Organic metal compound and organic light-emitting device including the same

Abstract

An organic light-emitting device is provided to include: a first electrode; a second electrode facing the first electrode; an organic layer between the first electrode and the second electrode, the organic layer including an emission layer; and the organic light-emitting device includes at least one organic metal compound represented by Formula 1: Formula 1M 1 M 2 L, where, in Formula 1, M 1 The first metal center, M 2 is the second metal center, and L is a ligand, the ligand includes a first ligand site coordinated to the first metal center and a second ligand site coordinated to the second metal center, and the first ligand site and the second ligand site are connected through an indoloindole derivative. The above-mentioned organometallic compound is also provided.

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2019-0001305 filed in the Korean Intellectual Property Office on January 4, 2019, the entire contents of which are incorporated herein by reference. Technical Field

[0003] One or more aspects of embodiments of the present disclosure are directed to an organometallic compound and an organic light-emitting device including the same. Background Art

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

[0005] An example organic light-emitting device may include a first electrode located on a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode located sequentially on the first electrode. Holes provided by the first electrode may move toward the emission layer through the hole transport region, and electrons provided by the second electrode may move toward the emission layer through the electron transport region. Carriers (such as holes and electrons) may then recombine in the emission layer to generate excitons. These excitons transition from an excited state to a ground state, thereby generating light. Summary of the invention

[0006] One or more aspects of embodiments of the present disclosure are directed to novel organometallic compounds and organic light-emitting devices including the same.

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

[0008] Embodiments of the present disclosure provide an organometallic compound represented by Formula 1:

[0009] Formula 1

[0010] M 1 M 2 L.

[0011] In formula 1,

[0012] M 1 It can be the first metal center,

[0013] M 2 may be a second metal center, and

[0014] L may be a ligand including a first ligand site coordinated to a first metal center and a second ligand site coordinated to a second metal center, and the first ligand site and the second ligand site may be linked via an indoloindole derivative.

[0015] Another embodiment of the present invention provides an organometallic compound represented by Formula 1A:

[0016] Formula 1A

[0017]

[0018] In Formula 1A,

[0019] M 1 and M 2 each independently selected from platinum (Pt), palladium (Pd), copper (Cu), zinc (Zn), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), rhenium (Re), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) and thulium (Tm),

[0020] Ring A 1 To Ring A 6 Can be independently selected from C 5 -C 60 Carbocyclic groups and C 1 -C 60 Heterocyclic groups,

[0021] Y 1 To Y 8 may be independently selected from carbon atoms (C) and nitrogen atoms (N),

[0022] B 1 To B 8 can be independently selected from a chemical bond, *-O-*' and *-S-*',

[0023] L 1 To L 6 can be independently selected from a single bond, *-O-*', *-S-*', *-C(R 7 )(R 8 )-*'、*-C(R 7 )=*'、*=C(R 7 )-*'、*-C(R 7 )=C(R 8 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 7 )-*'、*-N(R 7 )-*'、*-P(R 7 )-*'、*-Si(R7 )(R 8 )-*'、*-P(=O)(R 7 )-*' and *-Ge(R 7 )(R 8 )-*',

[0024] a1 to a6 may each be independently selected from 0, 1, 2 and 3, at least two selected from a1 to a3 may each be independently selected from 1, 2 and 3, and at least two selected from a4 to a6 may each be independently selected from 1, 2 and 3,

[0025] When a1 is 0, and L 1 The adjacent carbon atoms on the indole ring and A 1 are not connected to each other. When a2 is 0, A 1 and A 2 are not connected to each other. When a3 is 0, A 2 and A 3 They are not connected to each other. When a4 is 0, 4 The adjacent carbon atoms on the indole ring and A 4 are not connected to each other. When a5 is 0, A 4 and A 5 are not connected to each other, and when a6 is 0, A 5 and A 6 Not connected to each other,

[0026] X 1 Can be C(R 9 ) or N, X 2 Can be C(R 10 ) or N, X 3 Can be C(R 11 ) or N, and X 4 Can be C(R 12 ) or N,

[0027] R 1 To R 12 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) and -P(=S)(Q 1 )(Q 2 ),

[0028] R 1 and R 7 , R 2 and R 7 , R 3 and R 7 , R 4 and R 7 , R 5 and R 7 and / or R 6 and R 7 Can be optionally linked to form a substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0029] b1 to b6 may each independently be an integer from 1 to 5,

[0030] Substituted C 5 -C60 Carbocyclic groups, substituted C 1 -C 60 Heterocyclic groups, substituted C 1 -C 60 Alkyl, substituted C 2 -C 60 Alkenyl, substituted C 2 -C 60 Alkynyl, substituted C 1 -C 60 Alkoxy, substituted C 3 -C 10 Cycloalkyl, substituted C 1 -C 10 Heterocycloalkyl, substituted C 3 -C 10 Cycloalkenyl, substituted C 1 -C 10 Heterocycloalkenyl, substituted C 6 -C 60 Aryl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 At least one substituent of the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group and the substituted monovalent non-aromatic condensed heteropolycyclic group may be selected from:

[0031] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0032] Each of the following C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3-C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 );

[0033] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups;

[0034] Each of the following C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6-C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 );as well as

[0035] -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 ),

[0036] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, a biphenyl group, and a terphenyl group, and

[0037] * and *' each independently indicate a binding site to an adjacent atom.

[0038] Another embodiment of the present disclosure provides an organic light-emitting device including: a first electrode; a second electrode facing the first electrode; an organic layer between the first electrode and the second electrode and including an emission layer; and the organic light-emitting device includes at least one organic metal compound represented by Formula 1. BRIEF DESCRIPTION OF THE DRAWINGS

[0039] These and / or other aspects will become apparent and more readily understood from the following description of the embodiments, taken in conjunction with the accompanying drawings, in which:

[0040] Figure 1 is a schematic diagram of an organic light-emitting device according to an embodiment;

[0041] Figure 2 is a schematic diagram of an organic light-emitting device according to another embodiment;

[0042] Figure 3 is a schematic diagram of an organic light-emitting device according to another embodiment; and

[0043] Figure 4 is a schematic diagram of an organic light-emitting device according to another embodiment. DETAILED DESCRIPTION

[0044] With reference to embodiments in more detail, examples of embodiments are shown in the accompanying drawings, wherein the same reference numerals always refer to the same elements. In this regard, embodiments of the present invention may have different forms and should not be construed as being limited to the descriptions set forth herein. Therefore, by reference to the accompanying drawings, only embodiments are described below to explain the various aspects of the present invention. As used herein, the term "and / or" includes any and all combinations of one or more related listed items. Expressions such as "at least one of...", "one of...", and "selected from" when preceding a list of elements modify the entire list of elements without modifying the individual elements of the list. In addition, when describing embodiments of the present invention, the use of "may" refers to "one or more embodiments of the present invention".

[0045] The organometallic compound according to the embodiment is represented by the following Formula 1:

[0046] Formula 1

[0047] M 1 M 2 L.

[0048] In formula 1,

[0049] M 1 It can be the first metal center,

[0050] M 2 may be a second metal center, and

[0051] L may be a ligand including a first ligand site coordinated to a first metal center and a second ligand site coordinated to a second metal center, and the first ligand site and the second ligand site may be linked by sharing an indoloindole derivative.

[0052] In one embodiment, the first ligand site and the second ligand site may be tetradentate ligand sites.

[0053] In one embodiment, the organometallic compound may be represented by Formula 1A:

[0054] Formula 1A

[0055]

[0056] In Formula 1A, M 1 and M 2Each can be independently selected from platinum (Pt), palladium (Pd), copper (Cu), zinc (Zn), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), rhenium (Re), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) and thulium (Tm).

[0057] In one embodiment, M 1 and M 2 M may be independently selected from Pt, Pd, Cu, Ag and Au. 1 and M 2 Each of may be Pt.

[0058] In Formula 1A, Ring A 1 To Ring A 6 Can be independently selected from C 5 -C 60 Carbocyclic groups and C 1 -C 60 Heterocyclic group.

[0059] In one embodiment, Ring A 1 Can include with M 1 or B 1 Coordinated 6-membered ring,

[0060] Ring A 2 Can include with M 1 or B 2 Coordinated 5-membered ring,

[0061] Ring A 3 Can include with M 1 or B 3 Coordinated 6-membered ring,

[0062] Ring A 4 Can include with M 2 or B 4 Coordinated 6-membered ring,

[0063] Ring A 5 Can include with M 2 or B 5 The coordinated 5-membered ring, and

[0064] Ring A 6 Can include with M 2 or B 6 Coordinated 6-membered ring.

[0065] In one embodiment, Ring A 1 To Ring A 6The rings may be independently selected from benzene, naphthalene, anthracene, phenanthrene, azulene, triphenylene, pyrene, chrysene, cyclopentadiene, 1,2,3,4-tetrahydronaphthalene, furan, thiophene, silole, indene, fluorene, indole, carbazole, benzofuran, dibenzofuran, benzothiophene, dibenzothiophene, benzosilole, dibenzosilole, indenopyrrolidone, 1,2,3,4-tetrahydronaphthalene, furan, thiophene, silole, indole, fluorene, benzofuran, dibenzofuran, benzothiophene, dibenzothiophene, benzosilole, dibenzosilole, indenopyrrolidone, 1,2,3,4-tetrahydronaphthalene, furan, thiophene, silole, indole ...1,2,3,4 pyridine ring, indole pyridine ring, benzofuran pyridine ring, benzothieno pyridine ring, benzothiorrolo pyridine ring, indeno pyrimidine ring, indole pyrimidine ring, benzofuran pyrimidine ring, benzothiorrolo pyrimidine ring, benzothiorrolo pyrimidine ring, dihydropyridine ring, pyridine ring, pyrimidine ring, pyrazine ring, pyridazine ring, triazine ring, quinoline ring, isoquinoline ring, quinoxaline ring, quinazoline ring , phenanthroline ring, pyrrole ring, pyrazole ring, imidazole ring, 2,3-dihydroimidazole ring, triazole ring, 2,3-dihydrotriazole ring, oxazole ring, isoxazole ring, thiazole ring, isothiazole ring, oxadiazole ring, thiadiazole ring, benzopyrazole ring, pyrazolopyridine ring, furopyrazole ring, thienopyrazole ring, benzimidazole ring, 2,3-dihydrobenzimidazole ring, imidazopyridine ring, 2,3-dihydroimidazopyridine ring, furoimidazole ring, thienoimidazole ring, imidazopyrimidine ring, 2,3-dihydroimidazopyrimidine ring, imidazopyrazine ring, 2,3-dihydroimidazopyrazine ring, benzoxazole ring, benzothiazole ring, benzoxadiazole ring, benzothiadiazole ring, 5,6,7,8-tetrahydroisoquinoline ring and 5,6,7,8-tetrahydroquinoline ring.

[0066] In one embodiment, selected from Ring A 2 and Ring A 3 One of them may include a 5-membered ring containing two or more N atoms as ring-forming atoms, and the other of them may include a 6-membered ring containing one or more N atoms as ring-forming atoms.

[0067] In one embodiment, selected from Ring A 5 and Ring A 6 One of them may include a 5-membered ring containing two or more N atoms as ring-forming atoms, and the other of them may include a 6-membered ring containing one or more N atoms as ring-forming atoms.

[0068] In one embodiment, Ring A 1 and Ring A 6 Each independently may be selected from the groups represented by the formulae 2-1(1) to 2-1(35) and 2-2(1) to 2-2(25):

[0069]

[0070]

[0071]

[0072] In Formulas 2-1(1) to 2-1(35) and 2-2(1) to 2-2(25),

[0073] Y 15 It can be a carbon atom or a nitrogen atom,

[0074] X 21 Can be N or C(R 21 ), X 22 Can be N or C(R 22 ), X 23 Can be N or C(R 23 ), X 24 Can be N or C(R 24 ), X 25 Can be N or C(R 25 ), X 26 Can be N or C(R 26 ), X 27 Can be N or C(R 27 ), and X 28 Can be N or C(R 28 ),

[0075] X 29 Can be C(R 29a )(R 29b )、Si(R 29a )(R 29b )、N(R 29 ), O or S,

[0076] X 30 Can be C(R 30a )(R 30b )、Si(R 30a )(R 30b )、N(R 30 ), O or S,

[0077] R 21 To R 30 and R 25a To R 30b can be independently related to R in Formula 1A 1 To R 6 The same definition,

[0078] * Instructions and B 1 , B 2 , B 3 , B 4 , B 5 or B 6 binding site, and

[0079] *' and *" each indicate a binding site with an adjacent atom.

[0080] In one embodiment, R in Formulae 2-1(1) to 2-1(35) and 2-2(1) to 2-2(25) 21 To R 30 and R 25a To R 30b Can be independently selected from:

[0081] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0082] Each of the following C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, cyano, phenyl, and biphenyl;

[0083] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthryl, anthracenyl, pyridinyl, pyrimidinyl, carbazolyl, and triazinyl; and

[0084] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthryl, anthracenyl, pyridyl, pyrimidinyl, carbazolyl and triazinyl, each of which is substituted by at least one of the following: deuterium, -F, -Cl, -Br, -I, cyano, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthryl, anthracenyl, pyridyl, pyrimidinyl, carbazolyl and triazinyl.

[0085] For example, in Formulas 2-1(1) to 2-1(35) and 2-2(1) to 2-2(25), R 21 To R 30 and R 25a To R 30b Each may be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, phenyl, 2,4,6-trimethylphenyl and pyridyl.

[0086] In one embodiment, a3 and a6 can each independently be 0, and ring A 2 , Ring A 3 , Ring A 5 and Ring A 6 Each may be independently selected from the groups represented by formulae 3-1(1) to 3-1(15):

[0087]

[0088] In formulas 3-1(1) to 3-1(15),

[0089] R 21 To R 29 Same as described above,

[0090] * Instructions and B 2 , B 3 , B 5 or B 6 binding site, and

[0091] *' indicates the binding site with the neighboring atoms.

[0092] In one embodiment, in Formulae 3-1(1) to 3-1(15), R 21 To R 29 Can be independently selected from:

[0093] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0094] Each of the following C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, cyano, phenyl, and biphenyl;

[0095] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthryl, anthracenyl, pyridinyl, pyrimidinyl, carbazolyl, and triazinyl; and

[0096] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthryl, anthracenyl, pyridyl, pyrimidinyl, carbazolyl and triazinyl, each of which is substituted by at least one of the following: deuterium, -F, -Cl, -Br, -I, cyano, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthryl, anthracenyl, pyridyl, pyrimidinyl, carbazolyl and triazinyl.

[0097] For example, in Formulas 3-1(1) to 3-1(15), R 21 To R 29 Each may be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, phenyl, 2,4,6-trimethylphenyl and pyridyl.

[0098] In one embodiment, Ring A in Formula 1A 1 and Ring A 4 They can be each independently selected from groups represented by formulae 2-2(1) and 2-2(6) to 2-2(9).

[0099] In one or more embodiments, in Formula 1A, a3 and a6 may each independently be 0, and Ring A 2 , Ring A 3 , Ring A 5 and Ring A 6 can be independently selected from the groups represented by Formulae 3-1(1) to 3-1(15), and Ring A 1 and Ring A 4 They can be each independently selected from groups represented by formulae 2-2(1) and 2-2(6) to 2-2(9).

[0100] In Formula 1A, Y 1 To Y 8 They may each be independently selected from a carbon atom (C) and a nitrogen atom (N).

[0101] In one embodiment, in Formula 1A, Y 1 , Y 2 , Y 3 and Y 7 can each independently be C;

[0102] Y 1 , Y 2 and Y 7 can each independently be C, and Y 3 Can be N;

[0103] Y 1 , Y 2 and Y 3 can each independently be C, and Y 7 Can be N;

[0104] Y 2 , Y 3 and Y 7 can each independently be C, and Y 1 Can be N;

[0105] Y 1 , Y 3 and Y 7 can each independently be C, and Y 2 Can be N;

[0106] Y 1 and Y 7 can each independently be C, and Y 2 and Y 3can be N independently;

[0107] Y 1 and Y 2 can each independently be C, and Y 3 and Y 7 can be N independently;

[0108] Y 2 and Y 3 can each independently be C, and Y 1 and Y 7 can be N independently;

[0109] Y 3 and Y 7 can each independently be C, and Y 1 and Y 2 can be N independently;

[0110] Y 1 and Y 3 can each independently be C, and Y 2 and Y 7 may each independently be N; or

[0111] Y 2 and Y 7 can each independently be C, and Y 1 and Y 3 can each independently be N.

[0112] In one embodiment, in Formula 1A, Y 4 , Y 5 , Y 6 and Y 8 can each independently be C;

[0113] Y 4 , Y 5 and Y 8 can each independently be C, and Y 6 Can be N;

[0114] Y 4 , Y 5 and Y 6 can each independently be C, and Y 8 Can be N;

[0115] Y 5 , Y 6 and Y 8 can each independently be C, and Y 4 Can be N;

[0116] Y 4 , Y 6 and Y8 can each independently be C, and Y 5 Can be N;

[0117] Y 4 and Y 8 can each independently be C, and Y 5 and Y 6 can be N independently;

[0118] Y 4 and Y 5 can each independently be C, and Y 6 and Y 8 can be N independently;

[0119] Y 5 and Y 6 can each independently be C, and Y 4 and Y 8 can be N independently;

[0120] Y 6 and Y 8 can each independently be C, and Y 4 and Y 5 can be N independently;

[0121] Y 4 and Y 6 can each independently be C, and Y 5 and Y 8 may each independently be N; or

[0122] Y 5 and Y 8 can each independently be C, and Y 4 and Y 6 can each independently be N.

[0123] In one embodiment, selected from Y 1 or B 1 and M 1 The key between 2 or B 2 and M 1 The key between 3 or B 3 and M 1 The key between 7 or B 7 and M 1 Two of the bonds therebetween may each be coordinate bonds, and the remaining bonds therein may each be covalent bonds.

[0124] In one embodiment, selected from Y 4 or B 4 and M2 The key between 5 or B 5 and M 2 The key between 6 or B 6 and M 2 The key between 8 or B 8 and M 2 Two of the bonds therebetween may each be coordinate bonds, and the remaining bonds therein may each be covalent bonds.

[0125] In one embodiment, in Formula 1A, i) Y 2 , Y 3 , Y 5 and Y 6 may be each independently N; or ii) Y 3 and Y 6 can be each independently N and selected from Y 2 and Y 5 At least one of them may be C,

[0126] When Y 2 When C, Y 2 and M 1 The key between or Y 2 and B 2 The bond between may be a coordination bond, and

[0127] When Y 5 When C, Y 5 and M 2 The key between or Y 5 and B 5 The bond between them can be a coordination bond.

[0128] In one embodiment, in Formula 1A, i) Y 2 , Y 3 , Y 5 and Y 6 may be each independently N; or ii) Y 3 and Y 6 can be N independently, and Y 2 and Y 5 may each independently be C, and

[0129] B 2 , B 3 , B 5 and B 6 Each of may be a chemical bond, and Y 2 and M 1 The bond between 2 ) and Y 3 and M 1The bond between 3 ) can each be a coordination bond, and Y 5 and M 2 The bond between 5 ) and Y 6 and M 2 The bond between 6 ) can each be a coordination bond.

[0130] As used herein, "chemical bond" may refer to any appropriate chemical bond, for example, a coordinate bond or a covalent bond, without limitation.

[0131] In one embodiment, in Formula 1A, Y 1 , Y 4 , Y 7 and Y 8 Each of can be C.

[0132] In Formula 1A, B 1 To B 8 may each be independently selected from a chemical bond, *-O-*' and *-S-*'.

[0133] When B 1 , B 2 , B 3 or B 7 When Y is a chemical bond, 1 , Y 2 , Y 3 or Y 7 Can be respectively and M 1 Direct connection, and when B 4 , B 5 , B 6 or B 8 When Y is a chemical bond, 4 , Y 5 , Y 6 or Y 8 Can be respectively and M 2 Direct connection.

[0134] In one embodiment, in Formula 1A, B 1 To B 8 Each of may be a chemical bond;

[0135] B 1 and B 4 can be independently selected from *-O-*' and *-S-*', and B 1 To B 8 Each of the remaining ones may be a chemical bond;

[0136] B 2 and B 5can be independently selected from *-O-*' and *-S-*', and B 1 To B 8 Each of the remaining ones may be a chemical bond;

[0137] B 3 and B 6 can be independently selected from *-O-*' and *-S-*', and B 1 To B 8 Each of the remaining ones may be a chemical bond; or

[0138] B 7 and B 8 can be independently selected from *-O-*' and *-S-*', and B 1 To B 8 Each of the remaining ones may be a chemical bond.

[0139] In one embodiment, in Formula 1A, B 1 To B 8 Each of may be a chemical bond.

[0140] In Formula 1A, L 1 To L 6 can be independently selected from a single bond, *-O-*', *-S-*', *-C(R 7 )(R 8 )-*'、*-C(R 7 )=*'、*=C(R 7 )-*'、*-C(R 7 )=C(R 8 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 7 )-*'、*-N(R 7 )-*'、*-P(R 7 )-*'、*-Si(R 7 )(R 8 )-*'、*-P(=O)(R 7 )-*' and *-Ge(R 7 )(R 8 )-*'.

[0141] In one embodiment, in Formula 1A, L 1 To L 6 can be independently selected from a single bond, *-O-*', *-S-*', *-C(R 7 )(R 8 )-*'、*-B(R 7 )-*'、*-N(R 7 )-*'、*-P(R7 )-*' and *-Si(R 7 )(R 8 )-*'.

[0142] In Formula 1A, a1 to a6 may each be independently selected from 0, 1, 2 and 3, at least two selected from a1 to a3 may each be independently selected from 1, 2 and 3, and at least two selected from a4 to a6 may each be independently selected from 1, 2 and 3.

[0143] When a1 is 0, and L 1 The adjacent carbon atoms on the indole ring and A 1 They may not be connected to each other (may not be connected), when a2 is 0, A 1 and A 2 They can be disconnected. When a3 is 0, A 2 and A 3 They can be disconnected. When a4 is 0, L 4 The adjacent carbon atoms on the indole ring and A 4 They can be disconnected. When a5 is 0, A 4 and A 5 can be disconnected from each other, and when a6 is 0, A 5 and A 6 They may not be connected to each other.

[0144] In one embodiment, in Formula 1A, at least one selected from a3 and a6 may be 0. For example, each of a3 and a6 may be 0.

[0145] In one embodiment, in Formula 1A, a1, a2, a4, and a5 may each independently be 1, and a3 and a6 may each independently be 0.

[0146] In one or more embodiments, in Formula 1A, L 1 and L 4 Can be independently selected from *-O-*', *-S-*', *-C(R 7 )(R 8 )-*'、*-B(R 7 )-*'、*-N(R 7 )-*'、*-P(R 7 )-*' and *-Si(R 7 )(R 8 )-*',L 2 and L 5 a1, a2, a4 and a5 may each independently be 1, and a3 and a6 may each independently be 0.

[0147] In Formula 1A, X 1Can be C(R 9 ) or N, X 2 Can be C(R 10 ) or N, X 3 Can be C(R 11 ) or N, and X 4 Can be C(R 12 ) or N.

[0148] In one embodiment, in Formula 1A, X 1 Can be C(R 9 ), X 2 Can be C(R 10 ), X 3 Can be C(R 11 ), and X 4 Can be C(R 12 ).

[0149] In Formula 1A, R 1 To R 12 Can be independently selected from:

[0150] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) and -P(=S)(Q 1 )(Q 2 ),

[0151] R 1 and R 7 , R 2 and R 7 , R 3 and R 7 , R 4 and R 7 , R 5 and R 7 and / or R 6 and R 7 Can be optionally linked to form a substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic group.

[0152] In one embodiment, R in Formula 1A 1 To R 12 Can be independently selected from:

[0153] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0154] Each of the following C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, cyano, phenyl, and biphenyl;

[0155] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentacene, pyrrolyl, thienyl, furanyl, thiole, imidazole yl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazole yl, benzofuranyl, benzothiophenyl, benzothioxyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazine, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioxyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothioxyl, dibenzocarbazole 1-dibenzo-1-pyrrolyl, 1-dibenzo-1-thiophene-1- ...

[0156] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentacene, pyrrolyl, thienyl, furanyl, , thiolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothioyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazine, carbazolyl, dibenzofuranyl, dibenzothienyl, dibenzothioyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothienyl, naphthobenzothioyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthyl thienyl, dinaphthothirol, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazopyridinyl, benzonaphthyridinyl, azafluorenyl, azaspiro-bifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothirol, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl and indolocarbazolyl: deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentacene, pyrrolyl, thienyl, furanyl, silolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazole yl, benzofuranyl, benzothiophenyl, benzothioxyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazine, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioxyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothioxyl, dibenzocarbazolyl, dibenzocarbazolyl, naphthofuranyl, dinaphthothienyl, dinaphthothioyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazopyridinyl, benzonaphthyridinyl, azafluorenyl, azaspiro-bifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothioyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, indolocarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 ) and -P(=S)(Q 31 )(Q 32 );as well as

[0157] -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) and -P(=S)(Q 1 )(Q 2 ).

[0158] For example, in Formula 1A, R 1 To R 12 Can be independently selected from:

[0159] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0160] Each of the following C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, cyano, phenyl, and biphenyl;

[0161] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthryl, anthracenyl, pyridinyl, pyrimidinyl, carbazolyl, and triazinyl; and

[0162] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthryl, anthracenyl, pyridyl, pyrimidinyl, carbazolyl and triazinyl, each of which is substituted by at least one of the following: deuterium, -F, -Cl, -Br, -I, cyano, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthryl, anthracenyl, pyridyl, pyrimidinyl, carbazolyl and triazinyl.

[0163] In Formula 1, b1 to b6 may be an integer of 1 to 5, each independently.

[0164] b1 indicates R 1 When b1 is two or more, two or more R 1 Can be the same as or different from each other.

[0165] b2 indicates R 2 The number of, wherein, when b2 is two or more, two or more R 2 Can be the same as or different from each other.

[0166] b3 indicates R 3The number of, wherein, when b3 is two or more, two or more R 3 Can be the same as or different from each other.

[0167] b4 indicates R 4 The number of, wherein, when b4 is two or more, two or more R 4 Can be the same as or different from each other.

[0168] b5 indicates R 5 The number of, wherein, when b5 is two or more, two or more R 5 Can be the same as or different from each other.

[0169] b6 indicates R 6 The number of, wherein, when b6 is two or more, two or more R 6 Can be the same as or different from each other.

[0170] In one embodiment, the organometallic compound may be represented by Formula 1A-1:

[0171] Formula 1A-1

[0172]

[0173] In Formula 1A-1,

[0174] Selected from Y 1 and M 1 The key between 2 and M 1 The key between 3 and M 1 The key between 7 and M 1 Two of the bonds between may each be coordinate bonds, and the remaining bonds may each be covalent bonds,

[0175] Selected from Y 4 and M 2 The key between 5 and M 2 The key between 6 and M 2 The key between 8 and M 2 Two of the bonds between may each be coordinate bonds, and the remaining bonds may each be covalent bonds,

[0176] M in Formula 1A-1 1 、M 2 , Ring A 1 To Ring A 6 , Y 1 To Y 8 , X 1 To X4 , L 1 To L 6 、a1 to a6、R 1 To R 6 And b1 to b6 may each independently be the same as described with respect to Formula 1A.

[0177] In one embodiment, the organometallic compound may be represented by Formula 1A-2:

[0178] Formula 1A-2

[0179]

[0180] In Formula 1A-2,

[0181] Selected from Y 1 and M 1 The key between 2 and M 1 The key between 3 and M 1 The key between 7 and M 1 Two of the bonds between may each be coordinate bonds, and the remaining bonds may each be covalent bonds,

[0182] Selected from Y 4 and M 2 The key between 5 and M 2 The key between 6 and M 2 The key between 8 and M 2 Two of the bonds between may each be coordinate bonds, and the remaining bonds may each be covalent bonds, and

[0183] M in Formula 1A-2 1 、M 2 , Ring A 1 To Ring A 6 , Y 1 To Y 8 , X 1 To X 4 , L 1 , L 2 , L 4 , L 5 , R 1 To R 6 and b1 to b6 may each independently be the same as described in Formula 1A.

[0184] In one embodiment, in Formula 1A-2, Ring A 2 , Ring A 3 , Ring A5 and Ring A 6 can be independently selected from the groups represented by Formulae 3-1(1) to 3-1(15), and Ring A 1 and Ring A 4 They may each independently be a benzene ring.

[0185] In one embodiment, in Formula 1A-1 and 1A-2, R 1 To R 8 Can be independently selected from:

[0186] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0187] Each of the following C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, cyano, phenyl, and biphenyl;

[0188] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthryl, anthracenyl, pyridinyl, pyrimidinyl, carbazolyl, and triazinyl; and

[0189] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthryl, anthracenyl, pyridyl, pyrimidinyl, carbazolyl and triazinyl, each of which is substituted by at least one of the following: deuterium, -F, -Cl, -Br, -I, cyano, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthryl, anthracenyl, pyridyl, pyrimidinyl, carbazolyl and triazinyl.

[0190] In one embodiment, the compound represented by Formula 1A may have a symmetrical structure.

[0191] In one embodiment, the organometallic compound may be selected from Compounds 1 to 45:

[0192]

[0193]

[0194]

[0195] In an embodiment of the present disclosure, the organometallic compound represented by Formula 1 or Formula 1A is a binuclear complex in which the tetradentate ligand including the indoloindole derivative is coordinated to the first metal center and the second metal center, respectively.

[0196] Since the ligand has a structure in which the rings coordinated to the metal center are connected to each other around the indoloindole derivative, such as in the structure of the ligand in Formula 1 or Formula 1A, the structure of the tetradentate ligands connected to each other can be more rigid. Therefore, the stability of the organometallic compound represented by Formula 1 or Formula 1A can be enhanced. Therefore, the organic light-emitting device including the organometallic compound can have high durability and / or long life.

[0197] An organic light-emitting device including the organometallic compound represented by Formula 1 or Formula 1A may have high color purity, high efficiency, and / or a long lifetime.

[0198] The synthesis methods for the organometallic compound represented by Formula 1 should be apparent to those skilled in the art by referring to the following examples.

[0199] The organometallic compound of Formula 1 may be used between a pair of electrodes of an organic light-emitting device. For example, the organometallic compound may be included in an emission layer. The organometallic compound may be used as a dopant in the emission layer. In one or more embodiments, the organometallic compound represented by Formula 1 may be used as a material for a capping layer located outside a pair of electrodes of an organic light-emitting device.

[0200] In some embodiments of the present disclosure, an organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; an organic layer between the first electrode and the second electrode and including an emission layer; and the organic light-emitting device includes at least one organic metal compound represented by Formula 1.

[0201] In one embodiment, an organic layer in an organic light-emitting device may include at least one organic metal compound represented by Formula 1.

[0202] As used herein, the expression “(the organic layer) includes at least one organometallic compound of Formula 1” may include the case where “(the organic layer) includes one or more identical organometallic compounds represented by Formula 1” and the case where “(the organic layer) includes two or more different organometallic compounds represented by Formula 1”.

[0203] For example, the organic layer may include only Compound 1 as an organic metal compound. In this regard, Compound 1 may be present in (for example, may be present in) an emission layer of an organic light-emitting device. In one or more embodiments, the organic layer may include Compound 1 and Compound 2 as organic metal compounds. In this regard, Compound 1 and Compound 2 may both be present in the same layer (for example, Compound 1 and Compound 2 may both be present in the emission layer), or may be present in different layers (for example, Compound 1 may be present in the emission layer and Compound 2 may be present in the electron transport layer).

[0204] In one or more embodiments, an emission layer of an organic light-emitting device may include at least one organic metal compound represented by Formula 1.

[0205] In one or more embodiments, the emission layer of the organic light-emitting device may include at least one organic metal compound of an embodiment of the present invention, and the emission layer may further include a host, and the amount of the host contained in the emission layer may be greater than the amount of the organic metal compound contained in the emission layer. For example, based on 100 parts by weight of the emission layer, the amount of the organic metal compound contained in the emission layer may be in the range of about 0.01 parts by weight to about 30 parts by weight.

[0206] In one embodiment, the emission layer may include an organic metal compound, and the emission layer may emit green light or red light. For example, the emission layer may emit green light with a maximum emission wavelength in the range of about 520 nm to about 580 nm, or red light with a maximum emission wavelength in the range of about 625 nm to about 675 nm, but embodiments of the present disclosure are not limited thereto.

[0207] In one embodiment, the first electrode may be an anode, the second electrode may be a cathode, the organic layer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode, the hole transport region may include a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer or any combination thereof, and the electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer or any combination thereof.

[0208] In one embodiment, the electron transport region may include a phosphine oxide-containing compound and / or a silyl-containing compound. For example, the electron transport region may include a hole blocking layer, the hole blocking layer may directly contact the emissive layer, and the hole blocking layer may include a phosphine oxide-containing compound and / or a silyl-containing compound.

[0209] The term "organic layer" as used herein may refer to a single layer and / or a plurality of layers disposed (located) between a first electrode and a second electrode of an organic light-emitting device. Materials included in the "organic layer" are not limited to organic materials.

[0210] Figure 1Description

[0211] Figure 1 1 is a schematic diagram of an organic light-emitting device 10 according to an embodiment of the present disclosure. The organic light-emitting device 10 includes a first electrode 110 , an organic layer 150 , and a second electrode 190 .

[0212] In the following, we will combine Figure 1 A structure of an organic light-emitting device 10 and a method of manufacturing the organic light-emitting device 10 according to an embodiment are described.

[0213] First electrode 110

[0214] exist Figure 1 In the embodiment, the substrate may be further disposed under the first electrode 110 or on the second electrode 190. The substrate may be a glass substrate or a plastic substrate, each of which has excellent (or suitable) mechanical strength, thermal stability, transparency, surface smoothness, easy handling and / or waterproofness.

[0215] The first electrode 110 may be formed by depositing or spraying a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be selected from materials having a high work function to facilitate hole injection.

[0216] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode or a transmissive electrode. When the first electrode 110 is a transmissive electrode, a material for forming the first electrode 110 may be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), and any combination thereof, but the embodiments of the present disclosure are not limited thereto. When the first electrode 110 is a semi-transmissive electrode or a reflective electrode, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof may be used as a material for forming the first electrode 110. However, the material for forming the first electrode 110 is not limited thereto.

[0217] The first electrode 110 may have a single-layer structure or a multi-layer structure including two or more layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO, but the structure of the first electrode 110 is not limited thereto.

[0218] Organic layer 150

[0219] The organic layer 150 is disposed on the first electrode 110. The organic layer 150 may include an emission layer.

[0220] The organic layer 150 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 190 .

[0221] Hole transport region in the organic layer 150

[0222] The hole transport region may have i) a single-layer structure including a single layer containing a single material, ii) a single-layer structure including a single layer containing a plurality of different materials, or iii) a multi-layer structure having a plurality of layers containing a plurality of different materials.

[0223] The hole transport region may include one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, an emission assisting layer, and an electron blocking layer.

[0224] For example, the hole transport zone may have a single-layer structure or a multi-layer structure, the single-layer structure includes a single layer containing a plurality of different materials, and the multi-layer structure has a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure or a hole injection layer / hole transport layer / emission auxiliary layer structure, wherein for each structure, the constituent layers are stacked in sequence from the first electrode 110 in the order described, but the structure of the hole transport zone is not limited thereto.

[0225] The hole transport region may include m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated-NPB, TAPC, HMTPD, 4,4',4"-tri(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), PEDOT / PSS (poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate)), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), a compound represented by Formula 201, and / or a compound represented by Formula 202, without limitation:

[0226]

[0227]

[0228] Formula 201

[0229]

[0230] Formula 202

[0231]

[0232] In equation 201 and equation 202,

[0233] L 201 To L 204 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0234] L 205 Can be selected from *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C 1 -C 20 Alkylene, substituted or unsubstituted C 2 -C 20 Alkenylene, substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0235] xa1 to xa4 may each independently be an integer from 0 to 3,

[0236] xa5 can be an integer from 1 to 10, and

[0237] R 201 To R 204 and Q 201 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0238] For example, in Equation 202, R 201 and R 202 may optionally be linked via a single bond, dimethyl-methylene and / or diphenyl-methylene, and R 203 and R 204 The attachment may optionally be via a single bond, a dimethyl-methylene group and / or a diphenyl-methylene group.

[0239] In one or more embodiments, in Formula 201 and Formula 202,

[0240] L 201 To L 205 Can be independently selected from:

[0241] phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrenylene, chrysene, tetraphenylene, phrenylene, perylene, pentaphenylene, hexaphenylene, pentaphenylene, rubenylene, coronenylene, ovaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, and pyridinylene; and

[0242] each substituted with at least one selected from the following: phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrenylene, chrysene, tetraphenylene, pyrenylene, perylene, pentaphenylene, hexaphenylene, and tetraphenylene; Pentaphenyl, rubidinyl, corundinyl, ovobenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl and pyridinyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 Alkyl-substituted phenyl, -F-substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridinyl, -Si(Q) 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ),and

[0243] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0244] In one or more embodiments, xa1 to xa4 may each independently be 0, 1 or 2.

[0245] In one or more embodiments, xa5 can be 1, 2, 3 or 4.

[0246] In one or more embodiments, R 201 To R204 and Q 201 Can be independently selected from:

[0247] phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridinyl; and

[0248] phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, pyrenyl, peryl, pentaphenenyl, hexacenyl, and tetracenyl; Pentaphenyl, rubinyl, corynyl, ovophene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl and pyridyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 Alkyl-substituted phenyl, -F-substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridinyl, -Si(Q) 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ),and

[0249] Q 31 To Q 33Same as described above.

[0250] In one or more embodiments, in Formula 201, selected from R 201 To R 203 At least one of can be independently selected from:

[0251] fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl; and

[0252] Fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 alkyl-substituted phenyl, -F-substituted phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothienyl,

[0253] However, the embodiments of the present disclosure are not limited thereto.

[0254] In one or more embodiments, in Formula 202, i) R 201 and R 202 can be connected via a single bond, and / or ii) R 203 and R 204 Can be connected via one-touch.

[0255] In one or more embodiments, in Formula 202, R 201 To R 204 At least one of can be selected from:

[0256] carbazolyl; and

[0257] A carbazolyl group substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 alkyl-substituted phenyl, -F-substituted phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothienyl,

[0258] However, the embodiments of the present disclosure are not limited thereto.

[0259] The compound represented by Formula 201 can be represented by Formula 201A:

[0260] Formula 201A

[0261]

[0262] In one embodiment, the compound represented by Formula 201 may be represented by the following Formula 201A(1), but embodiments of the present disclosure are not limited thereto:

[0263] Formula 201A(1)

[0264]

[0265] In one embodiment, the compound represented by Formula 201 may be represented by the following Formula 201A-1, but embodiments of the present disclosure are not limited thereto:

[0266] Formula 201A-1

[0267]

[0268] In one embodiment, the compound represented by Formula 202 may be represented by Formula 202A:

[0269] Formula 202A

[0270]

[0271] In one embodiment, the compound represented by Formula 202 can be represented by Formula 202A-1:

[0272] Formula 202A-1

[0273]

[0274] In Formulas 201A, 201A(1), 201A-1, 202A and 202A-1,

[0275] L 201 To L 203 , xa1 to xa3, xa5 and R 202 To R 204 Same as described above,

[0276] R 211 and R 212 Can be independently related to R 203 The definition is the same.

[0277] R 213 To R 217can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 Alkyl substituted phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl and pyridinyl.

[0278] The hole transport region may include at least one compound selected from compounds HT1 to HT39, but embodiments of the present disclosure are not limited thereto:

[0279]

[0280]

[0281]

[0282] The thickness of the hole transport region may be about to about For example, about to about When the hole transport region includes at least one selected from a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be about to about For example, about to about and the thickness of the hole transport layer may be in the range of about to about For example, about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, respectively, satisfactory (or appropriate) hole transport characteristics may be obtained without a significant increase in driving voltage.

[0283] The emission assisting layer may increase light emission efficiency by compensating the optical resonance distance according to the wavelength of light emitted by the emission layer, and the electron blocking layer may block or reduce the flow of electrons from the electron transport region. The emission assisting layer and the electron blocking layer may include any material as described above.

[0284] p-dopant

[0285] In addition to the above materials, the hole transport region may further include a charge generating material for improving the conductive property. The charge generating material may be uniformly or non-uniformly dispersed in the hole transport region.

[0286] The charge generating material may be, for example, a p-dopant.

[0287] In one embodiment, the p-dopant may have a lowest unoccupied molecular orbital energy level of -3.5 eV or less.

[0288] The p-dopant may include at least one selected from the group consisting of a quinone derivative, a metal oxide, and a cyano group-containing compound, but the embodiments of the present disclosure are not limited thereto.

[0289] For example, the p-dopant may include at least one selected from the following:

[0290] Quinone derivatives, such as tetracyanoquinodimethane (TCNQ) and / or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

[0291] Metal oxides, such as tungsten oxide and / or molybdenum oxide;

[0292] 1,4,5,8,9,12-Hexaazatriphenylene-hexanitrile (HAT-CN); and

[0293] The compound represented by formula 221,

[0294] However, the embodiments of the present disclosure are not limited thereto:

[0295]

[0296] Formula 221

[0297]

[0298] In formula 221,

[0299] R 221 To R 223 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group and substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, wherein R is selected from 221 To R 223 At least one of the following may have at least one substituent selected from the group consisting of cyano, -F, -Cl, -Br, -I, C substituted with -F 1 -C 20 Alkyl, C substituted by -Cl 1 -C 20 Alkyl, C substituted by -Br 1 -C 20 Alkyl and C substituted by -I 1 -C 20 alkyl.

[0300] Emission layer in the organic layer 150

[0301] When the organic light-emitting device 10 is a full-color organic light-emitting device, the emission layer may be patterned into a red emission layer, a green emission layer and / or a blue emission layer according to the sub-pixel. In one or more embodiments, the emission layer may have a stacked structure of two or more layers selected from a red emission layer, a green emission layer, and a blue emission layer, wherein the two or more layers are in contact with each other or separated from each other. In one or more embodiments, the emission layer may include two or more materials selected from a red light-emitting material, a green light-emitting material, and a blue light-emitting material, wherein the two or more materials are mixed with each other in a single layer to emit white light.

[0302] The emission layer may include a host and a dopant. The dopant may include at least one selected from a phosphorescent dopant and a fluorescent dopant.

[0303] The amount of the dopant in the emission layer may be in the range of about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host, but embodiments of the present disclosure are not limited thereto.

[0304] The thickness of the emission layer can be about to about For example, about to about When the thickness of the emission layer is within this range, excellent (or suitable) light emission characteristics can be obtained without a significant increase in driving voltage.

[0305] Subject in the emission layer

[0306] In one or more embodiments, the host may include a compound represented by Formula 301 below:

[0307] Formula 301

[0308] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .

[0309] In formula 301,

[0310] Ar 301 Can be substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0311] xb11 can be 1, 2 or 3,

[0312] L 301 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0313] xb1 can be an integer from 0 to 5,

[0314] R 301 can be selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) and -P(=O)(Q 301 )(Q 302 ),

[0315] xb21 can be an integer from 1 to 5,

[0316] Q 301 To Q 303 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 An alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group, but the embodiments of the present disclosure are not limited thereto.

[0317] In one embodiment, Ar in Formula 301 301 You can choose from:

[0318] naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, peryl, pentaphenanthrenyl, indenoanthryl, dibenzofuranyl, and dibenzothienyl; and

[0319] naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pentaphenyl, indenoanthryl, dibenzofuranyl and dibenzothiophenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),and

[0320] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl. However, embodiments of the present disclosure are not limited thereto.

[0321] When xb11 in Formula 301 is two or more, two or more Ar 301 Can be connected via one-touch.

[0322] In one or more embodiments, the compound represented by Formula 301 may be represented by Formula 301-1 or Formula 301-2:

[0323] Formula 301-1

[0324]

[0325] Formula 301-2

[0326]

[0327] In Formula 301-1 and Formula 301-2,

[0328] A 301 To A 304The phenyl group may be independently selected from phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, pyridyl, pyrimidyl, indenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthothienyl, benzonaphthothienyl and dinaphthothienyl,

[0329] X 301 Can be O, S or N-[(L 304 ) xb4 -R 304 ],

[0330] R 311 To R 314 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),

[0331] xb22 and xb23 can each independently be 0, 1 or 2,

[0332] L 301 、xb1、R 301 and Q 31 To Q 33 Same as described above,

[0333] L 302 To L 304 Can be independently related to L 301 The same definition,

[0334] xb2 to xb4 may each independently be the same as defined with respect to xb1, and

[0335] R 302 To R 304Can be independently related to R 301 The definition is the same.

[0336] For example, in Formula 301, Formula 301-1, and Formula 301-2, L 301 To L 304 Can be independently selected from:

[0337] Phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene, and azacarbazolylene; and

[0338] phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene , isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalinylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene and azacarbazolylene: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazinyl, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),and

[0339] Q 31 To Q 33 Same as described above.

[0340] In one embodiment, in Formulas 301, 301-1, and 301-2, R 301 To R 304 Can be independently selected from:

[0341] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiophene oxazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0342] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),

[0343] Q 31 To Q 33 Same as described above.

[0344] In one or more embodiments, the host may include an alkaline earth metal complex. For example, the host may be selected from Be complexes (eg, compound H55), Mg complexes, and Zn complexes, without limitation.

[0345] The host may include at least one selected from 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di-(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene (mCP), 1,3,5-tri(carbazolyl-9-yl)benzene (TCP), and compounds H1 to H55, but embodiments of the present disclosure are not limited thereto:

[0346]

[0347]

[0348]

[0349] The phosphorescent dopant included in the emission layer in the organic layer 150

[0350] The phosphorescent dopant may include an organic metal compound represented by Formula 1.

[0351] The phosphorescent dopant may include (or further include) an organic metal compound represented by Formula 1A.

[0352] In some embodiments, the phosphorescent dopant may include an organic metal complex represented by the following Formula 401:

[0353] Formula 401

[0354] M(L 401 ) xc1 (L 402 ) xc2

[0355] Formula 402

[0356]

[0357] In formula 401,

[0358] M may be selected from iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh) and thulium (Tm),

[0359] L 401 The ligand represented by the free formula 402 can be selected, and xc1 can be 1, 2 or 3, wherein when xc1 is two or more, two or more L 401 may be the same or different from each other,

[0360] L 402 may be an organic ligand, and xc2 may be an integer from 0 to 4, wherein when xc2 is two or more, two or more L 402 may be the same or different from each other,

[0361] In formula 402,

[0362] X 401 To X 404 may each independently be nitrogen or carbon,

[0363] X 401 and X 403 can be connected via a single bond or a double bond, and X 402 and X 404 Can be connected via single or double bonds,

[0364] A 401 and A402 Can be independently selected from C 5 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic groups,

[0365] X 405 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*'or*=C=*', and Q 411 and Q 412 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl,

[0366] X 406 Can be a single bond, O or S,

[0367] R 401 and R 402 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 20 Alkyl, substituted or unsubstituted C 1 -C 20 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) and -P(=O)(Q 401 )(Q 402 ), where Q 401 To Q 403 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, C 6 -C 20 Aryl and C 1 -C 20 Heteroaryl,

[0368] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0369] In Formula 402, * and *' each indicate a binding site with M in Formula 401.

[0370] In one embodiment, A in Formula 402 401 and A 402 The benzofuranyl, benzothiophenyl, benzoisothiophenyl, benzoxazolyl, benzoisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, and dibenzothiophenyl may be independently selected from the group consisting of phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, indenyl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzisothiophenyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, and dibenzothiophenyl.

[0371] In one or more embodiments, in Formula 402, i) X 401 may be nitrogen, and X 402 Can be carbon, or ii) X 401 and X 402 They may each be nitrogen at the same time.

[0372] In one or more embodiments, R in Formula 402 401 and R 402 Can be independently selected from:

[0373] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0374] Each of the following C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, phenyl, naphthyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl and norbornenyl;

[0375] Cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl;

[0376] cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl; and

[0377] -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) and -P(=O)(Q 401 )(Q402 ),and

[0378] Q 401 To Q 403 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl and naphthyl, but not limited thereto.

[0379] In one or more embodiments, when xc1 in formula 401 is two or greater, two or more L 401 Two A's 401 Optionally, the 407 Connect, or two or more L 401 Two A's 402 Optionally, the 408 Connect (see, e.g., compounds PD1 to PD4 and PD7 herein). 407 and X 408 can be each independently a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 413 )-*'、*-C(Q 413 )(Q 414 )-*' or *-C(Q 413 )=C(Q 414 )-*'(where Q 413 and Q 414 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl), but not limited thereto.

[0380] L in Formula 401 402 It can be a monovalent, divalent or trivalent organic ligand. For example, L 402 It may be halogen, diketone (eg, acetylacetonate), carboxylic acid (eg, picolinate), -C(=O), isonitrile, -CN, and / or a phosphorus ligand (eg, phosphine and / or phosphite), but the embodiments of the present disclosure are not limited thereto.

[0381] In one or more embodiments, the phosphorescent dopant may include, for example, compounds PD1 to PD25, but embodiments of the present disclosure are not limited thereto:

[0382]

[0383]

[0384] Fluorescent dopants in the emitting layer

[0385] The fluorescent dopant may include an aromatic amine compound or a styrylamine compound.

[0386] The fluorescent dopant may include a compound represented by the following Formula 501:

[0387] Formula 501

[0388]

[0389] In formula 501,

[0390] Ar 501 Can be substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0391] L 501 To L 503 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0392] xd1 to xd3 may each independently be an integer from 0 to 3;

[0393] R 501 and R 502 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and

[0394] xd4 can be an integer from 1 to 6.

[0395] In one embodiment, Ar in Formula 501 501 You can choose from:

[0396] naphthyl, heptalenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, perylenyl, pentaphenanthrenyl, indenoanthryl, and indenophenanthrenyl; and

[0397] naphthyl, heptalenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetraphenyl, pyrenyl, peryl, pentaphenanthrenyl, indenoanthryl and indenophenanthrenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0398] In one or more embodiments, L in Formula 501 501 To L 503 Can be independently selected from:

[0399] phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentacephenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, and pyridinylene; and

[0400] phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, and pyridylene, each substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridinyl.

[0401] In one or more embodiments, R in Formula 501 501 and R 502 Can be independently selected from:

[0402] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, perylenyl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridinyl; and

[0403] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, and pyridyl, each substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, and -Si(Q) 31 )(Q 32 )(Q 33 ),and

[0404] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0405] In one or more embodiments, xd4 in Formula 501 may be 2, but embodiments of the present disclosure are not limited thereto.

[0406] For example, the fluorescent dopant may be selected from compounds FD1 to FD22:

[0407]

[0408]

[0409]

[0410] In one or more embodiments, the fluorescent dopant may be selected from the following compounds, but embodiments of the present disclosure are not limited thereto.

[0411]

[0412] Electron transport region in the organic layer 150

[0413] The electron transport region may have i) a single-layer structure including a single layer containing a single material, ii) a single-layer structure including a single layer containing a plurality of different materials, or iii) a multi-layer structure having a plurality of layers containing a plurality of different materials.

[0414] The electron transport region may include at least one selected from a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, and an electron injection layer, but embodiments of the present disclosure are not limited thereto.

[0415] For example, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein for each structure, the constituent layers are stacked sequentially from the emission layer. However, the embodiment of the structure of the electron transport region is not limited thereto.

[0416] The electron transport region (eg, a buffer layer, a hole blocking layer, an electron control layer, and / or an electron transport layer in the electron transport region) may include a metal-free compound containing at least one π-electron-depleted nitrogen-containing ring.

[0417] A "π-electron-depleted nitrogen-containing ring" may refer to a C-N-containing ring having at least one *-N=*' moiety as a ring-forming part. 1 -C 60 Heterocyclic group.

[0418] For example, the "π-electron-depleted nitrogen-containing ring" may be i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' moiety, ii) a heteropolycyclic group in which two or more 5- to 7-membered heteromonocyclic groups each having at least one *-N=*' moiety are fused to each other, and / or iii) a heteropolycyclic group in which at least one 5- to 7-membered heteromonocyclic group each having at least one *-N=*' moiety is fused to at least one C 5 -C 60 The carbocyclic group is fused.

[0419] Examples of rings containing π-electron-depleted nitrogen include, but are not limited to, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, benzisothiazole, benzoxazole, benzisoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, and azacarbazole.

[0420] For example, the electron transport region may include a compound represented by Formula 601:

[0421] Formula 601

[0422] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .

[0423] In formula 601,

[0424] Ar 601 Can be substituted or unsubstituted C 5 -C60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0425] xe11 can be 1, 2 or 3,

[0426] L 601 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0427] xe1 can be an integer from 0 to 5,

[0428] R 601 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q602 ),

[0429] Q 601 To Q 603 Can be independently C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl or naphthyl, and

[0430] xe21 can be an integer from 1 to 5.

[0431] In one embodiment, the number of Ar is xe11 601 At least one and / or a number of xe21 R 601 At least one of may include a ring containing π-electron-depleted nitrogen.

[0432] In one embodiment, Ar in Formula 601 601 You can choose from:

[0433] Phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, peryl, peryl, pentaphenanthracene, indenoanthryl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0434] phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pentaphenanthracene, indenoanthryl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, purinyl, each substituted by at least one selected from the following Quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),and

[0435] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0436] When xe11 in Formula 601 is two or greater, two or more Ar 601 Can be connected via one-touch.

[0437] In one or more embodiments, Ar in Formula 601 601 It may be anthracene.

[0438] In one or more embodiments, the compound represented by Formula 601 may be represented by Formula 601-1:

[0439] Formula 601-1

[0440]

[0441] In formula 601-1,

[0442] X 614 Can be N or C(R 614 ), X 615 Can be N or C(R 615 ), X 616 Can be N or C(R 616 ), and selected from X 614 To X 616 At least one of may be N,

[0443] L 611 To L 613 Can be independently related to L 601 The same definition,

[0444] xe611 to xe613 can each independently be the same as defined for xe1,

[0445] R611 To R 613 Can be independently related to R 601 are defined identically, and

[0446] R 614 To R 616 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0447] In one embodiment, L in Formula 601 and Formula 601-1 601 and L 611 To L 613 Can be independently selected from:

[0448] Phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene, and azacarbazolylene; and

[0449] phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene , isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalinylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene and azacarbazolylene: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazinyl, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiophene oxazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl, but are not limited thereto,

[0450] However, the embodiments of the present disclosure are not limited thereto.

[0451] In one or more embodiments, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 may each independently be 0, 1, or 2.

[0452] In one or more embodiments, R in Formula 601 and Formula 601-1 601 and R 611 To R 613Can be independently selected from:

[0453] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl;

[0454] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl , thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0455] -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),and

[0456] Q 601 and Q 602 Same as described above.

[0457] The electron transport region may include at least one compound selected from compounds ET1 to ET36, but embodiments of the present disclosure are not limited thereto:

[0458]

[0459]

[0460]

[0461]

[0462] In one or more embodiments, the electron transport region may include a plurality of selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq 3 , BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ) and NTAZ:

[0463]

[0464] The thickness of the buffer layer, the hole blocking layer, and the electron control layer can each be independently about to about For example, about to about When the thickness of the buffer layer, the hole blocking layer and / or the electron control layer is within any of these ranges, these layers may have excellent (or suitable) hole blocking properties and / or electron control properties without a significant increase in driving voltage.

[0465] The thickness of the electron transport layer can be about to about For example, about to about When the thickness of the electron transport layer is within the above range, the electron transport layer may have satisfactory (or suitable) electron transport characteristics without a significant increase in driving voltage.

[0466] The electron transport region (eg, an electron transport layer in the electron transport region) may further include a metal-containing material in addition to the above-mentioned materials.

[0467] The metal-containing material may include at least one selected from an alkali metal complex and an alkaline earth metal complex. The alkali metal complex may include a metal ion selected from the following: Li ion, Na ion, K ion, Rb ion and Cs ion, and the alkaline earth metal complex may include a metal ion selected from the following: Be ion, Mg ion, Ca ion, Sr ion and Ba ion. The ligand coordinated with the metal ion of the alkali metal complex and / or the alkaline earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline and cyclopentadiene, but the embodiments of the present disclosure are not limited thereto.

[0468] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compounds ET-D1 (8-hydroxyquinoline lithium, LiQ) and / or ET-D2:

[0469]

[0470] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 190. The electron injection layer may directly contact the second electrode 190.

[0471] The electron injection layer may have i) a single-layer structure including a single layer containing a single material, ii) a single-layer structure including a single layer containing a plurality of different materials, or iii) a multi-layer structure having a plurality of layers containing a plurality of different materials.

[0472] 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.

[0473] The alkali metal may be selected from Li, Na, K, Rb, and Cs. In one embodiment, the alkali metal may be Li, Na, or Cs. In one or more embodiments, the alkali metal may be Li or Cs, but the embodiments of the present disclosure are not limited thereto.

[0474] The alkaline earth metal may be selected from Mg, Ca, Sr, and Ba.

[0475] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb, and Gd.

[0476] The alkali metal compound, the alkaline earth metal compound, and the rare earth metal compound may each independently be selected from oxides and halides (e.g., fluorides, chlorides, bromides, and / or iodides) of the alkali metal, the alkaline earth metal, and the rare earth metal, respectively.

[0477] The alkali metal compound may be selected from alkali metal oxides such as Li 2 O, Cs 2 O, and / or K 2 O, and alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, and / or KI. In one embodiment, the alkali metal compound may be selected from LiF, Li 2 O, NaF, LiI, NaI, CsI, and KI, but the embodiments of the present disclosure are not limited thereto.

[0478] The alkaline earth metal compound may be selected from alkaline earth metal oxides such as BaO, SrO, CaO, Ba x Sr 1-x O (0 < x < 1), and / or Ba x Ca 1-x O (0 < x < 1). In one embodiment, the alkaline earth metal compound may be selected from BaO, SrO, and CaO, but the embodiments of the present disclosure are not limited thereto.

[0479] The rare earth metal compound may be selected from YbF 3 、ScF 3 、Sc 2 O 3 、Y 2 O 3 、Ce 2 O 3 、GdF 3 和TbF 3 。在一个实施方式中,稀土金属化合物可选自YbF 3ScF 3 , TbF 3 ,YbI 3 ScI 3 and TbI 3 , but the embodiments of the present disclosure are not limited thereto.

[0480] The alkali metal complex, the alkaline earth metal complex and the rare earth metal complex may respectively include ions of the alkali metal, the alkaline earth metal and the rare earth metal as described above, and the ligands coordinated to the metal ions of the alkali metal complex, the alkaline earth metal complex and / or the rare earth metal complex may each be independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline and cyclopentadiene, but the embodiments of the present disclosure are not limited thereto.

[0481] The electron injection layer may be composed of (e.g., 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 as described above. In one or more embodiments, the electron injection layer may further include an organic material. When the electron injection layer further includes an organic material, an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof may be uniformly or non-uniformly dispersed in a matrix including an organic material.

[0482] The thickness of the electron injection layer can be about to about For example, about to about When the thickness of the electron injection layer is within any of the above ranges, the electron injection layer may have satisfactory (or appropriate) electron injection characteristics without a significant increase in driving voltage.

[0483] The second electrode 190

[0484] The second electrode 190 may be disposed on the organic layer 150 having the structure according to an embodiment of the present disclosure. The second electrode 190 may be a cathode, which is an electron injection electrode, and in this regard, a material for forming the second electrode 190 may be a material having a low work function, and such a material may be a metal, an alloy, a conductive compound, or a combination thereof without limitation.

[0485] 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 the embodiments of the present disclosure are not limited thereto. The second electrode 190 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0486] The second electrode 190 may have a single-layer structure or a multi-layer structure including two or more layers.

[0487] Figures 2 to 4 Description

[0488] Figure 2 The organic light-emitting device 20 includes a first capping layer 210, a first electrode 110, an organic layer 150, and a second electrode 190, which are sequentially stacked in the stated order. Figure 3 The organic light-emitting device 30 includes a first electrode 110, an organic layer 150, a second electrode 190 and a second capping layer 220, which are sequentially stacked in the stated order, and Figure 4 The organic light-emitting device 40 includes a first capping layer 210, a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220, which are sequentially stacked in the stated order.

[0489] for Figures 2 to 4 , the first electrode 110, the organic layer 150, and the second electrode 190 can be referred to by their respective combinations Figure 1 Description presented to understand.

[0490] In the respective organic layers 150 of the organic light-emitting devices 20 and 40, light generated in the emission layer may pass through the first electrode 110 (which is a semi-transmissive electrode or a transmissive electrode) and the first capping layer 210 toward the outside, and in the respective organic layers 150 of the organic light-emitting devices 30 and 40, light generated in the emission layer may pass through the second electrode 190 (which is a semi-transmissive electrode or a transmissive electrode) and the second capping layer 220 toward the outside.

[0491] According to the principle of constructive interference, the first capping layer 210 and the second capping layer 220 may increase external light emitting efficiency.

[0492] The first capping layer 210 and the second capping layer 220 may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or a composite capping layer including an organic material and an inorganic material.

[0493] At least one selected from the first capping layer 210 and the second capping layer 220 may each independently include at least one material selected from carbocyclic compounds, heterocyclic compounds, amine compounds, porphyrin derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, and alkaline earth metal complexes. Carbocyclic compounds, heterocyclic compounds, and amine compounds may be optionally substituted with a substituent containing at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I. In one embodiment, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include an amine compound.

[0494] In one embodiment, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include an organic metal compound represented by Formula 1 or Formula 1A.

[0495] In one embodiment, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include the compound represented by Formula 201 or the compound represented by Formula 202.

[0496] In one or more embodiments, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include a compound selected from compounds HT28 to HT33 and compounds CP1 to CP5, but embodiments of the present disclosure are not limited thereto:

[0497]

[0498] In the above, combined with Figures 1 to 4 The organic light emitting device according to the embodiment has been described. However, the embodiments of the present disclosure are not limited thereto.

[0499] The layer constituting the hole transport region, the emission layer and the layer constituting the electron transport region can be formed in a certain (corresponding) region by using one or more appropriate methods selected from the following: vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing and laser induced thermal imaging.

[0500] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are each independently formed by vacuum deposition, the deposition may be performed at a deposition temperature of about 100° C. to about 500° C., a ... -8 To about 10 -3 Torr vacuum and approx. / sec to about The deposition was carried out at a deposition rate of / sec.

[0501] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are each independently formed by spin coating, the spin coating may be performed at a coating speed of about 2,000 rpm to about 5,000 rpm and a heat treatment temperature of about 80°C to about 200°C, depending on the materials to be included in the layers to be formed and the structure of each layer to be formed.

[0502] General Definition of Substituents

[0503] As used herein, the term "C 1 -C 60 "Alkyl" may refer to a linear or branched saturated aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and non-limiting examples thereof include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl and hexyl. As used herein, the term "C 1 -C 60 "Alkylene" may refer to 1 -C 60 An alkyl group is a divalent group having the same structure.

[0504] As used herein, the term "C 2 -C 60 "Alkenyl" may refer to 2 -C 60 The term "alkyl" as used herein refers to a hydrocarbon group having at least one double bond at one or more positions of the hydrocarbon chain of the alkyl group (e.g., in the middle and / or at the terminal), and non-limiting examples thereof include ethenyl, propenyl, and butenyl. 2 -C 60 "Alkenylene" may refer to 2 -C 60 Alkenyl groups have divalent groups of the same structure.

[0505] As used herein, the term "C 2 -C 60 "Alkynyl" may refer to 2 -C 60 The term "C alkyl" as used herein refers to a hydrocarbon group having at least one triple bond at one or more positions of the hydrocarbon chain of the alkyl group (e.g., in the middle and / or at the terminal), and non-limiting examples thereof include ethynyl and propynyl. 2 -C 60 "Alkyne" may refer to 2 -C 60 Alkynyl groups are divalent groups with the same structure.

[0506] As used herein, the term "C 1 -C 60 "Alkoxy" may refer to -OA 101 (A 101 C 1 -C60 The term "alkyl" refers to a monovalent group represented by an alkyl group, and non-limiting examples thereof include a methoxy group, an ethoxy group, and an isopropoxy group.

[0507] As used herein, the term "C 3 -C 10 "Cycloalkyl" may refer to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and non-limiting examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. As used herein, the term "Cycloalkyl" may refer to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and non-limiting examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. 3 -C 10 "Cycloalkylene" may refer to 3 -C 10 The cycloalkyl group has a divalent group of the same structure.

[0508] As used herein, the term "C 1 -C 10 The term “heterocycloalkyl” as used herein may refer to a monovalent saturated monocyclic group having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom and 1 to 10 carbon atoms as the remaining ring-forming atoms, and non-limiting examples thereof include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl and tetrahydrothienyl. 1 -C 10 "Heterocycloalkylene" may refer to 1 -C 10 The heterocycloalkyl group has a divalent group of the same structure.

[0509] As used herein, the term "C 3 -C 10 The term "cycloalkenyl" as used herein may refer to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one double bond in its ring and not having aromaticity, and non-limiting examples thereof include cyclopentenyl, cyclohexenyl and cycloheptenyl. 3 -C 10 "Cycloalkenylene" may refer to 3 -C 10 The cycloalkenyl group has a divalent group of the same structure.

[0510] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" may refer to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom, 1 to 10 carbon atoms as the remaining ring-forming atoms, and at least one double bond in its ring. 1 -C 10 Non-limiting examples of heterocycloalkenyl include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothienyl. As used herein, the term “C 1 -C 10"Heterocycloalkenylene" may refer to 1 -C 10 The heterocycloalkenyl group has a divalent group of the same structure.

[0511] As used herein, the term "C 6 -C 60 "Aryl" may refer to a monovalent group having a carbocyclic aromatic system (having 6 to 60 carbon atoms), and the term "C 6 -C 60 The term "arylene" may refer to a divalent group having a carbocyclic aromatic system (having 6 to 60 carbon atoms). 6 -C 60 Non-limiting examples of aryl groups include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, and chrysene. 6 -C 60 Non-limiting examples of arylene groups include phenylene, naphthylene, anthrylene, phenanthrenyl, pyrenyl, and chrysene. 6 -C 60 Aryl and / or C 6 -C 60 When the arylene groups each independently include two or more rings, the corresponding rings may be fused to each other.

[0512] As used herein, the term "C 1 -C 60 The term “heteroaryl group” as used herein may refer to a monovalent group having a heterocyclic aromatic system (having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom in addition to 1 to 60 carbon atoms). 1 -C 60 The term "heteroarylene group" may refer to a divalent group having a heterocyclic aromatic system (having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom in addition to 1 to 60 carbon atoms). 1 -C 60 Non-limiting examples of heteroaryl groups include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl. 1 -C 60 Non-limiting examples of heteroarylene groups include pyridylene, pyrimidylene, pyrazinylene, pyridazinylene, triazinylene, quinolylene, and isoquinolylene. 1 -C 60 Heteroaryl and / or C 1 -C 60 When the heteroarylene groups each independently include two or more rings, the respective rings may be fused to each other.

[0513] As used herein, the term "C 6 -C 60 "Aryloxy" may refer to -OA 102(A 102 C 6 -C 60 aryl), and as used herein, “C 6 -C 60 "Arylthio" may refer to -SA 103 (A 103 C 6 -C 60 aryl).

[0514] As used herein, the term "monovalent non-aromatic fused polycyclic group" may refer to a monovalent group (e.g., having 8 to 60 carbon atoms) having two or more rings fused to each other, with only carbon atoms as ring-forming atoms, and its entire molecular structure does not have aromaticity. A non-limiting example of a monovalent non-aromatic fused polycyclic group is a fluorenyl group. As used herein, the term "divalent non-aromatic fused polycyclic group" may refer to a divalent group having the same structure as a monovalent non-aromatic fused polycyclic group. A non-limiting example of a divalent non-aromatic fused polycyclic group is a fluorenyl group.

[0515] As used herein, the term "monovalent non-aromatic fused heteropolycyclic group" may refer to a monovalent group (e.g., having 1 to 60 carbon atoms) having two or more rings fused to each other, having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom in addition to carbon atoms, and its entire molecular structure does not have aromaticity. A non-limiting example of a monovalent non-aromatic fused heteropolycyclic group is a carbazolyl group. As used herein, the term "divalent non-aromatic fused heteropolycyclic group" may refer to a divalent group having the same structure as a monovalent non-aromatic fused heteropolycyclic group. A non-limiting example of a divalent non-aromatic fused heteropolycyclic group is a carbazolyl group.

[0516] As used herein, the term "C 5 -C 60 A "carbocyclic group" may refer to a monocyclic or polycyclic group having 5 to 60 carbon atoms (wherein the ring atoms are only carbon atoms). 5 -C 60 The carbocyclic group may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. 5 -C 60 The carbocyclic group may be a ring (such as benzene), a monovalent group (such as phenyl), or a divalent group (such as phenylene). 5 -C 60 The number of substituents in a carbocyclic group, C 5 -C 60 The carbocyclic group may be a trivalent group or a tetravalent group.

[0517] As used herein, the term "C 1 -C 60"Heterocyclic group" may refer to 5 -C 60 The carbocyclic group has the same structural group except that at least one heteroatom selected from N, O, Si, P and S is used as a ring-forming atom in addition to carbon atoms (for example, the number of carbon atoms may range from 1 to 60).

[0518] In this specification, substituted C 5 -C 60 Carbocyclic groups, substituted C 1 -C 60 Heterocyclic groups, substituted C 3 -C 10 Cycloalkylene, substituted C 1 -C 10 Heterocycloalkylene, substituted C 3 -C 10 Cycloalkenylene, substituted C 1 -C 10 Heterocycloalkenylene, substituted C 6 -C 60 Arylene, substituted C 1 -C 60 Heteroarylene, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heteropolycyclic group, substituted C 1 -C 60 Alkyl, substituted C 2 -C 60 Alkenyl, substituted C 2 -C 60 Alkynyl, substituted C 1 -C 60 Alkoxy, substituted C 3 -C 10 Cycloalkyl, substituted C 1 -C 10 Heterocycloalkyl, substituted C 3 -C 10 Cycloalkenyl, substituted C 1 -C 10 Heterocycloalkenyl, substituted C 6 -C 60 Aryl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 At least one substituent of the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group may be selected from:

[0519] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0520] Each of the following C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 );

[0521] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups;

[0522] Each of the following C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 );as well as

[0523] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),and

[0524] Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group and terphenyl group.

[0525] The term "Ph" as used herein may refer to a phenyl group, the term "Me" as used herein may refer to a methyl group, the term "Et" as used herein may refer to an ethyl group, the term "ter-Bu" or "Bu" as used herein may refer to a phenyl group. t ” may refer to a tert-butyl group, and the term “OMe” as used herein may refer to a methoxy group.

[0526] As used herein, the term "biphenyl" may refer to a phenyl group substituted with a phenyl group. In other words, a "biphenyl group" is a group having C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0527] As used herein, the term "terphenyl" may refer to a phenyl group substituted with a biphenyl group. In other words, a "terphenyl" is a phenyl group having a C 6 -C 60 Aryl substituted C 6 -C 60 Phenyl with aryl as substituent.

[0528] Unless otherwise defined, * and *' as used herein each refer to a binding site to an adjacent atom in the corresponding formula.

[0529] Hereinafter, the compound according to the embodiment of the present disclosure and the organic light-emitting device according to the embodiment of the present disclosure will be described in more detail with reference to Synthesis Examples and Examples. The phrase "using B instead of A" used when describing Synthesis Examples may refer to replacing A with the same molar equivalent of B.

[0530] Synthesis example

[0531] Synthesis Example 1: Synthesis of Compound 1

[0532]

[0533] 1) Synthesis of intermediate 1-A

[0534] 18.2g (50mmol) of 2,7-dibromo-5,10-dihydroindole and [3,2-b] indole, 23.7g (150mmol) of 2-bromopyridine, 23g (100mmol) of potassium triphosphate, 1.83g (10mmol) of copper iodide and 1.17g (10mmol) of picolinic acid were added to a reaction vessel and suspended in 100ml of dimethyl sulfoxide. The reaction mixture was heated and stirred at a temperature of 160°C for 24 hours. After the reaction was completed, the reaction product was cooled to ambient temperature and 300ml of distilled water was added thereto. The organic layer was extracted therefrom using ethyl acetate. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. Then, the residue of the solvent was separated therefrom by column chromatography to obtain 20.7g (40mmol) of intermediate 1-A.

[0535] 2) Synthesis of intermediate 1-B

[0536] 9.4g (50mmol) of 3-bromoanisole, 6.8g (100mmol) of pyrazole, 23g (100mmol) of potassium triphosphate, 1.83g (10mmol) of copper iodide and 1.17g (10mmol) of picolinic acid were added to the reaction vessel and suspended in 100ml of dimethyl sulfoxide. The reaction mixture was heated and stirred at a temperature of 160°C for 24 hours. After the reaction was completed, the reaction product was cooled to ambient temperature and 300ml of distilled water was added thereto. Ethyl acetate was used to extract the organic layer therefrom. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried with sodium sulfate. Then, the residue of the solvent was separated and removed therefrom by column chromatography to obtain 7.8g (45mmol) of intermediate 1-B.

[0537] 3) Synthesis of intermediate 1-C

[0538] 7.8g (45mmol) of intermediate 1-B is suspended in an excess of hydrobromic acid solution. The reaction mixture is heated and stirred at a temperature of 110°C for 24 hours. After the reaction is completed, the reaction product is cooled to ambient temperature and neutralized by adding an appropriate amount of sodium bicarbonate. 300ml of distilled water is added thereto, and an organic layer is extracted therefrom using ethyl acetate. The extracted organic layer is washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. Then, the residue of the solvent is separated and removed therefrom by column chromatography to obtain 6.1g (38mmol) of intermediate 1-C.

[0539] 4) Synthesis of intermediate 1-D

[0540] 10.4g (20mmol) of intermediate 1-A, 15.7g (45mmol) of intermediate 1-C, 9.2g (40mmol) of potassium triphosphate, 370mg (2mmol) of copper iodide and 230mg (2mmol) of picolinic acid are added to a reaction vessel and suspended in 40ml of dimethyl sulfoxide. The reaction mixture is heated and stirred at a temperature of 160°C for 24 hours. After the reaction is completed, the reaction product is cooled to ambient temperature and 100ml of distilled water is added thereto. Ethyl acetate is used to extract the organic layer therefrom. The extracted organic layer is washed with a saturated sodium chloride aqueous solution and dried with sodium sulfate. Then, the residue of the solvent is separated and removed therefrom by column chromatography to obtain 8.1g (12mmol) of intermediate 1-D.

[0541] 5) Synthesis of Compound 1

[0542] 8.1 g (12 mmol) of intermediate 1-D, 5.0 g (12 mmol) of potassium tetrachloroplatinate (K 2 PtCl 4 ) and 390mg (1.3mmol) of tetraammonium bromide were suspended in 240ml of acetic acid and stirred at a temperature of 120°C for 72 hours. After the reaction was completed, the reaction product was cooled to ambient temperature, 220ml of distilled water was added thereto, and the solid compound was filtered. The filtered solid compound was separated therefrom by column chromatography to obtain 4.1g (3.8mmol) of compound 1.

[0543] Synthesis Example 2: Synthesis of Compound 11

[0544]

[0545] 4.2 g (3.6 mmol) of Compound 11 was obtained in the same (or substantially the same) manner as in Synthesis Example 1, except that 2-bromo-4-tert-butylpyridine was used instead of 2-bromopyridine.

[0546] Synthesis Example 3: Synthesis of Compound 16

[0547]

[0548]

[0549] 1) Synthesis of intermediate 16-A

[0550] 18.2g (50mmol) of 2,7-dibromo-5,10-dihydroindole and [3,2-b] indole, 23.7g (150mmol) of 2-bromopyridine, 23g (100mmol) of potassium triphosphate, 1.83g (10mmol) of copper iodide and 1.17g (10mmol) of picolinic acid were added to a reaction vessel and suspended in 100ml of dimethyl sulfoxide. The reaction mixture was heated and stirred at a temperature of 160°C for 24 hours. After the reaction was completed, the reaction product was cooled to ambient temperature and 300ml of distilled water was added thereto. The organic layer was extracted therefrom using ethyl acetate. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. Then, the residue of the solvent was separated therefrom by column chromatography to obtain 20.7g (40mmol) of intermediate 16-A.

[0551] 2) Synthesis of intermediate 16-B

[0552] 9.4g (50mmol) of 3-bromoanisole, 6.8g (100mmol) of imidazole, 23g (100mmol) of potassium triphosphate, 1.83g (10mmol) of copper iodide and 1.17g (10mmol) of picolinic acid were added to a reaction vessel and suspended in 100ml of dimethyl sulfoxide. The reaction mixture was heated and stirred at a temperature of 160°C for 24 hours. After the reaction was completed, the reaction product was cooled to ambient temperature and 300ml of distilled water was added thereto. The organic layer was extracted therefrom using ethyl acetate. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. Then, the residue of the solvent was separated therefrom by column chromatography to obtain 7.0g (40mmol) of intermediate 16-B.

[0553] 3) Synthesis of intermediate 16-C

[0554] 7.0g (40mmol) of intermediate 16-B was suspended in an excess of hydrobromic acid solution. The reaction mixture was heated and stirred at a temperature of 110°C for 24 hours. After the reaction was completed, the reaction product was cooled to ambient temperature and neutralized by adding an appropriate amount of sodium bicarbonate. 300ml of distilled water was added thereto, and an organic layer was extracted therefrom using ethyl acetate. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. Then, the residue of the solvent was separated therefrom by column chromatography to obtain 5.8g (36mmol) of intermediate 16-C.

[0555] 4) Synthesis of intermediate 16-D

[0556] 5.2g (10mmol) of intermediate 16-A, 5.8g (36mmol) of intermediate 16-C, 4.6g (20mmol) of potassium triphosphate, 370mg (2mmol) of copper iodide and 230g (2mmol) of picolinic acid were added to a reaction vessel and suspended in 300ml of dimethyl sulfoxide. The reaction mixture was heated and stirred at a temperature of 160°C for 24 hours. After the reaction was completed, the reaction product was cooled to ambient temperature and 100ml of distilled water was added thereto. Ethyl acetate was used to extract the organic layer therefrom. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried with sodium sulfate. Then, the residue of the solvent was separated and removed therefrom by column chromatography to obtain 5.4g (8mmol) of intermediate 16-D.

[0557] 5) Synthesis of Intermediate 16-E

[0558] 5.4g (8mmol) of intermediate 16-D and 3.4g (24mmol) of iodomethane are added to a reaction vessel and suspended in 40ml of toluene. The reaction mixture is heated and stirred at a temperature of 110°C for 24 hours. After the reaction is completed, the reaction product is cooled to ambient temperature to obtain a solid. The obtained solid is filtered and cleaned with ether. The cleaned solid is dried to obtain 6.9g (7.2mmol) of intermediate 16-E.

[0559] 6) Synthesis of Intermediate 16-F

[0560] The ammonium hexafluorophosphate of intermediate 16-E of 6.9g (7.2mmol) and 3.6g (22mmol) is added in the reaction vessel, and is suspended in the mixed solution of the methanol comprising 20ml and the water of 20ml. The reaction mixture is stirred at ambient temperature for 24 hours. After the reaction is completed, the solid obtained therefrom is filtered and cleaned with ether. The cleaned solid is dried, thereby obtaining the intermediate 16-F of 5.7g (5.8mmol).

[0561] 7) Synthesis of Compound 16

[0562] 5.7g (5.8mmol) of intermediate 16-F, 2.4g (6.4mmol) of dichloro (1,5-cyclooctadiene) platinum and 1.4g (17.4mmol) of sodium acetate were suspended in 90ml of dioxane. The reaction mixture was heated and stirred at a temperature of 110°C for 72 hours. After the reaction was completed, the reaction product was cooled to ambient temperature and 100ml of distilled water was added thereto. An organic layer was extracted therefrom. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. Then, the residue of the solvent was separated and removed by column chromatography to obtain 1.5g (1.4mmol) of compound 16.

[0563] Synthesis Example 4: Synthesis of Compound 26

[0564]

[0565] 1.4 g (1.2 mmol) of Compound 26 was obtained in the same (or substantially the same) manner as in Synthesis Example 3, except that 2-bromo-4-tert-butylpyridine was used instead of 2-bromopyridine.

[0566] The compounds synthesized in Synthesis Examples 1 to 4 1 H NMR and MS / FAB are shown in Table 1. Synthetic methods of compounds other than those shown in Table 1 can also be easily recognized by those skilled in the art by referring to the above-mentioned synthetic mechanism and source materials.

[0567] Table 1

[0568]

[0569]

[0570] Example

[0571] Example 1

[0572] Corning 15Ω / cm 2 The ITO glass substrate was cut into a size of 50 mm x 50 mm x 0.7 mm, used as an anode, and ultrasonically treated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet rays and ozone for 30 minutes. Then, the ITO glass substrate was provided to a vacuum deposition device. 2-TNATA was vacuum deposited on the ITO glass substrate to form a A hole injection layer having a thickness of 1000 Å was formed, and 4,4'-bis[N-(1-naphthyl)-N-phenyl-amino]biphenyl (NPB) was vacuum deposited on the hole injection layer to form a Compound 1 (10% by weight) (dopant) and 3,3-di(9H-carbazole-9-yl)biphenyl (mCBP) (host) were co-deposited on the hole transport layer to form a hole transport layer having a thickness of Then, diphenyl(4-(triphenylsilyl)phenyl)-phosphine oxide (TSPO1) was vacuum deposited on the emission layer to form a Then, Alq 3 deposited on the hole blocking layer to form a An electron transport layer having a thickness of , and LiF (alkali metal halide) is deposited on the electron transport layer to form a An electron injection layer having a thickness of , and Al is vacuum deposited on the electron injection layer to form a A cathode with a thickness of 1000 Å was formed to obtain a LiF / Al electrode. In this way, an organic light-emitting device was manufactured.

[0573]

[0574]

[0575] Examples 2 to 4

[0576] An organic light-emitting device was manufactured in the same (or substantially the same) manner as Example 1, except that the compounds shown in Table 2 were used instead of Compound 1 as dopants when forming the emission layer.

[0577] Comparative Examples 1 to 5

[0578] An organic light-emitting device is manufactured in the same (or substantially the same) manner as in Example 1, except that Ir(ppy) and 3 And compounds A, B, C and D replace compound 1 as dopants.

[0579]

[0580] Using Keithley SMU 236 and PR650 Luminance Meter at 50mA / cm 2 The driving voltage, luminance, luminous efficiency, and maximum emission wavelength of the organic light-emitting devices manufactured according to Examples 1 to 4 and Comparative Examples 1 to 5 were measured at a current density of , and the results are shown in Table 2.

[0581] The lifetimes in Table 2 are indicated at 40 mA / cm 2 The time consumed when the brightness is 80% of the initial brightness (100%) at a current density of .

[0582] Table 2

[0583]

[0584] Referring to Table 2, it can be seen that the organic light-emitting devices of Examples 1 to 4, in which the compound according to the embodiment of the present disclosure is used as a dopant in the emission layer, have low driving voltage, high efficiency, and high color purity compared to the organic light-emitting devices of Comparative Examples 1 to 5. In addition, it can be seen that the organic light-emitting devices of Examples 1 to 4 exhibit low driving voltage and high efficiency while maintaining the lifespan at the same (or substantially the same) level, or having a significantly improved lifespan, compared to the organic light-emitting devices of Comparative Examples 1 to 5.

[0585] When the compound according to the embodiment is used in an organic light-emitting device, it is possible to achieve high color purity and exhibit excellent results in terms of driving voltage, efficiency, and lifespan.

[0586] Since an organic light-emitting device including an organometallic compound according to an embodiment of the present invention may have a low driving voltage and high efficiency and may exhibit high color purity, a high-quality organic light-emitting device and a high-quality organic light-emitting apparatus may be realized.

[0587] It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for purposes of limitation. Descriptions of features or aspects within each embodiment should typically be considered as available for other similar features or aspects in other embodiments.

[0588] As used herein, the terms "use," "using," and "used" may be considered synonymous with the terms "utilize," "utilizing," and "utilized," respectively.

[0589] Additionally, the terms "substantially," "about," and similar terms are used as terms of approximation, rather than terms of degree, and are intended to account for the inherent variations in measurements or calculations that would be recognized by those having ordinary skill in the art.

[0590] In addition, any numerical range described herein is intended to include all sub-ranges of the same numerical precision covered within the range. For example, the range of "1.0 to 10.0" is intended to include all sub-ranges between the minimum value 1.0 and the maximum value 10.0 (and including 1.0 and 10.0), that is, a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as, for example, 2.4 to 7.6. Any maximum numerical limit described herein is intended to include all lower numerical limits covered herein, and any minimum numerical limit described in this specification is intended to include all higher numerical limits covered herein. Therefore, the applicant reserves the right to modify this specification (including claims) to explicitly describe any sub-ranges covered within the range explicitly described herein.

[0591] Although one or more embodiments have been described with reference to the drawings, it will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope of the disclosure as defined by the claims and their equivalents.

Claims

1. An organic light-emitting device, comprising: a first electrode; a second electrode facing the first electrode; an organic layer between the first electrode and the second electrode, the organic layer comprising an emission layer; and The organic light-emitting device includes at least one organic metal compound represented by Formula 1A: Formula 1A Wherein, in Formula 1A, M1 and M2 are each independently selected from platinum, palladium, copper, zinc, silver, gold, rhodium, iridium, ruthenium, rhenium, osmium, titanium, zirconium, hafnium, europium, terbium and thulium, Ring A1 to Ring A6 are each independently selected from C5-C 60 Carbocyclic groups and C1-C 60 Heterocyclic groups, Y1 to Y8 are each independently selected from carbon atoms and nitrogen atoms, B1 to B8 are each independently selected from a chemical bond, *-O-*' and *-S-*', L1 to L6 are each independently selected from a single bond, *-O-*', *-S-*', *-C(R7)(R8)-*', *-C(R7)=*', *=C(R7)-*', *-C(R7)=C(R8)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R7)-*', *-N(R7)-*', *-P(R7)-*', *-Si(R7)(R8)-*', *-P(=O)(R7)-*' and *-Ge(R7)(R8)-*', a1 to a6 are each independently selected from 0, 1, 2 and 3, at least two selected from a1 to a3 are each independently selected from 1, 2 and 3, and at least two selected from a4 to a6 are each independently selected from 1, 2 and 3, When a1 is 0, the carbon atom on the indole ring adjacent to L1 and A1 are not connected to each other, when a2 is 0, A1 and A2 are not connected to each other, when a3 is 0, A2 and A3 are not connected to each other, when a4 is 0, the carbon atom on the indole ring adjacent to L4 and A4 are not connected to each other, when a5 is 0, A4 and A5 are not connected to each other, and when a6 is 0, A5 and A6 are not connected to each other, X1 is C(R9) or N, X2 is C(R 10 ) or N, X3 is C(R 11 ) or N, and X4 is C(R 12 ) or N, R1 to R 12 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) and -P(=S)(Q1)(Q2), R1 and R7, R2 and R7, R3 and R7, R4 and R7, R5 and R7 and / or R6 and R7 are optionally linked to form a substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups, b1 to b6 are each independently an integer from 1 to 5, The substituted C5-C 60 Carbocyclic group, the substituted C1-C 60 Heterocyclic group, the substituted C1-C 60 Alkyl, the substituted C2-C 60 Alkenyl, the substituted C2-C 60 Alkynyl, the substituted C1-C 60 Alkoxy, the substituted C3-C 10 Cycloalkyl, the substituted C1-C 10 Heterocycloalkyl, the substituted C3-C 10 Cycloalkenyl, the substituted C1-C 10 Heterocycloalkenyl, the substituted C6-C 60 Aryl, the substituted C6-C 60 Aryloxy, the substituted C6-C 60 Arylthio, the substituted C1-C 60 At least one substituent of the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group and the substituted monovalent non-aromatic fused heteropolycyclic group is selected from: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 Alkoxy; Each of the following C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 ) and -P(=O)(Q 11 )(Q 12 ); C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups; Each of the C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 ) and -P(=O)(Q 21 )(Q 22 ); as well as -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 ), Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C1-C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, a biphenyl group, and a terphenyl group, and * and *' each indicate a binding site with an adjacent atom.

2. The organic light emitting device according to claim 1, wherein: The emission layer includes the organic metal compound.

3. An organometallic compound represented by Formula 1A: Formula 1A in, In Formula 1A, M1 and M2 are each independently selected from platinum, palladium, copper, zinc, silver, gold, rhodium, iridium, ruthenium, rhenium, osmium, titanium, zirconium, hafnium, europium, terbium and thulium, Ring A1 to Ring A6 are each independently selected from C5-C 60 Carbocyclic groups and C1-C 60 Heterocyclic groups, Y1 to Y8 are each independently selected from carbon atoms and nitrogen atoms, B1 to B8 are each independently selected from a chemical bond, *-O-*' and *-S-*', L1 to L6 are each independently selected from a single bond, *-O-*', *-S-*', *-C(R7)(R8)-*', *-C(R7)=*', *=C(R7)-*', *-C(R7)=C(R8)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R7)-*', *-N(R7)-*', *-P(R7)-*', *-Si(R7)(R8)-*', *-P(=O)(R7)-*' and *-Ge(R7)(R8)-*', a1 to a6 are each independently selected from 0, 1, 2 and 3, at least two selected from a1 to a3 are each independently selected from 1, 2 and 3, and at least two selected from a4 to a6 are each independently selected from 1, 2 and 3, When a1 is 0, the carbon atom on the indole ring adjacent to L1 and A1 are not connected to each other, when a2 is 0, A1 and A2 are not connected to each other, when a3 is 0, A2 and A3 are not connected to each other, when a4 is 0, the carbon atom on the indole ring adjacent to L4 and A4 are not connected to each other, when a5 is 0, A4 and A5 are not connected to each other, and when a6 is 0, A5 and A6 are not connected to each other, X1 is C(R9) or N, X2 is C(R 10 ) or N, X3 is C(R 11 ) or N, and X4 is C(R 12 ) or N, R1 to R 12 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) and -P(=S)(Q1)(Q2), R1 and R7, R2 and R7, R3 and R7, R4 and R7, R5 and R7 and / or R6 and R7 are optionally linked to form a substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups, b1 to b6 are each independently an integer from 1 to 5, The substituted C5-C 60 Carbocyclic group, the substituted C1-C 60 Heterocyclic group, the substituted C1-C 60 Alkyl, the substituted C2-C 60 Alkenyl, the substituted C2-C 60 Alkynyl, the substituted C1-C 60 Alkoxy, the substituted C3-C 10 Cycloalkyl, the substituted C1-C 10 Heterocycloalkyl, the substituted C3-C 10 Cycloalkenyl, the substituted C1-C 10 Heterocycloalkenyl, the substituted C6-C 60 Aryl, the substituted C6-C 60 Aryloxy, the substituted C6-C 60 Arylthio, the substituted C1-C 60 At least one substituent of the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused heteropolycyclic group is selected from: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 Alkoxy; Each of the following C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 ) and -P(=O)(Q 11 )(Q 12 ); C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups; Each of the C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 ) and -P(=O)(Q 21 )(Q 22 ); as well as -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 ), Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C1-C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, a biphenyl group, and a terphenyl group, and * and *' each indicate a binding site with an adjacent atom.

4. The organometallic compound according to claim 3, wherein: Ring A1 and Ring A6 are each independently selected from a group represented by any one of Formula 2-1(1) to Formula 2-1(35) and Formula 2-2(1) to Formula 2-2(25): In Formulas 2-1(1) to 2-1(35) and 2-2(1) to 2-2(25), Y 15 is a carbon atom or a nitrogen atom, X 21 N or C (R 21 ), X 22 N or C (R 22 ), X 23 N or C (R 23 ), X 24 N or C (R 24 ), X 25 N or C (R 25 ), X 26 N or C (R 26 ), X 27 N or C (R 27 ), and X 28 N or C (R 28 ), X 29 is C(R 29a )(R 29b ), Si(R 29a )(R 29b ), N(R 29 ), O or S, X 30 is C(R 30a )(R 30b ), Si(R 30a )(R 30b ), N(R 30 ), O or S, R 21 To R 30 and R 25a To R 30b are each independently the same as defined for R1 to R6 in Formula 1A, * indicates a binding site with B1, B2, B3, B4, B5 or B6, and *' and *" each indicate a binding site with an adjacent atom.

5. The organometallic compound according to claim 3, wherein: a3 and a6 are each independently 0, and Ring A2, Ring A3, Ring A5 and Ring A6 are each independently selected from the group represented by Formulae 3-1(1) to 3-1(15): Among them, in formulas 3-1(1) to 3-1(15), R 21 To R 29 are each independently the same as defined with respect to R1 to R6 in Formula 1A, * indicates the binding site to B2, B3, B5 or B6, and *' indicates the binding site with the neighboring atoms.

6. The organometallic compound according to claim 3, wherein: L1 and L4 are each independently selected from *-O-*', *-S-*', *-C(R7)(R8)-*', *-B(R7)-*', *-N(R7)-*', *-P(R7)-*' and *-Si(R7)(R8)-*', L2 and L5 are each a single bond, and a1, a2, a4 and a5 are each independently 1, and a3 and a6 are each independently 0.

7. The organometallic compound according to claim 3, wherein: The organometallic compound is represented by Formula 1A-1: Formula 1A-1 Wherein, in Formula 1A-1, two bonds selected from the bond between Y1 and M1, the bond between Y2 and M1, the bond between Y3 and M1, and the bond between Y7 and M1 are each coordinate bonds, and wherein the remaining bonds are each covalent bonds, Two bonds selected from the bond between Y4 and M2, the bond between Y5 and M2, the bond between Y6 and M2, and the bond between Y8 and M2 are each coordinate bonds, and wherein the remaining bonds are each covalent bonds, and M1, M2, Ring A1 to Ring A6, Y1 to Y8, X1 to X4, L1 to L6, a1 to a6, R1 to R6 and b1 to b6 are each independently the same as described in Formula 1A.

8. The organometallic compound according to claim 3, wherein: The organometallic compound is selected from compounds 1 to 45:

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