Heterocyclic compound, light-emitting device including the same, and electronic device including the light-emitting device

Abstract

The present application provides a heterocyclic compound represented by Formula 1, a light-emitting device including the heterocyclic compound, and an electronic device including the light-emitting device: Formula 1 wherein the specific description of Formula 1 is the same as described in the specification.

Description

[0001] Cross-references to related applications

[0002] This application claims priority to Korean Patent Application No. 10-2020-0160060, filed with the Korean Intellectual Property Office on November 25, 2020, the contents of which are incorporated herein by reference in their entirety. Technical Field

[0003] One or more embodiments relate to a heterocyclic compound, a light-emitting device comprising the heterocyclic compound, and an electronic device comprising the light-emitting device. Background Technology

[0004] A light-emitting device is a device that converts electrical energy into light energy. Examples of such devices include organic light-emitting devices that use organic materials for the emitting layer and quantum dot light-emitting devices that use quantum dots for the emitting layer.

[0005] In the light-emitting device, a first electrode is located on a substrate, and a hole transport region, an emitter layer, an electron transport region, and a second electrode are sequentially formed on the first electrode. Holes supplied by the first electrode can move towards the emitter layer through the hole transport region, and electrons supplied by the second electrode can move towards the emitter layer through the electron transport region. Charge carriers such as holes and electrons recombine in the emitter layer to generate excitons. These excitons transition from an excited state to the ground state, thereby generating light. Summary of the Invention

[0006] One or more embodiments include a heterocyclic compound, a light-emitting device comprising the heterocyclic compound, and an electronic device comprising the light-emitting device.

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

[0008] According to one or more embodiments, the light-emitting device includes a first electrode.

[0009] The second electrode, and

[0010] An intermediate layer located between the first electrode and the second electrode and including an emission layer, wherein

[0011] The light-emitting device contains at least one heterocyclic compound represented by Formula 1.

[0012] Formula 1

[0013]

[0014] In Equation 1,

[0015] i)X 11 It is O or S and X 12 It is C(R) 19 (R) 20 ), or ii)X 11 It is C(R) 19 (R) 20 And X 12 Is it O or S?

[0016] Y 11 and Y 12 Is it N or C?

[0017] R 11 To R 20 Each is independently composed of *-(L 21 ) a21 -(R 21 ) b21 The indicated groups include hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl groups, cyano groups, nitro groups, amino groups, amido groups, hydrazine groups, hydrazone groups, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, unsubstituted groups or groups with at least one R. 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl groups, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl thioyl group, unsubstituted or with at least one R 10a Replacement C1-C 60heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), wherein R 11 To R 20 At least one of them is composed of *-(L 21 ) a21 -(R 21 ) b21 The group represented,

[0018] L 21 It is a single bond, *-N(R) 31 )-*'、*-Si(R 31 (R) 32 )-*', unsubstituted or by at least one R 10a Replacement C5-C 60 Carbocyclic group, or unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups,

[0019] a21 is an integer selected from 1 to 5.

[0020] R 21 It is unsubstituted or by at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10aSubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2),

[0021] b21 is an integer selected from 1 to 5.

[0022] R 31 and R 32 Each of the following is independently a hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amido group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, unsubstituted or with at least one R 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl groups, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl thioyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10aSubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2),

[0023] R 10a yes

[0024] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group or nitro group,

[0025] Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thioyl groups, -Si(Q) 11 (Q) 12 (Q) 13 -C(Q) 11 (Q) 12 (Q) 13 -B(Q) 11 (Q) 12 -N(Q) 11 (Q) 12 -P(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 -P(=S)(Q) 11 (Q) 12 C1-C substituted by (or any combination thereof) 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group or C1-C 60 alkoxy group,

[0026] Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group, C1-C60 alkoxy group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thioyl groups, -Si(Q) 21 (Q) 22 (Q) 23 -C(Q) 21 (Q) 22 (Q) 23 -B(Q) 21 (Q) 22 -N(Q) 21 (Q) 22 -P(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or -P(=S)(Q 21 (Q) 22 C3-C replaced by any combination thereof 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group or C6-C 60 aryl thiols, or

[0027] -Si(Q 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -B(Q) 31 (Q) 32 -N(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)(Q) 31 -S(=O)2(Q) 31 -P(=O)(Q) 31 (Q) 32 ) or -P(=S)(Q 31 (Q) 32 ),

[0028] Among them, Q1 to Q3, Q 11 To Q13 Q 21 To Q 23 and Q 31 To Q 33 They can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C. 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy groups, or those that are unsubstituted or replaced by deuterium, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with alkoxy groups, phenyl groups, biphenyl groups, or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups, and

[0029] * and *' each represent a binding site with an adjacent atom.

[0030] Another aspect of this disclosure provides an electronic device including the aforementioned light-emitting device and thin-film transistor.

[0031] The thin-film transistor may include a source electrode and a drain electrode, and the first electrode of the light-emitting device may be in electrical contact with one of the source electrode and the drain electrode of the thin-film transistor.

[0032] This disclosure provides heterocyclic compounds represented by Formula 1.

[0033] Formula 1

[0034]

[0035] In Equation 1,

[0036] i)X 11 It is O or S and X 12 It is C(R) 19 (R) 20 ), or ii)X 11 It is C(R) 19 (R) 20 And X 12 Is it O or S?

[0037] Y 11 and Y 12 Each is either N or C.

[0038] R 11 To R 20 Each is independently composed of *-(L 21 ) a21-(R 21 ) b21 The indicated groups include hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl groups, cyano groups, nitro groups, amino groups, amido groups, hydrazine groups, hydrazone groups, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, unsubstituted groups or groups with at least one R. 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl groups, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl thioyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), wherein R 11 To R 20 At least one of them is composed of *-(L 21 ) a21 -(R21 ) b21 The group represented,

[0039] L 21 It is a single bond, *-N(R) 31 )-*'、*-Si(R 31 (R) 32 )-*', unsubstituted or by at least one R 10a Replacement C5-C 60 Carbocyclic group, or unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups,

[0040] a21 is an integer selected from 1 to 5.

[0041] R 21 It is unsubstituted or by at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2),

[0042] b21 is an integer selected from 1 to 5.

[0043] R 31 and R 32 Each of the following is independently a hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amido group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, unsubstituted or with at least one R 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60Alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl groups, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl thioyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2),

[0044] R 10a yes

[0045] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group or nitro group,

[0046] Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thioyl groups, -Si(Q) 11 (Q)12 (Q) 13 -C(Q) 11 (Q) 12 (Q) 13 -B(Q) 11 (Q) 12 -N(Q) 11 (Q) 12 -P(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 -P(=S)(Q) 11 (Q) 12 C1-C substituted by (or any combination thereof) 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group or C1-C 60 alkoxy group,

[0047] Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group, C1-C 60 alkoxy group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thioyl groups, -Si(Q) 21 (Q) 22 (Q) 23 -C(Q) 21 (Q) 22 (Q) 23 -B(Q) 21 (Q) 22 -N(Q) 21 (Q) 22 -P(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or -P(=S)(Q21 (Q) 22 C3-C replaced by any combination thereof 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group or C6-C 60 aryl thiols, or

[0048] -Si(Q 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -B(Q) 31 (Q) 32 -N(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)(Q) 31 -S(=O)2(Q) 31 -P(=O)(Q) 31 (Q) 32 ) or -P(=S)(Q 31 (Q) 32 ),

[0049] Among them, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of these groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C. 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy groups, or those that are unsubstituted or replaced by deuterium, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with alkoxy groups, phenyl groups, biphenyl groups, or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups, and

[0050] * and *' each represent a binding site with an adjacent atom. Attached Figure Description

[0051] The above and other aspects, features and advantages of certain embodiments of this disclosure will become more apparent from the following description taken in conjunction with the accompanying drawings, in which:

[0052] Figure 1 This is a schematic view of a light-emitting device according to an exemplary embodiment;

[0053] Figure 2 These are schematic views of a light-emitting device according to an exemplary embodiment; and

[0054] Figure 3 This is a schematic view of a light-emitting device according to an exemplary embodiment. Detailed Implementation

[0055] Reference will now be made in detail to the embodiments, examples of which are illustrated in the accompanying drawings, wherein the same reference numerals refer to the same elements throughout the specification. In this respect, the embodiments may take different forms and should not be construed as limited to the description set forth herein. Therefore, the embodiments are described below only with reference to the accompanying drawings to explain aspects of the present description. As used herein, the term “and / or” includes any combination and all combinations of one or more of the associated listed items. Throughout the disclosure, the expression “at least one of a, b, and c” means only a, only b, only c, both a and b, both a and c, both b and c, all of a, b, and c, or variations thereof.

[0056] Because this disclosure can have various modified embodiments, embodiments are illustrated in the accompanying drawings and described in the detailed description. The effects and characteristics of this disclosure, as well as the methods of achieving them, will be apparent when reference is made to the embodiments described with reference to the accompanying drawings. However, this disclosure can be implemented in many different forms and should not be construed as being limited to the embodiments set forth herein.

[0057] One or more embodiments of this disclosure will now be described in more detail with reference to the accompanying drawings. Regardless of the drawing numbers, those components that are identical or consistent with each other are presented with the same reference numerals, and redundant explanations are omitted.

[0058] A singular expression may encompass a plural expression unless it has a distinctly different meaning in the context.

[0059] It should be further understood that the terms “comprises” and / or “comprising” used herein indicate the presence of the specified features or elements, but do not exclude the presence or addition of one or more other features or elements.

[0060] It should be understood that when a layer, area, or component is referred to as being "on" or "above" another layer, area, or component, it can be formed directly or indirectly on the other layer, area, or component. That is, for example, there can be intermediate layers, areas, or components.

[0061] For ease of explanation, the dimensions of the components in the accompanying drawings may be enlarged. In other words, because the dimensions and thicknesses of the components in the drawings are arbitrarily illustrated for ease of explanation, the following embodiments are not limited thereto.

[0062] This disclosure provides heterocyclic compounds represented by the following formula 1:

[0063] Formula 1

[0064]

[0065] In Equation 1, i)X 11 It can be O or S and X 12 It can be C(R) 19 (R) 20 ), or ii)X 11 It can be C(R) 19 (R) 20 And X 12 It can be O or S, and R 19 and R 20 Same as described below.

[0066] In one or more implementation schemes, X 11 It can be O or S and X 12 It can be C(R) 19 (R) 20 ).

[0067] Y in Equation 1 11 and Y 12 It can be N or C.

[0068] In one or more embodiments, in Formula 1, Y 11 and Y 12 Each can be N; Y 11 and Y 12 Each can be C; or Y 11 and Y 12 One of them can be N and the other can be C.

[0069] In one or more embodiments, Y in Formula 1 11 and Y 12 One of them can be N and the other can be C.

[0070] In one or more embodiments, in Formula 1, Y11 It can be C and Y 12 It can be N.

[0071] R in Equation 1 11 To R 20 Each can be independently made by *-(L) 21 ) a21 -(R 21 ) b21 The indicated groups include hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl groups, cyano groups, nitro groups, amino groups, amido groups, hydrazine groups, hydrazone groups, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, unsubstituted groups or groups with at least one R. 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl groups, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl thioyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10aSubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), wherein R 11 To R 20 At least one of them is composed of *-(L 21 ) a21 -(R 21 ) b21 The group represented,

[0072] Q1 to Q3 can each be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy groups; or each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with alkoxy groups, phenyl groups, biphenyl groups, or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups, and

[0073] L 21 a21, R 21 b21 is the same as described below.

[0074] In one or more embodiments, R in Formula 1 11 To R 18 One or both of them can be made by *-(L 21 ) a21 -(R 21 ) b21 The group indicated.

[0075] In one or more embodiments, R in Formula 1 11 To R 18 Any one of them can be made by *-(L) 21 ) a21 -(R 21 ) b21 The group indicated.

[0076] In one or more embodiments, R in Formula 1 12 R 13 R16 Or R 17 It can be made by *-(L) 21 ) a21 -(R 21 ) b21 The group indicated.

[0077] L in Formula 1 21 It can be a single bond, *-N(R) 31 )-*'、*-Si(R 31 (R) 32 )-*', unsubstituted or by at least one R 10a Replacement C5-C 60 Carbocyclic group, or unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, and

[0078] R 31 and R 32 Each of these groups can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amido group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, unsubstituted or with at least one R 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl groups, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60aryl thioyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2),

[0079] Q1 to Q3 can each be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy groups; or each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with alkoxy groups, phenyl groups, biphenyl groups, or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

[0080] In one or more embodiments, L in Formula 1 21 It can be a single bond or *-Si(R) 31 (R) 32 )-*';or

[0081] Each unsubstituted or replaced group, including deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidine group, hydrazine group, hydrazone group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, pentanenyl group, indole group, naphthyl group, chamomile cycloyl group, heptenyl group, indoleyl group, acenaphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-benzo[a]fluorenyl-fluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenatenyl group, phenanthreneyl group, anthraceneyl group, fluoranthraceneyl group, pyrene group, Benzyl group, tetraphenyl group, furanyl group, perylyl group, pyrrolyl group, thiophenyl group, furanyl group, thiophenyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, carbazole group, benzothiophenyl group, dibenzothiophenyl group, quinolinyl group, isoquinolinyl group, benzimidazole group, imidazopyridyl group, imidazopyrimidyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -B(Q) 31 (Q) 32 -N(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)(Q) 31 -S(=O)2(Q) 31 -P(=O)(Q) 31 (Q) 32 -P(=S)(Q) 31 (Q) 32 ) or any combination thereof, substituted with phenyl groups, pentanene groups, indene groups, naphthyl groups, chamomile ring groups, heptane groups, indole groups, acenaphthene groups, fluorene groups, spiro-difluorene groups, spiro-benzo[a]fluorene-fluorene groups, benzo[a]fluorene groups, dibenzo[a]fluorene groups, phenatene groups, phenanthrene groups, anthracene groups, fluoranthene groups, pyrene groups, Groups, tetraphenyl groups, styrene groups, perylene groups, pyrrole groups, thiophene groups, furan groups, thiophene groups, imidazole groups, pyrazole groups, thiazole groups, isothiazole groups, oxazole groups, isoxazole groups, pyridine groups, pyrazine groups, pyrimidine groups, pyridazine groups, triazine groups, benzofuran groups, benzothiophene groups, dibenzofuran groups, dibenzothiophene groups, carbazole groups, benzothiophene groups, dibenzothiophene groups, quinoline groups, isoquinoline groups, benzimidazole groups, imidazopyridine groups, or imidazopyrimidine groups.

[0082] R 31 and R 32 Each of these groups can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidine group, hydrazine group, hydrazone group, C1-C 20 Alkyl groups, C1-C20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, pentanenyl group, indole group, naphthyl group, chamomile cycloyl group, heptenyl group, indoleyl group, acenaphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-benzo[a]fluorenyl-fluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenatenyl group, phenanthreneyl group, anthraceneyl group, fluoranthraceneyl group, pyrene group, Benzyl group, tetraphenyl group, furanyl group, perylyl group, pyrrolyl group, thiophenyl group, furanyl group, thiophenyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, carbazole group, benzothiophenyl group, dibenzothiophenyl group, quinolinyl group, isoquinolinyl group, benzimidazole group, imidazopyridyl group, imidazopyrimidyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -B(Q) 31 (Q) 32 -N(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)(Q) 31 -S(=O)2(Q) 31 -P(=O)(Q) 31 (Q) 32 ) or -P(=S)(Q 31 (Q) 32 ),as well as

[0083] Q 31 To Q 33 Each can be C1-C independently. 10 Alkyl groups, C1-C 10 Alkoxy group, phenyl group, phenyl group substituted with cyano group, biphenyl group, terphenyl group or naphthyl group.

[0084] In one or more embodiments, L in Formula 1 21 It can be a single bond or a group represented by one of Formulas 3-1 to 3-39:

[0085]

[0086]

[0087]

[0088] Among them, in equations 3-1 to 3-39,

[0089] X 31 It can be O, S, N(R) 33 ) or C(R 33 (R) 34 );

[0090] R 31 To R 34 Each of these groups can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenanthrene group, anthracene group, pyrene group, alkyl groups, pyridyl groups, pyrazinyl groups, pyrimidinyl groups, pyridazinyl groups, quinolinyl groups, isoquinolinyl groups, carbazole groups, dibenzofuranyl groups, dibenzothiopheneyl groups, triazinyl groups, benzimidazoleyl groups, phenanthrolinel groups, -Si(Q 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) or -B(Q 31 (Q) 32 ),

[0091] Q 31 To Q 33 Each can be C1-C independently. 10 Alkyl groups, C1-C 10 Alkoxy group, phenyl group, phenyl group substituted with cyano group, biphenyl group, terphenyl group or naphthyl group,

[0092] b31 can be an integer selected from 0 to 4.

[0093] b32 can be an integer selected from 0 to 6.

[0094] b33 can be an integer selected from 0 to 8.

[0095] b34 can be an integer selected from 0 to 5.

[0096] b35 can be an integer selected from 0 to 3.

[0097] b36 can be an integer selected from 0 to 2, and

[0098] * and *' each represent a binding site with an adjacent atom.

[0099] In one or more embodiments, L in Formula 1 21 It can be a single bond or a group represented by one of Formulas 4-1 to 4-6:

[0100]

[0101] In equations 4-1 to 4-6,

[0102] R 41 and R 42 Each of these groups can be hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, isobutyl group, tert-butyl group, phenyl group, biphenyl group, terphenyl group, or carbazole group independently.

[0103] b41 can be an integer selected from 0 to 4.

[0104] b42 can be an integer selected from 0 to 3, and

[0105] * and *' each represent a binding site with an adjacent atom.

[0106] In Equation 1, a21 can be an integer selected from 1 to 5. When a21 is 2 or greater than 2, multiple L 21 They can be the same as or different from each other.

[0107] In one or more embodiments, a21 in Formula 1 can be 1, 2 or 3.

[0108] R in Equation 1 21 It can be unsubstituted or replaced by at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C1-C60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2),

[0109] Q1 to Q3 can each be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy groups; or each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with alkoxy groups, phenyl groups, biphenyl groups, or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

[0110] In one or more embodiments, R in Formula 1 21 These can be unsubstituted or replaced by deuterium, -F, -Cl, -Br, -I, hydroxyl groups, cyano groups, nitro groups, amidine groups, hydrazine groups, hydrazone groups, C1-C. 20 Alkyl groups, C1-C groups substituted with at least one phenyl group 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-fluorenyl-benzo[fluorenyl] group, benzo[fluorenyl] group, dibenzo[fluorenyl] group, phenanthreneyl group, phenanthreneyl group, fluorenyl group, benzo[phenanthrene] group, pyrene group, Peryl group, pentaphenyl group, hexaphenyl group, pentaphenyl group, pyrrolyl group, thiophenyl group, furanyl group, thiophenyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, indoleyl group, isindoleyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthidyl group, quinoxalinyl group, quinazolinyl group, quinazolinyl group, phenanthridine group, acridineyl group Groups, including phenanthroline group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzothiophenyl group, carbazole group, benzocarbazole group, dibenzocarbazole group, azafluorenyl group, azaspiro-difluorenyl group, dibenzothiophene fluorenyl group, azacarbazole group, diazacarbazole group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, imidazopyridyl group, imidazopyrimidinyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 The cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-fluorenyl-benzofluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenatenyl group, anthraceneyl group, fluoranyl group, benzo[a]phenanthryl group, pyrene group, or any combination thereof substituted with cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, phenanthryl group, pyrene group, etc. Peryl group, pentaphenyl group, hexaphenyl group, pentaphenyl group, pyrrolyl group, thiophenyl group, furanyl group, thiophenyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, indoleyl group, isindoleyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthidyl group, quinoxalinyl group, quinazolinyl group, quinazolinyl group, phenanthridine group, acridineyl Group, phenanthroline group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzothiophenyl group, carbazole group, benzocarbazole group, dibenzocarbazole group, azafluorenyl group, azaspiro-difluorenyl group, dibenzothiophenylfluorenyl group, azacarbazole group, diazacarbazole group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, imidazopyridyl group or imidazopyrimidinyl group; or

[0111] -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -N(Q1)(Q2) or -B(Q1)(Q2),

[0112] Among them, Q1 to Q3 and Q 31 To Q 33 Each can be C1-C independently. 10 Alkyl groups, C1-C 10 Alkoxy group, phenyl group, phenyl group substituted with cyano group, biphenyl group, terphenyl group or naphthyl group.

[0113] In one or more embodiments, R in Formula 1 21 It can be a group represented by one of Formulas 5-1 to 5-20:

[0114]

[0115] Among them, in equations 5-1 to 5-20,

[0116] X 51 It can be O, S, N(R) 53 ) or C(R 53 (R) 54 );

[0117] R 51 To R 54 Each of these groups can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidine group, hydrazine group, hydrazone group, C1-C20 Alkyl groups, C1-C groups substituted with at least one phenyl group 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-fluoren-benzofluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenatenyl group, anthracene group, fluoranyl group, benzo[a]phenanthrene group, pyridyl group, pyrazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzo[a]quinolinyl group, naphthinyl group, quinoxalinyl group, quinazolinyl group, carbazole group, phenanthryl group, acridine group, phenanthrene-rheinyl group, phenanthrolyl group, phenazinyl group, dibenzofuranyl group, dibenzothiopheneyl group, dibenzothiorheinyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) or -B(Q 31 (Q) 32 ),

[0118] b51 can be an integer selected from 1 to 5.

[0119] b52 can be an integer selected from 1 to 7.

[0120] b53 can be an integer selected from 1 to 9.

[0121] b54 can be an integer selected from 1 to 4.

[0122] b55 can be an integer selected from 1 to 3.

[0123] Q 31 To Q 33 Each can be C1-C independently. 10 Alkyl groups, C1-C 10 Alkoxy groups, phenyl groups, phenyl groups substituted with cyano groups, biphenyl groups, terphenyl groups, or naphthyl groups, and

[0124] * indicates a binding site with an adjacent atom.

[0125] In one or more embodiments, R in Formula 1 21 It can be a group represented by one of Formulas 6-1 to 6-171:

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132]

[0133] Among them, in equations 6-1 to 6-171,

[0134] i-Pr can be an isopropyl group;

[0135] t-Bu can be a tert-butyl group;

[0136] Ph can be a phenyl group;

[0137] 1-Naph can be a 1-naphthyl group;

[0138] 2-Naph can be a 2-naphthyl group; and

[0139] * indicates a binding site with an adjacent atom.

[0140] In Equation 1, b21 can be an integer selected from 1 to 5. When b21 is 2 or greater than 2, multiple R... 21 They can be the same as or different from each other.

[0141] In one or more embodiments, b21 in Formula 1 can be 1.

[0142] In one or more embodiments, R in Formula 1 11 To R 20 Each can be independently made by *-(L) 21 ) a21 -(R 21 ) b21 The groups represented are hydrogen, deuterium, -F, -Cl, -Br, -I, cyano groups, and C1-C. 20 Alkyl groups, C1-C groups substituted with at least one phenyl group 20 alkyl groups or C1-C 20 Alkoxy group;

[0143] Each unsubstituted or replaced group, including deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidine group, hydrazine group, hydrazone group, C1-C 20Alkyl groups, C1-C groups substituted with at least one phenyl group 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-fluorenyl-benzo[fluorenyl] group, benzo[fluorenyl] group, dibenzo[fluorenyl] group, phenanthreneyl group, phenanthreneyl group, fluorenyl group, benzo[phenanthrene] group, pyrene group, Peryl group, pentaphenyl group, hexaphenyl group, pentaphenyl group, pyrrolyl group, thiophenyl group, furanyl group, thiophenyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, indoleyl group, isindoleyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthidyl group, quinoxalinyl group, quinazolinyl group, quinazolinyl group, phenanthridine group, acridineyl group Groups, including phenanthroline group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzothiophenyl group, carbazole group, benzocarbazole group, dibenzocarbazole group, azafluorenyl group, azaspiro-difluorenyl group, dibenzothiophene fluorenyl group, azacarbazole group, diazacarbazole group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, imidazopyridyl group, imidazopyrimidinyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 The cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-fluorenyl-benzo[fluorenyl] group, benzo[fluorenyl] group, dibenzo[fluorenyl] group, phenatenyl group, phenanthryl group, fluoranyl group, benzo[phenanthryl] group, pyrene group, or any combination thereof substituted with cyclopentyl, cyclohexyl, cycloheptyl, cyclohexyl, cyclohexyl, benzo[phenanthryl], pyrene, or cyclohexyl groups. Peryl group, pentaphenyl group, hexaphenyl group, pentaphenyl group, pyrrolyl group, thiophenyl group, furanyl group, thiophenyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, indoleyl group, isindoleyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthidyl group, quinoxalinyl group, quinazolinyl group, quinazolinyl group, phenanthridine group, acridineyl Group, phenanthroline group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzothiophenyl group, carbazole group, benzocarbazole group, dibenzocarbazole group, azafluorenyl group, azaspiro-difluorenyl group, dibenzothiophenylfluorenyl group, azacarbazole group, diazacarbazole group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, imidazopyridyl group or imidazopyrimidinyl group; or

[0144] -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -N(Q1)(Q2) or -B(Q1)(Q2),

[0145] Among them, Q1 to Q3 and Q 31 To Q 33 Each can be C1-C independently. 10 Alkyl groups, C1-C 10 Alkoxy group, phenyl group, phenyl group substituted with cyano group, biphenyl group, terphenyl group or naphthyl group.

[0146] In one or more embodiments, R in Formula 1 11 To R 20 Each can be independently made by *-(L) 21 ) a21 -(R 21 ) b21 The groups represented are hydrogen, deuterium, -F, -Cl, -Br, -I, cyano groups, and C1-C. 20 An alkyl group or a group represented by one of formulas 5-1 to 5-20.

[0147] In one or more embodiments, R in Formula 1 11 To R 20 Each can be independently made by *-(L) 21 ) a21 -(R 21 ) b21The group represented is hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, isobutyl group, tert-butyl group, or a group represented by one of formulas 6-1 to 6-171.

[0148] In one or more embodiments, R in Formula 1 11 To R 18 One or both of them can be made by *-(L 21 ) a21 -(R 21 ) b21 The group represented, and R 11 To R 18 The remainder and R 19 and R 20 Each group can be independently represented by hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, isobutyl group, tert-butyl group, or a group represented by one of formulas 6-1 to 6-171.

[0149] In one or more embodiments, R in Formula 1 11 To R 18 One or both of them can be made by *-(L 21 ) a21 -(R 21 ) b21 The group represented, and R 11 To R 18 The remainder and R 19 and R 20 Each group can be hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, isobutyl group, tert-butyl group, phenyl group, biphenyl group, terphenyl group, or carbazole group.

[0150] In one or more embodiments, R in Formula 1 11 To R 18 One of them can be made by *-(L 21 ) a21 -(R 21 ) b21 The group represented, and R 11 To R 18 The remainder and R 19 and R 20Each group can be independently represented by hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, isobutyl group, tert-butyl group, or a group represented by one of formulas 6-1 to 6-171.

[0151] In one or more embodiments, R in Formula 1 11 To R 18 One of them can be made by *-(L 21 ) a21 -(R 21 ) b21 The group represented, and R 11 To R 18 The remainder and R 19 and R 20 Each group can be hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, isobutyl group, tert-butyl group, phenyl group, biphenyl group, terphenyl group, or carbazole group.

[0152] R in Equation 1 10a It could be:

[0153] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group or nitro group,

[0154] Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thioyl groups, -Si(Q) 11 (Q) 12 (Q) 13 -C(Q) 11 (Q) 12 (Q) 13 -B(Q) 11 (Q) 12 -N(Q) 11 (Q) 12 -P(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12-P(=S)(Q) 11 (Q) 12 C1-C substituted by (or any combination thereof) 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group or C1-C 60 Alkoxy group;

[0155] Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group, C1-C 60 alkoxy group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thioyl groups, -Si(Q) 21 (Q) 22 (Q) 23 -C(Q) 21 (Q) 22 (Q) 23 -B(Q) 21 (Q) 22 -N(Q) 21 (Q) 22 -P(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or -P(=S)(Q 21 (Q) 22 C3-C replaced by any combination thereof 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group or C6-C 60 aryl thioyl group; or

[0156] -Si(Q 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -B(Q) 31 (Q) 32-N(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)(Q) 31 -S(=O)2(Q) 31 -P(=O)(Q) 31 (Q) 32 ) or -P(=S)(Q 31 (Q) 32 ),

[0157] Among them, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 These can be, independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy groups; or each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with alkoxy groups, phenyl groups, biphenyl groups, or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups, and

[0158] * and *' each represent a binding site with an adjacent atom.

[0159] In one or more embodiments, the heterocyclic compound represented by Formula 1 may be represented by one of Formulas 1-1 to 1-8:

[0160]

[0161]

[0162] Among them, in equations 1-1 to 1-8,

[0163] X 11 and X 12 Each can be O or S independently, and

[0164] L 21 a21 and R 11 To R 21 Same as described with respect to Equation 1.

[0165] In one or more embodiments, L in Formulas 1-1 to 1-8 21 It can be a single bond or *-Si(R) 31 (R) 32 )-*';or

[0166] Each unsubstituted or replaced group, including deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidine group, hydrazine group, hydrazone group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, pentanenyl group, indole group, naphthyl group, chamomile cycloyl group, heptenyl group, indoleyl group, acenaphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-benzo[a]fluorenyl-fluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenatenyl group, phenanthreneyl group, anthraceneyl group, fluoranthraceneyl group, pyrene group, Benzyl group, tetraphenyl group, furanyl group, perylyl group, pyrrolyl group, thiophenyl group, furanyl group, thiophenyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, carbazole group, benzothiophenyl group, dibenzothiophenyl group, quinolinyl group, isoquinolinyl group, benzimidazole group, imidazopyridyl group, imidazopyrimidyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -B(Q) 31 (Q) 32 -N(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)(Q) 31 -S(=O)2(Q) 31 -P(=O)(Q) 31 (Q) 32 -P(=S)(Q) 31 (Q) 32) or any combination thereof, substituted with phenyl groups, pentanene groups, indene groups, naphthyl groups, chamomile ring groups, heptane groups, indole groups, acenaphthene groups, fluorene groups, spiro-difluorene groups, spiro-benzo[a]fluorene-fluorene groups, benzo[a]fluorene groups, dibenzo[a]fluorene groups, phenatene groups, phenanthrene groups, anthracene groups, fluoranthene groups, pyrene groups, Groups, tetraphenyl groups, styrene groups, perylene groups, pyrrole groups, thiophene groups, furan groups, thiophene groups, imidazole groups, pyrazole groups, thiazole groups, isothiazole groups, oxazole groups, isoxazole groups, pyridine groups, pyrazine groups, pyrimidine groups, pyridazine groups, triazine groups, benzofuran groups, benzothiophene groups, dibenzofuran groups, dibenzothiophene groups, carbazole groups, benzothiophene groups, dibenzothiophene groups, quinoline groups, isoquinoline groups, benzimidazole groups, imidazopyridine groups, or imidazopyrimidine groups.

[0167] R 31 and R 32 Each of these groups can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidine group, hydrazine group, hydrazone group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, pentanenyl group, indole group, naphthyl group, chamomile cycloyl group, heptenyl group, indoleyl group, acenaphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-benzo[a]fluorenyl-fluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenatenyl group, phenanthreneyl group, anthraceneyl group, fluoranthraceneyl group, pyrene group, Benzyl group, tetraphenyl group, furanyl group, perylyl group, pyrrolyl group, thiophenyl group, furanyl group, thiophenyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, carbazole group, benzothiophenyl group, dibenzothiophenyl group, quinolinyl group, isoquinolinyl group, benzimidazole group, imidazopyridyl group, imidazopyrimidyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -B(Q) 31 (Q) 32 -N(Q) 31 (Q) 32 -P(Q) 31 (Q)32 -C(=O)(Q) 31 -S(=O)(Q) 31 -S(=O)2(Q) 31 -P(=O)(Q) 31 (Q) 32 ) or -P(=S)(Q 31 (Q) 32 ),as well as

[0168] a21 can be 1, 2, or 3;

[0169] R 21 These can be unsubstituted or replaced by deuterium, -F, -Cl, -Br, -I, hydroxyl groups, cyano groups, nitro groups, amidine groups, hydrazine groups, hydrazone groups, C1-C. 20 Alkyl groups, C1-C groups substituted with at least one phenyl group 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-fluorenyl-benzo[fluorenyl] group, benzo[fluorenyl] group, dibenzo[fluorenyl] group, phenanthreneyl group, phenanthreneyl group, fluorenyl group, benzo[phenanthrene] group, pyrene group, Peryl group, pentaphenyl group, hexaphenyl group, pentaphenyl group, pyrrolyl group, thiophenyl group, furanyl group, thiophenyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, indoleyl group, isindoleyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthidyl group, quinoxalinyl group, quinazolinyl group, quinazolinyl group, phenanthridine group, acridineyl group Groups, including phenanthroline group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzothiophenyl group, carbazole group, benzocarbazole group, dibenzocarbazole group, azafluorenyl group, azaspiro-difluorenyl group, dibenzothiophene fluorenyl group, azacarbazole group, diazacarbazole group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, imidazopyridyl group, imidazopyrimidinyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q)33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 The cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-fluorenyl-benzofluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenatenyl group, anthraceneyl group, fluoranyl group, benzo[a]phenanthryl group, pyrene group, or any combination thereof substituted with cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, phenanthryl group, pyrene group, etc. Peryl group, pentaphenyl group, hexaphenyl group, pentaphenyl group, pyrrolyl group, thiophenyl group, furanyl group, thiophenyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, indoleyl group, isindoleyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthidyl group, quinoxalinyl group, quinazolinyl group, quinazolinyl group, phenanthridine group, acridineyl Group, phenanthroline group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzothiophenyl group, carbazole group, benzocarbazole group, dibenzocarbazole group, azafluorenyl group, azaspiro-difluorenyl group, dibenzothiophenylfluorenyl group, azacarbazole group, diazacarbazole group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, imidazopyridyl group or imidazopyrimidinyl group; or

[0170] -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -N(Q1)(Q2) or -B(Q1)(Q2),

[0171] Q1 to Q3 and Q 31 To Q 33 Each can be C1-C independently. 10 Alkyl groups, C1-C 10 Alkoxy groups, phenyl groups, phenyl groups substituted with cyano groups, biphenyl groups, terphenyl groups, or naphthyl groups, and

[0172] R 11 To R 20 Each group can be hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, isobutyl group, tert-butyl group, phenyl group, biphenyl group, terphenyl group, or carbazole group.

[0173] In one or more embodiments, the heterocyclic compound represented by Formula 1 may be selected from Group I and Group II:

[0174] Group I

[0175]

[0176]

[0177]

[0178]

[0179]

[0180]

[0181]

[0182] Group II

[0183]

[0184]

[0185]

[0186]

[0187]

[0188]

[0189]

[0190] The compound represented by Formula 1 is essentially composed of... The part represented contains O or S. Therefore, a) the planarity of the molecular structure can be reduced, and b) the triplet energy level of the compound represented by Equation 1 can be increased due to the suppression of π-conjugation between the benzene rings outside this part.

[0191] In the heterocyclic compound represented by Formula 1, X 11 and / or X 12 The molecular orbitals can have an sp3 structure. Therefore, due to the... The indicated portion suppresses π-conjugation between benzene rings outside that portion, thus increasing the lowest excited triplet energy level of the heterocyclic compound. Therefore, heterocyclic compounds can be suitable as hosts for phosphorescence and / or delayed fluorescence.

[0192] Furthermore, due to the rigid structure of several 5-membered and / or 6-membered rings condensed together, heterocyclic compounds exhibit increased glass transition temperature and / or molecular thermal stability.

[0193] Furthermore, due to the large substituents in heterocyclic compounds, the high steric hindrance reduces intermolecular attraction, thus enabling the attainment of relatively high minimum excited triplet energy levels. Consequently, when heterocyclic compounds are used in light-emitting devices, the diffusion of triplet excitons generated in the emitting layer into adjacent layers, such as the hole transport layer or electron transport layer, is suppressed. Therefore, luminescence efficiency can be improved. Thus, the light-emitting device can exhibit high luminescence characteristics.

[0194] Furthermore, due to the relatively high triplet energy level of heterocyclic compounds, they can be suitable as blue host materials.

[0195] Therefore, electronic devices using heterocyclic compounds represented by Formula 1, such as light-emitting devices, can have low driving voltage, improved efficiency, and / or improved lifespan.

[0196] By referring to the synthetic examples and / or embodiments provided below, those skilled in the art will recognize the synthetic method of the heterocyclic compound represented by Formula 1.

[0197] At least one heterocyclic compound represented by Formula 1 can be used in a light-emitting device (e.g., an organic light-emitting device). Therefore, a light-emitting device is provided comprising: a first electrode; a second electrode facing the first electrode; and an intermediate layer located between the first electrode and the second electrode and including an emitting layer, wherein the intermediate layer contains a heterocyclic compound represented by Formula 1.

[0198] In some implementation schemes,

[0199] The first electrode of the light-emitting device can be the anode.

[0200] The second electrode of the light-emitting device can be a cathode.

[0201] The intermediate layer further includes a hole transport region between the first electrode and the emitter layer and an electron transport region between the emitter layer and the second electrode.

[0202] The hole transport region includes a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof, and

[0203] 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 any combination thereof.

[0204] In one or more embodiments, the heterocyclic compound may be contained between the first electrode and the second electrode of the light-emitting device. Therefore, the heterocyclic compound may be contained in the intermediate layer of the light-emitting device, for example, in the emitting layer of the intermediate layer.

[0205] In one or more embodiments, the emitting layer of the intermediate layer of the light-emitting device may comprise a dopant and a host, and a heterocyclic compound may be included in the host. In other words, the heterocyclic compound may serve as the host. The emitting layer may emit red, green, blue, and / or white light. For example, the emitting layer may emit blue light. Blue light may have a maximum emission wavelength of, for example, from about 400 nm to about 490 nm.

[0206] In one or more embodiments, the emitting layer of the intermediate layer of the light-emitting device may comprise a dopant and a host, and a heterocyclic compound may be included in the host, and the dopant may emit blue light. For example, the dopant may comprise a phosphorescent dopant, a thermally activated delayed fluorescence dopant, or a combination thereof. The emitting layer and dopant may be the same as described in this specification.

[0207] In one or more embodiments, the light-emitting device may include a capping layer located outside the first electrode and / or the second electrode. For example, the capping layer may contain a heterocyclic compound represented by Formula 1.

[0208] In one or more embodiments, the light-emitting device may further include at least one of a first capping layer located outside the first electrode and a second capping layer located outside the second electrode, and a heterocyclic compound represented by Formula 1 may be included in at least one of the first and second capping layers. The first and / or second capping layers are the same as those described in this specification.

[0209] In one or more embodiments, the light-emitting device may further include:

[0210] A first capping layer located outside the first electrode and comprising a heterocyclic compound represented by Formula 1;

[0211] A second capping layer located outside the second electrode and comprising a heterocyclic compound represented by Formula 1; or

[0212] First cover layer and second cover layer.

[0213] As used herein, the expression “(intermediate layer and / or capping layer) contains at least one heterocyclic compound represented by Formula 1” can include cases where “(intermediate layer and / or capping layer) contains the same heterocyclic compound represented by Formula 1” and cases where “(intermediate layer and / or capping layer) contains two or more different heterocyclic compounds represented by Formula 1”.

[0214] For example, the intermediate layer and / or capping layer may contain only compound 1 as a heterocyclic compound. In this respect, compound 1 may be present in the emitting layer of the light-emitting device. In one or more embodiments, the intermediate layer may contain both compound 1 and compound 2 as heterocyclic compounds. In this respect, compound 1 and compound 2 may be present in the same layer (e.g., both compound 1 and compound 2 may be present in the emitting layer) or in different layers (e.g., compound 1 may be present in the emitting layer, and compound 2 may be present in the electron transport region).

[0215] As used in this article, the term "intermediate layer" refers to a single layer or multiple layers located between the first electrode and the second electrode of the light-emitting device.

[0216] On the other hand, an electronic device including a light-emitting device is provided. The electronic device may further include a thin-film transistor. In one or more embodiments, the electronic device may further include a thin-film transistor comprising a source electrode and a drain electrode, and a first electrode of the light-emitting device may be electrically connected to the source electrode or the drain electrode. In one or more embodiments, the electronic device may further include a color filter, a color conversion layer, a touchscreen layer, a polarizing layer, or any combination thereof. Further details regarding the electronic device are the same as described in this specification.

[0217] Figure 1 Description

[0218] Figure 1 This is a schematic cross-sectional view of a light-emitting device 10 according to an exemplary embodiment. The light-emitting device 10 includes a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0219] In the following text, we will discuss... Figure 1 The structure of the light-emitting device 10 according to the embodiment and the method of manufacturing the light-emitting device 10 are described.

[0220] First electrode 110

[0221] exist Figure 1 In this embodiment, the substrate may additionally be located below the first electrode 110 or above the second electrode 150. A glass substrate or a plastic substrate may be used as the substrate. In one or more embodiments, the substrate may be a flexible substrate and may comprise a plastic with excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0222] The first electrode 110 can be formed, for example, by depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 can be a high work function material that promotes hole injection.

[0223] The first electrode 110 can be a reflective electrode, a semi-transmitting electrode, or a transmitting electrode. For example, the first electrode can contain indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof.

[0224] In one or more embodiments, when the first electrode 110 is a transmission electrode, the material used to form the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof. In one or more embodiments, when the first electrode 110 is a semi-transmission electrode or a reflection electrode, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof may be used as the material used to form the first electrode 110.

[0225] The first electrode 110 may have a single layer consisting of a monolayer structure or a multilayer structure comprising multiple layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0226] Middle layer 130

[0227] The intermediate layer 130 may be located on the first electrode 110. The intermediate layer 130 may include an emitter layer.

[0228] The intermediate layer 130 may further include a hole transport region located between the first electrode 110 and the emitter layer and an electron transport region located between the emitter layer and the second electrode 150.

[0229] In addition to various organic materials, the intermediate layer 130 may further contain metal-containing compounds (e.g., organometallic compounds), inorganic materials (e.g., quantum dots), etc.

[0230] In one or more embodiments, the intermediate layer 130 may include i) two or more emitting units stacked sequentially between the first electrode 110 and the second electrode 150, and ii) a charge generating layer located between two emitting units. When the intermediate layer 130 includes emitting units and a charge generating layer as described above, the light-emitting device 10 may be a series light-emitting device.

[0231] Hole transport region in intermediate layer 130

[0232] Hole transport regions can have: i) a single-layer structure consisting of a single layer made of a single material, ii) a single-layer structure consisting of a single layer made of multiple different materials, or iii) a multi-layer structure including multiple layers containing different materials.

[0233] The hole transport region may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof.

[0234] For example, the hole transport region may have a multilayer structure including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure, wherein, in each structure, the layers are stacked sequentially from the first electrode 110.

[0235] The hole transport region may contain a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0236] Formula 201

[0237]

[0238] Formula 202

[0239]

[0240] Among them, in equations 201 and 202,

[0241] L 201 To L 204 Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0242] L 205 It can be *-O-*', *-S-*', or *-N(Q) 201 )-*', unsubstituted or by at least one R 10a Replacement C1-C 20 alkylene groups, unsubstituted or with at least one R 10a Replacement C2-C 20 alkenyl groups, unsubstituted or with at least one R 10a Replacement C3-C 60 Carbocyclic group, or unsubstituted or with at least one R10a Replacement C1-C 60 Heterocyclic groups,

[0243] xa1 to xa4 can each be an integer selected from 0 to 5 independently.

[0244] xa5 can be an integer selected from 1 to 10.

[0245] R 201 To R 204 and Q 201 Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0246] R 201 and R 202 It can be optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form unsubstituted or substituted groups with at least one R group. 10a Replacement C8-C 60 Polycyclic groups (e.g., carbazole groups, etc.) (e.g., compound HT16),

[0247] R 203 and R 204 It can be optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form unsubstituted or substituted groups with at least one R group. 10a Replacement C8-C 60 Polycyclic groups, and

[0248] na1 is an integer selected from 1 to 4.

[0249] In one or more embodiments, each of Formula 201 and Formula 202 may contain at least one group represented by Formula CY201 to Formula CY217.

[0250]

[0251] R in formulas CY201 to CY217 10b and R 10c Regarding R 10a The descriptions are the same, CY ring 201 To CY204 Each can be C3-C independently. 20 Carbocyclic groups or C1-C 20 Heterocyclic groups, and at least one hydrogen atom in formulas CY201 to CY217 may be unsubstituted or substituted with R. 10a replace.

[0252] In one or more embodiments, the ring CY in formulas CY201 to CY217 201 To CY 204 Each group can be an independent phenyl group, naphthol group, phenanthrene group, or anthracene group.

[0253] In one or more embodiments, each of Formula 201 and Formula 202 may contain at least one group represented by Formula CY201 to Formula CY203.

[0254] In one or more embodiments, formula 201 may include at least one group represented by formula CY201 to CY203 and at least one group represented by formula CY204 to CY217.

[0255] In one or more embodiments, xa1 in formula 201 is 1, R 201 It is a group represented by one of the formulas CY201 to CY203, xa2 can be 0, and R 202 It can be a group represented by one of the formulas CY204 to CY207.

[0256] In one or more embodiments, each of Formula 201 and Formula 202 may not contain a group represented by one of Formulas CY201 to CY203.

[0257] In one or more embodiments, each of Formulas 201 and 202 may not contain a group represented by one of Formulas CY201 to CY203, but may contain at least one group represented by Formulas CY204 to CY217.

[0258] In one or more embodiments, each of Formula 201 and Formula 202 may not contain a group represented by one of Formulas CY201 to CY217.

[0259] In one or more embodiments, the hole transport region may comprise one or any combination of compounds HT1 to HT46, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated-NPB, TAPC, HMTPD, 4,4',4”-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), and polyaniline / poly(4-styrenesulfonate) (PANI / PSS):

[0260]

[0261]

[0262]

[0263]

[0264]

[0265] The thickness of the hole transport region can be approximately to approximately For example, about to approximately When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer can be approximately to approximately For example, about to approximately Furthermore, the thickness of the hole transport layer can be approximately to approximately For example, about to approximately When the thicknesses of the hole transport region, hole injection layer, and hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without a significant increase in driving voltage.

[0266] The emission assist layer can increase light emission efficiency by compensating for the optical resonant distance according to the wavelength of the light emitted by the emission layer, and the electron blocking layer can block the leakage of electrons from the emission layer to the hole transport region. Materials that can be contained in the hole transport region can be included in both the emission assist layer and the electron blocking layer.

[0267] p-dopants

[0268] In addition to these materials, the hole transport region may further contain charge-generating materials to improve conductivity. The charge-generating materials may be uniformly or non-uniformly dispersed in the hole transport region (e.g., in the form of a single layer composed of charge-generating materials).

[0269] The charge-generating material can be, for example, a p-doped agent.

[0270] In one embodiment, the lowest unoccupied molecular orbital (LUMO) level of the p-dopant can be -3.5 eV or less than -3.5 eV.

[0271] In one or more embodiments, the p-doper may include quinone derivatives, compounds containing cyano groups, compounds containing elements EL1 and EL2, or any combination thereof.

[0272] Examples of quinone derivatives include TCNQ and F4-TCNQ.

[0273] Examples of compounds containing a cyano group are HAT-CN and compounds represented by the following formula 221.

[0274]

[0275] Equation 221

[0276]

[0277] In Equation 221,

[0278] R 221 To R 223 Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups, and

[0279] R 221 To R 223 At least one of them can be a C1-C substituted with a cyano group; -F; -Cl; -Br; -I; or any combination thereof. 20 Alkyl groups; or C3-C groups substituted with any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

[0280] In a compound containing elements EL1 and EL2, element EL1 can be a metal, a metalloid, or a combination thereof, and element EL2 can be a nonmetal, a metalloid, or a combination thereof.

[0281] Examples of metals include alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); and transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (C), etc.). (e.g., o), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au), etc.); later transition metals (e.g., zinc (Zn), indium (In), tin (Sn), etc.); and lanthanides (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), etc.).

[0282] Examples of metalloids are silicon (Si), antimony (Sb), and tellurium (Te).

[0283] Examples of nonmetals are oxygen (O) and halogens (e.g., F, Cl, Br, I, etc.).

[0284] In one or more embodiments, examples of compounds containing elements EL1 and EL2 are metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, or metal iodides), quasi-metal halides (e.g., quasi-metal fluorides, quasi-metal chlorides, quasi-metal bromides, or quasi-metal iodides), metal tellurides, or any combination thereof.

[0285] Examples of metal oxides include tungsten oxides (e.g., WO, W2O3, WO2, WO3, W2O5, etc.), vanadium oxides (e.g., VO, V2O3, VO2, V2O5, etc.), molybdenum oxides (e.g., MoO, Mo2O3, MoO2, MoO3, Mo2O5, etc.) and rhenium oxides (e.g., ReO3, etc.).

[0286] Examples of metal halides include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and lanthanide metal halides.

[0287] Examples of alkali metal halides are LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, and CsI.

[0288] Examples of alkaline earth metal halides include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2, and BaI2.

[0289] Examples of transition metal halides include titanium halides (e.g., TiF4, TiCl4, TiBr4, TiI4, etc.), zirconium halides (e.g., ZrF4, ZrCl4, ZrBr4, ZrI4, etc.), hafnium halides (e.g., HfF4, HfCl4, HfBr4, HfI4, etc.), vanadium halides (e.g., VF3, VCl3, VBr3, VI3, etc.), niobium halides (e.g., NbF3, NbCl3, NbBr3, NbI3, etc.), and tantalum halides (e.g., TaF3, TaCl3, TaB). rhenium halides (e.g., CrF3, TaI3, etc.), chromium halides (e.g., CrF3, CrCl3, CrBr3, CrI3, etc.), molybdenum halides (e.g., MoF3, MoCl3, MoBr3, MoI3, etc.), tungsten halides (e.g., WF3, WCl3, WBr3, WI3, etc.), manganese halides (e.g., MnF2, MnCl2, MnBr2, MnI2, etc.), technetium halides (e.g., TcF2, TcCl2, TcBr2, TcI2, etc.), and rhenium halides (e.g., ReF2, ReCl2, ReBr2). Iron halides (e.g., FeF2, FeCl2, FeBr2, FeI2), ruthenium halides (e.g., RuF2, RuCl2, RuBr2, RuI2), osmium halides (e.g., OsF2, OsCl2, OsBr2, OsI2), cobalt halides (e.g., CoF2, CoCl2, CoBr2, CoI2), rhodium halides (e.g., RhF2, RhCl2, RhBr2, RhI2), iridium halides (e.g., IrF2, IrCl2, IrB2). (e.g., r2, IrI2, etc.) nickel halides (e.g., NiF2, NiCl2, NiBr2, NiI2, etc.), palladium halides (e.g., PdF2, PdCl2, PdBr2, PdI2, etc.), platinum halides (e.g., PtF2, PtCl2, PtBr2, PtI2, etc.), copper halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.) and gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.).

[0290] Examples of post-transition metal halides include zinc halides (e.g., ZnF2, ZnCl2, ZnBr2, ZnI2, etc.), indium halides (e.g., InI3, etc.), and tin halides (e.g., SnI2, etc.).

[0291] Examples of lanthanide metal halides include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3, and SmI3.

[0292] Examples of metal halides include antimony halides (e.g., SbCl5, etc.).

[0293] Examples of metal tellurides include alkali metal tellurides (e.g., Li₂Te, Na₂Te, K₂Te, Rb₂Te, Cs₂Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), and transition metal tellurides (e.g., TiTe₂, ZrTe₂, HfTe₂, V₂Te₃, Nb₂Te₃, Ta₂Te₃, Cr₂Te₃, Mo₂Te₃, W₂Te₃, MnTe, TcTe, ReTe, Fe₂Te). Te, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe, Au2Te, etc.), post-transition metal tellurides (e.g., ZnTe, etc.) and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.).

[0294] The emission layer in intermediate layer 130

[0295] When the light-emitting device 10 is a full-color light-emitting device, the emitting layer can be patterned into a red emitting layer, a green emitting layer, and / or a blue emitting layer, depending on the sub-pixel. In one or more embodiments, the emitting layer may have a stacked structure of two or more layers selected from the red, green, and blue emitting layers, wherein the two or more layers are in contact with or spaced apart from each other. In one or more embodiments, the emitting layer may contain two or more materials selected from the red-emitting, green-emitting, and blue-emitting materials, wherein the two or more materials are mixed with each other in a single layer to emit white light.

[0296] The emitting layer may comprise a host and dopants. Dopants may include phosphorescent dopants, fluorescent dopants, delayed fluorescence dopants, or any combination thereof.

[0297] The amount of the substrate in the emitter layer can be greater than the amount of the dopant in the emitter layer. In one or more embodiments, based on 100 parts by weight of the substrate, the amount of the dopant in the emitter layer can be from about 0.01 parts by weight to about 15 parts by weight.

[0298] In one or more embodiments, the emitter layer may contain quantum dots.

[0299] Simultaneously, the emission layer may contain a delayed fluorescence material. The delayed fluorescence material can act as a host or dopant in the emission layer, and depending on the intended use, it can be either a delayed fluorescence host or a delayed fluorescence dopant.

[0300] The thickness of the emission layer can be approximately to approximately For example, about to approximately When the thickness of the emitting layer is within these ranges, excellent light emission characteristics can be obtained without a significant increase in driving voltage.

[0301] main body

[0302] In one or more embodiments, the body may include a compound represented by the following formula 301:

[0303] Formula 301

[0304] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .

[0305] In Equation 301,

[0306] Ar 301 and L 301 Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0307] xb11 can be 1, 2, or 3.

[0308] xb1 can be an integer selected from 0 to 5.

[0309] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, unsubstituted or with at least one R 10a Replacement C1-C60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -Si(Q) 301 (Q) 302 (Q) 303 -N(Q) 301 (Q) 302 -B(Q) 301 (Q) 302 -C(=O)(Q) 301 -S(=O)2(Q) 301 ) or -P(=O)(Q 301 (Q) 302 ),

[0310] xb21 can be an integer selected from 1 to 5, and

[0311] Q 301 To Q 303 Same as the description regarding Q1.

[0312] For example, when xb11 in equation 301 is 2 or greater than 2, two or more Ar 301 They can be connected to each other via a single key.

[0313] In one or more embodiments, the body may include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:

[0314] Formula 301-1

[0315]

[0316] Formula 301-2

[0317]

[0318] In equations 301-1 to 301-2,

[0319] Ring A 301 To Ring A 304Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0320] X 301 It can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 (R) 305 ) or Si(R 304 (R) 305 ),

[0321] xb22 and xb23 can each be 0, 1, or 2 independently.

[0322] L 301 xb1 and R 301 Same as described in this specification,

[0323] L 302 To L 304 They can be independently related to L 301 The descriptions are the same.

[0324] xb2 to xb4 can each be independently identical to the description of xb1, and

[0325] R 302 To R 305 and R 311 To R 314 Regarding R 301 The descriptions are the same.

[0326] In one or more embodiments, the body may include alkaline earth metal complexes, post-transition metal complexes, or combinations thereof. In one or more embodiments, the body may include Be complexes (e.g., compound H55), Mg complexes, Zn complexes, or combinations thereof.

[0327] In one or more embodiments, the main body may include one or any combination of compounds H1 to H124, 9,10-bis(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthyl-2-yl)anthracene (MADN), 9,10-bis(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 1,3-bis(9-carbazolyl)benzene (mCP), and 1,3,5-tris(carbazolyl-9-yl)benzene (TCP), but embodiments of this disclosure are not limited thereto.

[0328]

[0329]

[0330]

[0331]

[0332]

[0333]

[0334]

[0335] Phosphorescent dopants

[0336] In one or more embodiments, the phosphorescent dopant may contain at least one transition metal as the center metal.

[0337] Phosphorescent dopants may include monodentate ligands, dipentate ligands, tridentate ligands, tetradentate ligands, pentadentate ligands, hexadentate ligands, or any combination thereof.

[0338] Phosphorescent dopants can be electrically neutral.

[0339] For example, phosphorescent dopants can include organometallic compounds represented by formula 401:

[0340] Formula 401

[0341] M(L 401 ) xc1 (L 402 ) xc2

[0342] Formula 402

[0343]

[0344] In Equations 401 and 402,

[0345] M can be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)).

[0346] L 401 The ligand can be represented by Equation 402, and xc1 can be 1, 2, or 3, where when xc1 is two or more than two, there are two or more L... 401 They can be the same or different from each other.

[0347] L402 It can be an organic ligand, and xc2 can be 0, 1, 2, 3, or 4, and when xc2 is 2 or greater than 2, there are two or more L... 402 They can be the same or different from each other.

[0348] X 401 and X 402 It can be either nitrogen or carbon, each independently.

[0349] Ring A 401 And Ring A 402 Each can be C3-C independently. 60 Carbocyclic groups or C1-C 60 Heterocyclic groups,

[0350] T 401 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 = *',

[0351] X 403 and X 404 These can be chemical bonds (e.g., covalent or coordinate bonds), O, S, N (Q) independently. 413 ), B(Q) 413 ), P(Q 413 ), C(Q 413 (Q) 414 ) or Si(Q 413 (Q) 414 ),

[0352] Q 411 To Q 414 Same as described regarding Q1,

[0353] R 401 and R 402 Each of these groups can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 20 alkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 20 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R10a Replacement C1-C 60 Heterocyclic groups, -Si(Q) 401 (Q) 402 (Q) 403 -N(Q) 401 (Q) 402 -B(Q) 401 (Q) 402 -C(=O)(Q) 401 -S(=O)2(Q) 401 ) or -P(=O)(Q 401 (Q) 402 ),

[0354] Q 401 To Q 403 Same as described regarding Q1,

[0355] xc11 and xc12 can each be an integer selected from 0 to 10 independently.

[0356] In Equation 402, * and *' each represent the binding site with M in Equation 401.

[0357] For example, in equation 402, i)X 401 It is nitrogen and X 402 It is carbon, or ii)X 401 and X 402 Each of them is nitrogen.

[0358] In one or more embodiments, when xc1 in equation 401 is 2 or greater than 2, two or more L 401 The two rings A in 401 It can be optionally via T as a linking group 402 They are connected to each other, and the two rings A 402 It can be optionally via T as a linking group 403 They are interconnected (see compounds PD1 through PD4 and PD7). T 402 and T 403 Regarding T 401 The descriptions are the same.

[0359] L in Equation 401 402 It can be an organic ligand. For example, L... 402 It may include halogen groups, diketone groups (e.g., acetylacetonate groups), carboxylic acid groups (e.g., pyridine carboxylate groups), -C (=O), isonitrile groups, -CN groups, phosphorus groups (e.g., phosphine groups, phosphite groups, etc.) or any combination thereof.

[0360] Phosphorescent dopants may include, for example, one or any combination of compounds PD1 to PD25:

[0361]

[0362] Fluorescent dopants

[0363] Fluorescent dopants may include compounds containing amine groups, compounds containing styrene groups, or any combination thereof.

[0364] In one or more embodiments, the fluorescent dopant may include a compound represented by formula 501:

[0365] Formula 501

[0366]

[0367] In Equation 501,

[0368] Ar 501 L 501 To L 503 R 501 and R 502 Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0369] xd1 to xd3 can each be 0, 1, 2 or 3 independently.

[0370] xd4 can be 1, 2, 3, 4, 5, or 6.

[0371] In one or more embodiments, Ar in Formula 501 501 It can be a fused cyclic group consisting of three or more monocyclic groups fused together (e.g., anthracene group, ...). (group or pyrene group).

[0372] In one or more embodiments, xd4 in Formula 501 can be 2.

[0373] In one or more embodiments, the fluorescent dopant may include: one of compounds FD1 to FD36; DPVBi; DPAVBi; or any combination thereof.

[0374]

[0375]

[0376]

[0377] Delayed fluorescence materials

[0378] Meanwhile, the emission layer may contain delayed fluorescence materials.

[0379] In this specification, the delayed fluorescence material may be selected from compounds that can emit delayed fluorescence based on the delayed fluorescence emission mechanism.

[0380] Depending on the type of other materials contained in the emission layer, the delayed fluorescence material contained in the emission layer can act as either a host or a dopant.

[0381] In one or more embodiments, the difference between the triplet energy level (eV) and the singlet energy level (eV) of the delayed fluorescent material can be greater than or equal to 0 eV and less than or equal to 0.5 eV. When the difference between the triplet energy level (eV) and the singlet energy level (eV) of the delayed fluorescent material satisfies the range described above, an upconversion from the triplet state to the singlet state of the delayed fluorescent material can occur effectively, and thus the emission efficiency of the light-emitting device 10 can be improved.

[0382] In one or more embodiments, the delayed fluorescence material may include: i) containing at least one electron donor (e.g., a π-electron-rich C3-C 60 Cyclic groups (e.g., carbazole groups) and at least one electron acceptor (e.g., sulfoxide groups, cyano groups, or C1-C groups containing nitrogen lacking π electrons). 60 Materials containing cyclic groups, and ii) materials comprising two or more of these cyclic groups sharing boron (B) in a C8-C configuration. 60 Materials with polycyclic groups.

[0383] In one or more embodiments, the delayed fluorescence material may include at least one of the following compounds: DF1 to DF9:

[0384]

[0385]

[0386] quantum dots

[0387] The emitter layer can contain quantum dots.

[0388] In this specification, quantum dot refers to a crystal of semiconductor compound and may include any material capable of emitting light of various wavelengths depending on the size of the crystal.

[0389] The diameter of a quantum dot can be, for example, from about 1 nm to about 10 nm.

[0390] Quantum dots can be synthesized through wet chemical processes, metal-organic chemical vapor deposition, molecular beam epitaxy, or any similar process.

[0391] According to the wet chemical process, precursor materials are mixed with organic solvents to grow quantum dot crystals. During crystal growth, the organic solvent naturally acts as a dispersant coordinated on the surface of the quantum dot crystals and controls the crystal growth. This allows the growth of quantum dot particles to be performed more easily and with lower cost than vapor deposition methods (such as metal-organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE)).

[0392] Quantum dots may include group II-VI semiconductor compounds, group III-V semiconductor compounds, group III-VI semiconductor compounds, group I-III-VI semiconductor compounds, group IV-VI semiconductor compounds, group IV elements or compounds; or any combination thereof.

[0393] Examples of group II-VI semiconductor compounds include binary compounds such as CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, or MgS; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, or MgZnS; quaternary compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, or HgZnSTe; or any combination thereof.

[0394] Examples of group III-V semiconductor compounds include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, etc.; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, InPSb, etc.; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, etc.; or any combination thereof. Furthermore, group III-V semiconductor compounds may further contain group II elements. Examples of further group III-V semiconductor compounds containing group II elements include InZnP, InGaZnP, InAlZnP, etc.

[0395] Examples of III-VI semiconductor compounds include binary compounds such as GaS, GaSe, Ga2Se3, GaTe, InS, InSe, In2S3, In2Se3, or InTe; ternary compounds such as InGaS3 or InGaSe3; and any combination thereof.

[0396] Examples of group I-III-VI semiconductor compounds are ternary compounds, such as AgInS, AgInS2, CuInS, CuInS2, CuGaO2, AgGaO2, or AgAlO2; or any combination thereof.

[0397] Examples of group IV-VI semiconductor compounds are binary compounds, such as SnS, SnSe, SnTe, PbS, PbSe, PbTe, etc.; ternary compounds, such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, etc.; quaternary compounds, such as SnPbSSe, SnPbSeTe, SnPbSTe, etc.; or any combination thereof.

[0398] Group IV elements or compounds may include single elements, such as Si or Ge; binary compounds, such as SiC or SiGe; or any combination thereof.

[0399] Each element contained in a multi-element compound (e.g., binary, ternary, and quaternary compounds) may exist in the particles at a uniform or non-uniform concentration.

[0400] Simultaneously, quantum dots can have a single structure or a core-shell dual structure. In the case of a quantum dot with a single structure, the concentration of each element contained within the corresponding quantum dot is uniform. In one or more embodiments, the materials contained in the core and the materials contained in the shell can be different from each other.

[0401] The shell of a quantum dot can act as a protective layer to prevent chemical denaturation of the nucleus and maintain semiconductor properties, and / or a charging layer to impart electrophoretic properties to the quantum dot. The shell can be single-layered or multi-layered. The interface between the nucleus and the shell can have a concentration gradient that decreases toward the center of the element present in the shell.

[0402] Examples of shells for quantum dots can include oxides of metals, quasi-metals, or nonmetals, semiconductor compounds, or any combination thereof. Examples of oxides of metals, quasi-metals, or nonmetals are binary compounds (e.g., SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, or NiO); ternary compounds (e.g., MgAl2O4, CoFe2O4, NiFe2O4, or CoMn2O4); or any combination thereof. Examples of semiconductor compounds as described herein are group II-VI semiconductor compounds; group III-V semiconductor compounds; group III-VI semiconductor compounds; group I-III-VI semiconductor compounds; group IV-VI semiconductor compounds; and any combination thereof. In addition, semiconductor compounds may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.

[0403] The full width at half maximum (FWHM) of the emission wavelength spectrum of quantum dots can be about 45 nm or less, for example, about 40 nm or less, or for example, about 30 nm or less, and within these ranges, color purity or color gamut can be increased. Furthermore, since light emitted by quantum dots is emitted in all directions, a wide viewing angle can be improved.

[0404] In addition, quantum dots can be spherical particles, pyramidal particles, multi-armed particles, cubic nanoparticles, nanotubes, nanowires, nanofibers, or nanoplates.

[0405] Since the band gap can be adjusted by controlling the size of the quantum dots, light with various wavelength bands can be obtained from the quantum dot emitting layer. Therefore, by using quantum dots of different sizes, light-emitting displays that emit light of various wavelengths can be realized. In one embodiment, the size of the quantum dots can be selected to emit red, green, and / or blue light. Furthermore, the size of the quantum dots can be configured to emit white light by combining various colors of light.

[0406] Electron transport region in intermediate layer 130

[0407] The electron transport region can have: i) a single-layer structure consisting of a single layer of a single material, ii) a single-layer structure consisting of a single layer of a variety of different materials, or iii) a multi-layer structure including multiple layers containing different materials.

[0408] 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 any combination thereof.

[0409] In one or more 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, for each structure, the constituent layers are stacked sequentially from the emitter layer.

[0410] In one or more embodiments, the electron transport region (e.g., a buffer layer, hole blocking layer, electron control layer, or electron transport layer in the electron transport region) may comprise a C1-C matrix containing at least one π-electron-deficient nitrogen. 60 Metal-free compounds with cyclic groups.

[0411] In one or more embodiments, the electron transport region may comprise a compound represented by the following formula 601:

[0412] Formula 601

[0413] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0414] In Equation 601,

[0415] Ar 601 and L 601 Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0416] xe11 can be 1, 2, or 3.

[0417] xe1 can be 0, 1, 2, 3, 4, or 5.

[0418] R 601 It can be unsubstituted or replaced by at least one R 10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -Si(Q) 601 (Q) 602 (Q) 603 -C(=O)(Q) 601 -S(=O)2(Q) 601 ) or -P(=O)(Q 601 (Q) 602 ),

[0419] Q 601 To Q 603 Same as described regarding Q1,

[0420] xe21 can be 1, 2, 3, 4, or 5.

[0421] Ar 601 L 601 and R 601 At least one of them can be independently unsubstituted or by at least one R. 10a Substituted C1-C nitrogen containing π-electron-deficient nitrogen 60 Cyclic groups.

[0422] For example, when xe11 in equation 601 is 2 or greater than 2, two or more Ar 601 It can be connected via a single key.

[0423] In one or more embodiments, Ar in Formula 601 601 It can be a substituted or unsubstituted anthracene group.

[0424] In one or more embodiments, the electron transport region may comprise a compound represented by Formula 601-1:

[0425] Formula 601-1

[0426]

[0427] In Equation 601-1,

[0428] X 614 It can be N or C(R) 614 ), X 615 It can be N or C(R) 615 ), X 616 It can be N or C(R) 616 ), X 614 To X 616 At least one of them can be N,

[0429] L 611 To L 613 Regarding L 601 The descriptions are the same.

[0430] xe611 to xe613 are the same as those described regarding xe1.

[0431] R 611 To R 613 Regarding R 601 The descriptions are the same.

[0432] R 614 To R 616 Each of these can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl groups, C1-C 20 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups.

[0433] For example, xe1 and xe611 to xe613 in Equations 601 and 601-1 can each be 0, 1 or 2 independently.

[0434] The electron transport region may contain one or any combination of compounds ET1 to ET45, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq3, BAlq, TAZ, and NTAZ.

[0435]

[0436]

[0437]

[0438]

[0439] The thickness of the electron transport region can be approximately to approximately For example, about to approximately When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, hole blocking layer, or electron control layer can be independently approximately [missing information]. to approximately For example, about to approximately Furthermore, the thickness of the electron transport layer can be approximately to approximately For example, about to approximately When the thicknesses of the buffer layer, hole blocking layer, electronic control layer, electron transport layer, and / or electron transport region are within these ranges, satisfactory electron transport characteristics can be obtained without a significant increase in driving voltage.

[0440] In addition to the materials described above, the electron transport region (e.g., the electron transport layer in the electron transport region) may further contain a metallic material.

[0441] Metal-containing materials may include alkali metal complexes, alkaline earth metal complexes, or any combination thereof. The metal ion in an alkali metal complex may be Li, Na, K, Rb, or Cs ions, and the metal ion in an alkaline earth metal complex may be Be, Mg, Ca, Sr, or Ba ions. Ligands coordinating with the metal ions of the alkali metal or alkaline earth metal complex may include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthrene, cyclopentadiene, or any combination thereof.

[0442] For example, metal-containing materials can include Li complexes. Li complexes can include, for example, compounds ET-D1 (LiQ) or ET-D2:

[0443]

[0444] The electron transport region may include an electron injection layer that facilitates the injection of electrons from the second electrode 150. The electron injection layer may be in direct contact with the second electrode 150.

[0445] The electron injection layer can have: i) a monolayer structure consisting of a single layer made of a single material, ii) a monolayer structure consisting of a single layer made of multiple different materials, or iii) a multilayer structure including multiple layers containing different materials.

[0446] The electron injection layer may comprise an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0447] The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metal may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metal may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0448] The alkali metal-containing compound, alkaline earth metal-containing compound and rare earth metal-containing compound may be oxides, halides (for example, fluoride, chloride, bromide or iodide) or tellurides of alkali metals, alkaline earth metals and rare earth metals, or any combination thereof.

[0449] The alkali metal-containing compound may include alkali metal oxides (for example Li₂O, Cs₂O or K₂O), alkali metal halides (for example LiF, NaF, CsF, KF, LiI, NaI, CsI or KI), or any combination thereof. The alkaline earth metal-containing compound may include alkaline earth metal oxides, such as BaO, SrO, CaO, Ba x Sr 1-x Oₓ (x is a real number satisfying the condition 0<x<1), Ba x Ca 1-x Oₓ (x is a real number satisfying the condition 0<x<1), etc. The rare earth metal-containing compound may include YbF₃, ScF₃, Sc₂O₃, Y₂O₃, Ce₂O₃, GdF₃, TbF₃, YbI₃, ScI₃, TbI₃, or any combination thereof. In one or more embodiments, the rare earth metal-containing compound may include lanthanide metal tellurides. Examples of lanthanide metal tellurides are LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La₂Te₃, Ce₂Te₃, Pr₂Te₃, Nd₂Te₃, Pm₂Te₃, Sm₂Te₃, Eu₂Te₃, Gd₂Te₃, Tb₂Te₃, Dy₂Te₃, Ho₂Te₃, Er₂Te₃, Tm₂Te₃, Yb₂Te₃ and Lu₂Te₃.

[0450] Alkali metal complexes, alkaline earth metal complexes, and rare earth metal complexes may comprise i) one of the ions of an alkali metal, an alkaline earth metal, and a rare earth metal, and ii) a ligand bonded to the metal ion, such as hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthrene, cyclopentadiene, or any combination thereof.

[0451] The electron injection layer may consist of alkali metals, alkaline earth metals, rare earth metals, alkali metal-containing compounds, alkaline earth metal-containing compounds, rare earth metal-containing compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof, as described above. In one or more embodiments, the electron injection layer may further comprise an organic material (e.g., a compound represented by Formula 601).

[0452] In one or more embodiments, the electron-injected layer may consist of: i) an alkali metal-containing compound (e.g., an alkali metal halide), or ii) a) an alkali metal-containing compound (e.g., an alkali metal halide); and b) an alkali metal, alkaline earth metal, rare earth metal, or any combination thereof. In one or more embodiments, the electron-injected layer may be a KI:Yb co-deposited layer, an RbI:Yb co-deposited layer, etc.

[0453] When the electron injection layer further contains organic materials, alkali metals, alkaline earth metals, rare earth metals, alkali metal-containing compounds, alkaline earth metal-containing compounds, rare earth metal-containing compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof can be uniformly or non-uniformly dispersed in the matrix containing organic materials.

[0454] The thickness of the electron injection layer can be approximately to approximately And for example, about to approximately When the thickness of the electron injection layer is within the range described above, the electron injection layer can have satisfactory electron injection characteristics without a significant increase in driving voltage.

[0455] Second electrode 150

[0456] The second electrode 150 may be located on the intermediate layer 130 having such a structure. The second electrode 150 may be a cathode serving as an electron injection electrode, and may be made of metals, alloys, conductive compounds, or any combination thereof, each having a low work function.

[0457] In one or more embodiments, the second electrode 150 may comprise 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, IZO, or combinations thereof. The second electrode 150 may be a transmission electrode, a semi-transmission electrode, or a reflection electrode.

[0458] The second electrode 150 may have a single-layer structure or a multi-layer structure including two or more layers.

[0459] Cover layer

[0460] The first cover layer may be located outside the first electrode 110, and / or the second cover layer may be located outside the second electrode 150. Specifically, the light-emitting device 10 may have a structure in which the first cover layer, the first electrode 110, the intermediate layer 130, and the second electrode 150 are stacked sequentially in a predetermined order, or a structure in which the first cover layer, the first electrode 110, the intermediate layer 130, the second electrode 150, and the second cover layer are stacked sequentially in a predetermined order.

[0461] Light generated in the emitting layer of the intermediate layer 130 of the light-emitting device 10 can be led outward through the first electrode 110 (which is a semi-transparent electrode or a transmissive electrode) and the first cover layer, or light generated in the emitting layer of the intermediate layer 130 of the light-emitting device 10 can be led outward through the second electrode 150 (which is a semi-transparent electrode or a transmissive electrode) and the second cover layer.

[0462] The first and second capping layers can increase the external emission efficiency based on the principle of constructive interference. Therefore, the light emission efficiency of the light-emitting device 10 is increased, thereby improving the emission efficiency of the light-emitting device 10.

[0463] Each of the first and second capping layers may contain a material having a refractive index of about 1.6 or greater (at 589 nm).

[0464] The first and second capping layers can each be independently an organic capping layer containing organic materials, an inorganic capping layer containing inorganic materials, or an organic-inorganic composite capping layer containing both organic and inorganic materials.

[0465] At least one of the first and second capping layers may independently comprise a carbocyclic compound, a heterocyclic compound, an amine-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthylphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, heterocyclic compound, and amine-containing compound may optionally be substituted with substituents containing O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. In one or more embodiments, at least one of the first and second capping layers may independently comprise an amine-containing compound.

[0466] In one or more embodiments, at least one of the first and second capping layers may each independently contain a compound represented by formula 201, a compound represented by formula 202, or any combination thereof.

[0467] In one or more embodiments, at least one of the first capping layer and the second capping layer may each independently comprise one of compounds HT28 to HT33, one of compounds CP1 to CP6, β-NPB, or any combination thereof:

[0468]

[0469] electronic devices

[0470] The light-emitting device can be included in various electronic devices. In one or more embodiments, the electronic device including the light-emitting device can be a light-emitting device, a verification device, etc.

[0471] In addition to the light-emitting device, the electronic device (e.g., the light-emitting device) may further 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 color conversion layer may be located in at least one direction of travel of the light emitted from the light-emitting device. In one or more embodiments, the light emitted from the light-emitting device may be blue light or white light. The light-emitting device may be the same as described above. In one or more embodiments, the color conversion layer may comprise quantum dots. The quantum dots may be, for example, as described herein.

[0472] An electronic device may include a first substrate. The first substrate may include a plurality of sub-pixel regions, a color filter may include a plurality of color filter regions corresponding to the sub-pixel regions, and a color conversion layer may include a plurality of color conversion regions corresponding to the sub-pixel regions.

[0473] A pixel definition layer can be located between sub-pixel regions to define each of the sub-pixel regions.

[0474] The color filter may further include multiple color filter regions and light-blocking patterns located between the color filter regions, and the color conversion layer may include multiple color conversion regions and light-blocking patterns located between the color conversion regions.

[0475] A color filter region (or color conversion region) 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, wherein the first, second, and / or third color light may have different maximum emission wavelengths from each other. In one or more 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 one or more embodiments, the color filter region (or color conversion region) may contain quantum dots. Specifically, the first region may contain red quantum dots, the second region may contain green quantum dots, and the third region may not contain quantum dots. The quantum dots are the same as those described in this specification. The first, second, and / or third regions may each contain a scatterer.

[0476] In one or more embodiments, the light-emitting device can emit first light, a first region can absorb the first light to emit a first first color light, a second region can absorb the first light to emit a second first color light, and a third region can absorb the first light to emit a third first color light. In this respect, the first, second, and third first color lights can have different maximum emission wavelengths. Specifically, the first light can be blue light, the first first color light can be red light, the second first color light can be green light, and the third first color light can be blue light.

[0477] In addition to the light-emitting device 10 described above, the electronic device may further include a thin-film transistor. The thin-film transistor may include a source electrode, a drain electrode, and an active layer, wherein either the source electrode or the drain electrode may be electrically connected to either the first electrode or the second electrode of the light-emitting device.

[0478] Thin-film transistors may further include gate electrodes, gate insulating films, etc.

[0479] The active layer can contain crystalline silicon, amorphous silicon, organic semiconductors, oxide semiconductors, etc.

[0480] The electronic device may further include a sealing portion for sealing the light-emitting device. The sealing portion and / or color conversion layer may be disposed between the color filter and the light-emitting device. The sealing portion allows light from the light-emitting device to be guided to the outside while simultaneously preventing ambient air and moisture from penetrating into the light-emitting device. The sealing portion may be a sealing substrate comprising a transparent glass substrate or a plastic substrate. The sealing portion may be a thin-film encapsulation layer comprising at least one layer of organic and / or inorganic layers. When the sealing portion is a thin-film encapsulation layer, the electronic device may be flexible.

[0481] Depending on the application of the electronic device, various functional layers may additionally be located on the sealing portion, in addition to color filters and / or color conversion layers. Functional layers may include touchscreen layers, polarization layers, etc. The touchscreen layer may be a pressure-sensitive touchscreen layer, a capacitive touchscreen layer, or an infrared touchscreen layer. The verification device may be, for example, a biometric verification device that verifies an individual using biometric information from a living organism (e.g., fingertips, pupils, etc.).

[0482] In addition to the light-emitting device, the verification device may further include a biometric information collector.

[0483] Electronic devices can be used in various displays, light sources, lighting equipment, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, video game consoles, medical instruments (e.g., electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasound diagnostic devices, or endoscope displays), fish finders, various measuring instruments, meters (e.g., instruments for vehicles, aircraft, and ships), projectors, etc.

[0484] Figure 2 and Figure 3 Description

[0485] Figure 2 This is a cross-sectional view showing an exemplary embodiment of a light-emitting device according to the present disclosure.

[0486] Figure 2 The light-emitting device includes a substrate 100, a thin-film transistor (TFT), a light-emitting device, and a package 300 that seals the light-emitting device.

[0487] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. A buffer layer 210 may be formed on the substrate 100. The buffer layer 210 can prevent impurities from penetrating through the substrate 100 and can provide a flat surface on the substrate 100.

[0488] The TFT can be located on the buffer layer 210. The TFT may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0489] The active layer 220 may contain inorganic semiconductors (such as silicon or polysilicon), organic semiconductors or oxide semiconductors, and may include source region, drain region and channel region.

[0490] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be located on the active layer 220, and the gate electrode 240 may be located on the gate insulating film 230.

[0491] Interlayer insulating film 250 is located on gate electrode 240. Interlayer insulating film 250 may be placed between gate electrode 240 and source electrode 260 to insulate gate electrode 240 from source electrode 260, and between gate electrode 240 and drain electrode 270 to insulate gate electrode 240 from drain electrode 270.

[0492] The source electrode 260 and the drain electrode 270 may be located on the interlayer insulating film 250. The interlayer insulating film 250 and the gate insulating film 230 may be formed to expose the source and drain regions of the active layer 220, and the source electrode 260 and the drain electrode 270 may contact the exposed portions of the source and drain regions of the active layer 220.

[0493] The TFT is electrically connected to the light-emitting device to drive the light-emitting device and may be covered by a passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or a combination thereof. The light-emitting device is provided on the passivation layer 280. The light-emitting device may include a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0494] The first electrode 110 may be formed on the passivation layer 280. The passivation layer 280 does not completely cover the drain electrode 270 and exposes a portion of the drain electrode 270, and the first electrode 110 is connected to the exposed portion of the drain electrode 270.

[0495] A pixel defining layer 290 containing insulating material may be located on the first electrode 110. The pixel defining layer 290 exposes an area of ​​the first electrode 110, and an intermediate layer 130 may be formed in the exposed area of ​​the first electrode 110. The pixel defining layer 290 may be a polyimide or polyacrylic acid organic film. Although in Figure 2 Although not shown, at least some layers of intermediate layer 130 may extend beyond the upper part of pixel-defined layer 290 to be positioned as a common layer.

[0496] The second electrode 150 may be located on the intermediate layer 130, and a capping layer 170 may be additionally formed on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0497] The encapsulation portion 300 may be located on the cover layer 170. The encapsulation portion 300 may be located on the light-emitting device to protect it from moisture or oxygen. The encapsulation portion 300 may include an inorganic film comprising silicon nitride (SiN). x ), silicon oxide (SiO) x Indium tin oxide, indium zinc oxide, or any combination thereof; an organic membrane comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resin (e.g., polymethyl methacrylate, polyacrylic acid, etc.), epoxy-based resin (e.g., aliphatic glycidyl ether (AGE), etc.) or combinations thereof; or a combination of inorganic and organic membranes.

[0498] Figure 3 A cross-sectional view of a light-emitting device according to an exemplary embodiment of this disclosure is shown.

[0499] Figure 3 Light-emitting devices and Figure 2 The light-emitting device is the same, but the light-blocking pattern 500 and the functional area 400 are additionally located on the encapsulation portion 300. The functional area 400 may be i) a color filter area, ii) a color conversion area, or iii) a combination of a color filter area and a color conversion area. In one or more embodiments, including Figure 3 The light-emitting devices in the light-emitting equipment can be light-emitting devices connected in series.

[0500] Manufacturing method

[0501] Layers comprising a hole transport region, an emission layer, and layers comprising an electron transport region can be formed in a specific region by using one or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and laser-induced thermal imaging.

[0502] When forming layers constituting hole transport regions, emission regions, and electron transport regions by vacuum deposition, the deposition temperature can be from about 100°C to about 500°C, and the deposition time can be from about 10°C to about 500°C, depending on the material to be included in the layers and the structure of the layers. -8 To about 10 -3 The vacuum pressure of Tor and about / seconds to approximately Deposition is carried out at a deposition rate of / second.

[0503] Definition of terminology

[0504] As used in this article, the term "C3-C" 60A "carbocyclic group" refers to a cyclic group consisting solely of carbon as the cyclic atom and having three to sixty carbon atoms (e.g., 3 to 30, 3 to 24, or 3 to 18 carbon atoms), and as used herein by the term "C1-C". 60 A "heterocyclic group" is a cyclic group having one to sixty carbon atoms (e.g., 1 to 30, 1 to 24, or 1 to 18 carbon atoms) and further having heteroatoms other than carbon (e.g., 1 to 5 or 1 to 3 heteroatoms, such as 1, 2, 3, 4, or 5 heteroatoms) as cyclic atoms. (C3-C) 60 Carbocyclic groups and C1-C 60 Heterocyclic groups can be monocyclic groups, each consisting of a single ring, or polycyclic groups in which two or more rings are fused together. For example, C1-C 60 Heterocyclic groups have 3 to 61 cyclic atoms.

[0505] As used in this article, "cyclic group" can include C3-C 60 Carbocyclic groups and C1-C 60 Heterocyclic groups.

[0506] As used in this article, “π-electron-rich C3-C” 60 "Cyclic group" refers to a cyclic group having three to sixty carbon atoms (e.g., 3 to 30, 3 to 24, or 3 to 18 carbon atoms) and not containing *-N=*' as a cyclic moiety, and as used herein, "C1-C containing π-electron-deficient nitrogen". 60 A "cyclic group" refers to a heterocyclic group having one to sixty carbon atoms (e.g., one to 30, one to 24, or one to 18 carbon atoms) and containing *-N=*' as the cyclic part.

[0507] For example,

[0508] C3-C 60 The carbocyclic group can be i) group T1, or ii) a fused cyclic group in which two or more groups T1 are fused together (e.g., cyclopentadienyl group, adamantyl group, norbornel group, phenyl group, pentanene group, naphthyl group, chamomile ring group, indole group, acenaphthene group, phenanthrene group, phenanthrene group, anthracene group, fluoranthene group, benzo[a]phenanthrene group, pyrene group, etc.). Groups, perylene groups, pentaphenyl groups, heptadiene groups, tetraphenyl groups, styrene groups, hexaphenyl groups, pentaphenyl groups, rutin groups, argentinium groups, ovoid groups, indene groups, fluorene groups, spiro-difluorene groups, benzo[a]fluorene groups, ind[a]phenanthrene groups, or ind[a]anthracene groups),

[0509] C1-C 60The heterocyclic group can be i) group T2, ii) a fused cyclic group in which two or more groups T2 are fused together, or iii) a fused cyclic group in which at least one group T2 and at least one group T1 are fused together (e.g., pyrrole group, thiophene group, furan group, indole group, benzo[a]indole group, naphtho[a]indole group, isoindole group, benzo[a]isoindole group, naphtho[a]isoindole group, benzo[a]thiophene ... Thiophene group, benzofuran group, carbazole group, dibenzothiophene group, dibenzothiophene group, dibenzofuran group, indole-carbazole group, indole-carbazole group, benzofuran-carbazole group, benzothiophene-carbazole group, benzothiophene-carbazole group, benzoindole-carbazole group, benzocarbazole group, benzonaphthiophene group, benzonaphthiophene group, benzofuran-dibenzofuran group, benzofuran-dibenzofuran group Benzothiophene group, benzothiophene-dibenzothiophene group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiaazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benziisoxazole group, benzothiazole group, benziisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, Benzoquinoline group, benzoisoquinoline group, quinoxaloline group, benzoquinoxaloline group, quinazoline group, benzoquinazoline group, phenanthrene group, cinnamoline group, phthalazine group, naphthidine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzothiophene group, azadibenzothiophene group, azadibenzofuran group, etc.

[0510] C3-C rich in π electrons 60 The cyclic group can be i) group T1, ii) a fused cyclic group in which two or more groups T1 are fused together, iii) group T3, iv) a fused cyclic group in which two or more groups T3 are fused together, or v) a fused cyclic group in which at least one group T3 and at least one group T1 are fused together (e.g., C3-C). 60Carbocyclic groups, 1H-pyrrole groups, thiorrole groups, borocyclopentadiene groups, 2H-pyrrole groups, 3H-pyrrole groups, thiophene groups, furan groups, indole groups, benzoindole groups, naphthoindole groups, isoindole groups, benzoisoindole groups, naphthoisoindole groups, benzothiorrole groups, benzothiophene groups, benzofuran groups, carbazole groups, dibenzothiorrole groups, dibenzothiophene groups, dibenzofuran groups, indole-carbazole groups, indole-carbazole groups, benzofuran-carbazole groups, benzothiophene-carbazole groups, benzothiorrole-carbazole groups, benzoindole-carbazole groups, benzocarbazole groups, benzonaphthofuran groups, benzonaphthothiophene groups, benzonaphthorrole groups, benzofuran-dibenzofuran groups, benzofuran-dibenzothiophene groups, benzothiophene-dibenzothiophene groups, etc.

[0511] C1-C containing nitrogen lacking π electrons 60 The cyclic group can be i) group T4, ii) a fused cyclic group in which two or more groups T4 are fused together, iii) a fused cyclic group in which at least one group T4 and at least one group T1 are fused together, iv) a fused cyclic group in which at least one group T4 and at least one group T3 are fused together, or v) a fused cyclic group in which at least one group T4, at least one group T1 and at least one group T3 are fused together (e.g., pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiaazole group, benzopyrazole group, benzimazole group). The following groups are listed: azole group, benzoxazole group, benzoisoxazole group, benzothiazole group, benzoisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthrene group, cinnamyl group, phthalazine group, naphthidine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzothiophene group, azadibenzothiophene group, azadibenzofuran group, etc.

[0512] Group T1 may include cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutene, cyclopentene, cyclopentadiene, cyclohexene, cyclohexadiene, cycloheptene, adamantane, norbornane (or bicyclo[2.2.1]heptane) group, norbornene group, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane, or phenyl groups.

[0513] Group T2 can be a furan group, thiophene group, 1H-pyrrole group, thiorrole group, borocyclopentadienyl group, 2H-pyrrole group, 3H-pyrrole group, imidazole group, pyrazole group, triazole group, tetraazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, azathirrole group, azaborhexacyclopentadienyl group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, tetraazine group, pyrrolidinyl group, imidazoalkyl group, dihydropyrrole group, piperidine group, tetrahydropyridine group, dihydropyridine group, hexahydropyrimidine group, tetrahydropyrimidine group, dihydropyrimidine group, piperazine group, tetrahydropyrazine group, dihydropyrazine group, tetrahydropyridazine group, or dihydropyridazine group.

[0514] Group T3 may include furan groups, thiophene groups, 1H-pyrrole groups, thiophene groups, or borocyclopentadiene groups, and

[0515] Group T4 may include 2H-pyrrole group, 3H-pyrrole group, imidazole group, pyrazole group, triazole group, tetraazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, azirthiazole group, azirboranecyclopentadiene group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, or tetraazine group.

[0516] As used in this article, "cyclic group, C3-C" 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, π-electron-rich C3-C 60 Cyclic groups or C1-C atoms containing nitrogen lacking π electrons 60 "Cyclic group" refers to a group or polyvalent group (e.g., divalent, trivalent, tetravalent, etc.) fused with any cyclic group, depending on the structure of the formula associated with the use of the term. In one or more embodiments, "phenyl group" can be a benzo[a] group, a phenyl group, a phenylene group, etc., which can be readily understood by those skilled in the art from the structure of a formula including "phenyl group".

[0517] Unit price C3-C 60 Carbocyclic groups and monovalent C1-C 60 Examples of heterocyclic groups are C3-C. 10 Cycloalkyl groups, C1-C 10 Heterocyclic alkyl groups, C3-C 10 cycloalkenyl groups, C1-C 10 Heterocyclic alkenyl groups, C6-C 60 aryl group, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups, and divalent C3-C 60Carbocyclic groups and divalent C1-C 60 Examples of heterocyclic groups are C3-C. 10 Cycloalkyl groups, C1-C 10 heterocyclic alkyl groups, C3-C 10 Cycloalkylene groups, C1-C 10 heterocyclic alkenyl groups, C6-C 60 arylene groups, C1-C 60 Hypoaryl groups, divalent non-aromatic fused polycyclic groups, and divalent non-aromatic fused heterocyclic groups.

[0518] As used in this article, the term "C1-C" 60 "Alkyl group" refers to a straight-chain or branched aliphatic hydrocarbon monovalent group having one to sixty carbon atoms, and examples include methyl groups, ethyl groups, n-propyl groups, isopropyl groups, n-butyl groups, sec-butyl groups, isobutyl groups, tert-butyl groups, n-pentyl groups, tert-pentyl groups, neopentyl groups, isopentyl groups, sec-pentyl groups, 3-pentyl groups, sec-isopentyl groups, n-hexyl groups, isohexyl groups, sec-hexyl groups, tert-hexyl groups, n-heptyl groups, isoheptyl groups, sec-heptyl groups, tert-heptyl groups, n-octyl groups, isooctyl groups, sec-octyl groups, tert-octyl groups, n-nonyl groups, isononyl groups, sec-nonyl groups, tert-nonyl groups, n-decyl groups, isodel groups, sec-decyl groups, and tert-decyl groups. In some embodiments, C1-C 60 Alkyl groups can be C1-C 30 Alkyl groups, C1-C 20 alkyl groups or C1-C 10 Alkyl groups. As used in this document, "C1-C..." 60 "alkylene group" refers to a group that has a C1-C2 bond structure. 60 Divalent groups with the same structure as alkyl groups.

[0519] As used in this article, the term "C2-C" 60 "Alkenyl group" refers to the group located at C2-C. 60 The alkyl group has at least one carbon-carbon double bond at its middle or end, and examples are vinyl groups, propenyl groups, and butenyl groups. In some embodiments, C2-C 60 The alkenyl group can be C2-C 30 alkenyl groups, C2-C 20 alkenyl groups or C2-C 10 Alkenyl group. As used in this article, "C2-C" 60 "Ideinyl group" refers to a group that has a C2-C... 60 Divalent groups with the same structure as alkenyl groups.

[0520] As used in this article, the term "C2-C" 60 "Alkyne group" refers to the group located at C2-C. 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon triple bond at its middle or end, and examples include ethynyl and propynyl groups. In some embodiments, C2-C 60 The alkynyl group can be C2-C 30 alkynyl group, C2-C 20 alkynyl group or C2-C 10 Alkynyl group. As used in this article, "C1-C" 60 "Imyynyl group" refers to a group that has a group with C1-C2... 60 A divalent group with the same structure as the alkynyl group.

[0521] As used in this article, the term "C1-C" 60 "Alkoxy group" refers to the group consisting of -OA 101 (where A) 101 It is C1-C 60 Alkyl groups are monovalent groups, and examples of them include methoxy groups, ethoxy groups and isopropoxy groups.

[0522] As used in this article, the term "C3-C" 10 "Cycloalkyl group" refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and examples of such groups are cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel alkyl (or bicyclic [2.2.1]heptyl), bicyclic [1.1.1]pentyl, bicyclic [2.1.1]hexyl, and bicyclic [2.2.2]octyl. As used herein, the term "C3-C" is also relevant. 10 "Cycloalkylene group" refers to a group that has a C3-C6 bond structure. 10 A divalent group with the same structure as a cycloalkyl group.

[0523] As used in this article, the term "C1-C" 10 "Heterocyclic alkyl group" refers to a monovalent cyclic group that further comprises at least one heteroatom other than a carbon atom as a cyclic atom (e.g., 1 to 5 or 1 to 3 heteroatoms, such as 1, 2, 3, 4 or 5 heteroatoms) and has 1 to 10 carbon atoms, and examples are 1,2,3,4-oxatriazole alkyl groups, tetrahydrofuranyl groups, and tetrahydrothiophenyl groups. The term "C1-C" as used herein is also used. 10 "Heterocyclic alkyl groups" refers to groups with C1-C2 groups. 10 Divalent groups with the same structure as heterocyclic alkyl groups.

[0524] The term "C3-C" used in this article 10"Cycloalkenyl group" refers to a monovalent cyclic group having three to ten carbon atoms and at least one carbon-carbon double bond in its ring and lacking aromaticity, and examples include cyclopentenyl, cyclohexenyl, and cycloheptenyl groups. As used herein, the term "C3-C" is also relevant. 10 "Iridyl group" refers to a group that has a C3-C6 bond structure. 10 A divalent group with the same structure as the cycloalkenyl group.

[0525] As used in this article, the term "C1-C" 10 A "heterocyclic alkenyl group" refers to a monovalent cyclic group having at least one heteroatom (e.g., 1 to 5 or 1 to 3 heteroatoms, such as 1, 2, 3, 4 or 5 heteroatoms) other than carbon atoms as cyclic atoms, 1 to 10 carbon atoms, and at least one double bond in its cyclic structure. C1-C 10 Examples of heterocyclic alkenyl groups include 4,5-dihydro-1,2,3,4-oxarizolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothiophenyl groups. As used herein, the term "C1-C..." 10 "Heterocyclic alkenyl group" refers to a group that has a C1-C2 bond structure. 10 A divalent group with the same structure as a heterocyclic alkenyl group.

[0526] As used in this article, the term "C6-C" 60 "Aryl group" refers to a monovalent group having a carbocyclic aromatic system containing six to sixty carbon atoms, and as used herein, "C6-C..." 60 "Aromatic group" refers to a divalent group that has a carbocyclic aromatic system containing six to sixty carbon atoms. (C6-C) 60 Examples of aryl groups include phenyl groups, pentanenyl groups, naphthyl groups, chamomile cycloyl groups, indoleyl groups, acenaphthenic groups, phenanthreneyl groups, anthraceneyl groups, fluoranthraceneyl groups, benzo[a]phenanthreneyl groups, and pyreneyl groups. The compounds include alkyl groups, perylyl groups, pentaphenyl groups, heptalenyl groups, tetraphenyl groups, arbutinyl groups, hexaphenyl groups, pentaphenyl groups, rutinyl groups, keratinyl groups, and ovoidyl groups. In some embodiments, C6-C... 60 The aryl group can be C6-C. 30 aryl group, C6-C 24 aryl group or C6-C 18 Aryl group. When C6-C 60 aryl groups and C6-C 60 When each of the aryl groups comprises two or more rings, the rings may be fused together.

[0527] As used in this article, the term "C1-C" 60"Heteroaryl group" refers to a monovalent group having a heterocyclic aromatic system containing at least one heteroatom (e.g., 1 to 5 or 1 to 3 heteroatoms, such as 1, 2, 3, 4 or 5 heteroatoms) and 1 to 60 carbon atoms as cyclic atoms. As used herein, the term "C1-C..." 60 A "hybrid aryl group" refers to a divalent group having a heterocyclic aromatic system containing at least one heteroatom other than a carbon atom as a cyclic atom and 1 to 60 carbon atoms. (C1-C) 60 Examples of heteroaryl groups are pyridinyl groups, pyrimidinyl groups, pyrazinyl groups, pyridazinyl groups, triazinyl groups, quinolinyl groups, benzo[a]quinolinyl groups, isoquinolinyl groups, benzo[a]isoquinolinyl groups, quinoxalinyl groups, benzo[a]quinoxalinyl groups, quinazolinyl groups, benzo[a]quinazolinyl groups, cyclophosphinyl groups, phenanthrolinel groups, phthalazinyl groups, and naphthidyl groups. In some embodiments, C1-C 60 The heteroaryl group can be C1-C 30 heteroaryl groups, C1-C 24 heteroaryl groups or C1-C 18 heteroaryl groups. When C1-C 60 heteroaryl groups and C1-C 60 When each of the heteroaryl groups comprises two or more rings, the rings can be fused together.

[0528] As used herein, the term "monovalent nonaromatic fused polycyclic group" refers to a monovalent group (e.g., having 8 to 60 carbon atoms, such as 8 to 30 or 8 to 24 carbon atoms) having two or more rings fused together, with only carbon atoms as cyclic atoms, and lacking aromaticity throughout its molecular structure. Examples of monovalent nonaromatic fused polycyclic groups are indenyl groups, fluorenyl groups, spiro-difluorenyl groups, benzo[a]fluorenyl groups, indo[a]phenanthrene groups, and indo[a]anthrayl groups. As used herein, the term "divalent nonaromatic fused polycyclic group" refers to a divalent group having the same structure as a monovalent nonaromatic fused polycyclic group.

[0529] As used herein, the term "monovalent nonaromatic fused heterocyclic group" refers to a monovalent group (e.g., having 1 to 60 carbon atoms, such as 1 to 30 or 1 to 24 carbon atoms) having two or more rings fused together, at least one heteroatom other than carbon atoms (e.g., 1 to 5 or 1 to 3 heteroatoms, such as 1, 2, 3, 4 or 5 heteroatoms) as cyclic atoms and being non-aromatic throughout its molecular structure. Examples of monovalent non-aromatic fused heterocyclic groups include pyrrolyl groups, thiophenyl groups, furanyl groups, indole groups, benzoindole groups, naphthoindole groups, isoindole groups, benzoisoindole groups, naphthoisoindole groups, benzothiolyl groups, benzothiphenyl groups, benzofuranyl groups, carbazole groups, dibenzothiolyl groups, dibenzothiphenyl groups, dibenzofuranyl groups, azacarbazoleyl groups, azafluorenyl groups, azadibenzothiolyl groups, azadibenzothiphenyl groups, azadibenzofuranyl groups, pyrazolyl groups, imidazoleyl groups, triazoleyl groups, tetraazoleyl groups, oxazolyl groups, isoxazolyl groups, thiolyl groups, isothiazolyl groups, and oxadiazoleyl groups. Thiadiazolyl group, benzopyrazolyl group, benzoimidazolyl group, benzooxazolyl group, benzothiazolyl group, benzooxadiazolyl group, benzothiadiazolyl group, imidazopyridyl group, imidazopyrimidine group, imidazotriazinyl group, imidazopyrazinyl group, imidazopyridazinyl group, indolecarbazoyl group, indolocarbazoyl group, benzofuranocarbazoyl group, benzothiophenocarbazoyl group, benzothiophenocarbazoyl group, benzoindolocarbazoyl group, benzocarbazoyl group, benzonaphthiophenyl group, benzonaphthiophenyl group, benzofuranodibenzofuranyl group, benzofuranodibenzothiophenyl group and benzothiophenodibenzothiophenyl group. As used in this article, the term "divalent nonaromatic fused heterocyclic group" refers to a divalent group having the same structure as a monovalent nonaromatic fused heterocyclic group.

[0530] As used in this article, the term "C6-C" 60 "Aryloxy group" indicates -OA 102 (where A) 102 It is C6-C 60 (aryl group), and as used herein by the term "C6-C" 60 "Aryl thio group" indicates -SA 103 (where A) 103 It is C6-C 60 (aryl group).

[0531] The term "C7-C" used in this article 60 "Arylalkyl group" refers to -A 104 A 105 (where A)104 It can be C1-C 54 alkylene groups, and A 105 It can be C6-C 59 (aryl group), and the term "C2-C" as used herein 60 "Heteroarylalkyl group" refers to -A 106 A 107 (where A) 106 It can be C1-C 59 alkylene groups, and A 107 It can be C1-C 59 (Heteroaryl groups).

[0532] R 10a It could be:

[0533] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group or nitro group,

[0534] Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thiol group, C7-C 60 arylalkyl group, C2-C 60 heteroarylalkyl groups, -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 -P(=O)(Q) 11 (Q) 12 C1-C substituted by (or any combination thereof) 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group or C1-C 60 Alkoxy group;

[0535] Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group, C1-C 60alkoxy group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thiol group, C7-C 60 arylalkyl group, C2-C 60 heteroarylalkyl groups, -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 -P(=O)(Q) 21 (Q) 22 C3-C replaced by any combination thereof 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thiol group, C7-C 60 aryl alkyl group or C2-C 60 heteroarylalkyl groups; or

[0536] -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 ) or -P(=O)(Q 31 (Q) 32 ),

[0537] The Q1 to Q3 and Q used in this article 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 These can be, independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 alkenyl group; C2-C 60 alkynyl group; C1-C 60Alkoxy groups; each unsubstituted or replaced by deuterium, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with alkoxy groups, phenyl groups, biphenyl groups, or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic group; C7-C 60 arylalkyl group; or C2-C 60 Heteroarylalkyl groups.

[0538] As used herein, the term "heteroatom" refers to any atom other than carbon and hydrogen. Examples of heteroatoms include O, S, N, P, Si, B, Ge, Se, and any combination thereof.

[0539] The term "third-row transition metals" used in this article includes hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt), and gold (Au).

[0540] As used herein, the term "Ph" refers to a phenyl group, "Me" refers to a methyl group, "Et" refers to an ethyl group, and "tert-Bu" or "Bu" refers to a tert-Bu group. t "" refers to the tert-butyl group, and as used herein, the term "OMe" refers to the methyl methacrylate group.

[0541] As used in this article, the term "biphenyl group" refers to a "phenyl group substituted with a phenyl group." In other words, a "biphenyl group" is a group with a C6-C6 bond. 60 The aryl group is a substituted phenyl group.

[0542] As used in this article, the term "terphenyl group" refers to a "phenyl group substituted with a biphenyl group." In other words, a "terphenyl group" is a phenyl group with a C6-C substituted group. 60 C6-C substituted with aryl group 60 The aryl group is a substituted phenyl group.

[0543] Unless otherwise defined, as used herein, * and *' each refer to the binding site with an adjacent atom in the corresponding formula or part.

[0544] The compounds according to the embodiments and the light-emitting devices according to the embodiments will be described in detail below with reference to synthesis examples and embodiments. The phrase "using B instead of A" used to describe the synthesis examples means using an equimolar amount of B instead of A.

[0545] Example

[0546] Synthesis Example 1: Synthesis of Compound 2

[0547] Compound 2 can be synthesized by, for example, the following reaction scheme 1.

[0548] Reaction Scheme 1

[0549]

[0550] (Synthesis of intermediate 2-1)

[0551] (2-Amino-5-fluorophenyl)methanol (CAS No. = 748805-85-8) was reacted with phenyl isothiocyanate (CAS No. = 103-72-0) in the presence of a Cu catalyst to obtain intermediate 2-1. The following M+1 peak was confirmed for intermediate 2-1 by liquid chromatography-mass spectrometry (LC-MS).

[0552] C 14 H 11 FN2O: M+1 243.11

[0553] (Synthesis of intermediate 2-2)

[0554] Intermediate 2-1 was reacted with iodic acid to obtain intermediate 2-2. The following M+1 peak was confirmed for intermediate 2-2 by liquid chromatography-mass spectrometry (LC-MS).

[0555] C 14 H9FN2O: M+1 241.05

[0556] (Synthesis of Compound 2)

[0557] 4 g of intermediate 2-2, 5.5 g of 9H-3,9'-bicarbazole (CAS No. = 18628-07-4), 2.4 g of sodium tert-butoxide, 0.76 g of tris(dibenzylacetone)dipalladium(0), 0.7 mL of tritert-butylphosphine, and 85 mL of toluene were placed in a reaction vessel and refluxed for 24 hours. After the reaction was complete, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried with magnesium sulfate, and the solvent was evaporated from it. The obtained residue was separated and purified by silica gel column chromatography to obtain 7.1 g (yield: 78%) of compound 2. The final product was further purified by LC-MS and... 1 Compound 2 was confirmed by H-NMR.

[0558] Synthesis Example 2: Synthesis of Compound 32

[0559] Compound 32 can be synthesized, for example, by the following reaction scheme 2.

[0560] Reaction Scheme 2

[0561]

[0562] (Synthesis of intermediate 32-1)

[0563] Intermediate 32-1 was obtained in the same manner as intermediate 2-2, but with (2-amino-4-fluorophenyl)methanol (CAS No. = 197783-88-3) instead of (2-amino-5-fluorophenyl)methanol (CAS No. = 748805-85-8). The following M+1 peak was confirmed for intermediate 32-1 by liquid chromatography-mass spectrometry (LC-MS).

[0564] C 14 H9FN2O: M+1 241.09

[0565] (Synthesis of compound 32)

[0566] 4.5 g of intermediate 32-1, 7.7 g of 9-phenyl-3,3'-di-9H-carbazole (CAS No. = 1060735-14-9), 2.7 g of sodium tert-butoxide, 0.85 g of tris(dibenzylacetone)dipalladium(O), 0.75 mL of tritert-butylphosphine, and 95 mL of toluene were placed in a reaction vessel and refluxed for 24 hours. After the reaction was complete, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried with magnesium sulfate, and the solvent was evaporated from it. The obtained residue was separated and purified by silica gel column chromatography to obtain 8.8 g (yield: 75%) of compound 32. The final product was further purified by LC-MS and... 1 Compound 32 was confirmed by H-NMR.

[0567] Synthesis Example 3: Synthesis of Compound 128

[0568] Compound 128 can be synthesized, for example, through the following reaction scheme 3.

[0569] Reaction scheme 3

[0570]

[0571] (Synthesis of intermediate 128-1)

[0572] Methyl 2-bromo-5-iodobenzoate (CAS No. = 717880-58-5) was reacted with 9H-3,9'-bicarbazole (CAS No. = 18628-07-4) in the presence of Cu to obtain intermediate 128-1. The following M+1 peak was confirmed for intermediate 128-1 by liquid chromatography-mass spectrometry (LC-MS).

[0573] C 32 H 21 BrN2O2: M+1 545.11

[0574] (Synthesis of intermediate 128-2)

[0575] Intermediate 128-1 was reacted with lithium aluminum hydride to obtain intermediate 128-2. The following M+1 peak was confirmed for intermediate 128-2 by liquid chromatography-mass spectrometry (LC-MS).

[0576] C 31 H 21 BrN2O: M+1 517.09

[0577] (Synthesis of intermediate 128-3)

[0578] Intermediate 128-2 was obtained by toluenesulfonyl chloride (CAS No. = 98-59-9) and potassium hydroxide. The following M+1 peak was confirmed for intermediate 128-3 by liquid chromatography-mass spectrometry (LC-MS).

[0579] C 38 H 27 BrN2O3S: M+1 671.07

[0580] (Synthesis of compound 128)

[0581] 5 g of intermediate 128-3, 1.2 g of 1H-benzimidazole-2-thiol, 0.14 g of cuprous(I) iodide, 6 g of cesium carbonate, 0.17 g of proline, and 120 mL of dimethylformamide were placed in a reaction vessel and refluxed for 24 hours. After the reaction was complete, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried with magnesium sulfate, and the solvent was evaporated from it. The obtained residue was separated and purified by silica gel column chromatography to obtain 3.3 g (yield: 80%) of compound 128. The final product was determined by LC-MS and... 1 H-NMR confirmed compound 128.

[0582] Synthesis Example 4: Synthesis of Compound 176

[0583] Compound 176 can be synthesized, for example, through the following reaction scheme 4.

[0584] Reaction scheme 4

[0585]

[0586] (Synthesis of intermediate 176-1)

[0587] 2-Bromo-1-(bromomethyl)-4-chlorobenzene (CAS No. = 33924-45-7) was reacted with 2-benzimidazolinthion (CAS No. = 583-39-1) in the presence of Cu to obtain intermediate 176-1. The following M+1 peak was confirmed for intermediate 176-1 by liquid chromatography-mass spectrometry (LC-MS).

[0588] C 14 H9ClN2S: M+1 273.01

[0589] (Synthesis of intermediate 176-2)

[0590] Intermediate 176-1 was reacted with bis(pinacol)diboron in the presence of a Pd catalyst to obtain intermediate 176-2. The following M+1 peak was confirmed for intermediate 176-2 by liquid chromatography-mass spectrometry (LC-MS).

[0591] C 20 H 21 BN2O2S: M+1 365.17

[0592] (Synthesis of intermediate 176-3)

[0593] Intermediate 176-2 was reacted with bis(3-bromophenyl)diphenylsilane (CAS No. = 500886-98-6) in the presence of a Pd catalyst to obtain intermediate 176-3. The following M+1 peak was confirmed for intermediate 176-3 by liquid chromatography-mass spectrometry (LC-MS).

[0594] C 38 H 27 BrN2SSi: M+1 651.08

[0595] (Synthesis of compound 176)

[0596] 6 g of intermediate 176-3, 1.5 g of 9H-carbazole (CAS No. = 86-74-8), 0.4 g of sodium tert-butoxide, 1.3 g of tris(dibenzylacetone)dipalladium(0), 0.4 mL of tritert-butylphosphine, and 50 mL of toluene were placed in a reaction vessel and refluxed for 24 hours. After the reaction was complete, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried with magnesium sulfate, and the solvent was evaporated from it. The obtained residue was separated and purified by silica gel column chromatography to obtain 5.6 g (yield: 83%) of compound 176. The final product was further purified by LC-MS and... 1 H-NMR confirmed compound 176.

[0597] Synthesis Example 5: Synthesis of Compound 201

[0598] Compound 201 can be synthesized, for example, through the following reaction scheme 5.

[0599] Reaction scheme 5

[0600]

[0601] (Synthesis of intermediate 201-1)

[0602] 1-(bromomethyl)-2-iodobenzene (CAS No. = 40400-13-3) was reacted with 5-chloro-1,3-dihydro-2H-benzimidazole-2-thione (CAS No. = 25369-78-2) to obtain intermediate 201-1. The following M+1 peak was confirmed for intermediate 201-1 by liquid chromatography-mass spectrometry (LC-MS).

[0603] C 14 H9ClN2S: M+1 273.02

[0604] (Synthesis of compound 201)

[0605] 5 g of intermediate 201-1, 8.5 g of 4,4,5,5-tetramethyl-2-[3-(triphenylsilyl)phenyl]-1,3,2-dioxaboranecyclopentane (CAS No. = 1391041-75-0), 6.3 g of potassium carbonate, 1 g of tetra(triphenylphosphine)palladium(0), 100 mL of toluene, and 25 mL of distilled water were placed in a reaction vessel and refluxed for 24 hours. After the reaction was complete, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried with magnesium sulfate, and the solvent was evaporated from it. The obtained residue was separated and purified by silica gel column chromatography to obtain 7.3 g (yield: 70%) of compound 201. The final product was further purified by LC-MS and... 1 H-NMR confirmed compound 201.

[0606] Synthesis Example 6: Synthesis of Compound 214

[0607] Compound 214 can be synthesized, for example, through the following reaction scheme 6.

[0608] Reaction scheme 6

[0609]

[0610] (Synthesis of intermediate 214-1)

[0611] Intermediate 214-1 was obtained in the same manner as intermediate 201-1. The following M+1 peak was confirmed for intermediate 214-1 by liquid chromatography-mass spectrometry (LC-MS).

[0612] C 14 H9ClN2S: M+1 273.02

[0613] (Synthesis of compound 214)

[0614] 4 g of intermediate 214-1, 2.5 g of 9H-carbazole (CAS No. = 86-74-8), 2.1 g of sodium tert-butoxide, 0.67 g of tris(dibenzylacetone)dipalladium(0), 0.6 mL of tritert-butylphosphine, and 75 mL of toluene were placed in a reaction vessel and refluxed for 24 hours. After the reaction was complete, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried with magnesium sulfate, and the solvent was evaporated from it. The obtained residue was separated and purified by silica gel column chromatography to obtain 4.3 g (yield: 73%) of compound 214. The final product was further purified by LC-MS and... 1 H-NMR confirmed compound 214.

[0615] Synthesis Example 7: Synthesis of Compound 257

[0616] Compound 257 can be synthesized, for example, by the following reaction scheme 7.

[0617] Reaction Scheme 7

[0618]

[0619] (Synthesis of intermediate 257-1)

[0620] 2-(chloromethyl)-1H-benzimidazole (CAS No. = 4857-04-9) was reacted with 5-bromo-2-iodophenol (CAS No. = 858855-11-5) in the presence of a Cu catalyst to obtain intermediate 257-1. The following M+1 peak was confirmed for intermediate 257-1 by liquid chromatography-mass spectrometry (LC-MS).

[0621] C 14 H9BrN2O: M+1 300.99

[0622] (Synthesis of compound 257)

[0623] 4 g of intermediate 257-1, 5.7 g of 2-(triphenylsilyl)-9H-carbazole (CAS No. = 1262866-95-4), 1.9 g of sodium tert-butoxide, 0.6 g of tris(dibenzylacetone)dipalladium(0), 0.5 mL of tritert-butylphosphine, and 70 mL of toluene were placed in a reaction vessel and refluxed for 24 hours. After the reaction was complete, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried with magnesium sulfate, and the solvent was evaporated from it. The obtained residue was separated and purified by silica gel column chromatography to obtain 6.9 g (yield: 81%) of compound 257. The final product was further purified by LC-MS and... 1 H-NMR confirmed compound 257.

[0624] Synthesis Example 8: Synthesis of Compound 289

[0625] Compound 289 can be synthesized, for example, by the following reaction scheme 8.

[0626] Reaction Scheme 8

[0627]

[0628] (Synthesis of intermediate 289-1)

[0629] Intermediate 289-1 was obtained in the same manner as intermediate 257-1, but with 4-bromo-2-iodophenol (CAS No. = 207115-22-8) instead of 5-bromo-2-iodophenol (CAS No. = 858855-11-5). The following M+1 peak was confirmed for intermediate 289-1 by liquid chromatography-mass spectrometry (LC-MS).

[0630] C 14 H9BrN2O: M+1 300.99

[0631] (Synthesis of compound 289)

[0632] 4 g of intermediate 289-1, 2.8 g of 4-dibenzofuranboronic acid (CAS No. = 100124-06-9), 4.6 g of potassium carbonate, 0.77 g of tetrakis(triphenylphosphine)palladium(0), 60 mL of toluene, and 15 mL of distilled water were placed in a reaction vessel and refluxed for 24 hours. After the reaction was complete, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried with magnesium sulfate, and the solvent was evaporated from it. The obtained residue was separated and purified by silica gel column chromatography to obtain 3.5 g (yield: 68%) of compound 289. The final product was further purified by LC-MS and... 1 Compound 289 was confirmed by H-NMR.

[0633] Synthesis Example 9: Synthesis of Compound 291

[0634] Compound 291 can be synthesized, for example, by the following reaction scheme 9.

[0635] Reaction Scheme 9

[0636]

[0637] (Synthesis of compound 291)

[0638] The same method was used to synthesize compound 289, but 2-dibenzothiophenylboronic acid (CAS No. = 668983-97-9) was used instead of 4-dibenzofuranboronic acid (CAS No. = 100124-06-9). 4 g (75%) of compound 291 was obtained. The results were obtained by LC-MS and... 1 Compound 291 was confirmed by H-NMR.

[0639] The compounds synthesized according to Synthetic Examples 1 to 9 1 H NMR and MS / FAB are shown in Table 1 below.

[0640] By referring to the synthetic routes and source materials described above, those skilled in the art can readily recognize methods for synthesizing other compounds besides those shown in Table 1.

[0641] Table 1

[0642]

[0643]

[0644] Example 1

[0645] For the first electrode (anode), use a electrode with... An ITO substrate of a certain thickness was prepared by ultrasonic cleaning with isopropanol and pure water for 5 minutes each, followed by irradiation with ultraviolet light for 30 minutes and exposure to ozone. The cleaned ITO substrate was then mounted on a vacuum deposition apparatus.

[0646] N,N'-bis(1-naphthyl)-N,N'-diphenylbenzidine (NPB) was vacuum deposited onto a pre-cleaned ITO substrate to form a structure with... A hole injection layer of varying thickness is formed. mCP is vacuum-deposited onto the hole injection layer to create a layer with... A hole transport layer of a certain thickness.

[0647] Compound 2 (host) and Ir(pmp)3 (dopant) were co-deposited on the hole transport layer at a weight ratio of 92:8 to form a structure with... The thickness of the emission layer.

[0648] Then, 3-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ) is deposited on the emitter layer to form a structure with An electron transport layer of a certain thickness is formed. LiF, as a haloalkali metal, is deposited on the electron transport layer to form an electron transport layer with... An electron-injected layer of a certain thickness is formed, and Al is vacuum-deposited onto the electron-injected layer to form a layer with [missing information]. The second electrode (cathode) with a thickness of [thickness] is formed, thus completing the formation of the LiF / Al electrode.

[0649] The materials used in the organic light-emitting devices described above can be represented by the following formula.

[0650]

[0651] Examples 2 to 9

[0652] The organic light-emitting device was manufactured in the same manner as in Example 1, but the compounds in Table 2 were used to form the emission layer.

[0653] Comparative Example 1 and Comparative Example 2

[0654] The organic light-emitting device was manufactured in the same manner as in Example 1, but compounds C1 and C2 were used to form the emission layer.

[0655] Evaluation Example: Evaluation of OLED Characteristics

[0656] To evaluate the characteristics of the organic light-emitting devices manufactured in Examples 1 to 9, and Comparative Examples 1 and 2, their performance at 2.3 mA / cm² was measured. 2 The driving voltage and maximum quantum efficiency at the given current density were measured. The driving voltage and current density of the organic light-emitting device were measured using a source meter (Keithley Instrument, 2400 series), and the maximum quantum efficiency was measured using an external quantum efficiency measurement device C9920-2-12 from Hamamatsu Photonics Inc. In evaluating the maximum quantum efficiency, luminance / current density was measured using a luminance meter with calibrated wavelength sensitivity, and the maximum quantum efficiency was converted by assuming the introduction of an angular luminance distribution (Lambertian) of a perfectly reflective diffuser. Table 2 below shows the evaluation results of the organic light-emitting device characteristics.

[0657] Table 2

[0658]

[0659]

[0660] Referring to the results in Table 2, it can be seen that, compared with the organic light-emitting devices of Comparative Example 1 and Comparative Example 2, the organic light-emitting devices of Examples 1 to 9 have lower driving voltages and higher maximum quantum efficiencies.

[0661] Light-emitting devices comprising heterocyclic compounds according to embodiments of the present disclosure may have low driving voltage, improved efficiency, and / or improved lifespan.

[0662] It should be understood that the embodiments described herein are for descriptive purposes only and not for limiting 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, those skilled in the art will understand that various changes in form and detail may be made therein without departing from the spirit and scope defined by the claims.

Claims

1. A light-emitting device, comprising: First electrode; Second electrode; An intermediate layer located between the first electrode and the second electrode, and including an emission layer, and At least one heterocyclic compound represented by Formula 1: Formula 1 In Equation 1, i) X 11 It is O or S and X 12 It is C(R) 19 (R) 20 ), or ii) X 11 It is C(R) 19 (R) 20 And X 12 Is it O or S? Y 11 and Y 12 Each is either N or C. R 11 To R 20 Each independently is -(L 21 ) a21 -(R 21 ) b21 The indicated groups include hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl groups, cyano groups, nitro groups, amino groups, amido groups, hydrazine groups, hydrazone groups, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, unsubstituted groups or groups with at least one R. 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl groups, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl thioyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), wherein R 11 To R 20 At least one of them is -(L 21 ) a21 -(R 21 ) b21 The group represented, L 21 It is a single key. -N(R 31 )- '、 -Si(R 31 (R) 32 )- ', unsubstituted or by at least one R 10a Replacement C5-C 60 Carbocyclic group, or unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, a21 is an integer selected from 1 to 5. R 21 It is unsubstituted or by at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), b21 is an integer selected from 1 to 5. R 31 and R 32 Each of the following is independently a hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amido group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, unsubstituted or with at least one R 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl groups, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl thioyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), R 10a yes: Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group or nitro group, Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thioyl groups, -Si(Q) 11 (Q) 12 (Q) 13 -C(Q) 11 (Q) 12 (Q) 13 -B(Q) 11 (Q) 12 -N(Q) 11 (Q) 12 -P(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 -P(=S)(Q) 11 (Q) 12 C1-C substituted by (or any combination thereof) 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group or C1-C 60 alkoxy group; Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group, C1-C 60 alkoxy group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thioyl groups, -Si(Q) 21 (Q) 22 (Q) 23 -C(Q) 21 (Q) 22 (Q) 23 -B(Q) 21 (Q) 22 -N(Q) 21 (Q) 22 -P(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or -P(=S)(Q 21 (Q) 22 C3-C replaced by any combination thereof 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group or C6-C 60 aryl thioyl group; or -Si(Q 31 )(Q 32 )(Q 33 ), -C(Q 31 )(Q 32 )(Q 33 ), -B(Q 31 )(Q 32 ), -N(Q 31 )(Q 32 ), -P(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)(Q 31 ), -S(=O)₂(Q 31 ), -P(=O)(Q 31 )(Q 32 ) or -P(=S)(Q 31 )(Q 32 ), Among them, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of the following is independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy groups; or each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with alkoxy groups, phenyl groups, biphenyl groups, or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups, and and Each represents a binding site with an adjacent atom. The light-emitting device further includes a covering layer located outside the first electrode and / or outside the second electrode. The capping layer contains at least one heterocyclic compound represented by Formula 1.

2. The light-emitting device as claimed in claim 1, wherein the first electrode comprises ITO, IZO, SnO2, ZnO, Mg, Ag, Al, Al-Li, Ca, Mg-In, Mg-Ag, or any combination thereof, and The second electrode contains Li, Ag, Mg, Al, Al-Li, Ca, Mg-In, Mg-Ag, Yb, Ag-Yb, ITO, IZO, or any combination thereof.

3. The light-emitting device as claimed in claim 1, wherein the first electrode of the light-emitting device is an anode. The second electrode of the light-emitting device is a cathode. The intermediate layer further includes a hole transport region between the first electrode and the emitter layer and an electron transport region between the emitter layer and the second electrode. The hole transport region includes a hole injection layer, a hole transport layer, an emission assist 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.

4. The light-emitting device of claim 1, wherein the emitting layer comprises the at least one heterocyclic compound represented by Formula 1.

5. The light-emitting device of claim 4, wherein the emitting layer comprises a host and a dopant. The amount of the host in the emitter layer is greater than the amount of the dopant in the emitter layer. The main body includes at least one heterocyclic compound represented by Formula 1, and The dopant includes phosphorescent dopant, thermally activated delayed fluorescence dopant, or a combination thereof.

6. The light-emitting device of claim 4, wherein the emitting layer emits blue light.

7. Electronic devices, including light-emitting devices and thin-film transistors, The light-emitting device includes: First electrode; Second electrode; An intermediate layer located between the first electrode and the second electrode, and including an emission layer, and At least one heterocyclic compound represented by Formula 1: Formula 1 In Equation 1, i) X 11 It is O or S and X 12 It is C(R) 19 (R) 20 ), or ii) X 11 It is C(R) 19 (R) 20 And X 12 Is it O or S? Y 11 and Y 12 Each is either N or C. R 11 To R 20 Each independently is -(L 21 ) a21 -(R 21 ) b21 The indicated groups include hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl groups, cyano groups, nitro groups, amino groups, amido groups, hydrazine groups, hydrazone groups, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, unsubstituted groups or groups with at least one R. 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl groups, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl thioyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), wherein R 11 To R 20 At least one of them is -(L 21 ) a21 -(R 21 ) b21 The group represented, L 21 It is a single key. -N(R 31 )- '、 -Si(R 31 (R) 32 )- ', unsubstituted or by at least one R 10a Replacement C5-C 60 Carbocyclic group, or unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, a21 is an integer selected from 1 to 5. R 21 It is unsubstituted or by at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), b21 is an integer selected from 1 to 5. R 31 and R 32 Each of the following is independently a hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amido group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, unsubstituted or with at least one R 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl groups, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl thioyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), R 10a yes: Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group or nitro group, Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thioyl groups, -Si(Q) 11 (Q) 12 (Q) 13 -C(Q) 11 (Q) 12 (Q) 13 -B(Q) 11 (Q) 12 -N(Q) 11 (Q) 12 -P(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 -P(=S)(Q) 11 (Q) 12 C1-C substituted by (or any combination thereof) 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group or C1-C 60 alkoxy group; Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group, C1-C 60 alkoxy group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thioyl groups, -Si(Q) 21 (Q) 22 (Q) 23 -C(Q) 21 (Q) 22 (Q) 23 -B(Q) 21 (Q) 22 -N(Q) 21 (Q) 22 -P(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or -P(=S)(Q 21 (Q) 22 C3-C replaced by any combination thereof 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group or C6-C 60 aryl thioyl group; or -Si(Q 31 )(Q 32 )(Q 33 ), -C(Q 31 )(Q 32 )(Q 33 ), -B(Q 31 )(Q 32 ), -N(Q 31 )(Q 32 ), -P(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)(Q 31 ), -S(=O)₂(Q 31 ), -P(=O)(Q 31 )(Q 32 ) or -P(=S)(Q 31 )(Q 32 ), Among them, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of the following is independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy groups; or each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with alkoxy groups, phenyl groups, biphenyl groups, or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups, and and Each represents the binding site with the adjacent atom, and The thin-film transistor includes a source electrode and a drain electrode, and the first electrode of the light-emitting device is electrically connected to one of the source electrode and the drain electrode of the thin-film transistor.

8. The electronic device of claim 7, wherein the first electrode comprises ITO, IZO, SnO2, ZnO, Mg, Ag, Al, Al-Li, Ca, Mg-In, Mg-Ag, or any combination thereof, and The second electrode contains Li, Ag, Mg, Al, Al-Li, Ca, Mg-In, Mg-Ag, Yb, Ag-Yb, ITO, IZO, or any combination thereof.

9. The electronic device of claim 7, wherein the first electrode of the light-emitting device is an anode. The second electrode of the light-emitting device is a cathode. The intermediate layer further includes a hole transport region between the first electrode and the emitter layer and an electron transport region between the emitter layer and the second electrode. The hole transport region includes a hole injection layer, a hole transport layer, an emission assist 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.

10. The electronic device of claim 7, wherein the emitter layer comprises the at least one heterocyclic compound represented by Formula 1.

11. The electronic device of claim 10, wherein the emitter layer comprises a body and a dopant. The amount of the host in the emitter layer is greater than the amount of the dopant in the emitter layer. The main body includes at least one heterocyclic compound represented by Formula 1, and The dopant includes phosphorescent dopant, thermally activated delayed fluorescence dopant, or a combination thereof.

12. The electronic device of claim 10, wherein the emitting layer emits blue light.

13. The electronic device of claim 7, further comprising a covering layer located outside the first electrode and / or outside the second electrode. The capping layer contains at least one heterocyclic compound represented by Formula 1.

14. Heterocyclic compounds represented by Formula 1: Formula 1 in, In Equation 1, i) X 11 It is O or S and X 12 It is C(R) 19 (R) 20 ), or ii) X 11 It is C(R) 19 (R) 20 And X 12 Is it O or S? Y 11 and Y 12 Each is either N or C. R 11 To R 20 Each independently is -(L 21 ) a21 -(R 21 ) b21 The indicated groups include hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl groups, cyano groups, nitro groups, amino groups, amido groups, hydrazine groups, hydrazone groups, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, unsubstituted groups or groups with at least one R. 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl groups, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl thioyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), wherein R 11 To R 20 At least one of them is -(L 21 ) a21 -(R 21 ) b21 The group represented, L 21 It is a single key. -N(R 31 )- '、 -Si(R 31 (R) 32 )- ', unsubstituted or by at least one R 10a Replacement C5-C 60 Carbocyclic group, or unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, a21 is an integer selected from 1 to 5. R 21 It is unsubstituted or by at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), b21 is an integer selected from 1 to 5. R 31 and R 32 Each of the following is independently a hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amido group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, unsubstituted or with at least one R 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl groups, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkenyl groups, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl thioyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl groups, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), R 10a yes: Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group or nitro group, Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thioyl groups, -Si(Q) 11 (Q) 12 (Q) 13 -C(Q) 11 (Q) 12 (Q) 13 -B(Q) 11 (Q) 12 -N(Q) 11 (Q) 12 -P(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 -P(=S)(Q) 11 (Q) 12 C1-C substituted by (or any combination thereof) 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group or C1-C 60 alkoxy group; Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group, C1-C 60 alkoxy group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thioyl groups, -Si(Q) 21 (Q) 22 (Q) 23 -C(Q) 21 (Q) 22 (Q) 23 -B(Q) 21 (Q) 22 -N(Q) 21 (Q) 22 -P(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or -P(=S)(Q 21 (Q) 22 C3-C replaced by any combination thereof 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group or C6-C 60 aryl thioyl group; or -Si(Q 31 )(Q 32 )(Q 33 ), -C(Q 31 )(Q 32 )(Q 33 ), -B(Q 31 )(Q 32 ), -N(Q 31 )(Q 32 ), -P(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)(Q 31 ), -S(=O)₂(Q 31 ), -P(=O)(Q 31 )(Q 32 ) or -P(=S)(Q 31 )(Q 32 ), Among them, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of the following is independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy groups; or each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with alkoxy groups, phenyl groups, biphenyl groups, or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups, and and Each represents a binding site with an adjacent atom. The heterocyclic compounds represented by Formula 1 do not include the following compounds: 。 15. The heterocyclic compound of claim 14, wherein Y 11 and Y 12 Each of them is N; Y 11 and Y 12 Each of them is C; or Y 11 and Y 12 One of them is N and the other is C.

16. The heterocyclic compound of claim 14, wherein Y 11 It is C and Y 12 It is N.

17. The heterocyclic compound of claim 14, wherein R 11 To R 18 One or two of them are -(L 21 ) a21 -(R 21 ) b21 express.

18. The heterocyclic compound of claim 14, wherein R 11 To R 18 One of them is -(L 21 ) a21 -(R 21 ) b21 express.

19. The heterocyclic compound of claim 14, wherein R 12 R 13 R 16 Or R 17 It is by -(L 21 ) a21 -(R 21 ) b21 The group indicated.

20. The heterocyclic compound of claim 14, wherein L 21 yes: single key or -Si(R 31 (R) 32 )- ';or Each unsubstituted or replaced group, including deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidine group, hydrazine group, hydrazone group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, pentanenyl group, indole group, naphthyl group, chamomile cycloyl group, heptenyl group, indoleyl group, acenaphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-benzofluorenyl-fluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenatenyl group, phenanthrene group, anthraceneyl group, fluoranyl group, pyrene group, phenylyl group, tetraphenyl group, styryl group, perylyl group, pyrroleyl group, thiopheneyl group, furanyl group, Thiolyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, carbazole group, benzothiopyrrolyl group, dibenzothiopyrrolyl group, quinolinyl group, isoquinolinyl group, benzimidazoleyl group, imidazopyridyl group, imidazopyrimidyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -B(Q) 31 (Q) 32 -N(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)(Q) 31 -S(=O)2(Q) 31 -P(=O)(Q) 31 (Q) 32 -P(=S)(Q) 31 (Q) 32 ) or any combination thereof, substituted with phenyl groups, pentanene groups, indene groups, naphthyl groups, chamomile ring groups, heptane groups, indole groups, acenaphthene groups, fluorene groups, spiro-difluorene groups, spiro-benzo[a]fluorene-fluorene groups, benzo[a]fluorene groups, dibenzo[a]fluorene groups, phenanthracene groups, anthracene groups, fluoranthene groups, pyrene groups, phenanthrene groups, tetraphenyl groups, styrene groups, perylene groups, pyrrole groups, thiophene groups, furan groups, thiophene groups Groups, imidazole groups, pyrazole groups, thiazole groups, isothiazole groups, oxazole groups, isoxazole groups, pyridine groups, pyrazine groups, pyrimidine groups, pyridazine groups, triazine groups, benzofuran groups, benzothiophene groups, dibenzofuran groups, dibenzothiophene groups, carbazole groups, benzothiophene groups, dibenzothiophene groups, quinoline groups, isoquinoline groups, benzimidazole groups, imidazopyridine groups, or imidazopyrimidine groups. R 31 and R 32 Each of these groups independently represents hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidine group, hydrazine group, hydrazone group, C1-C. 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, pentanenyl group, indole group, naphthyl group, chamomile cycloyl group, heptenyl group, indoleyl group, acenaphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-benzofluorenyl-fluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenatenyl group, phenanthrene group, anthraceneyl group, fluoranyl group, pyrene group, phenylyl group, tetraphenyl group, styryl group, perylyl group, pyrroleyl group, thiopheneyl group, furanyl group, Thiolyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, carbazole group, benzothiopyrrolyl group, dibenzothiopyrrolyl group, quinolinyl group, isoquinolinyl group, benzimidazoleyl group, imidazopyridyl group, imidazopyrimidyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -B(Q) 31 (Q) 32 -N(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)(Q) 31 -S(=O)2(Q) 31 -P(=O)(Q) 31 (Q) 32 ) or -P(=S)(Q 31 (Q) 32 ),as well as R 21 It is: each of the following groups: unsubstituted or replaced by deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidine group, hydrazine group, hydrazone group, C1-C 20 Alkyl groups, C1-C groups substituted with at least one phenyl group 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-fluoren-benzofluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenanthrene group, anthracene group, fluoranyl group, benzo[a]phenanthrene group, pyrene group, thionyl group, peryl group, pentaphenyl group, hexaphenyl group, pentaphenyl group, pyrroleyl group, thiopheneyl group, furanyl group, thiorroleyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, indoleyl group, isoindoleyl group Quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthidyl group, quinoxalinyl group, quinazolinyl group, cyclophosphinyl group, phenanthridine group, acridineyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzothiophenyl group, carbazole group, benzocarbazole group, dibenzocarbazole group, azafluorenyl group, azaspiro-difluorenyl group, dibenzothiophenylfluorenyl group, azacarbazole group, diazacarbazole group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, imidazopyridyl group, imidazopyrimidinyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 The cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-fluorenyl-benzofluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenatenyl group, anthracene group, fluoranyl group, benzo[a]phenanthryl group, pyrene group, thioyl group, peryl group, pentaphenyl group, hexaphenyl group, pentaphenyl group, pyrroleyl group, thiophene group, furanyl group, thiorhezolyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, indoleyl group, isoindoleyl group, quin Phinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthidyl group, quinoxalinyl group, quinazolinyl group, cyclophosphinyl group, phenanthridine group, acridineyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzothiophenyl group, carbazole group, benzocarbazole group, dibenzocarbazole group, azafluorenyl group, azaspiro-difluorenyl group, dibenzothiophenylfluorenyl group, azacarbazole group, diazacarbazole group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, imidazopyridyl group or imidazopyrimidyl group; or -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -N(Q1)(Q2) or -B(Q1)(Q2), Among them, Q1 to Q3 and Q 31 To Q 33 Each is independently C1-C 10 Alkyl groups, C1-C 10 Alkoxy group, phenyl group, phenyl group substituted with cyano group, biphenyl group, terphenyl group or naphthyl group.

21. The heterocyclic compound of claim 14, wherein R 21 It is a group represented by one of the formulas 5-1 to 5-20: in, In equations 5-1 to 5-20, X 51 It is O, S, N(R) 53 ) or C(R 53 (R) 54 ); R 51 To R 54 Each of these groups independently represents hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidine group, hydrazine group, hydrazone group, C1-C. 20 Alkyl groups, C1-C groups substituted with at least one phenyl group 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-fluoren-benzofluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenatenyl group, anthracene group, fluoranyl group, benzo[a]phenanthrene group, pyridyl group, pyrazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzo[a]quinolinyl group, naphthinyl group, quinoxalinyl group, quinazolinyl group, carbazole group, phenanthryl group, acridine group, phenanthrene-rheinyl group, phenanthrolyl group, phenazinyl group, dibenzofuranyl group, dibenzothiopheneyl group, dibenzothiorheinyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) or -B(Q 31 (Q) 32 ), b51 is an integer selected from 1 to 5. b52 is an integer selected from 1 to 7. b53 is an integer selected from 1 to 9. b54 is an integer selected from 1 to 4. b55 is an integer selected from 1 to 3. Q 31 To Q 33 Each is independently C1-C 10 Alkyl groups, C1-C 10 Alkoxy groups, phenyl groups, phenyl groups substituted with cyano groups, biphenyl groups, terphenyl groups, or naphthyl groups, and Indicates the binding site with adjacent atoms.

22. The heterocyclic compound of claim 14, wherein... R 11 To R 20 Each independently is -(L 21 ) a21 -(R 21 ) b21 The groups represented are hydrogen, deuterium, -F, -Cl, -Br, -I, cyano groups, and C1-C. 20 Alkyl groups, C1-C groups substituted with at least one phenyl group 20 alkyl groups or C1-C 20 alkoxy group; Each unsubstituted or replaced group, including deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidine group, hydrazine group, hydrazone group, C1-C 20 Alkyl groups, C1-C groups substituted with at least one phenyl group 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-fluoren-benzofluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenanthrene group, anthracene group, fluoranyl group, benzo[a]phenanthrene group, pyrene group, thionyl group, peryl group, pentaphenyl group, hexaphenyl group, pentaphenyl group, pyrroleyl group, thiopheneyl group, furanyl group, thiorroleyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, indoleyl group, isoindoleyl group Quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthidyl group, quinoxalinyl group, quinazolinyl group, cyclophosphinyl group, phenanthridine group, acridineyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzothiophenyl group, carbazole group, benzocarbazole group, dibenzocarbazole group, azafluorenyl group, azaspiro-difluorenyl group, dibenzothiophenylfluorenyl group, azacarbazole group, diazacarbazole group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, imidazopyridyl group, imidazopyrimidinyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 The cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-fluoren-benzofluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenatenyl group, anthracene group, fluoranyl group, benzo[a]phenanthryl group, pyrene group, thionyl group, peryl group, pentaphenyl group, hexaphenyl group, pentaphenyl group, pyrroleyl group, thiophene group, furanyl group, thiorroleyl group, imidazole group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, indoleyl group, or any combination thereof are substituted with cyclopentyl groups, cyclohexyl groups, cyclohexyl groups, cyclohexyl groups, phenyl groups, biphenyl groups, pyridinyl groups, pyrazinyl groups, triazinyl groups, or indoleyl groups. Isoindolyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthidyl group, quinoxalinyl group, quinazolinyl group, cyclolinyl group, phenanthridine group, acridineyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzothiophenyl group, carbazole group, benzocarbazole group, dibenzocarbazole group, azafluorenyl group, azaspiro-difluorenyl group, dibenzothiophenylfluorenyl group, azacarbazole group, diazacarbazole group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, imidazopyridyl group or imidazopyrimidyl group; or -Si(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -N(Q1)(Q2) or -B(Q1)(Q2), Among them, Q1 to Q3 and Q 31 To Q 33 Each is independently C1-C 10 Alkyl groups, C1-C 10 Alkoxy group, phenyl group, phenyl group substituted with cyano group, biphenyl group, terphenyl group or naphthyl group.

23. The heterocyclic compound of claim 14, wherein R 11 To R 20 Each independently is -(L 21 ) a21 -(R 21 ) b21 The groups represented are hydrogen, deuterium, -F, -Cl, -Br, -I, cyano groups, and C1-C. 20 An alkyl group or a group represented by one of formulas 5-1 to 5-20: in, In equations 5-1 to 5-20, X 51 It is O, S, N(R) 53 ) or C(R 53 (R) 54 ); R 51 To R 54 Each of these groups independently represents hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidine group, hydrazine group, hydrazone group, C1-C. 20 Alkyl groups, C1-C groups substituted with at least one phenyl group 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, naphthyl group, fluorenyl group, spiro-difluorenyl group, spiro-fluoren-benzofluorenyl group, benzo[a]fluorenyl group, dibenzo[a]fluorenyl group, phenatenyl group, anthracene group, fluoranyl group, benzo[a]phenanthrene group, pyridyl group, pyrazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzo[a]quinolinyl group, naphthinyl group, quinoxalinyl group, quinazolinyl group, carbazole group, phenanthryl group, acridine group, phenanthrene-rheinyl group, phenanthrolyl group, phenazinyl group, dibenzofuranyl group, dibenzothiopheneyl group, dibenzothiorheinyl group, -Si(Q) 31 (Q) 32 (Q) 33 -C(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) or -B(Q 31 (Q) 32 ), b51 is an integer selected from 1 to 5. b52 is an integer selected from 1 to 7. b53 is an integer selected from 1 to 9. b54 is an integer selected from 1 to 4. b55 is an integer selected from 1 to 3. Q 31 To Q 33 Each is independently C1-C 10 Alkyl groups, C1-C 10 Alkoxy groups, phenyl groups, phenyl groups substituted with cyano groups, biphenyl groups, terphenyl groups, or naphthyl groups, and Indicates the binding site with adjacent atoms.

24. The heterocyclic compound of claim 14, wherein the at least one heterocyclic compound is represented by one of formulas 1-1 to 1-8: in, In equations 1-1 to 1-8, X 11 and X 12 Each is independently O or S, and L 21 a21 and R 11 To R 21 Same as described with respect to Equation 1.

25. The heterocyclic compound of claim 14, wherein the heterocyclic compound belongs to Group I or Group II: Group I Group II 。 26. A light-emitting device, comprising: First electrode; Second electrode; An intermediate layer located between the first electrode and the second electrode, and including an emission layer, and At least one heterocyclic compound according to any one of claims 14 to 25.

27. The light-emitting device according to claim 26, wherein the first electrode comprises ITO, IZO, SnO2, ZnO, Mg, Ag, Al, Al-Li, Ca, Mg-In, Mg-Ag, or any combination thereof, and The second electrode contains Li, Ag, Mg, Al, Al-Li, Ca, Mg-In, Mg-Ag, Yb, Ag-Yb, ITO, IZO, or any combination thereof.

28. The light-emitting device of claim 26, wherein the first electrode of the light-emitting device is an anode. The second electrode of the light-emitting device is a cathode. The intermediate layer further includes a hole transport region between the first electrode and the emitter layer and an electron transport region between the emitter layer and the second electrode. The hole transport region includes a hole injection layer, a hole transport layer, an emission assist 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.

29. The light-emitting device of claim 26, wherein the emitting layer comprises at least one heterocyclic compound according to any one of claims 14 to 25.

30. The light-emitting device of claim 29, wherein the emitting layer comprises a host and a dopant. The amount of the host in the emitter layer is greater than the amount of the dopant in the emitter layer. The main body includes at least one heterocyclic compound according to any one of claims 14 to 25, and The dopant includes phosphorescent dopant, thermally activated delayed fluorescence dopant, or a combination thereof.

31. The light-emitting device of claim 29, wherein the emitting layer emits blue light.

32. The light-emitting device of claim 26, further comprising a covering layer located outside the first electrode and / or outside the second electrode. The coating layer comprises at least one heterocyclic compound according to any one of claims 14 to 25.

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