Organic light-emitting element, and display device including the same
The organic light-emitting device addresses the challenges of efficiency and longevity by incorporating an organic layer with specific compounds, resulting in enhanced performance and durability.
Patent Information
- Application Number
- JP2025022653
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2019-01-22
- Filing Date
- 2025-02-14
- Publication Date
- 2025-05-27
- Estimated Expiration
- Not applicable · inactive patent
AI Technical Summary
Existing organic light-emitting devices face challenges in achieving high efficiency and long life, particularly in the formulation of the organic layer which affects the overall performance of the device.
The organic light-emitting device comprises a first electrode, a second electrode, and an organic layer interposed between them, where the organic layer includes an emission layer formulated with specific compounds represented by Chemical Formulas 1, 2, and 3, which are designed to enhance the efficiency and longevity of the device.
The proposed solution achieves high efficiency and long life for the organic light-emitting device by optimizing the composition of the organic layer with the specified compounds, thereby improving the overall performance and durability of the device.
Smart Images

Figure 2025081456000001_ABST
Abstract
Description
[Technical field]
[0001] The present invention relates to an organic light-emitting device and a display device including the same. [Background technology]
[0002] An organic light emitting device is a self-emitting device with a wide viewing angle. Not only is it wide and has excellent contrast, it also has the advantages of a short response time, excellent luminance, driving voltage and response speed characteristics, and the ability to produce multiple colors.
[0003] An organic light emitting device may have a structure in which a first electrode is disposed on a substrate, and a hole transport region, a light emitting layer, an electron transport region, and a second electrode are sequentially formed on the first electrode. Holes injected from the first electrode move to the light emitting layer via the hole transport region, and electrons injected from the second electrode move to the light emitting layer via the electron transport region. Carriers such as holes and electrons recombine in the light emitting layer region to generate excitons. When the excitons move from an excited state to a ground state, When this happens, light is produced. [Prior art documents] [Patent documents]
[0004] [Patent Document 1] Korean Patent Publication No. 2016-0034528 Summary of the Invention [Problem to be solved by the invention]
[0005] An object of the present invention is to provide an organic light-emitting device and a display device including the same. [Means for solving the problem]
[0006] According to one embodiment of the present invention, there is provided an organic light emitting device comprising a first electrode, a second electrode, and an organic layer interposed between the first electrode and the second electrode, the organic layer comprising an emission layer, the emission layer comprising a first compound, a second compound, and a third compound, the first compound being represented by Chemical Formula 1 below, the second compound being represented by Chemical Formula 2 below, and the third compound being represented by Chemical Formula 3 below, and the first compound and the second compound being different from each other. [ka] ...(chemical formula 1) [ka] ...(chemical formula 2) [ka] ...(chemical formula 3) [ka] ...(chemical formula 1A) [ka] ...(chemical formula 2A) [ka] ...(chemical formula 2B)
[0007] In Chemical Formula 1 to Chemical Formula 3, Chemical Formula 1A, Chemical Formula 2A, and Chemical Formula 2B, L 11 is a π-electron deficient nitrogen-free cyclic group; and Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 31 )(Q 32 )(Q 33a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from a11 is selected from the group consisting of 0, 1, 2 and 3; Y 11 is a group represented by formula 1A, Y 12 is C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 1 )(Q 2 )(Q 3 ); Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 31 )(Q 32 )(Q 33 a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from the group consisting of Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 21 )(Q 22 )(Q 23 a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from the group consisting of ... c11 and c12 are independently selected from 1, 2 and 3; X 11 is a single bond, C(R 13 )(R 14 ), N(R 13 ), O and S; X 12 is a single bond, C(R 15 )(R 16 ), N(R 15 ), O and S; X 11 and X 12 is not a single bond at the same time, A 11 and A 12are each independently selected from the group consisting of π-electron deficient nitrogen-free cyclic groups, R 11 ~R 16 are independent of each other, bond position, hydrogen, deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 1 )(Q 2 )(Q 3 ); Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 31 )(Q 32 )(Q 33 a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from the group consisting of Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 21 )(Q 22 )(Q 23 a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from among R 11 ~R 13 , and R 15 is a binding site, b11 and b12 are independently selected from 1, 2, 3, 4, 5 and 6; L 21 is a π-electron-deficient nitrogen-containing cyclic group and a π-electron-deficient nitrogen-free cyclic group; and Deuterium, -F, cyano group, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 31 )(Q 32 )(Q 33 a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group, each substituted with at least one selected from a21 is selected from the group consisting of 0, 1, 2 and 3; Y 21 is a group represented by Chemical Formula 2A or Chemical Formula 2B, Y 22 is -F, cyano group, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 1 )(Q 2 )(Q 3 ); Deuterium, -F, cyano group, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 31 )(Q 32 )(Q 33 ) replaced with at least one selected from 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, and π-electron-deficient nitrogen-free cyclic groups; Deuterium, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 21 )(Q 22 )(Q 23 ) a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group, each substituted with at least one selected from the group consisting of c21 and c22 are independently selected from 1, 2, 3, 4, 5 and 6; A 21 is C 5 -C 60 Carbocyclic groups and C 1 -C 60 heterocyclic groups, X 21 is C(R 21 ) and N, 22 is C(R 22 ) and N, 23 is C(R 23) and N; X 24 is C(R 24 ) and N, 25 is C(R 25 ) and N, 26 is C(R 26 ) and N; X 27 is C(R 27 ) and N; X 28 is C(R 28 ) and N; X 29 is C(R 29 ) and N; X 21 ~X 25 At least one of is N, and X 26 ~X 29 At least one of is N, R 21 ~R 30 are independently hydrogen, deuterium, -F, cyano group, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 1 )(Q 2 )(Q 3 ); Deuterium, -F, cyano group, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 31 )(Q 32 )(Q 33 ) replaced with at least one selected from 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, and π-electron-deficient nitrogen-free cyclic groups; Deuterium, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 21 )(Q 22 )(Q 23a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group; R 21 ~R 25 are optionally bonded to each other and are substituted or unsubstituted C 5 -C 60 Carbocyclic groups, or substituted or unsubstituted C 1 -C 60 A heterocyclic group can be formed, R 26 ~R 30 are selectively bonded to each other, and substituted or unsubstituted C 5 -C 60 Carbocyclic groups, or substituted or unsubstituted C 1 -C 60 can form heterocyclic groups, b30 is selected from 1, 2, 3, 4, 5, 6, 7, 8, 9 and 10; X 31 is selected from B and N; X 32 and X 33 are independent of each other, B(R 34 ), N(R 34 ), O, S, C(R 34 )(R 35 ) and Si(R 34 )(R 35 ), X 31 If B, then X 32 and X 33 are independent of each other, N(R 34 ), O, S, C(R 34 )(R 35 ) and Si(R 34 )(R 35 ), X 31 If N, then X 32 and X 33 are independent of each other, B(R 34 ), O, S, C(R 34 )(R 35 ) and Si(R34 )(R 35 ), A 31 ~A 33 are independent of each other, C 5 -C 60 Carbocyclic groups and C 1 -C 60 heterocyclic groups, L 31 ~L 33 are each independently a substituted or unsubstituted C 5 -C 60 Carbocyclic groups and substituted or unsubstituted C 1 -C 60 heterocyclic groups, a31 to a33 are each independently selected from 0, 1, 2, and 3; R 31 ~R 35 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphate group or a salt thereof, a substituted or unsubstituted C 1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C 60 Alkynyl groups, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or is unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 6 -C60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio groups, substituted or unsubstituted C 1 -C 60 Heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 ), -B(Q 1 )(Q 2 ), -N(Q 1 )(Q 2 ), -P(Q 1 )(Q 2 ), -C(=O)(Q 1 ), -S(=O)(Q 1 ), -S(=O) 2 (Q 1 ), -P(=O)(Q 1 )(Q 2 ), and -P(=S)(Q 1 )(Q 2 ), and R 31 ~R 33 are selectively bonded to each other, and substituted or unsubstituted C 5 -C 60 Carbocyclic groups, or substituted or unsubstituted C 1 -C 60 can form heterocyclic groups, c31 to c33 are each independently selected from 1, 2, 3, 4, 5, and 6; Q 1 ~Q 3 , Q 21 ~Q 23 , and Q 31 ~Q 33 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60 Heteroaryloxy group, C 1 -C 60 is selected from the group consisting of heteroarylthio groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenylyl groups, and terphenylyl groups; * indicates the bond position to the adjacent atom.
[0008] According to another embodiment, there is provided a display device including a thin film transistor including a source electrode, a drain electrode, and an active layer, and the above-mentioned organic light emitting device, wherein a first electrode of the organic light emitting device is electrically connected to one of the source electrode and the drain electrode of the thin film transistor. Effect of the Invention
[0009] The organic light emitting device of the present invention can achieve high efficiency and long life. [Brief description of the drawings]
[0010] [Figure 1] 1 is a schematic diagram illustrating a structure of an organic light emitting device according to an embodiment of the present invention. [Diagram 2] 2 is a schematic diagram illustrating a structure of an organic light emitting device according to another embodiment of the present invention. [Diagram 3] 1 is a schematic diagram illustrating a structure of an organic light emitting device according to yet another embodiment of the present invention. [Figure 4] 1 is a schematic diagram illustrating a structure of an organic light emitting device according to yet another embodiment of the present invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0011] The present invention can be modified in various ways and can have various embodiments, but specific embodiments are shown in the drawings and will be described in detail by the detailed description. The effects, features, and methods of achieving the present invention will become clear by referring to the embodiments described in detail together with the drawings. However, the present invention is not limited to the embodiments disclosed below, but can be realized in various forms.
[0012] Hereinafter, an embodiment of the present invention will be described in detail with reference to the accompanying drawings. In the description with reference to the drawings, the same or similar components are denoted by the same reference numerals. The relevant explanations will be omitted.
[0013] In the following embodiments, the singular expression includes the plural expression unless otherwise clearly indicated in the context.
[0014] In the following embodiments, the terms "comprise" or "have" mean the presence of features or components described in the specification, without precluding the possibility that one or more other features or components may be added.
[0015] In the following embodiments, when a part such as a film, region, or component is said to be on or above another part, this does not only mean that it is directly on top of the other part, but also means that there is another film, region, component, etc. in between.
[0016] In the drawings, the size of components may be exaggerated or reduced for the convenience of explanation. For example, the size and thickness of each component shown in the drawings are arbitrarily shown for the convenience of explanation, and the present invention is not necessarily limited to what is shown in the drawings.
[0017] In the present specification, the term "organic layer" refers to any single and / or multiple layers interposed between a first electrode and a second electrode in an organic light-emitting device. The material contained in the "organic layer" is not limited to organic materials.
[0018] [General definition of substituents] In this specification, the term "π-electron-deficient nitrogen-containing cyclic group" refers to a cyclic group having at least one *-N=*' partial structure, and examples thereof include groups having a ring structure such as imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyridazine, pyrimidine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazo group, imidazopyridine, imidazopyrimidine, and azacarbazole.
[0019] On the other hand, the π-electron deficient nitrogen-free cyclic group may be selected from groups having a ring structure selected from benzene, heptalene, indene, naphthalene, azulene, heptalene, indacene, acenaphthylene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentacene, hexacene, pentacene, rubicene, colozene, ovalene, pyrrole, isoindole, indole, furan, thiophene, benzofuran, benzothiophene, benzocarbazole, dibenzocarbazole, dibenzofuran, dibenzothiophene, dibenzothiophene sulfone, carbazole, dibenzosilole, indenocarbazole, indolocarbazole, benzofurocarbazole, benzothienocarbazole and triindolobenzene, but is not limited thereto.
[0020] In this specification, C 1 -C 60 The alkyl group means a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and specific examples include a methyl group, an ethyl group, a propyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, an iso-amyl group, and a hexyl group. 1 -C 60 The alkylene group is C 1 -C 60 It means a divalent group having the same structure as an alkyl group.
[0021] In this specification, C 2 -C 60 The alkenyl group is C 2 -C 60 It means a hydrocarbon group containing one or more carbon double bonds in the middle or at the end of the alkyl group, and specific examples thereof include an ethenyl group, a propenyl group, and a butenyl group. 2 -C 60 The alkenylene group is C 2 -C 60 It means a divalent group having the same structure as an alkenyl group.
[0022] In this specification, C 2 -C 60 The alkynyl group is C 2 -C 60 It means a hydrocarbon group containing one or more carbon triple bonds in the middle or at the end of the alkyl group, and specific examples thereof include an ethynyl group, a propynyl group, etc. 2 -C 60 The alkynylene group is C 2 -C 60 It means a divalent group having the same structure as an alkynyl group.
[0023] In this specification, C 1 -C 60 The alkoxy group is -OA. 101 (Here, A 101 is C 1 -C 60 Specific examples of the aryl group include methoxy, ethoxy, and isopropyloxy groups.
[0024] In this specification, C 3 -C 10 Cycloalkyl groups are C 3 -C 10 Specific examples of the cycloalkyl group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, and a cycloheptyl group. 3 -C 10 The cycloalkylene group is C 3 -C 10 It means a divalent group having the same structure as a cycloalkyl group.
[0025] In this specification, C 1 -C 10 Heterocycloalkyl groups are monovalent C alkyl groups containing at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom. 1 -C 10It means a monocyclic group, specific examples of which include a 1,2,3,4-oxatriazolidine group, a tetrahydrofuranyl group, a tetrahydrothiophenyl group, and the like. 1 -C 10 The heterocycloalkylene group is 1 -C 10 It means a divalent group having the same structure as a heterocycloalkyl group.
[0026] In this specification, C 3 -C 10 The cycloalkenyl group is a monovalent C 3 -C 10 As a monocyclic group, it has at least one double bond in the ring but does not have aromaticity. Specific examples of the group include a cyclopentenyl group, a cyclohexenyl group, and a cycloheptenyl group. 3 -C 10 The cycloalkenylene group is C 3 -C 10 It means a divalent group having the same structure as a cycloalkenyl group.
[0027] In this specification, C 1 -C 10 The heterocycloalkenyl group is a monovalent C alkyl group containing at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom. 1 -C 10 As a monocyclic group, it has at least one double bond in the ring. 1 -C 10 Specific examples of the heterocycloalkenyl group include a 4,5-dihydro-1,2,3,4-oxatriazolyl group, a 2,3-dihydrofuranyl group, and a 2,3-dihydrothiophenyl group. 1 -C 10 The heterocycloalkenylene group is C 1 -C 10 It means a divalent group having the same structure as a heterocycloalkenyl group.
[0028] In this specification, C6 -C 60 The aryl group is C 6 -C 60 means a monovalent group having an aromatic carbocyclic ring, C 6 -C 60 The arylene group is C 6 -C 60 C means a divalent group having an aromatic carbon ring. 6 -C 60 Specific examples of the aryl group include a phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, and a chrysenyl group. 6 -C 60 Aryl groups and C 6 -C 60 When an arylene group contains two or more rings, the two or more rings may be fused together.
[0029] In this specification, C 1 -C 60 The heteroaryl group is selected from the group consisting of N, O, Si, P and S. and containing at least one heteroatom selected from the group consisting of: 1 -C 60 means a monovalent group having a heterocycle, C 1 -C 60 The heteroarylene group contains at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom, and is an aromatic C 1 -C 60 C means a divalent group having a heterocycle. 1 -C 60 Specific examples of the heteroaryl group include a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, and an isoquinolinyl group. 1 -C 60 Heteroaryl groups and C 1 -C 60 When a heteroarylene group contains two or more rings, the two or more rings may be fused together.
[0030] In this specification, C 6 -C 60 The aryloxy group is -OA.102 (Here, A 102 is C 6 -C 60 aryl group), C 6 -C 60 The arylthio group is -SA 103 (Here, A 103 is C 6 -C 60 aryl group).
[0031] In this specification, C 1 -C 60 The heteroaryloxy group is -OA. 104 (Here, A 104 is C 1 -C 60 Heteroaryl group), C 1 -C 60 The heteroarylthio group is -SA 105 (Here, A 105 is C 1 -C 60 A heteroaryl group is shown.
[0032] As used herein, a monovalent non-aromatic fused polycyclic group refers to a group in which two or more rings are fused together, the rings contain only carbon as ring-forming atoms, and the entire molecule has non-aromaticity. It means a monovalent group (e.g., having 8 to 60 carbon atoms). Specific examples of the monovalent non-aromatic condensed polycyclic group include a fluorenyl group. In this specification, the divalent non-aromatic condensed polycyclic group means a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.
[0033] In the present specification, the monovalent non-aromatic hetero-condensed polycyclic group means a monovalent group (e.g., having 1 to 60 carbon atoms) in which two or more rings are condensed with each other, and which contains at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom other than carbon, and the entire molecule has non-aromaticity. Specific examples of the monovalent non-aromatic hetero-condensed polycyclic group include a carbazolyl group. In the present specification, the divalent non-aromatic hetero-condensed polycyclic group means a divalent group having the same structure as the monovalent non-aromatic hetero-condensed polycyclic group.
[0034] In this specification, C 5 -C 60 A carbocyclic group refers to a monocyclic or polycyclic group having 5 to 60 carbon atoms and containing only carbon as ring-forming atoms. 5 -C 60 A carbocyclic group includes an aromatic carbocyclic group or a non-aromatic carbocyclic group. 5 -C 60 A carbocyclic group is a ring, such as benzene, a monovalent group, such as a phenyl group, or a divalent group, such as a phenylene group. 5 -C 60 Depending on the number of substituents attached to the carbocyclic group, C 5 -C 60 The carbocyclic radicals can be variously modified, such as being trivalent or tetravalent radicals.
[0035] In this specification, C 1 -C 60 The heterocyclic group is C 5 -C 60 It has the same structure as a carbocyclic group, but contains at least one heteroatom selected from N, O, Si, P, and S in addition to carbon (having 1 to 60 carbon atoms) as ring-forming atoms.
[0036] As used herein, substituted C 5 -C 60 Carbocyclic groups, substituted C 1 -C 60 Heterocyclic groups, substituted C 3 -C 10 Cycloalkylene groups, substituted C1 -C 10 Heterocycloalkylene groups, substituted C 3 -C 10 Cycloalkenylene groups, substituted C 1 -C 10 Heterocycloalkenylene groups, substituted C 6 -C 60 Arylene Groups, Substituted C 1 -C 60 Heteroarylene group, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heteropolycyclic group, substituted C 1 -C 60 Alkyl groups, substituted C 2 -C 60 Alkenyl groups, substituted C 2 -C 60 Alkynyl groups, substituted C 1 -C 60 a Alkoxy group, substituted C 3 -C 10 Cycloalkyl groups, substituted C 1 -C 10 Heterocycloalkyl groups, substituted C 3 -C 10 Cycloalkenyl groups, substituted C 1 -C 10 Heterocycloalkenyl Groups, Substituted C 6 -C 60 Aryl groups, substituted C 6 -C 60 Aryloxy groups, substituted C 6 -C 60 Arylthio groups, substituted C 1 -C 60 Heteroaryl Groups, Substituted C 1 -C 60 Heteroaryloxy groups, substituted C 1 -C 60 At least one of the heteroarylthio group, the substituted monovalent non-aromatic fused polycyclic group, and the substituent of the substituted monovalent non-aromatic fused polycyclic heterocyclic group is Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl groups and C 1 -C 60 Alkoxy groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60 Heteroaryloxy group, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) replaced with at least one selected from 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl groups and C 1 -C60 Alkoxy groups; C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60 Heteroaryloxy group, C 1 -C 60 heteroarylthio groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60Heteroaryloxy group, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) replaced with at least one selected from 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60 Heteroaryloxy group, C 1 -C 60 Heteroarylthio groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ); Q 11 ~Q 13 , Q 21 ~Q 23 , and Q 31 ~Q 33 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 1 -C 60 Heteroaryl Groups , C 1 -C 60 Heteroaryloxy group, C 1 -C 60 C substituted with at least one selected from the group consisting of a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic group, deuterium, -F, and a cyano group 1 -C 60 C substituted with at least one selected from an alkyl group, a deuterium, -F, and a cyano group 6 -C 60 It is selected from the group consisting of aryl, biphenylyl and terphenylyl groups.
[0037] As used herein, "Ph" means a phenyl group, "Me" means a methyl group, "Et" means an ethyl group, "ter-Bu" or "But" means a tert-butyl group, and "OMe" means a methoxy group.
[0038] In the present specification, the term "biphenylyl group" means a "phenylyl group substituted with a phenyl group." A "biphenylyl group" is a group in which the substituent is "C 6 -C 60 It belongs to the "substituted phenyl group" which is an "aryl group."
[0039] In the present specification, the term "terphenylyl group" means a "phenyl group substituted with a biphenylyl group". 6 -C 60 Aryl-substituted C 6 -C 60 It belongs to the "substituted phenylyl group" which is an "aryl group."
[0040] In this specification, unless otherwise defined, * and *' refer to the bond positions to adjacent atoms in the chemical formula.
[0041] The organic light emitting device includes a first electrode, a second electrode, and an organic layer interposed between the first and second electrodes. The organic layer includes an emitting layer, and the emitting layer includes a first compound, a second compound, and a third compound. The first compound is represented by Chemical Formula 1 below, the second compound is represented by Chemical Formula 2 below, and the third compound is represented by Chemical Formula 3 below. The first compound and the second compound are different from each other. [ka] ...(chemical formula 1) [ka] ...(chemical formula 2) [ka] ...(chemical formula 3) [ka] ...(chemical formula 1A) [ka] ...(chemical formula 2A) [ka] ...(chemical formula 2)
[0042] In Chemical Formula 1 to Chemical Formula 3, Chemical Formula 1A, Chemical Formula 2A, and Chemical Formula 2B, L 11 is a π-electron deficient nitrogen-free cyclic group; and Deuterium (-D), C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 31 )(Q 32 )(Q 33 a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from a11 is selected from the group consisting of 0, 1, 2 and 3; Y 11 is a group represented by formula 1A, Y 12 is C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 1 )(Q 2 )(Q 3 ); Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 31 )(Q 32 )(Q 33 a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from the group consisting of Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 21 )(Q 22 )(Q 23a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from the group consisting of ... c11 and c12 are independently selected from 1, 2 and 3; X 11 is a single bond, C(R 13 )(R 14 ), N(R 13 ), O and S; X 12 is a single bond, C(R 15 )(R 16 ), N(R 15 ), O and S; X 11 and X 12 is not a single bond at the same time, A 11 and A 12 are each independently selected from the group consisting of π-electron deficient nitrogen-free cyclic groups, R 11 ~R 16 are independent of each other, bond position, hydrogen, deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 1 )(Q 2 )(Q 3 ); Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 31 )(Q 32 )(Q 33 a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from the group consisting of Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 21 )(Q 22 )(Q 23 a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from the group consisting of ... R 11 ~R 13 , and R 15 is a binding site, b11 and b12 are independently selected from 1, 2, 3, 4, 5 and 6; L 21 is a π-electron-deficient nitrogen-containing cyclic group and a π-electron-deficient nitrogen-free cyclic group; and Deuterium, -F, cyano group, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 31 )(Q 32 )(Q 33 a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group, each substituted with at least one selected from a21 is selected from the group consisting of 0, 1, 2 and 3; Y 21 is a group represented by Chemical Formula 2A or Chemical Formula 2B, Y 22 is -F, cyano group, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 1 )(Q 2 )(Q 3 ); Deuterium, -F, cyano group, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 31 )(Q 32 )(Q 33 ) replaced with at least one selected from 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, and π-electron-deficient nitrogen-free cyclic groups; Deuterium, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 21 )(Q 22 )(Q 23) a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group, each substituted with at least one selected from the group consisting of c21 and c22 are independently selected from 1, 2, 3, 4, 5 and 6; A 21 is C 5 -C 60 Carbocyclic groups and C 1 -C 60 heterocyclic groups, X 21 is C(R 21 ) and N, 22 is C(R 22 ) and N, 23 is C(R 23 ) and N, 24 is C(R 24 ) and N, 25 is C(R 25 ) and N, 26 is C(R 26 ) and N, 27 is C(R 27 ) and N, 28 is C(R 28 ) and N, 29 is C(R 29 ) and N, where X 21 ~X 25 At least one of is N, and X 26 ~X 29 At least one of is N, R 21 ~R 30 are independently hydrogen, deuterium, -F, cyano group, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 1 )(Q 2 )(Q 3 ); Deuterium, -F, cyano group, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 31 )(Q 32 )(Q 33 ) replaced with at least one selected from 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, and π-electron-deficient nitrogen-free cyclic groups; Deuterium, C 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, π-electron-deficient nitrogen-free cyclic groups, and -Si(Q 21 )(Q 22 )(Q 23 a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group; R 21 ~R 25 are optionally linked together to form substituted or unsubstituted C 5 -C 60 Carbocyclic groups, or substituted or unsubstituted C 1 -C 60 may form a heterocyclic group, R 26 ~R 30 are selectively bonded to each other, and substituted or unsubstituted C 5 -C 60 Carbocyclic groups, or substituted or unsubstituted C 1 -C 60 may form a heterocyclic group, b30 is selected from 1, 2, 3, 4, 5, 6, 7, 8, 9 and 10; X 31 is selected from B and N; X 32 and X 33 are independent of each other, B(R 34 ), N(R 34 ), O, S, C(R 34 )(R35 ) and Si(R 34 )(R 35 ), and X 31 If B, then X 32 and X 33 are independent of each other, N(R 34 ), O, S, C(R 34 )(R 35 ) and Si(R 34 )(R 35 ), and X 31 If N, then X 32 and X 33 are independent of each other, B(R 34 ), O, S, C(R 34 )(R 35 ) and Si(R 34 )(R 35 ), A 31 ~A 33 are independent of each other, C 5 -C 60 Carbocyclic groups and C 1 -C 60 heterocyclic groups, L 31 ~L 33 are each independently a substituted or unsubstituted C 5 -C 60 Carbocyclic groups and substituted or unsubstituted C 1 -C 60 heterocyclic groups, a31 to a33 are each independently selected from 0, 1, 2, and 3; R 31 ~R 35 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphate group or a salt thereof, a substituted or unsubstituted C 1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C60 Alkynyl groups, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 S Chloroalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio groups, substituted or unsubstituted C 1 -C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic heterocondensed non-aromatic condensed heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 ), -B(Q 1 )(Q 2 ), -N(Q 1 )(Q 2 ), -P(Q 1 )(Q 2 ), -C(=O)(Q 1 ), -S(=O)(Q 1 ), -S(=O) 2 (Q1), -P(=O)(Q 1 )(Q 2 ), and -P(=S)(Q 1 )(Q 2 ), R 31 ~R 33are selectively bonded to each other, and substituted or unsubstituted C 5 -C 60 Carbocyclic groups, or substituted or unsubstituted C 1 -C 60 may form a heterocyclic group, c31 to c33 are each independently selected from 1, 2, 3, 4, 5, and 6; Q 1 ~Q 3 , Q 21 ~Q 23 , and Q 31 ~Q 33 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60 Heteroaryloxy group, C 1 -C 60 is selected from the group consisting of heteroarylthio groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenylyl groups, and terphenylyl groups; * indicates the bond position to the adjacent atom.
[0043] For example, in formula 1, L 11 is a divalent radical having a ring structure selected from benzene, naphthalene, phenalene, anthracene, fluoranthene, triphenylene, phenanthrene, pyrene, chrysene, perylene, fluorene, carbazole, dibenzofuran, and dibenzothiopene; Deuterium, C 1 -C 20 The divalent group having a ring structure selected from benzene, naphthalene, phenalene, anthracene, fluoranthene, triphenylene, phenanthrene, pyrene, chrysene, perylene, fluorene, carbazole, dibenzofuranyl group, and dibenzothiophene, each of which is substituted with at least one selected from an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, and a dinaphthothiophenyl group, but is not limited thereto.
[0044] For example, in Formula 2 and Formula 3, L 21 , and L 31 ~L 33 are, independently of one another, divalent radicals of a ring structure selected from benzene, naphthalene, phenalene, anthracene, fluoranthene, triphenylene, phenanthrene, pyrene, chrysene, perylene, pyridine, pyrimidine, pyrazine, pyridazine, triazine, quinoline, isoquinoline, benzoquinoline, benzoisoquinoline, phthalazine, naphthyridine, quinoxaline, benzoquinoxaline, quinazoline, benzoquinazoline, fluorene, carbazole, dibenzofuran and dibenzothiophene; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C20 Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, phenanthrenyl group, triphenylenyl group, chrysenyl group, fluoranthenyl group, fluorenyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, benzofluorenyl group, benzo A carbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group, and a diazadibenzothio The divalent ring structure selected from benzene, naphthalene, phenalene, anthracene, fluoranthene, triphenylene, phenanthrene, pyrene, chrysene, perylene, pyridine, pyrimidine, pyrazine, pyridazine, triazine, quinoline, isoquinoline, benzoquinoline, benzoisoquinoline, phthalazine, naphthyridine, quinoxaline, benzoquinoxaline, quinazoline, benzoquinazoline, fluorene, carbazole, dibenzofuran, and dibenzothiophene, each substituted with at least one selected from the group consisting of phenyl groups, but is not limited thereto.
[0045] For example, in Chemical Formula 1 to Chemical Formula 3, a11, a21, and a31 to a33 are each independently selected from 0 and 1, but are not limited thereto.
[0046] For example, in formula 1A, X 11 is N(R 13 ), O and S; X 12 may be, but is not limited to, a single bond.
[0047] For example, in formula 1A, A11 and A 12 may each independently be a ring structure selected from benzene, naphthalene, fluorene, carbazole, dibenzofuran, dibenzothiophene, indolofluorene, indolocarbazole, indolodibenzofuran, indolodibenzothiophene, indenofluorene, indenocarbazole, indenodibenzofuran, indenodibenzothiophene, benzofuranofluorene, benzofuranocarbazole, benzofuranodibenzofuran, benzofuranodibenzothiophene, benzothienofluorene, benzothienocarbazo group, benzothienodibenzofuran, and benzothienodibenzothiophene, but are not limited thereto.
[0048] As another example, in Formula 1A, A 11 and A 12 may each independently be a ring structure selected from the group consisting of benzene, naphthalene, fluorene, carbazole, dibenzofuran, and dibenzothiophene, but are not limited thereto.
[0049] For example, in Formula 1A, R 11 ~R 16 are independent of each other, bond position, hydrogen, deuterium, C 1 -C 20 An alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, and -Si(Q 1 )(Q 2 )(Q 3 ); Deuterium, C 1 -C 20An alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, and -Si(Q 31 )(Q 32 )(Q 33 ), a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, each of which is substituted with at least one selected from the group consisting of a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group. groups, benzofluorenyl groups, benzocarbazolyl groups, benzonaphthofuranyl groups, benzonaphthothiophenyl groups, dibenzofluorenyl groups, dibenzocarbazolyl groups, dinaphthofuranyl groups, and dinaphthothiophenyl groups; and Deuterium, C 1 -C 20 An alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, and -Si(Q 21 )(Q 22 )(Q 23a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, and a dinaphthothiophenyl group, each of which is substituted with at least one selected from the group consisting of a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a dinaphthofuranyl group, and a dinaphthothiophenyl group; a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, and a dinaphthothiophenyl group, each of which is substituted with at least one selected from the group consisting of R 11 ~R 13 , and R 15 is a binding site, Q 1 ~Q 3 , Q 21 ~Q 23 , and Q 31 ~Q 33 are independent of each other, C 1 -C 20 The alkyl group may be selected from the group consisting of an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, and a dinaphthothiophenyl group, but is not limited thereto.
[0050] As another example, in Formula 1A, R 11 ~R 16are each independently a bond position, hydrogen, deuterium, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and -Si(Q 1 )(Q 2 )(Q 3 ); Deuterium, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, phenanthrenyl group, fluorenyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, and -Si(Q 31 )(Q 32 )(Q 33 phenyl, biphenylyl, terphenylyl, naphthyl, phenanthrenyl, fluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl groups, each of which is substituted with at least one selected from the group consisting of phenyl, biphenylyl, terphenylyl, naphthyl, phenanthrenyl, fluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl groups; and Deuterium, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, phenanthrenyl group, fluorenyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, and -Si(Q 21 )(Q 22 )(Q 23 a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each of which is substituted with at least one selected from the group consisting of a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; nyl, fluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl groups; R 11 ~R 13 , and R15 is a binding site, Q 1 ~Q 3 , Q 21 ~Q 23 , and Q 31 ~Q 33 are independent of each other, C 1 -C 20 It is selected from the group consisting of, but not limited to, an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.
[0051] For example, in Formula 1, Y 12 is C 1 -C 20 an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, an indenofluorenyl group, an indo a -Si(Q)-iofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, an indenodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, a benzothienodibenzothiophenyl group, and 1 )(Q 2 )(Q 3 ); Deuterium, C 1 -C 20an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, an indenofluorenyl group, an indo a -Si(Q)-iofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, an indenodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, a benzothienodibenzothiophenyl group, and 31 )(Q 32 )(Q 33 a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, an indeno group, fluorenyl, indolofluorenyl, benzofurofluorenyl, benzothienofluorenyl, indenocarbazolyl, indolocarbazolyl, benzofurocarbazolyl, benzothienocarbazolyl, indenodibenzofuranyl, indolodibenzofuranyl, benzofurodibenzofuranyl, benzothienodibenzofuranyl, indenodibenzothiophenyl, indolodibenzothiophenyl, benzofurodibenzothiophenyl and benzothienodibenzothiophenyl groups; and Deuterium, C 1 -C 20an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, an indenofluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, -Drocarbazolyl group, benzofurocarbazolyl group, benzothienocarbazolyl group, indenodibenzofuranyl group, indolodibenzofuranyl group, benzofurodibenzofuranyl group, benzothienodibenzofuranyl group, indenodibenzothiophenyl group, indolodibenzothiophenyl group, benzofurodibenzothiophenyl group, benzothienodibenzothiophenyl group and -Si(Q 21 )(Q 22 )(Q 23a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, an indenof from among a fluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, an indenodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, and a benzothienodibenzothiophenyl group; a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, or an indenofluorenyl group, each of which is substituted with at least one selected from the group consisting of , an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, an indenodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, and a benzothienodibenzothiophenyl group; Q 1 ~Q 3 , Q 21 ~Q 23 , and Q 31~Q 33 are independent of each other, C 1 -C 20 The alkyl group may be selected from the group consisting of an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, and a dinaphthothiophenyl group, but is not limited thereto.
[0052] As another example, in Formula 1, Y 12 is a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, an indenofluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, an indenodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, a benzothienodibenzothiophenyl group, and -Si(Q 1 )(Q 2 )(Q 3 ); Deuterium, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, phenanthrenyl group, fluorenyl group, carbazolyl group, diphenylyl group, Benzofuranyl group, dibenzothiophenyl group, indenofluorenyl group, indolofluorenyl group, benzofurofluorenyl group, benzothienofluorenyl group, indenocarbazolyl group, indolocarbazolyl group, benzofurocarbazolyl group, benzothienocarbazolyl group, indenodibenzofuranyl group, indolodibenzofuranyl group, benzofurodibenzofuranyl group, benzothienodibenzofuranyl group, indenodibenzothiophenyl group, indolodibenzothiophenyl group, benzofurodibenzothiophenyl group, benzothienodibenzothiophenyl group and -Si(Q 31 )(Q 32 )(Q 33 a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, an indenofluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, an indenodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, and a benzothienodibenzothiophenyl group; and Deuterium, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, phenanthrenyl group, fluorenyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, indenofluorenyl group, indolofluorenyl group, benzofurofluorenyl group, benzothienofluorenyl group, indenocarbazolyl group, indolocarbazolyl group, benzofurocarbazolyl group, benzothienocarbazolyl group, indenodibenzofuranyl group, indolodibenzofuranyl group, benzofurodibenzofuranyl group, benzothienodibenzofuranyl group, indenodibenzothiophenyl group, indolodibenzothiophenyl group, benzofurodibenzothiophenyl group, benzothienodibenzothiophenyl group, and -Si(Q 21 )(Q 22 )(Q 23a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, an indenofluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, an indenodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, and a benzothienodibenzothiophenyl group; a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, an indenofluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, an indenodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, and a benzothienodibenzothiophenyl group; Q 1 ~Q 3 , Q 21 ~Q 23 , and Q 31 ~Q 33 are independent of each other, C 1 -C 20 It is selected from the group consisting of, but not limited to, an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.
[0053] For example, in Chemical Formula 1, c11 and c12 may be 1, but are not limited thereto.
[0054] For example, in formula 2, Y 22 is -F, cyano group, C 1 -C 20 an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, an indenofluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, a denodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, a benzothienodibenzothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group, a diazadibenzothiophenyl group, and -Si(Q 1 )(Q 2 )(Q 3 ); Deuterium, -F, cyano group, C 1 -C 20an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, an indenofluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, a denodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, a benzothienodibenzothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group, a diazadibenzothiophenyl group, and -Si(Q 31 )(Q 32 )(Q 33 ) replaced with at least one selected from 1 -C 20Alkyl group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, phenanthrenyl group, triphenylenyl group, chrysenyl group, fluoranthenyl group, fluorenyl group, spiro-bifluorenyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, benzofluorenyl group, benzocarbazolyl group, benzonaphthofuranyl group, benzonaphthothiophenyl group, dibenzofluorenyl group, dibenzocarbazolyl group, dinaphthofuranyl group, dinaphthothiophenyl group, indenofluorenyl group, indolofluorenyl group, benzofurofluorenyl group, benzothienofluorenyl group , an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, an indenodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, a benzothienodibenzothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quina azolinyl group, azafluorenyl group, azacarbazolyl group, azadibenzofuranyl group, azadibenzothiophenyl group, diazafluorenyl group, diazacarbazolyl group, diazadibenzofuranyl group, and diazadibenzothiophenyl group; and Deuterium, C 1 -C 20an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, an indenofluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, a denodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, a benzothienodibenzothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group, a diazadibenzothiophenyl group, and -Si(Q 21 )(Q 22 )(Q 23a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, or an indenofluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, an indenodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, a benzothienodibenzothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a tribenzodibenzothiophenyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, or a phenyl group substituted with at least one selected from the group consisting of an azinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group, and a diazadibenzothiophenyl group; group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, an indenofluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group,an indenodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, a benzothienodibenzothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, azafluorenyl group, azacarbazolyl group, azadibenzofuranyl group, azadibenzothiophenyl group, diazafluorenyl group, diazacarbazolyl group, diazadibenzofuranyl group and diazadibenzothiophenyl group; Q 1 ~Q 3 , Q 21 ~Q 23 , and Q 31 ~Q 33 are independent of each other, C 1 -C 20 An alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a pyridinyl group, It is selected from among a radinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group, and a diazadibenzothiophenyl group, but is not limited thereto.
[0055] As another example, in Formula 2, Y 22is -F, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, phenyl, biphenylyl, terphenylyl, naphthyl, phenanthrenyl, triphenylenyl, chrysenyl, fluoranthenyl, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, indenofluorenyl, indolofluorenyl, benzofurofluorenyl, benzothienofluorenyl, indenocarbazolyl, indolocarbazolyl, a -Si(Q) group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, an indenodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, a benzothienodibenzothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, and a -Si(Q) group. 1 )(Q 2 )(Q 3 ); Deuterium, -F, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, phenyl, biphenylyl, terphenylyl, naphthyl, phenanthrenyl, triphenylenyl, chrysenyl, fluoranthenyl, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, indenofluorenyl, indolofluorenyl, benzofurofluorenyl, benzothienofluorenyl, indenocarbazolyl, indolocarbazo -aryl group, benzofurocarbazolyl group, benzothienocarbazolyl group, indenodibenzofuranyl group, indolodibenzofuranyl group, benzofurodibenzofuranyl group, benzothienodibenzofuranyl group, indenodibenzothiophenyl group, indolodibenzothiophenyl group, benzofurodibenzothiophenyl group, benzothienodibenzothiophenyl group, pyridinyl group, pyrazinyl group, pyridazinyl group, pyrimidinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, quinolinyl group, isoquinolinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group and -Si(Q 31 )(Q 32 )(Q 33 a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, an indenofluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indoloca group, rubazolyl, benzofurocarbazolyl, benzothienocarbazolyl, indenodibenzofuranyl, indolodibenzofuranyl, benzofurodibenzofuranyl, benzothienodibenzofuranyl, indenodibenzothiophenyl, indolodibenzothiophenyl, benzofurodibenzothiophenyl, benzothienodibenzothiophenyl, pyridinyl, pyrazinyl, pyridazinyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinolinyl, isoquinolinyl, naphthyridinyl, quinoxalinyl, and quinazolinyl groups; and Deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, phenyl, biphenylyl, terphenylyl, naphthyl, phenanthrenyl, triphenylenyl, chrysenyl, fluoranthenyl, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, pyridinyl, pyrazinyl, pyridazinyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinolinyl, isoquinolinyl, naphthyridinyl, quinoxalinyl, quinazolinyl and -Si(Q 21 )(Q 22 )(Q 23a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, an indenofluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienofluorenyl group, from among a nocarbazolyl group, an indenodibenzofuranyl group, an indolodibenzofuranyl group, a benzofurodibenzofuranyl group, a benzothienodibenzofuranyl group, an indenodibenzothiophenyl group, an indolodibenzothiophenyl group, a benzofurodibenzothiophenyl group, a benzothienodibenzothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, and a quinazolinyl group; a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, an indenofluorenyl group, an indolofluorenyl group, a benzofurofluorenyl group, a benzothienofluorenyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, a quinolinyl group, a isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, and a quinazolinyl group; Q 1 ~Q 3 , Q 21 ~Q23 , and Q 31 ~Q 33 are each independently selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, and a quinazolinyl group, but are not limited thereto.
[0056] For example, in Chemical Formula 2, c21 and c22 are independently selected from 1 and 2, but are not limited thereto.
[0057] For example, in formula 2B, A 21 may be a ring structure selected from benzene, naphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, perylene, thiophene, furan, silole, carbazole, indole, isoindole, benzofuran, benzothiophene, benzosilole, dibenzofuran, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzosilole, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, triazine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, and phenanthroline, but is not limited thereto.
[0058] As another example, in formula 2B, A 21may be a ring structure selected from, but is not limited to, benzene, naphthalene, pyridine, pyrazine, pyrimidine, pyridazine, triazine, quinoline, and isoquinoline.
[0059] For example, in formula 2A, X 21 is N and X 22 is C(R 22 ) and X 23 is C(R 23 ) and X 24 is C(R 24 ) and X 25 is C(R 25 ) or X 21 is C(R 21 ) and X 22 is N and X 23 is C(R 23 ) and X 24 is C(R 24 ) and X 25 is C(R 25 ) or X 21 is C(R 21 ) and X 22 is C(R 22 ) and X 23 is N and X 24 is C(R 24 ) and X 25 is C(R 25 ) or X 21 is N and X 22 is C(R 22 ) and X 23 is N and X 24 is C(R 24 ) and X 25 is C(R 25 ) or X 21 is C(R 21 ) and X 22 is N and X 23 is C(R 23 ) and X 24 is N and X 25 is C(R25 ) or X 21 is N and X 22 is C(R 22 ) and X 23 is C(R 23 ) and X 24 is N and X 25 is C(R 25 ) or X 21 is N and X 22 is C(R 22 ) and X 23 is N and X 24 is C(R 24 ) and X 25 may be, but is not limited to, N.
[0060] For example, in formula 2B, X 26 is N and X 27 is C(R 27 ) and X 28 is C(R 28 ) and X 29 is C(R 29 ) or X 26 is C(R 26 ) and X 27 is N and X 28 is C(R 28 ) and X 29 is C(R 29 ) or X 26 is N and X 27 is C(R 27 ) and X 28 is N and X 29 is C(R 29 ) or X 26 is N and X 27 is C(R 27 ) and X 28 is C(R 28 ) and X 29 may be, but is not limited to, N.
[0061] For example, in Formula 2A and Formula 2B, R 21 ~R 30 are independently hydrogen, deuterium, -F, cyano group, C 1 -C 20 an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyri A dazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group, a diazadibenzothiophenyl group, and -Si(Q 1 )(Q 2 )(Q 3 ); Deuterium, -F, cyano group, C 1 -C 20an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group, a diazadibenzothiophenyl group, and -Si(Q 31 )(Q 32 )(Q 33 ) replaced with at least one selected from 1 -C 20 an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophene group, nyl group, pyridinyl group, pyrazinyl group, pyridazinyl group, pyrimidinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, quinolinyl group, isoquinolinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, azafluorenyl group, azacarbazolyl group, azadibenzofuranyl group, azadibenzothiophenyl group, diazafluorenyl group, diazacarbazolyl group, diazadibenzofuranyl group, and diazadibenzothiophenyl group; and Deuterium, C 1 -C 20an alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group, a diazadibenzothiophenyl group, and -Si(Q 21 )(Q 22 )(Q 23 and is substituted with at least one selected from the group consisting of a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a di ... a phenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group, and a diazadibenzothiophenyl group; Q 1 ~Q 3 , Q 21 ~Q 23 , and Q 31 ~Q 33 are independent of each other, C 1-C 20 An alkyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a pyridinyl group, It is selected from among a radinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group, and a diazadibenzothiophenyl group, but is not limited thereto.
[0062] For example, in formula 3, X 31 is B and X 32 and X 33 is N(R 34 ) or X 31 is N and X 32 and X 33 is B(R 34 ), but is not limited to these.
[0063] For example, in Chemical Formula 3, A 31 ~A 33may each independently be a ring structure selected from benzene, naphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, perylene, thiophene, furan, silole, carbazole, indole, isoindole, benzofuran, benzothiophene, benzosilole, dibenzofuran, dibenzothiophene, benzocarbazole, dibenzocarbazole, and dibenzosilole, but are not limited thereto.
[0064] As another example, in Chemical Formula 3, A 31 ~A 33 may be a benzene ring structure, but is not limited thereto.
[0065] For example, in Chemical Formula 3, a31 to a33 are each independently selected from 0 and 1, but are not limited thereto.
[0066] For example, in formula 3, R 31 ~R 35 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a cyano group, C 1 -C 20 Alkyl group and C 1 -C 20 Alkoxy groups; Phenyl group, biphenylyl group, terphenylyl group, naphthyl group, phenanthrenyl group, triphenylenyl group, chrysenyl group, fluoranthenyl group, fluorenyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, benzofluorenyl group, benzocarbazolyl group, benzonaphthofuranyl group, benzonaphthothiophenyl group, dibenzofluorenyl group, dibenzocarbazolyl group, dinaphthofuranyl group, dinaphthothiophenyl group a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group and a diazadibenzothiophenyl group; Deuterium, -F, -Cl, -Br, -I, cyano group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triaryl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzyl group, ... a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group, and a diazadibenzothiophenyl group; and -B(Q 1 )(Q 2 ) and -N(Q 1 )(Q 2 ); Q 1 and Q 2 are independently hydrogen, deuterium and C 1 -C 20 Alkyl groups; Phenyl group, biphenylyl group, terphenylyl group, naphthyl group, phenanthrenyl group, triphenylenyl group, chrysenyl group, fluoranthenyl group, fluorenyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, benzofluorenyl group, benzocarbazolyl group, benzonaphthofuranyl group, benzonaphthothiophenyl group, dibenzofluorenyl group, dibenzocarbazolyl group, dinaphthofuranyl group, dinaphthothiophenyl group a pyridinyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group and a diazadibenzothiophenyl group; Deuterium, C 1 -C 20Alkyl group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, phenanthrenyl group, triphenylenyl group, chrysenyl group, fluoranthenyl group, fluorenyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, benzofluorenyl group, benzocarbazolyl group, benzonaphthofuranyl group, benzonaphthothiophenyl group, dibenzofluorenyl group, dibenzocarbazolyl group, dinaphthofuranyl group, dinaphthothiophenyl group, pyridinyl a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, an azafluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, a diazafluorenyl group, a diazacarbazolyl group, a diazadibenzofuranyl group, and a diazadibenzothiophenyl group. , a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzofluorenyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a dibenzofluorenyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a pyridinyl group, a pyraziny azafluorenyl group, azacarbazolyl group, azadibenzofuranyl group, azadibenzothiophenyl group, diazafluorenyl group, diazacarbazolyl group, diazadibenzofuranyl group, and diazadibenzothiophenyl group; but is not limited to these.
[0067] As another example, in Formula 3, R 31 ~R 35are, independently of one another, hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, methoxy, ethoxy, propoxy and butoxy; A phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; phenyl, biphenylyl, terphenylyl, naphthyl, phenanthrenyl, triphenylenyl, chrysenyl, fluoranthenyl, fluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl groups substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, methoxy, ethoxy, propoxy, butoxy, phenyl, biphenylyl, terphenylyl, naphthyl, phenanthrenyl, triphenylenyl, chrysenyl, fluoranthenyl, fluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl groups; and -B(Q 1 )(Q 2 ) and -N(Q 1 )(Q 2 ); Q 1 and Q 2 are, independently of one another, hydrogen, deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and tert-butyl; A phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a phenanthrenyl group, a triphenylenyl group, a chrysenyl group, a fluoranthenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; Deuterium, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, phenanthrenyl group, triphenylenyl group, chrysenyl group, fluoranthenyl group, fluorenyl group, carbazolyl group, dibenzofuranyl group, and dibenzothiophenyl group; but are not limited to these.
[0068] In one embodiment, the first compound may be selected from Group I below. <Group I> [ka] JPEG2025081456000015.jpg126140 JPEG2025081456000016.jpg131134 JPEG2025081456000017.jpg152136 JPEG2025081456000018.jpg150137 JPEG2025081456000019.jpg119138
[0069] In one embodiment, the second compound may be selected from the following Group II: [ka] JPEG2025081456000021.jpg96139 JPEG2025081456000022.jpg113137 JPEG2025081456000023.jpg102135 JPEG2025081456000024.jpg119134
[0070] In one embodiment, the third compound may be selected from Group III below. <Group III> [ka] JPEG2025081456000026.jpg234146
[0071] The first compound does not contain a partial structure with electron transport properties, and is therefore used to adjust the hole transport properties of an organic light emitting device. The third compound has a relatively high hole trapping property. Therefore, the light-emitting region may be biased to a specific region in the light-emitting layer. Therefore, in order to distribute the light-emitting region of the organic light-emitting device containing the third compound evenly throughout the entire light-emitting layer, the hole-transporting properties of the host are important. The hole-transporting properties of the first compound can have the effect of spreading the light-emitting region throughout the entire light-emitting layer, thereby improving the efficiency and / or life of the organic light-emitting device containing the first compound.
[0072] The second compound is a compound containing an electron transporting partial structure, and therefore can optimize the charge balance in the light emitting layer. If electrons are not smoothly injected from the electron transporting layer to the light emitting layer, charges accumulate at the interface between the light emitting layer and the electron transporting layer, deteriorating the interface and shortening the life of the organic light emitting device. The first compound is a compound with relatively high hole transporting properties, and its LUMO (lowest unoccupied molecular orbital) energy level is suitable for electron injection. Therefore, by including the second compound in the light-emitting layer, it is possible to adjust the electrons injected into the light-emitting layer, thereby providing an organic light-emitting device with improved life span.
[0073] The third compound may be a delayed fluorescent material (TADF emitter).
[0074] The third compound may have a maximum emission wavelength in the range of 450 nm to 650 nm, but is not limited thereto. Specifically, the third compound in the light-emitting layer does not directly contribute to the formation of excitons, but receives energy from the generated excitons and can emit red delayed fluorescence.
[0075] The organic light-emitting element can emit delayed fluorescence in the range of 450 nm to 650 nm, but is not limited thereto.
[0076] The third compound satisfies the following condition 1. <Condition 1> △E ST (C3)≦0.3 eV
[0077] In condition 1, △E ST (C3) is the lowest excited singlet energy level (E S1 (C3)) and the lowest excited triplet energy level (E T1 (C3)).
[0078] Here, E S1 (C3) and E T1 (C3) is evaluated using the DFT method of the Gaussian program with structure optimization at the B3LYP / 6-31G(d,p) level, respectively.
[0079] If condition 1 is satisfied, a sufficiently high reverse intersystem crossing (RISC) efficiency can be achieved even at room temperature.
[0080] Since the third compound has an energy level that emits fluorescence, the organic light emitting device can provide an organic light emitting device with high color purity. In addition, since the second compound has a sufficiently high reverse intersystem crossing efficiency even at room temperature, the triplet energy of the first compound that does not contribute to light emission can be transferred to the third compound, thereby minimizing excitons that disappear without contributing to light emission. As a result, the efficiency of the organic light emitting device is improved.
[0081] In the light-emitting layer, the first compound is present in an amount of 10% by weight to 90% by weight based on the total weight of the light-emitting layer, but is not limited to this amount.
[0082] In the light-emitting layer, the content of the second compound is 10% by weight to 90% by weight based on the total weight of the light-emitting layer, but is not limited to this.
[0083] In the light-emitting layer, the content of the third compound is 0.5% by weight to 5% by weight based on the total weight of the light-emitting layer, but is not limited to this.
[0084] The content of the third compound may be in the range of 0.01 parts by weight to 30 parts by weight per 100 parts by weight of the total content of the first compound and the second compound, but is not limited thereto.
[0085] When the first compound, the second compound, and the third compound satisfy the above-mentioned ranges, an organic light emitting device with improved efficiency and lifetime can be provided.
[0086] In one embodiment, the light-emitting layer consists of, but is not limited to, a first compound, a second compound, and a third compound.
[0087] In one embodiment, the first electrode is an anode, the second electrode is a cathode, and the organic layer further comprises a hole transport region disposed between the first electrode and the light-emitting layer, and / or an electron transport region disposed between the light-emitting layer and the second electrode, the hole transport region comprising a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, or any combination thereof, The electron transport region may include, but is not limited to, a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.
[0088] [Explanation of Organic Light-Emitting Element 10] 1 is a schematic cross-sectional view of an organic light emitting device 10 according to one embodiment of the present invention. The organic light emitting device 10 includes a first electrode 110, an organic layer 150, and a second electrode 190.
[0089] Hereinafter, a structure and a method for manufacturing an organic light emitting device 10 according to an embodiment of the present invention will be described with reference to FIG.
[0090] [First electrode 110] 1, a substrate may be additionally disposed below the first electrode 110 or above the second electrode 190. As the substrate, a glass substrate or a plastic substrate having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and waterproofness may be used.
[0091] The first electrode 110 is formed on the substrate by, for example, deposition or sputtering using a first electrode material. When the first electrode 110 is an anode, the first electrode material is selected from materials having a high work function so that holes can be easily injected.
[0092] The first electrode 110 is a reflective electrode, a semi-transparent electrode, or a transparent electrode. To form the first electrode 110 as a transparent electrode, the material for the first electrode is selected from the group consisting of indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2To form the first electrode 110, which is a semi-transmissive electrode or a reflective electrode, the material for the first electrode is selected from, but is not limited to, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof.
[0093] The first electrode 110 may have a single-layer structure, which is a single layer, or a multi-layer structure having multiple layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO, but is not limited thereto.
[0094] [Organic layer 150] The organic layer 150 is disposed on the first electrode 110. The organic layer 150 includes an emitting layer.
[0095] The organic layer 150 may further include a hole transport region interposed between the first electrode 110 and the light emitting layer, and an electron transport region interposed between the light emitting layer and the second electrode 190.
[0096] [Hole transport region] The hole transport region can have i) a monolayer structure consisting of a single layer made of a single material, ii) a monolayer structure consisting of single layers made of multiple different materials, or iii) a multilayer structure having multiple layers made of multiple different materials.
[0097] The hole transport region may include at least one layer selected from a hole injection layer (HIL), a hole transport layer (HTL), a light-emitting auxiliary layer, and an electron blocking layer (EBL).
[0098] For example, the hole transport region may have a single layer structure consisting of a plurality of single layers made of different materials, or may have a multi-layer structure of a hole injection layer / hole transport layer, a hole injection layer / hole transport layer / light emitting auxiliary layer, a hole injection layer / light emitting auxiliary layer, a hole transport layer / light emitting auxiliary layer, or a hole injection layer / hole transport layer / electron blocking layer, which are stacked in this order from the first electrode 110, but is not limited to these.
[0099] The hole transport region may include at least one selected from m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated-NPB, TAPC, HMTPD, 4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), a compound represented by the following formula 201, and a compound represented by the following formula 202. [ka] JPEG2025081456000028.jpg96144 [ka] ...(chemical formula 201) [ka] ...(chemical formula 202)
[0100] In Chemical Formula 201 and Chemical Formula 202, L 201 ~L 204 are each independently a substituted or unsubstituted C 3 -C 10Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene groups, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 is selected from the group consisting of a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed polycyclic heterocyclic group; L 205 *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C 1 -C 20 Alkylene group, substituted or unsubstituted C 2 -C 20 Alkenylene group, substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 is selected from the group consisting of a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed polycyclic heterocyclic group; xa1 to xa4 are each independently selected from integers of 0 to 3; xa5 is selected from an integer from 1 to 10; R 201 ~R 204 , and Q 201are each independently a substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio groups, substituted or unsubstituted C 1 -C 60 It is selected from the group consisting of a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.
[0101] For example, in formula 202, R 201 and R 202 are optionally bonded to each other via a single bond, a dimethyl-methylene group or a diphenyl-methylene group, and R 203 and R 204 are optionally bonded to each other via a single bond, a dimethyl-methylene group or a diphenyl-methylene group.
[0102] According to one embodiment, in formula 201 and formula 202, L 201 ~L 205 are independent of each other, a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptalenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, a spiro-bifluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenalenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, a naphthacenylene group, a picenylene group, perylenylene groups, pentaphenylene groups, hexacenylene groups, pentacenylene groups, rubicenylene groups, coronenylene groups, ovalenylene groups, thiophenylene groups, furanylene groups, carbazolylene groups, indolylene groups, isoindolylene groups, benzofuranylene groups, benzothiophenylene groups, dibenzofuranylene groups, dibenzothiophenylene groups, benzocarbazolylene groups, dibenzocarbazolylene groups, dibenzosilolylene groups, and pyridinylene groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C 1 -C 10Phenyl groups substituted with alkyl groups, phenyl groups substituted with -F, pentalenyl groups, indenyl groups, naphthyl groups, azulenyl groups, heptalenyl groups, indacenyl groups, acenaphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyrenyl groups, chrysenyl groups, naphthyl groups, Tacenyl, picenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, thiophenyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, pyridinyl, -Si(Q 31 )(Q 32 )(Q 33 ), and -N(Q 31 )(Q 32 phenylene group, pentalenylene group, indenylene group, naphthylene group, azulenylene group, heptalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-bifluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, a phenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perylenylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubycenylene group, coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazolylene group, indolylene group, isoindolylene group, benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzothiophenylene group, benzocarbazolylene group, dibenzocarbazolylene group, dibenzosilolylene group and pyridinylene group; Q 31 ~Q 33 are independent of each other, C 1 -C 10 Alkyl group, C 1-C 10 It is selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl and naphthyl groups.
[0103] According to another embodiment, xa1 to xa4 are, independently of each other, 0, 1 or 2.
[0104] According to yet other embodiments, xa5 is 1, 2, 3 or 4.
[0105] According to yet another embodiment, R 201 ~R 204 , and Q 201 are each independently a phenyl group, a biphenylyl group, a terphenylyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthalenyl group, phthalocenyl, picenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, thiophenyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, and pyridinyl groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C 1 -C 10Phenyl groups substituted with alkyl groups, phenyl groups substituted with -F, pentalenyl groups, indenyl groups, naphthyl groups, azulenyl groups, heptalenyl groups, indacenyl groups, acenaphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyrenyl groups, chrysenyl groups, naphthyl groups, Tacenyl, picenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, thiophenyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, pyridinyl, -Si(Q 31 )(Q 32 )(Q 33 ), and -N(Q 31 )(Q 32 a phenyl group, a biphenylyl group, a terphenylyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chloyl group, a lycenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a thiophenyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, and a pyridinyl group; were also selected, Q 31 ~Q 33 For the explanation of the above, please refer to the description in this specification.
[0106] According to yet another embodiment, in formula 201, R 201 ~R 203 At least one of, independently of each other, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C 1 -C 10 phenyl groups substituted with an alkyl group, phenyl groups substituted with -F, naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, carbazolyl groups, dibenzofuranyl groups, and dibenzothiophenyl groups substituted with at least one selected from the group consisting of naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, carbazolyl groups, dibenzofuranyl groups, and dibenzothiophenyl groups; but are not limited thereto.
[0107] According to yet another embodiment, in formula 202, i) R 201 and R 202 are bonded to each other via a single bond, and / or ii) R 203 and R 204 may be bonded to each other via a single bond.
[0108] According to yet another embodiment, in formula 202, R 201 ~R 204 At least one of the Carbazolyl groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C 1 -C 10 A phenyl group substituted with an alkyl group, a phenyl group substituted with -F, a carbazolyl group substituted with at least one selected from a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; but is not limited to these.
[0109] The compound represented by formula 201 may be represented by the following formula 201A: [ka] ...(chemical formula 201A)
[0110] For example, the compound represented by chemical formula 201 may be represented by the following chemical formula 201A(1), but is not limited thereto. [ka] ...(chemical formula 201A(1))
[0111] As yet another example, the compound represented by formula 201 may be represented by the following formula 201A-1, but is not limited thereto. [ka] ...(Chemical formula 201A-1)
[0112] On the other hand, the compound represented by chemical formula 202 may be represented by the following chemical formula 202A. [ka] ...(chemical formula 202A)
[0113] According to yet another embodiment, the compound represented by formula 202 may be represented by formula 202A-1 below: [ka] ...(chemical formula 202A-1)
[0114] In the chemical formula 201A, the chemical formula 201A(1), the chemical formula 201A-1, the chemical formula 202A and the chemical formula 202A-1, L 201 ~L 203 , xa1 to xa3, xa5, and R 202 ~R 204 For the description of R 211 and R 212 The explanation for R 203 Please refer to the explanation of R 213 ~R 217 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C 1 -C 10Phenyl substituted with an alkyl group, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, and pyridinyl group.
[0115] The hole transport region may contain at least one compound selected from the following compounds HT1 to HT39, but is not limited thereto. [ka] JPEG2025081456000037.jpg76126 JPEG2025081456000038.jpg75127 JPEG2025081456000039.jpg81127 JPEG2025081456000040.jpg73127 JPEG2025081456000041.jpg74127 JPEG2025081456000042.jpg40145
[0116] The thickness of the hole transport region may be about 10 nm to about 1000 nm, for example, about 10 nm to about 100 nm. If the hole transport region includes at least one layer of a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be about 10 nm to about 900 nm, for example, about 10 nm to about 100 nm, and the thickness of the hole transport layer may be about 5 nm to about 200 nm, for example, about 10 nm to about 150 nm. When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer satisfy the above-mentioned ranges, sufficient hole transport properties can be obtained without a substantial increase in driving voltage.
[0117] The light-emitting auxiliary layer is a layer that compensates for the optical resonance distance according to the wavelength of light emitted from the light-emitting layer to increase light emission efficiency, and the electron blocking layer is a layer that prevents electron injection from the electron transport region. The light-emitting auxiliary layer and the electron blocking layer may include the above-mentioned materials.
[0118] [p-dopant] In addition to the materials described above, the hole transport region may further include a charge-generating material to enhance electrical conductivity. The charge-generating material may be uniformly or non-uniformly dispersed within the hole transport region.
[0119] The charge-generating material may be, for example, a p-dopant. According to one embodiment, the LUMO of the p-dopant may be −3.5 eV.
[0120] The p-dopant may include at least one selected from the group consisting of quinone derivatives, metal oxides, and cyano group-containing compounds, but is not limited thereto.
[0121] For example, p-dopants include quinone derivatives such as tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ); Metal oxides such as tungsten oxide and molybdenum oxide; 1,4,5,8,9,12-Hexaazatriphenylene-hexacarbonitrile (HAT-CN); and The compound represented by the following chemical formula 221 may include at least one selected from the following, but is not limited thereto. [ka] ... <hat-cn>
change
[0122] In formula 221, R 221 ~R 223 are each independently a substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 1 -C 60 a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group; 221 ~R 223 At least one of the C substituted with a cyano group, -F, -Cl, -Br, -I, or -F 1 -C 20 Alkyl group, C substituted with -Cl 1 -C 20 C substituted with alkyl group, -Br 1 -C 20 C substituted with alkyl group and -I 1 -C 20 It has at least one substituent selected from the group consisting of alkyl groups.
[0123] [Light-emitting layer] When the organic light emitting device 10 is a full-color organic light emitting device, the light emitting layer may be patterned into a red light emitting layer, a green light emitting layer, and a blue light emitting layer for each individual subpixel. Alternatively, the light emitting layer may have a structure in which two or more layers selected from the red light emitting layer, the green light emitting layer, and the blue light emitting layer are stacked in contact with each other or spaced apart from each other, or may have a structure in which two or more materials selected from the red light emitting material, the green light emitting material, and the blue light emitting material are mixed without layer division to emit white light.
[0124] The thickness of the light-emitting layer may be about 10 nm to about 100 nm, for example, about 20 nm to about 60 nm. When the thickness of the light-emitting layer satisfies the above-mentioned range, excellent light-emitting characteristics can be exhibited without a substantial increase in driving voltage.
[0125] [Electron transport area] The electron transport region may have i) a monolayer structure consisting of a single layer made of a single material, ii) a monolayer structure consisting of single layers made of multiple different materials, or iii) a multilayer structure having multiple layers made of multiple different materials.
[0126] The electron transport region may include, but is not limited to, at least one layer selected from a buffer layer, a hole blocking layer, an electron modulating layer, an electron transport layer (ETL), and an electron injection layer.
[0127] For example, the electron transport region may have a structure, such as, stacked in order from the light emitting layer, an electron transport layer / electron injection layer, a hole blocking layer / electron transport layer / electron injection layer, an electron adjustment layer / electron transport layer / electron injection layer, or a buffer layer / electron transport layer / electron injection layer, but is not limited to these.
[0128] The electron transport region (eg, a buffer layer, a hole blocking layer, an electron modulating layer, or an electron transport layer in an electron transport region) may comprise a non-metal-containing compound that contains at least one π-electron deficient nitrogen-containing ring.
[0129] A "π-electron deficient nitrogen-containing ring" is a ring-forming partial structure having at least one *-N=*' partial structure. 1 -C 60 It means a heterocyclic group.
[0130] For example, the "π-electron deficient nitrogen-containing ring" is i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' partial structure, ii) a heteropolycyclic group in which two or more of the 5- to 7-membered heteromonocyclic groups having at least one *-N=*' partial structure are condensed with each other, or iii) a heteropolycyclic group in which at least one of the 5- to 7-membered heteromonocyclic groups having at least one *-N=*' partial structure and at least one C 5 -C 60 A heteropolycyclic group in which carbocyclic groups are condensed with each other may also be used.
[0131] Specific examples of the π-electron deficient nitrogen-containing ring include, but are not limited to, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, and azacarbazole.
[0132] For example, the electron transport region may include a compound represented by formula 601 below. [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 ...(chemical formula 601)
[0133] In the chemical formula 601, Ar 601 is a substituted or unsubstituted C 5 -C 60 Carbocyclic groups, or substituted or unsubstituted C 1 -C 60 is a heterocyclic group, xe11 is 1, 2 or 3, L 601 is a substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene groups, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 is selected from the group consisting of a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed polycyclic heterocyclic group; xe1 is selected from integers from 0 to 5, R 601 is a substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio groups, substituted or unsubstituted C 1 -C 60 Heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 ), -C(=O)(Q 601 ), -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ), Q 601 ~Q 603 are independent of each other, C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, or a naphthyl group; xe21 is selected from integers of 1 to 5.
[0134] According to one embodiment, xe11 Ar 601 , and xe21 R 601 At least one of the above may contain a π-electron deficient nitrogen-containing ring as described above.
[0135] According to one embodiment, the ring Ar 601 teeth, Benzene, naphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, indenoanthracene, dibenzofuran, dibenzothiophene, carbazole, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, isopropyl alcohol, ethyl ... ring structures selected from among: arylenediamine, arylenediamine, aryl, aryldiamine ... Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) substituted with at least one selected from the group consisting of benzene, naphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, indenoanthracene, dibenzofuran, dibenzothiophene, carbazole, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, picene, Lysine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine and azacarbazo. a ring structure selected from the group consisting of Q 31 ~Q 33 are independent of each other, C 1 -C 10 Alkyl group, C 1 -C 10 It may be selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl and naphthyl groups.
[0136] In the chemical formula 601, when xe11 is 2 or more, 2 or more Ar 601 may be bonded to each other via a single bond.
[0137] According to another embodiment, in formula 601, Ar 601 may be an anthracene ring structure.
[0138] According to yet another embodiment, the compound represented by formula 601 may be represented by formula 601-1 below: [ka] ...(chemical formula 601-1)
[0139] In the chemical formula 601-1, X 614 is N or C(R 614 ) and X 615 is N or C(R 615 ) and X 616 is N or C(R 616 ) and X 614 Or X 616 At least one of is N, L 611 ~L 613 are independent of each other, L 601 Please refer to the explanation of xe611~xe613 are independent of each other, please refer to the explanation of xe1. R 611 ~R 613 are, independently of each other, R 601 Please refer to the explanation of R 614 ~R 616 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 It is selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl and naphthyl groups.
[0140] According to one embodiment, in formula 601 and formula 601-1, L 601 , and L 611 ~L 613 are independent of each other, Phenylene group, naphthylene group, fluorenylene group, spiro-bifluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, perylenylene group, pentaphenylene group, hexacenylene group, pentacenylene group, thiophenylene group, furanylene group, carbazolylene group, indolylene group, isoindolylene group, benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzothiofurylene group, a phenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilolylene group, a pyridinylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a triazinylene group, a quinolinylene group, an isoquinolinylene group, a benzoquinolinylene group, a phthalazinylene group, a naphthyridinylene group, a quinoxalinylene group, a quinazolinylene group, a cinnolinylene group, a phenanthylene group, tridinylene groups, acridinylene groups, phenanthrolinylene groups, phenazinylene groups, benzimidazolylene groups, isobenzothiazolylene groups, benzoxazolylene groups, isobenzoxazolylene groups, triazolylene groups, tetrazolylene groups, imidazopyridinylene groups, imidazopyrimidinylene groups, and azacarbazolylene groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, bazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, pyridinyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, thiadiazolyl group, oxadiazolyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group , a phenylene group, a naphthylene group, a fluorenylene group, a spiro-bifluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, a perylenylene group, a pentaphenylene group, a hexa ... a sacenylene group, a pentacenylene group, a thiophenylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilolylene group, a pyridinylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group,triazinylene group, quinolinylene group, isoquinolinylene group, benzoquinolinylene group, phthalazinylene group, naphthyridinylene group, quinoxalinylene group, quinazolinylene group, cinnolinylene group, phenanthridinylene group, acridinylene group, phenanthrolinylene group, phenazinylene group, benzimidazolylene group, isobenzothiazolylene group, benzoxazolylene group, isobenzoxazolylene group, triazolylene group, tetrazolylene group, imidazopyridinylene group, imidazopyrimidinylene group and azacarbazolylene group, but are not limited thereto.
[0141] According to another embodiment, in chemical formula 601 and chemical formula 601-1, xe1 and xe611 to xe613 are 0, 1 or 2, independently of each other.
[0142] According to yet another embodiment, in formula 601 and formula 601-1, R 601 , and R 611 ~R 613 are independent of each other, Phenyl, biphenylyl, terphenylyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, thiophenyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzo azacarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, a zolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a perylenyl group, or a pentaphenyl group, each of which is substituted with at least one selected from an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group; a hexacenyl group, a pentacenyl group, a thiophenyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group,benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl groups; and -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ); Q 601 and Q 602 For the explanation of the above, please refer to the description in this specification.
[0143] The electron transport region may contain at least one compound selected from the following compounds ET1 to ET36, but is not limited thereto. [ka] JPEG2025081456000048.jpg34127 JPEG2025081456000049.jpg50127 JPEG2025081456000050.jpg59137 JPEG2025081456000051.jpg53143 JPEG2025081456000052.jpg58137 JPEG2025081456000053.jpg60134 JPEG2025081456000054.jpg42134 JPEG2025081456000055.jpg42135 JPEG2025081456000056.jpg46136 JPEG2025081456000057.jpg47144 JPEG2025081456000058.jpg50144
[0144] The electron transport region may also include at least one compound selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq3, BAlq, 3-(biphenylyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), NTAZ, and diphenyl(4-(triphenylsilyl)phenyl)-phosphine oxide (TSPO1). [ka]
[0145] The thickness of the buffer layer, the hole blocking layer, or the electron control layer may be, independently of one another, about 2 nm to about 100 nm, for example, about 3 nm to about 30 nm. When the thickness of the buffer layer, the hole blocking layer, or the electron control layer satisfies the above-mentioned range, excellent hole blocking properties or electron control properties can be obtained without a substantial increase in driving voltage.
[0146] The thickness of the electron transport layer may be about 10 nm to about 100 nm, for example, about 15 nm to about 50 nm. When the thickness of the electron transport layer satisfies the above-mentioned range, sufficient electron transport properties can be obtained without a substantial increase in driving voltage.
[0147] The electron transport region (eg, an electron transport layer in an electron transport region) may further include a metal-containing material in addition to the materials described above.
[0148] The metal-containing material may include at least one selected from an alkali metal complex and an alkaline earth metal complex. The metal ion of the alkali metal complex is also selected from Li ion, Na ion, K ion, Rb ion, and Cs ion, and the metal ion of the alkaline earth metal complex is selected from Be ion, Mg ion, Ca ion, Sr ion, and Ba ion. The ligands coordinated to the metal ion of the alkali metal complex and the alkaline earth metal complex are each independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxydiphenyloxadiazole, hydroxydiphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but are not limited thereto.
[0149] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, the following compound ET-D1 (lithium quinolate (LiQ)) or the following compound ET-D2. [ka]
[0150] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 190. The electron injection layer may be in direct contact with the second electrode 190.
[0151] The electron injection layer may have i) a single layer structure consisting of a single layer made of a single material, ii) a single layer structure consisting of a plurality of single layers made of different materials, or iii) a multilayer structure having multiple layers made of a plurality of different materials.
[0152] The electron injection layer may comprise an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.
[0153] The alkali metal is selected from the group consisting of Li, Na, K, Rb and Cs. According to one embodiment, the alkali metal may be Li, Na or Cs. According to another embodiment, the alkali metal may be, but is not limited to, Li or Cs.
[0154] The alkaline earth metal is selected from the group consisting of Mg, Ca, Sr, and Ba.
[0155] The rare earth metal is selected from the group consisting of Sc, Y, Ce, Tb, Yb and Gd.
[0156] The alkali metal compounds, alkaline earth metal compounds and rare earth metal compounds may be selected from among oxides and halides (e.g., fluorides, chlorides, bromides, iodides, etc.) of alkali metals, alkaline earth metals and rare earth metals.
[0157] Alkali metal compounds include Li 2 O, Cs 2 OK 2 The alkali metal compound may be selected from the group consisting of alkali metal oxides such as LiF, LiO, and alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI. According to one embodiment, the alkali metal compound is LiF, Li 2 The oxide may be selected from, but is not limited to, O, NaF, LiI, NaI, CsI, and KI.
[0158] Alkaline earth metal compounds are BaO, SrO, CaO, Ba x Sr 1-x O(0 <x<1)、Ba x Ca 1-x It may be selected from alkaline earth metal compounds such as O(0 < x < 1). According to one embodiment, the alkaline earth metal compound may be selected from, but is not limited to, BaO, SrO, and CaO.
[0159] The rare earth metal compound may be selected from YbF 3 , ScF 3 , ScO 3 , Y 2 O 3 , Ce 2 O 3 , GdF 3 and TbF 3 . According to one embodiment, the rare earth metal compound may be selected from, but is not limited to, YbF 3 , ScF 3 , TbF 3 , YbI 3 , ScI 3 , TbI 3 .
[0160] The alkali metal complex, alkaline earth metal complex, and rare earth metal complex contain the ions of the alkali metal, alkaline earth metal, and rare earth metal as described above. The ligands coordinated to the metal ions of the alkali metal complex, alkaline earth metal complex, and rare earth metal complex may be independently selected from, but are not limited to, hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxydiphenyloxadiazole, hydroxydiphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene.
[0161] The electron injection layer may consist of only the above-mentioned alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof, or may further contain an organic substance. When the electron injection layer further contains an organic substance, the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof may be uniformly or non-uniformly dispersed in a matrix consisting of an organic substance.
[0162] The thickness of the electron injection layer may be about 0.1 nm to about 10 nm, or about 0.3 nm to about 9 nm. When the thickness of the electron injection layer satisfies the above-mentioned range, there is no substantial increase in the driving voltage. Therefore, sufficient electron injection characteristics can be obtained.
[0163] [Second electrode 190] The second electrode 190 is disposed on the organic layer 150. The second electrode 190 is a cathode, which is an electron injecting electrode. In this case, the material for the second electrode 190 may be a metal, an alloy, a conductive compound, or a combination thereof, each of which has a low work function.
[0164] The second electrode 190 may include at least one selected from the group consisting of lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ITO, and IZO, but is not limited thereto. The second electrode 190 is a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.
[0165] The second electrode 190 may have a single-layer structure having a single layer, or a multi-layer structure having multiple layers.
[0166] [Explanation of Organic Light-Emitting Element 20 to Organic Light-Emitting Element 40] Meanwhile, the organic light-emitting device 20 of FIG. 2 has a structure in which a first capping layer 210, a first electrode 110, an organic layer 150, and a second electrode 190 are stacked in order, the organic light-emitting device 30 of FIG. 3 has a structure in which a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220 are stacked in order, and the organic light-emitting device 40 of FIG. 4 has a structure in which a first capping layer 210, a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220 are stacked in order.
[0167] 2 to 4, the description of the first electrode 110, the organic layer 150, and the second electrode 190 refer to the description of FIG.
[0168] Light generated in the light-emitting layer in the organic layer 150 of the organic light-emitting element 20, 40 is extracted to the outside through the first electrode 110, which is a semi-transmissive electrode or a transmissive electrode, and the first capping layer 210, and light generated in the light-emitting layer in the organic layer 150 of the organic light-emitting element 30, 40 is extracted to the outside through the second electrode 190, which is a semi-transmissive electrode or a transmissive electrode, and the second capping layer 220.
[0169] The first capping layer 210 and the second capping layer 220 improve the external light emission efficiency according to the principle of constructive interference.
[0170] The first capping layer 210 and the second capping layer 220 may be, independently of each other, an organic capping layer made of an organic material, an inorganic capping layer made of an inorganic material, or a composite capping layer containing an organic material and an inorganic material.
[0171] At least one of the first capping layer 210 and the second capping layer 220 may independently include at least one material selected from the group consisting of carbocyclic compounds, heterocyclic compounds, amine-based compounds, porphine derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, and alkaline earth metal complexes. The carbocyclic compounds, heterocyclic compounds, and amine-based compounds may be optionally substituted with a substituent containing at least one element selected from the group consisting of O, N, S, Se, Si, F, Cl, Br, and I. According to an example, at least one of the first capping layer 210 and the second capping layer 220 may independently include an amine-based compound.
[0172] According to another example, at least one of the first capping layer 210 and the second capping layer 220 may include a compound represented by Formula 201 or a compound represented by Formula 202, independently of one another.
[0173] According to yet another example, at least one of the first capping layer 210 and the second capping layer 220 may contain, independently of each other, a compound selected from the aforementioned compounds HT28 to HT33 and the following compounds CP1 to CP5, but is not limited thereto. [ka]
[0174] Although an organic light-emitting device according to one embodiment of the present invention has been described above with reference to FIGS. 1 to 4, the present invention is not limited thereto.
[0175] Each layer included in the hole transport region, the light emitting layer, and each layer included in the electron transport region are formed by vacuum deposition, spin coating, casting, LB (Langmuir-Blodgett) method, and indium arsenide (Ir) deposition, respectively. It is formed in a predetermined area using various methods such as ink jet printing, laser printing, and laser induced thermal imaging (LITI). do.
[0176] When each layer included in the hole transport region, the light emitting layer, and each layer included in the electron transport region are formed by the vacuum deposition method, the deposition conditions are, for example, a deposition temperature of about 100° C. to about 500° C., a deposition time of about 10 -8 Torr ~ approx. 10 -3 The vacuum level is selected within the range of a vacuum of torr and a deposition rate of about 0.001 nm / sec to about 10 nm / sec, taking into consideration the material contained in the layer to be formed and the structure of the layer to be formed.
[0177] When each layer included in the hole transport region, the light-emitting layer, and each layer included in the electron transport region are formed by the spin coating method, the coating conditions are selected, for example, within the range of a coating speed of about 2,000 rpm to about 5,000 rpm and a heat treatment temperature of about 80°C to 200°C, taking into consideration the materials included in the layer to be formed and the structure of the layer to be formed.
[0178] [Display device] The organic light emitting device may be included in a display device including a thin film transistor. The thin film transistor includes a source electrode, a drain electrode, and an active layer, and one of the source electrode and the drain electrode is electrically connected to a first electrode of the organic light emitting device.
[0179] The thin film transistor may further include a gate electrode, a gate insulating film, and the like.
[0180] The active layer may include, but is not limited to, crystalline silicon, amorphous silicon, organic semiconductors, oxide semiconductors, and the like.
[0181] The display device may further include a sealing part for sealing the organic light-emitting element. The sealing part transmits light from the organic light-emitting element and blocks the penetration of outside air and moisture into the organic light-emitting element. The sealing part may be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing part may be a thin-film sealing layer including a plurality of organic layers and / or a plurality of inorganic layers. If the sealing part is a thin-film sealing layer, the entire flat panel display device becomes flexible. EXAMPLES
[0182] The compound and the organic light-emitting device according to the embodiment of the present invention will be described in more detail below with reference to synthesis examples and examples. In the synthesis examples below, in the expression "B was used instead of A," the molar equivalents of A and B are the same.
[0183] Example 1 The substrate on which ITO / Ag / ITO was vapor-deposited as the anode was cut to a size of 50 mm x 50 mm x 0.7 mm, and ultrasonically cleaned for 5 minutes using isopropyl alcohol and pure water, respectively. After that, the substrate was cleaned by irradiating it with ultraviolet light and exposing it to ozone for 30 minutes, and then the ITO substrate was placed in a vacuum vapor deposition apparatus.
[0184] On the ITO substrate, the compound HT3 and the compound F4-TCNQ were vacuum co-deposited in a weight ratio of 98:2 to form a hole injection layer having a thickness of 10 nm, and then the compound HT3 was vacuum-deposited on the hole injection layer to form a hole transport layer having a thickness of 120 nm. On the hole transport layer, the compound 1-1, the compound 2-27, and the compound 3-29 were co-deposited in a weight ratio of 50:50:3 to form a light-emitting layer having a thickness of 20 nm. On the light-emitting layer, the compound ET-1 and Liq were co-deposited in a weight ratio of 50:50 to form a 31 nm-thick electron transport layer. On the electron transport layer, Liq was vapor-deposited to form a 1 nm-thick electron injection layer, and on the electron injection layer, Mg and Ag (weight ratio of 130:10) were co-deposited to form a 13 nm-thick cathode, thereby preparing an organic light-emitting element.
[0185] Examples 2 to 14 and Comparative Examples 1 and 2 An organic light emitting device was prepared in the same manner as in Example 1, except that the light emitting layer was prepared using the compounds and the weight ratios shown in Table 1 below.
[0186] Example 15 The substrate on which ITO / Ag / ITO was vapor-deposited as the anode was cut to a size of 50 mm x 50 mm x 0.7 mm, and ultrasonically cleaned for 5 minutes using isopropyl alcohol and pure water, respectively. After that, the substrate was cleaned by irradiating it with ultraviolet light and exposing it to ozone for 30 minutes, and then the ITO substrate was placed in a vacuum vapor deposition apparatus.
[0187] Compound HT3 and compound F4-TCNQ were vacuum co-deposited on the ITO substrate in a weight ratio of 98:2 to form a 10 nm thick hole injection layer, and then compound HT3 was vacuum-deposited on the hole injection layer to form a 140 nm thick hole transport layer. Compound 1-1, compound 2-30, and compound 3-20 were vacuum-deposited on the hole transport layer in a weight ratio of 50:50:3 to form a 40 nm thick light emitting layer. Compound ET-1 and Liq were vacuum-deposited on the light emitting layer in a weight ratio of 50:50. A 31-nm-thick electron transport layer was formed by co-evaporating Liq on the electron transport layer to form a 1-nm-thick electron injection layer, and Mg and Ag (weight ratio of 130:10) were co-evaporated on the electron injection layer to form a 13-nm-thick cathode, thereby producing an organic light-emitting element.
[0188] Examples 16 to 18 and Comparative Example 3 An organic light emitting device was prepared in the same manner as in Example 15, except that the light emitting layer was prepared using the compounds shown in Table 2 below.
[0189] Evaluation example The current efficiency of the organic light-emitting devices fabricated in Examples 1 to 14 and Comparative Examples 1 and 2 was measured at a current density of 10 mA / cm 2 Then, measurements were taken using a Kethley SMU 236 and a luminance meter PR650. The results are shown in Table 1. The current efficiency of the organic light-emitting devices fabricated in Examples 15 to 18 and Comparative Example 3 was measured at a current density of 10 mA / cm 2 Kethley SMU 236 and Luminance Meter PR65 0, and the results are shown in Table 2. The life span is shown as a relative value to the life span of Comparative Example 1 or Comparative Example 3, which is set as 100%. [Table 1] [Table 2]
[0190] [ka] JPEG2025081456000065.jpg4388
[0191] It can be seen from Tables 1 and 2 that the current efficiency and lifetime of the organic light-emitting devices of Examples 1 to 18 are superior to those of the organic light-emitting devices of Comparative Examples 1 to 3.
[0192] Although the present invention has been described above with reference to the embodiments shown in the drawings, these are merely illustrative, and those skilled in the art will understand that various modifications and equivalent embodiments are possible therefrom. Therefore, the true technical scope of the present invention is determined by the technical ideas of the claims. [Industrial Applicability]
[0193] The organic light emitting device and the display device including the same according to the present invention can be effectively applied to, for example, light emitting related technical fields. [Explanation of symbols]
[0194] 10,20,30,40 Organic light-emitting devices 110 1st electrode 150 Organic layer 190 2nd electrode 210 First capping layer 220 Second Capping Layer
Claims
[Claim 1] A first electrode; A second electrode; an organic layer interposed between the first electrode and the second electrode; the organic layer includes an emitting layer, the light-emitting layer comprises a first compound, a second compound, and a third compound; The first compound is represented by the following formula 1: The second compound is represented by the following formula 2: The third compound is represented by the following formula 3: The first compound and the second compound are different organic light-emitting devices: 【Chemistry 1】 ...(chemical formula 1) 【Chemistry 2】 ...(chemical formula 2) 【Chemistry 3】 ...(chemical formula 3) 【Chemistry 4】 ...(Chemical formula 1A) 【Chemistry 5】 ...(Chemical formula 2A) 【Chemistry 6】 ...(Chemical formula 2B) (In Chemical Formula 1 to Chemical Formula 3, Chemical Formula 1A, Chemical Formula 2A, and Chemical Formula 2B, L 11 is a π-electron deficient nitrogen-free cyclic group; and Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 31 ) (Q 32 ) (Q 33 a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from a11 is selected from the group consisting of 0, 1, 2 and 3; Y 11 is a group represented by formula 1A, Y 12 is C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 1 ) (Q 2 ) (Q 3 ). Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 31 ) (Q 32 ) (Q 33 a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from the group consisting of Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 21 ) (Q 22 ) (Q 23 a non-π-electron deficient nitrogen-containing cyclic group substituted with at least one selected from among a non-π-electron deficient nitrogen-containing cyclic group substituted with at least one selected from among a non-π-electron deficient nitrogen-containing cyclic group substituted with at least one selected from among a non-π-electron deficient nitrogen-containing cyclic group c11 and c12 are independently selected from 1, 2 and 3; X 11 is a single bond, C(R 13 ) (R 14 ), N(R 13 ), O and S; X 12 is a single bond, C(R 15 ) (R 16 ), N(R 15 ), O and S; X 11 and X 12 is not a single bond at the same time, A 11 and A 12 are each independently selected from the group consisting of π-electron deficient nitrogen-free cyclic groups, R 11 ~R 16 are each independently a bond position, hydrogen, deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 1 ) (Q 2 ) (Q 3 ). Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 31 ) (Q 32 ) (Q 33 a π-electron deficient nitrogen-free cyclic group substituted with at least one selected from the group consisting of Deuterium, C 1 -C 60 Alkyl groups, π-electron deficient nitrogen-free cyclic groups and -Si(Q 21 ) (Q 22 ) (Q 23 a non-π-electron deficient nitrogen-containing cyclic group substituted with at least one selected from among a non-π-electron deficient nitrogen-containing cyclic group substituted with at least one selected from among a non-π-electron deficient nitrogen-containing cyclic group substituted with at least one selected from among a non-π-electron deficient nitrogen-containing cyclic group The R 11 ~R 13 , and R 15 is a binding site, b11 and b12 are independently selected from 1, 2, 3, 4, 5 and 6; L 21 a π-electron-deficient indole-containing cyclic group and a π-electron-deficient indole-containing non-cyclic group; and Deuterium, -F, cyano group, C 1 -C 60 Alkyl group, π-electron-deficient nitrogen-containing cyclic group, π-electron-deficient nitrogen-free cyclic group and -Si(Q 31 ) (Q 32 ) (Q 33 a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group, each substituted with at least one selected from the group consisting of a21 is selected from the group consisting of 0, 1, 2 and 3; Y 21 is a group represented by Chemical Formula 2A or Chemical Formula 2B, Y 22 is -F, a cyano group, C 1 -C 60 Alkyl group, π-electron-deficient nitrogen-containing cyclic group, π-electron-deficient nitrogen-free cyclic group and -Si(Q 1 ) (Q 2 ) (Q 3 ). Deuterium, -F, cyano group, C 1 -C 60 Alkyl group, π-electron-deficient nitrogen-containing cyclic group, π-electron-deficient nitrogen-free cyclic group and -Si(Q 31 ) (Q 32 ) (Q 33 C is substituted with at least one selected from 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, and π-electron-deficient nitrogen-free cyclic groups; and Deuterium, C 1 -C 60 Alkyl group, π-electron-deficient nitrogen-containing cyclic group, π-electron-deficient nitrogen-free cyclic group and -Si(Q 21 ) (Q 22 ) (Q 23 a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group each substituted with at least one selected from the group consisting of a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group each substituted with at least one selected from the group consisting of a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group; c21 and c22 are independently selected from 1, 2, 3, 4, 5 and 6; A 21 is C 5 -C 60 Carbocyclic groups and C 1 -C 60 heterocyclic groups, X 21 is C(R 21 ) and N; X 22 is C(R 22 ) and N; X 23 is C(R 23 ) and N; X 24 is C(R 24 ) and N; X 25 is C(R 25 ) and N; X 26 is C(R 26 ) and N; X 27 is C(R 27 ) and N; X 28 is C(R 28 ) and N; X 29 is C(R 29 ) and N, where X 21 Or X 25 At least one of X is N; 26 Or X 29 At least one of is N; R 21 ~R 30 are each independently hydrogen, deuterium, -F, a cyano group, C 1 -C 60 Alkyl group, π-electron-deficient nitrogen-containing cyclic group, π-electron-deficient nitrogen-free cyclic group and -Si(Q 1 ) (Q 2 ) (Q 3 ). Deuterium, -F, cyano group, C 1 -C 60 Alkyl group, π-electron-deficient nitrogen-containing cyclic group, π-electron-deficient nitrogen-free cyclic group and -Si(Q 31 ) (Q 32 ) (Q 33 C is substituted with at least one selected from 1 -C 60 Alkyl groups, π-electron-deficient nitrogen-containing cyclic groups, and π-electron-deficient nitrogen-free cyclic groups; and Deuterium, C 1 -C 60 Alkyl group, π-electron-deficient nitrogen-containing cyclic group, π-electron-deficient nitrogen-free cyclic group and -Si(Q 21 ) (Q 22 ) (Q 23 a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group each substituted with at least one selected from the group consisting of a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group each substituted with at least one selected from the group consisting of a π-electron deficient nitrogen-containing cyclic group and a π-electron deficient nitrogen-free cyclic group; The R 21 ~R 25 are selectively bonded to each other, and substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 form a heterocyclic group or are not linked to each other, The R 26 ~R 30 are selectively bonded to each other, and substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 form a heterocyclic group but are not linked to each other, b30 is selected from 1, 2, 3, 4, 5, 6, 7, 8, 9, and 10; X 31 is selected from B and N; X 32 and X 33 are each independently B(R 34 ), N(R 34 ), O, S, C (R 34 ) (R 35 ) and Si(R 34 ) (R 35 ), where X 31 If B, then X 32 and X 33 are each independently N(R 34 ), O, S, C (R 34 ) (R 35 ) and Si(R 34 ) (R 35 ), and X 31 If is N, then X 32 and X 33 are each independently B(R 34 ), O, S, C (R 34 ) (R 35 ) and Si(R 34 ) (R 35 ) is selected from A 31 ~A 33 are, independently of each other, C 5 -C 60 Carbocyclic groups and C 1 -C 60 heterocyclic groups, L 31 ~L 33 are each independently a substituted or unsubstituted C 5 -C 60 Carbocyclic groups and substituted or unsubstituted C 1 -C 60 heterocyclic groups, a31 to a33 are each independently selected from the group consisting of 0, 1, 2 and 3; R 31 ~R 35 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C 1 -C 60 Alkyl group, substituted or unsubstituted C 2 -C 60 Alkenyl group, substituted or unsubstituted C 2 -C 60 Alkynyl group, substituted or unsubstituted C 1 -C 60 Alkoxy group, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy group, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic hetero-condensed polycyclic group, -Si(Q 1 ) (Q 2 ) (Q 3 ), -B(Q 1 ) (Q 2 ), -N(Q 1 ) (Q 2 ), -P(Q 1 ) (Q 2 ), -C(=O)(Q 1 ), -S(=O)(Q 1 ), -S(=O) 2 (Q 1 ), -P(=O)(Q 1 ) (Q 2 ), and -P(=S)(Q 1 ) (Q 2 ) is selected from The R 31 ~R 33 are selectively bonded to each other, and substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 form a heterocyclic group or are not linked to each other, c31 to c33 are independently selected from 1, 2, 3, 4, 5 and 6; Q 1 ~Q 3 , Q 21 ~Q 23 , and Q 31 ~Q 33 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl group, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl group, C 1 -C 60 Heteroaryloxy group, C 1 -C 60 is selected from the group consisting of heteroarylthio groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenylyl groups, and terphenylyl groups; * indicates the bond position to the adjacent atom.)
Citation Information
Patent Citations
KR2016-0034528