Heterocyclic compound, light-emitting element including the heterocyclic compound, and electronic device

Abstract

Disclosed is a heterocyclic compound represented by the following Chemical Formula 1, a light-emitting element including the heterocyclic compound, and an electronic appliance including the light-emitting element. <Chemical Formula 1> The description regarding the Chemical Formula 1 is made with reference to the content described in this specification.

Description

Technical Field

[0001] The invention relates to a heterocyclic compound, a light-emitting element comprising the heterocyclic compound, and an electronic device comprising the light-emitting element. Background Technology

[0002] Among light-emitting elements, organic light-emitting devices (OLEDs), as self-emissive elements, not only have a wide viewing angle and excellent contrast compared to existing elements, but also have a fast response time, superior luminance characteristics, driving voltage characteristics, and response speed characteristics, and can be multi-colored.

[0003] The organic light-emitting element may have the following structure: a first electrode is disposed on the upper part of a substrate, and a hole transport region, a light-emitting layer, an electron transport region, and a second electrode are sequentially formed on the upper part of the first electrode. Holes injected from the first electrode move to the light-emitting layer via the hole transport region, and electrons injected from the second electrode move to the light-emitting layer via the electron transport region. Charge carriers such as holes and electrons recombine in the light-emitting layer region to generate excitons. These excitons change from an excited state to a ground state and generate light. Summary of the Invention

[0004] The purpose of this invention is to provide a heterocyclic compound, a light-emitting element comprising the heterocyclic compound, and an electronic device comprising the light-emitting element.

[0005] According to one aspect, a light-emitting element is provided, comprising: a first electrode; a second electrode facing the first electrode; an intermediate layer disposed between the first electrode and the second electrode, and including a light-emitting layer; and one or more heterocyclic compounds represented by the following chemical formula 1.

[0006] <Chemical Formula 1>

[0007]

[0008] In the aforementioned chemical formula 1, A1 to A3 are independently of each other: [The following is a list of components, likely related to R and its properties, and is not translated as it is not part of the main text.] 10a C5-C, whether replaced or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups;

[0009] L1 to L3 are independent single bonds, *-Si(R) 11 (R) 12 )-*'、by at least one R 10aC5-C, whether replaced or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups;

[0010] * and *' represent the bonding sites with adjacent atoms;

[0011] a1 to a3 are each an integer from 0 to 5, independent of each other;

[0012] E1 to E3 are independently controlled by at least one R 20 Substituted or unsubstituted carbazole groups or groups represented by the following chemical formula 2,

[0013] <Chemical Formula 2>

[0014]

[0015] In chemical formula 1 and chemical formula 2,

[0016] d22 is one of the integers from 1 to 14.

[0017] d24 is an integer from 1 to 4.

[0018] d26 is an integer from 1 to 6.

[0019] In the chemical formula 2, * represents the bonding site with an adjacent atom.

[0020] b1 to b3 are each an integer from 1 to 3, independent of each other.

[0021] n1 to n3 are independent integers from 0 to 3, and n1 + n2 + n3 is an integer greater than 1.

[0022] R1 to R4, R 11 R 12 and R 20 Independently, each of the following groups is hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, or is associated with at least one R. 10a C1-C, whether substituted or not 60 Alkyl group, with at least one R 10a C2-C, whether substituted or not 60 alkenyl, with at least one R 10a C2-C, whether substituted or not 60 Alkyne group, with at least one R 10a C1-C, whether substituted or not 60 Alkyl group, by at least one R 10a C3-C, whether substituted or not 60Carbocyclic group, with at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups, with at least one R 10a Replaced or unreplaced C6-C 60 aryloxy group, with at least one R 10a Replaced or unreplaced C6-C 60 Arylthiols, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2),

[0023] d1 to d3 are independent integers from 1 to 10.

[0024] d4 is an integer from 1 to 14.

[0025] The R 10a for:

[0026] Deuterium (D), -F, -Cl, -Br, -I, hydroxyl, cyano, or nitro;

[0027] The radicals -deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, and C3-C are used. 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -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 (or any combination thereof) replacing or not replacing C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group or C1-C 60 Alkoxy;

[0028] The radicals -deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -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 (or any combination thereof) replacing or not replacing C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy or C6-C 60 aryl thiols; or

[0029] -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 ),

[0030] Among them, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 And Q 31 To Q 33 Independently, they are hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy groups or those with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 alkoxy, phenyl, biphenyl, or any combination thereof substituted or unsubstituted C3-C 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

[0031] According to another aspect, an electronic device is provided, comprising: the light-emitting element, and further comprising a thin-film transistor, the thin-film transistor including a source electrode and a drain electrode, wherein a first electrode of the light-emitting element is electrically connected to the source electrode or the drain electrode.

[0032] The heterocyclic compounds of the present invention, the light-emitting elements and electronic devices comprising the heterocyclic compounds have the advantages of improving luminous efficiency and energy transfer, and the efficiency and lifetime characteristics of the light-emitting elements can be improved by combining existing fluorescent dopants and phosphorescent dopants. Attached Figure Description

[0033] Figures 1 to 3 The diagram schematically illustrates the structure of a light-emitting element according to one implementation example.

[0034] [Explanation of Labels in the Attached Image]

[0035] 10: Light-emitting element; 100: Substrate

[0036] 110: First electrode; 130: Intermediate layer

[0037] 150: Second electrode; 170: Capping layer

[0038] 210: Buffer layer; 220: Active layer

[0039] 230: Gate insulating film; 240: Gate electrode

[0040] 250: Interlayer insulating film; 260: Source electrode

[0041] 270: Drain electrode; 280: Passivation layer

[0042] 290: Pixel limiting film; 300: Encapsulation section

[0043] 400: Functional area; 500: Light-blocking pattern Detailed Implementation

[0044] The heterocyclic compound can be represented by the following chemical formula 1.

[0045] <Chemical Formula 1>

[0046]

[0047] In the chemical formula 1,

[0048] A1 to A3 can be independently of each other as R 10a C5-C, whether replaced or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups.

[0049] According to one implementation example, A1 to A3 can be independently of each other and be controlled by at least one R. 10a Substituted or unsubstituted phenyl groups, naphthyl groups, anthracene groups, phenanthrene groups, benzo[9,10]phenanthrene groups, pyrene groups, Groups, cyclopentadiene groups, 1,2,3,4-tetrahydronaphthalene groups, thiophene groups, furan groups, indole groups, benzoborane heterocyclopentadiene groups, benzophosphonane heterocyclopentadiene groups, indene groups, benzothiophene groups, benzogermanium heterocyclopentadiene groups, benzothiophene groups, benzoselenene groups, benzofuran groups, carbazole groups, dibenzoborane heterocyclopentadiene groups, dibenzophosphonane heterocyclopentadiene groups, fluorene groups, dibenzothiophene groups, dibenzogermanium heterocyclopentadiene groups Cyclopentadienyl group, dibenzothiophene group, dibenzoselenophene group, dibenzofuran group, dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, dibenzothiophene 5,5-dioxide group, azaindole group, azabenzoboranecyclopentadienyl group, azabenzophosphacyclopentadienyl group, azaindene group, azabenzothiophene group, azabenzogeraniumcyclopentadienyl group, azabenzothiophene group, azabenzofuran group, azacarbazole group, azadibenzoboranecyclopentadienyl group, aza... Dibenzopyrocyclopentadienyl group, azirfluorene group, azirdibenzothiophene group, azirdibenzogermanium dibenzocyclopentadienyl group, azirdibenzothiophene group, azirdibenzoselenene group, azirdibenzofuran group, azirdibenzothiophene 5-oxide group, azirdibenzothiophene 5,5-dioxide group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazolinine group, phenanthrene-rhein group, pyrrole group, pyrazole group Imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzothiazole group, benzoxadiazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group or 5,6,7,8-tetrahydroquinoline group.

[0050] According to another implementation example, A1 to A3 can be independently of each other and be controlled by at least one R. 10aThe substituted or unsubstituted phenyl group, naphthyl group, thiophene group, furan group, indole group, benzoborane heterocyclopentadienyl group, benzophoshexacyclopentadienyl group, indene group, benzothiophene group, benzogermanium heterocyclopentadienyl group, benzothiophene group, benzoselenene group, benzofuran group, carbazole group, dibenzoborane heterocyclopentadienyl group, dibenzophoshexacyclopentadienyl group, fluorene group, dibenzothiophene group, dibenzogermanium heterocyclopentadienyl group, dibenzothiophene group, dibenzoselenene group, dibenzofuran group, dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, or dibenzothiophene 5,5-dioxide group.

[0051] According to another implementation example, A1 can be at least one R 10a Substituted or unsubstituted phenyl groups or those with at least one R 10a The substituted or unsubstituted dibenzofuran group, A2 and A3 can be independently formed by at least one R 10a A substituted or unsubstituted phenyl group.

[0052] L1 to L3 can be single bonds, *-Si(R) bonds, or independent of each other. 11 (R) 12 )-*'、by at least one R 10a C5-C, whether replaced or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups.

[0053] According to one implementation example, L1 to L3 can be single bonds independently of each other;

[0054] *-Si(R 11 (R) 12 )-*';or

[0055] By at least one R 10a Substituted or unsubstituted phenyl groups, naphthyl groups, anthracene groups, phenanthrene groups, benzo[9,10]phenanthrene groups, pyrene groups, Groups, cyclopentadiene groups, 1,2,3,4-tetrahydronaphthalene groups, thiophene groups, furan groups, indole groups, benzoborane heterocyclopentadiene groups, benzophosphonane heterocyclopentadiene groups, indene groups, benzothiophene groups, benzogermanium heterocyclopentadiene groups, benzothiophene groups, benzoselenene groups, benzofuran groups, carbazole groups, dibenzoborane heterocyclopentadiene groups, dibenzophosphonane heterocyclopentadiene groups, fluorene groups, dibenzothiophene groups, dibenzogermanium heterocyclopentadiene groups Cyclopentadienyl group, dibenzothiophene group, dibenzoselenophene group, dibenzofuran group, dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, dibenzothiophene 5,5-dioxide group, azaindole group, azabenzoboranecyclopentadienyl group, azabenzophosphacyclopentadienyl group, azaindene group, azabenzothiophene group, azabenzogeraniumcyclopentadienyl group, azabenzothiophene group, azabenzofuran group, azacarbazole group, azadibenzoboranecyclopentadienyl group, aza... Dibenzopyrocyclopentadienyl group, azirfluorene group, azirdibenzothiophene group, azirdibenzogermanium dibenzocyclopentadienyl group, azirdibenzothiophene group, azirdibenzoselenene group, azirdibenzofuran group, azirdibenzothiophene 5-oxide group, azirdibenzothiophene 5,5-dioxide group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazolinine group, phenanthrene-rhein group, pyrrole group, pyrazole group Imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzothiazole group, benzoxadiazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group or 5,6,7,8-tetrahydroquinoline group.

[0056] According to another implementation example, L1 to L3 can be single bonds independently of each other;

[0057] *-Si(R 11 (R) 12 )-*';or

[0058] A group represented by one of the following chemical formulas 10-1 to 10-41.

[0059]

[0060]

[0061] In the chemical formulas 10-1 to 10-41,

[0062] Y1 can be O or S;

[0063] Y2 can be O, S, N(Z3) or C(Z3)(Z4);

[0064] Z1 to Z4 refer independently to the description of R in this specification. 20 The explanation,

[0065] e4 can be any integer from 1 to 4.

[0066] e6 can be any integer from 1 to 6.

[0067] e7 can be any integer from 1 to 7.

[0068] e8 can be any integer from 1 to 8.

[0069] * and *' can be binding sites with adjacent atoms.

[0070] a1 to a3 can be any one of the integers from 0 to 5, independent of each other.

[0071] E1 to E3 can be independently generated by at least one R. 20 A substituted or unsubstituted carbazole group or a group represented by the following chemical formula 2.

[0072] <Chemical Formula 2>

[0073]

[0074] d22 can be any integer from 1 to 14.

[0075] d24 can be any integer from 1 to 4.

[0076] d26 can be any integer from 1 to 6.

[0077] In chemical formula 2, * can represent a bonding site with an adjacent atom.

[0078] According to one implementation example, E1 to E3 can be independently represented as one of the groups represented by the following chemical formulas 2-1 to 2-6.

[0079]

[0080] In the chemical formulas 2-1 to 2-6,

[0081] d22 can be any integer from 1 to 14.

[0082] d24 can be any integer from 1 to 4.

[0083] d26 can be any integer from 1 to 6.

[0084] d27 can be any integer from 1 to 7.

[0085] d28 can be any integer from 1 to 8.

[0086] For R 30 For further instructions, please refer to the R section of this manual. 20 Regarding R 20 The description is as described in this specification, and * indicates the bonding site with an adjacent atom.

[0087] According to another implementation example, E1 to E3 can be represented independently of each other as one of the groups represented by the following chemical formulas 2-11 to 2-39.

[0088]

[0089]

[0090] In the chemical formulas 2-11 to 2-39, R 21 R 22 and R 31 Please refer to the section on R in this instruction manual. 20 The explanation, R 21 and R 22 It doesn't have to be hydrogen.

[0091] b1 to b3 can be any one of the integers from 1 to 3, independent of each other.

[0092] n1 to n3 can be any integer from 0 to 3 independently, and n1+n2+n3 can be an integer greater than 1.

[0093] According to one implementation example, it could be: n1 is 1, n2 is 0, and n3 is 0;

[0094] n1 is 0, n2 is 1, and n3 is 0;

[0095] n1 is 0, n2 is 0, and n3 is 1;

[0096] n1 is 1, n2 is 1, and n3 is 0;

[0097] n1 is 1, n2 is 0, and n3 is 1;

[0098] n1 is 0, n2 is 1, and n3 is 1; or

[0099] n1 is 1, n2 is 1, and n3 is 1.

[0100] According to one implementation example, n1+n2+n3 can be 1, 2 or 3.

[0101] R1 to R4, R 11 R 12 and R 20 They can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, or have at least one R group. 10a C1-C, whether substituted or not 60 Alkyl group, with at least one R 10a C2-C, whether substituted or not 60 alkenyl, with at least one R 10a C2-C, whether substituted or not 60 Alkyne group, with at least one R 10a C1-C, whether substituted or not 60 Alkyl group, by at least one R 10a C3-C, whether substituted or not 60 Carbocyclic group, with at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups, with at least one R 10a Replaced or unreplaced C6-C 60 aryloxy group, with at least one R 10a Replaced or unreplaced C6-C 60 Arylthio, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2).

[0102] d1 to d3 can be any one of the integers from 1 to 10, independent of each other.

[0103] d4 can be any integer from 1 to 14.

[0104] The R 10a It can be:

[0105] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl, cyano, or nitro;

[0106] The radicals -deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, and C3-C are used. 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -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 (or any combination thereof) replacing or not replacing C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group or C1-C 60 Alkoxy;

[0107] The radicals -deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -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 (or any combination thereof) replacing or not replacing C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy or C6-C 60 aryl thiols; or

[0108] -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 ),

[0109] Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 And Q 31 To Q 33 They can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy groups or those with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 alkoxy, phenyl, biphenyl, or any combination thereof substituted or unsubstituted C3-C 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

[0110] The heterocyclic compound may be represented by one of the following chemical formulas 1-1 to 1-7.

[0111]

[0112]

[0113] In the chemical formulas 1-1 to 1-7,

[0114] X1 represents O, S, Se, N(R) 1a ), C(R 1a (R) 1b ) or Si(R 1a (R) 1b ),

[0115] d13 can be any integer from 1 to 3.

[0116] d14 can be any integer from 1 to 4.

[0117] d16 can be any integer from 1 to 6.

[0118] R 1a and R 1b Refer independently to the information regarding R in this specification. 20 The explanation,

[0119] For descriptions of L1 to L3, a1 to a3, E1 to E3, b1 to b3, n1 to n3, R1 to R4, and d4, please refer to the descriptions in this manual.

[0120] According to one implementation example, the heterocyclic compound may be represented by one of the following chemical formulas 1-11 to 1-28.

[0121]

[0122]

[0123]

[0124] In the chemical formulas 1-11 to 1-28,

[0125] d12 can be 1 or 2.

[0126] d13 can be any integer from 1 to 3.

[0127] d14 can be any integer from 1 to 4.

[0128] d16 can be any integer from 1 to 6.

[0129] For descriptions of X1, L1 to L3, a1 to a3, E1 to E3, b1 to b3, R1 to R4 and d4, please refer to the descriptions in this manual.

[0130] According to an implementation example, R1 to R4, R 11 R 12 and R 20 They can be selected independently from:

[0131] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl groups and C1-C 20 Alkoxy;

[0132] The following groups are used: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 10 At least one substituted C1-C group from the following groups: alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantanyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, and pyrimidinyl. 20 Alkyl groups and C1-C 20 Alkoxy;

[0133] The following groups are used: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantanyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrolinel, benzimidazoleyl, benzofuranyl, benzo[] Thiopheneyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, azacarbazoleyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl, azadibenzothiophenyl, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 ) and -P(=O)(Q 31 (Q) 32 At least one of the following substituted or unsubstituted cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantanyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrolinel, benzimidazoleyl, benzofuranyl, benzyl Thiopheneyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, azacarbazoleyl, azadibenzofuranyl, azadibenzothiopheneyl, azafluorenyl, and azadibenzothiopheneyl; and

[0134] Among -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), and -P(=O)(Q1)(Q2),

[0135] Among them, Q1 to Q3 and Q 31 To Q 33 They can be selected independently from:

[0136] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, and -CD2CDH2; and

[0137] Deuterium, C1-C 10 At least one of the following groups is substituted or unsubstituted: n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyridinyl, pyrazinyl, and triazinyl.

[0138] According to an implementation example, R1 to R4, R 11 R 12 and R 20 They can be selected independently from:

[0139] Hydrogen, deuterium, C1-C 20 Alkyl groups and C1-C 20 Alkoxy;

[0140] Deuterium, -CD3, -CD2H, -CDH2, C1-C 10At least one substituted C1-C group from the following groups: alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantanyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, and naphthyl. 20 Alkyl groups and C1-C 20 Alkoxy;

[0141] Deuterium, -CD3, -CD2H, -CDH2, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantanyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroleyl, thiophenyl, furanyl, isoindolyl, indolyl, indazoleyl, purinyl, carbazoleyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, -Si(Q) 31 (Q) 32 (Q) 33 ) and -N(Q 31 (Q) 32 -B(Q) 31 (Q) 32 At least one substituted or unsubstituted cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantanyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroleyl, thiophenyl, furanyl, isoindolyl, indolyl, indazoleyl, purinyl, carbazoleyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, and dibenzocarbazoleyl; and

[0142] Among -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), and -B(Q1)(Q2),

[0143] Q1 to Q3 and Q 31 To Q 33 They can be selected independently from:

[0144] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, and -CD2CDH2; and

[0145] Deuterium, C1-C 10 The alkyl, phenyl, and biphenyl groups are substituted or unsubstituted with at least one of the following: n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, and naphthyl.

[0146] According to an implementation example, R1 to R3 and R 20 At least one of them may not be hydrogen.

[0147] According to one implementation example, at least one of R1 to R3 may not be -N(Q1)(Q2).

[0148] According to one embodiment, the heterocyclic compound may be selected from compounds 1 to 40 below, but is not limited thereto.

[0149]

[0150]

[0151] The heterocyclic compound represented by the chemical formula 1 has a core structure of adamantyl alkyl group condensed with a carbazole ring and a substituent including at least one carbazole group.

[0152] The chemical formula 1, with its core structure having an adamantyl alkyl group condensed with a carbazole ring, has the advantages of improving luminescence efficiency and energy transfer, and can be combined with existing fluorescent and phosphorescent dopants to enhance the efficiency and lifetime characteristics of light-emitting elements.

[0153] Therefore, electronic devices employing heterocyclic compounds represented by the aforementioned chemical formula 1, such as organic light-emitting elements, can have low driving voltage, high maximum quantum efficiency, high efficiency, and long lifetime.

[0154] Those skilled in the art can learn about the synthesis method of the heterocyclic compound represented by the chemical formula 1 by referring to the examples described below.

[0155] At least one of the heterocyclic compounds represented by the chemical formula 1 can be used in light-emitting elements (e.g., organic light-emitting elements).

[0156] According to one embodiment, a light-emitting element is provided, comprising: a first electrode; a second electrode facing the first electrode; an intermediate layer disposed between the first electrode and the second electrode, and including a light-emitting layer; and one or more of the above-described heterocyclic compounds.

[0157] According to another implementation example,

[0158] The first electrode of the light-emitting element is the anode.

[0159] The second electrode of the light-emitting element is a cathode.

[0160] The intermediate layer further includes: a hole transport region sandwiched between the light-emitting layer and the first electrode; and an electron transport region sandwiched between the light-emitting layer and the second electrode.

[0161] The hole transport region includes a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, or any combination thereof.

[0162] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0163] According to one implementation example, the light-emitting layer may include the heterocyclic compound.

[0164] According to another embodiment, the light-emitting layer in the intermediate layer of the light-emitting element may include a dopant and a host, wherein the host may include the heterocyclic compound. That is, the heterocyclic compound can serve as the host.

[0165] According to one implementation example, the dopant may include a phosphorescent dopant or a fluorescent dopant.

[0166] According to one implementation example, the dopant may include a transition metal.

[0167] The light-emitting layer can emit red, green, blue, and / or white light. For example, the light-emitting layer can emit blue or blue-green light.

[0168] According to one implementation example, the light-emitting layer can emit blue light or blue-green light.

[0169] According to one embodiment, the light-emitting layer can emit light with a maximum emission wavelength range of 400 nm to 500 nm.

[0170] In this specification, "(intermediate layer) includes heterocyclic compounds" can be interpreted as "(intermediate layer) may include one heterocyclic compound belonging to the scope of Formula 1 or two or more heterocyclic compounds that are different from each other and belong to the scope of Formula 1".

[0171] For example, the intermediate layer, as the heterocyclic compound, may consist only of compound 1. In this case, compound 1 may be present in the light-emitting layer of the light-emitting element. Alternatively, the intermediate layer, as the heterocyclic compound, may include both compound 1 and compound 2. In this case, compound 1 and compound 2 may exist in the same layer (e.g., both compound 1 and compound 2 may be present in the light-emitting layer) or in different layers (e.g., compound 1 is present in the light-emitting layer, and compound 2 is present in the electron transport region).

[0172] In this specification, "intermediate layer" refers to the term all layers of a single layer and / or multiple layers arranged between the first electrode and the second electrode in the light-emitting element.

[0173] According to another aspect, an electronic device is provided that includes the light-emitting element as described above. The electronic device may also include a thin-film transistor.

[0174] For example, the electronic device may also include a thin-film transistor comprising a source electrode and a drain electrode, wherein the first electrode of the light-emitting element may be electrically connected to the source electrode or the drain electrode.

[0175] According to one embodiment, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof. For example, the electronic device may be a flat panel display device, but is not limited thereto.

[0176] For a more detailed description of the electronic device, please refer to the description in this specification.

[0177] [about Figure 1 [Explanation]

[0178] Figure 1 A schematic cross-sectional view of a light-emitting element 10 according to an embodiment of the present invention is shown. The light-emitting element 10 includes a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0179] The following is for reference Figure 1 The structure and manufacturing method of the light-emitting element 10 according to one embodiment of the present invention are described below.

[0180] [First Electrode 110]

[0181] exist Figure 1A substrate may be additionally disposed on the lower part of the first electrode 110 or the upper part of the second electrode 150. A glass substrate or a plastic substrate may be used as the substrate. Alternatively, the substrate may be a flexible substrate, for example, comprising plastics with excellent heat resistance and durability such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthol, polyarylate (PAR), polyetherimide, or any combination thereof.

[0182] The first electrode 110 can be formed, for example, by providing a first electrode material on the substrate using a deposition method or a sputtering method. When the first electrode 110 is an anode, a material with a high work function that is easy to inject holes into can be used as the first electrode material.

[0183] The first electrode 110 can be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. To form the first electrode 110 as a transmissive electrode, indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof can be used as the material for the first electrode. Alternatively, to form the first electrode 110 as a semi-transmissive electrode or a reflective 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 can be used as the material for the first electrode.

[0184] The first electrode 110 may have a single-layer structure consisting of a single layer or a multi-layer structure comprising multiple layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0185] [Middle Layer 130]

[0186] An intermediate layer 130 is disposed on the upper part of the first electrode 110. The intermediate layer 130 includes a light-emitting layer.

[0187] The intermediate layer 130 may further include: a hole transport region disposed between the first electrode 110 and the light-emitting layer; and an electron transport region disposed between the light-emitting layer and the second electrode 150.

[0188] In addition to various organic substances, the intermediate layer 130 may also include metal-containing compounds such as organometallic compounds, inorganic substances such as quantum dots, etc.

[0189] Furthermore, the intermediate layer 130 may include: i) two or more emitting units sequentially stacked between the first electrode 110 and the second electrode 150; and ii) a charge generation layer disposed between the two emitting units. When the intermediate layer 130 includes the emitting units and charge generation layer as described above, the emitting element 10 may be a tandem emitting element.

[0190] [Hole transport region in intermediate layer 130]

[0191] The hole transport region may have: i) a single-layer structure consisting of a single layer made of a single material; ii) a single-layer structure consisting of a single layer comprising multiple different materials; or iii) a multi-layer structure comprising multiple layers comprising multiple different materials.

[0192] The hole transport region may include a hole injection layer (HIL), a hole transport layer (HTL), a light-emitting auxiliary layer, an electron blocking layer (EBL), or any combination thereof.

[0193] For example, the hole transport region may have a multilayer structure consisting of a hole injection layer / hole transport layer, a hole injection layer / hole transport layer / light emission auxiliary layer, a hole injection layer / light emission auxiliary layer, a hole transport layer / light emission auxiliary layer, or a hole injection layer / hole transport layer / electron blocking layer, which are stacked sequentially from the first electrode 110.

[0194] The hole transport region may include a compound represented by the following chemical formula 201, a compound represented by the following chemical formula 202, or any combination thereof.

[0195] <Chemical Formula 201>

[0196]

[0197] <Chemical Formula 202>

[0198]

[0199] In the chemical formulas 201 and 202,

[0200] L 201 To L204 They can be independently of each other and be controlled by at least one R. 10a C3-C, whether substituted or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups,

[0201] L 205 For *-O-*', *-S-*', *-N(Q) 201 )-*'、by at least one R 10a C1-C, whether substituted or not 20 Alkylene, by at least one R 10a C2-C, whether substituted or not 20 alkenyl group, with at least one R 10a C3-C, whether substituted or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups,

[0202] xa1 to xa4 are independent integers from 0 to 5.

[0203] xa5 is an integer from 1 to 10.

[0204] R 201 To R 204 And Q 201 Independent of each other, for at least one R 10a C3-C, whether substituted or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups,

[0205] R 201 and R 202 Optionally, it can be used via a single bond, by at least one R 10a Substituted or unsubstituted C1-C5 alkylene groups or those with at least one R 10a The substituted or unsubstituted C2-C5 alkenyl groups are linked together to form a group consisting of at least one R group. 10a C8-C, whether replaced or not 60 Polycyclic groups (e.g., carbazole groups, etc.) (e.g., see compound HT16 below, etc.),

[0206] R 203 and R 204 Optionally, it can be used via a single bond, by at least one R 10aSubstituted or unsubstituted C1-C5 alkylene groups or those with at least one R 10a Substituted or unsubstituted C2-C5 alkenyl groups are linked together to form a structure with at least one R 10a C8-C, whether replaced or not 60 The polycyclic group na1 can be one of an integer from 1 to 4.

[0207] For example, each of the chemical formulas 201 and 202 may include at least one of the group represented by the following chemical formulas CY201 to CY217.

[0208]

[0209] In the chemical formulas CY201 to CY217, regarding R 10b and R 10c For further details, please refer to the section on R in this manual. 10a Explanation of CY 201 To CY 204 C3-C are independent of each other. 20 Carbocyclic groups or C1-C 20 Heterocyclic groups, wherein at least one hydrogen atom in the chemical formulas CY201 to CY217 can be R as described in this specification. 10a Replaced or not replaced.

[0210] According to one implementation example, the cyclic CY in the chemical formulas CY201 to CY217... 201 To CY 204 They can be phenyl groups, naphthol groups, phenanthrene groups, or anthracene groups, each independent of the other.

[0211] According to another implementation, each of the chemical formulas 201 and 202 may include at least one of the groups represented by the chemical formulas CY201 to CY203.

[0212] According to another implementation, the chemical formula 201 may include at least one of the groups represented by the chemical formulas CY201 to CY203 and at least one of the groups represented by the chemical formulas CY204 to CY217.

[0213] According to another implementation example, xa1 in the chemical formula 201 can be 1, R 201 It can be a group represented by one of the chemical formulas CY201 to CY203, and xa2 can be 0, R 202 It can be a group represented by one of the chemical formulas CY204 to CY207.

[0214] According to another implementation, each of the chemical formulas 201 and 202 may not include the groups represented by the chemical formulas CY201 to CY203.

[0215] According to another implementation, each of the chemical formulas 201 and 202 may not include the groups represented by the chemical formulas CY201 to CY203, but may include at least one of the groups represented by the chemical formulas CY204 to CY217.

[0216] As yet another example, each of the chemical formulas 201 and 202 may not include the groups represented by the chemical formulas CY201 to CY217.

[0217] For example, the hole transport region may include one of the following compounds HT1 to HT46, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD (Spiro-TPD), spiro-NPB (Spiro-NPB), methylated NPB, TAPC, HMTPD, 4,4',4"-tris(N-carbazolyl)triphenylamine (TCTA: 4,4',4"-tris(N-carbazolyl)triphenylamine), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA: Polyaniline / Dodecylbenzenesulfonic acid), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS: Poly(3,4-ethylenedioxythiophene) / Poly(4-styrenesulfonate)), polyaniline / camphorsulfonic acid (PANI / CSA: Polyaniline / Camphor sulfonic acid) (acid), polyaniline / poly(4-styrenesulfonate) (PANI / PSS: Polyaniline / Poly(4-styrenesulfonate)) or any combination thereof.

[0218]

[0219]

[0220]

[0221]

[0222]

[0223] The thickness of the hole transport region can be approximately up to approximately For example, it can be approximately up to approximately If the hole transport region includes a hole injection layer and a hole transport layer, or any combination thereof, then the thickness of the hole injection layer can be approximately up to approximately For example, approximately up to approximately The thickness of the hole transport layer can be approximately up to approximately For example, approximately up to approximately When the hole transport region, the hole injection layer, and the thickness of the hole transport layer meet the ranges described above, a satisfactory level of hole transport characteristics can be obtained without substantially increasing the driving voltage.

[0224] The light-emitting auxiliary layer is a layer that increases light emission efficiency by compensating for the optical resonance distance based on the wavelength of light emitted from the light-emitting layer, and the electron-blocking layer is a layer that prevents electron injection from the electron transport region. The light-emitting auxiliary layer and the electron-blocking layer may include the materials described above.

[0225] [p-dopant]

[0226] In addition to the materials described above, the hole transport region may include a charge-generating material to improve conductivity. The charge-generating material may be uniformly or non-uniformly dispersed (e.g., in a single-layer morphology composed of the charge-generating material) within the hole transport region.

[0227] The charge-generating substance may be, for example, a p-doper.

[0228] For example, the LUMO level of the p-doped agent can be below -3.5 eV.

[0229] According to one implementation example, the p-doper may include quinone derivatives, cyano-containing compounds, compounds containing elements EL1 and EL2, or any combination thereof.

[0230] Examples of the quinone derivatives may include TCNQ, F4-TCNQ, etc.

[0231] Examples of the cyano-containing compounds may include HAT-CN, compounds represented by the following chemical formula 221, etc.

[0232]

[0233] <Chemical Formula 221>

[0234]

[0235] In the chemical formula 221,

[0236] R 221 To R 223 Independent of each other, for at least one R 10a C3-C, whether substituted or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups,

[0237] The R 221 To R 223 At least one of them can be cyano; -F; -Cl; -Br; -I; a C1-C substituted with cyano, -F, -Cl, -Br, -I or any combination thereof. 20 Alkyl groups; or C3-C atoms substituted with any combination of the above substances. 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

[0238] In the 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.

[0239] Examples of the metals may 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.); 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 (Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au), etc.; late transition metals (e.g., zinc (Zn), indium (In), tin (Sn), etc.); lanthanides (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), europium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), etc. ) (e.g., Erbium (Er), Thulium (Tm), Ytterbium (Yb), Lutium (Lu), etc.)

[0240] Examples of the quasi-metals may include silicon (Si), antimony (Sb), tellurium (Te), etc.

[0241] Examples of the nonmetals may include oxygen (O), halogens (e.g., F, Cl, Br, I, etc.).

[0242] For example, the compound containing elements EL1 and EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), quasi-metal halides (e.g., quasi-metal fluorides, quasi-metal chlorides, quasi-metal bromides, quasi-metal iodides, etc.), metal tellurides, or any combination thereof.

[0243] Examples of the metal oxides may include tungsten oxides (e.g., WO, W2O3, WO2, WO3, W2O5, etc.), vanadium oxides (e.g., VO, V2O3, VO2, V2O5, etc.), molybdenum oxides (MoO, Mo2O3, MoO2, MoO3, Mo2O5, etc.), rhenium oxides (e.g., ReO3, etc.), etc.

[0244] Examples of the metal halides may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, lanthanide metal halides, etc.

[0245] Examples of the alkali metal halides may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, CsI, etc.

[0246] Examples of alkaline earth metal halides may include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2, BaI2, etc.

[0247] Examples of the transition metal halides may 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, etc.). TaBr3, 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.), rhenium halides (e.g., ReF2, ReCl2, ReB2). Rhodium halides (e.g., RhF2, ReI2, etc.), iron halides (e.g., FeF2, FeCl2, FeBr2, FeI2, etc.), ruthenium halides (e.g., RuF2, RuCl2, RuBr2, RuI2, etc.), osmium halides (e.g., OsF2, OsCl2, OsBr2, OsI2, etc.), cobalt halides (e.g., CoF2, CoCl2, CoBr2, CoI2, etc.), rhodium halides (e.g., RhF2, RhCl2, RhBr2, RhI2, etc.), iridium halides (e.g., IrF2, IrCl2, Ir...). Examples of halides include: Br2, 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.).

[0248] Examples of the post-transition metal halides may include zinc halides (e.g., ZnF2, ZnCl2, ZnBr2, ZnI2, etc.), indium halides (e.g., InI3, etc.), tin halides (e.g., SnI2, etc.), etc.

[0249] Examples of the lanthanide metal halides may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3, SmI3, etc.

[0250] Examples of the quasi-metal halide may include antimony halides (e.g., SbCl5, etc.).

[0251] Examples of the metal tellurides may 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, etc.). FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe, Au2Te, etc.), post-transition metal tellurides (e.g., ZnTe, etc.), lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.), etc.

[0252] [The light-emitting layer in intermediate layer 130]

[0253] When the light-emitting element 10 is a full-color light-emitting element, the light-emitting layer can be patterned into a red light-emitting layer, a green light-emitting layer, and / or a blue light-emitting layer according to independent sub-pixels. Alternatively, the light-emitting layer can have a structure in which two or more of the red, green, and blue light-emitting layers are in contact or separated and stacked, or it can have a structure in which two or more of the red, green, and blue light-emitting materials are mixed in a way that does not distinguish between layers, thereby emitting white light.

[0254] The light-emitting layer may include a host and a dopant. The dopant may include phosphorescent dopant, fluorescent dopant, or any combination thereof.

[0255] The host may include a heterocyclic compound represented by the chemical formula 1.

[0256] The dopant content in the light-emitting layer may be from about 0.01 to about 15 parts by weight relative to 100 parts by weight of the main body.

[0257] Furthermore, the light-emitting layer may include quantum dots.

[0258] Furthermore, the luminescent layer may include a delayed fluorescence material. The delayed fluorescence material can function as either a host or a dopant in the luminescent layer.

[0259] The thickness of the light-emitting layer can be approximately up to approximately For example, it can be approximately up to approximately When the thickness of the light-emitting layer meets the range described above, excellent light-emitting characteristics can be exhibited without substantially increasing the driving voltage.

[0260] [main body]

[0261] The host may include a heterocyclic compound represented by the chemical formula 1.

[0262] The main body may also include compounds represented by the following chemical formula 301.

[0263] <Chemical Formula 301>

[0264] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0265] In the chemical formula 301,

[0266] Ar 301 and L 301 Independent of each other, for at least one R 10a C3-C, whether substituted or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups,

[0267] xb11 is 1, 2, or 3.

[0268] xb1 is an integer between 0 and 5.

[0269] R 301 It is hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, and is surrounded by at least one R. 10a C1-C, whether substituted or not 60 Alkyl group, with at least one R 10a C2-C, whether substituted or not 60 alkenyl, with at least one R 10a C2-C, whether substituted or not 60 Alkyne group, with at least one R 10a C1-C, whether substituted or not 60 Alkyl group, by at least one R 10a C3-C, whether substituted or not 60Carbocyclic group, with at least one R 10a C1-C, whether substituted or not 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 ),

[0270] xb21 is one of the integers from 1 to 5.

[0271] Q 301 To Q 303 For further explanation, please refer to the explanation for Q1 in this manual.

[0272] For example, in the case where xb11 is 2 or more in the chemical formula 301, two or more Ar 301 They can be connected to each other using a single key.

[0273] As another example, the subject may include a compound represented by the following chemical formula 301-1, a compound represented by the following chemical formula 301-2, or any combination thereof.

[0274] <Chemical Formula 301-1>

[0275]

[0276] <Chemical Formula 301-2>

[0277]

[0278] In the chemical formulas 301-1 to 301-2,

[0279] Ring A 301 To Ring A 304 Independent of each other, for at least one R 10a C3-C, whether substituted or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups,

[0280] X 301 For O, S, N-[(L 304 ) xb4 -R 304]、C(R 304 (R) 305 ) or Si(R 304 (R) 305 ),

[0281] xb22 and xb23 are independently 0, 1, or 2.

[0282] For L 301 xb1 and R 301 For further instructions, please refer to the description in this manual.

[0283] For L 302 To L 304 The descriptions refer independently to the L mentioned above. 301 The explanation,

[0284] The descriptions of xb2 through xb4 are independent of each other, referring to the description of xb1.

[0285] For R 302 To R 305 and R 311 To R 314 The descriptions refer to those for the R. 301 Explanation.

[0286] As another example, the host may include an alkaline earth metal complex. For instance, the host may include a Be complex (e.g., compound H55 below), a Mg complex, a Zn complex, or any combination thereof.

[0287] As yet another example, the main body may include one of the following compounds H1 to H124: 9,10-di(2-naphthyl)anthracene (ADN: 9,10-Di(2-naphthyl)anthracene), 2-methyl-9,10-bis(naphth-2-yl)anthracene (MADN: 2-Methyl-9,10-bis(naphthalen-2-yl)anthracene), 9,10-di-(2-naphthyl)-2-tert-butyl-anthracene (TBADN: 9,10-di-(2-naphthyl)anthracene). (yl)-2-t-butyl-anthracene), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP: 4,4′-bis(N-carbazolyl)-1,1′-biphenyl), 1,3-di-9-carbazolylbenzene (mCP: 1,3-di-9-carbazolylbenzene), 1,3,5-tri(carbazol-9-yl)benzene (TCP: 1,3,5-tri(carbazol-9-yl)benzene) or any combination thereof.

[0288]

[0289]

[0290]

[0291]

[0292]

[0293]

[0294]

[0295] [Delayed Fluorescent Material]

[0296] The luminescent layer may include a delayed fluorescence material.

[0297] In this specification, the delayed fluorescent substance may be selected from any compound that can emit delayed fluorescence via a delayed fluorescence emission mechanism.

[0298] The delayed fluorescence material included in the luminescent layer can act as a host or a dopant, depending on the type of other materials included in the luminescent layer.

[0299] According to one embodiment, the difference between the triplet energy level (eV) and the singlet energy level (eV) of the delayed fluorescent material can be greater than 0 eV and less than 0.5 eV. By ensuring that the difference between the triplet energy level (eV) and the singlet energy level (eV) of the delayed fluorescent material meets the range described above, up-conversion from the triplet state to the singlet state in the delayed fluorescent material can be effectively achieved, thereby effectively improving the luminous efficiency of the light-emitting element 10, etc.

[0300] For example, the delayed fluorescent material may include: i) comprising at least one electron donor (e.g., a π-electron-rich C3-C group such as a carbazole group). 60 Cyclic groups (πelectron-rich C3-C) 60 cyclic group, etc.) and at least one electron acceptor (e.g., sulfoxide group, cyano group, nitrogen-containing C1-C group with depleted π electrons). 60 Cyclic groups (πelectron-deficientnitrogen-containing C1-C) 60 Substances containing cyclic groups, etc.; ii) C8-C groups that share boron (B) and include two or more condensed cyclic groups. 60Substances with polycyclic groups, etc.

[0301] Examples of the delayed fluorescent material may include at least one of the following compounds: DF1 to DF9.

[0302]

[0303] [Quantum dot]

[0304] The light-emitting layer may include quantum dots.

[0305] In this specification, quantum dot refers to a crystal of a semiconductor compound and may include any material capable of emitting light of various wavelengths depending on the crystal size.

[0306] For example, the diameter of the quantum dot can be approximately 1 nm to 10 nm.

[0307] The quantum dots can be synthesized by wet chemical processes, organometallic chemical vapor deposition processes, molecular beam epitaxy processes, or similar processes.

[0308] The wet chemical process described is a method for growing quantum dot crystals after mixing organic solvents and precursor materials. During crystal growth, the organic solvent acts as a dispersant naturally located on the surface of the quantum dot crystals and regulates the crystal growth. Therefore, it is easier than vapor deposition methods such as metal-organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE), and the growth of quantum dot particles can be controlled with a low-cost process.

[0309] The 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.

[0310] Examples of the group II-VI semiconductor compounds may include the following compounds or any combination thereof: binary compounds, such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS, etc.; ternary compounds, such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgS Te, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS, etc.; quaternary Compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe, etc.

[0311] Examples of the group III-V semiconductor compounds may include the following compounds or any combination thereof: 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 GaAlNAs, GaAlNSb, GaAlNP, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, etc. Furthermore, the group III-V semiconductor compounds may further include group II elements. Examples of III-V semiconductor compounds that further include group II elements may include InZnP, InGaZnP, InAlZnP, etc.

[0312] Examples of the III-VI semiconductor compounds may include the following compounds or any combination thereof: binary compounds, such as GaS, GaSe, Ga2Se3, GaTe, InS, InSe, In2Se3, InTe, In2S3, etc.; ternary compounds, such as InGaS3, InGaSe3, etc.

[0313] Examples of the group I-III-VI semiconductor compounds may include the following compounds or any combination thereof: ternary compounds, such as AgInS, AgInS2, CuInS, CuInS2, CuGaO2, AgGaO2, AgAlO2, etc.

[0314] Examples of the IV-VI semiconductor compounds may include the following compounds or any combination thereof: 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.

[0315] The group IV elements or compounds may include the following compounds or any combination thereof: single elements such as Si and Ge; binary compounds such as SiC and SiGe.

[0316] Each element in a multi-component compound, such as a binary, ternary, or quaternary compound, may exist within the particle at a uniform or non-uniform concentration.

[0317] Furthermore, the quantum dot can have a single structure with uniform concentration of the elements contained within it, or a core-shell dual structure. For example, the substances contained in the core and the substances contained in the shell can be different from each other.

[0318] The shell of the quantum dot can serve as a protective layer to prevent chemical denaturation of the core and maintain semiconductor properties, and / or as a charging layer to impart electrophoretic properties to the quantum dot. The shell can be single-layered or multi-layered. The interface between the core and the shell can have a concentration gradient, with the concentration of elements present in the shell decreasing towards the center.

[0319] Examples of the shell for the quantum dot may be metal or non-metal oxides, semiconductor compounds, or combinations thereof. Examples of metal or non-metal oxides may include the following compounds or any combination thereof: binary compounds, such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, NiO, etc.; ternary compounds, such as MgAl2O4, CoFe2O4, NiFe2O4, CoMn2O4, etc. Examples of semiconductor compounds 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, or any combination thereof as described in this specification. For example, the semiconductor compound 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.

[0320] Quantum dots can have a full width at half maximum (FWHM) of the emission wavelength spectrum below approximately 45 nm, specifically below approximately 40 nm, and more specifically below approximately 30 nm. Within this range, color purity or color reproducibility can be improved. Furthermore, light emitted through such quantum dots is emitted in all directions, thus improving the optical viewing angle.

[0321] Furthermore, specifically, quantum dots can take the form of spherical, pyramidal, multi-arm, or cubic nanoparticles, nanotubes, nanowires, nanofibers, nanoplate particles, etc.

[0322] Since the band gap can be adjusted by regulating the size of the quantum dots, light of multiple wavelengths can be obtained from the quantum dot emitting layer. Accordingly, light-emitting elements emitting multiple wavelengths of light can be realized by using quantum dots of different sizes. Specifically, 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 combine multiple colors of light to emit white light.

[0323] [Electron transport region in intermediate layer 130]

[0324] The electron transport region may have: i) a single-layer structure consisting of a single layer made of a single material; ii) a single-layer structure consisting of a single layer comprising multiple different materials; or iii) a multi-layer structure comprising multiple layers comprising multiple different materials.

[0325] The electron transport region may include a buffer layer, a hole blocking layer, an electron conditioning layer, an electron transport layer (ETL), an electron injection layer, or any combination thereof.

[0326] For example, the electron transport region may have a structure consisting of an electron transport layer / electron injection layer, a hole blocking layer / electron transport layer / electron injection layer, an electron modulation layer / electron transport layer / electron injection layer, or a buffer layer / electron transport layer / electron injection layer, etc., stacked sequentially from the light-emitting layer.

[0327] The electron transport region (e.g., a buffer layer, hole blocking layer, electron modulating layer, or electron transport layer within the electron transport region) may contain nitrogen-containing C1-C atoms, including at least one π-electron-poor element. 60 Cyclic group (πelectron-deficient nitrogen-containing C1-C) 60 Non-metallic compounds of the cyclic group.

[0328] For example, the electron transport region may include a compound represented by the following chemical formula 601.

[0329] <Chemical Formula 601>

[0330] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0331] In the chemical formula 601,

[0332] Ar 601 and L 601 Independent of each other, for at least one R 10a C3-C, whether substituted or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups,

[0333] xe11 is 1, 2, or 3.

[0334] xe1 is 0, 1, 2, 3, 4, or 5.

[0335] R 601 For being at least one R 10a C3-C, whether substituted or not 60 Carbocyclic group, with at least one R 10a C1-C, whether substituted or not 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 ),

[0336] Regarding the Q 601 To Q 603 For further details, please refer to the description of Q1 in this instruction manual.

[0337] xe21 is 1, 2, 3, 4, or 5.

[0338] The Ar 601 L 601 and R 601 At least one of them can be independently of each other as a result of at least one R. 10a Nitrogen-containing C1-C atoms with substituted or unsubstituted π electrons 60 Cyclic groups.

[0339] For example, in the chemical formula 601, when xe11 is 2 or more, two or more Ar... 601 They can be connected to each other using a single key.

[0340] As another example, in the chemical formula 601, Ar 601 It can be an anthracene group that has been substituted or not.

[0341] As yet another example, the electron transport region may include a compound represented by the following chemical formula 601-1.

[0342] <Chemical Formula 601-1>

[0343]

[0344] In the chemical formula 601-1,

[0345] X 614 For N or C(R) 614 ), X 615 For N or C(R) 615 ), X 616For N or C(R) 616 ), and X 614 To X 616 At least one of them is N,

[0346] Regarding L 611 To L 613 The descriptions are respectively based on the L mentioned above. 601 The explanation,

[0347] For descriptions of xe611 to xe613, please refer to the description of xe1 respectively.

[0348] Regarding R 611 To R 613 The descriptions are respectively based on the information regarding R. 601 The explanation,

[0349] R 614 To R 616 They can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl, C1-C 20 Alkyl group, by at least one R 10a C3-C, whether substituted or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups.

[0350] For example, in the chemical formulas 601 and 601-1, xe1 and xe611 to xe613 can be 0, 1 or 2 independently of each other.

[0351] The electron transport region may include one of the following compounds ET1 to ET45, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP: 2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline), 4,7-diphenyl-1,10-phenanthroline (Bphen: 4,7-Diphenyl-1,10-phenanthroline), Alq3, BAlq, TAZ, NTAZ, or any combination thereof.

[0352]

[0353]

[0354]

[0355] The thickness of the electron transport region can be approximately up to approximately For example, it can be approximately up to approximately When the electron transport region includes a buffer layer, a hole blocking layer, an electron conditioning layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, hole blocking layer, or electron conditioning layer can be independently approximately [value missing]. up to approximately For example, it can be approximately up to approximately The thickness of the electron transport layer can be approximately up to approximately For example, it can be approximately up to approximately When the thicknesses of the buffer layer, hole blocking layer, electron conditioning layer, and / or electron transport layer are within the ranges described above, satisfactory electron transport characteristics can be obtained without substantially increasing the driving voltage.

[0356] The electron transport region (e.g., the electron transport layer in the electron transport region) may include a metallic material in addition to the material described above.

[0357] The metal-containing substance may include alkali metal complexes, alkaline earth metal complexes, or any combination thereof. The metal ion of the alkali metal complex may be Li, Na, K, Rb, or Cs ions, and the metal ion of the alkaline earth metal complex may be Be, Mg, Ca, Sr, or Ba ions. The ligands coordinating with the metal ions of the alkali metal and alkaline earth metal complexes may independently include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthrene, cyclopentadiene, or any combination thereof.

[0358] For example, the metal-containing substance may include a Li complex. The Li complex may, for example, include compounds such as ET-D1 (LiQ) or ET-D2:

[0359]

[0360] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 150. The electron injection layer may be in direct contact with the second electrode 150.

[0361] The electron injection layer may have: i) a single-layer structure consisting of a single layer consisting of a single substance; ii) a single-layer structure consisting of a single layer including a plurality of substances different from each other; or iii) a multi-layer structure including a plurality of layers including a plurality of substances different from each other.

[0362] 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.

[0363] 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.

[0364] The alkali metal-containing compound, the alkaline earth metal-containing compound and the rare earth metal-containing compound may include oxides, halides (for example, fluorides, chlorides, bromides or iodides, etc.), tellurides of each of the alkali metal, the alkaline earth metal and the rare earth metal, or any combination thereof.

[0365] The alkali metal-containing compound may include the following compounds or any combination thereof: alkali metal oxides, such as Li2O, Cs2O, K2O, etc.; alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, etc. The alkaline earth metal-containing compound may include, for example, BaO, SrO, CaO, Ba x Sr 1-x O (x is a real number satisfying 0<x<1), Ba x Ca 1-xO (x is a real number satisfying 0<x<1) and other alkaline earth metal oxides. The rare earth-containing metal compound may include YbF₃, ScF₃, Sc₂O₃, Y₂O₃, Ce₂O₃, GdF₃, TbF₃, YbI₃, ScI₃, TbI₃, or any combination thereof. Alternatively, the rare earth-containing metal compound may include lanthanide metal tellurides. Examples of said lanthanide metal tellurides may include 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, Lu₂Te₃, etc.

[0366] Said alkali metal complexes, alkaline earth metal complexes and rare earth metal complexes may comprise: i) one of the metal ions of alkali metals, alkaline earth metals and rare earth metals as described above; and ii) a ligand bound to said metal ion, for example, hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

[0367] The electron injection layer may consist only of the 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 as described above, or any combination thereof, or may further include an organic substance (for example, a compound represented by said chemical formula 601).

[0368] According to one implementation, the electron injection layer may i) consist of an alkali metal-containing compound (for example, an alkali metal halide), or ii) consist of a) an alkali metal-containing compound (for example, an alkali metal halide); and b) an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposited layer, a RbI:Yb co-deposited layer, or the like.

[0369] In the case where the electron injection layer further includes an organic substance, said alkali metal, alkaline earth metal, rare earth metal, alkali metal-containing compound, alkaline earth metal-containing compound, rare earth metal-containing compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof may be uniformly or non-uniformly dispersed in a matrix including said organic substance.

[0370] The thickness of the electron injection layer can be approximately up to approximately For example, it can be approximately up to approximately When the thickness of the electron injection layer meets the aforementioned range, satisfactory electron injection characteristics can be obtained without substantially increasing the driving voltage.

[0371] [Second electrode 150]

[0372] A second electrode 150 is arranged on the upper part of the intermediate layer 130 as described above. The second electrode 150 can be a cathode that serves as an electron injection electrode. In this case, a metal, alloy, conductive compound, or any combination thereof with a low work function can be used as the material for the second electrode 150.

[0373] The second electrode 150 may include 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 any combination thereof. The second electrode 150 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0374] The second electrode 150 may have a single-layer structure as a single layer or a multi-layer structure with multiple layers.

[0375] [Capping layer]

[0376] A first capping layer may be disposed on the outer side of the first electrode 110, and / or a second capping layer may be disposed on the outer layer of the second electrode 150. Specifically, the light-emitting element 10 may have the following structure: a first capping layer, a first electrode 110, an intermediate layer 130, and a second electrode 150 stacked in sequence; a first electrode 110, an intermediate layer 130, a second electrode 150, and a second capping layer stacked in sequence; or a first capping layer, a first electrode 110, an intermediate layer 130, a second electrode 150, and a second capping layer stacked in sequence.

[0377] The light generated from the light-emitting layer in the intermediate layer 130 of the light-emitting element 10 can be extracted to the outside by passing through the first electrode 110, which is a semi-transparent electrode or a transmissive electrode, and the first capping layer. The light generated from the light-emitting layer in the intermediate layer 130 of the light-emitting element 10 can be extracted to the outside by passing through the second electrode 150, which is a semi-transparent electrode or a transmissive electrode, and the second capping layer.

[0378] The first and second capping layers can improve the external luminous efficiency based on the principle of constructive interference. Therefore, the light extraction efficiency of the light-emitting element 10 can be improved, thereby increasing the luminous efficiency of the light-emitting element 10.

[0379] The first capping layer and the second capping layer may each comprise a material having a refractive index of 1.6 or higher (at 589 nm).

[0380] The first capping layer and the second capping layer can be independently of each other as an organic capping layer including organic matter, an inorganic capping layer including inorganic matter, or a composite capping layer including organic matter and inorganic matter.

[0381] At least one of the first and second capping layers may independently comprise a carbocyclic compound, a heterocyclic compound, an amine-containing compound, porphine derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, alkaline earth metal complexes, or any combination thereof. The carbocyclic compound, heterocyclic compound, and amine-containing compound may be selectively substituted with substituents including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. According to one embodiment, at least one of the first and second capping layers may independently comprise an amine-containing compound.

[0382] For example, at least one of the first capping layer and the second capping layer may independently include a compound represented by chemical formula 201, a compound represented by chemical formula 202, or any combination thereof.

[0383] According to another implementation, at least one of the first capping layer and the second capping layer may independently include one of the compounds HT28 to HT33, one of the compounds CP1 to CP6, β-NPB, or any of the compounds thereof.

[0384]

[0385] [Electronic Devices]

[0386] The light-emitting element can be included in various electronic devices. For example, an electronic device including the light-emitting element can be a light-emitting device, an authentication device, etc.

[0387] The electronic device (e.g., a light-emitting device) may include, in addition to the light-emitting element, i) a color filter, ii) a color conversion layer, or iii) both a color filter and a color conversion layer. The color filter and / or color conversion layer may be arranged in at least one direction of travel of the light emitted from the light-emitting element. For example, the light emitted from the light-emitting element may be blue light or white light. The description of the light-emitting element is given above. According to one implementation, the color conversion layer may include quantum dots. The quantum dots may be, for example, the quantum dots described in this specification.

[0388] The electronic device may include a first substrate. The first substrate may include a plurality of sub-pixel regions, the color filter may include a plurality of color filter regions corresponding to each of the plurality of sub-pixel regions, and the color conversion layer may include a plurality of color conversion regions corresponding to each of the plurality of sub-pixel regions.

[0389] A pixel-defining film is arranged between the plurality of sub-pixel regions to define each sub-pixel region.

[0390] The color filter may further include multiple color filter areas and a light-blocking pattern arranged between the multiple color filter areas, and the color conversion layer may further include multiple color conversion areas and a light-blocking pattern arranged between the multiple color conversion areas.

[0391] The plurality of color filter regions (or plurality of color conversion regions) include: a first region emitting a first color of light; a second region emitting a second color of light; and / or a third region emitting a third color of light, wherein the first color of light, the second color of light, and / or the third color of light may have different maximum emission wavelengths from each other. For example, the first color of light may be red light, the second color of light may be green light, and the third color of light may be blue light. For example, the plurality of color filter regions (or plurality of color conversion regions) may include quantum dots. Specifically, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include quantum dots. A description of quantum dots is provided in this specification. The first region, the second region, and / or the third region may also each include a scatterer.

[0392] For example, the light-emitting element can emit a first light, the first region can absorb the first light and emit a first-first color light, the second region can absorb the first light and emit a second-first color light, and the third region can absorb the first light and emit a third-first color light. In this case, the first-first color light, the second-first color light, and the third-first color light 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.

[0393] In addition to the light-emitting element described above, the electronic device may also include a thin-film transistor. The thin-film transistor may include a source electrode, a drain electrode, and an active layer, and 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 element.

[0394] The thin-film transistor may also include a gate electrode, a gate insulating film, etc.

[0395] The active layer may include crystalline silicon, amorphous silicon, organic semiconductors, oxide semiconductors, etc.

[0396] The electronic device may further include a sealing portion for sealing the light-emitting element. The sealing portion may be disposed between the color filter and / or color conversion layer and the light-emitting element. The sealing portion allows light from the light-emitting element to be extracted to the outside while preventing external gases and moisture from penetrating into the light-emitting element. 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 one or more organic and / or inorganic layers. When the sealing portion is a thin-film encapsulation layer, the electronic device may be flexible.

[0397] In addition to the color filter and / or color conversion layer, various functional layers may be additionally arranged on the sealing portion, depending on the purpose of the electronic device. Examples of such functional layers may include a touchscreen layer, a polarizing layer, etc. The touchscreen layer may be a pressure-sensitive touchscreen layer, a capacitive touchscreen layer, or an infrared touchscreen layer. The authentication device may, for example, be a biometric authentication device that uses biometric information (e.g., fingertip, pupil, etc.) to authenticate an individual.

[0398] In addition to the light-emitting element described above, the authentication device may also include a bio-information collection unit.

[0399] The electronic device can be applied to various displays, light sources, lighting, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, video game consoles, medical devices (e.g., electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram display devices, ultrasound diagnostic devices, endoscopic display devices), fish detectors, various measuring devices, instruments (e.g., instruments for vehicles, aircraft, and ships), projectors, etc.

[0400] [against Figure 2 and Figure 3 [Explanation]

[0401] Figure 2 This is a cross-sectional view of a light-emitting device according to an embodiment of the present invention.

[0402] Figure 2 The light-emitting device includes a substrate 100, a thin-film transistor (TFT), a light-emitting element, and a package 300 that seals the light-emitting element.

[0403] The substrate 100 can be a flexible substrate, a glass substrate, or a metal substrate. A buffer layer 210 can be disposed on the substrate 100. The buffer layer 210 can prevent impurities from penetrating through the substrate 100 and can also provide a flat surface on the upper part of the substrate 100.

[0404] A thin-film transistor (TFT) may be disposed on the buffer layer 210. The thin-film transistor (TFT) may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0405] The active layer 220 may include inorganic semiconductors, organic semiconductors, or oxide semiconductors such as silicon or polycrystalline silicon, and includes a source region, a drain region, and a channel region.

[0406] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be arranged on the upper part of the active layer 220, and the gate electrode 240 may be arranged on the upper part of the gate insulating film 230.

[0407] An interlayer insulating film 250 may be disposed on the upper part of the gate electrode 240. The interlayer insulating film 250 is disposed between the gate electrode 240 and the source electrode 260 and between the gate electrode 240 and the drain electrode 270, thereby serving to insulate them.

[0408] A source electrode 260 and a drain electrode 270 may be disposed 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 be arranged to contact the exposed source and drain regions of the active layer 220.

[0409] This thin-film transistor (TFT) can be electrically connected to a light-emitting element to drive the light-emitting element, and is protected by a passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or a combination thereof. A light-emitting element is disposed on the passivation layer 280. The light-emitting element includes a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0410] The first electrode 110 may be disposed on the passivation layer 280. The passivation layer 280 may be disposed to expose a predetermined area of ​​the drain electrode 270 without covering the entire drain electrode 270, and the first electrode 110 may be disposed to be connected to the exposed drain electrode 270.

[0411] A pixel defining film 290, including an insulating material, may be disposed on the first electrode 110. The pixel defining film 290 may expose a predetermined area of ​​the first electrode 110, and an intermediate layer 130 may be formed in the exposed area. The pixel defining film 290 may be an organic film based on polyimide or polyacrylic acid. Although not shown in Figure 2 As shown, however, more than a portion of the intermediate layer 130 can extend to the upper part of the pixel-defining film 290 and be arranged as a common layer.

[0412] A second electrode 150 may be disposed 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.

[0413] An encapsulation portion 300 may be disposed on the capping layer 170. The encapsulation portion 300 may be disposed on the light-emitting element to protect the light-emitting element from moisture or oxygen. The encapsulation portion 300 may include an inorganic film, including silicon nitride (SiN). x ), silicon oxide (SiO) x Indium tin oxide, indium zinc oxide, or any combination thereof; organic membranes, including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resins (e.g., polymethyl methacrylate, polyacrylic acid, etc.), epoxy resins (e.g., aliphatic glycidyl ether, etc.) or any combination thereof; or combinations of inorganic and organic membranes.

[0414] Figure 3 This is a cross-sectional view of a light-emitting device according to another embodiment of the present invention.

[0415] Apart from the fact that a light-shielding pattern 500 and a functional area 400 are additionally arranged on the upper part of the packaging section 300, Figure 3 The light-emitting device is with Figure 2 The light-emitting device is the same as the light-emitting device. The functional region 400 can be i) a color filter region, ii) a color conversion region, or iii) a combination of a color filter region and a color conversion region. According to one implementation example, it includes... Figure 3 The light-emitting element of the light-emitting device can be a string light-emitting element.

[0416] [Manufacturing Method]

[0417] The layers included in the hole transport region, the light-emitting layer, and the layers included in the electron transport region can be formed in the predetermined area using various methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett method, inkjet printing, laser printing, and laser-induced thermal imaging (LITI).

[0418] In the case where layers comprising the hole transport region, the light-emitting layer, and the electron transport region are formed separately by vacuum deposition, the deposition conditions can be, for example, a deposition temperature of approximately 100°C to approximately 500°C, and approximately 10⁻⁸ Torr to 10⁻⁸ Torr. 3 The vacuum level of Tor and approximately up to approximately Within the deposition rate range, the selection is made taking into account the material to be included in the desired layer and the structure of the desired layer.

[0419] [Definition of the term]

[0420] In this instruction manual, C3-C 60 A carbocyclic group refers to a cyclic group consisting of 3 to 60 carbon atoms, composed solely of carbon, C1-C. 60 Heterocyclic groups refer to cyclic groups that include heteroatoms in addition to carbon, and have a carbon number of 1 to 60. The C3-C... 60 Carbocyclic groups and C1-C 60 Heterocyclic groups can be either monocyclic groups consisting of a single ring or polycyclic groups consisting of two or more rings condensed together. For example, the C1-C 60 The number of cyclic atoms in a heterocyclic group can range from 3 to 61.

[0421] In this specification, the cyclic group includes the C3-C... 60 Carbocyclic groups and C1-C 60 Both heterocyclic groups.

[0422] In this specification, the π-electron-rich C3-C 60 Cyclic groups (πelectron-rich C3-C) 60 (cyclic group) refers to a nitrogen-containing C1-C group with 3 to 60 carbon atoms, excluding cyclic groups with *-N=*' as the cyclic part, and lacking π electrons. 60 Cyclic group (πelectron-deficient nitrogen-containing C1-C) 60 A cyclic group (CRO) refers to a heterocyclic group consisting of 1 to 60 carbon atoms, including *-N=*'.

[0423] For example,

[0424] The C3-C 60 The carbocyclic group can be: i) group T1; or ii) a condensed cyclic group formed by the condensation of two or more groups T1 (e.g., cyclopentadienyl group, adamantyl group, norbornel group, phenyl group, pentene group, naphthyl group, chamomile ring group, indane group, acenaphthene group, phenanthrene group, anthracene group, fluoranthene group, benzo[9,10]phenanthrene group, pyrene group, Groups, perylene groups, pentanene groups, heptadiene groups, tetraphenyl groups, fentanyl groups, hexaphenyl groups, pentaphenyl groups, rutin groups, fentanyl groups, ovoid groups, indole groups, fluorene groups, spirodifluorene groups, benzo[a]fluorene groups, ind[a]phenanthrene groups, or ind[a]anthracene groups),

[0425] C1-C 60The heterocyclic group can be: i) group T2; ii) a condensed ring group formed by the condensation of two or more groups T2; or iii) a condensed ring group formed by the condensation of one or more groups T2 and one or more groups T1 (e.g., pyrrole group, thiophene group, furan group, indole group, benzoindole group, naphthoindole group, isoindole group, benzoisoindole group, naphthoisoindole group, benzothiophene group, benzofuran group, carbazole group, dibenzothiophene group, dibenzothiophene group, dibenzofuran group, indolecarbazole group, indolecarbazole group, benzofuran-carbazole group, benzothiophenecarbazole group, benzothiophenecarbazole group, benzoindolecarbazole group, benzocarbazole group, benzonaphthiophene group, benzonaphthiophene group, benzofuran-dibenzofuran group, benzofuran-dibenzothiophene). Groups, 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, benzene (including quinoline group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline 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.)

[0426] The π-electron-rich C3-C 60 The cyclic group can be: i) group T1; ii) a condensed cyclic group formed by the condensation of two or more groups T1; iii) group T3; iv) a condensed cyclic group formed by the condensation of two or more groups T3; or v) a condensed cyclic group formed by the condensation of one or more groups T3 and one or more groups T1 (e.g., the C3-C group). 60Carbocyclic groups, pyrrole groups, thiophene groups, furan groups, indole groups, benzoindole groups, naphthoindole groups, isoindole groups, benzoisoindole groups, naphthoisoindole groups, benzothiophene groups, benzofuran groups, carbazole groups, dibenzothiophene groups, dibenzofuran groups, indole-carbazole groups, indole-carbazole groups, benzofuran-carbazole groups, benzothiophene-carbazole groups, benzothiophene-carbazole groups, benzoindole-carbazole groups, benzocarbazole groups, benzonaphthofuran groups, benzonaphthophene groups, benzonaphthophene groups, benzofuran-dibenzofuran groups, benzofuran-dibenzothiophene groups, benzothiophene-dibenzothiophene groups, etc.

[0427] The nitrogen-containing C1-C with depleted π electrons 60 The cyclic group can be: i) group T4; ii) a condensed cyclic group formed by the condensation of two or more groups T4; iii) a condensed cyclic group formed by the condensation of one or more groups T4 and one or more groups T1; iv) a condensed cyclic group formed by the condensation of one or more groups T4 and one or more groups T3; or v) a condensed cyclic group formed by the condensation of one or more groups T4, one or more groups T1, and one or more groups T3 (e.g., pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, etc.). Benzooxazole group, benzoisooxazole 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, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzothiophene group, azadibenzothiophene group, azadibenzofuran group, etc.

[0428] The group T1 is a cyclopropane group, cyclobutane group, cyclopentane group, cyclohexane group, cycloheptane group, cyclooctane group, cyclobutene group, cyclopentene group, cyclopentadiene group, cyclohexene group, cyclohexadiene group, cycloheptene group, adamantane group, norbornane (or, bicyclo[2.2.1]heptane) group, norbornene group, bicyclo[1.1.1]pentane group, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane group, or phenyl group.

[0429] The group T2 is a furan group, thiophene group, 1H-pyrrole group, thiorrole group, borole 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, aziridine group, azirborolecyclopentadiene group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, or tetraazine group.

[0430] The group T3 is a furan group, a thiophene group, a 1H-pyrrole group, a thiophene group, or a borole group.

[0431] The group T4 can be a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetraazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azapyrimidine group, an azaboranecyclopentadiene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or a tetraazine group.

[0432] In this specification, cyclic groups, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, π-electron-rich C3-C 60 Cyclic groups or nitrogen-containing C1-C groups with depleted π electrons 60 The term "cyclic group" can refer to a group condensed into any cyclic group, a monovalent group, or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.) depending on the structure of the chemical formula to which the term is used. For example, "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 based on the structure of a chemical formula that includes a "phenyl group".

[0433] For example, unit price C3-C 60 Carbocyclic groups and monovalent C1-C 60 Examples of heterocyclic groups can include C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C1-C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heterocyclic groups, divalent C3-C 60 Carbocyclic groups and divalent C1-C 60 Examples of heterocyclic groups can include C3-C 10 Cycloalkylene, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkylene, C1-C 10 Heterocyclic alkenyl, C6-C 60 aryl, C1-C 60 Hypoaryl groups, divalent non-aromatic condensed polycyclic groups, and divalent non-aromatic condensed heterocyclic groups.

[0434] In this specification, C1-C 60 Alkyl groups represent monovalent groups of straight-chain or branched aliphatic hydrocarbons having 1 to 60 carbon atoms. Specific examples include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isohexyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodel, sec-decyl, tert-decyl, etc. In this specification, C1-C... 60 Alkylene represents the C1-C 60 Alkyl groups have the same structure as divalent groups.

[0435] In this instruction manual, C2-C 60 Alkenyl groups are represented at C2-C. 60 The alkyl group includes one or more monovalent hydrocarbon groups comprising a carbon-carbon double bond in the middle or at the end; specific examples include vinyl, propenyl, and butenyl groups. In this specification, C2-C... 60 The sub-alkenyl group represents the C2-C 60 Alkenes have divalent groups with the same structure.

[0436] In this instruction manual, C2-C 60 The alkynyl group is represented at C2-C. 60Alkyl groups, either in the middle or at the end, include one or more monovalent hydrocarbon groups with a carbon-carbon triple bond; specific examples include ethynyl and propynyl groups. In this specification, C2-C... 60 The alkynyl group indicates that it is related to the C2-C 60 The alkynyl group is a divalent group with the same structure.

[0437] In this specification, C1-C 60 Alkoxy groups indicate the presence of -OA 101 (Here, A) 101 For the C1-C 60 Alkyl groups are monovalent groups in the chemical formula of alkyl groups, and specific examples include methoxy, ethoxy, and isopropoxy groups.

[0438] In this instruction manual, C3-C 10 Cycloalkyl refers to a monovalent saturated hydrocarbon cyclic group with 3 to 10 carbon atoms. Specific examples include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantanyl, norbornanyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl, etc. In this specification, C3-C 10 Cycloalkylene indicates that it is related to the C3-C 10 Cycloalkyl groups have the same divalent structure.

[0439] In this specification, C1-C 10 Heterocyclic alkyl groups refer to monovalent cyclic groups with 1 to 10 carbon atoms, including at least one heteroatom as a cyclic atom in addition to carbon atoms. Specific examples include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl, and tetrahydrothiophenyl. In this specification, C1-C 10 Heterocyclic alkyl groups represent those with C1-C... 10 Heterocyclic alkyl groups have divalent groups with the same structure.

[0440] In this instruction manual, C3-C 10 Cycloalkenyl groups are monovalent cyclic groups with 3 to 10 carbon atoms, representing groups having at least one carbon-carbon double bond within the ring but lacking aromaticity. Specific examples include cyclopentenyl, cyclohexenyl, and cycloheptenyl. In this specification, C3-C... 10 Cycloalkylene groups represent the C3-C group. 10Cycloalkenyl groups are divalent groups with the same structure.

[0441] In this specification, C1-C 10 Heterocyclic alkenyl groups refer to monovalent cyclic groups with 1 to 10 carbon atoms, including at least one heteroatom as a cyclic atom in addition to carbon atoms, and having at least one double bond within the ring. The C1-C 10 Specific examples of heterocyclic alkenyl groups include 4,5-dihydro-1,2,3,4-oxarizolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothiopheneyl. In this specification, C1-C... 10 Heterocyclic alkenyl groups represent the C1-C... 10 Heterocyclic alkenyl groups are divalent groups with the same structure.

[0442] In this instruction manual, C6-C 60 Aryl groups represent monovalent groups in a carbocyclic aromatic system having 6 to 60 carbon atoms, C6-C. 60 A aryl group refers to a divalent group in a carbocyclic aromatic system having 6 to 60 carbon atoms. The C6-C... 60 Specific examples of aryl groups include phenyl, cyclopentadienyl, naphthyl, chamomilecycloyl, indoleyl, acenaphthel, phenanthyl, anthracene, fluoranthyl, benzo[9,10]phenanthyl, pyrene, Compounds, perylene, pentylenyl, hepta-enyl, tetraphenyl, fraxyl, hexaphenyl, pentaphenyl, rubidylene, benzoyl, ovoxyl, etc. In the C6-C... 60 Aryl and C6-C 60 When a aryl group comprises two or more rings, the two or more rings can be condensed together.

[0443] In this specification, C1-C 60 A heteroaryl group is a monovalent group in a heterocyclic aromatic system that, in addition to a carbon atom, includes at least one heteroatom as a cyclic atom and has 1 to 60 carbon atoms, C1-C. 60 A heteroaryl group is a divalent group that, in addition to a carbon atom, includes at least one heteroatom as a cyclic atom and has 1 to 60 carbon atoms in a heterocyclic aromatic system. The C1-C 60 Specific examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, benzo[a]quinolinyl, isoquinolinyl, benzo[a]isoquinolinyl, quinoxalinyl, benzo[a]quinoxalinyl, quinazolinyl, benzo[a]quinazolinyl, cenolinyl, phenanthrolinel, phthalazinyl, naphthidyl, etc. In the C1-C... 60 heteroaryl and C1-C 60 When a heteroaryl group comprises two or more rings, the two or more rings can condense together.

[0444] In this specification, a monovalent non-aromatic condensed polycyclic group refers to a monovalent group in which two or more rings are condensed together, and the cyclic atoms consist only of carbon atoms, and the entire molecule possesses non-aromaticity (e.g., having 8 to 60 carbon atoms). Specific examples of such monovalent non-aromatic condensed polycyclic groups include indenyl, fluorenyl, spirodifluorenyl, benzo[a]fluorenyl, indo[a]phenanthryl, indo[a]anthrayl, etc. In this specification, a divalent non-aromatic condensed polycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

[0445] In this specification, a non-aromatic condensed heteropolycyclic group means that two or more rings are condensed together and include at least one heteroatom as a cyclic atom in addition to carbon atoms, and the whole molecule has a non-aromatic monovalent group (e.g., having 1 to 60 carbon atoms). Specific examples of the monovalent non-aromatic condensed heterocyclic groups include pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiophene, benzofuranyl, carbazole, dibenzothiophene, dibenzofuranyl, azacarbazole, azafluorenyl, azadibenzothiophene, azadibenzofuranyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, isothiazolyl, oxadiazolyl, and thiadiazole. The product name includes benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzothiazolyl, benzoxadiazolyl, benzothiadiazolyl, imidazopyridyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, indolecarbazole, indolocarbazole, benzofuranocarbazole, benzothiophenecarbazole, benzothiophenecarbazole, benzoindolocarbazole, benzocarbazole, benzonaphthofuranyl, benzonaphthothiophenyl, benzonaphthothiophenyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophenyl, benzothiophenecarbazole, etc. In this specification, a divalent non-aromatic condensed heteropolycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic condensed heteropolycyclic group.

[0446] In this instruction manual, C6-C 60 Aryloxy group represents -OA 102 (where A) 102 For the C6-C 60 Aryl), the C6-C 60 arylthio represents -SA 103 (where A) 103For the C6-C 60 Aryl).

[0447] In this instruction manual, “R” 10a "Can be:

[0448] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl, cyano, or nitro;

[0449] The radicals -deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, and C3-C are used. 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -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 (or any combination of the above groups substituted or unsubstituted C1-C) 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group or C1-C 60 Alkoxy;

[0450] The radicals -deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -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 Or any combination of the above groups substituted or unsubstituted C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy or C6-C 60 aryl thiols; or

[0451] -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 ).

[0452] In this specification, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 And Q 31 To Q 33 They can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C, or C2-C2. 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkyne group; C1-C 60 alkoxy groups; or those represented by deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 Alkoxy, phenyl, biphenyl, or any combination thereof substituted or unsubstituted C3-C 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

[0453] In this specification, heteroatoms refer to any atom other than carbon. Examples of heteroatoms include O, S, N, P, Si, B, Ge, Se, or any combination thereof.

[0454] In this specification, "Ph" represents phenyl, "Me" represents methyl, "Et" represents ethyl, "ter-Bu" or "Bu" represents ethyl, and "ter-Bu" represents methyl. t "" indicates tert-butyl, and "OMe" indicates methoxy.

[0455] In this specification, "biphenyl" means "phenyl substituted with a phenyl group". The "biphenyl" refers to a substituent group with a substituent of C6-C6. 60"Aryl" is "substituted phenyl".

[0456] In this specification, "terphenyl" means "phenyl group substituted with biphenyl". The "terphenyl" refers to a group whose substituent is "C6-C". 60 Aryl-substituted C6-C 60 "Aryl" is "substituted phenyl".

[0457] In this specification, unless otherwise defined, * and *' represent bonding sites with adjacent atoms in the corresponding chemical formula.

[0458] Hereinafter, a compound and a light-emitting element according to an embodiment of the present invention will be described in more detail by way of example synthesis and examples. In the following example synthesis, the molar equivalent of A and the molar equivalent of B are the same in the statement "B is used instead of A".

[0459] [Example]

[0460] Synthesis Example 1: Synthesis of Compound 1

[0461]

[0462] Synthesis of intermediate 1-1

[0463] The intermediate 1-1 was obtained by reacting 9H-3,9'-bicarbazole (1 equivalent (eq)) and 2-bromofluorobenzene (2 equivalents) dissolved in tripotassium phosphate (K3PO4) (2 equivalents) and N,N-dimethylformamide (DMF), and the intermediate 1-1 was confirmed by LC-MS. (C) 30 H 19 BrN2 M+1: 487.11)

[0464] Synthesis of intermediates 1-2

[0465] Intermediate 1-1 was reacted with n-butyllithium (nBuLi) (1 equivalent) at -78°C, followed by reaction with adamantan-2-one (1 equivalent) to obtain intermediate 1-2, which was confirmed by LC-MS. (C) 40 H 34 N2O M+1: 559.28)

[0466] Synthesis of Compound 1

[0467] 4.7 g of the intermediates 1-2, 50 mL of acetic acid, and 0.5 mL of HCl solution (37% solution) were placed in a reaction vessel and stirred at 110 °C for 4 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. The residue obtained was separated and purified by column chromatography to give 3.7 g of compound 1 (yield: 81%), and the result was further purified by LC-MS and... 1 H–NMR confirmed the presence of compound 1.

[0468] Synthesis Example 2: Synthesis of Compound 3

[0469]

[0470] Synthesis of intermediate 3-1

[0471] The intermediate 3-1 was obtained by reacting 9'H-9,3':6',9”-tricarbazole (1 equivalent) and 2-bromofluorobenzene (2 equivalents) dissolved in tripotassium phosphate (K3PO4) (2 equivalents) and N,N-dimethylformamide (DMF), and the intermediate 3-1 was confirmed by LC-MS. (C) 42 H 26 BrN3 M+1: 652.11).

[0472] Synthesis of intermediate 3-2

[0473] Intermediate 3-1 (1 equivalent) was reacted with n-butyllithium (nBuLi) (1 equivalent) at -78°C, followed by reaction with adamantan-2-one (1 equivalent) to obtain intermediate 3-2, which was confirmed by LC-MS. (C) 52 H 41 N3O M+1: 724.22)

[0474] Synthesis of Compound 3

[0475] 3.9 g of the intermediate 3-2, 50 mL of acetic acid, and 0.5 mL (37%) of HCl solution were placed in a reaction vessel and stirred at 110 °C for 4 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. The residue obtained was purified by column chromatography to give 2.9 g of compound 3 (yield: 77%), and the result was further purified by LC-MS and... 1 H–NMR confirmed the presence of compound 3.

[0476] Synthesis Example 3: Synthesis of Compound 4

[0477]

[0478] Synthesis of intermediate 4-1

[0479] The intermediate 4-1 was obtained by reacting 9H-3,9'-bicarbazole (1 equivalent) and 2-bromo-5-chlorofluorobenzene (2 equivalents) in K3PO4 (2 equivalents) and N,N-dimethylformamide (DMF), and the reaction was confirmed by LC-MS. (C) 30 H 18 BrClN2 M+1: 521.02)

[0480] Synthesis of intermediate 4-2

[0481] Intermediate 4-1 (1 equivalent) was reacted with n-butyllithium (nBuLi) (1 equivalent) at -78°C, followed by reaction with adamantan-2-one (1 equivalent) to obtain intermediate 4-2, which was confirmed by LC-MS. (C) 40 H 33 ClN2O M+1: 593.22)

[0482] Synthesis of intermediate 4-3

[0483] Intermediate 4-2 (1 equivalent) was reacted with HCl solution (35 wt%) in 0.2 M acetic acid solvent to obtain intermediate 4-3, which was confirmed by LC-MS. (C) 40 H 31 ClN2 M+1: 575.19)

[0484] Synthesis of Compound 4

[0485] 3.3 g of intermediate 4-3 was dissolved in 30 mL of tetrahydrofuran (THF), and 4.3 mL of tert-butyllithium (tBuLi) (1.6 M in hexane) was added dropwise at -78 °C. After one hour, 2.3 g of chlorotriphenylsilane was added dropwise. The reaction solution was slowly heated to room temperature and stirred overnight. 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. The residue obtained was purified by column chromatography to give 2.1 g of compound 4 (yield: 46%), and analyzed by LC-MS and... 1 H–NMR confirmed the presence of compound 4.

[0486] Synthesis Example 4: Synthesis of Compound 6

[0487]

[0488] Synthesis of intermediate 6-1

[0489] Intermediate 6-1 was obtained by reacting 3-bromo-9-tosyl-9H-carbazole (1 equivalent) with 2-(triphenylsilyl)-9H-carbazole (1 equivalent) under the conditions of tris(dibenzylacetone)dipalladium (Pd2dba3) (0.05 equivalent), tri-tert-butylphosphine (P(tBu3)) (0.1 equivalent), and sodium tert-butoxide (NaOtBu) (1.5 equivalent), and the intermediate 6-1 was confirmed by LC-MS. (C) 49 H 36 N2O2SSi M+1: 745.21)

[0490] Synthesis of intermediate 6-2

[0491] Intermediate 6-1 was reacted with potassium hydroxide (KOH) (1.5 equivalents) in a mixed solvent of H₂O, tetrahydrofuran (THF), and methanol (MeOH) (1:1:1, 0.2 M (volume ratio)) to obtain intermediate 6-2, which was confirmed by LC-MS. (C) 42 H 30 N2Si M+1: 591.23)

[0492] Synthesis of intermediate 6-3

[0493] Intermediate 6-2 (1 equivalent) and 2-bromofluorobenzene (2 equivalents) were dissolved in tripotassium phosphate (K3PO4) (2 equivalents) and N,N-dimethylformamide (DMF) and reacted to obtain intermediate 6-3, which was confirmed by LC-MS. (C) 48 H 33 BrN2Si M+1: 745.14)

[0494] Synthesis of intermediate 6-4

[0495] Intermediate 6-3 was reacted with n-butyllithium (nBuLi) (1 equivalent) at -78°C, followed by reaction with adamantan-2-one (1 equivalent) to obtain intermediate 6-4, which was confirmed by LC-MS. (C) 58 H48 N2OSi M+1: 817.31)

[0496] Synthesis of Compound 6

[0497] 2.1 g of the intermediate 6-4, 20 mL of acetic acid, and 0.5 mL (37%) of HCl solution were placed in a reaction vessel and stirred at 110 °C for 4 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. The residue obtained was purified by column chromatography to give 1.8 g of compound 6 (yield: 86%), and the result was further purified by LC-MS. 1 H–NMR confirmed the presence of compound 6.

[0498] Synthesis Example 5: Synthesis of Compound 11

[0499]

[0500] Synthesis of Compound 11

[0501] 3.1 g of the intermediate 4-3, 2 g of carbazole, 0.2 g of tris(dibenzylacetone)palladium (Pd2dba3), 0.18 g of 2-biscyclohexylphosphine-2',6'-dimethoxy-1,1'-diphenyl (s-phos), 2.3 g of sodium tert-butoxide (NaOtBu), and 30 mL of toluene were placed in a reaction vessel and refluxed overnight at 120 °C. 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. The residue obtained was separated and purified by column chromatography to give 1.9 g of compound 11 (yield: 51%), and analyzed by LC-MS and... 1 H–NMR confirmed the presence of compound 11.

[0502] Synthesis Example 6: Synthesis of Compound 17

[0503]

[0504] Synthesis of intermediate 17-1

[0505] Intermediate 4-3 was dissolved in tris(dibenzylacetone)dipalladium (Pd2dba3) (0.05 equivalents), 2-biscyclohexylphosphine-2',6'-dimethoxy-1,1'-bisphenyl (s-phos) (0.1 equivalents), potassium acetate (KOAc) (2.5 equivalents), pinacol diboronate (B2pin2) (1.2 equivalents), and toluene, and then reacted to obtain intermediate 17-1, which was confirmed by LC-MS. (C) 46 H43 BN2O2 M+1: 667.31)

[0506] Synthesis of Compound 17

[0507] 2.5 g of intermediate 17-1, 2.2 g of intermediate 1-1, 0.14 g of tris(dibenzylacetone)palladium (Pd2dba3), 0.12 g of 2-biscyclohexylphosphine-2',6'-dimethoxy-1,1'-diphenyl (s-phos), 1.3 g of potassium acetate (K2CO3), 40 mL of 1,4-dioxane, and 10 mL of H2O were placed in a reaction vessel and refluxed overnight at 110 °C. 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. The residue obtained was separated and purified by column chromatography to give 1.8 g of compound 17 (yield: 62%), and analyzed by LC-MS and... 1 H–NMR confirmed the presence of compound 17.

[0508] Synthesis Example 7: Synthesis of Compound 30

[0509]

[0510]

[0511] Synthesis of intermediate 30-1

[0512] Intermediate 30-1 was obtained by reacting 3-bromo-9-tosyl-9H-carbazole (1 equivalent) with carbazole-d8 (1 equivalent) under the conditions of tris(dibenzylacetone)dipalladium (Pd2dba3) (0.05 equivalent), tri-tert-butylphosphine (P(tBu3)) (0.1 equivalent), sodium tert-butoxide (NaOtBu) (1.5 equivalent), and toluene. The intermediate 30-1 was confirmed by LC-MS. (C) 31 H 14 D8N2O2S M+1: 495.21)

[0513] Synthesis of intermediate 30-2

[0514] Intermediate 30-1 was reacted with potassium hydroxide (KOH) (1.5 equivalents) in a mixed solvent of H₂O, tetrahydrofuran (THF), and methanol (MeOH) (1:1:1, 0.2 M) to obtain intermediate 30-2, which was confirmed by LC-MS. (C) 24 H8D8N2 M+1: 341.21)

[0515] Synthesis of intermediate 30-3

[0516] Intermediate 30-2 (1 equivalent) was reacted with 2-bromofluorobenzene (2 equivalents) under the conditions of tripotassium phosphate (K3PO4) (2 equivalents) and N,N-dimethylformamide (DMF) to obtain intermediate 30-3, which was confirmed by LC-MS. (C) 30 H 11 D8BrN2 M+1: 495.13)

[0517] Synthesis of intermediate 30-4

[0518] Intermediate 30-3 was reacted with n-butyllithium (nBuLi) (1 equivalent) at -78°C, followed by reaction with adamantan-2-one (1 equivalent) to obtain intermediate 30-4, which was confirmed by LC-MS. (C) 40 H 26 D8N2O M+1: 567.31)

[0519] Synthesis of Compound 30

[0520] 2.7 g of the intermediate 30-4, 30 mL of acetic acid, and 0.5 mL (35 wt%) of HCl solution were placed in a reaction vessel and stirred at 110 °C for 4 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. The residue obtained was purified by column chromatography to give 1.8 g of compound 30 (yield: 71%), and the result was further purified by LC-MS and... 1 H–NMR confirmed the presence of compound 30.

[0521] Table 1

[0522]

[0523]

[0524] Example 1

[0525] Corning 15Ω / cm was used as the anode. 2 The ITO glass substrate was cut into 50mm×50mm×0.7mm pieces, ultrasonically cleaned with isopropanol and pure water for 5 minutes each, then irradiated with ultraviolet light for 30 minutes, and exposed to ozone for cleaning. The glass substrate was then placed in a vacuum deposition apparatus.

[0526] N,N'-bis(1-naphthyl)-N,N'-diphenylbenzidine (NPB) is vacuum deposited on top of the ITO anode formed on the glass substrate to form a thickness of [missing information]. After the hole injection layer is formed, a layer with a thickness of [thickness missing] is formed by vacuum deposition of mCP on top of the hole injection layer. The hole transport layer.

[0527] A layer with a thickness of [thickness missing] was formed by simultaneously depositing compound 1 (body) and Ir(pmp)3 (dopant) at a weight ratio of 92:8 on the upper part of the hole transport layer. The luminescent layer.

[0528] Next, 3-(4-Biphenylyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ: 3-(4-Biphenylyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole) is deposited on the upper part of the light-emitting layer to form a layer with a thickness of [missing information]. After the electron transport layer is formed, LiF is deposited on top of the electron transport layer to form a layer with a thickness of [missing information]. An electron-injected layer was formed, and Al with a thickness of [thickness value missing] was deposited by vacuum deposition. The LiF / Al electrode was used to fabricate the light-emitting element.

[0529]

[0530] Examples 2 to 11 and Comparative Examples 1 to 3

[0531] The light-emitting element was manufactured in the same manner as in Example 1, except that the host compound described in Table 2 below was used instead of compound 1 when forming the light-emitting layer, and the dopant compound described in Table 2 below was used instead of Ir(pmp)3.

[0532] Evaluation Example 1

[0533] To evaluate the characteristics of the light-emitting elements manufactured in Examples 1 to 11 and Comparative Examples 1 to 3, measurements were taken at a current density of 10 mA / cm². 2 The driving voltage and maximum external quantum efficiency (EQE) at that time MAXThe driving voltage of the light-emitting element was measured using a source meter (Keithley Instruments, 2400 series), and the maximum external quantum efficiency was measured using an external quantum efficiency measurement device C9920-2-12 from Hamamatsu Photonics Co., Ltd. In the evaluation of the maximum external quantum efficiency, luminance / current density was measured using a luminance meter calibrated for wavelength sensitivity, and the maximum external quantum efficiency was calculated assuming the angular luminance distribution (Lambertian) of a perfectly diffuse surface. The performance evaluation results of the light-emitting element are shown in Table 2 below.

[0534] Table 2

[0535]

[0536]

[0537]

[0538] As can be confirmed from Table 2, the light-emitting elements of Examples 1 to 11 have lower or similar driving voltages and higher maximum external quantum efficiency compared to the light-emitting elements of Comparative Examples 1 to 3.

[0539] Although the invention has been described with reference to the synthetic examples and embodiments, these are merely exemplary, and those skilled in the art will understand that various modifications or equivalent embodiments can be made therein. Therefore, the true scope of protection of the invention should be determined by the technical concept of the appended claims.

Claims

1. A light-emitting element, comprising: First electrode; The second electrode is opposite to the first electrode; An intermediate layer, disposed between the first electrode and the second electrode, and including a light-emitting layer; and One or more heterocyclic compounds represented by the following chemical formula 1: <Chemical Formula 1> ， In the chemical formula 1, A1 to A3 are independent of each other: by at least one R 10a C5-C, whether replaced or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups; L1 to L3 are independent single bonds, *-Si(R) 11 (R) 12 )-*'、by at least one R 10a C5-C, whether replaced or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups; * and *' represent the bonding sites with adjacent atoms; a1 to a3 are each an integer from 0 to 5, independent of each other; E1 to E3 are independently controlled by at least one R 20 Substituted or unsubstituted carbazole group, b1 to b3 are each an integer from 1 to 3, independent of each other. n1 to n3 are independent integers from 0 to 3, and n1 + n2 + n3 are integers greater than 1. R1 to R4, R 11 R 12 and R 20 Independently, each of the following groups is hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, or is associated with at least one R. 10a C1-C, whether substituted or not 60 Alkyl, with at least one R 10a C2-C, whether substituted or not 60 alkenyl, with at least one R 10a C2-C, whether substituted or not 60 Alkyne group, with at least one R 10a C1-C, whether substituted or not 60 Alkyl group, with at least one R 10a C3-C, whether substituted or not 60 Carbocyclic group, with at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups, with at least one R 10a Replaced or unreplaced C6-C 60 aryloxy group, with at least one R 10a Replaced or unreplaced C6-C 60 Arylthioyl, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), d1 to d3 are independent integers from 1 to 10. d4 is an integer from 1 to 14. The R 10a for: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, or nitro; The radicals -deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, and C3-C are used. 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -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 (or any combination thereof) replacing or not replacing C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group or C1-C 60 Alkoxy; The radicals -deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -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 (or any combination thereof) replacing or not replacing C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy or C6-C 60 aryl thiols; or -If(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 ), Among them, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 And Q 31 To Q 33 Independently, they are hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy groups or those with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 alkoxy, phenyl, biphenyl, or any combination thereof substituted or unsubstituted C3-C 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

2. The light-emitting element as described in claim 1, wherein, The first electrode is the anode. The second electrode is a cathode. The intermediate layer further includes: a hole transport region sandwiched between the light-emitting layer and the first electrode; and an electron transport region sandwiched between the light-emitting layer and the second electrode. The hole transport region includes a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, or any combination thereof. The electron transport region includes a buffer layer, a hole blocking layer, an electron modulation layer, an electron transport layer, an electron injection layer, or any combination thereof.

3. The light-emitting element as described in claim 1, wherein, The light-emitting layer includes the heterocyclic compound.

4. The light-emitting element as described in claim 1, wherein, The light-emitting layer includes a substrate and a dopant. The host and the dopant are different from each other. The content of the main component is greater than the content of the dopant. The main body includes the heterocyclic compound.

5. The light-emitting element as described in claim 4, wherein, The main body includes phosphorescent dopant or fluorescent dopant.

6. The light-emitting element as described in claim 3, wherein, The light-emitting layer emits blue or blue-green light.

7. An electronic device comprising: The light-emitting element as described in any one of claims 1 to 6, It also includes thin-film transistors, The thin-film transistor includes a source electrode and a drain electrode. The first electrode of the light-emitting element is electrically connected to either the source electrode or the drain electrode.

8. The electronic device as claimed in claim 7, wherein, It also includes color filters, color conversion layers, touch screen layers, polarization layers, or any combination thereof.

9. A heterocyclic compound, wherein, The heterocyclic compound is represented by the following chemical formula 1: <Chemical Formula 1> ， In the chemical formula 1, A1 to A3 are independently of each other and are controlled by at least one R. 10a C5-C, whether replaced or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups; L1 to L3 are independent single bonds, *-Si(R) 11 (R) 12 )-*'、by at least one R 10a C5-C, whether replaced or not 60 The carbocyclic group or is surrounded by at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups; * and *' represent the bonding sites with adjacent atoms; a1 to a3 are each an integer from 0 to 5, independent of each other; E1 to E3 are independently controlled by at least one R 20 Substituted or unsubstituted carbazole group, b1 to b3 are each an integer from 1 to 3, independent of each other. n1 to n3 are independent integers from 0 to 3, and n1 + n2 + n3 are integers greater than 1. R1 to R4, R 11 R 12 and R 20 Independently, each of the following groups is hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, or is associated with at least one R. 10a C1-C, whether substituted or not 60 Alkyl, with at least one R 10a C2-C, whether substituted or not 60 alkenyl, with at least one R 10a C2-C, whether substituted or not 60 Alkyne group, with at least one R 10a C1-C, whether substituted or not 60 Alkyl group, with at least one R 10a C3-C, whether substituted or not 60 Carbocyclic group, with at least one R 10a C1-C, whether substituted or not 60 Heterocyclic groups, with at least one R 10a Replaced or unreplaced C6-C 60 aryloxy group, with at least one R 10a Replaced or unreplaced C6-C 60 Arylthioyl, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), d1 to d3 are independent integers from 1 to 10. d4 is an integer from 1 to 14. The R 10a for: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, or nitro; The radicals -deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, and C3-C are used. 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -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 (or any combination thereof) replacing or not replacing C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group or C1-C 60 Alkoxy; The radicals -deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -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 (or any combination thereof) replacing or not replacing C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy or C6-C 60 aryl thiols; or -If(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 ), Among them, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 And Q 31 To Q 33 Independently, they are hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy groups or those with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 alkoxy, phenyl, biphenyl, or any combination thereof substituted or unsubstituted C3-C 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

10. The heterocyclic compound of claim 9, wherein, A1 to A3 are independently of each other and are controlled by at least one R. 10a Substituted or unsubstituted phenyl groups, naphthyl groups, anthracene groups, phenanthrene groups, benzo[9,10]phenanthrene groups, pyrene groups, cyclopentadienyl groups, 1,2,3,4-tetrahydronaphthyl groups, thiophene groups, furan groups, indole groups, benzoborane heterocyclopentadienyl groups, benzophosphane heterocyclopentadienyl groups, indene groups, benzothiophene groups, benzogermanium heterocyclopentadienyl groups, benzothiophene groups, benzoselenene groups, benzofuran groups, carbazole groups, dibenzoborane heterocyclopentadienyl groups, dibenzophosphane heterocycles Pentadiene group, fluorene group, dibenzothiophene group, dibenzogermanium heterocyclopentadiene group, dibenzothiophene group, dibenzoselenene group, dibenzofuran group, dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, dibenzothiophene 5,5-dioxide group, azaindole group, azabenzoborone heterocyclopentadiene group, azabenzophosphonone heterocyclopentadiene group, azaindene group, azabenzothiophene group, azabenzogermanium heterocyclopentadiene group, azabenzothiophene group, azabenzoselenene group Phenoyl group, azirbenzofuran group, azircarbazole group, azirdibenzoboranecyclopentadiene group, azirdibenzophosphacyclopentadiene group, azirfluorene group, azirdibenzothiophene group, azirdibenzogermaniumcyclopentadiene group, azirdibenzothiophene group, azirdibenzofuran group, azirdibenzothiophene 5-oxide group, azirdi-9H-fluorene-9-one group, azirdibenzothiophene 5,5-dioxide group, pyridine group, pyrimidine group, pyrazine group The following groups are included: pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazoline group, phenanthrene-rhein group, pyrrole group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzooxazole group, benzothiazole group, benzooxadiazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group or 5,6,7,8-tetrahydroquinoline group.

11. The heterocyclic compound of claim 9, wherein, A1 to A3 are independently of each other and are controlled by at least one R. 10a Substituted or unsubstituted phenyl groups, naphthyl groups, thiophene groups, furan groups, indole groups, benzoborane heterocyclopentadienyl groups, benzophoshexacyclopentadienyl groups, indene groups, benzothiophene groups, benzogermanium heterocyclopentadienyl groups, benzothiophene groups, benzoselenene groups, benzofuran groups, carbazole groups, dibenzoborane heterocyclopentadienyl groups, dibenzophoshexacyclopentadienyl groups, fluorene groups, dibenzothiophene groups, dibenzogermanium heterocyclopentadienyl groups, dibenzothiophene groups, dibenzoselenene groups, dibenzofuran groups, dibenzothiophene 5-oxide groups, 9H-fluorene-9-one groups, or dibenzothiophene 5,5-dioxide groups.

12. The heterocyclic compound of claim 9, wherein, L1 to L3 are independent of each other: single bonds; *-Si(R 11 (R) 12 )-*';or By at least one R 10a Substituted or unsubstituted phenyl groups, naphthyl groups, anthracene groups, phenanthrene groups, benzo[9,10]phenanthrene groups, pyrene groups, cyclopentadienyl groups, 1,2,3,4-tetrahydronaphthyl groups, thiophene groups, furan groups, indole groups, benzoborane heterocyclopentadienyl groups, benzophosphane heterocyclopentadienyl groups, indene groups, benzothiophene groups, benzogermanium heterocyclopentadienyl groups, benzothiophene groups, benzoselenene groups, benzofuran groups, carbazole groups, dibenzoborane heterocyclopentadienyl groups, dibenzophosphane heterocycles Pentadiene group, fluorene group, dibenzothiophene group, dibenzogermanium heterocyclopentadiene group, dibenzothiophene group, dibenzoselenene group, dibenzofuran group, dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, dibenzothiophene 5,5-dioxide group, azaindole group, azabenzoborone heterocyclopentadiene group, azabenzophosphonone heterocyclopentadiene group, azaindene group, azabenzothiophene group, azabenzogermanium heterocyclopentadiene group, azabenzothiophene group, azabenzoselenene group Phenoyl group, azirbenzofuran group, azircarbazole group, azirdibenzoboranecyclopentadiene group, azirdibenzophosphacyclopentadiene group, azirfluorene group, azirdibenzothiophene group, azirdibenzogermaniumcyclopentadiene group, azirdibenzothiophene group, azirdibenzofuran group, azirdibenzothiophene 5-oxide group, azirdi-9H-fluorene-9-one group, azirdibenzothiophene 5,5-dioxide group, pyridine group, pyrimidine group, pyrazine group The following groups are listed: pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazoline group, phenanthrene-rhein group, pyrrole group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzothiazole group, benzoxadiazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group or 5,6,7,8-tetrahydroquinoline group. Regarding the R 10a R 11 and R 12 The description refers to the description in claim 9.

13. The heterocyclic compound of claim 9, wherein, L1 to L3 are independent of each other: single bonds; *-Si(R 11 (R) 12 )-*';or One of the groups represented by the following chemical formulas 10-1 to 10-41: ， In the chemical formulas 10-1 to 10-41, Y1 is either O or S; Y2 is O, S, N(Z3) or C(Z3)(Z4); Z1 to Z4 refer independently to the provisions of claim 9 regarding R. 20 The explanation, e4 is one of the integers from 1 to 4. e6 is one of the integers from 1 to 6. e7 is one of the integers from 1 to 7. e8 is one of the integers from 1 to 8. * and *' represent bonding sites with adjacent atoms.

14. The heterocyclic compound of claim 9, wherein, E1 to E3 are independently represented by one of the groups represented by the following chemical formulas 2-1 to 2-5: ， In the chemical formulas 2-1 to 2-5, d27 is one of the integers from 1 to 7. d28 is an integer from 1 to 8. For R 30 The description refers to claim 9 of R. 20 Regarding R 20 The description refers to the description in claim 9, where * represents the bonding site with an adjacent atom.

15. The heterocyclic compound of claim 14, wherein, E1 to E3 are independently represented by one of the groups represented by the following chemical formulas 2-11 to 2-37: ， In chemical formulas 2-11 to 2-37, R 21 R 22 and R 31 Referring respectively to claim 14 regarding R 20 The explanation, R 21 and R 22 It's not hydrogen.

16. The heterocyclic compound of claim 9, wherein, n1 is 1, n2 is 0, and n3 is 0; n1 is 0, n2 is 1, and n3 is 0; n1 is 0, n2 is 0, and n3 is 1; n1 is 1, n2 is 1, and n3 is 0; n1 is 1, n2 is 0, and n3 is 1; n1 is 0, n2 is 1, and n3 is 1; or n1 is 1, n2 is 1, and n3 is 1.

17. The heterocyclic compound of claim 9, wherein, The heterocyclic compound is represented by one of the following chemical formulas 1-1 to 1-7: <Chemical Formula 1-1> <Chemical Formula 1-2> <Chemical Formula 1-3> <Chemical Formula 1-4> <Chemical Formulas 1-5> <Chemical Formulas 1-6> <Chemical Formulas 1-7> ， In the chemical formulas 1-1 to 1-7, X1 represents O, S, Se, N(R) 1a ), C(R 1a (R) 1b ) or Si(R 1a (R) 1b ), d13 is an integer from 1 to 3. d14 is an integer from 1 to 4. d16 is an integer from 1 to 6. R 1a and R 1b Referring independently to claim 9 regarding R 20 The explanation, The description of L1 to L3, a1 to a3, E1 to E3, b1 to b3, n1 to n3, R1 to R4 and d4 is given with reference to the description in claim 9.

18. The heterocyclic compound of claim 17, wherein, The heterocyclic compound is represented by one of the following chemical formulas 1-11 to 1-28: ， In the chemical formulas 1-11 to 1-28, d12 is either 1 or 2. d13 is an integer from 1 to 3. d14 is an integer from 1 to 4. d16 is an integer from 1 to 6. The descriptions of X1, L1 to L3, a1 to a3, E1 to E3, b1 to b3, R1 to R4 and d4 are respectively referred to the descriptions in claim 17.

19. The heterocyclic compound of claim 9, wherein, R1 to R4, R 11 R 12 and R 20 Each is selected independently from: Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl groups and C1-C 20 Alkoxy; The following groups are used: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 10 At least one substituted C1-C group from the following groups: alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, and pyrimidinyl. 20 Alkyl groups and C1-C 20 Alkoxy; The following groups are used: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, phenyl, pyrrole, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, inzolyl, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinolinyl, carbazole, phenanthryl Polylyl, benzimidazolyl, benzofuranyl, benzothiophenyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, azacarbazoleyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl, azadibenzothiophenyl, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 ) and -P(=O)(Q 31 (Q) 32 At least one of the following substituted or unsubstituted cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, phenyl, pyrrole, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinolinyl, carbazoleyl, phenanthroline, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, imidazopyridyl, imidazopyrimidinyl, azacarbazole, azadibenzofuranyl, azadibenzothiophene, azafluorenyl, and azadibenzothiophene; and Among -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), and -P(=O)(Q1)(Q2), Among them, Q1 to Q3 and Q 31 To Q 33 Each is selected independently from: -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, and -CD2CDH2; and Deuterium, C1-C 10 At least one of the following groups is substituted or unsubstituted: n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyridinyl, pyrazinyl, and triazinyl.

20. A heterocyclic compound, said heterocyclic compound being one of compounds 1 to 20 and compounds 22 to 40: 。

Images