Heterocyclic compound and organic light-emitting device containing the same

Abstract

To provide a heterocyclic compound and an organic light-emitting device containing the same.SOLUTION: An organic light-emitting element includes a first electrode, a second electrode opposite the first electrode, and an organic layer including a light-emitting layer interposed between the first electrode and the second electrode. The organic light-emitting element includes a heterocyclic compound. The heterocyclic compound is represented by the following chemical formula. At least one of R1 to R4 is a group represented by chemical formula 1a, in which * is a bonding site with chemical formula 1, and *' and *" are bonding sites with adjacent groups. [Formula 1a]SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present invention relates to a heterocyclic compound and an organic light-emitting device containing the same. [Background technology]

[0002] An organic light-emitting device is a self-emitting device that has advantages such as a wide viewing angle, excellent contrast, a short response time, excellent brightness, driving voltage, and response speed, 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, an emitting layer, an electron transport region, and a second electrode are sequentially formed on the first electrode. Holes injected from the first electrode travel to the emitting layer via the hole transport region, and electrons injected from the second electrode travel to the emitting layer via the electron transport region. Carriers such as holes and electrons recombine in the emitting layer region to generate excitons. Light is generated as the excitons change from the excited state to the ground state. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Korean Patent Publication No. 10-2013-0119740 Summary of the Invention [Problem to be solved by the invention]

[0005] The problem to be solved by the present invention is to provide a novel heterocyclic compound and an organic light-emitting device containing the same. [Means for solving the problem]

[0006] According to one embodiment, there is provided a heterocyclic compound represented by the following formula 1: [Chemical formula 1] [ka] [Chemical formula 1a] [ka] In Formula 1 and Formula 1a, A1 is C5-C 60 Carbocyclic groups and C1-C 60 heterocyclic groups, X1 is N or C(R1), X2 is N or C(R2), X3 is N or C(R3), X4 is N or C(R4), and at least one of X1 to X4 is N; L1-L3 are independent of each other, C5-C 60 Carbocyclic groups and C1-C 60 heterocyclic groups, a1 to a3 are each independently an integer selected from 0 to 4, and when a1 is 2 or more, two or more L1s are the same or different from each other; when a2 is 2 or more, two or more L2s are the same or different from each other; and when a3 is 2 or more, two or more L3s are the same or different from each other; a2+a3≧2, When a1 is 0, *'-L1-*" is a single bond, when a2 is 0, *'-L2-*" is a single bond, when a3 is 0, *'-L3-*" is a single bond, Ar1 and Ar2 are independently C5-C 60 Carbocyclic groups and C1-C 60 heterocyclic groups, b1 and b2 are independently selected from 1 to 4; c1 is an integer selected from 0 to 10, R1 to R4 are each independently a group represented by chemical formula 1a, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C1-C 60 Alkyl groups, substituted or unsubstituted C2-C 60 Alkenyl groups, substituted or unsubstituted C2-C 60 Alkynyl groups, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C2-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C2-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C2-C 60 selected from the group consisting of heteroaryl groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), and -P(=O)(Q1)(Q2); At least one of R1 to R4 is a group represented by Chemical Formula 1a, t is an integer selected from 1 to 5; The aforementioned substituted C5-C 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted C1-C 60 Alkyl groups, substituted C2-C 60 Alkenyl groups, substituted C2-C 60 Alkynyl groups, substituted C1-C 60 Alkoxy groups, substituted C3-C 10 Cycloalkyl groups, substituted C2-C 10 Heterocycloalkyl groups, substituted C3-C10 Cycloalkenyl groups, substituted C2-C 10 Heterocycloalkenyl groups, substituted C6-C 60 Aryl groups, substituted C6-C 60 Aryloxy groups, substituted C6-C 60 Arylthio groups, substituted C2-C 60 At least one of the heteroaryl 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 groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups and C1-C 60 alkoxy groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl 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 ) C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60Alkynyl groups and C1-C 60 alkoxy groups; C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenylyl groups, and terphenylyl groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenylyl group, terphenylyl 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 ) C3-C 10 Cycloalkyl groups, C1-C 10Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, biphenylyl groups, and terphenylyl 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 ); is selected from Q1~Q3, Q 11 ~Q 13 , Q 21 ~Q 23 , and Q 31 ~Q 33 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C1-C 60 C6-C substituted with alkyl groups 60 Aryl groups, C1-C 60selected from the group consisting of heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, biphenylyl groups, and terphenylyl groups; * is the bonding site with Chemical Formula 1, *' and *" are bonding sites with adjacent groups.

[0007] According to another embodiment, there is provided an organic light-emitting device comprising: a first electrode; a second electrode facing the first electrode; and an organic layer interposed between the first electrode and the second electrode and including a light-emitting layer, wherein the organic layer comprises one or more heterocyclic compounds represented by Chemical Formula 1. [Effects of the Invention]

[0008] The heterocyclic compound of the present invention has excellent electron transporting ability, and an organic light-emitting device containing the heterocyclic compound has properties of low driving voltage, high efficiency, high luminance, and long life. [Brief explanation of the drawings]

[0009] [Figure 1] 1 is a diagram schematically illustrating a structure of an organic light emitting device according to an embodiment of the present invention. [Figure 2] 1 is a schematic diagram illustrating a structure of an organic light emitting device according to another embodiment of the present invention. [Figure 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 INVENTION

[0010] Although the present invention can be modified in various ways and can have various embodiments, specific embodiments are illustrated in the drawings and will be described in detail in the detailed description. The advantages, features, and methods of achieving the same of the present invention will become clear by referring to the embodiments described in detail below together with the drawings. However, the present invention is not limited to the embodiments disclosed below, and can be realized in various forms.

[0011] Hereinafter, an embodiment of the present invention will be described in detail with reference to the accompanying drawings. When describing with reference to the drawings, identical or corresponding components will be denoted by the same reference numerals, and redundant description thereof will be omitted.

[0012] In the following embodiments, singular expressions include plural expressions unless the context clearly indicates otherwise.

[0013] In the following embodiments, terms such as "comprise" or "have" mean that the features or components described in the specification are present, and do not preclude the possibility that one or more other features or components may be added.

[0014] In the following examples, 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. interposed between them.

[0015] In the drawings, the size of components may be exaggerated or reduced for the sake of convenience of explanation. For example, the size and thickness of each component shown in the drawings are arbitrarily shown for the sake of convenience of explanation, and the present invention is not necessarily limited to what is shown in the drawings.

[0016] In this 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 materials contained in the "organic layer" are not limited to organic materials.

[0017] The heterocyclic compound is represented by the following chemical formula 1: [Chemical formula 1] [ka] [Chemical formula 1a] [ka]

[0018] In formula 1, A1 is C5-C 60 Carbocyclic groups and C1-C 60 The heterocyclic group may be selected from the group consisting of aryl, ...

[0019] According to one embodiment, A1 is C6-C 60 Aryl groups, C2-C 60 It may be selected from the group consisting of heteroaryl groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups.

[0020] For example, A1 may be a ring structure selected from benzene, pentalene, indene, naphthalene, azulene, heptalene, indacene, acenaphthalene, fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, pyrene, chrysene, naphthacene, picene, perylene, pyrrole, thiophene, furan, silole, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, triazine, benzofuran, benzothiophene, dibenzofuran, dibenzothiophene, carbazole, benzosilole, dibenzosilole, quinoline, isoquinoline, benzimidazole, imidazopyridine, and imidazopyrimidine, but is not limited thereto.

[0021] In Chemical Formula 1, X1 is N or C(R1), X2 is N or C(R2), X3 is N or C(R3), and X4 is N or C(R4), and one or more of X1 to X4 may be N.

[0022] According to one embodiment, two or more of X1 to X4 may be N.

[0023] In another embodiment, two of X1 to X4 may be N.

[0024] For example, X1 and X2 may be N, or X1 and X3 may be N, or X1 and X4 may be N, or X2 and X3 may be N, or X2 and X4 may be N, or X3 and X4 may be N.

[0025] According to one embodiment, X1 and X3 are N; X2 is C(R2) and X4 is C(R4); One of R2 and R4 is a group represented by Chemical Formula 1-a, and the other is a substituted or unsubstituted C6-C 60 It may also be an aryl group.

[0026] According to another embodiment, X1 and X4 are N; X2 is C(R2) and X3 is C(R3), One of R2 and R3 is a group represented by chemical formula 1-a, and the other is a substituted or unsubstituted C6-C 60 It may also be an aryl group.

[0027] According to yet another embodiment, X2 and X3 are N; X1 is C(R1) and X4 is C(R4), One of R1 and R4 is a group represented by chemical formula 1-a, and the other is a substituted or unsubstituted C6-C 60 It may also be an aryl group.

[0028] According to yet another embodiment, X1 and X2 are N; X3 is C(R3) and X4 is C(R4); One of R3 and R4 is a group represented by Chemical Formula 1-a, and the other is a substituted or unsubstituted C6-C 60 It may also be an aryl group.

[0029] In Formula 1, L1 to L3 are each independently a C5-C 60 Carbocyclic groups and C1-C 60 The heterocyclic group may be selected from the group consisting of aryl, ...

[0030] According to one embodiment, L1 to L3 are, independently of one another, 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, anthracenylene group, fluoranthenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perylenylene group, pyrrolylene group, thiophenylene group, furanylene group, silolylene group, imidazo a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a triazinylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a carbazolylene group, a benzosilolylene group, a dibenzosilolylene group, a quinolinylene group, an isoquinolinylene group, a benzimidazolylene group, an imidazopyridinylene group, and an imidazopyrimidinylene group; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, C1-C 20 Alkyl groups, C1-C 20Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylene group nyl group, pyrrolyl group, thiophenyl group, furanyl group, silolyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, carbazolyl group, benzosilolyl group, dibenzosilolyl group, quinolinyl group, isoquinolinyl group, benzimidazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, -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 32a phenylene group, a pentalenylene group, an indenylene group, a naphthalenylene group, an azulenylene group, a heptalenylene group, an indacenylene group, an acenaphthalenylene 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 pyrenylene group, a chrysenylene group, a naphthacenylene group, a picenylene group, a perylenylene group, a pyrrolylene group, a thiophenylene group, or a furanylene group, a silolylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a triazinylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a carbazolylene group, a benzosilolylene group, a dibenzosilolylene group, a quinolinylene group, an isoquinolinylene group, a benzimidazolylene group, an imidazopyridinylene group, and an imidazopyrimidinylene group; Q 31 ~Q 33 are independent of each other, C1-C 20 Alkyl groups, C1-C 20 It may be selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl, naphthyl and pyridinyl groups.

[0031] For example, L2 and L3 may be, independently of each other, Phenylene, pentalenylene, indenylene, naphthalenylene, azulenylene, heptalenylene, indacenylene, acenaphthalenylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, pyrenylene, chrysenylene, naphthacenylene, picenylene, and perylenylene groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, C1-C 20 Alkyl groups, C1-C 20Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, -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 a phenylene group, a pentalenylene group, an indenylene group, a naphthalenylene group, an azulenylene group, a heptalenylene group, an indacenylene group, an acenaphthalenylene 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 pyrenylene group, a chrysenylene group, a naphthacenylene group, a picenylene group, and a perylenylene group, Q 31 ~Q 33 are independent of each other, C1-C 20 Alkyl groups, C1-C 20 It may be selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl, naphthyl and pyridinyl groups.

[0032] L2 and L3 may be different from each other.

[0033] In Chemical Formula 1 and Chemical Formula 1a, a1 to a3 are each independently an integer selected from 0 to 4; when a1 is 2 or greater, two or more L1s may be the same or different from each other; when a2 is 2 or greater, two or more L2s may be the same or different from each other; when a3 is 2 or greater, two or more L3s may be the same or different from each other; when a1 is 0, *'-L1-*" is a single bond; when a2 is 0, *'-L2-*" is a single bond; and when a3 is 0, *'-L3-*" is a single bond.

[0034] According to one embodiment, a1 may be an integer selected from 0 to 4, and a2 and a3 may be integers selected from 1 to 4, independently of each other.

[0035] In formula 1a, a2+a3≧2 may be satisfied.

[0036] According to one embodiment, a2+a3≧3. In formulas 1 and 1a, Ar1 and Ar2 are independently C5-C 60 Carbocyclic groups and C1-C 60 The heterocyclic group may be selected from the group consisting of aryl, ...

[0037] According to one embodiment, Ar1 and Ar2 are, independently of each other, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C2-C 60 It may be selected from among a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, and a substituted or unsubstituted monovalent non-aromatic fused polycyclic heterocyclic group.

[0038] For example, Ar1 and Ar2 may each independently be a substituted or unsubstituted C6-C 60 It may be selected from among aryl groups and substituted or unsubstituted monovalent non-aromatic fused polycyclic groups.

[0039] For example, Ar1 and Ar2 may be, independently of each other: benzene, pentalene, indene, naphthalene, azulene, heptalene, indacene, acenaphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, pyrene, chrysene, naphthacene, picene and perylene; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, pyrenyl group, and a ring structure selected from the group consisting of benzene, pentalene, indene, naphthalene, azulene, heptalene, indacene, acenaphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, pyrene, chrysene, naphthacene, picene, and perylene, substituted with at least one selected from the group consisting of phenyl, chrysenyl, naphthacenyl, picenyl, and perylenyl groups.

[0040] In Formula 1 and Formula 1a, b1 and b2 may be selected from 1-4 independently of each other.

[0041] In Chemical Formula 1, c1 may be an integer selected from 0 to 10.

[0042] In one embodiment, c1 may be 0.

[0043] In Chemical Formula 1, R1 to R4 are each independently a group represented by Chemical Formula 1a, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C1-C 60 Alkyl groups, substituted or unsubstituted C2-C 60 Alkenyl groups, substituted or unsubstituted C2-C 60 Alkynyl groups, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C2-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C2-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C2-C 60 and may be selected from the group consisting of a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic hetero-fused polycyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), and -P(=O)(Q1)(Q2), and at least one of R1 to R4 is a group represented by Chemical Formula 1a.

[0044] According to one embodiment, R1 to R4 may be, independently of one another, a group represented by Chemical Formula 1a and a heterocyclic compound selected from the group consisting of the following Chemical Formulas 3-1 to 3-19: [ka] [ka] Chemical formulas 3-1 to 3-19: Y 31is C(Z 35 )(Z 36 ) or Si(Z 35 )(Z 36 ) and Z 31 ~Z 36 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, C1-C 20 Alkyl groups, C1-C 20 selected from the group consisting of alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenylyl, terphenylyl, naphthyl, fluorenyl, spiro-bifluorenyl, anthracenyl, phenanthrenyl, and pyrenyl; e3 is selected from the integers 0 to 3; e4 is selected from the group consisting of integers 0 to 4; e5 is selected from the integers 0 to 5; e6 is selected from the integers 0 to 6; e7 is selected from the integers 0 to 7; e9 is selected from the integers 0 to 9, * indicates a bonding site with an adjacent atom.

[0045] For example, in chemical formulas 3-1 to 3-19, Z 31 ~Z 36 are independently hydrogen, deuterium, cyano group, C1-C 20 It may be selected from alkyl groups, phenyl groups, biphenylyl groups, terphenylyl groups, naphthyl groups, anthracenyl groups, phenanthrenyl groups and pyrenyl groups.

[0046] In Chemical Formula 1, t may be an integer selected from 1 to 5.

[0047] According to one embodiment, t may be an integer selected from 1 to 3.

[0048] According to one embodiment, chemical formula 1a may be represented by the following chemical formula 1a-1 or chemical formula 1a-2: [Chemical formula 1a-1] [ka] [Chemical formula 1a-2] [ka] L 10 , L 11 and L 12 Each of the above refers to the description of L2, Ar 21 With reference to the above description of Ar2, t refers to the above description, R 10 , R 11 and R 12 are, independently of each other, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, -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 ), R21 represents deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, C1-C 20 Alkyl groups, C1-C 20 selected from the group consisting of alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenylyl, terphenylyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl and perylenyl; f10, f11, f12 and f21 are integers selected from 0 to 10, each independently.

[0049] For example, in formulas 1a-1 and 1a-2: L 10 , L 11 and L 12 are each independently selected from the group consisting of phenylene, pentalenylene, indenylene, naphthalenylene, azulenylene, heptalenylene, indacenylene, acenaphthalenylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, pyrenylene, chrysenylene, naphthacenylene, picenylene and perylenylene; Ar 21 is selected from the group consisting of a phenylene group, a naphthalenylene group, an anthracenylene group, a pyrenylene group, a chrysenylene group, a naphthacenylene group, a picenylene group and a perylenylene group; t is an integer selected from 1 to 3; R 10 , R 11 , R 12 and R 21 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, C1-C20 Alkyl groups, C1-C 20 selected from the group consisting of alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenylyl, terphenylyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl and perylenyl; f10, f11, f12 and f21 may be integers selected from 0-10, independently of one another.

[0050] According to another embodiment, Chemical Formula 1a may be represented by Chemical Formula 1a-1-1 or Chemical Formula 1a-2-1 below. [Chemical formula 1a-1-1] [ka] [Chemical formula 1a-2-1] [ka] L 10 and L 12 Each of the above refers to the description of L2, Ar 21 With reference to the above description of Ar2, t refers to the above description, R 10 , R 11 and R 12 are, independently of each other, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, C1-C 20 Alkyl groups, C1-C 20Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, -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 ), R 21 represents deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, C1-C 20 Alkyl groups, C1-C 20 selected from the group consisting of alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenylyl, terphenylyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl and perylenyl; f10, f11, f12 and f21 may be integers selected from 0-10, independently of one another.

[0051] According to one embodiment, c1 is 0, a2 and a3 are independently selected from 1 to 4, but a2+a3 may be 2 or 3, b2 is 1, and t may be 1, 2, or 3.

[0052] The heterocyclic compound represented by Chemical Formula 1 may be selected from the following compounds 1 to 66: [ka] [ka] [ka] [ka]

[0053] The heterocyclic compound represented by Chemical Formula 1 has a heterocyclic core containing at least one N atom to which a group represented by Chemical Formula 1a is attached, thereby enhancing the electron transport properties of the heterocyclic compound. The inclusion of N in the fused ring weakens electrical stress during electron transfer, resulting in high efficiency and long life.

[0054] Furthermore, the heterocyclic compound contains at least one group represented by Chemical Formula 1a substituted with at least one cyano group, which enhances the electron transport properties and improves the hole-electron balance, resulting in high efficiency.

[0055] In addition, in the heterocyclic compound, when a2+a3≧2 and b2 is 1 to 4 in the substituent represented by Chemical Formula 1a, the compound contains a plurality of aromatic rings, which expands the conjugated structure, improves the stability of the compound, and provides a molecular structure oriented in the long axis direction, which has advantageous effects in terms of molecular orientation and provides long-life properties.

[0056] In addition, in the heterocyclic compound, L2, L3, and Ar2 in the substituent represented by chemical formula 1a are all connected by a C·C single bond, which improves the structural stability and, as a result, the life of the device.

[0057] Those skilled in the art will be able to recognize how to synthesize the heterocyclic compound represented by Chemical Formula 1 by referring to the examples below.

[0058] At least one of the heterocyclic compounds represented by Chemical Formula 1 may be used between a pair of electrodes of an organic light-emitting device. For example, the heterocyclic compound may be included in at least one of a hole transport region, an electron transport region, and an emitting layer. Alternatively, the heterocyclic compound represented by Chemical Formula 1 may be used as a capping layer material located outside a pair of electrodes of an organic light-emitting device.

[0059] Therefore, an organic light-emitting device is provided, which includes a first electrode, a second electrode facing the first electrode, an organic layer disposed between the first electrode and the second electrode and including a light-emitting layer, and one or more heterocyclic compounds represented by Chemical Formula 1.

[0060] According to one embodiment, the organic layer of the organic light emitting device may include a heterocyclic compound represented by Chemical Formula 1.

[0061] According to one embodiment, the first electrode is an anode; The second electrode is a cathode, The organic layer contains a heterocyclic compound represented by Chemical Formula 1, the organic layer further includes a hole transport region disposed between the first electrode and the light-emitting layer, and an electron transport region disposed between the light-emitting layer and the second electrode; the hole transport region includes 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 a buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0062] According to one embodiment, the electron transport region of the organic light emitting device may include a heterocyclic compound represented by Chemical Formula 1. According to another embodiment, the electron transport region may further include a metal-containing material.

[0063] According to one embodiment, the electron transport region includes an electron transport layer, and the electron transport layer may include one or more heterocyclic compounds represented by Chemical Formula 1.

[0064] According to one embodiment, the light-emitting layer is a first color light-emitting and light-emitting layer, Between the first electrode and the second electrode, i) at least one second color light emitting / emitting layer is additionally included, or ii) at least one second color light emitting / emitting layer and at least one third color light emitting / emitting layer are additionally included, the maximum emission wavelength of the first color light, the maximum emission wavelength of the second color light, and the maximum emission wavelength of the third color light are the same as or different from one another; The light source can emit mixed color light in which the first color light and the second color light are mixed together, or mixed color light in which the first color light, the second color light, and the third color light are mixed together.

[0065] According to one embodiment, there is provided an electronic device including the organic light emitting device and a thin film transistor, wherein a first electrode of the organic light emitting device is in electrical contact with one of a source electrode and a drain electrode of the thin film transistor.

[0066] In this 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 materials contained in the "organic layer" are not limited to organic materials.

[0067] [Explanation of Figure 1] 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.

[0068] Hereinafter, the structure and manufacturing method of an organic light emitting device 10 according to an embodiment of the present invention will be described with reference to FIG.

[0069] [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, which has excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and waterproofness, may be used.

[0070] The first electrode 110 may be formed by providing a first electrode material on the substrate using, for example, a deposition method or a sputtering method. When the first electrode 110 is an anode, the first electrode material may be selected from materials having a high work function to facilitate hole injection.

[0071] The first electrode 110 may be a reflective electrode, a semi-transparent electrode, or a transmissive electrode. To form the first electrode 110 as a transmissive electrode, the first electrode material may be selected from, but is not limited to, indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO), zinc oxide (ZnO), and any combination thereof. Alternatively, to form the first electrode 110 as a semi-transparent electrode or a reflective electrode, the first electrode material may be 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.

[0072] The first electrode 110 may have a single-layer structure or a multi-layer structure, for example, a three-layer structure of ITO / Ag / ITO, but is not limited thereto.

[0073] [Organic layer 150] The organic layer 150 is disposed on the first electrode 110. The organic layer 150 includes a light-emitting layer.

[0074] 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.

[0075] [Hole transport region in organic layer 150] The hole transport region can have i) a single layer structure consisting of a single layer made of a single material, ii) a single layer structure consisting of single layers made of multiple different materials, or iii) a multilayer structure having multiple layers made of multiple different materials.

[0076] The hole transport region may include at least one layer selected from a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, and an electron blocking layer.

[0077] 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 multilayer 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.

[0078] 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] [ka] [Chemical formula 201] [ka] [Chemical formula 202] [ka] In chemical formulas 201 and 202, L 201 ~L 204 are, independently of each other, substituted or unsubstituted C3-C 10 Cycloalkylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10 Cycloalkenylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkenylene group, substituted or unsubstituted C6-C 60 Arylene groups, substituted or unsubstituted C1-C 60selected from the group consisting of heteroarylene groups, substituted or unsubstituted divalent non-aromatic fused polycyclic groups, and substituted or unsubstituted divalent non-aromatic fused polycyclic heterocyclic groups; L 205 *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C1-C 20 Alkylene groups, substituted or unsubstituted C2-C 20 Alkenylene group, substituted or unsubstituted C3-C 10 Cycloalkylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10 Cycloalkenylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkenylene group, substituted or unsubstituted C6-C 60 Arylene groups, substituted or unsubstituted C1-C 60 selected from the group consisting of heteroarylene groups, substituted or unsubstituted divalent non-aromatic fused polycyclic groups, and substituted or unsubstituted divalent non-aromatic fused polycyclic heterocyclic groups; xa1 to xa4 are each independently selected from integers of 0 to 3; xa5 is selected from integers from 1 to 10; R 201 ~R 204 , and Q 201 are, independently of each other, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 It may be selected from among a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, and a substituted or unsubstituted monovalent non-aromatic fused polycyclic heterocyclic group.

[0079] For example, in formula 202, R 201 and R 202 may be optionally linked to each other via a single bond, a dimethyl methylene group, or a diphenyl methylene group; R 203 and R 204 may alternatively be linked to each other via a single bond, a dimethyl methylene group, or a diphenyl methylene group.

[0080] According to one embodiment, in formulas 201 and 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, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C1-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 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, pyridinyl group, -Si(Q 31 )(Q 32 )(Q 33 ), and -N(Q 31 )(Q 32 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, or a naphthacenylene group, each of which is substituted with at least one selected from the group consisting of groups, picenylene groups, 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; Q 31 ~Q 33 are independent of each other, C1-C 10 Alkyl groups, C1-C 10It may be selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl and naphthyl groups.

[0081] According to other embodiments, xa1 to xa4 may be 0, 1 or 2, independently of each other.

[0082] According to yet other embodiments, xa5 may be 1, 2, 3 or 4.

[0083] 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, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C1-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 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, pyridinyl group, -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, or a chrysenyl group, each of which is substituted with at least one selected from the group consisting of , naphthacenyl, picenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, thiophenyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, and pyridinyl groups; Q 31 ~Q 33 For the explanation of the above, please refer to the description in this specification.

[0084] According to yet another embodiment, in formula 201, R201 ~R 203 At least one of the 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, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C1-C 10 The alkyl group may be selected from the group consisting of phenyl groups substituted with alkyl groups, phenyl groups substituted with -F, naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, carbazolyl groups, dibenzofuranyl groups, and dibenzothiophenyl groups, each 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 is not limited thereto.

[0085] According to yet another embodiment, in Formula 202, i) R 201 and R 202 may be linked to each other via a single bond, and / or ii) R 203 and R 204 may be linked to each other via a single bond.

[0086] According to yet another embodiment, in formula 202, R 201 ~R 204 At least one of the a carbazolyl group; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C1-C10 The alkyl group may be selected from the group consisting of 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 thereto.

[0087] The compound of formula 201 may be represented by formula 201-1: [Chemical formula 201-1] [ka]

[0088] For example, the compound represented by formula 201 may be represented by, but is not limited to, formula 201-2: [Chemical formula 201-2] [ka]

[0089] As yet another example, the compound represented by formula 201 may be represented by, but is not limited to, the following formula 201-2(1): [Chemical formula 201-2(1)] [ka]

[0090] The compound of formula 201 may be represented by formula 201A: [Chemical formula 201A] [ka]

[0091] For example, the compound represented by formula 201 may be represented by, but is not limited to, the following formula 201A(1): [Chemical formula 201A(1)] [ka]

[0092] As yet another example, the compound represented by formula 201 may be represented by, but is not limited to, the following formula 201A-1: [Chemical formula 201A-1] [ka]

[0093] According to one embodiment, the compound represented by formula 202 may be represented by formula 202-1: [Chemical formula 202-1] [ka]

[0094] According to yet another embodiment, the compound represented by formula 202 may be represented by the following formula 202-1(1): [Chemical formula 202-1(1)] [ka]

[0095] Alternatively, the compound represented by formula 202 may be represented by the following formula 202A: [Chemical formula 202A] [ka]

[0096] According to yet another embodiment, the compound represented by formula 202 may be represented by formula 202A-1: [Chemical formula 202A-1] [ka]

[0097] Chemical formulas 201-1, 201-2, 201-2(1), 201A, 201A(1), 201A-1, 202-1, 202-1(1), 202A and 202A-1, L 201 ~L 203 , xa1 to xa3, xa5, and R 202 ~R 204 For a description of L 205 is selected from the group consisting of phenylene and fluorenylene groups; X 211 is O, S and N(R 211 ), X 212 is O, S and N(R 212 ), R 211 and R 212 The description of R 203 See the explanation about R 213 ~R 217 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C1-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, and naphthacenyl groups , 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.

[0098] The hole transport region may include at least one compound selected from the following compounds HT1 to HT48, but is not limited thereto: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0099] The thickness of the hole transport region may be about 10 nm to about 1,000 nm, for example, about 10 nm to about 100 nm. When 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, hole injection layer, and hole transport layer satisfy the above-mentioned ranges, satisfactory hole transport properties can be obtained without a substantial increase in driving voltage.

[0100] The light-emitting auxiliary layer compensates for the optical resonance distance depending on the wavelength of light emitted from the light-emitting layer, thereby increasing light emission efficiency, and the electron-blocking layer prevents electron injection from the electron-transporting region. The light-emitting auxiliary layer and the electron-blocking layer may contain the materials described above.

[0101] [p-dopant] In addition to the materials described above, the hole transport region may further include a charge generating material to improve conductivity. The charge generating material may be uniformly or non-uniformly dispersed within the hole transport region.

[0102] The charge generating material can be, for example, a p-dopant.

[0103] According to one embodiment, the LUMO (lowest unoccupied molecular orbital) of the p-dopant may be less than or equal to -3.5 eV.

[0104] 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.

[0105] For example, the p dopant 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 may include, but is not limited to, at least one selected from the following compounds represented by the following chemical formula 221: <hat-cn>

change

[0106] [Light-emitting layer in organic layer 150] 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 or spaced apart from each other, or 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, thereby emitting white light.

[0107] The light-emitting layer may include a host and a dopant. The dopant may include at least one of a phosphorescent dopant and a fluorescent dopant.

[0108] In the light-emitting layer, the content of the dopant may generally be selected from the range of about 0.01 parts by weight to about 15 parts by weight relative to about 100 parts by weight of the host, but is not limited thereto.

[0109] 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.

[0110] [Host in the light-emitting layer] The host may include a compound represented by the following formula 301: [Chemical formula 301] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 In chemical formula 301, Ar 301 is a substituted or unsubstituted C5-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 is a heterocyclic group, xb11 is 1, 2, or 3, L 301 is a substituted or unsubstituted C3-C 10 Cycloalkylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10 Cycloalkenylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkenylene group, substituted or unsubstituted C6-C 60 Arylene groups, substituted or unsubstituted C1-C 60 selected from the group consisting of heteroarylene groups, substituted or unsubstituted divalent non-aromatic fused polycyclic groups, and substituted or unsubstituted divalent non-aromatic fused polycyclic heterocyclic groups; xb1 is selected from integers from 0 to 5; R 301 is deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, substituted or unsubstituted C1-C 60 Alkyl groups, substituted or unsubstituted C2-C 60 Alkenyl groups, substituted or unsubstituted C2-C 60 Alkynyl groups, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups, -Si(Q 301 )(Q 302 )(Q 303 ), -N(Q 301 )(Q 302 ), -B(Q 301 )(Q 302 ), -C(=O)(Q 301 ), -S(=O)2(Q 301 ), and -P(=O)(Q 301 )(Q 302 ), xb21 is selected from integers from 1 to 5; Q 301 ~Q 303 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 It may be selected from, but is not limited to, an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, and a naphthyl group.

[0111] According to one embodiment, in formula 301, Ar 301 teeth, naphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, indenoanthracene, dibenzofuran and dibenzothiophene; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, -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 naphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluorante group, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, indenoanthracene, dibenzofuran, and dibenzothiophene; Q 31 ~Q 33 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 It may be selected from, but is not limited to, an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, and a naphthyl group.

[0112] In chemical formula 301, if xb11 is 2 or more, 2 or more Ar 301 may be linked to each other via a single bond.

[0113] According to other embodiments, the compound represented by formula 301 may be represented by formula 301-1 or 301-2: [Chemical formula 301] [ka] [Chemical formula 301-2] [ka] Chemical formulas 301-1 to 301-2: A 301 ~A 304 are, independently of one another, ring structures selected from benzene, naphthalene, phenanthrene, fluoranthene, triphenylene, pyrene, chrysene, pyridine, pyrimidine, indene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, indole, carbazole, benzocarbazole, dibenzocarbazole, furan, benzofuran, dibenzofuran, naphthofuran, benzonaphthofuran, dinaphthofuran, thiophene, benzothiophene, dibenzothiophene, naphthothiophene, benzonaphthothiophene and dinaphthothiophene, X 301 is O, S or N-[(L 304 ) xb4 -R 304 ] and R 311 ~R 314 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group -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 ), xb22 and xb23 are independently 0, 1 or 2; L 301 , xb1, R 301 , and Q 31 ~Q 33 For a description of L 302 ~L 304 The explanations for L 301 See the explanation about For the explanation of xb2 to xb4, refer to the explanation of xb1 independently. R 302 ~R 304 The explanations for R 301 See the explanation about.

[0114] For example, in formulas 301, 301-1 and 301-2, L 301 ~L 304 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, dibenzothiophenylene group, benzocarbazolylene group, dibenzocarbazolylene group, dibenzosilolylene group, pyridinylene group, imidazolylene group, pyrazolylene group, thiazolylene group , isothiazolylene groups, oxazolylene groups, isoxazolylene groups, thiadiazolylene groups, oxadiazolylene groups, pyrazinylene groups, pyrimidinylene groups, pyridazinylene groups, triazinylene groups, quinolinylene groups, isoquinolinylene groups, benzoquinolinylene groups, phthalazinylene groups, naphthyridinylene groups, quinoxalinylene groups, quinazolinylene groups, cinnolinylene groups, phenanthridinylene 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, C1-C 20 Alkyl groups, C1-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, dibenzocarbazolyl group, dibenzosilolyl group, pyridinyl group, imidazolyl group, pyrazo 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, an azacarbazolyl group, -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 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 hexacenylene 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, or 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 phenanthridinylene group, an acridinylene group, a phenanthrolinylene group, a phenazinylene group, a benzimidazolylene group, an isobenzothiazolylene group, a benzoxazolylene group, an isobenzoxazolylene group, a triazolylene group, a tetrazolylene group, an imidazopyridinylene group, an imidazopyrimidinylene group, and an azacarbazolylene group; Q 31 ~Q 33 For an explanation of this, please refer to the description in this specification.

[0115] As another example, in formulas 301, 301-1 and 301-2, R 301 ~R 304 are independent of each other, 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, dibenzocarbazolyl group, dibenzosilolyl group, pyridinyl group, imidazolyl group, pyrazolyl group , thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-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, dibenzocarbazolyl group, dibenzosilolyl group, pyridinyl group, imidazolyl group, pyrazo 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, an azacarbazolyl group, -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 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, a pentaphenyl 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, 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; Q 31 ~Q 33 For an explanation of this, please refer to the description in this specification.

[0116] As yet another example, the host may include an alkaline earth metal complex, for example, the host may be selected from the group consisting of a Be complex (e.g., compound H55 below), a Mg complex, and a Zn complex.

[0117] The host may include at least one selected from 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthylene-2-yl)anthracene (MADN), 9,10-di-(2-naphthyl)-2-t-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene (mCP), and the following compounds H1 to H55, but is not limited thereto: [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0118] [Phosphorescent dopant included in the light-emitting layer of organic layer 150] The phosphorescent dopant may include an organometallic complex represented by formula 401: [Chemical formula 401] M(L 401 ) xc1 (L 402 ) xc2 [Chemical formula 402] [ka] In chemical formulas 401 and 402, M is selected from the group consisting of iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), and thulium (Tm); L 401 is selected from the ligands represented by chemical formula 402, xc1 is 1, 2, or 3, and when xc1 is 2 or more, two or more L 401 are identical to or different from each other, L 402 is an organic ligand, xc2 is selected from integers of 0 to 4, and when xc2 is 2 or more, two or more L 402 are identical to or different from each other, X 401 ~X 404 are, independently of each other, nitrogen or carbon, X 401 and X 403 are linked via a single or double bond, and X 402 and X 404 is linked via a single or double bond, A 401 and A 402 are independent of each other, C5-C 60 Carbocyclic group or C1-C 60 is a heterocyclic group, X 405 is a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*', *-C(Q 411 )(Q 412 )-*', *-C(Q 411 )=C(Q 412 )-*', *-C(Q 411 )=*' or *=C=*' and Q 411 and Q 412 are hydrogen, deuterium, C1-C 20 Alkyl groups, C1-C 20 an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, or a naphthyl group; X 406 is a single bond, O or S, R 401 and R 402 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, a substituted or unsubstituted C1-C 20 Alkyl groups, substituted or unsubstituted C1-C 20 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups, -Si(Q 401 )(Q 402 )(Q 403 ), -N(Q 401 )(Q 402 ), -B(Q 401 )(Q 402 ), -C(=O)(Q 401 ), -S(=O)2(Q 401 ), and -P(=O)(Q 401 )(Q 402 ), and Q 401 ~Q 403 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 Alkoxy groups, C6-C 20 Aryl groups and C1-C 20 heteroaryl groups, xc11 and xc12 are each independently selected from integers of 0 to 10; In chemical formula 402, * and *' are binding sites with M in chemical formula 401.

[0119] According to one embodiment, in formula 402, A 401 and A 402 may each independently be a ring structure selected from benzene, naphthalene, fluorene, spiro-bifluorene, indene, pyrrole, thiophene, furan, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, quinoline, isoquinoline, benzoquinoline, quinoxaline, quinazoline, carbazole, benzimidazole, benzofuran, benzothiophene, isobenzothiophene, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, dibenzofuran, and dibenzothiophene.

[0120] According to another embodiment, in formula 402, i) X 401 is nitrogen and X 402 is carbon, or ii) X 401 and X 402 and may both be nitrogen.

[0121] According to yet another embodiment, in formula 402, R 401 and R 402 are independent of each other, Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups and C1-C 20 alkoxy groups; C1-C substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a phenyl group, a naphthyl group, a cyclopentyl group, a cyclohexyl group, an adamantanyl group, a norbornanyl group, and a norbornenyl group; 20 Alkyl groups and C1-C 20 alkoxy groups; cyclopentyl group, cyclohexyl group, adamantanyl group, norbornanyl group, norbornenyl group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, fluorenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, dibenzofuranyl group and dibenzothiophenyl group; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 selected from the group consisting of an alkoxy group, a cyclopentyl group, a cyclohexyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a fluorenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group cyclopentyl, cyclohexyl, adamantanyl, norbornanyl, norbornenyl, phenyl, biphenylyl, terphenylyl, naphthyl, fluorenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl groups, each substituted with at least one of the following: -Si(Q 401 )(Q 402 )(Q 403 ), -N(Q 401 )(Q 402 ), -B(Q 401 )(Q 402 ), -C(=O)(Q 401 ), -S(=O)2(Q 401 ) and -P(=O)(Q 401 )(Q 402 ); Q 401 ~Q 403 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 It may be selected from, but is not limited to, an alkoxy group, a phenyl group, a biphenylyl group, and a naphthyl group.

[0122] According to yet another embodiment, in formula 401, when xc1 is 2 or more, two or more L 401 Two of the A 401 optionally, a linking group, X 407 or two A 402 optionally, a linking group, X 408 (See Compounds PD1 to PD4 and Compound PD7 below.) 407 and X 408 are, independently of each other, a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 413 )-*', *-C(Q 413 )(Q 414 )-*' or *-C(Q 413 )=C(Q 414 )-*'(where Q 413 and Q 414 are, independently of each other, hydrogen, deuterium, C1-C 20 Alkyl groups, C1-C 20 The alkyl group may be, but is not limited to, an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, or a naphthyl group.

[0123] In chemical formula 401, L 402 may be any monovalent, divalent, or trivalent organic ligand. For example, L 402 may be selected from, but is not limited to, halogen, diketone (e.g., acetylacetonate), carboxylic acid (e.g., picolinate), —C(═O), isonitrile, —CN, and phosphorus (e.g., phosphine, phosphite).

[0124] Alternatively, the phosphorescent dopant may be selected from, for example, but not limited to, the following compounds PD1 to PD25: [ka] [ka] [ka]

[0125] [Fluorescent dopants in the light-emitting layer] The fluorescent dopant may include an arylamine compound or a styrylamine compound.

[0126] The fluorescent dopant may include a compound represented by formula 501: [Chemical formula 501] [ka] In chemical formula 501, Ar 501 is a substituted or unsubstituted C5-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 is a heterocyclic group, L 501 ~L 503 are, independently of each other, substituted or unsubstituted C3-C 10 Cycloalkylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10 Cycloalkenylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkenylene group, substituted or unsubstituted C6-C 60 Arylene groups, substituted or unsubstituted C1-C 60 selected from the group consisting of heteroarylene groups, substituted or unsubstituted divalent non-aromatic fused polycyclic groups, and substituted or unsubstituted divalent non-aromatic fused polycyclic heterocyclic groups; xd1 to xd3 are independently selected from integers of 0 to 3; R 501 and R 502 are, independently of each other, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 is selected from the group consisting of a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, and a substituted or unsubstituted monovalent non-aromatic fused polycyclic heterocyclic group; xd4 may be selected from integers from 1 to 6.

[0127] According to one embodiment, in formula 501, Ar 501 teeth, naphthalene, heptalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, indenoanthracene and indenophenanthrene; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 The ring structure may be selected from naphthalene, heptalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, indenoanthracene, and indenophenanthrene, substituted with at least one selected from alkoxy, phenyl, biphenylyl, terphenylyl, and naphthyl groups.

[0128] According to another embodiment, in formula 501, L 501 ~L 503 are independent of each other, Phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene, chrysenylene, perylenylene, pentaphenylene, hexacenylene, pentacenylene, thiophenylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilolylene, and pyridinylene groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 and substituted with at least one selected from the group consisting of an alkoxy 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, a pentaphenyl 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, and a pyridinyl group. It may also be selected from the group consisting of 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 hexacenylene 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, and a pyridinylene group.

[0129] According to yet another embodiment, in formula 501, R 501 and R 502 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, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, and pyridinyl groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy groups, phenyl groups, biphenylyl groups, terphenylyl groups, naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyrenyl groups, chrysenyl groups, perylenyl groups, pentaphenyl groups, hexacenyl groups, pentacenyl groups, thiophenyl groups, furanyl groups, carbazolyl groups, indolyl groups, isoindolyl groups, benzofuranyl groups, benzothiophenyl groups, dibenzofuranyl groups, dibenzothiophenyl groups, benzocarbazolyl groups, dibenzocarbazolyl groups, dibenzosilolyl groups, pyridinyl groups, and -Si(Q 31 )(Q 32 )(Q 33 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, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl and pyridinyl groups, Q 31 ~Q 33 is C1-C 10 Alkyl groups, C1-C 10 It may be selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl and naphthyl groups.

[0130] According to yet another embodiment, in chemical formula 501, xd4 may be 2, but is not limited thereto.

[0131] For example, the fluorescent dopant may be selected from the following compounds FD1 to FD22: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0132] Alternatively, the fluorescent dopant may be selected from the following compounds, but is not limited thereto: [ka] [ka]

[0133] [Electron transport region in organic layer 150] The electron transport region can have i) a single layer structure consisting of a single layer of a single material, ii) a single layer structure consisting of a plurality of single layers of different materials, or iii) a multilayer structure having multiple layers consisting of a plurality of different materials.

[0134] The electron transport region may include at least one layer selected from, but is not limited to, a buffer layer, a hole blocking layer, an electron modulating layer, an electron transport layer, and an electron injection layer.

[0135] For example, the electron transport region may have a structure such as, but not limited to, an electron transport layer / electron injection layer, a hole blocking layer / electron transport layer / electron injection layer, an electron modulation layer / electron transport layer / electron injection layer, or a buffer layer / electron transport layer / electron injection layer, which are stacked in this order from the light emitting layer.

[0136] 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 include a non-metal-containing compound that includes at least one π-electron deficient nitrogen-containing ring.

[0137] A "π-electron deficient nitrogen-containing ring" is a C1-C ring having at least one *-N=*' moiety. 60 It means a heterocyclic group.

[0138] For example, the "π-electron deficient nitrogen-containing ring" is i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' moiety, ii) a heteropolycyclic group in which two or more of the 5- to 7-membered heteromonocyclic groups having at least one *-N=*' moiety are fused to 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=*' moiety and at least one C5-C 60 It may also be a heteropolycyclic group in which carbocyclic groups are condensed with each other.

[0139] 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.

[0140] For example, the electron transport region may include the heterocyclic compounds described above.

[0141] As another example, the electron transport region may include a compound represented by formula 601: [Chemical formula 601] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 In chemical formula 601, Ar 601 is a substituted or unsubstituted C5-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 is a heterocyclic group, xe11 is 1, 2 or 3, L 601 is a substituted or unsubstituted C3-C 10 Cycloalkylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10 Cycloalkenylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkenylene group, substituted or unsubstituted C6-C 60 Arylene groups, substituted or unsubstituted C1-C 60 selected from the group consisting of heteroarylene groups, substituted or unsubstituted divalent non-aromatic fused polycyclic groups, and substituted or unsubstituted divalent non-aromatic fused polycyclic heterocyclic groups; xe1 is selected from integers 0 to 5, R 601 is a substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups, -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, C1-C 10 Alkyl groups, C1-C 10 an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, or a naphthyl group; xe21 is selected from integers from 1 to 5.

[0142] According to one embodiment, xe11 Ar 601 , and xe21 R 601 At least one of the groups may contain a π-electron deficient nitrogen-containing ring as described above.

[0143] According to one embodiment, in formula 601, 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, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazinethiadiazole, imidazopyridine, imidazopyrimidine and azacarbazole; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-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 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, pyrimidin, a ring structure selected from the group consisting of azine, 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; Q 31 ~Q 33 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 It may be selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl and naphthyl groups.

[0144] In chemical formula 601, if xe11 is 2 or more, 2 or more Ar 601 may be linked to each other via a single bond.

[0145] According to another embodiment, in formula 601, Ar 601 may be anthracene.

[0146] According to yet another embodiment, the compound represented by formula 601 may be represented by formula 601-1: [Chemical formula 601-1] [ka] 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 ~X 616 At least one of is N, L 611 ~L 613 are, independently of each other, L 601 See the explanation about xe611~xe613 are independent of each other, refer to the explanation for xe1, R 611 ~R 613 are, independently of each other, R 601 See the explanation about R 614 ~R 616 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 It may be selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl and naphthyl groups.

[0147] According to one embodiment, in formulas 601 and 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, dibenzothiophenylene group, benzocarbazolylene group, dibenzocarbazolylene group, dibenzosilolylene group, pyridinylene group, imidazolylene group, pyrazolylene group, thiazolylene group , isothiazolylene groups, oxazolylene groups, isoxazolylene groups, thiadiazolylene groups, oxadiazolylene groups, pyrazinylene groups, pyrimidinylene groups, pyridazinylene groups, triazinylene groups, quinolinylene groups, isoquinolinylene groups, benzoquinolinylene groups, phthalazinylene groups, naphthyridinylene groups, quinoxalinylene groups, quinazolinylene groups, cinnolinylene groups, phenanthridinylene 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, C1-C 20 Alkyl groups, C1-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, benzocarboxyl group, benzocarbazolyl 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 saccenylene 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,The alkyl group may be selected from, but is not limited to, 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 phenanthridinylene group, an acridinylene group, a phenanthrolinylene group, a phenazinylene group, a benzimidazolylene group, an isobenzothiazolylene group, a benzoxazolylene group, an isobenzoxazolylene group, a triazolylene group, a tetrazolylene group, an imidazopyridinylene group, an imidazopyrimidinylene group, and an azacarbazolylene group.

[0148] According to other embodiments, in formulas 601 and 601-1, xe1 and xe611 to xe613 may be 0, 1, or 2, independently of each other.

[0149] According to yet another embodiment, in formulas 601 and 601-1, R 601 , and R 611 ~R 613 are independent of each other, 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, dibenzocarbazolyl group, dibenzosilolyl group, pyridinyl group, imidazolyl group, pyrazolyl group a thiazolyl 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, C1-C 20 Alkyl groups, C1-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 substituted with at least one group selected from 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; 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.

[0150] The electron transport region may include at least one compound selected from the following compounds ET1 to ET36, but is not limited thereto: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0151] Alternatively, the electron transport region may include at least one compound selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq, BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), and NTAZ. [ka]

[0152] The thickness of the buffer layer, hole blocking layer, or 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, hole blocking layer, or 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.

[0153] 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, satisfactory electron transport properties can be obtained without a substantial increase in driving voltage.

[0154] The electron transport region (for example, the electron transport layer in the electron transport region) may further contain a metal-containing material in addition to the materials described above.

[0155] 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 may be selected from Li ion, Na ion, K ion, Rb ion, and Cs ion, and the metal ion of the alkaline earth metal complex may be selected from Be ion, Mg ion, Ca ion, Sr ion, and Ba ion. The ligands coordinated to the metal ions of the alkali metal complex and the alkaline earth metal complex may be independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxydiphenyloxadiazole, hydroxydiphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but are not limited thereto.

[0156] 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 ET-D2. [ka]

[0157] 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.

[0158] 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 a plurality of layers made of a plurality of different materials.

[0159] 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.

[0160] The alkali metal may be selected from the group consisting of Li, Na, K, Rb, and Cs. In one embodiment, the alkali metal may be Li, Na, or Cs. In other embodiments, the alkali metal may be, but is not limited to, Li or Cs.

[0161] The alkaline earth metal may be selected from Mg, Ca, Sr, and Ba.

[0162] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb and Gd.

[0163] The alkali metal compounds, alkaline earth metal compounds and rare earth metal compounds may be selected from oxides and halides (e.g., fluorides, chlorides, bromides, iodides, etc.) of alkali metals, alkaline earth metals and rare earth metals.

[0164] The alkali metal compound may be selected from alkali metal oxides such as LiO, CsO, and KO, and alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, and KI. According to an embodiment, the alkali metal compound may be selected from, but is not limited to, LiF, LiO, NaF, LiI, NaI, CsI, and KI.

[0165] Alkaline earth metal compounds include BaO, SrO, CaO, and 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.

[0166] The rare earth metal compound may be selected from YbF3, ScF3, ScO3, Y2O3, Ce2O3, GdF3, and TbF3. According to one embodiment, the rare earth metal compound may be selected from, but is not limited to, YbF3, ScF3, TbF3, YbI3, ScI3, and TbI3.

[0167] 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.

[0168] The electron injection layer may consist solely of the aforementioned 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 composed of the organic substance.

[0169] 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, satisfactory electron injection characteristics can be obtained without a substantial increase in driving voltage.

[0170] [Second electrode 190] A second electrode 190 is disposed on the organic layer 150. The second electrode 190 may be a cathode, which is an electron injection electrode, and materials for the second electrode 190 may be metals, alloys, electrically conductive compounds, or combinations thereof, each having a low work function.

[0171] 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 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0172] The second electrode 190 may have a single layer structure, which is a single layer, or a multi-layer structure having multiple layers.

[0173] [Explanation of Figures 2 to 4] The organic light-emitting element 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 this order, the organic light-emitting element 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 this order, and the organic light-emitting element 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 this order.

[0174] 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.

[0175] In the organic layer 150 of the organic light-emitting element 20, 40, light generated in the light-emitting layer may be 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 in the organic layer 150 of the organic light-emitting element 30, 40, light generated in the light-emitting layer may be 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.

[0176] The first capping layer 210 and the second capping layer 220 may serve to improve external light emitting efficiency according to the principle of constructive interference.

[0177] 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.

[0178] 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 a carbocyclic compound, a heterocyclic compound, an amine-based compound, a porphine derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, and an alkaline earth metal complex. The carbocyclic compound, the heterocyclic compound, and the amine-based compound may optionally be 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 embodiment, at least one of the first capping layer 210 and the second capping layer 220 may independently include an amine-based compound.

[0179] According to other embodiments, at least one of the first capping layer 210 and the second capping layer 220 may independently comprise a compound represented by Formula 201 or a compound represented by Formula 202.

[0180] According to yet another embodiment, at least one of the first capping layer 210 and the second capping layer 220 may independently contain a compound selected from the aforementioned compounds HT28 to HT33 and the following compounds CP1 to CP5, but is not limited thereto. [ka]

[0181] The organic light-emitting device has been described above with reference to FIGS. 1 to 4, but is not limited thereto.

[0182] Each layer included in the hole transport region, the light emitting layer, and the electron transport region can be formed in a predetermined region using various methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) method, ink jet printing, laser printing, and laser induced thermal imaging (LITI).

[0183] 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 vacuum deposition, the deposition conditions are, for example, a deposition temperature of about 100 to about 500° C., a deposition temperature of about 10 -8 ~about 10 -3 The degree of vacuum of torr and the deposition rate may be selected within the range of about 0.01 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.

[0184] 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 spin coating, the coating conditions may be 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 layers to be formed and the structure of the layers to be formed.

[0185] [General definition of substituents] As used herein, C1-C 60 The alkyl group refers to 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, a hexyl group, etc. In this specification, C1-C 60 The alkylene group is C1-C 60 It means a divalent group having the same structure as an alkyl group.

[0186] As used herein, C2-C 60 Alkenyl groups are C2-C 60 It means a hydrocarbon group containing one or more carbon-carbon double bonds in the middle or at the end of the alkyl group, and specific examples thereof include ethenyl, propenyl, and butenyl groups. 60 The alkenylene group is C2-C 60 It means a divalent group having the same structure as an alkenyl group.

[0187] As used herein, C2-C 60 Alkynyl groups are C2-C 60 It means a hydrocarbon group containing one or more carbon-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. In this specification, C2-C 60 The alkynylene group is C2-C 60 It means a divalent group having the same structure as an alkynyl group.

[0188] As used herein, C1-C 60 The alkoxy group is -OA. 101 (where A 101 is C1-C 60 Specific examples of the alkoxy group include methoxy, ethoxy, and isopropyloxy groups.

[0189] As used herein, C3-C 10 The cycloalkyl group means a C3-C10 monovalent saturated hydrocarbon monocyclic group, and specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, etc. 10 The cycloalkylene group is C3-C 10 It means a divalent group having the same structure as a cycloalkyl group.

[0190] As used herein, C1-C 10 Heterocycloalkyl groups are C1-C1 alkyl groups containing at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom. 10 It means a monovalent monocyclic group, and specific examples thereof include a 1,2,3,4-oxatriazolidine group, a tetrahydrofuranyl group, a tetrahydrothiophenyl group, etc. 10 The heterocycloalkylene group is C1-C 10 It means a divalent group having the same structure as a heterocycloalkyl group.

[0191] As used herein, C3-C 10 The cycloalkenyl group is C3-C 10 It means a monovalent monocyclic group that has at least one double bond in the ring but does not have aromaticity, and specific examples thereof include a cyclopentenyl group, a cyclohexenyl group, and a cycloheptenyl group. 10 The cycloalkenylene group is C3-C 10 It means a divalent group having the same structure as a cycloalkenyl group.

[0192] As used herein, C1-C 10 The heterocycloalkenyl group is a C1-C6 alkyl group containing at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom. 10 It is a monovalent monocyclic group having at least one double bond in the ring. 10 Specific examples of heterocycloalkenyl groups include a 4,5-dihydro-1,2,3,4-oxatriazolyl group, a 2,3-dihydrofuranyl group, a 2,3-dihydrothiophenyl group, and the like. 10 The heterocycloalkenylene group is a C1-C 10 It means a divalent group having the same structure as a heterocycloalkenyl group.

[0193] As used herein, C6-C 60 The aryl group is C6-C 60 means a monovalent group having a carbocyclic aromatic system, C6-C 60 The arylene group is C6-C 60 means a divalent group having a carbocyclic aromatic system. C6-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. 60 Aryl groups and C6-C 60 When the arylene group contains more than one ring, the two or more rings can be fused together.

[0194] As used herein, C1-C 60 The heteroaryl group contains at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom, and is C1-C 60 means a monovalent group having a heterocyclic aromatic system, C1-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 C1-C 60 means a divalent group having a heterocyclic aromatic system. C1-C 60 Specific examples of heteroaryl groups include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl groups. 60 Heteroaryl groups and C1-C 60 When a heteroarylene group contains more than one ring, the two or more rings may be fused together.

[0195] As used herein, C6-C 60 The aryloxy group is -OA. 102 (where A 102 is C6-C 60 aryl group), and C6-C 60 The arylthio group is -SA 103 (where A 103 is C6-C 60 aryl group).

[0196] As used herein, a monovalent non-aromatic fused polycyclic group refers to a monovalent group (e.g., having 8 to 60 carbon atoms) in which two or more rings are fused together, the ring atoms are carbon only, and the entire molecule is non-aromatic. Specific examples of monovalent non-aromatic fused polycyclic groups include a fluorenyl group. As used herein, a divalent non-aromatic fused polycyclic group refers to a divalent group having the same structure as a monovalent non-aromatic fused polycyclic group.

[0197] As used herein, a monovalent non-aromatic fused heteropolycyclic group refers to a monovalent group (e.g., having 1 to 60 carbon atoms) in which two or more rings are fused together and which contains, in addition to carbon, at least one heteroatom selected from N, O, Si, P, and S as ring-forming atoms, and the entire molecule is non-aromatic. Specific examples of monovalent non-aromatic fused heteropolycyclic groups include a carbazolyl group. As used herein, a divalent non-aromatic fused heteropolycyclic group refers to a divalent group having the same structure as a monovalent non-aromatic fused heteropolycyclic group.

[0198] As used herein, C5-C 60 A carbocyclic group refers to a monocyclic or polycyclic group having 5 to 60 carbon atoms and containing only carbon atoms as ring atoms. 60 A carbocyclic group may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. 60 A carbocyclic group may be a ring such as benzene, a monovalent group such as phenyl, or a divalent group such as phenylene. 60 Depending on the number of substituents attached to the carbocyclic group, C5-C 60 The carbocyclic group can be variously modified, such as being trivalent or tetravalent.

[0199] As used herein, C1-C 60 Heterocyclic groups are C5-C 60 It means a group that 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 (which may have 1 to 60 carbon atoms) as ring-forming atoms.

[0200] As used herein, the aforementioned substituted C5-C 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted C3-C 10 Cycloalkylene groups, substituted C1-C 10 Heterocycloalkylene groups, substituted C3-C 10 Cycloalkenylene groups, substituted C1-C 10 Heterocycloalkenylene groups, substituted C6-C 60 Arylene groups, substituted C1-C 60 Heteroarylene group, substituted divalent non-aromatic fused polycyclic group, substituted divalent non-aromatic fused polycyclic heterocyclic group, substituted C1-C 60 Alkyl groups, substituted C2-C 60 Alkenyl groups, substituted C2-C 60 Alkynyl groups, substituted C1-C 60 Alkoxy groups, substituted C3-C 10 Cycloalkyl groups, substituted C1-C 10 Heterocycloalkyl groups, substituted C3-C 10 Cycloalkenyl groups, substituted C1-C 10 Heterocycloalkenyl groups, substituted C6-C 60 Aryl groups, substituted C6-C 60 Aryloxy groups, substituted C6-C 60 Arylthio groups, substituted C1-C 60 At least one of the heteroaryl 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 groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups and C1-C 60 alkoxy groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl 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 ) C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups and C1-C 60 alkoxy groups; C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups and monovalent non-aromatic fused heteropolycyclic groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl 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 ) C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused 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, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C1-C 60 It may be selected from heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic hetero-fused polycyclic groups, biphenylyl groups, and terphenylyl groups.

[0201] 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.

[0202] In this specification, the term "biphenylyl group" means a "phenyl group substituted with a phenyl group." The term "biphenylyl group" refers to a group in which the substituent is "C6-C 60 It belongs to the "substituted phenyl group" which is an "aryl group."

[0203] In this specification, the term "terphenylyl group" means a "phenyl group substituted with a biphenylyl group." The term "terphenylyl group" refers to a group in which the substituent is "C6-C 60 C6-C substituted with aryl groups 60 It belongs to the "substituted phenyl group" which is an "aryl group."

[0204] In this specification, unless otherwise defined, * and *' refer to bonding sites between adjacent atoms in the chemical formula. [Example]

[0205] The compound and organic light-emitting device according to one embodiment of the present invention will be described in more detail below with reference to synthesis examples and examples. In the synthesis examples below, when the expression "B was used instead of A" is used, the molar equivalents of A and B are the same.

[0206] Synthesis Example 1: Synthesis of Compound 1 [ka]

[0207] (1) Synthesis of Sub1-1 A mixture of 4'-iodo-[1,1'-biphenyl]-4-carbonitrile (3.0 g, 10 mmol), (4-bromonaphthalen-1-yl)boronic acid (2.0 g, 8 mmol), Pd(PPh3)4 (0.46 g, 0.4 mmol), K2CO3 (4.2 g, 30 mmol), toluene, and water was heated to reflux at 120°C for 12 hours. After the reaction was complete, the mixture was diluted with distilled water at room temperature and extracted with methylene chloride and water. The organic layer was dried over MgSO4 and concentrated. The resulting compound was passed through a silica gel column and recrystallized to obtain 1.6 g of Sub1-1 (yield: 52%).

[0208] (2) Synthesis of Sub1-2 Sub1-1 (1.5 g, 4 mmol) was dissolved in tetrahydrofuran (THF), the temperature of the reaction mixture was lowered to -78°C, and n-BuLi (2.5 M in hexane) (0.4 g, 6 mmol) was slowly added dropwise. The reaction mixture was stirred for 30 minutes. The temperature of the reaction mixture was then lowered to -78°C, and triisopropyl borate (1.5 g, 8 mmol) was added dropwise. After stirring at room temperature, the mixture was diluted with water and then 2N HCl was added. Upon completion of the reaction, the mixture was extracted with ethyl acetate and water. The organic layer was dried over MgSO4 and concentrated. The resulting organic matter was passed through a silica gel column and recrystallized to obtain 0.9 g of Sub1-2 (yield: 64%).

[0209] (3) Synthesis of Compound 1 Sub1-2 (0.9 g, 2.57 mmol), 2-chloro-4-phenylquinazoline (0.8 g, 3.3 mmol), Pd(PPh3)4 (0.46 g, 0.4 mmol), K2CO3 (4.2 g, 30 mmol), toluene, and water were mixed and heated to reflux at 120 °C for 12 hours. After the reaction was completed, the mixture was diluted with distilled water at room temperature and extracted with methylene chloride and water. The organic layer was dried over MgSO4 and concentrated. The resulting compound was passed through a silica gel column and recrystallized to obtain 0.6 g of compound 1 (MS: [M+H] + =510, yield 46%).

[0210] Synthesis Example 2: Synthesis of Compound 2 [ka]

[0211] (1) Synthesis of Compound 2 Compound 2 was synthesized in the same manner as compound 1, except that 4-([1,1'-biphenyl]-4-yl)-2-bromoquinazoline (1.2 g, 3.3 mmol) was used instead of 2-chloro-4-phenylquinazoline, to obtain 0.6 g (MS: [M+H] + =586, yield 38%).

[0212] Synthesis Example 3: Synthesis of Compound 3 [ka]

[0213] (1) Synthesis of Compound 3 Compound 3 was synthesized in the same manner as compound 1, except that 2-bromo-4-(naphthalen-2-yl)quinazoline (1.1 g, 3.3 mmol) was used instead of 2-chloro-4-phenylquinazoline, and 0.7 g (MS: [M+H] + =560, yield 49%).

[0214] Synthesis Example 4: Synthesis of Compound 7 [ka]

[0215] (1) Synthesis of Compound 7 Compound 7 was synthesized in a similar manner to that of compound 1, except that 2-bromo-4-(phenyl-d5)quinazoline (1.0 g, 3.3 mmol) was used instead of 2-chloro-4-phenylquinazoline, to give 0.7 g (MS: [M+H] + =515, yield 51%).

[0216] Synthesis Example 5: Synthesis of Compound 10 [ka]

[0217] (1) Synthesis of Sub10-1 2-Chloro-4-phenylquinazoline (1.9 g, 8 mmol), 1,4-phenylenediboronic acid (1.6 g, 10 mmol), Pd(PPh3)4 (0.46 g, 0.4 mmol), K2CO3 (4.2 g, 30 mmol), toluene, and water were mixed and heated to reflux at 120°C for 12 hours. After the reaction was complete, the mixture was diluted with distilled water at room temperature and extracted with methylene chloride and water. The organic layer was dried over MgSO4 and concentrated. The resulting compound was passed through a silica gel column and recrystallized to obtain 1.6 g of Sub10-1 (60% yield).

[0218] (2) Synthesis of Compound 10 Sub1-1 (1.5 g, 4 mmol), Sub10-1 (1.6 g, 4.8 mmol), Pd(PPh3)4 (0.46 g, 0.4 mmol), K2CO3 (4.2 g, 30 mmol), toluene, and water were mixed and heated to reflux at 120 °C for 12 hours. After the reaction was completed, the mixture was diluted with distilled water at room temperature and extracted with methylene chloride and water. The organic layer was dried over MgSO4 and concentrated. The resulting compound was passed through a silica gel column and recrystallized to obtain 0.65 g of compound 10 (MS: [M+H] + =586, yield 28%).

[0219] Synthesis Example 6: Synthesis of Compound 12 [ka]

[0220] (1) Synthesis of Sub12-1 Sub12-1 (1.4 g, 45% yield) was obtained by synthesizing it in the same manner as Sub10-1, except that 2-bromo-4-(naphthalen-2-yl)quinazoline (2.7 g, 8 mmol) was used instead of 2-chloro-4-phenylquinazoline.

[0221] (2) Synthesis of Compound 12 Compound 12 was synthesized in the same manner as compound 10, except that Sub12-1 (1.4 g, 3.6 mmol) was used instead of Sub10-1, to obtain 0.73 g of compound 12 (MS: [M+H]+ = 536, yield 32%).

[0222] Synthesis Example 7: Synthesis of Compound 31 [ka]

[0223] (1) Synthesis of Sub31-1 Sub1-2 (3.5 g, 10 mmol), 2,4-dichloroquinazoline (2.0 g, 10 mmol), Pd(PPh3)4 (0.46 g, 0.4 mmol), K2CO3 (4.2 g, 30 mmol), toluene, and water were mixed and heated to reflux at 120°C for 12 hours. After the reaction was complete, the mixture was diluted with distilled water at room temperature and extracted with methylene chloride and water. The organic layer was dried over MgSO4 and concentrated. The resulting compound was passed through a silica gel column and recrystallized to give 1.9 g of Sub31-1 (41% yield).

[0224] (2) Synthesis of Compound 31 Sub31-1 (1.9 g, 4.1 mmol), phenylboronic acid (0.6 g, 5 mmol), Pd(PPh3)4 (0.46 g, 0.4 mmol), K2CO3 (4.2 g, 30 mmol), toluene, and water were mixed and heated to reflux at 120 °C for 12 hours. After the reaction was completed, the mixture was diluted with distilled water at room temperature and extracted with methylene chloride and water. The organic layer was dried over MgSO4 and concentrated. The resulting compound was passed through a silica gel column and recrystallized to obtain 0.8 g of compound 31 (MS: [M+H] + =510, yield 39%).

[0225] Synthesis Example 8: Synthesis of Compound 34 [ka]

[0226] (1) Synthesis of Compound 34 Compound 34 was synthesized in the same manner as compound 31, except that naphthalen-1-ylboronic acid (0.86 g, 5 mmol) was used instead of phenylboronic acid, and 0.62 g (MS: [M+H] + =560, yield 27%).

[0227] Synthesis Example 9: Synthesis of Compound 35 [ka]

[0228] (1) Synthesis of Compound 35 Compound 35 was synthesized in the same manner as compound 31, except that (4-(naphthalen-1-yl)phenyl)boronic acid (1.24 g, 5 mmol) was used instead of phenylboronic acid, and 0.73 g (MS: [M+H] + =636, yield 28%).

[0229] Synthesis Example 10: Synthesis of Compound 55 [ka]

[0230] (1) Synthesis of Compound 55 Compound 55 was synthesized in the same manner as compound 1, except that 2-bromo-3-phenylquinoxaline (1.43 g, 5 mmol) was used instead of 2-chloro-4-phenylquinazoline, and 0.4 g (MS: [M+H] + =510, yield 19%).

[0231] Those skilled in the art will be able to easily recognize how to synthesize compounds other than those in the synthesis examples by referring to the synthesis routes and raw materials described above.

[0232] Example 1 The anode is Corning 15 Ω / cm 2 A (120 nm) ITO glass substrate was cut to a size of 50 mm × 50 mm × 0.5 mm, and ultrasonically cleaned using isopropyl alcohol and pure water for 15 minutes each, and then cleaned by irradiating with ultraviolet light and exposing to ozone for 30 minutes, and then the glass substrate was placed in a vacuum deposition apparatus.

[0233] A known substance, HT1, was vacuum-deposited on top of the substrate to form a first hole-transporting layer with a thickness of 120 nm. Next, a hole-transporting compound, HT2, was vacuum-deposited to a thickness of 10 nm to form a second hole-transporting layer.

[0234] On the second hole transport layer, BH and BD were co-deposited in a weight ratio of 97:3 to form a 20 nm thick light-emitting layer.

[0235] Next, Compound 1 was deposited to a thickness of 30 nm on the light-emitting layer as a first electron transport layer, and then Liq, an alkali metal halide, was deposited to a thickness of 1 nm on the electron transport layer as an electron injection layer, and Mg / Ag was vacuum-deposited to a thickness of 10 nm to form an electrode, thereby producing an organic light-emitting device. [ka]

[0236] Examples 2 to 13 and Comparative Examples 1 to 5 An organic light emitting device was fabricated in the same manner as in Example 1, except that the compound shown in Table 2 below was used instead of Compound 1 when forming the first electron transport layer.

[0237] Evaluation example 1 For the organic light-emitting devices fabricated in the above-described Examples 1 to 13 and Comparative Examples 1 to 5, the device efficiency when driven at a current density of 10 mA / cm2 and the time until the initial luminance at a current density of 10 mA / cm2 was reduced by 90% were measured, and the results are shown in Table 1 below. - Brightness: Power was supplied using a current / voltage meter (Kethley SMU 236) and measured using a luminance meter PR650. - Efficiency: Power was supplied via a current / voltage meter (Kethley SMU 236) and measured using a luminance meter PR650. [Table 1] [ka]

[0238] It can be seen from Table 1 that when the compound of the present invention is used as an electron transport layer material, it has high luminous efficiency and long life properties compared to when the compounds of Comparative Examples 1 to 5 are used.

[0239] Although the present invention has been described with reference to synthesis examples and examples, these are merely illustrative, and a person skilled in the art of the present invention will understand that various modifications and equivalent embodiments are possible therefrom. Therefore, the true technical scope of protection of the present invention is defined by the technical spirit of the claims. [Explanation of symbols]

[0240] 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

1. A first electrode; a second electrode facing the first electrode; an organic layer interposed between the first electrode and the second electrode and including a light-emitting layer; An organic light-emitting device comprising one or more heterocyclic compounds represented by the following chemical formula 1: [Chemical formula 1] 【Chemistry 1】 [Chemical formula 1a] 【Chemistry 2】 In the formula 1 and the formula 1a, A １ is C ５ -C ６０ Carbocyclic groups and C １ -C ６０ heterocyclic groups, X １ is N or C(R １ ) and X ２ is N or C(R ２ ) and X ３ is N or C(R ３ ) and X ４ is N or C(R ４ ) wherein X １ ~The above X ４ two or more of are N; L2 to L ３ are, independently of each other, C ５ -C ６０ Carbocyclic groups and C １ -C ６０ heterocyclic groups, a2 and a3 are each independently an integer selected from 0 to 4, and when a2 is 2 or more, two or more L ２ are the same or different from each other, and when a3 is 2 or more, ３ are identical to or different from each other, a2+a3≧2, If a2 is 0, *'-L ２ -*" is a single bond, and when a3 is 0, *'-L ３ -*" is a single bond, Ar2 are each independently C ５ -C ６０ Carbocyclic groups and C １ -C ６０ heterocyclic groups, b2 are independently selected from 1 to 4; c1 is 0, R １ ~R ４ are each independently a group represented by the chemical formula 1a, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, 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 ２ -C １０ Heterocycloalkyl groups, substituted or unsubstituted C ３ -C １０ Cycloalkenyl group, substituted or unsubstituted C ２ -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 ２ -C ６０ a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q １ ) (Q ２ ) (Q ３ ), -N(Q １ ) (Q ２ ), -B(Q １ ) (Q ２ ), -C(=O)(Q １ ), -S(=O) ２ (Q １ ), and -P(=O)(Q １ ) (Q ２ ) and The R １ ~ The above R ４ at least one of the groups is a group represented by formula 1a, t is an integer selected from 1 to 5; The aforementioned substituted C ５ -C ６０ Carbocyclic groups, substituted C １ -C ６０ Heterocyclic groups, substituted C １ -C ６０ Alkyl groups, substituted C ２ -C ６０ Alkenyl groups, substituted C ２ -C ６０ Alkynyl group, substituted C １ -C ６０ Alkoxy groups, substituted C ３ -C １０ Cycloalkyl groups, substituted C ２ -C １０ Heterocycloalkyl groups, substituted C ３ -C １０ Cycloalkenyl group, substituted C ２ -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 ２ -C ６０ At least one of the heteroaryl 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, C １ -C ６０ Alkyl group, C ２ -C ６０ Alkenyl group, C ２ -C ６０ Alkynyl group and C １ -C ６０ an alkoxy group; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono 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, 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 C) １ -C ６０ Alkyl group, C ２ -C ６０ Alkenyl group, C ２ -C ６０ Alkynyl group and C １ -C ６０ an 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 groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenylyl groups, and terphenylyl 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 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, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenylyl group, terphenylyl 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 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 groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, biphenylyl groups, and terphenylyl 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 ); is selected from Q １ ~The above Q ３ , the Q １１ ~The above Q １３ , the Q ２１ ~The above Q ２３ , and the Q ３１ ~The above 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 １ -C ６０ C substituted with alkyl group ６ -C ６０ Aryl group, C １ -C ６０ selected from the group consisting of heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, biphenylyl groups, and terphenylyl groups; * is a binding site with Chemical Formula 1, *' and *" are bonding sites with adjacent groups, The chemical formula 1a is represented by the following chemical formula 1a-1-1 or 1a-2-1: [Chemical formula 1a-1-1] 【Transformation 3】 [Chemical formula] 1a-2-1 【Chemistry 4】 In the above Chemical Formula 1a-1-1 and Chemical Formula 1a-2-1, For each of L 10 and L 12 , see the description of L 2 ; For Ar 21 , see the description of Ar 2 ; The t is as defined above, R 10 , R 11 and R 12 each independently represent deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, 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 pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, —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 ); R 21 is selected from the group consisting of deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, 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 pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, and a perylenyl group; f10, f11, f12 and f21 are each independently an integer selected from 0 to 10.

2. the first electrode is an anode; the second electrode is a cathode; the organic layer contains one or more heterocyclic compounds; the organic layer further includes a hole transport region interposed between the first electrode and the light emitting layer, and an electron transport region interposed between the light emitting layer and the second electrode; the hole transport region includes a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, or any combination thereof; The organic light-emitting device of claim 1 , wherein the electron transport region comprises a hole-blocking layer, an electron-transporting layer, an electron-injecting layer, or any combination thereof.

3. The organic light-emitting device according to claim 2 , wherein the electron transport region comprises the heterocyclic compound.

4. The organic light-emitting device of claim 3 , wherein the electron transport region further comprises a metal-containing material.

5. The organic light-emitting device according to claim 2 , wherein the electron transport region includes an electron transport layer, and the electron transport layer includes one or more of the heterocyclic compounds.

6. the light-emitting layer is a first color light-emitting / light-emitting layer; between the first electrode and the second electrode, i) at least one second color light emitting / emitting layer is additionally included, or ii) at least one second color light emitting / emitting layer and at least one third color light emitting / emitting layer are additionally included, a maximum emission wavelength of the first color light, a maximum emission wavelength of the second color light, and a maximum emission wavelength of the third color light are the same as or different from one another; The organic light emitting device of claim 1 , wherein mixed color light obtained by mixing the first color light and the second color light or mixed color light obtained by mixing the first color light, the second color light, and the third color light is emitted.

7. A heterocyclic compound represented by the following chemical formula 1: [Chemical formula 1] 【Transformation 5】 [Chemical formula 1a] 【Transformation 6】 In the formula 1 and the formula 1a, A １ is C ５ -C ６０ Carbocyclic groups and C １ -C ６０ heterocyclic groups, X １ is N or C(R １ ) and X ２ is N or C(R ２ ) and X ３ is N or C(R ３ ) and X ４ is N or C(R ４ ) wherein X １ ~The above X ４ two or more of are N; L2 to L ３ are, independently of each other, C ５ -C ６０ Carbocyclic groups and C １ -C ６０ heterocyclic groups, a2 and a3 are each independently an integer selected from 0 to 4, and when a2 is 2 or more, L ２ are the same or different from each other, and when a3 is 2 or more, ３ are identical to or different from each other, a2+a3≧2, If a2 is 0, *'-L ２ -*" is a single bond, and when a3 is 0, *'-L ３ -*" is a single bond, Ar2 are each independently C ５ -C ６０ Carbocyclic groups and C １ -C ６０ heterocyclic groups, b2 are independently selected from 1 to 4; c1 is 0, R １ ~R ４ are each independently a group represented by the chemical formula 1a, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, 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 ２ -C １０ Heterocycloalkyl groups, substituted or unsubstituted C ３ -C １０ Cycloalkenyl group, substituted or unsubstituted C ２ -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 ２ -C ６０ a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q １ ) (Q ２ ) (Q ３ ), -N(Q １ ) (Q ２ ), -B(Q １ ) (Q ２ ), -C(=O)(Q １ ), -S(=O) ２ (Q １ ), and -P(=O)(Q １ ) (Q ２ ) and The R １ ~ The above R ４ at least one of the groups is a group represented by formula 1a, t is an integer selected from 1 to 5; The aforementioned substituted C ５ -C ６０ Carbocyclic groups, substituted C １ -C ６０ Heterocyclic groups, substituted C １ -C ６０ Alkyl groups, substituted C ２ -C ６０ Alkenyl groups, substituted C ２ -C ６０ Alkynyl group, substituted C １ -C ６０ Alkoxy groups, substituted C ３ -C １０ Cycloalkyl groups, substituted C ２ -C １０ Heterocycloalkyl groups, substituted C ３ -C １０ Cycloalkenyl group, substituted C ２ -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 ２ -C ６０ At least one of the heteroaryl 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, amide group hydrazino group, hydrazono group, C １ -C ６０ Alkyl group, C ２ -C ６０ Alkenyl group, C ２ -C ６０ Alkynyl group and C １ -C ６０ an alkoxy group; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono 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, 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 C) １ -C ６０ Alkyl group, C ２ -C ６０ Alkenyl group, C ２ -C ６０ Alkynyl group and C １ -C ６０ an 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 groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenylyl groups, and terphenylyl 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 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, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenylyl group, terphenylyl 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 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 groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, biphenylyl groups, and terphenylyl 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 ); is selected from Q １ ~The above Q ３ , the Q １１ ~The above Q １３ , the Q ２１ ~The above Q ２３ , and the Q ３１ ~The above 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 １ -C ６０ C substituted with alkyl group ６ -C ６０ Aryl group, C １ -C ６０ selected from the group consisting of heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, biphenylyl groups, and terphenylyl groups; * is a binding site with Chemical Formula 1, *' and *" are bonding sites with adjacent groups, The chemical formula 1a is represented by the following chemical formula 1a-1-1 or 1a-2-1: [Chemical formula 1a-1-1] 【Transformation 7】 [Chemical formula] 1a-2-1 【Transformation 8】 In the above Chemical Formula 1a-1-1 and Chemical Formula 1a-2-1, For each of L 10 and L 12 , see the description of L 2 ; For Ar 21 , see the description of Ar 2 ; The t is as defined above, R 10 , R 11 and R 12 each independently represent deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, 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 pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, —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 ); R 21 is selected from the group consisting of deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, 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 pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, and a perylenyl group; f10, f11, f12 and f21 are each independently an integer selected from 0 to 10.

8. The above A １ are benzene, pentalene, indene, naphthalene, azulene, heptalene, indacene, acenaphthalene, fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene group, anthracene, fluoranthene, pyrene, chrysene, naphthene, 8. The heterocyclic compound according to claim 7, wherein the ring structure is selected from the group consisting of acene, picene, perylene, pyrrole, thiophene, furan, silole, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, triazine, benzofuran, benzothiophene, dibenzofuran, dibenzothiophene, carbazole, benzosilole, dibenzosilole, quinoline, isoquinoline, benzimidazole, imidazopyridine, and imidazopyrimidine.

9. X １ and X ３ is N, X ２ is C(R ２ ) and X ４ is C(R ４ ) and R ２ and R ４ one of which is a group represented by the above formula 1-a, and the other is a substituted or unsubstituted C ６ -C ６０ The heterocyclic compound according to claim 7, which is an aryl group.

10. X １ and X ４ is N, X ２ is C(R ２ ) and X ３ is C(R ３ ) and R ２ and R ３ one of which is a group represented by the above formula 1-a, and the other is a substituted or unsubstituted C ６ -C ６０ The heterocyclic compound according to claim 7 , which is an aryl group.

11. L ２ and L ３ The heterocyclic compound according to claim 7 , wherein are different from each other.

12. L 2 to L ３ are independent of each other, Phenylene group, pentalenylene group, indenylene group, naphthalenylene group, azulenylene group, heptalenylene group, indacenylene group, acenaphthalenylene group, fluorenylene group, spiro-bifluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perylenylene group, pyrrolylene group, thiophenylene group, furanylene group, silolylene group, isopropyl group, a midazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a triazinylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a carbazolylene group, a benzosilolylene group, a dibenzosilolylene group, a quinolinylene group, an isoquinolinylene group, a benzimidazolylene group, an imidazopyridinylene group, and an imidazopyrimidinylene group; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano 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, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylene group nyl group, pyrrolyl group, thiophenyl group, furanyl group, silolyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, carbazolyl group, benzosilolyl group, dibenzosilolyl group, quinolinyl group, isoquinolinyl group, benzimidazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, -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 a phenylene group, a pentalenylene group, an indenylene group, a naphthalenylene group, an azulenylene group, a heptalenylene group, an indacenylene group, an acenaphthalenylene 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 pyrenylene group, a chrysenylene group, a naphthacenylene group, a picenylene group, a perylenylene group, a pyrrole group, a thiophenylene group, a furanylene group, a cysteine ​​... a rolylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a triazinylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a carbazolylene group, a benzosilolylene group, a dibenzosilolylene group, a quinolinylene group, an isoquinolinylene group, a benzimidazolylene group, an imidazopyridinylene group, and an imidazopyrimidinylene group; Q ３１ ~Q ３３ are, independently of each other, C １ -C ２０ Alkyl group, C １ -C ２０ 8. The heterocyclic compound according to claim 7, wherein the heterocyclic group is selected from the group consisting of an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, and a pyridinyl group.

13. L ２ and L ３ are independent of each other, Phenylene group, pentalenylene group, indenylene group, naphthalenylene group, azulenylene group, heptalenylene group, indacenylene group, acenaphthalenylene group, fluorenylene group, spiro-bifluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picene group and perylenylene group; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano 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, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, -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 phenylene, pentalenylene, indenylene, naphthalenylene, azulenylene, heptalenylene, indacenylene, acenaphthalenylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, pyrenylene, chrysenylene, naphthacenylene, picenylene and perylenylene groups, each substituted with at least one selected from the group consisting of Q ３１ ~Q ３３ are, independently of each other, C １ -C ２０ Alkyl group, C １ -C ２０ 8. The heterocyclic compound according to claim 7, wherein the heterocyclic group is selected from the group consisting of an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, and a pyridinyl group.

14. Ar2 is, independently of each other, benzene, pentalene, indene, naphthalene group, azulene, heptalene, indacene, acenaphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, pyrene, chrysene, naphthacene, picene group and perylene; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, C １ -C ２０ Alkyl group, C １ -C ２０ Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group a cyclopentenyl group, a cyclohexenyl group, 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 pyrenyl group, benzene, pentalene, indene, naphthalene, azulene, heptalene, indacene, acenaphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, pyrene, chrysene, naphthacene, picene, and perylene substituted with at least one selected from a lycenyl group, a naphthacenyl group, a picenyl group, and a perylenyl group; The heterocyclic compound according to claim 7, wherein the ring structure is selected from the following:

15. Two of X 1 to X 4 are N, The R １ ~ The above R ４ one of which is a group represented by formula 1a, The heterocyclic compound according to claim 7, wherein one of R 1 to R 4 is selected from the following formulas 3-1 to 3-19: 【Chemistry 9】 【Chemistry 10】 In the chemical formulas 3-1 to 3-19, Y ３１ is C(Z ３５ ) (Z ３６ ) or Si(Z ３５ ) (Z ３６ ) and Z ３１ ~Z ３６ are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, C １ -C ２０ Alkyl group, C １ -C ２０ selected from the group consisting of alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenylyl, terphenylyl, naphthyl, fluorenyl, spiro-bifluorenyl, anthracenyl, phenanthrenyl and pyrenyl; e3 is selected from the group consisting of integers 0 to 3; e4 is selected from the group consisting of integers from 0 to 4; e5 is selected from the group consisting of integers from 0 to 5; e6 is selected from the integers 0 to 6; e7 is selected from the integers 0 to 7; e9 is selected from the integers 0 to 9; * indicates a bonding site with an adjacent atom.

16. c1 is 0, a2 and a3 are independently selected from 1 to 4, provided that a2+a3 is 2 or 3; b2 is 1, 8. The heterocyclic compound according to claim 7, wherein t is 1, 2, or 3.

17. A heterocyclic compound selected from the following compounds 1 to 66: 【Chemistry 11】 【Chemistry 12】 【Chemistry 13】 【Chemistry 14】

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