Organometallic compound and organic light emitting device including the same

Abstract

An organometallic compound is represented by Formula 1. An organic light emitting device includes a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode and including an emission layer. The organic light emitting device further includes at least one organometallic compound represented by Formula 1:

Description

[0001] Cross-references to related applications

[0002] This application claims priority and benefit to Korean Patent Application No. 10-2019-0079689, filed on July 2, 2019, with the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference. Technical Field

[0003] One or more embodiments of this disclosure relate to organometallic compounds and organic light-emitting devices including the same. Background Technology

[0004] Organic light-emitting devices (OLEDs) are self-emitting devices that, compared to other devices in the field, have wide viewing angles, high contrast, short response times, and superior characteristics in terms of brightness, driving voltage, and response speed, and produce full-color images.

[0005] An OLED may include a first electrode 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 by the first electrode can move toward the emitter layer through the hole transport region, and electrons supplied by the second electrode can move toward 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 excited states (e.g., transitions or relaxations) to the ground state, thereby generating light. Summary of the Invention

[0006] One or more embodiments of this disclosure include novel organometallic compounds and organic light-emitting devices including the same.

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

[0008] According to an aspect of the implementation, the organometallic compound is represented by Formula 1:

[0009] Formula 1

[0010]

[0011] In Equation 1,

[0012] 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).

[0013] Y1 to Y4 can each be independently N, C or Si.

[0014] T1 to T4 can each be independently a chemical bond, O, S, B(R'), N(R'), P(R'), C(R')(R"), Si(R')(R"), Ge(R')(R"), C(=O), B(R')(R"), N(R')(R"), or P(R')(R"); and when T1 is a chemical bond, Y1 can directly bind to M; when T2 is a chemical bond, Y2 can directly bind to M; when T3 is a chemical bond, Y3 can directly bind to M; and when T4 is a chemical bond, Y4 can directly bind to M.

[0015] Two of the bonds selected from the bonds between M and Y1 or T1, M and Y2 or T2, M and Y3 or T3, and M and Y4 or T4 can each be coordinate bonds, and the other two bonds can each be ionic bonds.

[0016] A1 to A3 can each be independently selected from C5-C 60 Carbocyclic groups and C1-C 60 Heterocyclic groups,

[0017] X1 to X3 can each be independently B, N, P, As, C(R4), Si(R4), or Ge(R4).

[0018] L1 to L3 can be independently selected from single bonds, double bonds, *-N(R5)-*', *-B(R5)-*', *-P(R5)-*', *-C(R5)(R6)-*', *-Si(R5)(R6)-*', *-Ge(R5)(R6)-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R5)=*', *=C(R5)-*', *-C(R5)=C(R6)-*', *-C(=S)-*', and *-C≡C-*'.

[0019] a1 to a3 can each be an integer selected from 0 to 3 independently; and when a1 is 0, A1 may not be bound to A2, when a2 is 0, A2 may not be bound to A3, and when a3 is 0, A3 may not be bound to the 6-membered ring including X2, X3, and Y4.

[0020] R', R" 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, substituted or unsubstituted C1-C 60Alkoxy, 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, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) and -P(=S)(Q1)(Q2),

[0021] b1 to b3 can each be an integer selected from 0 to 20 independently.

[0022] Two groups selected from i) R1 in number b1, ii) R2 in number b2, and iii) R3 in number b3, R4, R5, and R6 may optionally combine to form substituted or unsubstituted C5-C 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups,

[0023] Q1 to Q3 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl 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, C1-C 60 Heteroaryloxy, C1-C 60Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, biphenyl and terphenyl

[0024] * and *' each indicate the binding site with the adjacent atom, and

[0025] Replacement 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 heteroaryl, substituted C1-C 60 Heteroaryl groups, substituted C1-C 60 heteroaryl thiols, substituted C5-C 30 Carbocyclic groups, substituted C1-C 30 At least one substituent from the heterocyclic group, the substituted monovalent nonaromatic fused polycyclic group, and the substituted monovalent nonaromatic fused heterocyclic group may be selected from:

[0026] 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;

[0027] Each is substituted by at least one of the following C1-C 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-C60 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 );

[0028] 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;

[0029] Each is replaced by at least one of the following 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: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl 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 60Heteroaryl, 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

[0030] -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 ),

[0031] 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 alkynyl 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, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heterocyclic group; C1-C substituent with at least one selected from deuterium, -F and cyano. 60 Alkyl group; C6-C substituted with at least one group selected from deuterium, -F and cyano. 60 Aryl; biphenyl; and terphenyl.

[0032] According to another aspect of the embodiments, the organic light-emitting device may include a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode, including an emission layer.

[0033] The aforementioned organic light-emitting device includes at least one organometallic compound represented by Formula 1. Attached Figure Description

[0034] The above and other aspects and features of certain embodiments of this disclosure will become more apparent from the following description taken in conjunction with the accompanying drawings, in which:

[0035] Figure 1 A schematic cross-sectional view of an embodiment of the organic light-emitting device; Figure 2 A schematic cross-sectional view of an embodiment of the organic light-emitting device; Figure 3 A schematic cross-sectional view of an embodiment of an organic light-emitting device; and Figure 4 This is a schematic cross-sectional view of an embodiment of an organic light-emitting device. Detailed Implementation

[0036] The embodiments will now be described in more detail with examples thereof in the accompanying drawings, wherein the same reference numerals refer to the same elements throughout. In this regard, the embodiments may take different forms and should not be construed as limited to the description set forth herein. Therefore, with reference to the figures, only embodiments described herein are presented to explain aspects of the embodiments described herein. As used herein, the term “and / or” includes any and all combinations of one or more of the associated enumerated items. For example, the expression “at least one,” when preceding a column of elements, modifies the entire column of elements without modifying any individual elements in that column.

[0037] Organometallic compounds can be represented by Formula 1:

[0038] Formula 1

[0039]

[0040] The organometallic compounds represented by Formula 1 possess a triplet metal neutral state ( 3 Energy levels (E) of the MC state 3MC The triplet metal-to-ligand charge-transfer state of organometallic compounds represented by Equation 1 is comparable. 3 MLCT state) energy level (E 3MLCT )higher.

[0041] In some embodiments, the organometallic compound may satisfy E3 ≥ 12 kcal / mol, wherein E3 may be defined by Equation 1:

[0042] Equation 1

[0043] E3=||E 3MLCT |-|E 3MC ||

[0044] When the organometallic compound has an E3 value within the above-mentioned range, from the organometallic compound... 3 MLCT state (luminescent state) to 3 The probability of exciton transitions in the MC state (non-luminescent state) can be reduced; therefore, the organometallic compounds represented by Equation 1 can exhibit excellent stability in the excited state. Thus, due to the... 3 MLCT state transition to 3 The reduced probability of the MC state leads to improved excited-state stability of organometallic compounds, resulting in improved efficiency and lifetime for organic light-emitting devices using organometallic compounds represented by Equation 1.

[0045] 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).

[0046] In some implementations, M can be selected from Pt, Pd, Cu, Ag, Au, Rh, Ir, Ru, and Os.

[0047] In some implementations, M may be Pt, but the implementation is not limited to this.

[0048] In Equation 1, Y1 to Y4 can each be independently N, C, or Si.

[0049] T1 to T4 can each independently be a chemical bond, O, S, B(R'), N(R'), P(R'), C(R')(R"), Si(R')(R"), Ge(R')(R"), C(=O), B(R')(R"), N(R')(R"), or P(R')(R"); and when T1 is a chemical bond, Y1 can directly bind to M; when T2 is a chemical bond, Y2 can directly bind to M; when T3 is a chemical bond, Y3 can directly bind to M; and when T4 is a chemical bond, Y4 can directly bind to M.

[0050] Two of the bonds selected from the bonds between M and Y1 or T1, M and Y2 or T2, M and Y3 or T3, and M and Y4 or T4 can each be coordinate bonds (also called coordinate covalent bonds or coordinate bonds), and the other two bonds can each be ionic bonds.

[0051] In some embodiments, in Formula 1, T1 through T4 may each be a chemical bond, at least one of the bonds between Y1 and M and between Y2 and M may be a coordinate bond, Y1 may be N, and Y2 may be C. As used herein, the term "chemical bond" may refer to any suitable chemical bond, such as, for example, a covalent bond, a coordinate covalent bond (e.g., a coordinate bond or a dative bond), or an ionic bond.

[0052] In some embodiments, in Formula 1, T1 to T4 can each be a chemical bond, Y3 and Y4 can each be C, and the bond between Y4 and M can be an ionic bond.

[0053] In some implementations, Y1 in Equation 1 may be N, and Y2 to Y4 may each be C, but the implementation is not limited to this.

[0054] In Equation 1, A1 to A3 can each be independently selected from C5-C 60 Carbocyclic groups and C1-C 60 Heterocyclic groups.

[0055] X1 to X3 can each be independently B, N, P, As, C(R4), Si(R4), or Ge(R4).

[0056] L1 to L3 can each be independently selected from single bonds, double bonds, *-N(R5)-*', *-B(R5)-*', *-P(R5)-*', *-C(R5)(R6)-*', *-Si(R5)(R6)-*', *-Ge(R5)(R6)-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R5)=*', *=C(R5)-*', *-C(R5)=C(R6)-*', *-C(=S)-*', and *-C≡C-*', and

[0057] a1 to a3 can each be an integer selected from 0 to 3 independently; and when a1 is 0, A1 may not be bound to A2, when a2 is 0, A2 may not be bound to A3, and when a3 is 0, A3 may not be bound to the 6-membered ring including X2, X3 and Y4.

[0058] In some implementations, in Equation 1, A1 to A3 can each be independently selected from:

[0059] Phenyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, cyclopentyl, cyclopentadienyl, furanyl, thiophenyl, pyrrolyl, thiopyrrolyl, oxazolyl, isoxazolyl, oxadiazolyl, isoxadiazolyl, oxtriazolyl, isoxtriazolyl, thiazolyl, isothiazolyl, thiazolyl, isothiazolyl, thiazolyl, isothiazolyl, isothiazolyl, pyrazolyl, imidazole, benzimidazole, triazolyl, 1,2,4-triazolyl, tetrazolyl, azathiopyrrolyl, diazathiopyrrolyl, triazathiopyrrolyl, cyclohexyl, and cyclohexenyl.

[0060] In some embodiments, A1 may be selected from pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, and triazinyl, A2 may be selected from imidazolyl and benzimidazinyl, or A3 may be selected from phenyl.

[0061] In some embodiments, A1 may be selected from pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, and triazinyl, and A2 may be selected from imidazole and benzimidazinyl. In some embodiments, A1 may be selected from pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, and triazinyl, and A3 may be selected from phenyl. In some embodiments, A2 may be selected from imidazole and benzimidazinyl, and A3 may be selected from phenyl.

[0062] In some embodiments, in Formula 1, when a1 is 0 and A1 does not bind to A2, A1 can be any group represented by Formula 2A-1 to Formula 2A-4:

[0063]

[0064] Among them, in equations 2A-1 to 2A-4,

[0065] Y 21 It can be N or C(R) 21 ), Y 22 It can be N or C(R) 22 ), Y 23 It can be N or C(R) 23 ), Y 24 It can be N or C(R) 24 ),

[0066] R 21 To R 24 Each can be understood independently by referring to the descriptions of R', R" and R1 to R6 provided in this article, and

[0067] * indicates the binding site with T1, and *' indicates the binding site with N in Formula 1.

[0068] In some embodiments, A1 may be a group represented by formula 2A-1, Y 21 It can be C(R) 21 ), Y 22 It can be C(R) 22 ), Y 23 It can be C(R) 23 ), Y 24 It can be C(R) 24 ), and R 24 It can be hydrogen.

[0069] In some embodiments, A1 may be a group represented by any one of formulas 2A-2 to 2A-4, Y 21 It can be C(R) 21 ), Y 22 It can be C(R) 22 ), Y 23 It can be C(R) 23 ), and R 23 It can be hydrogen.

[0070] In some embodiments, in Formula 1, when a1 is 0 and A1 does not bind to A2, A2 can be a group represented by any one of Formula 2B-1 and Formula 2B-2:

[0071]

[0072] Among them, in equations 2B-1 to 2B-2,

[0073] Y 25 It can be N or C(R) 25 ), Y 26 It can be N or C(R) 26 ), Y 27 It can be N or C(R) 27 ), Y 28 It can be N or C(R) 28 ), Y 29 It can be N or C(R) 29 ), Y 30 It can be N or C(R) 30 ),

[0074] R 25 To R 30 Each can be understood independently by referring to the descriptions of R', R" and R1 to R6 provided in this article, and

[0075] * indicates the binding site with T2, and *' indicates the binding site with L2.

[0076] In some implementations, X1 and X3 may each be C(R4), and X2 may be N or C(R4).

[0077] In some implementations, a1 can be 0, a2 and a3 can each be 1, L2 can be a single bond, and L3 can be *-O-*'.

[0078] In Formula 1, R', R" 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, 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, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) and -P(=S)(Q1)(Q2),

[0079] b1 to b3 can each be an integer selected from 0 to 20 independently.

[0080] Two groups selected from i) R1 in number b1, ii) R2 in number b2, and iii) R3 in number b3, R4, R5, and R6 may optionally combine to form substituted or unsubstituted C5-C 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups,

[0081] Q1 to Q3 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60alkenyl, C2-C 60 alkynyl 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, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, biphenyls and terphenyls, and

[0082] * and *' each indicate the binding site with the adjacent atom.

[0083] In some embodiments, R', R" and R1 to R6 may each be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl and C1-C 20 Alkoxy;

[0084] Each is substituted by at least one of the following C1-C 20 Alkyl and C1-C 20 Alkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl and C1-C 20 Alkoxy;

[0085] Cyclopentyl, cyclohexyl, phenyl, naphthyl, pyridyl, pyrazinyl, pyridazinyl, pyrroleyl, indoleyl, isoindoleyl, indazoleyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, cenolinyl, and triazinyl; and

[0086] Each of the following is substituted with at least one of the following: cyclopentyl, cyclohexyl, phenyl, naphthyl, pyridyl, pyrazinyl, pyridazinyl, pyrroleyl, indolyl, isoyindolyl, indazoleyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, cyclophosphinyl, and triazinyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, indoleyl, isoindoleyl, indazoleyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, triazinyl, -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

[0087] -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) and -P(=O)(Q1)(Q2),

[0088] Among them, Q1 to Q3 and Q 31 To Q 33 Each can be selected independently:

[0089] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 20 Aryl, C1-C 20 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups.

[0090] In some implementations, R1 can be C1-C 20 Alkyl groups, or each of which is formed by at least one C1-C2 group. 20 Alkyl-substituted C1-C 20 Alkyl or phenyl, and b1 can be 1; R2 can be C1-C 20 Alkyl groups, or each of which is formed by at least one C1-C2 group. 20 Alkyl-substituted C1-C 20 Alkyl or phenyl, and b2 can be 1; R3 can be C1-C. 20 Alkyl groups, or each of which is formed by at least one C1-C2 group. 20 Alkyl-substituted C1-C 20 Alkyl or phenyl, and b3 may be 1; and R4 may be C1-C. 20 Alkyl groups, or each of which is formed by at least one C1-C2 group. 20Alkyl-substituted C1-C 20 Alkyl or phenyl, but the implementation is not limited to these.

[0091] In some embodiments, the organometallic compound represented by Formula 1 can be represented by Formula 1-1:

[0092] Equation 1-1

[0093]

[0094] In Equation 1-1,

[0095] M, A1 to A3, Y1 to Y3, L2 to L3, X1 to X3, R1 to R3 and b1 to b3 can be understood by referring to the descriptions of M, A1 to A3, Y1 to Y3, L2 to L3, X1 to X3, R1 to R3 and b1 to b3 in the above text.

[0096] In some embodiments, the organometallic compound represented by Formula 1 may be selected from compounds 1 to 53, but the embodiments are not limited thereto:

[0097]

[0098]

[0099]

[0100] Organometallic compounds represented by Formula 1 may employ indazole or pyrazolopyridine ligands as ionic ligands that coordinate with the metal. For example, in organometallic compounds represented by Formula 1, indazole or pyrazolopyridine ligands may be ionicly bonded to M of Formula 1.

[0101] In some embodiments, in the organometallic compound represented by Formula 1, the two nitrogen atoms are adjacent to each other in the 5-membered ring of the fused ring ligand in both the 5-membered and 6-membered rings. Therefore, although this disclosure is not limited to any specific mechanism or theory, it is believed that the lifetime of the organometallic compound represented by Formula 1 can be increased due to mechanisms that suppress or reduce non-radiative decay pathways of excited states. Furthermore, in the two nitrogen atoms, the nitrogen atoms not bound to the adjacent ligands can form hydrogen bonds with hydrogen to improve structural stability, thereby significantly increasing... 3 MC state energy, and reduce from 3 MLCT state to 3 The probability of exciton transitions in the MC state.

[0102] Furthermore, in the organometallic compounds represented by Formula 1, the atoms of the fused ring ligands of the 5-membered and 6-membered rings that are bonded to the central metal (M) can each be carbon atoms that form coordinate bonds with the central metal (M) of Formula 1. By coordinating the atoms of the fused ring ligands of the 5-membered and 6-membered rings to the central metal (M), the planarity of the organometallic compounds represented by Formula 1 can be increased, thereby increasing the overlap of electron density between the organometallic compounds represented by Formula 1 and the host material, and thus improving the hole transport and electron transport properties of the organometallic compounds represented by Formula 1.

[0103] As a result, when organometallic compounds are applied (or utilized) in organic light-emitting devices, they can prevent or reduce triplet exciton transitions due to ligand breakage. 3 The MC state (which is a non-luminescent state). Therefore, in organic light-emitting devices that include organometallic compounds represented by Formula 1, the stability, lifetime, and efficiency in the excited state can be excellent.

[0104] When the organometallic compound has an E3 value within the above-mentioned range, excitons are emitted from the organometallic compound. 3 MLCT state to 3 The transition probability of the MC state (non-luminescent state) can be reduced, thus the stability of the organometallic compound represented by Formula 1 in the excited state can be excellent. Therefore, organic light-emitting devices including organometallic compounds represented by Formula 1 can have improved efficiency and lifetime.

[0105] Organometallic compounds can be configured to emit blue light. In some embodiments, the organometallic compound can be configured to emit blue light (low emission CIE) having a maximum emission wavelength in the range of about 440 nanometers (nm) to about 490 nm. x,y The color coordinates are X = 0.13, Y = 0.05 to 0.18, but the implementation is not limited to this. Therefore, the organometallic compound represented by Formula 1 can be effectively used to manufacture organic light-emitting devices that emit blue light.

[0106] The method for synthesizing organometallic compounds represented by Formula 1 should be readily apparent to those skilled in the art by referring to the embodiments described herein.

[0107] At least one organometallic compound represented by Formula 1 may be included between a pair of electrodes in an organic light-emitting device. In some embodiments, the organometallic compound may be included in an emitting layer. In the emitting layer, the organometallic compound may act as a dopant. In some embodiments, the organometallic compound represented by Formula 1 may be used as a material for forming a capping layer on the outside of a pair of electrodes in an organic light-emitting device.

[0108] Therefore, an organic light-emitting device is provided, comprising: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, wherein the organic layer may include an emission layer and at least one organometallic compound represented by Formula 1. In some embodiments, the emission layer may include at least one organometallic compound.

[0109] As used herein, the statement “(organic layer) comprises at least one organometallic compound” can be interpreted as meaning “(organic layer) may comprise one organometallic compound of Formula 1 or two or more different organometallic compounds of Formula 1”.

[0110] For example, compound 1 may be contained solely in the organic layer as an organometallic compound. In this embodiment, compound 1 may be contained in the emitting layer of the organic light-emitting device. In some embodiments, compound 1 and compound 2 may be contained in the organic layer as organometallic compounds. In this embodiment, compound 1 and compound 2 may be contained in the same layer (e.g., both compound 1 and compound 2 may be contained in the emitting layer) or in different layers (e.g., compound 1 may be contained in the emitting layer, and compound 2 may be contained in the electron transport region).

[0111] In some implementations...

[0112] The first electrode of an organic light-emitting device may include an anode.

[0113] The second electrode of an organic light-emitting device may include a cathode.

[0114] The organic layer may include 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.

[0115] The hole transport region may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or a combination thereof, and

[0116] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

[0117] As used herein, the term "organic layer" refers to a single layer and / or multiple layers between the first and second electrodes in an organic light-emitting device. The materials contained in the "organic layer" are not limited to organic materials. For example, the "organic layer" may include inorganic materials.

[0118] In one or more embodiments, the emitter layer may include an organometallic compound represented by Formula 1, and the emitter layer may further include a host, and the content of the host may be greater than the content of the organometallic compound in the emitter layer.

[0119] In some embodiments, the hole transport region may include an electron blocking layer, and the electron blocking layer may include an organometallic compound; or

[0120] The electron transport region may include a hole blocking layer, and the hole blocking layer may include an organometallic compound.

[0121] In an implementation, the LUMO level of the p-doped hole transport region can be about -3.5 eV or less.

[0122] Figure 1 Description

[0123] Figure 1 A schematic cross-sectional view of an organic light-emitting device 10 according to an embodiment is shown. The organic light-emitting device 10 may include a first electrode 110, an organic layer 150, and a second electrode 190.

[0124] The following text will combine Figure 1 The structure of the organic light-emitting device 10 according to the embodiment and the method of manufacturing the organic light-emitting device according to the embodiment are described.

[0125] First electrode 110

[0126] exist Figure 1 In this process, 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 water resistance.

[0127] The first electrode 110 can be formed by depositing or sputtering a material for forming the first electrode 110 onto a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 can be selected from a material with a high work function that is conducive to hole injection.

[0128] The first electrode 110 may include a reflective electrode, a semi-transparent electrode, or a transmissive electrode. 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 are not limited thereto. In some embodiments, when the first electrode 110 is a semi-transparent electrode or a reflective electrode, at least one of magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof may be used as the material used to form the first electrode 110, but the embodiments are not limited thereto.

[0129] The first electrode 110 may have a single-layer structure or a multilayer structure comprising two or more layers. In some embodiments, the first electrode 110 may have a three-layer structure of indium tin oxide (ITO) / silver (Ag) / ITO, but the embodiments are not limited thereto.

[0130] Organic layer 150

[0131] The organic layer 150 may be on the first electrode 110. The organic layer 150 may include an emitter layer.

[0132] The organic layer 150 may further include a hole transport region between the first electrode 110 and the emitter layer, and an electron transport region between the emitter layer and the second electrode 190.

[0133] Hole transport region in organic layer 150

[0134] The hole transport region may have i) a single-layer structure comprising a single layer (or composed of a single layer) comprising a single material (or composed of a single material), ii) a single-layer structure comprising a single layer (or composed of a single layer) comprising multiple different materials (or composed of multiple different materials), or iii) a multi-layer structure having multiple layers comprising multiple different materials.

[0135] The hole transport region may include at least one selected from the hole injection layer, hole transport layer, emission assist layer and electron blocking layer.

[0136] For example, the hole transport region may have a single-layer structure including a single layer (including multiple different materials), or a multi-layer structure, such as 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 the layers of each structure are stacked sequentially on the first electrode 110 in the order stated therein, but the implementation is not limited thereto.

[0137] The hole transport region may include at least one 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:

[0138]

[0139] Formula 201

[0140]

[0141] Formula 202

[0142]

[0143] In Equations 201 and 202,

[0144] 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.

[0145] 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.

[0146] xa1 to xa4 can each be an integer selected from 0 to 3 independently.

[0147] xa5 can be an integer selected from 1 to 10, and

[0148] R 201 To R 204 and Q 201Each 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, 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.

[0149] In some implementations, in formula 202, R 201 and R 202 Optionally linked by a single bond, a dimethyl-methylene bond, or a diphenyl-methylene bond, and R 203 and R 204 It can be optionally linked by a single bond, a dimethyl-methylene bond, or a diphenyl-methylene bond.

[0150] In the implementation, in formulas 201 and 202,

[0151] L 201 To L 205 Each can be selected independently

[0152] Phenylidene, pentylene, indene, naphthyl, azuryl, heptadene, acenaphthene, fluorene, spiro-difluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenenyl, phenanthrene, anthracene, fluorenyl, benzo[a]phenanthrene, pyrene, trehalyl, tetraphenyl, stylene, perylene, pentylene, hexaphenyl, pentaphenyl, rubidyl, myristyl, oleophyne, thiophene, furanyl, carbazolyl, indole, isindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzo[a]carbazolyl, dibenzo[a]carbazolyl, dibenzothiophene, and pyridyl; and

[0153] 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, phenenylene, phenanthrene, anthracene, fluorenylene, benzo[a]phenanthrene, pyrene, trehalyl, tetraphenylene, fentanyl, perylene, pentylene, hexaphenylene, pentaphenylene Phenyl, rubidyl alcohol, benzoyl, 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, indoleyl, acenaphthel, fluorenyl, spiro-difluorenyl, benzo[fluorenyl], dibenzo[fluorenyl], phenanthreneyl, anthraceneyl, fluoranyl, benzo[phenanthreneyl], pyreneyl, trefyl, tetraphenyl, styryl, peryl, pentanyl, hexaphenyl, pentaphenyl, rubiginyl, keratyl, ovoleyl, thiopheneyl, furanyl, carbazolyl, indoleyl, isoindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiopheneyl, pyridyl, -Si(Q) 31 (Q) 32 (Q) 33 ) and -N(Q 31 (Q) 32 ),

[0154] Q 31 To Q 33 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.

[0155] In one or more embodiments, xa1 to xa4 may each be 0, 1 or 2 independently.

[0156] In one or more embodiments, xa5 can be 1, 2, 3 or 4.

[0157] In one or more embodiments, R 201 To R 204 and Q 201Each of these can be independently selected from phenyl, biphenyl, terphenyl, pentanenyl, indole, naphthyl, azuleyl, heptenyl, indole, acenaphthel, fluorenyl, spiro-difluorenyl, benzo[fluorenyl], dibenzo[fluorenyl], phenanthrene, anthracene, fluoranyl, benzo[phenanthrene], pyrene, trefyl, tetraphenyl, styryl, perylene, pentanyl, hexaphenyl, pentaphenyl, rubiginyl, myristyl, ovoleyl, thiophene, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzo[carbazole], dibenzo[carbazole], dibenzothiophene, and pyridyl; and

[0158] Each of the following is substituted with at least one of the following: phenyl, biphenyl, terphenyl, pentanenyl, indole, naphthyl, azuleyl, heptenyl, indoleyl, acenaphthel, fluorenyl, spiro-difluorenyl, benzo[fluorenyl], dibenzo[fluorenyl], phenanthreneyl, anthraceneyl, fluoranyl, benzo[phenanthreneyl], pyreneyl, trefyl, tetraphenyl, styrene, peryleneyl, pentyleneyl, hexaphenyl, pentaphenyl Phenyl, rubidinyl, carboxyl, ovoleyl, thiopheneyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazoleyl, dibenzocarbazoleyl, dibenzothiopheneyl and pyridyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, 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, indoleyl, acenaphthel, fluorenyl, spiro-difluorenyl, benzo[fluorenyl], dibenzo[fluorenyl], phenanthreneyl, anthraceneyl, fluoranyl, benzo[phenanthreneyl], pyreneyl, trefyl, tetraphenyl, styryl, peryl, pentanyl, hexaphenyl, pentaphenyl, rubiginyl, keratyl, ovoleyl, thiopheneyl, furanyl, carbazolyl, indoleyl, isoindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiopheneyl, pyridyl, -Si(Q) 31 (Q) 32 (Q) 33 ) and -N(Q 31 (Q) 32 ),

[0159] Q 31 To Q 33 You can refer to the Q provided in this article. 31 To Q 33 To understand this, we need to refer to the description.

[0160] In one or more embodiments, in formula 201, R201 To R 203 At least one of them can be selected from:

[0161] Fluorenyl, spiro-difluorenyl, carbazole, dibenzofuranyl, and dibenzothiopheneyl; and

[0162] Each of the following is substituted with at least one of the following: fluorenyl, spiro-difluorenyl, carbazole, dibenzofuranyl, and dibenzothiopheneyl: 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.

[0163] However, the implementation methods are not limited to this.

[0164] In one or more embodiments, in formula 202, i)R 201 and R 202 It can be achieved through single bond binding, and / or ii)R 203 and R 204 They can be combined via a single bond.

[0165] In one or more embodiments, in formula 202, R 201 To R 204 At least one of them can be selected from:

[0166] Carbazolyl; and

[0167] 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.

[0168] However, the implementation methods are not limited to this.

[0169] The compound represented by formula 201 can be represented by formula 201A:

[0170] Formula 201A

[0171]

[0172] In some embodiments, the compound represented by formula 201 may be represented by formula 201A(1), but the embodiments are not limited thereto:

[0173] Formula 201A(1)

[0174]

[0175] In some embodiments, the compound represented by formula 201 may be represented by formula 201A-1, but the embodiments are not limited thereto:

[0176] Formula 201A-1

[0177]

[0178] In some embodiments, the compound represented by formula 202 may be represented by formula 202A:

[0179] Formula 202A

[0180]

[0181] In some embodiments, the compound represented by formula 202 may be represented by formula 202A-1:

[0182] Formula 202A-1

[0183]

[0184] In Equations 201A, 201A(1), 201A-1, 202A, and 202A-1,

[0185] L 201 To L 203 xa1 to xa3, xa5 and R 202 To R 204 You can refer to the L provided in this article respectively 201 To L 203 xa1 to xa3, xa5 and R 202 To R 204 To understand from the description,

[0186] R 211 and R 212 Each can refer to the R provided in this article. 203 To understand from the description, and

[0187] 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 20Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkyl-substituted phenyl, -F-substituted phenyl, pentanenyl, indyl, naphthyl, azuleyl, heptenyl, indoleyl, acenaphtheyl, fluorenyl, spiro-difluorenyl, benzo[fluorenyl], dibenzo[fluorenyl], phenanthreneyl, anthraceneyl, fluoranyl, benzo[phenanthreneyl], pyreneyl, trefyl, tetraphenyl, styryl, peryl, pentanyl, hexaphenyl, pentaphenyl, rubidyl, keratyl, ovoleyl, thiopheneyl, furanyl, carbazoyl, indoleyl, isoindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[carbazoyl], dibenzo[carbazoyl], dibenzothiopheneyl, and pyridyl.

[0188] The hole transport region may include at least one compound selected from compounds HT1 to HT39, but the implementation is not limited thereto:

[0189]

[0190]

[0191]

[0192] The thickness of the hole transport region can be approximately 100 angstroms. to approximately For example, about to approximately Within the range. 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 be approximately to approximately For example, about to approximately Within a certain range, the thickness of the hole transport layer can be approximately to approximately For example, about to approximately Within these ranges, excellent hole transport characteristics can be obtained without a significant increase in driving voltage when the thicknesses of the hole transport region, hole injection layer, and hole transport layer are all within these ranges.

[0193] 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. The electron blocking layer can reduce or eliminate the flow of electrons from the electron transport region. The emission assist layer and the electron blocking layer may comprise the materials described above.

[0194] p-dopants

[0195] The hole transport region may include a charge-generating material and the aforementioned materials to improve the electrical conductivity (e.g., hole conductivity) of the hole transport region. The charge-generating material may be substantially uniformly or non-uniformly dispersed in the hole transport region.

[0196] Charge-generating materials may include, for example, p-doped agents.

[0197] In some implementations, the lowest unoccupied molecular orbital (LUMO) of the p-dopant may be -3.5 eV or less.

[0198] p-dopers may include at least one selected from quinone derivatives, metal oxides, and cyano-containing compounds, but the implementation is not limited thereto.

[0199] In some embodiments, the p-doper may include at least one selected from the following:

[0200] Quinone derivatives, such as tetracyanoquinone dimethyl (TCNQ) or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinone dimethyl (F4-TCNQ);

[0201] Metal oxides, such as tungsten oxide or molybdenum oxide;

[0202] 1,4,5,8,9,12-hexaazabenzophenanthrene-hexanitrile (HAT-CN); and

[0203] The compound represented by formula 221,

[0204] However, the implementation method is not limited to this:

[0205]

[0206] Equation 221

[0207]

[0208] In Equation 221,

[0209] 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, wherein the group is selected from R 221To R 223 At least one of them may include at least one substituent selected from: cyano, -F, -Cl, -Br, -I, C1-C 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 alkyl.

[0210] Emission layer in organic layer 150

[0211] When the organic light-emitting device 10 is a full-color organic light-emitting device, the emission layer can be patterned as a red emission layer, a green emission layer, or a blue emission layer according to the sub-pixels. In one or more embodiments, the emission layer may have a stacked structure. The stacked structure may include two or more layers selected from red, green, and blue emission layers. The two or more layers may be in direct contact with each other (e.g., physical contact). In some embodiments, the two or more layers may be separated from each other. In one or more embodiments, the emission layer may include two or more materials. The two or more materials may include red, green, or blue luminescent materials. The two or more materials may be mixed with each other in a single layer. The two or more materials mixed with each other in a single layer may be configured to emit white light.

[0212] The emitting layer may include a host and a dopant. The dopant may include at least one of a fluorescent dopant and a phosphorescent dopant. The phosphorescent dopant may include an organometallic compound represented by Formula 1.

[0213] Generally, based on 100 parts by weight of the main body, the amount of dopant in the emitter layer can range from about 0.01 parts by weight to about 15 parts by weight, but the implementation is not limited to this.

[0214] The thickness of the emission layer can be approximately to approximately Within the scope, and in some implementations, in approximately to approximately Within these ranges, improved luminescence properties can be obtained without a significant increase in driving voltage when the thickness of the emitting layer is within any of these ranges.

[0215] The main body in the emission layer

[0216] The main body may include compounds represented by formula 301:

[0217] Formula 301

[0218] [Ar 301 ] xb11 -[(L 301 )xb1 -R 301 ] xb21

[0219] In Equation 301,

[0220] Ar 301 C5-C can be self-substituted or unsubstituted. 60 Carbocyclic groups and substituted or unsubstituted C1-C 60 Heterocyclic groups,

[0221] xb11 can be 1, 2, or 3.

[0222] 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.

[0223] xb1 can be an integer selected from 0 to 5.

[0224] R 301 The group can be selected from 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, 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, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl groups, 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 ),and

[0225] xb21 can be an integer selected from 1 to 5.

[0226] 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 implementation methods are not limited to these.

[0227] In the implementation method, in formula 301, Ar 301 Optional from:

[0228] Naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenatenyl, anthraceneyl, fluoranyl, benzo[a]phenanthryl, pyrene, trefyl, tetraphenyl, styrene, perylene, penfenyl, indoxanthryl, dibenzofuranyl, and dibenzothiopheneyl; and

[0229] 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, benzo[a]phenanthrene, pyrene, trefyl, tetraphenyl, styrene, peryl, 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 ),

[0230] Q 31 To Q 33Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl, but the implementation methods are not limited to these.

[0231] When xb11 in equation 301 is 2 or greater, at least two Ar 301 They can be combined via a single bond.

[0232] In one or more embodiments, the compound represented by formula 301 may be represented by formula 301-1 or formula 301-2:

[0233] Formula 301-1

[0234]

[0235] Formula 301-2

[0236]

[0237] Among them, in equations 301-1 to 301-2,

[0238] A 301 To A 304 Each of these compounds can be independently selected from phenyl, naphthyl, phenanthryl, fluoranyl, benzo[a]phenanthryl, pyrene, tyl, pyridyl, pyrimidinyl, indyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, indolyl, carbazole, benzo[a]carbazole, dibenzo[a]carbazole, furanyl, benzo[a]furanyl, dibenzo[a]furanyl, naphthuryl, benzo[a]naphthuryl, dinaphthuryl, benzo[a]naphthuryl, and dinaphthuryl.

[0239] X 301 Can be O, S or N-[(L 304 ) xb4 -R 304 ],

[0240] 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 ),

[0241] xb22 and xb23 can each be 0, 1, or 2 independently.

[0242] L 301 xb1, R 301 and Q 31 To Q 33 You can refer to the L provided in this article respectively 301 xb1, R 301 and Q 31 To Q 33 To understand from the description,

[0243] L 302 To L 304 Each can refer to the L provided in this article. 301 To understand from the description,

[0244] xb2 to xb4 can each be understood by referring to the description of xb1 provided in this document, and

[0245] R 302 To R 304 Each can refer to the R provided in this article. 301 To understand this, we need to refer to the description.

[0246] In some embodiments, in formulas 301, 301-1, and 301-2, L 301 To L 304 Each can be selected independently:

[0247] Phenylidene, naphthylene, fluorenelene, spiro-difluorenelene, benzo[a]fluorenelene, dibenzo[a]fluorenelene, phenanthrene, anthracene, fluorenylanethene, benzo[a]phenanthrene, pyrene, trehalyl, perylene, pentaphenylene, hexaphenylene, pentaphenylene, thiophene, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzo[a]carbazolyl, dibenzo[a]carbazolyl, dibenzothiophene, pyridinyl, imidazolyl, pyrazolyl, thiazolyl Isothiazolyl, Ioxazolyl, Isooxazolyl, Isothiadiazolyl, Ioxadiazolyl, Ipyrazinyl, Ipyrimidinyl, Ipyridazinyl, Triazinyl, Quinolinyl, Isoquinolinyl, Benzoquinolinyl, Iphthalazinyl, Naphthidyl, Quinoxolinyl, Quinoxazolinyl, Triazolyl, Pyrimidinyl, Acridineyl, Pyrimidorolinyl, Phenyrazinyl, Benzoimidazolyl, Benzoisothiazolyl, Benzooxazolyl, Benzoisothiazolyl, Triazolyl, Tetrazolyl, Imidazolopyridyl, Imidazolopyrimidinyl and Izacarbazolyl; and

[0248] 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, fluorenylane, benzo[a]phenanthrene, pyrene, trehalyl, perylene, pentafenyl, hexaphenylene, pentaphenylene, thiopheneyl, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[a]carbazolyl, dibenzo[a]carbazolyl, dibenzothiopheneyl, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, or oxazolyl. Isooxazolyl, Isothiadiazolyl, Isooxadiazolyl, Ipyrazinyl, Ipyrimidinyl, Ipyridazinyl, Triazinyl, Quinolinyl, Isoquinolinyl, Benzoquinolinyl, Iphthalazinyl, Naphthidyl, Quinoxolinyl, Quinoxazolinyl, Triazolinyl, Phenyrinyl, Acridineyl, Phenyrinyl, Phenyrinyl, Benzimidazolyl, Benzimidazolyl, Benzimidazolyl, Benzimidazolyl, Triazolyl, Tetrazolyl, Imidazolopyridyl, Imidazolopyrimidinyl and Izacarbazolyl: Deuterium, -F, -Cl, -Br, -I, Hydroxyl, Cyano, Nitro, Amidine, Hydrazolyl, Hydrazolyl, C1-C 20 Alkyl, C1-C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, fluoranyl, benzo[a]phenanthryl, pyrene, tyl, perylene, pentaphenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[a]carbazoleyl, dibenzo[a]carbazoleyl, dibenzothiopheneyl, pyridyl, imidazolyl, pyrazolyl Thiazolyl, Isothiazolyl, Oxazolyl, Isoxazolyl, Thiadiazolyl, Oxadiazolyl, Pyrazinyl, Pyrimidinyl, Pyridazinyl, Triazinyl, Quinolinyl, Isoquinolinyl, Benzoquinolinyl, Phtharazinyl, Naphthidyl, Quinoxolinyl, Quinazolinyl, Triazolinyl, Phenyridinyl, Acridineyl, Phenyrrolinyl, Phenazinyl, Benzimidazolyl, Benzisisothiazolyl, Benzisoxazolyl, Benzisisothiazolyl, Triazolyl, Tetrazolyl, Imidazolopyridinyl, Imidazolopyrimidinyl, 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 ),

[0249] Q 31 To Q 33 You can refer to the Q provided in this article. 31 To Q 33 To understand this, we need to refer to the description.

[0250] In some embodiments, in formulas 301, 301-1, and 301-2, R 301 To R 304 Each can be selected independently:

[0251] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, fluoranyl, benzo[a]phenanthryl, pyrene, tyl, perylene, pentaphenyl, hexaphenyl, pentaphenyl, thiophene, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzo[a]carbazole, dibenzo[a]carbazole, dibenzothiophene, pyridyl, imidazolyl, pyrazolyl, thiazolyl Azolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, cinolinyl, phenanthridine, acridineyl, phenanthrolinel, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxoxazolyl, benzisothiazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl, and azacarbazolyl; and

[0252] 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, benzo[a]phenanthryl, pyrene, tyl, perylene, pentaphenyl, hexaphenyl, pentaphenyl, thiophene, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzo[a]carbazole, dibenzo[a]carbazole, dibenzothiophene, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazole alkyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxalinyl, quinazolinyl, cyclophosphinyl, phenanthridine, acridineyl, phenanthrolinel, phenazinyl, benzimidazolyl, benzisisothiazolyl, benzoxazolyl, benzisisoxazolyl, 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, anthraceneyl, fluoranyl, benzo[a]phenanthryl, pyrene, tyl, perylene, pentaphenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[a]carbazoleyl, dibenzo[a]carbazoleyl, dibenzothiopheneyl, pyridyl, imidazolyl, pyrazolyl Thiazolyl, Isothiazolyl, Oxazolyl, Isoxazolyl, Thiadiazolyl, Oxadiazolyl, Pyrazinyl, Pyrimidinyl, Pyridazinyl, Triazinyl, Quinolinyl, Isoquinolinyl, Benzoquinolinyl, Phtharazinyl, Naphthidyl, Quinoxolinyl, Quinazolinyl, Triazolinyl, Phenyridinyl, Acridineyl, Phenyrrolinyl, Phenazinyl, Benzimidazolyl, Benzisisothiazolyl, Benzisoxazolyl, Benzisisothiazolyl, Triazolyl, Tetrazolyl, Imidazolopyridinyl, Imidazolopyrimidinyl, 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 ),

[0253] Q 31 To Q 33 You can refer to the Q provided in this article. 31 To Q 33 To understand this, we need to refer to the description.

[0254] In some embodiments, the host may include an alkaline earth metal complex. For example, the host may include a beryllium (Be) complex (e.g., compound H55), a magnesium (Mg) complex, or a zinc (Zn) complex.

[0255] The main body may include at least one selected from the following: 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 are not limited thereto:

[0256]

[0257]

[0258]

[0259] In some embodiments, the body may include at least one selected from silicon-containing compounds (e.g., BCPDS used in the examples) and phosphine oxide-containing compounds (e.g., POPCPA used in the examples).

[0260] The constituent body may include only one type or class of compound or two or more different types or classes of compound (e.g., the constituent body in the examples is BCPDS and POPCPA). Thus, embodiments of this disclosure can be modified in various suitable ways.

[0261] Phosphorescent dopants included in the emission layer of organic layer 150

[0262] Phosphorescent dopants may include organometallic compounds represented by Formula 1.

[0263] In addition, phosphorescent dopants may include organometallic complexes represented by formula 401:

[0264] Formula 401

[0265] M(L 401 ) xc1 (L 402 ) xc2

[0266] In Equation 401,

[0267] 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).

[0268] L 401 The ligand can be represented by the free formula 402, and xc1 can be 1, 2, or 3; when xc1 is 2 or greater, at least two L... 401 They can be the same or different from each other.

[0269] L 402 It can be an organic ligand, and xc2 can be an integer selected from 0 to 4; when xc2 is 2 or greater, at least two L 402 They can be the same or different from each other.

[0270] Formula 402

[0271]

[0272] In Equation 402, X 401 To X 404 Nitrogen or carbon can be produced independently.

[0273] X 401 and X 403 X can combine with each other through single or double bonds. 402 and X 404 They can combine with each other through single or double bonds.

[0274] A 401 and A 402 Each can be independently classified as C5-C 60 Carbocyclic groups or C1-C 60 Heterocyclic groups,

[0275] X 405 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q) 411 )-*'、*-C(Q 411 (Q) 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 ) = *' or * = C = *', 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,

[0276] X 406 It can be a single bond, O, or S.

[0277] R 401 and R 402 Each group 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, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl groups, 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 ), where 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,

[0278] xc11 and xc12 can each be an integer selected from 0 to 10 independently, and

[0279] In Equation 402, * and *' each indicate the binding site with M in Equation 401.

[0280] In the implementation, in formula 402, A 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.

[0281] 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.

[0282] In the implementation, in formula 402, R 401 and R 402 Each can be selected independently:

[0283] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl and C1-C 20 Alkoxy;

[0284] Each is substituted by at least one of the following C1-C 20 Alkyl and C1-C 20 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, phenyl, naphthyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, and norbornyl;

[0285] Cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl, dibenzofuranyl, and dibenzothiophenyl;

[0286] Each of the following is substituted with 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, amido, 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

[0287] -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 ),

[0288] Q 401 To Q 403 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, and naphthyl groups, but the implementation methods are not limited to these.

[0289] In one or more embodiments, when xc1 in equation 401 is 2 or greater, at least two L 401Two A's 401 Optionally via X as a linking group 407 Connect; or two A's 402 Optionally via X as a linking group 408 Linkage (see compounds PD1 through PD4 and PD7). X 407 and X 408 Each can be independently selected from single bonds, *-O-*', *-S-*', *-C(=O)-*', *-N(Q) 413 )-*'、*-C(Q 413 (Q) 414 )-*' and *-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 implementation methods are not limited to these.

[0290] L in Equation 401 402 It can be any suitable 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 carboxylate), -C (=O), isonitriles, -CN, and phosphorus (e.g., phosphine or phosphite), but the implementation is not limited thereto.

[0291] In some embodiments, the phosphorescent dopant may include, for example, at least one selected from compounds PD1 to PD25, but the embodiments are not limited thereto:

[0292]

[0293]

[0294] Fluorescent dopants in the emission layer

[0295] Fluorescent dopants may include arylamine compounds or styreneamine compounds.

[0296] In some embodiments, the fluorescent dopant may include a compound represented by formula 501:

[0297] Formula 501

[0298]

[0299] In Equation 501,

[0300] Ar 501 C5-C can be self-substituted or unsubstituted.60 Carbocyclic groups and substituted or unsubstituted C1-C 60 Heterocyclic groups,

[0301] 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.

[0302] xd1 to xd3 can each be an integer selected from 0 to 3 independently.

[0303] 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, 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

[0304] xd4 can be an integer selected from 1 to 6.

[0305] In the implementation, in formula 501, Ar 501 Optional from:

[0306] Naphthyl, heptadeninyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthyl, anthraceneyl, fluoranthyl, benzo[a]phenanthryl, pyrene, trefyl, tetraphenyl, styrene, peryl, penfenyl, ind[a]anthrayl, and ind[a]phenanthryl; and

[0307] Each of the following is substituted with at least one of the following: naphthyl, heptalenyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthyl, anthraceneyl, fluoranthyl, benzo[a]phenanthryl, pyrene, trefyl, tetraphenyl, styrene, peryl, 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.

[0308] In the implementation, in formula 501, L 501 and L 503 Each can be selected independently:

[0309] Phenylidene, naphthylene, fluorenelene, spiro-difluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrene, anthracene, fluoranthracene, benzo[a]phenanthrene, pyrene, trehalyl, perylene, pentaphenyl, hexaphenylene, pentaphenylene, thiopheneyl, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[a]carbazolyl, dibenzo[a]carbazolyl, dibenzothiopheneyl, and pyridylene; and

[0310] 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, fluorenyl, benzo[a]phenanthrene, pyrene, trehalyl, perylene, pentafenyl, hexaphenylene, pentaphenylene, thiophene, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzo[a]carbazolyl, dibenzo[a]carbazolyl, dibenzothiophene, 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, fluoranyl, benzo[a]phenanthryl, pyrene, tyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, dibenzothiophenyl, and pyridyl.

[0311] In the implementation, in formula 501, R 501 and R 502 Each can be selected independently:

[0312] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, fluoranyl, benzo[a]phenanthryl, pyrene, tyl, perylene, pentaphenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzo[a]furanyl, benzo[a]thienyl, dibenzo[a]furanyl, dibenzo[a]thienyl, benzo[a]carbazoleyl, dibenzo[a]carbazoleyl, dibenzo[a]thiophenyl, and pyridyl; and

[0313] 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, benzo[a]phenanthryl, pyrene, tyl, perylene, pentaphenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzo[a]carbazoleyl, dibenzo[a]carbazoleyl, dibenzothiophenyl, 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, benzo[a]phenanthryl, pyrene, tyl, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[a]carbazoleyl, dibenzo[a]carbazoleyl, dibenzothiopheneyl, pyridyl, and -Si(Q) 31 (Q) 32 (Q) 33 ),

[0314] Q 31 To Q 33 Optional from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.

[0315] In one or more embodiments, xd4 in formula 501 may be 2, but the embodiments are not limited thereto.

[0316] In some embodiments, the fluorescent dopant may be selected from compounds FD1 to FD22:

[0317]

[0318]

[0319]

[0320] In some embodiments, the fluorescent dopant may be selected from the following compounds, but the embodiments are not limited thereto:

[0321]

[0322] Electron transport region in organic layer 150

[0323] The electron transport region may have i) a single-layer structure comprising a single layer (or consisting of a single layer) comprising a single material (or consisting of a single material), ii) a single-layer structure comprising a single layer (or consisting of a single layer) comprising multiple different materials, or iii) a multi-layer structure having multiple layers (each having multiple different materials).

[0324] 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 implementation is not limited thereto.

[0325] In some embodiments, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the layers of each structure are stacked sequentially on the emitter layer in the order stated therein, but the embodiments are not limited thereto.

[0326] The electron transport region (e.g., a buffer layer, hole blocking layer, electron control layer, or electron transport layer in the electron transport region) may include a metal-free compound comprising at least one ring of nitrogen containing π electrons depleted.

[0327] As used herein, the term "a nitrogen ring containing π-electron depleted" refers to a C1-C ring having at least one *-N=*' moiety as the cyclic part. 60 Heterocyclic groups.

[0328] For example, "a ring containing nitrogen with depleted π electrons" can be i) a 5- to 7-membered heterocyclic group having at least one *-N=*' moiety, ii) a heteropolycyclic group wherein at least two 5- to 7-membered heterocyclic groups, each having at least one *-N=*' moiety, are fused together, or iii) a heteropolycyclic group wherein at least one 5- to 7-membered heterocyclic group, each having at least one *-N=*' moiety, is combined with at least one C5-C 60 Fusing of carbocyclic groups (e.g., bonding).

[0329] Examples of nitrogen rings containing depleted π electrons may include imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthidine, quinoxaline, quinazoline, cyclophosphine, phenanthridine, acridine, phenanthridine, phenazine, benzimidazole, benziisothiazole, benzoxazole, benziisoxazole, triazole, tetraazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, and azacarbazole, but implementation methods are not limited thereto.

[0330] In some embodiments, the electron transport region may include a compound represented by formula 601:

[0331] Formula 601

[0332] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0333] In Equation 601,

[0334] Ar 601 C5-C can be self-substituted or unsubstituted. 60 Carbocyclic groups and substituted or unsubstituted C1-C 60 Heterocyclic groups,

[0335] xe11 can be 1, 2, or 3.

[0336] 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 60 Heteroaryl groups, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, and substituted or unsubstituted divalent nonaromatic fused heterocyclic groups.

[0337] xe1 can be an integer selected from 0 to 5.

[0338] 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 10Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C6-C 60 aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl groups, 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 ),

[0339] Q 601 To Q 603 Each can be independently C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, or naphthyl, and

[0340] xe21 can be an integer selected from 1 to 5.

[0341] In the implementation method, Ar is selected in a quantity of xe11. 601 and R with a quantity of xe21 601 At least one of them may include a nitrogen ring containing π electrons depleted.

[0342] In the implementation, in formula 601, ring Ar 601 Optional from:

[0343] Phenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[fluorenyl], dibenzo[fluorenyl], phenanthrene, anthracene, fluoranyl, benzo[phenanthrene], pyrene, trefyl, tetraphenyl, styrene, peryl, penfenyl, indoxanethyl, dibenzofuranyl, dibenzothiopheneyl, carbazole, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl Indazole, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quinoxolinyl, quinazolinyl, cenolinyl, phenanthridine, acridineyl, phenanthrolinel, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxoxazolyl, benzisothiazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl, and azacarbazolyl; and

[0344] 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, benzo[a]phenanthrene, pyrene, trefyl, tetraphenyl, styrene, peryl, penfenyl, indoxanethyl, dibenzofuranyl, dibenzothiopheneyl, carbazole, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazole, purine, quinoline. alkyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quinoxalinyl, quinazolinyl, cyclophosphinyl, 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 ),

[0345] Q 31 To Q 33 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.

[0346] When xe11 in equation 601 is 2 or greater, at least two Ar 601 They can be combined via a single bond.

[0347] In one or more embodiments, Ar in Formula 601 601 It can be anthracene.

[0348] In some embodiments, the compound represented by formula 601 may be represented by formula 601-1:

[0349] Formula 601-1

[0350]

[0351] In Equation 601-1,

[0352] X 614 It can be N or C(R) 614 ), X 615 It can be N or C(R) 615), X 616 It can be N or C(R) 616 ), selected from X 614 To X 616 At least one of them can be N,

[0353] L 611 To L 613 Each can be independently referred to the L provided in this article. 601 To understand from the description,

[0354] xe611 to xe613 can each be understood independently by referring to the description of xe1 provided in this document.

[0355] R 611 To R 613 Each can be independently obtained by referring to the R provided in this article. 601 To understand from the description, and

[0356] 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.

[0357] In the implementation, in formulas 601 and 601-1, L 601 and L 611 To L 613 Each can be selected independently:

[0358] Phenylidene, naphthylene, fluorenelene, spiro-difluorenelene, benzo[a]fluorenelene, dibenzo[a]fluorenelene, phenanthrene, anthracene, fluorenylanethene, benzo[a]phenanthrene, pyrene, trehalyl, perylene, pentaphenylene, hexaphenylene, pentaphenylene, thiophene, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzo[a]carbazolyl, dibenzo[a]carbazolyl, dibenzothiophene, pyridinyl, imidazolyl, pyrazolyl, thiazolyl Isothiazolyl, Ioxazolyl, Isooxazolyl, Isothiadiazolyl, Ioxadiazolyl, Ipyrazinyl, Ipyrimidinyl, Ipyridazinyl, Triazinyl, Quinolinyl, Isoquinolinyl, Benzoquinolinyl, Iphthalazinyl, Naphthidyl, Quinoxolinyl, Quinoxazolinyl, Triazolyl, Pyrimidinyl, Acridineyl, Pyrimidorolinyl, Phenyrazinyl, Benzoimidazolyl, Benzoisothiazolyl, Benzooxazolyl, Benzoisothiazolyl, Triazolyl, Tetrazolyl, Imidazolopyridyl, Imidazolopyrimidinyl and Izacarbazolyl; and

[0359] 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, fluorenylane, benzo[a]phenanthrene, pyrene, trehalyl, perylene, pentafenyl, hexaphenylene, pentaphenylene, thiopheneyl, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[a]carbazolyl, dibenzo[a]carbazolyl, dibenzothiopheneyl, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, or oxazolyl. Isooxazolyl, Isothiadiazolyl, Isooxadiazolyl, Ipyrazinyl, Ipyrimidinyl, Ipyridazinyl, Triazinyl, Quinolinyl, Isoquinolinyl, Benzoquinolinyl, Iphthalazinyl, Naphthidyl, Quinoxolinyl, Quinoxazolinyl, Triazolinyl, Phenyrinyl, Acridineyl, Phenyrinyl, Phenyrinyl, Benzimidazolyl, Benzimidazolyl, Benzimidazolyl, Benzimidazolyl, Triazolyl, Tetrazolyl, Imidazolopyridyl, Imidazolopyrimidinyl and Izacarbazolyl: Deuterium, -F, -Cl, -Br, -I, Hydroxyl, Cyano, Nitro, Amidine, Hydrazolyl, Hydrazolyl, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[a]phenanthryl, pyrene, tyl, perylene, pentaphenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzo[a]carbazole, dibenzo[a]carbazole, dibenzothiophene, pyridyl, imidazolyl, pyrazole The following groups are listed: 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, imidazopyridyl, imidazopyrimidinyl, and azacarbazolyl.

[0360] However, the implementation methods are not limited to this.

[0361] In one or more embodiments, in Formula 601 and Formula 601-1, xe1 and xe611 to xe613 may each be 0, 1 or 2 independently.

[0362] In one or more embodiments, in formula 601 and formula 601-1, R 601 and R 611 To R 613 Each can be selected independently:

[0363] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, fluoranyl, benzo[a]phenanthryl, pyrene, tyl, perylene, pentaphenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzo[a]furanyl, benzo[a]thienyl, dibenzo[a]furanyl, dibenzo[a]thienyl, benzo[a]carbazoleyl, dibenzo[a]carbazoleyl, dibenzo[a]thiophenyl, 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, benziisothiazolyl, benzioxazolyl, benziisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl;

[0364] 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, benzo[a]phenanthryl, pyrene, tyl, perylene, pentaphenyl, hexaphenyl, pentaphenyl, thiophene, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzo[a]carbazole, dibenzo[a]carbazole, dibenzothiophene, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazole alkyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxalinyl, quinazolinyl, cyclophosphinyl, phenanthridine, acridineyl, phenanthrolinel, phenazinyl, benzimidazolyl, benzisisothiazolyl, benzoxazolyl, benzisisoxazolyl, 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, benzo[a]phenanthryl, pyrene, tyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzo[a]carbazoleyl, dibenzo[a]carbazoleyl, 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, benzisothiazolyl, benzisothiazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl, and azacarbazolyl; and

[0365] -S(=O)2(Q 601 ) and -P(=O)(Q 601 (Q) 602 ),

[0366] Q 601 and Q 602 You can refer to the Q provided in this article. 601 and Q 602 To understand this, we need to refer to the description.

[0367] The electron transport region may include at least one compound selected from compounds ET1 to ET36, but the implementation is not limited thereto:

[0368]

[0369]

[0370]

[0371]

[0372] In one or more embodiments, the electron transport region may include at least one 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:

[0373]

[0374] In some embodiments, the electron transport region may include a phosphine oxide-containing compound, but the embodiments are not limited thereto. In some embodiments, a phosphine oxide-containing compound may be used in the hole blocking layer in the electron transport region, but the embodiments are not limited thereto.

[0375] The thickness of the buffer layer, hole blocking layer, or electronic control layer can be independently set at approximately [value missing]. to approximately Within the scope, and in some implementations, in approximately to approximately Within these ranges, when the thickness of the buffer layer, hole blocking layer, or electronic control layer is within any of these ranges, excellent hole blocking characteristics or excellent electronic control characteristics can be obtained without a significant increase in driving voltage.

[0376] The thickness of the electron transport layer can be approximately to approximately Within the scope, and in some implementations, in approximately to approximately Within these ranges, excellent electron transport characteristics can be obtained without a significant increase in driving voltage when the thickness of the electron transport layer is within any of these ranges.

[0377] In addition to the materials described above, the electron transport region (e.g., the electron transport layer in the electron transport region) may further include a metallic material.

[0378] 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 lithium (Li) ions, sodium (Na) ions, potassium (K) ions, rubidium (Rb) ions, and cesium (Cs) ions. Alkaline earth metal complexes may include metal ions selected from beryllium (Be) ions, magnesium (Mg) ions, calcium (Ca) ions, strontium (Sr) ions, and barium (Ba) ions. Each ligand coordinated to the metal ion of the alkali metal complex and alkaline earth metal complex may be independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthrene, and cyclopentadiene, but the embodiments are not limited thereto.

[0379] For example, metal-containing materials may include Li complexes. Li complexes may include, for example, compounds ET-D1 (LiQ) or ET-D2:

[0380]

[0381] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 190. The electron injection layer may be in direct contact (e.g., physical contact) with the second electrode 190.

[0382] The electron injection layer may have i) a single-layer structure that includes a single layer (or consists of a single layer) that includes a single material (or consists of a single material), ii) a single-layer structure that includes a single layer (or consists of a single layer) that includes multiple different materials, or iii) a multi-layer structure that has multiple layers each including multiple different materials.

[0383] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or a combination thereof.

[0384] The alkali metal may be selected from Li, Na, K, Rb, and Cs. In an embodiment, the alkali metal may be Li, Na, or Cs. In one or more embodiments, the alkali metal may be Li or Cs, but the embodiments are not limited thereto.

[0385] The alkaline earth metal may be selected from Mg, Ca, Sr, and Ba.

[0386] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb, and Gd.

[0387] The alkali metal compound, the alkaline earth metal compound, and the rare earth metal compound may each independently be selected from oxides and halides (e.g., fluorides, chlorides, bromides, or iodides) of the alkali metal, the alkaline earth metal, and the rare earth metal, respectively.

[0388] The alkali metal compound may be selected from alkali metal oxides such as Li2O, Cs2O, or K2O, and alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI. In an embodiment, the alkali metal compound may be selected from LiF, Li2O, NaF, LiI, NaI, CsI, and KI, but the embodiments are not limited thereto.

[0389] The alkaline earth metal compound may be selected from alkaline earth metal oxides such as BaO, SrO, CaO, Ba x Sr 1-x O (where 0 < x < 1) and Ba x Ca 1-x O (where 0 < x < 1). In an embodiment, the alkaline earth metal compound may be selected from BaO, SrO, and CaO, but the embodiments are not limited thereto.

[0390] The rare earth metal compound may be selected from YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, and TbF3. In this embodiment, the rare earth metal compound may be selected from YbF3, ScF3, TbF3, YbI3, ScI3, and TbI3, but the embodiment is not limited thereto.

[0391] Alkali metal complexes, alkaline earth metal complexes, and rare earth metal complexes may each comprise ions of the aforementioned alkali metal, alkaline earth metal, and rare earth metals. Each ligand coordinated to the metal ion of the alkali metal complex, alkaline earth metal complex, and rare earth metal complex may be independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthrene, and cyclopentadiene, but the embodiments are not limited thereto.

[0392] The electron-injection layer may include (or consist 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 combinations thereof as described above herein. In some 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 combinations thereof may be uniformly or non-uniformly dispersed in a matrix comprising the organic material.

[0393] The thickness of the electron injection layer can be approximately to approximately Within the scope, and in some implementations, in approximately to approximately Within these ranges, excellent electron injection characteristics can be obtained without a significant increase in driving voltage when the thickness of the electron-injected layer is within any of these ranges.

[0394] Second electrode 190

[0395] The second electrode 190 may be on the organic layer 150. In one embodiment, the second electrode 190 may include a cathode (e.g., an electron injection electrode). In this embodiment, the material used to form the second electrode 190 may include a material having a low work function, such as a metal, alloy, conductive compound, or a combination thereof.

[0396] The second electrode 190 may include at least one selected from lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ITO, and IZO, but the embodiments are not limited thereto. The second electrode 190 may include a transmission electrode, a semi-transmission electrode, or a reflection electrode.

[0397] The second electrode 190 may have a single-layer structure or a multi-layer structure comprising two or more layers.

[0398] Figures 2 to 4 Description

[0399] See Figure 2 The organic light-emitting device 20 has a structure comprising a first capping layer 210, a first electrode 110, an organic layer 150, and a second electrode 190, wherein these layers are stacked sequentially in the order stated herein. See also Figure 3 The organic light-emitting device 30 has a structure comprising a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220, wherein these layers are stacked sequentially in the order stated herein. See also Figure 4 The organic light-emitting device 40 has a structure of a first capping layer 210, a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220, wherein these layers are stacked in the order stated herein.

[0400] Figures 2 to 4 The first electrode 110, organic layer 150, and second electrode 190 shown herein can be coupled with Figure 1 Those shown in the image are essentially the same.

[0401] In organic light-emitting devices 20 and 40, light emitted from the emitting layer in organic layer 150 can pass through the first electrode 110 (which may include a semi-transparent electrode or a transmissive electrode) and through the first capping layer 210 to the outside. In organic light-emitting devices 30 and 40, light emitted from the emitting layer in organic layer 150 can pass through the second electrode 190 (which may include a semi-transparent electrode or a transmissive electrode) and through the second capping layer 220 to the outside.

[0402] Based on the principle of constructive interference, the first capping layer 210 and the second capping layer 220 can improve the external luminescence efficiency.

[0403] 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.

[0404] 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, naphthylphthalocyanine 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.

[0405] In an embodiment, at least one of the first capping layer 210 and the second capping layer 220 may each independently include an amine compound.

[0406] In one or more embodiments, at least one of 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.

[0407] 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 the embodiments are not limited thereto:

[0408]

[0409] The above text has already referenced Figures 1 to 4 Organic light-emitting devices are described, but implementation methods are not limited thereto.

[0410] The layers constituting the hole transport region, the emission layer, and the electron transport region can be formed in a set or specific area using one or more suitable methods, such as vacuum deposition, spin coating, casting, Langmuir-Brookett (LB) deposition, inkjet printing, laser printing, and / or laser-induced thermal imaging.

[0411] When the layers constituting the hole transport region, the emitter layer, and the electron transport region are formed independently by vacuum deposition, the vacuum deposition can be performed at a deposition temperature ranging from about 100°C to about 500°C, depending on the materials to be included in each layer and the structure of each layer to be formed. -8 To about 10 -3 The vacuum level within the range of Torr and at approximately 0.01 angstroms / second. to approximately The deposition rate is carried out within the range of [specific parameters].

[0412] When the layers constituting the hole transport region, the emitter layer, and the electron transport region are each formed independently by spin coating, the spin coating can be carried out at a coating rate of about 2,000 rpm to about 5,000 rpm and at a heat treatment temperature of about 80°C to 200°C, depending on the material to be included in each layer and the structure of each layer to be formed.

[0413] At least some general definitions of substituents

[0414] As used in this article, the term "C1-C" 60 "alkyl" refers to a monovalent group of a straight-chain or branched aliphatic hydrocarbon having 1 to 60 carbon atoms, preferably "C1-C". 20 Alkyl groups. Examples include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, and hexyl. The term "C1-C" is used herein. 60 "alkylene" refers to compounds derived from C1-C2. 60 Alkyl groups have essentially the same divalent structure.

[0415] As used in this article, the term "C2-C" 60 "Alkenyl" refers to the group formed at C2-C... 60 The alkyl group has at least one carbon-carbon double bond at the main chain (e.g., in the middle) or end (e.g., at the terminal) of the alkyl group, preferably "C2-C". 20 "Alkenyl". Examples include vinyl, propenyl, and butenyl. As used herein, the term "C2-C" is... 60 "Alkenyl" refers to a group that is related to C2-C 60 Alkenes have divalent groups with essentially the same structure.

[0416] As used in this article, the term "C2-C" 60 "Alkyne group" refers to the group at C2-C 60 The alkyl group has at least one carbon-carbon triple bond at the main chain (e.g., in the middle) or end (e.g., at the terminal) of the alkyl group, preferably "C2-C". 20 "Alkyne group". Examples include ethynyl and propynyl groups. As used herein, the term "C2-C" is similar. 60 "Iso-ynyl" refers to a group that is related to C2-C 60 The alkynyl group is a divalent group with essentially the same structure.

[0417] As used in this article, the term "C1-C" 60 "Alkoxy" refers to the compound formed by -OA 101 (where A) 101 For C1-C 60 The monovalent group represented by alkyl is preferred, especially "C1-C". 20 "Alkoxy". Examples include methoxy, ethoxy, and isopropoxy.

[0418] As used in this article, the term "C3-C" 10 "Cycloalkyl" refers to a monocyclic cycloalkanes consisting of 3 to 10 carbon atoms in a saturated hydrocarbon. Examples include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. As used herein, the term "C3-C" is also relevant. 10 "Cycloalkylene" refers to compounds related to C3-C4. 10 Cycloalkyl groups have divalent groups with essentially the same structure.

[0419] As used in this article, the term "C1-C" 10 "Heterocyclic alkyl" refers to a monovalent monocyclic group comprising at least one heteroatom selected from N, O, Si, P, and S as a cyclic atom and 1 to 10 carbon atoms. Examples include 1,2,3,4-oxatriazolyl, tetrahydrofuranyl, and tetrahydrothiophenyl. As used herein, the term "C1-C..." 10 "Heterocyclic alkyl" refers to compounds related to C1-C2. 10 Heterocyclic alkyl groups have divalent groups with essentially the same structure.

[0420] 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 double bond in its ring and lacking aromaticity. Examples include cyclopentenyl, cyclohexenyl, and cycloheptenyl. As used herein, the term "C3-C" is also relevant. 10 "Biopylene" refers to compounds related to C3-C6. 10 Cycloalkenyl groups are divalent groups with essentially the same structure.

[0421] As used in this article, the term "C1-C" 10 "Heterocyclic alkenyl" refers to a monovalent monocyclic group whose ring includes at least one heteroatom selected from N, O, Si, P, and S as a cyclic atom, 1 to 10 carbon atoms, and at least one double bond. C1-C 10 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 compound that is related to C1-C2. 10 Heterocyclic alkenyl groups have divalent groups with essentially the same structure.

[0422] As used in this article, the term "C6-C" 60 "Aryl" refers to a monovalent group having a carbocyclic aromatic system (with 6 to 60 carbon atoms), preferably "C6-C". 20 "Aromatic". As used in this article, "C6-C" 60 "Arylene" refers to a divalent group that has a carbocyclic aromatic system (with 6 to 60 carbon atoms). C6-C 60Examples of aryl groups include phenyl, naphthyl, anthraceneyl, phenanthryl, pyrene, and trefoil. When C6-C... 60 Aryl and C6-C 60 When each of the aryl groups comprises two or more rings independently, the rings can be fused together (e.g., joined together).

[0423] As used in this article, the term "C1-C" 60 "Heteroaryl" refers to a monovalent group having a heterocyclic aromatic system (having at least one heteroatom selected from N, O, Si, P, and S as a cyclic atom and 1 to 60 carbon atoms), preferably "C1-C". 20 "Heteroary aryl groups". As used in this article, "C1-C" 60 "Hypo-heteroaryl" refers to a divalent group that has a heterocyclic aromatic system (having at least one heteroatom selected from N, O, Si, P, and S as a cyclic atom and 1 to 60 carbon atoms). C1-C 60 Examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl. When C1-C... 60 heteroaryl and C1-C 60 When each heteroaryl group independently comprises two or more rings, the rings can be fused together (e.g., joined together).

[0424] As used in this article, the term "C6-C" 60 "Aryloxy group" is composed of -OA 102 (where A) 102 For C6-C 60 Aryl) is indicated. As used herein, the term "C6-C" is... 60 "Arylthio" is composed of -SA 103 (where A) 103 For C6-C 60 (Aromatic) indicates.

[0425] As used herein, the term "monovalent nonaromatic fused polycyclic group" refers to a monovalent group having two or more fused (e.g., joined together) rings and with only carbon atoms as cyclic atoms (e.g., 8 to 60 carbon atoms), wherein the entire molecular structure is not aromatic. Examples of monovalent nonaromatic fused polycyclic groups may include fluorene groups. As used herein, the term "divalent nonaromatic fused polycyclic group" refers to a divalent group having substantially the same structure as a monovalent nonaromatic fused polycyclic group.

[0426] As used herein, the term "monovalent nonaromatic fused heterocyclic group" refers to a monovalent group having two or more fused rings and at least one heteroatom selected from N, O, Si, P, and S as a cyclic atom, in addition to carbon atoms (e.g., 1 to 60 carbon atoms), wherein the entire molecular structure is not aromatic. Examples of monovalent nonaromatic fused heterocyclic groups may include carbazole groups. As used herein, the term "divalent nonaromatic fused heterocyclic group" refers to a divalent group having substantially the same structure as a monovalent nonaromatic fused heterocyclic group.

[0427] As used in this article, the term "C5-C" 60 "Carbocyclic group" refers to a monocyclic or polycyclic group having only 5 to 60 carbon atoms as cyclic atoms, preferably "C5-C". 30 "Carbon ring group". C5-C 60 The carbocyclic group can be an aromatic carbocyclic group or a non-aromatic carbocyclic group. As used herein, the term "C5-C" is relevant. 60 "Carbocyclic group" refers to a ring (e.g., benzene), a monovalent group (e.g., phenyl), or a divalent group (e.g., phenylene). Furthermore, 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.

[0428] As used in this article, the term "C1-C" 60 "Heterocyclic group" refers to a group that is related to C5-C6. 60 The carbocyclic group has a substantially identical structure to other groups, except that, in addition to carbon atoms (e.g., 1 to 60 carbon atoms), at least one heteroatom selected from N, O, Si, P, and S is used as the cyclic atom, preferably "C1-C". 30 Heterocyclic groups.

[0429] In this specification, C5-C is replaced. 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted 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 C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60Alkoxy, 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 of the substituents of the heteroaryl group, the substituted monovalent nonaromatic fused polycyclic group, and the substituted monovalent nonaromatic fused heterocyclic group may be selected from:

[0430] Deuterium (-D), -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;

[0431] Each is substituted by at least one of the following C1-C 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 );

[0432] C3-C 10 cycloalkyl, C1-C10 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;

[0433] Each is replaced by at least one of the following 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: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl 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

[0434] -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 ),

[0435] 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 alkynyl 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, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heterocyclic group; C1-C substituent with at least one selected from deuterium, -F and cyano. 60 Alkyl group; C6-C substituted with at least one group selected from deuterium, -F and cyano. 60 Aryl; biphenyl; and terphenyl.

[0436] As used herein, the term "Ph" refers to phenyl, "Me" refers to methyl, "Et" refers to ethyl, and "ter-Bu" or "Bu" refers to ethyl. t "" indicates tert-butyl, and as used herein, the term "Ome" indicates methoxy.

[0437] As used herein, the term "biphenyl" refers to a phenyl group substituted with at least one phenyl group. "Biphenyl" can be a phenyl group having a "C6-C" substituted structure. 60 "Aryl" is "substituted phenyl" as a substituent.

[0438] As used herein, the term "terphenyl" refers to a phenyl group substituted with at least one biphenyl group. "Terphenyl" can be a phenyl group having a C6-C substituted structure. 60 Aryl-substituted C6-C 60"Aryl" is "substituted phenyl" as a substituent.

[0439] Unless otherwise defined, the symbols * and *' as used herein refer to the binding sites with adjacent atoms in the corresponding formula.

[0440] The compounds and organic light-emitting devices according to one or more embodiments will be described in more detail below with reference to synthesis examples and embodiments. The term "using B instead of A" used to describe synthesis examples means that, in molar equivalents, the amount of B used is the same as the amount of A used.

[0441] Synthesis example

[0442] Synthesis Example 1: Synthesis of Compound 1

[0443]

[0444] 1) Synthesis of intermediate compound [1-A]

[0445] 3-Methoxybromobenzene (1.0 eq), 1H-imidazolium (1.2 eq), CuI (0.02 eq), K₂CO₃ (2.0 eq), and L-proline (0.04 eq) were dissolved in 0.1 M dimethylsulfonate, and the resulting mixture was stirred at 130 °C for 12 hours. The reaction mixture was cooled to room temperature and then subjected to a three-stage extraction process using dichloromethane and water to obtain an organic layer. The obtained organic layer was dried over magnesium sulfate and then concentrated. The intermediate compound [1-A] (yield: 72%) was obtained by column chromatography.

[0446] 2) Synthesis of intermediate compound [1-B]

[0447] Intermediate compound [1-A] (1.0 eq) was dissolved in dichloromethane (0.1 M), and the mixture was then stirred at -78 °C. A solution of boron tribromide (1.0 M, 2.0 eq in hexane) was then added to the resulting mixture, followed by stirring for 2 hours. An aqueous solution of sodium bicarbonate was used to neutralize the reaction mixture, followed by three extractions with ethyl acetate and water to obtain an organic layer. The obtained organic layer was dried over magnesium sulfate and then concentrated to give intermediate compound [1-B] (yield: 64%).

[0448] 3) Synthesis of intermediate compound [1-C]

[0449] 6-Bromo-1H-indazole (1.0 eq), 2-Bromo-4-tert-butylpyridine (1.2 eq), Pd₂(dba)₃ (0.05 eq), SPhos (0.10 eq), and K₂CO₃ (1.0 eq) were dissolved in toluene (0.1 M) and then stirred at 120 °C for 18 hours. The reaction mixture was cooled to room temperature and then subjected to a three-stage extraction process using dichloromethane and water to obtain an organic layer. The obtained organic layer was dried over magnesium sulfate and then concentrated. The intermediate compound [1-C] (yield: 88%) was obtained by column chromatography.

[0450] 4) Synthesis of intermediate compound [1-D]

[0451] Intermediate compound [1-B] (1.2 eq), intermediate compound [1-C] (1.0 eq), CuI (0.02 eq), K₂CO₃ (2.0 eq), and L-proline (0.04 eq) were dissolved in 0.1 M dimethylsulfonate, and the mixture was stirred at 160 °C for 48 hours. The reaction mixture was cooled to room temperature and then subjected to a three-stage extraction process using dichloromethane and water to obtain an organic layer. The obtained organic layer was dried over magnesium sulfate and then concentrated. Intermediate compound [1-D] (yield: 41%) was obtained by column chromatography.

[0452] 5) Synthesis of intermediate compound [1-E]

[0453] Intermediate compound [1-D] (1.5 eq), di-p-tolyliodonium trifluoromethanesulfonate (1.5 eq), and CuOAc (0.1 eq) were dissolved in toluene (0.1 M), and the mixture was stirred at 110 °C for 12 hours. The reaction mixture was cooled to room temperature, and the solvent was then removed. The mixture was then filtered and washed with diethyl ether to give intermediate compound [1-E] (yield: 85%).

[0454] 6) Synthesize compound 1

[0455] Intermediate compound [1-E] (1.0 eq), dichloro(1,5-cyclooctadienyl)platinum(II) (1.05 eq), and sodium acetate (3.0 eq) were dissolved in tetrahydrofuran (0.1 M), and the mixture was stirred at 120 °C for 72 hours. The reaction product was cooled to room temperature and then concentrated under reduced pressure to remove the solvent. The concentrated product was dissolved in dichloromethane, and the remaining precipitate was filtered off. The filtrate was purified by column chromatography to obtain compound 1 (yield: 34%).

[0456] 1H NMR (400MHz, CDCl3) δ8.36 (1H, d), 8.17 (1H, s), 7.88 (1H, d), 7.50-6.32 (10H, m), 5.74 (1H, d), 5.51 (1H, d), 2.32 (3H, s), 1.37 (9H, s)

[0457] MS calculation: For C 32 H 28 N5OPt(MS+1), m / z 692.2; measured 692.2

[0458] Synthesis Example 2: Synthesis of Compound 2

[0459]

[0460] 1) Synthesis of intermediate compound [2-A]

[0461] 5-Bromo-2-methylpyridin-3-amine (1.0 eq) and KOAc (1.2 eq) were dissolved in chloroform (0.2 M), followed by the addition of acetic anhydride (3.0 eq) at room temperature. After stirring at approximately 60 to 65 °C for 30 minutes, isoamyl nitrite (1.0 eq) was slowly added over 30 minutes. The reaction mixture was stirred and refluxed for 12 hours. The mixture was cooled to room temperature, and the solvent was removed under reduced pressure to obtain a dark brown liquid.

[0462] The dark brown liquid was dissolved in methanol (0.8 M) and HCl (1 M) and stirred at 60 °C for 2 hours. The solvent was removed from the reaction mixture under reduced pressure and the reaction mixture was purified by column chromatography to give the intermediate compound [2-A] (yield: 45%).

[0463] 2) Synthesis of intermediate compound [2-B]

[0464] Intermediate compound [2-B] was synthesized in essentially the same manner as in the synthesis of intermediate compound [1-C], except that intermediate compound [2-A] was used instead of 6-bromo-1H-indazole. (Yield: 78%)

[0465] 3) Synthesis of intermediate compound [2-C]

[0466] Intermediate compound [2-C] was obtained in essentially the same manner as in the synthesis of intermediate compound [1-D], except that intermediate compound [2-B] was used instead of intermediate compound [1-C]. (Yield: 40%)

[0467] 4) Synthesis of intermediate compound [2-D]

[0468] Intermediate compound [2-C] (1.0 eq) and iodomethane (1.5 eq) were dissolved in tetrahydrofuran (0.1 M), and then stirred at 70 °C for 12 hours. The reaction mixture was cooled to room temperature, and then the solvent was removed from it, followed by filtration and washing with diethyl ether to give intermediate compound [2-D] (yield: 86%).

[0469] 5) Synthesize compound 2

[0470] Compound 2 was synthesized in essentially the same manner as in the synthesis of compound 1, except that intermediate compound [2-D] was used instead of intermediate compound [1-E]. (Yield: 29%)

[0471] 1 H NMR (400MHz, CDCl3) δ8.37 (1H, s), 8.29 (1H, s), 8.15 (1H, s), 7.50-6.23 (5H, m), 5.21 (1H, d), 5.06 (1H, d), 3.04 (3H, s), 1.33 (9H, s)

[0472] MS calculation: For C 25 H 22 N6OPt(MS+1), m / z 617.1; measured 617.1

[0473] Example

[0474] Example 1

[0475] For the substrate and anode, Corning Gorilla Glass 15 Ω / cm 2 The ITO glass substrate was cut to a size of 50mm x 50mm x 0.7mm, ultrasonically treated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet light and ozone for 30 minutes. The glass substrate was then fed into a vacuum deposition apparatus.

[0476] 2-TNATA was vacuum deposited onto an ITO anode formed on a glass substrate to form a structure with approximately A hole injection layer of approximately [thickness] is formed, and then NPB is deposited on the hole injection layer to form a hole injection layer with approximately [thickness]. A hole transport layer of a certain thickness.

[0477] The co-substrate, namely bis(4-(9H-carbazol-9-yl)phenyl)diphenylsilane (BCPDS) and (4-(1-(4-(diphenylamino)phenyl)cyclohexyl)phenyl)diphenylphosphine oxide (POPCPA) (in a 1:1 weight ratio), and the dopant (compound 1) are co-deposited on the hole transport layer in a weight ratio of 90:10 to form a structure with The thickness of the emission layer.

[0478] Diphenyl(4-(triphenylsilyl)phenyl)-phosphine oxide (TSPO1) was deposited on the emitter layer to form a structure with... A hole-blocking layer of a certain thickness is formed, and Alq3 is deposited on the hole-blocking layer to form a hole-blocking layer with [missing information]. An electron transport layer of a certain thickness is formed by depositing LiF on the electron transport layer to create an electron transport layer with... An electron-injected layer of a certain thickness is formed, and Al is vacuum-deposited onto the electron-injected layer to form a layer with [missing information]. A cathode of a certain thickness is used to complete the fabrication of an organic light-emitting device.

[0479]

[0480] Example 2 and Comparative Examples 1 to 4

[0481] The organic light-emitting device was manufactured in essentially the same manner as in Example 1, except that the compounds shown in Table 1 were used instead of compound 1 as dopants when forming the emission layer.

[0482] Evaluation Example 1

[0483] The hole mobility (μ) of the compounds used in Examples 1 and 2, and Comparative Examples 1 to 4 was calculated using quantum simulation. h ), electron mobility (μ e ), simulated maximum emission wavelength (λ) max sim ), actual maximum transmission wavelength (λ) max exp )and 3 MC energy. The results are shown in Table 1.

[0484] For example, density functional theory (DFT) with B3LYP hybrid functionals was used to evaluate compounds 1 and 2, as well as compounds A through D as comparative compounds. 3 Energy level values ​​for the MC state. In the case of Pt, the atoms of C, H, N, and S are evaluated using the LANL2DZ basis set and the DFT method of a Gaussian procedure optimized at the level of the 6-311G(d,p) basis set.

[0485] Table 1

[0486]

[0487]

[0488]

[0489] As shown in Table 1, the relationship with compound A 3 Comparing the MC values, compounds 1 and 2 were found to have... 3 The MC values ​​are significantly higher. Compared to, for example, compound A, compounds 1 and 2... 3 MLCT state to 3 The probability of exciton transitions in the MC state (non-luminescent state) is reduced, thus the organometallic compounds according to embodiments of this disclosure can exhibit excellent stability in the excited state. Therefore, organic light-emitting devices comprising organometallic compounds can have improved efficiency and lifetime.

[0490] Furthermore, compounds B through D emit red light instead of blue light, which is inappropriate.

[0491] Evaluation Example 2

[0492] The driving voltage, current density, luminance, luminous efficiency, emission color, and maximum emission wavelength of the organic light-emitting devices manufactured according to Examples 1 and 2 and Comparative Example 1 were measured using a Keithley SMU 236 and PR650 luminance meter. The results are shown in Table 2.

[0493] Table 2

[0494]

[0495] As is evident from Table 2, compared with the organic light-emitting device of Comparative Example 1, the organic light-emitting devices of Examples 1 and 2 are found to have low driving voltage, excellent brightness and luminous efficiency.

[0496] As is evident from the foregoing description, organic light-emitting devices including embodiments containing organometallic compounds can have low driving voltage, excellent brightness, excellent efficiency, and long lifespan.

[0497] It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for limiting purposes. The description of features or aspects in each embodiment should be considered applicable to other similar features or aspects in other embodiments.

[0498] It should be understood that although the terms "first," "second," "third," etc., may be used herein to describe various elements, components, regions, layers, and / or portions, these elements, components, regions, layers, and / or portions should not be limited by these terms. These terms are used to distinguish one element, component, region, layer, or portion from another element, component, region, layer, or portion. Therefore, without departing from the spirit and scope of this disclosure, the first element, component, region, layer, or portion described below may be referred to as the second element, component, region, layer, or portion.

[0499] For ease of explanation, spatial relative terms such as “below,” “under,” “down,” “below,” “above,” “up,” etc., may be used herein to describe the relationship between one element or feature and another element (or feature) or feature (or feature) as shown in the figures. It should be understood that spatial relative terms are intended to cover different orientations of the device in use or operation other than those depicted in the figures. For example, if the device in the figure is flipped, an element described as “below,” “under,” or “below” other elements or features will then be oriented “above” other elements or features. Thus, the example terms “below” and “below” can cover both above and below orientations. The device may be oriented in other ways (e.g., rotated 90 degrees or in other orientations), and the spatial relative descriptors used herein should be interpreted accordingly.

[0500] It should be understood that when an element or layer is referred to as being “on”, “connected to”, or “linked to” another element or layer, it may be directly connected to or linked to the other element or layer, or one or more intermediate elements or layers may exist. Additionally, it should also be understood that when an element or layer is referred to as being “between” two elements or layers, it may be the only element or layer between the two elements or layers, or one or more intermediate elements or layers may exist.

[0501] The terminology used herein is for the purpose of describing particular embodiments and is not intended to limit this disclosure. As used herein, the singular forms “a” and “an” are also intended to include the plural forms unless the context clearly indicates otherwise. It should be further understood that the terms “comprises,” “comprising,” “includes,” and “including,” when used in this specification, indicate the presence of the described features, integers, actions, operations, elements, and / or components, but do not exclude the presence or addition of one or more other features, integers, actions, operations, elements, components, and / or groups thereof.

[0502] As used herein, the terms “substantially,” “about,” and similar terms are used as approximations rather than terms of degree, and are intended to describe inherent deviations in measured or calculated values ​​that would be recognized by one of ordinary skill in the art. Furthermore, when describing embodiments of this disclosure, the use of “may” means “one or more embodiments of this disclosure.” As used herein, the terms “use,” “using,” and “used” are to be considered synonyms for the terms “utilize,” “utilizing,” and “utilized,” respectively. Moreover, the term “exemplary” is intended to indicate or illustrate.

[0503] Furthermore, any numerical range described herein is intended to include all subranges of the same numerical precision falling within the described range. For example, the range “1.0 to 10.0” is intended to include all subranges (and inclusive) between the described minimum value of 1.0 and the described maximum value of 10.0, that is, all subranges having a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as, for example, 2.4 to 7.6. Any maximum numerical limit described herein is intended to include all lower numerical limits falling within it, and any minimum numerical limit described herein is intended to include all higher numerical limits falling within it. Therefore, the applicant reserves the right to amend this specification (including the claims) to expressly describe any subranges falling within the scope expressly described herein.

[0504] Although 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 therein without departing from the spirit and scope of this disclosure as defined by the appended claims and equivalents.

Claims

1. An organic light-emitting device, comprising: First electrode; Second electrode; and An organic layer comprising an emission layer is located between the first electrode and the second electrode; and The organic light-emitting device includes at least one organometallic compound represented by Formula 1: Formula 1 In Equation 1, M is selected from Pt, Y1 to Y4 are each independently N or C. T1 to T4 are each an independent chemical bond; and Y1 is directly bonded to M, Y2 is directly bonded to M, Y3 is directly bonded to M, and Y4 is directly bonded to M. Two of the bonds selected from the bonds between M and Y1 or T1, M and Y2 or T2, M and Y3 or T3, and M and Y4 or T4 are each coordinate bonds, and the other two bonds are each ionic bonds. A1 to A3 are each independently selected from C5-C 60 Carbocyclic groups and C1-C 60 Heterocyclic groups, X1 to X3 are each independently N or C(R4). L1 to L3 are each independently selected from single bonds, *-C(R5)(R6)-*', and *-O-*'. a1 to a3 are each an independent integer selected from 0 to 3; and when a1 is 0, A1 is not bound to A2, when a2 is 0, A2 is not bound to A3, and when a3 is 0, A3 is not bound to the 6-membered ring including X2, X3, and Y4. a1 is 0, L1 does not exist, and A1 does not bind to A2. R1 to R6 are each 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, 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, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) and -P(=S)(Q1)(Q2), b1 to b3 are each an independent integer selected from 0 to 20. Q1 to Q3 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl 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, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, biphenyl and terphenyl * and *' each indicate the binding site with the adjacent atom, and 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 heteroaryl, the substituted C1-C 60 Heteroaryl groups, the substituted C1-C 60 Heteroaryl thiols, the substituted C5-C 30 Carbocyclic groups, the substituted C1-C 30 At least one substituent selected from the heterocyclic group, the substituted monovalent nonaromatic fused polycyclic group, and the substituted monovalent nonaromatic fused heterocyclic group is selected from: Deuterium, -F, -Cl, -Br, -I, Cl-C 60 Alkyl and C1-C 60 Alkyl group.

2. The organic light-emitting device according to claim 1, wherein, The energy level E of the triplet metal neutral state of the organometallic compound 3MC The energy level E above the triplet metal-to-ligand charge-transfer state of the organometallic compound. 3MLCT .

3. The organic light-emitting device according to claim 2, wherein, The organometallic compound satisfies E3 ≥ 12 kcal / mol, and E3 is defined by the following equation 1: Equation 1 E3=||E 3MLCT |-|E 3MC ||。 4. The organic light-emitting device according to claim 1, wherein, The emitting layer is configured to emit blue light with a maximum emission wavelength in the range of 440 nm to 490 nm.

5. The organic light-emitting device according to claim 1, wherein, The first electrode includes an anode. The second electrode includes a cathode. The organic layer includes the organometallic compound. The organic layer 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 at least one layer selected from a hole injection layer, a hole transport layer, a buffer layer, an emission assist layer, and an electron blocking layer, and The electron transport region includes at least one layer selected from the hole blocking layer, the electron transport layer, and the electron injection layer.

6. The organic light-emitting device according to claim 5, wherein, The emitter layer includes the organometallic compound.

7. The organic light-emitting device according to claim 5, wherein, The hole transport region includes a p-dopant having a lowest unoccupied molecular orbital energy level of -3.5 eV or less.

8. An organometallic compound represented by Formula 1: Formula 1 in, In Equation 1, M is selected from Pt, Y1 to Y4 are each independently N or C. T1 to T4 are each an independent chemical bond; and Y1 is directly bonded to M, Y2 is directly bonded to M, Y3 is directly bonded to M, and Y4 is directly bonded to M. Two of the bonds selected from the bonds between M and Y1 or T1, M and Y2 or T2, M and Y3 or T3, and M and Y4 or T4 are each coordinate bonds, and the other two bonds are each ionic bonds. A1 to A3 are each independently selected from C5-C 60 Carbocyclic groups and C1-C 60 Heterocyclic groups, X1 to X3 are each independently N or C(R4). L1 to L3 are each independently selected from single bonds, *-C(R5)(R6)-*', and *-O-*'. a1 to a3 are each an independent integer selected from 0 to 3; and when a1 is 0, A1 is not bound to A2, when a2 is 0, A2 is not bound to A3, and when a3 is 0, A3 is not bound to the 6-membered ring including X2, X3, and Y4. a1 is 0, L1 does not exist, and A1 does not bind to A2. R1 to R6 are each 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, 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, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) and -P(=S)(Q1)(Q2), b1 to b3 are each an independent integer selected from 0 to 20. Q1 to Q3 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl 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, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, biphenyl and terphenyl * and *' each indicate the binding site with the adjacent atom, and 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 heteroaryl, the substituted C1-C 60 Heteroaryl groups, the substituted C1-C 60 Heteroaryl thiols, the substituted C5-C 30 Carbocyclic groups, the substituted C1-C 30 At least one substituent selected from the heterocyclic group, the substituted monovalent nonaromatic fused polycyclic group, and the substituted monovalent nonaromatic fused heterocyclic group is selected from: Deuterium, -F, -Cl, -Br, -I, Cl-C 60 Alkyl and C1-C 60 Alkyl group.

9. The organometallic compound according to claim 8, wherein, In Equation 1, T1 to T4 are each chemical bonds, at least one of the bonds between Y1 and M and between Y2 and M is a coordinate bond, Y1 is N and Y2 is C.

10. The organometallic compound according to claim 8, wherein, In Equation 1, T1 to T4 are each chemical bonds, Y3 and Y4 are each C, and the bond between Y4 and M is an ionic bond.

11. The organometallic compound according to claim 8, wherein, In Equation 1, A1 to A3 are each independently selected from: Phenyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, cyclopentyl, cyclopentadienyl, furanyl, thiophenyl, pyrrolyl, thiopyrrolyl, oxazolyl, isoxazolyl, oxadiazolyl, isoxadiazolyl, oxtriazolyl, isoxtriazolyl, thiazolyl, isothiazolyl, thiazolyl, isothiazolyl, thiazolyl, isothiazolyl, isothiazolyl, pyrazolyl, imidazole, benzimidazole, triazolyl, 1,2,4-triazolyl, tetrazolyl, azathiopyrrolyl, diazathiopyrrolyl, triazathiopyrrolyl, cyclohexyl, and cyclohexenyl.

12. The organometallic compound according to claim 8, wherein, In Formula 1, A1 is selected from pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, and triazinyl. A2 is selected from imidazole and benzimidazole, or A3 is selected from phenyl.

13. The organometallic compound according to claim 8, wherein, In Equation 1, when a1 is 0 and A1 does not bind to A2, A1 is a group represented by any one of Equations 2A-1 to 2A-4: Among them, in equations 2A-1 to 2A-4, Y 21 For N or C(R) 21 ), Y 22 For N or C(R) 22 ), Y 23 For N or C(R) 23 ), Y 24 For N or C(R) 24 ), R 21 To R 24 Each is independently defined according to R1 to R6 in claim 8, and * indicates the binding site with T1, and *' indicates the binding site with N in Formula 1.

14. The organometallic compound according to claim 8, wherein, In Formula 1, when a1 is 0 and A1 does not bind to A2, A2 is a group represented by either Formula 2B-1 or Formula 2B-2: Among them, in equations 2B-1 to 2B-2, Y 25 For N or C(R) 25 ), Y 26 For N or C(R) 26 ), Y 27 For N or C(R) 27 ), Y 28 For N or C(R) 28 ), Y 29 For N or C(R) 29 ), Y 30 For N or C(R) 30 ), R 25 To R 30 Each is independently defined according to R1 to R6 in claim 8, and * indicates the binding site with T2, and *' indicates the binding site with L2.

15. The organometallic compound according to claim 8, wherein, X1 and X3 are each C(R4), and X2 is N or C(R4).

16. The organometallic compound according to claim 8, wherein, a1 is 0, a2 and a3 are each 1, L2 is a single bond, and L3 is *-O-*'.

17. The organometallic compound according to claim 8, wherein, R1 to R6 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 20 Alkyl and C1-C 20 Alkoxy; Each is substituted by at least one of the following C1-C 20 Alkyl and C1-C 20 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, Cl-C 20 Alkyl and C1-C 20 Alkoxy; Cyclopentyl, cyclohexyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, pyrroleyl, indoleyl, isoindoleyl, indazolyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, cenolinyl, and triazinyl; and Cyclopentyl, cyclohexyl, phenyl, naphthyl, pyridyl, pyrazinyl, pyridazinyl, pyrroloyl, indoleyl, isoyindolyl, indazoleyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, cyclolinyl, and triazinyl are each substituted with at least one of the following: deuterium, -F, -Cl, -Br, -I, C1-C 20 Alkyl and C1-C 20 alkoxy groups; and -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) and -P(=O)(Q1)(Q2), Q1 to Q3 are each selected independently. Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 20 Aryl, C1-C 20 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups.

18. The organometallic compound according to claim 8, wherein, Equation 1 is expressed by Equation 1-1: Formula 1-1 In Equation 1-1, M, A1 to A3, Y1 to Y3, L2 to L3, X1 to X3, R1 to R3 and b1 to b3 are defined in claim 8, respectively.

19. The organometallic compound according to claim 8, wherein, The organometallic compound represented by Formula 1 is selected from compounds 1 to 53:

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