Organic electroluminescent device

Abstract

The present disclosure relates to an organic electroluminescent device. By comprising the compound and / or the organic electroluminescent material according to the present disclosure, it is possible to provide an organic electroluminescent device exhibiting a longer lifespan characteristic compared to a conventional organic electroluminescent device.

Description

Technical Field

[0001] The present disclosure relates to an organic electroluminescent device. Background Art

[0002] The TPD / Alq3 double-layer small molecule organic electroluminescent device (OLED) with green light emission, consisting of a light-emitting layer and a charge transport layer, was first developed by Tang et al. of Eastman Kodak in 1987. Since then, research on organic electroluminescent devices has been rapidly carried out, and OLED has been commercialized since then. At present, OLED mainly uses phosphorescent materials with excellent luminous efficiency in panel implementation. In many applications such as TV and lighting equipment, OLED life is insufficient, and high OLED efficiency is still needed. Typically, the higher the brightness of the OLED becomes, the shorter the life of the OLED is. Therefore, for long-term use and high display resolution, OLED with long life characteristics is needed.

[0003] Various materials or concepts for organic layers of organic electroluminescent devices have been proposed to improve lifetime characteristics, but these have not been satisfactory in actual use. In addition, there is a continuing need to develop organic electroluminescent devices having improved performance, such as improved lifetime characteristics, compared to previously disclosed combinations of specific compounds.

[0004] However, Korean Patent Application Publication No. 2023-0046493, Korean Patent Application Publication No. 2022-0081251, and Korean Patent Application Publication No. 2022-0147537 disclose an organic electroluminescent device including a deuterated compound, but do not specifically disclose an organic electroluminescent device having overall device stability by including the deuterated compound in at least one of a hole transport region, an emission layer, and an electron transport region. Summary of the Invention

[0005] Technical issues

[0006] An object of the present disclosure is to provide an organic electroluminescent device that exhibits longer lifespan characteristics than conventional organic electroluminescent devices.

[0007] Solution to the problem

[0008] As a result of in-depth research to solve the above-mentioned technical problems, the inventors of the present invention found that the above-mentioned purpose can be achieved by an organic electroluminescent device, which includes: a first electrode; a second electrode; and a hole transport region, at least one light-emitting layer, and an electron transport region positioned between the first electrode and the second electrode, wherein the light-emitting layer contains at least one deuterated compound and at least four different compounds, and at least one of the hole transport region and the electron transport region contains at least one deuterated compound, thereby completing the present invention.

[0009] Beneficial effects of the present invention

[0010] The organic electroluminescent device according to the present disclosure exhibits significantly improved long life characteristics by including at least one deuterated compound as an organic electroluminescent material in the light emitting layer and each of at least one of the hole transport region and the electron transport region. DETAILED DESCRIPTION

[0011] Hereinafter, the present disclosure will be described in detail. However, the following description is intended to explain the present invention and is not intended to limit the scope of the present invention in any way.

[0012] An organic electroluminescent device according to the present disclosure includes a first electrode; a second electrode; and a hole transport region, at least one light-emitting layer, and an electron transport region positioned between the first electrode and the second electrode, wherein the light-emitting layer contains at least one deuterated compound and at least four different compounds, and at least one of the hole transport region and the electron transport region contains at least one deuterated compound.

[0013] Herein, the term "organic electroluminescent compound" in the present disclosure means a compound that can be used in an organic electroluminescent device and, if necessary, can be contained in any material layer constituting the organic electroluminescent device.

[0014] As used herein, the term "organic electroluminescent material" refers to a material that can be used in an organic electroluminescent device and that can include at least one compound. If necessary, the organic electroluminescent material can be included in any layer constituting the organic electroluminescent device. For example, the organic electroluminescent material can be a hole injection material, a hole transport material, a hole assist material, a luminescence assist material, an electron blocking material, a luminescent material (containing a host material and a dopant material), an electron buffer material, a hole blocking material, an electron transport material, or an electron injection material.

[0015] The term "multiple organic electroluminescent materials" in the present disclosure means an organic electroluminescent material comprising a combination of at least two compounds, which may be included in any layer constituting an organic electroluminescent device. It may mean both a material before being included in the organic electroluminescent device (e.g., before vapor deposition) and a material after being included in the organic electroluminescent device (e.g., after vapor deposition). For example, a plurality of organic electroluminescent materials may be a combination of at least two compounds, and at least two compounds may be included in at least one of the following layers: a hole injection layer, a hole transport layer, a hole auxiliary layer, a luminescence auxiliary layer, an electron blocking layer, a light-emitting layer, an electron buffer layer, a hole blocking layer, an electron transport layer, and an electron injection layer. Therefore, at least two compounds may be included in the same layer or in different layers and may be mixed-evaporated or co-evaporated, or may be evaporated individually.

[0016] In this article, the term "multiple host materials" means an organic electroluminescent material comprising a combination of at least two host materials. It can mean both the material before being included in the organic electroluminescent device (for example, before vapor deposition) and the material after being included in the organic electroluminescent device (for example, after vapor deposition). The multiple host materials of the present disclosure can be included in any light-emitting layer constituting the organic electroluminescent device. The at least two compounds included in the multiple host materials can be included in one light-emitting layer together, or can each be included in a separate light-emitting layer. When at least two compounds are included in one light-emitting layer, the at least two compounds can be mixed-evaporated to form a layer, or can be co-evaporated individually and simultaneously to form a layer.

[0017] In this article, “(C1-C 30 )alkyl” means a straight or branched chain alkyl group having 1 to 30 carbon atoms constituting the chain, wherein the number of carbon atoms is preferably 1 to 20, and more preferably 1 to 10. The above-mentioned alkyl group may include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, etc. In this document, “(C3-C 30") cycloalkyl" means a monocyclic hydrocarbon or polycyclic hydrocarbon having 3 to 30 ring backbone carbon atoms, wherein the number of carbon atoms is preferably 3 to 20, and more preferably 3 to 7. The above-mentioned cycloalkyl may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, cyclohexylmethyl, etc. In the present disclosure, "(3-membered to 7-membered) heterocycloalkyl" means a cycloalkyl having 3 to 7 ring backbone atoms, preferably 5 to 7 ring backbone atoms and including at least one heteroatom selected from the group consisting of B, N, O, S, Si and P, preferably O, S and N, and includes tetrahydrofuran, pyrrolidine, tetrahydrothiophene (thiolan), tetrahydropyran, etc. In the present disclosure, "C6-C30 (sub)aryl" means a monocyclic or condensed ring group derived from an aromatic hydrocarbon having 6 to 30 ring backbone carbon atoms, wherein the number of ring backbone carbon atoms is preferably 6 to 20, more preferably 6 to 15. The above-mentioned aryl group can be partially saturated and can include a spiro structure. Examples of aryl groups specifically include phenyl, biphenyl, terphenyl, quaterphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, dimethylfluorenyl, diphenylfluorenyl, benzofluorenyl, diphenylbenzofluorenyl, dibenzofluorenyl, phenanthrenyl, triphenylenyl, phenylphenanthrenyl, anthracenyl, benzanthryl, indenyl, triphenylene, pyrenyl, naphthacene, perylene, Benzo fluoranyl, benzofluoranthrenyl, tolyl, xylyl, mesityl, cumenyl, spiro[fluorene-fluorenyl]yl, spiro[fluoren-benzofluorenyl]yl, azulenyl, tetramethyl-dihydrophenanthrenyl, and the like. More specifically, the aryl group may be o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, o-cumyl, m-cumyl, p-cumyl, p-tert-butylphenyl, p-(2-phenylpropyl)phenyl, 4′-methylbiphenyl, 4″-tert-butyl-p-terphenyl-4-yl, o-biphenyl, m-biphenyl, p-biphenyl, o-terphenyl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, p-terphenyl-4-yl, p-terphenyl- 3-phenyl, p-terphenyl-2-yl, m-quaterphenyl, 1-naphthyl, 2-naphthyl, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, 9,9-dimethyl-1-fluorenyl, 9,9-dimethyl-2-fluorenyl, 9,9-dimethyl-3-fluorenyl, 9,9-dimethyl-4-fluorenyl, 9,9-diphenyl-1-fluorenyl, 9,9-diphenyl-2-fluorenyl, 9,9-diphenyl-3-fluorenyl, 9,9-diphenyl-4-fluorenyl, 1-anthryl, 2-anthryl, 9-anthryl, 1-phenanthrenyl, 2-phenanthrenyl, 3-phenanthrenyl, 4-phenanthrenyl, 9-phenanthrenyl, 1- Base, 2- Base, 3- Base, 4- Base, 5- Base, 6- Benzo[c]phenanthrenyl, benzo[g] 1-triphenylene, 2-triphenylene, 3-triphenylene, 4-triphenylene, 3-fluoranthenyl, 4-fluoranthenyl, 8-fluoranthenyl, 9-fluoranthenyl, benzofluoranthenyl, 11,11-dimethyl-1-benzo[a]fluorenyl, 11,11-dimethyl-2-benzo[a]fluorenyl, 11,11-dimethyl-3-benzo[a]fluorenyl, 11,11-dimethyl-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 11,11-dimethyl-6-benzo[b]fluorenyl, 11,11-dimethyl-7-benzo[b]fluorenyl, 11,11-dimethyl-8-benzo[b]fluorenyl, 11,11-dimethyl-9-benzo[b]fluorenyl, 11,11-dimethyl-10-benzo[b]fluorenyl, 11,11-dimethyl-1-benzo[c]fluorenyl, 11,11-dimethyl-2 -benzo[c]fluorenyl, 11,11-dimethyl-3-benzo[c]fluorenyl, 11,11-dimethyl-4-benzo[c]fluorenyl, 11,11-dimethyl-5-benzo[c]fluorenyl, 11,11-dimethyl-6-benzo[c]fluorenyl, 11,11-dimethyl-7-benzo[c]fluorenyl, 11,11-dimethyl-8-benzo[c]fluorenyl [c]fluorenyl, 11,11-dimethyl-9-benzo[c]fluorenyl, 11,11-dimethyl-10-benzo[c]fluorenyl, 11,11-diphenyl-1-benzo[a]fluorenyl, 11,11-diphenyl-2-benzo[a]fluorenyl, 11,11-diphenyl-3-benzo[a]fluorenyl, 11,11-diphenyl-4-benzo[a] Fluorenyl, 11,11-diphenyl-5-benzo[a]fluorenyl, 11,11-diphenyl-6-benzo[a]fluorenyl, 11,11-diphenyl-7-benzo[a]fluorenyl, 11,11-diphenyl-8-benzo[a]fluorenyl, 11,11-diphenyl-9-benzo[a]fluorenyl, 11,11-diphenyl-10-benzo[a]fluorenyl 、11,11-diphenyl-1-benzo[b]fluorenyl、11,11-diphenyl-2-benzo[b]fluorenyl、11,11-diphenyl-3-benzo[b]fluorenyl、11,11-diphenyl-4-benzo[b]fluorenyl、11,11-diphenyl-5-benzo[b]fluorenyl、11,11-diphenyl-6-benzo[b]fluorenyl、11,11-diphenyl-7-benzo[b]fluorenyl, 11,11-diphenyl-8-benzo[b]fluorenyl, 11,11-diphenyl-9-benzo[b]fluorenyl, 11,11-diphenyl-10-benzo[b]fluorenyl, 11,11-diphenyl-1-benzo[c]fluorenyl, 11,11-diphenyl-2-benzo[c]fluorenyl, 11,11-diphenyl-3-benzo[c]fluorenyl, 11,11-diphenyl-4-benzo[c]fluorenyl, 11,11-diphenyl-5-benzo[c]fluorenyl, 11,11-diphenyl- 6-Benzo[c]fluorenyl, 11,11-diphenyl-7-benzo[c]fluorenyl, 11,11-diphenyl-8-benzo[c]fluorenyl, 11,11-diphenyl-9-benzo[c]fluorenyl, 11,11-diphenyl-10-benzo[c]fluorenyl, 9,9,10,10-tetramethyl-9,10-dihydro-1-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-4-phenanthrenyl etc. " (3 yuan to 30 yuan) (sub) heteroaryl " in the present disclosure is the heteroatomic aryl with 3 to 30 ring backbone atoms and comprising at least one group selected from by B, N, O, S, Si, P, Se and Ge, wherein the number of ring backbone atoms is preferably 5 to 25. The number of heteroatoms in the heteroaryl is preferably 1 to 4. Above-mentioned heteroaryl can be monocycle or the condensed ring with at least one benzene ring condensation, and can be partially saturated. In addition, in this article, above-mentioned heteroaryl can be the heteroaryl formed by at least one heteroaryl or aryl being connected to the heteroaryl via one or more single bonds. Examples of heteroaryl groups specifically include monocyclic heteroaryl groups, including furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, etc.; and fused ring heteroaryl groups, including benzofuranyl, benzothienyl, isoxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, etc.; Benzofuranyl, dibenzofuranyl, dibenzothienyl, dibenzoselenophenyl, benzofuranoquinolyl, benzofuranoquinazolinyl, benzofuranonaphthyridinyl, benzofuranopyrimidinyl, naphthofuranopyrimidinyl, benzothienoquinolyl, benzothienoquinazolinyl, benzothienonaphthyridinyl, benzothienopyrimidinyl, naphthothienopyrimidinyl, pyrimidoindolyl, benzopyrimidine indolyl, benzofuropyrazinyl, naphthofuropyrazinyl, benzothienopyrazinyl, naphthienopyrazinyl, pyrazinoindolyl, benzopyrazinoindolyl, benzimidazolyl, benzothiazolyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, imidazopyridinyl, isoindolyl, indolyl, benzindolyl, indazolyl, benzothiadiazolyl, quinolinyl, isoquinolinyl, Cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, azacarbazolyl, benzocarbazolyl, dibenzocarbazolyl, phenoxazinyl, phenanthridinyl, benzodioxolyl, indolizinyl, acridinyl, silafluorenyl, germaniumfluorenyl, benzotriazolyl, phenazinyl, imidazopyridinyl, chromenoquinazolinyl, thiochromenoquinazolinyl, dimethylbenzopyrimidinyl, indolocarbazolyl, indenocarbazolyl, etc. More specifically, the heteroaryl group may be 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 1,2,3-triazin-4-yl, 1,2,4-triazin-3-yl, 1,3,5-triazin-2-yl, 1-imidazolyl, 2-imidazolyl, 1-pyrazolyl, 1-indolizidinyl, 2-indolizidinyl, 3-indolizidinyl, 5-indolizidinyl, 6-indolizidinyl, 7-indolizidinyl, 8-indolizidinyl, 2-imidazopyridinyl, 3-imidazopyridinyl, 5-imidazopyridinyl, 6-imidazopyridinyl yl, 7-imidazopyridinyl, 8-imidazopyridinyl, 1-indolyl, 2-indolyl, 3-indolyl, 4-indolyl, 5-indolyl, 6-indolyl, 7-indolyl, 1-isoindolyl, 2-isoindolyl, 3-isoindolyl, 4-isoindolyl, 5-isoindolyl, 6-isoindolyl, 7-isoindolyl, 2-furyl, 3-furyl, 2- benzofuranyl, 3-benzofuranyl, 4-benzofuranyl, 5-benzofuranyl, 6-benzofuranyl, 7-benzofuranyl, 1-isobenzofuranyl, 3-isobenzofuranyl, 4-isobenzofuranyl, 5-isobenzofuranyl, 6-isobenzofuranyl, 7-isobenzofuranyl, 2-quinolyl, 3-quinolyl, 4-quinolyl, 5-quinolyl, 6-quinolyl, 7-quinolyl, 8-quinolyl, 1-isoquinolyl, 3-isoquinolyl, 4-isoquinolyl, 5-isoquinolyl, 6-isoquinolyl, 7-isoquinolyl, 8-isoquinolyl, 2-quinoxalinyl, 5-quinoxalinyl, 6-quinoxalinyl, 1-carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, 9-carbazolyl, azacarbazole-1- yl, azacarbazole-2-yl, azacarbazole-3-yl, azacarbazole-4-yl, azacarbazole-5-yl, azacarbazole-6-yl, azacarbazole-7-yl, azacarbazole-8-yl, azacarbazole-9-yl, 1-phenanthridinyl, 2-phenanthridinyl, 3-phenanthridinyl, 4-phenanthridinyl, 6-phenanthridinyl, 7-phenanthridinyl, 8-phenanthridinyl, 9-phenanthridinyl, 10 -phenanthridinyl, 1-acridinyl, 2-acridinyl, 3-acridinyl, 4-acridinyl, 9-acridinyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-oxadiazolyl, 5-oxadiazolyl, 3-furazanyl, 2-thienyl, 3-thienyl, 2-methylpyrrol-1-yl, 2-methylpyrrol-3-yl, 2-methylpyrrol-4-yl, 2-methylpyrrol- 2-tert-butyl-3-indolyl, 4-tert-butyl-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]-benzofuranyl 1-naphtho-[2,1-b]-benzofuranyl, 2-naphtho-[2,1-b]-benzofuranyl, 3-naphtho-[2,1-b]-benzofuranyl, 4-naphtho-[2,1-b]-benzofuranyl, 5-naphtho-[2,1-b]-benzofuranyl, 6-naphtho-[2,1-b]-benzofuranyl, 7-naphtho-[2,1-b]-benzofuranyl, 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]-benzothiophene, 2-naphtho-[1,2-b]-benzothiophene, 3-naphtho-[1,2-b]-benzothiophene 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-b]-benzothiophene ,2-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 phenyl, 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]-benzothiophene,1-b]-benzothiophenyl, 9-naphtho-[2,1-b]-benzothiophenyl, 10-naphtho-[2,1-b]-benzothiophenyl, 2-benzofuro[3,2-d]pyrimidinyl, 6-benzofuro[3,2-d]pyrimidinyl, 7-benzofuro[3,2-d]pyrimidinyl, 8-benzofuro[3,2-d]pyrimidinyl, 9-benzofuro[3,2-d]pyrimidinyl, 2-benzothio[3,2-d]pyrimidinyl, 6-benzothio[3,2-d]pyrimidinyl, 7-benzothio[3,2-d]pyrimidinyl, 8-benzothio pyrimidinyl, 9-benzothio[3,2-d]pyrimidinyl, 2-benzofuro[3,2-d]pyrazinyl, 6-benzofuro[3,2-d]pyrazinyl, 7-benzofuro[3,2-d]pyrazinyl, 8-benzofuro[3,2-d]pyrazinyl, 9-benzofuro[3,2-d]pyrazinyl, 2-benzothio[3,2-d]pyrazinyl, 6-benzothio[3,2-d]pyrazinyl, 7-benzothio[3,2-d]pyrazinyl, 8-benzothio[3,2-d]pyrazinyl, 9-benzothio[3,2-d] pyrazinyl, 1-silyluoyl, 2-silyluoyl, 3-silyluoyl, 4-silyluoyl, 1-germanium fluorenyl, 2-germanium fluorenyl, 3-germanium fluorenyl, 4-germanium fluorenyl, 1-dibenzoselenophenyl, 2-dibenzoselenophenyl, 3-dibenzoselenophenyl, 4-dibenzoselenophenyl etc.In addition, " (sub) heteroaryl " can be classified as (sub) heteroaryl with electronic characteristic or (sub) heteroaryl with hole characteristic. (Sub) heteroaryl with electronic characteristic is a substituent with relatively abundant electrons in the parent nucleus, and for example, it can be substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted quinolyl etc. The (sub) heteroaryl with hole characteristics is a substituent group that electrons are relatively deficient in the parent nucleus, and for example, it can be a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzofuranyl or a substituted or unsubstituted dibenzothiophene. In this article, "(C3-C30) aliphatic ring and (C6-C30) aromatic ring condensed ring " means a ring formed by condensing at least one aliphatic ring (wherein the number of carbon atoms is preferably 3 to 25, more preferably 3 to 18) with 3 to 30 ring skeleton carbon atoms and at least one aromatic ring (wherein the number of carbon atoms is preferably 6 to 25, more preferably 6 to 18) with 6 to 30 ring skeleton carbon atoms. For example, condensed ring can be the condensed ring of at least one benzene and at least one cyclohexane or the condensed ring of at least one naphthalene and at least one cyclopentane etc. Herein, the carbon atoms in the fused ring of the (C3-C30) aliphatic ring and the (C6-C30) aromatic ring may be replaced by at least one heteroatom selected from B, N, O, S, Si, and P, preferably at least one heteroatom selected from N, O, and S. The "halogen" in the present disclosure includes F, Cl, Br, and I.

[0018] In addition, "ortho-" ("o-"), "meta-" ("m-"), and "para-" ("p-") are meant to represent the substitution position of all substituents. The ortho-configuration describes a compound having substituents adjacent to each other, for example, at positions 1 and 2 on benzene. The meta-configuration indicates the next substitution position after the immediately adjacent substitution position, for example, the compound has substituents at positions 1 and 3 on benzene. The para-configuration indicates the next substitution position after the meta position, for example, the compound has substituents at positions 1 and 4 on benzene.

[0019] In this article, "the ring formed by connecting to the adjacent substituent" means a substituted or unsubstituted (3 to 30-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or a combination thereof formed by connecting or fusing two or more adjacent substituents, and preferably, it can be a substituted or unsubstituted (3 to 26-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or a combination thereof. In addition, the formed ring may contain at least one heteroatom selected from the group consisting of B, N, O, S, Si and P, preferably N, O and S. According to one embodiment of the present disclosure, the number of ring skeleton atoms is 5 to 20; according to another embodiment of the present disclosure, the number of ring skeleton atoms is 5 to 15. In one embodiment, the fused ring can be, for example, a substituted or unsubstituted dibenzothiophene ring, a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted phenanthrene ring, a substituted or unsubstituted fluorene ring, a substituted or unsubstituted benzothiophene ring, a substituted or unsubstituted benzofuran ring, a substituted or unsubstituted indole ring, a substituted or unsubstituted indene ring, a substituted or unsubstituted benzene ring, or a substituted or unsubstituted carbazole ring, etc.

[0020] In addition, the term "substituted" in the expression "substituted or unsubstituted" means that the hydrogen atom in a certain functional group is replaced by another atom or functional group (i.e., substituent). Unless otherwise specified, at the position where a substituent can be substituted, the substituent may not be limited to hydrogen, and when two or more hydrogen atoms in a functional group are each replaced by a substituent, the substituent may be the same as or different from each other. It also includes that a hydrogen atom is replaced by a group formed by connecting two or more substituents of the above-mentioned substituents. For example, a "group formed by connecting two or more substituents" can be pyridine-triazine. That is, pyridine-triazine can be a heteroaryl, or can be interpreted as a substituent in which two heteroaryls are connected. Preferably, the substituted alkyl, substituted alkenyl, substituted cycloalkyl, substituted cycloalkenyl, substituted heterocycloalkyl, substituted silyl, substituted (ene)aryl, substituted (ene)heteroaryl, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, substituted fused ring of aliphatic ring and aromatic ring, substituted mono- or di-alkylamino, substituted mono- or di-alkenylamino, substituted mono- or di-arylamino, substituted mono- or di-heteroaryl, substituted alkyl ... dialkylarylsilyl, substituted triarylsilyl, substituted fused ring of alipha The arylamino, substituted alkylalkenylamino, substituted alkylarylamino, substituted alkylheteroarylamino, substituted alkenylarylamino, substituted alkenylheteroarylamino, substituted arylheteroarylamino, substituted dibenzofuranyl, substituted dibenzothienyl, or substituted carbazolyl may each independently be substituted by at least one selected from the group consisting of: deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; (C1-C30)alkyl; halo(C1-C30)alkyl; (C2-C30)alkenyl; (C2-C30)alkynyl; (C1-C30) (C30)alkoxy; (C1-C30)alkylthio; (C3-C30)cycloalkyl; (C3-C30)cycloalkenyl; (3- to 7-membered)heterocycloalkyl; (C6-C30)aryloxy; (C6-C30)arylthio; (C6-C30)aryl which is unsubstituted or substituted with at least one of (C1-C30)alkyl, (C6-C30)aryl and (3- to 30-membered)heteroaryl; (3- to 30-membered)heteroaryl which is unsubstituted or substituted with at least one (C6-C30)aryl; tri(C1-C30)alkylsilyl ... (C6-C30)arylsilyl; di(C1-C30)alkyl(C6-C30)arylsilyl; (C1-C30)alkyldi(C6-C30)arylsilyl; a condensed ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring; amino; mono- or di-(C1-C30)alkylamino; mono- or di-(C2-C30)alkenylamino; mono- or di-(C6-C30)arylamino, which is unsubstituted or substituted with a (C1-C30)alkyl group; mono- or di-(3- to 30-membered)heteroarylamino;(C1-C30)alkyl(C2-C30)alkenylamino; (C1-C30)alkyl(C6-C30)arylamino; (C1-C30)alkyl(3- to 30-membered)heteroarylamino; (C2-C30)alkenyl(C6-C30)arylamino; (C2-C30)alkenyl(3- to 30-membered)heteroarylamino; (C6-C30)aryl(3- to 30-membered)heteroarylamino alkyl; (C1-C30)alkylcarbonyl; (C1-C30)alkoxycarbonyl; (C6-C30)arylcarbonyl; di(C6-C30)arylborylcarbonyl; di(C1-C30)alkylborylcarbonyl; (C1-C30)alkyl(C6-C30)arylborylcarbonyl; (C6-C30)aryl(C1-C30)alkyl; and (C1-C30)alkyl(C6-C30)aryl. For example, the substituted alkyl group and the like may each independently be substituted by at least one selected from the group consisting of: a (C1-C25)alkyl group; a (C3-C25)cycloalkyl group; a (C6-C25)aryl group which is unsubstituted or substituted with at least one of a (C1-C30)alkyl group, a (C6-C30)aryl group, and a (3- to 30-membered)heteroaryl group; a (3- to 25-membered)heteroaryl group which is unsubstituted or substituted with at least one (C6-C30)aryl group; and a mono- or di-(C6-C25)arylamino group which is unsubstituted or substituted with a (C6-C30)aryl group. For example, the substituted alkyl group may be substituted with a methyl group, a phenyl group, a phenyl group substituted with a cyano group, a biphenyl group, a terphenyl group, a naphthyl group, a naphthyl group substituted with a phenyl group, a naphthyl group substituted with a naphthyl group, a naphthyl group substituted with a dibenzofuranyl group, a phenanthryl group, a triphenylene group, a cyano group, a benzofluorenyl group, a benzofluorenyl group substituted with a methyl group, a benzofluorenyl group substituted with a phenyl group, a carbazolyl group, a carbazolyl group substituted with a phenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a diphenylamino group, or a phenylbiphenylamino group.

[0021] When no substituents are shown in the chemical formula or compound structure of the present disclosure, this may mean that all positions that can appear as substituents are hydrogen or deuterium. That is, in the case of deuterium (an isotope of hydrogen), some hydrogen atoms may be deuterium, which is an isotope; and in this case, the content of deuterium may be 0% to 100%. In the case where no substituents are shown in the chemical formula or compound structure of the present disclosure, when deuterium is not explicitly excluded (such as when the content of deuterium is 0%, the content of hydrogen is 100%, and all substituents are hydrogen), hydrogen and deuterium may be mixed and used in the compound. Deuterium is an element having a deuteron consisting of one proton and one neutron as an atomic nucleus, which is one of the isotopes of hydrogen and can be represented by hydrogen-2, and the element symbol may be D or 2 H. Isotopes with the same atomic number (Z) and different mass numbers (A) can also be interpreted as elements with the same number of protons but different numbers of neutrons.

[0022] As used herein, "combinations thereof" means that one or more components of the corresponding list are combined to form known or chemically stable arrangements that can be imagined by a person skilled in the art from the corresponding list. For example, an alkyl group and a deuterium group can be combined to form a partially or fully deuterated alkyl group; a halogen group and an alkyl group can be combined to form a haloalkyl substituent; and a halogen group, an alkyl group, and an aryl group can be combined to form a haloarylalkyl group. For example, a preferred combination of substituents can include up to 50 atoms other than hydrogen and deuterium, or up to 40 atoms other than hydrogen and deuterium, or up to 30 atoms other than hydrogen and deuterium, or in many cases, a preferred combination of substituents can include up to 20 atoms other than hydrogen and deuterium.

[0023] In the formulae of the present disclosure, when a plurality of substituents are represented by the same symbol, each of these substituents represented by the same symbol may be the same as or different from each other.

[0024] Hereinafter, an organic electroluminescent device according to one embodiment will be described in detail.

[0025] The organic electroluminescent device according to the present disclosure includes a first electrode; a hole transport region disposed on the first electrode; at least one light-emitting layer disposed on the hole transport region; an electron transport region disposed on the light-emitting layer; and a second electrode disposed on the electron transport region.

[0026] In more detail, the organic electroluminescent device according to the present disclosure includes a first electrode; a second electrode; and a hole transport region, at least one light-emitting layer, and an electron transport region positioned between the first electrode and the second electrode, wherein the light-emitting layer contains at least one deuterated compound and at least four different compounds, and at least one of the hole transport region and the electron transport region contains at least one deuterated compound.

[0027] According to one embodiment, the hole transport region is positioned on the first electrode and is configured by sequentially stacking a hole injection layer, at least one hole transport layer, and at least one layer of a hole auxiliary layer and an electron blocking layer, wherein at least one layer of the hole injection layer, the hole transport layer, the hole auxiliary layer, and the electron blocking layer contains a deuterated compound.

[0028] In one embodiment, the hole transport region may include a compound represented by Formula 1 below.

[0029]

[0030] In formula 1,

[0031] L1 to L3 each independently represent a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3-membered to 30-membered)heteroarylene group;

[0032] Ar1 to Ar3 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, substituted or unsubstituted (C6-C30) alkyl 0)aryl, substituted or unsubstituted (3- to 30-membered)heteroaryl, substituted or unsubstituted mono- or di-(C6-C30)arylamino, substituted or unsubstituted mono- or di-(C1-C30)alkylamino, substituted or unsubstituted mono- or di-(C2-C30)alkenylamino, substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered)heteroarylamino, or substituted or unsubstituted (C6-C30)aryl(3- to 30-membered)heteroarylamino;

[0033] provided that at least one of Ar1 to Ar3 contains deuterium and is a substituted or unsubstituted (C6-C30)aryl or a substituted or unsubstituted (3- to 30-membered)heteroaryl; and

[0034] D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

[0035] In one embodiment, L1 to L3 are each independently a single bond, a substituted or unsubstituted (C6-C25)arylene group, or a substituted or unsubstituted (5- to 25-membered)heteroarylene group, preferably a single bond, a substituted or unsubstituted (C6-C18)arylene group, or a substituted or unsubstituted (5- to 18-membered)heteroarylene group. For example, L1 to L3 are each independently a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted carbazolylene group, a substituted or unsubstituted dibenzothiophenylene group, or a substituted or unsubstituted dibenzofuranyl group. The substituents may be further substituted with deuterium.

[0036] In one embodiment, Ar1 to Ar3 are each independently hydrogen, deuterium, substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (5- to 30-membered)heteroaryl, substituted or unsubstituted mono- or di-(C6-C30)arylamino, or substituted or unsubstituted (C6-C30)aryl(5- to 30-membered)heteroarylamino, preferably hydrogen, deuterium, substituted or unsubstituted (C6-C25)aryl, substituted or unsubstituted (5- to 25-membered)heteroaryl, substituted or unsubstituted di(C6-C25)arylamino, or substituted or unsubstituted (C6-C25)aryl(5- to 25-membered)heteroarylamino, more preferably, at least one of Ar1 to Ar3 includes deuterium and may be substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (5- to 30-membered)heteroaryl.

[0037] In one embodiment, at least one of Ar1 to Ar3 may be a deuterium-substituted (C6-C30)aryl group or a deuterium-substituted (5-membered to 30-membered) heteroaryl group.

[0038] In one embodiment, at least one of Ar1 to Ar3 may be a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted benzofluorenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

[0039] For example, Ar1 to Ar3 can each independently be a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted benzofluorenyl group, a substituted or unsubstituted spirobifluorenyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted o-biphenyl group, a substituted or unsubstituted m-biphenyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted o-terphenyl group, a substituted or unsubstituted m-terphenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted diphenylamino group, a substituted or unsubstituted phenylbiphenylamino group, or a phenyldibenzofuranylamino group, or a substituted or unsubstituted phenyldibenzothienylamino group. The substituent may be substituted by at least one selected from the group consisting of deuterium, methyl, phenyl, biphenyl, phenanthryl, benzofluorenyl substituted by methyl, benzofluorenyl substituted by phenyl, carbazolyl, carbazolyl substituted by phenyl, dibenzofuranyl, diphenylamino, and phenylbiphenylamino.

[0040] In one embodiment, the deuterium substitution rate in Formula 1 is preferably 20% to 100%, more preferably 20% to 95%, even more preferably 30% to 95%, and even more preferably 40% to 95% of the total number of hydrogens.

[0041] According to one embodiment, the deuterated compound represented by Formula 1 may be more specifically exemplified by the following compounds, but is not limited thereto.

[0042]

[0043]

[0044] Among them D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

[0045] According to one embodiment, the light emitting layer is disposed on the hole transport region, includes at least one deuterated compound, and includes at least three different host compounds and one dopant compound.

[0046] According to another embodiment, the light emitting layer may include at least one deuterated compound, and may include at least two different host compounds and at least two different dopant compounds.

[0047] In one embodiment, at least one light emitting layer may include a compound represented by Formula 4 or 5 below.

[0048] The compound represented by Formula 4 included in the light emitting layer according to one embodiment is as follows.

[0049]

[0050] In formula 4,

[0051] A1 and A2 each independently represent a substituted or unsubstituted (C6-C30)aryl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted carbazolyl group;

[0052] X' 15 to X' 18 Any one of X' 19 to X' 22 Any of them are connected to each other to form a single bond;

[0053] X' that does not form a single bond 11 to X' 14 、X' 23 to X' 26 , and X' 15 to X' 22 Each independently represents hydrogen, deuterium, substituted or unsubstituted (C6-C30) aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl; or may be linked to adjacent substituents to form one or more rings;

[0054] X'11 、X' 18 、X' 19 and X' 26 At least one of is deuterium; and

[0055] D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

[0056] In one embodiment, A1 and A2 can each independently be a substituted or unsubstituted (C6-C30) aryl group or a substituted or unsubstituted dibenzofuranyl group, preferably a substituted or unsubstituted (C6-C18) aryl group or a substituted or unsubstituted dibenzofuranyl group. For example, A1 and A2 can each independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted m-biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted m-terphenyl group, a substituted or unsubstituted p-terphenyl group, a substituted or unsubstituted triphenylene group, or a substituted or unsubstituted dibenzofuranyl group. Wherein, the substituent group can be substituted by at least one selected from deuterium, phenyl, naphthyl, triphenylene group, and dibenzofuranyl.

[0057] In one embodiment, X' that does not form a single bond 11 to X' 14 、X' 23 to X' 26 and X' 15 to X' 22 Each independently can be hydrogen or deuterium, preferably X' 11 、X' 18 、X' 19 and X' 26 At least one of them is deuterium.

[0058] In one embodiment, the deuterium substitution rate in Formula 4 is preferably 20% to 100%, more preferably 20% to 95%, even more preferably 30% to 95%, and even more preferably 40% to 95% of the total number of hydrogens.

[0059] According to one embodiment, the compound represented by Formula 5 included in the light emitting layer is as follows.

[0060]

[0061] In formula 5,

[0062] L 51 To L 53 each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3-membered to 30-membered)heteroarylene group;

[0063] R 51 to R 53 Each independently represents hydrogen, deuterium, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted condensed ring of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, a substituted or unsubstituted mono- or di-(C1-C30) alkylamino group, a substituted or unsubstituted mono- or di-(C2-C30)alkenylamino, substituted or unsubstituted (C1-C30)alkyl(C2-C30)alkenylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered)heteroarylamino, substituted or unsubstituted (C1-C30)alkyl(3- to 30-membered)heteroarylamino, substituted or unsubstituted (C2-C30)alkenyl(C6-C30)arylamino, substituted or unsubstituted (C2-C30)alkenyl(3- to 30-membered)heteroarylamino, or substituted or unsubstituted (C6-C30)aryl(3- to 30-membered)heteroarylamino; or may be linked to adjacent substituents to form one or more rings;

[0064] The premise is that R in formula 5 51 to R 53 At least one of them constitutes the following formula 5-1 or 5-2;

[0065]

[0066] Or, when L 51 and L 52 is a single bond, and R 51 and R 52 When connected to each other to form one or more rings, Formula 5 is represented by any one of the following Formulas 5-3 to 5-5;

[0067]

[0068]

[0069] In formulas 5-1 to 5-5,

[0070] R' 51 to R'59 With R 51 to R 53 The definition is the same;

[0071] X” means -O- or -S-;

[0072] a, b, e and f each independently represent 1 or 2, c, d and g represent an integer from 1 to 4, and when a to g are integers of 2 or greater, each R' 51 To each R' 59 may be the same as or different from each other; and

[0073] D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

[0074] In one embodiment, L 51 To L 53 Each independently may be a single bond, a substituted or unsubstituted (C6-C30) arylene group, preferably a single bond, a substituted or unsubstituted (C6-C25) arylene group, and more preferably a single bond, a substituted or unsubstituted (C6-C18) arylene group. For example, L 51 To L 53 Each independently may be a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group, which may be further substituted with at least one deuterium group.

[0075] According to one embodiment, R in Formula 5 51 to R 53 At least one of them constitutes formula 5-1 or 5-2.

[0076] In one embodiment, R does not constitute Formula 5-1 or 5-2 51 to R 53 Each independently may be a substituted or unsubstituted (C6-C30)aryl group, a substituted or unsubstituted (5- to 30-membered)heteroaryl group, or a substituted or unsubstituted mono- or di-(C6-C30)arylamino group, preferably a substituted or unsubstituted (C6-C25)aryl group, a substituted or unsubstituted (5- to 25-membered)heteroaryl group, or a substituted or unsubstituted di-(C6-C25)arylamino group, more preferably a substituted or unsubstituted (C6-C18)aryl group, a substituted or unsubstituted (5- to 25-membered)heteroaryl group, or a substituted or unsubstituted di-(C6-C18)arylamino group. For example, R that does not constitute Formula 5-1 or 5-2 51 to R 53Each independently may be substituted or unsubstituted phenyl, substituted or unsubstituted o-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted o-terphenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted 23-membered heteroaryl, substituted or unsubstituted dibenzothienyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted diphenylamino, substituted or unsubstituted phenylbiphenylamino, substituted or unsubstituted phenylnaphthylamino, or substituted or unsubstituted diphenylamino. Wherein, the substituent may be further substituted with at least one deuterium.

[0077] In one embodiment, R' 51 It may be a substituted or unsubstituted (C6-C30)aryl group, for example, a substituted or unsubstituted phenyl group.

[0078] In one embodiment, R' 52 to R' 59 Each independently can be hydrogen or deuterium.

[0079] In one embodiment, X" may be -O-.

[0080] According to another embodiment, when L 51 and L 52 is a single bond, and R 51 and R 52 When connected to each other to form one or more rings, Formula 5 is represented by any one of Formulas 5-3 to 5-5.

[0081] In one embodiment, in Formula 5-4, R' 59 It may be a substituted or unsubstituted (C6-C30)aryl group or a substituted or unsubstituted (5- to 30-membered)heteroaryl group, preferably a substituted or unsubstituted (C6-C25)aryl group or a substituted or unsubstituted (5- to 25-membered)heteroaryl group, for example, a substituted or unsubstituted phenyl group or a substituted or unsubstituted dibenzofuranyl group.

[0082] In one embodiment, the deuterium substitution rate in Formula 4 or 5 is preferably 20% to 100%, more preferably 20% to 95%, even more preferably 30% to 95%, and even more preferably 40% to 95% of the total number of hydrogens.

[0083] According to one embodiment, the deuterated compound represented by Formula 4 or 5 may be more specifically exemplified by the following compounds, but is not limited thereto.

[0084]

[0085]

[0086]

[0087]

[0088] Among them D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

[0089] In another embodiment, at least one light emitting layer may include at least two compounds selected from the group consisting of compounds represented by Formula 6 or 7 below.

[0090]

[0091] In Equations 6 and 7,

[0092] X 61 Indicates -O or -S;

[0093] HAr 61 and HAr 62 each independently represents a substituted or unsubstituted (3- to 30-membered) heteroaryl group containing at least one nitrogen atom;

[0094] L 61 and L 62 each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3-membered to 30-membered)heteroarylene group;

[0095] R 61 to R 64 Each independently represents hydrogen, deuterium, a substituted or unsubstituted (C6-C30) aryl group, or a substituted or unsubstituted (3- to 30-membered) heteroaryl group; or may be connected to an adjacent substituent to form a substituted or unsubstituted indole ring, a substituted or unsubstituted benzofuran ring, a substituted or unsubstituted benzothiophene ring, a substituted or unsubstituted indene ring, or a substituted or unsubstituted benzene ring;

[0096] h to k each independently represent an integer of 1 to 4. When h to k are integers of 2 or greater, each R 61 To each R 64 may be the same as or different from each other; and

[0097] D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

[0098] In one embodiment, HAr 61 and HAr 62Each independently may be a substituted or unsubstituted (5- to 25-membered) heteroaryl group containing at least two nitrogen atoms, preferably a (5- to 18-membered) heteroaryl group containing at least three nitrogen atoms and being unsubstituted or substituted by a (C6-C30) aryl group or a (5- to 30-membered) heteroaryl group. For example, HAr 61 and HAr 62 Each independently may be a substituted triazinyl group. The substituent may be substituted by at least one, preferably at least two, selected from the following: a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted m-biphenyl group, a substituted or unsubstituted o-biphenyl group, a substituted or unsubstituted m-terphenyl group, an unsubstituted or substituted phenyl group; a naphthyl group; and at least one substituted naphthyl group or a substituted or unsubstituted dibenzofuranyl group selected from dibenzofuranyl, which may be further substituted by at least one deuterium group.

[0099] In one embodiment, L 61 and L 62 Each independently may be a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (5- to 30-membered)heteroarylene group, preferably a single bond, a substituted or unsubstituted (C6-C25)arylene group, or a substituted or unsubstituted (5- to 25-membered)heteroaryl group. For example, L 61 and L 62 Each independently may be a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, or a substituted or unsubstituted dibenzofuranylene group, which may be further substituted with at least one deuterium.

[0100] In one embodiment, R 61 to R 64 Each independently may be hydrogen, deuterium, substituted or unsubstituted (C6-C30) aryl, or substituted or unsubstituted (5- to 30-membered) heteroaryl; or may be connected to an adjacent substituent to form one or more rings, preferably hydrogen, deuterium, substituted or unsubstituted (C6-C18) aryl, or substituted or unsubstituted (5- to 25-membered) heteroaryl; or may be connected to an adjacent substituent to form one or more rings. For example, R 61 to R 64 Each independently may be hydrogen, deuterium, a substituted or unsubstituted naphthyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted dibenzofuranyl group, or may be connected to an adjacent substituent to form an indole ring, a benzothiophene ring, or a benzene ring substituted with a phenyl group or a biphenyl group, which may be further substituted with at least one deuterium group.

[0101] In one embodiment, the deuterium substitution rate in Formula 6 or 7 is preferably 20% to 100%, more preferably 20% to 95%, even more preferably 30% to 95%, and even more preferably 40% to 95% of the total number of hydrogens.

[0102] According to one embodiment, the deuterated compound represented by Formula 6 or 7 may be more specifically exemplified by the following compounds, but is not limited thereto.

[0103]

[0104]

[0105] Among them D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

[0106] In one embodiment, at least one of the at least four compounds contained in the light-emitting layer is a phosphorescent or fluorescent light-emitting compound, and the light-emitting compound contains iridium (Ir), platinum (Pt), or boron (B) atoms, and preferably may contain iridium atoms.

[0107] In another embodiment, at least one light emitting layer may include a compound represented by Formula 8 below.

[0108]

[0109] In formula 8,

[0110] L 81 and L 82 each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3-membered to 30-membered)heteroarylene group;

[0111] Ar 81 represents a substituted or unsubstituted (C6-C30)aryl group or a substituted or unsubstituted (3- to 30-membered)heteroaryl group;

[0112] R 81 to R 88Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C2-C30) alkenyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C3-C30) cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocycloalkyl, substituted or unsubstituted (C1-C30) cycloalkyl, -C30)alkoxy, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, or a substituted or unsubstituted condensed ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;

[0113] Ar A represents a substituted or unsubstituted (C6-C30)aryl group, a substituted or unsubstituted (3- to 30-membered) heteroaryl group, or is represented by the following formula A-1; and

[0114] D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

[0115]

[0116] In formula A-1,

[0117] T1 represents -O-, -S- or -CR l R m ;

[0118] R' 81 to R' 88 Each independently represents the connection to L 82positions on the alkyl radical, or hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C2-C30) alkenyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C3-C30) cycloalkenyl, substituted or unsubstituted (3-7 membered) heterocycloalkyl, substituted or unsubstituted (C1-C 30)alkoxy, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted condensed ring of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L 83 -N(Ar 83 )(Ar 84 );

[0119] R l and R m Each independently represents a substituted or unsubstituted (C1-C30) alkyl group, or a substituted or unsubstituted (C6-C30) aryl group; and may be linked to form one or more rings;

[0120] L 83 represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3- to 30-membered)heteroarylene group; and

[0121] Ar 83 and Ar 84 Each independently represents a substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C2-C30)alkenyl group, a substituted or unsubstituted (C6-C30)aryl group, or a substituted or unsubstituted (3- to 30-membered)heteroaryl group.

[0122] In one embodiment, Ar 81 It may be a substituted or unsubstituted (C6-C30) aryl group, preferably a substituted or unsubstituted (C6-C25) aryl group, more preferably a substituted or unsubstituted (C6-C18) aryl group. For example, Ar 81 It may be unsubstituted or naphthyl-substituted phenyl, substituted or unsubstituted naphthyl, or substituted or unsubstituted biphenyl, which may be further substituted with at least one deuterium.

[0123] In one embodiment, R 81 to R 88 Each independently can be hydrogen or deuterium.

[0124] In one embodiment, Ar A It may be a substituted or unsubstituted (C6-C25) aryl group or a substituted or unsubstituted (5- to 30-membered) heteroaryl group, or may be represented by the formula A-1, preferably a substituted or unsubstituted (C6-C18) aryl group, or a substituted or unsubstituted (5- to 25-membered) heteroaryl group, or may be represented by the formula A-1. For example, Ar A It may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted benzofluorenyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted benzonaphthofuranyl group, or may be represented by Formula A-1, wherein these substituents may be substituted by at least one selected from deuterium, methyl, phenyl, naphthyl, and dibenzofuranyl groups.

[0125] In one embodiment, T1 may be -O-.

[0126] In one embodiment, R' 81 to R' 88 Each independently can be connected to L 82 The position on the L may be hydrogen, deuterium, halogen, cyano, or substituted or unsubstituted (C6-C30) aryl, preferably, it may be connected to L 82 Position on, or hydrogen, deuterium, or unsubstituted (C6-C25) aryl. For example, R' 81 to R' 88 Each independently can be connected to L 82 The positions on the phenyl radicals may be substituted with hydrogen, deuterium, or a substituted or unsubstituted phenyl radical, which may be further substituted with at least one deuterium radical.

[0127] In one embodiment, L 81 To L 83 Each independently may be a single bond, or a substituted or unsubstituted (C6-C30) arylene group, preferably a single bond, or a substituted or unsubstituted (C6-C18) arylene group. For example, L 81 To L 83 Each independently may be a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, or a substituted or unsubstituted phenanthrenyl group, which may be further substituted with at least one deuterium group.

[0128] In one embodiment, the deuterium substitution rate in Formula 8 is preferably 20% to 100%, more preferably 20% to 95%, even more preferably 30% to 95%, and even more preferably 40% to 95% of the total number of hydrogens.

[0129] According to one embodiment, the deuterated compound represented by Formula 8 may be more specifically exemplified by the following compounds, but is not limited thereto.

[0130]

[0131]

[0132] Among them D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

[0133] According to one embodiment, the electron transport region is positioned on the light emitting layer and is configured by sequentially stacking at least one of an electron buffer layer and a hole blocking layer, at least one electron transport layer, and an electron injection layer, wherein at least one of the electron buffer layer, the hole blocking layer, the electron transport layer, and the electron injection layer contains a deuterated compound.

[0134] In one embodiment, the electron transport region may include a compound represented by Formula 2 or 3 below.

[0135] The compound represented by Formula 2 included in the electron transport region according to one embodiment is as follows.

[0136]

[0137] In formula 2,

[0138] L 11 and L 12 each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3-membered to 30-membered)heteroarylene group;

[0139] Ar 11 and Ar 12 each independently represents a substituted or unsubstituted (C6-C30)aryl group or a substituted or unsubstituted (3- to 30-membered)heteroaryl group;

[0140] R 11 to R 18Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, substituted or unsubstituted mono- or di-(C1-C30) alkylamino, substituted or unsubstituted a mono- or di-(C2-C30)alkenylamino group, a substituted or unsubstituted mono- or di-(C6-C30)arylamino group, a substituted or unsubstituted mono- or di-(3- to 30-membered)heteroarylamino group, a substituted or unsubstituted (C1-C30)alkyl(C2-C30)alkenylamino group, a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino group, a substituted or unsubstituted (C1-C30)alkyl(3- to 30-membered)heteroarylamino group, a substituted or unsubstituted (C2-C30)alkenyl(C6-C30)arylamino group, a substituted or unsubstituted (C2-C30)alkenyl(3- to 30-membered)heteroarylamino group, or a substituted or unsubstituted (C6-C30)aryl(3- to 30-membered)heteroarylamino group;

[0141] R 11 and R 14 to R 16 At least one of is deuterium; and

[0142] D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

[0143] In one embodiment, L 11 and L 12 Each independently may be a single bond or a substituted or unsubstituted (C6-C30) arylene group, preferably a single bond or a substituted or unsubstituted (C6-C25) arylene group, more preferably a single bond or a substituted or unsubstituted (C6-C18) arylene group. For example, L 11 and L 12 Each independently may be a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.

[0144] In one embodiment, Ar 11 and Ar 12Each independently may be a substituted or unsubstituted (C6-C30) aryl group or a substituted or unsubstituted (5- to 30-membered) heteroaryl group, preferably a substituted or unsubstituted (C6-C25) aryl group or a substituted or unsubstituted (5- to 25-membered) heteroaryl group, more preferably a substituted or unsubstituted (C6-C18) aryl group or a substituted or unsubstituted (5- to 18-membered) heteroaryl group. For example, Ar 11 and Ar 12 Each independently may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted m-biphenyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted triazinyl group, or a substituted or unsubstituted benzimidazolyl group represented by the following formula 2-1 or 2-2.

[0145]

[0146] In formulas 2-1 and 2-2,

[0147] L'1 represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3- to 30-membered)heteroarylene group;

[0148] R'1 to R'5 each independently represent hydrogen, deuterium, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl; and

[0149] Indicates the connection to L in Formula 2 11 and L 12 The position on .

[0150] In one embodiment, L'1 can be a single bond or a substituted or unsubstituted (C6-C30)arylene group, preferably a single bond or a substituted or unsubstituted (C6-C25)arylene group, more preferably a single bond or a substituted or unsubstituted (C6-C18)arylene group. For example, L'1 can be a single bond or a phenylene group.

[0151] In one embodiment, R'1 to R'4 can each independently be hydrogen or deuterium.

[0152] In one embodiment, R'5 can be a substituted or unsubstituted (C1-C30) alkyl group or a substituted or unsubstituted (C6-C30) aryl group, preferably a substituted or unsubstituted (C1-C10) alkyl group or a substituted or unsubstituted (C6-C25) aryl group, more preferably a substituted or unsubstituted (C1-C4) alkyl group or a substituted or unsubstituted (C6-C18) aryl group. For example, R'5 can be a substituted or unsubstituted ethyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted biphenyl group.

[0153] In one embodiment, R 11 to R 18 Each independently may be hydrogen, deuterium, or a substituted or unsubstituted benzimidazolyl group represented by Formula 2-1 or 2-2.

[0154] In one embodiment, R 11 to R 18 、Ar 11 and Ar 12 At least one of them may be a substituted or unsubstituted benzimidazolyl group represented by Formula 2-1 or 2-2.

[0155] The compound represented by Formula 3 included in the electron transport region according to one embodiment is as follows.

[0156]

[0157] In formula 3,

[0158] X 21 To X 23 Each independently represents CR' or N; provided that X 21 To X 23 At least two of them are N;

[0159] R' represents hydrogen or deuterium;

[0160] L 21 To L 23 each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3-membered to 30-membered)heteroarylene group;

[0161] Ar 21 to Ar 23 Each independently represents a substituted or unsubstituted (C6-C30) aryl group or a substituted or unsubstituted (3- to 30-membered) heteroaryl group; provided that Ar 21 to Ar 23 at least one of which contains deuterium;

[0162] p, q and r each independently represent an integer of 1 to 3. When p, q and r are integers of 2 or greater, each L 21 To each L 23 may be the same as or different from each other; and

[0163] D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

[0164] In one embodiment, X 21 To X 23 All N, or X21 To X 23 At least two of them can be N, and X 21 To X 23 The other one in may be CR'.

[0165] In one embodiment, R' can be hydrogen or deuterium.

[0166] In one embodiment, L 21 To L 23 Each independently may be a single bond, a substituted or unsubstituted (C6-C25)arylene group, or a substituted or unsubstituted (3- to 25-membered)heteroarylene group, preferably a single bond, a substituted or unsubstituted (C6-C25)arylene group, or a substituted or unsubstituted (3- to 20-membered)heteroarylene group. For example, L 21 To L 23 Each independently may be a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted p-biphenylene group, a substituted or unsubstituted m-biphenylene group, a substituted or unsubstituted o-terphenylene group, a substituted or unsubstituted p-terphenylene group, a substituted or unsubstituted o-quaterphenylene group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolinyl group, or a substituted or unsubstituted pyridazinyl group. These substituents may be further substituted by at least one selected from the group consisting of deuterium, phenyl group unsubstituted or substituted with a cyano group, naphthyl, phenanthrenyl, pyridyl group unsubstituted or substituted with at least one methyl group or phenyl group, a cyano group, and a quinolinyl group.

[0167] In one embodiment, Ar 21 to Ar 23 Each independently may be a substituted or unsubstituted (C6-C30) aryl or a substituted or unsubstituted (5- to 30-membered) heteroaryl, preferably a substituted or unsubstituted (C6-C25) aryl or a substituted or unsubstituted (5- to 26-membered) heteroaryl, more preferably a substituted or unsubstituted (C6-C18) aryl or a substituted or unsubstituted (5- to 26-membered) heteroaryl. Preferably, Ar 21 to Ar 23 At least one of them may be a substituted or unsubstituted phenanthryl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted benzofluorenyl, a substituted or unsubstituted triphenylene, a substituted or unsubstituted dibenzofuranyl, or a substituted or unsubstituted dibenzothiophenyl group, provided that Ar 21 to Ar 23 At least one of may contain deuterium. For example, Ar 21 to Ar 23Each of them independently may be substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted anthracenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted tetralinyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted dibenzo[C,H]acridinyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted spiro[fluorene-9,9'-xanthene]yl, substituted or unsubstituted spiro[fluorene-9,9'-thioxanthene]yl, substituted or unsubstituted triphenylene, or 22-membered heteroaryl, wherein these substituents may be further substituted by at least one selected from the group consisting of deuterium, cyano, methyl, unsubstituted or cyano-substituted phenyl, biphenyl, naphthyl, and dibenzofuranyl.

[0168] In one embodiment, the deuterium substitution rate in Formula 2 or 3 is preferably 20% to 100%, more preferably 20% to 95%, even more preferably 30% to 95%, and even more preferably 40% to 95% of the total number of hydrogens.

[0169] According to one embodiment, the deuterated compound represented by Formula 2 or 3 may be more specifically exemplified by the following compounds, but is not limited thereto.

[0170]

[0171]

[0172]

[0173]

[0174]

[0175] Among them D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

[0176] Hereinafter, an organic electroluminescent device including the above-mentioned deuterated compound will be described.

[0177] Specifically, an organic electroluminescent device according to one embodiment may have the following structure, in which a first electrode; a hole transport region arranged on the first electrode; at least one light-emitting layer arranged on the hole transport region; an electron transport region arranged on the light-emitting layer; and a second electrode arranged on the electron transport region are stacked in sequence.

[0178] According to one embodiment, the first electrode may be an anode, and the second electrode may be a cathode. The first electrode and the second electrode may each be formed of a transparent conductive material, or a semi-transparent or reflective conductive material. Depending on the type of material forming the first electrode and the second electrode, the organic electroluminescent device may be a top-emitting type, a bottom-emitting type, or a double-sided emitting type.

[0179] The hole transport region includes a deuterated compound represented by Formula 1. Specifically, the hole transport region may include at least one hole transport layer, preferably at least two hole transport layers, and more preferably at least three hole transport layers. The at least one hole transport layer may include at least two compounds represented by Formula 1, and each of these compounds may be included in a different hole transport layer.

[0180] The at least one light-emitting layer may include at least four deuterated compounds, preferably at least one deuterated compound, and at least three different host compounds and a dopant compound. The light-emitting layer may include a compound represented by Formula 4 or 5 as a first host compound, a compound represented by Formula 6 or 7 as a second host compound, and a compound represented by Formula 6 or 7 as a third host compound. Wherein, the amount of the first host compound in the plurality of host materials may be from about 5 to about 90 wt.%, preferably from about 10 to about 90 wt.%, more preferably from about 10 to about 80 wt.%, more preferably from about 15 to about 70 wt.%, even more preferably from about 30 to about 70 wt.%, even more preferably from about 20 to about 60 wt.%, and even more preferably from about 30 to about 60 wt.%. The amount of the second host compound in the various host materials of the present disclosure may be about 5 to about 90 wt.%, preferably about 10 to about 90 wt.%, more preferably about 10 to about 80 wt.%, more preferably about 15 to about 70 wt.%, even more preferably about 30 to about 70 wt.%, even more preferably about 20 to about 60 wt.%, and even more preferably about 30 to about 60 wt.%. The amount of the third host compound in the various host materials of the present disclosure may be about 5 to about 90 wt.%, preferably about 10 to about 90 wt.%, more preferably about 10 to about 80 wt.%, more preferably about 15 to about 70 wt.%, even more preferably about 30 to about 70 wt.%, even more preferably about 20 to about 60 wt.%, and even more preferably about 30 to about 60 wt.%. For example, the various host materials may include about 5 to about 70 wt% of the first host material, about 5 to about 70 wt% of the second host material, and about 10 to about 90 wt% of the third host material.

[0181] The electron transport region includes the deuterated compound represented by Formula 2 or 3. Specifically, the electron transport layer may include the compound represented by Formula 2 or 3.

[0182] The electron blocking layer is placed in contact with the light-emitting layer to prevent electrons injected from the cathode from transferring to the anode without recombination in the light-emitting layer, thereby improving the efficiency of the organic electroluminescent device. In addition, it can prevent light leakage by blocking electrons from escaping from the light-emitting layer and confining excitons within the light-emitting layer.

[0183] In order to reduce the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or the electron blocking layer, the hole injection layer can be used in multiple layers, and two compounds can be used simultaneously in each layer. In addition, the hole injection layer can be doped with a p-type dopant.

[0184] According to one embodiment, the hole transport layer may be used in multiple layers, and multiple compounds may be used in each layer.

[0185] The hole-assisting layer is located between the hole-transporting layer and the electron-blocking layer (or light-emitting layer) and can exhibit the effect of promoting or blocking the hole transport rate (or injection rate), thereby controlling the charge balance to effectively reduce the driving voltage of the organic electroluminescent device. When the organic electroluminescent device includes two or more hole-transporting layers, the additional hole-transporting layer can also serve as a hole-assisting layer or an electron-blocking layer.

[0186] The electron buffer layer may be a multilayer layer in order to control the injection of electrons and improve the interface characteristics between the light emitting layer and the electron injection layer, wherein each of the multilayer layers may use two compounds simultaneously.

[0187] A hole blocking layer can be placed between the electron transport layer (or electron injection layer) and the light-emitting layer and blocks holes from reaching the cathode, thereby increasing the probability of recombination of electrons and holes in the light-emitting layer. The hole blocking layer or electron transport layer can also be multilayer, wherein each layer can use multiple compounds. In addition, the electron injection layer can be doped with an n-type dopant.

[0188] The organic electroluminescent device disclosed herein may further include a luminescent auxiliary layer placed between the anode and the light-emitting layer, or between the cathode and the light-emitting layer. When the luminescent auxiliary layer is placed between the anode and the light-emitting layer, it can be used to promote hole injection and / or hole transport, or to prevent electron overflow. When the luminescent auxiliary layer is placed between the cathode and the light-emitting layer, it can be used to promote electron injection and / or electron transport, or to prevent hole overflow. The luminescent auxiliary layer, the hole auxiliary layer, or the electron blocking layer can have the effect of improving the efficiency and / or life of the organic electroluminescent device.

[0189] The organic electroluminescent material according to one embodiment can be used as a light-emitting material for a white organic light-emitting device. Depending on the arrangement of R (red), G (green), YG (yellow-green), or B (blue) light-emitting units, white organic light-emitting devices have various proposed structures, such as a parallel side-by-side arrangement method, a stacked arrangement method, or a CCM (color conversion material) method. In addition, the compound or organic electroluminescent material according to one embodiment can also be applied to an organic electroluminescent device containing QDs (quantum dots).

[0190] In the organic electroluminescent device of the present disclosure, at least one layer selected from a chalcogenide layer, a metal halide layer, and a metal oxide layer (hereinafter, "surface layer") may preferably be placed on one or more inner surfaces of one electrode or both electrodes of a pair of electrodes. Specifically, a chalcogenide (including oxide) layer of silicon and aluminum is preferably placed on the anode surface of the electroluminescent medium layer, and a metal halide layer or a metal oxide layer is preferably placed on the cathode surface of the electroluminescent medium layer. Operational stability of the organic electroluminescent device can be achieved through the surface layer. Preferably, the chalcogenide includes SiO X (1≤X≤2), AlO X (1≤X≤1.5), SiON, SiAlON, etc.; metal halides include LiF, MgF2, CaF2, rare earth metal fluorides, etc.; and metal oxides include Cs2O, Li2O, MgO, SrO, BaO, CaO, etc.

[0191] The organic electroluminescent device according to one embodiment of the present disclosure may be an organic electroluminescent device having a series structure. In the case of a series organic electroluminescent device according to one embodiment, a single light-emitting unit (light-emitting unit) may be formed into a structure in which two or more units are connected by a charge generation 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, the 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. According to one embodiment, the organic electroluminescent device may include a plurality of light-emitting units, and each of these light-emitting units may include a hole transport region, a light-emitting layer and an electron transport region, and the hole transport region may include a hole injection layer and a hole transport layer, and the electron transport region may include an electron transport layer and an electron injection layer. According to one embodiment, three or more light-emitting layers may be included in the light-emitting unit. Multiple light-emitting units may emit the same color or different colors. In addition, a light-emitting unit may include one or more light-emitting layers, and the multiple light-emitting layers may be light-emitting layers of the same or different colors. It may include one or more charge generation 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. The multiple charge generation layers can be the same as or different from each other. By arranging the charge generation layer between the light-emitting units, the current efficiency in each light-emitting unit is increased, and the charge can be evenly distributed. Specifically, the charge generation layer is arranged between two adjacent stacks and can be used to drive a tandem organic electroluminescent device using only a pair of anodes and cathodes, without the need for a separate internal electrode located between the stacks.

[0192] The charge generation layer can be composed of an n-type charge generation layer and a p-type charge generation layer, and the n-type charge generation layer can be doped with an alkali metal, an alkaline earth metal, or a compound of an alkali metal and an alkaline earth metal. The alkali metal may include one selected from the group consisting of Li, Na, K, Rb, Cs, Fr, Yb and a combination thereof, and the alkaline earth metal may include one selected from the group consisting of Be, Mg, Ca, Sr, Ba, Ra and a combination thereof. The p-type charge generation 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 two or more alloys selected from the group consisting of Al, Cu, Fe, Pb, Zn, Au, Pt, W, In, Mo, Ni and Ti. In addition, commonly used materials can be used as the p-type dopant and the host material used in the p-type doped organic material.

[0193] In addition, in the organic electroluminescent device of the present disclosure, a mixed region of an electron transport compound and a reductive dopant, or a mixed region of a hole transport compound and an oxidative dopant can be placed on at least one surface of a pair of electrodes. In this case, the electron transport compound is reduced to anions, and thus it becomes easier to inject and transport electrons from the mixed region to the electroluminescent medium. In addition, the hole transport compound is oxidized to a cation; therefore, it becomes easier to inject and transport holes from the mixed region to the electroluminescent medium. Preferably, the oxidative dopant includes various Lewis acids and acceptor compounds, and the reductive dopant includes alkali metals, alkali metal compounds, alkaline earth metals, rare earth metals, and mixtures thereof. In addition, the reductive dopant layer can be used as a charge generation layer to prepare an organic electroluminescent device having two or more light-emitting layers and emitting white light.

[0194] As a dopant included in the light-emitting layer, at least one phosphorescent or fluorescent luminescent compound can be used as a dopant, and the luminescent compound can contain iridium (Ir), platinum (Pt), or boron (B) atoms. For example, as a dopant included in the light-emitting layer, a phosphorescent dopant can be used. The phosphorescent dopant material applied to the organic electroluminescent device of the present disclosure is not particularly limited, but can preferably be one or more metallized complex compounds of one or more metal atoms selected from the following: iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), more preferably one or more ortho-metallized complex compounds of one or more metal atoms selected from the following: iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), and even more preferably one or more ortho-metallized iridium complex compounds.

[0195] The organic electroluminescent device of the present disclosure can be manufactured by forming a first electrode or a second electrode on a substrate; and then forming an organic layer using any of a dry film forming method (such as vacuum deposition, sputtering, plasma, or ion plating) or a wet film forming method (such as inkjet printing, nozzle printing, slit coating, spin coating, dip coating, or flow coating); and then forming the second electrode or the first electrode thereon. When a wet film forming method is used, a thin film can be formed by dissolving or diffusing the material forming each layer into any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane, etc. The solvent can be any solvent in which the material forming each layer can be dissolved or diffused and in which there is no problem in film forming ability.

[0196] When forming a layer using an organic electroluminescent material according to an embodiment, the layer can be formed by the methods listed above, and can generally be formed by co-deposition or mixed deposition. Co-deposition is a mixed deposition method in which two or more materials are placed in respective single crucible sources and current is simultaneously applied to both chambers to evaporate the materials; and mixed deposition is a mixed deposition method in which two or more materials are mixed in one crucible source before being deposited, and then current is applied to one chamber to evaporate the materials.

[0197] According to one embodiment, the present disclosure may provide a display device comprising a deuterated compound as an organic electroluminescent material. Furthermore, the organic electroluminescent device of the present disclosure may be used to manufacture display devices such as smartphones, tablets, laptops, PCs, TVs, or vehicle displays, or lighting devices such as outdoor or indoor lighting.

[0198] Hereinafter, for a detailed understanding of the present disclosure, the preparation method of the compound according to the present disclosure will be explained with reference to the synthesis method of the representative compound or intermediate compound of the present disclosure.

[0199] [Example 1] Preparation of compound HT-47

[0200]

[0201] Compound HT-ref1 was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound HT-47 (17 g, yield: 65%) was obtained.

[0202] MW Melting point HT-47 660 200℃

[0203] [Example 2] Preparation of compound H1-55

[0204]

[0205] Compound H1-ref1 was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound H1-55 (53 g, yield: 84%) was obtained.

[0206] MW Melting point H1-55 590 335℃

[0207] [Example 3] Preparation of compound H2-35

[0208]

[0209] Compound H2-ref1 was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound H2-35 (66 g, yield: 91%) was obtained.

[0210] MW Melting point H2-35 662 200℃

[0211] [Example 4] Preparation of compound ET-60

[0212]

[0213] Compound ET-ref1 was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound ET-60 (12 g, yield: 87%) was obtained.

[0214] MW Melting point ET-60 660 281℃

[0215] [Example 5] Preparation of compound HT-39

[0216]

[0217] Compound HT-ref2 was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound HT-39 (7.6 g, yield: 63%) was obtained.

[0218] MW Melting point HT-39 657 221℃

[0219] [Example 6] Preparation of Compound H2-61

[0220]

[0221] Compound H2-ref2 was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound H2-61 (8.1 g, yield: 75%) was obtained.

[0222] MW Melting point H2-61 718 244℃

[0223] [Example 7] Preparation of Compound H1-15

[0224]

[0225] The compound was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc. thing H2-ref2, and obtain compound H1-15 (32g, yield rate: 84%).

[0226] MW Melting point H1-15 586 242℃

[0227] [Example 8] Preparation of compound ET-1

[0228]

[0229] Compound ET-ref2 was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound ET-1 (5 g, yield: 88%) was obtained.

[0230] MW Melting point ET-1 717 360℃

[0231] [Example 9] Preparation of Compound H3-7

[0232]

[0233] Compound H3-ref1 was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound H3-7 (12 g, yield: 77%) was obtained.

[0234] MW Melting point H3-7 530 275℃

[0235] [Example 10] Preparation of Compound H3-20

[0236]

[0237] Compound H3-ref2 was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound H3-20 (14 g, yield: 79%) was obtained.

[0238]

[0239]

[0240] [Example 11] Preparation of compound HT-13

[0241]

[0242] Compound HT-13-ref was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound HT-13 (9.9 g, yield: 94%) was obtained.

[0243] MW HT-13 694

[0244] [Example 12] Preparation of Compound H2-2

[0245]

[0246] Compound H2-2-ref was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound H2-2 (79 g, yield: 93%) was obtained.

[0247] MW H2-2 581

[0248] [Example 13] Preparation of Compound H1-58

[0249]

[0250] Compound H1-58-ref was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound H1-58 (18 g, yield: 90%) was obtained.

[0251] MW H1-58 595

[0252] [Example 14] Preparation of compound HT-33

[0253]

[0254] Compound HT-33-ref was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound HT-33 (16 g, yield: 86%) was obtained.

[0255] MW HT-33 668

[0256] [Example 15] Preparation of Compound H2-62

[0257]

[0258] Compound H2-62-ref was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound H2-62 (56 g, yield: 92%) was obtained.

[0259] MW H2-62 696

[0260] [Example 16] Preparation of compound ET-66

[0261]

[0262] Compound ET-66-ref was synthesized by selecting the deuteration method disclosed in Korean Patent Nos. 10-2283849, 10-1427457, etc., and compound ET-66 (5 g, yield: 68%) was obtained.

[0263] MW ET-66 748

[0264] Hereinafter, for a detailed understanding of the present disclosure, a preparation method of an organic electroluminescent device including the deuterated compound according to the present disclosure and an organic electroluminescent material including the compound and device characteristics thereof will be explained.

[0265] [Device Examples 1 to 3] Preparation of Green OLEDs Containing Deuterated Compounds According to the Present Disclosure

[0266] An OLED according to the present disclosure was produced. A transparent electrode indium tin oxide (ITO) film (10Ω / sq) on a glass substrate for OLED (GEOMATEC CO., LTD., Japan) was subjected to ultrasonic washing with acetone and isopropyl alcohol in sequence, and then stored in isopropyl alcohol. The ITO substrate was then mounted on a substrate holder of a vacuum vapor deposition device. Compound HI-1 was introduced into a chamber of the vacuum vapor deposition device, and compound HTL-1 was introduced into another chamber of the vacuum vapor deposition device. The two materials were evaporated at different rates, and compound HI-1 was deposited in an amount of 3wt% based on the total amount of compound HI-1 and compound HTL-1 to form a hole injection layer with a thickness of 10nm on the ITO substrate. Next, compound HTL-1 was deposited on the hole injection layer to form a first hole transport layer with a thickness of 80nm. The compound shown in Table 1 below was then introduced into another chamber of a vacuum vapor deposition apparatus, and the compound was evaporated by applying an electric current to the chamber, thereby forming a second hole transport layer with a thickness of 25 nm on the first hole transport layer. Compound HTL-3 was then introduced into another chamber of a vacuum vapor deposition apparatus, and the compound was evaporated by applying an electric current to the chamber, thereby forming a third hole transport layer with a thickness of 5 nm on the second hole transport layer. After forming the hole injection layer and the hole transport layer, a light-emitting layer was formed thereon as follows: the first host compound, the second host compound, and the third host compound shown in Table 1 below were introduced as hosts into three chambers of a vacuum vapor deposition apparatus, and compound GD was introduced into another chamber as a dopant. The three host materials were evaporated at a rate of 2:0.5:0.5 (first host: second host: third host) and the dopant materials were evaporated simultaneously at different rates, and the dopant was deposited at a doping amount of 10 wt% based on the total amount of the host and the dopant to form a light-emitting layer with a thickness of 40 nm on the third hole transport layer. Then, the compound HBL-1 was evaporated to deposit a hole blocking layer with a thickness of 5 nm on the light-emitting layer. Then, the compound shown in Table 1 below and the compound EIL-1 were evaporated at a weight ratio of 50:50 as an electron transport layer material to deposit an electron transport layer with a thickness of 30 nm. After the compound EIL-1 was deposited as an electron injection layer with a thickness of 2 nm on the electron transport layer, an Al cathode with a thickness of 80 nm was deposited on the electron injection layer by another vacuum vapor deposition device. Thus, an OLED was produced. All materials used to produce OLEDs were heated to 10 -6 Purify by vacuum sublimation under vacuum.

[0267] [Comparative Example 1] Preparation of a green OLED containing a comparative compound

[0268] An OLED was manufactured in the same manner as in Device Example 1, except that the protium materials described in Table 1 below were used as the second hole transport layer, the host material of the light emitting layer, and the electron transport layer.

[0269] The driving voltage, luminous efficiency, luminous color at a luminance of 1,000 nits, and the time taken for the luminance to decrease from 100% to 95% at a luminance of 20,000 nits (lifetime: T) of the OLEDs of device Examples 1 to 3 and Comparative Example 1 prepared as described above were measured. 95 ), and the results are shown in Table 1 below.

[0270] Table 1

[0271]

[0272]

[0273] As can be confirmed from Table 1 above, the organic electroluminescent device including the deuterated compound according to the present disclosure in at least one of the hole transport region, the emission layer, and the electron transport region exhibits significantly improved long life characteristics compared to conventional organic electroluminescent devices.

[0274] The compounds used in the device examples and comparative examples are specifically shown in Table 2 below.

[0275] Table 2

[0276]

[0277]

[0278] [Device Examples 4 and 5] Preparation of Red OLEDs Containing Deuterated Compounds According to the Disclosure

[0279] An OLED according to the present disclosure was produced. A transparent electrode indium tin oxide (ITO) film (10Ω / sq) on a glass substrate for OLED (GEOMATEC CO., LTD., Japan) was subjected to ultrasonic washing with acetone and isopropyl alcohol in sequence, and then stored in isopropyl alcohol. The ITO substrate was then mounted on a substrate holder of a vacuum vapor deposition device. Compound HI-1 was introduced into a chamber of the vacuum vapor deposition device, and compound HTL-1 was introduced into another chamber of the vacuum vapor deposition device. The two materials were evaporated at different rates, and compound HI-1 was deposited in an amount of 3wt% based on the total amount of compound HI-1 and compound HTL-1 to form a first hole injection layer having a thickness of 10nm on the ITO substrate. Next, compound HTL-1 was deposited on the first hole injection layer to form a first hole transport layer having a thickness of 80nm. Compound HTL-2 was then introduced into another chamber of a vacuum vapor deposition apparatus, and the compound was evaporated by applying an electric current to the chamber, thereby forming a second hole transport layer with a thickness of 55 nm on the first hole transport layer. The compound shown in Table 3 below was then introduced into another chamber of the vacuum vapor deposition apparatus, and the compound was evaporated by applying an electric current to the chamber, thereby forming an electron blocking layer with a thickness of 5 nm on the second hole transport layer. After forming the hole injection layer, hole transport layer, and electron blocking layer, a light-emitting layer was formed thereon as follows: the first host compound, the second host compound, and the third host compound shown in Table 3 below were introduced as hosts into three chambers of a vacuum vapor deposition apparatus, and compound RD-1 was introduced as a dopant into another chamber. The three host materials were evaporated at a rate of 0.25:0.25:0.5 (first host:second host:third host) and the dopant materials were evaporated simultaneously at different rates, and the dopant was deposited at a doping amount of 3 wt% based on the total amount of host and dopant to form a light-emitting layer with a thickness of 40 nm on the electron blocking layer. Then, compound HB-1 was evaporated to deposit a hole blocking layer with a thickness of 5 nm on the light-emitting layer. Then, the compound shown in Table 3 below and compound EIL-1 were evaporated at a weight ratio of 50:50 as an electron transport layer material to deposit an electron transport layer with a thickness of 30 nm. After compound EIL-1 was deposited as an electron injection layer with a thickness of 2 nm on the electron transport layer, an Al cathode with a thickness of 80 nm was deposited on the electron injection layer by another vacuum vapor deposition device. Thus, an OLED was produced. All materials used to produce OLEDs were heated to 10 -6 Purify by vacuum sublimation under 40°C.

[0280] [Comparative Example 2] Preparation of OLED containing comparative compound

[0281] An OLED was manufactured in the same manner as in Device Example 3, except that the compounds described in Table 3 below were used as the electron blocking layer material, the host material of the light emitting layer, and the electron transport layer material.

[0282] The luminous colors of the OLEDs produced in the device examples 4 and 5 and the comparative example 2 at a luminance of 10,000 nits and the time taken for the luminance to decrease from 100% to 95% (lifetime: T 95 ), and the results are shown in Table 1 below.

[0283] Table 3

[0284]

[0285] As can be confirmed from Table 3 above, the organic electroluminescent device including the deuterated compound according to the present disclosure in at least one of the hole transport region, the light emitting layer, and the electron transport region exhibits significantly improved long life characteristics compared to conventional organic electroluminescent devices.

[0286] The compounds used in the device examples and comparative examples are specifically shown in Table 4 below.

[0287] Table 4

[0288]

[0289]

Claims

1. An organic electroluminescent device comprising a first electrode; a second electrode; and a hole transport region, at least one light-emitting layer, and an electron transport region positioned between the first electrode and the second electrode, wherein the light-emitting layer comprises at least one deuterated compound and at least four different compounds, and At least one of the hole transport region and the electron transport region includes at least one deuterated compound.

2. The organic electroluminescent device according to claim 1, wherein The hole transport region is positioned on the first electrode and is configured by sequentially stacking a hole injection layer, at least one hole transport layer, and at least one layer of a hole auxiliary layer and an electron blocking layer, wherein at least one layer of the hole injection layer, the hole transport layer, the hole auxiliary layer, and the electron blocking layer contains a deuterated compound.

3. The organic electroluminescent device according to claim 1, wherein The electron transport region is positioned on the light-emitting layer and is configured by sequentially stacking at least one of an electron buffer layer and a hole blocking layer, at least one electron transport layer, and an electron injection layer, and at least one of the electron buffer layer, the hole blocking layer, the electron transport layer, and the electron injection layer contains a deuterated compound.

4. The organic electroluminescent device according to claim 1, wherein The light-emitting layer comprises at least one deuterated compound and at least three different host compounds and one dopant compound.

5. The organic electroluminescent device according to claim 1, wherein The light-emitting layer includes at least one deuterated compound and includes at least two different host compounds and at least two different dopant compounds. The organic electroluminescent device according to claim 1 , wherein: At least one of the at least four compounds contained in the light emitting layer is a phosphorescent or fluorescent light emitting compound, and the light emitting compound contains an iridium (Ir), platinum (Pt), or boron (B) atom.

7. The organic electroluminescent device according to claim 1, wherein: The hole transport region includes a compound represented by the following Formula 1: in, L1 to L3 each independently represent a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3-membered to 30-membered)heteroarylene group; Ar1 to Ar3 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, substituted or unsubstituted (C6-C30) alkyl 0)aryl, substituted or unsubstituted (3- to 30-membered)heteroaryl, substituted or unsubstituted mono- or di-(C6-C30)arylamino, substituted or unsubstituted mono- or di-(C1-C30)alkylamino, substituted or unsubstituted mono- or di-(C2-C30)alkenylamino, substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered)heteroarylamino, or substituted or unsubstituted (C6-C30)aryl(3- to 30-membered)heteroarylamino; provided that at least one of Ar1 to Ar3 contains deuterium and is a substituted or unsubstituted (C6-C30)aryl or a substituted or unsubstituted (3- to 30-membered)heteroaryl; and D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

8. The organic electroluminescent device according to claim 7, wherein: At least one of Ar1 to Ar3 is a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted benzofluorenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

9. The organic electroluminescent device according to claim 1, wherein: The electron transport region comprises a compound represented by the following Formula 2 or 3: in L 11 and L 12 each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3-membered to 30-membered)heteroarylene group; Ar 11 and Ar 12 each independently represents a substituted or unsubstituted (C6-C30)aryl group or a substituted or unsubstituted (3- to 30-membered)heteroaryl group; R 11 to R 18 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, substituted or unsubstituted mono- or di-(C1-C30) alkylamino, substituted or unsubstituted a mono- or di-(C2-C30)alkenylamino group, a substituted or unsubstituted mono- or di-(C6-C30)arylamino group, a substituted or unsubstituted mono- or di-(3- to 30-membered)heteroarylamino group, a substituted or unsubstituted (C1-C30)alkyl(C2-C30)alkenylamino group, a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino group, a substituted or unsubstituted (C1-C30)alkyl(3- to 30-membered)heteroarylamino group, a substituted or unsubstituted (C2-C30)alkenyl(C6-C30)arylamino group, a substituted or unsubstituted (C2-C30)alkenyl(3- to 30-membered)heteroarylamino group, or a substituted or unsubstituted (C6-C30)aryl(3- to 30-membered)heteroarylamino group; The premise is R 11 and R 14 to R 16 At least one of is deuterium; and D n means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound; in, X 21 To X 23 Each independently represents CR' or N; provided that X 21 To X 23 At least two of them are N; R' represents hydrogen or deuterium; L 21 To L 23 each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3-membered to 30-membered)heteroarylene group; Ar 21 to Ar 23 Each independently represents a substituted or unsubstituted (C6-C30) aryl group or a substituted or unsubstituted (3- to 30-membered) heteroaryl group; provided that Ar 21 to Ar 23 at least one of which contains deuterium; p, q and r each independently represent an integer of 1 to 3. When p, q and r are integers of 2 or greater, each L 21 To each L 23 may be the same as or different from each other; and D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

10. The organic electroluminescent device according to claim 9, wherein: Ar 11 and Ar 12 At least one of is represented by the following formula 2-1 or 2-2, in, L'1 represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3- to 30-membered)heteroarylene group; R'1 to R'5 each independently represent hydrogen, deuterium, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl; and Indicates the connection to L in Formula 2 11 and L 12 The position on .

11. The organic electroluminescent device according to claim 9, wherein: Ar 21 to Ar 23 At least one of the groups is a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

12. The organic electroluminescent device according to claim 1, wherein: The at least one light-emitting layer comprises a compound represented by the following Formula 4 or 5: in, A1 and A2 each independently represent a substituted or unsubstituted (C6-C30)aryl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted carbazolyl group; X' 15 to X' 18 Any one of X' 19 to X' 22 Any of them are connected to each other to form a single bond; X' that does not form a single bond 11 to X' 14 、X' 23 to X' 26 , and X' 15 to X' 22 Each independently represents hydrogen, deuterium, substituted or unsubstituted (C6-C30) aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl; or may be linked to adjacent substituents to form one or more rings; X' 11 、X' 18 、X' 19 and X' 26 At least one of is deuterium; and D n means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound; in, L 51 To L 53 each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3-membered to 30-membered)heteroarylene group; R 51 to R 53 Each independently represents hydrogen, deuterium, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted condensed ring of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, a substituted or unsubstituted mono- or di-(C1-C30) alkylamino group, a substituted or unsubstituted mono- or di-(C2-C30)alkenylamino, substituted or unsubstituted (C1-C30)alkyl(C2-C30)alkenylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered)heteroarylamino, substituted or unsubstituted (C1-C30)alkyl(3- to 30-membered)heteroarylamino, substituted or unsubstituted (C2-C30)alkenyl(C6-C30)arylamino, substituted or unsubstituted (C2-C30)alkenyl(3- to 30-membered)heteroarylamino, or substituted or unsubstituted (C6-C30)aryl(3- to 30-membered)heteroarylamino; or may be linked to adjacent substituents to form one or more rings; The premise is that R in formula 5 51 to R 53 At least one of them constitutes the following formula 5-1 or 5-2; Or, when L 51 and L 52 is a single bond, and R 51 and R 52 When connected to each other to form one or more rings, Formula 5 is represented by any one of the following Formulas 5-3 to 5-5; in, R' 51 to R' 59 With R 51 to R 53 The definition is the same; X” means -O- or -S-; a, b, e and f each independently represent 1 or 2, c, d and g are integers from 1 to 4, and when a to g are integers of 2 or greater, each R' 51 To each R' 59 may be the same as or different from each other; and D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

13. The organic electroluminescent device according to claim 1, wherein The at least one light-emitting layer comprises at least two compounds, and the at least two compounds are selected from the compounds represented by the following formula 6 or 7, in, X 61 Indicates -O or -S; HAr 61 and HAr 62 each independently represents a substituted or unsubstituted (3- to 30-membered) heteroaryl group containing at least one nitrogen atom; L 61 and L 62 each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3-membered to 30-membered)heteroarylene group; R 61 to R 64 Each independently represents hydrogen, deuterium, a substituted or unsubstituted (C6-C30) aryl group, or a substituted or unsubstituted (3- to 30-membered) heteroaryl group; or may be connected to an adjacent substituent to form a substituted or unsubstituted indole ring, a substituted or unsubstituted benzofuran ring, a substituted or unsubstituted benzothiophene ring, a substituted or unsubstituted indene ring, or a substituted or unsubstituted benzene ring; h to k each independently represent an integer of 1 to 4. When h to k are integers of 2 or greater, each R 61 To each R 64 may be the same as or different from each other; and D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

14. The organic electroluminescent device according to claim 1, wherein The at least one light-emitting layer comprises a compound represented by the following Formula 8: in, L 81 and L 82 each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3-membered to 30-membered)heteroarylene group; Ar 81 represents a substituted or unsubstituted (C6-C30)aryl group or a substituted or unsubstituted (3- to 30-membered)heteroaryl group; R 81 to R 88 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C2-C30) alkenyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C3-C30) cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocycloalkyl, substituted or unsubstituted (C1-C30) cycloalkyl, -C30)alkoxy, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, or a substituted or unsubstituted condensed ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring; Ar A represents a substituted or unsubstituted (C6-C30)aryl group, a substituted or unsubstituted (3- to 30-membered) heteroaryl group, or is represented by the following formula A-1; and D n means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound; in, T1 represents -O-, -S- or -CR l R m ; R' 81 to R' 88 Each independently represents the connection to L 82 positions on the alkyl radical, or hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C2-C30) alkenyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C3-C30) cycloalkenyl, substituted or unsubstituted (3-7 membered) heterocycloalkyl, substituted or unsubstituted (C1-C 30)alkoxy, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted condensed ring of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L 83 -N(Ar 83 )(Ar 84 ); R l and R m Each independently represents a substituted or unsubstituted (C1-C30) alkyl group or a substituted or unsubstituted (C6-C30) aryl group; or may be linked to each other to form one or more rings; L 83 represents a single bond, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3- to 30-membered)heteroarylene group; and Ar 83 and Ar 84 Each independently represents a substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C2-C30)alkenyl group, a substituted or unsubstituted (C6-C30)aryl group, or a substituted or unsubstituted (3- to 30-membered)heteroaryl group.

15. The organic electroluminescent device according to claim 7, wherein: The compound represented by Formula 1 is selected from the following compounds: Among them D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

16. The organic electroluminescent device according to claim 9, wherein: The compound represented by Formula 2 or 3 is selected from the following compounds: Among them D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

17. The organic electroluminescent device according to claim 12, wherein: The compound represented by Formula 4 or 5 is selected from the following compounds: Among them D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

18. The organic electroluminescent device according to claim 13, wherein: The compound represented by Formula 6 or 7 is selected from the following compounds: Among them D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

19. The organic electroluminescent device according to claim 14, wherein: The compound represented by Formula 8 is selected from the following compounds: Among them D n It means that n number of hydrogens are replaced by deuterium, wherein n is an integer of 1 or greater, and the upper limit of n is determined according to the number of hydrogens in the non-deuterated compound.

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