KR20240039580A - A plurality of host materials, organic electroluminescent compound, and organic electroluminescent device comprising the same - Google Patents

Abstract

The present disclosure relates to a plurality of types of host materials, organic electroluminescent compounds, and organic electroluminescent devices including the same, by including a specific combination of host compounds and/or organic electroluminescent compounds according to the present disclosure as an organic electroluminescent material, An organic electroluminescent device exhibiting driving voltage, high luminous efficiency, and/or long lifespan characteristics can be provided.

Description

Plural types of host materials, organic electroluminescent compounds, and organic electroluminescent devices comprising the same

The present invention relates to multiple types of host materials, organic electroluminescent compounds, and organic electroluminescent devices containing the same.

Since Tang et al. of Eastman Kodak first developed a TPD/Alq ₃ double-layer small molecule green organic electroluminescent device (OLED) consisting of a light-emitting layer and a charge transport layer in 1987, research on organic electroluminescent devices has progressed rapidly. Commercialization has been reached. Currently, organic electroluminescent devices mainly use phosphorescent materials with excellent luminous efficiency in panel implementation. For long-term use and high resolution of displays, OLEDs with high luminous efficiency and/or long lifespan are required.

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 have not been satisfactory for practical use. Accordingly, there is a continuous need to develop organic electroluminescent devices with improved performance, such as improved driving voltage, luminous efficiency, power efficiency, and/or lifespan characteristics compared to previously disclosed organic electroluminescent devices.

Korean Patent Publication No. 2016-0078526 discloses an organic light-emitting device containing an organic selenium compound as a host material, and Chinese Patent Publication No. 111333611 discloses an electron blocking dibenzoselenophene compound with a substituted amino group. Discloses an example of a device including a layer material, and Korean Patent Publication No. 2021-0128363 discloses naphtho[1,2-b][1]benzoselenol with an amino group substituted (Naphtho[1,2-b) [1]benzoselenole) is disclosed as a capping layer compound, but an organic electroluminescent device comprising a plurality of host materials in a specific combination of the present invention, including a naphthobenzoselenol compound, as a light emitting layer material is not specifically disclosed, and is still not disclosed. The development of organic electroluminescent materials to improve the performance of OLED is required.

Korean Patent Publication No. 2016-0078526 (2016.07.04.) China Patent Publication No. 111333611 (2020.06.26) Korean Patent Publication No. 2021-0128363 (2021.10.26.)

The purpose of the present invention is, firstly, to provide a plurality of host materials capable of producing organic electroluminescent devices with high luminous efficiency and/or long life characteristics, and secondly, to provide new host materials suitable for use as organic electroluminescent materials. The goal is to provide an organic electroluminescent compound with a structured structure. Another object of the present application is to have low driving voltage and/or high luminous efficiency and/or long lifespan characteristics by including a plurality of host materials and/or organic electroluminescent compounds including a specific combination of compounds according to the present application. To provide an organic electroluminescent device.

As a result of intensive research to solve the above technical problems, the present inventors have discovered a plurality of methods comprising at least one first host material represented by the following formula (1) and at least one second host material represented by the following formula (2) The present invention was completed by discovering that the host material of the species achieves the above-mentioned purpose.

[Formula 1]

In Formula 1,

X is O, S, Se, CR ₁₃ R ₁₄ , or NR ₁₅ ;

R ₁₁ and R ₁₂ are each independently hydrogen, deuterium, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, or -SiR ₁₆ R ₁₇ R ₁₈ ;

R ₁₃ to R ₁₈ are each independently hydrogen, deuterium, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (3-30 members) heteroaryl;

L ₂ is a single bond, substituted or unsubstituted (C6-C30)arylene, or substituted or unsubstituted (3-30 membered)heteroarylene;

HAr is a substituted or unsubstituted (3-30 membered) heteroaryl containing at least one nitrogen atom;

a is an integer from 1 to 4, b is an integer from 1 to 3;

When a and b are each integers of 2 or more, each R ₁₁ and each R ₁₂ may be the same or different from each other;

[Formula 2]

In Formula 2,

R ₁ to R ₁₀ are each independently hydrogen, deuterium, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, or the following formula (a); However, at least one of R ₁ to R ₁₀ is of formula (a);

[Formula a]

In formula a,

L ₁ is a single bond, substituted or unsubstituted (C6-C30)arylene, or substituted or unsubstituted (3-30 membered)heteroarylene;

Ar ₁ and Ar ₂ are each independently substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, or - L ₃ -NAr ₃ Ar ₄ ;

L ₃ is substituted or unsubstituted (C6-C30)arylene or substituted or unsubstituted (3-30 membered)heteroarylene;

Ar ₃ and Ar ₄ are each independently substituted or unsubstituted (C6-C30)aryl or substituted or unsubstituted (3-30 membered)heteroaryl.

By using multiple types of host materials and/or organic electroluminescent compounds according to the present invention, an organic electroluminescent device having low driving voltage and/or high luminous efficiency and/or long lifespan characteristics can be manufactured.

The present application is described in more detail below, but this is for illustrative purposes only and should not be construed as limiting the scope of the present application.

The present application includes a plurality of host materials including a first host material containing at least one type of compound represented by Formula 1 and a second host material containing one or more types of compounds represented by Formula 2, and the host material It relates to an organic electroluminescent device.

The present application relates to an organic electroluminescent compound represented by Formula 3, an organic electroluminescent material containing the same, and an organic electroluminescent device.

As used herein, “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.

As used herein, “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 materials include hole injection materials, hole transport materials, hole auxiliary materials, light-emitting auxiliary materials, electron blocking materials, light-emitting materials (including host materials and dopant materials), electron buffer materials, hole blocking materials, It may be an electron transfer material, an electron injection material, etc.

As used herein, “multiple types of organic electroluminescent materials” refers to organic electroluminescent materials that are a combination of two or more compounds that can be included in any layer constituting the organic electroluminescent device, and before being included in the organic electroluminescent device ( It may refer to both the material included (e.g., before deposition) and the material included (e.g., after deposition). For example, multiple types of organic electroluminescent materials may be one of a hole injection layer, a hole transport layer, a hole auxiliary layer, a light emitting auxiliary layer, an electron blocking layer, a light emitting layer, an electron buffer layer, a hole blocking layer, an electron transport layer, and an electron injection layer. Two or more types of compounds that may be included in the above layers may be combined. These two or more types of compounds may be included in the same layer or different layers, may be mixed or co-deposited, or may be deposited individually.

As used herein, “multiple types of host materials” refers to an organic electroluminescent material in which two or more types of host materials are combined, before (e.g., before deposition) and after (e.g., before being included in an organic electroluminescent device) , after deposition) can refer to all materials. The plurality of types of host materials of the present application may be included in any light-emitting layer constituting the organic electroluminescent device, and two or more types of compounds included in the plurality of host materials may be included together in one light-emitting layer, and may be included in different light-emitting layers. may be included. When two or more types of host materials are included in one layer, for example, they may be mixed and deposited to form a layer, or they may be co-deposited separately and simultaneously to form a layer.

As used herein, “(C1-C30)alkyl” refers to a straight-chain or branched-chain alkyl having 1 to 30 carbon atoms, where 1 to 20 carbon atoms are preferred, and 1 to 10 carbon atoms are more preferred. . Specific examples of the alkyl include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert -butyl, sec -butyl, etc. As used herein, “(C3-C30)cycloalkyl” refers to a monocyclic or polycyclic hydrocarbon having 3 to 30 ring carbon atoms, with 3 to 20 carbon atoms being preferred, and 3 to 7 carbon atoms being more preferred. Examples of the cycloalkyl include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, and cyclohexylmethyl. As used herein, "(3-7 membered) heterocycloalkyl" has a ring skeleton of 3 to 7 atoms, preferably 5 to 7 atoms, and is a group consisting of B, N, O, S, Si and P, preferably O. , S and N, and includes cycloalkyl containing one or more heteroatoms selected from the group consisting of, for example, tetrahydrofuran, pyrrolidine, thiolane, tetrahydropyran, etc. As used herein, “(C6-C30)aryl(lene)” refers to a single-ring or fused ring radical derived from an aromatic hydrocarbon having 6 to 30 ring carbon atoms, and may be partially saturated, where the ring carbon number is 6 to 30. It is preferable that it is 6 to 20 pieces, and it is more preferable that it is 6 to 15 pieces. The aryl includes those having a spiro structure. Examples of the aryl include phenyl, biphenyl, terphenyl, quarterphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, dimethylfluorenyl, diphenylfluore. Nyl, benzofluorenyl, diphenylbenzofluorenyl, dibenzofluorenyl, phenanthrenyl, benzophenanthrenyl, phenylphenanthrenyl, anthracenyl, benzanthracenyl, indenyl, triphenylenyl, pyrenyl , tetracenyl, perylenyl, chrysenyl, benzochrysenyl, naphthacenyl, fluoranthenyl, benzofluoranthenyl, tolyl, xylyl, mesityl, cumenyl spiro [fluorene-fluorene]yl, spiro[fluorene-benzofluorene]yl, azulenyl, tetramethyl-dihydrophenanthrenyl, etc. More specifically, examples of the aryl include o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, o-cumenyl, m-cumenyl, p-cumenyl, pt-butylphenyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-t-butyl-p-terphenyl-4-yl, o- Biphenyl, m-biphenyl, p-biphenyl, o-terphenyl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, p-terphenyl- 4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-quarterphenyl, 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 orenyl, 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-phenane Tril, 9-phenanthryl, 1-chrysenyl, 2-chrysenyl, 3-chrysenyl, 4-chrysenyl, 5-chrysenyl, 6-chrysenyl, benzo[c]phenanthryl, benzo[g]chrysenyl , 1-triphenylenyl, 2-triphenylenyl, 3-triphenylenyl, 4-triphenylenyl, 3-fluoranthenyl, 4-fluoranthenyl, 8-fluoranthenyl, 9-fluoranthenyl, benzoyl Fluoranthenyl, 11,11-dimethyl-1-benzo[a]fluorenyl, 11,11-dimethyl-2-benzo[a]fluorenyl, 11,11-dimethyl-3-benzo[a]fluore Nyl, 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]fluore Nyl, 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]fluore Nyl, 11,11-diphenyl-5-benzo[a]fluorenyl, 11,11-diphenyl-6-benzo[a]fluorenyl, 11,11-diphenyl-7-benzo[a]fluorenyl orenyl, 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, 11,11-diphenyl-9-benzo[c]fluorenyl, 11,11-diphenyl-10-benzo[c]fluorenyl, 9,9,10, 10-tetramethyl-9,10-dihydro-1-phenanthrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenanthrenyl, 9,9,10,10- Tetramethyl-9,10-dihydro-3-phenanthrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-4-phenanthrenyl, etc. can be mentioned. As used herein, “(3-30 membered) heteroaryl (lene)” has 3 to 30 ring skeleton atoms and is one or more heteroatoms selected from the group consisting of B, N, O, S, Si, P, Se, and Ge. It means an aryl group containing. Here, the number of ring skeleton atoms is preferably 3 to 30, and more preferably 5 to 20. The number of heteroatoms is preferably 1 to 4, 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 forms in which one or more heteroaryl or aryl groups are connected to a heteroaryl group by a single bond, and also includes those having a spiro structure. Examples of the heteroaryl include furyl, thiophenyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, Monocyclic heteroaryl such as triazolyl, tetrazolyl, furazinyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, benzofuranyl, benzothiophenyl, isobenzofuranyl, dibenzofuranyl, dibenzo. Thiophenyl, dibenzoselenophenyl, benzopuroquinolinyl, benzofuroquinazolinyl, benzofuronaphthyridinyl, benzopuropyrimidinyl, naphthofuropyrimidinyl, benzothienoquinolinyl, benzothienoquina Zolinyl, benzothienonaphthyridinyl, benzothienopyrimidinyl, naphthothienopyrimidinyl, pyrimidoindolyl, benzopyrimidoindolyl, benzofuropyrazinyl, naphthofuropyrazinyl, benzothieno Pyrazinyl, naphthothienopyrazinyl, pyrazinoindolyl, benzopyrazinoindolyl, benzoimidazolyl, benzothiazolyl, benzoisothiazolyl, benzoisoxazolyl, benzoxazolyl, imidazopyridinyl, iso Indolyl, indolyl, benzoindolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, azacarbazolyl, benzocarbazolyl, dibenzo. Carbazolyl, phenoxazinyl, phenanthridinyl, benzodioxolyl, indolizidinyl, acridinyl, cilafluorenyl, germafluorenyl, benzotriazolyl, phenazinyl, imidazopyridinyl, chromenoquinazoli There are fused ring heteroaryls such as nyl, thiochromenoquinazolinyl, dimethylbenzopyrimidinyl, indolocarbazolyl, and indenocarbazolyl. More specifically, the heteroaryl is 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 1,2,3-triazin-4-yl, 1,2,4-triazin-3-yl, 1,3,5-triazin-2-yl , 1-imidazolyl, 2-imidazolyl, 1-pyrazolyl, 1-indolizdinyl, 2-indolizdinyl, 3-indolizdinyl, 5-indolizdinyl, 6-indolizdinyl, 7- Indolizidinyl, 8-indolizdinyl, 2-imidazopyridinyl, 3-imidazopyridinyl, 5-imidazopyridinyl, 6-imidazopyridinyl, 7-imidazopyridinyl, 8-imidazopyridinyl, 1-indolyl, 2-indolyl, 3-indolyl, 4-indolyl, 5-indolyl, 6-indolyl, 7-indolyl, 1-isoindolyl, 2 -Isoindolyl, 3-isoindolyl, 4-isoindolyl, 5-isoindolyl, 6-isoindolyl, 7-isoindolyl, 2-furyl, 3-furyl, 2-benzofuranyl, 3 -Benzofuranyl, 4-benzofuranyl, 5-benzofuranyl, 6-benzofuranyl, 7-benzofuranyl, 1-isobenzofuranyl, 3-isobenzofuranyl, 4-isobenzofuranyl, 5-isobenzofuranyl, 6-isobenzofuranyl, 7-isobenzofuranyl, 2-quinolyl, 3-quinolyl, 4-quinolyl, 5-quinolyl, 6-quinolyl, 7-quinolyl , 8-quinolyl, 1-isoquinolyl, 3-isoquinolyl, 4-isoquinolyl, 5-isoquinolyl, 6-isoquinolyl, 7-isoquinolyl, 8-isoquinolyl, 2- Quinoxalinyl, 5-quinoxalinyl, 6-quinoxalinyl, 1-carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, 9-carbazolyl, azacarbazolyl-1-yl, aza Carbazolyl-2-yl, azacarbazolyl-3-yl, azacarbazolyl-4-yl, azacarbazolyl-5-yl, azacarbazolyl-6-yl, azacarbazolyl-7-yl, azacarbazolyl -8-yl, azacarbazolyl-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-oxa Zolyl, 4-oxazolyl, 5-oxazolyl, 2-oxadiazolyl, 5-oxadiazolyl, 3-furazanyl, 2-thienyl, 3-thienyl, 2-methylpyrrol-1-yl, 2- Methylpyrrol-3-yl, 2-methylpyrrol-4-yl, 2-methylpyrrol-5-yl, 3-methylpyrrol-1-yl, 3-methylpyrrol-2-yl, 3-methylpyrrol-4- 1, 3-methylpyrrol-5-yl, 2-t-butylpyrrol-4-yl, 3-(2-phenylpropyl)pyrrol-1-yl, 2-methyl-1-indolyl, 4-methyl-1 -indolyl, 2-methyl-3-indolyl, 4-methyl-3-indolyl, 2-t-butyl-1-indolyl, 4-t-butyl-1-indolyl, 2-t-butyl- 3-indolyl, 4-t-butyl-3-indolyl, 1-dibenzofuranyl, 2-dibenzofuranyl, 3-dibenzofuranyl, 4-dibenzofuranyl, 1-dibenzothiophenyl , 2-dibenzothiophenyl, 3-dibenzothiophenyl, 4-dibenzothiophenyl, 1-naphtho-[1,2-b]-benzofuranyl, 2-naphtho-[1,2-b ]-Benzofuranyl, 3-naphtho-[1,2-b]-benzofuranyl, 4-naphtho-[1,2-b]-benzofuranyl, 5-naphtho-[1,2- b]-benzofuranyl, 6-naphtho-[1,2-b]-benzofuranyl, 7-naphtho-[1,2-b]-benzofuranyl, 8-naphtho-[1,2 -b]-benzofuranyl, 9-naphtho-[1,2-b]-benzofuranyl, 10-naphtho-[1,2-b]-benzofuranyl, 1-naphtho-[2, 3-b]-benzofuranyl, 2-naphtho-[2,3-b]-benzofuranyl, 3-naphtho-[2,3-b]-benzofuranyl, 4-naphtho-[2 ,3-b]-benzofuranyl, 5-naphtho-[2,3-b]-benzofuranyl, 6-naphtho-[2,3-b]-benzofuranyl, 7-naphtho-[ 2,3-b]-benzofuranyl, 8-naphtho-[2,3-b]-benzofuranyl, 9-naphtho-[2,3-b]-benzofuranyl, 10-naphtho- [2,3-b]-benzofuranyl, 1-naphtho-[2,1-b]-benzofuranyl, 2-naphtho-[2,1-b]-benzofuranyl, 3-naphtho -[2,1-b]-benzofuranyl, 4-naphtho-[2,1-b]-benzofuranyl, 5-naphtho-[2,1-b]-benzofuranyl, 6-naph to-[2,1-b]-benzofuranyl, 7-naphtho-[2,1-b]-benzofuranyl, 8-naphtho-[2,1-b]-benzofuranyl, 9- Naphtho-[2,1-b]-benzofuranyl, 10-naphtho-[2,1-b]-benzofuranyl, 1-naphtho-[1,2-b]-benzothiophenyl, 2 -Naphtho-[1,2-b]-benzothiophenyl, 3-naphtho-[1,2-b]-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]-benzothio Phenyl, 1-naphtho-[2,3-b]-benzothiophenyl, 2-naphtho-[2,3-b]-benzothiophenyl, 3-naphtho-[2,3-b]-benzo Thiophenyl, 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 Nyl, 8-benzofuro[3,2-d]pyrimidinyl, 9-benzofuro[3,2-d]pyrimidinyl, 2-benzothio[3,2-d]pyrimidinyl, 6-benzo Thio[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-sila Fluorenyl, 2-silafluorenyl, 3-silafluorenyl, 4-silafluorenyl, 1-germafluorenyl, 2-germafluorenyl, 3-germafluorenyl, 4 -Germafluorenyl, 1-dibenzoselenophenyl, 2-dibenzoselenophenyl, 3-dibenzoselenophenyl, 4-dibenzoselenophenyl, etc. As used herein, the “fused ring group of an aliphatic ring (C3-C30) and an aromatic ring (C6-C30)” has a ring skeleton having 3 to 30 carbon atoms, preferably 3 to 25 carbon atoms, and more preferably 3 to 18 carbon atoms. It refers to a functional group of a ring in which one or more aliphatic rings and one or more aromatic rings each having 6 to 30 ring carbon atoms, preferably 6 to 25 carbon atoms, and more preferably 6 to 18 carbon atoms, are fused together. For example, a fused ring group of one or more benzene and one or more cyclohexane, or a fused ring group of one or more naphthalene and one or more cyclopentane. Herein, the carbon atom of the fused ring group of the aliphatic ring (C3-C30) and the aromatic ring (C6-C30) is one or more heteroatoms selected from B, N, O, S, Si and P, preferably N, It may be replaced with one or more heteroatoms selected from O and S. As used herein, “halogen” includes F, Cl, Br and I atoms.

In addition, “ortho (o-)”, “meta (m-)”, and “para (p-)” are prefixes that indicate the relative positions of substituents, respectively. Ortho indicates that two substituents are adjacent to each other. For example, when the substituents are in the 1st and 2nd positions in a benzene substituent, it is called the ortho position. Meta indicates that two substituents are at the 1st and 3rd positions. For example, in a benzene substituent, when the substituents are at the 1st and 3rd positions, it is called a meta position. Para indicates that two substituents are located at the 1 and 4 positions. For example, in a benzene substituent, when the substituents are located at the 1 and 4 positions, it is called the para position.

As used herein, “ring formed by linking adjacent substituents” refers to a substituted or unsubstituted (3-30 membered) monocyclic or polycyclic alicyclic, aromatic, or combination thereof ring formed by linking or fusion of two or more adjacent substituents. means, and preferably may be a substituted or unsubstituted (5-25 membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or a combination thereof. Additionally, the ring formed may contain 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 an example of the present application, the number of rings skeletal atoms is (5-20 won), and according to another example of the present application, the number of rings skeletal atoms is (5-15 won). In one example, the fused ring is, 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 ring, or Unsubstituted fluorene ring, substituted or unsubstituted benzofluorene ring, substituted or unsubstituted benzothiophene ring, substituted or unsubstituted benzofuran ring, substituted or unsubstituted indole ring, substituted or unsubstituted indene ring, It may be in the form of a substituted or unsubstituted benzene ring or a substituted or unsubstituted carbazole ring.

In addition, in the description of "substituted or unsubstituted" described herein, 'substitution' means replacing a hydrogen atom in a certain functional group with another atom or another functional group (i.e., a substituent), and two or more substituents among the substituents are connected. Also includes substitution with group. For example, “a substituent group in which two or more substituents are connected” may be pyridine-triazine. That is, pyridine-triazine may be heteroaryl, or it may be interpreted as a substituent where two heteroaryls are connected. In the formulas herein, substituted alkyl, substituted alkenyl, substituted aryl (lene), substituted heteroaryl (lene), substituted phenyl, substituted naphthyl (lene), substituted biphenyl, substituted terphenyl, The substituents of substituted dibenzofuranyl, substituted dibenzothiophenyl, and substituted carbazolyl are each independently deuterium; halogen; cyano; carboxyl; nitro; hydroxy; 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; (3-7 members) heterocycloalkyl; (C6-C30)aryloxy; (C6-C30)arylthio; (3-30 membered) heteroaryl substituted or unsubstituted with deuterium; (C6-C30)aryl substituted or unsubstituted with deuterium; 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; mono- or di- (C2-C30)alkenylamino; mono- or di-(C6-C30)arylamino; mono- or di- (3-30 membered) heteroarylamino; (C1-C30)alkyl(C2-C30)alkenylamino; (C1-C30)alkyl(C6-C30)arylamino; (C1-C30)alkyl (3-30 membered)heteroarylamino; (C2-C30)alkenyl(C6-C30)arylamino; (C2-C30)alkenyl (3-30 membered)heteroarylamino; (C6-C30)aryl (3-30 membered)heteroarylamino; (C1-C30)alkylcarbonyl; (C1-C30)alkoxycarbonyl; (C6-C30)arylcarbonyl; (C6-C30)arylphosphine; 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. For example, the substituents of the above substituents include deuterium, methyl, phenyl, naphthyl, p-biphenyl, m- Biphenyl, o-biphenyl, p-terphenyl, m-terphenyl, triphenylenyl, diphenylfluorenyl, spirobifluorenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, and benzocarba. You may feel sleepy, etc.

Hereinafter, multiple types of host materials according to one embodiment will be described.

A plurality of types of host materials according to one embodiment include a plurality of types of host materials including at least one type of first host material and at least one type of second host material, wherein the first host material is a compound represented by Formula 1 , and the second host material is a compound represented by Formula 2, and may be included in the light-emitting layer of an organic electroluminescent device according to an example.

The first host material, which is a host material according to one embodiment, is represented by Formula 1 below.

[Formula 1]

In Formula 1,

X is O, S, Se, CR ₁₃ R ₁₄ , or NR ₁₅ ;

R ₁₁ and R ₁₂ are each independently hydrogen, deuterium, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, or -SiR ₁₆ R ₁₇ R ₁₈ ;

R ₁₃ to R ₁₈ are each independently hydrogen, deuterium, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (3-30 members) heteroaryl;

L ₂ is a single bond, substituted or unsubstituted (C6-C30)arylene, or substituted or unsubstituted (3-30 membered)heteroarylene;

HAr is a substituted or unsubstituted (3-30 membered) heteroaryl containing at least one nitrogen atom;

a is an integer from 1 to 4, b is an integer from 1 to 3;

When a and b are each integers of 2 or more, each R ₁₁ and each R ₁₂ may be the same or different from each other.

As an example, X may be O, S, or Se.

As an example, R ₁₁ and R ₁₂ may each independently be hydrogen, deuterium, substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (5-30 membered)heteroaryl, preferably It may be hydrogen, deuterium, substituted or unsubstituted (C6-C25)aryl, or substituted or unsubstituted (5-25 membered)heteroaryl, more preferably hydrogen, deuterium, substituted or unsubstituted (C6- C25) It may be aryl, or substituted or unsubstituted (5-18 membered) heteroaryl. For example, R ₁₁ and R ₁₂ are each independently hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted triphenylenyl, Substituted or unsubstituted fluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzoselenophenyl , or may be substituted or unsubstituted benzothienocarbazolyl, and the substituents of the above substituents may be, for example, phenyl.

As an example, L ₂ may be a single bond or a substituted or unsubstituted (C6-C30)arylene, preferably a single bond or a substituted or unsubstituted (C6-C25)arylene, and more preferably a single bond. It may be a bonded or substituted or unsubstituted (C6-C18)arylene. For example, L ₂ may be a single bond, phenylene substituted or unsubstituted with deuterium, or naphthylene substituted or unsubstituted with deuterium.

As an example, HAr may be a substituted or unsubstituted (5-30 membered) heteroaryl containing at least one nitrogen atom, preferably a substituted or unsubstituted (5-30 membered) heteroaryl containing at least two nitrogen atoms. It may be (original) heteroaryl, and more preferably, it may be substituted or unsubstituted (5-30 membered) heteroaryl containing at least three nitrogen atoms. For example, HAr is 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 Benzoisoquinolyl, substituted or unsubstituted triazolyl, substituted or unsubstituted pyrazolyl, substituted or unsubstituted naphthyridinyl, substituted or unsubstituted benzothienopyrimidinyl, substituted or unsubstituted carbazolyl, Or it may be substituted or unsubstituted pyridopyrazinyl. At this time, the substituents of the substituents are deuterium; Tri(C6-C30)arylsilyl; and (C6-C30)aryl substituted or unsubstituted with at least one of (3-30 membered)heteroaryl, or (3-30 membered)heteroaryl substituted or unsubstituted by at least one of deuterium and (C6-C30)aryl. Can be, for example, deuterium; naphthyl; dibenzofuranyl; carbazolyl; and phenyl substituted or unsubstituted with at least one of triphenylsilyl, naphthyl substituted or unsubstituted with phenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted o. -Biphenyl, substituted or unsubstituted p-terphenyl, substituted or unsubstituted m-terphenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted diphenylfluorenyl, substituted or unsubstituted sphenyl Robifluorenyl, dibenzofuranyl substituted or unsubstituted with at least one of deuterium and phenyl, dibenzothiophenyl substituted or unsubstituted with one or more deuterium, carbazolyl substituted or unsubstituted with at least one of deuterium and phenyl, and It may be at least one of substituted or unsubstituted benzocarbazolyl, and preferably may be further substituted with at least one deuterium.

According to one example, the host material represented by Formula 1 may be represented by Formula 1-A below.

[Formula 1-A]

In Formula 1-A,

X is as defined in Formula 1 above;

R ₁₉ to R ₂₆ are each independently hydrogen, deuterium, deuterium; (C1-C6)alkyl; and (C6-C18)aryl, substituted or unsubstituted (C6-C18)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, or Formula 1-a below; However, at least one of R ₁₉ to R ₂₆ is of the following formula 1-a;

[Formula 1-a]

In Formula 1-a,

L ₄ is a single bond or substituted or unsubstituted (C6-C30)arylene;

X ₁ to X ₃ are each independently CR or N; However, at least two of X ₁ to X ₃ are N;

Ar _a and Ar _b are each independently substituted or unsubstituted (C6-C30)aryl or substituted or unsubstituted (3-30 membered)heteroaryl.

As an example, L ₄ may be a single bond or a substituted or unsubstituted (C6-C30)arylene, preferably a single bond or a substituted or unsubstituted (C6-C25)arylene, and more preferably a single bond. It may be a bonded or substituted or unsubstituted (C6-C18)arylene. For example, L ₄ may be a single bond, phenylene substituted or unsubstituted with deuterium, or naphthylene substituted or unsubstituted with deuterium.

For example, Ar _a and Ar _b are each independently substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted chlorine. It may be cenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, or a combination thereof.

According to one example, the host material represented by Formula 1 may be represented by the following Formula 1-1.

[Formula 1-1]

In Formula 1-1,

X, R ₁₁ , R ₁₂ , L ₂ , a, and b are as defined in Formula 1 above;

X' ₁ to X' ₃ are each independently CR' or N; However, at least two of X' ₁ to X' ₃ are N;

R' is hydrogen or deuterium;

Ar _a and Ar _b are each independently substituted or unsubstituted (C6-C30)aryl or substituted or unsubstituted (3-30 membered)heteroaryl.

For example, X' ₁ to X' ₃ may all be N.

As an example, L ₂ may be a single bond or a substituted or unsubstituted (C6-C30)arylene, preferably a single bond or a substituted or unsubstituted (C6-C25)arylene, and more preferably a single bond. It may be a bonded or substituted or unsubstituted (C6-C18)arylene. For example, L ₂ may be a single bond, phenylene substituted or unsubstituted with deuterium, or naphthylene substituted or unsubstituted with deuterium.

For example, Ar _a and Ar _b may each independently be substituted or unsubstituted (C6-C30)aryl or substituted or unsubstituted (5-30 membered) heteroaryl, preferably substituted or unsubstituted. It may be (C6-C25)aryl or substituted or unsubstituted (5-25 membered)heteroaryl, more preferably deuterium; Tri(C6-C30)arylsilyl; and (3-30 membered) heteroaryl, which may be substituted or unsubstituted with at least one of (C6-C25)aryl or (5-18 membered)heteroaryl substituted or unsubstituted with at least one of deuterium and (C6-C30)aryl. there is. For example, Ar _a and Ar _b are each independently deuterium; naphthyl; dibenzofuranyl; carbazolyl; and phenyl substituted or unsubstituted with at least one of triphenylsilyl, naphthyl substituted or unsubstituted with phenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted o. -Biphenyl, substituted or unsubstituted p-terphenyl, substituted or unsubstituted m-terphenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted diphenylfluorenyl, substituted or unsubstituted sphenyl Robifluorenyl, dibenzofuranyl substituted or unsubstituted with at least one of deuterium and phenyl, dibenzothiophenyl substituted or unsubstituted with one or more deuterium, carbazolyl substituted or unsubstituted with at least one of deuterium and phenyl, or It may be substituted or unsubstituted benzocarbazolyl, and preferably they may be further substituted with at least one deuterium.

According to one example, the compound represented by Formula 1-1 may be represented by any one of the following Formulas 1-1-1 to 1-1-4.

[Formula 1-1-1] [Formula 1-1-2]

[Formula 1-1-3] [Formula 1-1-4]

_{In Formulas 1-1-1 to 1-1-4 ,} X _, As defined in .

According to one example, the first host material represented by Formula 1 may be more specifically exemplified by the following compounds, but is not limited to these.

The host material of Chemical Formula 1 according to the present application may be prepared as shown in Scheme 1 or Scheme 2 below, but is not limited thereto, and may also be manufactured by synthetic methods known to those skilled in the art.

[Scheme 1]

[Scheme 2]

In Schemes 1 and 2, the definition of each substituent is as defined in Formula 1, and Hal refers to a halogen atom.

Exemplary synthesis examples of the compound represented by Formula 1 have been described above, but these are all Buchwald-Hartwig cross coupling reaction, Suzuki cross-coupling reaction, Wittig reaction, Miyaura borylation reaction, N-arylation reaction, and H-mont-mediated etherification. Specific reaction based on intramolecular acid-induced cyclization reaction, Pd(II)-catalyzed oxidative cyclization reaction, Grignard reaction, Heck reaction, Cyclic Dehydration reaction, SN ₁ substitution reaction, SN ₂ substitution reaction, and Phosphine-mediated reductive cyclization reaction. Those skilled in the art will easily understand that the above reaction proceeds even if other substituents defined in Formula 1 are combined in addition to the substituents specified in the synthesis example.

The second host material, which is another host material according to one embodiment, is represented by Formula 2 below.

[Formula 2]

In Formula 2,

R ₁ to R ₁₀ are each independently hydrogen, deuterium, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, or the following formula (a); However, at least one of R ₁ to R ₁₀ is of the formula (a) below;

[Formula a]

In formula a,

L ₁ is a single bond, substituted or unsubstituted (C6-C30)arylene, or substituted or unsubstituted (3-30 membered)heteroarylene;

Ar ₁ and Ar ₂ are each independently substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, or - L ₃ -NAr ₃ Ar ₄ ;

L ₃ is substituted or unsubstituted (C6-C30)arylene or substituted or unsubstituted (3-30 membered)heteroarylene;

Ar ₃ and Ar ₄ are each independently substituted or unsubstituted (C6-C30)aryl or substituted or unsubstituted (3-30 membered)heteroaryl.

For example, R ₁ to R ₁₀ may each independently be hydrogen, deuterium, or formula (a), and at least one of R ₁ to R ₁₀ is formula (a).

As an example, at least two of R ₁ to R ₁₀ may be of formula (a).

As an example, L ₁ may be a single bond or a substituted or unsubstituted (C6-C30)arylene, preferably a single bond or a substituted or unsubstituted (C6-C25)arylene, and more preferably a single bond. It may be a bonded or substituted or unsubstituted (C6-C18)arylene. For example, L ₁ is a single bond, substituted or unsubstituted phenylene, substituted or unsubstituted p-biphenylene, substituted or unsubstituted m-biphenylene, or substituted or unsubstituted o-biphenyl. It could be Ren.

For example, Ar ₁ and Ar ₂ may each independently be substituted or unsubstituted (C6-C30)aryl or substituted or unsubstituted (5-30 membered)heteroaryl, preferably substituted or unsubstituted. It may be (C6-C25)aryl or substituted or unsubstituted (5-25 membered) heteroaryl, more preferably substituted or unsubstituted (C6-C25)aryl or substituted or unsubstituted (5-18 membered) ) It may be heteroaryl. For example, Ar ₁ and Ar ₂ are each independently substituted or unsubstituted phenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted m-biphenyl, or substituted or unsubstituted o-biphenyl. , substituted or unsubstituted m-terphenyl, substituted or unsubstituted o-terphenyl, substituted or unsubstituted o-quarterphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthrenyl, methyl Substituted or unsubstituted benzofluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzoselenophenyl, It may be substituted or unsubstituted benzocarbazolyl, substituted or unsubstituted benzonaphthofuranyl, or substituted or unsubstituted benzonaphthothiophenyl. At this time, the substituents of the substituents may be at least one of methyl, phenyl, fluorenyl, and carbazolyl.

For example, L ₃ may be a substituted or unsubstituted (C6-C30)arylene, preferably a substituted or unsubstituted (C6-C25)arylene, and more preferably a substituted or unsubstituted (C6)arylene. -C18) It may be arylene. For example, L ₃ may be substituted or unsubstituted phenylene.

For example, Ar ₃ and Ar ₄ may each independently be substituted or unsubstituted (C6-C30)aryl or substituted or unsubstituted (5-30 membered) heteroaryl, preferably substituted or unsubstituted It may be (C6-C25)aryl or substituted or unsubstituted (5-25 membered) heteroaryl, more preferably substituted or unsubstituted (C6-C18)aryl or substituted or unsubstituted (5-18 membered) ) It may be heteroaryl. For example, Ar ₃ and Ar ₄ are each independently substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted carbazolyl, or substituted or unsubstituted It may be cyclic dibenzofuranyl. At this time, the substituent of the substituents may be at least one of methyl, phenyl, and diphenylamino.

According to one example, the host material represented by Formula 2 may be represented by Formula 2-1 or 2-2 below.

[Formula 2-1] [Formula 2-2]

In Formulas 2-1 and 2-2,

R ₁ to R ₁₀ , L ₁ , Ar ₁ , and Ar ₂ are as defined in Formula 2 above.

According to one example, the second host material represented by Formula 2 may be more specifically exemplified by the following compounds, but is not limited to these.

The host material of Formula 2 according to the present application can be prepared by referring to synthetic methods known to those skilled in the art.

According to another embodiment of the present application, the present application provides an organic electroluminescent compound represented by the following formula (3).

[Formula 3]

In Formula 3 above,

R ₂₇ to R ₃₆ are each independently hydrogen, deuterium, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, or the following formula (b); However, at least one of R ₂₇ to R ₃₆ is of the formula (b) below;

[Formula b]

In formula b,

Y is O, S, CR ₃₇ R ₃₈ or NR ₃₉ ;

R ₃₇ to R ₃₉ are each independently hydrogen, deuterium, or substituted or unsubstituted (C6-C30)aryl;

L ₃ is a single bond, substituted or unsubstituted (C6-C30)arylene, or substituted or unsubstituted (3-30 membered)heteroarylene;

Ar ₃ is substituted or unsubstituted (C6-C30)aryl or substituted or unsubstituted (3-30 membered)heteroaryl.

Hereinafter, an organic electroluminescent device using the plurality of host materials and/or organic electroluminescent compounds described above will be described.

An organic electroluminescent device according to one embodiment includes a first electrode; second electrode; and one or more organic layers interposed between the first electrode and the second electrode, wherein the organic layer includes a light-emitting layer, and the light-emitting layer includes at least one first host material represented by Formula 1 and Formula 2. It may include a plurality of types of host materials including at least one type of second host material displayed.

According to another embodiment, the light-emitting layer may include an organic electroluminescent compound represented by Formula 3 above.

According to one example, the organic electroluminescent material of the present application comprises at least one compound from H1-1 to H1-392 as the first host material, and at least one compound from H2-1 to H2-333 as the second host material. Includes, and these plural types of host materials may be included in the same organic layer, for example, a light-emitting layer, or may be included in different light-emitting layers.

According to another example, the organic electroluminescent material of the present application includes an organic electroluminescent compound represented by Formula 3 alone or in combination of two or more, and this organic electroluminescent material is an organic layer of an organic electroluminescent device, for example, a light emitting layer. Alternatively, it may be included in the hole transport layer.

In addition to the light emitting layer and the hole transport layer, the organic layer is one selected from the group consisting of a hole injection layer, a hole auxiliary layer, a light emission auxiliary layer, an electron transport layer, an electron injection layer, an interlayer, a hole blocking layer, an electron blocking layer, and an electron buffer layer. It may include more than one layer. The organic layer may further include an amine-based compound and/or azine-based compound in addition to the light-emitting material of the present application. Specifically, the hole injection layer, the hole transport layer, the hole auxiliary layer, the light-emitting layer, the light-emitting auxiliary layer, or the electron blocking layer is an amine-based compound, for example, an arylamine-based compound, a styrylarylamine-based compound, etc. It may include an injection material, a hole transport material, a hole auxiliary material, a light-emitting material, a light-emitting auxiliary material, and an electron blocking material. Additionally, 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 is one or more metals selected from the group consisting of Group 1, Group 2, 4th period transition metals, 5th period transition metals, lanthanide metals, and d-transition organic metals, or one or more metals containing such metals. It may further include a complex compound.

Multiple types of host materials according to one example may be used as light-emitting materials for a white organic light emitting device. The white organic electroluminescent device is arranged in a side-by-side or stacking manner depending on the arrangement of the R (red), G (green), YG (yellow green), or B (blue) light emitting units. , or a color conversion material (CCM) method, various structures have been proposed. Additionally, the plurality of host materials according to one example may also be used in an organic electroluminescent device including quantum dots (QDs).

One of the first electrode and the second electrode may be a positive electrode (anode) and the other may be a negative electrode (cathode). At this time, the first electrode and the second electrode may each be formed of a transparent conductive material or a transflective 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 top emitting type, a bottom emitting type, or a double-sided emitting type.

A hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof may be used between the anode and the light emitting layer. The hole injection layer may be comprised of multiple layers for the purpose of lowering the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or electron blocking layer. Two compounds may be used simultaneously for each layer. Additionally, the hole injection layer may be doped with p-dopant. The electron blocking layer is located between the hole transport layer (or hole injection layer) and the light-emitting layer, and blocks the overflow of electrons from the light-emitting layer, thereby trapping excitons within the light-emitting layer and preventing light emission leakage. The hole transport layer or the electron blocking layer may be comprised of multiple layers, and multiple compounds may be used in each layer.

An electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof may be used between the light emitting layer and the cathode. The electron buffer layer may be composed of multiple layers for the purpose of controlling electron injection and improving the interface characteristics between the light-emitting layer and the electron injection layer, and each layer may be composed of two compounds simultaneously. The hole blocking layer is a layer located between the electron transport layer (or electron injection layer) and the light-emitting layer and prevents holes from reaching the cathode. This can improve the probability of recombination of electrons and holes in the light-emitting layer. The hole blocking layer or the electron transport layer may also be comprised of multiple layers, and multiple compounds may be used for each layer. Additionally, the electron injection layer may be doped with n-dopant.

The light-emitting auxiliary layer is a layer located between the anode and the light-emitting layer, or between the cathode and the light-emitting layer. When the light-emitting auxiliary layer is located between the anode and the light-emitting layer, it facilitates injection and/or transfer of holes or electrons. It can be used to block overflow, and when the light-emitting auxiliary layer is located between the cathode and the light-emitting layer, it can be used to facilitate injection and/or transfer of electrons or to block overflow of holes. In addition, the hole auxiliary layer is located between the hole transport layer (or hole injection layer) and the light emitting layer, and may have the effect of smoothing or blocking the transfer speed (or injection speed) of holes, thereby maintaining charge balance. ) can be adjusted. When an organic electroluminescent device includes two or more hole transport layers, the additional hole transport layer may 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.

In the organic electroluminescent device of the present application, one or more layers selected from a chalcogenide layer, a metal halide layer, and a metal oxide layer are placed on at least one inner surface of a pair of electrodes (hereinafter, these are referred to as “surface layers”). ) is desirable to place. Specifically, it is preferable to dispose a chalcogenide (including oxide) layer of silicon and aluminum on the anode surface on the light-emitting medium layer side, and a metal halide layer or metal oxide layer on the cathode surface on the light-emitting medium layer side. Stabilization of the operation of the organic electroluminescent device can be achieved by the surface layer. _Preferred examples _{of the} chalcogenide include _SiO Rare earth metals, etc., and preferred examples of metal oxides include Cs ₂ O, Li ₂ O, MgO, SrO, BaO, CaO, etc.

Additionally, in the organic electroluminescent device of the present application, it is also preferable to dispose 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 on at least one surface of a pair of electrodes. In this way, the electron transfer compound is reduced to an anion, making it easy to inject and transfer electrons from the mixed region to the light-emitting medium. Additionally, since the hole transport compound is oxidized to become a cation, it becomes easy 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. Additionally, an organic electroluminescent device that emits white light and has two or more light-emitting layers can be manufactured by using a reducing dopant layer as a charge generation layer.

The organic electroluminescent device according to one example may further include one or more dopants in the light emitting layer.

As the dopant included in the organic electroluminescent device of the present application, one or more phosphorescent or fluorescent dopants can be used, and phosphorescent dopants are preferable. The phosphorescent dopant material applied to the organic electroluminescent device of the present application is not particularly limited, but may be a complex compound of metal atoms selected from iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt). , preferably in some cases, may be an ortho-metalized complex compound of a metal atom selected from iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), and more preferably in some cases, It may be an ortho-metalated iridium complex compound.

A compound represented by the following formula (101) may be used as a dopant included in the organic electroluminescent device of the present application, but is not limited thereto.

[Formula 101]

In the above formula 101,

L is any one selected from structures 1 to 3 below;

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

R ₁₀₀ to R ₁₀₃ are each independently hydrogen, deuterium, halogen, deuterium and/or halogen-substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted substituted (C6-C30)aryl, cyano, substituted or unsubstituted (3-30 membered)heteroaryl, or substituted or unsubstituted (C1-C30)alkoxy; Adjacent substituents may be linked to each other to form a ring, for example, together with pyridine, substituted or unsubstituted quinoline, substituted or unsubstituted benzopuropyridine, substituted or unsubstituted benzothienopyridine, substituted or may form unsubstituted indenopyridine, substituted or unsubstituted benzopuroquinoline, substituted or unsubstituted benzothienoquinoline, or substituted or unsubstituted indenoquinoline;

R ₁₀₄ to R ₁₀₇ are each independently hydrogen, deuterium, halogen, deuterium and/or halogen-substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted substituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, cyano, or substituted or unsubstituted (C1-C30)alkoxy; It can be connected to adjacent substituents to form a substituted or unsubstituted ring, for example, with benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzothiophene, substituted or may form unsubstituted dibenzofuran, substituted or unsubstituted indenopyridine, substituted or unsubstituted benzopuropyridine, or substituted or unsubstituted benzothienopyridine;

R ₂₀₁ to R ₂₂₀ are each independently hydrogen, deuterium, halogen, deuterium and/or halogen-substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, or substituted or or unsubstituted (C6-C30)aryl; Adjacent substituents may be connected to each other to form a substituted or unsubstituted ring;

s is an integer from 1 to 3.

Specifically, specific examples of the dopant compound are as follows, but are not limited thereto.

Each layer of the organic electroluminescent device of the present application is formed by any one of dry film deposition methods such as vacuum deposition, sputtering, plasma, and ion plating, or wet film formation methods such as spin coating, dip coating, and flow coating. can be applied. In the case of the wet film forming method, a thin film is formed by dissolving or dispersing the materials forming each layer in an appropriate solvent such as ethanol, chloroform, tetrahydrofuran, or dioxane, and the solvent is used to dissolve or disperse the materials forming each layer. It can be anything, as long as there is no problem with the tabernacle.

When forming a film of the first host material and the second host material according to an example, the film can be formed by the method listed above, and often can be formed by a co-deposition or mixed deposition process. The co-deposition is a method of mixing and depositing two or more materials into each individual crucible source and evaporating the materials by simultaneously applying current to the two cells. The mixed deposition is a method of mixing and depositing two or more materials into one crucible source before deposition. After mixing, a current is applied to one cell to evaporate the materials, resulting in mixed deposition.

According to one example, 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 two host compounds may be formed separately. For example, the second host material may be deposited after depositing the first host material.

According to one embodiment, the present invention can provide a display device including a plurality of types of host materials including a first host material represented by Formula 1 and a second host material represented by Formula 2. In addition, the organic electroluminescent device of the present invention can be used to manufacture a display device, such as a display device for a smartphone, tablet, laptop, PC, TV, or vehicle, or a lighting device, such as an outdoor or indoor lighting device. It is possible.

Hereinafter, for a detailed understanding of the present application, the method for producing the host material according to the present application will be described using the method of synthesizing the representative compound or intermediate compound of the present application as an example.

[Example 1] Synthesis of compound H2-15

In a flask, compound 1-1 (5 g, 15.84 mmol), compound 1-2 (5.3 g, 15.99 mmol), tris(dibenzylideneacetone)dipalladium (Pd ₂ dba ₃ ) (0.72 g, 0.79 mmol), 2 -Dichlorohexylphosphine-2′,6′-dimethoxybiphenyl (S-Phos) (0.65 g, 1.58 mmol), sodium tert -butoxide (NaOtBu) (3.8g, 39.6mmol), and 80 mL of toluene. After being added and dissolved, it was refluxed and stirred for 3 hours. After the reaction was completed, the mixture was cooled to room temperature, dried through silica filter, and separated by column chromatography to obtain compound H2-15 (9.2 g, yield: 95%).

[Example 2] Synthesis of compound H2-23

Compound 1-1 (5 g, 15.84 mmol), compound 2-1 (5.8 g, 15.99 mmol), Pd ₂ dba ₃ (0.72 g, 0.79 mmol), S-Phos (0.65 g, 1.58 mmol), NaOtBu in a flask. (3.8g, 39.6mmol) and 80 mL of toluene were added and dissolved, and then refluxed and stirred for 2 hours. After the reaction was completed, the mixture was cooled to room temperature, dried through silica filter, and separated by column chromatography to obtain compound H2-23 (9.8 g, yield: 96%).

[Example 3] Synthesis of compound H2-88

Compound 3-1 (5 g, 15.84 mmol), compound 1-2 (5.3 g, 15.99 mmol), Pd ₂ dba ₃ (0.72 g, 0.79 mmol), S-Phos (0.65 g, 1.58 mmol), NaOtBu in a flask. (3.8 g, 39.6 mmol) and 80 mL of toluene were added and dissolved, and then refluxed and stirred for 3 hours. After the reaction was completed, it was cooled to room temperature, dried through silica filter, and separated by column chromatography to obtain compound H2-88 (8.6 g, yield: 88%).

[Example 4] Synthesis of compound H2-73

Compound 3-1 (5 g, 15.84 mmol), Compound 2-1 (5.8 g, 15.99 mmol), Pd ₂ dba ₃ (0.72 g, 0.79 mmol), S-Phos (0.65 g, 1.58 mmol), NaOtBu in a flask. (3.8 g, 39.6 mmol) and 80 mL of toluene were added and dissolved, and then refluxed and stirred for 3 hours. After the reaction was completed, the mixture was cooled to room temperature, dried through silica filter, and separated by column chromatography to obtain compound H2-73 (8.4 g, yield: 83%).

Hereinafter, for a detailed understanding of the present application, a method for manufacturing an organic electroluminescent device including a plurality of host materials and/or organic electroluminescent compounds according to the present application and its characteristics will be described.

[Device Examples 1 to 5] OLED manufacturing by co-depositing the first host material and the second host material according to the present application

An OLED according to the present disclosure was manufactured. First, the transparent electrode ITO thin film (10Ω/□) on the OLED glass (manufactured by Geomatec) substrate was ultrasonic cleaned using acetone and isopropyl alcohol sequentially, and then stored in isopropyl alcohol before use. Next, after mounting the ITO substrate on the substrate holder of the vacuum evaporation equipment, compound HI-1 was put into a cell in the vacuum evaporation equipment and compound HT-1 was put into another cell, and then the two materials were evaporated at different rates to form the compound. Compound HI-1 was doped in an amount of 3% by weight based on the total amount of HI- 1 and compound HT-1, and a hole injection layer with a thickness of 10 nm was deposited. Subsequently, compound HT-1 was deposited on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Next, compound HT-2 was placed in another cell in the vacuum deposition equipment, and a current was applied to the cell to evaporate it, thereby depositing a second hole transport layer with a thickness of 60 nm on the first hole transport layer. After forming the hole injection layer and the hole transport layer, a light-emitting layer was deposited thereon as follows. Each of the first and second host materials listed in Table 1 below were placed as hosts in two cells in the vacuum deposition equipment, and compound D-39 was placed as a dopant in another cell, and then the two host materials were added as 1: Depositing a 40 nm thick light-emitting layer on the second hole transport layer by evaporating at a rate of 1 and simultaneously evaporating the dopant material at a different rate and doping the dopant in an amount of 3% by weight relative to the total amount of host and dopant. did. Next, compound ET-1 and compound EI-1 as electron transport materials were doped at a weight ratio of 50:50 on the emitting layer to deposit an electron transport layer with a thickness of 35 nm. Subsequently, compound EI-1 was deposited to a thickness of 2 nm on the electron transport layer as an electron injection layer, and then an Al cathode was deposited to a thickness of 80 nm on the electron injection layer using another vacuum deposition equipment to manufacture an OLED. For each material, each compound was purified by vacuum sublimation under 10 ^-6 torr.

[Device Comparative Example 1] Preparation of OLED containing comparative compound as host

An OLED was manufactured in the same manner as Device Example 1, except that the host compound shown in Table 1 below was used as the second host of the light emitting layer.

The driving voltage, luminous efficiency, luminous color, and light intensity based on 10,000 nit luminance of the OLED according to device examples 1 to 5 and device comparative example 1 manufactured as described above drop from 100% to 95%. The time taken to complete the test (lifetime: T95) was measured for each, and the results are shown in Table 1 below.

From the results in Table 1, the organic electroluminescent device using the organic electroluminescent compound according to the present invention as a plurality of host materials has a low driving voltage, high luminous efficiency, and long life compared to the organic electroluminescent device using the conventional host compound. You can confirm that it exhibits characteristics.

The compounds used in Device Examples 1 to 5 and Comparative Device Example 1 are specifically shown in Table 2 below.

[Device Examples 6 to 10] Manufacturing of OLED by depositing the compound according to the present application as a hole transport material

An OLED according to the present disclosure was manufactured. First, the transparent electrode ITO thin film (10Ω/□) on the OLED glass (manufactured by Geomatec) substrate was ultrasonic cleaned using acetone and isopropyl alcohol sequentially, and then stored in isopropyl alcohol before use. Next, after mounting the ITO substrate on the substrate holder of the vacuum deposition equipment, compound HI-1 was added to a cell in the vacuum deposition equipment and compound HT-3 was placed in another cell, and then the two materials were evaporated at different rates to form the compound. Compound HI-1 was doped to a thickness of 10 nm in an amount of 3% by weight based on the total amount of HI-1 and compound HT-3, and a hole injection layer was deposited. Subsequently, compound HT-3 was deposited on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Next, the compound listed in Table 3 below was placed as a second hole transport layer material in another cell in the vacuum deposition equipment, and a current was applied to the cell to evaporate to form a second hole transport layer with a thickness of 60 nm on the first hole transport layer. deposited. After forming the hole injection layer and the hole transport layer, a light-emitting layer was deposited thereon as follows. Compound H1-382 and Compound B1 were added as hosts to two cells in the vacuum deposition equipment, and Compound D-39 was added as a dopant to another cell. Then, the two host materials were evaporated at a rate of 1:1 and plated at the same time. A 40 nm thick light-emitting layer was deposited on the second hole transport layer by evaporating the dopant material at different rates and doping the dopant in an amount of 3% by weight based on the total amount of host and dopant. Subsequently, compound HBL was deposited to a thickness of 5 nm as an electron buffer layer on the emitting layer, and compound ET-2 and compound EI-1 as electron transport materials were deposited thereon at a weight ratio of 50:50 to form an electron transport layer with a thickness of 30 nm. deposited. Subsequently, compound EI-1 was deposited to a thickness of 2 nm on the electron transport layer as an electron injection layer, and then an Al cathode was deposited to a thickness of 80 nm on the electron injection layer using another vacuum deposition equipment to manufacture an OLED. For each material, each compound was purified by vacuum sublimation under 10 ^-6 torr.

[Device Comparative Examples 2 and 3] Preparation of OLED containing comparative compounds as hole transport materials

An OLED was manufactured in the same manner as Device Example 6, except that the compounds shown in Table 3 below were used as the second hole transport layer material.

The driving voltage, power efficiency, emission color, and light intensity based on 10,000 nit luminance of the organic electroluminescent devices of Device Examples 6 to 9 and Comparative Device Examples 2 and 3 manufactured as above were 95% at 100%. The time taken to drop to % (life: T95) was measured for each, and the results are shown in Table 3 below.

From the results in Table 3, the organic electroluminescent device using the organic electroluminescent compound according to the present invention as the hole transport layer material has a lower driving force compared to the organic electroluminescent device including the conventional organic electroluminescent compound as the hole transport layer material. It can be seen that it exhibits improved voltage, high power efficiency, and significantly improved long life characteristics.

The compounds used in Device Examples 6 to 9 and Comparative Device Examples 2 and 3 are specifically shown in Table 4 below.

Claims (10)

Multiple types of host materials, including at least one first host material represented by the following formula (1) and at least one second host material represented by the following formula (2):
[Formula 1]

In Formula 1,
X is O, S, Se, CR ₁₃ R ₁₄ , or NR ₁₅ ;
R ₁₁ and R ₁₂ are each independently hydrogen, deuterium, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, or -SiR ₁₆ R ₁₇ R ₁₈ ;
R ₁₃ to R ₁₈ are each independently hydrogen, deuterium, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (3-30 members) heteroaryl;
L ₂ is a single bond, substituted or unsubstituted (C6-C30)arylene, or substituted or unsubstituted (3-30 membered)heteroarylene;
HAr is a substituted or unsubstituted (3-30 membered) heteroaryl containing at least one nitrogen atom;
a is an integer from 1 to 4, b is an integer from 1 to 3;
When a and b are each integers of 2 or more, each R ₁₁ and each R ₁₂ may be the same or different from each other;
[Formula 2]

In Formula 2,
R ₁ to R ₁₀ are each independently hydrogen, deuterium, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, or the following formula (a); However, at least one of R ₁ to R ₁₀ is of the formula (a) below;
[Formula a]

In formula a,
L ₁ is a single bond, substituted or unsubstituted (C6-C30)arylene, or substituted or unsubstituted (3-30 membered)heteroarylene;
Ar ₁ and Ar ₂ are each independently substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, or - L ₃ -NAr ₃ Ar ₄ ;
L ₃ is substituted or unsubstituted (C6-C30)arylene or substituted or unsubstituted (3-30 membered)heteroarylene;
Ar ₃ and Ar ₄ may each independently be substituted or unsubstituted (C6-C30)aryl or substituted or unsubstituted (3-30 membered)heteroaryl. The method of claim 1, wherein HA of Formula 1 is 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 benzoisoquinolyl, substituted or unsubstituted triazolyl, substituted or unsubstituted pyrazolyl, substituted or unsubstituted naphthyridinyl, substituted or unsubstituted benzothienopyrimidinyl, substituted or Multiple types of host materials, which are unsubstituted carbazolyl, or substituted or unsubstituted pyridopyrazinyl. The host material according to claim 1, wherein Formula 1 is represented by the following Formula 1-A:
[Formula 1-A]

In Formula 1-A,
X is as defined in clause 1;
R ₁₉ to R ₂₆ are each independently hydrogen, deuterium, deuterium; (C1-C6)alkyl; and (C6-C18)aryl, substituted or unsubstituted (C6-C18)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, or Formula 1-a below; However, at least one of R ₁₉ to R ₂₆ is of the following formula 1-a;
[Formula 1-a]

In Formula 1-a,
L ₄ is a single bond or substituted or unsubstituted (C6-C30)arylene;
X ₁ to X ₃ are each independently CR or N; However, at least two of X ₁ to X ₃ are N;
Ar _a and Ar _b are each independently substituted or unsubstituted (C6-C30)aryl or substituted or unsubstituted (3-30 membered)heteroaryl. The host material according to claim 1, wherein Formula 2 is represented by the following Formula 2-1 or 2-2:
[Formula 2-1] [Formula 2-2]

In Formulas 2-1 and 2-2,
R ₁ to R ₁₀ , L ₁ , Ar ₁ , and Ar ₂ are as defined in claim 1. The method of claim 1, wherein Ar ₁ and Ar ₂ in Formula 2 are each independently substituted or unsubstituted phenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted Substituted o-biphenyl, substituted or unsubstituted m-terphenyl, substituted or unsubstituted o-terphenyl, substituted or unsubstituted o-quarterphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthrenyl, methyl-substituted or unsubstituted benzofluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted A plurality of host materials, which are dibenzoselenophenyl, substituted or unsubstituted benzocarbazolyl, substituted or unsubstituted benzonaphthofuranyl, or substituted or unsubstituted benzonaphthothiophenyl. The host material according to claim 1, wherein the compound represented by Formula 1 is selected from the following compounds.

The host material according to claim 1, wherein the compound represented by Formula 2 is selected from the following compounds:

Organic electroluminescent compound represented by the following formula (3):
[Formula 3]

In Formula 3 above,
R ₂₇ to R ₃₆ are each independently hydrogen, deuterium, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, or the following formula (b); However, at least one of R ₂₇ to R ₃₆ is of the formula (b) below;
[Formula b]

In formula b,
Y is O, S, CR ₃₇ R ₃₈ or NR ₃₉ ;
R ₃₇ to R ₃₉ are each independently hydrogen, deuterium, or substituted or unsubstituted (C6-C30)aryl;
L ₃ is a single bond, substituted or unsubstituted (C6-C30)arylene, or substituted or unsubstituted (3-30 membered)heteroarylene;
Ar ₃ is substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (3-30 membered)heteroaryl. An organic electroluminescent device comprising a plurality of types of host materials according to claim 1. An organic electroluminescent device comprising the organic electroluminescent compound according to claim 8.