3-3

[0303] Compound in the flask 3-2 (19.0 g, 49.52 mmol), phenylboronic acid (6.6 g, 54.47 mmol), Pd(PPh3)4 (1.72 g, 1.49 mmol), K2CO3 (17.1 g, 123.8 mmol), 250 mL of toluene, 62 mL of ethanol, and 62 mL of water were added and dissolved, then refluxed and stirred at 120°C for 4 hours. After the reaction was complete, the organic layer was extracted with ethyl acetate and dried with magnesium sulfate. Subsequently, the compounds were separated by vacuum distillation and column chromatography. 3-3 (11.0 g, yield: 58%) was obtained.

[0304] 4) Synthesis of Compound 3-4

[0305] Compound in the flask 3-3 11.0 g, 28.88 mmol, bis(pinacolato)diborone (8.8 g, 34.65 mmol), Pd2(dba)3 (1.1 g, 1.15 mmol), S-phos (0.95 g, 2.31 mmol), KOAc (8.5 g, 86.6 mmol), and 145 mL of 1,4-dioxane were added and refluxed. After the reaction was complete, the organic layer was extracted with ethyl acetate and dried with magnesium sulfate. Subsequently, the compounds were separated by vacuum distillation and column chromatography. 3-4 (8.1 g, yield: 59%) was obtained.

[0306] 5) Synthesis of Compound C-38

[0307] Compound 3-4 (5.0 g, 10.58 mmol), 2-([1,1'-Dibiphenyl]3-yl)-4-chloro-6-phenyl-1,3,5-triazine (3.55 g, 10.58 mmol), tetrakis(triphenylphosphine)palladium(O) (0.37 g, 0.32 mmol), potassium carbonate (K2CO3) (3.7 g, 26.37 mmol), 50 mL of toluene, 12.5 mL of ethanol, and 12.5 mL of water were added to a flask, dissolved, and refluxed at 120°C for 4 hours. After the reaction was complete, the organic layer was extracted with ethyl acetate and dried with magnesium sulfate. Subsequently, the compound was separated by vacuum distillation and column chromatography. C-38 (1.7 g, yield: 28%) was obtained.

[0308]

[0309] [Example 4] Preparation of Compound C-116

[0310]

[0311] Compound in the reaction vessel 4 2.6 g, 9.18 mmol of cesium carbonate (Cs2CO3), 2-([1,1'-diphenyl]-3-yl)-4-chloro-6-phenyl-1,3,5-triazine (3.8 g, 11.01 mmol), cesium carbonate (Cs2CO3) (3.0 g, 9.18 mmol), 4-dimethylaminopyridine (DMAP) (0.6 g, 4.59 mmol), and 46 mL of dimethyl sulfoxide (DMSO) were added, and the mixture was stirred at 100°C for 3 hours. After the reaction was complete, the mixture was washed with distilled water, the organic layer was extracted with ethyl acetate, and then dried with magnesium sulfate. Subsequently, the solvent was removed using a rotary evaporator, and the compound was purified by column chromatography. C-116 (3.3 g, yield: 61%) was obtained.

[0312]

[0313] Hereinafter, for a detailed understanding of the present invention, a method for manufacturing an organic electroluminescent device comprising a plurality of host materials and / or an organic electroluminescent compound according to the present invention and the characteristics thereof are described.

[0314] [Device Examples 1 to 3] Manufacturing of an OLED comprising a plurality of host materials according to the present invention

[0315] An OLED according to the present invention was manufactured. First, a transparent electrode ITO thin film (10Ω / □) on an OLED glass substrate (manufactured by Geomatec) was ultrasonically cleaned using acetone and isopropyl alcohol sequentially, and then stored in isopropanol before use. Next, the ITO substrate was mounted on the substrate holder of a vacuum deposition apparatus, and then a compound was placed in the cell inside the vacuum deposition apparatus. HI-1 Insert, and in another cell, a compound HT-1 After adding, the two substances are evaporated at different rates so that the compound is compared to the total amount of the two compounds. HI-1 A 10 nm thick hole injection layer was deposited by doping with an amount of 3 wt%. Subsequently, a compound was used as the first hole transport layer. HT-1 The compound was deposited to a thickness of 80 nm on the hole injection layer. Subsequently, the compound was placed in another cell within the vacuum deposition apparatus. HT-2 [The material] was added, and current was applied to the cell to evaporate it, thereby depositing a second hole transport layer with a thickness of 30 nm on the first hole transport layer. After forming the hole injection layer and the hole transport layer, an emissive layer was deposited thereon as follows. In two locations within the cell of the vacuum deposition apparatus, each of the hosts listed in Tables 1 to 3 below was used. 1st host and 2nd host Insert, and in another cell, a compound as a dopant D-130After adding, a 40 nm thick emissive layer was deposited on the second hole transport layer by evaporating the two host materials at different rates of 2:1 and simultaneously evaporating the dopant material at different rates, thereby doping the dopant to an amount of 10 wt% relative to the total amount of the host and dopant. Subsequently, a compound was placed on the emissive layer as an electron transport material. ETL-1 : EIL-1 A 35 nm thick electron transport layer was deposited by doping at a weight ratio of 40:60. Subsequently, a compound was applied as the electron injection layer. EIL-1 After depositing the above electron transport layer to a thickness of 2 nm, an OLED was fabricated by depositing an Al cathode to a thickness of 80 nm on the electron injection layer using a different vacuum deposition equipment. For each material, each compound was 10 -6 It was purified by vacuum sublimation under torr conditions and used.

[0316] [Comparative Examples 1 to 3] Preparation of an OLED comprising a single host compound

[0317] An OLED was manufactured in the same manner as in Device Example 1, except that the compounds of Tables 1 to 3 were included alone as the host of the light-emitting layer.

[0318] The driving voltage, luminous efficiency, luminous color at a luminance of 1,000 nits, and the time until the light intensity at a luminance of 20,000 nits drops from 100% to 80% (lifetime: T80) of the organic electroluminescent devices of the device examples and comparative examples manufactured as described above were measured, and the results are shown in Tables 1 to 3 below.

[0319]

[0320]

[0321]

[0322] From Tables 1 to 3 above, it can be seen that an organic electroluminescent device comprising a specific combination of compounds according to the present invention as a host material not only has excellent luminescence characteristics but also has significantly improved lifespan characteristics.

[0323] [Device Example 4] Manufacturing of an OLED containing a single host compound

[0324] Compound as a host for the light-emitting layer C-116 Except for using only [the device], an OLED was manufactured in the same manner as in Example 1.

[0325] The time (lifetime: T80) until the light intensity at 100% to 80% and the light intensity at 20,000 nits luminance of the organic electroluminescent device of Example 4 manufactured as described above were measured, and the results were compared with Comparative Examples 1 to 3 and are shown in Table 4 below.

[0326]

[0327] From Table 4 above, it can be confirmed that an organic electroluminescent device containing an organic electroluminescent compound represented by Chemical Formula 1A as a host material exhibits improved lifetime characteristics.

[0328] The compounds used in the above device examples and comparative examples are specifically shown in Table 5 below.

[0329]

[0330]

Claims

Claim 1 A plurality of host materials comprising one or more first host compounds and one or more second host compounds, wherein the first host compound is represented by the following Chemical Formula 1 and the second host compound is represented by the following Chemical Formula 2: [Chemical Formula 1] In the above Chemical Formula 1, R1 to R6 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C3-C30)cycloalkenyl, substituted or unsubstituted (3-7)heterocycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30)heteroaryl, -SiR'1R'2R'3, or -NR'4R'5; adjacent substituents may be connected to each other to form a ring; provided that at least one of R1 to R6 is -(L1) n -HAr is; L1 is a single bond, substituted or unsubstituted (C6-C30)arylene, or substituted or unsubstituted (3-30)heteroarylene; HAr is a substituted or unsubstituted triazinyl; n is an integer from 1 to 3, and if n is an integer of 2 or more, each L1 may be the same or different; R'1 to R'5 are each independently a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3-30)heteroaryl; [Chemical Formula 2] In the above chemical formula 2, Y 11 is -N-A1 and;Y 12 is -N-A2; A1 and A2 are each independently a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, or a substituted or unsubstituted carbazolyl; L 11 is a single-bonded, substituted, or unsubstituted (C6-C30)arylene; X 11 To X 26 Each may independently be a hydrogen, deuterium, substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (3-30)heteroaryl; adjacent substituents may be connected to each other to form a ring. Claim 2 In claim 1, the substituents of the substituted alkyl, substituted alkenyl, substituted cycloalkyl, substituted cycloalkenyl, substituted heterocycloalkyl, substituted aryl(len), substituted heteroaryl(len), and substituted triazinyl are each independently deuterium; halogen; cyano; carboxyl; nitro; hydroxy; (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; (3-7-membered)heterocycloalkyl; (C6-C30)aryloxy; (C6-C30)arylthio; (C1-C30)alkyl, (C6-C30)aryl and di(C6-C30)arylamino substituted or unsubstituted with one or more of (C1-C30)heteroaryl; (C6-C30)aryl substituted or unsubstituted with one or more of deuterium, cyano, (C1-C30)alkyl, (C6-C30)heteroaryl, di(C6-C30)arylamino and tri(C6-C30)arylsilyl; tri(C1-C30)alkylsilyl; tri(C6-C30)arylsilyl; di(C1-C30)alkyl(C6-C30)arylsilyl; (C1-C30)alkyldi(C6-C30)arylsilyl; tri(C6-C30)arylgermanyl; amino; mono- or di-(C1-C30)alkylamino; A plurality of host materials, one or more selected from the group consisting of mono- or di- (C6-C30)arylamino; (C1-C30)alkyl(C6-C30)arylamino; (C1-C30)alkylcarbonyl; (C1-C30)alkoxycarbonyl; (C6-C30)arylcarbonyl; di(C6-C30)arylboronyl; di(C1-C30)alkylboronyl; (C1-C30)alkyl(C6-C30)arylboronyl; (C6-C30)ar(C1-C30)alkyl; and (C1-C30)alkyl(C6-C30)aryl. Claim 3 In claim 1, a plurality of host materials wherein the above chemical formula 1 is represented by the following chemical formula 1-1 or 1-2: [Chemical Formula 1-1] [Chemical Formula 1-2] In the above chemical formulas 1-1 to 1-2, R1 to R6, L1, HAr, and n are as defined in claim 1. Claim 4 delete Claim 5 In claim 1, a plurality of host materials wherein the above chemical formula 2 is represented by any one of the following chemical formulas 2-1 to 2-8: [Chemical Formula 2-1] [Chemical Formula 2-2] [Chemical Formula 2-3] [Chemical Formula 2-4] [Chemical Formula 2-5] [Chemical Formula 2-6] [Chemical Formula 2-7] [Chemical Formula 2-8] In the above chemical formulas 2-1 to 2-8, Y 11 , Y 12 , L 11 , and X 11 To X 26 is identical to the definition in Paragraph 1. Claim 6 A plurality of host materials according to claim 1, wherein A1 and A2 are each independently substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted fluoranthenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted carbazolyl, or substituted or unsubstituted dibenzothiophenyl. Claim 7 A plurality of host materials, wherein the compound represented by Chemical Formula 1 is selected from the following compounds. Claim 8 In claim 1, a plurality of host materials, wherein the compound represented by Chemical Formula 2 is selected from the following compounds. In the above compounds, Dn means that n hydrogens are substituted with deuterium, and n can be up to the number of hydrogens in the above compounds. Claim 9 An organic electroluminescent device comprising: a first electrode; a second electrode; and at least one light-emitting layer between the first electrode and the second electrode, wherein at least one of the light-emitting layers comprises a plurality of host materials as described in claim 1. Claim 10 Organic electroluminescent compound represented by the following chemical formula 1A: [Chemical Formula 1A] In the above chemical formula 1A, R1 to R6 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C3-C30)cycloalkenyl, substituted or unsubstituted (3-7)heterocycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30)heteroaryl, -SiR'1R'2R'3, or -NR'4R'5; adjacent substituents may be connected to each other to form a ring; provided that at least one of R1 to R6 is -(L1) n -HAr is; L1 is a substituted or unsubstituted (C6-C30)arylene or a substituted or unsubstituted (10-30)heteroarylene; HAr is a substituted or unsubstituted triazinyl; n is an integer from 1 to 3, where n is 1, L1 is a substituted or unsubstituted (10-30)heteroarylene, a substituted or unsubstituted fluorenylene, or a substituted or unsubstituted spirobifluorenylene, and where n is an integer of 2 or more, at least one of L1 is a substituted or unsubstituted (10-30)heteroarylene, a substituted or unsubstituted fluorenylene, or a substituted or unsubstituted spirobifluorenylene; R'1 to R'5 are each independently a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted It is a (C6-C30)aryl, or a substituted or unsubstituted (3-30)heteroaryl. Claim 11 An organic electroluminescent compound according to claim 10, wherein L1 is substituted or unsubstituted dibenzofuranilene, substituted or unsubstituted dibenzothiophenylene, substituted or unsubstituted carbazolilene, substituted or unsubstituted fluorenylene, or substituted or unsubstituted spirobifluorenylene. Claim 12 In claim 10, the compound represented by the above chemical formula 1A is an organic electroluminescent compound selected from the following compounds. Claim 13 An organic electroluminescent device comprising the organic electroluminescent compound described in claim 10.

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