Organic light-emitting device including an amine compound

Abstract

To provide an amine-based compound that can achieve low driving voltage, high efficiency, long lifespan and high maximum quantum efficiency and an organic light-emitting device including the same.SOLUTION: The present invention discloses an amine compound, one example of which is the compound 10 illustrated below. Also disclosed is an organic light-emitting device including a first electrode, a second electrode opposite the first electrode, and an organic layer that is disposed between the first electrode and the second electrode and includes a light-emitting layer, where the organic layer includes at least one amine compound.SELECTED DRAWING: Figure 1

Description

[Technical field]

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

[0002] An organic light emitting device is a self-emitting device, which is different from conventional devices. Compared to conventional LCDs, LCDs not only have a wider viewing angle and better contrast, but also a shorter response time, and are excellent in terms of luminance, driving voltage and response speed, and can be made multicolor.

[0003] An organic light emitting device may have a structure in which a first electrode is disposed on a substrate, and a hole transport region, a light emitting layer, an electron transport region, and a second electrode are sequentially disposed on the first electrode. Holes injected from the first electrode move to the light emitting layer via the hole transport region, and electrons injected from the second electrode move to the light emitting layer via the electron transport region. Carriers such as holes and electrons recombine in the light emitting layer region to generate excitons. When the excitons transition from an excited state to a ground state, When this happens, light is emitted. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Patent No. 5145717 Summary of the Invention [Problem to be solved by the invention]

[0005] An object of the present invention is to provide an amine-based compound capable of realizing low driving voltage, high efficiency, long life and high maximum quantum efficiency, and an organic light-emitting device including the same. [Means for solving the problem]

[0006] According to one embodiment, there is provided an amine-based compound represented by the following Formula 1 and Formula 2: [ka] In Chemical Formula 1 and Chemical Formula 2, Ar 1 , Ar 2 , L 1 and L 2 are each independently a substituted or unsubstituted C 5 -C 60 Carbocyclic groups and substituted or unsubstituted C 2 -C 60 heterocyclic groups, a1 and a2 are each independently selected from integers of 0 to 5. When a1 is 2 or more, L 1 may be the same or different, and when a2 is 2 or more, 2 or more L 2 may be the same or different from each other, If a1 is 0, then *-(L 1 ) a1 -*' is a single bond, and when a2 is 0, *-(L 2 ) a2 -*' is a single bond, R 1 ~R 10 are each independently a group represented by chemical formula 2, 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 C 1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C 60 Alkynyl groups, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10Cycloalkyl groups, substituted or unsubstituted C 2 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 2 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio groups, substituted or unsubstituted C 1 -C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non non-aromatic condensed heteropolycyclic group, -Si (Q 1 )(Q 2 )(Q 3 ), -B(Q 1 )(Q 2 ), -C(=O)(Q 1 ), -P(=O)(Q 1 )(Q 2 ), -P(=S)(Q 1 )(Q 2 ), -S(=O)(Q 1 )(Q 2 ), and -S(=O) 2 (Q 1 )(Q 2 ), R 1 ~R 10 one of which is a group represented by chemical formula 2: R 11 and R 12 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, Hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, substituted or unsubstituted C1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C 60 Alkynyl groups, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 2 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 2 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio groups, substituted or unsubstituted C 1 -C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups, -Si(Q 1 )(Q 2 )(Q 3 ), -B(Q 1 )(Q 2 ), -C(=O)(Q 1 ), -P(=O)(Q 1 )(Q 2 ), -P(=S)(Q 1 )(Q 2 ), -S(=O)(Q 1 )(Q 2 ), and -S(=O) 2 (Q 1 )(Q 2 ), b1 and b2 are each independently selected from an integer of 1 to 10. When b1 is 2 or more, R 11may be the same or different, and when b2 is 2 or more, R 12 may be the same or different from each other, The substituted C 5 -C 60 Carbocyclic groups, substituted C 2 -C 60 Heterocyclic groups, substituted C 1 -C 60 Alkyl groups, substituted C 2 -C 60 Alkenyl groups, substituted C 2 -C 60 Alkynyl groups, substituted C 1 -C 60 Alkoxy groups, substituted C 3 -C 10 Cycloalkyl groups, substituted C 1 -C 10 Heterocycloalkyl groups, substituted C 3 -C 10 Cycloalkenyl groups, substituted C 1 -C 10 Heterocycloalkenyl Groups, Substituted C 6 -C 60 Aryl groups, substituted C 6 -C 60 Aryloxy groups, substituted C 6 -C 60 Arylthio groups, substituted C 1 -C 60 Heteroaryl Groups, Substituted C 1 -C 60 The substituents on the heteroaryloxy group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed polycyclic group are Deuterium (-D), -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 groups and C 1 -C 60 Alkoxy groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) replaced with at least one selected from 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl groups and C 1 -C 60 Alkoxy groups; C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) replaced with at least one selected from 3 - C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C1 -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 and monovalent non-aromatic condensed heteropolycyclic groups; and -Si(Q 31 )(Q 32 )(Q 33 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ); Q 1 ~Q 3 , Q 11 ~Q 13 , Q 21 ~Q 23 , and Q 31 ~Q 33 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 1 -C 60is selected from the group consisting of a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group; * indicates the bond position.

[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 disposed between the first electrode and the second electrode and including a light-emitting layer, wherein the organic layer comprises one or more of the amine-based compounds. Effect of the Invention

[0008] The organic light emitting device including the amine compound of the present invention can have a low driving voltage, high efficiency, long life, and high maximum quantum efficiency. [Brief description of the drawings]

[0009] [Figure 1] 1 is a schematic diagram illustrating a structure of an organic light emitting device according to an embodiment. [Diagram 2] 1 is a schematic diagram illustrating a structure of an organic light emitting device according to an embodiment. [Diagram 3] 1 is a schematic diagram illustrating a structure of an organic light emitting device according to an embodiment. [Figure 4] 1 is a schematic diagram illustrating a structure of an organic light emitting device according to an embodiment. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0010] The present invention can be modified in various ways and can have various embodiments, but in the following, a specific embodiment will be illustrated in the drawings and described in detail. The effects, features, and methods of achieving 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 attached drawings. When describing with reference to the drawings, the same or corresponding components are denoted by the same reference numerals, and duplicate descriptions related thereto will be omitted.

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

[0013] In the following description, the terms "comprise" or "have" mean the presence of features or components described in the specification, without precluding the possibility that one or more other features or components may also be added.

[0014] In the following description, a part such as a film, region, or component may be referred to as being on or above another part. When said to be present, this does not only include the case where it is directly on top of another part, but also the case where another film, region, component, etc. is interposed between them.

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

[0016] In this specification, C 1 -C 60 The alkyl group means a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and specific examples include a methyl group, an ethyl group, a propyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, an iso-amyl group, and a hexyl group. 1 -C 60 The alkylene group is C 1 -C 60 It means a divalent group having the same structure as an alkyl group.

[0017] In this specification, C 2 -C60 The alkenyl group is C 2 -C 60 It means a hydrocarbon group containing one or more carbon double bonds in the middle or at the end of the alkyl group, and specific examples thereof include an ethenyl group, a propenyl group, and a butenyl group. 2 -C 60 The alkenylene group is C 2 -C 60 It means a divalent group having the same structure as an alkenyl group.

[0018] In this specification, C 2 -C 60 The alkynyl group is C 2 -C 60 It means a hydrocarbon group containing one or more carbon triple bonds in the middle or at the end of the alkyl group, and specific examples thereof include an ethynyl group, a propynyl group, etc. 2 -C 60 The alkynylene group is C 2 -C 60 It means a divalent group having the same structure as an alkynyl group.

[0019] In this specification, C 1 -C 60 The alkoxy group is -OA. 101 (Here, A101 is C 1 -C 60 Specific examples of the aryl group include methoxy, ethoxy, and isopropyloxy groups.

[0020] In this specification, C 3 -C 10 The cycloalkyl group means a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, and a cycloheptyl group. 3 -C 10 The cycloalkylene group is C 3 -C 10 It means a divalent group having the same structure as a cycloalkyl group.

[0021] In this specification, C 1 -C 10 The heterocycloalkyl group means a monovalent monocyclic group having 1 to 10 carbon atoms containing at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom, and specific examples thereof include a 1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group, and a tetrahydrothiophenyl group. 1 -C 10 The heterocycloalkylene group is 1 -C 10 It means a divalent group having the same structure as a heterocycloalkyl group.

[0022] In this specification, C 3 -C 10 The cycloalkenyl group refers to a monovalent monocyclic group having 3 to 10 carbon atoms, which has at least one double bond in the ring but does not have aromaticity. Specific examples thereof include a cyclopentenyl group, a cyclohexenyl group, and a cycloheptenyl group. 3 -C 10 The cycloalkenylene group is C 3 -C 10 It means a divalent group having the same structure as a cycloalkenyl group.

[0023] In this specification, C 1 -C 10 The heterocycloalkenyl group is a monovalent monocyclic group having 1 to 10 carbon atoms, containing at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom, and having at least one double bond in the ring. 1 -C 10 Specific examples of heterocycloalkenyl groups include 4,5-dihydro-1,2,3,4-oxa triazolyl group, 2,3-dihydrofuranyl group, 2,3-dihydrothiophenyl group, etc. 1 -C 10The heterocycloalkenylene group is C 1 -C 10 It means a divalent group having the same structure as a heterocycloalkenyl group.

[0024] In this specification, C 6 -C 60 An aryl group means a monovalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms, C 6 -C 60 The arylene group means a divalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms. 6 -C 60 Specific examples of the aryl group include a phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, and a chrysenyl group. 6 -C 60 Aryl groups and C 6 -C 60 When an arylene group contains two or more rings, the two or more rings may be fused together.

[0025] In this specification, C 1 -C 60 The heteroaryl group means a monovalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms and containing at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom, and C 1 -C 60 The heteroarylene group refers to a divalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms and containing at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom. 1 -C 60 Specific examples of the heteroaryl group include a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, and an isoquinolinyl group. 1 -C 60 When the heteroaryl group and the C1-C60 heteroarylene group contain more than one ring, the two or more rings may be fused together.

[0026] In this specification, C 6 -C 60The aryloxy group is -OA. 102 (Here, A 102 is C 6 -C 60 aryl group), C 6 -C 60 The arylthio group is -SA 103 (Here, A 103 is C 6 -C 60 aryl group).

[0027] In the present specification, the monovalent non-aromatic condensed polycyclic group refers to a monovalent group (e.g., having 8 to 60 carbon atoms) in which two or more rings are condensed with each other, the ring-forming atoms are only carbon atoms, and the entire molecule is non-aromatic. Specific examples of the monovalent non-aromatic condensed polycyclic group include a fluorenyl group. In the present specification, the divalent non-aromatic condensed polycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

[0028] In the present specification, the monovalent non-aromatic hetero-condensed polycyclic group means a monovalent group (e.g., having 1 to 60 carbon atoms) in which two or more rings are condensed with each other, and which contains at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom other than carbon, and the entire molecule has non-aromaticity. Specific examples of the monovalent non-aromatic hetero-condensed polycyclic group include a carbazolyl group. In the present specification, the divalent non-aromatic hetero-condensed polycyclic group means a divalent group having the same structure as the monovalent non-aromatic hetero-condensed polycyclic group.

[0029] In this specification, C 5 -C 60 A carbocyclic group refers to a monocyclic or polycyclic group having 5 to 60 carbon atoms and containing only carbon as ring-forming atoms. 5 -C 60 A carbocyclic group is an aromatic or non-aromatic carbocyclic group. 5 -C 60 A carbocyclic group is a ring, such as benzene, a monovalent group, such as a phenyl group, or a divalent group, such as a phenylene group. 5 -C 60Depending on the number of substituents attached to the carbocyclic group, 5 -C 60 The carbocyclic group can be variously modified, such as being a trivalent or tetravalent group.

[0030] In this specification, C 1 -C 60 The heterocyclic group is C 5 -C 60 It has the same structure as a carbocyclic group, but contains at least one heteroatom selected from N, O, Si, P, and S in addition to carbon (which may have 1 to 60 carbon atoms) as ring-forming atoms.

[0031] As used herein, substituted C 5 -C 60 Carbocyclic groups, substituted C 1 -C 60 Hetero Cyclic groups, substituted C 3 -C 10 Cycloalkylene groups, substituted C 1 -C 10 Heterocycloalkylene groups, substituted C 3 -C 10 Cycloalkenylene groups, substituted C 1 -C 10 Heterocycloalkenylene groups, substituted C 6 -C 60 Arylene Groups, Substituted C 1 -C 60 Heteroarylene groups, substituted divalent nonaromatic condensed polycyclic groups, substituted divalent nonaromatic condensed heteropolycyclic groups, substituted C 1 -C 60 Alkyl groups, substituted C 2 -C 60 Alkenyl groups, substituted C 2 -C 60 Alkynyl groups, substituted C 1 -C 60 Alkoxy groups, substituted C 3 -C 10 Cycloalkyl groups, substituted C 1 -C 10 Heterocycloalkyl groups, substituted C3 -C 10 Cycloalkenyl groups, substituted C 1 -C 10 Heterocycloalkenyl Groups, Substituted C 6 -C 60 Aryl groups, substituted C 6 -C 60 Aryloxy groups, substituted C 6 -C 60 Arylthio groups, substituted C 1 -C 60 The substituents on the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused polycyclic heterocyclic group are Deuterium (-D), -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 groups and C 1 -C 60 Alkoxy groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) replaced with at least one selected from 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl groups and C 1 -C 60 Alkoxy groups; C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C1 -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 21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) replaced with at least one selected from 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups; and -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O) 2 (Q 31 ) and -P(=O)(Q31 )(Q 32 ); Q 11 ~Q 13 , Q 21 ~Q 23 , and Q 31 ~Q 33 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkane group, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 1 -C 60 It is selected from the group consisting of a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group.

[0032] 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.

[0033] In the present specification, the term "biphenyl group" means a "phenyl group substituted with a phenyl group." A "biphenyl group" is a group in which the substituent is "C 6 -C 60 It belongs to the "substituted phenyl group" which is an "aryl group."

[0034] In the present specification, the term "terphenyl group" means a "phenyl group substituted with a biphenyl group." A "terphenyl group" is a group in which the substituent is "C 6 -C 60 Aryl-substituted C 6 -C 60 It belongs to the "substituted phenyl group" which is an "aryl group."

[0035] In this specification, * and *' refer to the bond positions in the chemical formula unless otherwise defined.

[0036] The amine compounds are represented by the following Chemical Formulas 1 and 2. [ka]

[0037] In formula 1 and formula 2, Ar 1 , Ar 2 , L 1 and L 2 are each independently a substituted or unsubstituted C 5 -C 60 Carbocyclic groups and substituted or unsubstituted C 2 -C 60 The heterocyclic group is selected from the group consisting of aryl, ... and heterocyclic groups.

[0038] As an example, the Ar 1 , Ar 2 , L 1 and L 2 are each independently a substituted or unsubstituted C 5 -C 30 Carbocyclic groups and substituted or unsubstituted C 2 -C 30 The heterocyclic group is selected from the group consisting of aryl, ... and heterocyclic groups.

[0039] In another example, Ar 1 , Ar 2 , L 1 and L 2are each independently selected from the group consisting of benzene, pentalene, indene, naphthalene, azulene, heptalene, indacene, acenaphthalene, fluorene, spiro-fluorene, benzofluorene, phenalene, phenanthrene, anthracene, fluoranthrene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphenylene, hexacene, pyrrole, imidazole, pyrazole, pyridine, pyrazine, pyrimidine, pyridazine, isoindole, indole, indazole, purine, quinoline, isoquinoline, benzoquinoline, monovalent or divalent radicals of phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, carbazole, phenanthridine, acridine, phenanthroline, phenazine, benzoxazole, benzimidazole, furan, benzofuran, thiophene, benzothiophene, thiazole, isothiazole, benzothiazole, isoxazole, oxazole, triazole, tetrazole, oxadiazole, triazine, benzoxazole, dibenzofura radical, dibenzothiophene, benzocarbazole, and dibenzocarbazole; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, C 6 -C 20 Aryl group, C 2 -C 20 Heteroaryl groups and -Si(Q 31 )(Q 32 )(Q 33), substituted with at least one selected from the group consisting of benzene, pentalene, indene, naphthalene, azulene, heptalene, indacene, acenaphthalene, fluorene, spiro-fluorene, benzofluorene, phenalene, phenanthrene, anthracene, fluoranthrene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphenylene, hexacene, pyrrole, imidazole, pyrazole, pyridine, pyrazine, pyrimidine, pyridazine, isoindole, indole, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthalene, aza-phenyl-2-phenylene, ... monovalent or divalent radicals of phthyridine, quinoxaline, quinazoline, cinnoline, carbazole, phenanthridine, acridine, phenanthroline, phenazine, benzoxazole, benzimidazole, furan, benzofuran, thiophene, benzothiophene, thiazole, isothiazole, benzothiazole, isoxazole, oxazole, triazole, tetrazole, oxadiazole, triazine, benzoxazole, dibenzofuran, dibenzothiophene, benzocarbazole, and dibenzocarbazole; but are not limited thereto.

[0040] As an example, L 1 and L 2 are each independently selected from groups represented by the following chemical formulas 3-1 to 3-46, but are not limited thereto.

[0041] [ka] TIFF0007617172000004.tif152118 TIFF0007617172000005.tif159117 TIFF0007617172000006.tif179117 TIFF0007617172000007.tif45118

[0042] In chemical formulas 3-1 to 3-46, Y 1 is O, S, C(Z 3 )(Z 4 ), N(Z 5 ) or Si(Z 6 )(Z 7 ).

[0043] In chemical formulas 3-1 to 3-46, Z 1 ~Z 7 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy groups, cyclopentyl groups, cyclohexyl groups, cycloheptyl groups, cyclopentenyl groups, cyclohexenyl groups, phenyl groups, biphenyl groups, naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyridinyl groups, pyrazinyl groups, pyrimidinyl groups, quinolinyl groups, isoquinolinyl groups, benzoquinolinyl groups, naphthyridinyl groups, quinoxalinyl groups, quinazolinyl groups, carbazolyl groups, phenanthridinyl groups, acridinyl groups, phenanthrolinyl groups, phenazinyl groups, triazinyl groups, dibenzofuranyl groups, dibenzothiophenyl groups, and -Si(Q 31 )(Q 32 )(Q 33 ) is selected.

[0044] In Chemical Formulae 3-1 to 3-46, d2 is selected from integers of 0 to 2. When d2 is 2 or more, 2 or more Z 1 may be the same or different. d3 is selected from integers of 0 to 3. When d3 is 2 or more, 2 or more Z 1 and Z 2 may be the same or different. d4 is selected from integers of 0 to 4. When d4 is 2 or more, 2 or more Z 1may be the same or different. d5 is selected from integers of 0 to 5. When d5 is 2 or more, 2 or more Z 1 and Z 2 may be the same or different. d6 is selected from integers of 0 to 6. When d6 is 2 or more, 2 or more Z 1 and Z 2 may be the same or different. d8 is selected from integers of 0 to 8. When d8 is 2 or more, 2 or more Z 1 may be the same or different from each other.

[0045] In Chemical Formulae 3-1 to 3-46, * and *' indicate the bond positions.

[0046] In Chemical Formula 2, a1 and a2 are each independently selected from integers of 0 to 5. a1 is L 1 If a1 is 2 or more, L is 2 or more. 1 may be the same or different. a2 is L 2 If a2 is 2 or more, L 2 may be the same or different from each other.

[0047] If a1 is 0, then *-(L 1 ) a1 -*' is a single bond, and when a2 is 0, *-(L 2 ) a2 -*' is a single bond.

[0048] In one example, a1 and a2 may be, independently of each other, 0 or 1, but are not limited thereto.

[0049] In one example, Ar 1 and Ar 2 are, independently of each other, a phenyl group; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazono group, C1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, C 6 -C 20 Aryl group, C 2 -C 20 Heteroaryl groups and -Si(Q 31 )(Q 32 )(Q 33 ) phenyl groups substituted with at least one selected from the group consisting of phenyl, phenyl and ...

[0050] In another example, Ar 1 and Ar 2 are each independently selected from groups represented by the following chemical formulas 5-1 to 5-80, but are not limited thereto. [ka] TIFF0007617172000009.tif144118 TIFF0007617172000010.tif115118 TIFF0007617172000011.tif174118 TIFF0007617172000012.tif170118 TIFF0007617172000013.tif163118 TIFF0007617172000014.tif181118

[0051] In chemical formulas 5-1 to 5-80, Y 31 is O, S, C(Z 33 )(Z 34 ), N(Z 35 ) or Si(Z 36 )(Z 37 ).

[0052] In chemical formulas 5-1 to 5-80, Z 31 ~Z 37are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, spiro-fluorene-benzofluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, naphthyridinyl group, quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and -Si(Q 31 )(Q 32 )(Q 33 ) is selected.

[0053] In Chemical Formulae 5-1 to 5-80, e2 is selected from integers of 0 to 2. When e2 is 2 or more, 2 or more Z 32 may be the same or different. e3 is selected from integers of 0 to 3. When e3 is 2 or more, 2 or more Z 31 and Z 32 may be the same or different. e4 is selected from integers of 0 to 4. When e4 is 2 or more, Z 31 and Z 32 may be the same or different. e5 is selected from integers of 0 to 5. When e5 is 2 or more, Z 31 and Z 32 may be the same or different. e6 is selected from integers of 0 to 6. When e6 is 2 or more, 2 or more Z 31 and Z 32may be the same or different. e7 is selected from integers of 0 to 7. When e7 is 2 or more, 2 or more Z 31 may be the same or different. e9 is selected from integers of 0 to 9. When e9 is 2 or more, 2 or more Z 31 may be the same or different from each other.

[0054] In Chemical Formulae 5-1 to 5-80, * indicates a bond position.

[0055] In Chemical Formula 1 and Chemical Formula 2, R 1 ~R 10 are each independently a group represented by chemical formula 2, 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 C 1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C 60 Alkynyl groups, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 2 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 2 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio groups, substituted or unsubstituted C 1 -C 60Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups, -Si(Q 1 )(Q 2 )(Q 3 ), -B(Q 1 )(Q 2 ), -C(=O)(Q 1 ), -P(=O)(Q 1 )(Q 2 ), -P(=S)(Q 1 )(Q 2 ), -S(=O)(Q 1 )(Q 2 ), and -S(=O) 2 (Q 1 )(Q 2 ), and R 1 ~R 10 One of these is a group represented by Chemical Formula 2.

[0056] In Chemical Formula 1 and Chemical Formula 2, R 11 and R 12 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 C 1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C 60 Alkynyl groups, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 2 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 2 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 6-C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio groups, substituted or unsubstituted C 1 -C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups, -Si(Q 1 )(Q 2 )(Q 3 ), -B(Q 1 )(Q 2 ), -C(=O)(Q 1 ), -P(=O)(Q 1 )(Q 2 ), -P(=S)(Q 1 )(Q 2 ), -S(=O)(Q 1 )(Q 2 ), and -S(=O) 2 (Q 1 )(Q 2 ) is selected.

[0057] In one example, the R 1 ~R 10 are each independently a group represented by chemical formula 2, 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 C 1 -C 60 Alkyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 1 -C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups, and -Si(Q 1 )(Q 2 )(Q 3 ), R 11 and R 12 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 C 1 -C60 Alkyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 1 -C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups, and -Si(Q 1 )(Q 2 )(Q 3 ), but is not limited thereto.

[0058] In another example, R 1 ~R 10 are each independently a group represented by chemical formula 2, 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 C 1 -C 60 Alkyl groups, groups represented by chemical formulas 5-1 to 5-80, and -Si(Q 1 )(Q 2 )(Q 3 ), R 11 and R 12 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 C 1 -C 60 Alkyl groups, groups represented by chemical formulas 5-1 to 5-80, and -Si(Q 1 )(Q 2 )(Q 3 ), but is not limited to them.

[0059] In yet another example, R 11 and R 12 may be independently selected from groups represented by the following chemical formulas 6-1 to 6-34, but are not limited thereto. [ka] TIFF0007617172000016.tif148118 TIFF0007617172000017.tif152118

[0060] In Chemical Formulae 6-1 to 6-34, Ph is a phenyl group, and * indicates the bonding position.

[0061] In Chemical Formula 2, b1 and b2 are each independently selected from integers of 1 to 10. b1 is R 11 If b1 is 2 or more, then 2 or more R 11 may be the same or different. b2 is R 12 If b2 is 2 or more, then 2 or more R 12 may be the same or different from each other.

[0062] In one example, the amine compound represented by Chemical Formula 1 may be represented by any one of the following Chemical Formulas 1-1 to 1-6, but is not limited thereto. [ka] TIFF0007617172000019.tif189109

[0063] In chemical formulas 1-1 to 1-6, Ar 1 , Ar 2 , L 1 , L 2 , a1, a2, R 1 ~R 12 , b1 and b2 are the same as those described in the explanation of Chemical Formula 1.

[0064] In one example, in Formulas 1-1 to 1-6, R 1 ~R 10are each independently selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, pentyl, iso-amyl, hexyl, phenyl, and biphenyl, but are not limited thereto.

[0065] In another example, i) When the amine compound represented by Chemical Formula 1 is represented by Chemical Formula 1-1, R 2 ~R 10 is hydrogen, ii) When the amine compound represented by Chemical Formula 1 is represented by Chemical Formula 1-2, R 8 and R 9 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, pentyl, iso-amyl, hexyl, phenyl, and biphenyl; R 1 , R 3 ~R 7 , and R 10 is hydrogen, iii) When the amine compound represented by Chemical Formula 1 is represented by Chemical Formula 1-3, R 1 , R 2 , and R 4 ~R 10 is hydrogen, iv) When the amine compound represented by Chemical Formula 1 is represented by Chemical Formula 1-4, R 1 ~R 3 , and R 5 ~R 10 is hydrogen, iv) When the amine compound represented by Chemical Formula 1 is represented by Chemical Formula 1-5, R 1 ~R 7 , and R 9 , R 10 is hydrogen, or v) When the amine compound represented by Chemical Formula 1 is represented by Chemical Formula 1-6, R 2 is selected from hydrogen, deuterium, -F, -Cl, -Br, -I, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, pentyl, iso-amyl, hexyl, phenyl, and biphenyl; R 1 , R 3 ~R 8 , and R 10 is, but is not limited to, hydrogen.

[0066] In one example, in Formulas 1-1 to 1-6, Ar 1 and Ar 2 are, independently of each other, a phenyl group; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, C 6 -C 20 Aryl group, C 2 -C 20 Heteroaryl groups and -Si(Q 31 )(Q 32 )(Q 33 ) phenyl groups substituted with at least one selected from the group consisting of phenyl, phenyl and ...

[0067] In one example, in Formulas 1-1 to 1-6, R 11 and R 12 are each independently selected from the groups represented by formulas 5-1 to 5-80, but are not limited thereto.

[0068] In another example, in Formulas 1-1 to 1-6, R 11 and R 12 are each independently selected from the groups represented by formulas 6-1 to 6-34, but are not limited thereto.

[0069] In still another example, in Chemical Formulas 1-1 to 1-6, R 11 and R 12 are independently selected from the group consisting of formulas 6-1 to 6-34; Ar1 and Ar2 are each independently a phenyl group; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, C 6 -C 20 Aryl group, C 2 -C 20 Heteroaryl groups and -Si(Q 31 )(Q 32 )(Q 33 ) phenyl groups substituted with at least one selected from the group consisting of phenyl, phenyl and ...

[0070] In one example, the substituted C 5 -C 60 Carbocyclic groups, substituted C 2 -C 60 Heterocyclic groups, substituted C 1 -C 60 Alkyl groups, substituted C 2 -C 60 Alkenyl groups, substituted C 2 -C 60 Alkynyl groups, substituted C 1 -C 60 Alkoxy groups, substituted C 3 -C 10 Cycloalkyl groups, substituted C 1 -C 10 Heterocycloalkyl groups, substituted C 3 -C 10 Cycloalkenyl groups, substituted C 1 -C 10 Heterocycloalkenyl Groups, Substituted C 6 -C 60 Aryl groups, substituted C6 -C 60 Aryloxy group, substituted C 6 -C 60 Arylthio groups, substituted C 1 -C 60 Heteroaryl Groups, Substituted C 1 -C 60 The substituents on the heteroaryloxy group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed polycyclic group are Deuterium (-D), -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 groups and C 1 -C 60 Alkoxy groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O) 2 (Q 11) and -P(=O)(Q 11 )(Q 12 ) replaced with at least one selected from 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl groups and C 1 -C 60 Alkoxy groups; C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60Aryloxy 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 21 )(Q 22 )(Q 23 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) replaced with at least one selected from 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups; and -Si(Q 31 )(Q 32 )(Q 33 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ); Q 1 ~Q 3 , Q 11 ~Q 13 , Q 21 ~Q 23 , and Q 31 ~Q 33are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl groups, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 1 -C 60 It is selected from the group consisting of a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group.

[0071] * indicates the bond position.

[0072] In one example, the amine compound represented by Chemical Formula 1 is selected from the following compounds 1 to 144, but is not limited thereto. [ka] TIFF0007617172000021.tif122118JPEG0007617172000022.jpg119117 TIFF0007617172000023.tif120118 JPEG0007617172000024.jpg121117 JPEG0007617172000025.jpg124119 TIFF0007617172000026.tif120118 JPEG0007617172000027.jpg126116 JPEG0007617172000028.jpg134119 JPEG0007617172000029.jpg113115 JPEG0007617172000030.jpg113119 JPEG0007617172000031.jpg114114

[0073] The amine compound represented by Chemical Formula 1 is formed by further condensing benzene at a specific position of fluorene, and substituting a substituent having a ring structure at a specific position of fluorene, The orbital non-uniform distribution facilitates hole hopping, and therefore the amine compound has high charge mobility, allowing an organic light emitting device including the amine compound to be driven with low power.

[0074] In addition, the amine compound has a lower highest occupied molecular orbital (HOMO) energy level than a compound containing two or more amino groups because it contains one amino group in the molecule, and therefore has an energy level optimized for hole transport. Therefore, an electronic device using the amine compound, such as an organic light-emitting device, can achieve low driving voltage, high efficiency, and long life.

[0075] Those skilled in the art will be able to recognize how to synthesize the amine compound represented by Chemical Formula 1 by referring to the examples described below.

[0076] At least one of the amine-based compounds represented by Chemical Formula 1 is used between a pair of electrodes of an organic light-emitting device. For example, the amine-based compound may be included in at least one of a hole transport region, an electron transport region, and an emission layer. Alternatively, the amine-based 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.

[0077] Accordingly, there is provided an organic light emitting device comprising a first electrode, a second electrode facing the first electrode, and an organic layer disposed between the first electrode and the second electrode and including a light emitting layer, wherein the organic layer comprises one or more amine-based compounds represented by Chemical Formula 1.

[0078] In this specification, "(the organic layer) contains one or more amine compounds" can also be interpreted as "(the organic layer) may contain one amine compound belonging to the category of Chemical Formula 1, or two or more different amine compounds belonging to the category of Chemical Formula 1."

[0079] For example, the organic layer may contain only compound 1 as the amine-based compound. In this case, compound 1 may be contained in the light-emitting layer of the organic light-emitting device. Alternatively, the organic layer may contain compound 1 and compound 2 as the amine-based compounds. In this case, compound 1 and compound 2 may be contained in the same layer (for example, compound 1 and compound 2 may both be contained in the light-emitting layer) or may be contained in different layers (for example, compound 1 may be contained in the light-emitting layer and compound 2 may be contained in the electron transport layer).

[0080] According to one example, the first electrode is an anode, the second electrode is a cathode, and 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, where the hole transport region may include a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, or any combination thereof, and the electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0081] In one example, the hole transport region may include the amine-based compound.

[0082] In another example, the hole transport region may include a hole transport layer, and the hole transport layer may include the amine-based compound.

[0083] In one example, the light-emitting layer may include the amine-based compound.

[0084] In one example, the hole transport region may include a p-dopant, and the p-dopant may have a lowest unoccupied molecular orbital (LUMO) less than or equal to -3.5 eV.

[0085] In one example, the light-emitting layer may include at least one of a styryl-based compound, an anthracene-based compound, a pyrene-based compound, and a spiro-bifluorene-based compound.

[0086] In one example, 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 light emitting layer is additionally included, or ii) at least one second color light emitting light emitting layer and at least one third color light emitting light 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 may be the same or different from each other; A mixed-color light in which the first color light and the second color light are mixed together, or a mixed-color light in which the first color light, the second color light, and a third color light are mixed together may be emitted.

[0087] In this specification, the term "organic layer" refers to a single and / or multiple layers interposed between a first electrode and a second electrode in an organic light-emitting device. The material contained in the "organic layer" is not limited to an organic material.

[0088] 1 is a schematic cross-sectional view of an organic light emitting device 10 according to one embodiment of the present invention. The organic light emitting device 10 includes a first electrode 110, an organic layer 150, and a second electrode 190.

[0089] Hereinafter, a structure and a method for manufacturing an organic light emitting device 10 according to an embodiment of the present invention will be described with reference to FIG.

[0090] 1, a substrate may be additionally disposed below the first electrode 110 or above the second electrode 190. As the substrate, a glass substrate or a plastic substrate having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and waterproofness may be used.

[0091] For example, the first electrode 110 may be formed on the substrate by depositing or sputtering a first electrode material on the substrate. When the first electrode 110 is an anode, the first electrode material is selected from materials having a high work function so that holes can be easily injected.

[0092] The first electrode 110 may be a reflective electrode, a semi-transparent electrode, or a transparent electrode. To form the first electrode 110 as a transparent electrode, the material for the first electrode is selected from the group consisting of indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 Alternatively, to form the first electrode 110, which is a semi-transmissive electrode or a reflective electrode, the material for the first electrode is selected from, but is not limited to, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof.

[0093] The first electrode 110 may have a single-layer structure, which is a single layer, or a multi-layer structure having multiple layers, for example, but not limited to, a three-layer structure of ITO / Ag / ITO.

[0094] The organic layer 150 is disposed on the first electrode 110. The organic layer 150 includes an emitting layer.

[0095] The organic layer 150 includes 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. The ion exchange membrane may further include a tron ​​transport region.

[0096] The hole transport region can have i) a monolayer structure having a single layer of a single material, ii) a monolayer structure having a single layer of multiple different materials, or iii) a multilayer structure having multiple layers of multiple different materials.

[0097] The hole transport region may include at least one layer selected from a hole injection layer (HIL), a hole transport layer (HTL), a light-emitting auxiliary layer, and an electron blocking layer (EBL).

[0098] For example, the hole transport region may have a single layer structure consisting of a plurality of single layers made of different materials, or may have a multi-layer structure of a hole injection layer / hole transport layer, a hole injection layer / hole transport layer / light emitting auxiliary layer, a hole injection layer / light emitting auxiliary layer, a hole transport layer / light emitting auxiliary layer, or a hole injection layer / hole transport layer / electron blocking layer, which are stacked in this order from the first electrode 110, but is not limited to these.

[0099] The hole transport region may include an amine-based compound represented by Formula 1.

[0100] In addition, the hole transport region may contain m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-T, in addition to the amine compound represented by Chemical Formula 1. PD, spiro-NPB, methylated-NPB, TAPC, HMTPD, 4,4',4 The compound represented by the following chemical formula 201 and the compound represented by the following chemical formula 202 may include at least one selected from the group consisting of "-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 chemical formula 201, and a compound represented by the following chemical formula 202. [ka] JPEG0007617172000033.jpg79119 TIFF0007617172000034.tif59111

[0101] In chemical formulas 201 and 202, L 201 ~L 204 are each independently a substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene groups, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 is selected from the group consisting of a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed polycyclic heterocyclic group; L 205 *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C 1 -C 20 Alkylene group, substituted or unsubstituted C 2-C 20 Alkenylene group, substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene groups, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 is selected from the group consisting of a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed polycyclic heterocyclic group; xa1 to xa4 are each independently selected from integers of 0 to 3; xa5 is selected from an integer from 1 to 10; R 201 ~R 204 , and Q 201 are each independently a substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio groups, substituted or unsubstituted C 1 -C 60 It is selected from the group consisting of a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0102] For example, in formula 202, R 201 and R 202 are optionally bonded to each other via a single bond, a dimethyl-methylene group or a diphenyl-methylene group, and R 203 and R 204 are optionally bonded to each other via a single bond, a dimethyl-methylene group or a diphenyl-methylene group.

[0103] According to one example, 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, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10Phenyl groups substituted with alkyl groups, phenyl groups substituted with -F, pentalenyl groups, indenyl groups, naphthyl groups, azulenyl groups, heptalenyl groups, indacenyl groups, acenaphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyrenyl groups, chrysenyl groups, naphthyl groups, Tacenyl, picenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, thiophenyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, pyridinyl, -Si(Q 31 )(Q 32 )(Q 33 ), and -N(Q 31 )(Q 32 a 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, or a fluoranthenylene group, , a triphenylenylene group, a pyrenylene group, a chrysenylene group, a naphthacenylene group, a picenylene group, a perylenylene group, a pentaphenylene group, a hexacenylene group, a pentacenylene group, a rubycenylene group, a coronenylene group, an ovalenylene 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, dibenzothiophenylene group, benzocarbazolylene group, dibenzocarbazolylene group, dibenzosilolylene group, and pyridinylene group; Q 31 ~Q 33 are independent of each other, C 1 -C 10 Alkyl group, C 1-C 10 It is selected from the group consisting of alkoxy, phenyl, biphenyl, terphenyl and naphthyl groups.

[0104] According to another example, xa1 to xa4 are 0, 1 or 2, independently of each other.

[0105] According to yet other embodiments, xa5 is 1, 2, 3 or 4.

[0106] According to yet another example, R 201 ~R 204 , and Q 201 are each independently a phenyl group, a biphenyl group, a terphenyl 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 naphthyl group, tacenyl, picenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, thiophenyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl and pyridinyl groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10Phenyl groups substituted with alkyl groups, phenyl groups substituted with -F, pentalenyl groups, indenyl groups, naphthyl groups, azulenyl groups, heptalenyl groups, indacenyl groups, acenaphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyrenyl groups, chrysenyl groups, naphthyl groups, Tacenyl, picenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, thiophenyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, pyridinyl, -Si(Q 31 )(Q 32 )(Q 33 ), and -N(Q 31 )(Q 32 ), substituted with at least one selected from the group consisting of a phenyl group, a biphenyl group, a terphenyl 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, and a chrysenyl group. a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a thiophenyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, and a pyridinyl group; Q 31 ~Q 33 For the relevant explanation, please refer to the description in this specification.

[0107] According to yet another example, in formula 201, R 201~R 203 At least one of, independently of each other, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10 phenyl groups substituted with an alkyl group, phenyl groups substituted with -F, naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, carbazolyl groups, dibenzofuranyl groups, and dibenzothiophenyl groups substituted with at least one selected from the group consisting of naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, carbazolyl groups, dibenzofuranyl groups, and dibenzothiophenyl groups; but are not limited thereto.

[0108] According to yet another example, in formula 202, i) R 201 and R 202 are bonded to each other via a single bond, and / or ii) R 203 and R 204 may be bonded to each other via a single bond.

[0109] According to yet another example, in formula 202, R 201 ~R 204 At least one of the Carbazolyl groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10 A phenyl group substituted with an alkyl group, a phenyl group substituted with -F, a carbazolyl group substituted with at least one selected from a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; but is not limited to these.

[0110] The compound represented by formula 201 may be represented by the following formula 201A: [ka] ...(chemical formula 201A)

[0111] For example, the compound represented by chemical formula 201 may be represented by the following chemical formula 201A(1), but is not limited thereto. [ka] ...(chemical formula 201A(1))

[0112] As yet another example, the compound represented by formula 201 may be represented by the following formula 201A-1, but is not limited thereto. [ka] ...(Chemical formula 201A-1)

[0113] On the other hand, the compound represented by chemical formula 202 may also be represented by the following chemical formula 202A. [ka] ...(chemical formula 202A)

[0114] According to yet another example, the compound represented by formula 202 may be represented by formula 202A-1 below. [ka] ...(chemical formula 202A-1)

[0115] In the chemical formulas 201A, 201A(1), 201A-1, 202A and 202A-1, L 201 ~L 203 , xa1 to xa3, xa5, and R 202 ~R 204 For the description of R 211 and R 212 The explanation regarding R 203 Refer to the explanation regarding R 213 ~R 217 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10Phenyl substituted with an alkyl group, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, and pyridinyl group.

[0116] The hole transport region may contain at least one compound selected from the following compounds HT1 to HT39, but is not limited thereto. [ka] JPEG0007617172000041.jpg68114 JPEG0007617172000042.jpg68115 JPEG0007617172000043.jpg75117 JPEG0007617172000044.jpg67115 JPEG0007617172000045.jpg67115 JPEG0007617172000046.jpg32115

[0117] The thickness of the hole transport region is about 10 nm to about 1,000 nm, for example, about 10 nm to about 100 nm. If the hole transport region includes at least one layer of a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be about 10 nm to about 900 nm, for example, about 10 nm to about 100 nm, and the thickness of the hole transport layer may be about 5 nm to about 200 nm, for example, about 10 nm to about 150 nm. When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer satisfy the above-mentioned ranges, satisfactory hole transport properties can be obtained without a substantial increase in driving voltage.

[0118] The light-emitting auxiliary layer is a layer that compensates for the optical resonance distance according to the wavelength of light emitted from the light-emitting layer to increase light emission efficiency, and the electron blocking layer is a layer that prevents electron injection from the electron transport region. The light-emitting auxiliary layer and the electron blocking layer may include the above-mentioned materials.

[0119] In addition to the materials described above, the hole transport region may further include a charge generating material to enhance electrical conductivity. The charge generating material may be uniformly or non-uniformly dispersed within the hole transport region.

[0120] The charge generating material can be, for example, a p-dopant.

[0121] According to one example, the LUMO of the p-dopant may be less than or equal to -3.5 eV.

[0122] 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.

[0123] For example, the p-dopant is Quinone derivatives such as tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ); Metal oxides such as tungsten oxide and molybdenum oxide; 1,4,5,8,9,12-Hexaazatriphenylene-hexacarbonitrile (HAT-CN); and The compound represented by the following formula 221 may include at least one selected from the following, but is not limited thereto. [ka]

[0124] In formula 221, R 221 ~R 223 are each independently a substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 1 -C 60 a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group; 221 ~R 223 At least one of the C substituted with a cyano group, -F, -Cl, -Br, -I, or -F 1 -C 20 Alkyl group, C substituted with -Cl 1 -C 20 C substituted with alkyl group, -Br 1 -C 20 C substituted with alkyl group and -I 1 -C 20 It has at least one substituent selected from the group consisting of alkyl groups.

[0125] When the organic light emitting device 10 is a full-color organic light emitting device, the light emitting layer is patterned into a red light emitting layer, a green light emitting layer, and a blue light emitting layer for each individual subpixel, or the light emitting layer may have a structure in which two or more layers selected from the red light emitting layer, the green light emitting layer, and the blue light emitting layer are stacked in contact with each other or at a distance from each other, or may have a structure in which two or more materials selected from the red light emitting material, the green light emitting material, and the blue light emitting material are mixed without layer division, and may emit white light.

[0126] 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.

[0127] In the light-emitting layer, the content of the dopant is generally selected from the range of about 0.01 to about 15 parts by weight per about 100 parts by weight of the host, but is not limited thereto.

[0128] 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.

[0129] The host may include a compound represented by formula 301 below. [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 ...(chemical formula 301)

[0130] In the chemical formula 301, Ar 301 is a substituted or unsubstituted C 5 -C 60 Carbocyclic group or substituted or unsubstituted C 1 -C 60 is a heterocyclic group, xb11 is 1, 2 or 3; L 301 is a substituted or unsubstituted C3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene groups, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 is selected from the group consisting of a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed polycyclic heterocyclic group; 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 C 1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C 60 Alkynyl groups, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C for substitution 1 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60Arylthio groups, substituted or unsubstituted C 1 -C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic 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, C 1 -C 10 Alkyl group, C 1 -C 10 It is selected from, but not limited to, an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0131] According to one example, 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 groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q33 ), -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 naphthalene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentaphene group, an indenoanthracene group, a dibenzofuran group, and a dibenzothiophene group; Q 31 ~Q 33 are independent of each other, C 1 -C 10 Alkyl group, C 1 -C 10 It is selected from, but not limited to, an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0132] In the chemical formula 301, when xb11 is 2 or more, 2 or more Ar 301 may be bonded to each other via a single bond.

[0133] According to another example, the compound represented by formula 301 may be represented by formula 301-1 or 301-2 below. [ka] ...(chemical formula 301-1) JPEG0007617172000049.jpg36118...(Chemical formula 301-2)

[0134] Chemical formula 301-1 to 301-2: A 301 ~A 304are each independently a structure 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 ], R 311 ~R 314 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl 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 the description of L 302 ~L 304 The explanations for L 301Refer to the explanation regarding The explanations of Xb2 to xb4 refer to the explanation of xb1 independently of each other. R 302 ~R 304 The explanations related to 301 Please refer to the explanation related to.

[0135] 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, imidaz ... a lazolylene 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, Midazopyrimidinylene and azacarbazolylene groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl 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 -aryl 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, isobenzothiazolyl group, benzoxazolyl group, isobenzoxazolyl group, triazolyl group, tetrazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, 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 3 1) and -P(=O)(Q 31 )(Q 32a 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 the explanation of this, please refer to the description in this specification.

[0136] As another example, in formulas 301, 301-1 and 301-2, R 301 ~R 304 are independent of each other, Phenyl, biphenyl, terphenyl, 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, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, aryl, 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, C 1 -C 20 Alkyl group, C 1 -C 20Alkoxy group, phenyl group, biphenyl group, terphenyl 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 -aryl 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, isobenzothiazolyl group, benzoxazolyl group, isobenzoxazolyl group, triazolyl group, tetrazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, 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 32a phenyl group, a biphenyl group, a terphenyl 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 the explanation of this, please refer to the description in this specification.

[0137] 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.

[0138] The hosts are 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalen-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), 1,3,5-tri(carbazol-9-yl)benzene (TCP), and at least one selected from the following compounds H1 to H55, but are not limited thereto. [ka] JPEG0007617172000051.jpg52115 JPEG0007617172000052.jpg72117 JPEG0007617172000053.jpg48117 JPEG0007617172000054.jpg69112 JPEG0007617172000055.jpg51109 JPEG0007617172000056.jpg49113

[0139] The phosphorescent dopant may include an organometallic complex represented by formula 401 below. The organometallic complex represented by formula 401 includes a ligand represented by formula 402 below. . M(L 401 ) xc1 (L 402 ) xc2 ...(chemical formula 401) [ka] ...(chemical formula 402)

[0140] 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 401is the chemical formula 402 where xc1 is 1, 2, or 3, and when xc1 is 2 or more, 2 or more L 401 may be the same or different from each other, L 402 is an organic ligand, xc2 is selected from an integer of 0 to 4, and when xc2 is 2 or more, 2 or more L 402 may be the same or different from each other, X 401 ~X 404 are, independently of each other, nitrogen or carbon; X 401 and X 403 is bonded through a single or double bond, and X 402 and X 404 is bonded via a single or double bond, A 401 and A 402 are independent of each other, C 5 -C 60 Carbocyclic group or C 1 -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(Q 411 )=*' and Q 411 and Q 412 are hydrogen, deuterium, and C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group; X 406 is a single bond, O or S, R 401 and R 402are 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 C 1 -C 20 Alkyl groups, substituted or unsubstituted C 1 -C 20 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio groups, substituted or unsubstituted C 1 -C 60 Heteroaryl 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, C 1 -C 10 Alkyl group, C 1 -C 10 Alkoxy group, C 6 -C 20 Aryl groups and C 1 -C 20Among heteroaryl groups Selected from xc11 and xc12 are each independently selected from an integer of 0 to 10; In chemical formula 402, * and *' are the bonding positions to M in chemical formula 401.

[0141] According to one example, in formula 402, A 401 and A 402 have 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.

[0142] According to another example, in formula 402, i) X 401 is nitrogen, and X 402 is carbon, or ii) X 401 and X 402 All of these are nitrogen.

[0143] According to yet another example, 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, C 1 -C 20 Alkyl group and C 1 -C 20 Alkoxy groups; 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; 1 -C 20 Alkyl group and C 1 -C 20 Alkoxy groups; cyclopentyl group, cyclohexyl group, adamantanyl group, norbornanyl group, norbornenyl group, phenyl group, biphenyl group, terphenyl 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, C 1 -C 20 Alkyl group, C 1 -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 biphenyl group, a terphenyl 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, biphenyl, terphenyl, naphthyl, fluorenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl groups, each of which is 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, C 1 -C 10 Alkyl group, C 1 -C 10 It is selected from, but not limited to, an alkoxy group, a phenyl group, a biphenyl group, and a naphthyl group.

[0144] According to yet another example, in formula 401, when xc1 is 2 or more, 2 or more L 401 In this case, two A 401 may optionally be linked to a linking group, X 407 or two A 402 may optionally be linked to a linking group, X 408 (See compounds PD1 to PD4 and 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 hydrogen, deuterium, and C 1 -C 20 Alkyl group, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl groups), but are not limited thereto.

[0145] In the formula 401, L 402is any monovalent, divalent or trivalent organic ligand. For example, L 402 has a structure selected from, but is not limited to, halogens, diketones (e.g., acetylacetonate), carboxylic acids (e.g., picolinate), -C(=O), isonitrile, -CN, and phosphorus compounds (e.g., phosphine, phosphite).

[0146] The phosphorescent dopant is selected from, for example, the following compounds PD1 to PD25, but is not limited thereto. [ka] JPEG0007617172000059.jpg48115 JPEG0007617172000060.jpg27115

[0147] The fluorescent dopant may include an arylamine compound or a styrylamine compound.

[0148] The fluorescent dopant may include a compound represented by formula 501: [ka]

[0149] In the chemical formula 501, Ar 501 is a substituted or unsubstituted C 5 -C 60 Carbocyclic group or substituted or unsubstituted C 1 -C 60 is a heterocyclic group, L 501 ~L 503 are each independently a substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10Heterocycloalkylene groups, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 is selected from the group consisting of a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed polycyclic heterocyclic group; xd1 to xd3 are each independently selected from integers of 0 to 3; R 501 and R 502 are each independently a substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio groups, substituted or unsubstituted C 1 -C 60 is selected from the group consisting of a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group; xd4 is selected from integers from 1 to 6.

[0150] According to one example, Ar501 in formula 501 is 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, C 1 -C 20 Alkyl group, C 1 -C 20 The structure is selected from the group consisting of naphthalene, heptalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, indenoanthracene, and indenophenanthrene, each of which is substituted with at least one selected from the group consisting of an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0151] According to another example, in the formula 501, L 501 ~L 503 are independent of each other, Phenylene group, naphthylene group, fluorenylene group, spiro-bifluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenanthrenylene group, anthracene 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; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C20 Alkyl group, C 1 -C 20 and at least one selected from the group consisting of an alkoxy group, a phenyl group, a biphenyl group, a terphenyl 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. 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.

[0152] According to yet another example, in formula 501, R 501 and R 502 are independent of each other, phenyl, biphenyl, terphenyl, 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, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy groups, phenyl groups, biphenyl groups, terphenyl 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 33a phenyl group, a biphenyl group, a terphenyl 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 pyridinyl group; a dibenzocarbazolyl group; a dibenzosilolyl group; and a pyridinyl group; Q 31 ~Q 33 is C 1 -C 10 Alkyl group, C 1 -C 10 It is selected from the group consisting of alkoxy, phenyl, biphenyl, terphenyl and naphthyl groups.

[0153] By way of yet another example, in chemical formula 501, xd4 can be, but is not limited to, 2.

[0154] For example, the fluorescent dopant is selected from the following compounds FD1 to FD22. [ka] JPEG0007617172000063.jpg61116 JPEG0007617172000064.jpg42113 JPEG0007617172000065.jpg33116JPEG0007617172000066.jpg37114 JPEG0007617172000067.jpg33113 JPEG0007617172000068.jpg53112 JPEG0007617172000069.jpg36112 JPEG0007617172000070.jpg3960

[0155] The fluorescent dopant may also be selected from the following compounds, but is not limited thereto: [ka] JPEG0007617172000072.jpg38115

[0156] The electron transport region can have i) a monolayer structure consisting of a single layer of a single material, ii) a monolayer structure consisting of a single layer of multiple different materials, or iii) a multilayer structure having multiple layers consisting of multiple different materials.

[0157] The electron transport region may include, but is not limited to, at least one layer selected from a buffer layer, a hole blocking layer, an electron modulating layer, an electron transport layer (ETL), and an electron injection layer.

[0158] For example, the electron transport region may have a structure such as, but is not limited to, an electron transport layer / electron injection layer, a hole blocking layer / electron transport layer / electron injection layer, an electron control 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.

[0159] The electron transport region (eg, the buffer layer, the hole blocking layer, the electron modulating layer, or the electron transport layer in the electron transport region) may include a non-metal-containing compound that includes at least one π-electron deficient nitrogen-containing ring.

[0160] A "π-electron deficient nitrogen-containing ring" is a ring-forming moiety having at least one *-N=*' moiety. 1 -C 60 It means a heterocyclic group.

[0161] For example, the "π-electron-deficient nitrogen-containing ring" may be 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-C60 carbocyclic group are fused to each other.

[0162] 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.

[0163] For example, the electron transport region may include a compound represented by formula 601 below. [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 ...(Chemical formula 6 01)

[0164] In the chemical formula 601, Ar 601 is a substituted or unsubstituted C 5 -C 60 Carbocyclic group or substituted or unsubstituted C 1 -C 60 is a heterocyclic group, xe11 is 1, 2 or 3, L 601 is a substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene groups, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 is selected from the group consisting of a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed polycyclic heterocyclic group; xe1 is selected from integers from 0 to 5, R 601 is a substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 Aryl groups, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio groups, substituted or unsubstituted C 1 -C 60 Heteroaryl 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, C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group; xe21 is selected from integers of 1 to 5.

[0165] According to one example, xe11 Ar 601 , and xe21 R 601 At least one of the above may contain a π-electron deficient nitrogen-containing ring as described above.

[0166] According to one example, the chemical formula 601 In 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, triazine, thiadiazole, imidazopyridine, imidazopyrimidine and azacarbazole; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) substituted with at least one selected from the group consisting of benzene, naphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, indenoanthracene, dibenzofuran, dibenzothiophene group, carbazole, imidazole, pyrazole, thiazo group, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyridine ... imidine, 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, C 1 -C 10 Alkyl group, C 1 -C 10 It is selected from the group consisting of alkoxy, phenyl, biphenyl, terphenyl and naphthyl groups.

[0167] In the chemical formula 601, when xe11 is 2 or more, 2 or more Ar 601 may be bonded to each other via a single bond.

[0168] According to another example, in formula 601, Ar 601may have an anthracene structure.

[0169] According to yet another example, the compound represented by 601 may be represented by the following chemical formula 601-1: [ka] ...(chemical formula 601-1)

[0170] In the chemical formula 601-1, X 614 is N or C(R 614 ), and X 615 is N or C(R 615 ), and X 616 is N or C(R 616 ), and X 614 ~X 616 At least one of is N, L 611 ~L 613 are independent of each other, L 601 Refer to the explanation regarding xe611 to xe613 are independent of each other and refer to the explanation related to xe1. R 611 ~R 613 are independent of each other, R 601 Refer to the explanation regarding R 614 ~R 616 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenyl group, terf The alkyl group is selected from the group consisting of a phenyl group and a naphthyl group.

[0171] According to one example, 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, C 1 -C 20 Alkyl group, C 1 -C 20Alkoxy group, phenyl group, biphenyl group, terphenyl 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, benzocarbazo a aryl 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 isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, acridinyl group, a phenanthrolinyl group, a phenazinyl group, a 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 hexaphenylene group, each of which is substituted with at least one selected from the group consisting of isobenzothiazolyl group, benzoxazolyl group, isobenzoxazolyl group, triazolyl group, tetrazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, and azacarbazolyl group; a cenylene 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,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 benzoquinolinylene group, They are selected from, but are not limited to, zoimidazolylene groups, isobenzothiazolylene groups, benzoxazolylene groups, isobenzoxazolylene groups, triazolylene groups, tetrazolylene groups, imidazopyridinylene groups, imidazopyrimidinylene groups and azacarbazolylene groups.

[0172] According to another example, in chemical formulas 601 and 601-1, xe1 and xe611 to xe613 can be 0, 1 or 2, independently of each other.

[0173] According to yet another example, in formulas 601 and 601-1, R 601 , and R 611 ~R 613 are independent of each other, Phenyl, biphenyl, terphenyl, 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, pyridinyl, imidazolyl, pyrazolyl a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20Alkoxy group, phenyl group, biphenyl group, terphenyl 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, di Benzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, pyridinyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, thiadiazolyl group, oxadiazolyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, phenanthridinyl group, acryloyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenylinyl 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, aryl, 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 -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ); Q 601 and Q 602 For the relevant explanation, please refer to the description in this specification.

[0174] The electron transport region may include at least one compound selected from the following compounds ET1 to ET36, but is not limited thereto. [ka] JPEG0007617172000075.jpg29110 JPEG0007617172000076.jpg43108 JPEG0007617172000077.jpg46107 JPEG0007617172000078.jpg41112 JPEG0007617172000079.jpg46110 JPEG0007617172000080.jpg47104 JPEG0007617172000081.jpg33106 JPEG0007617172000082.jpg35113 JPEG0007617172000083.jpg37108 JPEG0007617172000084.jpg37111 JPEG0007617172000085.jpg38110

[0175] The electron transport region may also include at least one compound selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq3, BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), and NTAZ. [ka]

[0176] The thickness of the buffer layer, the hole blocking layer, or the electron control layer may be, independently of one another, about 2 nm to about 100 nm, for example, about 3 nm to about 30 nm. When the thickness of the buffer layer, the hole blocking layer, or the electron control layer satisfies the above-mentioned range, excellent hole blocking properties or electron control properties can be obtained without a substantial increase in driving voltage.

[0177] 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.

[0178] The electron transport region (eg, an electron transport layer in an electron transport region) may further include a metal-containing material in addition to the materials described above.

[0179] The metal-containing material may include at least one selected from an alkali metal complex and an alkaline earth metal complex. The metal ion of the alkali metal complex is selected from Li ion, Na ion, K ion, Rb ion, and Cs ion, and the metal ion of the alkaline earth metal complex is selected from Be ion, Mg ion, Ca ion, Sr ion, and Ba ion. The ligands coordinated to the metal ion of the alkali metal complex and the alkaline earth metal complex 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.

[0180] 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]

[0181] 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.

[0182] The electron injection layer 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 a plurality of different materials, or iii) a multilayer structure having a plurality of layers made of a plurality of different materials.

[0183] 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.

[0184] The alkali metal is selected from the group consisting of Li, Na, K, Rb and Cs. According to one example, the alkali metal is Li, Na or Cs. According to another example, the alkali metal is Li or Cs, but is not limited thereto.

[0185] The alkaline earth metal is selected from the group consisting of Mg, Ca, Sr, and Ba.

[0186] The rare earth metal is selected from the group consisting of Sc, Y, Ce, Tb, Yb and Gd.

[0187] The alkali metal compounds, alkaline earth metal compounds and rare earth metal compounds are selected from oxides and halides (eg, fluorides, chlorides, bromides, iodides, etc.) of alkali metals, alkaline earth metals and rare earth metals.

[0188] Alkali metal compounds include Li 2 O, Cs 2 OK 2 The alkali metal compound is selected from the group consisting of alkali metal oxides such as LiF, LiO, and alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, and KI. According to one example, the alkali metal compound is LiF, Li 2 The inorganic oxide may be selected from the group consisting of O, NaF, LiI, NaI, CsI, and KI, but is not limited thereto.

[0189] Alkaline earth metal compounds are BaO, SrO, CaO, Ba x Sr 1-x O(0 <x<1)、Ba x Ca 1-xIt is selected from alkaline earth metal compounds such as O(0 < x < 1). According to one example, the alkaline earth metal compound is selected from BaO, SrO, and CaO, but is not limited thereto.

[0190] The rare earth metal compound is YbF 3 , ScF 3 , ScO 3 , Y 2 O 3 , Ce 2 O 3 , GdF 3 and TbF 3 is selected from. According to one example, the rare earth metal compound is YbF 3 , ScF 3 , TbF 3 , YbI 3 , ScI 3 , TbI 3 is selected from, but is not limited thereto.

[0191] 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 are, independently of each other, hydroxyquinoline, hydroxyisoquinoline, hydroxybenzquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxydiphenyloxadiazole, hydroxydiphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but are not limited thereto.

[0192] The electron injection layer may consist of only the above-mentioned alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof, or may further contain an organic substance. When the electron injection layer further contains an organic substance, the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof is uniformly or non-uniformly dispersed in a matrix consisting of an organic substance.

[0193] 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.

[0194] The second electrode 190 is disposed on the organic layer 150. The second electrode 190 is a cathode, which is an electron injecting electrode. In this case, the material for the second electrode 190 may be a metal, an alloy, an electrically conductive compound, or a combination thereof, each of which has a low work function.

[0195] The second electrode 190 may include at least one selected from the group consisting of lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ITO, and IZO, but is not limited thereto. The second electrode 190 is a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0196] The second electrode 190 can have a single-layer structure having a single layer, or a multi-layer structure having multiple layers.

[0197] Meanwhile, the organic light-emitting device 20 of FIG. 2 has a structure in which a first capping layer 210, a first electrode 110, an organic layer 150, and a second electrode 190 are stacked in order, the organic light-emitting device 30 of FIG. 3 has a structure in which a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220 are stacked in order, and the organic light-emitting device 40 of FIG. 4 has a structure in which a first capping layer 210, a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220 are stacked in order.

[0198] 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.

[0199] Light generated in the light-emitting layer in the organic layer 150 of the organic light-emitting element 20, 40 is extracted to the outside through the first electrode 110, which is a semi-transmissive electrode or a transmissive electrode, and the first capping layer 210, and light generated in the light-emitting layer in the organic layer 150 of the organic light-emitting element 30, 40 is extracted to the outside through the second electrode 190, which is a semi-transmissive electrode or a transmissive electrode, and the second capping layer 220.

[0200] The first capping layer 210 and the second capping layer 220 improve the external light emission efficiency according to the principle of constructive interference.

[0201] 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.

[0202] 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 polyolefin 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 are optionally substituted with a substituent containing at least one element selected from the group consisting of O, N, S, Se, Si, F, Cl, Br, and I. According to an example, at least one of the first capping layer 210 and the second capping layer 220 may independently include an amine-based compound.

[0203] According to another example, at least one of the first capping layer 210 and the second capping layer 220 may include a compound represented by Formula 201 or a compound represented by Formula 202, independently of one another.

[0204] According to yet another example, at least one of the first capping layer 210 and the second capping layer 220 may contain, independently of each other, a compound selected from compounds HT28 to HT33 and compounds CP1 to CP5 below, but is not limited thereto. [ka]

[0205] Although the organic light-emitting device according to the present invention has been described above with reference to FIGS. 1 to 4, the organic light-emitting device is not limited thereto.

[0206] Each layer included in the hole transport region, the light emitting layer, and each layer included in the electron transport region are formed by vacuum deposition, spin coating, casting, LB (Langmuir-Blodgett) method, and indium arsenide (Ir) deposition, respectively. It is formed in a predetermined area using various methods such as ink jet printing, laser printing, and laser induced thermal imaging (LITI). .

[0207] When each layer included in the hole transport region, the light emitting layer, and each layer included in the electron transport region are formed by the vacuum deposition method, the deposition conditions are, for example, a deposition temperature of about 100 to about 500° C., a deposition time of about 10 -8 ~about 10 -3 The vacuum level is selected within the range of a vacuum of torr and a deposition rate of about 0.001 to about 10 nm / sec, taking into consideration the material contained in the layer to be formed and the layer structure to be formed.

[0208] The layers included in the hole transport region, the light emitting layer, and the electron transport region are formed by the spin coating method. When forming each layer included in the region, the coating conditions are selected in consideration of the material contained in the layer to be formed and the layer structure to be formed, 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.

[0209] The compound and the organic light-emitting device according to the present invention will be described in more detail below with reference to synthesis examples and examples. In the synthesis examples below, in the expression "B was used instead of A," the molar equivalents of A and B are the same.

[0210] [Synthesis example] Synthesis Example 1: Synthesis of Compound 2 [ka]

[0211] (1) Synthesis of intermediate 2-3 Methyl 5-bromo-2-iodobenzoate (compound 2-1 above) (10 g) and naphthalene-1-boronic acid (compound 2-2 above) (5 g) were diluted with tetrahydrofuran (100 ml) and water (25 ml), and then Pd(PPh 3 ) 4 (1g) and K 2 CO 3 (12g) was added dropwise. The reaction solution was refluxed and stirred at 65°C for 6 hours. After lowering the temperature to room temperature, tetrahydrofuran was removed under reduced pressure, and the mixture was extracted three times with ethyl acetate. After drying with anhydrous magnesium sulfate, the residue obtained by filtration under reduced pressure was purified by column chromatography to obtain intermediate 2-3 (8.3g, yield 83%). C 18 H 13 Bro 2 M+1:341.01

[0212] (2) Synthesis of intermediate 2-4 Intermediate 2-3 (8.3 g) was diluted with tetrahydrofuran (120 ml) and then PhMgBr (1 M, 60 ml) was added dropwise at 0° C. The temperature was gradually raised to room temperature and stirred for 16 hours. The reaction was terminated with saturated aqueous ammonium chloride at 0° C., extracted three times with ethyl acetate, dried over magnesium sulfate, and the residue obtained by filtration under reduced pressure was purified by column chromatography to obtain intermediate 2-4 (7.7 g, yield 68%). C 29 H 21 BrO M+1:465.08

[0213] (3) Synthesis of intermediate 2-5 Intermediate 2-4 (7.7 g) was diluted with dichloromethane (80 ml), methanesulfonyl acid (0.5 ml) was added, and the mixture was stirred for 3 hours. The reaction was terminated with triethylamine (1 ml), and the residue obtained by filtration under reduced pressure was purified by column chromatography to obtain intermediate 2-5 (7.0 g, yield 95%). C 29 H 19 Br M+1:447.07

[0214] (4) Synthesis of Compound 2 Intermediate 2-5 (3g), N-phenyl-[1,1'-biphenyl]-4-amine (3g), Pd 2 (dba) 3 (0.34g), PtBu 3 (0.1 ml) and KOtBu (3.6 g) were dissolved in toluene (60 ml) and stirred at 85° C. for 2 hours. The reaction solution was cooled to room temperature, and the reaction was terminated with water and extracted three times with ethyl acetate. The separated organic layer was dried over anhydrous magnesium sulfate and distilled under reduced pressure to obtain a residue, which was separated and purified by silica gel column chromatography to obtain compound 2 (3.7 g, yield 90%). C 47 H 33 N M+1:612.26 1 H NMR (500 MHz, CDCl 3 ) δ = 7.72-7.50 (m, 6H), 7. 48-7.38(m,5H), 7.25-6.94(m,16H), 6.77(td,1H), 6.55(dt,1H), 6.09(m,1H), 6.05(m,2H), 6.00(dd,1H)

[0215] Synthesis Example 2: Synthesis of Compound 10 [ka] Compound 10 (3.2 g, 78% yield) was obtained using the same method as in the synthesis of compound 2, except that N-phenyl-[1,1'-biphenyl]-2-amine (3g) was used instead of N-phenyl-[1,1'-biphenyl]-4-amine. C 47 H 33 N M+1:612.26 1 H NMR (500 MHz, CDCl 3 ) δ = 7.72-7.50 (m, 6H), 7. 48-7.43(m,4H), 7.32(dt,1H), 7.25-6.94(m,16H), 6.77(td,1H), 6.55(dt,1H), 6.09(m,1H), 6.05(m,2H), 6.00(dd,1H)

[0216] Synthesis Example 3: Synthesis of Compound 11 [ka] Compound 11 (3.4 g, 81% yield) was obtained using the same method as in the synthesis of compound 2, except that N-phenyldibenzo[b,d]furan-1-amine (3g) was used instead of N-phenyl-[1,1'-biphenyl]-4-amine. C 47 H 31 NO M+1:626.24 1 H NMR (500 MHz, CDCl 3 ) δ = 7.79 (m, 1H), 7.72-7. 60(m,5H), 7.49-7.44(m,2H), 7.33-7.25(m,4H), 7.22-7.16(m,4H), 7.15-6.99(m,9H), 6.67(dd,1H), 6.61(dt,1H), 6.63(dd,1H), 6.26(m,3H)

[0217] Synthesis Example 4: Synthesis of Compound 16 [ka] The same synthesis method as in the synthesis of compound 2 was used, except that 9,9-dimethyl-N-phenyl-9H-fluoren-2-amine (3g) was used instead of N-phenyl-[1,1'-biphenyl]-4-amine, and intermediate 16-2 (3g) was used instead of intermediate 2-5, to obtain compound 16 (3.0g, yield 69%). C 50 H 37 N M+1:651.29 1H NMR (500 MHz, CDCl 3 ) δ = 7.81 (dd, 1H), 7.75 (d d,1H), 7.62(s,1H), 7.55-7.52(m,2H), 7.47-7.41(m,2H), 7.36-7.25(m,2H), 7.23-6 .93(m,16H), 6.82(td,1H), 6.65-6.60(m,2H), 6.36(d,1H), 6.11(m,2H), 1.61(s,6H)

[0218] Synthesis Example 5: Synthesis of Compound 21 [ka] The same synthesis method as in the synthesis of compound 2 was used, except that N-([1,1'-biphenyl]-4-yl)naphthalene-2-amine (3g) was used instead of N-phenyl-[1,1'-biphenyl]-4-amine, and intermediate 16-2 (3g) was used instead of intermediate 2-5, to obtain compound 21 (2.7g, 60% yield). C 51 H 35 N M+1:662.28 1 H NMR (500 MHz, CDCl 3 ) δ = 7.81-7.75 (m, 2H), 7. 70(m,1H), 7.66-7.60(m,3H), 7.59-7.34(m,13H), 7.28-7.05(m,12H), 6.99(dt,1H), 6.84-6.74(m,4H)

[0219] Synthesis Example 6: Synthesis of Compound 34 [ka]

[0220] (1) Synthesis of intermediate 34-2 The same method as in the synthesis of intermediate 2-3 was used, except that (4-fluoronaphthalen-1-yl)boronic acid (compound 34-1 above) (5 g) was used instead of naphthalene-1-boronic acid, to obtain intermediate 34-2 (8 g, 85% yield). C 18 H 12 BrFO 2 M+1:359.00

[0221] (2) Synthesis of intermediate 34-3 The same method as in the synthesis of intermediate 2-4 was used, except that intermediate 34-2 (8g) was used instead of intermediate 2-3, to give intermediate 34-3 (8g, 74% yield). C 29 H 20 BrFO M+1:483.07

[0222] (3) Synthesis of intermediate 34-4 The same method as in the synthesis of intermediate 2-5 was used, except that intermediate 34-3 (8 g) was used instead of intermediate 2-4, to give intermediate 34-4 (6.5 g, 84% yield). C 29 H 18 BrF M+1:465.06

[0223] (4) Synthesis of compound 34 The same method as in the synthesis of compound 10 was used, except that intermediate 34-4 (3g) was used instead of intermediate 2-5, to give compound 34 (3.4g, 84% yield). C 47 H 32 FN M+1:630.25 1 H NMR (500 MHz, CDCl 3 ) δ = 7.76-7.70 (m, 2H), 7. 62-7.53(m,3H), 7.50-7.44(m,3H), 7.37-7.30(m,5H), 7.25-6.95(m,13H), 6.77(dd,1H), 6.65(dt,1H), 6.18(d,1H), 6.06(m,3H)

[0224] Synthesis Example 7: Synthesis of Compound 38 [ka]

[0225] (1) Synthesis of intermediate 38-3 The same method as in the synthesis of intermediate 2-3 was used, except that methyl 5-bromo-2-fluorobenzoate (compound 38-1 above) (9.3 g) was used instead of methyl 5-bromo-2-iodobenzoate, and (4-bromonaphthalene-1-yl)boronic acid (compound 38-2 above) (10 g) was used instead of naphthalene-1-boronic acid, to obtain intermediate 38-3 (12 g, 80% yield). C 18 H 12 BrFO2 M+1:359.00

[0226] (2) Synthesis of intermediate 38-4 The same method as in the synthesis of compound 2-4 was used, except that intermediate 38-3 (12 g) was used instead of intermediate 2-3, to give intermediate 38-4 (14 g, 87% yield). C 29 H 20 BrFO M+1:483.07

[0227] (3) Synthesis of intermediate 38-5 The same method as in the synthesis of intermediate 2-5 was used, except that intermediate 38-4 (14 g) was used instead of intermediate 2-4, to give intermediate 38-5 (8 g, 59% yield). C 29 H 18 BrF M+1:465.06

[0228] (4) Synthesis of compound 38 Compound 38 (3.1 g, 60% yield) was obtained using the same method as in the synthesis of compound 2, except that intermediate 38-5 (3g) was used instead of intermediate 2-5. C 47 H 32 FN M+1:630.25 1H NMR (500 MHz, CDCl 3 ) δ = 7.77 (m, 1H), 7.65-7. 60(m,2H), 7.55-7.28(m,11H), 7.22-6.94(m,12H), 6.78(m,2H), 6.65(dt,1H), 6.43(dd,1H), 6.12(m,2H)

[0229] Synthesis Example 8: Synthesis of Compound 54 [ka]

[0230] (1) Synthesis of intermediate 54-1 1-Bromo-4-methylbenzene (5g) was diluted in tetrahydrofuran and the temperature was lowered to -78°C. While maintaining the temperature, n-BuLi (12.3mL, 2.5M in hexane) was slowly added dropwise. After 1 hour, intermediate 2-3 (5g) diluted in tetrahydrofuran was slowly added dropwise to the reaction vessel. After gradually increasing the temperature to room temperature, the reaction was completed, and the reaction was terminated with a saturated ammonium chloride solution and extracted three times with ethyl acetate. The separated organic layer was dried over anhydrous magnesium sulfate and distilled under reduced pressure to obtain a residue, which was separated and purified by silica gel column chromatography to obtain intermediate 54-1 (4.8g, yield 66%). C 31 H 25 BrO M+1:493.11

[0231] (2) Synthesis of intermediate 54-2 The same method as in the synthesis of intermediate 2-5 was used except for using intermediate 54-1 (4.8 g) to give intermediate 54-2 (3.6 g, 75% yield). C 31 H 23 Br M+1:475.10

[0232] (3) Synthesis of compound 54 Instead of N-phenyl-[1,1'-biphenyl]-4-amine, The same synthesis method as in the synthesis of compound 2 was used, except that benzo[b,d]furan-2-amine (3 g) was used and intermediate 54-2 (3.5 g) was used instead of intermediate 2-5, to obtain compound 54 (3.8 g, 79% yield). C 49 H 35 NO M+1:654.27 1 H NMR (500 MHz, CDCl 3 ) δ = 7.84 (m, 1H), 7.74-7. 65(m,4H), 7.63(m,1H), 7.55-7.46(m,4H), 7.44(m,1H, 7.32(dt,1H), 7.13-6.98(m,7H), 6. 95(dd,1H), 6.86(m,4H), 6.67(dt,1H), 6.42(d,1H), 6.30(m,3H), 2.34(s,3H), 2.32(s,3H)

[0233] Synthesis Example 9: Synthesis of Compound 64 [ka]

[0234] (1) Synthesis of intermediate 64-1 The same method as in the synthesis of intermediate 2-4 was used except for using 1-bromo-4-fluorobenzene (5.5 g) to give intermediate 64-1 (6.6 g, 90% yield). C 29 H 19 BrF 2 O M+1:501.06

[0235] (2) Synthesis of intermediate 64-2 The same method as in the synthesis of intermediate 2-5 was used, except that intermediate 64-1 (6.6 g) was used instead of intermediate 2-4, to give intermediate 64-2 (5.3 g, 83%). C 2 9H 17 BrF 2 M+1:484.05

[0236] (3) Synthesis of compound 64 The same synthesis method as in the synthesis of compound 2 was used, except that 9,9-dimethyl-N-phenyl-9H-fluoren-2-amine (3g) was used instead of N-phenyl-[1,1'-diphenyl]-4-amine, and intermediate 64-2 (3g) was used instead of intermediate 2-5, to obtain compound 64 (3.4g, 80% yield). C 50 H 35 F 2 N M+1:688.27 1 H NMR (500 MHz, CDCl 3 ) δ = 7.78 (td, 1H), 7.72-7 .64(m,3H), 7.63(m,1H), 7.58(d,1H), 7.50(d,1H), 7.36-7.27(m,2H), 7.14-7.00(m,9H), 6.72( dd,1H), 6.66(td,1H), 6.51-6.46(m,4H), 6.42(dd,1H), 6.33(dd,2H), 6.22(m,2H), 1.62(s,6H)

[0237] Synthesis Example 10: Synthesis of Compound 81 [ka]

[0238] The same method as in the synthesis of compound 21 was used, except that intermediate 81-1 (3g) was used instead of intermediate 16-2, to give compound 81 (3.7g, 74% yield). C 51 H 35 N M+1:662.28 1 H NMR (500 MHz, CDCl 3 ) δ = 7.78-7.62 (m, 7H), 7. 57-7.32(m,11H), 7.31(dt,1H), 7.18-7.01(m,8H), 6.96(t,1H), 6.78-6.75(m,4H), 6.41(m,2H), 5.71(dd,1H)

[0239] Synthesis Example 11: Synthesis of Compound 94 [ka]

[0240] Compound 94 (2.5 g, 86% yield) was obtained using the same method as in the synthesis of compound 11, except that intermediate 94-1 (2.5 g) was used instead of intermediate 2-5. C 47 H 31 NO M+1:626.24 1 H NMR (500 MHz, CDCl 3 ) δ = 7.79-7.66 (m, 5H), 7. 49-7.44(m,2H), 7.36-7.27(m,4H), 7.21-7.19(m,4H), 7.14-7.01(m,10H), 6.69-6.60(m,2H), 6.39(dd,1H), 6.34(m,2H), 6.05(d,1H)

[0241] Synthesis Example 12: Synthesis of Compound 98 [ka]

[0242] Compound 98 (2.9 g, 85% yield) was obtained using the same method as in the synthesis of compound 2, except that N-phenyl-[1,1'-biphenyl]-4-amine (2.5 g) was used and intermediate 98-1 (2.5 g) was used instead of intermediate 2-5 (3 g). C 47 H 33 N M+1:612.26 1 H NMR (500 MHz, CDCl 3 ) δ = 7.92 (d, 1H), 7.67-7. 58(m,4H), 7.54-7.30(m,7H), 7.26-7.01(m,13H), 6.94(dd,1H), 6.83(m,2H), 6.65(dt,1H), 6.57(dd,1H), 6.22(m,2H), 5.58(t,1H)

[0243] Synthesis Example 13: Synthesis of Compound 110 [ka]

[0244] (1) Synthesis of Intermediate 110-2 The same method as in the synthesis of intermediate 2-3 was used, except that methyl-2-bromobenzoate (compound 110-1 above) (8.4 g) was used instead of methyl 5-bromo-2-iodobenzoate, and (5-bromonaphthalene-1-yl)boronic acid (10 g) was used instead of naphthalene-1-boronic acid, to obtain intermediate 110-2 (8.8 g, 68% yield). C 18 H 13 Bro 2 M+1:341.01

[0245] (2) Synthesis of intermediate 110-3 The same method as in the synthesis of intermediate 2-4 was used, except that intermediate 110-2 (8.8 g) was used instead of intermediate 2-3, to give intermediate 110-3 (8.5 g, 71% yield). C 29 H 2 1BrO M+1: 465.08

[0246] (3) Synthesis of intermediate 110-4 The same method as in the synthesis of intermediate 2-5 was used, except that intermediate 110-3 (8.5 g) was used instead of intermediate 2-4, to give intermediate 110-4 (6.6 g, 81% yield). C 29 H 19 Br M+1:447.07

[0247] (4) Synthesis of Compound 110 Compound 110 (3.1 g, 71% yield) was obtained using the same method as in the synthesis of compound 16, except that intermediate 110-4 (2.8 g) was used instead of intermediate 16-2. C 50 H 37 N M+1:652.29 1 H NMR (500 MHz, CDCl 3 ) δ = 7.81 (td, 1H), 7.76 (t d,1H), 7.63(d,1H), 7.55(td,1H), 7.51(dd,1H), 7.45(dt,1H), 7.36-7.25(m,2H), 7.22-7.01(m,15H), 6 .86(td,1H), 6.81(d,1H), 6.65-6.59(m,2H), 6.37(dd,1H), 6.31(m,1H), 6.12-6.08(m,2H), 1.61(s,6H)

[0248] Synthesis Example 14: Synthesis of Compound 124 [ka]

[0249] Compound 124 (2.7 g, 75% yield) was obtained using the same method as in the synthesis of compound 16, except that intermediate 124-1 (2.6 g) was used instead of intermediate 16-2. C 56 H 41 N M+1:728.32 1 H NMR (500 MHz, CDCl 3 ) δ = 8.15 (d, 1H), 8.07-8. 03(m,2H), 7.78(d,1H), 7.70(d,1H), 7.60-7.55(m,2H), 7.51-7.43(m,2H), 7.41-7.28(m,4H), 7.25-7.18(m, 4H), 7.13-7.02(m,10H), 6.88(d,1H), 6.72-6.70(m,2H), 6.42(m,2H), 6.29(d,1H), 6.22(m,2H), 1.62(s,6H)

[0250] Synthesis Example 15: Synthesis of Compound 136 [ka]

[0251] Except for using intermediate 136-1 (2.3 g) instead of intermediate 16-2 Using the same method as in the synthesis of compound 16, compound 136 (2.3 g, 69% yield) was obtained. C 50 H 36 FN M+1:670.28 1 H NMR (500 MHz, CDCl 3 ) δ = 7.78 (td, 1H), 7.74 (d d,1H), 7.58-7.52(m,2H), 7.48-7.40(m,2H), 7.36-7.28(m,1H), 7.25-7.20(m,4H), 7.18-7.05(m,11 H), 6.96(d,1H), 6.72(dd,1H), 6.66(t,1H), 6.42-6.39(m,2H), 6.29(d,1H), 6.22(m,2H), 1.62(s,6H) EXAMPLES

[0252] Comparative Example 1 Corning 15Ω / cm 2 (120nm) ITO glass substrate is anodized The ITO glass substrate was cut to a size of 50 mm × 50 mm × 0.7 mm, and ultrasonically cleaned with isopropyl alcohol and pure water for 5 minutes each, and then irradiated with ultraviolet light for 30 minutes and exposed to ozone for cleaning, and the glass substrate was placed in a vacuum deposition apparatus.

[0253] First, a known substance, 2-TNATA, was vacuum-deposited on the top of the substrate to form a hole injection layer with a thickness of 60 nm. Next, a hole transport compound, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (NPB), which is a hole transport substance, was vacuum-deposited to a thickness of 30 nm to form a hole transport layer.

[0254] On top of the hole transport layer, 9,10-di(naphthalen-2-yl)anthracene (DNA) as a known blue fluorescent host and 4,4'-bis[2-(4-(N,N-diphenylamino)phenyl)vinyl]biphenyl (DPAVBi) as a known blue fluorescent dopant were simultaneously evaporated in a weight ratio of 98:2 to form an emitting layer with a thickness of 30 nm.

[0255] Next, Alq3 was evaporated to a thickness of 30 nm on top of the light-emitting layer as an electron transport layer, and then LiF, an alkali metal halide, was evaporated to a thickness of 1 nm on top of the electron transport layer as an electron injection layer, and Al was vacuum-evaporated to a thickness of 300 nm to form LiF / Al (cathode), thereby producing an organic electroluminescent device. [ka]

[0256] Comparative Example 2 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that the following compound A was used instead of NPB when forming the hole transport layer. [ka]

[0257] Comparative Example 3 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that the following compound B was used instead of NPB when forming the hole transport layer. [ka]

[0258] Comparative Example 4 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that the following compound C was used instead of NPB when forming the hole transport layer. [ka]

[0259] Comparative Example 5 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that the following compound D was used instead of NPB when forming the hole transport layer. [ka]

[0260] Comparative Example 6 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that the following compound E was used instead of NPB when forming the hole transport layer. [ka]

[0261] Comparative Example 7 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that the following compound F was used instead of NPB when forming the hole transport layer. [ka]

[0262] Comparative Example 8 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that the following compound G was used instead of NPB when forming the hole transport layer. [ka]

[0263] Example 1 An organic light emitting device was fabricated in the same manner as in Comparative Example 1, except that compound 2 was used instead of NPB when forming the hole transport layer.

[0264] Example 2 An organic light emitting device was fabricated in the same manner as in Comparative Example 1, except that compound 10 was used instead of NPB when forming the hole transport layer.

[0265] Example 3 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that compound 11 was used instead of NPB when forming the hole transport layer.

[0266] Example 4 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that compound 16 was used instead of NPB when forming the hole transport layer.

[0267] Example 5 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that compound 21 was used instead of NPB when forming the hole transport layer.

[0268] Example 6 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that compound 34 was used instead of NPB when forming the hole transport layer.

[0269] Example 7 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that compound 38 was used instead of NPB when forming the hole transport layer.

[0270] Example 8 An organic light emitting device was fabricated in the same manner as in Comparative Example 1, except that compound 54 was used instead of NPB when forming the hole transport layer.

[0271] Example 9 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that compound 64 was used instead of NPB when forming the hole transport layer.

[0272] Example 10 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that compound 81 was used instead of NPB when forming the hole transport layer.

[0273] Example 11 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that compound 94 was used instead of NPB when forming the hole transport layer.

[0274] Example 12 An organic light emitting device was fabricated in the same manner as in Comparative Example 1, except that compound 97 was used instead of NPB when forming the hole transport layer.

[0275] Example 13 An organic light emitting device was fabricated in the same manner as in Comparative Example 1, except that compound 110 was used instead of NPB when forming the hole transport layer.

[0276] Example 14 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that compound 124 was used instead of NPB when forming the hole transport layer.

[0277] Example 15 An organic light emitting device was prepared in the same manner as in Comparative Example 1, except that compound 136 was used instead of NPB when forming the hole transport layer.

[0278] For the organic light-emitting devices fabricated in Comparative Examples 1 to 8 and Examples 1 to 15, a current density of 50 m A / cm 2 Device performance (driving voltage, luminance, efficiency) at a current density of 100 mA / cm 2 The half-life at room temperature and at room temperature was measured using the method described below, and the results are shown in Table 1. - Luminance: Power was supplied through a current-voltage meter (Kethley SMU236) and measured using a luminance meter PR650. - Efficiency: Powered by a current-voltage meter (Kethley SMU236) and measured using a luminance meter PR650.

[0279] On the other hand, the half-life is the initial luminance (100 mA / cm 2 This indicates the time (hr) it takes for the brightness to drop to 50% when the brightness at 100% is reached. [Table 1]

[0280] From Table 1, it can be seen that, as a result of using the compound according to one embodiment of the present invention in an organic electroluminescent device as a hole transport material, the examples using the compound of the present invention show excellent IVL characteristics with improved driving voltage and improved efficiency compared to the organic electroluminescent device of Comparative Example 1 using NPB, which is a known substance, and in particular, show excellent life improvement effects, resulting in a significant increase in life. Also, compared to Comparative Examples 2 to 8 using Compounds A to G, It can be seen that the driving voltage is improved and the efficiency and half-life are excellent.

[0281] Although the present invention has been described with reference to the above synthesis examples and examples, they 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 the present invention should be determined by the technical ideas of the claims. [Industrial Applicability]

[0282] The amine-based compound and the organic light-emitting device including the same according to the present invention can be effectively applied to, for example, technical fields related to light emission. [Explanation of symbols]

[0283] 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 disposed between the first electrode and the second electrode; Including, The organic layer includes a light emitting layer and at least one of amine-based compounds represented by the following Chemical Formula 1 and Chemical Formula 2. 【Chemistry 1】 (In the above Chemical Formula 1 and Chemical Formula 2, Ar １ and Ar ２ are each independently a substituted or unsubstituted C ５ -C ６０ Carbocyclic groups and substituted or unsubstituted C ２ -C ６０ heterocyclic groups, L １ and L ２ are each independently selected from groups represented by the following chemical formulas 3-1 to 3-46: 【Chemistry 2】 【Chemistry 3】 【Chemistry 4】 【Chemistry 5】 【Chemistry 6】 In the above Chemical Formulas 3-1 to 3-46, Y １ is C(Z ３ ) (Z ４ ) or Si(Z ６ ) (Z ７ ) and Z １ ~Z ７ are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C １ -C ２０ Alkyl group, C １ -C ２０ Alkoxy groups, cyclopentyl groups, cyclohexyl groups, cycloheptyl groups, cyclopentenyl groups, cyclohexenyl groups, phenyl groups, biphenyl groups, naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyridinyl groups, pyrazinyl groups, pyrimidinyl groups, quinolinyl groups, isoquinolinyl groups, benzoquinolinyl groups, naphthyridinyl groups, quinoxalinyl groups, quinazolinyl groups, carbazolyl groups, phenanthridinyl groups, acridinyl groups, phenanthrolinyl groups, phenazinyl groups, triazinyl groups, dibenzofuranyl groups, dibenzothiophenyl groups, and -Si(Q ３１ ) (Q ３２ ) (Q ３３ ) is selected from d2 is selected from the group consisting of integers 0 to 2. When d2 is 2 or more, 2 or more Z １ are identical or different from each other, d3 is selected from the group consisting of integers from 0 to 3. When d3 is 2 or more, 2 or more Z １ and Z ２ are identical or different from each other, d4 is selected from the group consisting of integers from 0 to 4. When d4 is 2 or more, 2 or more Z １ are identical or different from each other, d5 is selected from the group consisting of integers from 0 to 5. When d5 is 2 or more, 2 or more Z １ and Z ２ are identical or different from each other, d6 is selected from the group consisting of integers from 0 to 6. When d6 is 2 or more, 2 or more Z １ and Z ２ are identical or different from each other, d8 is selected from the group consisting of integers from 0 to 8. When d8 is 2 or more, 2 or more Z １ are identical or different from each other, * and *' indicate the bond positions, In the above Chemical Formula 1 and Chemical Formula 2, a1 and a2 are each independently selected from an integer of 0 to 5; when a1 is 2 or more, L １ are the same or different from each other, and when a2 is 2 or more, two or more L ２ are identical or different from each other, When a1 is 0, *-(L １ ) ａ１ -*' is a single bond, and when a2 is 0, *-(L ２ ) ａ２ -*' is a single bond, R １ ~R １０ are each independently a group represented by Chemical Formula 2, 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 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 group, 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 １ -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 ), -B(Q １ ) (Q ２ ), -C(=O)(Q １ ), -P(=O)(Q １ ) (Q ２ ), -P(=S)(Q １ ) (Q ２ ), -S(=O)(Q １ ) (Q ２ ), and -S(=O) ２ (Q １ ) (Q ２ ) is selected from R ５ ~R ８ one of the groups represented by Chemical Formula 2 is a group represented by Chemical Formula 2, R １１ and R １２ are each independently selected from groups represented by the following chemical formulas 6-1 to 6-18 and 6-27 to 6-34, 【Chemistry 7】 【Chemistry 8】 【Chemistry 9】 In the above chemical formulas 6-1 to 6-18 and 6-27 to 6-34, Ph is a phenyl group, * indicates a bonding position, b1 is 1, b2 is 1, The substituted C ５ -C ６０ Carbocyclic groups, substituted C ２ -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 １ -C １０ Heterocycloalkyl groups, substituted C ３ -C １０ Cycloalkenyl Groups, Substituted C １ -C １０ Heterocycloalkenyl Groups, Substituted C ６ -C ６０ Aryl groups, substituted C ６ -C ６０ Aryloxy groups, substituted C ６ -C ６０ Arylthio group, substituted C １ -C ６０ Heteroaryl Groups, Substituted C １ -C ６０ The substituents on the heteroaryloxy group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed polycyclic group are Deuterium (-D), -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 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 ), -B(Q １１ ) (Q １２ ), -C(=O)(Q １１ ), -S(=O) ２ (Q １１ ) and -P(=O)(Q １１ ) (Q １２ C is substituted with at least one selected from １ -C ６０ Alkyl group, C ２ -C ６０ Alkenyl group, C ２ -C ６０ Alkynyl group and 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 groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C １ -C ６０ Alkyl group, C ２ -C ６０ Alkenyl group, C ２ -C ６０ Alkynyl group, C １ -C ６０ Alkoxy group, C ３ -C １０ Cycloalkyl 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 ２１ ) (Q ２２ ) (Q ２３ ), -B(Q ２１ ) (Q ２２ ), -C(=O)(Q ２１ ), -S(=O) ２ (Q ２１ ) and -P(=O)(Q ２１ ) (Q ２２ C is substituted with at least one selected from 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, and monovalent non-aromatic condensed heteropolycyclic groups; and -Si(Q ３１ ) (Q ３２ ) (Q ３３ ), -B(Q ３１ ) (Q ３２ ), -C(=O)(Q ３１ ), -S(=O) ２ (Q ３１ ) and -P(=O)(Q ３１ ) (Q ３２ ); Q １ ~Q ３ , Q １１ ~Q １３ , Q ２１ ~Q ２３ , and Q ３１ ~Q ３３ are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C １ -C ６０ Alkyl group, C ２ -C ６０ Alkenyl group, C ２ -C ６０ Alkynyl group, C １ -C ６０ Alkoxy group, C ３ -C １０ Cycloalkyl 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 is selected from the group consisting of a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group; * and *' indicate the bond positions.)

2. The Ar １ and Ar ２ are independent of each other, Benzene, pentalene, indene, naphthalene, azulene, heptalene, indacene, acenaphthalene, fluorene, spiro-fluorene, benzofluorene, phenalene, phenanthrene, anthracene, fluoranthrene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphenylene, hexacene, pyrrole, imidazole, pyrazole, pyridine, pyrazine, pyrimidine, pyridazine, isoindole, indole, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalacene monovalent radicals of azine, naphthyridine, quinoxaline, quinazoline, cinnoline, carbazole, phenanthridine, acridine, phenanthroline, phenazine, benzoxazole, benzimidazole, furan, benzofuran, thiophene, benzothiophene, thiazole, isothiazole, benzothiazole, isoxazole, oxazole, triazole, tetrazole, oxadiazole, triazine, benzoxazole, dibenzofuran, dibenzothiophene, benzocarbazole, and dibenzocarbazole; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazono group, C １ -C ２０ Alkyl group, C １ -C ２０ Alkoxy group, C ６ -C ２０ Aryl group, C ２ -C ２０ Heteroaryl groups and -Si(Q ３１ ) (Q ３２ ) (Q ３３ ) substituted with at least one selected from the group consisting of benzene, pentalene, indene, naphthalene, azulene, heptalene, indacene, acenaphthalene, fluorene, spiro-fluorene, benzofluorene, phenalene, phenanthrene, anthracene, fluoranthrene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphenylene, hexacene, pyrrole, imidazole, pyrazole, pyridine, pyrazine, pyrimidine, pyridazine, isoindole, indole, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalene ...

2. The organic light-emitting element according to claim 1, wherein the monovalent group is selected from the group consisting of univalent groups of arylazine, naphthyridine, quinoxaline, quinazoline, cinnoline, carbazole, phenanthridine, acridine, phenanthroline, phenazine, benzoxazole, benzimidazole, furan, benzofuran, thiophene, benzothiophene, thiazole, isothiazole, benzothiazole, isoxazole, oxazole, triazole, tetrazole, oxadiazole, triazine, benzoxazole, dibenzofuran, dibenzothiophene, benzocarbazole and dibenzocarbazole.

3. The Ar １ and Ar ２ are independent of each other, A phenyl group; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazono group, C １ -C ２０ Alkyl group, C １ -C ２０ Alkoxy group, C ６ -C ２０ Aryl group, C ２ -C ２０ Heteroaryl groups and -Si(Q ３１ ) (Q ３２ ) (Q ３３ 2. The organic light-emitting device according to claim 1, wherein the phenyl group is selected from the group consisting of a phenyl group substituted with at least one selected from the group consisting of phenyl groups ...

4. The organic light-emitting device according to claim 1 , wherein a1 and a2 are each independently 0 or 1.

5. The R １ ~R １０ are each independently a group represented by Chemical Formula 2, 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 C １ -C ６０ Alkyl group, substituted or unsubstituted C ６ -C ６０ Aryl group, substituted or unsubstituted C １ -C ６０ Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic hetero-condensed polycyclic groups, and -Si(Q １ ) (Q ２ ) (Q ３ The organic light-emitting device according to claim 1 , wherein the organic light-emitting device is selected from the group consisting of

6. The R １ ~R １０ are each independently a group represented by Chemical Formula 2, 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 C １ -C ６０ Alkyl groups, groups represented by the following chemical formulas 5-1 to 5-80, and -Si(Q １ ) (Q ２ ) (Q ３ The organic light-emitting device according to claim 1 , wherein the organic light-emitting device is selected from the group consisting of 【Chemistry 10】 【Chemistry 11】 【Chemistry 12】 【Chemistry 13】 【Chemistry 14】 【Chemistry 15】 【Chemistry 16】 (In the above Chemical Formulas 5-1 to 5-80, Y ３１ is O, S, C (Z ３３ ) (Z ３４ ), N(Z ３５ ) or Si(Z ３６ ) (Z ３７ ) and Z ３１ ~Z ３７ are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C １ -C ２０ Alkyl group, C １ -C ２０ Alkoxy groups, cyclopentyl groups, cyclohexyl groups, cycloheptyl groups, cyclopentenyl groups, cyclohexenyl groups, phenyl groups, biphenyl groups, naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, spiro-fluorene-benzofluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyridinyl groups, pyrazinyl groups, pyrimidinyl groups, quinolinyl groups, isoquinolinyl groups, benzoquinolinyl groups, naphthyridinyl groups, quinoxalinyl groups, quinazolinyl groups, carbazolyl groups, phenanthridinyl groups, acridinyl groups, phenanthrolinyl groups, phenazinyl groups, triazinyl groups, dibenzofuranyl groups, dibenzothiophenyl groups, and -Si(Q ３１ ) (Q ３２ ) (Q ３３ ) is selected from e2 is selected from the group consisting of integers 0 to 2. When e2 is 2 or more, two or more Z ３１ and Z ３２ are identical or different from each other, e3 is selected from the group consisting of integers from 0 to 3, and when e3 is 2 or more, 2 or more Z ３１ and Z ３２ are identical or different from each other, e4 is selected from the group consisting of integers from 0 to 4. When e4 is 2 or more, two or more Z ３１ and Z ３２ are identical or different from each other, e5 is selected from the group consisting of integers from 0 to 5. When e5 is 2 or more, it is 2 or more Z ３１ and Z ３２ are identical or different from each other, e6 is selected from the group consisting of integers from 0 to 6. When e6 is 2 or more, two or more Z ３１ and Z ３２ are identical or different from each other, e7 is selected from the group consisting of integers from 0 to 7, and when e7 is 2 or more, 2 or more Z ３１ are either identical or different from each other, e9 is selected from the group consisting of integers from 0 to 9. When e9 is 2 or more, two or more Z ３１ are either identical or different from each other, * indicates the bond position.) 7. The organic light-emitting device according to claim 1, wherein the amine compound is represented by the following chemical formula 1-5. 【Chemistry 17】

8. The R １ ~R １０ are each independently selected from the group consisting of 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 methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, an isoamyl group, a hexyl group, a phenyl group, and a biphenyl group.

9. The Ar １ and Ar ２ are independent of each other, A phenyl group; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazono group, C １ -C ２０ Alkyl group, C １ -C ２０ Alkoxy group, C ６ -C ２０ Aryl group, C ２ -C ２０ Heteroaryl groups and -Si(Q ３１ ) (Q ３２ ) (Q ３３ 8. The organic light-emitting device according to claim 7, wherein the phenyl group is selected from the group consisting of a phenyl group substituted with at least one selected from the group consisting of phenyl groups ...

10. The organic light emitting device according to claim 1 , wherein the light emitting layer comprises the amine compound.

11. 2. The organic light emitting device according to claim 1, wherein the light emitting layer comprises at least one of a styryl-based compound, an anthracene-based compound, a pyrene-based compound, and a spiro-bifluorene-based compound.

12. the light-emitting layer is a first color-emitting light-emitting layer, Between the first electrode and the second electrode, i) at least one second color light emitting light emitting layer is further included, or ii) at least one second color light emitting light emitting layer and at least one third color light emitting light emitting layer are further 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 or different from each other; The organic light emitting device according to 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.

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