Organometallic compound and organic light emitting device comprising the same

Abstract

An organometallic compound and an organic light-emitting device containing the same are disclosed.

Description

Technology Field

[0001] This invention relates to organometallic compounds and organic light-emitting devices containing the same. Background Technology

[0002] Organic light-emitting devices are self-emissive devices that, compared to conventional devices, not only have a wide viewing angle and excellent contrast, but also have a fast response time, excellent characteristics in brightness, driving voltage and response speed, and are capable of multi-color.

[0003] The above organic light-emitting device may have a structure in which a first electrode is disposed on a substrate, and a hole transport region, an emissive layer, an electron transport region, and a second electrode are sequentially formed on the first electrode. Holes injected from the first electrode move to the emissive layer via the hole transport region, and electrons injected from the second electrode move to the emissive layer via the electron transport region. Carriers such as holes and electrons recombine in the emissive layer region to generate excitons. Light is generated as these excitons change from an excited state to a ground state. The problem to be solved

[0004] The present invention provides a novel organometallic compound and an organic light-emitting device containing the same. means of solving the problem

[0005] According to one aspect, an organometallic compound represented by the following chemical formula 1 is provided:

[0006] <Chemical Formula 1>

[0007] M(L1) n1 (L2) n2

[0008] <Chemical Formula 2A> <Chemical Formula 2B>

[0009]

[0010] In the above chemical formula 1, M is iridium (Ir), and

[0011] In the above Chemical Formula 1, L1 is a ligand represented by the above Chemical Formula 2A, n1 is 1, 2, or 3, and if n1 is 2 or more, the 2 or more L1s are identical or different from each other, and

[0012] In the above Chemical Formula 1, L2 is a ligand represented by the above Chemical Formula 2B, n2 is 0, 1, or 2, and if n2 is 2 or more, the 2 or more L2s are identical or different from each other, and

[0013] In the above chemical formula 1, n1 + n2 is 3, and

[0014] In the above chemical formulas 2A and 2B, * and *' are binding sites with M in the above chemical formula 1, and

[0015] In the above chemical formula 2A, X1 is N or C(R1), X2 is N or C(R2), X3 is N or C(R3), X4 is N or C(R4), X5 is N or C(R5), and X6 is N or C(R6).

[0016] In the above chemical formula 2B, Y1 is C, Y2 and Y3 are independently C or N, Y4 is N, the bond between Y1 and Y2 is a single bond or a double bond, the bond between Y2 and Y3 is a single bond, and the bond between Y3 and Y4 is a single bond or a double bond, and

[0017] In the above chemical formula 2B, ring A1 is C4-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group, and ring A2 is C1-C 60 It is a heterocyclic group, and

[0018] Among the above chemical formulas 2A and 2B, R1 to R7, R 11 and R 12are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, substituted or unsubstituted C1-C 60 Alkyl groups, substituted or unsubstituted C2-C 60 alkenyl groups, substituted or unsubstituted C2-C 60 alkynyl group, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl group, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl group, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 Selected from a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), and -P(=O)(Q1)(Q2).

[0019] Any two adjacent groups among R1 to R7 in the above chemical formula 2A may optionally combine with each other to form a substituted or unsubstituted C4-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 It can form heterocyclic groups,

[0020] Multiple Rs in the above chemical formula 2B 11 Any two adjacent groups among them may optionally combine to form a substituted or unsubstituted C4-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60It can form heterocyclic groups,

[0021] Multiple Rs in the above chemical formula 2B 12 Any two adjacent groups among them may optionally combine to form a substituted or unsubstituted C4-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 It can form heterocyclic groups,

[0022] In the above chemical formula 2B, adjacent Rs 11 and R 12 Optionally, combined with each other, substituted or unsubstituted C4-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 It can form heterocyclic groups,

[0023] In the above chemical formula 2B, a11 and a12 are independently 0, 1, 2, 3, 4, or 5, and

[0024] i) where n1 in the above Chemical Formula 1 is 3, a) X2 and X3 in Chemical Formula 2A are N, or b) at least one of X4 to X6 is N, and R7 is an electron withdrawing group, and

[0025] ii) where n1 in the above Chemical Formula 1 is 1 or 2, a) at least one of X3, X5, and X6 in Chemical Formula 2A is N, b) X1 in Chemical Formula 2A is C(R1), X4 is C(R4), and at least one of R1 and R4 is an electron puller, and

[0026] The above-mentioned substituted C1-C 60 Alkyl groups, substituted C2-C 60 alkenyl group, substituted C2-C 60 alkynyl group, substituted C1-C 60 Alkoxy group, substituted C3-C 10 Cycloalkyl group, substituted C1-C 10 Heterocycloalkyl group, substituted C3-C 10 Cycloalkenyl group, substituted C1-C10 Heterocycloalkenyl group, substituted C6-C 60 Aryl group, substituted C6-C 60 aryloxy group, substituted C6-C 60 Arylthio group, substituted C1-C 60 Heteroaryl group, substituted monovalent non-aromatic condensed polycyclic group, substituted monovalent non-aromatic heterocondensed polycyclic group, substituted C4-C 60 Carbocyclic groups and substituted C1-C 60 At least one substituent selected from the substituents of the heterocyclic group is,

[0027] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group and C1-C 60 Alkoxygenation;

[0028] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C3-C 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q 11 ) and -P(=O)(Q 11 )(Q 12C1-C substituted with at least one selected from ) 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group and C1-C 60 Alkoxygenation;

[0029] C3-C 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic heterocondensed polycyclic group;

[0030] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -Si(Q 21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21 ) and -P(=O)(Q 21)(Q 22 C3-C substituted with at least one selected from ) 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic heterocondensed polycyclic group; and

[0031] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 );

[0032] Selected from among,

[0033] The above Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 They are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C1-C60 C1-C substituted with at least one selected from a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocondensed polycyclic group, deuterium, -F, and a cyano group 60 C6-C substituted with at least one selected from alkyl groups, deuterium, -F, and cyano groups 60 It is selected from aryl groups, biphenyl groups, and terphenyl groups.

[0034] According to another aspect, an organic light-emitting device is provided, comprising: a first electrode; a second electrode opposite to the first electrode; and an organic layer interposed between the first electrode and the second electrode and including a light-emitting layer, wherein the organic layer includes one or more organometallic compounds as described above. Effects of the invention

[0035] An organic light-emitting device containing the above organometallic compound can have low driving voltage, high efficiency, high brightness, and a long lifespan. Brief explanation of the drawing

[0036] FIG. 1 is a schematic diagram showing the structure of an organic light-emitting device according to one embodiment. Specific details for implementing the invention

[0037] The above organometallic compound is represented by the following chemical formula 1:

[0038] <Chemical Formula 1>

[0039] M(L1) n1 (L2) n2

[0040] In the above chemical formula 1, M is iridium (Ir).

[0041] In the above Chemical Formula 1, i) L1 is a ligand represented by the following Chemical Formula 2A, n1 is 1, 2, or 3, and if n1 is 2 or more, 2 or more L1s are identical or different from each other, and ii) in the above Chemical Formula 1, L2 is a ligand represented by the above Chemical Formula 2B, n2 is 0, 1, or 2, and if n2 is 2 or more, 2 or more L2s are identical or different from each other.

[0042] <Chemical Formula 2A> <Chemical Formula 2B>

[0043]

[0044] Refer to the description below for the explanation of the above chemical formulas 2A and 2B. Among the above chemical formulas 2A and 2B, * and *' are binding sites with M in the above chemical formula 1.

[0045] In the above chemical formula 1, n1 + n2 is 3.

[0046] The organometallic compound represented by the above chemical formula 1 does not have the form of a salt consisting of anions and cations, and is neutral.

[0047] In the above chemical formula 2A, X1 may be N or C(R1), X2 may be N or C(R2), X3 may be N or C(R3), X4 may be N or C(R4), X5 may be N or C(R5), and X6 may be N or C(R6).

[0049] In the above chemical formula 2B, Y1 is C, Y2 and Y3 are independently C or N, Y4 is N, the bond between Y1 and Y2 is a single bond or a double bond, the bond between Y2 and Y3 is a single bond, and the bond between Y3 and Y4 may be a single bond or a double bond.

[0050] For example, in the above chemical formula 2B, Y1 to Y3 may be C and Y4 may be N, but is not limited thereto.

[0051] In the above chemical formula 2B, ring A1 is C4-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group, and ring A2 is C1-C 60 It can be a heterocyclic group.

[0052] According to one implementation, of the above chemical formula 2B,

[0053] Ring A1 is benzene group, naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, chrysene group, 1,2,3,4-tetrahydronaphthalene group, furan group, thiophene group, selenophene group, pyrrole group, cyclopentadiene group, silol group, benzofuran group, benzothiophene group, benzoselenophene group, indole group, indene group, benzocilol group, dibenzofuran group, dibenzothiophene group, dibenzoselenophene group, carbazole group, fluorene group, dibenzocilol group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazolin group, phenanthroline group, pyrazol group, imidazole group, triazole group, oxazole group, isooxazole group, thiazole group, isothiaazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzothiaazole group, benzoxadiazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group or 5,6,7,8-tetrahydroquinoline group, and

[0054] Ring A2 may be a pyrrole group, indole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazolin group, phenanthroline group, pyrazole group, imidazole group, triazole group, oxazole group, isooxazole group, thiazole group, isothiaazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzothiaazole group, benzoxadiazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group or 5,6,7,8-tetrahydroquinoline group.

[0055] According to another embodiment, of the above formula 2B,

[0056] Ring A1 is a benzene group, naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, chrysene group, 1,2,3,4-tetrahydronaphthalene group, furan group, thiophene group, selenophene group, pyrrole group, cyclopentadiene group, silol group, benzofuran group, benzothiophene group, benzoselenophene group, indole group, indene group, benzocilol group, dibenzofuran group, dibenzothiophene group, dibenzoselenophene group, carbazole group, fluorene group, or dibenzocilol group, and

[0057] Ring A2 may be a pyrrole group, indole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazolin group, pyrazol group, imidazole group, triazole group, 5,6,7,8-tetrahydroisoquinoline group or 5,6,7,8-tetrahydroquinoline group.

[0058] According to another embodiment, among the above formula 2B,

[0059] Ring A1 is a benzene group, a naphthalene group, a 1,2,3,4-tetrahydronaphthalene group, a benzofuran group, a benzothiophene group, a benzoselenopene group, an indole group, an indene group, a benzocillol group, a dibenzofuran group, a dibenzothiophene group, a dibenzoselenopene group, a carbazole group, a fluorene group, or a dibenzocillol group, and

[0060] Ring A2 may be a pyrrole group, pyridine group, pyrimidine group, pyrazine group, quinoline group, isoquinoline group, quinoxaline group, quinazolin group, pyrazol group, imidazole group, triazole group, 5,6,7,8-tetrahydroisoquinoline group, or 5,6,7,8-tetrahydroquinoline group.

[0061] According to another embodiment, ring A1 in the above chemical formula 2B may be a benzene group and ring A2 may be a pyridine group, but is not limited thereto.

[0062] Among the above chemical formulas 2A and 2B, R1 to R7, R 11 and R 12 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, substituted or unsubstituted C1-C 60 Alkyl groups, substituted or unsubstituted C2-C 60 alkenyl groups, substituted or unsubstituted C2-C 60 alkynyl group, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl group, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl group, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60Arylthio groups, substituted or unsubstituted C1-C 60 A heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), and -P(=O)(Q1)(Q2) may be selected. For the description of Q1 to Q3, refer to the description in this specification.

[0063] According to one embodiment, R1 to R7, R in the above chemical formulas 2A and 2B 11 and R 12 are independently of each other,

[0064] Hydrogen, Deuterium, -F, -Cl, -Br, -I, Hydroxyl group, Cyano group, Nitro group, Amydino group, Hydrazino group, Hydrazono group, C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxygenation;

[0065] Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridinyl group, pyrimidinyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q31 )(Q 32 C1-C substituted with at least one selected from ) 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxygenation;

[0066] Cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, Quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazoleyl group, benzoxazoleyl group, isobenzoxazoleyl group, triazoleyl group, tetrazoleyl group, oxadiazoleyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, imidazopyridinyl group and imidazopyridinyl group;

[0067] Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group, C1-C 20Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, Benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazoleyl group, benzoxazoleyl group, isobenzoxazoleyl group, triazoleyl group, tetrazoleyl group, oxadiazoleyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, imidazopyridinyl group, imidazopyrimidinyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32Substituted with at least one selected from ), cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, Isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazoleyl group, benzoxazoleyl group, isobenzoxazoleyl group, triazoleyl group, tetrazoleyl group, oxadiazoleyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, imidazopyridinyl group and imidazopyridinyl group; and

[0068] -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) and -P(=O)(Q1)(Q2);

[0069] Selected from among,

[0070] Q1 to Q3 and Q 31 to Q 33 are independently of each other,

[0071] Hydrogen, Deuterium, -F, -Cl, -Br, -I, Cyano group, C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group, C1-C 20 Alkoxy group, C3-C 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C20 Aryl group, C1-C 20 Heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic heterocondensed polycyclic group;

[0072] C1-C substituted with at least one selected from deuterium, -F, and cyano groups 20 Alkyl group;

[0073] C6-C substituted with at least one selected from deuterium, -F, and cyano groups 20 Aryl group; and

[0074] Biphenyl group and terphenyl group;

[0075] It can be selected from among them.

[0076] According to another embodiment, R1 to R7, R in the above formulas 2A and 2B 11 and R 12 are independently of each other,

[0077] Hydrogen, Deuterium, -F, -Cl, -Br, -I, Cyano group, Nitro group, C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxygenation;

[0078] C1-C substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano group, nitro group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridinyl group, and pyrimidinyl group. 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxygenation;

[0079] Cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, Benzimidazole yl group, benzofuranyl group, benzothiophenyl group, isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, oxadiazole yl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole yl group and dibenzocarbazole yl group;

[0080] Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano group, nitro group, C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group, C1-C 20Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, Substituted with at least one selected from phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazoleyl group, benzoxazoleyl group, isobenzoxazoleyl group, triazoleyl group, tetrazoleyl group, oxadiazoleyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, and dibenzocarbazoleyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazoleyl group, Oxazole yl group, isoxazole yl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindole yl group, indole yl group, indazole yl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazole yl group, phenanthrolinyl group, benzimidazole yl group, benzofuranyl group, benzothiophenyl group, isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, oxadiazole yl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole yl group and dibenzocarbazole yl group; and

[0081] -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) and -P(=O)(Q1)(Q2);

[0082] Selected from among,

[0083] Q1 to Q3 and Q 31 to Q 33 For descriptions of each, refer to those described in this specification.

[0084] 1) Any two adjacent groups among R1 to R7 in the above formula 2A may optionally combine with each other to form a substituted or unsubstituted C4-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 It can form a heterocyclic group, and 2) a plurality of Rs in the above chemical formula 2B 11 Any two adjacent groups among them may optionally combine to form a substituted or unsubstituted C4-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 It can form a heterocyclic group, and 3) a plurality of Rs in the above chemical formula 2B 12 Any two adjacent groups among them may optionally combine to form a substituted or unsubstituted C4-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 It can form a heterocyclic group, and 4) adjacent Rs in the above chemical formula 2B 11 and R 12 Optionally, combined with each other, substituted or unsubstituted C4-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 A heterocyclic group can be formed. Here, the substituted C4-C 60 Carbocyclic groups and substituted C1-C 60 Description of substituents of heterocyclic groups in R of this specification 11 Refer to the explanation regarding, and the above C4-C 60 The carbocyclic group may be, for example, a cyclopentane group, a cyclohexane group, an adamantane group, a norbonan group, a benzene group, or a naphthalene group, and the above C1-C60 The heterocyclic group may be, for example, a thiophene group, a furan group, a pyrrole group, a benzothiophene group, a benzofuran group, an indole group, or a pyridine group, but is not limited thereto.

[0085] In the above chemical formula 2B, a11 and a12 may be independently 0, 1, 2, 3, 4, or 5. The above a11 is R 11 It represents the number of, where if a11 is 2 or more, then 2 or more R 11 They may be identical or different from each other. The above a12 is R 12 It represents the number of, where if a12 is 2 or more, then 2 or more R 12 They may be the same or different from each other.

[0086] i) where n1 in the above formula 1 is 3, a) X2 and X3 of formula 2A are N; or b) at least one of X4 to X6 of formula 2A is N and R7 is an electron withdrawing group, and ii) where n1 in the above formula 1 is 1 or 2, a) at least one of X3, X5 and X6 of formula 2A is N and b) X1 of formula 2A is C(R1), X4 is C(R4), and at least one of R1 and R4 is an electron withdrawing group.

[0087] According to one embodiment, i) when n1 in the above formula 1 is 3, a) X2 and X3 of formula 2A are N; or b) one of X4 to X6 of formula 2A is N, and the rest of X4 to X6 are not N, and R7 is an electron withdrawing group; and ii) when n1 in the above formula 1 is 1 or 2, a) one of X3, X5 and X6 of formula 2A is N, and the rest of X3, X5 and X6 are not N, and b) X1 of formula 2A is C(R1), X4 is C(R4), and at least one of R1 and R4 may be an electron withdrawing group.

[0088] The above electron puller is -F, -Cl, -Br, -I, a cyano group, a nitro group, or -B(Q1)(Q2); or -F, -Cl, -Br, -I, -CF3, -CF2H, -CFH2, a cyano group, a nitro group, and -B(Q 31 )(Q 32 A first group substituted with at least one selected from ), and

[0089] The above-mentioned first group is,

[0090] C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxygenation;

[0091] Deuterium, -CD3, -CD2H, -CDH2, hydroxyl group, amidino group, hydrazino group, hydrazono group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridinyl group, pyrimidinyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 C1-C substituted with at least one selected from ) 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxygenation;

[0092] Cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, Quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazoleyl group, benzoxazoleyl group, isobenzoxazoleyl group, triazoleyl group, tetrazoleyl group, oxadiazoleyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, imidazopyridinyl group and imidazopyridinyl group; and

[0093] Deuterium, -CD3, -CD2H, -CDH2, hydroxyl group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group, C1-C 20Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, Benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazoleyl group, benzoxazoleyl group, isobenzoxazoleyl group, triazoleyl group, tetrazoleyl group, oxadiazoleyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, imidazopyridinyl group, imidazopyrimidinyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32Substituted with at least one selected from ), cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, Isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazoleyl group, benzoxazoleyl group, isobenzoxazoleyl group, triazoleyl group, tetrazoleyl group, oxadiazoleyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, imidazopyridinyl group and imidazopyrimidinyl group;

[0094] Selected from among,

[0095] Q1 to Q3 and Q 31 to Q 33 are independently of each other,

[0096] Hydrogen, Deuterium, -F, -Cl, -Br, -I, Cyano group, C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group, C1-C 20 Alkoxy group, C3-C 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 20 Aryl group, C1-C 20 Heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic heterocondensed polycyclic group;

[0097] C1-C substituted with at least one selected from deuterium, -F, and cyano groups 20 Alkyl group;

[0098] C6-C substituted with at least one selected from deuterium, -F, and cyano groups 20 Aryl group; and

[0099] Biphenyl group and terphenyl group;

[0100] It can be selected from among them.

[0101] For example, it can be clearly understood from the present specification that 1) if the electron-pulling group is a first group substituted with at least one -F and the first group is a "methyl group," the electron-pulling group is a "methyl group substituted with at least one -F (e.g., -CF3, -CHF2, or -CH2F)," and 2) if the electron-pulling group is a first group substituted with at least one -F and the first group is a "methyl group substituted with at least one deuterium," the electron-pulling group is a "methyl group substituted with at least one -F and at least one deuterium (e.g., -CDF2, or -CD2F)."

[0102] According to another embodiment, the electron puller is -F, -Cl, -Br, -I, a cyano group, a nitro group, or -B(Q1)(Q2); or -F, -Cl, -Br, -I, -CF3, -CF2H, -CFH2, a cyano group, a nitro group, and -B(Q 31 )(Q 32 A first group substituted with at least one selected from ), and

[0103] The above-mentioned first group is,

[0104] C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxygenation;

[0105] C1-C substituted with at least one selected from deuterium, -CD3, -CD2H, -CDH2, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornenyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridinyl group, and pyrimidinyl group. 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxygenation;

[0106] Cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group and fluorenyl group; and

[0107] Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group, C1-C 20 A cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, and fluorenyl group substituted with at least one selected from alkoxy group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, and fluorenyl group;

[0108] Selected from among,

[0109] Q1, Q2, Q 31 and Q 32 are independently of each other,

[0110] Hydrogen, Deuterium, -F, -Cl, -Br, -I, Cyano group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, phenyl group and naphthyl group;

[0112] C1-C substituted with at least one selected from deuterium, -F, and cyano groups 20 Alkyl group;

[0113] A phenyl group and a naphthyl group substituted with at least one selected from deuterium, -F, and cyano groups; and

[0114] Biphenyl group and terphenyl group;

[0115] It can be selected from among them.

[0116] According to another embodiment, the electron puller is -F, -Cl, -Br, -I, a cyano group, a nitro group, or -B(Q1)(Q2); or -F, -Cl, -Br, -I, -CF3, -CF2H, -CFH2, a cyano group, a nitro group, and -B(Q 31 )(Q 32 A first group substituted with at least one selected from ), and

[0117] The above-mentioned first group is,

[0118] C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxy group; and

[0119] C1-C substituted with at least one selected from deuterium, -CD3, -CD2H, -CDH2, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornenyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridinyl group, and pyrimidinyl group. 20 Alkyl groups and C1-C 20 Alkoxygenation;

[0120] Selected from among,

[0121] Q1, Q2, Q 31 and Q 32 are independently of each other,

[0122] Hydrogen, Deuterium, -F, -Cl, -Br, -I, Cyano group, C1-C 20Alkyl group, C1-C 20 Alkoxy group, phenyl group and naphthyl group;

[0123] C1-C substituted with at least one selected from deuterium, -F, and cyano groups 20 Alkyl group;

[0124] A phenyl group and a naphthyl group substituted with at least one selected from deuterium, -F, and cyano groups; and

[0125] Biphenyl group and terphenyl group;

[0126] It may be selected from among these, but is not limited thereto.

[0127] Meanwhile, n1 in the above chemical formula 1 is 3, and the three L1s in the above chemical formula 1 may be identical to each other. In this case, the organometallic compound represented by the above chemical formula 1 becomes a homoleptic complex.

[0128] According to one embodiment, n1 in Chemical Formula 1 is 3, one of X4 to X6 in Chemical Formula 2A is N, and R7 in Chemical Formula 2A may be an electron pulling group. Refer to the description of the electron pulling group as described in this specification.

[0129] According to another embodiment, n1 in Formula 1 is 1 or 2, one of X3, X5, and X6 of Formula 2A is N, and at least one of R1 and R4 of Formula 2A (e.g., R4 or both R1 and R4) may be an electron puller. Refer to the description of the electron puller as set forth in this specification.

[0130] Meanwhile, L2 in the above Chemical Formula 1 may be a ligand selected from the group represented by the following Chemical Formulas 2B-1 to 2B-14, but is not limited thereto:

[0131]

[0132] Among the above chemical formulas 2B-1 to 2B-14

[0133] Descriptions of Z1 and Z2 are respectively R in this specification 11 and R 12 It is identical to the explanation for,

[0134] d2 is selected from integers from 0 to 2, and

[0135] d3 is selected from integers 0 to 3, and

[0136] d4 is selected from integers from 0 to 4, and

[0137] * and *' are independently binding sites with M in Chemical Formula 1.

[0138] For example, Z1 and Z2 among the above chemical formulas 2B-1 to 2B-14 are independently of each other,

[0139] Hydrogen, Deuterium, -F, -Cl, -Br, -I, Cyano group, Nitro group, C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxygenation;

[0140] C1-C substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano group, nitro group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridinyl group, and pyrimidinyl group. 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxygenation;

[0141] Cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, Benzimidazole yl group, benzofuranyl group, benzothiophenyl group, isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, oxadiazole yl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole yl group and dibenzocarbazole yl group;

[0142] Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano group, nitro group, C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group, C1-C 20Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, Substituted with at least one selected from phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazoleyl group, benzoxazoleyl group, isobenzoxazoleyl group, triazoleyl group, tetrazoleyl group, oxadiazoleyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, and dibenzocarbazoleyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazoleyl group, Oxazole yl group, isoxazole yl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindole yl group, indole yl group, indazole yl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazole yl group, phenanthrolinyl group, benzimidazole yl group, benzofuranyl group, benzothiophenyl group, isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, oxadiazole yl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole yl group and dibenzocarbazole yl group; and

[0143] -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) and -P(=O)(Q1)(Q2);

[0144] Selected from among,

[0145] The above Q1 to Q3 and Q 31 to Q 33 For descriptions of each, refer to those described in this specification.

[0146] According to one embodiment, the organometallic compound can be represented by the following chemical formula 1 (1):

[0148] *

[0149] The descriptions of M, R1, and R4 to R7 in the above chemical formula 1(1) are each the same as those described in the present specification.

[0150] According to another embodiment, the organometallic compound may be represented by one of the following chemical formulas 1(2) to 1(4):

[0151]

[0152] The descriptions of M, X1, X2, R3 to R6 in the above chemical formulas 1(2) to 1(4) are each the same as those described in the present specification, and R7 is an electron puller. The description of the electron puller refers to that described in the present specification.

[0153] According to another embodiment, the organometallic compound may be represented by one of the following chemical formulas 2(1) to 2(3):

[0154]

[0155] In the above chemical formulas 2(1) to 2(3), n1 and n2 are independently 1 or 2, n1 + n2 is 3, and the descriptions of Z1 and Z2 are each R in this specification. 11 and R 12The description is identical to that of, and the descriptions of M, R1, X2, R3 to R7 are each identical to those described in this specification, provided that at least one of R1 and R4 is selected from among the electronic pullers independently of each other. The description of the electronic pullers refers to that described in this specification.

[0156] The organometallic compound may be selected, for example, from the following compounds 1-1 to 1-8, 2-1 and 2-2, but is not limited thereto:

[0157]

[0158]

[0159]

[0160] The above organometallic compound is an organometallic compound satisfying the condition that "i) when n1 in the above formula 1 is 3, a) X2 and X3 of the formula 2A are N; or b) at least one of X4 to X6 of the formula 2A is N and R7 is an electron withdrawing group, and ii) when n1 in the above formula 1 is 1 or 2, a) at least one of X3, X5 and X6 of the formula 2A is N and b) X1 of the formula 2A is C(R1), X4 is C(R4), and at least one of R1 and R4 is an electron withdrawing group".

[0161] As described above, the organometallic compound can have a large bond dissociation energy (eV) between the relatively large metal (M in Formula 1) and the ligand (L1 when n2 in Formula 1 is 0, and L1 and L2 when n2 in Formula 1 is not 0), thereby minimizing the intrinsic degradation of the organometallic compound. As a result, the generation of decomposition products (e.g., ligand chemical species separated from the metal) generated by the decomposition of the organometallic compound, which can act as a quencher that reduces the luminous efficiency in an electronic device employing the organometallic compound, such as an organic light-emitting device, can be suppressed, and thus the electronic device employing the organometallic compound, such as an organic light-emitting device, can have a long lifespan.

[0162] According to one embodiment, the minimum value (eV) of the bond breaking energy between the metal and the ligand of the organometallic compound may be greater than the lowest excited triplet energy level (eV) of the organometallic compound.

[0163] According to another embodiment, the minimum value (eV) of the bond breaking energy between the metal and the ligand of the organometallic compound may be greater than the lowest excited triplet energy level (eV) of the organometallic compound by at least 0.002 eV, for example, by at least 0.5 eV, but is not limited thereto.

[0164] The above organometallic compound may have a lowest excited triplet energy level of 2.7 eV or higher and 3.2 eV or lower.

[0165] The organometallic compound may emit blue light. For example, the organometallic compound may emit blue light having a maximum emission wavelength of 392 nm or more and 460 nm or less at 77 Kelvin, but is not limited thereto.

[0166] The method of synthesizing the organometallic compound represented by the above chemical formula 1 can be recognized by those skilled in the art by referring to the examples described below.

[0167] At least one of the organometallic compounds represented by Chemical Formula 1 above can be used between a pair of electrodes of an organic light-emitting device. For example, the organometallic compound may be included in the light-emitting layer. The organometallic compound included in the light-emitting layer may serve as a dopant.

[0168] Accordingly, an organic light-emitting device is provided, comprising: a first electrode; a second electrode facing the first electrode; and an organic layer interposed between the first electrode and the second electrode and including a light-emitting layer, wherein the organic layer includes one or more organometallic compounds represented by the chemical formula 1.

[0169] In this specification, the phrase “(the organic layer) comprises one or more organometallic compounds” may be interpreted as “(the organic layer) may comprise one organometallic compound belonging to the category of Formula 1 or two or more different organometallic compounds belonging to the category of Formula 1.”

[0170] For example, the organic layer may include only compound 1-1 as the organometallic compound. In this case, compound 1 may be present in the light-emitting layer of the organic light-emitting device. Alternatively, the organic layer may include compound 1-1 and compound 1-2 as the organometallic compound. In this case, compound 1-1 and compound 1-2 may be present in the same layer (for example, both compound 1-1 and compound 1-2 may be present in the light-emitting layer) or in different layers (for example, compound 1-1 may be present in the light-emitting layer and compound 1-2 may be present in the electron transport region).

[0171] According to one embodiment,

[0172] The first electrode of the above organic light-emitting device is an anode, and

[0173] The second electrode of the above organic light-emitting diode is a cathode, and

[0174] The organic layer further includes a hole transport region interposed between the first electrode and the light-emitting layer and an electron transport region interposed between the light-emitting layer and the second electrode.

[0175] The hole transport region above includes a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, or any combination thereof, and

[0176] The above electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0177] In this specification, "organic layer" is a term referring to all single and / or multiple layers interposed between the first electrode and the second electrode of the organic light-emitting device. The material included in the layer of the "organic layer" is not limited to organic material.

[0178] [Explanation of Fig. 1]

[0179] FIG. 1 schematically illustrates a cross-sectional view of an organic light-emitting element (10) according to one embodiment of the present invention. The organic light-emitting element (10) includes a first electrode (110), an organic layer (150), and a second electrode (190).

[0180] Hereinafter, the structure and manufacturing method of an organic light-emitting element (10) according to one embodiment of the present invention will be described with reference to FIG. 1.

[0181] [First electrode (110)]

[0182] A substrate may be additionally disposed on the lower part of the first electrode (110) of FIG. 1 or on the upper part of the second electrode (190). As the substrate, a glass substrate or a plastic substrate having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and water resistance may be used.

[0183] The first electrode (110) can be formed, for example, by providing a material for the first electrode on a substrate using a deposition method or a sputtering method. When the first electrode (110) is an anode, the material for the first electrode can be selected from materials having a high work function so that hole injection is easy.

[0184] The first electrode (110) may be a reflective electrode, a semi-transparent electrode, or a transparent electrode. To form the first electrode (110) which is a transparent electrode, the material for the first electrode may be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), and any combination thereof, but is not limited thereto. Alternatively, to form the first electrode (110) which is a semi-transparent electrode or a reflective electrode, the material for the first electrode may be selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof, but is not limited thereto.

[0185] The first electrode (110) may have a single-layer structure or a multilayer structure having multiple layers. For example, the first electrode (110) may have a three-layer structure of ITO / Ag / ITO, but is not limited thereto.

[0186] [Organic layer (150)]

[0187] An organic layer (150) is disposed on the upper portion of the first electrode (110). The organic layer (150) includes a light-emitting layer.

[0188] The above organic layer (150) may further include a hole transport region interposed between the first electrode (110) and the light-emitting layer and an electron transport region interposed between the light-emitting layer and the second electrode (190).

[0189] [Hole transport region in organic layer (150)]

[0190] 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 plurality of different materials, or iii) a multilayer structure having a plurality of layers made of a plurality of different materials.

[0191] The hole transport region may include at least one layer selected from a hole injection layer (HIL), a hole transport layer (HTL), a light-emitting auxiliary layer, and an electron blocking layer (EBL).

[0192] For example, the hole transport region may have a single-layer structure consisting of a single layer made of a plurality of different materials, or a multilayer structure in which a hole injection layer / hole transport layer, a hole injection layer / hole transport layer / light-emitting auxiliary layer, a hole injection layer / light-emitting auxiliary layer, a hole transport layer / light-emitting auxiliary layer, or a hole injection layer / hole transport layer / electron blocking layer are stacked sequentially from the first electrode (110), but is not limited thereto.

[0193] The above hole transport region is m-MTDATA, TDATA, 2-TNATA, NPB(NPD), β-NPB, TPD, Spiro-TPD, Spiro-NPB, methylated-NPB, TAPC, HMTPD, TCTA(4,4',4"-tris(N-carbazolyl)triphenylamine)), Pani / DBSA (Polyaniline / Dodecylbenzenesulfonic acid)), PEDOT / PSS(Poly(3,4-ethylenedioxythiophene) / Poly(4-styrenesulfonate))), PANI / CSA (Polyaniline / Camphorsulfonic acid)), PANI / PSS (Polyaniline / Poly(4-styrenesulfonate)), may include at least one selected from a compound represented by the following chemical formula 201 and a compound represented by the following chemical formula 202:

[0194]

[0195]

[0196] <Chemical Formula 201>

[0197]

[0198] <Chemical Formula 202>

[0199]

[0200] Among the above chemical formulas 201 and 202,

[0201] L 201 to L 204 are independently substituted or unsubstituted C3-C 10 Cycloalkylene group, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10Cycloalkenylene group, substituted or unsubstituted C1-C 10 Heterocycloalkenylene groups, substituted or unsubstituted C6-C 60 Aryllene group, substituted or unsubstituted C1-C 60 Selected from a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group and a substituted or unsubstituted divalent non-aromatic heterocondensed polycyclic group, and

[0202] L 205 은, *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C1-C 20 Alkylene groups, substituted or unsubstituted C2-C 20 alkenylene group, substituted or unsubstituted C3-C 10 Cycloalkylene group, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10 Cycloalkenylene group, substituted or unsubstituted C1-C 10 Heterocycloalkenylene groups, substituted or unsubstituted C6-C 60 Aryllene group, substituted or unsubstituted C1-C 60 Selected from a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group and a substituted or unsubstituted divalent non-aromatic heterocondensed polycyclic group, and

[0203] xa1 to xa4 are independently selected from integers 0 to 3, and

[0204] xa5 is selected from integers 1 to 10, and

[0205] R 201 to R 204 and Q 201 C3-C independently of each other, substituted or unsubstituted 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl group, substituted or unsubstituted C1-C 10Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl group, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 It may be selected from heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups and substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic groups.

[0207] * For example, R in the above chemical formula 202 201 and R 202 They can optionally be connected to each other via a single bond, a dimethyl-methylene group, or a diphenyl-methylene group, and R 203 and R 204 They can optionally be connected to each other through single bonds, dimethyl-methylene groups, or diphenyl-methylene groups.

[0208] According to one embodiment, among the above formulas 201 and 202,

[0210] *L 201 to L 205 are independently of each other,

[0211] Phenylene group, pentalenylene group, indenylene group, naphthylene group, azulenylene group, hepthalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-bifluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, fisenylene group, perylenylene group, pentaphenylene group, hexacenylene group, penthacenylene group, rubisenylene group, coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazolylene group, indolylene group, isoindoleylene group, Benzofuranilene group, benzothiophenylene group, dibenzofuranilene group, dibenzothiophenylene group, benzocarbazoylene group, dibenzocarbazoylene group, dibenzosylrolylene group and pyridinylene group; and

[0212] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C1-C 10 Phenyl group substituted with an alkyl group, phenyl group substituted with -F, pentalenyl group, indenyl group, naphthyl group, azulenyl group, hepthalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, fisenyl group, perylenyl group, pentaphenyl group, hexacenyl group, penthacenyl group, rubisenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazoleyl group, indoleyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, Dibenzothiophenyl group, benzocarbazole group, dibenzocarbazole group, dibenzosilolyl group, pyridinyl group, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 Substituted with at least one selected from ), phenylene group, pentalenylene group, indenylene group, naphthylene group, azulenylene group, hepthalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-bifluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, pisenylene group, perylenylene group, pentaphenylene group, hexacenylene group, penthacenylene group, rubisenylene group, coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazoylene group, indolylene group, Isoindoleylene group, benzofuranilene group, benzothiophenylene group, dibenzofuranilene group, dibenzothiophenylene group, benzocarbazoylene group, dibenzocarbazoylene group, dibenzosylrolyllene group and pyridinylene group;

[0213] Selected from among,

[0214] Above Q 31 to Q 33 are independently of each other, C1-C 10 Alkyl group, C1-C 10 It can be selected from alkoxy groups, phenyl groups, biphenyl groups, terphenyl groups, and naphthyl groups.

[0215] According to another embodiment, xa1 to xa4 may be 0, 1, or 2 independently of each other.

[0216] According to another implementation example, xa5 can be 1, 2, 3, or 4.

[0217] According to another implementation example, R 201 to R 204 and Q 201 are independently, phenyl group, biphenyl group, terphenyl group, penthalenyl group, indenyl group, naphthyl group, azulenyl group, hepthalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-bifluorenyl group, benzoflurenyl group, dibenzoflurenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, fisenyl group, perylenyl group, pentaphenyl group, hexacenyl group, penthacenyl group, rubisenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazoleyl group, indoleyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, Dibenzothiophenyl group, benzocarbazole group, dibenzocarbazole group, dibenzosilolyl group and pyridinyl group; and

[0218] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C1-C 10Phenyl group substituted with an alkyl group, phenyl group substituted with -F, pentalenyl group, indenyl group, naphthyl group, azulenyl group, hepthalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, fisenyl group, perylenyl group, pentaphenyl group, hexacenyl group, penthacenyl group, rubisenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazoleyl group, indoleyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, Dibenzothiophenyl group, benzocarbazole group, dibenzocarbazole group, dibenzosilolyl group, pyridinyl group, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 Substituted with at least one selected from ), phenyl group, biphenyl group, terphenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, hepthalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, fisenyl group, perylenyl group, pentaphenyl group, hexacenyl group, penthacenyl group, rubisenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazoleyl group, indoleyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, Dibenzothiophenyl group, benzocarbazole group, dibenzocarbazole group, dibenzosilolyl group and pyridinyl group;

[0219] It can be selected from among,

[0220] Above Q 31 to Q 33 Refer to the description of as set forth in this specification.

[0221] According to another embodiment, R in the above chemical formula 201 201 to R 203At least one of them, independently of each other,

[0222] Fluorenyl group, spiro-bifluorenyl group, carbazoleyl group, dibenzofuranyl group and dibenzothiophenyl group; and

[0223] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C1-C 10 Fluorenyl group, spiro-bifluorenyl group, carbazolel group, dibenzofuranyl group, and dibenzothiophenyl group substituted with at least one selected from alkyl group-substituted phenyl group, -F-substituted phenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, carbazolel group, dibenzofuranyl group, and dibenzothiophenyl group;

[0224] It may be selected from among these, but is not limited thereto.

[0225] According to another embodiment, i) R in the above chemical formula 202 201 and R 202 ☐ can be connected to each other through single bonds, and / or ii) R 203 and R 204 They can be connected to each other through a single bond.

[0226] According to another embodiment, R in the above chemical formula 202 201 to R 204 At least one of them,

[0227] Carbazol diary; and

[0228] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C1-C 20Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C1-C 10 A carbazole group substituted with at least one selected from a phenyl group substituted with an alkyl group, a phenyl group substituted with -F, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazole group, a dibenzofuranyl group, and a dibenzothiophenyl group;

[0229] It may be selected from among these, but is not limited thereto.

[0230] The compound represented by the above chemical formula 201 can be represented by the following chemical formula 201A:

[0231] <Chemical Formula 201A>

[0232]

[0233] For example, the compound represented by the above chemical formula 201 may be represented by the following chemical formula 201A (1), but is not limited thereto:

[0234] <Chemical Formula 201A(1)>

[0235]

[0236] As another example, the compound represented by the above chemical formula 201 may be represented by the following chemical formula 201A-1, but is not limited thereto:

[0237] <Chemical Formula 201A-1>

[0238]

[0239] Meanwhile, the compound represented by the above chemical formula 202 can be represented by the following chemical formula 202A:

[0240] <Chemical Formula 202A>

[0241]

[0242] According to another embodiment, the compound represented by the above chemical formula 202 may be represented by the following chemical formula 202A-1:

[0243] <Chemical Formula 202A-1>

[0244]

[0245] Among the above chemical formulas 201A, 201A(1), 201A-1, 202A and 202A-1,

[0246] L 201 to L 203 , xa1 to xa3, xa5 and R 202 to R 204 Refer to the description of as set forth in this specification, and

[0247] R 211 and R 212 The description of R in this specification 203 Refer to the explanation for,

[0248] R 213 to R 217 They are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C1-C 10 Phenyl group substituted with an alkyl group, phenyl group substituted with -F, pentalenyl group, indenyl group, naphthyl group, azulenyl group, hepthalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, fisenyl group, perylenyl group, pentaphenyl group, hexacenyl group, penthacenyl group, rubisenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazoleyl group, indoleyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, It can be selected from dibenzothiophenyl group, benzocarbazole group, dibenzocarbazole group, dibenzosilol group, and pyridinyl group.

[0249] The hole transport region may include at least one compound selected from the following compounds HT1 to HT39, but is not limited thereto:

[0250]

[0251]

[0252]

[0253]

[0254]

[0255]

[0256]

[0257] The thickness of the hole transport region may be about 100 Å to about 10000 Å, for example, about 100 Å to about 1000 Å. If the hole transport region includes at least one of a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be about 100 Å to about 9000 Å, for example, about 100 Å to about 1000 Å, and the thickness of the hole transport layer may be about 50 Å to about 2000 Å, for example, about 100 Å to about 1500 Å. When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer satisfy the ranges described above, satisfactory hole transport characteristics can be obtained without a substantial increase in driving voltage.

[0258] The light-emitting auxiliary layer is a layer that increases light emission efficiency by compensating for the optical resonance distance according to 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 materials as described above.

[0259] [p-dopant]

[0260] In addition to the material described above, the hole transport region may further include a charge-generating material to enhance conductivity. The charge-generating material may be uniformly or non-uniformly dispersed within the hole transport region.

[0261] The above charge-generating material may be, for example, a p-dopant.

[0262] According to one embodiment, the LUMO of the p-dopant may be lower than -3.5 eV.

[0263] The above p-dopant may include at least one selected from quinone derivatives, metal oxides, and cyano group-containing compounds, but is not limited thereto.

[0264] For example, the above p-dopant is,

[0265] Quinone derivatives such as TCNQ (Tetracyanoquinodimethane) and F4-TCNQ (2,3,5,6-�Tetrafluoro-�7,7,8,8-�tetracyanoquinodimethane);

[0266] Metal oxides such as tungsten oxide and molybdenum oxide;

[0267] HAT-CN (1,4,5,8,9,11-hexaazatriphenylene-hexacarbonitrile); and

[0268] Compound represented by the following chemical formula 221;

[0269] It may include at least one selected from among, but is not limited thereto:

[0270] <hat-cn> <f4-tcnq>

[0271]

[0272] <Chemical Formula 221>

[0273]

[0274] Of the above chemical formula 221,

[0275] R 221 to R 223 C3-C independently of each other, substituted or unsubstituted 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl group, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C1-C 60 Selected from a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, wherein R 221 to R 223 At least one of them is a C1-C group substituted with a cyano group, -F, -Cl, -Br, -I, or -F 20 C1-C alkyl groups substituted with -Cl 20 C1-C alkyl groups, -Br substituted 20 C1-C alkyl groups and -I substituted 20 It has at least one substituent selected from alkyl groups.

[0276] [Emitting layer in the organic layer (150)]

[0277] When the above organic light-emitting element (10) is a full-color organic light-emitting element, the light-emitting layer may be patterned into a red light-emitting layer, a green light-emitting layer, and a blue light-emitting layer for each individual subpixel. Alternatively, the light-emitting layer may have a structure in which two or more layers selected from the red light-emitting layer, the green light-emitting layer, and the blue light-emitting layer are stacked in contact or spaced apart, or may have a structure in which two or more materials selected from the red light-emitting material, the green light-emitting material, and the blue light-emitting material are mixed without layer separation, thereby emitting white light.

[0278] The light-emitting layer may include a host and a dopant. The dopant may include at least one of a phosphorescent dopant and a fluorescent dopant.

[0279] The content of the dopant in the above-mentioned light-emitting layer can typically be selected in the range of about 0.01 to about 15 parts by weight per about 100 parts by weight of the host, but is not limited thereto.

[0280] The thickness of the light-emitting layer may be about 100 Å to about 1000 Å, for example, about 200 Å to about 600 Å. When the thickness of the light-emitting layer satisfies the range described above, excellent light-emitting characteristics can be exhibited without a substantial increase in driving voltage.

[0281] [Host in the light-emitting layer]

[0282] The above host may include a compound represented by the following chemical formula 301.

[0284] *<Chemical Formula 301>

[0285] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0286] Among the above chemical formula 301,

[0287] Ar 301 C5-C with substituted or unsubstituted 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 It is a heterocyclic group, and

[0288] xb11 is 1, 2, or 3, and

[0289] L 301 Silver, substituted or unsubstituted C3-C 10 Cycloalkylene group, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10 Cycloalkenylene group, substituted or unsubstituted C1-C 10 Heterocycloalkenylene groups, substituted or unsubstituted C6-C 60 Aryllene group, substituted or unsubstituted C1-C 60 Selected from a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group and a substituted or unsubstituted divalent non-aromatic heterocondensed polycyclic group, and

[0290] xb1 is selected from integers 0 to 5, and

[0291] R 301 Silver, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, substituted or unsubstituted C1-C 60 Alkyl groups, substituted or unsubstituted C2-C 60 alkenyl groups, substituted or unsubstituted C2-C 60 alkynyl group, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl group, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl group, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 Heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, -Si(Q 301 )(Q 302 )(Q 303 ), -N(Q 301 )(Q 302 ), -B(Q 301 )(Q 302 ), -C(=O)(Q 301 ), -S(=O)2(Q 301 ) and -P(=O)(Q 301 )(Q 302 Selected from ),

[0292] xb21 is selected from integers 1 to 5, and

[0293] Q 301 to Q 303 are independently of each other, C1-C 10 Alkyl group, C1-C 10 It may be selected from alkoxy groups, phenyl groups, biphenyl groups, terphenyl groups, and naphthyl groups, but is not limited thereto.

[0294] According to one embodiment, Ar in the above chemical formula 301 301 silver,

[0295] Naphthalene group, fluorene group, spiro-bifluorene group, benzoflurene group, dibenzoflurene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, triphenylene group, pyrene group, chrysene group, naphthacene group, fisene group, perylene group, pentafene group, indenoanthracene group, dibenzofuran group and dibenzothiophene group; and

[0296] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 Substituted with at least one selected from ), a naphthalene group, a fluorene group, a spirobifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, anthracene group, a fluorantene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a fisene group, a perylene group, a pentapene group, an indenoanthracene group, a dibenzofuran group, and a dibenzothiophene group;

[0297] Selected from among,

[0298] Q 31 to Q 33 are independently of each other, C1-C 10 Alkyl group, C1-C 10 It may be selected from alkoxy groups, phenyl groups, biphenyl groups, terphenyl groups, and naphthyl groups, but is not limited thereto.

[0299] In the above chemical formula 301, if xb11 is 2 or more, 2 or more Ar 301 They can be connected to each other through a single bond.

[0300] According to another embodiment, the compound represented by the formula 301 may be represented by the following formula 301-1 or 301-2:

[0301] <Chemical Formula 301-1>

[0302]

[0303] <Chemical Formula 301-2>

[0304]

[0305] Among the above chemical formulas 301-1 to 301-2

[0306] A 301 To A 304 are independently selected from the benzene group, naphthalene group, phenanthrene group, fluoranthene group, triphenylene group, pyrene group, chrysene group, pyridine group, pyrimidine group, indene group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, indole group, carbazole group, benzocabazole group, dibenzocabazole group, furan group, benzofuran group, dibenzofuran group, naphthofuran group, benzonaphthofuran group, dinaphthofuran group, thiophene group, benzothiophene group, dibenzothiophene group, naphthiophene group, benzonaphthiophene group, benzonaphthiophene group, and dinaphthiophene group, and

[0307] X 301 is O, S or N-[(L 304 ) xb4 -R 304 ] and,

[0308] R 311 to R 314 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 Selected from ),

[0309] xb22 and xb23 are independently 0, 1, or 2, and

[0310] L 301 , xb1, R 301 and Q 31 to Q 33 Refer to the description of as set forth in this specification, and

[0311] L 302 to L 304 The descriptions regarding are independent of each other, the above L 301 Refer to the explanation for,

[0312] The descriptions for xb2 to xb4 are independent of each other, and refer to the description for xb1 above, and

[0313] R 302 to R 304 The descriptions regarding are independent of each other, the above R 301 Refer to the explanation for.

[0314] For example, L in the above chemical formulas 301, 301-1, and 301-2 301 to L 304 are independently of each other,

[0315] Phenylene group, Naphtylene group, Fluorenylene group, Spiro-bifluorenylene group, Benzofluorenylene group, Dibenzofluorenylene group, Phenanthrenylene group, Anthracenylene group, Fluoranthenylene group, Triphenylenylene group, Pyrenylene group, Chrysenylene group, Perylenylene group, Pentaphenylene group, Hexacenylene group, Pentacenylene group, Thiophenylene group, Furanylene group, Carbazolylene group, Indolylene group, Isoindolelene group, Benzofuranylene group, Benzothiophenylene group, Dibenzofuranylene group, Dibenzothiophenylene group, Benzocarbazoylene group, Dibenzocarbazoylene group, Dibenzosylrolyllene group, Pyridinylene group, Imidazoylene group, Pyrazoylene group, Thiazoylene group, Isothiazolelene group, oxazolelene group, isoxazolelene group, thiadiazolelene group, oxadiazolelene group, pyrazinylene group, pyrimidinylene group, pyridazineylene group, triazineylene group, quinolinylene group, isoquinolinylene group, benzoquinolinylene group, phthalazineylene group, naphthiridinylene group, quinoxalinylene group, quinazolinylene group, sinolinylene group, phenantridinylene group, acrididinylene group, phenanthrolinylene group, phenazineylene group, benzimidazolelene group, isobenzothiazolelene group, benzoxazolelene group, isobenzoxazolelene group, triazolelene group, tetrazolylene group, imidazopyridinylene group, imidazopyrimidinylene group and Azacarbazolelene group; and

[0316] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzoflurenyl group, dibenzoflurenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazoleyl group, indoleyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, dibenzosilolyl group, pyridinyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiaazoleyl group, oxazoleyl group, isoxazoleyl group, Thiadiazole yl group, oxadiazole yl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthiridinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, phenanthridinyl group, acrridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazole yl group, isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazole yl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 Substituted with at least one selected from ), phenylene group, naphthylene group, fluorenylene group, spiro-bifluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, perylenylene group, pentaphenylene group, hexacenylene group, pentacenylene group, thiophenylene group, furanylene group, carbazoylene group, indolylene group, isoindoylene group, benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzothiophenylene group, benzocarbazoylene group, dibenzocarbazoylene group, dibenzosylrolylene group, pyridinylene group, imidazoylene group, Pyrazolylene group, thiazolylene group, isothiazolylene group, oxazolylene group, isoxazolylene group, thiadiazolylene group, oxadiazolylene group, pyrazinylene group, pyrimidinylene group, pyridazinylene group, triazinylene group, quinolinylene group, isoquinolinylene group, benzoquinolinylene group, phthalazinylene group, naphthiridinylene group, quinoxalinylene group, quinazolinylene group, cinolinylene group, phenantridinylene group, acrididinylene group, phenanthrolinylene group, phenazinylene group, benzimidazoleylene group, isobenzothiazolylene group, benzoxazolylene group, isobenzoxazolylene group, triazolylene group, tetrazolylene group, imidazopyridinylene group, Imidazopyrimidinylene group and azacarbazolelene group;

[0317] Selected from among,

[0318] Above Q 31 to Q 33 For a description of [this], refer to what is described in this specification.

[0319] As another example, R in the above chemical formulas 301, 301-1, and 301-2 301 to R 304 are independently of each other,

[0320] Phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzoflurenyl group, dibenzoflurenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazoleyl group, indoleyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, dibenzosilolyl group, pyridinyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiaazoleyl group, oxazoleyl group, isoxazoleyl group, Thiadiazole yl group, oxadiazole yl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthiridinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, phenantridinyl group, acrridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazole yl group, isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, imidazopyridinyl group, imidazopyrimidinyl group and azacarbazole yl group; and

[0321] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzoflurenyl group, dibenzoflurenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazoleyl group, indoleyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, dibenzosilolyl group, pyridinyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiaazoleyl group, oxazoleyl group, isoxazoleyl group, Thiadiazole yl group, oxadiazole yl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthiridinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, phenanthridinyl group, acrridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazole yl group, isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazole yl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 Substituted with at least one selected from ), phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzoflurenyl group, dibenzoflurenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazoleyl group, indoleyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, dibenzosilolyl group, pyridinyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiaazoleyl group, oxazoleyl group, Isoxazolyl group, thiadiazoleyl group, oxadiazoleyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthiridinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, phenantridinyl group, acrridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazoleyl group, isobenzothiazoleyl group, benzoxazoleyl group, isobenzoxazoleyl group, triazoleyl group, tetrazoleyl group, imidazopyridinyl group, imidazopyrimidinyl group and azacarbazoleyl group;

[0322] Selected from among,

[0323] Above Q 31 to Q 33 For a description of [this], refer to what is described in this specification.

[0324] As another example, the host may include an alkaline earth metal complex. For example, the host may be selected from a Be complex (e.g., compound H55 below), an Mg complex, and a Zn complex.

[0325] The above host may include at least one selected from ADN (9,10-Di(2-naphthyl)anthracene), MADN (2-Methyl-9,10-bis(naphthalen-2-yl)anthracene), TBADN (9,10-di-(2-naphthyl)-2-t-butyl-anthracene), CBP (4,4′-bis(N-carbazolyl)-1,1′-biphenyl), mCP (1,3-di-9-carbazolylbenzene), TCP (1,3,5-tri(carbazol-9-yl)benzene) and the following compounds H1 to H55, but is not limited thereto:

[0326]

[0327]

[0328]

[0329]

[0330]

[0331]

[0332]

[0333] [Phosphorescent dopant included in the light-emitting layer of the organic layer (150)]

[0334] The above phosphorescent dopant may include an organometallic compound represented by Chemical Formula 1 in this specification.

[0335] [Electron transport region in organic layer (150)]

[0336] 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 plurality of different materials, or iii) a multilayer structure having a plurality of layers made of a plurality of different materials.

[0337] The above electron transport region may include at least one layer selected from a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer (ETL), and an electron injection layer, but is not limited thereto.

[0338] For example, the electron transport region may have a structure such as an electron transport layer / electron injection layer, a hole blocking layer / electron transport layer / electron injection layer, an electron control layer / electron transport layer / electron injection layer, or a buffer layer / electron transport layer / electron injection layer stacked sequentially from the light-emitting layer, but is not limited thereto.

[0339] The electron transport region (e.g., a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer among the electron transport regions) may include a metal-free compound containing at least one π electron-deficient nitrogen ring.

[0340] The above "π electron-deficient nitrogen ring" is a C1-C ring having at least one *-N=*' moiety as a ring-forming moiety. 60 It refers to a heterocyclic group.

[0341] For example, the "π electron-deficient nitrogen-containing ring" is i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' moiety, ii) a heteropolycyclic group in which two or more of the 5- to 7-membered heteromonocyclic groups having at least one *-N=*' moiety are condensed together, or iii) at least one of the 5- to 7-membered heteromonocyclic groups having at least one *-N=*' moiety and at least one C5-C 60 Carbocyclic groups can be heterocyclic groups condensed together.

[0342] Specific examples of the above π electron-deficient nitrogen-containing ring include, but are not limited to, imidazole, pyrazol, thiazole, isothiazol, oxazole, isoxazole, pyridine, pyrazine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthiridine, quinoxaline, quinazolin, sinoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazol, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, azacarbazole, etc.

[0343] For example, the electron transport region may include a compound represented by the following chemical formula 601.

[0344] <Chemical Formula 601>

[0345] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0346] Among the above chemical formula 601,

[0347] Ar 601 C5-C with substituted or unsubstituted 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 It is a heterocyclic group, and

[0348] xe11 is 1, 2, or 3, and

[0349] L 601 Silver, substituted or unsubstituted C3-C 10 Cycloalkylene group, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10 Cycloalkenylene group, substituted or unsubstituted C1-C 10 Heterocycloalkenylene groups, substituted or unsubstituted C6-C 60 Aryllene group, substituted or unsubstituted C1-C 60 Selected from a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group and a substituted or unsubstituted divalent non-aromatic heterocondensed polycyclic group, and

[0350] xe1 is selected from integers 0 to 5, and

[0351] R 601 Silver, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl group, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl group, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 Heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, -Si(Q 601 )(Q 602 )(Q 603 ), - -C(=O)(Q 601 ), -S(=O)2(Q 601 ) and -P(=O)(Q 601 )(Q 602 Selected from ),

[0352] Above Q 601 to Q 603 are independently of each other, C1-C 10 Alkyl group, C1-C 10 It is an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group, and

[0353] xe21 is selected from integers 1 to 5.

[0354] According to one embodiment, the Ar of the xe11 above 601 and xe21's R 601 At least one of them may include a π electron-deficient nitrogen ring as described above.

[0355] According to one embodiment, the ring Ar in the above chemical formula 601 601 silver,

[0356] Benzene group, Naphthalene group, Fluorene group, Spiro-bifluorene group, Benzofluorene group, Dibenzofluorene group, Phenalene group, Phenanthrene group, Anthracene group, Fluoranthen group, Triphenylene group, Pyrene group, Chrysen group, Naphthacene group, Fissen group, Perylene group, Pentaphene group, Indenoanthracene group, Dibenzofuran group, Dibenzothiophene group, Carbazole group, Imidazole group, Pyrazol group, Thiazole group, Isothiazole group, Oxazole group, Isoxazole group, Pyridine group, Pyrazine group, Pyrimidine group, Pyridazine group, Indazole group, Purine group, Quinoline group, Isoquinoline group, Benzoquinoline group, Phthalasine group, Naphthiridine group, Quinoxaline group, Quinazolin group, Sinolin group, Phenanthridine group, acridine group, phenanthroline group, phenazine group, benzimidazole group, isobenzothiazole group, benzoxazole group, isobenzoxazole group, triazole group, tetrazole group, oxadiazole group, triazine group, thiadiazole group, imidazopyridine group, imidazopyrimidine group and azacarbazole group; and

[0357] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 Substituted with at least one selected from ), benzene group, naphthalene group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, triphenylene group, pyrene group, chrysene group, naphthacene group, fisene group, perylene group, pentapene group, indenoanthracene group, dibenzofuran group, dibenzothiophen group, carbazole group, imidazole group, pyrazol group, thiazole group, isothiaazole group, oxazole group, isoxazole group, pyridine group, pyrazine group, pyrimidine group, pyridazine group, indazole group, purine group, quinoline group, isoquinoline group, benzoquinoline group, phthalazine group, naphthiridine group, quinoxaline group, quinazolin group, Sinolin group, phenanthridine group, acridine group, phenanthroline group, phenazine group, benzimidazole group, isobenzothiazole group, benzoxazole group, isobenzoxazole group, triazole group, tetrazole group, oxadiazole group, triazine group, thiadiazole group, imidazopyridine group, imidazopyrimidine group and azacarbazole group;

[0358] It can be selected from among,

[0359] Above Q 31 to Q 33 are independently of each other, C1-C 10 Alkyl group, C1-C 10 It can be selected from alkoxy groups, phenyl groups, biphenyl groups, terphenyl groups, and naphthyl groups.

[0360] In the above chemical formula 601, if xe11 is 2 or more, 2 or more Ar 601 They can be connected to each other through a single bond.

[0361] According to another embodiment, Ar in the above chemical formula 601 601 It may be an anthracene group.

[0362] According to another embodiment, the compound represented by 601 can be represented by the following chemical formula 601-1:

[0363] <Chemical Formula 601-1>

[0364]

[0365] In the above chemical formula 601-1,

[0366] X 614 is N or C(R 614 ) and, X 615 is N or C(R 615 ) and, X 616 is N or C(R 616 ) and, X 614 To X 616 At least one of them is N, and

[0367] L 611 to L 613 are independently of each other, the above L 601 Refer to the explanation for,

[0368] xe611 to xe613 independently refer to the description of xe1 above, and

[0369] R 611 to R 613 are independently of each other, the above R 601 Refer to the explanation for,

[0370] R 614 to R 616 They are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C1-C 20 It can be selected from alkoxy groups, phenyl groups, biphenyl groups, terphenyl groups, and naphthyl groups.

[0371] According to one embodiment, L in the above formulas 601 and 601-1 601 and L 611 to L 613 are independently of each other,

[0372] Phenylene group, Naphtylene group, Fluorenylene group, Spiro-bifluorenylene group, Benzofluorenylene group, Dibenzofluorenylene group, Phenanthrenylene group, Anthracenylene group, Fluoranthenylene group, Triphenylenylene group, Pyrenylene group, Chrysenylene group, Perylenylene group, Pentaphenylene group, Hexacenylene group, Pentacenylene group, Thiophenylene group, Furanylene group, Carbazolylene group, Indolylene group, Isoindolelene group, Benzofuranylene group, Benzothiophenylene group, Dibenzofuranylene group, Dibenzothiophenylene group, Benzocarbazoylene group, Dibenzocarbazoylene group, Dibenzosylrolyllene group, Pyridinylene group, Imidazoylene group, Pyrazoylene group, Thiazoylene group, Isothiazolelene group, oxazolelene group, isoxazolelene group, thiadiazolelene group, oxadiazolelene group, pyrazinylene group, pyrimidinylene group, pyridazineylene group, triazineylene group, quinolinylene group, isoquinolinylene group, benzoquinolinylene group, phthalazineylene group, naphthiridinylene group, quinoxalinylene group, quinazolinylene group, sinolinylene group, phenantridinylene group, acrididinylene group, phenanthrolinylene group, phenazineylene group, benzimidazolelene group, isobenzothiazolelene group, benzoxazolelene group, isobenzoxazolelene group, triazolelene group, tetrazolylene group, imidazopyridinylene group, imidazopyrimidinylene group and Azacarbazolelene group; and

[0373] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzoflurenyl group, dibenzoflurenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazoleyl group, indoleyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, dibenzosilolyl group, pyridinyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiaazoleyl group, oxazoleyl group, isoxazoleyl group, phenylene group, naphthylene group, fluorenylene group, spiro-bifluorenylene group substituted with at least one selected from thiadiazoleyl group, oxadiazoleyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, phenantridinyl group, acrridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazoleyl group, isobenzothiazoleyl group, benzoxazoleyl group, isobenzoxazoleyl group, triazoleyl group, tetrazoleyl group, imidazopyridinyl group, imidazopyrimidinyl group and azacarbazoleyl group, phenylene group, naphthylene group, fluorenylene group, spiro-bifluorenylene group, substituted with at least one selected from thiadiazoleyl group, isobenzothiazoleyl group, benzoxazoleyl group, isobenzoxazoleyl group, triazoleyl group, tetrazoleyl group, imidazopyridinyl group, imidazopyrimidinyl group and azacarbazoleyl group, Benzofluorenylene group, dibenzofluorenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, perylenylene group, pentaphenylene group, hexacenylene group, pentacenylene group, thiophenylene group, furanylene group, carbazoylene group, indolylene group, isoindoylene group, benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzothiophenylene group, benzocarbazoylene group, dibenzocarbazoylene group, dibenzosylrolylene group, pyridinylene group, imidazoylene group, pyrazoylene group, thiazoylene group, isothiazolylene group, oxazoylene group, isoxazoylene group, thiadiazoylene group, Oxadiazolelene group, pyrazinylene group, pyrimidinylene group, pyridazinylene group, triazinylene group, quinolinylene group, isoquinolinylene group, benzoquinolinylene group, phthalazinylene group, naphthalidinylene group, quinoxalinylene group, quinazolinylene group, sinolinylene group,Phenanthridinylene group, acridinylene group, phenanthrolinylene group, phenaginylene group, benzimidazoleylene group, isobenzothiazoleylene group, benzoxazolyllene group, isobenzoxazolyllene group, triazoleylene group, tetrazolylene group, imidazopyridinylene group, imidazopyridinylene group and azacarbazolyllene group;,

[0374] It may be selected from among these, but is not limited thereto.

[0375] According to another embodiment, xe1 and xe611 to xe613 in the above formulas 601 and 601-1 may be 0, 1, or 2 independently of each other.

[0376] According to another embodiment, R in the above chemical formulas 601 and 601-1 601 and R 611 to R 613 are independently of each other,

[0377] Phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzoflurenyl group, dibenzoflurenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazoleyl group, indoleyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, dibenzosilolyl group, pyridinyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiaazoleyl group, oxazoleyl group, isoxazoleyl group, Thiadiazole yl group, oxadiazole yl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthiridinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, phenantridinyl group, acrridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazole yl group, isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, imidazopyridinyl group, imidazopyrimidinyl group and azacarbazole yl group;

[0378] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzoflurenyl group, dibenzoflurenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazoleyl group, indoleyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, dibenzosilolyl group, pyridinyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiaazoleyl group, oxazoleyl group, isoxazoleyl group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group substituted with at least one selected from thiadiazoleyl group, oxadiazoleyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthiridinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, phenantridinyl group, acrridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazoleyl group, isobenzothiazoleyl group, benzoxazoleyl group, isobenzoxazoleyl group, triazoleyl group, tetrazoleyl group, imidazopyridinyl group, imidazopyrimidinyl group and azacarbazoleyl group, Benzofluorenyl group, dibenzoflurenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazoleyl group, indoleyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, dibenzosilolyl group, pyridinyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiaazoleyl group, oxazolyl group, isoxazolyl group, thiadiazoleyl group, oxadiazoleyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, Triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthalidinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, phenanthridinyl group, acrridinyl group, phenanthrolinyl group, phenazinyl group,Benzimidazole yl group, isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, imidazopyrimidinyl group, imidazopyrimidinyl group and azacarbazole yl group; and,

[0379] -S(=O)2(Q 601 ) and -P(=O)(Q 601 )(Q 602 );

[0380] Selected from among,

[0381] Above Q 601 and Q 602 Refer to the description of as set forth in this specification.

[0382] The above electron transport region may include at least one compound selected from the following compounds ET1 to ET36, but is not limited thereto:

[0383]

[0384]

[0385]

[0386]

[0387]

[0388]

[0389]

[0390]

[0391]

[0392]

[0393]

[0394]

[0395] Or, the electron transport region is BCP(2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline), Bphen(4,7-Diphenyl-1,10-phenanthroline), Alq3, BAlq, TAZ(3-(Biphenyl-4-yl)-5-(4- tert -butylphenyl)-4-phenyl-4 H It may include at least one compound selected from -1,2,4-triazole) and NTAZ.

[0396]

[0397] The thickness of the buffer layer, hole blocking layer, or electron control layer may be independently about 20 Å to about 1000 Å, for example, about 30 Å to about 300 Å. When the thickness of the buffer layer, hole blocking layer, or electron control layer satisfies the range described above, excellent hole blocking characteristics or electron control characteristics can be obtained without a substantial increase in driving voltage.

[0398] The thickness of the electron transport layer may be about 100 Å to about 1000 Å, for example, about 150 Å to about 500 Å. When the thickness of the electron transport layer satisfies the range described above, satisfactory electron transport characteristics can be obtained without a substantial increase in driving voltage.

[0399] The above electron transport region (e.g., the electron transport layer among the electron transport regions) may further include a metal-containing material in addition to the material described above.

[0400] The metal-containing material may include at least one selected from alkali metal complexes and alkaline earth metal complexes. The metal ions of the alkali metal complex may be selected from Li ions, Na ions, K ions, Rb ions, and Cs ions, and the metal ions of the alkaline earth metal complex may be selected from Be ions, Mg ions, Ca ions, Sr ions, and Ba ions. The ligands coordinated to the metal ions of the alkali metal complex and the alkaline earth metal complex may be independently selected from, but are not limited to, hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxydiphenyloxadiazole, hydroxydiphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene.

[0401] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, the following compounds ET-D1 (lithium quinolate, LiQ) or ET-D2.

[0402]

[0403] The above electron transport region may include an electron injection layer that facilitates electron injection from the second electrode (190). The electron injection layer may be in direct contact with the second electrode (190).

[0404] The electron injection layer 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 plurality of different materials, or iii) a multilayer structure having a plurality of layers made of a plurality of different materials.

[0405] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0406] The alkali metal may be selected from Li, Na, K, Rb, and Cs. According to one embodiment, the alkali metal may be Li, Na, or Cs. According to another embodiment, the alkali metal may be Li or Cs, but is not limited thereto.

[0407] The above alkaline earth metal can be selected from Mg, Ca, Sr, and Ba.

[0408] The above rare earth metals can be selected from Sc, Y, Ce, Tb, Yb, and Gd.

[0409] The above alkali metal compound, alkaline earth metal compound, and rare earth metal compound may be selected from oxides and halides (e.g., fluorides, chlorides, bromides, iodides, etc.) of the alkali metal, alkaline earth metal, and rare earth metal.

[0410] The alkali metal compound may be selected from alkali metal oxides such as Li2O, Cs2O, K2O, etc. and alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, etc. According to one embodiment, the alkali metal compound may be selected from LiF, Li2O, NaF, LiI, NaI, CsI, KI, but is not limited thereto.

[0411] The above alkaline earth metal compounds are BaO, SrO, CaO, Ba x Sr 1-x O(0 <x<1), Ba x Ca 1-x O(0 <x<1) 등과 같은 알칼리 토금속 화합물 중에서 선택될 수 있다. 일 구현예에 따르면, 상기 알칼리 토금속 화합물은, BaO, SrO 및 CaO 중에서 선택될 수 있으나, 이에 한정되는 것은 아니다.

[0412] The above rare earth metal compound may be selected from YbF3, ScF3, ScO3, Y2O3, Ce2O3, GdF3, and TbF3. According to one embodiment, the above rare earth metal compound may be selected from YbF3, ScF3, TbF3, YbI3, ScI3, and TbI3, but is not limited thereto.

[0413] The above alkali metal complex, alkaline earth metal complex, and rare earth metal complex comprises ions of the alkali metal, alkaline earth metal, and rare earth metal as described above, and the ligands coordinated to the metal ions of the alkali metal complex, alkaline earth metal complex, and rare earth metal complex may be independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxydiphenyloxadiazole, hydroxydiphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but are not limited thereto.

[0414] The electron injection layer described above may consist solely of alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof, or may further comprise the organic material. If the electron injection layer further comprises the organic material, the alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof may be uniformly or non-uniformly dispersed in a matrix composed of the organic material.

[0415] The thickness of the electron injection layer may be about 1 Å to about 100 Å or about 3 Å to about 90 Å. When the thickness of the electron injection layer satisfies the range described above, satisfactory electron injection characteristics can be obtained without a substantial increase in driving voltage.

[0416] [Second electrode (190)]

[0417] A second electrode (190) is disposed on the upper portion of the organic layer (150) as described above. The second electrode (190) may be a cathode, which is an electron injection electrode. In this case, a metal, alloy, electrically conductive compound, and a combination thereof having a low work function may be used as the material for the second electrode (190).

[0418] The second electrode (190) may include at least one selected from lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ITO, and IZO, but is not limited thereto. The second electrode (190) may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0419] The second electrode (190) may have a single-layer structure or a multi-layer structure having multiple layers.

[0420] Each layer included in the hole transport region, each light-emitting layer, and each layer included in the electron transport region can be formed in a predetermined region using various methods such as vacuum deposition, spin coating, casting, LB method (Langmuir-Blodgett), inkjet printing, laser printing, and laser thermal imaging (LITI).

[0421] When each layer included in the hole transport region, the emissive layer, and each layer included in the electron transport region are formed by vacuum deposition, the deposition conditions are, for example, a deposition temperature of about 100 to about 500°C, and about 10 -8 to about 10 -3 Within a vacuum level of torr and a deposition rate range of about 0.01 to about 100 Å / sec, the material to be included in the layer to be formed and the structure of the layer to be formed can be selected.

[0422] When forming each layer included in the hole transport region, the light-emitting layer, and each layer included in the electron transport region by spin coating, the coating conditions can be selected, for example, within a coating speed of about 2000 rpm to about 5000 rpm and a heat treatment temperature range of about 80°C to 200°C, taking into consideration the material to be included in the layer to be formed and the structure of the layer to be formed.

[0423] [General Definition of Substituents]

[0424] C1-C in this specification 60 An alkyl group refers to a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and specific examples include a methyl group, an ethyl group, a propyl group, an isobutyl group, a sec-butyl group, a ter-butyl group, a pentyl group, an iso-amyl group, a hexyl group, etc. In this specification, C1-C 60 The alkylene group is the C1-C 60 It refers to a divalent group having the same structure as an alkyl group.

[0425] C2-C in this specification 60 The alkenyl group is the above C2-C 60 It refers to a hydrocarbon group comprising one or more carbon-carbon double bonds at the middle or terminal end of an alkyl group, and specific examples thereof include ethenyl groups, propenyl groups, butenyl groups, etc. In this specification, C2-C 60 The alkenylene group is the above C2-C 60 It refers to a divalent group having the same structure as an alkenyl group.

[0426] C2-C in this specification 60 The alkynyl group is the above C2-C 60 It refers to a hydrocarbon group comprising one or more carbon-carbon triple bonds at the middle or terminal of an alkyl group, and specific examples thereof include ethinyl groups, propynyl groups, etc. In this specification, C2-C 60 The alkynylene group is the above C2-C 60 It refers to a divalent group having the same structure as an alkynyl group.

[0427] C1-C in this specification 60 The alkoxy group is -OA 101 (Here, A 101 The above C1-C 60 It refers to a monovalent group having the chemical formula of an alkyl group, and specific examples thereof include methoxy groups, ethoxy groups, isopropyloxy groups, etc.

[0428] C3-C in this specification 10 A cycloalkyl group refers to a monocyclic saturated hydrocarbon group having 3 to 10 carbon atoms, and specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, etc. In this specification, C3-C 10 The cycloalkylene group is the C3-C above. 10 It refers to a divalent group having the same structure as a cycloalkyl group.

[0429] C1-C in this specification 10 A heterocycloalkyl group refers to a monovalent monocyclic group having 1 to 10 carbon atoms comprising at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom, and specific examples thereof include a 1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group, a tetrahydrothiophenyl group, etc. In this specification, C1-C 10 The heterocycloalkylene group is the C1-C 10 It refers to a divalent group having the same structure as a heterocycloalkyl group.

[0430] C3-C in this specification 10 A cycloalkenyl group refers to a monovalent monocyclic group having 3 to 10 carbon atoms, having at least one double bond within the ring, but not having aromaticity; specific examples thereof include cyclopentenyl groups, cyclohexenyl groups, cycloheptenyl groups, etc. In this specification, C3-C 10 The cycloalkenylene group is the above C3-C 10 It refers to a divalent group having the same structure as a cycloalkenyl group.

[0431] C1-C in this specification 10 The heterocycloalkenyl group is a monovalent monocyclic group having 1 to 10 carbon atoms, comprising at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom, and having at least one double bond within the ring. The C1-C 10 Specific examples of heterocycloalkenyl groups include 4,5-dihydro-1,2,3,4-oxatriazoleyl groups, 2,3-dihydrofuranyl groups, 2,3-dihydrothiophenyl groups, etc. In this specification, C1-C 10 The heterocycloalkenylene group is the above C1-C 10 It refers to a divalent group having the same structure as a heterocycloalkenyl group.

[0432] C6-C in this specification 60 An aryl group refers to a monovalent group having a carbocyclic aromatic system with 6 to 60 carbon atoms, and C6-C 60 An arylene group refers to a divalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms. The above C6-C 60 Specific examples of aryl groups include phenyl groups, naphthyl groups, anthracenyl groups, phenanthrenyl groups, pyrenyl groups, chrysenyl groups, etc. The above C6-C 60 Aryl group and C6-C 60 If the arylene group contains two or more rings, the two or more rings can be condensed together.

[0433] C1-C in this specification 60 A heteroaryl group refers to a monovalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms, comprising at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom, and C1-C 60 A heteroarylene group refers to a divalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms, comprising at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom. The C1-C 60 Specific examples of heteroaryl groups include pyridinyl groups, pyrimidinyl groups, pyrazinyl groups, pyridazinyl groups, triazinyl groups, quinolinyl groups, isoquinolinyl groups, etc. The above C1-C 60 heteroaryl group and C1-C 60 When a heteroarylene group contains two or more rings, the two or more rings can be condensed together.

[0434] C6-C in this specification 60 The aryloxy group is -OA 102 (Here, A 102 is the above C6-C 60 Pointing to arylgime), and the above C6-C 60 arylthio is -SA 103 (Here, A 103 The above C6-C 60 It refers to the Arilgigiim).

[0435] In this specification, a monovalent non-aromatic condensed polycyclic group refers to a monovalent group (e.g., having 8 to 60 carbon atoms) in which two or more rings are condensed together, and the entire molecule contains only carbon as a ring-forming atom and has non-aromaticity. Specific examples of the monovalent non-aromatic condensed polycyclic group include fluorenyl groups, 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.

[0436] In this specification, a monovalent non-aromatic condensed heteropolycyclic group refers to a monovalent group (e.g., having 1 to 60 carbon atoms) in which two or more rings are condensed together, and the entire molecule is non-aromatic, comprising at least one heteroatom selected from N, O, Si, P, and S in addition to carbon as a ring-forming atom. Specific examples of the monovalent non-aromatic heterocondensed heteropolycyclic group include a carbazole group, etc. In this specification, a divalent non-aromatic heterocondensed heteropolycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic heterocondensed heteropolycyclic group.

[0437] C4-C in this specification 60 A carbocyclic group refers to a monocyclic or polycyclic group having 4 to 60 carbon atoms, containing only carbon as a ring-forming atom. The above C4-C 60 The carbocyclic group may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. The above C4-C 60 The carbocyclic group may be a ring such as benzene, a monovalent group such as a phenyl group, or a divalent group such as a phenylene group. Or, the above C4-C 60 Depending on the number of substituents connected to the carbocyclic group, the above C4-C 60 Carbocyclic groups can be various variations, such as being trivalent or tetravalent groups.

[0438] C1-C in this specification 60 A heterocyclic group refers to the above C4-C 60 It means a group having the same structure as a carbocyclic group, but including at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom, in addition to carbon (the number of carbon atoms may be 1 to 60).

[0439] In this specification, the substituted C4-C 60 Carbocyclic group, substituted C1-C 60 Heterocyclic group, substituted C3-C 10 Cycloalkylene group, substituted C1-C 10 Heterocycloalkylene group, substituted C3-C 10 Cycloalkenylene group, substituted C1-C 10 Heterocycloalkenylene group, substituted C6-C 60 Aryllene group, substituted C1-C 60 Heteroarylene group, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic heterocondensed polycyclic group, substituted C1-C 60 Alkyl groups, substituted C2-C 60 alkenyl group, substituted C2-C 60 alkynyl group, substituted C1-C 60 Alkoxy group, substituted C3-C 10 Cycloalkyl group, substituted C1-C 10 Heterocycloalkyl group, substituted C3-C 10 Cycloalkenyl group, substituted C1-C 10 Heterocycloalkenyl group, substituted C6-C 60 Aryl group, substituted C6-C 60 aryloxy group, substituted C6-C 60 Arylthio group, substituted C1-C 60 At least one of the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituent of the substituted monovalent non-aromatic heterocondensed polycyclic group is,

[0440] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group and C1-C 60 Alkoxygenation;

[0441] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C3-C 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q 11 ) and -P(=O)(Q 11 )(Q 12 C1-C substituted with at least one selected from ) 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group and C1-C 60 Alkoxygenation;

[0442] C3-C 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic heterocondensed polycyclic group;

[0443] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -Si(Q 21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21 ) and -P(=O)(Q 21 )(Q 22 C3-C substituted with at least one selected from ) 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic heterocondensed polycyclic group; and

[0444] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 );

[0445] Selected from among,

[0446] Above Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 They are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C1-C 60 C1-C substituted with at least one selected from a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocondensed polycyclic group, deuterium, -F, and a cyano group 60 C6-C substituted with at least one selected from alkyl groups, deuterium, -F, and cyano groups 60 It can be selected from aryl groups, biphenyl groups, and terphenyl groups.

[0447] In this specification, "Ph" means a phenyl group, "Me" means a methyl group, "Et" means an ethyl group, and "ter-Bu" or "Bu t " represents the tert-butyl group, and "OMe" represents the methoxy group.

[0448] In this specification, "biphenyl group" means "phenyl group substituted with a phenyl group." The "biphenyl group" is a substituent of "C6-C 60 It belongs to the "substituted phenyl group" which is an "aryl group".

[0449] In this specification, "terphenyl group" means "phenyl group substituted with a biphenyl group." The "terphenyl group" is a substituent of "C6-C 60 C6-C substituted with aryl groups 60 It belongs to the "substituted phenyl group" which is an "aryl group".

[0450] In this specification, * and *' refer to bonding sites with adjacent atoms in the corresponding chemical formulas, unless otherwise defined.

[0451] Hereinafter, compounds and organic light-emitting devices according to one embodiment of the present invention will be described in more detail with reference to synthesis examples and embodiments. In the following synthesis examples, the molar equivalent of A and the molar equivalent of B are the same in the expression "B was used instead of A."

[0452] [Example]

[0453] Synthesis Example 1: Synthesis of Compounds 1-6

[0454] Synthesis of intermediate 1-6(1)

[0455]

[0456] 72.7 g (0.6 mol) of 2-chloro-5-fluoropyridine, 61.2 g (0.9 mol) of 1,2,4-triazole, and 21.6 g (0.9 mol) of NaH were mixed with 1500 ml of DMF under a nitrogen-sealed apparatus and heated to 100°C for 4 hours. Subsequently, the mixture was stirred at the same temperature for an additional 4 hours, followed by further stirring overnight at room temperature. The resulting reaction mixture was extracted three times with dichloromethane and water to obtain an organic layer. The obtained organic layer was dried with magnesium sulfate, filtered using Celite, and then subjected to column chromatography to obtain 93 g (yield = 93%) of intermediate 1-6(1).

[0457] Synthesis of intermediate 1-6(2)

[0458]

[0459] 56 g (0.33 mol) of intermediate 1-6(1) was dissolved in 560 ml of THF solution, and then 234.2 g (1.65 mol) of phenyl iodide was added and heated and stirred at 100°C. The resulting reaction mixture was cooled to room temperature, and the solid produced was filtered and dried to obtain 81.54 g (yield = 79.7%) of intermediate 1-6(2).

[0460] Synthesis of Compounds 1-6

[0461]

[0462] 64.3 ml of KO to 10 g (32 mmol) of synthesized intermediate 1-6(2) (iodide salt in toluene) t Bu was added and the reaction was carried out at room temperature for 30 minutes, followed by stirring for an additional 30 minutes. To the reaction product obtained therefrom, 2.16 g (3.2 mmol) of [m-Cl)Ir(h 4 -1,5,-cod)]2 (in toluene) was added and stirred at room temperature for 1 hour, followed by stirring at 70°C for an additional 2 hours, and then refluxed overnight. The temperature of the resulting product was lowered to room temperature and extracted three times with dichloromethane and water to obtain an organic layer. The obtained organic layer was then dried with magnesium sulfate, filtered using Celite, and subjected to column chromatography to obtain 1.15 g of Compound 1-6 (yield = 24%). The obtained Compound 1-6 1 It was confirmed by H NMR (CDCl3, 500 MHz) and FAB-MS.

[0463] 1 H NMR: δ=6.57(6H), 6.74(6H), δ=7.12(6H), δ=7.34(3H), δ=7.94(3H), δ=8.04(3H)

[0464] FAB-MS [M + ] found: 859.2, clac.: 859

[0465] Synthesis Example 2: Synthesis of Compound 1-1

[0466]

[0467] Synthesis of intermediate 1-1(1)

[0468] 72.7 g (0.6 mol) of 2-chloro-5-fluoropyridine, 61.2 g (0.9 mol) of imidazole, and 21.6 g (0.9 mol) of NaH were mixed with 1500 ml of DMF under a nitrogen-sealed apparatus and heated to 100°C for 4 hours. Subsequently, the mixture was stirred at the same temperature for an additional 4 hours, followed by further stirring overnight at room temperature. The resulting reaction mixture was extracted three times with dichloromethane and water to obtain an organic layer. The obtained organic layer was dried with magnesium sulfate, filtered using Celite, and then subjected to column chromatography to obtain 86 g (yield = 86%) of intermediate 1-1(1).

[0469] Synthesis of intermediate 1-1(2)

[0470] 56 g (0.33 mol) of intermediate 1-1(1) was dissolved in 560 ml of THF solution, and then 234.2 g (1.65 mol) of iodoborane was added and heated and stirred at 120°C. The resulting reaction mixture was cooled to room temperature, and the solid produced was filtered and dried to obtain 72.13 g (yield = 45.34%) of intermediate 1-1(2).

[0471] Synthesis of Compound 1-1

[0472]

[0473] 10 g (32 mmol) of the synthesized intermediate 1-1 (2) was stirred with AgPF63 equivalents using a Pd / C (20 wt%) catalyst at 100°C for 3 days and refluxed overnight. To this, 30.33 equivalents of Ir(acac) and 1.2 equivalents of Ag2O as a base were added, and the mixture was stirred under ethylene glycol for 3 days and refluxed overnight. The temperature of the resulting product was lowered to room temperature and extracted three times with dichloromethane and water to obtain an organic layer. The obtained organic layer was then dried with magnesium sulfate, filtered using Celite, and subjected to column chromatography to obtain 1.15 g of compound 1-1 (yield = 20%). The obtained compound 1-1 1 It was confirmed by H NMR (CDCl3, 500 MHz) and FAB-MS.

[0474] 1 H NMR: δ=7.23(6H), 6.77(3H), δ=6.67(3H), δ=5.21(3H), δ=5.06(3H),

[0475] FAB-MS [M + ] found: 661.2, calc.: 661

[0476] Synthesis Example 3: Synthesis of Compounds 1-5

[0477] Synthesis of intermediate 1-5(2)

[0478]

[0479] 85 g (yield = 85%) of intermediate 1-5 (2) was synthesized using the same method as the synthesis of intermediate 1-6 (2) of Synthesis Example 1, except that trifluoroiodomethane was used instead of phenyl iodide.

[0480] Synthesis of Compounds 1-5

[0481]

[0482] Compound 1-5 was synthesized using the same method as the synthesis method of Compound 1-6 of Synthesis Example 1, except that intermediate 1-5 (2) was used instead of intermediate 1-6 (2). 1.02 g (yield = 19%) of the obtained Compound 1-5 1 It was confirmed by H NMR (CDCl3, 500 MHz) and FAB-MS.

[0483] 1 H NMR: δ=3.8(3H), 7.32(3H), δ=7.50(3H), δ=7.63(6H), δ=8.35(3H)

[0484] FAB-MS [M + ] found: 832.1, clac.: 832

[0485] Evaluation Example 1

[0486] Table 1 summarizes the results of evaluating the minimum values ​​of the metal-ligand bond breaking energies (BDE) and the lowest excited triplet (T1) energy levels for compounds 1-1 to 1-8, 1-A to 1-C, 2-1, 2-2, and 2-A to 2-C using the DFT method of the Gaussian program (structure optimized at the B3LYP, LANL2DZ:6-31+G* level).

[0487] Compound No. Simulation data BDE minimum value (eV) T1 energy level (eV) BDE minimum - T1 energy level (eV) 1-1 3.674 2.718 0.956 1-2 2.894 2.892 0.002 1-3 3.729 3.156 0.573 1-4 3.709 3.149 0.56 1-5 3.288 3.063 0.225 1-6 3.557 3.175 0.382 1-7 3.556 3.184 0.327 1-8 3.225 3.162 0.057 1-A 3.182 3.234 -0.052 1-B 3.166 3.287 -0.121 1-C 3.27 3.280 -0.01 2-1 2.910 2.864 0.046 2-2 3.551 2.816 0.735 2-A 0.94 3.096 -2.102 2-B 2.57 2.67 -0.1 2-C 2.58 2.99 -0.38

[0488]

[0489]

[0490]

[0491]

[0492]

[0493] Example 1

[0494] Corning 15Ω / cm as substrate and anode 2 A (1200Å) ITO glass substrate was cut into pieces measuring 50mm x 50mm x 0.7mm, ultrasonically cleaned with isopropyl alcohol and pure water for 5 minutes each, then cleaned by irradiating with ultraviolet light for 30 minutes and exposing to ozone, and the glass substrate was installed in a vacuum deposition apparatus.

[0495] A hole injection layer with a thickness of 600 Å was formed by vacuum depositing 2-TNATA on top of an ITO anode formed on the organic substrate, and a hole transport layer with a thickness of 300 Å was formed by vacuum depositing NPB on top of the hole injection layer.

[0496] A 300 Å thick light-emitting layer was formed by co-depositing CBP (host) and compound 1-5 (dopant) on top of the hole transport layer in a weight ratio of 98:2.

[0497] An organic light-emitting diode was fabricated by depositing BCP on the upper surface of the light-emitting layer to form a hole blocking layer with a thickness of 200 Å, depositing Alq3 on the upper surface of the hole blocking layer to form an electron transport layer with a thickness of 300 Å, then depositing LiF on the upper surface of the electron transport layer to form an electron injection layer with a thickness of 10 Å, and then vacuum depositing Al on the upper surface of the electron injection layer to form a cathode with a thickness of 3000 Å.

[0498] Comparative Example A

[0499] An organic light-emitting device was fabricated using the same method as in Example 1, except that compound 1-A was used instead of compound 1-5 as a dopant when forming the light-emitting layer.

[0500] Evaluation Example 2

[0501] The current density, luminous efficiency, maximum emission wavelength, and lifetime of the organic light-emitting diodes fabricated in Example 1 and Comparative Example A were measured using a Keithley SMU 236 and a PR650 luminance meter, and the results are shown in Table 2. Lifetime (T 97 ) is the time taken for the brightness (@1000 nit) to reach 97% of the initial brightness (100%) after driving the organic light-emitting diode.

[0502] Dopant Compound No. Current density (mA / cm²) 2 ) Luminous efficiency (cd / A) Maximum emission wavelength (nm) Lifespan (T 97 )(hr@1000nit) Example 1 1-5 4.2 15 461 0.7 Comparative Example A 1-A 4.1 13 454 0.2

[0503]

[0504] From Table 2 above, it can be confirmed that the organic light-emitting device of Example 1 has equivalent or superior current density, luminous efficiency, and lifespan characteristics compared to the organic light-emitting device of Comparative Example A. Explanation of the symbols

[0505] 10: Organic light-emitting diode 110: First electrode 150: Organic layer 190: Second electrode < / hat-cn>

Claims

Claim 1 An organometallic compound represented by the following chemical formula 1, wherein the minimum value (eV) of the bond dissociation energies between the metal and the ligand is greater than the lowest excited triplet energy level (eV), emits blue light having maximum emission wavelengths greater than 392 nm and less than 460 nm at 77 Kelvin: <Chemical Formula 1>M(L1) n1 (L2) n2 <Chemical Formula 2A><Chemical Formula 2B> In the above Chemical Formula 1, M is iridium (Ir); in the above Chemical Formula 1, L1 is a ligand represented by the above Chemical Formula 2A; n1 is 1, 2, or 3; if n1 is 2 or more, 2 or more L1s are identical or different from each other; in the above Chemical Formula 1, L2 is a ligand represented by the above Chemical Formula 2B; n2 is 0, 1, or 2; if n2 is 2 or more, 2 or more L2s are identical or different from each other; in the above Chemical Formula 1, n1 + n2 is 3; in the above Chemical Formulas 2A and 2B, * and *' are binding sites with M in the above Chemical Formula 1; in the above Chemical Formula 2A, X1 is N or C (R1); X2 is N or C (R2); X3 is N or C (R3); X4 is N or C (R4); X5 is N or C (R5); X6 is N or C (R6); and the In Chemical Formula 2B, Y1 is C, Y2 and Y3 are independently C or N, Y4 is N, the bond between Y1 and Y2 is a single bond or a double bond, the bond between Y2 and Y3 is a single bond, and the bond between Y3 and Y4 is a single bond or a double bond, ring A1 in Chemical Formula 2B is a benzene group, a naphthalene group, or a 1,2,3,4-tetrahydronaphthalene group, ring A2 is a pyridine group, a quinoline group, or a 5,6,7,8-tetrahydroquinoline group, and R1 to R7 and R in Chemical Formulas 2A and 2B 11 and R 12 are independently hydrogen, -F, cyano groups, substituted or unsubstituted C1-C 60 Alkyl groups, substituted or unsubstituted C6-C 60 Selected from an aryl group and -B(Q1)(Q2), and any two adjacent groups among R1 to R7 in Formula 2A are optionally bonded to each other to form a substituted or unsubstituted C4-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 It can form a heterocyclic group, and a plurality of Rs in the above chemical formula 2B 11 Any two adjacent groups among them may optionally combine to form a substituted or unsubstituted C4-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 It can form a heterocyclic group, and a plurality of Rs in the above chemical formula 2B 12 Any two adjacent groups among them may optionally combine to form a substituted or unsubstituted C4-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 It can form a heterocyclic group, and adjacent Rs in the above chemical formula 2B 11 and R 12 Optionally, combined with each other, substituted or unsubstituted C4-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 A heterocyclic group can be formed, wherein a11 and a12 in Formula 2B are independently 0, 1, 2, 3, 4, or 5, and i) when n1 in Formula 1 is 3, a) X2 and X3 of Formula 2A are N; or b) at least one of X4 to X6 of Formula 2A is N and R7 is an electron-withdrawing group, and ii) where n1 in Formula 1 is 1 or 2, a) at least one of X3, X5, and X6 of Formula 2A is N, and b) X1 of Formula 2A is C(R1) and X4 is C(R4), and at least one of R1 and R4 is an electron-withdrawing group, wherein at least one of R1 and R4 is a cyano group, and said electron-withdrawing group is -F, -Cl, -Br, -I, cyano group, nitro group, or -B(Q1)(Q2); or -F, -Cl, -Br, -I, -CF3, -CF2H, -CFH2, cyano group, nitro group, and -B(Q 31 )(Q 32 A first group substituted with at least one selected from ), and said first group is C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxy group; substituted with at least one selected from deuterium, -CD3, -CD2H, -CDH2, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridinyl group and pyrimidinyl group, C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxy group; cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group and fluorenyl group; and deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group, C1-C 20 Selected from among alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, and fluorenyl group, substituted with at least one selected from alkoxy group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norvonanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, and fluorenyl group; and said substituted C4-C 60 Carbocyclic group, substituted C1-C 60 Heterocyclic group, substituted C1-C 60 Alkyl groups and substituted C6-C 60 The substituents selected from the aryl groups are independently -F, cyano groups, and C1-C 60 Alkyl group; -F, cyano group, C6-C 60 Aryl group, and -B(Q 11 )(Q 12 C1-C substituted with at least one selected from ) 60 Alkyl group; C6-C 60 Aryl group;-F, Cyano group, C1-C 60 Alkyl group and -B(Q 21 )(Q 22 C6-C substituted with at least one selected from ), 60 Arylgi; and-B(Q 31 )(Q 32 Selected from among ); and the above Q1 to Q2, Q 11 to Q 12 , Q 21 to Q 22 and Q 31 to Q 32 They are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C1-C 60 C1-C substituted with at least one selected from a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocondensed polycyclic group, deuterium, -F, and a cyano group 60 C6-C substituted with at least one selected from alkyl groups, deuterium, -F, and cyano groups 60 It is selected from aryl groups, biphenyl groups, and terphenyl groups. Claim 2 delete Claim 3 delete Claim 4 delete Claim 5 delete Claim 6 delete Claim 7 An organometallic compound according to claim 1, wherein n1 in Chemical Formula 1 is 3, and three L1s in Chemical Formula 1 are identical to each other. Claim 8 In claim 1, the organometallic compound wherein L2 is a ligand selected from the group represented by the following chemical formulas 2B-1 to 2B-14: The description of Z1 and Z2 among the above chemical formulas 2B-1 to 2B-14 is as follows: R in Claim 1 11 and R 12 The description is identical to that of , d2 is selected from integers from 0 to 2, d3 is selected from integers from 0 to 3, d4 is selected from integers from 0 to 4, and * and *' are independently bonding sites with M in Formula 1. Claim 9 In claim 1, an organometallic compound represented by the following chemical formula 1(1): The descriptions of M, R1, and R4 to R7 in the above chemical formula 1(1) are the same as those described in claim 1. Claim 10 In claim 1, an organometallic compound represented by one of the following chemical formulas 1(2) to 1(4): The descriptions of M, X1, X2, R3 to R6 in the above chemical formulas 1(2) to 1(4) are each the same as those described in claim 1, and R7 is -F, -Cl, -Br, -I, cyano group, nitro group, or -B(Q1)(Q2); or -F, -Cl, -Br, -I, -CF3, -CF2H, -CFH2, cyano group, nitro group, and -B(Q 31 )(Q 32 A first group substituted with at least one selected from ), and said first group is C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxy group; and substituted with at least one selected from deuterium, -CD3, -CD2H, -CDH2, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornenyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridinyl group and pyrimidinyl group, C1-C 20 Alkyl groups and C1-C 20 Selected from alkoxy groups; Q1, Q2, Q 31 and Q 32 They are independently hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, C1-C 20 Alkyl group, C1-C 20 Alkoxy groups, phenyl groups, and naphthyl groups; C1-C substituted with at least one selected from deuterium, -F, and cyano groups 20 alkyl group; phenyl group and naphthyl group substituted with at least one selected from deuterium, -F and cyano group; and biphenyl group and terphenyl group; are selected from. Claim 11 In claim 1, an organometallic compound represented by one of the following chemical formulas 2(1) to 2(3): In the above chemical formulas 2(1) to 2(3), n1 and n2 are independently 1 or 2, and the descriptions for Z1 and Z2 are each R in claim 1. 11 and R 12 The description is identical to that of, and the descriptions of M, R1, X2, R3 to R7 are each identical to those described in claim 1, provided that at least one of R1 and R4 is independently -F, -Cl, -Br, -I, a cyano group, a nitro group, or -B(Q1)(Q2); or -F, -Cl, -Br, -I, -CF3, -CF2H, -CFH2, a cyano group, a nitro group, and -B(Q 31 )(Q 32 A first group substituted with at least one selected from ), and said first group is C1-C 20 Alkyl group, C2-C 20 alkenyl group, C2-C 20 alkynyl group and C1-C 20 Alkoxy group; and substituted with at least one selected from deuterium, -CD3, -CD2H, -CDH2, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornenyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridinyl group and pyrimidinyl group, C1-C 20 Alkyl groups and C1-C 20 Selected from alkoxy groups; Q1, Q2, Q 31 and Q 32 They are independently hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, C1-C 20 Alkyl group, C1-C 20 Alkoxy groups, phenyl groups, and naphthyl groups; C1-C substituted with at least one selected from deuterium, -F, and cyano groups 20 alkyl group; phenyl group and naphthyl group substituted with at least one selected from deuterium, -F and cyano group; and biphenyl group and terphenyl group; are selected from. Claim 12 delete Claim 13 An organometallic compound according to claim 1, having a lowest excited triplet energy level of 2.7 eV or higher and 3.3 eV or lower. Claim 14 An organic light-emitting device comprising: a first electrode; a second electrode facing the first electrode; and an organic layer interposed between the first electrode and the second electrode and including a light-emitting layer, wherein the organic layer comprises one or more organometallic compounds of any one of claims 1, 7 to 11, and 13. Claim 15 An organic light-emitting device according to claim 14, wherein the first electrode is an anode and the second electrode is a cathode, and the organic layer further comprises a hole transport region interposed between the first electrode and the light-emitting layer and an electron transport region interposed between the light-emitting layer and the second electrode, wherein the hole transport region comprises a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, or any combination thereof, and the electron transport region comprises a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof. Claim 16 An organic light-emitting device according to claim 14, wherein the light-emitting layer comprises the organometallic compound, the light-emitting layer further comprises a host, and the weight of the host in the light-emitting layer is greater than the weight of the organometallic compound in the light-emitting layer. Claim 17 An organic light-emitting device according to claim 16, wherein the absolute value of the LUMO energy level of the organometallic compound is smaller than the absolute value of the LUMO energy level of the host. Claim 18 An organic light-emitting device according to claim 15, wherein the hole transport region comprises a p-dopant having a LUMO energy level lower than -3.5 eV.

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