Organic electroluminescent device

Abstract

The present disclosure relates to an organic electroluminescent device comprising a first electrode, a second electrode, and at least one organic layer interposed between the first electrode and the second electrode, wherein the organic layer comprises a light-emitting layer and a hole-transporting zone. By including a deuterated compound in at least one of the light-emitting layer and the hole-transporting zone, an organic electroluminescent device with improved driving voltage, luminous efficiency, power efficiency, and / or lifetime characteristics can be provided.

Description

Technical Field

[0001] This disclosure relates to an organic electroluminescent device comprising a deuterated compound. Background Technology

[0002] In 1987, Tang, Van Slyke, and others at Eastman Kodak first developed a small-molecule green organic electroluminescent device (OLED) consisting of a TPD / Alq3 bilayer composed of an emissive layer and a charge transport layer. Since then, research on OLEDs has rapidly progressed, and the technology has been commercialized. In recent years, OLEDs have been extensively developed due to their potential in flat panel displays and general lighting systems. Significant efforts and technological advancements have been made to improve OLED performance, but developing high-performance materials and more suitable device structures remains a crucial task.

[0003] Meanwhile, maintaining the white balance of red, green, and blue is crucial for driving displays. Red and green OLED materials readily achieve long lifetimes and low driving voltages. However, blue OLED dopant materials cannot meet the strong demand for blue OLEDs with low driving voltages and long lifetimes due to several issues such as short operating lifetimes and high driving voltages. Therefore, there is a need to develop a blue OLED material with driving voltages and lifetimes suitable for both red and green OLED materials. Summary of the Invention

[0004] Technical issues

[0005] The purpose of this disclosure is to provide an organic electroluminescent device that has improved driving voltage, luminous efficiency, power efficiency and / or lifetime characteristics compared to conventional organic electroluminescent devices.

[0006] Solution to the problem

[0007] The inventors of this invention have discovered that the above-mentioned objective can be achieved by using a compound in which hydrogen is replaced by deuterium as the host material and / or hole transport region material.

[0008] According to a first aspect of this disclosure, an organic electroluminescent device is provided, comprising a first electrode, a second electrode, and at least one organic layer inserted between the first electrode and the second electrode, wherein the organic layer comprises a light-emitting layer and a hole transport region, and at least one of the light-emitting layer and the hole transport region comprises a deuterated compound.

[0009] According to a second aspect of this disclosure, in the first aspect, the hole transport region comprises a deuterated compound.

[0010] According to a third aspect of this disclosure, in either the first or second aspect, the light-emitting layer comprises a deuterated compound.

[0011] According to a fourth aspect of this disclosure, in any one of the first to third aspects, the hole transport region includes at least one of a hole auxiliary layer and a light emission auxiliary layer.

[0012] According to the fifth aspect of this disclosure, in any one of the first to fourth aspects, the deuterated compound is a non-deuterated compound in which at least 10%, preferably at least 30%, more preferably at least 60% of the hydrogen atoms are replaced by deuterium.

[0013] According to a sixth aspect of this disclosure, in any one of the first to fifth aspects, the hole transport region comprises a compound represented by Formula 1.

[0014] According to the seventh aspect of this disclosure, in any one of the first to sixth aspects, the hole transport region comprises a compound represented by Formula 2.

[0015] According to the eighth aspect of this disclosure, in any one of the first to seventh aspects, the hole transport region comprises a compound represented by formula 3.

[0016] According to the ninth aspect of this disclosure, in any one of the first to eighth aspects, the light-emitting layer comprises at least one compound represented by formula 4.

[0017] According to the tenth aspect of this disclosure, in any one of the first to ninth aspects, the light-emitting layer comprises a first host material and a second host material, and a compound represented by Formula 4 is contained in each of the first host material and the second host material, provided that the compounds represented by Formula 4 contained in the first host material and the second host material are different from each other.

[0018] According to the eleventh aspect of this disclosure, in any one of the first to tenth aspects, the light-emitting layer comprises a first host material and a second host material, the first host material comprising a compound represented by formula 4, the second host material comprising a compound represented by formula 5, and at least one of the first host material and the second host material comprising one or more deuterium.

[0019] According to the twelfth aspect of this disclosure, in any one of the first to eleventh aspects, at least one of the compound represented by formula 1, the compound represented by formula 2, and the compound represented by formula 3 is included in the hole transport region; and at least one of the compound represented by formula 4 and the compound represented by formula 5 is included in the light-emitting layer.

[0020] According to a thirteenth aspect of this disclosure, in any one of the first to twelfth aspects, the light-emitting layer comprises a dopant, the dopant comprising at least one selected from the group consisting of: boron derivatives, pyrene derivatives, Derivatives and benzo[a]fluorene derivatives.

[0021] According to the fourteenth aspect of this disclosure, in any one of the first to thirteenth aspects, the light-emitting layer is a blue light-emitting layer.

[0022] Beneficial effects of the present invention

[0023] By including deuterated compounds in the emissive layer and / or hole transport region, this disclosure provides an organic electroluminescent device with improved driving voltage, luminous efficiency, power efficiency, and / or lifetime characteristics compared to conventional organic electroluminescent devices. According to one embodiment, a blue fluorescent organic electroluminescent device can achieve long lifetime and / or low driving voltage, comprising the hole transport region of this disclosure, the emissive layer of this disclosure, a combination of the hole transport region and the emissive layer of this disclosure, or a combination of multiple components of this disclosure. Detailed Implementation

[0024] This disclosure will be described in detail below. However, the following description is intended to explain this disclosure and is not intended to limit the scope of this disclosure in any way.

[0025] In this paper, the term "deuteration" means that one or more hydrogen atoms in a compound or functional group are replaced by deuterium, and it includes the replacement of some or all hydrogen atoms by deuterium.

[0026] In this document, the "hole transport region" may be composed of one or more layers selected from the group consisting of a hole transport layer, a hole injection layer, an electron blocking layer, a light-emitting auxiliary layer, and a hole auxiliary layer, and each of these layers may be composed of one or more layers. The hole transport region of this disclosure may be a second hole transport layer and may include at least one of a hole auxiliary layer and a light-emitting auxiliary layer. In this document, a hole auxiliary layer or a light-emitting auxiliary layer is placed between the hole transport layer and the light-emitting layer, and the hole transport rate is controlled. The hole auxiliary layer or the light-emitting auxiliary layer provides an effect of improving the efficiency and lifetime of the organic electroluminescent device.

[0027] In this paper, "hole transport region material" can be at least one selected from the group consisting of hole transport materials, hole injection materials, electron blocking materials, hole assist materials and luminescent assist materials.

[0028] According to another embodiment of this disclosure, the hole transport region includes a hole transport layer, and the hole transport layer may consist of a multilayer consisting of two or more layers, wherein at least one of the multilayers may contain at least one of a compound represented by Formula 1, a compound represented by Formula 2, and a compound represented by Formula 3. The layer containing a compound of Formula 1, Formula 2, or Formula 3, or other layers, may contain any compound used as a conventional hole transport region material.

[0029] In this document, the term "(C1-C30)alkyl" refers to a straight-chain or branched alkyl group having 1 to 30 carbon atoms constituting the chain, wherein the number of carbon atoms is preferably 1 to 20, and more preferably 1 to 10. The aforementioned alkyl group may include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, etc. The term "(C2-C30)alkenyl" refers to a straight-chain or branched alkenyl group having 2 to 30 carbon atoms constituting the chain, wherein the number of carbon atoms is preferably 2 to 20, and more preferably 2 to 10. The aforementioned alkenyl group may include vinyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 2-methylbut-2-enyl, etc. The term "(C2-C30) ynyl" refers to a straight-chain or branched ynyl group having 2 to 30 carbon atoms constituting the chain, wherein the number of carbon atoms is preferably 2 to 20, and more preferably 2 to 10. The aforementioned ynyl group may include ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methylpentan-2-ynyl, etc. The term "(C3-C30) cycloalkyl" refers to a monocyclic or polycyclic hydrocarbon having 3 to 30 carbon atoms in the cyclic skeleton, wherein the number of carbon atoms is preferably 3 to 20, and more preferably 3 to 7. The aforementioned cycloalkyl group may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, cyclohexylmethyl, etc. The term "(3- to 7-membered) heterocyclic alkyl" refers to a cycloalkyl group having 3 to 7, preferably 5 to 7, cyclic skeleton atoms and containing at least one heteroatom, wherein the heteroatom is selected from the group consisting of B, N, O, S, Si, and P, and preferably from the group consisting of O, S, and N. The aforementioned heterocyclic alkyl group may include tetrahydrofuran, pyrrolidine, tetrahydrothiophene, tetrahydropyran, etc. The term "(C6-C30)(aryl) group" refers to a monocyclic or fused-ring group derived from an aromatic hydrocarbon having 6 to 30 cyclic skeleton carbon atoms. The aforementioned (aryl) group may be partially saturated and may contain a spirostructure. The number of cyclic skeleton carbon atoms is preferably 6 to 25, and more preferably 6 to 18. The aforementioned aryl groups may include phenyl, biphenyl, terphenyl, naphthyl, binatyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, diphenylfluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrene, phenylphenanthrene, anthracene, indene, triphenylene, pyrene, tetraphenyl, perylene, etc. Aryl groups include phenyl, 1-naphthyl, 2-naphthyl, 1-anthrayl, 2-anthrayl, 9-anthrayl, benzo[benzo[fluorene]]yl, 1-phenanthyl, 2-phenanthyl, 3-phenanthyl, 4-phenanthyl, 9-phenanthyl, naphthyl, pyrene, 1- basal, 2- basal, 3- basal, 4- Base, 5- Base, 6- Benzyl, benzo[c]phenanthrene, benzo[g] 1-Triphenylene, 2-Triphenylene, 3-Triphenylene, 4-Triphenylene, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, benzo[a]fluorenyl, benzo[b]fluorenyl, benzo[c]fluorenyl, dibenzo[a]fluorenyl, 2-biphenyl, 3-biphenyl, 4-biphenyl, o-triphenyl, m-triphenyl-4-yl, m-triphenyl-3-yl, m-triphenyl-2-yl, p-triphenyl-4-yl, p-triphenyl-3-yl, p-triphenyl-2-yl, m-tetraphenyl, 3-fluoranthyl, 4-fluoranthyl, 8-fluoranthyl, 9-fluoranthyl, benzo[a]fluoranthyl, o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl 4′-methylbiphenyl, 4″-tert-butyl-p-triphenyl-4-yl, 9,9-dimethyl-1-fluorenyl, 9,9-dimethyl-2-fluorenyl, 9,9-dimethyl-3-fluorenyl, 9,9-dimethyl-4-fluorenyl, 9, 9-Diphenyl-1-fluorenyl, 9,9-diphenyl-2-fluorenyl, 9,9-diphenyl-3-fluorenyl, 9,9-diphenyl-4-fluorenyl, 11,11-dimethyl-1-benzo[a]fluorenyl, 11,11-dimethyl-2-benzo[a]fluorenyl, 11,11-dimethyl-3-benzo[a]fluorenyl, 11,11-dimethyl-4-benzene [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 a]fluorenyl, 11,11-dimethyl-1-benzo[b]fluorenyl, 11,11-dimethyl-2-benzo[b]fluorenyl, 11,11-dimethyl-3-benzo[b]fluorenyl, 11,11-dimethyl-4-benzo[b]fluorenyl, 11,11-dimethyl-5-benzo[b]fluorenyl, 11,11-dimethyl-6-benzo[b]fluorenyl 11,11-dimethyl-7-benzo[b]fluorenyl, 11,11-dimethyl-8-benzo[b]fluorenyl, 11,11-dimethyl-9-benzo[b]fluorenyl, 11,11-dimethyl-10-benzo[b]fluorenyl, 11,11-dimethyl-1-benzo[c]fluorenyl, 11,11-dimethyl-2-benzo[c]fluorenyl 11,11-Dimethyl-3-benzo[c]fluorenyl, 11,11-Dimethyl-4-benzo[c]fluorenyl, 11,11-Dimethyl-5-benzo[c]fluorenyl, 11,11-Dimethyl-6-benzo[c]fluorenyl, 11,11-Dimethyl-7-benzo[c]fluorenyl, 11,11-Dimethyl-8-benzo[c]fluorenyl, 11,11-Dimethyl-9-benzo[c]fluorenyl, 11,11-dimethyl-10-benzo[c]fluorenyl, 11,11-diphenyl-1-benzo[a]fluorenyl, 11,11-diphenyl-2-benzo[a]fluorenyl, 11,11-diphenyl-3-benzo[a]fluorenyl, 11,11-diphenyl-4-benzo[a]fluorenyl, 11,11-diphenyl-5-benzo[a]fluorenyl, 11,11-diphenyl-6-benzo[a]fluorenyl, 11,11-diphenyl-7-benzo[a]fluorenyl, 11,11-diphenyl -8-benzo[a]fluorenyl, 11,11-diphenyl-9-benzo[a]fluorenyl, 11,11-diphenyl-10-benzo[a]fluorenyl, 11,11-diphenyl-1-benzo[b]fluorenyl, 11,11-diphenyl-2-benzo[b]fluorenyl, 11,11-diphenyl-3-benzo[b]fluorenyl, 11,11-diphenyl-4-benzo[b]fluorenyl, 11,11-diphenyl-5-benzo[b]fluorenyl, 11,11-diphenyl-6-benzo[b]fluorenyl, 11,11-diphenyl-7-benzo[b]fluorenyl ]fluorenyl, 11,11-diphenyl-8-benzo[b]fluorenyl, 11,11-diphenyl-9-benzo[b]fluorenyl, 11,11-diphenyl-10-benzo[b]fluorenyl, 11,11-diphenyl-1-benzo[c]fluorenyl, 11,11-diphenyl-2-benzo[c]fluorenyl, 11,11-diphenyl-3-benzo[c]fluorenyl, 11,11-diphenyl-4-benzo[c]fluorenyl, 11,11-diphenyl-5-benzo[c]fluorenyl, 11,11-diphenyl-6-benzo[c]fluorenyl, 11 , 11-diphenyl-7-benzo[c]fluorenyl, 11,11-diphenyl-8-benzo[c]fluorenyl, 11,11-diphenyl-9-benzo[c]fluorenyl, 11,11-diphenyl-10-benzo[c]fluorenyl, 9,9,10,10-tetramethyl-9,10-dihydro-1-phenanthyl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenanthyl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenanthyl, 9,9,10,10-tetramethyl-9,10-dihydro-4-phenanthyl, etc.

[0030] In this document, the term "(3- to 30-membered) (hypo)aryl" refers to an aryl group having 3 to 30 ring skeleton atoms, preferably 5 to 30 ring skeleton atoms, more preferably 5 to 25 ring skeleton atoms, and comprising at least one, preferably 1 to 4, heteroatoms selected from the group consisting of B, N, O, S, Si, and P. The aforementioned (hypo)aryl group may be a monocyclic ring or a fused ring fused with at least one benzene ring; it may be partially saturated; it may be a (hypo)aryl group formed by linking at least one heteroaryl group or an aryl group to a heteroaryl group via one or more single bonds; and it may contain a spirostructure. The aforementioned heteroaryl groups can include monocyclic heteroaryl groups, such as furanyl, thiopheneyl, pyrroleyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetraazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, etc., and fused-ring heteroaryl groups, such as benzofuranyl, benzothiopheneyl, isobenzofuranyl, dibenzofuranyl, etc. Benzenyl, benzonaphthiofuranyl, dibenzothiophenyl, benzonaphthiophenyl, dibenzoselenophenyl, benzofuran-quinolinyl, benzofuran-quinazolinyl, benzofuran-naphridyl, benzofuran-pyrimidyl, naphthofuran-pyrimidyl, benzothiophene-quinolinyl, benzothiophene-quinazolinyl, benzothiophene-naphridyl, benzothiophene-pyrimidyl, naphthophene-pyrimidyl, pyrimidindolyl, benzo Pyrimidindolyl, benzofuranopyrazinyl, naphthofuranopyrazinyl, benzothiophenepyrazinyl, naphthothiophenepyrazinyl, pyrazindolyl, benzopyrazindolyl, benzimidazolyl, benzothiazolyl, benzoisothiazolyl, benzoisooxazolyl, benzooxazolyl, isoindolyl, indolyl, indazole, benzothiadiazolyl, quinolinyl, isoquinolinyl, cenolinyl, quinazolinyl, benzoquinazolinyl The following are listed: α-carbazolyl, benzoquinoxalinyl, naphthidyl, pyridinylpyrazinyl, carbazolyl, benzocarbazolyl, phenoxazinyl, phenanthidyl, phenanthoxazinyl, benzodioxacyclopentenyl, benzodioxazinyl, dihydroacridinyl, benzotriazofenzinyl, imidazopyridyl, benzopyranoquinazolinyl, thiobenzopyranoquinazolinyl, dimethylbenzopyrimidinyl, indolocarbazolyl, indenecarbazolyl, etc. More specifically, heteroaryl groups may include 1-pyrrolithyl, 2-pyrrolithyl, 3-pyrrolithyl, pyrazinyl, 2-pyridinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 1,2,3-triazin-4-yl, 1,2,4-triazin-3-yl, 1,3,5-triazin-2-yl, 1-imidazolyl, 2-imidazolyl, 1-pyrazolyl, and 1-indololinyl. idinyl), 2-indololinyl, 3-indololinyl, 5-indololinyl, 6-indololinyl, 7-indololinyl, 8-indololinyl, 2-imidazopyridyl, 3-imidazopyridyl, 5-imidazopyridyl, 6-imidazopyridyl, 7-imidazopyridyl, 8-imidazopyridyl, 3-pyridyl, 4-pyridyl, 1-indolyl, 2-indolyl, 3-indolyl4-Indolyl, 5-Indolyl, 6-Indolyl, 7-Indolyl, 1-Isoindolyl, 2-Isoindolyl, 3-Isoindolyl, 4-Isoindolyl, 5-Isoindolyl, 6-Isoindolyl, 7-Isoindolyl, 2-Furanyl, 3-Furanyl, 2-Benzofuranyl, 3-Benzofuranyl, 4-Benzofuranyl, 5-Benzofuranyl, 6-Benzofuranyl 7-benzofuranyl, 1-isobenzofuranyl, 3-isobenzofuranyl, 4-isobenzofuranyl, 5-isobenzofuranyl, 6-isobenzofuranyl, 7-isobenzofuranyl, 2-quinolinyl, 3-quinolinyl, 4-quinolinyl, 5-quinolinyl, 6-quinolinyl, 7-quinolinyl, 8-quinolinyl, 1-isoquinolinyl, 3-isoquinolinyl, 4-isoquinolinyl Quinolinyl, 5-isoquinolinyl, 6-isoquinolinyl, 7-isoquinolinyl, 8-isoquinolinyl, 2-quinoxalinyl, 5-quinoxalinyl, 6-quinoxalinyl, 1-carbazoleyl, 2-carbazoleyl, 3-carbazoleyl, 4-carbazoleyl, 9-carbazoleyl, azacarbazole-1-yl, azacarbazole-2-yl, azacarbazole-3-yl, azacarbazole-4-yl Azacarbazolyl-5-yl, azacarbazolyl-6-yl, azacarbazolyl-7-yl, azacarbazolyl-8-yl, azacarbazolyl-9-yl, 1-phenanthridyl, 2-phenanthridyl, 3-phenanthridyl, 4-phenanthridyl, 6-phenanthridyl, 7-phenanthridyl, 8-phenanthridyl, 9-phenanthridyl, 10-phenanthridyl, 1-acridyl, 2-acridyl, 3-acridyl, 4 -Acridinel, 9-Acridinel, 2-Oxazolyl, 4-Oxazolyl, 5-Oxazolyl, 2-Oxadiazolyl, 5-Oxadiazolyl, 3-Furazonyl, 2-Thienyl, 3-Thienyl, 2-Methylpyrrolo-1-yl, 2-Methylpyrrolo-3-yl, 2-Methylpyrrolo-4-yl, 2-Methylpyrrolo-5-yl, 3-Methylpyrrolo-1-yl, 3-Methylpyrrolo-2-yl, 3-Methylpyrrolo-4-yl, 3-Methylpyrrolo-5-yl, 2-tert-butylpyrrolo-4-yl, 3-(2-phenylpropyl)pyrrolo-1-yl, 2-Methyl-1-indolyl, 4-Methyl-1-indolyl, 2-Methyl-3-indolyl, 4-Methyl-3-indolyl, 2-tert-butyl-1-indolyl, 4-tert-butyl-1-indolyl, 2 -tert-butyl-3-indolyl, 4-tert-butyl-3-indolyl, 1-dibenzofuranyl, 2-dibenzofuranyl, 3-dibenzofuranyl, 4-dibenzofuranyl, 1-dibenzothiophenyl, 2-dibenzothiophenyl, 3-dibenzothiophenyl, 4-dibenzothiophenyl, 1-naphtho-[1,2-b]-benzofuranyl, 2-naphtho-[1,2-b]-benzofuranyl -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 [b]-benzofuranyl, 6-naphtho-[2,3-b]-benzofuranyl, 7-naphtho-[2,3-b]-benzofuranyl, 8-naphtho-[2,3-b]-benzofuranyl, 9-naphtho-[2,3-b]-benzofuranyl, 10-naphtho-[2,3-b]-benzofuranyl, 1-naphtho-[2,1-b]-benzofuranyl, 2 -Naphtho-[2,1-b]-benzofuranyl, 3-naphtho-[2,1-b]-benzofuranyl, 4-naphtho-[2,1-b]-benzofuranyl, 5-naphtho-[2,1-b]-benzofuranyl, 6-naphtho-[2,1-b]-benzofuranyl, 7-naphtho-[2,1-b]-benzofuranyl, 8-naphtho-[2,1-b] -Benzofuranyl, 9-naphtho-[2,1-b]-benzofuranyl, 10-naphtho-[2,1-b]-benzofuranyl, 1-naphtho-[1,2-b]-benzothiophenyl, 2-naphtho-[1,2-b]-benzothiophenyl, 3-naphtho-[1,2-b]-benzothiophenyl, 4-naphtho-[1,2-b]-benzothiophenyl, 5-naphtho-[2,1-b]-benzothiophenyl 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, 1-Naphtho-[2,3-b]- Benzothiophene, 2-naphtho-[2,3-b]-benzothiophene, 3-naphtho-[2,3-b]-benzothiophene, 4-naphtho-[2,3-b]-benzothiophene, 5-naphtho-[2,3-b]-benzothiophene, 1-naphtho-[2,1-b]-benzothiophene, 2-naphtho-[2,1-b]-benzothiophene, 3-naphtho- [2,1-b]-benzothiophene, 4-naphtho-[2,1-b]-benzothiophene, 5-naphtho-[2,1-b]-benzothiophene, 6-naphtho-[2,1-b]-benzothiophene, 7-naphtho-[2,1-b]-benzothiophene, 8-naphtho-[2,1-b]-benzothiophene, 9-naphtho-[2,1-b]-benzothiophene Fenyl, 10-naphtho-[2,1-b]-benzothiophene, 2-benzofuran[3,2-d]pyrimidinyl, 6-benzofuran[3,2-d]pyrimidinyl, 7-benzofuran[3,2-d]pyrimidinyl, 8-benzofuran[3,2-d]pyrimidinyl, 9-benzofuran[3,2-d]pyrimidinyl, 2-benzothio[3,2-d]pyrimidinyl,6-Benzothio[3,2-d]pyrimidinyl, 7-Benzothio[3,2-d]pyrimidinyl, 8-Benzothio[3,2-d]pyrimidinyl, 9-Benzothio[3,2-d]pyrimidinyl, 2-Benzofuran[3,2-d]pyrazinyl, 6-Benzofuran[3,2-d]pyrazinyl, 7-Benzofuran[3,2-d]pyrazinyl, 8-Benzofuran[3,2-d]pyrazinyl, 9-Benzofuran[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-siliconfluorenyl, 2-siliconfluorenyl, 3-siliconfluorenyl, 4-siliconfluorenyl, 1-germaniumfluorenyl, 2-germaniumfluorenyl, 3-germaniumfluorenyl, 4-germaniumfluorenyl, 1-dibenzo[2,2-d]selenophenyl, 2-dibenzo[2,2-d]selenophenyl, 3-dibenzo[2,2-d]selenophenyl, 4-dibenzo[2,2-d]selenophenyl, etc. "Halogens" include F, Cl, Br, and I.

[0031] Furthermore, "ortho (o-)," "meta (m-)," and "para (p-)" are prefixes that indicate the relative positions of the substituents, respectively. Ortho indicates that the two substituents are adjacent to each other, and for example, when the two substituents in a benzene derivative occupy positions 1 and 2, it is called ortho. Meta indicates that the two substituents are at positions 1 and 3, and for example, when the two substituents in a benzene derivative occupy positions 1 and 3, it is called meta. Para indicates that the two substituents are at positions 1 and 4, and for example, when the two substituents in a benzene derivative occupy positions 1 and 4, it is called para.

[0032] In the formulas of this disclosure, a ring formed by the connection of adjacent substituents means that at least two adjacent substituents are connected or fused together to form a substituted or unsubstituted monocyclic or polycyclic (3-membered to 30-membered) alicyclic or aromatic ring, or a combination thereof. The ring may preferably be a substituted or unsubstituted monocyclic or polycyclic (5-membered to 25-membered) alicyclic or aromatic ring, or a combination thereof; and more preferably an unsubstituted monocyclic or polycyclic (5-membered to 20-membered) aromatic ring. Furthermore, the ring may contain at least one heteroatom selected from B, N, O, S, Si, and P, preferably at least one heteroatom selected from N, O, and S. For example, the ring may be a substituted or unsubstituted benzene ring, naphthalene ring, phenanthrene ring, fluorene ring, indole ring, benzoindole ring, benzofuran ring, benzothiophene ring, dibenzothiophene ring, dibenzofuran ring, or carbazole ring, etc.

[0033] In this document, "substituted" in the phrase "substituted or unsubstituted" means that a hydrogen atom in a functional group is replaced by another atom or another functional group (i.e., a substituent). Substituents also include those in which two or more substituents are connected. For example, a substituent formed by connecting two or more substituents can be pyridine-triazine. That is, when substituted with pyridine-triazine, one or more substituents can be interpreted as one heteroaryl or two heteroaryl groups. In this disclosure, substituted alkyl, substituted cycloalkyl, substituted silyl, substituted aryl, substituted arylene, substituted heteroaryl, substituted heteroarylene, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, substituted mono- or di-alkylamino, substituted mono- or di-enylamino, substituted mono- or di-arylamino, substituted mono- or di-heteroarylamino, substituted alkylenylamino, substituted alkylarylamino, substituted alkylheteroarylamino, substituted alkenylarylamino, substituted alkenylheteroarylamino One or more substituents of alkylamino, substituted arylheroarylamino, substituted phenanthrene, substituted carbazole, substituted fluorenyl, substituted benzo[a]fluorenyl, substituted triphenylene, substituted dibenzofuranyl, substituted dibenzothiophene, substituted benzene ring, substituted naphthyl ring, and substituted phenanthrene ring are each independently selected from at least one of the following groups: deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; (C1-C30)alkyl; halo(C1-C30)alkyl; (C2-C30)alkenyl; (C2-C30)alkynyl; (C1-C30)alkoxy; (C1-C30)alkylthio; (C1-C30)alkylthio; (C1-C30)alkylyl ... 3-C30)cycloalkyl; (C3-C30)cycloalkenyl; (3- to 7-membered)heteroalkyl; (C6-C30)aryloxy; (C6-C30)arylthio; unsubstituted (3- to 30-membered)heteroaryl or substituted with at least one of one or more (C1-C30)alkyl and one or more (C6-C30)aryl; unsubstituted (C6-C30)aryl or substituted with at least one of deuterium, one or more (C1-C30)alkyl, one or more (3- to 30-membered)heteroaryl, and one or more mono- or di-(C6-C30)arylamino; tri(C1-C30)alkyl alkylsilyl; tri(C6-C30)arylsilyl; di(C1-C30)alkyl(C6-C30)arylsilyl; (C1-C30)alkyldi(C6-C30)arylsilyl; fused ring group of one or more (C3-C30) aliphatic rings and one or more (C6-C30) aromatic rings; amino; mono- or di-(C1-C30)alkylamino; mono- or di-(C2-C30)alkenylamino; mono- or di-(C6-C30)arylamino; 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; (C1-C30)alkylcarbonyl; (C1-C 30) alkoxycarbonyl; (C6-C30) arylcarbonyl; (C6-C30) arylphosphine; di(C6-C30) arylboroncarbonyl; di(C1-C30) alkylboroncarbonyl; (C1-C30) alkyl(C6-C30) arylboroncarbonyl; (C6-C30) aryl(C1-C30) alkyl; and (C1-C30) alkyl(C6-C30) aryl, or combinations thereof. According to one embodiment of this disclosure, one or more substituents are each independently at least one selected from the group consisting of: deuterium, unsubstituted (C1-C20) alkyl, unsubstituted (5-membered to 25-membered) heteroaryl and unsubstituted (C6-C18) aryl, or combinations thereof. According to another embodiment of this disclosure, one or more substituents are each independently selected from at least one of the following groups: deuterium, unsubstituted (C1-C10) alkyl, and unsubstituted (C6-C18) aryl. For example, one or more substituents may each independently be at least one of the following groups: deuterium, methyl, tert-butyl, phenyl, naphthyl, and biphenyl.

[0034] In the formula disclosed herein, each of the heteroaryl, heteroaryl, and heterocycloalkyl groups may independently contain at least one heteroatom selected from B, N, O, S, Si, and P. Furthermore, the heteroatom may bond to at least one of the following groups: 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)alkyl Amino, substituted or unsubstituted mono- or di-(C2-C30)-alkenylamino, substituted or unsubstituted mono- or di-(C6-C30)-arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C1-C30)-alkyl(C2-C30)-alkenylamino, substituted or unsubstituted (C1-C30)-alkyl(C6-C30)-arylamino, 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.

[0035] According to one embodiment of this disclosure, at least one of the light-emitting layer and the hole transport region of an organic electroluminescent device may contain a compound with at least 10% deuteration, preferably at least 30% deuteration, and more preferably at least 60% deuteration. A compound with at least 10% deuteration means that at least 10% of the hydrogen atoms in the non-deuterated compound are replaced by deuterium. That is, the deuterated compound of this disclosure may be a deuterated compound in which at least 10%, preferably at least 30%, and more preferably at least 60% of the hydrogen atoms in the non-deuterated compound are replaced by deuterium. A higher deuteration ratio increases the likelihood of improved device lifespan.

[0036] According to one embodiment of this disclosure, the hole transport region may contain a compound represented by Formula 1.

[0037]

[0038] In Formula 1, 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 silyl, substituted or unsubstituted (C6-C30) aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl. According to one embodiment of this disclosure, at least one of Ar1 to Ar3 represents a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3- to 30-membered) heteroaryl. Preferably, at least one of Ar1 to Ar3 represents a substituted or unsubstituted phenanthrene, a substituted or unsubstituted carbazole, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted benzo[a]fluorenyl, a substituted or unsubstituted triphenylene, a substituted or unsubstituted dibenzofuranyl, or a substituted or unsubstituted dibenzothiophene. According to another embodiment of this disclosure, Ar1 to Ar3 each independently represent a substituted or unsubstituted (C6-C25) aryl group, or a substituted or unsubstituted (5-membered to 25-membered) heteroaryl group. According to another embodiment of this disclosure, Ar1 to Ar3 each independently represent an unsubstituted or (C6-C25) aryl group substituted with one or more (C1-C6) alkyl groups, or an unsubstituted or (5-membered to 20-membered) heteroaryl group substituted with one or more (C6-C18) aryl groups. For example, Ar1 to Ar3 can each independently be phenyl, naphthyl, biphenyl, dimethylfluorenyl, diphenylfluorenyl, dimethylbenzofluorenyl, phenanthryl, terphenyl, dibenzofuranyl, dibenzothiophene, or an unsubstituted or carbazoleyl group substituted with one or more phenyl groups, etc.

[0039] In Formula 1, L1 to L3 each independently represent a single bond, a substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of this disclosure, L1 to L3 each independently represent a single bond, or a substituted or unsubstituted (C6-C25) arylene. According to another embodiment of this disclosure, L1 to L3 each independently represent a single bond, or an unsubstituted (C6-C18) arylene. For example, L1 to L3 can each independently be a single bond, a phenylene, or a biphenylene, etc.

[0040] According to one embodiment of this disclosure, the hole transport region comprises a compound represented by Formula 2.

[0041]

[0042] In Formula 2, ring Z represents either a benzene ring or a naphthalene ring.

[0043] In Equation 2, X 41 Represents -O-, -S-, -C(R) 51 (R) 52 - or -N(R) 53 )-. R51 and R 52 Each of these elements 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 mono- or di-(C1-C30)alkylamino, etc. - or di-(C2-C30)-enylamino, substituted or unsubstituted mono- or di-(C6-C30)-arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C1-C30)-alkyl(C2-C30)-enylamino, substituted or unsubstituted (C1-C30)-alkyl(C6-C30)-arylamino, substituted or unsubstituted (C1-C30)-alkyl(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C2-C30)-enyl(C6-C30)-arylamino, substituted or unsubstituted (C2-C30)-enyl(3- to 30-membered) heteroarylamino, or substituted or unsubstituted (C6-C30)-aryl(3- to 30-membered) heteroarylamino; or R 51 and R 52 They can be connected to each other to form one or more loops. R 51 and R 52 They can be the same as or different from each other. According to one embodiment of this disclosure, R... 51 and R 52 Each independently represents a substituted or unsubstituted (C1-C20) alkyl group, or a substituted or unsubstituted (C6-C25) aryl group; or R 51 and R 52 They can be connected to each other to form one or more rings. According to another embodiment of this disclosure, R... 51 and R 52 Each independently represents an unsubstituted (C1-C10) alkyl or an unsubstituted (C6-C18) aryl; or R 51 and R 52 They can connect with each other to form substituted or unsubstituted fluorene rings. For example, R 51 and R 52 Each can be independently a methyl group; or R 51 and R 52 They can connect to each other to form a spiral ring together with the skeleton.

[0044] R53 This indicates 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 mono- Or di-(C2-C30)-enylamino, substituted or unsubstituted mono- or di-(C6-C30)-arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C1-C30)-alkyl(C2-C30)-enylamino, substituted or unsubstituted (C1-C30)-alkyl(C6-C30)-arylamino, substituted or unsubstituted (C1-C30)-alkyl(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C2-C30)-enyl(C6-C30)-arylamino, substituted or unsubstituted (C2-C30)-enyl(3- to 30-membered) heteroarylamino, or substituted or unsubstituted (C6-C30)-aryl(3- to 30-membered) heteroarylamino. According to one embodiment of this disclosure, R 53 This indicates a substituted or unsubstituted (C6-C30) aryl group, or a substituted or unsubstituted (3-membered to 30-membered) heteroaryl group. According to another embodiment of this disclosure, R... 53 This indicates an unsubstituted (C6-C25) aryl group, or one or more substituted (C6-C18) arylamino groups. For example, R 53 It can be unsubstituted or substituted with diphenylamino, phenyl, naphthyl, biphenyl, phenylnaphthyl, or naphthylphenyl, etc.

[0045] In Equation 2, L 41 This represents a single-bonded, substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of this disclosure, L 41 This represents a single-bonded, substituted, or unsubstituted (C6-C25) aryl group. According to another embodiment of this disclosure, L... 41 This indicates a single bond or an unsubstituted (C6-C18) aryl group. For example, L 41 It can be a single bond, phenylene, or naphthylene, etc.

[0046] In Equation 2, Ar 31This indicates a substituted or unsubstituted (C6-C30) aryl group. According to one embodiment of this disclosure, Ar... 31 This indicates a substituted or unsubstituted (C6-C25) aryl group. According to another embodiment of this disclosure, Ar... 31 This indicates an unsubstituted (C6-C18) aryl group. For example, Ar 31 It can be phenyl, naphthyl, biphenyl, phenylnaphthyl, or naphthylphenyl, etc.

[0047] In Equation 2, R 41 To R 48 Each of these elements 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 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, or substituted or unsubstituted mono- or di-(C2-C30). Alkenylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered)heteroarylamino, substituted or unsubstituted (C1-C30)alkyl(C2-C30)alkenylamino, substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, 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 R 41 To R 48 Two or more adjacent groups in R can be linked together to form one or more rings. According to one embodiment of this disclosure, R... 41 To R 48 Each independently represents hydrogen, deuterium, substituted or unsubstituted (C6-C25) aryl, or substituted or unsubstituted (5-membered to 25-membered) heteroaryl; or R 41 To R 48 Two or more adjacent groups in R can be linked together to form one or more rings. According to another embodiment of this disclosure, R... 41 To R 48 Each independently represents hydrogen, or an unsubstituted (5- to 20-membered) heteroaryl group substituted with one or more (C6-C18) aryl groups; or R41 To R 48 Two or more adjacent groups in a benzene ring can connect with each other to form a benzene ring. For example, R 41 To R 48 Each can be independently hydrogen or a carbazole group substituted with one or more phenyl groups; R 41 and R 42 They connect to form a benzene ring; R 43 and R 44 They connect to form a benzene ring; R 46 and R 48 They connect to form benzene rings; or R 47 and R 48 They connect with each other to form a benzene ring.

[0048] According to one embodiment of this disclosure, the hole transport region comprises a compound represented by Formula 3.

[0049]

[0050] In Formula 3, ring C, ring D, and ring E each independently represent a substituted or unsubstituted benzene ring, or a substituted or unsubstituted naphthalene ring. According to one embodiment of this disclosure, ring C, ring D, and ring E each independently represent an unsubstituted benzene ring or an unsubstituted naphthalene ring.

[0051] In Equation 3, Y represents -O-, -S-, or -N(Ra)-; and Ra represents -L 52 -Ar 52 According to one embodiment of this disclosure, Y represents -N(Ra)-.

[0052] Ar 51 and Ar 52 Each of these terms independently represents a substituted or unsubstituted (C6-C30) aryl, a substituted or unsubstituted heteroaryl (3- to 30-membered) containing at least one of nitrogen, oxygen, and sulfur, a substituted or unsubstituted di(C6-C30) arylamino, a substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, or a substituted or unsubstituted (C6-C30) aryl(3- to 30-membered) heteroarylamino. According to one embodiment of this disclosure, Ar 51 and Ar 52 Each independently represents a substituted or unsubstituted (C6-C25) aryl group. According to another embodiment of this disclosure, Ar... 51 and Ar 52 Each independently represents an unsubstituted (C6-C18) aryl group. For example, Ar 51 and Ar 52 Each can be phenyl or naphthyl, etc., independently.

[0053] L 51 and L52 Each independently represents a single bond, a substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of this disclosure, L 51 and L 52 Each independently represents a single bond, or a substituted or unsubstituted (C6-C25) aryl group. According to another embodiment of this disclosure, L 51 and L 52 Each can independently represent a single bond or an unsubstituted (C6-C18) aryl group. For example, L 51 and L 52 Each can be a single bond or a phenylene group, etc., independently.

[0054] In Equation 3, s represents an integer of 0 or 1. According to one embodiment of this disclosure, s represents an integer of 1.

[0055] According to one embodiment of the present disclosure, the light-emitting layer of the present disclosure comprises a compound represented by Formula 4 below.

[0056]

[0057] In Equation 4, L 11 and L 12 Each independently represents a single bond, a substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of this disclosure, L 11 and L 12 Each independently represents a single bond, a substituted or unsubstituted (C6-C25) arylene, or a substituted or unsubstituted (5- to 25-membered) heteroarylene. According to another embodiment of this disclosure, L 11 and L 12 Each can independently represent a single bond, an unsubstituted (C6-C18) arylene, or an unsubstituted (5- to 20-membered) heteroarylene, or one or more (C1-C6) alkyl groups substituted with. For example, L 11 and L 12 Each can be independently a single bond, phenylene, naphthylene, biphenylene, phenanthrene, dibenzofuranyl, dimethylbenzofluorenyl, carbazoyl, benzocarbazoyl or phenanthreneoxazolyl, etc.

[0058] In Equation 4, 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. According to one embodiment of this disclosure, Ar... 11 and Ar 12Each independently represents a substituted or unsubstituted (C6-C25) aryl group, or a substituted or unsubstituted (5-membered to 25-membered) heteroaryl group. According to another embodiment of this disclosure, Ar... 11 and Ar 12 Each independently represents an unsubstituted (C6-C18) aryl group or a (C6-C18) aryl group substituted with at least one of one (C1-C10) alkyl and one or more (C6-C18) aryl groups, or an unsubstituted (5- to 25-membered) heteroaryl group or a (C6-C18) aryl group substituted with one or more (C6-C18) aryl groups. For example, Ar 11 and Ar 12 Each can independently be an unsubstituted phenyl or substituted with one or more tert-butyl groups; naphthyl; naphthylphenyl; phenylnaphthyl; biphenyl; phenanthryl; unsubstituted or substituted with one or more phenyl groups, dimethylbenzofluorenyl; diphenylbenzofluorenyl; terphenyl; furanyl substituted with one or more phenyl groups; pyridyl substituted with one or more phenyl groups; benzofuranyl; unsubstituted or substituted with one or more phenyl groups, one or more naphthyl groups, and / or one or more biphenyl groups, dibenzofuranyl; dibenzothiophenyl; unsubstituted or substituted with one or more phenyl groups and / or one or more naphthyl groups, carbazoleyl; substituted with one or more phenyl groups. Benzocarbazolyl substituted with one or more phenyl groups; unsubstituted or substituted with one or more phenyl groups; phenanthoxazolyl substituted with one or more phenyl groups; triphenylfuranyl; unsubstituted or substituted with one or more phenyl groups; benzofuranodibenzothiophenyl; unsubstituted or substituted with one or more phenyl groups; benzodibenzothiophenyl; dinaphthofuranyl; benzophenanthiofuranyl; unsubstituted or substituted with one or more phenyl groups; or benzofuranobenzazolyl substituted with one or more phenyl groups, etc.

[0059] In Equation 4, R 11 To R 18Each of these elements 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. Mono- or di-(C6-C30)arylamino, substituted or unsubstituted mono- or di-(C2-C30)alkenylamino, substituted or unsubstituted mono- or di-(3- to 30-membered)heteroarylamino, substituted or unsubstituted (C1-C30) alkyl (C2-C30)alkenylamino, substituted or unsubstituted (C1-C30) alkyl (C6-C30)arylamino, 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. For example, R 11 To R 18 It could be hydrogen.

[0060] According to one embodiment of this disclosure, the organic electroluminescent device includes a light-emitting layer comprising a first host material and a second host material, wherein the first host material comprises at least one compound represented by Formula 4, and both the first host material and the second host material may comprise one or more deuterium atoms. According to another embodiment of this disclosure, the organic electroluminescent device includes a light-emitting layer comprising a first host material and a second host material, wherein the compound represented by Formula 4 may be included in each of the first host material and the second host material, provided that the compounds represented by Formula 4 included in the first host material and the second host material are different from each other.

[0061] According to one embodiment of the present disclosure, the organic electroluminescent device of the present disclosure includes a light-emitting layer comprising a first host material and a second host material, wherein the first host material comprises a compound represented by Formula 4, the second host material comprises a compound represented by Formula 5, and at least one of the first host material and the second host material comprises one or more deuterium.

[0062]

[0063] In Equation 5, L21 and L 22 Each independently represents a single bond, a substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of this disclosure, L 21 and L 22 Each independently represents a single bond, or a substituted or unsubstituted (C6-C25) aryl group. According to another embodiment of this disclosure, L 21 and L 22 Each can independently represent a single bond or an unsubstituted (C6-C18) aryl group. For example, L 21 and L 22 Each can be a single bond, a phenylene group, or a naphthylene group, etc., independently.

[0064] In Equation 5, Ar 21 This indicates a substituted or unsubstituted (C6-C30) aryl group, or a substituted or unsubstituted (3-membered to 30-membered) heteroaryl group. According to one embodiment of this disclosure, Ar... 21 This indicates a substituted or unsubstituted (C6-C25) aryl group. According to another embodiment of this disclosure, Ar... 21 This indicates an unsubstituted (C6-C18) aryl group or one substituted (C1-C6) alkyl group. For example, Ar 21 It can be an unsubstituted phenyl, naphthyl, biphenyl, dimethylbenzofluorenyl, or terphenyl, etc., substituted with one or more tert-butyl groups.

[0065] In Equation 5, Ar 22 Let represent any of the following expressions, and * denotes the expression with respect to L. 22 The bonding sites.

[0066]

[0067] Ring A and ring B each independently represent a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthyl ring, or a substituted or unsubstituted phenanthrene ring. One or more substituents in the substituted benzene ring, the substituted naphthyl ring, and the substituted phenanthrene ring can each independently be (C6-C18) aryl, such as phenyl, naphthyl, or biphenyl. According to one embodiment of this disclosure, at least one of ring A and ring B represents a substituted or unsubstituted naphthyl ring. For example, ring A and ring B can each independently be an unsubstituted benzene ring or a benzene ring substituted with one or more phenyl groups, one or more naphthyl groups, or one or more biphenyl groups; an unsubstituted naphthyl ring or a naphthyl ring substituted with one or more phenyl groups; or an unsubstituted phenanthrene ring.

[0068] X 21 Represents -O-, -S-, -C(R) 31 (R) 32 - or -N(R) 33 )-. R31 and R 32 Each of these elements 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 mono- or di-(C1-C30)alkylamino, etc. - or di-(C2-C30)-enylamino, substituted or unsubstituted mono- or di-(C6-C30)-arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C1-C30)-alkyl(C2-C30)-enylamino, substituted or unsubstituted (C1-C30)-alkyl(C6-C30)-arylamino, substituted or unsubstituted (C1-C30)-alkyl(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C2-C30)-enyl(C6-C30)-arylamino, substituted or unsubstituted (C2-C30)-enyl(3- to 30-membered) heteroarylamino, or substituted or unsubstituted (C6-C30)-aryl(3- to 30-membered) heteroarylamino; or R 31 and R 32 They can be connected to each other to form one or more loops. R 31 and R 32 They can be the same as or different from each other. According to one embodiment of this disclosure, R... 31 and R 32 Each independently represents a substituted or unsubstituted (C1-C20) alkyl group, or a substituted or unsubstituted (C6-C25) aryl group. According to another embodiment of this disclosure, R... 31 and R 32 Each can independently represent an unsubstituted (C1-C10) alkyl or an unsubstituted (C6-C18) aryl. For example, R 31 and R 32 Each can be independently methyl or phenyl, etc., and R 31 and R 32 They can be the same as each other.

[0069] R 33This indicates 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 mono- Or di-(C2-C30)-enylamino, substituted or unsubstituted mono- or di-(C6-C30)-arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C1-C30)-alkyl(C2-C30)-enylamino, substituted or unsubstituted (C1-C30)-alkyl(C6-C30)-arylamino, substituted or unsubstituted (C1-C30)-alkyl(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C2-C30)-enyl(C6-C30)-arylamino, substituted or unsubstituted (C2-C30)-enyl(3- to 30-membered) heteroarylamino, or substituted or unsubstituted (C6-C30)-aryl(3- to 30-membered) heteroarylamino. According to one embodiment of this disclosure, R 33 This indicates a substituted or unsubstituted (C6-C25) aryl group, or a substituted or unsubstituted (5-membered to 25-membered) heteroaryl group. According to another embodiment of this disclosure, R... 33 This indicates an unsubstituted (C6-C18) aryl group. For example, R 33 It can be phenyl or naphthyl, etc.

[0070] In Equation 5, R 21 To R 28Each of these elements 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. Mono- or di-(C2-C30)-alkenylamino, substituted or unsubstituted mono- or di-(C6-C30)-arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C1-C30) alkyl (C2-C30)-alkenylamino, substituted or unsubstituted (C1-C30) alkyl (C6-C30)-arylamino, 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. For example, R 21 To R 28 It could be hydrogen.

[0071] In Formulas 1 to 5, Dn represents n hydrogen atoms replaced by deuterium. In Formulas 1 to 5, n independently represents an integer from 0 to 50. According to one embodiment of this disclosure, in Formulas 1 to 5, n independently represents an integer from 1 to 50. In Formulas 1 to 5, n preferably represents an integer from 4 to 50, and more preferably an integer from 8 to 50. When the number of deuterations is equal to or greater than the lower limit, the bond dissociation associated with deuteration can be sufficiently increased, and the effect on lifetime characteristics is significant. The upper limit is determined based on the number of hydrogen atoms that can be substituted in each compound.

[0072] The compound represented by Formula 1 may be at least one selected from the group consisting of, but is not limited to, the following compounds.

[0073]

[0074]

[0075]

[0076]

[0077] The compound represented by Formula 2 may be at least one selected from the group consisting of, but is not limited to, the following compounds.

[0078]

[0079]

[0080]

[0081]

[0082]

[0083] The compound represented by Formula 3 may be at least one selected from the group consisting of, but is not limited to, the following compounds.

[0084]

[0085] The compound represented by Formula 4 may be at least one selected from the group consisting of, but is not limited to, the following compounds.

[0086]

[0087]

[0088]

[0089]

[0090]

[0091]

[0092]

[0093] The compound represented by Formula 5 may be at least one selected from the group consisting of: compounds H-2, H-3, H-38, H-39, H-41 to H-44, H-46, H-47, H-68, H-69, H-71, H-73 to H-81, H-84 to H-97, H-100 to H-131, H-140 to H-143 and H-145 to H-170, but is not limited thereto.

[0094] According to one embodiment of this disclosure, the disclosure may provide a compound represented by any one of formulas 1 to 5. Specifically, the disclosure may provide at least one compound selected from the group consisting of: compounds C-1 to C-88, compounds B-1 to B-9 and B-11 to B-84, compounds A-1 to A-10 and compounds H-1 to H-171.

[0095] According to one embodiment of this disclosure, the disclosure may provide a combination of at least one of the compounds represented by Formula 1, Formula 2, and Formula 3; and at least one of the compounds represented by Formula 4 and Formula 5. Specifically, the disclosure may provide a combination of at least one of compounds C-1 to C-88, compounds B-1 to B-9 and B-11 to B-84, and compounds A-1 to A-10; and at least one of compounds H-1 to H-171. This may be a combination of a second hole transport layer material and a host material of the luminescent layer.

[0096] According to another embodiment of this disclosure, the disclosure may provide a combination of at least one compound represented by formula 1, 2 or 3, and at least one compound represented by formula 4. The compound represented by formula 4 may be used in combination with a compound represented by formula 5.

[0097] According to another embodiment of this disclosure, this disclosure can provide a combination of compounds represented by Formula 4 and compounds represented by Formula 5. This can be used as multiple host materials for the luminescent layer.

[0098] The non-deuterated analogues of the compounds represented by any one of formulas 1 to 5 of this disclosure can be prepared by known coupling and substitution reactions. The compounds represented by any one of formulas 1 to 5 of this disclosure can be prepared in a similar manner using deuterated precursor materials, or more generally by treating the undeuterated compound with a deuterated solvent or D6-benzene in the presence of an H / D exchange catalyst (such as a Lewis acid, e.g., aluminum trichloride or ethylaluminum chloride, trifluoromethanesulfonic acid, or trifluoromethanesulfonic acid-D) in the presence of a deuterated solvent. Furthermore, the degree of deuteration can be controlled by varying reaction conditions such as reaction temperature. For example, the number of deuterium atoms in formulas 1 to 5 can be controlled by adjusting the reaction temperature, time, acid stoichiometry, etc.

[0099] The compounds represented by formulas 1 to 5 disclosed herein can be prepared by synthetic methods known to those skilled in the art. For example, the compound represented by formula 1 can be prepared by reference to U.S. Patent Application Publication No. 2017 / 0025609 (published January 26, 2017), Korean Patent Application Publication Nos. 2015-0004264 (published January 12, 2015) and 2012-0101029 (published September 12, 2012), but is not limited thereto. The compound represented by formula 2 can be prepared by reference to Korean Patent Application Publication No. 2010-0079458 (published July 8, 2010), Japanese Patent No. 3139321 (published February 26, 2001), and Korean Patent Application Publication No. 2012-101029 (published September 12, 2012), but is not limited thereto. The compound represented by Formula 3 can be prepared by referring to Korean Patent Nos. 0955993 (published May 4, 2010), 1144358 (published May 11, 2012), 1146929 (published May 23, 2012), 1146930 (published May 23, 2012), 1497124 (published March 6, 2015) and 1498278 (published March 6, 2015), Korean Patent Application Publication No. 2012-0101029 (published September 12, 2012), but is not limited thereto. The compounds represented by Formula 4 or 5 can be prepared by referring to Korean Patent Nos. 1427457 (published on August 8, 2014) and 1194506 (published on October 24, 2012) and Korean Patent Application Publication No. 2012-0101029 (published on September 12, 2012), but are not limited thereto.

[0100] The light-emitting layer of this disclosure may further comprise one or more dopants. The dopants may comprise at least one selected from the group consisting of: boron derivatives, pyrene derivatives, Derivatives and benzo[a]fluorene derivatives. Additionally, the luminescent layer can be a blue luminescent layer.

[0101] The luminescent layer of this disclosure may contain a deuterated compound, which may be included as a single host, or a combination of two or more compounds may be included as multiple hosts. The weight ratio of the first host compound to the second host compound of the multiple host materials is about 1:99 to about 99:1, preferably about 10:90 to about 90:10, more preferably about 30:70 to about 70:30, even more preferably about 40:60 to about 60:40, and even more preferably about 50:50.

[0102] The light-emitting layer is the layer from which light is emitted and can be a single layer or a multilayer in which two or more layers are stacked. Among the various host materials according to this disclosure, the first host material and the second host material can both be contained in one layer, or they can be contained in different light-emitting layers. When a layer contains two or more materials, they can be mixed and evaporated to form the layer, or they can be co-evaporated simultaneously and separately to form the layer. According to one embodiment of this disclosure, the doping concentration of the dopant compound relative to the host compound in the light-emitting layer is less than about 20 wt%.

[0103] In this disclosure, either the first electrode or the second electrode can be an anode, and the other can be a cathode. The second electrode can be a semi-transparent reflective electrode or a reflective electrode, and depending on the material, it can be a top-emitting, bottom-emitting, or side-emitting type. The hole injection layer can be further doped with p-type dopant, and the electron injection layer can be further doped with n-type dopant.

[0104] The organic layer includes a light-emitting layer and may further include at least one layer selected from the following: a hole injection layer, a hole transport layer, a hole assist layer, a light-emitting assist layer, an electron transport layer, an electron buffer layer, an electron injection layer, an intermediate layer, a hole blocking layer, and an electron blocking layer. According to one embodiment of this disclosure, in addition to the deuterated compounds of this disclosure, the organic electroluminescent device may further include an amine-based compound as at least one of the following: a hole injection material, a hole transport material, a hole assist material, a light-emitting material, a light-emitting assist material, and an electron blocking material. Furthermore, according to one embodiment of this disclosure, in addition to the deuterated compounds of this disclosure, the organic electroluminescent device may further include an azazine-based compound as at least one of the following: an electron transport material, an electron injection material, an electron buffer material, and a hole blocking material.

[0105] To form each layer of the organic electroluminescent device of this disclosure, dry film-forming methods such as vacuum evaporation, sputtering, plasma, ion plating, etc., or wet film-forming methods such as inkjet printing, nozzle printing, slot coating, spin coating, dip coating, flow coating, etc., can be used.

[0106] When using a wet film-forming method, 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 dissolve or diffuse and in which there are no problems with film-forming ability.

[0107] The compounds represented by formulas 1 to 5 of this disclosure can be deposited as films by the methods listed above, typically via co-evaporation or mixed evaporation. Co-evaporation is a mixed deposition method in which two or more materials are placed in respective individual crucible sources and an electric current is simultaneously applied to two chambers to evaporate the materials. Mixed evaporation is a mixed deposition method in which two or more materials are mixed in a crucible source prior to evaporation and an electric current is applied to a chamber to evaporate the materials.

[0108] Furthermore, the organic electroluminescent material containing deuterated compounds according to this disclosure can be used as a luminescent material for white organic light-emitting devices. Various structures have been proposed for white organic electroluminescent devices, such as side-by-side or stacked structures, depending on the arrangement of R (red), G (green) or YG (yellow-green) and B (blue) luminescent components, or color conversion material (CCM) methods, etc. This disclosure can also be applied to such white organic light-emitting devices. The organic electroluminescent material according to this disclosure can also be applied to organic electroluminescent devices containing QDs (quantum dots).

[0109] This disclosure can provide a display system comprising a deuterated compound according to this disclosure. Furthermore, display systems or lighting systems can be manufactured using the organic electroluminescent device of this disclosure. Specifically, display systems, such as those for smartphones, tablets, laptops, PCs, TVs, or automobiles, or lighting systems, such as outdoor or indoor lighting systems, can be produced using the organic electroluminescent device of this disclosure.

[0110] The luminous efficiency and lifetime characteristics of the organic electroluminescent device (OLED) according to this disclosure will be explained below. However, the following examples only illustrate the characteristics of the OLED according to this disclosure, and this disclosure is not limited to the following examples.

[0111] Apparatus Example 1: Production of OLEDs according to this disclosure

[0112] The OLED is produced according to this disclosure. A transparent electrode indium tin oxide (ITO) thin film (10 Ω / sq) (GEOMATEC CO., LTD., Japan) on a glass substrate for the OLED is sequentially ultrasonically washed with acetone, ethanol, and distilled water, and then stored in isopropanol. A vacuum is then applied until the vacuum level in the chamber reaches 10... -6After placement, the ITO substrate is mounted on the substrate support of a vacuum vapor deposition (VPD) apparatus. Compound HT-1 is introduced into one chamber of the VPD apparatus, and compound HI is introduced into another chamber. Both materials are evaporated, and compound HI is deposited at a doping level of 3 wt% based on the total amount of compounds HI and HT-1 to form a hole injection layer with a thickness of 10 nm on the ITO substrate. Next, compound HT-1 is evaporated to form a first hole transport layer with a thickness of 75 nm on the hole injection layer. Then, compound C-2 is introduced into another chamber of the VPD apparatus, and the compound is evaporated by applying current to the chamber, thereby forming a second hole transport layer with a thickness of 5 nm on the first hole transport layer. After forming the hole injection layer and the hole transport layer, a light-emitting layer is formed thereon as follows: compound NH-104 is introduced into one chamber of the VPD apparatus as the host of the light-emitting layer, and compound BD is introduced into another chamber as a dopant. Two materials were evaporated and a dopant was deposited at a dopant concentration of 2 wt% based on the total amount of the host and dopant to form a 20 nm thick light-emitting layer on the second hole transport layer. Next, compound ET-1 was deposited on the light-emitting layer to form a 5 nm thick hole-blocking layer. Compounds ET-2 and EI-1 were evaporated in two separate chambers at a 1:1 ratio to form a 30 nm thick electron transport layer on the hole-blocking layer. After depositing compound EI-1 on the electron transport layer as a 2 nm thick electron injection layer, an 80 nm thick Al cathode was deposited on the electron injection layer using another vacuum vapor deposition apparatus. Thus, an OLED was produced.

[0113] Apparatus Example 2: Production of OLEDs according to this disclosure

[0114] The OLED was produced in the same manner as in Device Example 1, except that compound H-104 was used as the main body of the light-emitting layer.

[0115] Comparative Example 1: OLED Production Using Conventional Compounds

[0116] The OLED was produced in the same manner as in Device Example 1, except that compound NC-2 was used in the second hole transport layer.

[0117] Table 1 below provides the driving voltage, luminous efficacy [cd / A], and CIE color coordinates of the OLEDs produced in Device Examples 1 and 2 and Comparative Example 1 at a brightness of 1,000 nits, as well as the time (lifetime; T95) taken for the brightness to decrease from 100% to 95% at a brightness of 1,400 nits.

[0118] [Table 1]

[0119]

[0120] As can be seen from Table 1, organic electroluminescent devices containing deuterium-substituted compounds in at least one of the bulk components of the second hole transport layer and the light-emitting layer exhibit improved lifetime characteristics compared to organic electroluminescent devices using conventional compounds without deuterium. Without being bound by theory, it should be understood that deuterium-substituted compounds lower the zero-point vibrational energy compared to unsubstituted compounds, thus improving material stability and consequently enhancing the lifetime characteristics of the OLED.

[0121] Apparatus Example 3: Production of OLEDs comprising compounds according to the present disclosure as multiple components

[0122] In addition to using compound HT-2 for the second hole transport layer, compound H-171 is used as the first host of the light-emitting layer, compound NH-121 is used as the second host of the light-emitting layer, and the first host and the second host are co-deposited in a 5:5 ratio, and a dopant is deposited at a doping amount of 2 wt% based on the total amount of the host and the dopant, so as to form a light-emitting layer with a thickness of 20 nm on the second hole transport layer, and to produce an OLED in the same manner as in device example 1.

[0123] Apparatus Example 4: Production of OLEDs comprising compounds according to the present disclosure as multiple entities

[0124] The OLED is produced in the same manner as in Device Example 3, except that compound H-171 is used as the first host of the light-emitting layer and compound H-121 is used as the second host of the light-emitting layer.

[0125] Device Example 5: Production of an OLED comprising a compound according to the present disclosure as a single host

[0126] The OLED was produced in the same manner as in Device Example 1, except that compound HT-2 was used for the second hole transport layer and compound H-171 was used as the single host of the light-emitting layer.

[0127] Comparative Example 2: Production of OLEDs using conventional compounds as co-hosts

[0128] The OLED is produced in the same manner as in Device Example 3, except that compound NH-171 is used as the first host of the light-emitting layer and compound NH-121 is used as the second host of the light-emitting layer.

[0129] Comparative Example 3: Production of OLEDs using conventional compounds

[0130] The OLED was produced in the same manner as in Device Example 5, except that the compound NH-121 was used as a single host for the emitting layer.

[0131] Table 2 below provides the driving voltage, luminous efficacy [cd / A], and CIE color coordinates of the OLEDs produced in Device Examples 3 to 5 and Comparative Examples 2 and 3 at a brightness of 1,000 nits, as well as the time (lifetime; T95) taken for the brightness to decrease from 100% to 95% at a brightness of 1,400 nits.

[0132] [Table 2]

[0133]

[0134] As can be seen from Table 2, by including two or more different host materials in the light-emitting layer and using a deuterium-substituted compound as at least one host, the lifetime characteristics of an organic electroluminescent device can be improved compared to an organic electroluminescent device using a conventional compound without deuterium substitution as the host. Furthermore, as can be seen from device examples 3 to 5, the driving voltage of the organic electroluminescent device can be reduced by appropriately combining the two host materials of the light-emitting layer. Moreover, as can be seen from device examples 3 to 5 and comparative examples 2 and 3, this disclosure, through a suitable combination of two or more deuterium-substituted compounds, can provide an organic electroluminescent device with improved lifetime characteristics without sacrificing driving voltage and / or luminous efficiency characteristics. In other words, as can be seen from Table 2 above, not only can the lifetime be improved through the stability of the material by using a deuterium-substituted compound, but a balanced driving voltage, luminous efficiency, and operating lifetime can also be achieved through a suitable combination of two or more materials. This can be balanced with other colors (red, green), which is considered to contribute to improving the performance of the display.

[0135] The compounds used in the device examples and comparative examples are shown below.

[0136]

Claims

1. An organic electroluminescent device comprising a first electrode, a second electrode, and at least one organic layer inserted between the first electrode and the second electrode, wherein, The organic layer comprises a light-emitting layer and a hole transport region, and at least one of the light-emitting layer and the hole transport region comprises a deuterated compound.

2. The organic electroluminescent device according to claim 1, wherein, The hole transport region contains deuterated compounds.

3. The organic electroluminescent device according to claim 1, wherein, The luminescent layer contains a deuterated compound.

4. The organic electroluminescent device according to claim 1, wherein, Both the luminescent layer and the hole transport region contain deuterated compounds.

5. The organic electroluminescent device according to claim 1, wherein, The hole transport region includes at least one of a hole auxiliary layer and a light emission auxiliary layer.

6. The organic electroluminescent device according to claim 1, wherein, The hole transport region contains a compound represented by Formula 1: in, 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 silyl, substituted or unsubstituted (C6-C30) aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl; provided that at least one of Ar1 to Ar3 represents a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3- to 30-membered) heteroaryl. L1 to L3 each independently represent a single bond, a substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3- to 30-membered) heteroarylene; Dn represents n hydrogen atoms replaced by deuterium; and n represents an integer from 0 to 50.

7. The organic electroluminescent device according to claim 6, wherein, Ar1 to Ar3 8. The organic electroluminescent device according to claim 1, wherein, The hole transport region contains a compound represented by the following formula 2: in, Ring Z represents a benzene ring or a naphthalene ring; X 41 Represents -O-, -S-, -C(R) 51 (R) 52 - or -N(R) 53 )-; R 51 and R 52 Each of these elements 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 mono- or di-(C1-C30)alkylamino, etc. - or di-(C2-C30)-enylamino, substituted or unsubstituted mono- or di-(C6-C30)-arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C1-C30)-alkyl(C2-C30)-enylamino, substituted or unsubstituted (C1-C30)-alkyl(C6-C30)-arylamino, substituted or unsubstituted (C1-C30)-alkyl(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C2-C30)-enyl(C6-C30)-arylamino, substituted or unsubstituted (C2-C30)-enyl(3- to 30-membered) heteroarylamino, or substituted or unsubstituted (C6-C30)-aryl(3- to 30-membered) heteroarylamino; or R 51 and R 52 They can be connected to each other to form one or more rings; R 53 This indicates 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 mono- Or di-(C2-C30)-enylamino, substituted or unsubstituted mono- or di-(C6-C30)-arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C1-C30)-alkyl(C2-C30)-enylamino, substituted or unsubstituted (C1-C30)-alkyl(C6-C30)-arylamino, substituted or unsubstituted (C1-C30)-alkyl(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C2-C30)-enyl(C6-C30)-arylamino, substituted or unsubstituted (C2-C30)-enyl(3- to 30-membered) heteroarylamino, or substituted or unsubstituted (C6-C30)-aryl(3- to 30-membered) heteroarylamino; L 41 Indicates a single bond, substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3- to 30-membered) heteroarylene; Ar 31 Indicates substituted or unsubstituted (C6-C30) aryl groups; R 41 To R 48 Each of these elements 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 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, or substituted or unsubstituted mono- or di-(C2-C30). Alkenylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered)heteroarylamino, substituted or unsubstituted (C1-C30)alkyl(C2-C30)alkenylamino, substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, 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 R 41 To R 48 Two or more adjacent groups in a ring can connect with each other to form one or more rings; Dn represents n hydrogen atoms replaced by deuterium; and n represents an integer from 0 to 50.

9. The organic electroluminescent device according to claim 1, wherein, The hole transport region contains a compound represented by Formula 3: in, Ring C, ring D, and ring E each independently represent a substituted or unsubstituted benzene ring, or a substituted or unsubstituted naphthalene ring; Y represents -O-, -S-, or -N(Ra)-; Ra represents -L 52 -Ar 52 ; Ar 51 and Ar 52 Each of the following can independently represent a substituted or unsubstituted (C6-C30) aryl, a substituted or unsubstituted heteroaryl containing at least one of nitrogen, oxygen and sulfur (3 to 30 aryl), a substituted or unsubstituted di(C6-C30) arylamino, a substituted or unsubstituted mono- or di-(3 to 30) heteroarylamino, or a substituted or unsubstituted (C6-C30) aryl (3 to 30) heteroarylamino; L 51 and L 52 Each can be independently represented as a single bond, substituted or unsubstituted (C6-C30) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene; s represents an integer that is either 0 or 1; Dn represents n hydrogen atoms replaced by deuterium; and n represents an integer from 0 to 50.

10. The organic electroluminescent device according to claim 2, wherein, The light-emitting layer comprises at least one compound represented by Formula 4: in, L 11 and L 12 Each can be independently represented as a single bond, substituted or unsubstituted (C6-C30) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene; Ar 11 and Ar 12 Each independently represents a substituted or unsubstituted (C6-C30) aryl group, or a substituted or unsubstituted aryl group. R 11 To R 18 Each of these elements 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. Mono- or di-(C2-C30) alkenylamino, substituted or unsubstituted mono- or di-(C6-C30) arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C1-C30) alkyl (C2-C30) alkenylamino, substituted or unsubstituted (C1-C30) alkyl (C6-C30) arylamino, 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; Dn represents n hydrogen atoms replaced by deuterium; and n represents an integer from 0 to 50.

11. The organic electroluminescent device according to claim 10, wherein, The light-emitting layer comprises a first host material and a second host material, and the compound represented by Formula 4 is contained in each of the first host material and the second host material, provided that the compound represented by Formula 4 contained in the first host material is different from the compound represented by Formula 4 contained in the second host material.

12. The organic electroluminescent device according to claim 1, wherein, The luminescent layer comprises a first host material containing a compound represented by Formula 4 and a second host material containing a compound represented by Formula 5, wherein at least one of the first host material and the second host material contains one or more deuterium atoms. in, L 11 and L 12 Each independently represents a single bond, a substituted or unsubstituted (C6-C30) aryl group, or Ar 11 and Ar 12 Each can be independently represented as 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 of these elements 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. Mono- or di-(C2-C30) alkenylamino, substituted or unsubstituted mono- or di-(C6-C30) arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C1-C30) alkyl (C2-C30) alkenylamino, substituted or unsubstituted (C1-C30) alkyl (C6-C30) arylamino, 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; Dn represents n hydrogen atoms replaced by deuterium; and n represents an integer from 0 to 50; in, L 21 and L 22 Each can be independently represented as a single bond, substituted or unsubstituted (C6-C30) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene; Ar 21 Indicates substituted or unsubstituted (C6-C30) aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl; Ar 22 Represent any one of the following: * indicates that L 22 The bonding sites; Ring A and ring B each independently represent a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthalene ring, or a substituted or unsubstituted phenanthrene ring; X 21 Represents -O-, -S-, -C(R) 31 (R) 32 - or -N(R) 33 )-; R 31 and R 32 Each of these elements 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 mono- or di-(C1-C30)alkylamino, etc. - or di-(C2-C30)-enylamino, substituted or unsubstituted mono- or di-(C6-C30)-arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C1-C30)-alkyl(C2-C30)-enylamino, substituted or unsubstituted (C1-C30)-alkyl(C6-C30)-arylamino, substituted or unsubstituted (C1-C30)-alkyl(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C2-C30)-enyl(3- to 30-membered) heteroarylamino, or substituted or unsubstituted (C6-C30)-aryl(3- to 30-membered) heteroarylamino; or R 31 and R 32 They can be connected to each other to form one or more loops; R 33 This indicates 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) alkyl di(C6-C30) arylsilyl, substituted or unsubstituted. Tris(C6-C30)arylsilyl, substituted or unsubstituted mono- or di- (C1-C30)alkylamino, substituted or unsubstituted mono- or di- (C2-C30)enylamino, substituted or unsubstituted mono- or di- (C6-C30)arylamino, substituted or unsubstituted mono- or di- (3- to 30-membered)heteroarylamino, substituted or unsubstituted (C1-C30)alkyl(C2-C30)enylamino, substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, substituted or unsubstituted (C1-C30)alkyl(3- to 30-membered)heteroarylamino, R 21 To R 28 Each of these elements 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. Mono- or di-(C2-C30) alkenylamino, substituted or unsubstituted mono- or di-(C6-C30) arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C1-C30) alkyl (C2-C30) alkenylamino, substituted or unsubstituted (C1-C30) alkyl (C6-C30) arylamino, 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; Dn represents n hydrogen atoms replaced by deuterium; and n represents an integer from 0 to 50.

13. The organic electroluminescent device according to claim 12, wherein, At least one of ring A and ring B represents a substituted or unsubstituted naphthalene ring.

14. The organic electroluminescent device according to claim 10, wherein, The hole transport region comprises at least one compound selected from the group consisting of: a compound represented by Formula 1, a compound represented by Formula 2, and a compound represented by Formula 3, and at least one of the compounds represented by Formulas 1 to 4 comprises one or more deuteriums: in, 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 silyl, substituted... L1 to L3 each independently represent a single bond, a substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3- to 30-membered) heteroarylene; Dn represents n hydrogen atoms replaced by deuterium; and n represents an integer from 0 to 50; in, Ring Z represents a benzene ring or a naphthalene ring; X 41 Represents -O-, -S-, -C(R) 51 (R) 52 - or -N(R) 53 )-; R 51 and R 52 Each of these elements 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 mono- or di-(C1-C30)alkylamino, etc. - or di-(C2-C30)-enylamino, substituted or unsubstituted mono- or di-(C6-C30)-arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C1-C30)-alkyl(C2-C30)-enylamino, substituted or unsubstituted (C1-C30)-alkyl(C6-C30)-arylamino, substituted or unsubstituted (C1-C30)-alkyl(3- to 30-membered) heteroarylamino, substituted or unsubstituted (C2-C30)-enyl(C6-C30)-arylamino, substituted or unsubstituted (C2-C30)-enyl(3- to 30-membered) heteroarylamino, or substituted or unsubstituted (C6-C30)-aryl(3- to 30-membered) heteroarylamino; or R 51 and R 52 They can be connected to each other to form one or more loops; R 53 Indicates hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or L 41 Indicates a single bond, substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3- to 30-membered) heteroarylene; Ar 31 Indicates substituted or unsubstituted (C6-C30) aryl groups; R 41 To R 48 Each of these elements 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 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, or substituted or unsubstituted mono- or di-(C2-C30). Alkenylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, substituted or unsubstituted mono- or di-(3- to 30-membered)heteroarylamino, substituted or unsubstituted (C1-C30)alkyl(C2-C30)alkenylamino, substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, 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 R 41 To R 48 Two or more adjacent groups in a ring can connect with each other to form one or more rings; Dn represents n hydrogen atoms replaced by deuterium; and n represents an integer from 0 to 50; in, Ring C, ring D, and ring E each independently represent a substituted or unsubstituted benzene ring, or a substituted or unsubstituted naphthalene ring; Y represents -O-, -S-, or -N(Ra)-; Ra represents -L 52 -Ar 52 ; Ar 51 and Ar 52 Each of the following can independently represent a substituted or unsubstituted (C6-C30) aryl, a substituted or unsubstituted heteroaryl containing at least one of nitrogen, oxygen and sulfur (3 to 30 aryl), a substituted or unsubstituted di(C6-C30) arylamino, a substituted or unsubstituted mono- or di-(3 to 30) heteroarylamino, or a substituted or unsubstituted (C6-C30) aryl (3 to 30) heteroarylamino; L 51 and L 52 Each can be independently represented as a single bond, substituted or unsubstituted (C6-C30) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene; s represents an integer that is either 0 or 1; Dn represents n hydrogen atoms replaced by deuterium; and n represents an integer from 0 to 50.

15. The organic electroluminescent device according to claim 1, wherein, The light-emitting layer comprises a dopant, the dopant comprising at least one selected from the group consisting of: boron derivatives, pyrene derivatives, Derivatives and benzo[a]fluorene derivatives.

16. The organic electroluminescent device according to claim 1, wherein, The light-emitting layer is a blue light-emitting layer.

17. The organic electroluminescent device according to claim 6, wherein, The compound represented by Formula 1 is selected from at least one of the following compounds:

18. The organic electroluminescent device according to claim 8, wherein, The compound represented by Formula 2 is selected from at least one of the following compounds:

19. The organic electroluminescent device according to claim 9, wherein, The compound represented by Formula 3 is selected from at least one of the following compounds:

20. The organic electroluminescent device according to claim 10, wherein, The compound represented by Formula 4 is selected from at least one of the following compounds:

21. The organic electroluminescent device according to claim 12, wherein, The compound represented by Formula 5 is selected from at least one of the following compounds:

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