Organic electroluminescent device
By employing two or more light-emitting layer structures with multiple host materials in OLEDs, the problem of insufficient OLED lifespan has been solved, and improvements in voltage, current efficiency, and lifespan have been achieved.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- DUPONT SPECIALTY MATERIALS KOREA LTD
- Filing Date
- 2025-11-14
- Publication Date
- 2026-05-15
AI Technical Summary
Existing organic light-emitting diodes (OLEDs) have insufficient lifetime in many applications, especially as brightness increases, and improved lifetime characteristics are needed.
The structure employs two or more light-emitting layers containing various host materials, with the light-emitting layers in direct contact and positioned between the anode and cathode, thereby improving the efficiency and lifespan of the light-emitting layers.
It exhibits improved characteristics in terms of voltage, current efficiency and lifetime, enhancing the overall performance of OLEDs.
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Abstract
Description
Technical Field
[0001] This disclosure relates to an organic electroluminescent device. Background Technology
[0002] The first green-emitting TPD / Alq3 bilayer small-molecule organic light-emitting diode (OLED), consisting of an emissive layer and a charge transport layer, was developed in 1987 by Tang et al. at Eastman Kodak. Since then, research on organic light-emitting devices has progressed rapidly, and OLEDs have been commercialized. Currently, OLEDs primarily utilize phosphorescent materials with excellent luminous efficiency in panel manufacturing. However, in many applications such as TVs and lighting equipment, the lifetime of OLEDs is insufficient, and higher-efficiency OLEDs are still needed. Typically, as the brightness of OLEDs increases, their lifetime becomes shorter. Therefore, for long-term use and high display resolution, OLEDs with long lifetime characteristics are required.
[0003] Various materials or concepts for organic layers in organic electroluminescent devices have been proposed to improve lifetime characteristics, but these have not been satisfactory in practical applications. Furthermore, there is a continued need to develop organic electroluminescent devices with improved performance, such as improved lifetime characteristics, compared to combinations of previously disclosed specific compounds.
[0004] However, Korean Patent Application Publication No. 2019-0088651 discloses an organic electroluminescent device comprising multiple light-emitting layers, but does not specifically disclose an organic electroluminescent device in which one of the light-emitting layers comprises multiple phosphorescent host materials. Summary of the Invention Technical issues
[0005] The purpose of this disclosure is to provide an organic electroluminescent device having improved device features compared to conventional organic electroluminescent devices. Solution to the problem
[0006] As a result of in-depth research into solving the aforementioned technical problems, the inventors of this invention have discovered that the above-mentioned objective can be achieved by an organic electroluminescent device comprising an anode; a cathode; and an organic material layer located between the anode and the cathode, wherein the organic material layer comprises two or more light-emitting layers provided between the anode and the cathode, and the two or more light-emitting layers include a first light-emitting layer between the anode and the cathode; and a second light-emitting layer disposed between the first light-emitting layer and the cathode, wherein the first light-emitting layer and the second light-emitting layer are in direct contact with each other, and at least one of the first light-emitting layer and the second light-emitting layer comprises a plurality of host materials, thereby completing the present invention. Beneficial effects of the present invention
[0007] The organic electroluminescent device according to this disclosure includes multiple light-emitting layers, wherein at least one light-emitting layer contains multiple host materials, thereby exhibiting improved features in terms of voltage, current efficiency and lifetime. Detailed Implementation
[0008] This disclosure will now be described in detail. However, the following description is intended to explain the invention and is not intended to limit the scope of the invention in any way.
[0009] An organic electroluminescent device according to the present disclosure includes an anode; a cathode; and an organic material layer located between the anode and the cathode, wherein the organic material layer includes two or more light-emitting layers provided between the anode and the cathode, and the two or more light-emitting layers include a first light-emitting layer between the anode and the cathode; and a second light-emitting layer disposed between the first light-emitting layer and the cathode, wherein the first light-emitting layer and the second light-emitting layer are in direct contact with each other, and at least one of the first light-emitting layer and the second light-emitting layer comprises a plurality of host materials.
[0010] In this document, the term "organic electroluminescent compound" means a compound that can be used in an organic electroluminescent device and, if necessary, can be included in any material layer constituting the organic electroluminescent device.
[0011] In this document, the term "organic electroluminescent material" refers to a material that can be used in an organic electroluminescent device and may contain at least one compound. If desired, the organic electroluminescent material may be contained in any layer constituting the organic electroluminescent device. For example, the organic electroluminescent material may be a hole injection material, a hole transport material, a hole assist material, a light-emitting assist material, an electron blocking material, a light-emitting material (containing a host material and a dopant material), an electron buffer material, a hole blocking material, an electron transport material, or an electron injection material, etc.
[0012] The term "multiple organic electroluminescent materials" in this disclosure refers to an organic electroluminescent material comprising a combination of at least two compounds, which can be contained in any layer constituting an organic electroluminescent device. It can mean both materials contained before (e.g., before vapor deposition) and materials contained after (e.g., after vapor deposition) the organic electroluminescent device. For example, multiple organic electroluminescent materials can be a combination of at least two compounds, which can be contained in at least one of the following layers: a hole injection layer, a hole transport layer, a hole assist layer, a light-emitting assist layer, an electron blocking layer, a light-emitting layer, an electron buffer layer, a hole blocking layer, an electron transport layer, and an electron injection layer. Such at least two compounds can be contained in the same or different layers by methods used in the art, and can be, for example, co-evaporated or mixed, or evaporated individually.
[0013] In this document, the term "multiple host materials" refers to an organic electroluminescent material comprising a combination of at least two host materials. It can refer to both materials included before (e.g., before vapor deposition) and materials included after (e.g., after vapor deposition) in an organic electroluminescent device. The multiple host materials of this disclosure can be included in any light-emitting layer constituting an organic electroluminescent device. The at least two compounds included in the multiple host materials can be included together in a single light-emitting layer, or each can be included in a separate light-emitting layer. When at least two compounds are included in a single light-emitting layer, the at least two compounds can be mixed-evaporated to form a layer, or they can be co-evaporated individually and simultaneously to form a layer.
[0014] In this article, "(C1-C 30 "(C3-C3)alkyl" means 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. In this document, "(C3-C3)alkyl" is used to refer to a chain of alkyl groups ... 30 "(Cycloalkyl)" refers to a monocyclic or polycyclic hydrocarbon having 3 to 30 carbon atoms in its cyclic skeleton, wherein the number of carbon atoms is preferably 3 to 20, and more preferably 3 to 7. The aforementioned cycloalkyl may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, cyclohexylmethyl, etc. "(3- to 7-membered) heterocyclic alkyl" in this disclosure refers to a cycloalkyl having 3 to 7 cyclic skeleton atoms, preferably 5 to 7 cyclic skeleton atoms, and containing at least one heteroatom selected from the group consisting of B, N, O, S, Si, and P, preferably O, S, and N, and includes tetrahydrofuran, pyrrolidine, tetrahydrothiophene, tetrahydropyran, etc. "(C6-C" in this disclosure... 30"(Aromatic)aryl" refers to a monocyclic or fused-ring group derived from an aromatic hydrocarbon having 6 to 30 carbon atoms in its ring skeleton, wherein the number of carbon atoms in the ring skeleton is preferably 6 to 20, more preferably 6 to 15. The aryl group may be partially saturated and may contain a spirostructure. Examples of aryl groups specifically include phenyl, biphenyl, terphenyl, tetraphenyl, naphthyl, binatyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, dimethylfluorenyl, diphenylfluorenyl, benzo[a]fluorenyl, diphenylbenzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrene, benzo[a]phenanthrene, phenylphenanthrene, anthracene, benzo[a]anthrene, indene, triphenylene, pyrene, tetraphenyl, perylene, benzo[a]anthrene, naphthyl, fluoranyl, benzo[a]fluoranyl, tolyl, xylene, and mesitylene. Aryl, cumene, spiro[fluorene-fluorene]yl, spiro[fluorene-benzo[fluorene]yl]yl, azulel, tetramethyl-dihydrophenanthrene, etc. More specifically, the aryl group can be o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesitylelel, o-cumenel, m-cumenel, p-cumenel, p-tert-butylphenyl, p-(2-phenylpropyl)phenyl, 4ʹ-methylbiphenyl, 4″-tert-butyl-p-terphenyl-4-yl, o-biphenyl, m-biphenyl, p-biphenyl, o-terphenyl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-3-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl -2-yl, m-tetraphenyl, 1-naphthyl, 2-naphthyl, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, 9,9-dimethyl-1-fluorenyl, 9,9-dimethyl-2-fluorenyl, 9,9-dimethyl-3-fluorenyl, 9,9-dimethyl-4-fluorenyl, 9,9-diphenyl-1-fluorenyl, 9,9-diphenyl-2-fluorenyl 9,9-Diphenyl-3-fluorenyl, 9,9-Diphenyl-4-fluorenyl, 1-anthrayl, 2-anthrayl, 9-anthrayl, 1-phenanthyl, 2-phenanthyl, 3-phenanthyl, 4-phenanthyl, 9-phenanthyl, 1-phenanthyl, 2-phenanthyl, 3-phenanthyl, 4-phenanthyl, 5-phenanthyl, 6-phenanthyl, benzo[c]phenanthyl, benzo[g]phenanthyl, 1-triphenylene, 2-triphenylene 3-Triphenylene, 4-Triphenylene, 3-Fluoranthryl, 4-Fluoranthryl, 8-Fluoranthryl, 9-Fluoranthryl, benzo[a]fluorenyl, 11,11-Dimethyl-1-benzo[a]fluorenyl, 11,11-Dimethyl-2-benzo[a]fluorenyl, 11,11-Dimethyl-3-benzo[a]fluorenyl, 11,11-Dimethyl-4-benzo[a]fluorenyl 11,11-Dimethyl-5-benzo[a]fluorenyl, 11,11-Dimethyl-6-benzo[a]fluorenyl, 11,11-Dimethyl-7-benzo[a]fluorenyl, 11,11-Dimethyl-8-benzo[a]fluorenyl, 11,11-Dimethyl-9-benzo[a]fluorenyl, 11,11-Dimethyl-10-benzo[a]fluorenyl, 11,11-Dimethyl-1-benzo[b]fluorenyl, 11,11-dimethyl-2-benzo[b]fluorenyl, 11,11-dimethyl-3-benzo[b]fluorenyl, 11,11-dimethyl-4-benzo[b]fluorenyl, 11,11-dimethyl-5-benzo[b]fluorenyl, 11,11-dimethyl-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 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-benzyl [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[a]fluorenyl [b]fluorenyl, 11,11-diphenyl-2-benzo[b]fluorenyl, 11,11-diphenyl-3-benzo[b]fluorenyl, 11,11-diphenyl-4-benzo[b]fluorenyl, 11,11-diphenyl-5-benzo[b]fluorenyl, 11,11-diphenyl-6-benzo[b]fluorenyl, 11,11-diphenyl-7-benzo[b]fluorenyl 11,11-diphenyl-8-benzo[b]fluorenyl, 11,11-diphenyl-9-benzo[b]fluorenyl, 11,11-diphenyl-10-benzo[b]fluorenyl, 11,11-diphenyl-1-benzo[c]fluorenyl, 11,11-diphenyl-2-benzo[c]fluorenyl, 11,11-diphenyl-3-benzo[c]fluorenyl 11,11-Diphenyl-4-benzo[c]fluorenyl, 11,11-Diphenyl-5-benzo[c]fluorenyl, 11,11-Diphenyl-6-benzo[c]fluorenyl, 11,11-Diphenyl-7-benzo[c]fluorenyl, 11,11-Diphenyl-8-benzo[c]fluorenyl, 11,11-Diphenyl-9-benzo[c]fluorenyl, 11,11-Diphenyl-10-benzo[c]fluorenyl, 9,9,10,10-tetramethyl-9,10-dihydro-1-phenanthyl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenanthyl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenanthyl, 9,9,10,10-tetramethyl-9,10-dihydro-4-phenanthyl, etc. The "(3- to 30-membered) (hybrid)aryl" in this disclosure is an aryl group having 3 to 30 ring skeleton atoms and containing at least one heteroatom selected from the group consisting of B, N, O, S, Si, P, Se, and Ge, wherein the number of ring skeleton atoms is preferably 5 to 25. The number of heteroatoms in the heteroaryl group is preferably 1 to 4. The aforementioned heteroaryl groups can be monocyclic rings or fused rings condensed with at least one benzene ring, and can be partially saturated. Furthermore, in this document, the aforementioned heteroaryl group can be a heteroaryl group formed by attaching at least one heteroaryl group or aryl group to a heteroaryl group via one or more single bonds. Examples of heteroaryl groups specifically include monocyclic heteroaryl groups, including furanyl, thiophene, pyrrole, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetraazinyl, triazolyl, tetraazolyl, furazonyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, etc.; and fused-ring heteroaryl groups, including benzofuranyl, benzothiophene, isobenzofuranyl, etc. Benzofuranoyl, dibenzofuranyl, dibenzothiophenyl, dibenzoselenophenyl, benzofuran-quinolinyl, benzofuran-quinazolinyl, benzofuran-naphthiryl, benzofuran-pyrimidyl, naphthiryl-pyrimidyl, benzothiophene-quinolinyl, benzothiophene-quinazolinyl, benzothiophene-naphidyl, benzothiophene-pyrimidyl, naphthiophene-pyrimidyl, pyrimidindolyl, benzopyrimidindolyl, benzofuran Benzyl pyrazinyl, naphthofuranopyrazinyl, benzothiophene pyrazinyl, naphthothiophene pyrazinyl, pyrazinodolyl, benzopyrazinodolyl, benzimidazolyl, benzothiazolyl, benzoisothiazolyl, benzoisooxazolyl, benzooxazolyl, imidazopyridyl, isoindodolyl, indodolyl, benzoindodolyl, indazoleyl, benzothiadiazolyl, quinolinyl, isoquinolinyl, cenolinyl, quinazolinyl, quinoxalinyl Carbazolyl, azacarbazolyl, benzocarbazolyl, dibenzocarbazolyl, phenoxazinyl, phenanthidyl, benzodioxanepentenyl, indolizidinyl, acridineyl, silanylfluorenyl, germanylfluorenyl, benzotriazolyl, phenazinyl, imidazopyridyl, crenoenylquinazolinyl, thiocrecenoenylquinazolinyl, dimethylbenzopyrimidyl, indolocarbazolyl, indenecarbazolyl, etc. More specifically, heteroaryl groups can be 1-pyrroliyl, 2-pyrroliyl, 3-pyrroliyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidyl, 4-pyrimidyl, 5-pyrimidyl, 6-pyrimidyl, 1,2,3-triazin-4-yl, 1,2,4-triazin-3-yl, 1,3,5-Triazine-2-yl, 1-Imidazolyl, 2-Imidazolyl, 1-Pyrazolyl, 1-Indolithidyl, 2-Indolithidyl, 3-Indolithidyl, 5-Indolithidyl, 6-Indolithidyl, 7-Indolithidyl, 8-Indolithidyl, 2-Imidazolopyridyl, 3-Imidazolopyridyl, 5-Imidazolopyridyl, 6-Imidazolopyridyl 1-Indolyl, 2-Indolyl, 3-Indolyl, 4-Indolyl, 5-Indolyl, 6-Indolyl, 7-Indolyl, 1-Isoindolyl, 2-Isoindolyl, 3-Isoindolyl, 4-Isoindolyl, 5-Isoindolyl, 6-Isoindolyl, 7-Isoindolyl, 2-Furfuryl, 3-Furfuryl, 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, 5-Isoquinolinyl, 6-Isoquinolinyl, 7-Isoquinolinyl, 8-Isoquinolinyl, 2-Quinoxolinyl, 5-Quinoxolinyl, 6-Quinoxolinyl, 1-Carbazoleyl, 2-Carbazoleyl, 3-Carbazoleyl, 4-Carbazoleyl, 9-Carbazoleyl, Azacarbazole-1- 1-Phenyridyl, 2-Phenyridyl, 3-Phenyridyl, 4-Phenyridyl, 5-Phenyridyl, 6-Phenyridyl, 7-Phenyridyl, 8-Phenyridyl, 9-Phenyridyl, 1-Phenyridyl, 2-Phenyridyl, 3-Phenyridyl, 4-Phenyridyl, 6-Phenyridyl, 7-Phenyridyl, 8-Phenyridyl, 9-Phenyridyl, 10-Phenyridyl -Phenyridyl, 1-Acridinel, 2-Acridinel, 3-Acridinel, 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-dibenzothiophene, 2-dibenzothiophene, 3-dibenzothiophene, 4-dibenzothiophene, 1-naphtho-[1,2-[b]-benzofuranyl, 2-naphtho-[1,2-b]-benzofuranyl, 3-naphtho-[1,2-b]-benzofuranyl, 4-naphtho-[1,2-b]-benzofuranyl, 5-naphtho-[1,2-b]-benzofuranyl, 6-naphtho-[1,2-b]-benzofuranyl, 7-naphtho-[1,2-b]-benzofuranyl 8-Naphtho-[1,2-b]-benzofuranyl, 9-Naphtho-[1,2-b]-benzofuranyl, 10-Naphtho-[1,2-b]-benzofuranyl, 1-Naphtho-[2,3-b]-benzofuranyl, 2-Naphtho-[2,3-b]-benzofuranyl, 3-Naphtho-[2,3-b]-benzofuranyl, 4-Naphtho-[2, [3-b]-benzofuranyl, 5-naphtho-[2,3-b]-benzofuranyl, 6-naphtho-[2,3-b]-benzofuranyl, 7-naphtho-[2,3-b]-benzofuranyl, 8-naphtho-[2,3-b]-benzofuranyl, 9-naphtho-[2,3-b]-benzofuranyl, 10-naphtho-[2,3-b]-benzofuran 1-Naphtho-[2,1-b]-benzofuranyl, 2-Naphtho-[2,1-b]-benzofuranyl, 3-Naphtho-[2,1-b]-benzofuranyl, 4-Naphtho-[2,1-b]-benzofuranyl, 5-Naphtho-[2,1-b]-benzofuranyl, 6-Naphtho-[2,1-b]-benzofuranyl, 7-Naphtho-[2, 1-b]-benzofuranyl, 8-naphtho-[2,1-b]-benzofuranyl, 9-naphtho-[2,1-b]-benzofuranyl, 10-naphtho-[2,1-b]-benzofuranyl, 1-naphtho-[1,2-b]-benzothiophenyl, 2-naphtho-[1,2-b]-benzothiophenyl, 3-naphtho-[1,2-b]-benzothiophene 4-Naphtho-[1,2-b]-benzothiophene, 5-Naphtho-[1,2-b]-benzothiophene, 6-Naphtho-[1,2-b]-benzothiophene, 7-Naphtho-[1,2-b]-benzothiophene, 8-Naphtho-[1,2-b]-benzothiophene, 9-Naphtho-[1,2-b]-benzothiophene, 10-Naphtho-[1 [2,3-b]-benzothiophene, 1-naphtho-[2,3-b]-benzothiophene, 2-naphtho-[2,3-b]-benzothiophene, 3-naphtho-[2,3-b]-benzothiophene, 4-naphtho-[2,3-b]-benzothiophene, 5-naphtho-[2,3-b]-benzothiophene, 1-naphtho-[2,1-b]-benzothiophene 2-Naphtho-[2,1-b]-benzothiophene, 3-Naphtho-[2,1-b]-benzothiophene, 4-Naphtho-[2,1-b]-benzothiophene, 5-Naphtho-[2,1-b]-benzothiophene, 6-Naphtho-[2,1-b]-benzothiophene, 7-Naphtho-[2,1-b]-benzothiophene, 8-Naphtho-[2,1-b]-benzothiophene1-b]-benzothiophene, 9-naphtho-[2,1-b]-benzothiophene, 10-naphtho-[2,1-b]-benzothiophene, 2-benzofurano[3,2-d]pyrimidinyl, 6-benzofurano[3,2-d]pyrimidinyl, 7-benzofurano[3,2-d]pyrimidinyl, 8-benzofurano[3,2-d]pyrimidinyl, 9-benzofurano[3,2-d]pyrimidinyl, 2-benzothio[3,2-d]pyrimidinyl, 6-benzothio[3,2-d]pyrimidinyl, 7-benzofurano[3,2-d]pyrimidinyl, 8-benzofurano[3,2-d]pyrimidinyl, 9-benzothio[3,2-d]pyrimidinyl, 2-benzofurano[3,2-d]pyrazinyl, 6 -Benzofurano[3,2-d]pyrazinyl, 7-Benzofurano[3,2-d]pyrazinyl, 8-Benzofurano[3,2-d]pyrazinyl, 9-Benzofurano[3,2-d]pyrazinyl, 2-Benzofo[3,2-d]pyrazinyl, 6-Benzofo[3,2-d]pyrazinyl, 7-Benzofo[3,2-d]pyrazinyl, 8-Benzothio[3,2-d]pyrazinyl, 9-Benzothio[3,2-d]pyrazinyl, 1-silylfluorenyl, 2-silylfluorenyl, 3-silylfluorenyl, 4-silylfluorenyl, 1-germaniumfluorenyl, 2-germaniumfluorenyl, 3-germaniumfluorenyl, 4-germaniumfluorenyl, 1-dibenzoselenophenyl, 2-dibenzoselenophenyl, 3-dibenzoselenophenyl, 4-dibenzoselenophenyl, etc. Furthermore, "(hybrid)aryl" can be classified as (hybrid)aryl with electronic properties or (hybrid)aryl with hole properties. (Immune)heteroaryl groups with electronic properties are substituents with a relatively abundant number of electrons in the parent nucleus, and for example, they can be substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted triazine, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted quinolinyl, etc. (Immune)heteroaryl groups with hole properties are substituents with a relatively deficient number of electrons in the parent nucleus, and for example, they can be substituted or unsubstituted carbazole, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiopheneyl. In this document, "(C3-C, 30 Aliphatic rings and (C6-C) 30 "Fused ring of aromatic ring" refers to a ring formed by fusing at least one aliphatic ring having 3 to 30 carbon atoms in its ring skeleton (preferably 3 to 25, more preferably 3 to 18) with at least one aromatic ring having 6 to 30 carbon atoms in its ring skeleton (preferably 6 to 25, more preferably 6 to 18). For example, the fused ring can be a fused ring of at least one benzene and at least one cyclohexane, or a fused ring of at least one naphthalene and at least one cyclopentane, etc. In this document, (C3-C 30 Aliphatic rings and (C6-C) 30In an aromatic ring, the carbon atom in the fused ring can be replaced by at least one heteroatom selected from B, N, O, S, Si, and P, preferably at least one heteroatom selected from N, O, and S. In this disclosure, "halogen" includes F, Cl, Br, and I.
[0015] Furthermore, "ortho-" ("o-"), "meta-" ("m-"), and "p-" ("p-") indicate the substitution positions of all substituents. The ortho-configuration describes a compound with substituents adjacent to each other, for example, at positions 1 and 2 on benzene. The meta-configuration indicates the next substitution position after the immediately adjacent substitution position; for example, a compound with substituents at positions 1 and 3 on benzene. The para-configuration indicates the next substitution position after the meta position; for example, a compound with substituents at positions 1 and 4 on benzene.
[0016] In this document, "a ring formed by attachment to adjacent substituents" means a substituted or unsubstituted 3- to 30-membered monocyclic or polycyclic alicyclic ring, aromatic ring, or combination thereof formed by attaching or fused two or more adjacent substituents, and preferably, it can be a substituted or unsubstituted 3- to 26-membered monocyclic or polycyclic alicyclic ring, aromatic ring, or combination thereof. Furthermore, the formed ring may contain at least one heteroatom selected from the group consisting of B, N, O, S, Si, and P, preferably N, O, and S. According to one embodiment of this disclosure, the number of ring skeleton atoms is 5 to 20; according to another embodiment of this disclosure, the number of ring skeleton atoms is 5 to 15. In one embodiment, the fused ring may be, for example, a substituted or unsubstituted dibenzothiophene ring, a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted naphthyl ring, a substituted or unsubstituted phenanthrene ring, a substituted or unsubstituted fluorene ring, a substituted or unsubstituted benzothiophene ring, a substituted or unsubstituted benzofuran ring, a substituted or unsubstituted indole ring, a substituted or unsubstituted indene ring, a substituted or unsubstituted benzene ring, or a substituted or unsubstituted carbazole ring, etc.
[0017] Furthermore, the term "substituted" in the expression "substituted or unsubstituted" means that a hydrogen atom in a functional group is replaced by another atom or functional group (i.e., a substituent). Unless otherwise specified, the substituent is not limited to hydrogen at the position where it can be substituted, and the substituents can be the same or different from each other when two or more hydrogen atoms in a functional group are each replaced by a substituent. It also includes the substitution of hydrogen atoms by groups formed by the linkage of two or more substituents. For example, "a group formed by the linkage of two or more substituents" can be pyridine-triazine. That is, pyridine-triazine can be a heteroaryl group, or can be interpreted as a substituent in which two heteroaryl groups are linked. Preferably, the substituted alkyl, substituted alkylene, substituted alkenyl, substituted aryl, substituted arylene, substituted heteroaryl, substituted heteroarylene, substituted cycloalkyl, substituted cycloalkylene, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, and the substituted fused rings of aliphatic and aromatic rings can each be independently substituted with at least one of the following groups: deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; (C1-C2) 30 alkyl; halogenated (C1-C2) 30 )alkyl; unsubstituted or with at least one (C6-C) 30 )Aryl-substituted (C2-C 30 )alkenyl; (C2-C 30 ) alkynyl group; (C1-C 30 )alkoxy; (C1-C 30 )alkylthio; (C3-C 30 )cycloalkyl; (C3-C 30 )cycloalkenyl; (3- to 7-membered) heterocycloalkyl; (C6-C 30 )Aryloxy group; (C6-C 30 ) arylthio; unsubstituted or with at least one (C6-C) group 30 )Aryl-substituted (3 to 30) heteroaryl groups; unsubstituted or (C1-C) 30 At least one substituted (C6-C) group of alkyl and (3- to 30-membered) heteroaryl groups 30 )Aromatic; Tri(C1-C 30 )alkylsilyl; tri(C6-C 30 )arylsilyl; di(C1-C 30 )alkyl (C6-C 30 )arylsilyl; (C1-C 30 )alkyl di(C6-C 30 )Arylsilyl; (C3-C 30 Aliphatic rings and (C6-C) 30Fused ring of aromatic ring; amino group; mono- or di(C1-C2) 30 )alkylamino; mono- or di(C2-C 30 alkenylamino; substituted or unsubstituted mono- or di(C6-C) 30 ) arylamino; mono- or di(3- to 30-membered) heteroarylamino; (C1-C 30 )alkyl (C2-C 30 )alkenylamino; (C1-C 30 )alkyl (C6-C 30 )Arylamino; (C1-C 30 )alkyl (3- to 30-membered) heteroarylamino; (C2-C 30 )alkenyl (C6-C 30 )Arylamino; (C2-C 30 )alkenyl (3- to 30-membered) heteroarylamino; (C6-C 30 )aryl (3- to 30-membered) heteroarylamino; (C1-C 30 )alkyl carbonyl; (C1-C 30 )alkoxycarbonyl; (C6-C 30 )aryl carbonyl; di(C6-C 30 )arylboroncarbonyl; di(C1-C 30 )alkylboron carbonyl; (C1-C 30 )alkyl (C6-C 30 )arylboroncarbonyl; (C6-C 30 )Aryl(C1-C 30 )alkyl; and (C1-C 30 )alkyl (C6-C 30 ) aryl. For example, the substituted alkyl groups can each be independently substituted by at least one selected from the group consisting of: (C1-C 25 )alkyl; (C3-C 25 )cycloalkyl; unsubstituted or (C1-C2) 30 At least one substituted (C6-C) group of alkyl and (3- to 30-membered) heteroaryl groups 25 ) aryl; unsubstituted or substituted with at least one (C6-C) 30 )Aryl-substituted (3 to 25) heteroaryl groups; and unsubstituted or (C6-C) heteroaryl groups. 30 ) aryl-substituted mono- or di(C6-C 25Arylamino. For example, substituted alkyl groups can be replaced by methyl, phenyl, biphenyl, terphenyl, naphthyl, phenyl-substituted naphthyl, naphthyl-substituted naphthyl, dibenzofuranyl-substituted naphthyl, phenanthrene, triphenylene, benzo[a]fluorene, methyl-substituted benzo[a]fluorene, phenyl-substituted benzo[a]fluorene, carbazolyl, phenyl-substituted carbazolyl, dibenzofuranyl, dibenzothiophene, diphenylamino, phenylbiphenylamino, etc.
[0018] When substituents are not shown in the chemical formula or compound structure of this disclosure, this may mean that all positions where substituents can appear are hydrogen or deuterium. That is, in the case of deuterium (an isotope of hydrogen), some hydrogen atoms can be deuterium, which is an isotope; and in this case, the deuterium content can be 0% to 100%. When substituents are not shown in the chemical formula or compound structure of this disclosure, hydrogen and deuterium can be mixed and used in the compound when deuterium is not explicitly excluded (e.g., when the deuterium content is 0%, the hydrogen content is 100%, and all substituents are hydrogen). Deuterium is an element having a deuterium nucleus consisting of one proton and one neutron as its atomic nucleus. Deuterium is an isotope of hydrogen and can be represented by hydrogen-2, and its element symbol can be D or [missing symbol]. 2 H. Isotopes with the same atomic number (Z) but different mass numbers (A) can also be interpreted as elements with the same number of protons but different numbers of neutrons.
[0019] In this document, "combinations thereof" means that one or more components of the corresponding list are combined to form a known or chemically stable arrangement, which is conceivable to those skilled in the art from the corresponding list. For example, alkyl and deuterium can be combined to form partially or fully deuterated alkyl groups; halogen and alkyl groups can be combined to form haloalkyl substituents; and halogen, alkyl, and aryl groups can be combined to form haloarylalkyl groups. For example, preferred combinations of substituents may include up to 50 atoms other than hydrogen and deuterium, or up to 40 atoms other than hydrogen and deuterium, or up to 30 atoms other than hydrogen and deuterium, or in many cases, preferred combinations of substituents may include up to 20 atoms other than hydrogen and deuterium.
[0020] In the formulas of this disclosure, when multiple substituents are represented by the same symbol, each of these substituents represented by the same symbol may be the same as or different from each other.
[0021] The organic electroluminescent device according to one embodiment will be described in detail below.
[0022] An organic electroluminescent device according to the present disclosure includes an anode; a cathode; and an organic material layer located between the anode and the cathode, wherein the organic material layer includes two or more light-emitting layers provided between the anode and the cathode, and the two or more light-emitting layers include a first light-emitting layer between the anode and the cathode; and a second light-emitting layer disposed between the first light-emitting layer and the cathode, wherein the first light-emitting layer and the second light-emitting layer are in direct contact with each other, and at least one of the first light-emitting layer and the second light-emitting layer comprises a plurality of host materials.
[0023] In one embodiment, each of the first light-emitting layer and the second light-emitting layer may contain a compound represented by Formula 1 as a first host material.
[0024] --- (1)
[0025] In Equation 1,
[0026] X1 to X3 each independently represent -N= or -C(R1)=, provided that at least one of X1 to X3 is N;
[0027] R1 represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C2) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 ) arylsilyl, or (C3-C 30 Aliphatic rings and (C6-C) 30 Aromatic rings with or without substitution of fused rings;
[0028] L1 to L3 independently represent single bonds, substituted bonds, or unsubstituted bonds (C6-C). 30 ) arylene, substituted or unsubstituted (C3-C 30 )cycloalkylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene;
[0029] Ar1 to Ar3 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C3) 30)alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C2) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 )arylsilyl, (C3-C 30 Aliphatic rings and (C6-C) 30 ) Aromatic rings with or without substitution of fused rings, or -N-(R2)(R3); or it can be linked with adjacent substituents to form one or more rings; provided that at least one of Ar1 to Ar3 is substituted or unsubstituted (C6-C 30 )Aryl or substituted or unsubstituted (3 to 30 ppm) heteroaryl; and
[0030] R2 and R3 independently represent substituted or unsubstituted (C1-C2) compounds. 30 )alkyl, substituted or unsubstituted (C2-C 30 Alkenyl, substituted or unsubstituted (C6-C) 30 )Aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl.
[0031] In one embodiment of this disclosure, at least two of X1 to X3 may be N.
[0032] According to another embodiment of this disclosure, all of X1 to X3 can be N.
[0033] According to one embodiment of this disclosure, R1 can be hydrogen, deuterium, halogen, cyano, or substituted or unsubstituted (C1-C1). 10 Alkyl groups, for example, R1 can be hydrogen or deuterium.
[0034] According to one embodiment of this disclosure, L1 to L3 can each independently be a single bond, substituted, or unsubstituted (C6-C) 30 ) arylene, or substituted or unsubstituted (5 to 30 yuan) heteroarylene, preferably single bond, substituted or unsubstituted (C6-C 25 ) arylene or substituted or unsubstituted (5 to 25) heteroarylene, more preferably single bond, substituted or unsubstituted (C6-C 18) arylene or substituted or unsubstituted (5- to 18-membered) arylene. For example, L1 to L3 can each independently be a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted naphthylphenylene, a substituted or unsubstituted phenylnaphthylene, a substituted or unsubstituted fluorene, a substituted or unsubstituted phenanthylene, a substituted or unsubstituted dibenzofuranylene, a substituted or unsubstituted benzonaphthiophene, or a substituted or unsubstituted benzonaphthiophene.
[0035] According to one embodiment of this disclosure, Ar1 to Ar3 can each independently be substituted or unsubstituted (C6-C). 30 )Aryl, substituted or unsubstituted (5 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, or substituted or unsubstituted tri(C6-C) 30 arylsilyl, preferably substituted or unsubstituted (C6-C) 25 )Aryl, substituted or unsubstituted (5 to 25 yuan) Heteroaryl, substituted or unsubstituted (C3-C 25 )cycloalkyl, or substituted or unsubstituted tri(C6-C) 25 arylsilyl, more preferably substituted or unsubstituted (C6-C) 25 )Aryl, substituted or unsubstituted (5 to 18 yuan) Heteroaryl, substituted or unsubstituted (C6-C 25 )cycloalkyl, or substituted or unsubstituted tri(C6-C) 18Arylsilyl group. At least one of Ar1 to Ar3 may be a substituted or unsubstituted (5-membered to 30-membered) heteroaryl group, preferably at least two of Ar1 to Ar3 may be substituted or unsubstituted (5-membered to 30-membered) heteroaryl groups. For example, each of Ar1 to Ar3 may independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted meta-biphenyl group, a substituted or unsubstituted o-biphenyl group, a substituted or unsubstituted o-terphenyl group, a substituted or unsubstituted meta-terphenyl group, a substituted or unsubstituted p-terphenyl group, a substituted or unsubstituted triphenylsilyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted spirodifluorenyl group, a substituted or unsubstituted carbazole group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted benzophenanthryl group, a substituted... Or unsubstituted alkyl, substituted or unsubstituted triphenyl, substituted or unsubstituted fluoranyl, substituted or unsubstituted benzocarbazolyl, substituted or unsubstituted benzonaphthiofuran, substituted or unsubstituted benzonaphthiophene, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted benzothiazolyl, substituted or unsubstituted benzooxazolyl, substituted or unsubstituted benzoimidazolyl, substituted or unsubstituted naphthiazolyl, substituted or unsubstituted benzonaphthiazolyl, substituted or unsubstituted benzonaphthiazolyl, substituted or unsubstituted naphthiazolyl, substituted or unsubstituted adamantyl, or substituted or unsubstituted bicycloheptenyl. Preferably, Ar1 to Ar3 can each independently be a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted p-biphenyl, a substituted or unsubstituted meta-biphenyl, a substituted or unsubstituted o-terphenyl, a substituted or unsubstituted meta-terphenyl, a substituted or unsubstituted triphenylsilyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophene, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted benzofluorophene, a substituted or unsubstituted spirodifluorenyl, a substituted or unsubstituted phenanthyl, a substituted or unsubstituted thiophene, a substituted or unsubstituted triphenylene, a substituted or unsubstituted fluoranyl, a substituted or unsubstituted benzonaphthofuranyl, a substituted or unsubstituted benzonaphthothiophene, a substituted or unsubstituted benzonaphthooxazolyl, a substituted or unsubstituted benzonaphthothiazolyl, a substituted or unsubstituted adamantyl, or a substituted or unsubstituted bicycloheptenyl. The substituent of the substituted group can be selected from at least one of the following: deuterium, cyano, methyl, phenyl, biphenyl, naphthyl, phenanthryl, triphenylsilyl, fluorenyl, dibenzothiophene, and dibenzofuranyl.
[0036] At least one of Ar1 to Ar3 according to an embodiment of the present disclosure may be selected from formulas 1-1 to 1-7 below.
[0037] --- (1-1) --- (1-2)
[0038] --- (1-3) ---(1-4)
[0039] --- (1-5) --- (1-6)
[0040] --- (1-7)
[0041] In equations 1-1 to 1-7,
[0042] T represents -O-, -S-, -N(R)-, C(R′)(R″)-, or -Se-;
[0043] V represents -O- or -S-;
[0044] R, R′, and R″ each independently represent substituted or unsubstituted (C1-C1) compounds. 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) heteroaryl, -L b -N-(Ar c (Ar) d ), or -L c -N-(Ar e )-L d -N-(Ar f (Ar) g Alternatively, R′ and R″ can be connected to each other to form a loop, and R′ and R″ can be the same or different from each other;
[0045] L b and L c Each can be independently represented as a single bond, substituted or unsubstituted (C6-C). 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl;
[0046] L d Indicates whether it is substituted or not substituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl;
[0047] Ar c To Ar g Each independently represents substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, (C3-C 30Aliphatic rings and (C6-C) 30 Aromatic rings, whether substituted or unsubstituted, fused rings, substituted or unsubstituted (C6-C) 30 )Aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl;
[0048] Y1 and Y2 independently represent -N= and -NR, respectively. a -, -O-, -S-, or -Se-; provided that either Y1 or Y2 is -N=, and the other Y1 or Y2 is -NR. a -, -O-, -S- or -Se-;
[0049] R a Indicates whether it is substituted or not substituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 ) aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl; or may be linked with adjacent substituents to form one or more rings;
[0050] Ar7 indicates substituted or unsubstituted (C6-C) 30 )Aryl or substituted or unsubstituted (3 to 30 yuan) heteroaryl;
[0051] R 11 To R 81 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C2) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 )arylsilyl, (C3-C 30 Aliphatic rings and (C6-C) 30 Aromatic rings with or without substitution of fused rings, or -N-(R b (R) c Alternatively, it can be linked with adjacent substituents to form one or more rings;
[0052] R b and Rc Each independently represents substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C2-C 30 Alkenyl, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 ppm) heteroaryl; and
[0053] R in each of Equations 1-1 to 1-7 11 To R 81 Connected to at least one of Ar1 to Ar3 in Equation 1.
[0054] According to one embodiment of this disclosure, the compound represented by Formula 1 may be selected from at least one of the following compounds, but is not limited thereto.
[0055]
[0056]
[0057] Where D n This means that n numbers of hydrogen atoms are replaced by deuterium, where n is an integer of 1 or greater, and the upper limit of n is determined by the number of hydrogen atoms in the non-deuterated compound.
[0058] In one embodiment, the deuteration substitution rate in the deuterated compounds of these compounds is preferably 20% to 100% of the total number of hydrogens, more preferably 20% to 95%, even more preferably 30% to 95%, and even more preferably 40% to 95%.
[0059] The compounds represented by Formula 1 according to this disclosure can be manufactured by reference to synthetic methods known to those skilled in the art, for example, by synthetic methods disclosed in Korean Patent Application Publication Nos. 10-2018-0099510, 10-2021-0008812, 10-2021-0124018, and 10-2021-0052660, but are not limited thereto.
[0060] In one embodiment, each of the first light-emitting layer and the second light-emitting layer contains a compound represented by Formula 1 as a first host material, and at least one of the first light-emitting layer and the second light-emitting layer may contain a compound represented by Formula 2 as a second host material.
[0061] --- (2)
[0062] In Equation 2,
[0063] L4 to L6 independently represent single bonds, substituted bonds, or unsubstituted bonds (C1-C1). 30 )alkylene, substituted or unsubstituted (C6-C 30 ) arylene, substituted or unsubstituted (3 to 30 yuan) heteroarylene, or substituted or unsubstituted (C3-C 30 )cycloalkylene;
[0064] Ar4 to Ar6 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C6) groups. 30)alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C2) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 )arylsilyl, (C3-C 30 Aliphatic rings and (C6-C) 30 Aromatic rings with or without substitution, fused rings, or -L a -N(Ar a (Ar) b Alternatively, it can be linked with adjacent substituents to form one or more rings;
[0065] L a Indicates single bond, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; and
[0066] Ar a and Ar b Each independently represents hydrogen, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, (C3-C 30 Aliphatic rings and (C6-C) 30 Aromatic rings, whether substituted or unsubstituted, fused rings, substituted or unsubstituted (C6-C) 30 )Aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl;
[0067] The premise is to exclude the case where all L4 to L6 are single bonds and all Ar4 to Ar6 are hydrogen.
[0068] In one embodiment, L4 to L6 can each independently be single-bonded, substituted, or unsubstituted (C6-C). 30 ) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene, preferably, L4 to L6 can each independently be a single bond, substituted or unsubstituted (C6-C 25The group can be arylene, or substituted or unsubstituted (3-membered to 25-membered) heteroarylene. For example, L4 to L6 can each independently be a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted phenanthylene, a substituted or unsubstituted pyridylene, a substituted or unsubstituted dibenzofuranylene, a substituted or unsubstituted dibenzothiophene, a substituted or unsubstituted carbazolyl, or a substituted or unsubstituted phenanthrozooxazolyl. The substituent can be at least one selected from the group consisting of deuterium, phenyl, naphthyl, and dibenzofuranyl.
[0069] In one embodiment, Ar4 can be substituted or unsubstituted (C6-C). 30 Aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl, preferably, Ar4 can be substituted or unsubstituted (C6-C4). 25 Aryl, or substituted or unsubstituted (3- to 25-membered) heteroaryl. For example, Ar4 can be a substituted or unsubstituted phenanthryl, a substituted or unsubstituted hydroxyl, a substituted or unsubstituted benzo[a]phenanthryl, a substituted or unsubstituted phenanthoxazolyl, a substituted or unsubstituted phenanthiazolyl, a substituted or unsubstituted benzo[a]naphthofuranyl, a substituted or unsubstituted benzo[a]phenanthrofuranyl, or a substituted or unsubstituted benzo[a]naphthothiophene. The substituent can be at least one selected from the group consisting of phenyl, biphenyl, naphthyl, and pyridyl.
[0070] In one embodiment, Ar5 and Ar6 can each independently be hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C2) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, tri(C6-C 30 ) arylsilyl, substituted or unsubstituted mono- or di(C6-C) 30 ) arylamino, substituted or unsubstituted mono- or di(3- to 30-membered) heteroarylamino, or substituted or unsubstituted (C6-C 30Aryl (3- to 30-membered) heteroarylamino; or may be linked with adjacent substituents to form one or more rings. For example, Ar5 and Ar6 can each independently be substituted or unsubstituted methyl, substituted or unsubstituted tert-butyl, substituted or unsubstituted phenyl, substituted or unsubstituted o-biphenyl, substituted or unsubstituted meta-biphenyl, substituted or unsubstituted para-biphenyl, substituted or unsubstituted o-terphenyl, substituted or unsubstituted meta-terphenyl, substituted or unsubstituted para-terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted o-tetraphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted anthryl, substituted or unsubstituted hydroxyl, substituted or unsubstituted benzo[a]naphthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzo[a]fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted fluoranthyl, substituted or unsubstituted C 22 Aryl, substituted or unsubstituted dibenzonaphthocycloheptyl, substituted or unsubstituted pyridyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted benzonaphthofuranyl, substituted or unsubstituted benzophenanthrenefuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted benzonaphthothiophene, substituted or unsubstituted carbazoyl, substituted or unsubstituted benzofuranopyridyl, substituted or unsubstituted dibenzoselenophenyl, substituted or unsubstituted benzonaphthoselenophenyl, substituted or unsubstituted benzimidazolyl, substituted or unsubstituted phenoxazinyl, substituted or unsubstituted triphenylsilyl, or an unsubstituted amino group or an amino group substituted with one or two substituents. The substituents can be selected from at least one of the following groups: deuterium, methyl, tert-butyl, phenyl, naphthyl, biphenyl, and pyridyl, wherein each substituted amino group can be independently substituted from at least one of the following groups: phenyl, biphenyl, naphthyl, pyridyl, dibenzofuranyl, and dibenzothiopheneyl. Furthermore, Ar5 and Ar6 can be linked together to form a 5- to 20-membered polycyclic aromatic ring, for example, to form indolocarbazole.
[0071] At least one of Ar4 to Ar6 according to an embodiment of the present disclosure may be selected from formulas 2-1 to 2-6 below.
[0072] --- (2-1) --- (2-2)
[0073] --- (2-3) ---(2-4)
[0074] --- (2-5) --- (2-6)
[0075] In equations 2-1 to 2-6,
[0076] T represents -O-, -S-, -N(R)-, C(R′)(R″)-, or -Se-;
[0077] V represents -O- or -S-.
[0078] R, R′, and R″ each independently represent substituted or unsubstituted (C1-C1) compounds. 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) heteroaryl, -L b -N-(Ar c (Ar) d ), or -L c -N-(Ar e )-L d -N-(Ar f (Ar) g Alternatively, R′ and R″ can be connected to each other to form one or more loops, and R′ and R″ can be the same as or different from each other;
[0079] L b and L c Each can be independently represented as a single bond, substituted or unsubstituted (C6-C). 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl;
[0080] L d Indicates whether it is substituted or not substituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl;
[0081] Ar c To Ar g Each independently represents substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, (C3-C 30 Aliphatic rings and (C6-C) 30 Aromatic rings, whether substituted or unsubstituted, fused rings, substituted or unsubstituted (C6-C) 30 )Aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl;
[0082] Y1 and Y2 independently represent -N= and -NR, respectively. a -, -O-, -S-, or -Se-; provided that at least one of Y1 and Y2 is -N=, and the other of Y1 and Y2 is -NR. a -, -O-, -S- or -Se-;
[0083] Ra Indicates whether it is substituted or not substituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 ) aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl; or may be linked with adjacent substituents to form one or more rings;
[0084] Ar7 indicates substituted or unsubstituted (C6-C) 30 )Aryl or substituted or unsubstituted (3 to 30 yuan) heteroaryl;
[0085] R 11 To R 56 and R 70 To R 81 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C2) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 )arylsilyl, (C3-C 30 Aliphatic rings and (C6-C) 30 Aromatic rings with or without substitution of fused rings, or -N-(R b (R) c Alternatively, it can be linked with adjacent substituents to form one or more rings;
[0086] R b and R c Each independently represents substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C2-C 30 Alkenyl, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 ppm) heteroaryl; and
[0087] R in each of Equations 2-1 to 2-6 11 To R 56 and R 70 To R 81Connected to at least one of Ar4 to Ar6 in Equation 2.
[0088] According to one embodiment of this disclosure, the compound represented by Formula 2 may be selected from at least one of the following compounds, but is not limited thereto.
[0089]
[0090] Where D n This means that n numbers of hydrogen atoms are replaced by deuterium, where n is an integer of 1 or greater, and the upper limit of n is determined by the number of hydrogen atoms in the non-deuterated compound.
[0091] In one embodiment, the deuteration substitution rate in the deuterated compounds of these compounds is preferably 20% to 100% of the total number of hydrogens, more preferably 20% to 95%, even more preferably 30% to 95%, and even more preferably 40% to 95%.
[0092] The compound represented by Formula 2 according to this disclosure can be manufactured by reference to synthetic methods known to those skilled in the art, for example, by synthetic methods disclosed in Korean Patent Application Publication Nos. 10-2021-0006283, 10-2023-0063852, and 10-2023-0174704, but is not limited thereto.
[0093] According to one embodiment, the first light-emitting layer and the second light-emitting layer each contain a compound represented by Formula 1 as a first host material and a compound represented by Formula 2 as a second host material.
[0094] The first light-emitting layer and the second light-emitting layer may each contain different materials from each other.
[0095] Furthermore, in the organic electroluminescent device, the first light-emitting layer further comprises a third host material, the second light-emitting layer further comprises a third host material, or both the first light-emitting layer and the second light-emitting layer further comprise a third host material.
[0096] In one embodiment, the organic electroluminescent device of this disclosure further includes a third light-emitting layer.
[0097] The third light-emitting layer is located between the cathode and the second light-emitting layer, and can be in direct contact with the second light-emitting layer.
[0098] In one embodiment, at least one of the first and second light-emitting layers comprises a compound containing at least one deuterium atom.
[0099] The organic electroluminescent device that utilizes the aforementioned host materials will be described below.
[0100] In the organic electroluminescent device disclosed herein, one of the first electrode and the second electrode can be an anode, and the other can be a cathode. The first electrode and the second electrode can each be formed as a transmissive conductive material, a semi-transmissive reflective conductive material, or a reflective conductive material. In addition to the light-emitting layer, the organic layer may further include at least one layer selected from the following: a hole injection layer, a hole transport layer, a hole auxiliary layer, a light-emitting auxiliary layer, an electron transport layer, an electron injection layer, an intermediate layer, a hole blocking layer, an electron blocking layer, and an electron buffer layer.
[0101] In addition to the luminescent material according to this disclosure, the organic layer may further comprise amine-based compounds and / or azazine-based compounds. Specifically, the hole injection layer, hole transport layer, hole assist layer, luminescent layer, luminescent assist layer, or electron blocking layer may contain amine-based compounds (e.g., arylamine-based compounds and styrylarylamine-based compounds, etc.) as hole injection materials, hole transport materials, hole assist materials, luminescent materials, luminescent assist materials, or electron blocking materials. Furthermore, the electron transport layer, electron injection layer, electron buffer layer, or hole blocking layer may contain azazine-based compounds as electron transport materials, electron injection materials, electron buffer materials, or hole blocking materials. Furthermore, the organic layer may further comprise at least one metal selected from the group consisting of: metals of Group 1, Group 2, transition metals of Period 4, transition metals of Period 5, lanthanides, and organometallic compounds of d-transition elements, or at least one complex compound comprising such metal.
[0102] According to one embodiment, various host materials can be used as luminescent materials for white organic light-emitting devices. Various structures for white organic light-emitting devices have been proposed based on the arrangement of R (red), G (green), YG (yellow-green), or B (blue) luminescent units, such as parallel side-by-side arrangements, stacked arrangements, or CCM (color conversion material) methods. Furthermore, according to one embodiment, various host materials can also be applied to organic electroluminescent devices containing QDs (quantum dots).
[0103] A hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof can be used between the anode and the emissive layer. The hole injection layer can be multilayered to reduce the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or electron blocking layer, wherein each of the multilayers can use two compounds simultaneously. Furthermore, the hole injection layer can be doped with a p-type dopant. Additionally, an electron blocking layer can be placed between the hole transport layer (or hole injection layer) and the emissive layer, and can confine excitons within the emissive layer by blocking electrons from escaping from the emissive layer to prevent light leakage. The hole transport layer or electron blocking layer can be multilayered, wherein each layer can use multiple compounds.
[0104] An electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof can be used between the light-emitting layer and the cathode. The electron buffer layer can be multilayered to control electron injection and improve the interface properties between the light-emitting layer and the electron injection layer, wherein each of the multilayers can use two compounds simultaneously. The hole blocking layer or electron transport layer can also be multilayered, wherein each layer can use multiple compounds. Furthermore, the electron injection layer can be doped with an n-type dopant.
[0105] A light-emitting auxiliary layer can be placed between the anode and the light-emitting layer, or between the cathode and the light-emitting layer. When placed between the anode and the light-emitting layer, it can promote hole injection and / or hole transport, or prevent electron overflow. When placed between the cathode and the light-emitting layer, it can promote electron injection and / or electron transport, or prevent hole overflow. Furthermore, a hole auxiliary layer can be placed between the hole transport layer (or hole injection layer) and the light-emitting layer, and can effectively promote or limit the hole transport rate (or hole injection rate), thereby enabling charge balance control. When an organic electroluminescent device includes two or more hole transport layers, the further included hole transport layers can serve as hole auxiliary layers or electron blocking layers. Light-emitting auxiliary layers, hole auxiliary layers, or electron blocking layers can improve the efficiency and / or lifetime of the organic electroluminescent device.
[0106] In the organic electroluminescent device disclosed herein, at least one layer selected from chalcogenide layers, metal halide layers, and metal oxide layers (hereinafter, "surface layer") is preferably placed on the inner surfaces of one or both of a pair of electrodes. Specifically, silicon and aluminum chalcogenide (including oxide) layers are preferably placed on the anode surface of the electroluminescent dielectric layer, and metal halide layers or metal oxide layers are preferably placed on the cathode surface of the electroluminescent dielectric layer. The operational stability of the organic electroluminescent device can be achieved through the surface layer. Preferably, the chalcogenide includes SiO₂. X (1 ≤ X ≤ 2), AlO X(1 ≤ X ≤ 1.5), SiON, SiAlON, etc.; metal halides include LiF, MgF2, CaF2, rare earth metal fluorides, etc.; and metal oxides include Cs2O, Li2O, MgO, SrO, BaO, CaO, etc.
[0107] An organic electroluminescent device according to an embodiment of this disclosure may be an organic electroluminescent device having a series structure. In the case of a series organic electroluminescent device according to an embodiment, a single light-emitting unit (light-emitting unit) may be formed in a structure in which two or more units are connected by a charge-generating layer. The organic electroluminescent device may include a plurality of two or more light-emitting units, for example, a plurality of three or more light-emitting units, each light-emitting unit having a first electrode and a second electrode opposite to each other on a substrate and a light-emitting layer stacked between the first electrode and the second electrode and emitting light within a specific wavelength range, wherein each of the light-emitting units may include a hole transport band, a light-emitting layer, and an electron transport band, and the hole transport band may include a hole injection layer and a hole transport layer, and the electron transport band may include an electron transport layer and an electron injection layer. According to one embodiment, a light-emitting unit may include three or more light-emitting layers. The plurality of light-emitting units may emit the same color or different colors. Furthermore, a light-emitting unit may include one or more light-emitting layers, and the plurality of light-emitting layers may be light-emitting layers of the same color or different colors. It may include one or more charge-generating layers located between each light-emitting unit. A charge-generating layer is a layer that generates holes and electrons when a voltage is applied. When there are three or more light-emitting units, a charge-generating layer can be located between each light-emitting unit. In this case, the multiple charge-generating layers can be identical or different from each other. By placing a charge-generating layer between the light-emitting units, the current efficiency in each light-emitting unit increases, and the charge can be distributed uniformly. Specifically, the charge-generating layer is disposed between two adjacent stacks and can be used to drive a series organic electroluminescent device using only a pair of anodes and cathodes, without requiring separate internal electrodes located between the stacks.
[0108] An organic electroluminescent device according to one embodiment may have two or more organic layers and may further include one or more charge-generating layers, wherein the charge-generating layers may be located between each of the organic layers, and when two or more organic layers are included, each of the charge-generating layers may be the same as or different from each other. Because the charge-generating layers are located between the organic layers, the organic electroluminescent device can be driven by only a pair of anodes and cathodes without the need for separate internal electrodes located between the organic layers.
[0109] The charge generation layer can be composed of an N-type charge generation layer and a P-type charge generation layer. The N-type charge generation layer can be doped with an alkali metal, an alkaline earth metal, or a mixture of an alkali metal and an alkaline earth metal. The alkali metal can include one selected from the group consisting of Li, Na, K, Rb, Cs, Fr, Yb and combinations thereof, and the alkaline earth metal can include one selected from the group consisting of Be, Mg, Ca, Sr, Ba, Ra and combinations thereof.
[0110] Furthermore, in the organic electroluminescent device of this disclosure, a mixed region of electron transport compound and reducing dopant, or a mixed region of hole transport compound and oxidizing dopant, can be placed on at least one surface of a pair of electrodes. In this case, the electron transport compound is reduced to anion, and thus it becomes easier to inject and transport electrons from the mixed region into the electroluminescent medium. Furthermore, the hole transport compound is oxidized to cation, and thus it becomes easier to inject and transport holes from the mixed region into the electroluminescent medium. Preferably, the oxidizing dopant includes various Lewis acids and acceptor compounds, and the reducing dopant includes alkali metals, alkali metal compounds, alkaline earth metals, rare earth metals, and mixtures thereof. Furthermore, the reducing dopant layer can be used as a charge-generating layer to prepare an organic electroluminescent device having two or more light-emitting layers and emitting white light.
[0111] In one embodiment, both the first light-emitting layer and the second light-emitting layer are phosphorescent light-emitting layers.
[0112] In one embodiment, the first light-emitting layer and the second light-emitting layer may each contain the same phosphorescent dopant material.
[0113] In another embodiment, the first light-emitting layer and the second light-emitting layer may each contain different phosphorescent dopant materials.
[0114] The first and second emitting layers may further include phosphorescent dopant material in each layer. The first and second emitting layers may further include red phosphorescent dopant material in each layer, green phosphorescent dopant material in each layer, and blue phosphorescent dopant material in each layer.
[0115] The doping concentration of the dopant compound relative to the host compound of the light-emitting layer can be less than 20 wt%, preferably less than 10 wt%.
[0116] The phosphorescent dopant material used in the organic electroluminescent device of this disclosure is not particularly limited, but preferably can be one or more metallized complex compounds selected from one or more of the following metal atoms: iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), more preferably one or more ortho-metallized complex compounds selected from one or more of the following metal atoms: iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), and even more preferably one or more ortho-metallized iridium complex compounds.
[0117] The dopants included in the organic electroluminescent devices of this disclosure may be compounds represented by formula 101 or 102, but are not limited thereto.
[0118] --- (101) --- (102)
[0119] In equations 101 and 102,
[0120] L′ is selected from any one of the following structures 1 to 3;
[0121] --- Structure (1) --- Structure (2)
[0122] --- Structure (3)
[0123] R 100 To R 103 Each independently represents hydrogen, deuterium, halogen, unsubstituted or substituted with deuterium and / or halogen (C1-C). 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl, cyano, substituted or unsubstituted (3 to 30 ppm) heteroaryl, or substituted or unsubstituted (C1-C2) 30 Alkoxy; or may be linked to an adjacent substituent to form one or more rings, for example, with pyridine to form one or more rings, such as substituted or unsubstituted quinoline, substituted or unsubstituted benzofuranopyridine, substituted or unsubstituted benzothiophenopyridine, substituted or unsubstituted indenepyridine, substituted or unsubstituted benzofuranoquinoline, substituted or unsubstituted benzothiophenoquinoline, or substituted or unsubstituted indenequinoline;
[0124] R 104 To R 107 Each independently represents hydrogen, deuterium, halogen, unsubstituted or substituted with deuterium and / or halogen (C1-C). 30 )alkyl, substituted or unsubstituted (C3-C30 )cycloalkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 ppm) heteroaryl, cyano, or substituted or unsubstituted (C1-C2) 30 Alkoxy; or may be attached to an adjacent substituent to form one or more substituted or unsubstituted rings, for example, to form one or more substituted or unsubstituted rings with benzene, such as substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted indopyridine, substituted or unsubstituted benzofuranopyridine, or substituted or unsubstituted benzothiophenopyridine;
[0125] R 201 To R 220 Each independently represents hydrogen, deuterium, halogen, unsubstituted or substituted with deuterium and / or halogen (C1-C). 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, or substituted or unsubstituted (C6-C 30 ) aryl; or may be connected to adjacent substituents to form one or more substituted or unsubstituted rings, such as substituted or unsubstituted pentane, substituted or unsubstituted propane, substituted or unsubstituted isobutane, substituted or unsubstituted 3-methylpentane, or substituted or unsubstituted trifluoro-2-methylpropane;
[0126] Z1 to Z3 each independently represent N or CK1;
[0127] Each K1 independently represents hydrogen, deuterium, halogen, unsubstituted or substituted with deuterium and / or halogen (C1-C). 30 )alkyl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C6-C 30 ) aryl, cyano, substituted or unsubstituted (3 to 30 ppm) heteroaryl, or substituted or unsubstituted (C1-C2) 30 )alkoxy group; or may be linked to adjacent substituents to form one or more rings, for example to form substituted or unsubstituted benzoquinazoline, substituted or unsubstituted benzoquinoxaline, substituted or unsubstituted quinoxaline, substituted or unsubstituted benzothienopyrimidine, substituted or unsubstituted benzothienopyrimidine, substituted or unsubstituted thienopyrimidine, substituted or unsubstituted thienopyrimidine, or substituted or unsubstituted benzothienopyridazine; and
[0128] s represents an integer from 1 to 3.
[0129] Specifically, examples of dopant compounds include, but are not limited to, the following.
[0130]
[0131] To form each layer of the organic electroluminescent device of this disclosure, dry film-forming methods such as vacuum evaporation, sputtering, plasma, and ion plating, or wet film-forming methods such as inkjet printing, nozzle printing, slot coating, spin coating, dip coating, and flow coating can be used. When using a wet film-forming method, the film can be formed by dissolving or dispersing the material forming each layer in any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane, etc. The solvent can be any solvent in which the material forming each layer can dissolve or diffuse and in which there are no problems with film-forming ability.
[0132] According to one embodiment, when the first host material and the second host material are present in the same layer or different layers of the organic electroluminescent device, the two host materials can be deposited separately. For example, the second host material can be deposited after the first host material is deposited.
[0133] According to one embodiment, when forming each layer in an organic electroluminescent device, the film can be formed by the method described above, and the film can be formed using a co-deposition process, a hybrid deposition process, and / or a process that simultaneously uses both co-deposition and hybrid deposition processes. For example, co-deposition can be a method of depositing two or more heterogeneous materials by placing heterogeneous materials in each individual evaporation source (e.g., a crucible source) and simultaneously applying current to both chambers to evaporate the materials. Furthermore, for example, hybrid deposition can be a method of mixing two or more heterogeneous materials in one evaporation source (e.g., a crucible source) before deposition and then evaporating the materials by applying current to one chamber. Furthermore, for example, a method using co-deposition and hybrid deposition can be a method of mixing a first host material and a second host material in one evaporation source (e.g., a crucible source), placing another material in another evaporation source (e.g., a crucible source), and then simultaneously applying current to both chambers to evaporate and deposit each material. When forming a film using hybrid deposition and / or using both co-deposition and hybrid deposition methods, the number of evaporation sources used can be reduced.
[0134] According to one embodiment, this disclosure can provide a compound obtained by depositing an organic layer during the manufacture of an organic electroluminescent device and then recovering and purifying the material of the organic layer attached to the deposition apparatus. The recovered compound may undergo purification and / or recrystallization processes, and the purity of the purified and / or recrystallized compound obtained therefrom may be 99.9% or higher.
[0135] According to one embodiment, this disclosure provides a method for recovering multiple host materials, the method comprising: depositing multiple host materials comprising at least one first host material and at least one second host material, the first host material comprising a compound represented by Formula 1 and the second host material comprising a compound represented by Formula 2; recovering the multiple host materials adhering to the deposition apparatus; and purifying and / or recrystallizing the recovered multiple host materials to obtain multiple host materials with a purity of 99.9% or higher.
[0136] According to one embodiment, by using a variety of host materials comprising compounds represented by Formula 1 and compounds represented by Formula 2, this disclosure can provide display devices such as smartphones, tablets, laptops, PCs, TVs, or vehicle display devices, or lighting devices such as outdoor or indoor lighting devices.
[0137] In the following sections, for the purpose of understanding this disclosure in detail, a method for preparing an organic electroluminescent device comprising multiple light-emitting layers according to this disclosure and the characteristics of the device will be explained.
[0138] [Device Examples 1 to 16] Fabrication of an OLED comprising multiple light-emitting layers, each light-emitting layer comprising multiple bodies having compounds according to the present disclosure deposited thereon.
[0139] The OLED is manufactured according to this disclosure. First, a transparent electrode indium tin oxide (ITO) film (10 Ω / sq) (GEOMATEC CO., LTD., Japan) on a glass substrate used in the OLED is subjected to ultrasonic washing sequentially with acetone and isopropanol, and then stored in isopropanol for use. The ITO substrate is then mounted on a substrate support in a vacuum vapor deposition apparatus. Compound HI-1 is then introduced into one chamber of the vacuum vapor deposition apparatus, and compound HT-1 is introduced into another chamber. The two materials are evaporated at different rates, and compound HI-1 is deposited with a doping amount of 3 wt% based on the total amount of compounds HI-1 and HT-1 to form a hole injection layer with a thickness of 10 nm. Next, compound HT-1 is deposited on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Compound HT-2 was then introduced into another chamber of the vacuum vapor deposition apparatus, and the compound was evaporated by applying an electric current to the chamber, thereby forming a second hole transport layer with a thickness of 60 nm on the first hole transport layer. After forming the hole injection layer and the hole transport layer, a light-emitting layer was formed thereon as follows: each of the first and second host compounds described in Table 1 below was introduced as a host into two chambers of the vacuum vapor deposition apparatus, and compound D-39 was introduced as a first dopant into the other chamber. Next, the two host materials were evaporated at a weight ratio of 50:50, and the dopant materials were evaporated at different ratios simultaneously, and a dopant was deposited at a doping amount of 3 wt% based on the total amount of host and dopant, to form a first light-emitting layer with a thickness of 20 nm on the second hole transport layer. Next, each of the third and fourth host compounds described in Table 1 below was introduced into two chambers, and compound D-39 was introduced as a second dopant into the other chamber. Next, the two host materials were evaporated at a 50:50 ratio, while the dopant materials were evaporated at different ratios. A dopant was deposited at a doping amount of 3 wt% based on the total amount of host and dopant materials to form a 20 nm thick emissive layer on the first emissive layer. Next, compounds ET-1 and EI-1 were deposited as electron transport materials at a 50:50 weight ratio to form a 35 nm thick electron transport layer on the emissive layer. After depositing compound EI-1 as a 2 nm thick electron injection layer on the electron transport 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. All materials used in the production of the OLED were...-6 Purification is achieved through vacuum sublimation.
[0140] The driving voltage, current efficiency, and emission color of the OLEDs in Device Examples 1 to 16, manufactured as described above, were measured at a brightness of 1,000 nits, as well as the time required for the brightness to decay from 100% initial brightness to 90% at a constant current corresponding to 10,000 nits (lifetime: T). 90 The results are shown in Table 1 below.
[0141] Table 1
[0142]
[0143] [Device Examples 17 and 18] OLEDs fabricated by co-deposition of the first and second host compounds according to the present disclosure
[0144] The OLED is produced in the same manner as in Device Example 1, except that the host and dopant compounds listed in Table 2 are used and deposited to form the corresponding light-emitting layers.
[0145] The driving voltage, current efficiency, and emission color of the OLEDs in device examples 17 and 18, manufactured as described above, were measured at a brightness of 1,000 nits, as well as the time required for the brightness to decay from 100% initial brightness to 90% at a constant current corresponding to 10,000 nits (lifetime: T). 90 The results are shown in Table 2 below.
[0146] Table 2
[0147]
[0148] [Device Examples 19 and 20] OLEDs fabricated by co-deposition of the first and second host compounds according to the present disclosure
[0149] Except that HT-3 is deposited to a thickness of 55 nm to replace HT-2 as the second hole transport layer, and HT-4 is deposited to a thickness of 5 nm as the third hole transport layer, and the host compounds in Table 3 are used and deposited as the host of the light-emitting layer and the dopant compounds in Table 3 to form the corresponding light-emitting layer, and ET-2 is deposited to a thickness of 5 nm as the electron buffer layer, and then ET-3 and EI-1 are deposited in a weight ratio of 50:50 to a thickness of 30 nm as the electron transport material, the OLED is produced in the same manner as in Device Example 1.
[0150] The driving voltage, current efficiency, and emission color of the OLEDs in device examples 19 and 20, manufactured as described above, were measured at a brightness of 1,000 nits, as well as the time required for the brightness to decay from 100% initial brightness to 90% at a constant current corresponding to 10,000 nits (lifetime: T). 90 The results are shown in Table 3 below.
[0151] Table 3
[0152]
[0153] [Apparatus Examples 21 to 32] OLEDs are prepared by co-deposition of the first and second host compounds according to the present disclosure.
[0154] The OLED is produced in the same manner as in device example 19, except that the substrates in Table 4 below are used as the substrates of the light-emitting layer, and compound D-162 is used as the first and second dopants to deposit the respective light-emitting layers.
[0155] The driving voltage and current efficiency of the OLEDs in device examples 21 to 32, manufactured as described above, at a brightness of 1,000 nits were measured, and the results are shown in Table 4 below. Furthermore, the time required for the brightness to decay from 100% initial brightness to 95% at a constant current corresponding to 10,000 nits (lifetime: T) was measured. 95 The results are shown in Table 4 below.
[0156] Table 4
[0157]
[0158] [Device Comparison Example 1] Fabrication of an OLED comprising multiple light-emitting layers composed of a single host compound
[0159] The OLED is produced in the same manner as in Device Example 1, except that the host compounds in Table 5 below are used as the host of the emitting layer and deposited as a single host on the corresponding emitting layer.
[0160] Table 5
[0161]
[0162] As can be seen from Tables 1 to 5 above, compared with conventional devices, the organic electroluminescent device according to this disclosure, which contains multiple host materials or multiple host materials and dopants in multiple light-emitting layers, exhibits significant improvements in driving voltage, current efficiency, and lifetime.
[0163] The compounds used in the above apparatus examples and comparative examples are listed in detail in Table 6 below.
[0164] Table 6
[0165]
[0166] .
Claims
1. An organic electroluminescent device, comprising: anode; cathode; and an organic material layer located between the anode and the cathode, wherein The organic material layer includes two or more light-emitting layers provided between the anode and the cathode. The two or more light-emitting layers include a first light-emitting layer between the anode and the cathode; and a second light-emitting layer disposed between the first light-emitting layer and the cathode. The first light-emitting layer and the second light-emitting layer are in direct contact with each other, and At least one of the first light-emitting layer and the second light-emitting layer contains multiple host materials.
2. The organic electroluminescent device according to claim 1, wherein, Each of the first and second light-emitting layers contains a compound represented by Formula 1 as a first host material: --- (1) in, X1 to X3 each independently represent -N= or -C(R1)=, provided that at least one of X1 to X3 is N; R1 represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C2) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 ) arylsilyl, or (C3-C 30 Aliphatic rings and (C6-C) 30 Aromatic rings with or without substitution of fused rings; L1 to L3 independently represent single bonds, substituted bonds, or unsubstituted bonds (C6-C). 30 ) arylene, substituted or unsubstituted (C3-C 30 )cycloalkylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene; Ar1 to Ar3 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C3) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C2) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 )arylsilyl, (C3-C 30 Aliphatic rings and (C6-C) 30 ) Aromatic rings with or without substitution of fused rings, or -N-(R2)(R3); or it can be linked with adjacent substituents to form one or more rings; provided that at least one of Ar1 to Ar3 is substituted or unsubstituted (C6-C 30 )Aryl or substituted or unsubstituted (3 to 30 ppm) heteroaryl; and R2 and R3 independently represent substituted or unsubstituted (C1-C2) compounds. 30 )alkyl, substituted or unsubstituted (C2-C 30 Alkenyl, substituted or unsubstituted (C6-C) 30 )Aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl.
3. The organic electroluminescent device according to claim 2, wherein, At least one of the first light-emitting layer and the second light-emitting layer contains a compound represented by Formula 2 as a second host material: --- (2) in, L4 to L6 each independently represent single bonds, substituted bonds, or unsubstituted bonds (C1-C1). 30 )alkylene, substituted or unsubstituted (C6-C 30 ) arylene, substituted or unsubstituted (3 to 30 yuan) heteroarylene, or substituted or unsubstituted (C3-C 30 )cycloalkylene; Ar4 to Ar6 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C6) groups. 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C2) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 )arylsilyl, (C3-C 30 Aliphatic rings and (C6-C) 30 Aromatic rings with or without substitution, fused rings, or -L a -N(Ar a (Ar) b Alternatively, it can be linked with adjacent substituents to form one or more rings; L a Indicates single bond, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; and Ar a and Ar b Each independently represents hydrogen, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, (C3-C 30 Aliphatic rings and (C6-C) 30 Aromatic rings, whether substituted or unsubstituted, fused rings, substituted or unsubstituted (C6-C) rings 30 )Aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; The premise is to exclude the case where all L4 to L6 are single bonds and all Ar4 to Ar6 are hydrogen.
4. The organic electroluminescent device according to claim 3, wherein, Each of the first luminescent layer and the second luminescent layer contains a compound represented by Formula 1 as a first host material and a compound represented by Formula 2 as a second host material.
5. The organic electroluminescent device according to claim 1, wherein, The substituted alkyl group, the substituted alkylene group, the substituted alkenyl group, the substituted aryl group, the substituted arylene group, the substituted heteroaryl group, the substituted heteroarylene group, the substituted cycloalkyl group, the substituted cycloalkylene group, the substituted alkoxy group, the substituted trialkylsilyl group, the substituted dialkylarylsilyl group, the substituted alkyldiarylsilyl group, the substituted triarylsilyl group, and the substituents in the substituted fused rings of the aliphatic and aromatic rings are each independently selected from at least one of the following: deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; (C1-C 30 alkyl; halogenated (C1-C2) 30 )alkyl; unsubstituted or with at least one (C6-C) 30 )Aryl-substituted (C2-C 30 )alkenyl; (C2-C 30 ) alkynyl group; (C1-C 30 )alkoxy; (C1-C 30 )alkylthio; (C3-C 30 )cycloalkyl; (C3-C 30 )cycloalkenyl; (3- to 7-membered) heterocycloalkyl; (C6-C 30 )Aryloxy group; (C6-C 30 ) arylthio; unsubstituted or with at least one (C6-C) group 30 )Aryl-substituted (3 to 30) heteroaryl groups; unsubstituted or (C1-C) 30 At least one substituted (C6-C) group of alkyl and (3- to 30-membered) heteroaryl groups 30 )Aromatic; Tri(C1-C 30 )alkylsilyl; tri(C6-C 30 )arylsilyl; di(C1-C 30 )alkyl (C6-C 30 )arylsilyl; (C1-C 30 )alkyl di(C6-C 30 )Arylsilyl; (C3-C 30 Aliphatic rings and (C6-C) 30 Fused ring of aromatic ring; amino group; mono- or di(C1-C2) 30 )alkylamino; mono- or di(C2-C 30 alkenylamino; substituted or unsubstituted mono- or di(C6-C) 30 ) arylamino; mono- or di(3- to 30-membered) heteroarylamino; (C1-C 30 )alkyl (C2-C 30 )alkenylamino; (C1-C 30 )alkyl (C6-C 30 )Arylamino; (C1-C 30 )alkyl (3- to 30-membered) heteroarylamino; (C2-C 30 )alkenyl (C6-C 30 )Arylamino; (C2-C 30 )alkenyl (3- to 30-membered) heteroarylamino; (C6-C 30 )aryl (3- to 30-membered) heteroarylamino; (C1-C 30 )alkyl carbonyl; (C1-C 30 )alkoxycarbonyl; (C6-C 30 )aryl carbonyl; di(C6-C 30 )arylboroncarbonyl; di(C1-C 30 )alkylboron carbonyl; (C1-C 30 )alkyl (C6-C 30 )arylboroncarbonyl; (C6-C 30 )Aryl(C1-C 30 )alkyl; and (C1-C 30 )alkyl (C6-C 30 Aryl.
6. The organic electroluminescent device according to claim 1, further comprising a third light-emitting layer.
7. The organic electroluminescent device according to claim 6, wherein, The third light-emitting layer is located between the cathode and the second light-emitting layer and is in direct contact with the second light-emitting layer.
8. The organic electroluminescent device according to claim 4, wherein, The first light-emitting layer and the second light-emitting layer each contain a different material from the other.
9. The organic electroluminescent device according to claim 2, wherein, At least one of Ar1 to Ar3 in Equation 1 is selected from Equations 1-1 to 1-7: --- (1-1) --- (1-2) --- (1-3) --- (1-4) --- (1-5) --- (1-6) --- (1-7) in, T represents -O-, -S-, -N(R)-, C(R′)(R″)-, or -Se-; V represents -O- or -S-; R, R′, and R″ each independently represent substituted or unsubstituted (C1-C1) compounds. 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) heteroaryl, -L b -N-(Ar c (Ar) d ), or -L c -N-(Ar e )-L d -N-(Ar f (Ar) g Alternatively, R′ and R″ can be connected to each other to form one or more loops, and R′ and R″ can be the same as or different from each other. L b and L c Each can be independently represented as a single bond, substituted or unsubstituted (C6-C). 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; L d Indicates whether it is substituted or not substituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; Ar c To Ar g Each independently represents substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, (C3-C 30 Aliphatic rings and (C6-C) 30 Aromatic rings, whether substituted or unsubstituted, fused rings, substituted or unsubstituted (C6-C) rings 30 )Aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; Y1 and Y2 independently represent -N= and -NR, respectively. a -, -O-, -S-, or -Se-; provided that either Y1 or Y2 is -N=, and the other Y1 or Y2 is -NR. a -, -O-, -S- or -Se-; R a Indicates whether it is substituted or not substituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 ) aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl; or may be linked with adjacent substituents to form one or more rings; Ar7 indicates substituted or unsubstituted (C6-C) 30 )Aryl or substituted or unsubstituted (3 to 30 yuan) heteroaryl; R 11 To R 81 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C2) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 )arylsilyl, (C3-C 30 Aliphatic rings and (C6-C) 30 Aromatic rings with or without substitution of fused rings, or -N-(R b (R) c Alternatively, it can be linked with adjacent substituents to form one or more rings; R b and R c Each independently represents substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C2-C 30 Alkenyl, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 ppm) heteroaryl; and R in each of Equations 1-1 to 1-7 11 To R 81 Connected to at least one of Ar1 to Ar3 in Equation 1.
10. The organic electroluminescent device according to claim 3, wherein, At least one of Ar4 to Ar6 in Equation 2 is selected from Equations 2-1 to 2-6 below: --- (2-1) --- (2-2) --- (2-3) --- (2-4) --- (2-5) --- (2-6) in, T represents -O-, -S-, -N(R)-, C(R′)(R″)-, or -Se-; V represents -O- or -S-. R, R′, and R″ each independently represent substituted or unsubstituted (C1-C1) compounds. 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) heteroaryl, -L b -N-(Ar c (Ar) d ), or -L c -N-(Ar e )-L d -N-(Ar f (Ar) g Alternatively, R′ and R″ can be connected to each other to form one or more loops, and R′ and R″ can be the same as or different from each other; L b and L c Each can be independently represented as a single bond, substituted or unsubstituted (C6-C). 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; L d Indicates whether it is substituted or not substituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; Ar c To Ar g Each independently represents substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C2-C 30 )alkenyl, (C3-C 30 Aliphatic rings and (C6-C) 30 Aromatic rings, whether substituted or unsubstituted, fused rings, substituted or unsubstituted (C6-C) rings 30 )Aryl, or substituted or unsubstituted (3 to 30 yuan) heteroaryl; Y1 and Y2 independently represent -N= and -NR, respectively. a -, -O-, -S-, or -Se-; provided that either Y1 or Y2 is -N=, and the other Y1 or Y2 is -NR. a -, -O-, -S- or -Se-; R a Indicates whether it is substituted or not substituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 ) aryl, or substituted or unsubstituted (3- to 30-membered) heteroaryl; or may be linked with adjacent substituents to form one or more rings; Ar7 indicates substituted or unsubstituted (C6-C) 30 )Aryl or substituted or unsubstituted (3 to 30 yuan) heteroaryl; R 11 To R 56 and R 70 To R 81 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C6-C 30 )Aryl, substituted or unsubstituted (3 to 30 yuan) Heteroaryl, substituted or unsubstituted (C3-C 30 )cycloalkyl, substituted or unsubstituted (C1-C 30 )alkoxy, substituted or unsubstituted tri(C1-C) 30 )alkylsilyl, substituted or unsubstituted di(C1-C2) 30 )alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 )alkyl di(C6-C 30 arylsilyl, substituted or unsubstituted tri(C6-C) 30 )arylsilyl, (C3-C 30 Aliphatic rings and (C6-C) 30 Aromatic rings with or without substitution of fused rings, or -N-(R b (R) c Alternatively, it can be linked with adjacent substituents to form one or more rings; R b and R c Each independently represents substituted or unsubstituted (C1-C) 30 )alkyl, substituted or unsubstituted (C2-C 30 Alkenyl, substituted or unsubstituted (C6-C) 30 ) aryl, or substituted or unsubstituted (3 to 30 ppm) heteroaryl; and R in each of Equations 2-1 to 2-6 11 To R 56 and R 70 To R 81 Connected to at least one of Ar4 to Ar6 in Equation 2.
11. The organic electroluminescent device according to claim 2, wherein, The compound represented by Formula 1 is selected from at least one of the following compounds: Where D n This indicates that n hydrogen atoms are replaced by deuterium, where n is an integer from 1 to the total number of hydrogen atoms present in the non-deuterated compound.
12. The organic electroluminescent device according to claim 3, wherein, The compound represented by Formula 2 is selected from at least one of the following compounds: Where D n This indicates that n hydrogen atoms are replaced by deuterium, where n is an integer from 1 to the total number of hydrogen atoms present in the non-deuterated compound.
13. The organic electroluminescent device according to claim 4, wherein, The first light-emitting layer further comprises a third host material, the second light-emitting layer further comprises a third host material, or both the first light-emitting layer and the second light-emitting layer further comprise a third host material.
14. The organic electroluminescent device according to claim 1, wherein, Both the first luminescent layer and the second luminescent layer are phosphorescent luminescent layers.
15. The organic electroluminescent device according to claim 1, wherein, At least one of the first light-emitting layer and the second light-emitting layer contains a compound containing at least one deuterium atom.
16. The organic electroluminescent device according to claim 1, wherein, Each of the first luminescent layer and the second luminescent layer further comprises a phosphorescent dopant material.
17. The organic electroluminescent device according to claim 16, wherein, Each of the first and second light-emitting layers further comprises the same phosphorescent dopant material.
18. The organic electroluminescent device according to claim 16, wherein, Each of the first luminescent layer and the second luminescent layer further comprises a phosphorescent dopant material that is different from the other phosphorescent dopant material.
19. The organic electroluminescent device according to claim 1, wherein, Each of the first and second light-emitting layers further comprises a red phosphorescent dopant material.
20. The organic electroluminescent device according to claim 1, wherein, Each of the first luminescent layer and the second luminescent layer further comprises a green phosphorescent dopant material.
21. The organic electroluminescent device according to claim 1, wherein, Each of the first luminescent layer and the second luminescent layer further comprises a blue phosphorescent dopant material.
22. The organic electroluminescent device according to claim 1, wherein, The thickness ratio of the first light-emitting layer to the second light-emitting layer ranges from 1:9 to 9:
1.
23. The organic electroluminescent device according to claim 4, wherein, The ratio of the various host materials in the first and second light-emitting layers is such that, independently in each layer, the ratio of the first host material to the second host material ranges from 1:9 to 9:1.