Various host materials, organic electroluminescent compounds, and organic electroluminescent devices comprising the same

Abstract

The present disclosure relates to various host materials, organic electroluminescent compounds, and organic electroluminescent devices comprising the same. By including a specific combination of compounds according to the present disclosure as various host materials or by including a compound according to the present disclosure, it is possible to provide an organic electroluminescent device having improved lifespan characteristics compared to conventional organic electroluminescent devices.

Description

Technical Field

[0001] This disclosure relates to an organic electroluminescent compound, various host materials, and an organic electroluminescent device comprising the same. Background Technology

[0002] The first green-emitting TPD / Alq3 bilayer small-molecule organic light-emitting diode (OLED), consisting of an emissive layer and a charge transport layer, was developed in 1987 by Tang et al. of Eastman Kodak. Since then, research on organic light-emitting devices has progressed rapidly, and OLEDs have been commercialized. Currently, OLEDs primarily utilize phosphorescent materials with excellent luminous efficiency in panel manufacturing. In many applications such as TVs and lighting equipment, OLEDs face the problem of insufficient lifetime and still require high OLED efficiency. Generally, the higher the brightness of an OLED, the shorter its lifetime. Therefore, for long-term display use and high resolution, OLEDs with high luminous efficiency and / or long lifetime are needed.

[0003] Various materials or concepts for organic layers in organic electroluminescent devices have been proposed to improve luminous efficiency, driving voltage, and / or lifetime. However, these have not been satisfactory in practical applications. Therefore, there is a continued need to develop organic electroluminescent devices with significantly improved performance compared to previously disclosed organic electroluminescent devices, such as improved driving voltage, luminous efficiency, power efficiency, and / or lifetime characteristics.

[0004] Korean Patent Application Publications Nos. 2008-0015953, 2006-0108642 and 2010-0121489 disclose organic electroluminescent compounds having an anthracene structure and organic electroluminescent devices using the same, or organic light-emitting media containing specific diaminopyrene derivatives and specific anthracene derivatives, but do not disclose organic electroluminescent devices that have improved performance by including specific combinations of various host materials and organic electroluminescent compounds claimed in this disclosure. Summary of the Invention

[0005] Technical issues

[0006] The purpose of this disclosure is, firstly, to provide a variety of host materials capable of producing organic electroluminescent devices with low driving voltage and / or high luminous efficiency and / or long lifetime characteristics, and secondly, to provide an organic electroluminescent device comprising a variety of host materials. Furthermore, the purpose of this disclosure is to provide an organic electroluminescent compound having a novel structure suitable for application in organic electroluminescent devices.

[0007] Solution to the problem

[0008] As a result of in-depth research into solving the technical problem, the inventors of this invention have discovered that the aforementioned objective can be achieved by a variety of main materials comprising at least one first main compound and at least one second main compound, wherein the first main compound is represented by Formula 1 and the second main compound is represented by Formula 2, and the first main compound and the second main compound are different from each other, thereby completing this invention.

[0009] --- (1)

[0010] In Equation 1,

[0011] Ar1 indicates substituted or unsubstituted (C6-C) 30 )Aryl or substituted or unsubstituted (3 to 30 yuan) heteroaryl;

[0012] L1 indicates a single bond, or a substituted or unsubstituted bond (C6-C). 30 )triaryl;

[0013] R1 to R8 each independently represent hydrogen or deuterium;

[0014] L2 indicates substituted or unsubstituted (C6-C) 30 ) aryl; and

[0015] Ar2 is represented by the following equation 1-1:

[0016] --- (1-1)

[0017] In Equation 1-1,

[0018] R′1 to R′ 10 Each independently represents hydrogen, deuterium, or unsubstituted or deuterated (C6-C) 30 ) aryl, and R′1 to R′ 10 One of them is connected to L2;

[0019] --- (2)

[0020] In Equation 2,

[0021] Ar 11 Indicates whether it is substituted or not substituted (C6-C) 30 )Aryl or substituted or unsubstituted (3 to 30 yuan) heteroaryl;

[0022] L 11 Indicates single bond, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl;

[0023] R11 To R 18 Each can be used independently to represent hydrogen or deuterium;

[0024] L 12 Indicates single bond, or substituted or unsubstituted (C6-C) 30 ) aryl; and

[0025] Ar 12 This is represented by the following formula 2-1:

[0026] --- (2-1)

[0027] In Equation 2-1,

[0028] X is O or S;

[0029] R′ 11 To R′ 18 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl, or combinations thereof; or may be linked with adjacent substituents to form one or more rings; and

[0030] R′ 11 To R′ 18 One of them is L 12 connect.

[0031] Furthermore, as a result of in-depth research into solving the aforementioned technical problems, the inventors of this invention discovered that the aforementioned objective can be achieved by an organic electroluminescent compound represented by the following formula 1-a and an organic electroluminescent device containing the organic electroluminescent compound, thereby completing this invention.

[0032] --- (1-a)

[0033] In equation 1-a,

[0034] R 50 To R 61 Each can be independently represented as hydrogen, deuterium, formula 1-b, or formula 1-c, provided that R 50 To R 61 At least one of them represents either equation 1-b or equation 1-c:

[0035] --- (1-b) --- (1-c)

[0036] In equations 1-b and 1-c,

[0037] R 62 To R 65 and R 68 Each independently represents hydrogen, deuterium, unsubstituted or deuterated phenyl, unsubstituted or deuterated biphenyl, or unsubstituted or deuterated naphthyl, and R 62 To R 65 and R 68 At least one of them represents an unsubstituted or deuterated phenyl, an unsubstituted or deuterated biphenyl, or an unsubstituted or deuterated naphthyl;

[0038] R 66 and R 67 Each can be independently represented as hydrogen or deuterium; and

[0039] R 69 To R 75 Each independently represents hydrogen, deuterium, unsubstituted or deuterated phenyl, unsubstituted or deuterated biphenyl, or unsubstituted or deuterated naphthyl, and R 69 To R 75 At least one of them represents an unsubstituted or deuterated phenyl, an unsubstituted or deuterated biphenyl, or an unsubstituted or deuterated naphthyl.

[0040] Furthermore, as a result of in-depth research to solve the aforementioned technical problems, the inventors of this invention discovered that the aforementioned objective can be achieved by an organic electroluminescent compound represented by the following formula 2-a and an organic electroluminescent device containing the organic electroluminescent compound, thereby completing this invention.

[0041] --- (2-a)

[0042] In equation 2-a,

[0043] Ar 11 Indicates whether it is substituted or not substituted (C6-C) 30 )Aryl or substituted or unsubstituted (3 to 30 yuan) heteroaryl;

[0044] L 11 Indicates single bond, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl;

[0045] R 11 To R 18 Each can be used independently to represent hydrogen or deuterium;

[0046] L 12 Indicates single bond, or substituted or unsubstituted (C6-C) 30 ) aryl; and

[0047] Ar 12 This is represented by the following formula 2-b:

[0048] --- (2-b)

[0049] In equation 2-b,

[0050] X is O or S;

[0051] R′ 11 To R′ 18 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl group, or combinations thereof; or may be linked with adjacent substituents to form one or more rings;

[0052] R′ 11 To R′ 13 One of them is L 12 Connect; and

[0053] R′ 11 To R′ 13 China did not have L 12 The rest of the connection and R′ 14 To R′ 18 At least one of them is substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (C6-C 30 ) heteroaryl groups or combinations thereof.

[0054] Beneficial effects of the present invention

[0055] By using various host materials or organic electroluminescent compounds according to this disclosure, organic electroluminescent devices with low driving voltage and / or high luminous efficiency and / or long lifetime characteristics can be produced. Detailed Implementation

[0056] This disclosure will be described in detail below. However, the following description is intended to explain this disclosure and is not intended to limit the scope of this disclosure in any way.

[0057] In this disclosure, "organic electroluminescent compound" refers to a compound that can be used in an organic electroluminescent device and, if necessary, can be included in any layer constituting the organic electroluminescent device.

[0058] In this disclosure, "organic electroluminescent material" refers to a material that can be used in an organic electroluminescent device and may contain at least one compound. If necessary, the organic electroluminescent material may be contained in any layer constituting the organic electroluminescent device. 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.

[0059] In this disclosure, "multiple host materials" refers to a host material comprising a combination of at least two compounds, which may be included in any light-emitting layer constituting an organic electroluminescent device. It can mean both materials included before (e.g., before vapor deposition) and materials included after (e.g., after vapor deposition) the organic electroluminescent device. For example, the multiple host materials of this disclosure may be a combination of at least two host materials, and may optionally further include conventional materials included in organic electroluminescent materials. The at least two compounds included in the multiple host materials of this disclosure may be included together in one light-emitting layer, or may be included separately in different light-emitting layers. For example, the at least two host materials may be mixed and evaporated or co-evaporated, or may be evaporated individually.

[0060] In this article, "(C1-C 30 "alkyl" refers to a straight-chain or branched alkyl group having 1 to 30 carbon atoms constituting the chain, wherein the number of carbon atoms is preferably 1 to 10, and more preferably 1 to 6. The aforementioned alkyl group may include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, etc. 30 "(Cycloalkyl)" refers to a monocyclic or polycyclic hydrocarbon having 3 to 30 carbon atoms in its cyclic skeleton, wherein the number of carbon atoms is preferably 3 to 20, and more preferably 3 to 7. The aforementioned cycloalkyl group may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, cyclohexylmethyl, etc. "(3- to 7-membered) heterocycloalkyl" refers to a cycloalkyl group having 3 to 7 cyclic skeleton atoms, containing at least one heteroatom selected from the group consisting of B, N, O, S, Si, and P, preferably from the group consisting of O, S, and N. The aforementioned heterocycloalkyl group may include tetrahydrofuran, pyrrolidine, thiocyclopentane, tetrahydropyran, etc. "(C6-C 30 ) aryl" and "(C6-C 30"Arylene" refers to a monocyclic or fused-ring group derived from an aromatic hydrocarbon having 6 to 30 carbon atoms in its ring skeleton, and may be partially saturated. The aforementioned aryl, arylene, and aromatic trimethyl groups may include those with a spirostructure. The aforementioned aryl groups may include phenyl, biphenyl, terphenyl, pentaphenyl, naphthyl, binatyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, diphenylfluorenyl, benzo[fluorenyl], dibenzo[fluorenyl], phenanthrene, phenylphenanthrene, benzo[phenanthrene], anthracene, indene, triphenylene, pyrene, tetraphenyl, peryl, phenyl, naphthanoyl, fluoranyl, spirodifluorenyl, spiro[fluorenyl-benzo[fluorenyl]], spiro[cyclopentenyl-fluorenyl], spiro[dihydroindene-fluorenyl], azulenyl, and tetramethyldihydrophenanthrene. Specifically, the aforementioned aryl groups may include phenyl, 1-naphthyl, 2-naphthyl, 1-anthrayl, 2-anthrayl, 9-anthrayl, benzo[a]anthrayl, 1-phenanthyl, 2-phenanthyl, 3-phenanthyl, 4-phenanthyl, 9-phenanthyl, tetraphenyl, pyrene, 1-phenyl, 2-phenyl, 3-phenyl, 4-phenyl, 5-phenyl, 6-phenyl, benzo[c]phenanthyl, benzo[g]phenanthyl, etc. [1-Fluorene, 1-Tripylenyl, 2-Tripylenyl, 3-Tripylenyl, 4-Tripylenyl, 1-Fluorene, 2-Fluorene, 3-Fluorene, 4-Fluorene, 9-Fluorene, Benzo[a]fluorene, Benzo[b]fluorene, Benzo[c]fluorene, Dibenzo[a]fluorene, 2-Biphenyl, 3-Biphenyl, 4-Biphenyl, o-Triphenyl, m-Triphenyl-4-yl, m-Triphenyl-4-yl] -Triphenyl-3-yl, m-Triphenyl-2-yl, p-Triphenyl-4-yl, p-Triphenyl-3-yl, p-Triphenyl-2-yl, m-Tetraphenyl, 3-Fluoranthryl, 4-Fluoranthryl, 8-Fluoranthryl, 9-Fluoranthryl, Benzofluoranthryl, o-Tolyl, m-Tolyl, p-Tolyl, 2,3-Xylyl, 3,4-Xylyl, 2,5-Xylyl, Trimethylyl, o-Isopropylphenyl, m-Isopropylphenyl, p-Isopropylphenyl, p-tert-butylphenyl, p-(2-phenylpropyl)phenyl, 4′-Methylbiphenyl, 4″-tert-butyl-p-Triphenyl-4-yl, 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, 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-di Methyl-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 [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-phenanthyl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenanthyl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenanthyl, 9,9,10,10-tetramethyl-9,10-dihydro-4-phenanthyl, etc.

[0061] In this document, "(3- to 30-membered) heteroaryl" and "(3- to 30-membered) heteroaryl" refer to an aryl or heteroaryl group having 3 to 30 ring skeleton atoms and containing at least one heteroatom selected from the group consisting of B, N, O, S, Si, P, Se, Te, and Ge. The number of heteroatoms is preferably 1 to 4. The aforementioned heteroaryl or heteroaryl group can be a monocyclic ring or a fused ring condensed with at least one benzene ring, and can be partially saturated. Furthermore, the aforementioned heteroaryl or heteroaryl group can be a heteroaryl or heteroaryl group formed by attaching at least one heteroaryl or aryl group to a heteroaryl group via one or more single bonds, and can contain a spirostructure. The aforementioned heteroaryl groups can include monocyclic heteroaryl groups, such as furanyl, thiophene, pyrrole, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetraazinyl, triazolyl, tetraazolyl, furazanyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, etc., as well as fused-ring heteroaryl groups, such as benzofuranyl, benzothiophene, isobenzofuranyl, dibenzofuranyl, di... Benzothiophene, dibenzoselenophene, naphthobenzofuran, naphthobenzothiophene, naphthooxazolyl, benzofuran-quinolinyl, benzofuran-quinazolinyl, benzofuran-naphthidyl, benzofuran-pyrimidyl, naphthofuran-pyrimidyl, benzothiophene-quinolinyl, benzothiophene-quinazolinyl, naphthidyl, benzothiophene-naphthidyl, benzothiophene-pyrimidyl, naphthophene-pyrimidyl, pyrimidylindolyl, benzothiophene Pyrimidindolyl, benzofuranopyrazinyl, naphthofuranopyrazinyl, benzothiophene-pyrazinyl, naphthothiophene-pyrazinyl, phenanthoxazolyl, phenanthiazoleyl, phenanthrobenzofuranyl, benzophenanthrenethiopheneyl, pyrazindolyl, benzopyrazindolyl, benzoimidazolyl, benzothiazolel, benzoisothiazolel, benzoisoxazolyl, benzoxazolyl, isoindolyl, indolyl, inzolyl, benzothiadiazolel, quinoline Phosphoryl, isoquinolinyl, cenolinyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, carbazole, benzocarbazole, dibenzocarbazole, phenoxazinyl, phenanthidyl, benzodioxanepentenyl, dihydroacridinyl, benzotriazolyl, phenazinyl, imidazopyridyl, benzopyranoquinazolinyl, thiobenzopyranoquinazolinyl, dimethylbenzopyrimidinyl, indolecarbazole, indolecarbazole, indolecarbazole, etc. More specifically, the above heteroaryl groups may include 1-pyrroleyl, 2-pyrroleyl, 3-pyrroleyl, pyrazinyl, 2-pyridinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 1,2,3-triazin-4-yl, 1,2,4-triazin-3-yl, 1,3,5-Triazine-2-yl, 1-Imidazolyl, 2-Imidazolyl, 1-Pyrazolyl, 1-Indololinyl, 2-Indololinyl, 3-Indololinyl, 5-Indololinyl, 6-Indololinyl, 7-Indololinyl, 8-Indololinyl, 2-Imidazolopyridyl, 3-Imidazolopyridyl, 5-Imidazolopyridyl, 6-Imidazolopyridyl, 7-Imidazolopyridyl, 8-Imidazolyl Azopyridyl, 3-pyridyl, 4-pyridyl, 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-furanyl, 3-furanyl, 2-benzene benzofuranyl, 3-benzofuranyl, 4-benzofuranyl, 5-benzofuranyl, 6-benzofuranyl, 7-benzofuranyl, 1-isobenzofuranyl, 3-isobenzofuranyl, 4-isobenzofuranyl, 5-isobenzofuranyl, 6-isobenzofuranyl, 7-isobenzofuranyl, 2-quinolinyl, 3-quinolinyl, 4-quinolinyl, 5-quinolinyl, 6 -quinolinyl, 7-quinolinyl, 8-quinolinyl, 1-isoquinolinyl, 3-isoquinolinyl, 4-isoquinolinyl, 5-isoquinolinyl, 6-isoquinolinyl, 7-isoquinolinyl, 8-isoquinolinyl, 2-quinoxalinyl, 5-quinoxalinyl, 6-quinoxalinyl, 1-carbazoleyl, 2-carbazoleyl, 3-carbazoleyl, 4-carbazoleyl, 9-carbazoleyl, azacarbazole-1-yl , azacarbazole-2-yl, azacarbazole-3-yl, azacarbazole-4-yl, azacarbazole-5-yl, azacarbazole-6-yl, azacarbazole-7-yl, azacarbazole-8-yl, azacarbazole-9-yl, 1-phenanthridyl, 2-phenanthridyl, 3-phenanthridyl, 4-phenanthridyl, 6-phenanthridyl, 7-phenanthridyl, 8-phenanthridyl, 9-phenanthridyl, 10- Phenyridyl, 1-acridyl, 2-acridyl, 3-acridyl, 4-acridyl, 9-acridyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-oxadiazolyl, 5-oxadiazolyl, 3-furazanyl, 2-thienyl, 3-thienyl, 2-methylpyrrolo-1-yl, 2-methylpyrrolo-3-yl, 2-methylpyrrolo-4-yl, 2-methylpyrrolo- 5-yl, 3-methylpyrrolo-1-yl, 3-methylpyrrolo-2-yl, 3-methylpyrrolo-4-yl, 3-methylpyrrolo-5-yl, 2-tert-butylpyrrolo-4-yl, 3-(2-phenylpropyl)pyrrolo-1-yl, 2-methyl-1-indolyl, 4-methyl-1-indolyl, 2-methyl-3-indolyl, 4-methyl-3-indolyl, 2-tert-butyl-1-indolyl, 4-tert-butyl-1-indolyl, 2-tert-butyl-3-indolyl, 4-tert-butyl-3-indolyl, 1-dibenzofuranyl, 2-dibenzofuranyl, 3-dibenzofuranyl, 4-dibenzofuranyl, 1-dibenzothiophene, 2-dibenzothiophene, 3-dibenzothiophene, 4-dibenzothiophene, 1-naphtho-[1,2-[b]-benzofuranyl, 2-naphtho-[1,2-b]-benzofuranyl, 3-naphtho-[1,2-b]-benzofuranyl, 4-naphtho-[1,2-b]-benzofuranyl, 5-naphtho-[1,2-b]-benzofuranyl, 6-naphtho-[1,2-b]-benzofuranyl, 7-naphtho-[1,2-b]-benzofuranyl 8-Naphtho-[1,2-b]-benzofuranyl, 9-Naphtho-[1,2-b]-benzofuranyl, 10-Naphtho-[1,2-b]-benzofuranyl, 1-Naphtho-[2,3-b]-benzofuranyl, 2-Naphtho-[2,3-b]-benzofuranyl, 3-Naphtho-[2,3-b]-benzofuranyl, 4-Naphtho-[2, [3-b]-benzofuranyl, 5-naphtho-[2,3-b]-benzofuranyl, 6-naphtho-[2,3-b]-benzofuranyl, 7-naphtho-[2,3-b]-benzofuranyl, 8-naphtho-[2,3-b]-benzofuranyl, 9-naphtho-[2,3-b]-benzofuranyl, 10-naphtho-[2,3-b]-benzofuran 1-Naphtho-[2,1-b]-benzofuranyl, 2-Naphtho-[2,1-b]-benzofuranyl, 3-Naphtho-[2,1-b]-benzofuranyl, 4-Naphtho-[2,1-b]-benzofuranyl, 5-Naphtho-[2,1-b]-benzofuranyl, 6-Naphtho-[2,1-b]-benzofuranyl, 7-Naphtho-[2, 1-b]-benzofuranyl, 8-naphtho-[2,1-b]-benzofuranyl, 9-naphtho-[2,1-b]-benzofuranyl, 10-naphtho-[2,1-b]-benzofuranyl, 1-naphtho-[1,2-b]-benzothiophenyl, 2-naphtho-[1,2-b]-benzothiophenyl, 3-naphtho-[1,2-b]-benzothiophene 4-Naphtho-[1,2-b]-benzothiophene, 5-Naphtho-[1,2-b]-benzothiophene, 6-Naphtho-[1,2-b]-benzothiophene, 7-Naphtho-[1,2-b]-benzothiophene, 8-Naphtho-[1,2-b]-benzothiophene, 9-Naphtho-[1,2-b]-benzothiophene, 10-Naphtho-[1 [2,3-b]-benzothiophene, 1-naphtho-[2,3-b]-benzothiophene, 2-naphtho-[2,3-b]-benzothiophene, 3-naphtho-[2,3-b]-benzothiophene, 4-naphtho-[2,3-b]-benzothiophene, 5-naphtho-[2,3-b]-benzothiophene, 1-naphtho-[2,1-b]-benzothiophene 2-Naphtho-[2,1-b]-benzothiophene, 3-Naphtho-[2,1-b]-benzothiophene, 4-Naphtho-[2,1-b]-benzothiophene, 5-Naphtho-[2,1-b]-benzothiophene, 6-Naphtho-[2,1-b]-benzothiophene, 7-Naphtho-[2,1-b]-benzothiophene, 8-Naphtho-[2,1-b]-benzothiophene1-b]-benzothiophene, 9-naphtho-[2,1-b]-benzothiophene, 10-naphtho-[2,1-b]-benzothiophene, 2-benzofurano[3,2-d]pyrimidinyl, 6-benzofurano[3,2-d]pyrimidinyl, 7-benzofurano[3,2-d]pyrimidinyl, 8-benzofurano[3,2-d]pyrimidinyl, 9-benzofurano[3,2-d]pyrimidinyl, 2-benzothio[3,2-d]pyrimidinyl, 6-benzothio[3,2-d]pyrimidinyl, 7-benzothio[3,2-d]pyrimidinyl, 8-benzothio[3,2-d]pyrimidinyl, 9-benzothio[3,2-d]pyrimidinyl, 2-benzofurano[3,2-d]pyrazinyl 6-Benzofurano[3,2-d]pyrazinyl, 7-Benzofurano[3,2-d]pyrazinyl, 8-Benzofurano[3,2-d]pyrazinyl, 9-Benzofurano[3,2-d]pyrazinyl, 2-Benzothio[3,2-d]pyrazinyl, 6-Benzothio[3,2-d]pyrazinyl, 7-Benzothio[3,2-d]pyrazinyl Zinyl, 8-benzothio[3,2-d]pyrazinyl, 9-benzothio[3,2-d]pyrazinyl, 1-silylfluorenyl, 2-silylfluorenyl, 3-silylfluorenyl, 4-silylfluorenyl, 1-germaniumfluorenyl, 2-germaniumfluorenyl, 3-germaniumfluorenyl, 4-germaniumfluorenyl, 1-dibenzoselenenyl, 2-dibenzoselenenyl, 3-dibenzoselenenyl, 4-dibenzoselenenyl, etc. "(3- to 30-membered) (hybrid)aryl" can be classified into (hybrid)aryl groups with electronic properties and (hybrid)aryl groups with hole properties. (I)heteroaryl groups with electronic properties are relatively electron-rich substituents in the parent nucleus, such as substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted triazine, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, or substituted or unsubstituted quinolinyl. (I)heteroaryl groups with hole properties are relatively electron-deficient substituents in the parent nucleus, such as substituted or unsubstituted carbazole, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiopheneyl. In this disclosure, "halogen" includes F, Cl, Br, and I.

[0062] Furthermore, "ortho-", "(o-)", "meta-", "(m-)", and "para-", "(p-)" are prefixes, each indicating the relative positions of the substituents. The prefix "ortho-" indicates that the two substituents are adjacent to each other, and this is called the "ortho-" configuration, for example, when the two substituents in a benzene derivative occupy positions 1 and 2 or positions 2 and 3. The prefix "meta-" indicates that the two substituents are at positions 1 and 3, and this is called the "meta-" configuration, for example, when the two substituents in a benzene derivative occupy positions 1 and 3. The prefix "para-" indicates that the two substituents are at positions 1 and 4, and this is called the "para-" configuration, for example, when the two substituents in a benzene derivative occupy positions 1 and 4.

[0063] In this document, "substituted" in the phrase "substituted or unsubstituted" means that a hydrogen atom in a functional group is replaced by another atom or another functional group (i.e., a substituent). Unless otherwise specified, a substituent may replace the hydrogen atom at the position where the substituent can be substituted, without limitation, and when two or more hydrogen atoms in a functional group are each substituted by a substituent, each substituent may be the same as or different from each other. The maximum number of substituents that can be substituted in a functional group may be the total number of substituted valences of each atom forming that functional group. In this document, substituted alkyl, substituted aryl, substituted arylene, substituted heteroaryl, substituted heteroarylene, substituted cycloalkyl, substituted fused ring groups of one or more aliphatic rings and one or more aromatic rings, substituted aromatics, and substituted heteroaromatics may each be independently substituted by at least one of the following groups: deuterium, halogen, cyano, carboxyl, nitro, hydroxyl, phosphine oxide, (C1-C1) 30 alkyl, halogenated (C1-C) 30 )alkyl, (C2-C 30 )alkenyl, (C2-C 30 ) ynyl group, (C1-C 30 )alkoxy, (C1-C 30 )alkylthio, (C3-C 30 )cycloalkyl, (C3-C 30 Cycloalkenyl, (3- to 7-membered) heterocycloalkyl, (C6-C 30 ) aryloxy group, (C6-C 30 ) arylthioyl, (3 to 30) heteroaryl, (C6-C 30 )Aromatic, tri(C1-C 30 )alkylsilyl, tri(C6-C 30 )arylsilyl, di(C1-C 30 )alkyl (C6-C 30 )arylsilyl, (C1-C 30 )alkyl di(C6-C 30 ) arylsilyl, amino, mono- or di(C1-C 30 )alkylamino, mono- or di(C2-C 30 alkenylamino, mono- or di(C6-C) 30 ) arylamino, mono- or di(3- to 30-membered) heteroarylamino, (C1-C 30 )alkyl (C2-C 30 )alkenylamino, (C1-C 30 )alkyl (C6-C 30 ) arylamino, (C1-C 30 )alkyl (3- to 30-membered) heteroarylamino, (C2-C 30)alkenyl (C6-C 30 )Arylamino, (C2-C 30 )alkenyl (3- to 30-membered) heteroarylamino, (C6-C 30 ) aryl (3- to 30-membered) heteroarylamino, (C1-C 30 )alkyl carbonyl, (C1-C 30 )alkoxycarbonyl, (C6-C 30 ) aryl carbonyl, di(C6-C 30 )arylboroncarbonyl, (C6-C 30 )arylphosphonoyl, di(C1-C 30 )alkylboron carbonyl, (C1-C 30 )alkyl (C6-C 30 )arylboroncarbonyl, (C6-C 30 )Aryl(C1-C 30 )alkyl, (C1-C 30 )alkyl (C6-C 30 ) aryl groups, and combinations thereof, each of which may be further substituted with deuterium. According to one embodiment of this disclosure, the substituted alkyl groups, etc., may each be independently substituted with at least one selected from the group consisting of: deuterium, (C1-C1) aryl groups, etc. 30 )alkyl, substituted or unsubstituted (3- to 30-membered) heteroaryl, and substituted or unsubstituted (C6-C 30 ) aryl. According to another embodiment of this disclosure, the substituted alkyl group, etc., may each be independently substituted by at least one selected from the group consisting of: deuterium, substituted or unsubstituted (3- to 20-membered) heteroaryl, and substituted or unsubstituted (C6-C 20 )Aryl. For example, the substituted alkyl groups may be independently substituted by at least one of the following groups: deuterium, phenyl, naphthyl, phenanthrene, biphenyl, dimethylfluorenyl, dibenzofuranyl, dibenzothiopheneyl, carbazoleyl, and benzocarbazoleyl, each of which may be further substituted with deuterium.

[0064] In this document, if no substituent is indicated in the formula or compound structure, it may mean that all possible positions of the substituent are hydrogen or deuterium. That is, in the case of deuterium, it is an isotope of hydrogen, and some hydrogen atoms may be the isotope deuterium, and in this case, the deuterium content may be 0% to 100%. Where no substituent is indicated in the formula or compound structure of this disclosure, if the substituent is not explicitly excluded, such as 0% deuterium, 100% hydrogen, or all substituents being hydrogen, then hydrogen and deuterium may be used together in the compound. Deuterium is one of the isotopes of hydrogen and is an element having a deuterium nucleus as its nucleus, which consists of one proton and one neutron. It can be represented as hydrogen-2, and its element symbol can also be written as D or 2H. Isotopes are atoms that have the same atomic number (Z) but different mass numbers (A), and can also be interpreted as elements that have the same number of protons but different numbers of neutrons.

[0065] In this document, "combinations thereof" means combinations of one or more elements from the corresponding lists to form a known or chemically stable arrangement that can be conceived by a person skilled in the art from the corresponding lists. For example, alkyl and deuterium can be combined to form partially or fully deuterated alkyl groups; halogens and alkyl groups can be combined to form haloalkyl substituents; and halogens, alkyl groups, and aryl groups can be combined to form haloarylalkyl groups. For example, preferred combinations of substituents may contain up to 50 atoms other than hydrogen or deuterium, up to 40 atoms other than hydrogen or deuterium, up to 30 atoms other than hydrogen or deuterium, or in many cases, preferred combinations of substituents may contain up to 20 atoms other than hydrogen or deuterium.

[0066] In the formulas of this disclosure, when a ring is formed by linking with adjacent substituents, the ring can be linked with two or more adjacent substituents to form a substituted or unsubstituted, monocyclic or polycyclic (3-membered to 30-membered) alicyclic or aromatic ring, or a combination thereof. Furthermore, the formed ring may contain at least one heteroatom selected from B, N, O, S, Si, and P, preferably at least one heteroatom selected from N, O, and S. According to one embodiment of this disclosure, the number of ring skeleton atoms is 5 to 20, and according to another embodiment of this disclosure, the number of ring skeleton atoms is 5 to 15.

[0067] This disclosure provides a variety of host materials comprising at least one first host compound and at least one second host compound, wherein the first host compound is represented by Formula 1 and the second host compound is represented by Formula 2, and the first host compound and the second host compound are different from each other.

[0068] The compounds represented by Formula 1 are described in more detail below.

[0069] In Equation 1, Ar1 represents substituted or unsubstituted (C6-C) 30 Arl, or substituted or unsubstituted (3- to 30-membered) heteroaryl. According to one embodiment of this disclosure, Ar1 can be substituted or unsubstituted (C6-C4). 20 Arl, or substituted or unsubstituted (3- to 15-membered) heteroaryl. According to another embodiment of this disclosure, Ar1 can be an unsubstituted or deuterated phenyl, an unsubstituted or deuterated biphenyl, an unsubstituted or deuterated terphenyl, an unsubstituted or deuterated naphthyl, an unsubstituted or deuterated phenanthryl, or a combination thereof. According to yet another embodiment of this disclosure, Ar1 represents a substituted or unsubstituted (C6-C) aryl, or substituted or unsubstituted heteroaryl. 14Aryl. For example, Ar1 can be phenyl, naphthyl, phenanthryl, or biphenyl, which can be further substituted with deuterium.

[0070] L1 indicates a single bond, or a substituted or unsubstituted bond (C6-C). 30 ) aryl. According to one embodiment of this disclosure, L1 may be a single bond, or substituted or unsubstituted (C6-C) 20 ) arylene. According to another embodiment of this disclosure, L1 can be a single bond, an unsubstituted or deuterated phenylene, an unsubstituted or deuterated biphenylene, an unsubstituted or deuterated terphenylene, or an unsubstituted or deuterated naphthylene. According to yet another embodiment of this disclosure, L1 can be (C6-C 12 ) arylene. For example, L1 can be a single bond or a phenylene, which can be further substituted with deuterium.

[0071] R1 to R8 each independently represent hydrogen or deuterium.

[0072] L2 indicates substituted or unsubstituted (C6-C) 30 ) aryl. According to one embodiment of this disclosure, L2 may be substituted or unsubstituted (C6-C) 20 ) arylene. According to another embodiment of this disclosure, L2 may be a single bond, an unsubstituted or deuterated phenylene, an unsubstituted or deuterated biphenylene, an unsubstituted or deuterated terphenylene, or an unsubstituted or deuterated naphthylene. According to yet another embodiment of this disclosure, L2 may be (C6-C 12 ) Arylidene. For example, L2 can be phenylene, naphthylene, or biphenylene, which can be further substituted with deuterium.

[0073] Ar2 is represented by the following equation 1-1.

[0074] --- (1-1)

[0075] In Equation 1-1, R′1 to R′ 10 Each independently represents hydrogen, deuterium, or unsubstituted or deuterated (C6-C) 30 ) aryl, and R′1 to R′ 10 One of them is connected to L2. According to one embodiment of this disclosure, R′1 to R′ 10 They can be hydrogen, deuterium, or unsubstituted or deuterated (C6-C) independently. 20 ) aryl, and R′1 to R′ 10 One of them can be connected to L2. According to another embodiment of this disclosure, R′1 to R′ 10Each of these can be independently hydrogen, deuterium, an unsubstituted or deuterated phenyl group, an unsubstituted or deuterated biphenyl group, an unsubstituted or deuterated terphenyl group, an unsubstituted or deuterated naphthyl group, an unsubstituted or deuterated phenanthryl group, or a combination thereof. According to yet another embodiment of this disclosure, R′1 to R′ 10 They can be (C6-C) independently. 12 )Aryl. For example, R′1 to R′ 10 They can be hydrogen, deuterium, or phenyl, and can be further substituted by deuterium.

[0076] According to one embodiment of this disclosure, the compound represented by Formula 1 may be selected from at least one of the following compounds, but is not limited thereto.

[0077]

[0078] In the above compounds, D n This means that n hydrogen atoms are replaced by deuterium, and n is an integer from 1 to the maximum number of hydrogen atoms in the compound.

[0079] The compound represented by Formula 2 is described in more detail below.

[0080] In Equation 2, Ar 11 Indicates whether it is substituted or not substituted (C6-C) 30 Aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl. According to one embodiment of this disclosure, Ar... 11 It can be substituted or unsubstituted (C6-C) 29 Aryl, or substituted or unsubstituted (3- to 25-membered) heteroaryl. According to another embodiment of this disclosure, Ar... 11 It can be an unsubstituted or deuterated phenyl, an unsubstituted or deuterated biphenyl, an unsubstituted or deuterated terphenyl, an unsubstituted or deuterated naphthyl, an unsubstituted or deuterated phenanthryl, an unsubstituted or deuterated dimethylfluorenyl, an unsubstituted or deuterated diphenylfluorenyl, an unsubstituted or deuterated dimethylbenzofluorenyl, or an unsubstituted or deuterated diphenylbenzofluorene. The compounds include, but are not substituted with, deuterated or spirodifluorenyl, unsubstituted with, deuterated or phenylene, unsubstituted with, deuterated or benzo[carbazo], unsubstituted with, deuterated or benzo[carbazo], unsubstituted with, deuterated or benzo[dibenzofuran], unsubstituted with, deuterated or benzo[naphthofuran], unsubstituted with, deuterated or benzo[dibenzothiophene], unsubstituted with, deuterated or benzo[naphthothiophene], or combinations thereof. According to yet another embodiment of this disclosure, Ar... 11 It can be substituted or unsubstituted (C6-C) 29 Aryl, or substituted or unsubstituted (13 to 17 ppm) heteroaryl groups. For example, Ar 11It can be an unsubstituted phenyl group or substituted with one or more naphthyl groups, one or more dimethylfluorenyl groups, one or more phenanthryl groups, one or more carbazolyl groups, one or more benzocarbazolyl groups, one or more dibenzofuranyl groups, or one or more dibenzothiophene groups; an unsubstituted biphenyl group or substituted with one or more naphthyl groups; an unsubstituted naphthyl group or substituted with one or more phenyl groups, one or more biphenyl groups, or one or more naphthyl groups; a terphenyl group; a phenanthryl group; a dimethylfluorenyl group; a diphenylfluorenyl group; a dimethylbenzofluorenyl group; a diphenylbenzofluorenyl group; a spirodifluorenyl group; a triphenylene group; an unsubstituted carbazolyl group or substituted with one or more phenyl groups; a benzocarbazolyl group; a dibenzofuranyl group; a benzonaphthofuranyl group; a dibenzothiophene group; or a benzonaphthothiophene group, etc., which may be further substituted with deuterium.

[0081] L 11 Indicates single bond, substituted or unsubstituted (C6-C) 30 ) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of this disclosure, L 11 It can be a single bond, substituted or unsubstituted (C6-C) 20 ) arylene, or substituted or unsubstituted (3- to 20-membered) heteroarylene. According to another embodiment of this disclosure, L 11 It can be a single bond, an unsubstituted or deuterated phenylene, an unsubstituted or deuterated biphenylene, an unsubstituted or deuterated terphenylene, an unsubstituted or deuterated naphthylene, or an unsubstituted or deuterated carbazolyl. According to yet another embodiment of this disclosure, L 11 It can be a single bond, substituted or unsubstituted (C6-C) 12 ) arylene, or substituted or unsubstituted (6 to 20 ppm) heteroarylene. For example, L 11 It can be a single bond, phenylene, biphenylene, naphthylene, or carbazolyl, etc., and can be further substituted with deuterium.

[0082] R 11 To R 18 Each can be used independently to represent hydrogen or deuterium.

[0083] L 12 Indicates single bond, or substituted or unsubstituted (C6-C) 30 ) aryl. According to one embodiment of this disclosure, L 12 It can be unsubstituted or deuterated (C6-C) 12 ) aryl. According to another embodiment of this disclosure, L 12It can be a single bond, an unsubstituted or deuterated phenylene, an unsubstituted or deuterated biphenylene, an unsubstituted or deuterated terphenylene, an unsubstituted or deuterated naphthylene, or an unsubstituted or deuterated carbazolyl. According to yet another embodiment of this disclosure, L 12 It can be an unsubstituted or deuterated phenylene. For example, L 12 It can be a single bond, phenylene, biphenylene, or naphthylene, etc., and can be further substituted with deuterium.

[0084] Ar 12 It is represented by the following formula 2-1.

[0085] --- (2-1)

[0086] In Equation 2-1, X is O or S.

[0087] In Equation 2-1, R′ 11 To R′ 18 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl, or combinations thereof; or may be linked with adjacent substituents to form one or more rings. According to one embodiment of this disclosure, R′ 11 To R′ 18 They can be hydrogen, deuterium, substituted or unsubstituted (C6-C) independently. 30 ) aryl, or combinations thereof; or may be linked with adjacent substituents to form one or more rings. According to another embodiment of this disclosure, R′ 11 To R′ 18 Each of these can be independently hydrogen, deuterium, an unsubstituted or deuterated phenyl group, an unsubstituted or deuterated biphenyl group, an unsubstituted or deuterated terphenyl group, an unsubstituted or deuterated naphthyl group, an unsubstituted or deuterated phenanthryl group, or a combination thereof; or they can be linked to adjacent substituents to form one or more unsubstituted or deuterated benzene rings. For example, R′ 11 To R′ 18 Each of them can be hydrogen, deuterium, phenyl, biphenyl, or naphthyl, etc., independently; or they can be connected with adjacent substituents to form one or more benzene rings, which can be further substituted with deuterium.

[0088] R′ 11 To R′ 18 One of them is L 12 connect.

[0089] According to one embodiment of this disclosure, the compound represented by Formula 2 may be selected from at least one of the following compounds, but is not limited thereto.

[0090]

[0091] In the above compounds, D n This means that n hydrogen atoms are replaced by deuterium, and n is an integer from 1 to the maximum number of hydrogen atoms in the compound.

[0092] According to one embodiment of this disclosure, in the various host materials of this disclosure, at least one of formulas 1 and 2 contains deuterium. Preferably, in the various host materials of this disclosure, formula 1 can be substituted with deuterium. Furthermore, in the various host materials of this disclosure, the deuterium substitution rate of formula 1 or 2 can preferably be 20% or higher and 100% or lower, more preferably 20% or higher and less than 90%, and even more preferably 50% or higher and less than 90%. Furthermore, preferably, the various host materials of this disclosure can include unsubstituted hydrogen in the formula.

[0093] This disclosure provides organic electroluminescent compounds represented by formula 1-a.

[0094] The organic electroluminescent compounds represented by Formula 1-a are described in more detail below.

[0095] --- (1-a)

[0096] In equation 1-a, R 50 To R 61 At least one of them represents formula 1-b or formula 1-c below, and the remaining parts are each independently hydrogen or deuterium. For example, R 57 It can be Equation 1-b or Equation 1-c, and R 50 To R 56 and R 58 To R 61 It could be hydrogen or deuterium; or R 50 It can be Equation 1-b or Equation 1-c, and R 51 To R 61 It can be hydrogen or deuterium.

[0097] --- (1-b) --- (1-c)

[0098] In equations 1-b and 1-c, R 62 To R 65 and R 68 Each independently represents hydrogen, deuterium, unsubstituted or deuterated phenyl, unsubstituted or deuterated biphenyl, or unsubstituted or deuterated naphthyl, and R 62 To R 65 and R 68 At least one of them represents an unsubstituted or deuterated phenyl, an unsubstituted or deuterated biphenyl, or an unsubstituted or deuterated naphthyl.

[0099] In equations 1-b and 1-c, R 66 and R 67 Each can be used independently to represent hydrogen or deuterium.

[0100] In equations 1-b and 1-c, R 69 To R 75 Each independently represents hydrogen, deuterium, unsubstituted or deuterated phenyl, unsubstituted or deuterated biphenyl, or unsubstituted or deuterated naphthyl, and R 69 To R 75 At least one of them represents an unsubstituted or deuterated phenyl, an unsubstituted or deuterated biphenyl, or an unsubstituted or deuterated naphthyl.

[0101] The compound represented by Formula 1-a may be selected from, but is not limited to, the following compounds.

[0102]

[0103] In the above compounds, D n This means that n hydrogen atoms are replaced by deuterium, and n is an integer from 1 to the maximum number of hydrogen atoms in the compound.

[0104] This disclosure provides an organic electroluminescent compound represented by formula 2-a.

[0105] The organic electroluminescent compound represented by formula 2-a is described in more detail below.

[0106] --- (2-a)

[0107] In equation 2-a, Ar 11 Indicates whether it is substituted or not substituted (C6-C) 30 Aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl. According to one embodiment of this disclosure, Ar... 11 It can be substituted or unsubstituted (C6-C) 25 Aryl, or substituted or unsubstituted (5- to 25-membered) heteroaryl. According to another embodiment of this disclosure, Ar... 11 It can be substituted or unsubstituted (C6-C) 18 Aryl, or substituted or unsubstituted (5 to 18 aryl) heteroaryl groups. For example, Ar 11 It can be phenyl, biphenyl, or naphthyl, etc., and can be further substituted with deuterium.

[0108] L 11 Indicates single bond, substituted or unsubstituted (C6-C) 30 ) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of this disclosure, L 11 It can be a single bond, or substituted or unsubstituted (C6-C) 25) aryl. According to another embodiment of this disclosure, L 11 It can be a single bond, or substituted or unsubstituted (C6-C) 18 ) aryl. For example, L 11 It can be a single bond or a phenylene, etc., which can be further substituted with deuterium.

[0109] R 11 To R 18 Each can be used independently to represent hydrogen or deuterium.

[0110] L 12 Indicates single bond, or substituted or unsubstituted (C6-C) 30 ) aryl. According to one embodiment of this disclosure, L 12 It can be a single key.

[0111] Ar 12 It is represented by the following formula 2-b.

[0112] --- (2-b)

[0113] In Equation 2-b, X is O or S.

[0114] In equation 2-b, R′ 11 To R′ 18 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl, or combinations thereof; or may be linked with adjacent substituents to form one or more rings. According to one embodiment of this disclosure, R′ 11 To R′ 18 Each can be independently hydrogen, deuterium, or substituted or unsubstituted (C6-C) 30 )Aryl; or it can be linked with adjacent substituents to form one or more rings. For example, R′ 11 To R′ 18 Each of them can be hydrogen, deuterium, phenyl, biphenyl, or naphthyl, and can be further substituted with deuterium.

[0115] R′ 11 To R′ 13 One of them is L 12 Connect, and R′ 11 To R′ 13 China did not have L 12 The rest of the connection and R′ 14 To R′ 18 At least one of them is substituted or unsubstituted (C1-C) 30)alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (C6-C 30 ) heteroaryl, or combinations thereof. According to one embodiment of this disclosure, R′ 11 To R′ 13 China did not have L 12 The rest of the connection and R′ 14 To R′ 18 At least one of them can be substituted or unsubstituted (C6-C) 30 )Aryl, preferably unsubstituted or deuterated (C6-C) 25 ) aryl, and more preferably unsubstituted or deuterated (C6-C) 18 )Aryl. For example, R′ 13 With L 12 Connect, and R′ 11 、R′ 12 and R′ 14 To R′ 18 At least one of them may be an unsubstituted or deuterated phenyl, an unsubstituted or deuterated biphenyl, or an unsubstituted or deuterated naphthyl.

[0116] According to one embodiment of this disclosure, the compound represented by formula 2-a may be selected from, but is not limited to, the following compounds.

[0117]

[0118] In the above compounds, in D n In this context, n represents the number of deuterium substituted compounds, and n represents the number from 0 to the maximum number of deuterium in the compound, where n is 0 for hydrogen compounds.

[0119] According to one embodiment of this disclosure, the organic electroluminescent compound represented by Formula 2-a may contain deuterium. Preferably, the organic electroluminescent compound represented by Formula 2-a may be partially or completely substituted with deuterium. For example, not all hydrogens in the organic electroluminescent compound represented by Formula 2-a need to be substituted with deuterium. According to another embodiment of this disclosure, in the organic electroluminescent compound represented by Formula 2-a, only anthracene may be completely substituted with deuterium, or only -L 11 -Ar11 It can be replaced by deuterium. According to yet another embodiment of this disclosure, in the organic electroluminescent compound represented by formula 2-a of this disclosure, anthracene and -L 11 -Ar 11 Both can be completely replaced by deuterium.

[0120] In the organic electroluminescent compound represented by formula 2-a, the deuterium substitution rate is preferably 40% or higher, more preferably 50% or higher, and even more preferably 60% or higher of the total hydrogen, and for example, the deuterium substitution rate in the formula does not need to be 100%.

[0121] The compounds represented by formulas 1, 1-a, 2, and 2-a according to this disclosure can be synthesized by reference to synthetic methods known to those skilled in the art. For example, the compound represented by formula 1 according to this disclosure can be synthesized by reference to the synthetic methods disclosed in Korean Patent Application Publication No. 2021-0046437, etc., but is not limited thereto. The compound represented by formula 2 according to this disclosure can be synthesized by reference to the synthetic methods disclosed in Korean Patent Application Publication No. 2022-0012180, etc., but is not limited thereto. In the compounds represented by formulas 1 and 2 of this disclosure, the deuterium-substituted compounds can be produced by reference to the aforementioned documents and Korean Patent Application Publication No. 2012-0101029, but is not limited thereto.

[0122] When hydrogen atoms present in the compounds according to this disclosure are substituted with deuterium, hydrogen atoms at various positions within the compound can be replaced by deuterium. The deuterated compound can be a composition comprising two or more isotopes with different molecular weights depending on the number of substituted deuterium atoms, and the isotope with the highest isotopic content for each mass number can be present in the composition. Preferably, the isotope with the highest isotopic content for each mass number reaches 50% or more of the number of hydrogen atoms present in the compound, and the deuterium substitution distribution can vary within this range. The deuterium substitution distribution can be obtained by mass chromatographic analysis.

[0123] The organic electroluminescent device according to this disclosure includes an anode, a cathode, and at least one light-emitting layer between the anode and the cathode. At least one of the light-emitting layers comprises multiple host materials, which include at least one first host compound and at least one second host compound, wherein the first host compound is represented by Formula 1, the second host compound by Formula 2, and the first and second host compounds comprise different types of host materials. Here, the weight ratio of the first host compound to the second host compound in the light-emitting layer can be in the range of about 1:99 to about 99:1, preferably about 10:90 to about 90:10, more preferably about 30:70 to about 70:30, more preferably about 40:60 to about 60:40, and even more preferably about 50:50. For example, the multiple host materials disclosed herein may include at least one compound selected from the first host compound H1-1 to H1-370 and at least one compound selected from the second host compound H2-1 to H2-952, and the multiple host materials may be contained in the same organic layer, such as a light-emitting layer, or may each be contained in different light-emitting layers.

[0124] The organic electroluminescent compound represented by Formula 1-a or Formula 2-a of this disclosure may be contained in at least one layer selected from the following: a light-emitting layer, a hole injection layer, a hole transport layer, a hole auxiliary layer, a light-emitting auxiliary layer, an electron transport layer, an electron buffer layer, an electron injection layer, an intermediate layer, a hole blocking layer, and an electron blocking layer; and, in some cases, preferably contained in at least one layer selected from the following: a light-emitting layer, a hole transport layer, a hole auxiliary layer, a light-emitting auxiliary layer, an electron transport layer, an electron buffer layer, a hole blocking layer, and an electron blocking layer. When contained in a light-emitting layer, the organic electroluminescent compound represented by Formula 1-a or Formula 2-a of this disclosure may be contained as a host material.

[0125] According to one embodiment of this disclosure, the organic electroluminescent device includes an anode, a cathode, a first light-emitting layer disposed between the anode and the cathode, and a second light-emitting layer disposed between the first light-emitting layer and the cathode. The first light-emitting layer comprises an organic electroluminescent compound represented by Formula 1-a, and the second light-emitting layer comprises at least two different compounds comprising an anthracene skeleton, and the first and second light-emitting layers are in direct contact. According to another embodiment of this disclosure, the organic electroluminescent device includes an anode, a cathode, a first light-emitting layer disposed between the anode and the cathode, and a second light-emitting layer disposed between the first light-emitting layer and the cathode. The second light-emitting layer comprises an organic electroluminescent compound represented by Formula 2-a, and the first and second light-emitting layers are in direct contact. Preferably, in addition to the organic electroluminescent compound having Formula 2-a of this disclosure, the second light-emitting layer may further comprise another anthracene-based compound.

[0126] In addition to the hole transport layer and the luminescent layer, the organic layer may further include at least one layer selected from the following: a hole injection layer, a hole auxiliary layer, a luminescent auxiliary layer, an electron transport layer, an electron injection layer, an intermediate layer, a hole blocking layer, an electron blocking layer, and an electron buffer layer. Besides the luminescent material of this disclosure, the organic layer may further comprise amine-based compounds and / or azazine-based compounds. Specifically, the hole injection layer, hole transport layer, hole auxiliary layer, luminescent layer, luminescent auxiliary layer, or electron blocking layer may comprise amine-based compounds (e.g., arylamine-based compounds, styrylarylamine-based compounds, etc.) as hole injection materials, hole transport materials, hole auxiliary materials, luminescent materials, luminescent auxiliary materials, or electron blocking materials. Furthermore, the electron transport layer, electron injection layer, electron buffer layer, or hole blocking layer may comprise azazine-based compounds as electron transport materials, electron injection materials, electron buffer materials, or hole blocking materials. Furthermore, the organic layer may further comprise at least one metal selected from the group consisting of: metals of Group 1, Group 2, transition metals of Period 4, transition metals of Period 5, lanthanides, and organometallic d-transition elements, or a complex compound comprising at least one of the metals therein.

[0127] The anode and cathode can each be formed of a transparent conductive material, or a semi-transparent or reflective conductive material. Depending on the type of material used to form the first and second electrodes, the organic electroluminescent device can be a top-emitting type, a bottom-emitting type, or a dual-sided emitting type.

[0128] A hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof can be used between the anode and the emissive layer. The hole injection layer can be multilayered to reduce the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or electron blocking layer, wherein each layer can use two compounds simultaneously. Furthermore, the hole injection layer can be doped with a p-type dopant. The electron blocking layer can be placed 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 confining excitons within the emissive layer. The hole transport layer or electron blocking layer can be multilayered, wherein multiple compounds can be used in each layer.

[0129] An electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof can be used between the light-emitting layer and the cathode. The electron buffer layer can be multilayered to control electron injection and improve the interface properties between the light-emitting layer and the electron injection layer, where each layer can use two compounds simultaneously. The hole blocking layer is placed between the electron transport layer (or electron injection layer) and the light-emitting layer and blocks holes from reaching the cathode, thereby improving the recombination probability of electrons and holes in the light-emitting layer. The hole blocking layer or electron transport layer can also be multilayered, where multiple compounds can be used in each layer. Furthermore, the electron injection layer can be doped with an n-type dopant.

[0130] Light-emitting auxiliary layers, hole-emitting auxiliary layers, or electron-blocking layers can improve the efficiency and / or lifespan of organic electroluminescent devices.

[0131] The light-emitting auxiliary layer can be a layer placed between the anode and the light-emitting layer, or a layer placed between the cathode and the light-emitting layer. When the light-emitting auxiliary layer is placed between the anode and the light-emitting layer, it can be used to facilitate hole injection and / or transport, or to prevent electron leakage. When the light-emitting auxiliary layer is placed between the cathode and the light-emitting layer, it can be used to facilitate electron injection and / or transport, or to prevent hole leakage.

[0132] Furthermore, a hole assist layer can be placed between the hole transport layer (or hole injection layer) and the light-emitting layer, and can exhibit the effect of promoting or limiting the hole transport rate (or hole injection rate), thereby enabling control of charge balance. When the organic electroluminescent device includes two or more hole transport layers, the further included hole transport layer can be used as a hole assist layer or an electron blocking layer.

[0133] In the organic electroluminescent device of this disclosure, it is preferable to place at least one layer selected from chalcogenide layers, metal halide layers, and metal oxide layers (hereinafter referred to as "surface layers") on at least one inner surface of a pair of electrodes. Specifically, it is preferable to place silicon and aluminum chalcogenide (including oxide) layers on the anode surface on the electroluminescent dielectric layer side, and it is preferable to place the metal halide layer or metal oxide layer on the cathode surface on the electroluminescent dielectric layer side. Such surface layers provide operational stability to the organic electroluminescent device. For example, chalcogenides include SiO₂. X (1 ≤ X ≤ 2), AlO X (1≤X≤1.5), SiON, SiAlON, etc.; metal halides include LiF, MgF2, CaF2, rare earth metal fluorides, etc.; and metal oxides include Cs2O, Li2O, MgO, SrO, BaO, CaO, etc.

[0134] Furthermore, in the organic electroluminescent device of this disclosure, a mixed region of electron transport compound and reducing dopant, or a mixed region of hole transport compound and oxidizing dopant, can be placed on at least one surface of a pair of electrodes. In this case, the electron transport compound is reduced to anion, and thus it becomes easier to inject and transport electrons from the mixed region into the light-emitting medium. Furthermore, the hole transport compound is oxidized to cation, and thus it becomes easier to inject and transport holes from the mixed region into 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. Moreover, an organic electroluminescent device having at least two light-emitting layers and emitting white light can be manufactured by using a reducing dopant layer as a charge-generating layer.

[0135] The method for manufacturing the organic electroluminescent device disclosed herein is not limited, and the manufacturing methods of the device examples described below are merely examples and are not intended to limit the scope thereof. Those skilled in the art can reasonably conceive of manufacturing methods for the device examples described below based on existing technology. For example, there is no particular limitation on the mixing ratio of the first compound and the second compound, and therefore those skilled in the art can reasonably select within a certain range based on existing technology. For example, based on the total weight of the luminescent layer material, the total weight of the first compound and the second compound accounts for 80.0% to 99.5% of the total weight of the luminescent layer, the weight ratio of the first compound and the second compound can be between 1:99 and 99:1, between 20:80 and 99:1, or between 50:50 and 90:10. In the fabrication of the device, when forming a light-emitting layer by co-depositing two or more host materials and a light-emitting material, the two or more host materials and the light-emitting material can be placed in different evaporation sources and co-deposited to form the light-emitting layer, or a premixed mixture of two or more host materials can be placed in the same evaporation source and then co-deposited with a light-emitting material placed in another evaporation source to form the light-emitting layer. This premixing method can further save evaporation sources. According to one embodiment, the first compound, the second compound, and the light-emitting material of this disclosure can be placed in different evaporation sources and co-deposited to form the light-emitting layer, or a premixed mixture of the first compound and the second compound can be placed in the same evaporation source and then co-deposited with a light-emitting material placed in another evaporation source to form the light-emitting layer. The light-emitting layer of the organic electroluminescent device according to one embodiment can be a single layer in which light is emitted, or it can be multiple layers in which two or more layers are laminated. The light-emitting layer may further contain one or more dopants, and the doping concentration of the dopant compound relative to the host compound of the light-emitting layer can be less than 20 wt%, and preferably less than 10 wt%.

[0136] An organic electroluminescent device according to an embodiment of this disclosure may be an organic electroluminescent device having a series structure. In the case of a series organic electroluminescent device according to an embodiment, a single light-emitting unit (light-emitting unit) may be formed in a structure in which two or more units are connected by a charge-generating layer. The organic electroluminescent device may include a plurality of two or more light-emitting units, for example, a plurality of three or more light-emitting units, each light-emitting unit having a first electrode and a second electrode opposite to each other on a substrate and a light-emitting layer stacked between the first electrode and the second electrode and emitting light within a specific wavelength range. The organic electroluminescent device may include a plurality of light-emitting units, and each of these light-emitting units may include a hole transport band, a light-emitting layer, and an electron transport band, and the hole transport band may include a hole injection layer and a hole transport layer, and the electron transport band may include an electron transport layer and an electron injection layer. According to one embodiment, a light-emitting unit may include three or more light-emitting layers. The plurality of light-emitting units may emit the same color or different colors. Furthermore, a light-emitting unit may include one or more light-emitting layers, and the plurality of light-emitting layers may be light-emitting layers of the same color or different colors. It may include one or more charge-generating layers located between each light-emitting unit. A charge generation layer is a layer that generates holes and electrons when a voltage is applied. When there are three or more light-emitting units, the charge generation layer can be located between each light-emitting unit. Here, multiple charge generation layers can be the same or different from each other. By placing a charge generation layer between the light-emitting units, the current efficiency in each light-emitting unit is increased, and the charge can be distributed uniformly. Specifically, the charge generation layer is disposed between two adjacent stacks and can be used to drive a series organic electroluminescent device using only a pair of anodes and cathodes, without requiring separate internal electrodes located between the stacks.

[0137] The charge-generating layer can consist of an N-type charge-generating layer and a P-type charge-generating layer, and the N-type charge-generating layer can be doped with an alkali metal, an alkaline earth metal, or a compound of an alkali metal and an alkaline earth metal. Alkali metals can include one selected from the group consisting of Li, Na, K, Rb, Cs, Fr, Yb, and combinations thereof, and alkaline earth metals can include one selected from the group consisting of Be, Mg, Ca, Sr, Ba, Ra, and combinations thereof. The P-type charge-generating layer can be made of a metal or an organic material doped with a P-type dopant. For example, the metal can be made of one or more alloys selected from the group consisting of Al, Cu, Fe, Pb, Zn, Au, Pt, W, In, Mo, Ni, and Ti. Furthermore, commonly used materials can be used as both the P-type dopant and the host material in P-type doped organic materials.

[0138] An organic electroluminescent device according to one embodiment may further include at least one dopant in the light-emitting layer.

[0139] The dopant included in the organic electroluminescent device of this disclosure may be at least one phosphorescent dopant or fluorescent dopant, preferably a fluorescent dopant. For example, the phosphorescent dopant material used in the organic electroluminescent device of this disclosure is not particularly limited, but may be one or more complex compounds selected from one or more metal atoms: iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), preferably one or more ortho-metallized complex compounds selected from one or more metal atoms: iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), and more preferably one or more ortho-metallized iridium complex compounds.

[0140] The dopants included in the organic electroluminescent devices of this disclosure may be compounds represented by the following formula D, but are not limited thereto.

[0141] --- (D)

[0142] In equation D,

[0143] Y′1 represents B or N;

[0144] X′1 and X′2 each independently represent O, S, NR′ or BR′;

[0145] Ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 5 to 50 carbon atoms, a substituted or unsubstituted aromatic heterocycle having 2 to 50 carbon atoms, a substituted or unsubstituted aliphatic ring having 3 to 30 carbon atoms, or a substituted or unsubstituted aliphatic-aromatic mixed ring having 3 to 30 carbon atoms.

[0146] Each R′ independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C2) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30) arylsilyl, or -L′4-N-(Ar′4)(Ar′5); or may be linked with adjacent substituents to form one or more rings;

[0147] Each L′4 independently represents a single bond, substituted or unsubstituted (C6-C) bond. 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; and

[0148] Ar′4 and Ar′5 each independently represent hydrogen, substituted or unsubstituted (C1-C2) 30 )alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, one or more (C3-C 30 Aliphatic rings and one or more (C6-C) 30 ) Aromatic ring substituted or unsubstituted fused ring groups, substituted or unsubstituted (C6-C 30 )Aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl.

[0149] According to one embodiment of this disclosure, formula D can be represented by the following formula D-1.

[0150] --- (D-1)

[0151] In equation D-1,

[0152] R 101 To R 111 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C2) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 ) arylsilyl, or -L′4-N-(Ar′4)(Ar′5); or may be linked with adjacent substituents to form one or more rings;

[0153] Each R′ independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30)alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C2) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 )arylsilyl, or -L′4-N-(Ar′4)(Ar′5); or may be linked to R 101 R 108 R 109 and R 111 At least one of them can form one or more rings;

[0154] Each L′4 independently represents a single bond, substituted or unsubstituted (C6-C) bond. 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; and

[0155] Ar′4 and Ar′5 each independently represent hydrogen, substituted or unsubstituted (C1-C2) 30 )alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, one or more (C3-C 30 Aliphatic rings and one or more (C6-C) 30 ) Aromatic ring substituted or unsubstituted fused ring groups, substituted or unsubstituted (C6-C 30 )Aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl.

[0156] Preferably, R 101 To R 111 Each independently represents hydrogen, deuterium, substituted or unsubstituted (C1-C) 20 )alkyl, substituted or unsubstituted (C6-C 25 ) aryl, substituted or unsubstituted (5- to 20-membered) heteroaryl, or -L′4-N-(Ar′4)(Ar′5); or may be linked with adjacent substituents to form one or more rings.

[0157] More preferably, R 101 To R 111 Each independently represents hydrogen; deuterium; unsubstituted (C1-C) 10)alkyl; unsubstituted or (C1-C2) 10 alkyl, (13- to 18-membered) heteroaryl and di(C6-C 18 At least one substituted (C6-C) aryl amino group 18 ) aryl; unsubstituted or substituted with at least one (C1-C) 10 Alkyl-substituted (5- to 18-membered) heteroaryl groups; or -L′4-N-(Ar′4)(Ar′5); or may be linked with adjacent substituents to form one or more rings. For example, R 101 To R 111 Each of the following groups can be independently hydrogen, methyl, tert-butyl, substituted or unsubstituted phenyl, biphenyl, terphenyl, triphenylene, carbazolyl, phenoxazinyl, phenothiazinyl, dimethylacridinyl, dimethylxanthanyl, unsubstituted or substituted with at least one of methyl and diphenylamino, phenylnaphthylamino, diphenylamino, phenylamino substituted with phenylcarbazolyl or dibenzofuranyl, or a (17- to 21-membered) heteroaryl group substituted with at least one of methyl and phenyl; or it can be linked with adjacent substituents to form a benzene ring, an indole ring substituted with at least one of phenyl and diphenylamino, a benzofuran ring, a benzothiophene ring, or a 19-membered heterocycle substituted with at least one methyl group. The substituted phenyl group can be substituted with at least one of methyl, carbazolyl, dibenzofuranyl, diphenylamino, phenoxazinyl, phenothiazinyl, and dimethylacridinyl.

[0158] According to one embodiment of this disclosure, formula D can be represented by formula D-2 or D-3.

[0159] --- (D-2) --- (D-3)

[0160] In equations D-2 and D-3,

[0161] X′1 and X′2 each independently represent O, S, NR′ or BR′;

[0162] Rings a, b, and d each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 5 to 50 carbon atoms, a substituted or unsubstituted aromatic heterocycle having 2 to 50 carbon atoms, a substituted or unsubstituted aliphatic ring having 3 to 30 carbon atoms, or a mixed aliphatic and aromatic ring having 3 to 30 carbon atoms; and

[0163] R′, L′4, Ar′4, and Ar′5 are defined as in equation D.

[0164] According to one embodiment of this disclosure, a specific example of formula D is as follows, but is not limited thereto.

[0165]

[0166] In the above compounds, D2 to D5 each refer to 2 to 5 hydrogen atoms being replaced by deuterium.

[0167] The formation of each layer of the organic electroluminescent device disclosed herein can be accomplished by applying either a dry film-forming method (such as vacuum deposition, sputtering, plasma, ion plating, etc.) or a wet film-forming method (such as spin coating, dip coating, flow coating, etc.). When using a wet film-forming method, the film can be formed by dissolving or dispersing the material forming each layer in any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane, etc. The solvent can be any solvent in which the material forming each layer can be dissolved or dispersed, provided that there are no problems with film-forming properties.

[0168] According to one embodiment of this disclosure, when forming a layer of the first and second host compounds of this disclosure, the layer can be formed by the methods listed above, and typically by a co-deposition or hybrid deposition process. Co-deposition is a method for mixing two or more materials into each individual crucible source and simultaneously applying current to both chambers to cause the materials to evaporate. Hybrid deposition is a method for mixing two or more materials in one crucible source prior to deposition and then applying current to one chamber to cause the materials to evaporate.

[0169] According to one embodiment of this disclosure, when the first host compound and the second host compound are present in the same or different layers of an organic electroluminescent device, the two host compounds can be formed separately into the film. For example, the second host material can be deposited after the first host material is deposited.

[0170] Various host materials according to one embodiment of this disclosure can be used as luminescent materials for white organic light-emitting devices. Depending on the arrangement of R (red), G (green), YG (yellow-green), or B (blue) luminescent units, white organic light-emitting devices have various proposed structures, such as side-by-side arrangement methods, stacked arrangement methods, or CCM (color conversion material) methods. Furthermore, various host materials according to another embodiment of this disclosure can also be applied to organic electroluminescent devices containing QD (quantum dots). In addition, various host materials according to this disclosure can be used to manufacture display devices such as smartphones, tablets, laptops, PCs, TVs, or vehicle display devices, or lighting devices such as outdoor or indoor lighting.

[0171] In the following sections, the preparation methods and properties of compounds according to this disclosure will be explained in detail with reference to representative compounds of this disclosure, as well as the luminescent properties of organic electroluminescent devices (OLEDs) comprising organic electroluminescent compounds or multiple host materials according to this disclosure. However, the following examples only describe the properties of OLEDs comprising organic electroluminescent compounds or multiple host materials according to this disclosure in order to provide a detailed understanding of this disclosure, and this disclosure is not limited to the following examples.

[0172] Example 1: Synthesis of compound H1-206-D17

[0173]

[0174] 1) Synthesis of compound H1-1

[0175] In a flask, compound 1-1 (24.8 g, 86 mmol), compound 1-2 (33.3 g, 112 mmol), Pd(OAc)2 (1.35 g, 6 mmol), SPhos (5.3 g, 13 mmol), K3PO4 (55 g, 258 mmol), toluene (500 mL), ethanol (125 mL), and distilled water (125 mL) were added, and the mixture was stirred under reflux at 120°C for 3 hours. After the reaction was complete, the mixture was cooled to room temperature, and the organic layer was extracted with ethyl acetate (EA). Residual water was removed by magnesium sulfate, and the organic layer was separated by column chromatography to obtain compound H1-1 (20.2 g, yield: 46%).

[0176]

[0177] 2) Synthesis of compound H1-206-D17

[0178] Compound H1-1 was synthesized by selecting deuteration methods disclosed in Korean Patent Nos. 10-2283849 and 10-1427457, to obtain compound H1-206-D17 (13 g, yield: 99%, MS: [M+H)). + = 523.2).

[0179] Example 2: Synthesis of compound H3-1

[0180]

[0181] 7-Bromobenzanthracene (15 g, 48.88 mmol), (4-phenylnaphth-1-yl)boronic acid (14.53 g, 58.59 mmol), Pd(OAc)₂ (0.54 g, 2.44 mmol), XPhos (2.79 g, 5.85 mmol), K₂CO₃ (20.24 g, 146.48 mmol), toluene (400 mL), distilled water (100 mL), and ethanol (70 mL) were mixed and stirred under reflux at 120°C. After 3 hours, the mixture was cooled to room temperature, distilled water was added, and the organic layer was extracted with EA. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain compound H₃-1 (17.4 g, yield: 82.67%).

[0182]

[0183] Example 3: Synthesis of compound H3-93-D18

[0184]

[0185] Compound H3-1 (38.5 g) was synthesized by selecting deuteration methods disclosed in Korean Patent Nos. 10-2283849 and 10-1427457, to obtain compound H3-93-D18 (27.0 g, yield: 67.52%, MS: [M+H)). + =448.1).

[0186]

[0187] Example 4: Synthesis of compound H3-4

[0188]

[0189] 1) Synthesis of compound H3-4-P-1

[0190] 1,5-Dibromonaphthalene (60 g, 209.8 mmol), phenylboronic acid (28.1 g, 230.8 mmol), Pd(PPh3)4 (12.1 g, 10.5 mmol), K2CO3 (72.5 g, 524.5 mmol), toluene (1 L), distilled water (250 mL), and ethanol (250 mL) were mixed and stirred under reflux at 120°C. After 3 hours, the mixture was cooled to room temperature, distilled water was added, and the organic layer was extracted with dichloromethane (MC). The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and then separated by column chromatography using silica to obtain compound H3-4-P-1 (40.8 g, yield: 68.7%).

[0191] 2) Synthesis of compound H3-4

[0192] Compound H3-4-P-1 (40.8 g, 144.1 mmol), 4,4,5,5-tetramethyl-2-(benzanthracene-7-yl)-1,3,2-dioxane (56.1 g, 158.5 mmol), Pd(OAc)2 (1.6 g, 7.2 mmol), SPhos (7.1 g, 17.3 mmol), K3PO4 (76.5 g, 360.2 mmol), toluene (900 mL), distilled water (120 mL), and ethanol (120 mL) were mixed and stirred under reflux at 120°C. After 4 hours, the mixture was cooled to room temperature, distilled water was added, and the organic layer was extracted with toluene. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and then separated by column chromatography using silica to obtain compound H3-4 (40.0 g, yield: 64.5%).

[0193]

[0194] Example 5: Synthesis of compound H3-94-D17

[0195]

[0196] Compound H3-4 (40.0 g) was synthesized by selecting deuteration methods disclosed in Korean Patent Nos. 10-2283849 and 10-1427457, to obtain compound H3-94-D17 (27.5 g, yield: 66.3%, MS: [M+H)). + =447.2).

[0197]

[0198] In the following description, for the purpose of understanding this disclosure in detail, methods for preparing organic electroluminescent devices comprising various host materials and / or organic electroluminescent compounds according to this disclosure and their characteristics are described.

[0199] Apparatus Example 1: Production of OLEDs by Deposition of Compounds According to the Present Disclosure

[0200] The OLED is manufactured according to this disclosure. A transparent electrode indium tin oxide (ITO) film (GEOMATEC CO., LTD.) on the glass substrate used in the OLED is subjected to ultrasonic washing sequentially with acetone and isopropanol, and then stored in isopropanol for use. The ITO substrate is then mounted on a substrate holder in a vacuum vapor deposition apparatus. Next, compound HI-1 is introduced into one chamber of the vacuum vapor deposition apparatus, and compound HT-1 is introduced into another chamber of the vacuum vapor deposition apparatus. The two materials are evaporated at different rates, and compound HI-1 is deposited at a doping amount of 5 wt% based on the total amount of compounds HI-1 and HT-1 to form a hole injection layer with a thickness of 10 nm. Compound HT-1 is then deposited on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Next, compound HT-2 is introduced into another chamber of the vacuum vapor deposition apparatus, and the compound is evaporated by applying current to the chamber, thereby forming a second hole transport layer with a thickness of 15 nm on the first hole transport layer. After forming the hole injection layer and the hole transport layer, a first luminescent layer is formed thereon as follows. Compound host 1 is introduced as the host into one chamber of a vacuum phase deposition apparatus, and compound D-1 is introduced as a dopant into another chamber. The two materials are evaporated at different rates, and the dopant is deposited at a doping amount of 2 wt% based on the total amount of the host and the dopant to form a first luminescent layer with a thickness of 5 nm on the second hole transport layer. Then, a second luminescent layer is formed on the first luminescent layer as follows. The two compounds shown in Table 1 below are introduced as hosts into one chamber of a vacuum phase deposition apparatus, and compound D-1 is introduced as a dopant into another chamber. Next, the two host materials are deposited at a 1:1 weight ratio, and the dopant is deposited at a doping amount of 2 wt% to form a second luminescent layer with a thickness of 13 nm. After depositing the luminescent layer, compound ET-1 is deposited as a hole blocking layer material to a thickness of 5 nm. Subsequently, compounds ET-2 and EI-1 were introduced as electron transport layer materials into two separate chambers of a vacuum vapor deposition apparatus, and these two materials were deposited at a weight ratio of 2:1 to form an electron transport layer with a thickness of 25 nm. After depositing Yb (ytterbium) and LiF (lithium fluoride) at a weight ratio of 2:1 (Yb:LiF) on the electron transport layer to form an electron injection layer with a thickness of 1 nm, an Al cathode with a thickness of 80 nm was deposited on the electron injection layer using another vacuum vapor deposition apparatus. Thus, an OLED was produced. Each compound used for all materials was subjected to 10... -6 Purification is achieved through vacuum sublimation.

[0201] Comparative Example 1: Production of OLEDs containing conventional compounds as the main material

[0202] The OLED is produced in the same manner as in Device Example 1, except that the compounds shown in Table 1 below are used as the host material for the second light-emitting layer.

[0203] The driving voltage, current efficiency, and time (lifetime; T) of the OLEDs produced in Device Example 1 and Comparative Example 1 at a brightness of 1,000 nits were compared. 95 The information is provided in Table 1 below.

[0204] [Table 1]

[0205]

[0206] As can be seen from Table 1 above, compared with OLEDs containing conventional compounds (Comparative Example 1), OLEDs containing a specific combination of compounds according to this disclosure as the host material exhibit a longer lifetime characteristic.

[0207] Device Examples 2 and 3: Production of OLEDs by Deposition of Compounds According to the Present Disclosure

[0208] The OLED is produced in the same manner as in Device Example 1, except that the compounds shown in Table 2 below are used instead of the compound body 1 in the first light-emitting layer.

[0209] The driving voltage of the OLEDs produced in Device Examples 2 and 3 at a brightness of 1,000 nits and the time taken for the brightness to decrease from 100% to 90% under 2x acceleration (lifetime; T) 90 The information is provided in Table 2 below.

[0210] [Table 2]

[0211]

[0212] As can be seen from Table 2 above, OLEDs (device examples 2 and 3) containing specific combinations of compounds according to this disclosure as host materials maintain low driving voltages and exhibit longer lifetime characteristics.

[0213] The compounds used in the above apparatus examples 1 to 3 and comparative example 1 are specifically shown in Table 3 below.

[0214] [Table 3]

[0215]

[0216] Device Examples 4 to 7: Production of OLEDs by Deposition of Compounds According to the Present Disclosure

[0217] The OLED is produced in the same manner as in Device Example 1, except that the compounds shown in Table 4 below are used as the host materials for the first and second light-emitting layers.

[0218] Comparative Example 2: Production of OLEDs with a Single Emitting Layer

[0219] The OLED is produced in the same manner as in Device Example 4, except that the second light-emitting layer is deposited to a thickness of 18 nm without the first light-emitting layer.

[0220] The current efficiency of the OLEDs produced in Device Examples 4 to 7 and Comparative Example 2 at a brightness of 1,000 nits and the time taken for the brightness to decrease from 100% to 95% under 2x acceleration (lifetime; T) 95 The information is provided in Table 4 below.

[0221] [Table 4]

[0222]

[0223] As can be seen from Table 4 above, compared with OLEDs containing a single light-emitting layer (Comparative Example 2), OLEDs containing a specific combination of compounds according to the present disclosure as the host material (Device Examples 4 to 7) maintain high current efficiency and exhibit longer lifetime characteristics.

[0224] The compounds used in the apparatus examples 4 to 7 above and in comparative example 2 are specifically shown in Table 5 below.

[0225] [Table 5]

[0226]

[0227] Device Example 8: Production of OLEDs by Deposition of Compounds According to the Present Disclosure

[0228] The OLED is manufactured according to this disclosure. A transparent indium tin oxide (ITO) thin film (Geoma Ltd.) on a glass substrate used in the OLED is subjected to ultrasonic washing sequentially with acetone and isopropanol, and then stored in isopropanol. The ITO substrate is then mounted on a substrate holder in a vacuum vapor deposition apparatus. Next, compound HI-1 is introduced into one chamber of the vacuum vapor deposition apparatus, and compound HT-3 is introduced into another chamber. The two materials are evaporated at different rates, and compound HI-1 is deposited with a doping amount of 5 wt% based on the total amount of compound HI-1 and compound HT-3 to form a hole injection layer with a thickness of 10 nm. Compound HT-3 is then deposited on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Compound HT-4 is then introduced into another chamber of the vacuum vapor deposition apparatus, and the compound is evaporated by applying current to the chamber, thereby forming a second hole transport layer with a thickness of 15 nm on the first hole transport layer. After forming the hole injection layer and the hole transport layer, a light-emitting layer is formed thereon as follows. The compounds shown in Table 6 were introduced as the host material into one chamber of a vacuum vapor deposition apparatus, and compound D-2 was introduced as a dopant into another chamber. The two materials were evaporated at different rates, and the dopant was deposited at a doping amount of 3 wt% based on the total amount of the host and dopant to form a 20 nm thick emitting layer on the second hole transport layer. After depositing the emitting layer, compound ET-3 was deposited as a hole blocking layer material to a thickness of 5 nm. Subsequently, compounds ET-4 and EI-1 were introduced as electron transport layer materials into two chambers of the vacuum vapor deposition apparatus, respectively, and deposited at a weight ratio of 2:1 to form an electron transport layer with a thickness of 25 nm. After depositing Yb (ytterbium) on the electron transport layer to form an electron injection layer with a thickness of 2 nm, an 80 nm thick Al cathode was deposited on the electron injection layer using another vacuum vapor deposition apparatus. Thus, an OLED was produced. Each compound used for all materials was evaporated at 10... -6 Purification is achieved through vacuum sublimation.

[0229] Comparative Example 3: Production of OLEDs Containing Comparative Compounds

[0230] The OLEDs were produced in the same manner as in Device Example 8, except that the compounds shown in Table 6 below were used as the host materials.

[0231] The driving voltage of the OLEDs produced in Device Example 8 and Comparative Example 3 at a brightness of 1,000 nits and the time taken for the brightness to decrease from 100% to 95% under 2x acceleration (lifetime; T) 95 The information is provided in Table 6 below.

[0232] [Table 6]

[0233]

[0234] As can be seen from Table 6 above, compared with the OLED containing the comparative compound (Comparative Example 3), the OLED containing the compound according to this disclosure as the host material (Device Example 8) maintains a low driving voltage and exhibits a longer lifetime characteristic.

[0235] The compounds used in apparatus example 8 and comparative example 3 above are specifically shown in Table 7 below.

[0236] [Table 7]

[0237]

Claims

1. A plurality of host materials comprising at least one first host compound and at least one second host compound, wherein the first host compound is represented by Formula 1, the second host compound is represented by Formula 2, and the first host compound and the second host compound are different from each other: --- (1) in, Ar1 indicates substituted or unsubstituted (C6-C) 30 )Aryl or substituted or unsubstituted (3 to 30 yuan) heteroaryl; L1 indicates a single bond, or a substituted or unsubstituted bond (C6-C). 30 )triaryl; R1 to R8 each independently represent hydrogen or deuterium; L2 indicates substituted or unsubstituted (C6-C) 30 ) aryl; and Ar2 is represented by the following equation 1-1: --- (1-1) in, R′1 to R′ 10 Each independently represents hydrogen, deuterium, or unsubstituted or deuterated (C6-C) 30 ) aryl, and R′1 to R′ 10 One of them is connected to L2; --- (2) in, Ar 11 Indicates whether it is substituted or not substituted (C6-C) 30 )Aryl or substituted or unsubstituted (3 to 30 yuan) heteroaryl; L 11 Indicates single bond, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; R 11 To R 18 Each can be used independently to represent hydrogen or deuterium; L 12 Indicates single bond, or substituted or unsubstituted (C6-C) 30 ) aryl; and Ar 12 This is represented by the following formula 2-1: --- (2-1) in, X is O or S; R′ 11 To R′ 18 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl, or combinations thereof; or may be linked with adjacent substituents to form one or more rings; and R′ 11 To R′ 18 One of them is L 12 connect.

2. The various main body materials according to claim 1, wherein, Ar1 represents an unsubstituted or deuterated phenyl group, an unsubstituted or deuterated biphenyl group, an unsubstituted or deuterated terphenyl group, an unsubstituted or deuterated naphthyl group, an unsubstituted or deuterated phenanthryl group, or a combination thereof. L1 and L2 independently represent a single bond, an unsubstituted or deuterated phenylene, an unsubstituted or deuterated biphenylene, an unsubstituted or deuterated terphenylene, or an unsubstituted or deuterated naphthylene; and R′1 to R′ 10 Each of these can independently represent hydrogen, deuterium, unsubstituted or deuterated phenyl, unsubstituted or deuterated biphenyl, unsubstituted or deuterated terphenyl, unsubstituted or deuterated naphthyl, unsubstituted or deuterated phenanthryl, or combinations thereof.

3. The various main body materials according to claim 1, wherein, Ar 11 This indicates unsubstituted or deuterated phenyl, unsubstituted or deuterated biphenyl, unsubstituted or deuterated terphenyl, unsubstituted or deuterated naphthyl, unsubstituted or deuterated phenanthryl, unsubstituted or deuterated dimethylfluorenyl, unsubstituted or deuterated diphenylfluorenyl, unsubstituted or deuterated dimethylbenzofluorenyl, and unsubstituted or deuterated diphenylbenzofluorene. The following are compounds: spirodifluorenyl, unsubstituted or deuterated spirodifluorenyl, unsubstituted or deuterated triphenylene, unsubstituted or deuterated carbazolyl, unsubstituted or deuterated benzocarbazolyl, unsubstituted or deuterated dibenzofuranyl, unsubstituted or deuterated benzonaphthiofuranyl, unsubstituted or deuterated dibenzothiophene, unsubstituted or deuterated benzonaphthiophene, or combinations thereof. L 11 and L 12 Each of these independently represents a single bond, an unsubstituted or deuterated phenylene, an unsubstituted or deuterated biphenylene, an unsubstituted or deuterated terphenylene, an unsubstituted or deuterated naphthylene, or an unsubstituted or deuterated carbazolyl; and R′ 11 To R′ 18 Each can independently represent hydrogen, deuterium, unsubstituted or deuterated phenyl, unsubstituted or deuterated biphenyl, unsubstituted or deuterated terphenyl, unsubstituted or deuterated naphthyl, unsubstituted or deuterated phenanthryl, or combinations thereof; or may be linked with adjacent substituents to form one or more unsubstituted or deuterated benzene rings.

4. The various main body materials according to claim 1, wherein, At least one of Equations 1 and 2 contains deuterium.

5. The various main body materials according to claim 1, wherein, The substituted alkyl group, the substituted aryl group, the substituted arylene group, the substituted heteroaryl group, the substituted heteroarylene group, the substituted cycloalkyl group, the substituted fused ring group of the one or more aliphatic rings and one or more aromatic rings, the substituted aromatic hydrocarbon, and the substituted heteroaromatic hydrocarbon are each independently selected from at least one of the following groups: deuterium, halogen, cyano, carboxyl, nitro, hydroxyl, phosphine oxide, (C1-C2) 30 alkyl, halogenated (C1-C) 30 )alkyl, (C2-C 30 )alkenyl, (C2-C 30 ) alkynyl group, (C1-C 30 )alkoxy, (C1-C 30 )alkylthio, (C3-C 30 )cycloalkyl, (C3-C 30 Cycloalkenyl, (3- to 7-membered) heterocycloalkyl, (C6-C 30 ) aryloxy group, (C6-C 30 ) arylthioyl, (3 to 30) heteroaryl, (C6-C 30 )Aromatic, tri(C1-C 30 )alkylsilyl, tri(C6-C 30 )arylsilyl, di(C1-C 30 )alkyl (C6-C 30 )arylsilyl, (C1-C 30 )alkyl di(C6-C 30 ) arylsilyl, amino, mono- or di(C1-C 30 )alkylamino, mono- or di(C2-C 30 alkenylamino, mono- or di(C6-C) 30 ) arylamino, mono- or di(3- to 30-membered) heteroarylamino, (C1-C 30 )alkyl (C2-C 30 )alkenylamino, (C1-C 30 )alkyl (C6-C 30 ) arylamino, (C1-C 30 )alkyl (3- to 30-membered) heteroarylamino, (C2-C 30 )alkenyl (C6-C 30 )Arylamino, (C2-C 30 )alkenyl (3- to 30-membered) heteroarylamino, (C6-C 30 ) aryl (3- to 30-membered) heteroarylamino, (C1-C 30 )alkyl carbonyl, (C1-C 30 )alkoxycarbonyl, (C6-C 30 ) aryl carbonyl, di(C6-C 30 )arylboroncarbonyl, (C6-C 30 )arylphosphonoyl, di(C1-C 30 )alkylboron carbonyl, (C1-C 30 )alkyl (C6-C 30 )arylboroncarbonyl, (C6-C 30 )Aryl(C1-C 30 )alkyl, (C1-C 30 )alkyl (C6-C 30 Aryl groups and combinations thereof, each of which can be further replaced by deuterium.

6. The various main body materials according to claim 1, wherein, The compound represented by Formula 1 is selected from at least one of the following compounds: Where D n This means that n hydrogen atoms are replaced by deuterium, and n is an integer from 1 to the maximum number of hydrogen atoms in the compound.

7. The various main body materials according to claim 1, wherein, The compound represented by Formula 2 is selected from at least one of the following compounds: Where D n This means that n hydrogen atoms are replaced by deuterium, and n is an integer from 1 to the maximum number of hydrogen atoms in the compound.

8. An organic electroluminescent device, comprising: anode; cathode; And at least one light-emitting layer between the anode and the cathode, wherein the at least one light-emitting layer comprises a plurality of body materials according to claim 1.

9. An organic electroluminescent compound, represented by the following formula 1-a: --- (1-a) in, R 50 To R 61 Each can be independently represented as hydrogen, deuterium, formula 1-b, or formula 1-c, provided that R 50 To R 61 At least one of them represents either equation 1-b or equation 1-c: --- (1-b) --- (1-c) in, R 62 To R 65 and R 68 Each independently represents hydrogen, deuterium, unsubstituted or deuterated phenyl, unsubstituted or deuterated biphenyl, or unsubstituted or deuterated naphthyl, and R 62 To R 65 and R 68 At least one of them represents an unsubstituted or deuterated phenyl, an unsubstituted or deuterated biphenyl, or an unsubstituted or deuterated naphthyl; R 66 and R 67 Each can be independently represented as hydrogen or deuterium; and R 69 To R 75 Each independently represents hydrogen, deuterium, unsubstituted or deuterated phenyl, unsubstituted or deuterated biphenyl, or unsubstituted or deuterated naphthyl, and R 69 To R 75 At least one of them represents an unsubstituted or deuterated phenyl, an unsubstituted or deuterated biphenyl, or an unsubstituted or deuterated naphthyl.

10. The organic electroluminescent compound according to claim 9, wherein, The compound represented by formula 1-a is selected from the following compounds: Where D n This means that n hydrogen atoms are replaced by deuterium, and n is an integer from 1 to the maximum number of hydrogen atoms in the compound.

11. An organic electroluminescent device, comprising: anode; cathode; A first light-emitting layer is disposed between the anode and the cathode; And a second light-emitting layer disposed between the first light-emitting layer and the cathode, wherein the first light-emitting layer comprises the organic electroluminescent compound according to claim 9, the second light-emitting layer comprises at least two different compounds comprising an anthracene skeleton, and the first light-emitting layer and the second light-emitting layer are in direct contact.

12. An organic electroluminescent compound, represented by the following formula 2-a: --- (2-a) in, Ar 11 Indicates whether it is substituted or not substituted (C6-C) 30 )Aryl or substituted or unsubstituted (3 to 30 yuan) heteroaryl; L 11 Indicates single bond, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; R 11 To R 18 Each can be used independently to represent hydrogen or deuterium; L 12 Indicates single bond, or substituted or unsubstituted (C6-C) 30 ) aryl; and Ar 12 This is represented by the following formula 2-b: --- (2-b) in, X is O or S; R′ 11 To R′ 18 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl group, or combinations thereof; or may be linked with adjacent substituents to form one or more rings; R′ 11 To R′ 13 One of them is L 12 Connect; and R′ 11 To R′ 13 China did not have L 12 The rest of the connection and R′ 14 To R′ 18 At least one of them is substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (C6-C 30 ) heteroaryl groups or combinations thereof.

13. The organic electroluminescent compound according to claim 12, wherein, The compound represented by formula 2-a is selected from the following compounds: Among them, in D n In this context, n represents the number of deuterium substituted compounds, and n represents the number from 0 to the maximum number of deuterium in the compound, where n is 0 for hydrogen compounds.

14. An organic electroluminescent device, comprising: anode; cathode; A first light-emitting layer is disposed between the anode and the cathode; A second light-emitting layer is disposed between the first light-emitting layer and the cathode, wherein the second light-emitting layer comprises the organic electroluminescent compound according to claim 12, and the first light-emitting layer and the second light-emitting layer are in direct contact.

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