Heterocyclic compound and organic light-emitting device including the same

Abstract

A heterocyclic compound represented by Formula 1 and an organic light-emitting device including the heterocyclic compound are provided. The organic light-emitting device may include a first electrode, a second electrode facing the first electrode, and an organic layer between the first electrode and the second electrode and including an emission layer, and the organic light-emitting device may include at least one of the heterocyclic compounds.

Description

[0001] This application claims priority to and the benefit of Korean Patent Application No. 10-2020-0054778 filed on May 7, 2020, in the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference. Technical Field

[0002] One or more embodiments of the present disclosure are directed to a heterocyclic compound and an organic light-emitting device including the heterocyclic compound. Background Art

[0003] Organic light emitting devices (OLEDs) are self-emissive devices that have wide viewing angles, high contrast, short response times, and excellent brightness, driving voltage, and response speed characteristics, and produce full-color images.

[0004] An OLED may include a first electrode on a substrate and a hole transport region, an emission layer, an electron transport region, and a second electrode sequentially stacked on the first electrode. Holes provided from the first electrode may move toward the emission layer through the hole transport region, and electrons provided from the second electrode may move toward the emission layer through the electron transport region. Carriers (such as holes and electrons) recombine in the emission layer to generate excitons. These excitons transfer (e.g., transition or relax) from an excited state to a ground state, thereby generating light. Summary of the invention

[0005] One or more embodiments of the present disclosure include a heterocyclic compound and an organic light-emitting device including the heterocyclic compound.

[0006] Additional aspects of the embodiments 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 disclosed embodiments.

[0007] According to one or more embodiments, the heterocyclic compound may be represented by Formula 1:

[0008] Formula 1

[0009]

[0010]

[0011] Wherein, in Formula 1, Formula 2A to Formula 2F and Formula 3,

[0012] L 1 can be selected from the groups represented by Formula 2A to Formula 2F,

[0013] a1 can be an integer from 1 to 5,

[0014] Ar may be a group represented by Formula 3,

[0015] n1 can be an integer from 1 to 10, wherein when n1 is greater than 1, multiple Ar can be connected through the corresponding L 31 Combined with L 1 ,

[0016] X 1 Can be selected from O, S, N (R 28 )、C(R 28 )(R 29 ) and Si(R 28 )(R 29 ),

[0017] L 31 can be selected from single bonds, substituted or unsubstituted C 5 -C 60 Carbocyclic group and substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0018] a31 can be an integer from 1 to 5,

[0019] R 1 , R 21 To R 29 , R 31 and R 32 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, 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 C1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-S(=O) 2 (Q 1 ) and -P(=O)(Q 1 )(Q 2 ),

[0020] c1 can be an integer from 0 to 5, wherein when c1 is greater than 1, multiple R 1 Can be directly bound to L 1 ,

[0021] c21, c23, c26, c31 and c32 may each independently be an integer from 1 to 4,

[0022] c22, c24, c25, c21' and c23' may each independently be an integer from 1 to 3,

[0023] c27 can be 1 or 2,

[0024] When a1 in Formula 1 is 1, condition (i) or condition (ii) can be satisfied:

[0025] (i)L 1 may be selected from the groups represented by Formula 2C to Formula 2F, and

[0026] (ii) L 1 may be a group represented by Formula 2A or Formula 2B, c1 may be an integer from 1 to 5, and R 1 may be a substituted or unsubstituted pyridyl group, and

[0027] Substituted C 5 -C 60 Carbocyclic, substituted C 1 -C 60 Heterocyclic, 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 10Cycloalkyl, 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 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:

[0028] 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;

[0029] are substituted with 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) selected from at least one of the C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0030] 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 condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups;

[0031] are substituted with 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 60Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) selected from at least one of the 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 condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0032] -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 ),

[0033] Among them, Q 1 To Q 3 , 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 -C60 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, substituted with C 1 -C 60 Alkyl 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, and

[0034] *, *' and *" all indicate the binding site with the adjacent atom.

[0035] According to one or more embodiments, the organic light emitting device may include a first electrode, a second electrode facing the first electrode, and an organic layer between the first and second electrodes and including an emission layer, and the organic light emitting device may include at least one of the heterocyclic compounds. BRIEF DESCRIPTION OF THE DRAWINGS

[0036] The above and other aspects and features of the disclosed specific embodiments will become more apparent through the following description taken in conjunction with the accompanying drawings, in which:

[0037] Figure 1 is a schematic cross-sectional view showing an organic light emitting device according to an embodiment;

[0038] Figure 2 is a schematic cross-sectional view showing an organic light emitting device according to an embodiment;

[0039] Figure 3 is a schematic cross-sectional view showing an organic light emitting device according to an embodiment; and

[0040] Figure 4 is a schematic cross-sectional view showing an organic light emitting device according to an embodiment. DETAILED DESCRIPTION

[0041] Now will be more detailed with reference to embodiment, the example of embodiment is shown in the accompanying drawings, wherein the same reference numerals represent the same elements from time to time. In this regard, the present embodiment can have different forms, and should not be construed as being limited to the description set forth herein. Therefore, the following only describes the embodiment with reference to the accompanying drawings to explain the aspects of the embodiment of this specification sheet. As used herein, the term "and / or" includes any combination and all combinations of one or more of the related listed items. Throughout the disclosure, the statement "at least one (kind, person) of a, b and c" represents only a, only b, only c, a and b both, a and c both, b and c both, a, b and c all or their variations.

[0042] Since the present disclosure allows various changes and many embodiments, example embodiments will be shown in the drawings and described in more detail in the written description. By referring to the example embodiments of the present disclosure with reference to the drawings, the effects, features and methods of implementing the subject matter of the present disclosure will be obvious to those of ordinary skill in the art. However, the subject matter of the present disclosure can be implemented in many different forms and should not be interpreted as being limited to the embodiments set forth herein.

[0043] Hereinafter, the subject matter of the present disclosure will be described in more detail by explaining exemplary embodiments of the present disclosure with reference to the accompanying drawings. In the accompanying drawings, like reference numerals represent like elements, and therefore, repeated description thereof will not be repeated.

[0044] In the embodiments described in the present specification, an expression used in the singular includes an expression in the plural unless it has an apparently different meaning in the context.

[0045] In the present specification, it will be understood that terms such as "including", "having" and their variations are intended to illustrate the presence of features or components disclosed in the present specification, and are not intended to exclude the possibility that one or more other features or components may exist or may be added.

[0046] It will be understood that when a layer, region, or component is referred to as being "on" or "onto" another layer, region, or component, the layer, region, or component may be formed directly or indirectly on the other layer, region, or component. That is, for example, there may be intermediate layers, intermediate regions, or intermediate components.

[0047] For the convenience of explanation, the size of the components in the drawings may be exaggerated. In other words, since the size and thickness of the components in the drawings may be arbitrarily shown for the convenience of explanation, the following embodiments are not limited thereto.

[0048] As used herein, the term "organic layer" refers to a single layer and / or multiple layers located between the first electrode and the second electrode in an organic light-emitting device. The material included in the "organic layer" is not limited to an organic material. For example, the organic layer may include an inorganic material.

[0049] As used herein, the expression “(the organic layer) includes the compound represented by Formula 1” may be interpreted to mean “(the organic layer) may include one compound represented by Formula 1 or at least two different compounds represented by Formula 1”.

[0050] The heterocyclic compound can be represented by Formula 1:

[0051]

[0052] In formula 1, L 1 It may be selected from the groups represented by Formulae 2A to 2F.

[0053] a1 means L 1 The number of repeating units, and a1 can be an integer from 1 to 5. When a1 is 2 or more, at least two L 1 May be the same as or different from each other.

[0054] When a1 in Formula 1 is 1, the heterocyclic compound may satisfy condition (i) or condition (ii):

[0055] (i)L 1 may be selected from the groups represented by Formula 2C to Formula 2F, and

[0056] (ii) L 1 may be a group represented by Formula 2A or Formula 2B, c1 may be an integer from 1 to 5, and R 1 may be a substituted or unsubstituted pyridyl group, and

[0057] In Formula 1, Ar may be a group represented by Formula 3.

[0058] In Formula 1, n1 represents the number of Ar, and n1 may be an integer from 1 to 10. When n1 is greater than 1, a plurality of Ar may be connected by corresponding L 31 Combined with L 1 .

[0059] In an embodiment, n1 may be 1 or 2, but the present disclosure is not limited thereto.

[0060] In some embodiments, X 1 Can be selected from O, S, N (R 28 )、C(R 28 )(R 29 ) and Si(R 28 )(R29 ).

[0061] In some embodiments, L 31 can be selected from single bonds, substituted or unsubstituted C 5 -C 60 Carbocyclic group and substituted or unsubstituted C 1 -C 60 Heterocyclic group.

[0062] In some embodiments, a31 may be an integer from 1 to 5.

[0063] In some embodiments, R 1 , R 21 To R 29 , R 31 and R 32 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, 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 condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q2 )、-S(=O) 2 (Q 1 ) and -P(=O)(Q 1 )(Q 2 ).

[0064] In some embodiments, c1 may be an integer from 0 to 5, wherein when c1 is greater than 1, multiple R 1 Can be directly bound to L 1 , c21, c23, c26, c31 and c32 can each independently be an integer from 1 to 4, c22, c24, c25, c21' and c23' can each independently be an integer from 1 to 3, and c27 can be 1 or 2.

[0065] In some embodiments, the substituted C 5 -C 60 Carbocyclic, substituted C 1 -C 60 Heterocyclic, 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 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:

[0066] 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 C1 -C 60 Alkoxy;

[0067] are substituted with 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) selected from at least one of the C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0068] 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 groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups;

[0069] are substituted with 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) selected from at least one of the 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 groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0070] -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 ),

[0071] Among them, Q 1 To Q 3 , 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, substituted with C 1 -C 60 Alkyl C 6 -C 60 Aryl, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenyl groups and terphenyl groups.

[0072] In Formulae 2A to 2F and 3, *, *' and *" all represent binding sites with adjacent atoms.

[0073] In Formulae 2A to 2F, X 1 Can be selected from O, S, N (R 28 )、C(R 28 )(R 29 ) and Si(R 28 )(R 29 ).

[0074] In an embodiment, X 1 Can be selected from O, N(R 28 )、C(R 28 )(R 29 ) and Si(R 28 )(R 29 ).

[0075] In the embodiment, in Formula 1, L 1 It may be selected from the groups represented by Formula 2A-1 to 2A-3, Formula 2B-1, Formula 2C-1 to Formula 2C-4, Formula 2D-1, Formula 2E-1 to Formula 2E-50, and Formula 2F-1 to Formula 2F-10. When a1 is 1, condition (iii) or condition (iv) may be satisfied:

[0076] (iii)L 1 may be selected from the groups represented by Formula 2C-1 to Formula 2C-4, Formula 2D-1, Formula 2E-1 to Formula 2E-50, and Formula 2F-1 to Formula 2F-10, and

[0077] (iv)L 1 may be selected from the groups represented by Formula 2A-1 to Formula 2A-3 and Formula 2B-1, c1 may be an integer from 1 to 5, and R 1 It may be a substituted or unsubstituted pyridyl group:

[0078]

[0079]

[0080]

[0081]

[0082] Among them, in Formula 2A-1 to Formula 2A-3, Formula 2B-1, Formula 2C-1 to Formula 2C-4, Formula 2D-1, Formula 2E-1 to Formula 2E-50, and Formula 2F-1 to Formula 2F-10,

[0083] R 21 To R 29 , c21 to c27, c21′ and c23′ may be respectively the same as R provided herein with respect to Formulae 2A to 2F 21 To R29 , c21 to c27, c21' and c23' are the same, and

[0084] *, *' and *" all indicate the binding site with the adjacent atom.

[0085] In the embodiment, in Formula 1, L 1 It may be selected from the group represented by Formula 2AA-1 to Formula 2AA-7, Formula 2BB-1, Formula 2CC-1 to Formula 2CC-4, Formula 2DD-1, Formula 2EE-1 to Formula 2EE-8 and Formula 2FF-1. When a1 is 1, Condition (v) or Condition (vi) may be satisfied:

[0086] (v)L 1 may be selected from the group represented by Formula 2CC-1 to Formula 2CC-4, Formula 2DD-1, Formula 2EE-1 to Formula 2EE-8 and Formula 2FF-1, and

[0087] (vi)L 1 may be selected from the group represented by Formula 2AA-1 to Formula 2AA-7 and Formula 2BB-1, c1 may be an integer from 1 to 5, and R 1 It may be a substituted or unsubstituted pyridyl group:

[0088]

[0089]

[0090] Among them, in Formulae 2AA-1 to 2AA-7, Formula 2BB-1, Formulae 2CC-1 to 2CC-4, Formula 2DD-1, Formulae 2EE-1 to 2EE-8 and Formula 2FF-1,

[0091] R 21 , R 28 and R 29 can be independently selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, 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 10Heterocycloalkyl, 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 condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-S(=O) 2 (Q 1 ) and -P(=O)(Q 1 )(Q 2 ),and

[0092] *, *' and *" all indicate the binding site with the adjacent atom.

[0093] In the embodiment, in Formula 1, *-[L 1 ] a1 The group represented by -*' can be selected from the group consisting of *-L 11 -*', *-L 11 -L 12 -*', *-L 11 -L 12 -L 13 -*' and *-L 11 -L 12 -L 13 -L 14 -*' represents a group, and L 11 To L 14 can be independently selected from the groups represented by Formula 2A to Formula 2F. 1 ] a1 -*' is *-L 11 -*', condition (vii) or condition (viii) can be satisfied:

[0094] (vii)L 11 may be selected from the groups represented by Formula 2C to Formula 2F, and

[0095] (viii)L 11 may be a group represented by Formula 2A or Formula 2B, c1 may be an integer from 1 to 5, and R 1 The pyridyl group may be unsubstituted or unsubstituted.

[0096] In one or more embodiments, by *-[L 1 ] a1 The group represented by -*' can be selected from the group consisting of *-L 11 -*', *-L 11 -L 12 -*', *-L 11 -L 12 -L 13 -*' and *-L 11 -L 12 -L 13 -L 14 -*' represents a group, L 11 To L 14 may be independently selected from the groups represented by Formula 2A to Formula 2F, and n1 may be 1 or 2. When *-[L 1 ] a1 -*' is *-L 11 -*', condition (vii) or condition (viii) can be satisfied.

[0097] In formula 3, L 31 can be selected from single bonds, substituted or unsubstituted C 5 -C 60 Carbocyclic group and substituted or unsubstituted C 1 -C 60 Heterocyclic group.

[0098] a31 means L 31 The number of repeating units, and a1 can be an integer from 1 to 5. When a31 is 2 or more, at least two L 31 May be the same as or different from each other.

[0099] In some embodiments, L 31 It can be selected from a single bond, phenylene, pentalene, indenylene, naphthylene, azulenylene, heptalene, indacenylene, acenaphthenylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, py ... phenylene, tetraphenylene, perylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, rubidinylene, camphenylene, ovaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, and pyridinylene; and

[0100] are substituted with 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, substituted with C 1 -C 10 Alkyl phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one selected from phenylene, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptalene, indacenylene, acenaphthenylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, tetraphenylene, perylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, rubidinylene, camphenylene, ovphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene and pyridylene,

[0101] Among them, 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.

[0102] In an embodiment, L 31 may be a single bond, and a31 may be 1.

[0103] In formula 1, R 1 , R 21 To R 29 , R 31 and R 32 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, 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 condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-S(=O) 2 (Q 1 ) and -P(=O)(Q 1 )(Q 2 ).

[0104] In some embodiments, R 1 Can be selected from C 1 -C 20 Alkyl, C substituted with at least one phenyl 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0105] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, pyrrolyl, thienyl, furanyl, thirol, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, indolyl, isoindolyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrenyl, porolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiolaryl, dibenzofuranyl, dibenzothiophenyl, dibenzothiolaryl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, diazacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothiolaryl, imidazopyridinyl and imidazopyrimidinyl;

[0106] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C substituted with at least one phenyl 1 -C 20 Alkyl, C substituted with at least one phenyl 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, pyrrolyl, thienyl, furanyl, thirol, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, indolyl, isoindolyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthroline yl, phenazine, benzimidazolyl, benzofuranyl, benzothienyl, benzothioyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, diazacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothioyl, imidazopyridinyl, imidazopyrimidinyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one selected from cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, pyrrolyl, thienyl, furanyl, thirol, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, indolyl, isoindolyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrol phenazinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiolaryl, dibenzofuranyl, dibenzothiophenyl, dibenzothiolaryl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, diazacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothiolaryl, imidazopyridinyl, and imidazopyrimidinyl; and

[0107] -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 ) and -B(Q1 )(Q 2 ),

[0108] Among them, Q 1 To Q 3 and Q 31 To Q 33 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, phenyl substituted with cyano, biphenyl, terphenyl and naphthyl.

[0109] In one or more embodiments, in Formula 1, R 1 Can be selected from C 1 -C 20 Alkyl, C substituted with at least one phenyl 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, groups represented by Formula 5-1 to Formula 5-51, -Si(Q 1 )(Q 2 )(Q 3 ) and -N(Q 1 )(Q 2 ):

[0110]

[0111]

[0112]

[0113] Among them, in Formula 5-1 to Formula 5-51,

[0114] Y 31 Can be selected from O, S, C (Z 33 )(Z 34 )、N(Z 35 ) and Si(Z 36 )(Z 37 ),

[0115] Z 31 To Z 37 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C substituted with at least one phenyl 1 -C 20 Alkyl, C 1 -C 20Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthene, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyridyl, pyrimidinyl, pyrazinyl, triazine, quinolyl, isoquinolyl, benzoquinolyl, naphthyridinyl, quinoxalinyl, quinazolinyl, carbazolyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilyl, -Si(Q) 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 ) and -B(Q 31 )(Q 32 ),

[0116] e2 can be selected from 1 and 2,

[0117] e3 can be an integer from 1 to 3,

[0118] e4 can be an integer from 1 to 4,

[0119] e5 can be an integer from 1 to 5,

[0120] e6 can be an integer from 1 to 6,

[0121] e7 can be an integer from 1 to 7, and

[0122] e9 can be an integer from 1 to 9,

[0123] Among them, Q 1 To Q 3 and Q 31 To Q 33 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, phenyl substituted with cyano, biphenyl, terphenyl and naphthyl, and

[0124] *Indicates the binding site with the adjacent atom.

[0125] In one or more embodiments, in Formula 1, R 1 It can be selected from the groups represented by Formula 6-1 to Formula 6-151:

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132] Among them, in Formula 6-1 to Formula 6-151,

[0133] t-Bu represents tert-butyl,

[0134] Ph means phenyl,

[0135] TMS represents trimethylsilyl,

[0136] Cz represents a carbazole group, and

[0137] *Indicates the binding site with the adjacent atom.

[0138] In the embodiment, in Formula 2A to Formula 2F and Formula 3, R 21 To R 29 , R 31 and R 32 can be independently selected from: hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0139] The C groups are substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, cyano, phenyl and biphenyl. 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0140] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, pyrenyl, phenanthene, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrrolyl, thienyl, furanyl, thirolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthryl pyridyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiolaryl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, dibenzothiolaryl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, thiadiazolyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazolopyridyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, diazacarbazolyl, azadibenzofuranyl, azadibenzothienyl, and azadibenzothiolaryl;

[0141] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, pyrenyl, phenanthene, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrrolyl, thienyl, furanyl, thirol, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, At least one selected from the group consisting of acridinyl, phenanthroline, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiolaryl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, dibenzothiolaryl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, thiadiazolyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, diazacarbazolyl, azadibenzofuranyl, azadibenzothienyl and azadibenzothiolaryl one of the cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, pyrenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrrolyl, thienyl, furanyl, thirolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiolaryl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, dibenzothiolaryl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazolopyridinyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, diazacarbazolyl, azadibenzofuranyl, azadibenzothienyl, and azadibenzothiolaryl; and

[0142] -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 ) and -B(Q 1 )(Q 2 ),

[0143] Among them, Q 1 To Q 3 can be independently selected from hydrogen, deuterium, C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0144] In one or more embodiments, in Formula 2A to Formula 2F, R 21 To R 29 , R 31 and R 32 can be independently selected from: hydrogen, deuterium, phenyl, biphenyl, fluorenyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioyl, carbazolyl, -Si(Q 1 )(Q 2 )(Q 3 ) and -N(Q 1 )(Q 2 );as well as

[0145] The substituted groups are cyano, phenyl, biphenyl, fluorenyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, carbazolyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one selected from phenyl, biphenyl, fluorenyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilyl and carbazolyl,

[0146] Among them, Q 1 To Q 3 and Q 31 To Q 33 are independently selected from hydrogen, deuterium, C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0147] In the embodiment, in Formula 3, R 31 and R 32 They may all be hydrogen.

[0148] In Formulae 2A to 2F and 3, c21, c23, c26, c31, and c32 may each independently be an integer of 1 to 4, c22, c24, c25, c21′, and c23′ may each independently be an integer of 1 to 3, and c27 may be 1 or 2.

[0149] The heterocyclic compound according to one or more embodiments may be represented by any one of Formula 1-1 to Formula 1-10:

[0150]

[0151]

[0152]

[0153]

[0154] Among them, in Formula 1-1 to Formula 1-3, i) L 11 may be selected from the group represented by Formula 2C to Formula 2F, or ii) L 11 may be a group represented by Formula 2A or Formula 2B, c1 may be an integer from 1 to 5, and R 1 may be a substituted or unsubstituted pyridyl group, and

[0155] In Formulas 1-4 to 1-10, L 11 To L 14 may be independently selected from the groups represented by Formula 2A to Formula 2F,

[0156] Among them, in Formula 1-1 to Formula 1-10,

[0157] R 33 and R 34 Can be referred to by R in formula 1 31 description to understand, and

[0158] c33 and c34 may each independently be an integer of 1 to 4.

[0159] In the embodiment, in Formula 1-1 to Formula 1-3, i) L 11 may be selected from the groups represented by Formula 2C-1 to Formula 2C-4, Formula 2D-1, Formula 2E-1 to Formula 2E-50, and Formula 2F-1 to Formula 2F-10, or ii) L 11 may be selected from the groups represented by Formula 2A-1 to Formula 2A-3 and Formula 2B-1, c1 may be an integer from 1 to 5, and R 1 The pyridyl group may be unsubstituted or unsubstituted.

[0160] In one or more embodiments, in Formula 1-1 to Formula 1-3, i) L 11 may be selected from the group represented by Formula 2CC-1 to Formula 2CC-4, Formula 2DD-1, Formula 2EE-1 to Formula 2EE-8 and Formula 2FF-1, or ii) L 11may be selected from the group represented by Formula 2AA-1 to Formula 2AA-7 and Formula 2BB-1, c1 may be an integer from 1 to 5, and R 1 The pyridyl group may be unsubstituted or unsubstituted.

[0161] In the embodiment, in Formula 1-4 to Formula 1-10, L 11 To L 14 They may each be independently selected from the groups represented by Formulae 2A-1 to 2A-3, Formula 2B-1, Formulae 2C-1 to Formula 2C-4, Formula 2D-1, Formulae 2E-1 to Formula 2E-50, and Formula 2F-1.

[0162] In one or more embodiments, in Formula 1-4 to Formula 1-10, L 11 To L 14 They may each be independently selected from the groups represented by Formula 2AA-1 to Formula 2AA-7, Formula 2BB-1, Formula 2CC-1 to Formula 2CC-4, Formula 2DD-1, Formula 2EE-1 to Formula 2EE-8, and Formula 2FF-1.

[0163] In this specification, substituted C 5 -C 60 Carbocyclic, substituted C 1 -C 60 Heterocyclic, 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 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:

[0164] 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;

[0165] are substituted with 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) selected from at least one of C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0166] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C1 -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 condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups;

[0167] are substituted with 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) selected from at least one of the C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C1 -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 condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0168] -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 ),

[0169] Among them, Q 1 To Q 3 , 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, substituted with C 1 -C 60 Alkyl C 6 -C 60 Aryl, C 1-C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenyl groups and terphenyl groups.

[0170] In an embodiment, the heterocyclic compound represented by Formula 1 may be selected from Compound 1 to Compound 85:

[0171]

[0172]

[0173]

[0174] The heterocyclic compound represented by Formula 1 may include at least one group represented by Formula 3. The group represented by Formula 3 may have a high glass transition temperature by including a structure in which a relatively large and relatively rigid adamantane is condensed at the 9-carbon position of 9,9-dihydroacridine. Therefore, the heterocyclic compound may have improved thermal stability. In addition, since the heterocyclic compound may have a bulky substituent in its molecule, the intermolecular interaction may be reduced due to the relatively large steric hindrance of the bulky substituent, and therefore, the heterocyclic compound may have a relatively high triplet energy level. Therefore, when the heterocyclic compound is applied to an organic light-emitting device, the triplet exciton generated from the emission layer may be prevented or reduced from diffusing to an organic layer (e.g., a hole transport layer or an electron transport layer) close to the emission layer, thereby improving the luminous efficiency of the organic light-emitting device. Therefore, the organic light-emitting device may have excellent luminescent characteristics.

[0175] In addition, since the heterocyclic compound has a relatively high triplet energy level, the heterocyclic compound may be suitably used as a host material of a blue dopant.

[0176] In formula 1, L 1 The heterocyclic compound may have an adamantyl-acridine moiety (eg, a strong electron donating group and an electron donating linker L). 1 ) structure, thereby improving the hole injection characteristics. Therefore, when the heterocyclic compound is applied to an organic light-emitting device, the driving voltage can be reduced, and the charge balance characteristics can be improved, thereby improving the luminous efficiency.

[0177] In addition, due to the L 1 and R 1 The introduction of various heterocyclic rings and substituents can facilitate the control of the energy level and steric hindrance effect of the compound, and the triplet energy level of the heterocyclic compound can be well maintained, so the heterocyclic compound can be used as phosphorescent and TADF host materials.

[0178] Therefore, an electronic device (eg, an organic light emitting device) including the heterocyclic compound represented by Formula 1 may have low driving voltage, high efficiency, and high maximum quantum efficiency.

[0179] Methods of synthesizing the heterocyclic compound represented by Formula 1 should be apparent to those of ordinary skill in the art by referring to the examples described herein.

[0180] In an organic light-emitting device, at least one heterocyclic compound represented by Formula 1 may be included between a pair of electrodes. In some embodiments, 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 some embodiments, the heterocyclic compound represented by Formula 1 may be used as a material for forming a cap layer, which is located on the outer side of a pair of electrodes in the organic light-emitting device.

[0181] Therefore, an organic light-emitting device is provided, which includes: a first electrode; a second electrode facing the first electrode; and an organic layer located between the first electrode and the second electrode and including an emission layer, and the organic light-emitting device may include at least one heterocyclic compound represented by Formula 1.

[0182] In an embodiment, an organic layer in an organic light emitting device may include at least one heterocyclic compound represented by Formula 1.

[0183] As used herein, the expression “(the organic layer) includes at least one heterocyclic compound” may be interpreted to mean “(the organic layer) may include one heterocyclic compound of Formula 1 or at least two different heterocyclic compounds of Formula 1”.

[0184] For example, the organic layer may include only Compound 1 as a heterocyclic compound. In this embodiment, Compound 1 may be included in the emission layer of the organic light-emitting device. In some embodiments, the organic layer may include Compound 1 and Compound 2 as heterocyclic compounds. In this embodiment, Compound 1 and Compound 2 may be included in the same layer (for example, both Compound 1 and Compound 2 may be included in the emission layer) or in different layers (for example, Compound 1 may be included in the emission layer, and Compound 2 may be included in the hole transport layer).

[0185] In some embodiments, the first electrode of the organic light-emitting device may be an anode.

[0186] The second electrode of the organic light emitting device may be a cathode,

[0187] The organic layer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode.

[0188] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or a combination thereof, and

[0189] The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or a combination thereof.

[0190] In an embodiment, the heterocyclic compound may be included in an organic layer of an organic light emitting device.

[0191] In an embodiment, the heterocyclic compound may be included in an emission layer of an organic light emitting device.

[0192] In an embodiment, the emission layer may include a host and a dopant, a content (eg, amount) of the host in the emission layer may be greater than a content (eg, amount) of the dopant in the emission layer, and the host may include a heterocyclic compound.

[0193] In some embodiments, the dopant in the emissive layer may include a phosphorescent dopant or a fluorescent dopant. The fluorescent dopant may include a thermally activated delayed fluorescence (TADF) dopant.

[0194] In some embodiments, the dopant may be a phosphorescent dopant, and the phosphorescent dopant may include an organometallic complex represented by Formula 401:

[0195] Formula 401

[0196] M(L 401 ) xc1 (L 402 ) xc2

[0197]

[0198] Among them, in equation 401 and equation 402,

[0199] 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),

[0200] L 401 can be selected from the ligand represented by formula 402, xc1 can be 1, 2 or 3, and when xc1 is 2 or greater, at least two L 401 can be the same or different from each other,

[0201] L 402 may be an organic ligand, xc2 may be an integer selected from 0 to 4, and when xc2 is 2 or greater, at least two L 402 can be the same or different from each other,

[0202] X 401 To X 404 may each independently be nitrogen or carbon,

[0203] X 401 and X 403 can be combined with each other via single bonds or double bonds, X 402 and X 404 can be bound to each other via single or double bonds,

[0204] A 401 and A 402 can be independently C 5 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0205] 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,

[0206] X 406 Can be a single bond, O or S,

[0207] 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 -C10 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 condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed 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,

[0208] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0209] The * and *' in formula 402 both represent the binding site with M in formula 401.

[0210] The heterocyclic compound has a high triplet energy level, and thus, the heterocyclic compound can be suitable for use as a blue host. In some embodiments, the heterocyclic compound can be a blue phosphorescent host or a blue fluorescent host.

[0211] In one or more embodiments, the dopant in the emission layer may include a heterocyclic compound. The content (eg, amount) of the dopant in the emission layer may be in a range of about 0.1 parts by weight to about 50 parts by weight based on 100 parts by weight of the emission layer.

[0212] In an embodiment, the emission layer including the heterocyclic compound may emit blue light. The blue light may have a maximum emission wavelength in the range of about 390 nanometers (nm) to about 440 nm.

[0213] In an embodiment, the hole transport region of the organic light emitting device may include a charge generating material. In an embodiment, the charge generating material may include a p-dopant whose lowest unoccupied molecular orbital (LUMO) energy level may be about -3.5 electron volts (eV) or less.

[0214] In an embodiment, the organic light emitting device may further include a metal-containing material in its electron transport region.

[0215] In some embodiments, the electron transport region may further 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 a combination thereof.

[0216] Figure 1 Description

[0217] Figure 1 A schematic cross-sectional view of an organic light emitting device 10 according to an embodiment is shown. The organic light emitting device 10 may include a first electrode 110, an organic layer 150, and a second electrode 190.

[0218] In the following, we will combine Figure 1 A structure of an organic light emitting device 10 according to an embodiment and a method of manufacturing the organic light emitting device 10 according to an embodiment are described.

[0219] First electrode 110

[0220] exist Figure 1 In the embodiment, the substrate may be additionally positioned below the first electrode 110 or above the second electrode 190. The substrate may be a glass substrate and / or a plastic substrate, each of which has excellent mechanical strength, thermal stability, transparency, surface flatness, ease of handling, and / or waterproofness.

[0221] The first electrode 110 may be formed by depositing or sputtering a material for forming the first electrode 110 onto a substrate. 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 that facilitates hole injection.

[0222] 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, a material for forming 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 the present disclosure is not limited thereto. In some embodiments, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, at least one of magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof may be used as a material for forming the first electrode 110, but the present disclosure is not limited thereto.

[0223] The first electrode 110 may have a single-layer structure or a multi-layer structure including two or more layers. In some embodiments, the first electrode 110 may have a triple-layer structure of ITO / Ag / ITO, but the present disclosure is not limited thereto.

[0224] Organic layer 150

[0225] The organic layer 150 may be located on the first electrode 110. The organic layer 150 may include an emission layer.

[0226] 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 .

[0227] Hole transport region in the organic layer 150

[0228] The hole transport region may have: i) a single-layer structure, including (e.g., consisting of) a single layer including (e.g., consisting of) a single material; ii) a single-layer structure, including (e.g., consisting of) 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.

[0229] The hole transport region may include at least one layer selected from a hole injection layer, a hole transport layer, an emission auxiliary layer, and an electron blocking layer.

[0230] For example, the hole transport region may have: a single-layer structure, including a single layer comprising a plurality of different materials; or a multi-layer structure, such as a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission assisting layer structure, a hole injection layer / emission assisting layer structure, a hole transport layer / emission assisting layer structure, or a hole injection layer / hole transport layer / emission assisting layer structure, wherein the layers of each structure are sequentially stacked on the first electrode 110 in the order stated respectively, but the present disclosure is not limited thereto.

[0231] The hole transport region may include at least one selected from m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4"-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), a compound represented by Formula 201, and a compound represented by Formula 202:

[0232]

[0233]

[0234] Among them, in equation 201 and equation 202,

[0235] L 201 To L 204 can 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, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0236] 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 10Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0237] xa1 to xa4 may each independently be an integer from 0 to 3,

[0238] xa5 can be an integer from 1 to 10, and

[0239] R 201 To R 204 and Q 201 can 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 C 1 -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.

[0240] In some embodiments, in Formula 202, R 201 and R 202 may optionally be bonded via a single bond, a dimethyl-methylene or a diphenyl-methylene, and R 203 and R 204 Bonding may alternatively be via a single bond, a dimethyl-methylene group or a diphenyl-methylene group.

[0241] In some embodiments, in Equation 201 and Equation 202,

[0242] L 201 To L 205 Can be independently selected from:

[0243] Phenylene, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, tetraphenylene, perylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, rubidinylene, camphenylene, ovaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, and pyridinylene; and

[0244] are substituted with 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, substituted with C 1 -C 10 Alkyl phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one selected from phenylene, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptalene, indacenylene, acenaphthenylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, tetraphenylene, perylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, rubidinylene, camphenylene, ovphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene and pyridylene,

[0245] Among them, 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.

[0246] In one or more embodiments, xa1 to xa4 may each independently be 0, 1 or 2.

[0247] In one or more embodiments, xa5 can be 1, 2, 3 or 4.

[0248] In one or more embodiments, R 201 To R 204 and Q 201 can be independently selected from: phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridyl; and

[0249] are substituted with 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, substituted with C 1 -C 10 Alkyl phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one selected from phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridyl,

[0250] Among them, Q 31 To Q 33 can be respectively referred to the Q provided herein 31 To Q 33 description to understand.

[0251] In one or more embodiments, in Formula 201, R 201 To R 203 At least one of may be selected from:

[0252] fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl; and

[0253] are substituted with 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, substituted with C 1 -C 10 an alkyl group selected from the group consisting of a phenyl group, a phenyl group substituted with -F, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,

[0254] However, the present disclosure is not limited thereto.

[0255] In one or more embodiments, in Formula 202, i) R 201 and R 202 can be bound via a single bond, and / or ii) R 203 and R 204 Can bind via a single bond.

[0256] In one or more embodiments, in Formula 202, R 201 To R 204 At least one of may be selected from:

[0257] carbazolyl; and

[0258] Substitutions include 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, substituted with C 1 -C 10 a carbazolyl group selected from at least one of a phenyl group of an alkyl group, a phenyl group substituted with -F, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,

[0259] However, the present disclosure is not limited thereto.

[0260] The compound represented by Formula 201 can be represented by Formula 201-1:

[0261]

[0262]

[0263] In some embodiments, the compound represented by Formula 201 may be represented by Formula 201-2, but the present disclosure is not limited thereto:

[0264]

[0265] In some embodiments, the compound represented by Formula 201 may be represented by Formula 201-2(1), but the present disclosure is not limited thereto:

[0266]

[0267] The compound represented by Formula 201 can be represented by Formula 201A:

[0268]

[0269] In some embodiments, the compound represented by Formula 201 may be represented by Formula 201A(1), but the present disclosure is not limited thereto:

[0270]

[0271] In some embodiments, the compound represented by Formula 201 may be represented by Formula 201A-1, but the present disclosure is not limited thereto:

[0272]

[0273] In some embodiments, the compound represented by Formula 202 can be represented by Formula 202-1:

[0274]

[0275] In one or more embodiments, the compound represented by Formula 202 can be represented by Formula 202-1(1):

[0276]

[0277] In some embodiments, the compound represented by Formula 202 can be represented by Formula 202A:

[0278]

[0279] In some embodiments, the compound represented by Formula 202 can be represented by Formula 202A-1:

[0280]

[0281] In equation 201-1, equation 201-2, equation 201-2(1), equation 201A, equation 201A(1), equation 201A-1, equation 202-1, equation 202-1(1), equation 202A, and equation 202A-1,

[0282] L 201 To L 203 , xa1 to xa3, xa5 and R 202 To R 204 can be respectively referred to the L provided herein 201 To L 203 , xa1 to xa3, xa5 and R 202 To R 204 To understand the description,

[0283] L 205 can be selected from phenylene and fluorenylene,

[0284] X 211 Can be selected from O, S and N (R 211 ),

[0285] X 212 Can be selected from O, S and N (R 212 ),

[0286] R 211 and R 212 can be referred to herein by referring to the R 203 description to understand, and

[0287] 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, substituted with C 1 -C 10 Alkyl phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridyl.

[0288] The hole transport region may include at least one compound selected from Compound HT1 to Compound HT48, but the present disclosure is not limited thereto:

[0289]

[0290]

[0291]

[0292]

[0293]

[0294] The thickness of the hole transport region can be approximately To about and in some embodiments, within the range of 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 in the range of about To about and in some embodiments, within the range of about To about In the range of To about and in some embodiments, within the range of about To about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within any of the above ranges, excellent hole transport characteristics may be obtained without significantly increasing the driving voltage.

[0295] The emission auxiliary layer can improve the light emission efficiency by compensating the optical resonance distance according to the wavelength of the light emitted by the emission layer. The electron blocking layer can reduce or eliminate the flow of electrons from the electron transport region. The emission auxiliary layer and the electron blocking layer can include the above-mentioned materials.

[0296] p-dopant

[0297] In addition to the above materials, the hole transport region may include a charge generating material to improve the conductive properties (eg, electrical conductivity) of the hole transport region. The charge generating material may be substantially uniformly or non-uniformly dispersed in the hole transport region.

[0298] The charge generating material may include, for example, a p-dopant.

[0299] In some embodiments, the p-dopant may have a lowest unoccupied molecular orbital (LUMO) energy level of -3.5 eV or less.

[0300] The p-dopant may include at least one selected from quinone derivatives, metal oxides, and cyano-containing compounds, but the present disclosure is not limited thereto.

[0301] In some embodiments, the p-dopant may include:

[0302] Quinone derivatives, such as tetracyanoquinodimethane (TCNQ) or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

[0303] Metal oxides, such as tungsten oxide or molybdenum oxide;

[0304] 1,4,5,8,9,12-Hexaazatriphenylene-hexanitrile (HAT-CN); and

[0305] The compound represented by formula 221,

[0306] However, the present disclosure is not limited thereto:

[0307]

[0308] Among them, in formula 221,

[0309] R 221 To R 223 can 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 condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, wherein R 221 To R 223 At least one selected from cyano, -F, -Cl, -Br, -I, C substituted with -F 1 -C 20 Alkyl, C substituted with -Cl 1 -C 20 Alkyl, C substituted with -Br 1 -C 20 Alkyl and C substituted with -I 1 -C 20 At least one substituent selected from the group consisting of:

[0310] Emission layer in the organic layer 150

[0311] When the organic light emitting device 10 is a full-color organic light emitting device, the emission layer can be patterned as 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. The stacked structure may include two or more layers selected from a red emission layer, a green emission layer, and a blue emission layer. The two or more layers may be in direct contact with each other (e.g., physical contact). In some embodiments, the two or more layers may be separated from each other (e.g., spaced apart). In one or more embodiments, the emission layer may include two or more materials. The two or more materials may include a red light emitting material, a green light emitting material, or a blue light emitting material. The two or more materials may be mixed with each other in a single layer. The two or more materials mixed with each other in a single layer may emit white light.

[0312] The emission layer may include a host and a light emitting material. The light emitting material may include at least one selected from a phosphorescent dopant, a fluorescent dopant, and a quantum dot.

[0313] The amount of the dopant in the emission layer may generally range from about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host, but the present disclosure is not limited thereto.

[0314] The thickness of the emitter layer can be approximately To about and in some embodiments, within the range of about To about When the thickness of the emission layer is within any of the above ranges, improved light emitting characteristics can be obtained without significantly increasing the driving voltage.

[0315] Subject in the emission layer

[0316] The host may include a heterocyclic compound represented by Formula 1.

[0317] In some embodiments, the host may further include a compound represented by Formula 301:

[0318] Formula 301

[0319] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 ,

[0320] Wherein, in Formula 301,

[0321] Ar 301 Can be selected from substituted or unsubstituted C 5 -C60 Carbocyclic group and substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0322] xb11 can be 1, 2 or 3,

[0323] 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, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0324] xb1 can be an integer from 0 to 5.

[0325] R 301 It can be selected from hydrogen, 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 condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed 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 ),and

[0326] xb21 can be an integer from 1 to 5,

[0327] Among them, Q 301 To Q 303 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl, and naphthyl, but the present disclosure is not limited thereto.

[0328] In some embodiments, in Formula 301, Ar 301 Can be selected from:

[0329] naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, peryl, phenanthrenyl, indenoanthryl, dibenzofuranyl, and dibenzothiophenyl; and

[0330] are substituted with 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)(Q31 )(Q 32 ) is at least one of naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, peryl, peryl, pentaphenyl, indenoanthryl, dibenzofuranyl and dibenzothiophenyl,

[0331] Among them, 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, but the present disclosure is not limited thereto.

[0332] When xb11 in Formula 301 is 2 or greater, at least two Ar 301 Can bind via a single bond.

[0333] In one or more embodiments, the compound represented by Formula 301 may be represented by Formula 301-1 or Formula 301-2:

[0334]

[0335] Among them, in Formula 301-1 and Formula 301-2,

[0336] A 301 To A 304 can be independently selected from a benzene group, a naphthalene group, a phenanthrene group, a fluoranthene group, a benzo[9,10]phenanthrene group, a pyrene group, group, a pyridine group, a pyrimidine group, an indene group, a fluorene group, a spirobifluorene group, a benzofluorene group, a dibenzofluorene group, an indole group, a carbazole group, a benzocarbazole group, a dibenzocarbazole group, a furan group, a benzofuran group, a dibenzofuran group, a naphthofuran group, a benzonaphthofuran group, a dinaphthofuran group, a thiophene group, a benzothiophene group, a dibenzothiophene group, a naphthothiophene group, a benzonaphthothiophene group, and a dinaphthothiophene group,

[0337] X 301 Can be O, S or N-[(L 304 ) xb4 -R 304 ],

[0338] R 311 To R 314 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C20 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 ),

[0339] xb22 and xb23 can each independently be 0, 1 or 2,

[0340] L 301 、xb1、R 301 and Q 31 To Q 33 can be respectively referred to the L provided herein 301 、xb1、R 301 and Q 31 To Q 33 To understand the description,

[0341] L 302 To L 304 can be referred to herein by reference to L 301 To understand the description,

[0342] xb2 to xb4 can all be understood by referring to the description of xb1 provided herein, and

[0343] R 302 To R 304 can be referred to herein by referring to the R 301 description to understand.

[0344] In some embodiments, in Formula 301, Formula 301-1, and Formula 301-2, L 301 To L 304 Can be independently selected from:

[0345] Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, 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, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene, and azacarbazolylene; and

[0346] are substituted with 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyridyl azine, pyrimidinyl, pyridazinyl, triazine, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, 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) is at least one of phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene, yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, 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, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene and azacarbazolylene,

[0347] Among them, Q 31 To Q 33 can be respectively referred to the Q provided herein 31 To Q 33 description to understand.

[0348] In some embodiments, in Formula 301, Formula 301-1, and Formula 301-2, R 301 To R 304 Can be independently selected from:

[0349] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, 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, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0350] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyridyl azine, pyrimidinyl, pyridazinyl, triazine, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, 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 ) is at least one selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, 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, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl,

[0351] Among them, Q 31 To Q 33can be respectively referred to the Q provided herein 31 To Q 33 description to understand.

[0352] In some embodiments, the host may include an alkaline earth metal complex and / or a zinc (Zn) complex. For example, the host may include a beryllium (Be) complex (eg, compound H55), a magnesium (Mg) complex, and / or a zinc (Zn) complex.

[0353] 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 compounds H1 to H55, but the present disclosure is not limited thereto:

[0354]

[0355]

[0356]

[0357] The phosphorescent dopant included in the emission layer of the organic layer 150

[0358] The phosphorescent dopant may include an organometallic complex represented by Formula 401:

[0359] Formula 401

[0360] M(L 401 ) xc1 (L 402 ) xc2

[0361]

[0362] Among them, in equation 401 and equation 402,

[0363] 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),

[0364] L 401 can be selected from the ligand represented by Formula 402, and xc1 can be 1, 2 or 3, and when xc1 is 2 or greater, at least two L 401 can be the same or different from each other,

[0365] L 402 may be an organic ligand, and xc2 may be an integer selected from 0 to 4, and when xc2 is 2 or greater, at least two L 402 can be the same or different from each other,

[0366] X 401 To X 404 may each independently be nitrogen or carbon,

[0367] X 401 and X 403 can be combined with each other via single bonds or double bonds, X 402 and X 404 can be bound to each other via single or double bonds,

[0368] A 401 and A 402 can be independently C 5 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0369] 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,

[0370] X 406 Can be a single bond, O or S,

[0371] 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 10Cycloalkyl, 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 condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed 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,

[0372] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0373] The * and *' in formula 402 both represent the binding site with M in formula 401.

[0374] In some embodiments, in Formula 402, A 401 and A 402They may be independently selected from a phenyl group, a naphthyl group, a fluorene group, a spirobifluorene group, an indene group, a pyrrole group, a thiophene group, a furan group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a quinoxaline group, a quinazoline group, a carbazole group, a benzimidazole group, a benzofuran group, a benzothiophene group, an isobenzothiophene group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a dibenzofuran group and a dibenzothiophene group.

[0375] In one or more embodiments, in Formula 402, i) X 401 Can be nitrogen, X 402 It can be carbon, or ii) X 401 and X 402 Both may be nitrogen.

[0376] In an embodiment, in Formula 402, R 401 and R 402 Can be independently selected from:

[0377] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0378] The C groups are substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, phenyl, naphthyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl and norbornenyl. 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0379] Cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl;

[0380] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20at least one selected from the group consisting of an alkoxy group, a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and

[0381] -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 ),

[0382] Among them, Q 401 To Q 403 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl and naphthyl, but the present disclosure is not limited thereto.

[0383] In one or more embodiments, when xc1 in equation 401 is 2 or greater, at least two L 401 Two A's 401 It can be optionally connected via X as a linker 407 connection; or two A 402 It can be optionally connected via X as a linker 408 Connection (see Compound PD1 to Compound PD4 and Compound PD7). 407 and X 408 can be independently selected from a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 413 )-*'、*-C(Q 413 )(Q 414 )-*' and *-C(Q 413 )=C(Q 414 )-*', where Q 413 and Q414 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group, but the present disclosure is not limited thereto.

[0384] L in Formula 401 402 It can be any suitable monovalent organic ligand, divalent organic ligand or trivalent organic ligand. 402 It may be selected from halogen, diketone (eg, acetylacetone), carboxylic acid (eg, picolinic acid), -C(=O), isonitrile, -CN, and phosphorus-containing substances (eg, phosphine or phosphite), but the present disclosure is not limited thereto.

[0385] In some embodiments, the phosphorescent dopant may include, for example, at least one selected from Compound PD1 to Compound PD25, but the present disclosure is not limited thereto:

[0386]

[0387]

[0388] Fluorescent dopants in the emitting layer

[0389] The fluorescent dopant may include an arylamine compound or a styrylamine compound.

[0390] In some embodiments, the fluorescent dopant may include a compound represented by Formula 501:

[0391]

[0392] Wherein, in Formula 501,

[0393] Ar 501 Can be selected from substituted or unsubstituted C 5 -C 60 Carbocyclic group and substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0394] L 501 To L 503 can 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 -C10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0395] xd1 to xd3 may each independently be an integer from 0 to 3,

[0396] R 501 and R 502 can 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 C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and

[0397] xd4 can be an integer from 1 to 6.

[0398] In some embodiments, in Formula 501, Ar 501 Can be selected from:

[0399] naphthyl, heptathenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, phenanthrenyl, perylenyl, pentaphenanthrenyl, indenoanthryl, and indenophenanthrenyl; and

[0400] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20at least one selected from the group consisting of alkoxy, phenyl, biphenyl, terphenyl and naphthyl, naphthyl, heptalenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, The following examples include 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33,

[0401] In an embodiment, in Formula 501, L 501 To L 503 Can be independently selected from:

[0402] Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, ...

[0403] are substituted with 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, a phenylene group, a naphthylene group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracene group, an anthracene group, an fluoranthenyl group, a benzo[9,10]phenanthrenyl group, a pyrenyl group, a fluorenyl group, a phenanthrenyl group, a phenanthrenyl group, a fluoranthrenyl group, a benzo[9,10]phenanthrenyl group, a py ... The compounds include phenylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothiophenylene, and pyridylene.

[0404] In an embodiment, in Formula 501, R 501 and R 502 Can be independently selected from:

[0405] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridyl; and

[0406] are substituted with 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl and -Si(Q 31 )(Q 32 )(Q 33 ) is at least one selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, benzothiophene, benzofuranyl, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophene, and pyridyl,

[0407] Among them, Q 31 To Q 33 Can be selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0408] In one or more embodiments, xd4 in equation 501 may be 2, but the present disclosure is not limited thereto.

[0409] In some embodiments, the fluorescent dopant may be selected from Compound FD1 to Compound FD22:

[0410]

[0411]

[0412]

[0413] In some embodiments, the fluorescent dopant may be selected from the following compounds, but the present disclosure is not limited thereto:

[0414]

[0415] quantum dots

[0416] The emission layer included in the organic light emitting device of the present disclosure may include a quantum dot material.

[0417] Quantum dots are particles with a crystalline structure with a size of several nanometers to tens of nanometers. Quantum dots can include hundreds to thousands of atoms.

[0418] Because the size of quantum dots is very small, a quantum confinement effect can occur. The quantum confinement effect is a phenomenon in which the band gap of a substance becomes larger when the substance becomes smaller than the nanometer size. Therefore, when light of a wavelength having an energy level larger than the band gap of the quantum dot is incident on the quantum dot, the quantum dot is excited by absorbing the light, emits light of a set or specific wavelength, and falls back to the ground state. In this case, the wavelength of the emitted light can have a value corresponding to the band gap.

[0419] The core of the quantum dot may include a II-VI compound, a III-VI compound, a III-V compound, an IV-VI compound, a Group IV element or compound, an I-III-VI compound, or a combination thereof.

[0420] The II-VI compounds may be selected from the group consisting of binary compounds selected from the group consisting of CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS and mixtures thereof; ternary compounds selected from the group consisting of CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe , CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS and mixtures thereof; and a quaternary compound selected from the group consisting of CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe and mixtures thereof.

[0421] III-VI compounds may include: binary compounds such as In 2S 3 or In 2 Se 3 ; Ternary compounds such as InGaS 3 or InGaSe 3 ; or any combination thereof.

[0422] The III-V compound may be selected from the group consisting of: a binary compound selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, and mixtures thereof; a ternary compound selected from the group consisting of GaNPs, GaNAs, GaNSb, GaPAs, GaPSb, AlNPs, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNP, InNAs, InNSb, InPAs, InPSb, and mixtures thereof; and a quaternary compound selected from the group consisting of GaAlNPs, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNPs, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNPs, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and mixtures thereof. The III-V compound may also include a Group II metal (e.g., InZnP).

[0423] The IV-VI compound may be selected from: a binary compound selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe and mixtures thereof; a ternary compound selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe and mixtures thereof; and a quaternary compound selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe and mixtures thereof. The IV group element may be selected from the group consisting of Si, Ge and mixtures thereof. The IV group compound may be a binary compound selected from the group consisting of SiC, SiGe and mixtures thereof.

[0424] In this embodiment, the binary compound, ternary compound or quaternary compound may be present in a plurality of particles at a uniform (e.g., substantially uniform) concentration, or may be present in the same particle by being partially divided into different concentrations. In addition, one quantum dot may have a core-shell structure surrounding another quantum dot. The interface between the core and the shell may have a concentration gradient in which the concentration of the element present in the shell decreases toward the core.

[0425] In some embodiments, quantum dots may have a core-shell structure including a core comprising the above-mentioned nanocrystals and a shell surrounding the core. The shell of the quantum dot may be used as a protective layer for preventing or reducing the chemical denaturation of the core to maintain semiconductor properties and / or as a charged layer for imparting electrophoretic properties to the quantum dot. The shell may be monolayer or multilayer. The interface between the core and the shell may have a concentration gradient in which the concentration of the element present in the shell decreases toward the core. Examples of the shell of the quantum dot include metal or non-metal oxides, semiconductor compounds, or combinations thereof.

[0426] In some embodiments, the metal or non-metal oxide may be a binary compound such as SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 or NiO; or ternary compounds such as MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 or CoMn 2 O 4 , but the present disclosure is not limited thereto.

[0427] In addition, the semiconductor compound may be CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP or AlSb, but the present disclosure is not limited thereto.

[0428] The quantum dots may have a full width at half maximum (FWHM) of an emission wavelength spectrum of about 45 nm or less, about 40 nm or less, or about 30 nm or less. When the FWHM of the emission wavelength spectrum of the quantum dots is within this range, color purity or color reproducibility may be improved. In addition, because the light emitted by the quantum dots is emitted in all directions, the optical viewing angle may be improved.

[0429] In addition, the form of quantum dots can be a form commonly used in the art and is not particularly limited. Quantum dots can be spherical, pyramidal, multi-armed or cubic nanoparticles, nanotubes, nanowires, nanofibers, nanoplate particles, etc.

[0430] Quantum dots can control the color of emitted light according to the particle size. Therefore, quantum dots can have various suitable emission colors such as blue, red or green.

[0431] Electron transport region in organic layer 150

[0432] The electron transport region may have: i) a single-layer structure, including (e.g., consisting of) a single layer including (e.g., consisting of) a single material; ii) a single-layer structure, including (e.g., consisting of) a single layer including a plurality of different materials; or iii) a multi-layer structure, each having a plurality of layers, each having a plurality of different materials.

[0433] 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 the present disclosure is not limited thereto.

[0434] In some embodiments, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the layers of each structure are sequentially stacked on the emission layer in the order stated respectively, but the present disclosure is not limited thereto.

[0435] The electron transport region (e.g., a buffer layer, a hole blocking layer, an electron control layer, 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.

[0436] As used herein, the term "π-electron-poor nitrogen-containing ring" refers to a C 1 -C 60 Heterocyclic group.

[0437] For example, the "π-electron-poor nitrogen-containing ring" can be: i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' moiety; ii) a heteropolycyclic group in which at least two 5- to 7-membered heteromonocyclic groups each having at least one *-N=*' moiety are condensed (e.g., combined together); or iii) a heteropolycyclic group in which at least one of the 5- to 7-membered heteromonocyclic groups each having at least one *-N=*' moiety is condensed with at least one C 5 -C 60 A heteropolycyclic group to which carbocyclic groups are condensed (eg, bonded together).

[0438] Examples of π-electron-poor nitrogen-containing rings may include imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine and azacarbazole, but the present disclosure is not limited thereto.

[0439] In some embodiments, the electron transport region may include a compound represented by Formula 601:

[0440] Formula 601

[0441] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 ,

[0442] Wherein, in Formula 601,

[0443] Ar 601 Can be selected from substituted or unsubstituted C 5 -C 60 Carbocyclic group and substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0444] xe11 can be 1, 2 or 3,

[0445] 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 10Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0446] xe1 can be an integer from 0 to 5,

[0447] 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 condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),

[0448] Among them, Q 601 To Q 603 can be independently C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl or naphthyl, and

[0449] xe21 can be an integer from 1 to 5.

[0450] In some embodiments, the number of Ar from xe11 601 and xe21 number of R 601At least one selected from may include a π-electron-poor nitrogen-containing ring.

[0451] In some embodiments, in Formula 601, Ar 601 Can be selected from:

[0452] Phenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, phenanthrenyl, phenanthrenyl, phenanthrenyl, phenanthryl, phenanthroline, phenazinyl, phenanthryl ...

[0453] are substituted with 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 ) is at least one selected from phenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, phenanthracene, phenanthrenyl, phenanthrenyl, phenanthryl, phenanthroline, phenazine, phenanthryl ...

[0454] Among them, Q 31 To Q33 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0455] When xe11 in Formula 601 is 2 or greater, at least two Ar 601 Can bind via a single bond.

[0456] In one or more embodiments, Ar in Formula 601 601 It may be anthracene.

[0457] In some embodiments, the compound represented by Formula 601 can be represented by Formula 601-1:

[0458]

[0459] Among them, in formula 601-1,

[0460] X 614 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 ), from X 614 To X 616 At least one of the selected ones may be N,

[0461] L 611 To L 613 can be independently identified by reference to L provided herein 601 To understand the description,

[0462] xe611 to xe613 can each be independently understood by referring to the description of xe1 provided herein,

[0463] R 611 To R 613 can be independently identified by reference to R provided herein 601 description to understand, and

[0464] 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.

[0465] In some embodiments, in equation 601 and equation 601-1, L 601 and L 611 To L 613 Can be independently selected from:

[0466] Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, 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, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene, and azacarbazolylene; and

[0467] are substituted with 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazine at least one selected from the group consisting of phenylene, naphthylene, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthrylenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, 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, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene and azacarbazolylene,

[0468] However, the present disclosure is not limited thereto.

[0469] In one or more embodiments, in Formula 601 and Formula 601-1, xe1 and xe611 to xe613 may each independently be 0, 1, or 2.

[0470] In one or more embodiments, in Formula 601 and Formula 601-1, R 601 and R 611 To R 613 Can be independently selected from:

[0471] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, 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, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl;

[0472] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalide a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a benzo[9,10]phenanthrenyl group, a pyrenyl group, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, 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, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0473] -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),

[0474] Among them, Q 601 and Q 602 can be respectively referred to the Q provided herein 601 and Q 602 description to understand.

[0475] The electron transport region may include at least one compound selected from Compound ET1 to Compound ET36, but the present disclosure is not limited thereto:

[0476]

[0477]

[0478]

[0479]

[0480] In some embodiments, the electron transport region may include 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq 3 At least one compound selected from the group consisting of BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ) and NTAZ:

[0481]

[0482] The thickness of the buffer layer, hole blocking layer or electron control layer can be independently about To about and in some embodiments, within the range of about To about When the thickness of the buffer layer, the hole blocking layer, or the electron control layer is within any of the above ranges, excellent hole blocking characteristics or excellent electron control characteristics can be obtained without significantly increasing the driving voltage.

[0483] The thickness of the electron transport layer can be about To about and in some embodiments, within the range of about To about When the thickness of the electron transport layer is within any of the above ranges, excellent electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0484] In addition to the materials described above, the electron transport region (eg, an electron transport layer in the electron transport region) may further include a metal-containing material.

[0485] 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 metal ions selected from lithium (Li) ions, sodium (Na) ions, potassium (K) ions, rubidium (Rb) ions, and cesium (Cs) ions. The alkaline earth metal complex may include metal ions selected from beryllium (Be) ions, magnesium (Mg) ions, calcium (Ca) ions, strontium (Sr) ions, and barium (Ba) ions. Each ligand coordinated to the metal ions of the alkali metal complex and the alkaline earth metal complex may be independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but the present disclosure is not limited thereto.

[0486] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (LiQ) or compound ET-D2:

[0487]

[0488] The electron transport region may include an electron injection layer that facilitates injection of electrons from the second electrode 190. The electron injection layer may be in direct contact with (eg, in physical contact with) the second electrode 190.

[0489] The electron injection layer can have: i) a single-layer structure, including a single layer (e.g., consisting of a single layer), which single layer includes a single material (e.g., the single layer consists of a single material); ii) a single-layer structure, including a single layer (e.g., consisting of a single layer), which single layer includes multiple different materials; or iii) a multi-layer structure, having multiple layers, each of which includes multiple different materials.

[0490] 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 a combination thereof.

[0491] The alkali metal may be selected from Li, Na, K, Rb and Cs. In some 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 present disclosure is not limited thereto.

[0492] The alkaline earth metal may be selected from Mg, Ca, Sr and Ba.

[0493] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb and Gd.

[0494] The alkali metal compound, alkaline earth metal compound, and rare earth metal compound can each independently be selected from oxides and halides (e.g., fluorides, chlorides, bromides, or iodides) of alkali metals, alkaline earth metals, and rare earth metals, respectively.

[0495] The alkali metal compound can be selected from alkali metal oxides (such as Li 2 O, Cs 2 O, or K 2 O) and alkali metal halides (such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, or RbI). In some embodiments, the alkali metal compound can be selected from LiF, Li 2 O, NaF, LiI, NaI, CsI, and KI, but the present disclosure is not limited thereto.

[0496] The alkaline earth metal compound can be selected from alkaline earth metal oxides such as BaO, SrO, CaO, Ba x Sr 1-x O (where 0 < x < 1) and Ba x Ca 1-x O (where 0 < x < 1). In some embodiments, the alkaline earth metal compound can be selected from BaO, SrO, and CaO, but the present disclosure is not limited thereto.

[0497] The rare earth metal compound can be selected from YbF 3 , ScF 3 , Sc 2 O 3 , Y 2 O 3 , Ce 2 O 3 , GdF 3 , and TbF 3 . In some embodiments, the rare earth metal compound can be selected from YbF 3 , ScF 3 , TbF 3 , YbI 3 , ScI 3 , and TbI 3 , but the present disclosure is not limited thereto.

[0498] Alkali metal complexes, alkaline earth metal complexes and rare earth metal complexes can each include ions of the above-mentioned alkali metal, alkaline earth metal and rare earth metal. Each ligand coordinated with the metal ion of the alkali metal complex, the metal ion of the alkaline earth metal complex or the metal ion of the rare earth metal complex can be independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline and cyclopentadiene, but the present disclosure is not limited thereto.

[0499] As described above, 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 a combination thereof (e.g., 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 a combination thereof). In some embodiments, the electron injection layer may also include an organic material. When the electron injection layer also 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 a combination thereof may be uniformly or non-uniformly dispersed in a matrix including an organic material.

[0500] The thickness of the electron injection layer can be about To about and in some embodiments, within the range of about To about When the thickness of the electron injection layer is within any of the above ranges, excellent electron injection characteristics can be obtained without significantly increasing the driving voltage.

[0501] The second electrode 190

[0502] The second electrode 190 may be located on the organic layer 150. In an embodiment, the second electrode 190 may be a cathode as an electron injection electrode. In this embodiment, the material used to form the second electrode 190 may be a material having a low work function, such as a metal, an alloy, a conductive compound, or a combination thereof.

[0503] The second electrode 190 may include at least one selected from lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, and IZO, but the present disclosure is not limited thereto. The second electrode 190 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0504] The second electrode 190 may have a single-layer structure or a multi-layer structure including two or more layers.

[0505] Figures 2 to 4 Description

[0506] Reference Figure 2 , the organic light emitting device 20 has a structure of a first cover layer 210, a first electrode 110, an organic layer 150, and a second electrode 190, wherein these layers are sequentially stacked in the order stated. Figure 3 , the organic light emitting device 30 has a structure of a first electrode 110, an organic layer 150, a second electrode 190, and a second cover layer 220, wherein these layers are sequentially stacked in the order stated. Figure 4 , the organic light emitting device 40 has a structure of a first cover layer 210 , a first electrode 110 , an organic layer 150 , a second electrode 190 , and a second cover layer 220 , wherein these layers are stacked in the stated order.

[0507] Figures 2 to 4 The first electrode 110, the organic layer 150, and the second electrode 190 shown in FIG. Figure 1 The first electrode 110, the organic layer 150, and the second electrode 190 shown in FIG. 1 are substantially the same.

[0508] In the organic light-emitting device 20 and the organic light-emitting device 40, light emitted from the emission layer in the organic layer 150 may pass through the first electrode 110 (which may be a semi-transmissive electrode or a transmissive electrode) and through the first cover layer 210 to reach the outside. In the organic light-emitting device 30 and the organic light-emitting device 40, light emitted from the emission layer in the organic layer 150 may pass through the second electrode 190 (which may be a semi-transmissive electrode or a transmissive electrode) and through the second cover layer 220 to reach the outside.

[0509] The first capping layer 210 and the second capping layer 220 may improve external light emitting efficiency based on the principle of constructive interference.

[0510] The first capping layer 210 and the second capping layer 220 may each independently have a refractive index of 1.6 or more at a wavelength of 589 nm.

[0511] 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.

[0512] At least one of the first capping layer 210 and the second capping layer 220 may each independently include at least one material selected from carbocyclic compounds, heterocyclic compounds, amine compounds, porphyrin derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, and alkaline earth metal complexes. The carbocyclic compounds, heterocyclic compounds, and amine-containing compounds may be optionally substituted with a substituent containing at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I. In some embodiments, at least one of the first capping layer 210 and the second capping layer 220 may each independently include an amine compound.

[0513] In one or more embodiments, at least one of 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.

[0514] In one or more embodiments, at least one of the first capping layer 210 and the second capping layer 220 may each independently include a compound selected from Compound HT28 to Compound HT33 and Compound CP1 to Compound CP5, but the present disclosure is not limited thereto:

[0515]

[0516] In the above, reference has been made to Figures 1 to 4 An organic light emitting device is described, but the present disclosure is not limited thereto.

[0517] Electronic devices

[0518] The organic light emitting device may be included in various suitable electronic devices. In some embodiments, the electronic device including the organic light emitting device may be a transmitting device or an authentication device.

[0519] In addition to the organic light emitting device, the electronic device (e.g., the transmitting device) may also include i) a color filter, ii) a color conversion layer, or iii) a color filter and a color conversion layer. The color filter and / or the color conversion layer may be in at least one direction of travel of the light emitted from the organic light emitting device. For example, the light emitted from the organic light emitting device may be blue light or white light. The organic light emitting device may be understood by referring to the description of the organic light emitting device provided herein. In some embodiments, the color conversion layer may include quantum dots. The quantum dots may be, for example, the quantum dots described herein.

[0520] The electronic device may include a first substrate, the first substrate may include a plurality of sub-pixel regions, the color filter may include a plurality of color filter regions respectively corresponding to the plurality of sub-pixel regions, and the color conversion layer may include a plurality of color conversion regions respectively corresponding to the plurality of sub-pixel regions.

[0521] A pixel defining film may be positioned between the plurality of sub-pixel regions to define each sub-pixel region.

[0522] The color filter may further include a plurality of color filter regions and a light blocking pattern between the plurality of color filter regions, and the color conversion layer may further include a plurality of color conversion regions and a light blocking pattern between the plurality of color conversion regions.

[0523] The plurality of color filter regions (or the plurality of color conversion regions) may include a first region emitting a first color light, a second region emitting a second color light, and / or a third region emitting a third color light, and the first color light, the second color light, and / or the third color light may have different maximum emission wavelengths. In some embodiments, the first color light may be red light, the second color light may be green light, and the third color light may be blue light. In some embodiments, the plurality of color filter regions (or the plurality of color conversion regions) may each include quantum dots. In some embodiments, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include quantum dots. Quantum dots may be understood by referring to the description of quantum dots provided herein. The first region, the second region, and / or the third region may each further include an emitter.

[0524] In some embodiments, the organic light emitting device may emit a first light, the first region may absorb the first light to emit 1-1 color light (e.g., first first color light), the second region may absorb the first light to emit 2-1 color light (e.g., second first color light), and the third region may absorb the first light to emit 3-1 color light (e.g., third first color light). In this embodiment, the 1-1 color light (e.g., first first color light), the 2-1 color light (e.g., second first color light), and the 3-1 color light (e.g., third first color light) may all have different maximum emission wavelengths. In some embodiments, the first light may be blue light, the 1-1 color light (e.g., first first color light) may be red light, the 2-1 color light (e.g., second first color light) may be green light, and the 3-1 color light (e.g., third first color light) may be blue light.

[0525] In addition to the organic light emitting device, the electronic device may further include a thin film transistor, which may include a source electrode, a drain electrode, and an active layer, wherein one of the source electrode and the drain electrode may be electrically coupled to one of the first electrode and the second electrode of the organic light emitting device.

[0526] The thin film transistor may further include a gate electrode and / or a gate insulating film, etc.

[0527] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor and / or an oxide semiconductor.

[0528] The electronic device may further include a sealing portion for sealing the organic light-emitting device. The sealing portion may be located between the color filter and / or the color conversion layer and the organic light-emitting device. The sealing portion may allow light to pass from the organic light-emitting device to the outside, and at the same time prevent or reduce the penetration of air and moisture into the organic light-emitting device. The sealing portion may be a sealing substrate including a transparent glass and / or plastic substrate. The sealing portion may be a thin film encapsulation layer including at least one of an organic layer and an inorganic layer. When the sealing portion is a thin film encapsulation layer, the electronic device may be flexible.

[0529] In addition to the color filter and / or color conversion layer, various suitable functional layers may be on the sealing portion depending on the purpose of the electronic device. Examples of functional layers may include a touch screen layer and / or a polarization layer, etc. The touch screen layer may be a resistive touch screen layer, a capacitive touch screen layer, and / or an infrared beam touch screen layer. The authentication device may be, for example, a biometric authentication device that identifies an individual based on biometric information (e.g., fingertips and / or pupils, etc.).

[0530] In addition to the above-mentioned organic light emitting device, the authentication device may further include a biometric information collection unit.

[0531] The electronic device can be applicable to various suitable displays, light sources, lighting, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notepads, electronic dictionaries, electronic game consoles, medical equipment (e.g., electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram recorders, ultrasonic diagnostic devices and / or endoscopic display devices), fish finders, various suitable measuring instruments, meters (e.g., meters for automobiles, airplanes and / or ships) and / or projectors.

[0532] A layer constituting a hole transport region, an emission layer, and a layer constituting an electron transport region can be formed in a set or specific area by utilizing one or more suitable methods (such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and / or laser induced thermal imaging).

[0533] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are each formed by vacuum deposition, the deposition temperature may be in the range of about 100° C. to about 500° C. ... -8 Up to about 10 -3The vacuum range is 200 torr and about 0.01 angstroms per second. To about The vacuum deposition is performed at a deposition rate within a range of .

[0534] When a layer constituting a hole transport region, an emission layer, and a layer constituting an electron transport region are each formed by spin coating, the spin coating can be performed at a coating speed of about 2000 revolutions per minute (rpm) to about 5000 rpm and at a heat treatment temperature of about 80°C to about 200°C, depending on the material to be included in each layer to be formed and the structure of each layer to be formed.

[0535] General Definition of Substituents

[0536] As used herein, the term "C 1 -C 60 "Alkyl" refers to a straight or branched aliphatic saturated hydrocarbon monovalent group having 1 to 60 carbon atoms. 1 -C 60 Examples of alkyl groups include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, and hexyl. As used herein, the term “C 1 -C 60 "Alkylene" refers to C 1 -C 60 The alkyl group has a divalent group having substantially the same structure.

[0537] As used herein, the term "C 2 -C 60 "Alkenyl" refers to 2 -C 60 An alkyl group is a hydrocarbon group having at least one carbon-carbon double bond at the main chain (e.g., in the middle) or at the end (e.g., terminal). 2 -C 60 Examples of alkenyl groups include ethenyl, propenyl, and butenyl. As used herein, the term “C 2 -C 60 "Alkenylene" refers to C 2 -C 60 An alkenyl group is a divalent group having substantially the same structure.

[0538] As used herein, the term "C 2 -C 60 "Alkynyl" refers to a C 2 -C 60 An alkyl group is a hydrocarbon group having at least one carbon-carbon triple bond at the main chain (e.g., in the middle) or at the end (e.g., terminal). 2 -C 60 Examples of alkynyl groups include ethynyl and propynyl. 2 -C60 "Alkynylidene" refers to C 2 -C 60 Alkynyl groups are divalent groups having substantially the same structure.

[0539] As used herein, the term "C 1 -C 60 "Alkoxy" refers to -OA 101 (Among them, A 101 C 1 -C 60 C 1 -C 60 Examples of the alkoxy group include a methoxy group, an ethoxy group, and an isopropoxy group.

[0540] As used herein, the term "C 3 -C 10 "Cycloalkyl" refers to a monovalent monocyclic saturated hydrocarbon group containing 3 to 10 carbon atoms. 3 -C 10 Examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. As used herein, the term "C 3 -C 10 "Cycloalkylene" refers to 3 -C 10 The cycloalkyl group has a divalent group having substantially the same structure.

[0541] As used herein, the term "C 1 -C 10 The term "heterocycloalkyl" refers to a monovalent saturated monocyclic group including at least one heteroatom selected from N, O, Si, P and S as a ring atom and 1 to 10 carbon atoms. 1 -C 10 Examples of heterocycloalkyl groups include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl, and tetrahydrothienyl. As used herein, the term “C 1 -C 10 "Heterocycloalkylene" refers to a C 1 -C 10 The heterocycloalkyl group has a divalent group having substantially the same structure.

[0542] As used herein, the term "C 3 -C 10 "Cycloalkenyl" refers to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and having no aromaticity. 3 -C 10 Examples of cycloalkenyl groups include cyclopentenyl, cyclohexenyl, and cycloheptenyl. As used herein, the term "cyclohexenyl" 3 -C 10 "Cycloalkenylene" refers to 3 -C10 The cycloalkenyl group is a divalent group having substantially the same structure.

[0543] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent monocyclic group including at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom, 1 to 10 carbon atoms and at least one double bond in its ring. 1 -C 10 Examples of heterocycloalkenyl groups 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" refers to a C 1 -C 10 The heterocycloalkenyl group has a divalent group having substantially the same structure.

[0544] As used herein, the term "C 6 -C 60 "Aryl" refers to a monovalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms. As used herein, the term "C 6 -C 60 "Arylene" refers to a divalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms. 6 -C 60 Examples of aryl groups include fluorenyl, phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, and When C 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each independently include two or more rings, the corresponding rings may be fused (eg, bonded together).

[0545] As used herein, the term "C 1 -C 60 The term "heteroaryl" as used herein refers 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 atom and 1 to 60 carbon atoms. 1 -C 60 The term "heteroarylene group" refers to a divalent group having a heterocyclic aromatic system having at least one heteroatom selected from N, O, Si, P and S as a ring atom and 1 to 60 carbon atoms. 1 -C 60 Examples of heteroaryl groups include carbazolyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, and isoquinolyl. 1 -C 60Heteroaryl and C 1 -C 60 When each heteroarylene group independently includes two or more rings, the corresponding rings may be fused (eg, joined together).

[0546] As used herein, the term "C 6 -C 60 Aryloxy" is represented by -OA 102 (Among them, A 102 C 6 -C 60 As used herein, the term "C 6 -C 60 Arylthio" is represented by -SA 103 (Among them, A 103 C 6 -C 60 Aryl) represents.

[0547] The term "monovalent non-aromatic condensed polycyclic radical" as used herein refers to a monovalent group having two or more condensed (e.g., bonded together) rings and only carbon atoms (e.g., 8 to 60 carbon atoms) as ring-forming atoms, wherein the entire molecular structure is non-aromatic. Examples of monovalent non-aromatic condensed polycyclic radicals may include adamantyl. The term "divalent non-aromatic condensed polycyclic radical" as used herein refers to a divalent group having substantially the same structure as a monovalent non-aromatic condensed polycyclic radical.

[0548] The term "monovalent non-aromatic condensed heteropolycyclic group" as used herein refers to a monovalent group having two or more condensed rings and at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom in addition to carbon atoms (e.g., 1 to 60 carbon atoms), wherein the entire molecular structure is non-aromatic. Examples of monovalent non-aromatic condensed heteropolycyclic groups can include azaadamantyl. The term "divalent non-aromatic condensed heteropolycyclic group" as used herein refers to a divalent group having substantially the same structure as a monovalent non-aromatic condensed heteropolycyclic group.

[0549] As used herein, the term "C 5 -C 60 "Carbocyclic group" refers to a monocyclic or polycyclic group having only 5 to 60 carbon atoms as ring atoms. 5 -C 60 The carbocyclic group may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. 5 -C 60 A "carbocyclic group" refers to a ring (e.g., a benzene group), a monovalent group (e.g., a phenyl group), or a divalent group (e.g., a phenylene group). In addition, depending on the attachment to the C 5 -C 60 The number of substituents of the carbocyclic group, C 5-C 60 The carbocyclic group may be a trivalent group or a tetravalent group.

[0550] As used herein, the term "C 1 -C 60 The term "heterocyclic group" refers to a group consisting of at least one heteroatom selected from N, O, Si, P and S other than carbon atoms (e.g., 1 to 60 carbon atoms) as a ring-forming atom. 5 -C 60 The carbocyclic group has a group having substantially the same structure.

[0551] In this specification, substituted C 5 -C 60 Carbocyclic, substituted C 1 -C 60 Heterocyclic, 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 60 Arylene, 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 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:

[0552] 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;

[0553] are substituted with 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) selected from at least one of C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0554] C 3 -C 10Cycloalkyl, 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 condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups;

[0555] are substituted with 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) selected from at least one of C 3 -C 10Cycloalkyl, 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 condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0556] -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 ),

[0557] Among them, 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 60Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenyl groups and terphenyl groups.

[0558] As used herein, "Ph" means phenyl, as used herein, "Me" means methyl, as used herein, "Et" means ethyl, as used herein, "tert-Bu" or "Bu" means ethyl. t " represents a tert-butyl group, and "OMe" as used herein represents a methoxy group.

[0559] As used herein, the term "biphenyl" refers to a phenyl group substituted with at least one phenyl group. 6 -C 60 "substituted phenyl" having "aryl" as a substituent.

[0560] As used herein, the term "terphenyl" refers to a phenyl group substituted with at least one biphenyl group. 6 -C 60 Aryl C 6 -C 60 "substituted phenyl" having "aryl" as a substituent.

[0561] Unless otherwise defined, the symbols *, *' and *" as used herein refer to bonding sites with adjacent atoms in the corresponding formula.

[0562] Hereinafter, compounds and organic light-emitting devices according to one or more embodiments will be described in more detail with reference to Synthesis Examples and Examples. The phrase "using B instead of A" used in describing Synthesis Examples means that the amount of B used is the same as the amount of A used on a molar equivalent basis.

[0563] Example

[0564] Synthesis Example 1: Synthesis of Compound 8

[0565]

[0566] 1-1. Synthesis of intermediate 8-1

[0567] In the presence of a Pd catalyst, 9H-carbazole (CAS No. 86-74-8) is reacted with 1-bromo-2-fluorobenzene (CAS No. 1072-85-1) to obtain intermediate 8-1. Intermediate 8-1 is subjected to liquid chromatography-mass spectrometry (LC-MS) to identify its M+1 peak.

[0568] C 18 H 12 BrN:M+1 322.11

[0569] 1-2. Synthesis of intermediate 8-2

[0570] Intermediate 8-1 was reacted with n-BuLi and then with trimethyl borate to obtain intermediate 8-2. Intermediate 8-2 was subjected to LC-MS to confirm its M+1 peak.

[0571] C 18 H 14 BNO 2 :M+1 288.01

[0572] 1-3. Synthesis of intermediate 8-3

[0573] 3-Bromo-9H-carbazole (CAS No.: 1592-95-6), potassium hydroxide and 4-toluenesulfonyl chloride are reacted together to obtain intermediate 8-3. Intermediate 8-3 is subjected to LC-MS to confirm its M+1 peak.

[0574] C 19 H 14 BrNO 2 S:M+1 399.87

[0575] 1-4. Synthesis of intermediate 8-4

[0576] In the presence of a Pd catalyst, the intermediate 8-3 is reacted with the intermediate 66-3 to obtain the intermediate 8-4. The intermediate 8-4 is subjected to LC-MS to confirm its M+1 peak.

[0577] C 41 H 36 N 2 O 2 S: M+1 621.13

[0578] 1-5. Synthesis of intermediate 8-5

[0579] Intermediate 8-4 was reacted with sodium hydroxide to obtain intermediate 8-5. Intermediate 8-5 was subjected to LC-MS to confirm its M+1 peak.

[0580] C 34 H 30 N 2 :M+1 467.25

[0581] 1-6. Synthesis of intermediate 8-6

[0582] In the presence of a Cu catalyst, the intermediate 8-5 is reacted with 1-bromo-3-iodobenzene (CAS No. 591-18-4) to obtain the intermediate 8-6. The intermediate 8-6 is subjected to LC-MS to confirm its M+1 peak.

[0583] C 40 H 33 Bn2 :M+1 621.33

[0584] 1-7. Synthesis of Compound 8

[0585] 4 grams (g) of intermediate 8-6, 1.9 g of intermediate 8-2, 1.3 g of potassium carbonate, 0.37 g of tetrakis (triphenylphosphine) palladium (0), 20 milliliters (mL) of tetrahydrofuran and 5 mL of water were added to the reaction vessel and refluxed for 24 hours. Once the reaction is considered complete, the reaction solution is extracted with ethyl acetate and the resulting organic layer is dried with magnesium sulfate. Then, the solvent is removed therefrom. The residue obtained by removing the solvent is separated and purified using silica gel column chromatography to obtain 3.8 g of compound 8 (yield: 76%). Using LC-MS and 1 H-NMR confirmed compound 8.

[0586] Synthesis Example 2: Synthesis of Compound 29

[0587]

[0588] 3 g of 2-bromodibenzofuran (CAS No.: 86-76-0), 5.9 g of intermediate 8-5, 1.8 g of sodium tert-butoxide, 0.46 g of tris(dibenzylideneacetone)dipalladium(0), 0.4 mL of tri-tert-butylphosphine and 60 mL of toluene were added to a reaction vessel and refluxed for 24 hours. Once the reaction is considered complete, the reaction solution is extracted with ethyl acetate and the resulting organic layer is dried with magnesium sulfate. The solvent is then removed therefrom. The residue obtained by removing the solvent is separated and purified using silica gel column chromatography to obtain 10.8 g of compound 29 (yield: 85%). Using LC-MS and 1 Compound 29 was identified by H-NMR.

[0589] Synthesis Example 3: Synthesis of Compound 34

[0590]

[0591] 10.1 g of compound 34 (yield: 82%) was synthesized in substantially the same manner as compound 29, except that 2-bromodibenzothiophene (CAS No.: 22439-61-8) was used instead of 2-bromodibenzofuran (CAS No.: 86-76-0). 1 Compound 34 was identified by H-NMR.

[0592] Synthesis Example 4: Synthesis of Compound 38

[0593]

[0594] 8.7 g of compound 38 (yield: 80%) was synthesized in substantially the same manner as compound 29, except that 3-bromo-9-phenyl-9H-carbazole (CAS No.: 1153-85-1) was used instead of 2-bromodibenzofuran (CAS No.: 86-76-0). The results were analyzed using LC-MS and 1 Compound 38 was identified by H-NMR.

[0595] Synthesis Example 5: Synthesis of Compound 40

[0596]

[0597] 5-1. Synthesis of Intermediate 40-1

[0598] In the presence of a Pd catalyst, the intermediate 8-5 is reacted with 1-bromo-2-fluorobenzene (CAS No.: 1072-85-1) to obtain the intermediate 40-1. The intermediate 40-1 is subjected to LC-MS to confirm its M+1 peak.

[0599] C 40 H 33 Bn 2 :M+1 621.24

[0600] 5-2. Synthesis of Compound 40

[0601] 5.5 grams (g) of intermediate 40-1, 3.4 g of (3-(triphenylsilyl)phenyl)boric acid, 1.7 g of potassium carbonate, 0.46 g of tetrakis(triphenylphosphine)palladium(0), 25 mL of 1,4-dioxane and 6 mL of water were added to a reaction vessel and refluxed for 24 hours. Once the reaction was considered complete, the reaction solution was extracted with ethyl acetate and the resulting organic layer was dried with magnesium sulfate. Then, the solvent was removed therefrom. The residue obtained by removing the solvent was separated and purified using silica gel column chromatography to obtain 4.8 g of compound 40 (yield: 68%). Using LC-MS and 1 Compound 40 was identified by H-NMR.

[0602] Synthesis Example 6: Synthesis of Compound 44

[0603]

[0604] 7.5 g of compound 44 (yield: 78%) was synthesized in substantially the same manner as compound 29, except that (3-bromophenyl)triphenylsilane (CAS No.: 185626-73-7) was used instead of 2-bromodibenzofuran (CAS No.: 86-76-0). LC-MS and 1 Compound 44 was identified by H-NMR.

[0605] Synthesis Example 7: Synthesis of Compound 59

[0606]

[0607] 7.3 g of compound 59 (yield: 75%) was synthesized in substantially the same manner as compound 29, except that 3-bromo-9,9-diphenyl-9H-fluorene (CAS No.: 1547491-70-2) was used instead of 2-bromodibenzofuran (CAS No.: 86-76-0). LC-MS and 1 Compound 59 was identified by H-NMR.

[0608] Synthesis Example 8: Synthesis of Compound 66

[0609]

[0610] 8-1. Synthesis of Intermediate 66-1

[0611] 2-Bromo-N-phenylaniline (CAS No.: 61613-22-7), 4-(dimethylamino)pyridine (4-DMAP) and dineopentyl dicarbonate (CAS No.: 24424-99-5) were reacted to obtain Intermediate 66-1. Intermediate 66-1 was subjected to LC-MS to confirm its M+1 peak.

[0612] C 17 H 18 BrNO 2 :M+1 348.15

[0613] 8-2. Synthesis of Intermediate 66-2

[0614] Intermediate 66-1 was reacted with n-BuLi and then with 2-adamantanone (CAS No. 700-58-3) to obtain Intermediate 66-2. Intermediate 66-2 was subjected to LC-MS to confirm its M+1 peak.

[0615] C 27 H 33 NO 3 :M+1 420.21

[0616] 8-3. Synthesis of Intermediate 66-3

[0617] Intermediate 66-2, acetic acid and hydrochloric acid are reacted together to obtain Intermediate 66-3. Intermediate 66-3 is subjected to LC-MS to confirm its M+1 peak.

[0618] C 22 H 23 N:M+1 302.31

[0619] 8-4. Synthesis of Intermediate 66-4

[0620] In the presence of a Pd catalyst, 9H-carbazole (CAS No. 86-74-8) is reacted with 2-bromo-1-fluoro-3-iodobenzene (CAS No. 851368-08-6) to obtain intermediate 66-4. Intermediate 66-4 is subjected to LC-MS to determine its M+1 peak.

[0621] C 18 H 11 BrIN: M+1 447.97

[0622] 8-5. Synthesis of Intermediate 66-5

[0623] In the presence of a Cu catalyst, the intermediate 66-3 is reacted with the intermediate 66-4 to obtain the intermediate 66-5. The intermediate 66-5 is subjected to LC-MS to determine its M+1 peak.

[0624] C 40 H 33 Bn 2 :M+1 620.24

[0625] 8-6. Synthesis of Compound 66

[0626] 3.5 g of compound 66 (yield: 50%) was synthesized in substantially the same manner as compound 40, except that intermediate 66-5 was used instead of intermediate 40-1. 1 Compound 66 was identified by H-NMR.

[0627] pass 1 H-NMR and LC-MS identified the compounds synthesized in Synthesis Example 1 to Synthesis Example 8. Their results are shown in Table 1.

[0628] Those skilled in the art can easily understand methods of synthesizing compounds other than the compounds shown in Table 1 by referring to the above-described synthetic routes and source materials.

[0629] Table 1

[0630]

[0631]

[0632] Example 1

[0633] Use with The ITO substrate with a thickness of 1000 nm was used as the first electrode (anode). The ITO substrate was ultrasonically treated with isopropyl alcohol and distilled water for 5 minutes each, and then irradiated with ultraviolet light for 30 minutes and exposed to ozone for cleaning. The cleaned ITO substrate was installed in a vacuum deposition device.

[0634] N,N'-di(1-naphthyl)-N,N'-diphenylbenzidine (NPB) was vacuum deposited on an ITO substrate prepared by cleaning to form a The mCP is vacuum deposited on the hole injection layer to form a hole injection layer having a thickness of The hole transport layer has a thickness of .

[0635] Subsequently, compound 8 (as the host) and Ir(pmp) 3 (as a dopant) were co-deposited on the hole transport layer in a weight ratio of 92:8 to form a The thickness of the emission layer.

[0636] Then, 3-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ) is deposited on the emission layer to form a On the electron transport layer, LiF is deposited as To form an electron injection layer, Al is vacuum deposited on the electron injection layer. The second electrode (cathode) is formed by vacuum deposition of compound HT28 on the cathode to form a LiF / Al electrode. A cover layer with a thickness of is formed, thereby completing the manufacture of the organic light-emitting device.

[0637] The materials used in the manufacture of organic light-emitting devices can be represented by the following formula:

[0638]

[0639]

[0640] Example 2 to Example 8

[0641] An organic light emitting device was manufactured in substantially the same manner as in Example 1, except that the compounds shown in Table 2 were respectively used in forming the emission layer.

[0642] Comparative Example 1 to Comparative Example 3

[0643] An organic light emitting device was manufactured in substantially the same manner as in Example 1, except that Compound C1 to Compound C3 were respectively used in forming the emission layer.

[0644]

[0645] In order to evaluate the characteristics of the organic light-emitting devices manufactured in Examples 1 to 8 and Comparative Examples 1 to 3, the organic light-emitting devices were measured at 2.3 mA / cm 2 ) at a current density of . The driving voltage and the maximum quantum efficiency of the organic light-emitting device were measured using a source meter (Keithley Instruments, 2400 Series). The maximum quantum efficiency of the organic light-emitting device was measured using the Hamamatsu Absolute PL Quantum Yield Measurement System C9920-2-12. In the evaluation of the maximum quantum efficiency, a luminance meter with wavelength sensitivity calibration was used to measure the brightness / current density, and the maximum quantum efficiency was calculated under the assumption of an angular brightness distribution (Lambertian) of a completely diffuse reflection surface. The evaluation results of the organic light-emitting device are shown in Table 2.

[0646] Table 2

[0647]

[0648] As shown in the results of Table 2, compared with the organic light emitting devices of Comparative Examples 1 to 3, it was found that the organic light emitting devices of Examples 1 to 8 had low driving voltage and high maximum quantum efficiency.

[0649] As apparent from the foregoing description, an organic light emitting device including a heterocyclic compound may have low driving voltage, high efficiency, and high maximum quantum efficiency.

[0650] It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for restrictive purposes. The description of features or aspects within each embodiment should generally be considered applicable to other similar features or aspects in other embodiments. Although one or more embodiments have been described with reference to the accompanying drawings, it will be understood by those of ordinary skill in the art that various changes in form and detail may be made therein without departing from the spirit and scope of the present disclosure as defined by the claims and their equivalents.

Claims

1. An organic light-emitting device, comprising: a first electrode; a second electrode, facing the first electrode; as well as An organic layer is located between the first electrode and the second electrode and includes an emission layer, and the organic light-emitting device includes at least one heterocyclic compound represented by Formula 1: Formula 1 Formula 3 Wherein, in Formula 1, Formula 2A to Formula 2F and Formula 3, L1 is selected from the group represented by Formula 2A to Formula 2F, a1 is an integer from 1 to 5, Ar is a group represented by Formula 3, n1 is 1 or 2, X1 is selected from O, S, N (R 28 )、C(R 28 )(R 29 ) and Si(R 28 )(R 29 ), L 31 is a single bond, a31 is 1, R1 is selected from: biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, benzofuranyl, benzothiophenyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, diazacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothiophenyl, imidazopyridinyl, and imidazopyrimidinyl; are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, pyrrolyl, thienyl, furanyl, thirol, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, indolyl, isoindolyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrenyl, fluoroquinolyl, phenazine, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothiorolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiorolyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, diazacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothiorolyl, imidazopyridinyl, imidazopyrimidinyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexacenyl, pentacene, pyrrolyl, thienyl, furanyl, thiazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, indolyl, isoindolyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiorolyl, dibenzofuranyl, dibenzothienyl, dibenzothiorolyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, diazacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothiorolyl, imidazopyridinyl, and imidazopyrimidinyl; and -Si(Q1)(Q2)(Q3), -N(Q1)(Q2) and -B(Q1)(Q2), Among them, Q1 to Q3 and Q 31 To Q 33 are independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, phenyl substituted with cyano, biphenyl, terphenyl and naphthyl, R 21 To R 29 , R 31 and R 32 are independently selected from: hydrogen, deuterium, phenyl, biphenyl, fluorenyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilyl, carbazolyl, -Si(Q1)(Q2)(Q3) and -N(Q1)(Q2); and The substituted groups are cyano, phenyl, biphenyl, fluorenyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, carbazolyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one selected from phenyl, biphenyl, fluorenyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilyl and carbazolyl, Among them, Q1 to Q3 and Q 31 To Q 33 are independently selected from hydrogen, deuterium, C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl, c1 is an integer from 0 to 5, c21, c23, c26, c31 and c32 are each independently an integer from 1 to 4, c22, c24, c25, c21' and c23' are each independently an integer from 1 to 3, c27 is 1 or 2, When a1 in formula 1 is 1, condition (i) is satisfied: (i) L1 is selected from the group represented by Formula 2C to Formula 2F, and *, *' and *" all indicate the binding site with the adjacent atom.

2. The organic light emitting device according to claim 1, wherein: The first electrode is an anode, The second electrode is a cathode, and The organic layer further includes a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode. The hole transport region includes a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer or any combination thereof, and The electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

3. The organic light emitting device according to claim 1, wherein: The organic layer includes the at least one heterocyclic compound.

4. The organic light emitting device according to claim 1, wherein: The emission layer includes the at least one heterocyclic compound.

5. The organic light emitting device according to claim 4, wherein: The emission layer includes a host and a dopant, The amount of the host in the emissive layer is greater than the amount of the dopant in the emissive layer, and The host includes the at least one heterocyclic compound.

6. The organic light emitting device according to claim 5, wherein: The dopant is a phosphorescent dopant or a thermally activated delayed fluorescent dopant.

7. The organic light emitting device according to claim 4, wherein: The emission layer emits blue light having a maximum emission wavelength in a range of 390 nanometers to 440 nanometers.

8. A heterocyclic compound, the heterocyclic compound is represented by Formula 1: Formula 1 Formula 3 in, In Formula 1, Formula 2A to Formula 2F and Formula 3, L1 is selected from the group represented by Formula 2A to Formula 2F, a1 is an integer from 1 to 5, Ar is a group represented by Formula 3, n1 is 1 or 2, X1 is selected from O, S, N (R 28 )、C(R 28 )(R 29 ) and Si(R 28 )(R 29 ), L 31 is a single bond, a31 is 1, R1 is selected from the group consisting of biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, benzofuranyl, benzothiophenyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, diazacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothiophenyl, imidazopyridinyl, and imidazopyrimidinyl; are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, pyrrolyl, thienyl, furanyl, thirol, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, indolyl, isoindolyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthroline yl, phenazine, benzimidazolyl, benzofuranyl, benzothienyl, benzothioyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, diazacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothioyl, imidazopyridinyl, imidazopyrimidinyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 )and -P(=O)(Q 31 )(Q 32 ) is at least one selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexacenyl, pentacene, pyrrolyl, thienyl, furanyl, thiazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, indolyl, isoindolyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiorolyl, dibenzofuranyl, dibenzothienyl, dibenzothiorolyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, diazacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothiorolyl, imidazopyridinyl, and imidazopyrimidinyl; and -Si(Q1)(Q2)(Q3), -N(Q1)(Q2) and -B(Q1)(Q2), Among them, Q1 to Q3 and Q 31 To Q 33 are independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, phenyl substituted with cyano, biphenyl, terphenyl and naphthyl, R 21 To R 29 , R 31 and R 32 are independently selected from: hydrogen, deuterium, phenyl, biphenyl, fluorenyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilyl, carbazolyl, -Si(Q1)(Q2)(Q3) and -N(Q1)(Q2); and The substituted groups are cyano, phenyl, biphenyl, fluorenyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, carbazolyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one selected from phenyl, biphenyl, fluorenyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilyl and carbazolyl, Among them, Q1 to Q3 and Q 31 To Q 33 are independently selected from hydrogen, deuterium, C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl, c1 is an integer from 0 to 5, c21, c23, c26, c31 and c32 are each independently an integer from 1 to 4, c22, c24, c25, c21' and c23' are each independently an integer from 1 to 3, c27 is 1 or 2, When a1 in formula 1 is 1, condition (i) is satisfied: (i) L1 is selected from the group represented by Formula 2C to Formula 2F, and *, *' and *" all indicate the binding site with the adjacent atom.

9. The heterocyclic compound according to claim 8, wherein L1 is selected from the group represented by Formula 2A-1 to Formula 2A-3, Formula 2B-1, Formula 2C-1 to Formula 2C-4, Formula 2D-1, Formula 2E-1 to Formula 2E-50 and Formula 2F-1 to Formula 2F-10, and when a1 is 1, condition (iii) is satisfied: (iii) L1 is selected from the group represented by Formula 2C-1 to Formula 2C-4, Formula 2D-1, Formula 2E-1 to Formula 2E-50 and Formula 2F-1 to Formula 2F-10: Among them, in Formula 2A-1 to Formula 2A-3, Formula 2B-1, Formula 2C-1 to Formula 2C-4, Formula 2D-1, Formula 2E-1 to Formula 2E-50, and Formula 2F-1 to Formula 2F-10, R 21 To R 29 , c21 to c27, c21′ and c23′ are respectively related to R of Formula 2A to Formula 2F 21 To R 29 , c21 to c27, c21' and c23' are the same, and *, *' and *" all indicate the binding site with the adjacent atom.

10. The heterocyclic compound according to claim 8, wherein L1 is selected from the group represented by Formula 2AA-1 to Formula 2AA-7, Formula 2BB-1, Formula 2CC-1 to Formula 2CC-4, Formula 2DD-1, Formula 2EE-1 to Formula 2EE-8 and Formula 2FF-1, and when a1 is 1, condition (v) is satisfied: (v) L1 is selected from the group represented by Formula 2CC-1 to Formula 2CC-4, Formula 2DD-1, Formula 2EE-1 to Formula 2EE-8 and Formula 2FF-1: Among them, in Formulae 2AA-1 to 2AA-7, Formula 2BB-1, Formulae 2CC-1 to 2CC-4, Formula 2DD-1, Formulae 2EE-1 to 2EE-8 and Formula 2FF-1, R 21 , R 28 and R 29 are independently selected from: deuterium, phenyl, biphenyl, fluorenyl, carbazolyl, -Si(Q1)(Q2)(Q3) and -N(Q1)(Q2); and are substituted with cyano, phenyl, biphenyl, fluorenyl, carbazolyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one selected from phenyl, biphenyl, fluorenyl and carbazolyl, Among them, Q1 to Q3 and Q 31 To Q 33 are independently selected from hydrogen, deuterium, C1-C 10 Alkyl, C1-C 10 alkoxy, phenyl, biphenyl, terphenyl and naphthyl), and *, *' and *" all indicate the binding site with the adjacent atom.

11. The heterocyclic compound according to claim 8, wherein R1 is selected from the group represented by Formula 5-1 to Formula 5-51, -Si(Q1)(Q2)(Q3) and -N(Q1)(Q2): Among them, in Formula 5-1 to Formula 5-51, Y 31 selected from O, S, C(Z 33 )(Z 34 ), N(Z 35 ) and Si(Z 36 )(Z 37 ), Z 31 Selected from: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthene, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyridyl, pyrimidinyl, pyrazinyl, triazine, quinolyl, isoquinolyl, benzoquinolyl, naphthyridinyl, quinoxalinyl, quinazolinyl, carbazolyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilyl, -Si(Q) 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 ) and -B(Q 31 )(Q 32 ) Z 32 To Z 37 are independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthene, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyridyl, pyrimidinyl, pyrazinyl, triazine, quinolyl, isoquinolyl, benzoquinolyl, naphthyridinyl, quinoxalinyl, quinazolinyl, carbazolyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilyl, -Si(Q) 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 ) and -B(Q 31 )(Q 32 ), e2 is selected from 1 and 2, e3 is an integer from 1 to 3, e4 is an integer from 1 to 4, e5 is an integer from 1 to 5, e6 is an integer from 1 to 6, e7 is an integer from 1 to 7, and e9 is an integer from 1 to 9, Among them, Q1 to Q3 and Q 31 To Q 33 are independently selected from C1-C 10 Alkyl, C1-C 10 alkoxy, phenyl, phenyl substituted with cyano, biphenyl, terphenyl and naphthyl, and *Indicates the binding site with the adjacent atom.

12. The heterocyclic compound according to claim 8, wherein R1 is selected from the group represented by Formula 6-2 to Formula 6-13 and Formula 6-17 to Formula 6-151: Among them, in Formula 6-1 to Formula 6-151, t-Bu represents tert-butyl, Ph means phenyl, TMS represents trimethylsilyl, Cz represents a carbazole group, and *Indicates the binding site with the adjacent atom.

13. The heterocyclic compound according to claim 8, wherein R 31 and R 32 All are hydrogen.

14. The heterocyclic compound according to claim 8, wherein The heterocyclic compound is represented by any one of Formula 1-1 to Formula 1-10: Formula 1-1 Formula 1-2 Formula 1-3 Formula 1-4 Formula 1-5 Formula 1-6 Formula 1-7 Formula 1-8 Formula 1-9 Formula 1-10 Among them, in Formula 1-1 to Formula 1-3, i) L 11 is selected from the group represented by Formula 2C to Formula 2F, and In Formulas 1-4 to 1-10, L 11 To L 14 are independently selected from the groups represented by Formula 2A to Formula 2F, Among them, in Formula 1-1 to Formula 1-10, R 33 and R 34 All refer to R in Formula 1 31 description to understand, and c33 and c34 are each independently an integer of 1 to 4.

15. The heterocyclic compound according to claim 8, wherein The heterocyclic compound is selected from Compound 1 to Compound 85:

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