Organometallic compound and organic light-emitting device including same

Abstract

The invention relates to an organometallic compound and an organic light-emitting device including the same. The organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer, in which the organic light emitting device includes an organometallic compound represented by Formula 1. When the organometallic compound is used in an organic light-emitting device, the organic light-emitting device may have excellent effects in terms of driving voltage, efficiency, color purity, and / or lifespan: Formula 1.

Description

[0001] This application is a divisional application of the invention patent application filed on April 15, 2021, with application number 202110405626.0 and invention title "Organometallic Compounds and Organic Light-Emitting Devices Including the Thereof". Technical Field

[0002] One or more aspects of embodiments of this disclosure relate to organometallic compounds and organic light-emitting devices including the same. Background Technology

[0003] Organic light-emitting devices (OLEDs) are self-emitting devices that, compared to related devices, offer wide viewing angles, high contrast, short response times, and superior characteristics in brightness, driving voltage, and / or response speed, and produce full-color images.

[0004] An OLED may include a first electrode located on a substrate, and a hole transport region, an emitter layer, an electron transport region, and a second electrode sequentially stacked on the first electrode. Holes supplied from the first electrode can move to the emitter layer through the hole transport region, and electrons supplied from the second electrode can move to the emitter layer through the electron transport region. Charge carriers, such as holes and electrons, recombine in the emitter layer to generate excitons. These excitons transition from an excited state to a ground state, thereby generating light. Summary of the Invention

[0005] One or more aspects of embodiments of this disclosure relate to organometallic compounds and organic light-emitting devices including the same.

[0006] Other aspects will be set forth in part in the description which follows, and in part will be apparent from the description or may be recognized by practice of the embodiments of this disclosure presented.

[0007] According to one or more embodiments, the organometallic compound is represented by Formula 1:

[0008] Formula 1

[0009] ,

[0010] In Equation 1,

[0011] M can be selected from platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), and thulium (Tm).

[0012] Y1 to Y4 can each be N or C independently.

[0013] CY1 to CY4 can each be independently selected from C5-C. 60Carbocyclic groups and C1-C 60 Heterocyclic groups,

[0014] A1 to A4 can each be independently selected from chemical bonds, O, and S.

[0015] T1 to T3 can be independently selected from single bonds, *-O-*', *-S-*', *-Se-*', *-S(=O)2-*', *-C(R5)(R6)-*', *-C(R5)=*', *=C(R6)-*', *-C(R5=C(R6)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R5)-*', *-N(R5)-*', *-P(R5)-*', *-Si(R5)(R6)-*', *-P(=O)(R5)-*', and *-Ge(R5)(R6)-*'.

[0016] a1 to a3 can each be an integer selected from 0 to 3, and the sum of a1 to a3 is 2 or greater.

[0017] L1 can be selected from unsubstituted or substituted C5-C. 60 Carbocyclic groups and unsubstituted or substituted C1-C 60 Heterocyclic groups,

[0018] c1 can be an integer selected from 0 to 5.

[0019] Ar1, Ar2, and R1 through R6 can each be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, substituted or unsubstituted C1-C. 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkyne group, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), and -P(=O)(Q1)(Q2),

[0020] Ar1, Ar2, and any two adjacent substituents from R1 to R6, or any combination thereof, are optionally linked together to form a substituted or unsubstituted C5-C. 60 The carbocyclic group is either substituted or unsubstituted C1-C. 60 Heterocyclic groups,

[0021] b1 to b4 can each be an integer selected from 1 to 10 independently.

[0022] n1 can be an integer selected from 1 to 5.

[0023] Replacement C5-C 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C6-C 60 aryloxy groups, substituted C6-C 60 Arylthioyl, 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 heterocyclic group may be selected from:

[0024] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkoxy

[0025] Each is selected from at least one of the following C1-C substituted. 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60Alkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 ) and -P(=O)(Q 11 (Q) 12 ),

[0026] C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups.

[0027] Each is selected from at least one of the following C3-C substituted. 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 ) and -P(=O)(Q 21 (Q) 22 ),as well as

[0028] -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

[0029] Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C60 Aryl, C6-C 60 aryloxy group, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, biphenyl and terphenyl.

[0030] According to one or more embodiments, the organic light-emitting device includes a first electrode, a second electrode facing the first electrode, and an organic layer located between the first electrode and the second electrode and including an emission layer, and the organic light-emitting device includes an organometallic compound represented by Formula 1. Attached Figure Description

[0031] The above and other aspects, features, and advantages of certain embodiments of this disclosure will become more apparent from the following description taken in conjunction with the accompanying drawings, wherein:

[0032] Figure 1 This is a schematic cross-sectional view of the organic light-emitting device according to an embodiment;

[0033] Figure 2 This is a schematic cross-sectional view of an organic light-emitting device according to another embodiment;

[0034] Figure 3 This is a schematic cross-sectional view of an organic light-emitting device according to another embodiment; and

[0035] Figure 4 This is a schematic cross-sectional view of an organic light-emitting device according to another embodiment. Detailed Implementation

[0036] Reference will now be made in more detail to embodiments, examples of which are shown in the accompanying drawings, wherein the same reference numerals refer to the same elements throughout. In this respect, the embodiments may take different forms and should not be construed as limited to the description set forth herein. Therefore, the embodiments are described below only by reference to the figures to explain aspects of this description. As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items. Throughout the disclosure, the expression "at least one of a, b, and c" indicates only a, only b, only c, both a and b, both a and c, both b and c, all of a, b, and c, or variations thereof. Expressions such as "one of," "selected from at least one of," and "selected from" modify the entire list of elements without modifying individual elements of the list when preceding a list of elements. Furthermore, when describing embodiments of the present disclosure, the use of "may" refers to "one or more embodiments of the present disclosure."

[0037] Embodiments of this disclosure provide organometallic compounds represented by Formula 1:

[0038] Formula 1

[0039] .

[0040] In Equation 1, M can be selected from platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), and thulium (Tm).

[0041] In the implementation, M can be selected from Pt, Pd, Cu, Ag, Au, Rh, Ir, Ru, and Os.

[0042] In one or more embodiments, M may be Pt, but the embodiments of this disclosure are not limited thereto.

[0043] In Equation 1, Y1 to Y4 can each be nitrogen (N) or carbon (C) independently.

[0044] In the implementation, Y1 to Y3 can each be C, and Y4 can be N; or

[0045] Y1, Y2, and Y4 can each be C, and Y3 can be N.

[0046] In Equation 1, CY1 to CY4 can each be independently selected from C5-C 60 Carbocyclic groups and C1-C 60 Heterocyclic groups.

[0047] In the embodiments, CY1 to CY4 can each be independently selected from benzene rings, naphthyl rings, anthracene rings, phenanthrene rings, triphenylene rings, pyrene rings, 1,2-benzophenanthrene rings, cyclopentadiene rings, 1,2,3,4-tetrahydronaphthalene rings, furan rings, thiophene rings, thiophene rings, indene rings, fluorene rings, indole rings, carbazole rings, benzofuran rings, dibenzofuran rings, benzothiophene rings, dibenzothiophene rings, benzothiophene rings, dibenzothiophene rings, and dibenzofuran rings. Thiophene ring, indole-pyridine ring, indolo-pyridine ring, benzofurano-pyridine ring, benzothiopheno-pyridine ring, benzothiopheno-pyridine ring, indole-pyrimidine ring, indolo-pyrimidine ring, benzofurano-pyrimidine ring, benzothiopheno-pyrimidine ring, benzothiopheno-pyrimidine ring, dihydropyridine ring, pyridine ring, pyrimidine ring, pyrazine ring, pyridazine ring, triazine ring, quinoline ring, isoquinoline ring, quinoxaline ring, quinazoline ring, phenanthrene Ring, pyrrole ring, pyrazole ring, imidazole ring, 2,3-dihydroimidazolium ring, 4,5-dihydroimidazolium ring, triazole ring, 2,3-dihydrotriazole ring, oxazole ring, isoxazole ring, thiazole ring, isothiazole ring, oxadiazole ring, thiadiazole ring, triazole ring, tetrazolium ring, pentaazole ring, benzopyrazole ring, benzimidazole ring, 2,3-dihydrobenzimidazole ring, imidazopyridine ring, 2,3-dihydroimidazopyridine ring, 4,5,6,7-Tetrahydro-benzimidazole ring, 2,3,4,5,6,7-hexahydro-benzimidazole ring, imidazopyrimidine ring, 2,3-dihydroimidazopyrimidine ring, imidazopiperazine 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.

[0048] In the embodiments, i) CY1 can be selected from imidazole ring, 2,3-dihydroimidazolium ring, 4,5-dihydroimidazolium ring, benzimidazole ring, 2,3-dihydrobenzimidazole ring, 4,5,6,7-tetrahydrobenzimidazole ring, and 2,3,4,5,6,7-hexahydrobenzimidazole ring.

[0049] ii) CY2 can be selected from benzene ring, naphthalene ring, and pyridine ring.

[0050] iii) CY3 can be selected from benzene ring, naphthalene ring, and pyridine ring.

[0051] iv) CY4 can be selected from benzene ring, naphthalene ring, and pyridine ring, or

[0052] CY1 to CY4 can be combined in any way.

[0053] In one or more embodiments, CY1 may be selected from groups represented by free formulas CY1-1 to CY1-70, CY2 may be selected from groups represented by free formulas CY2-1 to CY2-13, CY3 may be selected from groups represented by free formulas CY3-1 to CY3-7, and CY4 may be selected from groups represented by free formulas CY4-1 to CY4-9.

[0054]

[0055]

[0056]

[0057]

[0058]

[0059]

[0060]

[0061]

[0062]

[0063] ,

[0064] Among them, in formulas CY1-1 to CY1-70, CY2-1 to CY2-13, CY3-1 to CY3-7 and CY4-1 to CY4-9,

[0065] Y1 to Y4 may each be the same as those described in this specification.

[0066] X 11 Can be *''-C, C(R) 11 ) or N, X 12 It can be C(R) 12 ) or N, X 13 It can be C(R) 13 ) or N, X 14 It can be C(R) 14 ) or N, X 15 It can be C(R) 15 ) or N, X 16 It can be C(R) 16 ) or N, X 17 It can be C(R) 17 ) or N, and X 18 It can be C(R) 18 ) or N,

[0067] X 19 It can be C(R) 19a (R) 19b ), Si(R) 19a (R) 19b ), N(R 19 ), O or S,

[0068] X20 It can be C(R) 20a (R) 20b ), Si(R) 20a (R) 20b ), N(R 20 ), O or S,

[0069] X 21 It can be C(R) 21 ) or N, X 22 It can be C(R) 22 ) or N, X 23 It can be C(R) 23 ) or N, X 24 It can be C(R) 24 ) or N, X 25 It can be C(R) 25 ) or N, X 26 It can be C(R) 26 ) or N, and X 27 It can be C(R) 27 ) or N,

[0070] X 28 It can be C(R) 28a (R) 28b ), Si(R) 28a (R) 28b ), N(R 28 ), O or S,

[0071] X 31 It can be C(R) 31 ) or N, X 32 It can be C(R) 32 ) or N, X 33 It can be C(R) 33 ) or N, X 34 It can be C(R) 34 ) or N, X 35 It can be C(R) 35 ) or N, and X 36 It can be C(R) 36 ) or N,

[0072] X 37 It can be C(R) 37a (R) 37b ), Si(R) 37a (R) 37b ), N(R 37 ), O or S,

[0073] X 41 Can be *''-C, C(R) 41 ) or N, X 42 It can be C(R) 42 ) or N, X43 It can be C(R) 43 ) or N, X 44 It can be C(R) 44 ) or N, X 45 It can be C(R) 45 ) or N, X 46 It can be C(R) 46 ) or N, and X 47 It can be C(R) 47 ) or N,

[0074] X 48 It can be C(R) 48a (R) 48b ), Si(R) 48a (R) 48b ), N(R 48 ), O or S,

[0075] R 11 To R 20 R 12a R 13a R 15a To R 20a R 12b R 13b and R 15b To R 20b Each can be independently described as identical to the one in combination with R1.

[0076] R 21 To R 28 R 21a R 22a R 24a To R 28a R 21b R 22b and R 24b To R 28b Each can be independently described as identical to the one in combination with R2.

[0077] R 31 To R 37 R 31a R 33a To R 37a R 31b and R 33b To R 37b Each can be independently described as identical to the one in combination with R3.

[0078] R 41 To R 48 R 44a To R 48a and R 44b To R 48b Each can be independently described as identical to the one in combination with R4.

[0079] b11 can be an integer selected from 1 to 4.

[0080] *Indicates the binding site with M.

[0081] *' and *'' each indicate the binding site with the adjacent atom, and

[0082] * N Indicates the binding site with nitrogen (N) atom.

[0083] In one or more embodiments, CY1 may be a group represented by free formula CY1-14 to formula CY1-26. In one or more embodiments, CY1 may be a group represented by formula CY1-14, formula CY1-15 or formula CY1-26.

[0084] In the implementation method, Equation 1 is composed of The indicated portion may be any of the groups represented by free formulas CZ-1 to CZ-8:

[0085]

[0086] .

[0087] In formulas CZ-1 to CZ-8

[0088] R 31 and R 32 Each can be the same as the one described in combination with R3.

[0089] R 41 To R 43 Each can be the same as described in combination with R4.

[0090] *Indicates the binding site with M.

[0091] * indicates the binding site with T3 or CY1, and

[0092] *'' indicates the binding site with T2 or CY2.

[0093] In Formula 1, A1 to A4 can each be independently selected from chemical bonds, O, and S. Chemical bonds can be covalent or coordinate bonds.

[0094] In the embodiments, two of the following bonds can be coordinate bonds: the bond between M and any one of Y1 and A1; the bond between M and any one of Y2 and A2; the bond between M and any one of Y3 and A3; and the bond between M and any one of Y4 and A4. The other two bonds can be covalent bonds. Here, the organometallic compound represented by Formula 1 can be electrically neutral.

[0095] In the implementation, each of A1 to A4 in Formula 1 can be a chemical bond;

[0096] A1 can be O or S, and each of A2 to A4 can be a chemical bond;

[0097] A2 can be O or S, and each of A1, A3 and A4 can be a chemical bond;

[0098] A3 can be O or S, and each of A1, A2, and A4 can be a chemical bond; or

[0099] A4 can be O or S, and each of A1, A2 and A3 can be a chemical bond.

[0100] In one or more embodiments, each of A1 to A4 may be a chemical bond, the bond between Y1 and M1 may be a coordinate bond, the bond between Y2 and M1 may be a covalent bond, the bond between Y3 and M1 may be a covalent bond, and the bond between Y4 and M1 may be a coordinate bond; or

[0101] Each of A1 to A4 can be a chemical bond, the bond between Y1 and M1 can be a coordinate bond, the bond between Y2 and M1 can be a covalent bond, the bond between Y3 and M1 can be a coordinate bond, and the bond between Y4 and M1 can be a covalent bond.

[0102] In one or more embodiments,

[0103] Each of Y1 to Y3 can be C, Y4 can be N, each of A1 to A4 can be a chemical bond, the bond between Y1 and M1 can be a coordinate bond, the bond between Y2 and M1 can be a covalent bond, the bond between Y3 and M1 can be a covalent bond, and the bond between Y4 and M1 can be a coordinate bond; or

[0104] Each of Y1, Y2, and Y4 can be C, Y3 can be N, each of A1 to A4 can be a chemical bond, the bond between Y1 and M1 can be a coordinate bond, the bond between Y2 and M1 can be a covalent bond, the bond between Y3 and M1 can be a coordinate bond, and the bond between Y4 and M1 can be a covalent bond.

[0105] In Equation 1, T1 to T3 can be independently selected from single bond, *-O-*', *-S-*', *-Se-*', *-S(=O)2-*', *-C(R5)(R6)-*', *-C(R5)=*', *=C(R6)-*', *-C(R5)=C(R6)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R5)-*', *-N(R5)-*', *-P(R5)-*', *-Si(R5)(R6)-*', *-P(=O)(R5)-*', and *-Ge(R5)(R6)-*'.

[0106] In the implementation, T1 to T3 can each be a single bond or *-O-*' independently.

[0107] In one or more embodiments, each of T1 and T3 may be a single bond, and T2 may be *-O-*'.

[0108] In Equation 1, a1 to a3 can each be an integer selected from 0 to 3 independently, and the sum of a1 to a3 can be 2 or greater.

[0109] When a1 is 0, CY1 and CY2 can be unconnected to each other. When a2 is 0, CY2 and CY3 can be unconnected to each other. And when a3 is 0, CY4 and CY1 can be unconnected to each other.

[0110] In one implementation, each of a1 and a2 can be 1, and a3 can be 0. In one or more implementations, each of a1 and a2 can be 1, a3 can be 0, T1 can be a single bond, and T2 can be *-O-*'.

[0111] In Equation 1, L1 can be either self-substituted or unsubstituted C5-C. 60 Carbocyclic groups and substituted or unsubstituted C1-C 60 Heterocyclic groups.

[0112] In the implementation, L1 can be selected from:

[0113] Phenyl, pentanenyl, indene, naphthyl, azuleyl, heptenyl, indaneyl, acenaphthyl, fluorenyl, spiro-difluorenyl, spiro-benzofluorenyl-fluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranyl, pyrene, 1,2-benzophenanthreneyl, tetraphenyl, lavany, peryl, pyrroleyl, thiopheneyl, furanyl, thiorheyl, imidazolyl , pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl, benzothiophenyl, dibenzothiophenyl, quinolinyl, isoquinolinyl, benzimidazolyl, imidazopyridyl, and imidazopyrimidinyl; and

[0114] Each of the following is substituted with at least one of the following: phenyl, pentanenyl, indene, naphthyl, azuleyl, heptenyl, indaneyl, acenaphthyl, fluorenyl, spiro-difluorenyl, spiro-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthyl, anthraceneyl, fluoranthyl, pyreneyl, 1,2-benzophenanthryl, tetraphenyl, lavany, peryleneyl, pyrroleyl, thiopheneyl, furanyl, thiorheyl, imidazolyl, pyrazolyl, thiazolyl, isothiazyl Azolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, carbazole, benzothiophene, dibenzothiophene, quinolinyl, isoquinolinyl, benzimidazolyl, imidazopyridyl, and imidazopyrimidinyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, pentanenyl, indene, naphthyl, azuleyl, heptenyl, indaneyl, acenaphthyl, fluorenyl, spiro-difluorenyl, spiro-benzofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthraceneyl, fluoranyl, pyrene, 1,2-benzophenanthreneyl, tetraphenyl, lavany, peryl, pyrroleyl, thiopheneyl, furanyl, thiopheneyl Imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl, benzothiophenyl, dibenzothiophenyl, quinolinyl, isoquinolinyl, benzimidazolyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 ) and -P(=O)(Q 31 (Q) 32 ),and

[0115] Q 31 To Q 33 Each can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, C6-C 20 Aryl, C1-C 20 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, biphenyl and terphenyl.

[0116] In one or more embodiments, L1 may be selected from groups represented by formulas 3-1 to 3-24:

[0117]

[0118]

[0119] .

[0120] In equations 3-1 to 3-24,

[0121] Y1 can be O, S, C(Z3)(Z4), N(Z5) or Si(Z6)(Z7).

[0122] Z1 to Z7 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthracene, pyrene, 1,2-benzophenanthryl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, carbazoleyl, dibenzofuranyl, dibenzothiopheneyl, triazinyl, benzimidazolyl, phenanthrolinyl, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) and -B(Q 31 (Q) 32 ),

[0123] Q 31 To Q 33 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl, and

[0124] d3 can be an integer selected from 0 to 3.

[0125] d4 can be an integer selected from 0 to 4.

[0126] d5 can be an integer selected from 0 to 5.

[0127] d6 can be an integer selected from 0 to 6.

[0128] d8 can be an integer selected from 0 to 8, and

[0129] *, *', and *'' each indicate a binding site with an adjacent atom.

[0130] In one or more embodiments, L1 may be selected from groups represented by formulas 4-1 to 4-6:

[0131] .

[0132] In equations 4-1 to 4-6,

[0133] *, *', and *'' each indicate a binding site with an adjacent atom.

[0134] In Equation 1, c1 can be an integer selected from 0 to 5.

[0135] In the implementation, c1 can be 0 or 1.

[0136] In Formula 1, Ar1, Ar2, and R1 to R6 can each be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, substituted or unsubstituted C1-C. 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkyne group, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), and -P(=O)(Q1)(Q2), and

[0137] Any two adjacent substituents from Ar1, Ar2, and R1 to R6, or any combination thereof, may optionally be linked together to form a substituted or unsubstituted C5-C. 60 The carbocyclic group is either substituted or unsubstituted C1-C. 60 Heterocyclic groups.

[0138] In the implementation, Ar1 and Ar2 can each be independently selected from substituted or unsubstituted C3-C.10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, and substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups.

[0139] In one or more embodiments, Ar1 and Ar2 may each be independently selected from:

[0140] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentanenyl, indyl, naphthyl, fluorenyl, spiro-difluorenyl, spiro-fluorenyl-benzo[fluorenyl], benzo[fluorenyl], dibenzo[fluorenyl], phenanthrenyl, anthraceneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthrene, perylene, pentaphenyl, pyrroleyl, thiopheneyl, furanyl, thiorhelyl Imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, indoleyl, isoyndoleyl, indazolyl, purineyl, quinolinyl, isoquinolinyl, benzo[a]quinolinyl, phthalazinyl, naphthidyl, quinoxalinyl, benzo[a]quinoxalinyl, quinazolinyl, benzo[a]quinazolinyl, phenanthridyl, acridineyl, phenanthrolineyl, phenazine Benzyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothiopyrrolyl, benzothiazolyl, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, carbazoleyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiopyrrolyl, benzocarbazoleyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiopyrrolyl, dibenzocarbazoleyl Azolyl, dinaphthofuranyl, dinaphthothienyl, dinaphthothiolyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphridyl, azafluorenyl, azaspiro-difluorenyl, azacarbazoyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothiolyl, indolepyrrolyl, indolepyrrolyl, and indolepyrrolyl;

[0141] Each of the following is substituted with at least one of the following: cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentanenyl, indyl, naphthyl, fluorenyl, spiro-difluorenyl, spiro-fluorenyl-benzo[fluorenyl], benzo[fluorenyl], dibenzo[fluorenyl], phenanthrenyl, anthraceneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, peryl, pentaphenyl, pyrroleyl, thiopheneyl, furanyl, thiopheneyl Imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, indoleyl, isindoleyl, indazolyl, purineyl, quinolinyl, isoquinolinyl, benzo[a]quinolinyl, phthalazinyl, naphridinyl, quinoxalinyl, benzo[a]quinoxalinyl, quinazolinyl, benzo[a]quinazolinyl, phenanthridyl, acridineyl, phenanthrolinel, phenazinyl, benzimidazolyl, benzo[a]furan Benzothiophene, benzothiopyrrol, benzothiazolyl, benzoisothiazolyl, benzoxazolyl, benzoisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, carbazole, dibenzofuranyl, dibenzothiophene, dibenzothiopyrrol, benzocarbazole, naphthobenzofuranyl, naphthobenzothiophene, naphthobenzothiopyrrol, dibenzocarbazole, dinaphthofuranyl, dinaphthothiophene, dinaphthothiopyrrol, imidazole pyridyl, imidazopyrimidinyl, oxazolopyridyl, thiazopyridyl, benzonaphthidyl, azafluorenyl, azaspiro-difluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiopheneyl, azadibenzothiopheneyl, indolepyrroleyl, indolecarbazolyl and indolecarbazolyl: deuterium, -F, -Cl, -Br, -I, cyano, -CF3, -CF2H, -CFH2, C1-C 20 Alkyl, C1-C 20Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, pentanenyl, indyl, naphthyl, fluorenyl, spiro-difluorenyl, spiro-fluorenyl-benzo[fluorenyl], benzo[fluorenyl], dibenzo[fluorenyl], phenanthrene, phenanthrene, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthrene, perylene, pentaphenyl, pyrrole, thiophene, furanyl, thiorhelyl, imidazole, Pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, indoleyl, isoindoleyl, indazoleyl, purineyl, quinolinyl, isoquinolinyl, benzo[a]quinolinyl, phthalazinyl, naphridinyl, quinoxalinyl, benzo[a]quinoxalinyl, quinazolinyl, benzo[a]quinazolinyl, phenazinyl, acridineyl, phenanthrolinel, phenazinyl, benzimidyl Azolyl, benzofuranyl, benzothiophenyl, benzothiopyrrolyl, benzothiazolyl, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, carbazole, dibenzofuranyl, dibenzothiophenyl, dibenzothiopyrrolyl, benzocarbazole, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiopyrrolyl, dibenzocarbazole, dinaphthyl benzofuranyl, dinaphthothiophenyl, dinaphthothiopyridyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphridyl, azafluorenyl, azaspiro-difluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothiopyridyl, indole-pyrrolyl, indole-carbazolyl, indole-carbazolyl, -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 );as well as

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

[0143] Q1 to Q3 and Q 31 To Q 33 Each can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, C6-C 20 Aryl, C1-C 20 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, biphenyl and terphenyl.

[0144] In one or more embodiments, Ar1 and Ar2 may each be independently selected from groups represented by formulas 5-1 to 5-34:

[0145]

[0146]

[0147]

[0148] .

[0149] In equations 5-1 to 5-34,

[0150] Y 31 Selectable from O, S, N (Z) 33 ), C(Z) 34 (Z) 35 ) and Si(Z 36 (Z) 37 ),

[0151] Z 31 To Z 37 Each can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, -CF3, -CF2H, -CFH2, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, naphthyl, fluorenyl, spiro-difluorenyl, spiro-fluorenyl-benzo[fluorenyl], benzo[fluorenyl], dibenzo[fluorenyl], phenanthrene, anthracene, fluoranyl, triphenylene, pyridyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, benzo[quinolinyl], naphthinyl, quinoxalinyl, quinazolinyl, phenanthrene, acridineyl, phenanthrene-rheinyl, phenazinyl, carbazole, dibenzofuranyl, dibenzothiophene, dibenzothiophene, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) and -B(Q 31 (Q) 32 ),

[0152] e2 can be 1 or 2.

[0153] e3 can be an integer selected from 1 to 3.

[0154] e4 can be an integer selected from 1 to 4.

[0155] e5 can be an integer selected from 1 to 5.

[0156] e6 can be an integer selected from 1 to 6.

[0157] e7 can be an integer selected from 1 to 7.

[0158] e9 can be an integer selected from 1 to 9.

[0159] Q 31 To Q 33 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl, and

[0160] * Indicates the binding site with adjacent atoms.

[0161] In one or more embodiments, Ar1 and Ar2 may each be independently selected from groups represented by formulas 6-1 to 6-52:

[0162]

[0163]

[0164] .

[0165] In equations 6-1 to 6-52,

[0166] i-Pr is isopropyl.

[0167] t-Bu is tert-butyl.

[0168] TMS stands for trimethylsilyl.

[0169] Ph is a phenyl group, and

[0170] * Indicates the binding site with adjacent atoms.

[0171] In the implementation method, R1 to R6 can each be independently selected from:

[0172] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl and C1-C 20 Alkoxy;

[0173] Each is selected from at least one of the following C1-C substituted. 20 Alkyl and C1-C 20 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, cyano, phenyl, and biphenyl;

[0174] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentanenyl, indyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrene, anthracite, phenoxide, pyrene, 1,2-benzo[a]phenanthrene, perylene, pentaphenyl, pyrrole, thiophene, furanyl, thiorhelyl, imidazolyl, pyrazole Thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indoleyl, isoindoleyl, indazoleyl, purineyl, quinolinyl, isoquinolinyl, benzo[a]quinolinyl, phthalazinyl, naphthidyl, quinoxalinyl, benzo[a]quinoxalinyl, quinazolinyl, benzo[a]quinazolinyl, phenazinyl, acridineyl, phenanthrolineyl, phenazinyl, benzimidazolyl Benzofuranyl, benzothiophenyl, benzothiopyrrolyl, benzothiazolyl, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazoleyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiopyrrolyl, benzocarbazoleyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiopyrrolyl, dibenzocarbazoleyl Dinaphthofuranyl, dinaphthothienyl, dinaphthothiolyl, imidazopyridyl, imidazopyrimidinyl, oxazolopyridyl, thiazopyridyl, benzonaphridyl, azafluorenyl, azaspiro-difluorenyl, azacarbazoyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothiolyl, indolepyrrolyl, indolepyrrolyl, and indolepyrrolyl;

[0175] Each of the following is substituted with at least one of the following: cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentanenyl, indole, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthrene, perylene, pentaphenyl, pyrroleyl, thiopheneyl, furanyl, thiopheneyl. Imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indoleyl, isoindoleyl, indazolyl, purineyl, quinolinyl, isoquinolinyl, benzo[a]quinolinyl, phthalazinyl, naphthidyl, quinoxalinyl, benzo[a]quinoxalinyl, quinazolinyl, benzo[a]quinazolinyl, phenanthridyl, acridineyl, phenanthrolineyl, phenazinyl, benzimidazolyl, benzo[a]furan Benzothiophene, benzothiophene, benzothiazolyl, benzoisothiazolyl, benzoxazolyl, benzoisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazole, dibenzofuranyl, dibenzothiophene, dibenzothiophene, benzocarbazole, naphthobenzofuranyl, naphthobenzothiophene, naphthobenzothiophene, dibenzocarbazole, dinaphthofuranyl, dinaphthothiophene Dinaphthothiol, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphridyl, azafluorenyl, azaspiro-difluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiopheneyl, azadibenzothiol, indolepyrrolyl, indolepyrrolyl, indolecarbazolyl and indolecarbazolyl: deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C1-C 20Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, pentanenyl, indyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrene, phenanthrene, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthrene, perylene, pentaphenyl, pyrrole, thiophene, furanyl, thiorhelyl, imidazolyl, pyrazolyl, thiazolyl Isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indoleyl, isoindoleyl, indazoleyl, purineyl, quinolinyl, isoquinolinyl, benzo[quinolinyl], phthalazinyl, naphridinyl, quinoxalinyl, benzo[quinoxalinyl], quinazolinyl, benzo[quinoxalinyl], phenanthridyl, acridineyl, phenanthrolineyl, phenazinyl, benzimidazolyl, benzofuranyl Benzothiophene, benzothiopyrrol, benzothiazolyl, benzoisothiazolyl, benzoxazolyl, benzoisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazole, dibenzofuranyl, dibenzothiophene, dibenzothiopyrrol, benzocarbazole, naphthobenzofuranyl, naphthobenzothiophene, naphthobenzothiopyrrol, dibenzocarbazole, dinaphthofuranyl 2-N-N-N-Thifenyl, 2-N-N-Thirolyl, Imidazolylpyridyl, Imidazolylpyrimidinyl, Oxazopyridyl, Thiazolylpyridyl, Benzonaphthidyl, Azafluorenyl, Azaspiro-Difluorenyl, Azacarbazolyl, Azadibenzofuranyl, Azadibenzothhifenyl, Azadibenzothhirolyl, Indolepyrrolyl, Indolepyrrolyl, Indolepyrrolyl, -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 );as well as

[0176] -Si(Q1)(Q2)(Q3), -N(Q1)(Q2) and -B(Q1)(Q2), and

[0177] Q1 to Q3 and Q 31 To Q 33 Each can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, C6-C 20 Aryl, C1-C 20 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, biphenyl and terphenyl.

[0178] In one or more embodiments, R1 to R6 may each be independently selected from:

[0179] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl and C1-C 20 Alkoxy;

[0180] Each is selected from at least one of the following C1-C substituted. 20 Alkyl and C1-C 20 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, cyano, phenyl, and biphenyl;

[0181] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, phenanthryl, anthraceneyl, pyridyl, pyrimidinyl, triazine, carbazole, dibenzofuranyl, dibenzothiopheneyl, and dibenzothiopheneyl; and

[0182] Each of the following is substituted with at least one of the following: phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, phenanthryl, anthraceneyl, pyridyl, pyrimidinyl, triazine, carbazole, dibenzofuranyl, dibenzothiopheneyl, and dibenzothiopheneyl: deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, -CF3, -CCl3, -CBr3, -CI3, phenyl, biphenyl, naphthyl, fluorenyl, spiro-difluorenyl, phenanthryl, anthracene, pyridyl, pyrimidinyl, triazine, carbazole, dibenzofuranyl, dibenzothiopheneyl, dibenzothiopheneyl, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) and -B(Q 31 (Q) 32 ).

[0183] For example, R1 to R6 can each be independently selected from:

[0184] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, methyl, -CF3, -CCl3, -CBr3, -CI3, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, and tert-butyl;

[0185] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrimidinyl, triazine, carbazole, dibenzofuranyl, dibenzothiopheneyl, and dibenzothiopheneyl; and

[0186] Each of the following substituted phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrimidinyl, triazine, carbazole, dibenzofuranyl, dibenzothiopheneyl, and dibenzothiopheneyl: deuterium, -F, -Cl, -Br, -I, cyano, methyl, -CF3, -CCl3, -CBr3, -CI3, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, phenyl, biphenyl, naphthyl, fluorenyl, pyridyl, pyrimidinyl, triazine, carbazole, dibenzofuranyl, dibenzothiopheneyl, dibenzothiopheneyl, and -Si(Q) 31 (Q) 32 (Q) 33 ).

[0187] In the implementation, b1 to b4 each indicate the quantity of R1 to R4, and each can be an integer selected independently from 1 to 10. When b1 is 2 or greater, two or more R1s can be the same or different from each other; when b2 is 2 or greater, two or more R2s can be the same or different from each other; when b3 is 2 or greater, two or more R3s can be the same or different from each other; and when b4 is 2 or greater, two or more R4s can be the same or different from each other.

[0188] In Formula 1, n1 indicates the number of groups represented by *-B(Ar1)(Ar2) and can be an integer selected from 1 to 5.

[0189] In the implementation, n1 can be 1.

[0190] In the embodiments, organometallic compounds can be represented by formula 1-1:

[0191] Equation 1-1

[0192] .

[0193] In Equation 1-1,

[0194] M, Y1 to Y4, CY1, CY2, A1 to A4, T1, T2, a1, a2, L1, c1, Ar1, Ar2, n1, R1, R2, b1, and b2 may each be the same as those described in this specification.

[0195] X 31 It can be C(R) 31 ) or N, X 32 It can be C(R) 32 ) or N, X 41 It can be C(R) 41 ) or N, X 42 It can be C(R) 42 ) or N, and X 43 It can be C(R) 43 ) or N,

[0196] R 31 and R 32 Each can be the same as described in combination with R3, and

[0197] R 41 To R 43 Each can be the same as the one described in combination with R4.

[0198] In one or more embodiments, the organometallic compound may be represented by formula 1-2 or formula 1-3:

[0199] Formula 1-2

[0200]

[0201] Formula 1-3

[0202] .

[0203] In equations 1-2 and 1-3,

[0204] M, Y2 to Y4, T2, L1, c1, Ar1, Ar2, and n1 can each be identical to those described in Associative Formula 1.

[0205] X 12 It can be C(R) 12 ) or N, X 13 It can be C(R) 13 ) or N, X 21 It can be C(R) 21 ) or N, X 22 It can be C(R) 22 ) or N, X 23 It can be C(R) 23 ) or N, X 31 It can be C(R) 31 ) or N, X 32 It can be C(R) 32 ) or N, X 41 It can be C(R) 41 ) or N, X 42 It can be C(R) 42 ) or N, and X 43 It can be C(R) 43 ) or N,

[0206] CY5 is optional from C5-C 60 Carbocyclic groups and C1-C 60 Heterocyclic groups,

[0207] R 12 To R 14 Z1 and R1 can each be described in the same way.

[0208] k1 can be an integer selected from 1 to 10.

[0209] R 21 To R 23 Each can be the same as the one described in combination with R2.

[0210] R 31 and R 32 Each can be the same as described in combination with R3, and

[0211] R 41 To R 43 Each can be the same as the one described in combination with R4.

[0212] In one or more embodiments, the organometallic compound may be represented by one of formulas 1-4 to 1-6:

[0213] Formula 1-4

[0214]

[0215] Formula 1-5

[0216]

[0217] Formula 1-6

[0218] .

[0219] In equations 1-4 to 1-6,

[0220] M, T2, L1, c1, Ar1, and Ar2 may each be the same as those described in this specification.

[0221] One of Y3 and Y4 can be C, and the other can be N.

[0222] R 12 To R 18 R 15a To R 18a and R 15b To R 18b Each can be the same as described in combination with R1.

[0223] R 21 To R 23 Each can be the same as the one described in combination with R2.

[0224] R 31 and R 32 Each can be the same as described in combination with R3, and

[0225] R 41 To R 43 Each can be the same as the one described in combination with R4.

[0226] Replacement C5-C 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C6-C 60 aryloxy groups, substituted C6-C 60 Arylthioyl, 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 heterocyclic group may be selected from:

[0227] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkoxy

[0228] Each is selected from at least one of the following C1-C substituted. 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12-C(=O)(Q) 11 -S(=O)2(Q) 11 ) and -P(=O)(Q 11 (Q) 12 );

[0229] C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups;

[0230] Each is selected from at least one of the following C3-C substituted. 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21-S(=O)2(Q) 21 ) and -P(=O)(Q 21 (Q) 22 ),as well as

[0231] -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

[0232] Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each is independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 aryloxy group, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, biphenyl and terphenyl.

[0233] In one embodiment, the organometallic compound may be selected from compounds 1 to 10:

[0234] .

[0235] Organometallic compounds include ligands comprising boron-containing groups represented by *-B(Ar1)(Ar2) attached to the nitrogen atom of carbazole, which enhances the binding between the ligand and the metal (M), thus improving the triplet metal neutral state. 3 The energy levels of the MC state can be increased, thereby increasing the stability of organometallic compounds. Furthermore, the triplet metal-ligand charge-transfer states of organometallic compounds (MC states) can also be increased.3 The presence of MLCT states can increase. This increase can be explained as follows: because organometallic compounds from... 3 MLCT state transition to 3 The probability of the MC state (non-luminescent state) decreases in the excited state, thus increasing the stability of organometallic compounds in the excited state. Consequently, the likelihood of organometallic compounds transitioning to dissociation pathways decreases, further increasing their stability. However, this mechanism is not limited to this. Therefore, organic light-emitting devices incorporating organometallic compounds can improve luminous efficiency and lifetime.

[0236] Furthermore, because organometallic compounds include boron-containing groups represented by *-B(Ar1)(Ar2) attached to the nitrogen atom of carbazole, therefore... 3 The presence ratio in the MLCT state can be increased accordingly. Therefore, organic light-emitting devices, including organometallic compounds, can exhibit improvements in quantum yield and luminous efficiency.

[0237] In the organometallic compounds according to the embodiments, cyclo(CY1) can coordinate with the central metal via the carbon atoms of the carbaene. Because the bonding strength between carbon and the central metal is stronger than that between nitrogen and the central metal, the organometallic compounds can be optically and / or electrically more stable, thus exhibiting a long-lifetime light-emitting device.

[0238] Furthermore, the organometallic compounds according to the embodiments may have asymmetric molecular structures. When the organometallic compound has an asymmetric molecular structure, the lowest unoccupied molecular orbital (LUMO) energy level of the organometallic compound can be relatively high, causing the emission wavelength to shift to a shorter wavelength to emit high-purity blue light.

[0239] For compounds 1, 3, 4, and 8 according to embodiments, and compounds C1 and C2, the DFT method of the Gaussian procedure with structure optimized at the B3LYP / 6-31G(d,p) level was used to evaluate the structure. 3 The presence ratio in MLCT state, in 3 The energy in the MC state and the bond dissociation energy (BDE) between Pt and the pyridine ring of the ligand are shown in Table 1.

[0240] Table 1

[0241]

[0242] Compound C1

[0243]

[0244] Compound C2

[0245]

[0246] By referring to the embodiments provided below, the method for synthesizing organometallic compounds represented by Formula 1 should become apparent to those skilled in the art.

[0247] An organometallic compound of Formula 1 can be used between a pair of electrodes in an organic light-emitting device. In one embodiment, the organometallic compound may be included in the emission layer. The organometallic compound may act as a dopant in the emission layer. In one or more embodiments, the organometallic compound of Formula 1 may be used as a material for a capping layer located outside a pair of electrodes in an organic light-emitting device.

[0248] Accordingly, another embodiment of this disclosure provides an organic light-emitting device comprising: a first electrode; a second electrode facing the first electrode; and an organic layer located between the first electrode and the second electrode and including an emitting layer, wherein the organic light-emitting device may include at least one organometallic compound represented by Formula 1.

[0249] In an embodiment, the organic layer of the organic light-emitting device may include at least one compound represented by Formula 1.

[0250] As used herein, the expression "(organic layer) comprises at least one organometallic compound" may include cases where "(organic layer) comprises one identical organometallic compound represented by Formula 1" and cases where "(organic layer) comprises two or more different organometallic compounds represented by Formula 1".

[0251] For example, the organometallic compound of the organic layer may include only compound 1. Here, compound 1 may be included in the emitting layer of the organic light-emitting device. In one or more embodiments, the organometallic compound of the organic layer may include compound 1 and compound 2. Here, compound 1 and compound 2 may be present (e.g., may be included in) the same layer (e.g., both compound 1 and compound 2 may be present in the emitting layer) or different layers (e.g., compound 1 may be present in the emitting layer and compound 2 may be present in the electron transport region).

[0252] In the implementation,

[0253] The first electrode of an organic light-emitting device can be the anode.

[0254] The second electrode of an organic light-emitting device can be a cathode.

[0255] The organic layer may further include a hole transport region located between the first electrode and the emitter layer, and an electron transport region located between the emitter layer and the second electrode.

[0256] The hole transport region may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof, and

[0257] The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0258] In some embodiments, the emitting layer of an organic light-emitting device may include an organometallic compound.

[0259] In an embodiment, the emitting layer of the organic light-emitting device may include an organometallic compound, and the emitting layer may further include a body, wherein the amount of the organometallic compound may be in the range of about 0.01 parts by weight to about 49.99 parts by weight based on 100 parts by weight of the emitting layer.

[0260] For example, the main component can be a carbazole-containing compound.

[0261] In one embodiment, the emitting layer may include an organometallic compound, and blue light with a maximum emission wavelength in the range of about 430 nm to about 490 nm may be emitted from the emitting layer.

[0262] In some embodiments, the electron transport region may include a phosphine oxide compound.

[0263] As used herein, the term "organic layer" refers to a single layer and / or multiple layers located between the first and second electrodes of an organic light-emitting device. Materials included in the "organic layer" are not limited to organic materials.

[0264] Figure 1 Description

[0265] Figure 1 This is a schematic cross-sectional view of an organic light-emitting device 10 according to an embodiment. The organic light-emitting device 10 includes a first electrode 110, an organic layer 150, and a second electrode 190.

[0266] The following text will combine Figure 1 The structure of the organic light-emitting device 10 according to the embodiments and the method of manufacturing the organic light-emitting device 10 are described.

[0267] First electrode 110

[0268] exist Figure 1 In this configuration, the substrate may be located below the first electrode 110 or above the second electrode 190. The substrate may be a glass substrate or a plastic substrate, each possessing excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and / or water resistance.

[0269] The first electrode 110 can be formed, for example, by depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 can be selected from a material having a high work function to facilitate hole injection.

[0270] The first electrode 110 may be a reflective electrode, a semi-transparent electrode, or a transmissive electrode. In embodiments, when the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 may be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), and any combination thereof, but the embodiments of this disclosure are not limited thereto. In one or more embodiments, when the first electrode 110 is a semi-transparent electrode or a reflective electrode, the material used to form the first electrode 110 may be selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof, but the embodiments of this disclosure are not limited thereto.

[0271] 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 to this.

[0272] Organic layer 150

[0273] An organic layer 150 is located on the first electrode 110. The organic layer 150 may include an emitter layer.

[0274] The organic layer 150 may further include a hole transport region located between the first electrode 110 and the emitter layer and an electron transport region located between the emitter layer and the second electrode 190.

[0275] [Hole transport region in organic layer 150]

[0276] The hole transport region may have i) a single-layer structure comprising a single material (e.g., composed of a single material), ii) a single-layer structure comprising multiple different materials, or iii) a multi-layer structure comprising multiple layers comprising multiple different materials.

[0277] The hole transport region may include at least one layer selected from the hole injection layer, hole transport layer, emission assist layer and electron blocking layer.

[0278] In an embodiment, the hole transport region may have a single-layer structure comprising a variety of different materials, or a multi-layer structure comprising a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure, wherein for each structure, the constituent layers are stacked sequentially on the first electrode 110 in the order described herein, but the structure of the hole transport region is not limited thereto.

[0279] The hole transport region may include at least one compound selected from m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4''-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), compounds represented by Formula 201, and compounds represented by Formula 202.

[0280]

[0281]

[0282] Formula 201

[0283]

[0284] Formula 202

[0285] .

[0286] In equations 201 and 202,

[0287] L 201 To L 204 Each can be independently selected from substituted or unsubstituted C3-C. 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, and substituted or unsubstituted divalent nonaromatic fused heterocyclic groups.

[0288] L 205 Optional from *-O-*', *-S-*', *-N(Q) 201 )-*', substituted or unsubstituted C1-C 20 Alkylene, substituted or unsubstituted C2-C 20 alkenyl, substituted or unsubstituted C3-C 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, and substituted or unsubstituted divalent nonaromatic fused heterocyclic groups.

[0289] xa1 to xa4 can each be an integer selected from 0 to 3 independently.

[0290] xa5 can be an integer selected from 1 to 10, and

[0291] R 201 To R 204 and Q 201 Each can be independently selected from substituted or unsubstituted C3-C. 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, and substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups.

[0292] For example, in equation 202, R 201 and R 202 They can be optionally linked to each other via single bonds, dimethyl-methylene, or diphenyl-methylene bonds, and R 203 and R 204 They can be optionally linked together by single bonds, dimethyl-methylene, or diphenyl-methylene bonds.

[0293] In the implementation, in formulas 201 and 202,

[0294] L 201 To L 205 Each can be selected independently:

[0295] Phenylidene, pentylene, indene, naphthyl, azulene, heptadene, acenaphthene, fluorenene, spiro-difluorenene, benzo[a]fluorenene, dibenzo[a]fluorenene, phenanthroline, anthracene, fluorenyl, triphenylene, pyrene, 1,2-benzophenanthrene, tetraphenylene, fenenyl, perylene, perylene Pentofenyl, hexaphenylene, pentaphenylene, rubidylene, myristyl, oleophylene, thiophenyl, furanyl, carbazoyl, indoleyl, isoydinolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzothiophenyl, and pyridylene; and

[0296] Each of the following is substituted with at least one of the following: phenylene, pentyleneylene, indenylene, naphthylene, azoxylene, heptyleneneylene, acenaphthene, fluorenene, spiro-difluorenene, benzo[a]fluorenene, dibenzo[a]fluorenene, phenenenyl, phenanthrene, anthracene, fluorenyl, triphenylene, pyrene, 1,2-benzophenanthrene, tetraphenylene, fentanyl, perylene, pentylene, hexaphenylene, etc. Pentaphenyl, rubidinyl, mycoyl, oleophyllyl, thiophenyl, furanyl, carbazoyl, indoleyl, isoydinyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, dibenzothiophenyl and pyridyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkyl-substituted phenyl, -F-substituted phenyl, pentanenyl, indole, naphthyl, azuleyl, heptenyl, indole-based, acenaphthel, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthreneyl, tetraphenyl, styrayl, peryl, pentanfenyl, hexaphenyl, pentaphenyl, rutinyl, keratyl, ovoleyl, thiopheneyl, furanyl, carbazoyl, indoleyl, isoydinolyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazoyl, dibenzocarbazoyl, dibenzothiopheneyl, pyridyl, -Si(Q) 31 (Q) 32 (Q) 33 ) and -N(Q 31 (Q) 32 ),and

[0297] Q 31 To Q 33 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.

[0298] In one or more embodiments, xa1 to xa4 may each be 0, 1 or 2 independently.

[0299] In one or more embodiments, xa5 can be 1, 2, 3 or 4.

[0300] In one or more embodiments, R 201 To R 204 and Q 201 Each can be selected independently:

[0301] Phenyl, biphenyl, terphenyl, pentanenyl, indole, naphthyl, azuleyl, heptenyl, indole-glycol, acenaphthel, fluorenyl, spiro-difluorenyl, benzo[fluorenyl]fluorenyl, dibenzo[fluorenyl]fluorenyl, phenanthreneyl, anthraceneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthreneyl, tetraphenyl, framyl, peryleneyl, pentanfenyl, hexaphenyl, pentaphenyl, rutinyl, keratyl, ovoleyl, thiopheneyl, furanyl, carbazoleyl, indoleyl, isoyindolyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazoleyl, dibenzocarbazoleyl, dibenzothiopheneyl, and pyridyl; and

[0302] Each of the following is substituted with at least one of the following: phenyl, biphenyl, terphenyl, pentanenyl, indole, naphthyl, azuleyl, heptanenyl, indoleyl, acenaphthel, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthreneyl, phenanthreneyl, anthraceneyl, fluoranyl, triphenylene, pyreneyl, 1,2-benzophenanthreneyl, tetraphenyl, framyyl, peryleneyl, penfenyl, hexaphenyl. Pentaphenyl, rutinyl, keratyl, ovoleylphenyl, thiophene, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, and pyridyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C1-C 10Alkyl-substituted phenyl, -F-substituted phenyl, pentanenyl, indole, naphthyl, azuleyl, heptenyl, indole-based, acenaphthel, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthreneyl, tetraphenyl, styrayl, peryl, pentanfenyl, hexaphenyl, pentaphenyl, rutinyl, keratyl, ovoleyl, thiopheneyl, furanyl, carbazoyl, indoleyl, isoydinolyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazoyl, dibenzocarbazoyl, dibenzothiopheneyl, pyridyl, -Si(Q) 31 (Q) 32 (Q) 33 ) and -N(Q 31 (Q) 32 ),and

[0303] Q 31 To Q 33 Each may be the same as described in this specification.

[0304] In one or more embodiments, R in formula 201 201 To R 203 At least one of them can be independently selected from:

[0305] Fluorenyl, spiro-difluorenyl, carbazole, dibenzofuranyl, and dibenzothiopheneyl; and

[0306] Each of the following is substituted with at least one of the following fluorenyl, spiro-difluorenyl, carbazole, dibenzofuranyl, and dibenzothiopheneyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkyl-substituted phenyl, -F-substituted phenyl, naphthyl, fluorenyl, spiro-difluorenyl, carbazole, dibenzofuranyl, and dibenzothiopheneyl.

[0307] However, the embodiments disclosed herein are not limited thereto.

[0308] In one or more embodiments, in equation 202, i) R 201 and R 202 They can be connected to each other via single bonds, and / or ii)R 203 and R 204 They can be connected to each other via a single key.

[0309] In one or more embodiments, R in formula 202 201 To R 204At least one of them can be selected from:

[0310] Carbazolyl; and

[0311] The carbazoyl group is substituted with at least one of the following: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkyl-substituted phenyl, -F-substituted phenyl, naphthyl, fluorenyl, spiro-difluorenyl, carbazole, dibenzofuranyl, and dibenzothiopheneyl.

[0312] However, the embodiments disclosed herein are not limited thereto.

[0313] The compound represented by formula 201 can be represented by formula 201-1:

[0314] Formula 201-1

[0315] .

[0316] In embodiments, the compound represented by formula 201 may be represented by formula 201-2, but the embodiments of this disclosure are not limited thereto:

[0317] Formula 201-2

[0318] .

[0319] In one or more embodiments, the compound represented by formula 201 may be represented by formula 201-2(1), but the embodiments of this disclosure are not limited thereto:

[0320] Equation 201-2(1)

[0321] .

[0322] In one or more embodiments, the compound represented by formula 201 may be represented by formula 201A:

[0323] Formula 201A

[0324] .

[0325] In one or more embodiments, the compound represented by formula 201 may be represented by formula 201A(1), but the embodiments of this disclosure are not limited thereto:

[0326] Formula 201A(1)

[0327] .

[0328] In one or more embodiments, the compound represented by formula 201 may be represented by formula 201A-1, but the embodiments of this disclosure are not limited thereto:

[0329] Formula 201A-1

[0330] .

[0331] In an embodiment, the compound represented by formula 202 can be represented by formula 202-1:

[0332] Formula 202-1

[0333] .

[0334] In one or more embodiments, the compound represented by formula 202 may be represented by formula 202-1(1):

[0335] Equation 202-1(1)

[0336] .

[0337] In one or more embodiments, the compound represented by formula 202 may be represented by formula 202A:

[0338] Formula 202A

[0339] .

[0340] In one or more embodiments, the compound represented by formula 202 may be represented by formula 202A-1:

[0341] Formula 202A-1

[0342] .

[0343] In equations 201-1, 201-2, 201-2(1), 201A, 201A(1), 201A-1, 202-1, 202-1(1), 202A, and 202A-1,

[0344] L 201 To L 203 xa1 to xa3, xa5 and R 202 To R 204 Each may be the same as described in this specification.

[0345] L 205 The choice can be made from phenylene and fluorene groups.

[0346] X 211 Selectable from O, S, and N(R)211 ),

[0347] X 212 Selectable from O, S, and N(R) 212 ),

[0348] R 211 and R 212 Each can be combined with R 203 The descriptions are the same, and

[0349] R 213 To R 217 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkyl-substituted phenyl, -F-substituted phenyl, pentanenyl, indyl, naphthyl, azuleyl, heptenyl, indole-based, acenaphtheyl, fluorenyl, spiro-difluorenyl, benzo[fluorenyl], dibenzo[fluorenyl], phenatenyl, phenanthreneyl, anthraceneyl, fluoranyl, triphenylene, pyreneyl, 1,2-benzophenanthreneyl, tetraphenyl, furanyl, peryl, pentanyl, hexaphenyl, pentaphenyl, rubidyl, kosyl, ovoidyl, thiopheneyl, furanyl, carbazoyl, indoleyl, isoindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[carbazoyl], dibenzo[carbazoyl], dibenzothiopheneyl, and pyridyl.

[0350] The hole transport region may include at least one compound selected from compounds HT1 to HT48, but embodiments of this disclosure are not limited thereto:

[0351]

[0352]

[0353]

[0354]

[0355]

[0356]

[0357]

[0358] .

[0359] The thickness of the hole transport region can range from about 100 Å to about 10,000 Å, for example, from about 100 Å to about 1,000 Å. When the hole transport region includes at least one selected from the hole injection layer and the hole transport layer, the thickness of the hole injection layer can range from about 100 Å to about 9,000 Å, for example, from about 100 Å to about 1,000 Å, and the thickness of the hole transport layer can range from about 50 Å to about 2,000 Å, for example, from about 100 Å to about 1,500 Å. When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within the above ranges, satisfactory (appropriate) hole transport characteristics can be obtained without a significant increase in the driving voltage.

[0360] The emission assist layer can increase light emission efficiency by compensating for the optical resonant distance according to the wavelength of the light emitted by the emission layer, and the electron blocking layer can block the flow of electrons from the electron transport region. Both the emission assist layer and the electron blocking layer can each comprise any material as described above.

[0361] p-dopants

[0362] In addition to the materials described herein, the hole transport region may further include charge-generating materials for improving conductivity. The charge-generating materials may be uniformly or non-uniformly dispersed within the hole transport region.

[0363] The charge-generating material can be, for example, a p-doped agent.

[0364] In an implementation, the p-dopant may have a LUMO energy level equal to or less than -3.5 eV.

[0365] p-dopers may include at least one selected from quinone derivatives, metal oxides and cyano-containing compounds, but the embodiments disclosed herein are not limited thereto.

[0366] In an embodiment, the p-doper may include at least one selected from the following:

[0367] Quinone derivatives, such as tetracyanoquinone dimethyl ether (TCNQ) and / or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinone dimethyl ether (F4-TCNQ);

[0368] Metal oxides, such as tungsten oxide and / or molybdenum oxide;

[0369] 1,4,5,8,9,12-hexaazatriphenylene-hexanitrile (HAT-CN); and

[0370] The compound represented by formula 221,

[0371] However, the embodiments disclosed herein are not limited thereto:

[0372] HAT-CNF4-TCNQ

[0373]

[0374] Equation 221

[0375] .

[0376] In Equation 221,

[0377] R 221 To R 223 Each can be independently selected from substituted or unsubstituted C3-C. 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, and substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, and selected from R 221 To R 223 At least one of them may have a C1-C group selected from cyano, -F, -Cl, -Br, -I, or substituted with -F. 20 Alkyl groups, C1-C substituted with -Cl 20 Alkyl groups, C1-C substituted with -Br 20 Alkyl groups and -I-substituted C1-C 20 At least one substituent in an alkyl group.

[0378] Emission layer in organic layer 150

[0379] When the organic light-emitting device 10 is a full-color organic light-emitting device, the emitting layer can be patterned into a red emitting layer, a green emitting layer, or a blue emitting layer according to the sub-pixels. In one or more embodiments, the emitting layer may have a stacked structure of two or more layers selected from red, green, and blue emitting layers, wherein the two or more layers are in contact with or separated from each other. In one or more embodiments, the emitting layer may include two or more materials selected from red, green, and blue emitting materials, wherein the two or more materials are mixed with each other in a single layer to emit white light.

[0380] The emitting layer may include a host and a dopant. The dopant may include at least one selected from phosphorescent dopant and fluorescent dopant.

[0381] Based on about 100 parts by weight of the main body, the amount of dopant in the emitter layer can be in the range of about 0.01 parts by weight to about 15 parts by weight, but the embodiments of this disclosure are not limited thereto.

[0382] The thickness of the emitting layer can range from about 100 Å to about 1,000 Å, for example, from about 200 Å to about 600 Å. When the thickness of the emitting layer is within this range, superior (or improved) light emission characteristics can be obtained without a significant increase in the driving voltage.

[0383] The main body in the emission layer

[0384] The main body may include compounds represented by formula 301:

[0385] Formula 301

[0386] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 ,

[0387] In Equation 301,

[0388] Ar 301 C5-C can be substituted or unsubstituted. 60 The carbocyclic group is either substituted or unsubstituted C1-C. 60 Heterocyclic groups,

[0389] xb11 can be 1, 2, or 3.

[0390] L 301 C3-C can be self-substituted or unsubstituted. 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, and substituted or unsubstituted divalent nonaromatic fused heterocyclic groups.

[0391] xb1 can be an integer selected from 0 to 5.

[0392] R 301 The group can be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, substituted or unsubstituted C1-C. 60 Alkyl, substituted or unsubstituted C2-C60 Alkenyl, substituted or unsubstituted C2-C 60 Alkyne group, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, -Si(Q 301 (Q) 302 (Q) 303 -N(Q) 301 (Q) 302 -B(Q) 301 (Q) 302 -C(=O)(Q) 301 -S(=O)2(Q) 301 ) and -P(=O)(Q 301 (Q) 302 ),

[0393] xb21 can be an integer selected from 1 to 5, and

[0394] Q 301 To Q 303 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl, but the embodiments disclosed herein are not limited thereto.

[0395] In the implementation method, Ar in formula 301 301 Optional from:

[0396] Naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenatenyl, anthraceneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, tetraphenyl, lavany, perylene, penfenyl, indoxanthryl, dibenzofuranyl, and dibenzothiopheneyl; and

[0397] Each of the following is substituted with at least one of the following: naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrene, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthrene, tetraphenyl, lavany, perylene, penfenyl, indoxanthryl, dibenzofuranyl, and dibenzothiophene: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-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

[0398] Q 31 To Q 33 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl, but the embodiments disclosed herein are not limited thereto.

[0399] When xb11 in equation 301 is 2 or greater, two or more Ar 301 They can be connected to each other via a single key.

[0400] In one or more embodiments, the compound represented by formula 301 may be represented by formula 301-1 or formula 301-2:

[0401] Formula 301-1

[0402]

[0403] Formula 301-2

[0404] .

[0405] In Equations 301-1 and 301-2,

[0406] A 301 To A 304Each ring can be independently selected from benzene ring, naphthyl ring, phenanthrene ring, fluoranthene ring, triphenylene ring, pyrene ring, 1,2-benzophenanthrene ring, pyridine ring, pyrimidine ring, indene ring, fluorene ring, spiro-difluorene ring, benzo[a]fluorene ring, dibenzo[a]fluorene ring, indole ring, carbazole ring, benzo[a]carbazole ring, dibenzo[a]carbazole ring, furan ring, benzo[a]furan ring, dibenzo[a]furan ring, naphtholane ring, benzo[a]naphtholane ring, dinaphtholane ring, benzo[a]naphtholane ring, and dinaphtholane ring.

[0407] X 301 Can be O, S or N-[(L 304 ) xb4 -R 304 ],

[0408] R 311 To R 314 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl, C1-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 ),

[0409] xb22 and xb23 can each be 0, 1, or 2 independently.

[0410] L 301 xb1, R 301 and Q 31 To Q 33 Each may be the same as described in this specification.

[0411] L 302 To L 304 Each can be independently combined with L 301 The descriptions are the same.

[0412] xb2 to xb4 can each be independently identical to the one described in combination with xb1, and

[0413] R 302 To R 304 Each can independently combine with R 301 The descriptions are the same.

[0414] For example, L in Equations 301, 301-1, and 301-2 301 To L 304 Each can be selected independently:

[0415] Phenylidene, naphthylene, fluorenelene, spiro-difluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrene, anthracene, fluoranthracene, triphenylene, pyrene, 1,2-benzophenanthrene, perylene, pentafenyl, hexaphenylene, pentaphenylene, thiopheneyl, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[a]carbazolyl, dibenzo[a]carbazolyl, dibenzothiopheneyl, pyridyl, imidazolyl, pyrazolyl, thiopheneyl Azolyl, iminothiazolyl, iminooxazolyl, iminooxazolyl, iminothiadiazolyl, iminooxadiazolyl, iminopyrazinyl, iminopyridinyl, iminopyridinyl, triazinyl, iminopyrinyl, iminopyrinyl, iminopyrinyl, benzoquinolineyl, iminopyrazinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, and iminopyrazoleyl; and

[0416] Each of the following is substituted with at least one of the following: phenylene, naphthylene, fluorene, spiro-difluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrene, anthracene, fluoranthylene, triphenylene, pyrene, 1,2-benzophenanthrene, perylene, pentafenyl, hexaphenylene, pentaphenylene, thiophene, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzo[a]carbazolyl, dibenzo[a]carbazolyl, dibenzothiophene, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxadiazolyl. Azolyl, isoxazolyl, thiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quinoxalinyl, quinoxalinyl, quinoxalinyl, phenanthrinyl, acridineyl, phenanthrolineyl, phenazinyl, benzimidazolyl, benzisisothiazolyl, benzisisothiazolyl, benzisisothiazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl and zazacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridyl, imidazolyl, pyridyl Azolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quinoxolinyl, quinazolinyl, cenolinyl, phenanthridine, acridineyl, phenanthroxolinyl, phenazinyl, benzimidazolyl, benzisisothiazolyl, benzisoxazolyl, benzisisothiazolyl, triazolyl, tetrazolyl, imidazopyridyl, 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

[0417] Q 31 To Q 33 Each may be the same as described in this specification.

[0418] In the implementation, R in formulas 301, 301-1 and 301-2 301 To R 304 Each can be selected independently:

[0419] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazoleyl, dibenzocarbazoleyl, dibenzothiopheneyl, pyridyl, imidazolyl, pyrazole , thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, cinolinyl, phenanthridine, acridineyl, phenanthroxolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzisothiazolyl, benzisothiazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl and azacarbazolyl; and

[0420] Each of the following is substituted with at least one of the following: phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazoleyl, dibenzocarbazoleyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl Oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, phenanthridine, acridineyl, phenanthrolinel, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisothiazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridyl, imidazolyl, pyridyl Azolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quinoxolinyl, quinazolinyl, cenolinyl, phenanthridine, acridineyl, phenanthroxolinyl, phenazinyl, benzimidazolyl, benzisisothiazolyl, benzisoxazolyl, benzisisothiazolyl, triazolyl, tetrazolyl, imidazopyridyl, 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

[0421] Q 31 To Q 33 Each may be the same as described in this specification.

[0422] In one or more embodiments, the host may include an alkaline earth metal complex and / or a zinc (Zn) complex. For example, the host may be selected from a Be complex (e.g., compound H55), a Mg complex, and a Zn complex.

[0423] The main body may include at least one selected from 9,10-bis(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthyl-2-yl)anthracene (MADN), 9,10-bis(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 1,3-bis-9-carbazolylbenzene (mCP), 1,3,5-tris(carbazolyl-9-yl)benzene (TCP), and compounds H1 to H55, but the embodiments of this disclosure are not limited thereto:

[0424]

[0425]

[0426]

[0427]

[0428]

[0429]

[0430] .

[0431] Phosphorescent dopants in the emission layer of organic layer 150

[0432] Phosphorescent dopants may include organometallic compounds represented by Formula 1.

[0433] Phosphorescent dopants may include organometallic compounds represented by formula 401:

[0434] Formula 401

[0435] M(L 401 ) xc1 (L 402 ) xc2 .

[0436] In Equation 401,

[0437] M can 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).

[0438] L 401 The ligand can be represented by Equation 402, and xc1 can be 1, 2, or 3, wherein when xc1 is 2 or greater, two or more L... 401 They can be the same or different from each other.

[0439] L 402 It can be an organic ligand, and xc2 can be an integer selected from 0 to 4, wherein when xc2 is 2 or greater, two or more L 402 They can be the same or different from each other.

[0440] Formula 402

[0441]

[0442] In Equation 402, X 401 To X 404 They can be nitrogen or carbon independently.

[0443] X 401 and X 403 It can be connected via a single or double key, and X 402 and X404 It can be connected via a single key or a double key.

[0444] A 401 and A 402 Each can be independently classified as C5-C 60 Carbocyclic groups or C1-C 60 Heterocyclic groups,

[0445] X 405 Can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q) 411 )-*'、*-C(Q 411 (Q) 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*' or *=C=*', where Q 411 and Q 412 Each can be independently hydrogen, deuterium, or C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, or naphthyl,

[0446] X 406 It can be a single bond, O, or S.

[0447] R 401 and R 402 Each can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, substituted or unsubstituted C1-C. 20 Alkyl, substituted or unsubstituted C1-C 20 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, -Si(Q 401 (Q) 402 (Q) 403 -N(Q) 401 (Q) 402 -B(Q)401 (Q) 402 -C(=O)(Q) 401 -S(=O)2(Q) 401 ) and -P(=O)(Q 401 (Q) 402 ), and Q 401 To Q 403 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, C6-C 20 Aryl and C1-C 20 Mixed aromatics,

[0448] xc11 and xc12 can each be an integer selected from 0 to 10 independently, and

[0449] In Equation 402, * and *' each indicate the binding site with M in Equation 401.

[0450] In the implementation, A in formula 402 401 and A 402 Each of the following can be independently selected from phenyl, naphthyl, fluorenyl, spiro-difluorenyl, indyl, pyrrolyl, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, carbazole, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiophene, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, and dibenzothiophene.

[0451] In one or more embodiments, in formula 402, i) X 401 It can be nitrogen and X 402 It can be carbon, or ii) X 401 and X 402 Each can be nitrogen at the same time.

[0452] In one or more embodiments, R in formula 402 401 and R 402 Each can be selected independently:

[0453] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl and C1-C 20 Alkoxy;

[0454] Each is selected from at least one of the following C1-C substituted. 20 Alkyl and C1-C 20Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, phenyl, naphthyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, and norbornyl;

[0455] Cyclopentyl, cyclohexyl, adamantyl, norbornel, norbornel-enyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl, dibenzofuranyl, and dibenzothiophenyl;

[0456] Each of the following substituted groups is selected from at least one of the following: cyclopentyl, cyclohexyl, adamantyl, norbornel, norbornel-enyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl, dibenzofuranyl, and dibenzothiopheneyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, adamantyl, norbornel, norbornel-alkenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl, dibenzofuranyl, and dibenzothiopheneyl; and

[0457] -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 ),and

[0458] Q 401 To Q 403 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, and naphthyl groups are used, but the embodiments disclosed herein are not limited thereto.

[0459] In one or more embodiments, when xc1 in equation 401 is 2 or greater, two or more L 401 The two A's in 401 Can be selected via X 407(They are linking groups) connected to each other, and / or two A's 402 Can be selected via X 408 (They are linking groups) linked to each other (see, for example, compounds PD1 to PD4 and PD7). X 407 and X 408 Each can be independently a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q)-*', or *-N(Q)-*'. 413 )-*'、*-C(Q 413 (Q) 414 )-*' or *-C(Q 413 )=C(Q 414 )-*' (where Q) 413 and Q 414 Each can be independently hydrogen, deuterium, or C1-C 20 Alkyl, C1-C 20 (Alkoxy, phenyl, biphenyl, terphenyl or naphthyl), but the embodiments disclosed herein are not limited thereto.

[0460] L in Equation 401 402 It can be a monovalent, divalent, or trivalent organic ligand. For example, L... 402 The components may be selected from halogens, diketones (e.g., acetylacetonates), carboxylic acids (e.g., pyridine carboxylates), -C (=O), isonitriles, -CN, and phosphorus groups (e.g., phosphine and / or phosphites), but embodiments of this disclosure are not limited thereto.

[0461] In one or more embodiments, the phosphorescent dopant may be selected from, for example, compounds PD1 to PD25, but embodiments of this disclosure are not limited thereto:

[0462]

[0463]

[0464] .

[0465] Fluorescent dopants in the emission layer

[0466] Fluorescent dopants may include aromatic amine compounds or styrene amine compounds.

[0467] Fluorescent dopants may include compounds represented by formula 501:

[0468] Formula 501

[0469] .

[0470] In Equation 501,

[0471] Ar 501C5-C can be substituted or unsubstituted. 60 The carbocyclic group is either substituted or unsubstituted C1-C. 60 Heterocyclic groups,

[0472] L 501 To L 503 Each can be independently selected from substituted or unsubstituted C3-C. 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, and substituted or unsubstituted divalent nonaromatic fused heterocyclic groups.

[0473] xd1 to xd3 can each be an integer selected from 0 to 3 independently.

[0474] R 501 and R 502 Each can be independently selected from substituted or unsubstituted C3-C. 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, and substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, and

[0475] xd4 can be an integer selected from 1 to 6.

[0476] In the implementation, Ar in Formula 501 501 Optional from:

[0477] Naphthyl, heptadeninyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthyl, anthraceneyl, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, tetraphenyl, lavany, perylene, penfenyl, indoxanthryl, and indoxanthryl; and

[0478] Each of the following substituted groups is selected from at least one of the following: naphthyl, heptalenyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthyl, anthraceneyl, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, tetraphenyl, lavany, perylene, penfenyl, ind[a]anthryl, and ind[a]phenanthryl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.

[0479] In one or more embodiments, L in Formula 501 501 To L 503 Each can be selected independently:

[0480] Phenylidene, naphthylene, fluorene, spiro-difluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrene, anthracene, fluoranthracene, triphenylene, pyrene, 1,2-benzophenanthrene, perylene, pentafenyl, hexaphenylene, pentaphenylene, thiopheneyl, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[a]carbazolyl, dibenzo[a]carbazolyl, dibenzothiopheneyl, and pyridylene; and

[0481] Each of the following substituted groups is selected from at least one of the following: phenylene, naphthylene, fluorene, spiro-difluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrene, anthracene, fluoranthylene, triphenylene, pyrene, 1,2-benzophenanthrene, perylene, pentafenyl, hexaphenylene, pentaphenylene, thiopheneyl, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[a]carbazolyl, dibenzo[a]carbazolyl, dibenzothiopheneyl, and pyridylene: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, fluoranthraceneyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentofenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indolyl, isoindolyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazoleyl, dibenzocarbazoleyl, dibenzothiopheneyl, and pyridyl.

[0482] In one or more embodiments, R in formula 501 501 and R 502 Each can be selected independently:

[0483] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazoleyl, dibenzocarbazoleyl, dibenzothiophenyl, and pyridyl; and

[0484] Each of the following substituted groups is selected from at least one of the following: phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentafenyl, hexaphenyl, pentaphenyl, thiophene, furanyl, carbazoleyl, indolyl, isoindolyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[a]carbazoleyl, dibenzo[a]carbazoleyl, dibenzothiopheneyl, and pyridyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridyl, and -Si(Q) 31 (Q) 32 (Q) 33 ),and

[0485] Q 31 To Q 33 Optional from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.

[0486] In one or more embodiments, xd4 in formula 501 may be 2, but the embodiments of this disclosure are not limited thereto.

[0487] For example, fluorescent dopants can be selected from compounds FD1 to FD22:

[0488]

[0489]

[0490]

[0491]

[0492]

[0493]

[0494]

[0495]

[0496] .

[0497] In one or more embodiments, the fluorescent dopant may be selected from the following compounds, but the embodiments disclosed herein are not limited thereto:

[0498]

[0499] .

[0500] Electron transport region in organic layer 150

[0501] The electron transport region may have i) a single-layer structure comprising a single material (e.g., composed of a single material), ii) a single-layer structure comprising multiple different materials, or iii) a multi-layer structure comprising multiple layers comprising multiple different materials.

[0502] The electron transport region may include at least one layer selected from the buffer layer, hole blocking layer, electron control layer, electron transport layer and electron injection layer, but the embodiments of this disclosure are not limited thereto.

[0503] 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 emitter layer. However, the implementation of the electron transport region structure is not limited to these.

[0504] The electron transport region (e.g., a buffer layer, hole blocking layer, electron control layer, and / or electron transport layer in the electron transport region) may include a metal-free compound containing at least one ring of nitrogen with depleted π electrons.

[0505] "A ring containing nitrogen with depleted π electrons" indicates a C1-C ring with at least one *-N=*' moiety as the cyclic part. 60 Heterocyclic groups.

[0506] For example, "a ring containing nitrogen with depleted π electrons" can be i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' moiety, ii) a heteropolycyclic group wherein two or more 5- to 7-membered heteromonocyclic groups, each having at least one *-N=*' moiety, are fused together, or iii) at least one of the 5- to 7-membered heteromonocyclic groups, each having at least one *-N=*' moiety, is combined with at least one C5-C 60 A heterocyclic group with fused carbocyclic groups.

[0507] Examples of nitrogen rings containing depleted π electrons include, but are not limited to, imidazole rings, pyrazole rings, thiazole rings, isothiazole rings, oxazole rings, isoxazole rings, pyridine rings, pyrazine rings, pyrimidine rings, pyridazine rings, indazole rings, purine rings, quinoline rings, isoquinoline rings, benzo[a]quinoline rings, phthalazine rings, naphthidine rings, quinoxaline rings, quinazoline rings, cyclophosphine rings, phenanthridine rings, acridine rings, phenanthrene-rhein rings, phenazine rings, benzimidazole rings, benziisothiazole rings, benziisoxazole rings, benziisoxazole rings, triazole rings, tetraazole rings, oxadiazole rings, triazine rings, thiadiazole rings, imidazo[a]pyridine rings, imidazo[a]pyrimidine rings, and azacarbazole rings.

[0508] For example, the electron transport region may include a compound represented by formula 601:

[0509] Formula 601

[0510] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 ,

[0511] In Equation 601,

[0512] Ar 601 C5-C can be substituted or unsubstituted. 60 The carbocyclic group is either substituted or unsubstituted C1-C. 60 Heterocyclic groups,

[0513] xe11 can be 1, 2, or 3.

[0514] L 601 C3-C can be self-substituted or unsubstituted. 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60Heteroaryl groups, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, and substituted or unsubstituted divalent nonaromatic fused heterocyclic groups.

[0515] xe1 can be an integer selected from 0 to 5.

[0516] R 601 C3-C can be self-substituted or unsubstituted. 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, -Si(Q 601 (Q) 602 (Q) 603 -C(=O)(Q) 601 -S(=O)2(Q) 601 ) and -P(=O)(Q 601 (Q) 602 ),

[0517] Q 601 To Q 603 Each can be independently C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, or naphthyl, and

[0518] xe21 can be an integer selected from 1 to 5.

[0519] In the implementation method, the quantity of Ar is xe11. 601 and R with a quantity of xe21 601 At least one of them may include a nitrogen ring containing π electrons depleted.

[0520] In the implementation method, Ar in formula 601 601 Optional from:

[0521] Phenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrene, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthrene, tetraphenyl, lavany, perylene, penfenyl, indoxane, dibenzofuranyl, dibenzothiopheneyl, carbazole, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridyl Azinyl, indazole, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, cenolinyl, phenanthridine, acridineyl, phenanthrolinel, phenazinyl, benzimidazolyl, benzisothiazolyl, benzisothiazolyl, benzisothiazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl, and azacarbazolyl; and

[0522] Each of the following is substituted with at least one of the following: phenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrene, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthrene, tetraphenyl, lavany, perylene, penfenyl, indoxaneyl, dibenzofuranyl, dibenzothiopheneyl, carbazole, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazole, or purine. Quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quinoxalinyl, quinazolinyl, cinolinyl, phenanthridine, acridineyl, phenanthrolinel, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisothiazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-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

[0523] Q 31 To Q 33 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.

[0524] When xe11 in equation 601 is 2 or greater, two or more Ar 601 They can be connected to each other via a single key.

[0525] In one or more embodiments, Ar in Formula 601 601 It can be anthracene.

[0526] In one or more embodiments, the compound represented by formula 601 may be represented by formula 601-1:

[0527] Formula 601-1

[0528] .

[0529] In Equation 601-1,

[0530] X 614 It can be N or C(R) 614 ), X 615 It can be N or C(R) 615 ), and X 616 It can be N or C(R) 616 ), where X 614 To X 616 At least one of them can be N,

[0531] L 611 To L 613 Each can be independently combined with L 601 The descriptions are the same.

[0532] xe611 to xe613 can each be independently identical to the description in conjunction with xe1.

[0533] R 611 To R 613 Each can independently combine with R 601 The descriptions are the same, and

[0534] R 614 To R 616 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.

[0535] In the implementation, L in Formula 601 and Formula 601-1 601 and L 611 To L 613 Each can be selected independently:

[0536] Phenylidene, naphthylene, fluorenelene, spiro-difluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrene, anthracene, fluoranthracene, triphenylene, pyrene, 1,2-benzophenanthrene, perylene, pentafenyl, hexaphenylene, pentaphenylene, thiopheneyl, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[a]carbazolyl, dibenzo[a]carbazolyl, dibenzothiopheneyl, pyridyl, imidazolyl, pyrazolyl, thiopheneyl Azolyl, iminothiazolyl, iminooxazolyl, iminooxazolyl, iminothiadiazolyl, iminooxadiazolyl, iminopyrazinyl, iminopyridinyl, iminopyridinyl, triazinyl, iminopyrinyl, iminopyrinyl, iminopyrinyl, benzoquinolineyl, iminopyrazinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, iminopyridinyl, and iminopyrazoleyl; and

[0537] Each of the following is substituted with at least one of the following: phenylene, naphthylene, fluorene, spiro-difluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrene, anthracene, fluoranthylene, triphenylene, pyrene, 1,2-benzophenanthrene, perylene, pentafenyl, hexaphenylene, pentaphenylene, thiophene, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzo[a]carbazolyl, dibenzo[a]carbazolyl, dibenzothiophene, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxadiazolyl. Azolyl, isoxazolyl, thiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quinoxalinyl, quinoxalinyl, quinoxalinyl, phenanthrinyl, acridineyl, phenanthrolineyl, phenazinyl, benzimidazolyl, benzisisothiazolyl, benzisisothiazolyl, benzisisothiazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl and zazacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridyl, imidazole Pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, cinolinyl, phenanthridineyl, acridineyl, phenanthroxolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzisothiazolyl, benzisothiazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl.

[0538] However, the embodiments disclosed herein are not limited thereto.

[0539] In one or more embodiments, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 may each be 0, 1 or 2 independently.

[0540] In one or more embodiments, R in Formula 601 and Formula 601-1 601 and R 611 To R 613 Each can be selected independently:

[0541] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentafenyl, hexaphenyl, pentaphenyl, thiophene, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridyl, imidazolyl, pyridyl Azolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, cinolinyl, phenanthridineyl, acridineyl, phenanthroxolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzisothiazolyl, benzisothiazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl;

[0542] Each of the following is substituted with at least one of the following: phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazoleyl, dibenzocarbazoleyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl Oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, phenanthridine, acridineyl, phenanthrolinel, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisothiazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazoleyl, dibenzocarbazoleyl, dibenzothiopheneyl, pyridyl, imidazolyl, Pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, cinolinyl, phenanthridineyl, acridineyl, phenanthroxolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxoxazolyl, benzisothiazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl, and azacarbazolyl; and

[0543] -S(=O)2(Q 601 ) and -P(=O)(Q 601 (Q) 602 ),and

[0544] Q 601 and Q 602 Each may be the same as described in this specification.

[0545] In some embodiments, the electron transport region may include at least one compound selected from compounds ET1 to ET36, but the embodiments of this disclosure are not limited thereto:

[0546]

[0547]

[0548]

[0549]

[0550]

[0551]

[0552]

[0553]

[0554]

[0555]

[0556]

[0557] .

[0558] In one or more embodiments, the electron transport region may include at least one compound selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq3, BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), and NTAZ.

[0559] .

[0560] The thicknesses of the buffer layer, hole blocking layer, and electronic control layer can each be independently in the range of about 20 Å to about 1,000 Å, for example, about 30 Å to about 300 Å. When the thicknesses of the buffer layer, hole blocking layer, and / or electronic control layer are within any of these ranges, superior (or improved) hole blocking characteristics and / or superior (or improved) electronic control characteristics can be obtained without a significant increase in the driving voltage.

[0561] The thickness of the electron transport layer can range from about 100 Å to about 1,000 Å, for example, from about 150 Å to about 500 Å. When the thickness of the electron transport layer is in any of these ranges, satisfactory (or appropriate) electron transport characteristics can be obtained without a significant increase in the driving voltage.

[0562] In addition to the materials mentioned above, the electron transport region (e.g., the electron transport layer in the electron transport region) may further include a metallic material.

[0563] The metal-containing material may include at least one selected from alkali metal complexes and alkaline earth metal complexes. Alkali metal complexes may include metal ions selected from Li, Na, K, Rb, and Cs ions, and alkaline earth metal complexes may include metal ions selected from Be, Mg, Ca, Sr, and Ba ions. The ligands coordinating with the metal ions of the alkali metal complex or alkaline earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthrene, and cyclopentadiene, but the embodiments disclosed herein are not limited thereto.

[0564] For example, metal-containing materials may include Li complexes. Li complexes may include, for example, compound ET-D1 (lithium 8-hydroxyquinoline, LiQ) and / or compound ET-D2:

[0565] .

[0566] The electron transport region may include an electron injection layer that facilitates the injection of electrons from the second electrode 190. The electron injection layer may be in direct contact with the second electrode 190.

[0567] The electron injection layer may have i) a monolayer structure comprising a single material (e.g., composed of a single material), ii) a monolayer structure comprising multiple different materials, or iii) a multilayer structure comprising multiple layers comprising multiple different materials.

[0568] The electron injection layer may include alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof.

[0569] The alkali metal may be selected from Li, Na, K, Rb, and Cs. In some embodiments, the alkali metal may be Li, Na, or Cs. In one or more embodiments, the alkali metal may be Li or Cs, but the embodiments of this disclosure are not limited thereto.

[0570] Alkaline earth metals can be selected from Mg, Ca, Sr, and Ba.

[0571] Rare earth metals can be selected from Sc, Y, Ce, Tb, Yb and Gd.

[0572] The alkali metal compound, alkaline earth metal compound, and rare earth metal compound can each independently be selected from oxides and halides (e.g., fluorides, chlorides, bromides, and / or iodides) of alkali metals, alkaline earth metals, and rare earth metals.

[0573] The alkali metal compound can be selected from alkali metal oxides (such as Li2O, Cs2O, and / or K2O), and alkali metal halides (such as LiF, NaF, CsF, KF, LiI, NaI, CsI, and / or KI). In an embodiment, the alkali metal compound can be selected from LiF, Li2O, NaF, LiI, NaI, CsI, and KI, but the embodiments of the present disclosure are not limited thereto.

[0574] The alkaline earth metal compound can 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 an embodiment, the alkaline earth metal compound can be selected from BaO, SrO, and CaO, but the embodiments of the present disclosure are not limited thereto.

[0575] The rare earth metal compound can be selected from YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, and TbF3. In an embodiment, the rare earth metal compound can be selected from YbF3, ScF3, TbF3, YbI3, ScI3, and TbI3, but the embodiments of the present disclosure are not limited thereto.

[0576] The alkali metal complex, alkaline earth metal complex, and rare earth metal complex can respectively include ions of the alkali metal, alkaline earth metal, and rare earth metal as described above, and the ligands coordinated with the metal ions of the alkali metal complex, alkaline earth metal complex, or rare earth metal complex can 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.

[0577] The electron injection layer may include (e.g., may be composed of) alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof as described above. In one or more embodiments, the electron injection layer may further include organic materials. When the electron injection layer further includes organic materials, the alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof may be uniformly or non-uniformly dispersed in a matrix comprising the organic material.

[0578] The thickness of the electron injection layer can range from about 1 Å to about 100 Å, for example, from about 3 Å to about 90 Å. When the thickness of the electron injection layer is within any of the above ranges, the electron injection layer can have satisfactory (or appropriate) electron injection characteristics without a significant increase in driving voltage.

[0579] Second electrode 190

[0580] The second electrode 190 may be located on the organic layer 150 having a structure according to an embodiment of the present disclosure. The second electrode 190 may be a cathode serving as an electron injection electrode, and in this regard, the material used to form the second electrode 190 may be selected from metals, alloys, conductive compounds, and combinations thereof having relatively low work function.

[0581] The second electrode 190 may include at least one selected from lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, and IZO, but embodiments of the present disclosure are not limited thereto. The second electrode 190 may be a transmission electrode, a semi-transmission electrode, or a reflection electrode.

[0582] The second electrode 190 may have a single-layer structure or a multi-layer structure including two or more layers.

[0583] Figures 2 to 4 Description

[0584] 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 stacked sequentially in the order described herein. 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 stacked sequentially in the order described herein; and Figure 4The 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 stacked sequentially in the order described herein.

[0585] for Figures 2 to 4 The first electrode 110, the organic layer 150, and the second electrode 190 can be combined by reference. Figure 1 To understand these components, use their descriptions.

[0586] In each of the organic light-emitting devices 20 and 40, the light generated in the emitting layer in the organic layer 150 can pass outward through the first electrode 110 (which is a semi-transparent electrode or a transmissive electrode) and the first capping layer 210, and in each of the organic light-emitting devices 30 and 40, the light generated in the emitting layer in the organic layer 150 can pass outward through the second electrode 190 (which is a semi-transparent electrode or a transmissive electrode) and the second capping layer 220.

[0587] Based on the principle of constructive interference, the first capping layer 210 and the second capping layer 220 can increase the external luminescence efficiency.

[0588] The first capping layer 210 and the second capping layer 220 can each be an organic capping layer including organic materials, an inorganic capping layer including inorganic materials, or a composite capping layer including organic and inorganic materials.

[0589] At least one of the first capping layer 210 and the second capping layer 220 may each independently comprise at least one material selected from carbocyclic compounds, heterocyclic compounds, amine compounds, porphyrin derivatives, phthalocyanine derivatives, naphthalenephthalocyanine derivatives, alkali metal complexes, and alkaline earth metal complexes. The carbocyclic compounds, heterocyclic compounds, and amine compounds may optionally be substituted with substituents containing at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I. In embodiments, at least one of the first capping layer 210 and the second capping layer 220 may each independently comprise an amine compound.

[0590] In an embodiment, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include a compound represented by formula 201 or a compound represented by formula 202.

[0591] In one or more embodiments, at least one of the first capping layer 210 and the second capping layer 220 may each independently comprise a compound selected from compounds HT28 to HT33 and compounds CP1 to CP5, but embodiments of this disclosure are not limited thereto:

[0592] .

[0593] The above has been combined with Figures 1 to 4 An organic light-emitting device according to embodiments of the present disclosure has been described. However, embodiments of the present disclosure are not limited thereto.

[0594] The layers constituting the hole transport region, the emission layer, and the electron transport region can each be independently formed in a region using one or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Brookett (LB) deposition, inkjet printing, laser printing, and laser-induced thermal imaging.

[0595] When the layers constituting the hole transport region, the emitter layer, and the electron transport region are formed by vacuum deposition, by considering the materials to be included in the layers to be formed and the structure of the layers to be formed, deposition temperatures of about 100°C to about 500°C and about 10 -8 To about 10 -3 Deposition was carried out at a vacuum level of approximately 0.01 Å / s to approximately 100 Å / s.

[0596] When the layers constituting the hole transport region, the emitter layer, and the electron transport region are formed by spin coating, spin coating can 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 200°C, taking into account the materials to be included in the layers to be formed and the structure of the layers to be formed.

[0597] General definition of substituents

[0598] As used in this article, the term "C1-C" 60 "Alkyl" refers to a monovalent group of a straight-chain or branched aliphatic saturated hydrocarbon having 1 to 60 carbon atoms, for example, C1-C64. 20 Alkyl groups, and non-limiting examples thereof include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, and hexyl. As used herein, the term "C1-C" is used in conjunction with alkyl groups. 60 "alkylene" refers to a compound with C1-C2 atoms. 60 Divalent groups with the same structure as alkyl groups.

[0599] As used in this article, the term "C2-C" 60 "Alkenyl" refers to the group at C2-C 60 The alkyl group has at least one carbon-carbon double bond in the middle and / or at either end, and non-limiting examples include vinyl, propenyl, and butenyl groups. As used herein, the term "C2-C" is used... 60 "Alkenyl" refers to a group that has a C2-C... 60 Divalent groups with the same structure as alkenyl groups.

[0600] As used in this article, the term "C2-C" 60 "Alkyne group" refers to the group at C2-C 60The alkyl group has at least one carbon-carbon triple bond in the middle and / or at either end, and non-limiting examples include ethynyl and propynyl groups. As used herein, the term "C2-C" is used... 60 "Iso-ynyl" refers to a group with a C2-C group. 60 Divalent groups with the same structure as alkynyl groups.

[0601] As used in this article, the term "C1-C" 60 "Alkyloxy" refers to the compound formed by -OA 101 (where A) 101 For C1-C 60 Alkyl groups, for example, C1-C 20 Alkoxy groups, and non-limiting examples of them include methoxy, ethoxy, and isopropoxy groups.

[0602] As used in this article, the term "C3-C" 10 "Cycloalkyl" refers to a monocyclic saturated hydrocarbon group having 3 to 10 carbon atoms, and non-limiting examples include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. As used herein, the term "C3-C" is also used. 10 "Cycloalkylene" refers to a compound with C3-C66 atoms. 10 Divalent groups with the same structure as cycloalkyl groups.

[0603] As used in this article, the term "C1-C" 10 Heterocyclic alkyl groups refer to monovalent monocyclic groups having at least one heteroatom selected from N, O, Si, P, and S as cyclic atoms and 1 to 10 carbon atoms as the remaining cyclic atoms, and non-limiting examples include 1,2,3,4-oxatriazolyl, tetrahydrofuranyl, and tetrahydrothiophenyl. The term "C1-C" as used herein is also used. 10 "Heterocyclic alkyl" refers to a compound with C1-C2 atoms. 10 Divalent groups with the same structure as heterocyclic alkyl groups.

[0604] As used in this article, the term "C3-C" 10 "Cycloalkenyl" refers to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and being non-aromatic, and non-limiting examples include cyclopentenyl, cyclohexenyl, and cycloheptenyl. As used herein, the term "C3-C" is also used. 10 "Iridylene" refers to a group that has a C3-C... 10 A divalent group with the same structure as a cycloalkenyl group.

[0605] As used in this article, the term "C1-C" 10 Heterocyclic alkenyl groups refer to monovalent monocyclic groups having at least one heteroatom selected from N, O, Si, P, and S as cyclic atoms, 1 to 10 carbon atoms as the remaining cyclic atoms, and at least one double bond in their ring. C1-C10 Non-limiting examples of heterocyclic alkenyl groups include 4,5-dihydro-1,2,3,4-oxarizolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothiophenyl. As used herein, the term "C1-C..." 10 "Heterocyclic alkenyl" refers to a group that has a C1-C2 bond structure. 10 Divalent groups with the same structure as heterocyclic alkenyl groups.

[0606] As used in this article, the term "C6-C" 60 "Aryl" refers to a monovalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms, for example, C6-C 20 Aryl. C6-C 60 Non-limiting examples of aryl groups include phenyl, naphthyl, anthraceneyl, phenanthryl, pyrene, and 1,2-benzophenanthryl. As used herein, the term "C6-C" is also relevant. 60 "Aromatic" refers to compounds with C6-C 60 A divalent group with the same structure as an aryl group. When C6-C... 60 Aryl and C6-C 60 When each of the aryl groups independently comprises two or more rings, the two or more rings can fused together.

[0607] As used in this article, the term "C1-C" 60 "Heteroaryl" refers to a monovalent group having a heterocyclic aromatic system. In addition to 1 to 60 carbon atoms as the remaining cyclic atoms, a heterocyclic aromatic system has at least one heteroatom selected from N, O, Si, P, and S as a cyclic atom. For example, C1-C 20 heteroaryl. As used in this article, "C1-C" 60 "Hybrid aryl" refers to aryl groups with C1-C2 ... 60 Divalent groups with the same structure as heteroaryl groups. C1-C 60 Non-limiting examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, carbazoleyl, and isoquinolinyl. When C1-C 60 heteroaryl and C1-C 60 When each heteroaryl group independently comprises two or more rings, the two or more rings can fused together.

[0608] As used in this article, the term "C6-C" 60 "Aryloxy group" refers to the group consisting of -OA 102 (where A) 102 For C6-C 60 Aryl) represents a monovalent group, and as used herein, the term "C6-C" is used in this context. 60 "Arylthio" refers to the group consisting of -SA 103 (where A) 103 For C6-C 60Aryl group represents a monovalent group.

[0609] As used herein, the term "monovalent nonaromatic fused polycyclic group" refers to a monovalent group having two or more rings fused together, with only carbon atoms as cyclic atoms (e.g., having 8 to 60 carbon atoms), and lacking aromaticity throughout its molecular structure (e.g., the molecular structure is not aromatic overall). A non-limiting example of a monovalent nonaromatic fused polycyclic group is the fluorene group. As used herein, the term "divalent nonaromatic fused polycyclic group" refers to a divalent group having the same structure as a monovalent nonaromatic fused polycyclic group.

[0610] As used herein, the term "monovalent nonaromatic fused heterocyclic group" refers to a monovalent group having two or more fused rings, having at least one heteroatom selected from N, O, Si, P, and S as a cyclic atom in addition to carbon atoms (e.g., having 1 to 60 carbon atoms), and lacking aromaticity throughout its molecular structure (e.g., the molecular structure is not aromatic overall). A non-limiting example of a monovalent nonaromatic fused heterocyclic group is 1,2,3,4-tetrahydroquinolinyl. As used herein, the term "divalent nonaromatic fused heterocyclic group" refers to a divalent group having the same structure as a monovalent nonaromatic fused heterocyclic group.

[0611] As used in this article, the term "C5-C" 60 A "carbocyclic group" refers to a monocyclic or polycyclic group consisting of 5 to 60 carbon atoms that are the only carbon atoms forming the ring. (C5-C) 60 The carbocyclic group can be an aromatic carbocyclic group or a non-aromatic carbocyclic group. (C5-C) 60 The carbocyclic group can be cyclic (e.g., benzene), monovalent (e.g., phenyl), or divalent (e.g., phenylene). In one or more embodiments, depending on the linkage to C5-C... 60 The number of substituents in the carbocyclic group, C5-C 60 The carbon ring group can be a trivalent group or a tetravalent group.

[0612] As used in this article, the term "C1-C" 60 "Heterocyclic group" refers to a group with a C5-C6 bond structure. 60 Groups with the same structure as carbocyclic groups differ in that, in addition to carbon atoms (the number of cyclic carbon atoms can range from 1 to 60), they also use at least one heteroatom selected from N, O, Si, P, and S as cyclic atoms.

[0613] In this specification, C5-C is replaced. 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted C3-C 10 Cycloalkylene, substituted C1-C 10Heterocyclic alkyl groups, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 aryl, substituted C1-C 60 Hypoaryl, substituted divalent nonaromatic fused polycyclic groups, substituted divalent nonaromatic fused heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C6-C 60 aryloxy groups, substituted C6-C 60 Arylthioyl, 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 heterocyclic group may be selected from:

[0614] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkoxy

[0615] Each is selected from at least one of the following C1-C substituted. 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 11 (Q) 12 (Q)13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 ) and -P(=O)(Q 11 (Q) 12 );

[0616] C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups;

[0617] Each is selected from at least one of the following C3-C substituted. 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21(Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 ) and -P(=O)(Q 21 (Q) 22 ),as well as

[0618] -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

[0619] Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 aryloxy group, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, biphenyl and terphenyl.

[0620] As used herein, the term "Ph" refers to phenyl, "Me" refers to methyl, "Et" refers to ethyl, and "tert-Bu" or "Bu" refers to ethyl. t "Refers to tert-butyl, and as used herein, the term "OMe" refers to methyl methacrylate (MMA).

[0621] As used herein, the term "biphenyl" can refer to "a phenyl group substituted with a phenyl group." For example, "biphenyl" can be a phenyl group having a C6-C ratio. 60 Aryl groups are substituted phenyl groups.

[0622] As used herein, the term "terphenyl" can refer to "a phenyl group substituted with a biphenyl group." For example, "terphenyl" can be a phenyl group having a C6-C substituted phenyl group. 60 Aryl-substituted C6-C 60 Aryl groups are substituted phenyl groups.

[0623] Unless otherwise defined, as used herein, *, *' and *'' each refer to the binding site of the adjacent atom in the corresponding formula.

[0624] The compounds according to the embodiments and the organic light-emitting devices according to the embodiments will be described in more detail below with reference to synthesis examples and embodiments. The phrase "using B instead of A" used in the description of the synthesis examples means using the same molar equivalent of B to replace A.

[0625] Example

[0626] Synthesis Example 1: Synthesis of Compound 1

[0627]

[0628] 1) Synthetic intermediate [1-A]

[0629] 2-Chloro-3-nitropyridine (1 eq), (3-methoxyphenyl)boronic acid (1.5 eq), Pd(PPh3)4 (10 mol%), and K2CO3 (2 eq) were suspended in a mixed solution of DMF:H2O (at a ratio of 10:1) and stirred at 120 °C for 12 hours. The resulting reaction mixture was extracted using chloromethane and distilled water. The extracted organic layer was washed three times with distilled water, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The concentrate was purified by column chromatography to give intermediate [1-A] (yield: 70%).

[0630] 2) Synthetic intermediates [1-B]

[0631] Intermediate [1-A] and PPh3 (2 eq) were suspended in o-dichlorobenzene and stirred under reflux for 12 hours. The resulting reaction mixture was extracted using chloromethane and distilled water. The extracted organic layer was washed three times with distilled water, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The concentrate was purified by column chromatography to obtain intermediate [1-B] (yield: 50%).

[0632] 3) Synthetic intermediate [1-C]

[0633] Intermediate [1-B] was dissolved in THF, and n-BuLi (1.2 eq) was added dropwise at -78 °C, with the resulting mixture stirred for 2 hours. Bromodimethyltrimethylborane dissolved in THF was added to the resulting mixture, and the mixture was stirred for 30 minutes. The reaction temperature was then slowly increased. The resulting reaction mixture was extracted using an aqueous solution of NH4Cl and dichloromethane. The extracted organic layer was washed three times with distilled water, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The concentrate was purified by column chromatography to obtain intermediate [1-C] (yield: 65%).

[0634] 4) Synthetic intermediate [1-D]

[0635] Intermediate [1-C] was suspended in HBr (0.5 M) and acetic acid (0.5 M), and the reaction was stirred for 12 hours after the temperature was raised to 120 °C. The resulting reaction mixture was neutralized with 0.3 M NaOH aqueous solution, and the resulting solid was filtered. The filtered solid was extracted using dichloromethane and distilled water. The extracted organic layer was washed three times with distilled water, dried with magnesium sulfate, filtered, and concentrated under reduced pressure. The concentrate was purified by column chromatography to obtain intermediate [1-D] (yield: 75%).

[0636] 5) Synthetic intermediate [1-E]

[0637] Intermediate [1-D], 1-(3-bromophenyl)-1H-imidazole (1.0 eq), cuprous iodide (0.1 eq), potassium phosphate (2.0 eq), and L-proline (0.1 eq) were suspended in 100 mL of dimethylformamide solvent, and the reaction mixture was stirred for 12 hours after the temperature was raised to 120 °C. The resulting reaction mixture was extracted using chloromethane and distilled water. The extracted organic layer was washed three times with distilled water, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The concentrate was purified by column chromatography to obtain intermediate [1-E] (yield: 70%).

[0638] 6) Synthetic intermediates [1-F]

[0639] Intermediate [1-E] was dissolved in acetone, and iodomethane (2 eq) was added. The resulting mixture was then stirred at room temperature for 24 hours. After the reaction was complete, the solvent was removed under reduced pressure, and the concentrate was purified by column chromatography to obtain intermediate [1-F] (yield: 80%).

[0640] 7) Synthesize compound 1

[0641] Intermediate [1-F] (1.0 eq), sodium acetate (3.0 eq), and dichloro(1,5-cyclooctadiene)platinum(II) (1.1 eq) were suspended in a 1,4-dioxane solvent. The reaction temperature was raised to 120 °C, and the resulting reaction mixture was stirred for 12 hours. After the reaction was complete, the solvent was removed under reduced pressure. The product was purified by column chromatography to give compound 1 (yield: 40%).

[0642] Synthesis Example 2: Synthesis of Compound 2

[0643] Compound 2 was obtained in essentially the same manner as in Synthesis Example 1, except that (4-bromophenyl)dimestrimethylborane was used instead of bromodimestrimethylborane.

[0644] Synthesis Example 3: Synthesis of Compound 3

[0645] Compound 3 was obtained in essentially the same manner as in Synthesis Example 1, except that (4-bromo-2,3,5,6-tetramethylphenyl)dimetrimethylborane was used instead of bromodimetrimethylborane.

[0646] Synthesis Example 4: Synthesis of Compound 4

[0647] Compound 4 was obtained in essentially the same manner as in Synthesis Example 1, except that 1-(3-bromophenyl)-1H-benzo[d]imidazole was used instead of 1-(3-bromophenyl)-1H-imidazole.

[0648] Synthesis Example 5: Synthesis of Compound 5

[0649] Compound 5 was obtained in essentially the same manner as in Synthesis Example 1, except that 1-(3-bromophenyl)-4,5,6,7-tetrahydro-1H-benzo[d]imidazole was used instead of 1-(3-bromophenyl)-1H-imidazole.

[0650] Synthesis Example 6: Synthesis of Compound 6

[0651] Compound 6 was obtained in essentially the same manner as in Synthesis Example 1, except that 1-(3-bromo-5-(tert-butyl)phenyl)-1H-benzo[d]imidazole was used instead of 1-(3-bromophenyl)-1H-imidazole.

[0652] Synthesis Example 7: Synthesis of Compound 7

[0653] Compound 7 was obtained in essentially the same manner as in Synthetic Example 1, except that 1-chloro-2-nitrobenzene and (6-methoxypyridin-2-yl)boronic acid were used instead of 2-chloro-3-nitropyridine and (3-methoxyphenyl)boronic acid, respectively, and 1-(3-bromophenyl)-1H-benzo[d]imidazole was used instead of 1-(3-bromophenyl)-1H-imidazole.

[0654] Synthesis Example 8: Synthesis of Compound 8

[0655] Compound 8 was obtained in essentially the same manner as in Synthetic Example 1, except that 1-chloro-2-nitrobenzene and (6-methoxypyridin-2-yl)boronic acid were used instead of 2-chloro-3-nitropyridine and (3-methoxyphenyl)boronic acid, respectively; (4-bromo-2,3,5,6-tetramethylphenyl)dimetrimethylborane was used instead of bromodimetrimethylborane; and 1-(3-bromophenyl)-1H-benzo[d]imidazole was used instead of 1-(3-bromophenyl)-1H-imidazole.

[0656] The compounds synthesized according to Synthetic Examples 1 to 8 1 H NMR and MS / FAB are shown in Table 2.

[0657] The synthetic methods for compounds other than those shown in Table 2 should be readily understood by those skilled in the art by referring to the above-described synthetic mechanisms and raw materials.

[0658] Table 2

[0659]

[0660] Example

[0661] Example 1

[0662] As the anode, a material manufactured by Corning Incorporated will be formed with a 15 Ω / cm anode. 2 (1,200 Å) ITO glass substrates were cut to dimensions of 50 mm × 50 mm × 0.7 mm. The glass substrates were ultrasonically treated with isopropanol and pure water for 5 minutes each, then irradiated with ultraviolet (UV) light for 30 minutes, and exposed to ozone for cleaning. The resulting glass substrates were then loaded onto a vacuum deposition apparatus.

[0663] 2-TNATA was vacuum deposited on an ITO anode formed on a glass substrate to form a hole injection layer with a thickness of 600 Å. Then, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (NPB) was vacuum deposited on the hole injection layer to form a hole transport layer with a thickness of 300 Å.

[0664] On the hole transport layer, 3,3'-bis(9H-carbazole-9-yl)biphenyl (mCBP) as the host and compound 1 as the dopant were co-deposited (at a weight ratio of 90:10) to form an emission layer with a thickness of 300 Å.

[0665] A 50 Å thick hole-blocking layer is formed by vacuum deposition of diphenyl(4-(triphenylsilyl)phenyl)phosphine oxide (TSPO1) on the emitter layer. Next, Alq3 is deposited on the hole-blocking layer to form a 300 Å thick electron transport layer. LiF (an alkali halide metal) is then deposited on the electron transport layer to form a 10 Å thick electron injection layer. Finally, Al is vacuum deposited on the electron injection layer to form a 3,000 Å thick cathode, thus forming a LiF / Al electrode and completing the fabrication of the organic light-emitting device.

[0666] Examples 2 to 4

[0667] The organic light-emitting device was manufactured in essentially the same manner as in Example 1, except that the compounds shown in Table 3 were used instead of compound 1 as dopants in the formation of the emitting layer.

[0668] Comparative Examples 1 and 2

[0669] The organic light-emitting device was manufactured in essentially the same manner as in Example 1, except that compounds C1 and C2 were used instead of compound 1 as dopants in the formation of the emission layer.

[0670] Compound C1

[0671]

[0672] Compound C2

[0673]

[0674] For the organic light-emitting devices manufactured according to Examples 1 to 4 and Comparative Examples 1 and 2, measurements were taken at 50 mA / cm² using a voltmeter (Keithley SMU 236) and a luminance meter (PR650). 2 The driving voltage, brightness, luminous efficiency, and maximum emission wavelength at the given current density were measured, along with the lifetime (T). 90 The value represents the time it takes for the brightness to decrease to 90% of the initial brightness of the light-emitting device. The results are shown in Table 3.

[0675] Table 3

[0676]

[0677]

[0678] As shown in Table 3, it is confirmed that, compared with the organic light-emitting devices of Comparative Examples 1 and 2, the organic light-emitting devices of Examples 1 to 4, which use compounds according to embodiments of the present disclosure as dopants, each exhibit low driving voltage, high efficiency, high color purity, and / or long lifetime.

[0679] In other words, it has been proven that when the organometallic compounds according to this disclosure are used in organic light-emitting devices, the organic light-emitting devices can have excellent effects in terms of driving voltage, efficiency, color purity and / or lifetime.

[0680] According to one or more embodiments, organic light-emitting devices comprising organometallic compounds of this embodiment can have low driving voltage, high efficiency, and easily controllable emission wavelength, thereby exhibiting high color purity.

[0681] As used herein, the terms "use," "using," and "used" can be considered synonymous with the terms "utilize," "utilizing," and "utilized," respectively.

[0682] In addition, the terms "substantially," "about," and similar terms are used as approximate terms rather than terms of degree, and are intended to explain the inherent biases in measurements or calculations that would be recognized by a person skilled in the art.

[0683] Furthermore, any numerical ranges listed herein are intended to include all subranges with the same numerical precision covering the listed range. For example, the range "1.0 to 10.0" is intended to include all subranges between the listed minimum value of 1.0 and the listed maximum value of 10.0 (and inclusive), 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 listed herein is intended to include all lower numerical limits covered therein, and any minimum numerical limit listed in this specification is intended to include all higher numerical limits covered therein. Accordingly, the applicant reserves the right to amend this specification (including the claims) to expressly list any subranges covered within the scope expressly listed herein.

[0684] It should be further understood that the terms "comprises" and / or "comprising" as used herein specify the presence of a feature or component of the description, but do not exclude the presence or addition of one or more other features or components.

[0685] It should be understood that the embodiments described herein should be considered descriptive only and not for limiting purposes. Descriptions of features or aspects within each embodiment should generally be considered applicable to other similar features or aspects in other embodiments. While one or more embodiments have been described with reference to the figures, those skilled in the art will understand that various changes in form and detail may be made without departing from the spirit and scope of this disclosure as defined by the appended claims and their equivalents.

Claims

1. An organic light-emitting device, comprising: First electrode; The second electrode facing the first electrode; as well as An organic layer between the first electrode and the second electrode, the organic layer including an emission layer. The emission layer comprises a first compound, a second compound, and a third compound. The first compound and the second compound each independently comprise compounds represented by formula 301, and The third compound includes organometallic compounds represented by formula 1-1: Equation 1-1 ， Formula 301 [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 ,as well as Among them, in Equations 1-1 and 301, M is platinum. Y1 is C, and Y2 to Y4 are each independently N or C. CY1 is selected from groups represented by free formulas CY1-14 and CY1-15, and CY2 is a group represented by formula CY2-1. ， A1 to A4 are each independently selected from chemical bonds. T1 is a single bond, and T2 is selected from *-O-*', *-S-*', and *-Se-*'. a1 and a2 are each independent integers selected from 0 to 3, and the sum of a1 and a2 is 2 or greater. L1 represents unsubstituted or substituted C5-C. 60 Carbocyclic group, c1 is 0 Ar1 and Ar2 are derived from Equation 5-1 The group represented, X 12 For C(R) 12 ) or N, X 13 For C(R) 13 ) or N, X 15 For C(R) 15 ) or N, X 16 For C(R) 16 ) or N, X 17 For C(R) 17 ) or N, X 18 For C(R) 18 ) or N, X 21 For C(R) 21 ) or N, X 22 For C(R) 22 ) or N, X 23 For C(R) 23 ) or N, X 31 For C(R) 31 ) or N, X 32 For C(R) 32 ) or N, X 41 For C(R) 41 ) or N, X 42 For C(R) 42 ) or N, and X 43 For C(R) 43 ) or N, R1, R2, R 12 To R 18 R 21 To R 23 R 31 R 32 and R 41 To R 43 Each is selected independently from: Hydrogen, deuterium, -F, -Cl, -Br, -I and Cl-C 20 alkyl; C1-C substituted by at least one of the following 20 Alkyl groups: deuterium, -F, -Cl, -Br, -I, phenyl, and biphenyl; Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, phenanthryl, and anthracene; and Each of the following is selected as a phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, phenanthryl, and anthracene substituted with at least one of the following: deuterium, -F, -Cl, -Br, -I, C1-C 20 Alkyl, -CF3, -CCl3, -CBr3, -CI3, phenyl, biphenyl, naphthyl, fluorenyl, spiro-difluorenyl, phenanthryl, and anthraceneyl; b1 and b2 are each independent integers selected from 1 to 10. n1 is an integer selected from 1 to 5. Z 31 Selected from hydrogen, deuterium, -F, -Cl, -Br, -I, -CF3, -CF2H, -CFH2, Cl-C 20 Alkyl and phenyl; e5 is an integer selected from 1 to 5. Ar 301 For substituted or unsubstituted C5-C 60 The carbocyclic group is either substituted or unsubstituted C1-C. 60 Heterocyclic groups, xb11 is 1, 2, or 3. L 301 Selected from substituted or unsubstituted C3-C 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, and substituted or unsubstituted divalent nonaromatic fused heterocyclic groups. xb1 is an integer from 0 to 5. R 301 Selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkyne group, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, -Si(Q 301 (Q) 302 (Q) 303 -N(Q) 301 (Q) 302 -B(Q) 301 (Q) 302 -C(=O)(Q) 301 -S(=O)2(Q) 301 ) and -P(=O)(Q 301 (Q) 302 ), xb21 is an integer from 1 to 5. Q 301 To Q 303 Each is independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl, The substituted C5-C 60 Carbocyclic groups, the substituted C1-C 60 Heterocyclic groups, the substituted C1-C 60 Alkyl groups, the substituted C2-C 60 alkenyl, the substituted C2-C 60 alkynyl group, the substituted C1-C 60 Alkoxy groups, the substituted C3-C 10 cycloalkyl, the substituted C1-C 10 Heterocyclic alkyl groups, the substituted C3-C 10 cycloalkenyl, the substituted C1-C 10 Heterocyclic alkenyl groups, the substituted C6-C 60 Aryl, the substituted C6-C 60 aryloxy groups, the substituted C6-C 60 Arylthioyl, the substituted C1-C 60 The heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and at least one substituent of the substituted monovalent non-aromatic fused heterocyclic group are selected from: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkoxy; Each is selected from at least one of the following C1-C substituted. 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 ) and -P(=O)(Q 11 (Q) 12 ); C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups; Each is selected from at least one of the following C3-C substituted. 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 ) 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 )和-P(=O)(Q 31 )(Q 32 ) and Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each is independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 aryloxy group, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, biphenyl and terphenyl.

2. The organic light-emitting device as claimed in claim 1, wherein... The first electrode is the anode. The second electrode is the cathode. The organic layer further includes a hole transport region between the first electrode and the emitter layer, and an electron transport region between the emitter layer and the second electrode. The hole transport region includes a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof, and The electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

3. The organic light-emitting device of claim 1, wherein the first compound and the second compound are each the main components, and the third compound is a phosphorescent dopant.

4. The organic light-emitting device of claim 1, wherein the organic light-emitting device further comprises a fourth compound, and the fourth compound comprises a compound represented by formula 501: Formula 501 In Equation 501, Ar 501 For substituted or unsubstituted C5-C 60 The carbocyclic group is either substituted or unsubstituted C1-C. 60 Heterocyclic groups, L 501 To L 503 Each is independently selected from substituted or unsubstituted C3-C. 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, and substituted or unsubstituted divalent nonaromatic fused heterocyclic groups. xd1 to xd3 are each an independent integer selected from 0 to 3. R 501 and R 502 Each is independently selected from substituted or unsubstituted C3-C. 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, and substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, and xd4 is an integer from 1 to 6, and Replacement C3-C 10 Cycloalkylene, substituted C1-C 10 Heterocyclic alkyl groups, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 aryl, substituted C1-C 60 Hypoaryl, substituted divalent nonaromatic fused polycyclic groups, substituted divalent nonaromatic fused heterocyclic groups, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C6-C 60 aryloxy groups, substituted C6-C 60 Arylthioyl, substituted C1-C 60 At least one substituent of the heteroaryl group, the substituted monovalent nonaromatic fused polycyclic group, and the substituted monovalent nonaromatic fused heterocyclic group is selected from: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkoxy; Each is selected from at least one of the following C1-C substituted. 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 ) and -P(=O)(Q 11 (Q) 12 ); C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups; Each is selected from at least one of the following C3-C substituted. 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 ) 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 ) and Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each is independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 aryloxy group, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, biphenyl and terphenyl.

5. The organic light-emitting device of claim 4, wherein the fourth compound is a fluorescent dopant.

6. The organic light-emitting device of claim 1, wherein the amount of the organometallic compound is from 0.01 parts by weight to 49.99 parts by weight, based on 100 parts by weight of the emitting layer.

7. The organic light-emitting device of claim 1, wherein the emitting layer emits blue light having a maximum emission wavelength of 430 nm to 490 nm.

8. The organic light-emitting device of claim 2, wherein the electron transport region comprises a phosphine oxide compound.

9. The organic light-emitting device as claimed in claim 1, wherein: Y1 to Y3 are each independently C, and Y4 is N; or Y1, Y2 and Y4 are each independently C, and Y3 is N.

10. The organic light-emitting device of claim 1, wherein CY1 is selected from imidazole ring, triazole ring, tetraazole ring and benzimidazole ring, and CY2 is selected from benzene ring, pyridine ring, pyrimidine ring, pyrazine ring and triazine ring.

11. The organic light-emitting device as claimed in claim 1, wherein a1 and a2 are each 1.

12. The organic light-emitting device of claim 1, wherein Ar1 and Ar2 are each independently selected from groups represented by formulas 6-1 to 6-28 and 6-36 to 6-49: ,as well as in, In equations 6-1 to 6-28 and equations 6-36 to 6-49 i-Pr is isopropyl. t-Bu is tert-butyl. Ph is a phenyl group, and * Indicates the binding site with adjacent atoms.

13. The organic light-emitting device of claim 1, wherein the organometallic compound is represented by formulas 1-2: Formula 1-2 as well as in, In Equation 1-2, M, Y2 to Y4, T2, L1, c1, Ar1, Ar2, and n1 are the same as those described in Associative Equation 1-1. X 12 For C(R) 12 ) or N, X 13 For C(R) 13 ) or N, X 21 For C(R) 21 ) or N, X 22 For C(R) 22 ) or N, X 23 For C(R) 23 ) or N, X 31 For C(R) 31 ) or N, X 32 For C(R) 32 ) or N, X 41 For C(R) 41 ) or N, X 42 For C(R) 42 ) or N, and X 43 For C(R) 43 ) or N, R 12 To R 14 Each is the same as described in combination with R1. R 21 To R 23 Each is the same as described in combination with R2. R 31 and R 32 Each is the same as described in combination with R3, and R 41 To R 43 Each is identical to the one described in combination with R4.

14. The organic light-emitting device as claimed in claim 1, wherein, In Equation 1-1, M is platinum. Y1 and Y2 are C, and Y3 and Y4 are each independently N or C. CY1 is selected from groups represented by free formulas CY1-14 and CY1-15, and CY2 is a group represented by formula CY2-1. ， A1 to A4 are each independently selected from chemical bonds. T1 is a single bond, and T2 is *-O-*'. a1 and a2 are each independent integers selected from 0 to 3, and the sum of a1 and a2 is 2 or greater. L1 represents unsubstituted or substituted C5-C. 60 Carbocyclic group, c1 is 0 Ar1 and Ar2 are derived from Equation 5-1 The group represented, X 12 For C(R) 12 ), X 13 For C(R) 13 ), X 15 For C(R) 15 ), X 16 For C(R) 16 ), X 17 For C(R) 17 ), X 18 For C(R) 18 ), X 21 For C(R) 21 ), X 22 For C(R) 22 ), X 23 For C(R) 23 ), X 31 For C(R) 31 ), X 32 For C(R) 32 ), X 41 For C(R) 41 ), X 42 For C(R) 42 ), and X 43 For C(R) 43 ), R1, R2, R 12 To R 13 R 15 To R 18 R 21 R 23 R 31 R 32 and R 41 To R 43 Each is independently hydrogen. R 14 It is methyl. R 22 It is hydrogen or tert-butyl. b1 and b2 are each independent integers selected from 1 to 10. n1 is 1, Z 31 It is methyl; e5 is an integer selected from 1 to 5.

15. The organic light-emitting device of claim 1, wherein the organometallic compound is selected from compounds 1, 4, 6, 7, and 10: 。 16. An organic light-emitting device, comprising: First electrode; The second electrode facing the first electrode; as well as An organic layer between the first electrode and the second electrode, the organic layer including an emission layer. in The emission layer comprises a first compound, a second compound, and a third compound. The first compound and the second compound each comprise compounds represented by formula 301, and The third compound includes organometallic compounds selected from compounds 5 and 9: ， Formula 301 [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 ,as well as In Equation 301, Ar 301 For substituted or unsubstituted C5-C 60 The carbocyclic group is either substituted or unsubstituted C1-C. 60 Heterocyclic groups, xb11 is 1, 2, or 3. L 301 Selected from substituted or unsubstituted C3-C 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, and substituted or unsubstituted divalent nonaromatic fused heterocyclic groups. xb1 is an integer from 0 to 5. R 301 Selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkyne group, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, -Si(Q 301 (Q) 302 (Q) 303 -N(Q) 301 (Q) 302 -B(Q) 301 (Q) 302 -C(=O)(Q) 301 -S(=O)2(Q) 301 ) and -P(=O)(Q 301 (Q) 302 ), xb21 is an integer from 1 to 5. Q 301 To Q 303 Each is independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl, The substituted C5-C 60 Carbocyclic groups, the substituted C1-C 60 Heterocyclic groups, the substituted C1-C 60 Alkyl groups, the substituted C2-C 60 alkenyl, the substituted C2-C 60 alkynyl group, the substituted C1-C 60 Alkoxy groups, the substituted C3-C 10 cycloalkyl, the substituted C1-C 10 Heterocyclic alkyl groups, the substituted C3-C 10 cycloalkenyl, the substituted C1-C 10 Heterocyclic alkenyl groups, the substituted C6-C 60 Aryl, the substituted C6-C 60 aryloxy groups, the substituted C6-C 60 Arylthioyl, the substituted C1-C 60 The heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and at least one substituent of the substituted monovalent non-aromatic fused heterocyclic group are selected from: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkoxy; Each is selected from at least one of the following C1-C substituted. 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 ) and -P(=O)(Q 11 (Q) 12 ); C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups; Each is selected from at least one of the following C3-C substituted. 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 ) 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 ), and Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each is independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 aryloxy group, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, biphenyl and terphenyl.

Images