Heterocyclic compound and organic light-emitting device including the same

Abstract

The organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer, wherein the organic layer includes at least one heterocyclic compound of Formula 1: The organic light-emitting device including the heterocyclic compound of Formula 1 of the present embodiment can have low driving voltage, high efficiency and long life.

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2019-0068261 filed in the Korean Intellectual Property Office on June 10, 2019, the entire contents of which are incorporated herein by reference. Technical Field

[0003] One or more embodiments of the present disclosure relate to a heterocyclic compound and an organic light-emitting device including the same. Background Art

[0004] Organic light-emitting devices are self-emissive devices that produce full-color images and also have wide viewing angles, high contrast, short response times, and superior characteristics in terms of brightness, driving voltage, and / or response speed compared to related devices in the art.

[0005] The organic light-emitting device may include a first electrode disposed (e.g., placed) on a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode disposed in sequence on the first electrode. Holes provided by the first electrode may move toward the emission layer through the hole transport region, and electrons provided by the second electrode may move toward the emission layer through the electron transport region. Then, carriers (e.g., holes and electrons) may recombine in the emission layer to generate excitons. These excitons transition from an excited state to a ground state, thereby generating light. Summary of the invention

[0006] One or more aspects of embodiments of the present disclosure are directed to a novel heterocyclic compound and an organic light-emitting device including the same.

[0007] Additional aspects will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the presented embodiments.

[0008] Embodiments of the present disclosure provide a heterocyclic compound represented by the following Formula 1:

[0009] Formula 1

[0010]

[0011] In formula 1,

[0012] A can be a six-membered ring group to a ten-membered ring group,

[0013] X 1 , X 2 , X 3 and X 4 may be independently selected from N, S and O,

[0014] L 1 , L2 , L 3 , L 4 , L 5 and L 6 can be independently selected from non-bonds, single bonds and -C(R 7 )(R 8 )-,

[0015] u1, u2, u3 and u4 are either bonds or non-bonds. 1 , X 2 , X 3 and X 4 When S or O, u1, u2, u3 and u4 can be non-bonded, and when adjacent X 1 , X 2 , X 3 and X 4 When N, u1, u2, u3 and u4 can be keys,

[0016] Ar 1 ,Ar 2 ,Ar 3 ,Ar 4 ,Ar 5 and Ar 6 may be independently selected from substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group,

[0017] R 7 and R 8 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, C 1 -C 3 Alkyl or C 6 -C 10 Aryl,

[0018] Substituted C 6 -C 60 Aryl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60At least one substituent in the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group and the substituted monovalent non-aromatic condensed heteropolycyclic group may be selected from:

[0019] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0020] Each of the following C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 );

[0021] C 3 -C10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups;

[0022] Each of the following C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C1 -C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused 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 );as well as

[0023] -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 ),and

[0024] Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group and terphenyl group.

[0025] Another embodiment of the present disclosure provides an organic light-emitting device including: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer, wherein the organic layer includes at least one heterocyclic compound represented by Formula 1. BRIEF DESCRIPTION OF THE DRAWINGS

[0026] These and / or other aspects will become apparent and more readily understood from the following description of the embodiments, taken in conjunction with the accompanying drawings, in which:

[0027] Figures 1 to 4 Each is a schematic diagram of a structure of an organic light-emitting device according to an embodiment. DETAILED DESCRIPTION

[0028] Now will refer to the embodiment in more detail, its example is illustrated in the accompanying drawings, wherein the same reference numerals refer to the same elements throughout. In this regard, the present embodiment may have different forms and should not be construed as being limited to the description explained herein. Therefore, the embodiment is described below only by reference to the figures to explain the aspects of this description. As used herein, the term "and / or" includes any and all combinations of one or more of the related enumerated items. Such as "at least one of ...", "one of ..." and "selected from ...", when before a column of elements, modify the entire column of elements without modifying the individual elements of the column. In addition, when using "may" to describe an embodiment of the present invention, it refers to "one or more embodiments of the present invention".

[0029] Embodiments of the present disclosure provide a heterocyclic compound represented by the following Formula 1:

[0030] Formula 1

[0031]

[0032] Formula 1 will be described in more detail below.

[0033] A may be a six-membered ring group to a ten-membered ring group, and

[0034] X 1 , X 2 , X 3 and X 4 may be each independently selected from N, S and O.

[0035] L 1 , L 2 , L 3 , L 4 , L 5and L 6 can be independently selected from non-bonds, single bonds and -C(R 7 )(R 8 )-.

[0036] u1, u2, u3, and u4 are either bonds or non-bonds. For example, when adjacent X 1 , X 2 , X 3 and X 4 When each is S or O, u1, u2, u3 and u4 may be non-bonded, and when adjacent X 1 , X 2 , X 3 and X 4 When each is N, u1, u2, u3 and u4 can be keys. 1 and X 2 , or X 3 and X 4 When X is S or O, u1, u2, u3, and / or u4 are non-bonding. 1 and X 2 , or X 3 and X 4 When X is N, u1, u2, u3 and / or u4 are bonds (e.g., single bonds). 1 and X 2 When S or O, u1 and u2 are non-bonded, or when X 3 and X 4 When X is S or O, u3 and u4 are non-bonding. 1 and X 2 When N, u1 and u2 are bonds (e.g., single bonds), or when X 3 and X 4 When it is N, u3 and u4 are bonds (eg, single bonds).

[0037] For example, when X 1 When X is N, the valence of N is 3. Therefore, 1 may have three single bonds, and u1 may be X 1 Connect to Ar 1 When X 1 When X is O, the valence of O is 2. Therefore, 1 may have two single bonds. However, since X 1 Already connected to A and Ar 6 , so u1 can not be X 1 Connect to Ar 1 , and in this case u1 is a non-key.

[0038] Ar 1 ,Ar 2 ,Ar3 ,Ar 4 ,Ar 5 and Ar 6 may be independently selected from substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, 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.

[0039] R 7 and R 8 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, C 1 -C 3 Alkyl or C 6 -C 10 Aryl.

[0040] Substituted C 6 -C 60 Aryl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 At least one substituent in the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group and the substituted monovalent non-aromatic condensed heteropolycyclic group may be selected from:

[0041] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0042] Each of the following C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 );

[0043] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups;

[0044] Each of the following C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused 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 );as well as

[0045] -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 ),and

[0046] Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group and terphenyl group.

[0047] In one or more embodiments, A may be a phenyl group or a cyclohexyl group.

[0048] In one or more embodiments, Ar 1 ,Ar 2 ,Ar 3 ,Ar 4 ,Ar 5 and Ar 6 may be independently substituted or unsubstituted C 6 -C 60 The aryl group, and its substituents can be understood by referring to the corresponding descriptions provided herein.

[0049] In one or more embodiments, Ar 1 ,Ar 2 ,Ar 3 ,Ar 4 ,Ar5 and Ar 6 Can be independently selected from:

[0050] phenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, perylenyl, and pentacene; and

[0051] phenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl and pentacene, each substituted by at least one selected from the group consisting of phenyl, pentalenyl, indenyl, naphthyl, azulenyl, fluorenyl, pyrrolyl, thienyl, furanyl, thiolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl and isoquinolyl, wherein Ar 1 ,Ar 2 ,Ar 3 ,Ar 4 ,Ar 5 and Ar 6 The substituents of may each independently be substituted by at least one selected from the group consisting of phenyl, pentalenyl, indenyl, naphthyl, azulenyl, fluorenyl, pyrrolyl, thienyl, furanyl, thirolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl and isoquinolyl.

[0052] In one or more embodiments, the heterocyclic compound represented by Formula 1 may be represented by the following Formula 2:

[0053] Formula 2

[0054]

[0055] In formula 2,

[0056] A.X 1 , X 2 , X 3 , X 4 , L 1 , L 2 , L 3 , L 4 , L 5 , L 6 , u1, u2, u3 and u4 can be understood by referring to their corresponding descriptions provided in Formula 1.

[0057] R 1 , R2 , R 3 , R 4 , R 5 and R 6 can be independently selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-N(Q 1 )(Q 2 )、-P(=O)(Q 1 )(Q 2 ) and -S(=O) 2 (Q 1 ),

[0058] Q 1 To Q 3 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, a biphenyl group, and a terphenyl group, and

[0059] Substituted C 1 -C 60 Alkyl, substituted C 2 -C 60 Alkenyl, substituted C 2 -C 60 Alkynyl, substituted C 1 -C 60 Alkoxy, substituted C 3 -C 10 Cycloalkyl, substituted C 1 -C 10 Heterocycloalkyl, substituted C 3 -C 10 Cycloalkenyl, substituted C 1 -C 10 Heterocycloalkenyl, substituted C 6 -C 60 Aryl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 At least one substituent among the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group may be the same as defined in conjunction with Formula 1.

[0060] In Formula 2, a1 to a6 may each independently be an integer selected from 0 to 2.

[0061] In one or more embodiments, A may be a phenyl group or a cyclohexyl group.

[0062] In one or more embodiments, selected from L 1 , L 2 , L3 , L 4 , L 5 and L 6 At least three of L may not be non-bonded. 1 , L 2 and L 3 Can be non-bonded, and L 4 , L 5 and L 6 Can be independently -CH 2 - or single key.

[0063] In one or more embodiments, X 1 , X 2 , X 3 and X 4 can be N, and L 1 , L 2 , L 3 , L 4 , L 5 and L 6 Can be independently -CH 2 - or a single bond. In one or more embodiments, X 1 , X 2 , X 3 and X 4 Can be N, L respectively 1 , L 2 and L 3 Can be non-bonded, and L 4 , L 5 and L 6 Can be independently -CH 2 - or single key.

[0064] In one or more embodiments, X 1 , X 2 , X 3 and X 4 Each may be O or S. In this case, u1, u2, u3, and u4 may be non-bonding.

[0065] In one or more embodiments, X 1 and X 2 can be O or S, and X 3 and X 4 and may each be N. In this case, u1 and u2 may be non-bonded.

[0066] In one or more embodiments, R 1 , R 2 , R 3 , R 4 , R 5 and R 6Can be independently selected from:

[0067] deuterium, -F, hydroxyl, cyano, and nitro;

[0068] Each is unsubstituted C 1 -C 20 Alkyl and C 1 -C 20 alkoxy, or C each substituted by at least one selected from the following 1 -C 20 Alkyl and C 1 -C 20 Alkoxy: deuterium, -F, hydroxyl, cyano, and nitro;

[0069] cyclopentyl, cyclohexyl, cycloheptyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, pyrenyl, chrysene, pyridyl, pyrazinyl, pyrimidinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl, each of which is unsubstituted or substituted by at least one selected from the group consisting of deuterium, -F, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, and terphenyl; and

[0070] -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 ) and -B(Q 1 )(Q 2 ),and

[0071] Q 1 To Q 3 Can be independently C 1 -C 20 Alkyl or C 6 -C 20 Aryl.

[0072] In one or more embodiments, the heterocyclic compound represented by Formula 2 may be represented by one of the following Formulas 2A(1) to 2A(3), 2B(1) to 2B(3), and 2C(1) to 2C(3):

[0073]

[0074]

[0075] In Formula 2C(1) to Formula 2C(3), X may be O or S.

[0076] In Formulae 2A(1) to 2A(3), Formulae 2B(1) to 2B(3), and Formulae 2C(1) to 2C(3),

[0077] R 1 , R 2 , R 3 , R 4 , R 5 and R 6 Can be independently selected from:

[0078] Each is unsubstituted or each is substituted by at least one selected from the following C 1 -C 20 Alkyl, phenyl, biphenyl, naphthyl, fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysene, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazine, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl and carbazolyl: deuterium, -F, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, and terphenyl; and

[0079] -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 ) and -B(Q 1 )(Q 2 ),and

[0080] Q 1 To Q 3 Can be independently C 1 -C 20 Alkyl or C 6 -C 20 Aryl.

[0081] In one or more embodiments, R 1 , R 2 , R 3 , R 4 , R 5 and R 6 may be each independently selected from: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl and tert-butyl; and

[0082] Phenyl, fluorenyl, carbazolyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl and triazinyl, each of which is unsubstituted or substituted by at least one selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, phenyl, fluorenyl, carbazolyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl and triazinyl.

[0083] In one or more embodiments, a1 to a6 may each independently be 0 or 1.

[0084] For example, the heterocyclic compound can be selected from the following compounds TD-1 to TD-42:

[0085]

[0086]

[0087]

[0088]

[0089]

[0090] The heterocyclic compound according to an embodiment of the present disclosure has a wide gap between the highest occupied molecular orbital (HOMO) energy level and the lowest unoccupied molecular orbital (LUMO) energy level, and thus reduces the difference (ΔE) between the triplet energy level (T1) and the singlet energy level (S1). ST ). Therefore, the heterocyclic compound can be used as a thermally activated delayed fluorescence (TADF) material. In addition, since the heterocyclic compound has a small Stokes shift value, the photoluminescence wavelength range can be narrowed and a clear color of a desired wavelength can be obtained. Although not intended to be limited to theory, it is believed that this is because the expansion of the photoluminescence wavelength range caused by the vibration of the substituent is limited.

[0091] At least one heterocyclic compound of Formula 1 may be used between a pair of electrodes of an organic light-emitting device. For example, the heterocyclic compound may be included in at least one selected from a hole transport region, an electron transport region, and an emission layer. In one or more embodiments, the heterocyclic compound of Formula 1 may be used as a material for a capping layer located outside a pair of electrodes of an organic light-emitting device.

[0092] One or more embodiments of the present disclosure provide an organic light-emitting device including: a first electrode; a second electrode facing the first electrode; and an organic layer disposed (placed) between the first electrode and the second electrode and including at least one heterocyclic compound of Formula 1 above.

[0093] As used herein, the expression “(the organic layer) includes at least one heterocyclic compound of Formula 1” may include the case where “(the organic layer) includes one or more identical heterocyclic compounds represented by Formula 1” and the case where “(the organic layer) includes two or more different heterocyclic compounds represented by Formula 1”.

[0094] For example, the organic layer may include only Compound 1 as a heterocyclic compound. In this regard, Compound 1 may be present only in (e.g., may be included in) an emission layer of an organic light-emitting device. In one or more embodiments, the organic layer may include Compound 1 and Compound 2 as heterocyclic compounds. In this regard, Compound 1 and Compound 2 may be present in the same (same) layer (e.g., Compound 1 and Compound 2 may both be present in the emission layer) or in different layers (e.g., Compound 1 may be present in the emission layer, and Compound 2 may be present in the hole transport layer).

[0095] In one or more embodiments, the first electrode may be an anode, the second electrode may be a cathode, and the organic layer may further include a hole transport region disposed between the first electrode and the emission layer and an electron transport region disposed between the emission layer and the second electrode.

[0096] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting 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.

[0097] In one or more embodiments, an emission layer of an organic light-emitting device may include the heterocyclic compound according to the present embodiment.

[0098] In one or more embodiments, the heterocyclic compound of Formula 1 included in the emission layer of the organic light-emitting device may be a thermally activated delayed fluorescence (TADF) emitter, and in this regard, the emission layer may emit delayed fluorescence.

[0099] In one or more embodiments, an emission layer of an organic light-emitting device may include a host and a dopant, and the host may include the heterocyclic compound of Formula 1. The dopant may include a phosphorescent dopant or a fluorescent dopant.

[0100] In one or more embodiments, the emission layer of the organic light-emitting device may include (e.g., may consist of) the heterocyclic compound of Formula 1, and / or may further include a host. Here, the amount of the heterocyclic compound of Formula 1 may be in the range of about 0.1 parts by weight to about 50 parts by weight based on 100 parts by weight of the emission layer.

[0101] The host(s) included in the emission layer may include at least one selected from anthracene-based compounds, pyrene-based compounds, spiro-bifluorene-based compounds, carbazole-based compounds, benzimidazole-based compounds, and phosphine oxide-based compounds.

[0102] In one or more embodiments, the emission layer of the organic light-emitting device may include the heterocyclic compound of Formula 1, and thus may emit blue light having a maximum emission wavelength of about 440 nm or more and about 470 nm or less. Here, by adjusting the substituent of the heterocyclic compound of Formula 1, the emission layer of the organic light-emitting device may emit green light and red light.

[0103] In one or more embodiments, a hole transport region of an organic light-emitting device may include a p-dopant having a lowest unoccupied molecular orbital (LUMO) energy level of about −3.5 eV or less.

[0104] In one or more embodiments, the electron transport region in the organic light-emitting device may include at least one selected from phosphine oxide-based compounds and benzimidazole-based compounds.

[0105] In one or more embodiments, the electron transport region of the organic light-emitting device may further include an electron injection layer, which includes 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.

[0106] The term "organic layer" as used herein refers to a single layer and / or a plurality of layers disposed between a first electrode and a second electrode of an organic light-emitting device. Materials included in the "organic layer" are not limited to organic materials.

[0107] Figure 1 Description

[0108] Figure 1 is a schematic cross-sectional view of an organic light-emitting device 10 according to an embodiment. The organic light-emitting device 10 includes a first electrode 110 , an organic layer 150 , and a second electrode 190 .

[0109] The following will combine Figure 1 A structure of an organic light-emitting device 10 and a method of manufacturing the organic light-emitting device 10 according to an embodiment are described.

[0110] First electrode 110

[0111] exist Figure 1 In the embodiment, the substrate may be additionally disposed below the first electrode 110 or above the second electrode 190. The substrate may be a glass substrate and / or a plastic substrate, each having excellent (suitable) mechanical strength, thermal stability, transparency, surface smoothness, ease of handling and / or water resistance.

[0112] The first electrode 110 may be formed on a substrate by depositing or sputtering a material for forming the first electrode 110. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be selected from materials having a high work function to facilitate hole injection.

[0113] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 may be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), and any combination thereof, but embodiments of the present disclosure are not limited thereto. In one or more embodiments, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form the first electrode 110 may be selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof, but embodiments of the present disclosure are not limited thereto.

[0114] The first electrode 110 may have a single-layer structure or a multi-layer structure including two or more layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO, but the structure of the first electrode 110 is not limited thereto.

[0115] Organic layer 150

[0116] The organic layer 150 is disposed on the first electrode 110. The organic layer 150 may include an emission layer.

[0117] The organic layer 150 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 190 .

[0118] Hole transport region in the organic layer 150

[0119] The hole transport region may have i) a single-layer structure including a single layer including a single material, ii) a single-layer structure including a single layer including a plurality of different materials, or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.

[0120] The hole transport region may include at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an emission assisting layer, and an electron blocking layer.

[0121] For example, the hole transport zone may have a single-layer structure or a multi-layer structure, the single-layer structure includes a single layer (including a plurality of different materials), the multi-layer structure has a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure or a hole injection layer / hole transport layer / emission auxiliary layer structure, wherein for each structure, the constituent layers are stacked in sequence starting from the first electrode 110 in the order stated, but the structure of the hole transport zone is not limited thereto.

[0122] The hole transport region may include at least one selected from the group consisting of m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4"-tri(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), CzSi, TCTA, a compound represented by the following Formula 201, and a compound represented by the following Formula 202:

[0123]

[0124]

[0125] Formula 201

[0126]

[0127] Formula 202

[0128]

[0129] In equation 201 and equation 202,

[0130] L 201 To L 204 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0131] L 205 Can be selected from *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C 1 -C 20 Alkylene, substituted or unsubstituted C 2 -C 20 Alkenylene, substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0132] xa1 to xa4 may each independently be an integer selected from 0 to 3,

[0133] xa5 may be an integer selected from 1 to 10, and

[0134] R 201 To R 204 and Q 201 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0135] For example, in Equation 202, R 201 and R 202 may be optionally linked to each other via single bonds, dimethyl-methylene and / or diphenyl-methylene, and R 203 and R 204 They may optionally be linked to one another via single bonds, dimethyl-methylene groups and / or diphenyl-methylene groups.

[0136] In one or more embodiments, in Formula 201 and Formula 202,

[0137] L 201 To L 205 Can be independently selected from:

[0138] phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrenylene, chrysene, tetraphenylene, phrenylene, perylene, pentaphenylene, hexaphenylene, pentaphenylene, rubenylene, coronenylene, ovaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, and pyridinylene; and

[0139] each substituted with at least one selected from the group consisting of phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrenylene, chrysene, tetraphenylene, pyrenylene, perylene, pentaphenylene, hexaphenylene, and tetraphenylene; Pentaphenyl, rubidinyl, corundinyl, ovobenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl and pyridinyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C1 -C 10 Alkyl-substituted phenyl, -F-substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridinyl, -Si(Q) 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ),and

[0140] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0141] In one or more embodiments, xa1 to xa4 may each independently be 0, 1 or 2.

[0142] In one or more embodiments, xa5 can be 1, 2, 3 or 4.

[0143] In one or more embodiments, R 201 To R 204 and Q 201 Can be independently selected from:

[0144] phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridinyl; and

[0145] phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, pyrenyl, peryl, pentaphenenyl, hexacenyl, and tetracenyl, each substituted by at least one selected from the following: Pentaphenyl, rubinyl, corynyl, ovophene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl and pyridyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 Alkyl-substituted phenyl, -F-substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridinyl, -Si(Q) 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ),and

[0146] Q 31 To Q 33 Same as described above.

[0147] In one or more embodiments, R in Formula 201 201 To R 203 At least one of can be independently selected from:

[0148] fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl; and

[0149] Fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 alkyl-substituted phenyl, -F-substituted phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothienyl,

[0150] However, the embodiments of the present disclosure are not limited thereto.

[0151] In one or more embodiments, in Formula 202, i) R 201 and R 202 can be connected to each other via a single bond and / or ii) R 203 and R 204 Can be connected to each other by a single key.

[0152] In one or more embodiments, R in Formula 202 201 To R 204 At least one of can be selected from:

[0153] carbazolyl; and

[0154] A carbazolyl group substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 alkyl-substituted phenyl, -F-substituted phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothienyl,

[0155] However, the embodiments of the present disclosure are not limited thereto.

[0156] The compound represented by Formula 201 can be represented by the following Formula 201A:

[0157] Formula 201A

[0158]

[0159] In one or more embodiments, the compound represented by Formula 201 may be represented by the following Formula 201A(1), but the embodiments of the present disclosure are not limited thereto:

[0160] Formula 201A(1)

[0161]

[0162] In one or more embodiments, the compound represented by Formula 201 may be represented by the following Formula 201A-1, but the embodiments of the present disclosure are not limited thereto:

[0163] Formula 201A-1

[0164]

[0165] In one or more embodiments, the compound represented by Formula 202 may be represented by the following Formula 202A:

[0166] Formula 202A

[0167]

[0168] In one or more embodiments, the compound represented by Formula 202 may be represented by the following Formula 202A-1:

[0169] Formula 202A-1

[0170]

[0171] In Formula 201A, Formula 201A(1), Formula 201A-1, Formula 202A, and Formula 202A-1,

[0172] L 201 To L 203 , xa1 to xa3, xa5 and R 202 To R 204 Same as described above,

[0173] R 211 and R 212 By referring to this article combined with R 203 the description provided, and

[0174] R 213 To R 217 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10Alkyl substituted phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl and pyridinyl.

[0175] The hole transport region may include at least one compound selected from compounds HT1 to HT39, but embodiments of the present disclosure are not limited thereto:

[0176]

[0177]

[0178]

[0179]

[0180] The thickness of the hole transport region may be about to about For example, about to about When the hole transport region includes at least one selected from a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be about 1000 Å. to about For example, about to about and the thickness of the hole transport layer may be in the range of about to about For example, about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within any of these ranges, satisfactory (or appropriate) hole transport characteristics may be obtained without a significant increase in driving voltage.

[0181] The emission assisting layer can increase light emission efficiency by compensating the optical resonance distance according to the wavelength of light emitted by the emission layer, and the electron blocking layer can block or reduce the flow of electrons from the electron transport region. The emission assisting layer and the electron blocking layer can each independently include any one of the materials described above.

[0182] p-dopant

[0183] In addition to the above materials, the hole transport region may further include a charge generating material for improving the conductive property. The charge generating material may be uniformly or non-uniformly dispersed in the hole transport region.

[0184] The charge generating material may be, for example, a p-dopant.

[0185] In one or more embodiments, the p-dopant may have a LUMO level of about −3.5 eV or less.

[0186] The p-dopant may include at least one selected from the group consisting of a quinone derivative, a metal oxide, and a cyano group-containing compound, but embodiments of the present disclosure are not limited thereto.

[0187] In one or more embodiments, the p-dopant may include at least one selected from the following:

[0188] Quinone derivatives, such as tetracyanoquinodimethane (TCNQ) and / or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

[0189] Metal oxides, such as tungsten oxide and / or molybdenum oxide;

[0190] 1,4,5,8,9,12-Hexaazatriphenylene-hexanitrile (HAT-CN); and

[0191] A compound represented by the following formula 221,

[0192] However, the embodiments of the present disclosure are not limited thereto:

[0193]

[0194] In formula 221,

[0195] R 221 To R 223 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group and substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, wherein R is selected from 221To R 223 At least one of the following may have at least one substituent selected from the group consisting of cyano, -F, -Cl, -Br, -I, C substituted with -F 1 -C 20 Alkyl, C substituted by -Cl 1 -C 20 Alkyl, C substituted by -Br 1 -C 20 Alkyl and C substituted by -I 1 -C 20 alkyl.

[0196] Emission layer in the organic layer 150

[0197] When the organic light-emitting device 10 is a full-color organic light-emitting device, the emission layer may be patterned into a red emission layer, a green emission layer, or a blue emission layer according to the sub-pixel. In one or more embodiments, the emission layer may have a stacked structure of two or more layers selected from the red emission layer, the green emission layer, and the blue emission layer, wherein the two or more layers are in contact with each other or separated from each other. In one or more embodiments, the emission layer may include two or more materials selected from the red light-emitting material, the green light-emitting material, and the blue light-emitting material, wherein the two or more materials may be mixed with each other in a single layer to emit white light.

[0198] The emission layer may include a host and a dopant.

[0199] The thickness of the emission layer can be about to about For example, about to about When the thickness of the emission layer is within this range, excellent (suitable) light emission characteristics can be obtained without a significant increase in driving voltage.

[0200] Subject in the emission layer

[0201] In one or more embodiments, the host may include a compound represented by the following formula 301:

[0202] <Formula 301>

[0203] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .

[0204] In formula 301,

[0205] Ar 301 Can be substituted or unsubstituted C 5 -C60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0206] xb11 can be 0, 1, 2 or 3,

[0207] L 301 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0208] xb1 may be an integer selected from 0 to 5,

[0209] R 301 can be selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -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 ),

[0210] xb21 may be an integer selected from 1 to 5, and

[0211] Q 301 To Q 303 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 An alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group, but the embodiments of the present disclosure are not limited thereto.

[0212] In one or more embodiments, Ar in Formula 301 301 You can choose from:

[0213] naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, peryl, pentaphenanthrenyl, indenoanthryl, dibenzofuranyl, and dibenzothienyl; and

[0214] naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetraphenyl, pyrenyl, peryl, pentaphenanthracenyl, indenoanthryl, dibenzofuranyl and dibenzothiophenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),and

[0215] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl,

[0216] However, the embodiments of the present disclosure are not limited thereto.

[0217] In Formula 301, when xb11 is 2 or greater, two or more Ar 301 Connect via one-touch.

[0218] In one or more embodiments, the compound represented by Formula 301 may be represented by Formula 301-1 or Formula 301-2:

[0219] Formula 301-1

[0220]

[0221] Formula 301-2

[0222]

[0223] In Formula 301-1 to Formula 301-2,

[0224] Ring A 301 To Ring A 304 The benzophenanthrene ring may be independently selected from a benzene ring, a naphthalene ring, a phenanthrene ring, a fluoranthene ring, a triphenylene ring, a pyrene ring, a chrysene ring, a pyridine ring, a pyrimidine ring, an indene ring, a fluorene ring, a spiro-bifluorene ring, a benzofluorene ring, a dibenzofluorene ring, an indole ring, a carbazole ring, a benzocarbazole ring, a dibenzocarbazole ring, a furan ring, a benzofuran ring, a dibenzofuran ring, a naphthofuran ring, a benzonaphthofuran ring, a dinaphthofuran ring, a thiophene ring, a benzothiophene ring, a dibenzothiophene ring, a naphthothiophene ring, a benzonaphthothiophene ring and a dinaphthothiophene ring,

[0225] X 301 Can be O, S or N-[(L 304 ) xb4 -R 304 ],

[0226] R 311 To R 314can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -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 ),

[0227] xb22 and xb23 can each independently be 0, 1 or 2,

[0228] L 301 、xb1、R 301 and Q 31 To Q 33 Same as described above,

[0229] L 302 To L 304 Can be combined with L independently 301 The same as defined,

[0230] xb2 to xb4 may each independently be the same as defined in conjunction with xb1, and

[0231] R 302 To R 304 Can be combined with R 301 The same as defined.

[0232] For example, in Formula 301, Formula 301-1, and Formula 301-2, L 301 To L 304 Can be independently selected from:

[0233] Phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene, and azacarbazolylene; and

[0234] phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene , isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalinylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene and azacarbazolylene: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazinyl, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -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 ),and

[0235] Q 31 To Q 33 Same as described above.

[0236] In one or more embodiments, R in Formula 301, Formula 301-1, and Formula 301-2 301 To R 304 Can be independently selected from:

[0237] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiophene oxazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0238] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -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 ),and

[0239] Q 31 To Q 33 Same as described above.

[0240] In one or more embodiments, the host may include an alkaline earth metal complex. For example, the host may be selected from a Be complex (eg, compound H55 shown below), a Mg complex, and a Zn complex.

[0241] In one or more embodiments, the host may include at least one selected from 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di-(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene (mCP), 1,3,5-tri(carbazolyl-9-yl)benzene (TCP), and the following compounds H1 to H55, but embodiments of the present disclosure are not limited thereto:

[0242]

[0243]

[0244]

[0245] The phosphorescent dopant included in the emission layer in the organic layer 150

[0246] The emission layer may further include a phosphorescent dopant. The phosphorescent dopant may include an organic metal complex represented by Formula 401 below.

[0247] Formula 401

[0248] M(L 401 ) xc1 (L 402 ) xc2

[0249] In formula 401,

[0250] M may be selected from iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh) and thulium (Tm),

[0251] L 401 The ligand represented by free formula 402 can be selected, and xc1 can be 1, 2 or 3, wherein when xc1 is 2 or greater, two or more L 401 may be the same or different from each other,

[0252] Formula 402

[0253]

[0254] L 402 may be an organic ligand, and xc2 may be an integer selected from 0 to 4, wherein when xc2 is 2 or greater, two or more L 402 may be the same or different from each other,

[0255] In formula 402,

[0256] X 401 To X 404 may each independently be nitrogen or carbon,

[0257] X 401 and X 403 Can be connected by single or double bonds, and X 402 and X 404 Can be connected by single or double bond,

[0258] A 401 and A 402 Can be independently selected from C 5 -C 60 Carbocyclic group or C 1 -C 60Heterocyclic groups,

[0259] X 405 It can be 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=*', where Q 411 and Q 412 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl,

[0260] X 406 Can be a single bond, O or S,

[0261] R 401 and R 402 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 20 Alkyl, substituted or unsubstituted C 1 -C 20 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -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 ), where Q 401 To Q 403 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, C 6 -C 20 Aryl and C 1 -C 20 Heteroaryl,

[0262] xc11 and xc12 may each independently be an integer selected from 0 to 10, and

[0263] * and *' in Formula 402 each represent a binding site with M in Formula 401.

[0264] In one or more embodiments, A in Formula 402 401 and A 402 The benzofuranyl, benzothiophenyl, benzoisothiophenyl, benzoxazolyl, benzoisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, and dibenzothiophenyl may be independently selected from the group consisting of phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, indenyl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzisothiophenyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, and dibenzothiophenyl.

[0265] In one or more embodiments, in Formula 402, i) X 401 may be nitrogen, and X 402 Can be carbon, or ii) X 401 and X 402 Both can be nitrogen at the same time.

[0266] In one or more embodiments, R in Formula 402 401 and R 402 Can be independently selected from:

[0267] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0268] Each of the following C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, phenyl, naphthyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl and norbornenyl;

[0269] cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl;

[0270] cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl; and

[0271] -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

[0272] Q 401 To Q 403 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10An alkoxy group, a phenyl group, a biphenyl group, and a naphthyl group, but the embodiments of the present disclosure are not limited thereto.

[0273] In one or more embodiments, in Formula 401, when xc1 is 2 or greater, in two or more L 401 Two A's 401 Optionally, the 407 connected to each other, or when xc2 is 2 or greater, two A 402 Optionally, the 408 are connected to each other (see compounds PD1 to PD4 and PD7). 407 and X 408 can be each independently 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 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl), but the embodiments of the present disclosure are not limited thereto.

[0274] L in Formula 401 402 It can be a monovalent, divalent or trivalent organic ligand. For example, L 402 It may be halogen, diketone (eg, acetylacetonate), carboxylic acid (eg, picolinate), -C(=O), isonitrile, -CN, and phosphorus-containing materials (eg, phosphine and / or phosphite), but the embodiments of the present disclosure are not limited thereto.

[0275] In one or more embodiments, the phosphorescent dopant may be, for example, selected from compounds PD1 to PD25, but embodiments of the present disclosure are not limited thereto:

[0276]

[0277]

[0278] Fluorescent dopants in the emitting layer

[0279] The fluorescent dopant may include a heterocyclic compound represented by Formula 1.

[0280] The fluorescent dopant may include an arylamine compound and / or a styrylamine compound.

[0281] The fluorescent dopant may include a compound represented by the following Formula 501:

[0282] Formula 501

[0283]

[0284] In formula 501,

[0285] Ar 501 Can be substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0286] L 501 To L 503 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0287] xd1 to xd3 may each independently be an integer selected from 0 to 3,

[0288] R 501 and R 502 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C1 -C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and

[0289] xd4 may be an integer selected from 1-6.

[0290] In one or more embodiments, Ar in Formula 501 501 You can choose from:

[0291] naphthyl, heptalenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, perylenyl, pentaphenanthrenyl, indenoanthryl, and indenophenanthrenyl; and

[0292] naphthyl, heptalenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, peryl, pentaphenanthrenyl, indenoanthryl and indenophenanthrenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0293] In one or more embodiments, L in Formula 501 501 To L 503 Can be independently selected from:

[0294] phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentacephenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, and pyridinylene; and

[0295] phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, and pyridylene, each substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridinyl.

[0296] In one or more embodiments, R in Formula 501 501 and R 502 Can be independently selected from:

[0297] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, perylenyl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridinyl; and

[0298] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, and pyridyl, each substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, and -Si(Q) 31 )(Q 32 )(Q 33 ),and

[0299] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0300] In one or more embodiments, xd4 in Formula 501 may be 2, but embodiments of the present disclosure are not limited thereto.

[0301] For example, the fluorescent dopant may be selected from compounds FD1 to FD22:

[0302]

[0303]

[0304]

[0305] In one or more embodiments, the fluorescent dopant may be selected from the following compounds, but the embodiments of the present disclosure are not limited thereto:

[0306]

[0307] Electron transport region in the organic layer 150

[0308] The electron transport region may have i) a single-layer structure including a single layer including a single material, ii) a single-layer structure including a single layer including a plurality of different materials, or iii) a multi-layer structure having a plurality of layers including a plurality of different materials.

[0309] The electron transport region may include at least one selected from a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, and an electron injection layer, but embodiments of the present disclosure are not limited thereto.

[0310] For example, the electron transport region may have a structure of an electron transport layer / electron injection layer, a structure of a hole blocking layer / electron transport layer / electron injection layer, a structure of an electron control layer / electron transport layer / electron injection layer, or a structure of a buffer layer / electron transport layer / electron injection layer, wherein for each structure, the constituent layers are stacked in sequence from the emission layer. However, the embodiment of the structure of the electron transport region is not limited thereto.

[0311] The electron transport region (eg, a buffer layer, a hole blocking layer, an electron control layer, and / or an electron transport layer in the electron transport region) may include a metal-free compound containing at least one π-electron-depleted nitrogen-containing ring.

[0312] A "π-electron-depleted nitrogen-containing ring" may refer to a C-N-containing ring having at least one *-N=*' moiety as a ring-forming part. 1 -C 60 Heterocyclic group.

[0313] For example, the "π-electron-depleted nitrogen-containing ring" may be i) a five- to seven-membered heteromonocyclic group having at least one *-N=*' moiety, ii) a heteropolycyclic group in which two or more five- to seven-membered heteromonocyclic groups each having at least one *-N=*' moiety are fused to each other, or iii) a heteropolycyclic group in which at least one five- to seven-membered heteromonocyclic group each having at least one *-N=*' moiety is fused to at least one C 5 -C 60 The carbocyclic group is fused.

[0314] Examples of rings containing π-electron-depleted nitrogen 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, benzisothiazole, benzoxazole, benzisoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, and azacarbazole.

[0315] For example, the electron transport region may include a compound represented by the following Formula 601:

[0316] Formula 601

[0317] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .

[0318] In formula 601,

[0319] Ar 601 Can be substituted or unsubstituted C5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0320] xe11 can be 1, 2 or 3,

[0321] L 601 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0322] xe1 may be an integer selected from 0 to 5,

[0323] R 601 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) and -P(=O)(Q601 )(Q 602 ),

[0324] Q 601 To Q 603 Can be independently C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl or naphthyl, and

[0325] xe21 may be an integer selected from 1-5.

[0326] In one or more embodiments, the number of Ar is xe11 601 and the number of R is xe21 601 At least one of may include a ring containing π-electron-depleted nitrogen.

[0327] In one or more embodiments, Ar in Formula 601 601 You can choose from:

[0328] Phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, peryl, peryl, pentaphenanthracene, indenoanthryl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0329] phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pentaphenyl, indenoanthryl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, purinyl, each substituted by at least one selected from the following Quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),and

[0330] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0331] When xe11 in Formula 601 is 2 or greater, two or more Ar 601 Connect via one-touch.

[0332] In one or more embodiments, Ar in Formula 601 601 It may be anthracene.

[0333] In one or more embodiments, the compound represented by Formula 601 may be represented by the following Formula 601-1:

[0334] Formula 601-1

[0335]

[0336] In formula 601-1,

[0337] X614 Can be N or C(R 614 ), X 615 Can be N or C(R 615 ), X 616 Can be N or C(R 616 ), and selected from X 614 To X 616 At least one of may be N,

[0338] L 611 To L 613 Can be combined with L independently 601 The same as defined,

[0339] x 611 To xe 613 may each independently be the same as defined in conjunction with xe1,

[0340] R 611 To R 613 Can be combined with R 601 are defined identically, and

[0341] R 614 To R 616 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0342] In one or more embodiments, L in Formula 601 and Formula 601-1 601 and L 611 To L 613 Can be independently selected from:

[0343] Phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene, and azacarbazolylene; and

[0344] phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene , isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalinylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene and azacarbazolylene: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazinyl, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazole oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl,

[0345] However, the embodiments of the present disclosure are not limited thereto.

[0346] In one or more embodiments, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 may each independently be 0, 1, or 2.

[0347] In one or more embodiments, R in Formula 601 and Formula 601-1 601 and R 611 To R 613 Can be independently selected from:

[0348] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl;

[0349] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl , thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0350] -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),and

[0351] Q 601 and Q 602 May be the same as described above.

[0352] The electron transport region may include at least one compound selected from compounds ET1 to ET36, but embodiments of the present disclosure are not limited thereto:

[0353]

[0354]

[0355]

[0356]

[0357] In one or more embodiments, the electron transport region may include a plurality of selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (BPhen), Alq 3 , BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ) and NTAZ:

[0358]

[0359] The thickness of the buffer layer, hole blocking layer or electron control layer can be independently about to about For example, about to about When the thickness of the buffer layer, the hole blocking layer and / or the electron control layer is within these ranges, the electron transport region may have excellent (suitable) hole blocking properties and / or electron control properties without a significant increase in driving voltage.

[0360] The thickness of the electron transport layer may be about to about For example, about to about When the thickness of the electron transport layer is within the above range, the electron transport layer may have satisfactory (appropriate) electron transport characteristics without a significant increase in driving voltage.

[0361] The electron transport region (eg, an electron transport layer in the electron transport region) may further include a metal-containing material in addition to the materials described above.

[0362] The metal-containing material may include at least one selected from an alkali metal complex and an alkaline earth metal complex. The alkali metal complex may include a metal ion selected from the following: Li ions, Na ions, K ions, Rb ions, and Cs ions; and the alkaline earth metal complex may include a metal ion selected from the following: Be ions, Mg ions, Ca ions, Sr ions, and Ba ions. The ligands coordinated to the metal ions of the alkali metal complex or the alkaline earth metal complex may each be independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but the embodiments of the present disclosure are not limited thereto.

[0363] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (8-hydroxyquinoline lithium, LiQ) and / or compound ET-D2:

[0364]

[0365] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 190. The electron injection layer may directly contact the second electrode 190.

[0366] The electron injection layer may have i) a single-layer structure including a single layer including a single material, ii) a single-layer structure including a single layer including a plurality of different materials, or iii) a multi-layer structure having a plurality of layers including a plurality of different materials.

[0367] The electron injection layer may include 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.

[0368] The alkali metal may be selected from Li, Na, K, Rb, and Cs. In one or more embodiments, the alkali metal may be Li, Na, or Cs. In one or more embodiments, the alkali metal may be Li or Cs, but the embodiments of the present disclosure are not limited thereto.

[0369] The alkaline earth metal may be selected from Mg, Ca, Sr and Ba.

[0370] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb and Gd.

[0371] The alkali metal compound, the alkaline earth metal compound, and the rare earth metal compound may each independently be selected from oxides and halides (eg, fluorides, chlorides, bromides, and / or iodides) of alkali metals, alkaline earth metals, and rare earth metals, respectively.

[0372] The alkali metal compound may be selected from alkali metal oxides (such as Li 2 O, Cs 2 O and / or K 2 O) and alkali metal halides (such as LiF, NaF, CsF, KF, LiI, NaI, CsI and / or KI). In one or more embodiments, the alkali metal compound may be selected from LiF, Li 2 O, NaF, LiI, NaI, CsI and KI, but the embodiments of the present disclosure are not limited thereto.

[0373] The alkaline earth metal compound may be selected from alkaline earth metal oxides (such as BaO, SrO, CaO, Ba x Sr 1-x O (where 0 < x < 1) and / or Ba x Ca 1-x O (0 < x < 1)). In one or more embodiments, the alkaline earth metal compound may be selected from BaO, SrO and CaO, but the embodiments of the present disclosure are not limited thereto.

[0374] The rare earth metal compound may be selected from YbF 3 、ScF 3 、Sc 2 O 3 、Y 2 O 3 、Ce 2 O 3 、GdF 3 和TbF 3 。 In one or more embodiments, the rare earth metal compound may be selected from YbF 3 、ScF 3 、TbF 3 、YbI 3 、ScI 3 和TbI 3 , but the embodiments of the present disclosure are not limited thereto.

[0375] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may respectively include ions of alkali metals, alkaline earth metals and rare earth metals as described above, and the ligands coordinated with the metal ions of the alkali metal complex, alkaline earth metal complex or rare earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline and cyclopentadiene, but the embodiments of the present disclosure are not limited thereto.

[0376] The electron injection layer may include (e.g., may be composed of): 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 as described above. In one or more embodiments, the electron injection layer may further include an organic material. When the electron injection layer further includes an organic material, 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 may be uniformly or unevenly dispersed in a matrix including an organic material.

[0377] The thickness of the electron injection layer can be about to about For example, about to about When the thickness of the electron injection layer is within any of these ranges, satisfactory (appropriate) electron injection characteristics can be obtained without a significant increase in driving voltage.

[0378] The second electrode 190

[0379] The second electrode 190 may be disposed (placed) on the organic layer 150 having the structure according to the embodiment of the present disclosure. The second electrode 190 may be a cathode (which is an electron injection electrode), and in this regard, a material for forming the second electrode 190 may be selected from metals, alloys, conductive compounds, and combinations thereof, which have a relatively low work function.

[0380] 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 the embodiments of the present disclosure are not limited thereto. The second electrode 190 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0381] The second electrode 190 may have a single-layer structure or a multi-layer structure including two or more layers.

[0382] Figures 2 to 4 Description

[0383] Figure 2 is a schematic diagram of an organic light-emitting device 20 according to an embodiment. The organic light-emitting device 20 includes a first capping layer 210, a first electrode 110, an organic layer 150, and a second electrode 190, which are sequentially stacked in the order stated. Figure 3is a schematic diagram of an organic light-emitting device 30 according to an embodiment. The organic light-emitting device 30 includes a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220, which are sequentially stacked in the order stated. Figure 4 is a schematic diagram of an organic light-emitting device 40 according to an embodiment. The organic light-emitting device 40 includes a first capping layer 210, a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220, which are sequentially stacked in the order stated.

[0384] about Figures 2 to 4 , the first electrode 110, the organic layer 150 and the second electrode 190 can be combined by reference Figure 1 is presented to be understood by its description.

[0385] In the organic layer 150 of each of the organic light-emitting devices 20 and 40, light generated in the emission layer may pass through the first electrode 110 and the first capping layer 210 toward the outside, wherein the first electrode 110 may be a semi-transmissive electrode or a transmissive electrode. In the organic layer 150 of each of the organic light-emitting devices 30 and 40, light generated in the emission layer may pass through the second electrode 190 and the second capping layer 220 toward the outside, wherein the second electrode 190 may be a semi-transmissive electrode or a transmissive electrode.

[0386] According to the principle of constructive interference, the first capping layer 210 and the second capping layer 220 may increase external light emitting efficiency.

[0387] The first capping layer 210 and the second capping layer 220 may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or a composite capping layer including an organic material and an inorganic material.

[0388] At least one selected from the first capping layer 210 and the second capping layer 220 may each independently include at least one material selected from the following: carbocyclic compounds, heterocyclic compounds, amine compounds, porphyrin derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, and alkaline earth metal complexes. Carbocyclic compounds, heterocyclic compounds, and amine compounds may each independently be optionally substituted by a substituent containing at least one element selected from the following: O, N, S, Se, Si, F, Cl, Br, and I. In one or more embodiments, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include an amine compound.

[0389] In one or more embodiments, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include the compound represented by Formula 201 or the compound represented by Formula 202.

[0390] In one or more embodiments, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include a compound selected from compounds HT28 to HT33 and compounds CP1 to CP5, but embodiments of the present disclosure are not limited thereto:

[0391]

[0392] In the above, it has been combined Figures 1 to 4 The organic light emitting device according to the embodiment is described, but the embodiments of the present disclosure are not limited thereto.

[0393] The layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region can each be independently formed in a certain region by using one or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and laser induced thermal imaging (LITI).

[0394] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are formed by vacuum deposition, the deposition may be performed at a deposition temperature of about 100° C. to about 500° C., a ... -8 To about 10 -3 Torr vacuum and approx. to about The deposition rate was carried out at .

[0395] When a layer constituting a hole transport region, an emission layer, and a layer constituting an electron transport region are formed by spin coating, the spin coating can be performed at 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 by considering the materials to be included in the layers to be formed and the structure of the layers to be formed.

[0396] equipment

[0397] The organic light-emitting device may be included in various suitable devices. For example, a light-emitting device, an authentication device, and / or an electronic device including the organic light-emitting device may be provided.

[0398] In addition to the organic light-emitting device, the light-emitting device may further include a thin film transistor including a source electrode and a drain electrode. One of the source electrode and the drain electrode of the thin film transistor may electrically contact one of the first electrode and the second electrode of the organic light-emitting device. The light-emitting device can be used for various suitable purposes, such as a display, a light source, and / or the like.

[0399] For example, the authentication device may be a biometric authentication device for authenticating an individual by using biometric information of a biometric body (e.g., a fingertip, a pupil, and / or the like).

[0400] In addition to the organic light emitting device, the authentication device may further include a biometric information collector.

[0401] The electronic device can be applied to personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, electronic game consoles, medical instruments (e.g., electronic thermometers, blood pressure meters, blood glucose meters, pulse measurement devices, pulse wave measurement devices, electrocardiogram (ECG) displays, ultrasonic diagnostic devices and / or endoscope displays), fish finders, various measuring instruments, meters (e.g., meters for vehicles, aircraft and / or ships), projectors and / or the like, but the embodiments of the present disclosure are not limited thereto.

[0402] General Definition of Substituents

[0403] As used herein, the term "C 1 -C 60 "Alkyl" may refer to a straight or branched aliphatic saturated hydrocarbon monovalent group having 1 to 60 carbon atoms, preferably C 1 -C 20 Alkyl, or C 1 -C 3 As used herein, the term "C alkyl" refers to an alkyl group, and non-limiting examples thereof include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, and hexyl. 1 -C 60 "Alkylene" may refer to 1 -C 60 An alkyl group is a divalent group having the same structure.

[0404] As used herein, the term "C 2 -C 60 "Alkenyl" may refer to 2 -C 60 At one or more positions of the hydrocarbon chain of the alkyl group (e.g., at C 2 -C 60 The term "C" as used herein refers to a hydrocarbon group having at least one carbon-carbon double bond (in the middle and / or at the terminal of the alkyl group), and non-limiting examples thereof include ethenyl, propenyl, and butenyl. 2 -C 60 "Alkenylene" may refer to 2 -C 60 Alkenyl groups have divalent groups of the same structure.

[0405] As used herein, the term "C 2 -C 60 "Alkynyl" may refer to a 2 -C 60 At one or more positions of the hydrocarbon chain of the alkyl group (e.g., at C2 -C 60 The term "C" as used herein refers to a hydrocarbon group having at least one carbon-carbon triple bond (in the middle and / or at the end of an alkyl group), and non-limiting examples thereof include ethynyl and propynyl. 2 -C 60 "Alkyne" may refer to 2 -C 60 Alkynyl groups are divalent groups with the same structure.

[0406] As used herein, the term "C 1 -C 60 "Alkoxy" may refer to -OA 101 (A 101 C 1 -C 60 Alkyl) represented by a monovalent group, preferably C 1 -C 20 Alkoxy, and non-limiting examples thereof include methoxy, ethoxy, and isopropoxy.

[0407] As used herein, the term "C 3 -C 10 "Cycloalkyl" may refer to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and non-limiting examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. As used herein, the term "Cycloalkyl" may refer to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and non-limiting examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. 3 -C 10 "Cycloalkylene" may refer to 3 -C 10 The cycloalkyl group has a divalent group of the same structure.

[0408] As used herein, the term "C 1 -C 10 The term “heterocycloalkyl” as used herein may refer to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom and 1 to 10 carbon atoms as the remaining ring-forming atoms, and non-limiting examples thereof include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl and tetrahydrothienyl. 1 -C 10 "Heterocycloalkylene" may refer to 1 -C 10 The heterocycloalkyl group has a divalent group of the same structure.

[0409] The term "C 3 -C 10 The term "cycloalkenyl" as used herein may refer to a monovalent monocyclic group having 3 to 10 ring-forming carbon atoms and at least one carbon-carbon double bond in its ring and having no aromaticity, and non-limiting examples thereof include cyclopentenyl, cyclohexenyl and cycloheptenyl. 3 -C10 "Cycloalkenylene" may refer to 3 -C 10 The cycloalkenyl group has a divalent group of the same structure.

[0410] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" may refer to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom, 1 to 10 carbon atoms as the remaining ring-forming atoms and at least one double bond in its ring. 1 -C 10 Non-limiting examples of heterocycloalkenyl include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothienyl. As used herein, the term “C 1 -C 10 "Heterocycloalkenylene" may refer to 1 -C 10 The heterocycloalkenyl group has a divalent group of the same structure.

[0411] As used herein, the term "C 6 -C 60 "Aryl" may refer to a monovalent group having a carbocyclic aromatic system (having 6 to 60 ring carbon atoms), preferably C 6 -C 20 Aryl, or C 6 -C 10 Aryl. C 6 -C 60 Non-limiting examples of aryl groups include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, and chrysene. As used herein, the term “C 6 -C 60 "Arylene" may refer to 6 -C 60 Aryl has a divalent group with the same structure. 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each independently include two or more rings, the respective rings may be fused to each other.

[0412] As used herein, the term "C 1 -C 60 The term "heteroaryl group" may refer to a monovalent group having a heterocyclic aromatic system (having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom in addition to 1 to 60 carbon atoms as the remaining ring-forming atoms). 1 -C 60 Non-limiting examples of heteroaryl groups include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl. As used herein, the term “C1 -C 60 "Heteroarylene" may refer to 1 -C 60 Heteroaryl has a divalent group with the same structure. 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene groups each independently include two or more rings, the respective rings may be fused (fused) to each other.

[0413] The term "C 6 -C 60 "Aryloxy" may refer to -OA 102 (A 102 C 6 -C 60 aryl) represented by a monovalent group, and C 6 -C 60 Arylthio may be represented by -SA 103 (A 103 C 6 -C 60 A monovalent group represented by an aryl group.

[0414] As used herein, the term "C 1 -C 60 "Heteroaryloxy" may refer to -OA 104 (A 104 C 1 -C 60 Heteroaryl) represented by a monovalent group, and C 1 -C 60 Heteroarylthio may refer to -SA 105 (A 105 C 1 -C 60 A monovalent group represented by a heteroaryl group.

[0415] The term "monovalent non-aromatic fused polycyclic group" as used herein may refer to a monovalent group having two or more rings fused (fused) to each other, only carbon atoms (e.g., having 8 to 60 carbon atoms) as ring atoms, and having no aromaticity in its entire molecular structure. A non-limiting example of a monovalent non-aromatic fused polycyclic group is a fluorenyl group. The term "divalent non-aromatic fused polycyclic group" as used herein may refer to a divalent group having the same structure as a monovalent non-aromatic fused polycyclic group.

[0416] The term "monovalent non-aromatic fused heteropolycyclic group" as used herein may refer to a monovalent group having two or more rings fused (fused) to each other, at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom, and carbon atoms (e.g., having 1 to 60 carbon atoms) as the remaining ring-forming atoms, and having no aromaticity in its entire molecular structure. A non-limiting example of a monovalent non-aromatic fused heteropolycyclic group is a carbazolyl group. The term "divalent non-aromatic fused heteropolycyclic group" as used herein may refer to a divalent group having the same structure as a monovalent non-aromatic fused heteropolycyclic group.

[0417] As used herein, the term "C 5 -C 60 A "carbocyclic group" may refer to a monocyclic or polycyclic group having 5 to 60 carbon atoms (wherein the ring atoms are only carbon atoms). As used herein, the term "C 5 -C 60 The term "carbocyclic group" may refer to an aromatic carbocyclic group or a non-aromatic carbocyclic group. 5 -C 60 The carbocyclic group may be a ring (such as benzene), a monovalent group (such as phenyl), or a divalent group (such as phenylene). 5 -C 60 The number of substituents in a carbocyclic group, C 5 -C 60 The carbocyclic group may be a trivalent group or a tetravalent group.

[0418] As used herein, the term "C 1 -C 60 "Heterocyclic group" may refer to 5 -C 60 The carbocyclic group has the same structural group except that in addition to carbon (the number of carbon atoms may range from 1 to 60), at least one heteroatom selected from N, O, Si, P and S is used as a ring-forming atom.

[0419] In this specification, substituted C 5 -C 60 Carbocyclic groups, substituted C 1 -C 60 Heterocyclic groups, substituted C 3 -C 10 Cycloalkylene, substituted C 1 -C 10 Heterocycloalkylene, substituted C 3 -C 10 Cycloalkenylene, substituted C 1 -C 10 Heterocycloalkenylene, substituted C 6 -C 60Arylene, substituted C 1 -C 60 Heteroarylene, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heteropolycyclic group, substituted C 1 -C 60 Alkyl, substituted C 2 -C 60 Alkenyl, substituted C 2 -C 60 Alkynyl, substituted C 1 -C 60 Alkoxy, substituted C 3 -C 10 Cycloalkyl, substituted C 1 -C 10 Heterocycloalkyl, substituted C 3 -C 10 Cycloalkenyl, substituted C 1 -C 10 Heterocycloalkenyl, substituted C 6 -C 60 Aryl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 Heteroaryl, substituted C 1 -C 60 Heteroaryloxy, substituted C 1 -C 60 At least one substituent of the heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group and the substituted monovalent non-aromatic condensed heteropolycyclic group may be selected from:

[0420] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0421] Each of the following C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 );

[0422] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups;

[0423] Each of the following C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused 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 );as well as

[0424] -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 ),and

[0425] Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group and terphenyl group.

[0426] The term "Ph" as used herein may refer to a phenyl group, the term "Me" as used herein may refer to a methyl group, the term "Et" as used herein may refer to an ethyl group, the term "ter-Bu" or "Bu" as used herein may refer to a phenyl group. t " may refer to tert-butyl, and the term "OMe" as used herein may refer to methoxy. "D" may refer to deuterium.

[0427] As used herein, the term "biphenyl" may refer to a "phenyl group substituted by a phenyl group". For example, a "biphenyl group" may be a group having C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0428] As used herein, the term "terphenyl" may refer to a "phenyl group substituted with a biphenyl group". For example, a "terphenyl group" may be a phenyl group substituted with a C 6 -C 60 Aryl substituted C6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0429] Unless otherwise defined, * and *' used herein each refer to a binding site to an adjacent atom in the corresponding formula.

[0430] Hereinafter, the compound according to the embodiment and the organic light-emitting device according to the embodiment will be described in more detail with reference to Synthesis Examples and Examples. The phrase "using B instead of A" used to describe Synthesis Examples may mean using B instead of A in the same molar equivalent.

[0431] Synthesis example

[0432] Synthesis Example 1: Synthesis of Compound TD-1

[0433] (1) Synthesis of intermediate 1

[0434]

[0435] Pd(dba) 3 (0.06eq), (t-Bu) 3 P (0.09 eq), t-BuONa (4.4 eq) and toluene (0.1 M (1 eq) based on reagent) were added to a flask containing intermediate reagent A (1 eq) and 1,2,4,5-tetrabromobenzene (1.2 eq), and the reaction solution was stirred under reflux for 24 hours. The obtained reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using dichloromethane (MC) and washed with distilled water. The reaction mixture was stirred under reflux for 24 hours ... 4 The reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain Intermediate 1 (yield 34.73%), and the mass was analyzed by a high resolution mass spectrometer (HRMS).

[0436] C 48 H 30 N 4 [M]+: Calculated: 662, Measured: 661

[0437] Elemental analysis calculated values: C, 86.98; H, 4.56; N, 8.45

[0438] (2) Synthesis of compound TD-1

[0439]

[0440] Will BI 3(12 eq) and 1,2-dichlorobenzene (0.1 M (1 eq) based on the reagent) were added to a flask containing the intermediate 1 (1 eq), and the reaction solution was stirred under reflux for 24 hours. The obtained reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using MC and washed with distilled water. By using MgSO 4 The reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain Compound TD-1 (yield 27.4%), and the mass was analyzed by HRMS.

[0441] C 48 H 24 B 2 N 4 [M]+: Calculated: 678, Measured: 677

[0442] Elemental analysis calculated values: C, 84.99; H, 3.57; B, 3.19; N, 8.26

[0443] Synthesis Example 2: Synthesis of Compound TD-2

[0444] (1) Synthesis of intermediate 2

[0445]

[0446] Pd(dba) 3 (0.06eq), (t-Bu) 3 P (0.09 eq), t-BuONa (4.4 eq) and toluene (0.1 M (1 eq) based on the reagent) were added to a flask containing the intermediate reagent B (1 eq) and 1,2,4,5-tetrabromobenzene (1.2 eq), and the reaction solution was stirred under reflux for 24 hours. The obtained reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using MC and washed with distilled water. The reaction mixture was stirred under reflux for 24 hours ... 4 The reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain Intermediate 2 (yield 25.3%), and the mass was analyzed by HRMS.

[0447] C 42 H 18 N 4 [M]+: Calculated: 578, Measured: 577

[0448] Elemental analysis calculated values: C, 87.18; H, 3.14; N, 9.68

[0449] (2) Synthesis of compound TD-2

[0450]

[0451] Will BI 3 (12 eq) and 1,2-dichlorobenzene (0.1 M (1 eq) based on the reagent) were added to a flask containing the intermediate 2 (1 eq), and the reaction solution was stirred under reflux for 24 hours. The obtained reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using MC and washed with distilled water. By using MgSO 4 The reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain Compound TD-2 (yield 31.7%), and the mass was analyzed by HRMS.

[0452] C 42 H 12 B 2 N 4 [M]+: Calculated: 594, Measured: 593

[0453] Elemental analysis calculated values: C, 84.90; H, 2.04; B, 3.64; N, 9.43

[0454] Synthesis Example 3: Synthesis of Compound TD-4

[0455] (1) Synthesis of intermediate 3

[0456]

[0457] Pd(dba) 3 (0.06eq), (t-Bu) 3 P (0.09 eq), t-BuONa (4.4 eq) and toluene (0.1 M (1 eq) based on the reagent) were added to a flask containing the intermediate reagent C (1 eq) and 1,2,4,5-tetrabromobenzene (1.2 eq), and the reaction solution was stirred under reflux for 24 hours. The obtained reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using MC and washed with distilled water. The reaction mixture was stirred under reflux for 24 hours ... 4 The reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain Intermediate 3 (yield 55.1%), and the mass was analyzed by HRMS.

[0458] C 45 H 30 N 4 [M]+: Calculated value: 626, Measured value: 625

[0459] Elemental analysis calculated values: C, 86.24; H, 4.82; N, 8.94

[0460] (2) Synthesis of compound TD-4

[0461]

[0462] BBr 3 (6 eq) and 1,2-dichlorobenzene (0.1 M (1 eq) based on the reagent) were added to a flask containing the intermediate 3 (1 eq), and the reaction solution was stirred under reflux for 24 hours. The obtained reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using MC and washed with distilled water. By using MgSO 4 The reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain compound TD-04 (yield 41.2%), and the mass was analyzed by HRMS.

[0463] C 45 H 24 B 2 N 4 [M]+: Calculated: 642, Measured: 641

[0464] Elemental analysis calculated values: C, 84.15; H, 3.77; B, 3.37; N, 8.72

[0465] Synthesis Example 4: Synthesis of Compound TD-7

[0466] (1) Synthesis of intermediate 4

[0467]

[0468] Intermediate D and CF in stoichiometric excess relative to intermediate D 3 SO 3 H (trifluoromethanesulfonic acid) was added to the flask and stirred at room temperature for 24 hours. Then, water and pyridine (volume ratio of 8:1) were added thereto and stirred under reflux for 30 minutes. The obtained reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using MC. By using MgSO 4 The reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain Intermediate 4 (yield 41%), and the mass was analyzed by HRMS.

[0469] C 45 H 29 BN 2 O 2 [M]+: Calculated: 640, Measured: 639

[0470] Elemental analysis calculated values: C, 84.38; H, 4.56; B, 1.69; N, 4.37; O, 5.00

[0471] (2) Synthesis of compound TD-7

[0472]

[0473] BBr 3 (6 eq) and 1,2-dichlorobenzene (0.1 M (1 eq) based on the reagent) were added to a flask containing intermediate 4 (1 eq) and stirred under reflux for 24 hours. The obtained reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using MC and washed with distilled water. By using MgSO 4 The reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain compound TD-7 (yield 55.7%), and the mass was analyzed by HRMS.

[0474] C 45 H 26 B 2 N 2 O 2 [M]+: Calculated: 648, Measured: 647

[0475] Elemental analysis calculated values: C, 83.37; H, 4.04; B, 3.33; N, 4.32; O, 4.94

[0476] Synthesis Example 5: Synthesis of Compound TD-10

[0477] (1) Synthesis of intermediate 5

[0478]

[0479] Intermediate E and CF in stoichiometric excess relative to intermediate E 3 SO 3 H was added to the flask and stirred at room temperature for 24 hours. Then, water and pyridine (volume ratio of 8:1) were added thereto and stirred under reflux for 30 minutes. The obtained reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using MC. By using MgSO 4 The reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain Intermediate 5 (yield 45%), and the mass was analyzed by HRMS.

[0480] C 45 H 29 BN 2 S 2 [M]+: Calculated: 672, Measured: 671

[0481] Elemental analysis calculated values: C, 80.35; H, 4.35; B, 1.61; N, 4.16; S, 9.53

[0482] (2) Synthesis of compound TD-10

[0483]

[0484] BBr 3 (6 eq) and 1,2-dichlorobenzene (0.1 M (1 eq) based on the reagent) were added to a flask containing the intermediate 5 (1 eq) and stirred under reflux for 24 hours. The obtained reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using MC and washed with distilled water. By using MgSO 4 The reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain Compound TD-10 (yield 49%), and the mass was analyzed by HRMS.

[0485] C 45 H 26 B 2 N 2 S 2 [M]+: Calculated: 680, Measured: 679

[0486] Elemental analysis calculated values: C, 79.43; H, 3.85; B, 3.18; N, 4.12; S, 9.42

[0487] Synthesis Example 6: Synthesis of Compound TD-31

[0488] (1) Synthesis of intermediate 6

[0489]

[0490] Intermediate F and CF in stoichiometric excess relative to intermediate F 3 SO 3 H was added to the flask and stirred at room temperature for 24 hours. Then, water and pyridine (volume ratio of 8:1) were added thereto and stirred under reflux for 30 minutes. The obtained reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using MC. By using MgSO 4 The reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain Intermediate 6 (yield 51%), and the mass was analyzed by HRMS.

[0491] C 69 H 44 N 6 [M]+: Calculated value: 956, Measured value: 955

[0492] Elemental analysis calculated values: C, 86.59; H, 4.63; N, 8.78

[0493] (2) Synthesis of compound TD-31

[0494]

[0495] BBr 3 (6 eq) and 1,2-dichlorobenzene (0.1 M (1 eq) based on the reagent) were added to the flask containing the intermediate 6 (1 eq) and stirred under reflux for 24 hours. The reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using MC and washed with distilled water. By using MgSO 4 The obtained reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain compound TD-31 (yield 39.1%), and the mass was analyzed by HRMS.

[0496] C 69 H 38 B 2 N 6 [M]+: Calculated: 972, Measured: 971

[0497] Elemental analysis calculated values: C, 85.20; H, 3.94; B, 2.22; N, 8.64

[0498] Synthesis Example 7: Synthesis of Compound TD-40

[0499] (1) Synthesis of intermediate 7

[0500]

[0501] Pd(dba) 3 (0.06eq), (t-Bu) 3 P (0.09 eq), t-BuONa (4.4 eq) and toluene (0.1 M (1 eq) based on the reagent) were added to a flask containing the intermediate reagent G (1 eq) and 1,2,4,5-tetrabromobenzene (1.2 eq) and stirred under reflux for 24 hours. The obtained reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using MC and washed with distilled water. By using MgSO 4 The reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain Intermediate 7 (yield 55.1%), and the mass was analyzed by HRMS.

[0502] C 60 H 39 N 7 [M]+: Calculated value: 857, Measured value: 856

[0503] Elemental analysis calculated values: C, 83.99; H, 4.58; N, 11.43

[0504] (2) Synthesis of compound TD-40

[0505]

[0506] BBr 3 (6 eq) and 1,2-dichlorobenzene (0.1 M (1 eq) based on the reagent) were added to a flask containing intermediate 7 (1 eq) and stirred under reflux for 24 hours. The obtained reaction solution was cooled to room temperature, and the reaction product was extracted therefrom by using MC and washed with distilled water. By using MgSO 4 The reaction product was dried and distilled under reduced pressure. Then, the residue obtained therefrom was separated by column chromatography to obtain compound TD-40 (yield 37.78%), and the mass was analyzed by HRMS.

[0507] C 60 H 33 B 2 N 7 [M]+: Calculated value: 873, Measured value: 872

[0508] Elemental analysis calculated values: C, 82.49; H, 3.81; B, 2.47; N, 11.22

[0509] By referring to the above-described synthesis mechanism and source materials, those skilled in the art should easily recognize methods for synthesizing compounds other than the compounds synthesized according to the Synthesis Examples.

[0510] Fabrication of organic light-emitting devices

[0511] Example 1

[0512] Corning (15Ω / cm 2 , ) An ITO glass substrate was cut into a size of 50 mm×50 mm×0.5 mm, ultrasonically treated with isopropyl alcohol and pure water for 10 minutes each, and then cleaned by exposure to ultraviolet rays and ozone for 10 minutes. Then, the ITO glass substrate was provided to a vacuum deposition apparatus.

[0513] NPB was vacuum deposited on an ITO glass substrate to form a The hole injection layer is formed by vacuum depositing mCP on the hole injection layer to form a mCBP and compound TD-1 were co-deposited on the hole transport layer at a weight ratio of 85:15 to form a hole transport layer having a thickness of Then, ET1 is vacuum deposited on the emission layer to form a Al is vacuum deposited on the electron transport layer to form an electron transport layer having a thickness of An Al electrode with a thickness of 1000 nm is formed, thereby completing the manufacture of the organic light-emitting device.

[0514]

[0515] Example 2

[0516] An organic light-emitting device was manufactured in the same (or substantially the same) manner as in Example 1, except that Compound TD-2 was used instead of Compound TD-1 when forming the emission layer.

[0517] Example 3

[0518] An organic light-emitting device was manufactured in the same (or substantially the same) manner as in Example 1, except that Compound TD-4 was used instead of Compound TD-1 when forming the emission layer.

[0519] Example 4

[0520] An organic light-emitting device was manufactured in the same (or substantially the same) manner as in Example 1, except that Compound TD-7 was used instead of Compound TD-1 when forming the emission layer.

[0521] Example 5

[0522] An organic light-emitting device was manufactured in the same (or substantially the same) manner as in Example 1, except that Compound TD-10 was used instead of Compound TD-1 when forming the emission layer.

[0523] Example 6

[0524] An organic light-emitting device was manufactured in the same (or substantially the same) manner as in Example 1, except that Compound TD-31 was used instead of Compound TD-1 when forming the emission layer.

[0525] Example 7

[0526] An organic light-emitting device was manufactured in the same (or substantially the same) manner as in Example 1, except that Compound TD-40 was used instead of Compound TD-1 when forming the emission layer.

[0527]

[0528] Comparative Example 1

[0529] An organic light-emitting device was manufactured in the same (or substantially the same) manner as in Example 1, except that BH1 was used instead of mCBP when forming the emission layer, and BD1 was used instead of compound TD-1.

[0530] Comparative Example 2

[0531] An organic light-emitting device was manufactured in the same (or substantially the same) manner as in Example 1, except that Comparative Example Compound 1 was used instead of Compound TD-1 when forming the emission layer.

[0532] Comparative Example 3

[0533] An organic light-emitting device was manufactured in the same (or substantially the same) manner as in Example 1, except that Comparative Example Compound 2 was used instead of Compound TD-1 when forming the emission layer.

[0534] Comparative Example 4

[0535] An organic light-emitting device was manufactured in the same (or substantially the same) manner as in Example 1, except that Comparative Example Compound 3 was used instead of Compound TD-1 when forming the emission layer.

[0536] Comparative Example 5

[0537] An organic light-emitting device was manufactured in the same (or substantially the same) manner as in Example 1, except that Comparative Example Compound 4 was used instead of Compound TD-1 when forming the emission layer.

[0538]

[0539] Evaluation Example

[0540] The luminance was measured by using a current-voltage meter (Keithley SMU 236) and a luminance meter (PR650) at 10 mA / cm 2 The driving voltage, current efficiency, and external quantum efficiency of the organic light-emitting devices manufactured according to Examples 1 to 7 and Comparative Examples 1 to 5 were measured at a current density of , and the results are shown in Table 1.

[0541] Table 1

[0542]

[0543]

[0544] From the results shown in Table 1, it can be determined that the organic light-emitting devices of Examples 1 to 7 (in which the compounds according to one or more embodiments are used for the emission layer) have low driving voltage and improved current efficiency and external quantum efficiency compared to the organic light-emitting devices of Comparative Examples 1 to 5.

[0545] An organic light-emitting device including the heterocyclic compound of this embodiment may have low driving voltage, high efficiency, and long lifespan.

[0546] As used herein, the terms "use," "using," and "used" may be considered synonymous with the terms "utilize," "utilizing," and "utilized," respectively.

[0547] Additionally, the terms "substantially," "about," and similar terms are used as terms of approximation rather than terms of degree, and are intended to take into account the inherent variations in measurements or calculations that those of ordinary skill in the art would recognize.

[0548] Moreover, any numerical range described herein is intended to include all subranges of the same numerical precision that fall within the described range. For example, the range of "1.0 to 10.0" is intended to include all subranges between the described minimum value of 1.0 and the described maximum value of 10.0 (and including 1.0 and 10.0), that is, all subranges with a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as, for example, 2.4 to 7.6. Any maximum numerical limit described herein is intended to include all smaller numerical limits that fall therein, and any minimum numerical limit described in this specification is intended to include all larger numerical limits that fall therein. Therefore, the applicant reserves the right to amend this specification (including the claims) to explicitly describe any subranges that fall within the range explicitly described herein.

[0549] It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for purposes of limitation. Descriptions of features or aspects within each embodiment should typically be considered as available for other similar features or aspects in other embodiments.

[0550] Although one or more embodiments have been described with reference to the drawings, it will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope of the present disclosure as defined by the following claims and their equivalents.

Claims

1. A heterocyclic compound, the heterocyclic compound is represented by Formula 2: Formula 2 in, In formula 2, A is phenyl, X1, X2, X3 and X4 are each N, and L1, L2, L3, L4, L5 and L6 are each -CH2- or a single bond; X1, X2, X3 and X4 are each N, L1, L2 and L3 are no bonds, and L4, L5 and L6 are each -CH2- or a single bond; or X1 and X2 are each O or S, X3 and X4 are each N, L1, L2 and L3 are no bonds, and L4, L5 and L6 are each -CH2- or a single bond, u1, u2, u3 and u4 are each independently a bond or a non-bond, wherein when adjacent X1, X2, X3 and X4 are S or O, u1, u2, u3 and u4 are respectively a non-bond, and when adjacent X1, X2, X3 and X4 are N, u1, u2, u3 and u4 are respectively a bond, R1, R2, R3, R4, R5 and R6 are each independently selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -C(═O)(Q1), -N(Q1)(Q2), -P(═O)(Q1)(Q2) and -S(═O)2(Q1), a1 to a6 are each independently an integer selected from 0 to 2, The substituted C1-C 60 Alkyl, the substituted C2-C 60 Alkenyl, the substituted C2-C 60 Alkynyl, the substituted C1-C 60 Alkoxy, the substituted C3-C 10 Cycloalkyl, the substituted C1-C 10 Heterocycloalkyl, the substituted C3-C 10 Cycloalkenyl, the substituted C1-C 10 Heterocycloalkenyl, the substituted C6-C 60 Aryl, the substituted C6-C 60 Aryloxy, the substituted C6-C 60 Arylthio, the substituted C1-C 60 At least one substituent among the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group and the substituted monovalent non-aromatic fused heteropolycyclic group is selected from: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 Alkoxy; C1-C ... 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 Alkoxy; C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups; and C3-C4-substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine and hydrazone 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, and a monovalent non-aromatic fused heteropolycyclic group, and Q1 to Q3 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C1-C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, and a monovalent non-aromatic fused heteropolycyclic group.

2. The heterocyclic compound according to claim 1, wherein: R1, R2, R3, R4, R5 and R6 are each independently selected from: deuterium, -F, hydroxyl, cyano, and nitro; Each is an unsubstituted C1-C 20 Alkyl and C1-C 20 Alkoxy or C1-C 20 Alkyl and C1-C 20 Alkoxy: deuterium, -F, hydroxyl, cyano, and nitro; cyclopentyl, cyclohexyl, cycloheptyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, pyrenyl, chrysene, pyridyl, pyrazinyl, pyrimidinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl, each of which is unsubstituted or substituted by at least one selected from the group consisting of deuterium, -F, hydroxyl, cyano, nitro, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, and terphenyl; and -Si(Q1)(Q2)(Q3), -N(Q1)(Q2) and -B(Q1)(Q2), and Q1 to Q3 are each independently C1-C 20 Alkyl or C6-C 20 Aryl.

3. The heterocyclic compound according to claim 1, wherein: The heterocyclic compound is represented by one of Formula 2A(1), Formula 2A(2), Formula 2B(1), Formula 2B(2), Formula 2C(1) and Formula 2C(2): Wherein, in Formula 2C(1) and Formula 2C(2), X is O or S, Wherein, in Formula 2A(1), Formula 2A(2), Formula 2B(1), Formula 2B(2), Formula 2C(1) and Formula 2C(2), R1, R2, R3, R4, R5 and R6 are each independently selected from: Each is unsubstituted or each is substituted by at least one selected from the following C1-C 20 Alkyl, phenyl, biphenyl, naphthyl, fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysene, pyridyl, pyrazinyl, pyrimidinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl: deuterium, -F, hydroxyl, cyano, nitro, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, and terphenyl; and -Si(Q1)(Q2)(Q3), -N(Q1)(Q2) and -B(Q1)(Q2), and Q1 to Q3 are each independently C1-C 20 Alkyl or C6-C 20 Aryl.

4. The heterocyclic compound according to claim 1, wherein: The heterocyclic compound is represented by one of the formulas TD-1, TD-2, TD-4, TD-5, TD-7, TD-8, TD-10, TD-11, TD-13, TD-14, TD-16, TD-17, TD-19, TD-20, TD-22, TD-23, TD-25, TD-26, TD-28, TD-29, TD-31, TD-32, TD-34, TD-35, TD-37, TD-38, TD-40 and TD-41:

5. An organic light-emitting device, comprising: a first electrode; a second electrode facing the first electrode; as well as an organic layer between the first electrode and the second electrode, the organic layer comprising an emission layer, The organic layer comprises at least one heterocyclic compound according to any one of claims 1 to 4.

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