Organometallic compounds

Abstract

An organometallic compound is provided. The organometallic compound is represented by Formula 1: Formula 1 wherein the substituents in Formula 1 can be understood as described in connection with the specification.

Description

TECHNICAL FIELD

[0001] One or more aspects of embodiments of the present disclosure relate to an organometallic compound and an organic light emitting device including the same. BACKGROUND

[0002] An organic light emitting device (OLED) is a self-emitting device that can have excellent characteristics of a wide viewing angle, high contrast, short response time, and / or superior luminance, driving voltage, and / or response speed, compared to devices in the related art.

[0003] An OLED can include a first electrode on a substrate and a hole transport region, an emission layer, an electron transport region, and a second electrode sequentially stacked on the first electrode. Holes provided from the first electrode can move toward the emission layer through the hole transport region, and electrons provided from the second electrode can move toward the emission layer through the electron transport region. Carriers such as holes and electrons can recombine in the emission layer to generate excitons. These excitons can transition from an excited state to a ground state, thereby generating light. SUMMARY

[0004] One or more aspects of embodiments of the present disclosure relate to an organometallic compound having a novel structure and an organic light emitting device including the same and having high luminous efficiency and / or long lifespan.

[0005] Additional aspects will be set forth in part in the description which follows, and in part will become apparent to those skilled in the art upon examination of the disclosure, or can be learned by practice of the presented embodiments of the disclosure.

[0006] One or more example embodiments of the present disclosure provide an organometallic compound represented by Formula 1:

[0007] Formula 1

[0008]

[0009] In Formula 1,

[0010] M can be selected from the group consisting of platinum (Pt), palladium (Pd), iridium (Ir), copper (Cu), cadmium (Cd), nickel (Ni), zinc (Zn), manganese (Mn), and gold (Au),

[0011] Rings A1 to A3 can each be independently selected from the group consisting of C5-C 30 carbocyclyl and C1-C 30 heterocyclyl,

[0012] Y1 can be C or N and is included in Ring A1,

[0013] Y2may be C or N, and is included in ring A2,

[0014] Y3may be C or N, and is included in ring A3,

[0015] Y4may be N,

[0016] one of the bonds between Y1and M, between Y2and M, and between Y3and M can be a coordinate bond, and the other bonds can each be a covalent bond,

[0017] L1may be selected from a single bond, *-O-*', *-S-*', *-Se-*', *-N(R6)-*', *-B(R6)-*', *-P(R6)-*', *-P(=O)(R6)-*', *-S(=O)-*', *-S(=O)2-*', *-S(=O)(R6)(R7)-*', *-C(=O)-*', *-C(R6)(R7)-*', *-Si(R6)(R7)-*', and *-Ge(R6)(R7)-*',

[0018] a1may be an integer of 1 to 3, wherein, when a1is 2 or more, two or more L1may be the same as or different from each other,

[0019] T1and T2may each independently be selected from a single bond, *-O-*', *-S-*', *-Se-*', *-N(R8)-*', *-B(R8)-*', *-P(R8)-*', *-P(=O)(R8)-*', *-S(=O)-*', *-S(=O)2-*', *-S(=O)(R8)(R9)-*', *-C(=O)-*', *-C(R8)(R9)-*', *-Si(R8)(R9)-*', and *-Ge(R8)(R9)-*',

[0020] V1to V4may each independently be selected from *-C(R a )(R b )-*', *-N(R a )-*', and *-O-*',

[0021] b1to b4may each independently be an integer of 0 to 3, wherein, when b1is 0, *-(V1) b1 -' is not present, when b2is 0, *-(V2) b2 -' is not present, when b3is 0, *-(V3) b3 -' is not present, and when b4is 0, *-(V4) b4 -' is not present,

[0022] b1+b2≥2,

[0023] R1to R9, R a and R b may each independently be selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, -CH2D, -CHD2, -CD3, -CH2F, -CHF2, -CF3, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, substituted or unsubstituted C1-C 60 alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 alkynyl, substituted or unsubstituted C1-C 60 alkoxy, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 heterocycloalkyl, substituted or unsubstituted C3-C 10 cycloalkenyl, substituted or unsubstituted C1-C 10 heterocycloalkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C7-C 60 alkylaryl, substituted or unsubstituted C6-C 60 aryloxy, substituted or unsubstituted C6-C 60 arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted C2-C 60 alkylheteroaryl, substituted or unsubstituted C1-C 60 heteroaryloxy, substituted or unsubstituted C1-C 60 heteroarylthio, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), and -P(=O)(Q1)(Q2),

[0024] neighboring groups among R1to R9may optionally (or "optionally") be linked together to form an unsubstituted or substituted C5-C 10a carbocyclic group or an unsubstituted or substituted C1-C 30 heterocyclic group, 10a 30 heterocyclic group,

[0025] R 10a may be the same as described in connection with R1,

[0026] c1to c3may each independently be an integer of 1 to 10,

[0027] * and *' each represent a bonding site to an adjacent atom,​

[0028] substituted C1-C 60 alkyl, substituted C2-C 60 alkenyl, substituted C2-C 60 alkynyl, substituted C1-C 60 alkoxy, substituted C3-C 10 cycloalkyl, substituted C1-C 10 heterocycloalkyl, substituted C3-C 10 cycloalkenyl, substituted C1-C 10 heterocycloalkenyl, substituted C6-C 60 aryl, substituted C7-C 60 alkylaryl, substituted C6-C 60 aryloxy, substituted C6-C 60 aralkylthio, substituted C1-C 60 heteroaryl, substituted C2-C 60 alkylheteroaryl, substituted C1-C 60 heteroaryloxy, substituted C1-C 60 heteroarylthio, substituted monovalent non-aromatic condensed polycyclic group and substituted monovalent non-aromatic condensed heteropolycyclic group can be selected from the group consisting of:

[0029] deuterium, -F, -CI, -Br, -I, -CH2D, -CHD2, -CD3, -CH2F, -CHF2, -CF3, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 alkoxy;

[0030] deuterium, -F, -CI, -Br, -I, -CH2D, -CHD2, -CD3, -CH2F, -CHF2, -CF3, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkenyl, C6-C 60 aryl, C7-C 60 alkylaryl, C6-C 60 aryloxy, C6-C 60 aralkylthio, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12)(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q 11 ), and -P(=O)(Q 11 )(Q 12 ) selected from the group consisting of C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, and C1-C 60 alkoxy;

[0031] C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkenyl, C6-C 60 aryl, C7-C 60 alkylaryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl, and terphenyl;

[0032] all of which are independently substituted with from one to five groups selected from the group consisting of deuterium, -F, -Cl, -Br, -I, -CH2D, -CHD2, -CD3, -CH2F, -CHF2, -CF3, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkenyl, C6-C 60 aryl, C7-C 60 alkylaryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl, terphenyl, -Si(Q 21 )(Q 22 )(Q23 ), -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 ), and 10 C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C1-C 60 heterocycloalkenyl, C6-C 60 aryl, C7-C 60 alkylaryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, C2-C 31 alkylheteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group, and terphenyl group; and

[0033] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), and -P(=O)(Q 31 )(Q 32 ), and

[0034] Q1to Q3, Q 11 to Q 13 , Q 21 to Q 23 , and Q 31 to Q 33 may each independently be selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, -CH2D, -CHD2, -CD3, -CH2F, -CHF2, -CF3, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C1-C 60 Alkyl, C6-C 60 Aryl, C1-C 60 Heteroaryl, C2-C 60 Alkylheteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, substituted with at least one selected from the group consisting of deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 Alkyl, substituted with at least one selected from the group consisting of deuterium, -F, cyano, C1-C 60 Alkyl (or C1-C 10 Alkyl), phenyl and biphenyl, C6-C 60 Aryl, and substituted with at least one selected from the group consisting of deuterium, -F, cyano, C1-C 10 Alkyl, C1-C 60 Heteroaryl.

[0035] One or more example embodiments of the present disclosure provide an organometallic compound representing an organic light emitting device including a first electrode, a second electrode, an organic layer located between the first electrode and the second electrode and including an emission layer, and an organometallic compound represented by Formula 1. BRIEF DESCRIPTION OF DRAWINGS

[0036] The above and other aspects, features, and advantages of certain embodiments disclosed herein will be more apparent from the following description taken in conjunction with the accompanying drawings, in which:

[0037] Figure 1 is a schematic cross-sectional view of an organic light emitting device according to an embodiment;

[0038] Figure 2 is a schematic cross-sectional view of an organic light emitting device according to another embodiment;

[0039] Figure 3 is a schematic cross-sectional view of an organic light emitting device according to another embodiment; and

[0040] Figure 4 is a schematic cross-sectional view of an organic light emitting device according to another embodiment. DETAILED DESCRIPTION

[0041] Reference will now be made in detail to the embodiments, examples of which are illustrated in the accompanying drawings, wherein like reference numerals refer to like elements throughout and no repeated description thereof is provided. In this regard, the presented embodiments can have different forms and should not be construed as being limited to the description set forth herein. Accordingly, the embodiments are described below, with reference to the drawings, only by way of explanation of the aspects of the description. As used herein, the term “and / or” includes any and all combinations of one or more of the associated listed items. Throughout the disclosure, the expression “at least one of a, b, and c” means only a, only b, only c, both a and b, both a and c, both b and c, all of a, b, and c, or variations thereof.

[0042] As used herein, the singular forms “a,” “an,” and “the” are intended to include the plural forms as well, unless the context clearly indicates otherwise.

[0043] It will be further understood that the terms “comprises,” “comprising,” “includes,” and / or “including,” when used in this specification, specify the presence of stated features, steps, operations, elements, and / or components, but do not preclude the presence or addition of one or more other features, steps, operations, elements, components, and / or groups thereof.

[0044] Furthermore, the use of “can,” “could,” “might,” and / or “may,” when describing the embodiments of the present disclosure, means that one or more embodiments of the present disclosure “possibly” include the feature or features.

[0045] It will be understood that when an element is referred to as being “on” another element, “connected to” or “coupled to” another element, it can be directly on, directly connected to or coupled to the other element, or one or more intervening elements can also be present. When an element is referred to as being “directly on,” “directly connected to” or “directly coupled to” another element, no intervening elements are present.

[0046] One or more example embodiments of the present disclosure provide an organometallic compound represented by Formula 1:

[0047] Formula 1

[0048]

[0049] In Formula 1, M can be selected from platinum (Pt), palladium (Pd), iridium (Ir), copper (Cu), cadmium (Cd), nickel (Ni), zinc (Zn), manganese (Mn), and gold (Au).

[0050] In embodiments, M can be Pt or Pd. In one or more embodiments, M can be Pt.

[0051] In Formula 1, each of ring A1 to ring A3 can be independently selected from a C5-C 30 a carbocyclyl group, and a C1-C 30 a heterocyclyl group.

[0052] In an embodiment, each of ring A1 to ring A3 can be independently selected from i) a first ring, ii) a second ring, iii) a condensed ring in which two or more first rings are condensed with each other, iv) a condensed ring in which two or more second rings are condensed with each other, and v) a condensed ring in which one or more first rings and one or more second rings are condensed with each other.

[0053] In some embodiments, the first ring can be a five-membered ring. In some embodiments, the second ring can be a six-membered ring. The first ring can be selected from a cyclopentane group, a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a silole group, an oxazole group, an isoxazole group, an oxadiazole group, an isoxadiazole group, an oxatriazole group, an isoxatriazole group, a thiazole group, an isothiazole group, a thiadiazole group, an isothiadiazole group, a thiatrizole group, an isothiatrizole group, a pyrazole group, an imidazole group, a triazole group, a tetrazole group, an azasilole group, a diazasilole group, and a tridiazasilole group, and

[0054] The second ring can be selected from an adamantane group, a norbornane group, a norbornene group, a cyclohexane group, a cyclohexene group, a phenyl group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, an oxasiline group, a thiasiline group, a dihydroazasiline group, a dihydrodisiline group, a dihydrosiline group, a dioxene group, an oxathiine group, an oxazine group, a pyran group, a dithiine group, a thiazine group, a thiepin group, a cyclohexadiene group, a dihydropyridine group, and a dihydropyrazine group.

[0055] For example, each of ring A1 to ring A3 can be independently selected from a phenyl group, a naphthyl group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, a benzofuran group, a benzothiophene group, a benzothiazole group, an imidazole group, a benzimidazole group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a benzocyclohexane group, a benzonorbornane group, an imidazocyclohexane group, and an imidazonorbornane group, but embodiments of the present disclosure are not limited thereto.

[0056] In embodiments, ring A1may be selected from the group consisting of the groups represented by Formulae 2-1 to 2-8, ring A2may be selected from the group consisting of the groups represented by Formulae 3-1 to 3-16, and ring A3may be selected from the group consisting of the groups represented by Formulae 4-1 to 4-29:

[0057]

[0058]

[0059]

[0060]

[0061] In Formulae 2-1 to 2-8,

[0062] Y1may be the same as described herein,

[0063] X 11 may be N or C(R 11 ), X 12 may be N or C(R 12 ), X 13 may be N or C(R 13 ), X 14 may be N or C(R 14 ), X 15 may be N or C(R 15 ), and X 16 may be N or C(R 16 ),

[0064] E1may be O, S, Se, C(R 17 )(R 18 ), Si(R 17 )(R 18 ), N(R 17 ), or B(R 17 ),

[0065] R 11 to R 18 and Z 11 to Z 18 may each independently be the same as described in connection with R1,

[0066] *1 indicates a bonding site to the metal M in Formula 1,

[0067] *2 indicates a bonding site to T1in Formula 1,

[0068] *3 indicates a bonding site to V2in Formula 1, and

[0069] *4 indicates a bonding site to L1in Formula 1.

[0070] In Formulae 3-1 to 3-16,

[0071] Y2may be the same as described herein,

[0072] X 21 may be N or C(R 21 ), X 22 may be N or C(R 22 ), X 23 may be N or C(R 23 ), X 24 may be N or C(R 24 ), X 25 may be N or C(R 25 ), X 26 may be N or C(R 26 ), and X 27 may be N or C(R 27 ),

[0073] E2may be O, S, Se, C(R 28 )(R 29 ), Si(R 28 )(R 29 ), N(R 28 ), or B(R 28 ),

[0074] R 21 to R 29 and Z 21 to Z 28 may each independently be the same as described in connection with R2,

[0075] *1 indicates a bonding site to the metal M in Formula 1,

[0076] *2 indicates a bonding site to T2in Formula 1,

[0077] *3 indicates a bonding site to V4in Formula 1, and

[0078] *4 indicates a bonding site to L1in Formula 1.

[0079] In Formulae 4-1 to 4-29,

[0080] Y3may be the same as described herein,

[0081] X 31 may be N or C(R 31 ), X 32 may be N or C(R 32 ), X 33 may be N or C(R 33 ), X 34may be N or C(R 34 may be N or C(R 35 may be N or C(R 35 may be N or C(R 36 may be N or C(R 36 may be N or C(R 37 may be N or C(R 37 may be N or C(R 38 may be N or C(R 38 ,

[0082] may be N or C(R 31 may be N or C(R 39a ) or C(R 39a ) (R 39b ),

[0083] may be N or C(R 31 to R 38 , R 39a , R 39b and Z 31 to Z 38 may each independently be the same as described in connection with R3,

[0084] *1 indicates a bonding site to the metal M in Formula 1,

[0085] *2 indicates a bonding site to T2 in Formula 1, and

[0086] *3 indicates a bonding site to V3 in Formula 1.

[0087] In Formula 1, Y1may be C or N and can be included in ring A1; Y2may be C or N and can be included in ring A2; Y3may be C or N and can be included in ring A3; Y4may be N. One of the bonds between Y1and M, the bond between Y2and M, and the bond between Y3and M can be a coordinate bond, and the other bonds can each be a covalent bond. The bond between Y4and M can be a coordinate bond.

[0088] In embodiments, the bond between Y1and M and the bond between Y2and M can each be a covalent bond, and the bond between Y3and M can be a coordinate bond.

[0089] In Formula 1, L1may be selected from a single bond, *-O-*', *-S-*', *-Se-*', *-N(R6)-*', *-B(R6)-*', *-P(R6)-*', *-P(=O)(R6)-*', *-S(=O)-*', *-S(=O)2-*', *-S(=O)(R6)(R7)-*', *-C(=O)-*', *-C(R6)(R7)-*', *-Si(R6)(R7)-*', and *-Ge(R6)(R7)-*'.

[0090] In Formula 1, a1 represents the number of L1, and can be 1, 2, or 3, wherein, when a1 is 2 or more, two or more of L1 can be the same as or different from each other.

[0091] In embodiments, L1 can be *-O-*', and a1 can be 1.

[0092] In Formula 1, T1 and T2 can each independently be selected from a single bond, *-O-*', *-S-*', *-Se-*', *-N(R8)-*', *-B(R8)-*', *-P(R8)-*', *-P(=O)(R8)-*', *-S(=O)-*', *-S(=O)2-*', *-S(=O)(R8)(R9)-*', *-C(=O)-*', *-C(R8)(R9)-*', *-Si(R8)(R9)-*', and *-Ge(R8)(R9)-*.

[0093] In embodiments, at least one of T1 and T2 can be a single bond. For example, T1 can be a single bond, and T2 can be selected from *-O-*', *-S-*', *-Se-*', *-N(R8)-*', *-B(R8)-*', *-P(R8)-*', *-P(=O)(R8)-*', *-S(=O)-*', *-S(=O)2-*', *-S(=O)(R8)(R9)-*', *-C(=O)-*', *-C(R8)(R9)-*', *-Si(R8)(R9)-*', and *-Ge(R8)(R9)-*. In one or more embodiments, both T1 and T2 can be a single bond.

[0094] In Formula 1, V1 to V4 can each independently be selected from *-C(R a )(R b )-*', *-N(R a )-', and *-O-*', b1 to b4 can each independently be an integer of 0 to 3, wherein, when b1 is 0, *-(V1) b1 -' is not present, when b2 is 0, *-(V2) b2 -' is not present, when b3 is 0, *-(V3) b3 -' is not present, and when b4 is 0, *-(V4) b4 -' is not present.

[0095] In embodiments, *-(V1) b1 -(V2) b2 -' can be selected from groups represented by Formulae 1-1a to 1-1i, *-(V3) b3 -(V4) b4*may be selected from groups represented by Formula 1-2a to Formula 1-2i:

[0096]

[0097] In Formula 1-1a to Formula 1-1i and Formula 1-2a to Formula 1-2i,

[0098] R 1a , R 2a , and R 3a may each independently be the same as described in connection with R a ,

[0099] R 1b , R 2b , and R 3b may each independently be the same as described in connection with R b , and

[0100] *and *' each represent a binding site to an adjacent atom.

[0101] In Formula 1, b1+b2≥2. For example, b1may be 1, and b2may be 1.

[0102] In embodiments, T1and T2may each be a single bond, and b3+b4≥2. For example, T1and T2may each be a single bond, b3may be 1, and b4may be 1.

[0103] In embodiments, T1may be a single bond, and b3and b4may each be 0. For example, T1may be a single bond, T2may be *-N(R8)-*' or *-O-*', b3and b4may each be 0, and R8may be a 5-membered heterocycle connected to ring A2via a single bond.

[0104] In Formula 1, R1to R9, R a , and R b may each independently be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, -CH2D, -CHD2, -CD3, -CH2F, -CHF2, -CF3, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, substituted or unsubstituted C1-C 60 alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 alkynyl, substituted or unsubstituted C1-C 60 alkoxy, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 heterocycloalkyl, substituted or unsubstituted C3-C 10 cycloalkenyl, substituted or unsubstituted C1-C 10 heterocycloalkenyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C7-C 60 Alkyl 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 C2-C 60 Alkyl heteroaryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted C1-C 60 The compounds include heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), and -P(=O)(Q1)(Q2), wherein adjacent groups among R1 to R9 may optionally be linked together to form an unsubstituted or substituted compound with at least one R. 10a C5-C 30 The carbocyclic group is either unsubstituted or substituted with at least one R. 10a C1-C 30 Heterocyclic group.

[0105] In the embodiment, R1 to R9, R a and R b Each can be independently selected from:

[0106] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl and C1-C 60 Alkoxy;

[0107] All are substituted with at least one of the following C1-C groups selected from deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, and pyrimidinyl. 60 Alkyl and C1-C 60 Alkoxy;

[0108] Cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopentadienyl, indole, naphthyl, chamomilecycloyl, indoleyl, acenaphthel, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, pyrene, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, phthalazinyl, naphthridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenoxazinyl, phenothiazinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzisothiazolyl (or iso-benzothiazolyl), benzoxazolyl, benzoisoxazolyl (or iso-benzoxazolyl), triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl, diphenylene furanyl, diphenylene thiophenyl, diphenylene thiazolyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiazolyl, diphenylcarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothiazolyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazolopyridinyl, benzonaphthridinyl, azafluorenyl, azaspirofluorenyl, azacarbazolyl, azadiphenylene furanyl, azadiphenylene thiophenyl, azadiphenylene thiazolyl, indolopyrrolyl, indolocarbazolyl, and indolocarbazolyl;

[0109] substituted with from one to three of deuterium, -F, -CI, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C1-C 60 alkyl, C1-C 60 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalene, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, selected from at least one of cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopenta-2,4- dienyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalene, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, 31 32 33 31 32 31 32 31 31 31 32 selected from at least one of cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopenta-2,4- dienyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalene, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, ​​​​​​​​​​Peryl, pentaphenyl, pyrrolyl, thiophenyl, furanyl, thiophenyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indoleyl, isoindoleyl, indazoleyl, purinyl, quinolinyl, isoquinolinyl, benzo[quinolinyl], benzo[isoquinolinyl], phthalazinyl, naphthidyl, quinoxalinyl, benzo[quinoxalinyl], quinazolinyl, benzo[quinoxalinyl], phenanthrinyl, acridineyl, phenanthrololinyl, phenazinyl, benzimidazolyl, benzo[furanyl], benzo[thiophene], benzo[thiophene], benzo[thiazolyl], benzo[isothiazolyl], benzo[oxazolyl], benzo[isooxazolyl], tri... Azolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazoleyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, benzocarbazoleyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiophenyl, dibenzocarbazoleyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothiophenyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphidyl, azafluorenyl, azaspirodifluorenyl, azacarbazoleyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothiophenyl, indolepyrrolyl, indolopyrrolyl, indolecarbazoleyl and indolocarbazoleyl; and

[0110] -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) and -P(=O)(Q1)(Q2), and

[0111] Q1 to Q3 and Q 31 To Q 33 Each can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, -CH2D, -CHD2, -CD3, -CH2F, -CHF2, -CF3, 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, substituted with C1-C 60 C6-C of alkyl groups 60 Aryl, C1-C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic, monovalent non-aromatic condensed heterocyclic, substituted with deuterium, -F, cyano, C1-C 60 C1-C of at least one of alkyl, phenyl, and biphenyl60 alkyl, substituted with at least one selected from deuterium, -F, cyano, C1-C 60 alkyl (or C1-C 10 alkyl), phenyl, and biphenyl; and 60 aryl, and substituted aryl, substituted with at least one selected from deuterium, -F, cyano, C1-C 10 alkyl, phenyl, and biphenyl; and 60 heteroaryl, but embodiments of the present disclosure are not limited thereto.

[0112] For example, R1to R9, R a and R b may each be independently selected from:

[0113] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, n-pentyl, t-pentyl, neopentyl, i-pentyl, s-pentyl, 3-pentyl, s-i-pentyl, n-hexyl, i-hexyl, s-hexyl, and t-hexyl;

[0114] methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, n-pentyl, t-pentyl, neopentyl, i-pentyl, s-pentyl, 3-pentyl, s-i-pentyl, n-hexyl, i-hexyl, s-hexyl, and t-hexyl, each substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, and pyrimidyl;

[0115] cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, pyrimidyl; and

[0116] All of these are substituted with compounds ranging from deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl. Isohexyl, sec-hexyl, tert-hexyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, indaneyl, acenaphthel, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, pyrene, The cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopentadienyl, indole, naphthyl, chamomilecycloyl, indoleyl, acenaphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, phenanthyl, anthraceneyl, fluoranthyl, benzo[9,10]phenanthryl, pyrene, cyclopentadienyl, perylene, pentylene, pyridyl, pyrimidinyl, cyclopentadienyl, indoleyl, naphthyl, cyclopentadienyl, cyclopentadienyl, indoleyl, cyclohexaneyl, cyclohexaneyl, cyclopentadienyl, cyclohexane ... Peryl, pentaphenyl, pyridyl, and pyrimidinyl

[0117] However, the embodiments disclosed herein are not limited thereto.

[0118] In Equation 1, R 10a It can be the same as that described in conjunction with R1.

[0119] In Equation 1, c1 represents the number of R1s and can be an integer from 1 to 10; c2 represents the number of R2s and can be an integer from 1 to 10; c3 represents the number of R3s and can be an integer from 1 to 10.

[0120] In this specification, * and *' both indicate bonding sites with adjacent atoms.

[0121] In the embodiments, the organometallic compound may be represented by formula 1a or formula 1b:

[0122]

[0123] In equations 1a and 1b,

[0124] M, ring A1, ring A2, ring A3, L1, T1, T2, a1, V1, V2, V3, V4, b1, b2, b3, b4, Y1, Y2, Y4, R1, R2, R3, R4, R5, c1, c2, and c3 may all be independently identical to those described herein.

[0125] In an embodiment, the organometallic compound can be represented by one of Formula 1a-1 to Formula 1a-4, Formula 1b-1, and Formula 1b-2:

[0126]

[0127]

[0128] In Formula 1a-1 to Formula 1a-4, Formula 1b-1, and Formula 1b-2,

[0129] M, ring A1, ring A2, L1, T1, T2, a1, V1, V2, V3, V4, b1, b2, b3, b4, Y1, Y2, Y4, R1, R2, R4, R5, c1, c2, and c3 can each independently be the same as described herein, and

[0130] R 3a to R 3f may each independently be the same as described in connection with R3.

[0131] In an embodiment, the organometallic compound can be selected from the group consisting of Compound BD1-1 to Compound BD1-42 and Compound BD2-1 to Compound BD2-25:

[0132]

[0133]

[0134]

[0135] The organometallic compound represented by Formula 1 can have a structure in which a nitrogen atom of the imidazole group is connected to ring A1 via *-(V1) b1 -(V2) b2 -''. In this regard, the binding strength between the ligand and the central metal in the organometallic compound represented by Formula 1 can be greater than that in an organometallic compound in which a carbon atom of a pyrazole group or a triazole group is connected to a benzene ring via an ethylenyl group, and thus the organometallic compound represented by Formula 1 can have improved stability.

[0136] In addition, in the organometallic compound represented by Formula 1, the imidazole group and ring A1 are connected to each other via *-(V1) b1 -(V2) b2 -''. In this regard, the binding strength between the ligand and the central metal in the organometallic compound represented by Formula 1 can be greater than that in an organometallic compound in which a carbon atom of a pyrazole group or a triazole group is connected to a benzene ring via an ethylenyl group, and thus the organometallic compound represented by Formula 1 can have improved stability.

[0137] One or more example embodiments of the present disclosure provide an organic light emitting device including a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode and including an emission layer,

[0138] The organic layer can include an organometallic compound.

[0139] In an embodiment, the emission layer can include the organometallic compound.

[0140] In an embodiment, the emission layer can further include a second compound and a third compound, wherein the organometallic compound, the second compound, and the third compound can be different from each other, the second compound and the third compound can form an exciplex, and the organometallic compound and the second compound and / or the organometallic compound and the third compound can not form an exciplex.

[0141] The organometallic compound can have a structure in which a ligand (e.g., a tetradentate ligand) of a four-coordinated organometallic compound is fixed by an additional linker (e.g., *-(V1) b1 -(V2) b2 -*') so as to inhibit formation of an exciplex with the organometallic compound. As a result, the organic light emitting device including the organometallic compound can have improved color purity and / or improved luminous efficiency.

[0142] In an embodiment, the second compound can be represented by Formula 5, and

[0143] The third compound can include a group represented by Formula 7:

[0144] Formula 5

[0145]

[0146] Formula 7

[0147]

[0148] In Formula 5 and Formula 7, the ring CY 51 to the ring CY 53 , the ring CY 71 , and the ring CY 72 may each be independently selected from C5-C 30 carbocyclyl, and C1-C 30 heterocyclyl.

[0149] In an embodiment, in Formula 5 and Formula 7, the ring CY 51 to the ring CY 53 , the ring CY 71 , and the ring CY 72Each of the following can be independently selected from i) a first ring, ii) a second ring, iii) a condensation ring in which two or more first rings are condensed together, iv) a condensation ring in which two or more second rings are condensed together, and v) a condensation ring in which one or more first rings and one or more second rings are condensed together.

[0150] The first ring can be selected from cyclopentyl groups, cyclopentadienyl groups, furan groups, thiophene groups, pyrrole groups, thiorrole groups, oxazole groups, isoxazole groups, oxadiazole groups, isoxadiazole groups, oxtriazole groups, isoxtriazole groups, thiazole groups, isothiazole groups, thiadiazole groups, isothiadiazole groups, thiatriazole groups, isothiadiazole groups, pyrazole groups, imidazole groups, triazole groups, tetraazole groups, azathiorrole groups, diazathiorrole groups, and triazathiorrole groups.

[0151] The second ring can be selected from adamantyl group, norbornel group, norbornene group, cyclohexyl group, cyclohexene group, phenyl group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, oxasiloxanediene group, thiosiloxanediene group, dihydroazinesoxanediene group, dihydrodisiloxanediene group, dihydrosiloxanediene group, dioxene group, oxasulfuroxanediene group, pyran group, dithiocyclohexanediene group, thiazine group, thiaran group, cyclohexadiene group, dihydropyridine group, and dihydropyrazine group.

[0152] For example, in Equations 5 and 7, the ring CY 51 To CY 53 CY 71 and CY 72 All can be independently selected from phenyl groups, naphthyl groups, anthracene groups, phenanthrene groups, benzo[9,10]phenanthrene groups, pyrene groups, Groups, cyclopentadienyl groups, 1,2,3,4-tetrahydronaphthalene groups, thiophene groups, furan groups, indole groups, benzoborane heterocyclopentadienyl groups, benzophosphane heterocyclopentadienyl groups, indene groups, benzothiophene groups, benzogermanium heterocyclopentadienyl groups, benzothiophene groups, benzoselenene groups, benzofuran groups, carbazole groups, dibenzoborane heterocyclopentadienyl groups, dibenzophosphane heterocyclopentadienyl groups, fluorene groups, dibenzothiophene groups, dibenzogermanium heterocyclopentadienyl groups, dibenzothiophene... Phenoyl group, dibenzoselenyl group, dibenzofuran group, dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, dibenzothiophene 5,5-dioxide group, azidoindole group, azidobenzoborane group, azidobenzophosphacyclopentadien group, azidoindole group, azidobenzothiophene group, azidobenzogeraniumcyclopentadien group, azidobenzothiophene group, azidobenzofuran group, azidocarbazole group, azidodibenzoborane Cyclopentadienyl group, azadibenzophosphacyclopentadienyl group, azafluorene group, azadibenzothiophene group, azadibenzogermanium cyclopentadienyl group, azadibenzothiophene group, azadibenzoselenophene group, azadibenzofuran group, azadibenzothiophene 5-oxide group, aza-9H-fluorene-9-one group, azadibenzothiophene 5,5-dioxide group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group The groups include quinoxaline group, quinazolinine group, phenanthrene-rholine group, pyrrole group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzothiazole group, benzoxadiazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group and 5,6,7,8-tetrahydroquinoline group, but the embodiments of this disclosure are not limited thereto.

[0153] In Equation 5, L 51 To L 53 Each can be independently selected from 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 Hybrid aryl, substituted or unsubstituted divalent nonaromatic condensed polycyclic groups and substituted or unsubstituted divalent nonaromatic condensed heterocyclic groups.

[0154] In embodiments, in Formula 5, L 51 to L 53 may each independently be selected from:

[0155] phenylene, naphthylene, anthrylene, phenanthrylene, benzo[9,10]phenanthrylene, pyrenylene, pyrylene, cyclopentadienylene, furanylene, thienylene, thiazolylyene, indenylene, fluorenylene, indolylene, carbazolylyene, benzofuranylene, dibenzofuranylene, benzothienylene, dibenzothienylene, benzothiazolylyene, dibenzothiazolylyene, azaindenylene, azacarbazolylyene, azadibenzofuranylene, azadibenzothienylene, azadibenzothiazolylyene, pyridylene, pyrimidinylene, pyrazinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, quinoxalinylyene, quinazolinylyene, phenanthrolylyene, pyrrolylyene, pyrazolylyene, imidazolylyene, triazolylyene, oxazolylyene, isoxazolylyene, thiazolylyene, isothiazolylyene, oxadiazolylyene, thiadiazolylyene, benzopyrazolylyene, benzimidazolylyene, benzoxazolylyene, benzothiazolylyene, benzoxadiazolylyene, and benzothiadiazolylyene;

[0156] each independently substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1-C 20 alkyl, C1-C 20 alkoxy, phenyl, naphthyl, pyridyl, pyrimidinyl, triazinyl, fluorenyl, dimethylfluorenyl, diphenylfluorenyl, carbazolyl, phenylcarbazolyl, dibenzofuranyl, dibenzothienyl, dibenzothiazolyl, dimethyldibenzothiazolyl, diphenyldibenzothiazolyl, -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 )phenylene, naphthylene, anthrylene, phenanthrylene, benzo[9,10]phenanthrylene, pyrenylene, pyrylene, alkyl, cyclopentadienyl, furanyl, thiopheneyl, thiopheneyl, indeneyl, fluoreneyl, indoleyl, carbazolyl, benzofuranyl, dibenzofuranyl, benzothiopheneyl, dibenzothiopheneyl, benzothiopheneyl, dibenzothiopheneyl, azirmonyl, azirmonyl, dibenzocarbazolyl, dibenzofuranyl, dibenzothiopheneyl, dibenzothiopheneyl, pyridinyl, pyridinyl Azinyl, pyridazinyl, triazinyl, quinolineyl, isoquinolineyl, quinoxalinyl, quinoxalinyl, phenanthrolineyl, pyrrolyl, pyrazolyl, imidazoleyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiazolyl, benzopyrazolyl, benzimidazoleyl, benzimidazoleyl, benzioxazolyl, benzioxadiazolyl, and benzioxadiazolyl; and

[0157] *-C(Q 31 (Q) 32 )-*'、*-Si(Q 31 (Q) 32 )-*'、*-N(Q 31 )-*'、*-B(Q 31 )-*', *-C(=O)-*', *-S(=O)2-*' and *-P(=O)(Q 31 )-*',

[0158] Q 31 To Q 33 They can all be independently selected from hydrogen, deuterium, and C1-C. 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, and triazinyl are used, but the embodiments of this disclosure are not limited thereto, and

[0159] Both * and *' represent bonding sites with adjacent atoms.

[0160] In equations 5 and 7, L 51 With CY 51 The key between, L 52 With CY 52 The key between, L 53 With CY 53 The key between two or more L 51 The key between two or more L 52 The key between two or more L 53 The key between them, the L of formula 5 51 With X 54 and X 55 The bonds between carbon atoms, L in Formula 5 52 With X 54 and X56 The bonds between carbon atoms and the L in Formula 5 53 With X 55 and X 56 The bonds between carbon atoms (e.g., according to the linker L) 51 To L 53 All of them can be "carbon-carbon single bonds", "carbon-silicon single bonds" or "carbon-nitrogen single bonds".

[0161] In Equation 5, b51 to b53 can all be independent integers from 0 to 5, where, when b51 is 0, *-(L 51 ) b51 -*' can be a single key; when b52 is 0, *-(L 52 ) b52 -*' can be a single key, and when b53 is 0, *-(L 53 ) b53 -*' can be a single key.

[0162] For example, b51 to b53 can each be independently 0, 1, or 2.

[0163] In Equation 5, X 54 It can be N or C(R) 54 ), X 55 It can be N or C(R) 55 ), X 56 It can be N or C(R) 56 ), and X 54 To X 56 At least one of them can be N. R 54 To R 56 They can all be independently identical to those described here.

[0164] In Equation 7, X 81 It can be a single bond, O, S, N(R) 81 ), B(R) 81 ), C(R 81a (R) 81b ) or Si(R 81a (R) 81b R 81 R 81a and R 81b They can all be independently identical to those described below.

[0165] In equations 5 and 7, R 51 To R 56 R 71 R 72 R 81 R 81a and R 81beach independently selected from the group consisting of hydrogen, deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, substituted or unsubstituted C1-C 60 alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 alkynyl, substituted or unsubstituted C1-C 60 alkoxy, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 heterocycloalkyl, substituted or unsubstituted C3-C 10 cycloalkenyl, substituted or unsubstituted C1-C 10 heterocycloalkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C7-C 60 alkylaryl, substituted or unsubstituted C6-C 60 aryloxy, substituted or unsubstituted C6-C 60 arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted C2-C 60 alkylheteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=0)(Q1), -S(=0)2(Q1), and -P(=0)(Q1)(Q2). Q1 to Q3 can each independently be the same as described above.

[0166] In embodiments, in Formula 5 and Formula 7, R 51 to R 56 , R 71 , R 72 , R 81 , R 81a and R 81b may each independently be selected from the group consisting of:

[0167] hydrogen, deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, substituted or unsubstituted C1-C 60 alkyl and C1-C 60 alkoxy;

[0168] All are substituted with at least one of the following C1-C groups selected from deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, and pyrimidinyl. 60 Alkyl and C1-C 60 Alkoxy;

[0169] Cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopentadienyl, indole, naphthyl, chamomilecycloyl, indoleyl, acenaphthel, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, pyrene, Peryl, pentaphenyl, pyrrolyl, thiophenyl, furanyl, thiophenyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indoleyl, isoindoleyl, indazoleyl, purinyl, quinolinyl, isoquinolinyl, benzo[quinolinyl], benzo[isoquinolinyl], phthalazinyl, naphthidyl, quinoxalinyl, benzo[quinoxalinyl], quinazolinyl, benzo[quinoxalinyl], phenanthridyl, acridineyl, phenanthrololinyl, phenazinyl, benzimidazolyl, benzo[furanyl], benzo[thiophenyl], benzo[thiophenyl], benzo[thiazolyl], benzo[isothiazolyl], benzo[oxazolyl], benzo[isooxazolyl] Triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazoleyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, benzocarbazoleyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiophenyl, dibenzocarbazoleyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothiophenyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphidyl, azafluorenyl, azaspirodifluorenyl, azacarbazoleyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothiophenyl, indolepyrrolyl, indolopyrrolyl, indolecarbazoleyl and indolocarbazoleyl;

[0170] All of these groups are substituted with substances ranging from deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 60 Alkyl, C1-C 60Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopentadienyl, indole, naphthyl, chamomilecycloyl, indoleyl, acenaphthel, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, pyrene, Peryl, pentaphenyl, pyrrolyl, thiophenyl, furanyl, thiophenyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indoleyl, isoindoleyl, indazoleyl, purinyl, quinolinyl, isoquinolinyl, benzo[quinolinyl], benzo[isoquinolinyl], phthalazinyl, naphthidyl, quinoxalinyl, benzo[quinoxalinyl], quinazolinyl, benzo[quinoxalinyl], phenazinyl, acridineyl, phenanthrolyl, phenazinyl, benzimidazolyl, benzo[furanyl], benzo[thiophenyl], benzo[thiophenyl], benzo[thiazolyl], benzo[isothiazolyl], benzo[oxazolyl], benzo[isooxazolyl], triazole Tetraazolyl, Thiadiazolyl, Oxadiazolyl, Triazinyl, Carbazoleyl, Dibenzofuranyl, Dibenzothiophenyl, Dibenzothiophenyl, Benzocarbazoyl, Naphthobenzofuranyl, Naphthobenzothiophenyl, Naphthobenzothiophenyl, Dibenzocarbazoyl, Dinaphthofuranyl, Dinaphthothiophenyl, Dinaphthothiophenyl, Imidazolylpyridinyl, Imidazolylpyrimidinyl, Oxadiazolylpyridinyl, Thiazolylpyridinyl, Benzonaphidinyl, Azafluorenyl, Azaspirodifluorenyl, Azacarbazoyl, Azadibenzofuranyl, Azadibenzothiophenyl, Azadibenzothiophenyl, Indopyrroleyl, Indopyrroleyl, Indopyrazoleyl, Indopyrazoleyl, -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 The following are selected from at least one of the following: cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopentadienyl, indole, naphthyl, chamomilecycloyl, indoleyl, acenaphthel, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, pyrene, Peryl, pentaphenyl, pyrrolyl, thiophenyl, furanyl, thiophenyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indoleyl, isoindoleyl, indazoleyl, purinyl, quinolinyl, isoquinolinyl, benzo[quinolinyl], benzo[isoquinolinyl], phthalazinyl, naphthidyl, quinoxalinyl, benzo[quinoxalinyl], quinazolinyl, benzo[quinoxalinyl], phenazinyl, acridineyl, phenanthrolinel, phenazinyl, benzimidazolyl, benzo[furanyl], benzo[thiophene], benzo[thiophene], benzo[thiazolyl], benzo[isothiazolyl], benzo[oxazolyl], benzo[isooxazolyl], triazolyl, tetrazolyl The following groups are listed: thiadiazolyl, oxadiazolyl, triazinyl, carbazoleyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, benzocarbazoyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiophenyl, dibenzocarbazoyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothiophenyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphidyl, azafluorenyl, azaspirodifluorenyl, azacarbazoyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothiophenyl, indolepyrroleyl, indolecarbazoyl, indolecarbazoyl and groups represented by Formula 91; and

[0171] -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) and -P(=O)(Q1)(Q2), and

[0172] Q1 to Q3 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, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic, monovalent non-aromatic condensed heterocyclic, substituted with deuterium, -F, cyano, C1-C 60 C1-C of at least one of alkyl, phenyl, and biphenyl 60 Alkyl groups, substituted with deuterium, -F, cyano, C1-C10 C6-C of at least one of alkyl, phenyl, and biphenyl 60 Aryl groups and their substitutions include deuterium, -F, cyano, and C1-C. 10 C1-C of at least one of alkyl, phenyl, and biphenyl 60 Heteroaryl groups, but the embodiments disclosed herein are not limited thereto:

[0173] Formula 91

[0174]

[0175] In Equation 91,

[0176] CY 91 and CY 92 Each can be independently selected from C5-C 30 Carbocyclic groups and C1-C 30 Heterocyclic group,

[0177] X 91 It can be a single bond, O, S, N(R) 91 ), B(R) 91 ), C(R 91a (R) 91b ) or Si(R 91a (R) 91b ),

[0178] R 91 R 91a and R 91b Each can independently bind to R. 81 R 81a and R 81b The descriptions are the same, and

[0179] * indicates a bonding site with an adjacent atom.

[0180] For example, in Equation 91,

[0181] CY 91 and CY 92 They can all be independently selected from phenyl groups, pyridine groups, pyrimidine groups, pyrazine groups, pyridazine groups, and triazine groups, and

[0182] R 91 R 91a and R 91b Each can be independently selected from:

[0183] Hydrogen and C1-C 10 alkyl;

[0184] Phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, and triazinyl; and

[0185] All of them replace deuterium and C1-C 10 The phenyl, pyridyl, pyridyl, pyridinyl, pyrazinyl, and triazinyl groups selected from at least one of the following: alkyl, phenyl, biphenyl, pyridinyl, pyrimidinyl, pyridinyl, and triazinyl.

[0186] However, the embodiments disclosed herein are not limited thereto.

[0187] In equations 5 and 7, a51 to a53, a71, and a72 represent R respectively. 51 To R 53 R 71 and R 72 The number (quantity) of R, and each can be an integer from 0 to 10 independently. When a51 is 2 or greater, two or more R 51 They can be the same or different from each other, and this can be applied to a52, a53, a71 and a72 in essentially the same way.

[0188] In the embodiment, in Equation 5, by The group represented and composed of Each of the groups represented may not be phenyl.

[0189] In one or more embodiments, in Equation 5, by The group represented and composed of The groups represented can be the same as each other.

[0190] In one or more embodiments, in Equation 5,

[0191] CY 51 and CY 52 They can all be independently selected from phenyl groups, pyridine groups, pyrimidine groups, pyridazine groups, pyrazine groups, and triazine groups.

[0192] R 51 and R 52 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 C7-C 60 Alkyl 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 C2-C 60substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and -Si(Q1)(Q2)(Q3),

[0193] Q1to Q3may each independently be selected from C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, and C6-C 10 aryl substituted with at least one selected from deuterium, -F, cyano, C1-C 60 aryl, and

[0194] a51and a52may each independently be 1, 2, or 3.

[0195] In one or more embodiments, in formula 5, the moiety represented by may be a group represented by one of formula CY51-1 to formula CY51-18, and / or the moiety represented by may be a group represented by one of formula CY52-1 to formula CY52-18, and / or the moiety represented by may be a group represented by one of formula CY53-1 to formula CY53-19:

[0196]

[0197]

[0198]

[0199] In formula CY51-1 to formula CY51-18, formula CY52-1 to formula CY52-18, and formula CY53-1 to formula CY53-19,

[0200] T1may be a single bond, O, S, N(T 11 ), B(T 11 ), C(T 11 )(T 12 ), or Si(T 11 )(T 12 ),

[0201] T2may be a single bond, O, S, N(T 21), B(T 21 ), C(T 21 )(T 22 ), or Si(T 21 )(T 22 ),

[0202] T3may be a single bond, O, S, N(T 31 ), B(T 31 ), C(T 31 )(T 32 ), or Si(T 31 )(T 32 ), and

[0203] T4may be a single bond, O, S, N(T 41 ), B(T 41 ), C(T 41 )(T 42 ), or Si(T 41 )(T 42 ).

[0204] In Formula CY51-16 and Formula CY51-17, each of T1and T2may not be a single bond at the same time.

[0205] In Formula CY52-16 and Formula CY52-17, each of T3and T4may not be a single bond at the same time.

[0206] R 51a to R 51g , T 11 , T 12 , T 21 , and T 22 may each independently be the same as described in connection with R 51 , where R 51a to R 51e are not each hydrogen at the same time,

[0207] R 52a to R 52i , T 31 , T 32 , T 41 , and T 42 may each independently be the same as described in connection with R 52 , where R 52a to R 52e are not each hydrogen at the same time, and

[0208] R 53a to R 53g may each independently be the same as described in connection with R 53 , where R 53a to R 53e are not each hydrogen at the same time.

[0209] In Formula CY52-18 and Formula CY53-19, Z1to Z6and Z8and Z9may each independently be C or N, and

[0210] * indicates a binding site to an adjacent atom.

[0211] For example, in Formula CY51-1 to Formula CY51-15 and Formula CY52-1 to Formula CY52-15, R 51a to R 51e and R 52a to R 52e may each independently be selected from:

[0212] cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalyl, quinazolyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azafuorenyl, azadibenzosilolyl, and a group represented by Formula 91;

[0213] each of which is substituted with from one to three groups selected from the group consisting of deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 alkyl, C1-C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrololinyl, benzimidazoleyl, benzofuranyl, benzothiophenyl, isobenzothiazolyl, benzyl The following are selected from at least one of the following groups: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrololinyl, benzimidazoleyl, benzofuranyl, benzothiopheneyl Isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, azacarbazoleyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl, azadibenzothiophenyl and groups represented by Formula 91; and

[0214] -C(Q1)(Q2)(Q3) and -Si(Q1)(Q2)(Q3), and

[0215] Q1 to Q3 can all be independently selected from:

[0216] Phenyl, naphthyl, pyridyl, pyrimidinyl, pyridazinyl, and triazinyl; and

[0217] All of them replace deuterium and C1-C 10 The phenyl, naphthyl, pyridyl, pyridyl, pyridyl, pyrazinyl, and triazinyl groups selected from at least one of the following: alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridinyl, pyrazinyl, and triazinyl groups.

[0218] In equations CY51-16 and CY51-17, i) T1 can be O or S, and T2 can be Si(T 21 (T) 22 ), or ii) T1 can be Si(T 11 (T) 12), and T2may be O or S.

[0219] In Formula CY52-16 and Formula CY52-17, i) T3may be O or S, and T4may be Si(T 41 )(T 42 ), or ii) T3may be Si(T 31 )(T 32 ), and T4may be O or S, but embodiments of the present disclosure are not limited thereto.

[0220] In one or more embodiments, the third compound can be represented by one of Formula 7-1 to Formula 7-5:

[0221]

[0222] In Formula 7-1 to Formula 7-5,

[0223] Ring CY 71 , Ring CY 72 , X 81 , R 71 , R 72 , a71and a72may each independently be the same as described above,

[0224] Ring CY 73 , Ring CY 74 , R 73 , R 74 , a73and a74may each independently be the same as described above in connection with Ring CY 71 , Ring CY 72 , R 71 , R 72 , a71and a72,

[0225] L 81 and L 82 may each independently be selected from the group consisting of *-C(Q4)(Q5)-*, 30 C5-C12carbocyclyl, and substituted or unsubstituted C1-C20alkyl, wherein Q4and Q5may each be the same as described above in connection with Q1, 30 heterocyclyl, wherein Q4and Q5may each be the same as described above in connection with Q1,

[0226] b81may be an integer of 0 to 5, wherein when b81is 0, *-(L 81 ) b81 may be a single bond, and when b81is 2 or more, two or more L 81 may be the same as or different from each other. b82may be an integer of 0 to 5, wherein when b82is 0, *-(L 82 ) b82-*' can be a single key, or two or more L's when b82 is 2 or greater. 82 They can be the same or different from each other.

[0227] X 82 It can be a single bond, O, S, N(R) 82 ), B(R) 82 ), C(R 82a (R) 82b ) or Si(R 82a (R) 82b ), X 83 It can be a single bond, O, S, N(R) 83 ), B(R) 83 ), C(R 83a (R) 83b ) or Si(R 83a (R) 83b ),

[0228] X in Equations 7-2 and 7-4 82 and X 83 Each element in the set can be a single key at the same time.

[0229] X 84 It can be C or Si.

[0230] R 80 R 82 R 83 R 82a R 82b R 83a R 83b and R 84 They can all independently bind with R 81 The descriptions are the same, and

[0231] Both * and *' represent bonding sites with adjacent atoms.

[0232] For example, L 81 It can be selected from:

[0233] *-C(Q4)(Q5)-*' and *-Si(Q4)(Q5)-*';

[0234] Phenylidene, naphthylene, anthracene, phenanthrene, benzo[9,10]phenanthrene, pyrene, phenylene alkyl, cyclopentadienyl, furanyl, thiopheneyl, thiopheneyl, indeneyl, fluoreneyl, indoleyl, carbazolyl, benzofuranyl, dibenzofuranyl, benzothiopheneyl, dibenzothiopheneyl, benzothiopheneyl, dibenzothiopheneyl, azirmonyl, azirmonyl, dibenzocarbazolyl, dibenzofuranyl, dibenzothiopheneyl, dibenzothiopheneyl, pyridinyl, pyridinyl Azinyl, pyridazinyl, triazinyl, quinolineyl, isoquinolineyl, quinoxalinyl, quinoxalinyl, phenanthrolineyl, pyrrolyl, pyrazolyl, imidazoleyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiazolyl, benzopyrazolyl, benzimidazoleyl, benzimidazoleyl, benzioxazolyl, benzioxadiazolyl, and benzioxadiazolyl; and

[0235] All are substituted with groups ranging from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, pyridyl, pyrimidinyl, triazine, fluorenyl, dimethylfluorenyl, diphenylfluorenyl, carbazole, phenylcarbazole, dibenzofuranyl, dibenzothiophene, dibenzothiopyrrolyl, dimethyldibenzothiopyrrolyl, diphenyldibenzothiopyrrolyl, -O(Q) 31 -S(Q) 31 ), -Si(Q 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 ) and -P(=O)(Q 31 (Q) 32 The following are selected from at least one of the following: phenylene, naphthylene, anthraceneylene, phenanthrene, benzo[9,10]phenanthrene, pyreneylene, and phenanthrene. alkyl, cyclopentadienyl, furanyl, thiopheneyl, thiopheneyl, indeneyl, fluoreneyl, indoleyl, carbazolyl, benzofuranyl, dibenzofuranyl, benzothiopheneyl, dibenzothiopheneyl, benzothiopheneyl, dibenzothiopheneyl, azirmonyl, azirmonyl, dibenzocarbazolyl, dibenzofuranyl, dibenzothiopheneyl, dibenzothiopheneyl, pyridinyl, pyridinyl Azinyl, pyridazinyl, triazinyl, quinolineyl, isoquinolineyl, quinoxalinyl, quinoxalinyl, phenanthrolineyl, pyrrolyl, pyrazolyl, imidazoleyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiazolyl, benzopyrazolyl, benzimidazoleyl, benzimidazoleyl, benzioxazolyl, benzithiazoleyl, benzioxadiazolyl, and benzioxadiazolyl.

[0236] Q4, Q5 and Q 31 To Q 33 They can all be independently selected from hydrogen, deuterium, and C1-C. 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, and triazinyl are used, but the embodiments of this disclosure are not limited thereto.

[0237] For example, in equations 7-1 and 7-2, by The represented part can be a group represented by one of the formulas CY71-1(1) to CY71-1(8).

[0238] In equations 7-1 and 7-3, by The represented part can be a group represented by one of the formulas CY71-2(1) to CY71-2(8).

[0239] In equations 7-2 and 7-4, by The represented part can be a group represented by one of the formulas CY71-3(1) to CY71-3(32).

[0240] In equations 7-3 to 7-5, by The represented part can be a group represented by one of the formulas CY71-4(1) to CY71-4(32), and

[0241] In Equation 7-5, by The represented part may be a group represented by one of the formulas CY71-5(1) to CY71-5(8), but the embodiments of this disclosure are not limited thereto:

[0242]

[0243]

[0244]

[0245]

[0246] In Formula CY71-1(1) to CY71-1(8), Formula CY71-2(1) to CY71-2(8), Formula CY71-3(1) to CY71-3(32), Formula CY71-4(1) to CY71-4(32), and Formula CY71-5(1) to CY71-5(8),

[0247] X 81 to X 84 , R 80 , and R 84 may each independently be the same as described above,

[0248] X 85 may be a single bond, O, S, N(R 85 ), B(R 85 ), C(R 85a )(R 85b ), or Si(R 85a )(R 85b ), X 86 may be a single bond, O, S, N(R 86 ), B(R 86 ), C(R 86a )(R 86b ), or Si(R 86a )(R 86b ),

[0249] Each of X 85 and X 86 in Formula CY71-1(1) to CY71-1(8) and Formula CY71-4(1) to CY71-4(32) can not be a single bond at the same time,

[0250] X 87 may be a single bond, O, S, N(R 87 ), B(R 87 ), C(R 87a )(R 87b ), or Si(R 87a )(R 87b ), X 88 may be a single bond, O, S, N(R 88 ), B(R 88 ), C(R 88a )(R 88b ), or Si(R 88a )(R 88b ),

[0251] X in formula CY71-2(1) to formula CY71-2(8), formula CY71-3(1) to formula CY71-3(32), and formula CY71-5(1) to formula CY71-5(8) 87 and X 88 Each of X

[0252] R 85 to R 88 , R 85a , R 85b , R 86a , R 86b , R 87a , R 87b , R 88a and R 88b may each independently be the same as described in connection with R 81 .

[0253] In an embodiment, the second compound can be selected from the group consisting of compound ETH1 to compound ETH84:

[0254]

[0255]

[0256]

[0257]

[0258] In one or more embodiments, the third compound can be selected from the group consisting of compound HTH1 to compound HTH52:

[0259]

[0260]

[0261]

[0262] In an embodiment, the organic light emitting device can satisfy at least one of condition 1 to condition 4:

[0263] Condition 1

[0264] The lowest unoccupied molecular orbital (LUMO) energy level (eV) of the third compound > the LUMO energy level (eV) of the organometallic compound

[0265] Condition 2

[0266] The LUMO energy level (eV) of the organometallic compound > the LUMO energy level (eV) of the second compound

[0267] Condition 3

[0268] the highest occupied molecular orbital (HOMO) energy level (eV) of the organometallic compound > the HOMO energy level (eV) of the third compound

[0269] Condition 4

[0270] the HOMO energy level (eV) of the third compound > the HOMO energy level (eV) of the second compound.

[0271] The HOMO energy level and the LUMO energy level of each of the organometallic compound, the second compound, and the third compound are each negative values, and can be measured according to any suitable method, such as the method described in Evaluation Example 1.

[0272] In one or more embodiments, the absolute value of the difference between the LUMO energy level of the organometallic compound and the LUMO energy level of the second compound can be 0.1 eV or greater and 1.0 eV or less; the absolute value of the difference between the LUMO energy level of the organometallic compound and the LUMO energy level of the third compound can be 0.1 eV or greater and 1.0 eV or less; the absolute value of the difference between the HOMO energy level of the organometallic compound and the HOMO energy level of the second compound can be 1.25 eV or less (e.g., 1.25 eV or less and 0.2 eV or greater); the absolute value of the difference between the HOMO energy level of the organometallic compound and the HOMO energy level of the third compound can be 1.25 eV or less (e.g., 1.25 eV or less and 0.2 eV or greater); and the absolute value of the difference between the HOMO energy level of the organometallic compound and the HOMO energy level of the exciplex formed by the second compound and the third compound can be 1.25 eV or less.

[0273] When the relationship between the LUMO energy level and the HOMO energy level satisfies the above conditions, a proper balance between holes and electrons injected into the emission layer can be achieved.

[0274] The emission layer of the organic light-emitting device can include:

[0275] 1) an organometallic compound represented by Formula 1,

[0276] 2) a second compound represented by Formula 5 (where, in Formula 5, L 51 a bond between ring CY 51 and L 52 a bond between ring CY 52 and L 53 a bond between ring CY 53 two or more L 51 two or more L 52a bond between carbon atoms, L of Formula 5 53 a bond between carbon atoms, L of Formula 5 51 and X 54 and X 55 a bond between carbon atoms, L of Formula 5 52 and X 54 and X 56 a bond between carbon atoms, L of Formula 5 53 and X 55 and X 56 a bond between carbon atoms, L of Formula 5

[0277] 3) a third compound different from Formula 1 and including a group represented by Formula 7.

[0278] Accordingly, the formation of an exciplex between the organometallic compound and the second compound or between the organometallic compound and the third compound can be effectively suppressed, so that the organic light-emitting device can be capable of exhibiting high luminous efficiency, high color purity, and / or long lifespan.

[0279] In an embodiment, the decay time of the delayed fluorescence in a time-resolved electroluminescence (TREL) spectrum of the organic light-emitting device can be 50 ns or more, for example, 50 ns or more and 2.5 µs or less. In one or more embodiments, the decay time of the delayed fluorescence in the TREL spectrum of the organic light-emitting device can be 50 ns or more and 2.4 µs or less, 50 ns or more and 2.3 µs or less, 50 ns or more and 2.2 µs or less, 50 ns or more and 2.1 µs or less, or 50 ns or more and 2 µs or less. When the decay time of the delayed fluorescence of the organic light-emitting device is within the above range, the time during which the organometallic compound remains in an excited state can be relatively reduced, so that the organic light-emitting device can have high luminous efficiency and / or long lifespan.

[0280] In an embodiment, an electroluminescence (EL) spectrum of the organic light-emitting device includes a first peak and a second peak, wherein the maximum emission wavelength of the second peak can be greater than the maximum emission wavelength of the first peak, and the difference between the maximum emission wavelength of the second peak and the maximum emission wavelength of the first peak can be 5 nm or more and 10 nm or less. Here, the intensity of the second peak can be less than the intensity of the first peak. When the difference between the maximum emission wavelength of the second peak and the maximum emission wavelength of the first peak satisfies within the above range, an organic light-emitting device having excellent color purity (for example, a blue organic light-emitting device having excellent color purity) can be implemented.

[0281] The maximum emission wavelength of the first peak can be 390 nm or more and 500 nm or less (for example, 430 nm or more and 470 nm or less). Thus, the organic light emitting device can be capable of emitting blue light (for example, deep blue light) having excellent purity.

[0282] The first peak and the second peak can each correspond to phosphorescence emitted by the organometallic compound.

[0283] The organometallic compound, which is a tetra-coordinated organometallic compound, can have a ligand structure including an additional linker. In this regard, the formation of an exciplex between the organometallic compound and the second compound and / or between the organometallic compound and the third compound can be inhibited or reduced, so that the organic light emitting device including the organometallic compound can be capable of exhibiting high efficiency and / or high color purity.

[0284] The intensity of the second peak can be about 20% to about 90% of the intensity of the first peak. When the intensity of the second peak and the intensity of the first peak satisfy the above range, the emission of light from the second peak can be inhibited or reduced by the organometallic compound without reducing the phosphorescence emission efficiency of the first peak. In this regard, the organic light emitting device can have improved color purity.

[0285] The organometallic compound, the second compound, and the third compound can each be independently the same as described above.

[0286] One or more example embodiments of the disclosure provide an electronic device including an organic light emitting device. The electronic device can further include a thin film transistor. For example, the electronic device can further include a thin film transistor including a source electrode and a drain electrode (for example, a thin film transistor laminated therein), and the first electrode of the organic light emitting device can be electrically connected to the source electrode or the drain electrode.

[0287] Figure 1 Description of Drawings

[0288] Figure 1 is a schematic cross-sectional view of an organic light emitting device 10 according to an embodiment. The organic light emitting device 10 includes a first electrode 110, an organic layer 150, and a second electrode 190.

[0289] Hereinafter, the structure of the organic light emitting device 10 according to an embodiment and a method of manufacturing the organic light emitting device 10 will be described with reference to Figure 1

[0290] The first electrode 110

[0291] In Figure 1 ​In the meantime, the substrate can be additionally positioned under the first electrode 110 and / or over the second electrode 190. The substrate can be a glass substrate and / or a plastic substrate each having excellent mechanical strength, thermal stability, transparency, surface smoothness, handleability, and / or water resistance.

[0292] The first electrode 110 can be formed by, for example, depositing or sputtering a material for forming the first electrode 110 on the substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 can be selected from materials having a high work function to facilitate hole injection.

[0293] The first electrode 110 can be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material for forming the first electrode 110 can be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), and any combination thereof, but embodiments of the present disclosure are not limited thereto. When the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material for forming the first electrode 110 can be selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof, but embodiments of the present disclosure are not limited thereto.

[0294] The first electrode 110 can have a single layer structure or a multi-layer structure including two or more layers. For example, the first electrode 110 can have a three-layer structure of ITO / Ag / ITO, but the structure of the first electrode 110 is not limited thereto.

[0295] The organic layer 150

[0296] The organic layer 150 is positioned on the first electrode 110. The organic layer 150 can include an emission layer.

[0297] The organic layer 150 can further include a hole transport region positioned between the first electrode 110 and the emission layer and an electron transport region positioned between the emission layer and the second electrode 190.

[0298] The hole transport region in the organic layer 150

[0299] The hole transport region can have: i) a single layer structure including (e.g., consisting of) a single material; ii) a single layer structure including a plurality of different materials; or iii) a multi-layer structure having a plurality of layers including a plurality of different materials.

[0300] The hole transport region can include at least one layer selected from a hole injection layer, a hole transport layer, an emission auxiliary layer, and an electron blocking layer.

[0301] For example, the hole transport region can have a single layer structure including a plurality of different materials or a multi-layer structure having a hole injection layer / hole transport layer, a hole injection layer / hole transport layer / emission auxiliary layer, a hole injection layer / emission auxiliary layer, a hole transport layer / emission auxiliary layer, or a hole injection layer / hole transport layer / electron blocking layer, in which the constituent layers of each structure are sequentially stacked from the first electrode 110 in the order stated, but the structure of the hole transport region is not limited thereto.

[0302] The hole transport region can 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), a compound represented by Formula 201, and a compound represented by Formula 202:

[0303]

[0304] Formula 201

[0305]

[0306] Formula 202

[0307]

[0308] In Formula 201 and Formula 202,

[0309] L 201 to L 204 may be each independently selected from substituted or unsubstituted C3-C 10 cycloalkylene, substituted or unsubstituted C1-C 10 heterocycloalkylene, substituted or unsubstituted C3-C 10 cycloalkenylene, substituted or unsubstituted C1-C 10 heterocycloalkenylene, substituted or unsubstituted C6-C 60 arylene, substituted or unsubstituted C1-C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0310] L 205 may be selected from *-O-*', *-S-*', *-N(Q201 substituted or unsubstituted C1-C 20 substituted or unsubstituted C2-C 20 substituted or unsubstituted C3-C 10 substituted or unsubstituted C1-C 10 substituted or unsubstituted C3-C 10 substituted or unsubstituted C1-C 10 substituted or unsubstituted C6-C 60 substituted or unsubstituted C1-C 60 substituted or unsubstituted bivalent non-aromatic condensed polycyclic group and substituted or unsubstituted bivalent non-aromatic condensed heteropolycyclic group,

[0311] xa1to xa4may each independently be an integer of 0 to 3,

[0312] xa5may be an integer of 1 to 10, and

[0313] R 201 to R 204 and Q 201 may each independently be selected from substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 heterocycloalkyl, substituted or unsubstituted C3-C 10 cycloalkenyl, substituted or unsubstituted C1-C 10 heterocycloalkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C6-C 60 aryloxy, substituted or unsubstituted C6-C 60 arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0314] For example, in Formula 202, R 201 and R 202 may be optionally connected to each other via a single bond, dimethyl-methylene or diphenyl-methylene, and R 203 and R 204 may be optionally connected to each other via a single bond, dimethyl-methylene or diphenyl-methylene.

[0315] In an embodiment, in Formula 201 and Formula 202,

[0316] L 201 to L 205 may each independently be selected from:

[0317] Phenylidene, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptadienyl, adafenyl, acenaphthene, fluorene, spirodifluorene, benzo[9,10]fluorene, dibenzo[9,10]fluorene, phenenyl, anthracene, fluorenyl, benzo[9,10]phenenyl, pyrene, phenylene alkyl, benzotetraphenyl, purylene, perylene, pentaphenylene, benzohexaphenylene, benzopentaphenylene, benzobenzyl, benzoylene, oleophylene, thiopheneyl, furanyl, carbazolyl, indoleyl, isoydinolyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazolyl, dibenzothiopheneyl, and pyridylene; and

[0318] All are substituted with groups ranging from 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, substituted with C1-C 10 Alkyl phenyl, substituted -F phenyl, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptalenyl, indaneyl, acenaphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]phenanthryl, dibenzo[9,10]fluorenyl, pyrene alkyl, tetraphenyl, francyl, perylene, pentylenetyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, leucophenyl, thiophene, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridyl, -Si(Q) 31 (Q) 32 (Q) 33 ) and -N(Q 31 (Q) 32 The following are selected from at least one of the following: phenylene, cyclopentadienylene, indenylene, naphthylene, chamomilecycloylene, heptadienylene, adaninylene, fluoreneylene, spirodifluoreneylene, benzo[9,10]fluoreneylene, dibenzo[9,10]fluoreneylene, phenanthroline, anthraceneylene, fluoranthroline, benzo[9,10]phenanthroline, pyreneylene, etc. The following compounds are listed: alkyl, tetraphenyl, terephthalyl, perylene, pentaphenyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, oleophyl, thiophene, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophene, and pyridyl.

[0319] Q 31 to Q 33 may each independently be selected from the group consisting of C1-C 10 alkyl, C1-C 10 alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.

[0320] In one or more embodiments, xa1 to xa4 can each independently be 0, 1, or 2.

[0321] In one or more embodiments, xa5 can be 1, 2, 3, or 4.

[0322] In one or more embodiments, R 201 to R 204 and Q 201 may each independently be selected from the group consisting of phenyl, biphenyl, terphenyl, indolyl, indenyl, naphthyl, azulenyl, heptalynyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalene, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, tetracenyl, chrysenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, coronenyl, ovalenyl, thiophenyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophophenyl, and pyridinyl; and

[0323] each independently substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 alkyl, C1-C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, phenyl substituted with C1-C 10 alkyl, phenyl substituted with -F, indolyl, indenyl, naphthyl, azulenyl, heptalynyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalene, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, tetracenyl, chrysenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, coronenyl, ovalenyl, thiophenyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophophenyl, pyridinyl, -Si(Q 31 )(Q 32 )(Q 33 ), and -N(Q 31 )(Q 32phenyl, biphenyl, terphenyl, indacenyl, fluorenyl, spirobifluorenyl, phenanthacenyl, phenanthrolinyl, anthracenyl, fluoranthenyl, chrysenyl, pyrenyl, perylenyl, pentaphenyl, hexaphenyl, pentacenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, and pyridyl, and

[0324] Q 31 to Q 33 may each independently be the same as described above.

[0325] In one or more embodiments, in Formula 201, R 201 to R 203 may each independently be selected from:

[0326] fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothienyl; and

[0327] each independently substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 alkyl, C1-C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, phenyl substituted with C1-C 10 alkyl, phenyl substituted with -F, naphthyl, fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothienyl,

[0328] However, embodiments of the present disclosure are not limited thereto.

[0329] In one or more embodiments, in Formula 202, i) R 201 and R 202 may be connected to each other via a single bond, and / or ii) R 203 and R 204 may be connected to each other via a single bond.

[0330] In one or more embodiments, in Formula 202, at least one of R 201 to R 204 may be selected from:

[0331] carbazolyl; and

[0332] ​substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazone group, C1-C 20 alkyl, C1-C 20 alkoxy, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a phenyl group substituted with C1-C 10 alkyl, a phenyl group substituted with -F, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,

[0333] Embodiments of the present disclosure are not limited thereto, however.

[0334] The compound represented by formula 201 can be represented by formula 201-1:

[0335] Formula 201-1

[0336]

[0337] In embodiments, the compound represented by formula 201 can be represented by formula 201-2, but embodiments of the present disclosure are not limited thereto:

[0338] Formula 201-2

[0339]

[0340] In one or more embodiments, the compound represented by formula 201 can be represented by formula 201-2(1), but embodiments of the present disclosure are not limited thereto:

[0341] Formula 201-2(1)

[0342]

[0343] In one or more embodiments, the compound represented by formula 201 can be represented by formula 201A:

[0344] Formula 201A

[0345]

[0346] In one or more embodiments, the compound represented by formula 201 can be represented by formula 201A(1), but embodiments of the present disclosure are not limited thereto:

[0347] Formula 201A(1)

[0348]

[0349] In one or more embodiments, the compound represented by formula 201 can be represented by formula 201A-1, but embodiments of the present disclosure are not limited thereto:

[0350] Formula 201A-1

[0351]

[0352] In an embodiment, the compound represented by Formula 202 can be represented by Formula 202-1:

[0353] Formula 202-1

[0354]

[0355] In one or more embodiments, the compound represented by Formula 202 can be represented by Formula 202-1(1):

[0356] Formula 202-1(1)

[0357]

[0358] In one or more embodiments, the compound represented by Formula 202 can be represented by Formula 202A:

[0359] Formula 202A

[0360]

[0361] In one or more embodiments, the compound represented by Formula 202 can be represented by Formula 202A-1:

[0362] Formula 202A-1

[0363]

[0364] In Formula 201-1, Formula 201-2, Formula 201-2(1), Formula 201A, Formula 201A(1), Formula 201A-1, Formula 202-1, Formula 202-1(1), Formula 202A, and Formula 202A-1,

[0365] L 201 to L 203 , xa1to xa3, xa5, and R 202 to R 204 may each independently be the same as described above,

[0366] L 205 may be selected from phenylene and fluorenylene,

[0367] X 211 may be selected from O, S, and N(R 211 ),

[0368] X 212 may be selected from O, S, and N(R 212 ),

[0369] R 211 and R 212 They can all independently bind with R 203 The descriptions are the same, and

[0370] R 213 To R 217 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, substituted with C1-C 10 Alkyl phenyl, substituted -F phenyl, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptalenyl, indaneyl, acenaphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]phenanthryl, dibenzo[9,10]fluorenyl, pyrene alkyl, tetraphenyl, furanyl, perylene, pentyranyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, leucophenyl, thiophenyl, furanyl, carbazoyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, dibenzothiophenyl, and pyridyl.

[0371] The hole transport region may include at least one compound selected from compound HT1 to compound HT48, but embodiments of this disclosure are not limited thereto:

[0372]

[0373]

[0374]

[0375]

[0376]

[0377] The thickness of the hole transport region can be approximately to approximately For example, for about to approximately When the hole transport region includes at least one of a hole injection layer and a hole transport layer, the thickness of the hole injection layer can be approximately to approximately For example, for about to approximately The thickness of the hole transport layer can be approximately to approximately For example, from about 0.1 nm to about 10 nm from about 0.1 nm to about 10 nm When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer satisfy the above ranges, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.

[0378] The emission auxiliary layer can improve the light emission efficiency of the device by compensating for the optical resonance distance of the wavelength of light emitted by the emission layer, and the electron blocking layer can block or reduce the flow of electrons from the electron transport region. The emission auxiliary layer and the electron blocking layer can each include a material as described above.

[0379] p-dopant

[0380] In addition to these materials, the hole transport region can further include a charge generating material for improving the electrical conductivity. The charge generating material can be substantially uniformly or non-uniformly dispersed in the hole transport region.

[0381] The charge generating material can be, for example, a p-dopant.

[0382] In an embodiment, the LUMO energy level of the p-dopant can be -3.5 eV or less.

[0383] The p-dopant can include at least one selected from a quinone derivative, a metal oxide, and a cyano-containing compound, but embodiments of the present disclosure are not limited thereto.

[0384] In an embodiment, the p-dopant can include at least one selected from the following compounds:

[0385] a quinone derivative such as tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

[0386] a metal oxide such as tungsten oxide or molybdenum oxide;

[0387] 1,4,5,8,9,12-hexaazatriphenylenehexacarbonitrile (HAT-CN); and

[0388] a compound represented by Formula 221,

[0389] but embodiments of the present disclosure are not limited thereto:

[0390]

[0391] Formula 221

[0392]

[0393] In Formula 221,

[0394] R221 to R 223 may each be independently selected from the group consisting of substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 heterocycloalkyl, substituted or unsubstituted C3-C 10 cycloalkenyl, substituted or unsubstituted C1-C 10 heterocycloalkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and at least one selected from R 221 to R 223 may each be independently selected from the group consisting of substituted or unsubstituted C3-C 20 cycloalkyl, substituted or unsubstituted C1-C 20 cycloalkyl, substituted or unsubstituted C1-C 20 cycloalkyl, and substituted or unsubstituted C1-C 20 cycloalkyl, and substituted or unsubstituted C1-C

[0395] The emission layer in the organic layer 150

[0396] When the organic light emitting device 10 is a full-color organic light emitting device, the emission layer can be patterned into a red emission layer, a green emission layer, or a blue emission layer according to a sub-pixel. In one or more embodiments, the emission layer can have a stacked structure of two or more layers selected from a red emission layer, a green emission layer, and a blue emission layer, wherein the two or more layers can be in contact with each other, or can be separated from each other. In one or more embodiments, the emission layer can include two or more materials selected from a red light emitting material, a green light emitting material, and a blue light emitting material, wherein the two or more materials are mixed with each other in a single layer to emit white light.

[0397] The emission layer can include a host and a dopant. The dopant can include an organometallic compound represented by Formula 1. The host can include at least one of a second compound and a third compound. The second compound and the third compound can each be the same as described above.

[0398] In the emission layer, the amount of the dopant can be about 0.01 parts by weight to about 15 parts by weight, based on about 100 parts by weight of the host, but embodiments of the present disclosure are not limited thereto.

[0399] The thickness of the emission layer can be about to about for example, about to about When the thickness of the emission layer is within the range, excellent light emitting properties can be obtained without significantly increasing the driving voltage.

[0400] The electron transport region in the organic layer 150

[0401] The electron transport region can have: i) a single layer structure including (e.g., consisting of) a single material; ii) a single layer structure including a plurality of different materials; or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.

[0402] The electron transport region can include at least one selected from a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, and an electron injection layer, but embodiments of the present disclosure are not limited thereto.

[0403] For example, the electron transport region can 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, in which the constituent layers of each structure are sequentially stacked on the emission layer in the order stated. However, embodiments of the structure of the electron transport region are not limited thereto.

[0404] The electron transport region can include the second compound as described above.

[0405] In an embodiment, the electron transport region can include a buffer layer, the buffer layer can be in direct contact with the emission layer, and the buffer layer can include the second compound as described above.

[0406] In one or more embodiments, the electron transport region can include a buffer layer, an electron transport layer, and an electron injection layer stacked in that order on the emission layer, and the buffer layer can include the second compound as described above.

[0407] In one or more embodiments, the electron transport region (e.g., a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region) can include a metal-free compound including at least one π electron-deficient nitrogen-containing ring (π electron-deficient nitrogen-containing ring, or referred to as "π electron-depleted nitrogen-containing ring").

[0408] The term "π electron-deficient nitrogen-containing ring" refers to a C1-C 60 heterocyclyl.

[0409] For example, the "poorly π-electron-containing nitrogen-containing ring" can be: i) a 5- to 7-membered heteromonocyclic group having at least one *-N= * moiety; ii) a heteropolycyclic group in which two or more 5- to 7-membered heteromonocyclic groups each having at least one *-N= * moiety are condensed with each other; or iii) a 5- to 7-membered heteromonocyclic group in which at least one of the 5- to 7-membered heteromonocyclic groups having at least one *-N= * moiety is condensed with at least one C5-C 60 a carbocyclyl-condensed heteropolycyclic group.

[0410] Examples of the poorly π-electron-containing nitrogen-containing ring include an imidazole ring, a pyrazole ring, a thiazole ring, an isothiazole ring, an oxazole ring, an isoxazole ring, a pyridine ring, a pyrazine ring, a pyrimidine ring, a pyridazine ring, an indazole ring, a purine ring, a quinoline ring, an isoquinoline ring, a benzoquinoline ring, a phthalazine ring, a naphthyridine ring, a quinoxaline ring, a quinazoline ring, a cinnoline ring, a phenanthridine ring, an acridine ring, a phenanthroline ring, a phenoxazine ring, a benzimidazole ring, a benzoisothiazole ring, a benzoxazole ring, a benzoisoxazole ring, a triazole ring, a tetrazole ring, an oxadiazole ring, a triazine ring, a thiadiazole ring, an imidazopyridine ring, an imidazopyrimidine ring, and an azacarbazole ring, but is not limited thereto.

[0411] For example, the electron transport region can include a compound represented by Formula 601:

[0412] Formula 601

[0413] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 ,

[0414] In Formula 601,

[0415] Ar 601 may be a substituted or unsubstituted C5-C 60 carbocyclyl, or a substituted or unsubstituted C1-C 60 heterocyclyl,

[0416] xe11may be 1, 2, or 3,

[0417] L 601 may be selected from a substituted or unsubstituted C3-C 10 cycloalkylene, a substituted or unsubstituted C1-C 10 heterocycloalkylene, a substituted or unsubstituted C3-C 10 cycloalkenylene, a substituted or unsubstituted C1-C 10 heterocycloalkenylene, a substituted or unsubstituted C6-C 60 arylene, a substituted or unsubstituted C1-C 60heteroarylene, substituted or unsubstituted bivalent non-aromatic condensed polycyclic group, and substituted or unsubstituted bivalent non-aromatic condensed heteropolycyclic group,

[0418] xe1may be an integer of 0 to 5,

[0419] R 601 may be selected from substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 heterocycloalkyl, substituted or unsubstituted C3-C 10 cycloalkenyl, substituted or unsubstituted C1-C 10 heterocycloalkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C6-C 60 aryloxy, substituted or unsubstituted C6-C 60 arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 , -C(=O)(Q 601 ), -S(=O)2(Q 601 ), and -P(=O)(Q 601 )(Q 602 ),

[0420] Q 601 to Q 603 may each independently be C1-C 10 alkyl, C1-C 10 alkoxy, phenyl, biphenyl, terphenyl, or naphthyl, and

[0421] xe21may be an integer of 1 to 5.

[0422] In an embodiment, at least one of xe11Ar 601 and xe21R 601 may include a nitrogen-containing ring poor in π electrons.

[0423] In an embodiment, Ar 601 in Formula 601 may be selected from:

[0424] phenyl group, naphthyl group, fluorenyl group, spirobifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalene group, phenanthyl group, anthryl group, fluoranthenyl group, benzo[9,10]phenanthryl group, pyrenyl group, Groups, tetraphenyl groups, styrene groups, perylene groups, pentylenetetrazol groups, indoxanthracene groups, dibenzofuran groups, dibenzothiophene groups, carbazole groups, imidazole groups, pyrazole groups, thiazole groups, isothiazole groups, oxazole groups, isoxazole groups, pyridine groups, pyrazine groups, pyrimidine groups, pyridazine groups, indazole groups, purine groups, quinoline groups, isoquinoline groups, benzoquinoline groups, phthalazine groups, naphthidine groups, quinoxaloline groups, quinazolinoline groups, cyclophosphine groups, phenanthridine groups, acridine groups, phenanthrene-rhein groups, phenazine groups, benzimidazole groups, isobenzothiazole groups, benzoxazole groups, isobenzoxazole groups, triazole groups, tetraazole groups, oxadiazole groups, triazine groups, thiadiazole groups, imidazopyridine groups, imidazopyrimidine groups, and azacarbazole groups; and

[0425] All are substituted with groups ranging from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, 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 The phenyl group, naphthyl group, fluorene group, spirodifluorene group, benzo[9,10]fluorene group, dibenzo[9,10]fluorene group, phenanthracene group, anthracene group, fluoranthracene group, benzo[9,10]phenanthracene group, pyrene group, selected from at least one of the following: Groups, tetraphenyl groups, styrene groups, perylene groups, pentylenetetrazol groups, indoxanthracene groups, dibenzofuran groups, dibenzothiophene groups, carbazole groups, imidazole groups, pyrazole groups, thiazole groups, isothiazole groups, oxazole groups, isoxazole groups, pyridine groups, pyrazine groups, pyrimidine groups, pyridazine groups, indazole groups, purine groups, quinoline groups, isoquinoline groups, benzoquinoline groups, phthalazine groups, naphthidine groups, quinoxaloline groups, quinazolinoline groups, phenanthridine groups, acridine groups, phenanthrene-rhein groups, phenazine groups, benzimidazole groups, isobenzothiazole groups, benzoxazole groups, isobenzoxazole groups, triazole groups, tetraazole groups, oxadiazole groups, triazine groups, thiadiazole groups, imidazopyridine groups, imidazopyrimidine groups, and azacarbazole groups, and

[0426] Q 31 To Q 33 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.

[0427] When xe1 in Formula 601 is 2 or greater, two or more Ar 601 may be connected to each other via a single bond.

[0428] In one or more embodiments, Ar 601 may be an anthracene group.

[0429] In one or more embodiments, the compound represented by Formula 601 can be represented by Formula 601-1:

[0430] Formula 601-1

[0431]

[0432] In Formula 601-1,

[0433] X 614 may be N or C(R 614 ), X 615 may be N or C(R 615 ), X 616 may be N or C(R 616 ), and X 614 at least one of X 616 may be N,

[0434] L 611 to L 613 may each independently be the same as described in connection with L 601 described above,

[0435] xe611 to xe613 may each independently be the same as described in connection with xe1,

[0436] R 611 to R 613 may each independently be the same as described in connection with R 601 described above, and

[0437] R 614 to R 616 may each independently be selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidine group, a hydrazine group, a hydrazone group, a C1-C20 alkyl group, a C1-C20 haloalkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group. 20 may each independently be selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidine group, a hydrazine group, a hydrazone group, a C1-C20 alkyl group, a C1-C20 haloalkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group. 20 may each independently be selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidine group, a hydrazine group, a hydrazone group, a C1-C20 alkyl group, a C1-C20 haloalkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0438] In embodiments, L 601 and L 611 to L 613 may each independently be selected from the group consisting of:

[0439] phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene,

[0440] phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, 20 phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, 20 phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, Perylene, pentafenyl, hexaphenylene, pentaphenylene, thiopheneyl, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiopheneyl, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazolyl , pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxalinyl, quinoxalinyl, phenanthreneridinyl, acridineyl, phenanthrene-pyridinyl, benzimidazolyl, isobenzothiazolyl, benzimidazolyl, isobenzoxazolyl, isobenzoxazolyl, triazoleyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and zazacarbazolyl,

[0441] However, the embodiments disclosed herein are not limited thereto.

[0442] In one or more embodiments, xe1 in Formula 601 and xe611 to xe613 in Formula 601-1 can each be independently 0, 1 or 2.

[0443] In one or more embodiments, R in Formula 601 601 R in equation 601-1 611 To R 613 Each can be independently selected from:

[0444] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene Peryl, pentylenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridinyl, 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, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl;

[0445] All are substituted with groups ranging from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, pyrene, Peryl, pentylenyl, hexaphenyl, pentaphenyl, thiophene, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalyl The phenyl, biphenyl, terphenyl, naphthinyl, quinoxalinyl, quinazolinyl, terazolinyl, phenanthrynyl, acridineyl, phenanthrynyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl, and azacarbazolyl are selected from at least one of the following: phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, pyrene, Peryl, pentylenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl Pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, cenolinyl, phenanthridineyl, acridineyl, phenanthroxolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0446] -S(=O)2(Q 601 ) and -P(=O)(Q 601 (Q) 602 ),and

[0447] Q 601 and Q 602 Each can be independently the same as the above.

[0448] In some embodiments, the electron transport region may include at least one compound selected from compounds ET1 to ET36, but the embodiments of this disclosure are not limited thereto:

[0449]

[0450]

[0451]

[0452]

[0453] In one or more embodiments, the electron transport region can 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:

[0454]

[0455] The thickness of the buffer layer, the hole blocking layer, and the electron control layer can each independently be about 1 nm to about 100 nm. for example, about 1 nm to about 10 nm. for example, about 1 nm to about 10 nm. for example, about 1 nm to about 10 nm. When the thickness of the buffer layer, the hole blocking layer, and the electron control layer is within the above range, excellent hole blocking characteristics and / or excellent electron control characteristics can be obtained without significantly increasing the driving voltage.

[0456] The thickness of the electron transport layer can be about 1 nm to about 100 nm. for example, about 1 nm to about 10 nm. for example, about 1 nm to about 10 nm. for example, about 1 nm to about 10 nm. When the thickness of the electron transport layer is within the above range, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0457] In addition to the above-described materials, the electron transport region (e.g., the electron transport layer in the electron transport region) can further include a metal-containing material.

[0458] The metal-containing material can include at least one selected from an alkali metal complex and an alkaline earth metal complex. The alkali metal complex can include a metal ion selected from a lithium (Li) ion, a sodium (Na) ion, a potassium (K) ion, a rubidium (Rb) ion, and a cesium (Cs) ion, and the alkaline earth metal complex can include a metal ion selected from a beryllium (Be) ion, a magnesium (Mg) ion, a calcium (Ca) ion, a strontium (Sr) ion, and a barium (Ba) ion. The ligand coordinated with the metal ion of the alkali metal complex or the alkaline earth metal complex can be selected from a hydroxyquinoline, a hydroxyisoquinoline, a hydroxybenzoquinoline, a hydroxyacridine, a hydroxyphenanthridine, a hydroxyphenyl-oxazole, a hydroxyphenyl-thiazole, a hydroxyphenyl-oxadiazole, a hydroxyphenyl-thiadiazole, a hydroxyphenyl-pyridine, a hydroxyphenyl-benzimidazole, a hydroxyphenyl-benzothiazole, a bipyridine, a phenanthroline, and a cyclopentadiene, but embodiments of the present disclosure are not limited thereto.

[0459] For example, the metal-containing material can include a Li complex. The Li complex can include, for example, compound ET-D1 (lithium hydroxyquinoline, LiQ) or compound ET-D2:

[0460]

[0461] The electron transport region can include an electron injection layer that facilitates injection of electrons from the second electrode 190. The electron injection layer can be in direct contact with the second electrode 190.

[0462] The electron injection layer can have: i) a single layer structure including (e.g., consisting of) a single material; ii) a single layer structure including a plurality of different materials; or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.

[0463] The electron injection layer can include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0464] In embodiments, the electron injection layer can include Li, Na, K, Rb, Cs, Mg, Ca, erbium (Er), thulium (Tm), ytterbium (Yb), or any combination thereof, although embodiments of the present disclosure are not limited thereto.

[0465] The alkali metal can be selected from Li, Na, K, Rb, and Cs. In embodiments, the alkali metal can be Li, Na, or Cs. In one or more embodiments, the alkali metal can be Li or Cs, although embodiments of the present disclosure are not limited thereto.

[0466] The alkaline earth metal can be selected from Mg, Ca, Sr, and Ba.

[0467] The rare earth metal can be selected from scandium (Sc), yttrium (Y), cerium (Ce), Tm, Yb, gadolinium (Gd), and terbium (Tb).

[0468] The alkali metal compound, the alkaline earth metal compound, and the rare earth metal compound can 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.

[0469] The alkali metal compound can be selected from alkali metal oxides (such as Li2O, Cs2O, and / or K2O) and alkali metal halides (such as LiF, NaF, CsF, KF, LiI, NaI, CsI, and / or KI). In embodiments, the alkali metal compound can be selected from LiF, Li2O, NaF, LiI, NaI, CsI, and KI, although embodiments of the present disclosure are not limited thereto.

[0470] The alkaline earth metal compound can be selected from alkaline earth metal oxides such as BaO, SrO, CaO, Ba x Sr 1-x O (0 < x < 1) and / or Ba x Ca 1-x O (0 < x < 1)). In an embodiment, the alkaline earth metal compound can be selected from BaO, SrO, and CaO, but embodiments of the present disclosure are not limited thereto.

[0471] The rare earth metal compound can be selected from YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, and TbF3. In an embodiment, the rare earth metal compound can be selected from YbF3, ScF3, TbF3, YbI3, ScI3, and TbI3, but embodiments of the present disclosure are not limited thereto.

[0472] The alkali metal complex, the alkaline earth metal complex, and the rare earth metal complex can include metal ions of the alkali metal, the alkaline earth metal, and the rare earth metal as described above, respectively, and a ligand coordinated with the metal ion of the alkali metal complex, the alkaline earth metal complex, or the rare earth metal complex can be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl-oxazole, hydroxyphenyl-thiazole, hydroxyphenyl-oxadiazole, hydroxyphenyl-thiadiazole, hydroxyphenyl-pyridine, hydroxyphenyl-benzimidazole, hydroxyphenyl-benzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but embodiments of the present disclosure are not limited thereto.

[0473] In an embodiment, the electron injection layer can include (e.g., consist of) the alkali metal, the alkaline earth metal, the rare earth metal, the alkali metal compound, the alkaline earth metal compound, the rare earth metal compound, the alkali metal complex, the alkaline earth metal complex, the rare earth metal complex, or any combination thereof as described above. In one or more embodiments, the electron injection layer can further include an organic material. When the electron injection layer further includes an organic material, the alkali metal, the alkaline earth metal, the rare earth metal, the alkali metal compound, the alkaline earth metal compound, the rare earth metal compound, the alkali metal complex, the alkaline earth metal complex, the rare earth metal complex, or the combination thereof can be substantially uniformly or non-uniformly dispersed in a matrix including the organic material.

[0474] The thickness of the electron injection layer can be about to about For example, about to about When the thickness of the electron injection layer is within the above range, satisfactory electron injection properties can be obtained without significantly increasing the driving voltage.

[0475] In an embodiment, the electron transport region of the organic light emitting device 10 includes a buffer layer, an electron transport layer, and an electron injection layer, and

[0476] At least one layer among the electron transport layer and the electron injection layer can include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0477] The second electrode 190

[0478] The second electrode 190 is located on the organic layer 150 having such a structure. The second electrode 190 can be a cathode as an electron injection electrode, and as a material for the second electrode 190, a metal, an alloy, a conductive compound, or any combination thereof each having a low work function can be used.

[0479] The second electrode 190 can 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 embodiments of the disclosure are not limited thereto. The second electrode 190 can be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0480] The second electrode 190 can have a single layer structure or a multi-layer structure including two or more layers.

[0481] Figures 2 to 4 Description of

[0482] Figure 2 The organic light emitting device 20 including the first cover layer 210, the first electrode 110, the organic layer 150, and the second electrode 190 stacked sequentially in the order of the statement, Figure 3 The organic light emitting device 30 including the first electrode 110, the organic layer 150, the second electrode 190, and the second cover layer 220 stacked sequentially in the order of the statement, Figure 4 The organic light emitting device 40 including the first cover layer 210, the first electrode 110, the organic layer 150, the second electrode 190, and the second cover layer 220 stacked sequentially in the order of the statement.

[0483] With regard to Figures 2 to 4 The first electrode 110, the organic layer 150, and the second electrode 190 can be understood by referring to the description given in connection with Figure 1

[0484] ​In the organic layer 150 of each of the organic light emitting device 20 and the organic light emitting device 40, light generated in the emission layer can pass toward the outside through the first electrode 110 as a semi-transmissive electrode or a transmissive electrode and the first cap layer 210, and in the organic layer 150 of each of the organic light emitting device 30 and the organic light emitting device 40, light generated in the emission layer can pass toward the outside through the second electrode 190 as a semi-transmissive electrode or a transmissive electrode and the second cap layer 220.

[0485] The first cap layer 210 and the second cap layer 220 can improve external light emitting efficiency of the device according to a principle of constructive interference.

[0486] The first cap layer 210 and the second cap layer 220 can each independently be an organic cap layer including an organic material, an inorganic cap layer including an inorganic material, or a composite cap layer including an organic material and an inorganic material.

[0487] At least one selected from the first cap layer 210 and the second cap layer 220 can each independently include at least one material selected from a carbocyclic compound, a heterocyclic compound, an amine-based compound, a porphyrin derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, and an alkaline earth metal complex. The carbocyclic compound, the heterocyclic compound, and the amine-based compound can be optionally substituted with a substituent including at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I. In an embodiment, at least one of the first cap layer 210 and the second cap layer 220 can each independently include an amine-based compound.

[0488] In one or more embodiments, at least one selected from the first cap layer 210 and the second cap layer 220 can each independently include a compound represented by Formula 201 or a compound represented by Formula 202.

[0489] In the above, an organic light emitting device according to an embodiment has been described. Figures 1 to 4 However, embodiments of the present disclosure are not limited thereto.

[0490] One or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and laser induced thermal imaging can be used to form the layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region, respectively, in a set or predetermined region.

[0491] When the layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region are formed by vacuum deposition, a deposition temperature of about 100°C to about 500°C, a vacuum degree of about 10 -8 tor to about 10 -3 tor, and a deposition rate of about / second to about The vacuum deposition is performed at a deposition rate of 0.1 A / sec or less.

[0492] When the layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region are formed by spin coating, the spin coating can be performed 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 about 200°C, according to the compounds to be included and the structure of the layers to be formed.

[0493] General definitions of substituents

[0494] The term "C1-C 60 alkyl" as used herein refers to a straight-chain or branched aliphatic saturated hydrocarbon monovalent radical having from 1 to 60 carbon atoms, non-limiting examples of which include methyl, ethyl, propyl, isobutyl, sec-butyl, t-butyl, pentyl, isopentyl, and hexyl. The term "C1-C 60 alkylene" as used herein refers to a divalent radical having essentially the same structure as a C1-C 60 alkyl group.

[0495] The term "C2-C 60 alkenyl" as used herein refers to a hydrocarbon group having at least one carbon-carbon double bond in the middle of the chain or at a terminus of a C2-C 60 alkyl group. Non-limiting examples of which include ethenyl, propenyl, and butenyl. The term "C2-C 60 alkenylene" as used herein refers to a divalent radical having essentially the same structure as a C2-C 60 alkenyl group.

[0496] The term "C2-C 60 alkynyl" as used herein refers to a hydrocarbon group having at least one carbon-carbon triple bond in the middle of the chain or at a terminus of a C2-C 60 alkyl group. Non-limiting examples of which include ethynyl and propynyl. The term "C2-C 60 alkynylene" as used herein refers to a divalent radical having essentially the same structure as a C2-C 60 alkynyl group.

[0497] The term "C1-C 60 alkoxy" as used herein refers to a monovalent radical represented by -OA 101 (wherein A 101 is a C1-C 60 alkyl group. Non-limiting examples of which include methoxy, ethoxy, and isopropoxy.

[0498] The term "C3-C 10"Cycloalkyl" refers to a monocyclic saturated hydrocarbon group having 3 to 10 carbon atoms, and non-limiting examples include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. As used herein, the term "C3-C" is also used. 10 "Cycloalkylene" refers to a compound with C3-C66 atoms. 10 Divalent groups with essentially the same structure as cycloalkyl groups.

[0499] As used herein, the term "C1-C" 10 "Heterocyclic alkyl" refers to a monovalent saturated monocyclic group having at least one heteroatom selected from N, O, Si, P, and S as the cyclic atom and 1 to 10 carbon atoms, with non-limiting examples including 1,2,3,4-oxatriazolyl, tetrahydrofuranyl, and tetrahydrothiophenyl. As used herein, the term "C1-C..." 10 "Heterocyclic alkyl" refers to a compound with C1-C2 atoms. 10 Divalent groups with essentially the same structure as heterocyclic alkyl groups.

[0500] As used herein, the term "C3-C" 10 "Cycloalkenyl" refers to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and not being aromatic; non-limiting examples include cyclopentenyl, cyclohexenyl, and cycloheptenyl. As used herein, the term "C3-C" is also used. 10 "Biopylidene alkenyl" refers to a group that has a similar structure to C3-C4. 10 A divalent group with a structure that is essentially the same as a cycloalkenyl group.

[0501] As used herein, the term "C1-C" 10 "Heterocyclic alkenyl" refers to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P, and S as a cyclizing atom, one to ten carbon atoms, and at least one double bond in its ring. C1-C 10 Non-limiting examples of heterocyclic alkenyl groups include 4,5-dihydro-1,2,3,4-oxarizolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothiophenyl. As used herein, the term "C1-C..." 10 "Heterocyclic alkenyl" refers to a group that has a similar structure to C1-C1. 10 Divalent groups with essentially the same structure as heterocyclic alkenyl groups.

[0502] As used here, the term "C6-C" 60 "Aryl" refers to a monovalent group having a carbocyclic aromatic system with 6 to 60 carbon atoms, and as used herein, "C6-C" 60 "Aryl" refers to a divalent group that has a carbocyclic aromatic system with 6 to 60 carbon atoms. (C6-C) 60 Non-limiting examples of aryl groups include phenyl, naphthyl, anthraceneyl, phenanthryl, pyrene, and Base. When C6-C 60Aryl and C6-C 60 When an aryl group comprises two or more rings, the two or more rings can fused together. The C7-C used herein... 60 Alkyl aryl refers to a substituted group having at least one C1-C. 60 C6-C of alkyl groups 60 Aryl.

[0503] As used herein, 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 cyclizing atom in addition to 1 to 60 carbon atoms. As used herein, the term "C1-C" is also relevant. 60 "Hypo-aryl" refers to a divalent group having a heterocyclic aromatic system, wherein the heterocyclic aromatic system has at least one heteroatom selected from N, O, Si, P, and S as a cyclizing atom in addition to 1 to 60 carbon atoms. C1-C 60 Non-limiting examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, carbazoleyl, dibenzofuranyl, and dibenzothiopheneyl. When C1-C 60 heteroaryl and C1-C 60 When each heteroaryl group comprises two or more rings, the two or more rings can condense together. The C2-C used herein... 60 Alkyl heteroaryl refers to a substance with at least one C1-C substituted group. 60 C1-C of alkyl 60 Mixed aromatic compounds.

[0504] As used here, the term "C6-C" 60 "Aryloxy group" refers to -OA 102 (where A) 102 For C6-C 60 Aryl), as used herein in the term "C6-C 60 "Arylthio" refers to -SA 103 (where A) 103 For C6-C 60 Aryl).

[0505] As used herein, the term "monovalent nonaromatic condensation polycyclic group" refers to a monovalent group having two or more rings condensed together, with only carbon atoms (e.g., 8 to 60 carbon atoms) as cyclic atoms, and lacking aromaticity throughout its molecular structure. Non-limiting examples of monovalent nonaromatic condensation polycyclic groups include fluorenyl and adamantyl. As used herein, the term "divalent nonaromatic condensation polycyclic group" refers to a divalent group having the same structure as a monovalent nonaromatic condensation polycyclic group.

[0506] As used herein, the term "monovalent non-aromatic condensed heterocyclic group" refers to a monovalent group having two or more rings condensed together, at least one heteroatom selected from N, O, Si, P, and S as cyclic atoms in addition to carbon atoms (e.g., 1 to 60 carbon atoms), and lacking aromaticity throughout its molecular structure. Non-limiting examples of monovalent non-aromatic condensed heterocyclic groups include carbazolyl and 9H-xanthonyl. As used herein, the term "divalent non-aromatic condensed heterocyclic group" refers to a divalent group having substantially the same structure as the monovalent non-aromatic condensed heterocyclic group.

[0507] As used herein, the term "C5-C" 60 A "carbocyclic group" refers to a monocyclic or polycyclic group consisting of 5 to 60 carbon atoms, with carbon as the only cyclic atom. (C5-C) 60 The carbocyclic group can be an aromatic carbocyclic group or a non-aromatic carbocyclic group. (C5-C) 60 The carbocyclic group can be a ring (such as benzene), a monovalent group (such as phenyl), or a divalent group (such as phenylene). In one or more embodiments, depending on the connection to C5-C... 60 The number of substituents in the carbocyclic group, C5-C 60 The carbon cyclic group can be a trivalent group or a tetravalent group.

[0508] As used herein, the term "C1-C" 60 "Heterocyclic group" refers to a group that, in addition to using at least one heteroatom selected from N, O, Si, P, and S as the cyclic atom (other than carbon (e.g., 1 to 60 carbon atoms), has a cyclic structure similar to C5-C6. 60 Groups with essentially the same structure as carbon cyclic groups.

[0509] In this specification, C5-C is replaced. 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted C1-C 20 Alkylene, substituted C2-C 20 alkenyl, 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 Hybrid aryl, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heterocyclic group, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C3-C10 cycloalkyl, substituted C1-C 10 heterocycloalkyl, substituted C3-C 10 cycloalkenyl, substituted C1-C 10 heterocycloalkenyl, substituted C6-C 60 aryl, substituted C7-C 60 alkylaryl, substituted C6-C 60 aryloxy, substituted C6-C 60 arylthio, substituted C1-C 60 heteroaryl, substituted C2-C 60 alkylheteroaryl, substituted C1-C 60 heteroaryloxy, substituted C1-C 60 heteroarylthio, substituted monovalent non-aromatic condensed polycyclic group and substituted monovalent non-aromatic condensed heteropolycyclic group can be selected from:

[0510] deuterium, -F, -CI, -Br, -I, -CH2D, -CHD2, -CD3, -CH2F, -CHF2, -CF3, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 alkoxy;

[0511] all of which are substituted with from one to five substituents independently selected from the group consisting of deuterium, -F, -CI, -Br, -I, -CH2D, -CHD2, -CD3, -CH2F, -CHF2, -CF3, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkenyl, C6-C 60 aryl, C7-C 60 alkylaryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q11 ) and -P(=O)(Q 11 )(Q 12 ) selected from the group consisting of C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 alkoxy;

[0512] C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkenyl, C6-C 60 aryl, C7-C 60 alkylaryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl and terphenyl;

[0513] all of which are independently substituted with from one to five groups selected from the group consisting of deuterium, -F, -CI, -Br, -I, -CH2D, -CHD2, -CD3, -CH2F, -CHF2, -CF3, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkenyl, C6-C 60 aryl, C7-C 60 alkylaryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21) and -P(=O)(Q 21 )(Q 22 ) and -P(=O)(Q 10 ) and -P(=O)(Q 10 ) and -P(=O)(Q 10 ) and -P(=O)(Q 10 ) and -P(=O)(Q 60 ) and -P(=O)(Q 60 ) and -P(=O)(Q 60 ) and -P(=O)(Q 60 ) and -P(=O)(Q 60 ) and -P(=O)(Q 60 ) and -P(=O)(Q

[0514] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 ), and

[0515] Q1to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 may each independently be selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, -CH2D, -CHD2, -CD3, -CH2F, -CHF2, -CF3, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, C2-C 60Alkyl heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heterocyclic group, substituted with deuterium, -F, cyano, C1-C 60 C1-C of at least one of alkyl, phenyl, and biphenyl 60 Alkyl groups, substituted with deuterium, -F, cyano, C1-C 60 Alkyl (or C1-C) 10 C6-C of at least one of alkyl, phenyl, and biphenyl 60 Aryl groups and their substitutions include deuterium, -F, cyano, and C1-C. 10 C1-C of at least one of alkyl, phenyl, and biphenyl 60 Mixed aromatic compounds.

[0516] As used herein, the term "Ph" refers to phenyl, as used herein, the term "Me" refers to methyl, as used herein, the term "Et" refers to ethyl, and as used herein, the terms "tert-Bu", "t-Bu", or "Bu" refer to ethyl. t "Refers to tert-butyl, as the term "OMe" used herein refers to methyl methacrylate (MMA).

[0517] As used herein, the term "biphenyl" refers to a phenyl group that has a substituted phenyl group. In other words, "biphenyl" is a phenyl group with a C6-C bond. 60 Aryl groups are substituted phenyl groups.

[0518] As used herein, the term "terphenyl" refers to a phenyl group substituted with biphenyl groups. In other words, "terphenyl" is a phenyl group having C6-C substitutions. 60 C6-C of aryl 60 Aryl groups are substituted phenyl groups.

[0519] Unless otherwise defined, * and *' as used herein refer to the binding site with the adjacent atom in the corresponding expression.

[0520] In the following description, the compounds according to the embodiments and the organic light-emitting devices according to the embodiments will be described in more detail with reference to the synthesis examples and examples. The expression "using B instead of A" used in the description of the synthesis examples means using the same molar equivalent of B instead of the same molar equivalent of A.

[0521] Example

[0522] Synthesis Example 1: Synthesis of Compound BD1-3

[0523]

[0524] Synthesis of intermediate [1-3-A]

[0525] 9-Methoxy-2-(o-Tolyl)-5,6-dihydroimidazo[2,1-a]isoquinoline (1.0 eq) was suspended in a mixed solution containing excess HBr and acetic acid (AcOH) in a 2:1 volume ratio. The reaction mixture was heated and stirred at 110 °C for 24 hours. After the reaction was complete, the reaction mixture was cooled to room temperature and excess distilled water was added. The resulting solution was neutralized with aqueous sodium hydroxide and ammonium chloride. The precipitated solid was filtered, dissolved in acetone, dried over anhydrous magnesium sulfate, and then the solvent was removed to obtain intermediate [1-3-A] (yield 89%).

[0526] Synthesis of intermediate [1-3-B]

[0527] Intermediate [1-3-A] (1.0 eq), 2-bromo-5,6-dihydrobenzo[4,5]imidazo[2,1-a]isoquinoline (1.2 eq), K₂CO₃ (2.0 eq), CuI (0.1 eq), and 1,10-phenanthroline (0.1 eq) were added to a reaction vessel, and the mixture was suspended in DMF (0.25 M). The reaction mixture was heated and stirred at 160 °C for 24 hours. After the reaction was complete, the reaction mixture was cooled to room temperature and extracted with distilled water and ethyl acetate. The extracted organic layer was washed with a saturated aqueous NaCl solution and dried over anhydrous magnesium sulfate. The residue obtained by solvent removal was separated by column chromatography to give intermediate [1-3-B] (62% yield).

[0528] Synthesis of compound BD1-3

[0529] Intermediate [1-3-B] (1.0 eq), potassium tetrachloroplatinate (1.1 eq), and tetrabutylammonium bromide (0.1 eq) were suspended in AcOH (0.03 M). The reaction mixture was heated and stirred at 110 °C for 72 hours. After the reaction was complete, the reaction mixture was cooled to room temperature and extracted with distilled water and dichloromethane. The extracted organic layer was washed with a saturated aqueous NaCl solution and dried over anhydrous magnesium sulfate. The residue obtained by solvent removal was separated by column chromatography to give compound BD1-3 (yield 29%).

[0530] Synthesis Example 2: Synthesis of Compound BD1-11

[0531]

[0532] Synthesis of intermediate [1-11-A]

[0533] Intermediate [1-11-A] was synthesized in a manner substantially the same as that used in the synthesis of intermediate [1-3-A].

[0534] Synthesis of intermediate [1-11-B]

[0535] Intermediate [1-11-B] was obtained in substantially the same manner as in the synthesis of intermediate [1-3-B] except that 9-bromo-5H-benzo[e]imidazo[1,2-c][1,3]oxazine was used instead of 2-bromo-5,6-dihydrobenzo[4,5]imidazo[2,1-a]isoquinoline (yield: 64%).

[0536] Synthesis of compound BD1-11

[0537] Compound BD1-11 was obtained in substantially the same manner as in the synthesis of compound BD1-3 except that intermediate [1-11-B] was used instead of intermediate [1-3-B] (yield: 35%).

[0538] Synthesis Example 3: Synthesis of compound BD2-4

[0539]

[0540] Synthesis of intermediate [2-4-A]

[0541] Intermediate [2-4-A] was synthesized in substantially the same manner as in the synthesis of intermediate [1-3-A].

[0542] Synthesis of intermediate [2-4-B]

[0543] 1-bromo-3-fluorobenzene (1.0 eq), benzimidazole (1.5 eq), and K3PO4 (2.0 eq) were added to a reaction vessel, and the mixed solution was suspended in DMF (0.25 M). The reaction mixture was heated and stirred at a temperature of 160°C for 24 hours. After the completion of the reaction, the reaction mixture was cooled to room temperature, and an extraction process was performed thereon by using distilled water and ethyl acetate. The organic layer extracted therefrom was washed with a saturated NaCl aqueous solution and dried with anhydrous magnesium sulfate. The residue obtained by removing the solvent was separated by column chromatography, thereby obtaining intermediate [2-4-B] (yield: 72%).

[0544] Synthesis of intermediate [2-4-C]

[0545] Intermediate [2-4-C] was obtained in substantially the same manner as in the synthesis of intermediate [1-3-B] except that intermediate [2-4-B] was used instead of 2-bromo-5,6-dihydrobenzo[4,5]imidazo[2,1-a]isoquinoline (yield: 76%).

[0546] Synthesis of intermediate [2-4-D]

[0547] Intermediate [2-4-C] (1.0 eq) and iodomethane-D3 (10.0 eq) were added to a reaction vessel and the mixed solution was suspended in toluene (0.1 M). The reaction mixture was heated and stirred at a temperature of 110 °C for 24 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and an extraction process was performed on it by using distilled water and ethyl acetate. The organic layer extracted therefrom was dried with anhydrous magnesium sulfate and the solvent was removed therefrom, thereby obtaining intermediate [2-4-D] (yield of 93%).

[0548] Synthesis of intermediate [2-4-E]

[0549] Intermediate [2-4-D] (1.0 eq) was added to a reaction vessel and suspended in a mixed solution containing methanol and distilled water in a volume ratio of 2:1. Ammonium hexafluorophosphate (1.5 eq) was slowly added thereto in a state in which the reaction solution was sufficiently dissolved, and the resulting reaction solution was stirred at room temperature for 24 hours. The solid produced after completion of the reaction was filtered and washed with diethyl ether. Then, the washed solid was dried, thereby obtaining intermediate [2-4-E] (yield of 84%).

[0550] Synthesis of compound BD2-4

[0551] Intermediate [2-4-E] (1.0 eq), dichloro(1,5-cyclooctadiene)platinum (1.1 eq), and sodium acetate (3.0 eq) were suspended in 1,4-dioxane (0.1 M). The reaction mixture was heated and stirred at a temperature of 120 °C for 72 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and an extraction process was performed on it by using distilled water and ethyl acetate. The organic layer extracted therefrom was washed with a saturated NaCl aqueous solution and dried with anhydrous magnesium sulfate. The residue obtained by removing the solvent was separated by column chromatography, thereby obtaining compound BD2-4 (yield of 38%).

[0552] Synthesis Example 4: Synthesis of compound BD2-20

[0553]

[0554] Synthesis of intermediate [2-20-A]

[0555] Intermediate [2-20-A] was obtained (yield: 64%) in substantially the same manner as in the synthesis of Intermediate [1-3-A], except that 2-methoxy carbazole (1.0 eq), 2-bromo-4-(tert-butyl)pyridine (1.3 eq), Pd2(dba)3(0.02 eq), SPhos (0.04 eq), and sodium tert-butoxide (1.6 eq) were used instead of 9-methoxy-2-(o-tolyl)-5,6-dihydroimidazo[2,1-a]isoquinoline.

[0556] Synthesis of Intermediate [2-20-B]

[0557] Intermediate [2-20-B] was obtained (yield: 82%) in substantially the same manner as in the synthesis of Intermediate [1-3-A], except that Intermediate [2-20-A] was used instead of 9-methoxy-2-(o-tolyl)-5,6-dihydroimidazo[2,1-a]isoquinoline.

[0558] Synthesis of Intermediate [2-20-C]

[0559] Intermediate [2-20-C] was obtained (yield: 74%) in substantially the same manner as in the synthesis of Intermediate [1-3-B], except that Intermediate [2-20-B] was used instead of Intermediate [1-3-A].

[0560] Synthesis of Compound BD2-20

[0561] Compound BD2-20 was obtained (yield: 40%) in substantially the same manner as in the synthesis of Compound BD1-3, except that Intermediate [2-20-C] was used instead of Intermediate [1-3-B].

[0562] Synthesis Example 5: Synthesis of Compound BD2-23

[0563]

[0564] Synthesis of Intermediate [2-23-A]

[0565] Intermediate [2-23-A] was obtained (yield: 62%) in substantially the same manner as in the synthesis of Intermediate [2-20-A], except that 2-bromo-1-methyl-1H-imidazole was used instead of 2-bromo-4-(tert-butyl)pyridine.

[0566] Synthesis of Intermediate [2-23-B]

[0567] Intermediate [2-23-C] was obtained (in 68% yield) in substantially the same manner as in the synthesis of Intermediate [1-3-B] except that Intermediate [2-23-B] was used instead of Intermediate [1-3-A].

[0568] Synthesis of Intermediate [2-23-C]

[0569] Intermediate [2-23-C] was obtained (in 68% yield) in substantially the same manner as in the synthesis of Intermediate [1-3-B] except that Intermediate [2-23-B] was used instead of Intermediate [1-3-A].

[0570] Synthesis of Compound BD2-23

[0571] Compound BD2-23 was obtained (in 32% yield) in substantially the same manner as in the synthesis of Compound BD1-3 except that Intermediate [2-23-C] was used instead of Intermediate [1-3-B].

[0572] Synthesized compounds were identified by 1 H NMR and MS / FAB, the results of which are shown in Table 1.

[0573] Table 1

[0574]

[0575]

[0576] Evaluation Example 1

[0577] Using the methods shown in Table 2, the HOMO and LUMO energy levels of Compound BD1-3, Compound BD1-11, Compound BD2-4, Compound BD2-20, Compound BD2-23, Compound ETH66 and Compound HTH29 were evaluated, the results of which are shown in Table 3.

[0578] Table 2

[0579]

[0580]

[0581] Table 3

[0582] Compound No. HOMO (eV) LUMO (eV) BD1-3 -5.00 -1.36 BD1-11 -4.99 -1.19 BD2-4 -5.02 -1.32 BD2-20 -4.94 -1.50 BD2-23 -4.91 -1.39 ETH66 -6.01 -2.03 HTH29 -5.39 -1.21

[0583] Referring to Table 3, it is confirmed that the compound BD1-3, the compound BD1-11, the compound BD2-4, the compound BD2-20, the compound BD2-23, the compound ETH66, and the compound HTH29 have HOMO and LUMO energy levels suitable for manufacturing an organic light emitting device.

[0584] Example 1

[0585] As an anode, a glass substrate having 15 Ω / cm2 2 A glass substrate of ITO (manufactured by Corning Incorporated) was cut to a size of 50 mm x 50 mm x 0.7 mm, cleaned using isopropyl alcohol and pure water each for 5 minutes, and then exposed to ultraviolet (UV) light for 30 minutes and to ozone. Then, the resulting glass substrate was loaded onto a vacuum deposition apparatus.

[0586] On the glass substrate, 2-TNATA was vacuum-deposited to form a hole injection layer having a thickness of 50 nm, and then 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (hereinafter, referred to as NPB) as a hole transport compound was vacuum-deposited thereon to form a hole transport layer having a thickness of 40 nm.

[0587] On the hole transport layer, the compound BD1-3 as a phosphorescent dopant and ETH66:HTH29 as a mixed host in a weight ratio of 3:7 were co-deposited to form a blue fluorescent emission layer having a thickness of 30 nm, in which the ratio of the dopant to the mixed host was 10%, and the emission layer was a blue fluorescent emission layer. Subsequently, ETH2 was vacuum-deposited thereon to form a hole blocking layer having a thickness of 10 nm.

[0588] Then, Alq3 was deposited on the hole blocking layer to form an electron transport layer having a thickness of 40 nm, LiF (LiF is a halogenated alkali metal) was deposited on the electron transport layer to form an electron injection layer having a thickness of 1 nm, and Al having a thickness of 150 nm was vacuum-deposited thereon to form a LiF / Al electrode (cathode), thereby completing the manufacturing of the organic light emitting device.

[0589]

[0590] Examples 2 to 5 and Comparative Examples 1 to 4

[0591] An additional organic light emitting device was manufactured in substantially the same manner as in Example 1, except that the compounds shown in Table 4 were used in forming the emission layer. ​​​​​​​

[0592] Evaluation Example 2

[0593] The driving voltage (V), current density (mA / cm 2 ), and luminous efficiency (cd / A) of the organic light emitting devices of Example 1 to Example 5 and Comparative Example 1 to Comparative Example 4 at 1,000 cd / m 2 were all measured using a Keithley MU 236 and a luminance meter PR650. The time-resolved spectra were measured by applying a voltage pulse (width of the pulse between 100 nm and 1 ms) using an AVTECCH AV-1011-B pulse generator using a Tektronix TDS 460 four-channel digital oscilloscope. Then, the decay time of the delayed fluorescence was evaluated. The results are shown in Table 4.

[0594] Table 4

[0595]

[0596]

[0597]

[0598] Referring to Table 4, it is confirmed that the organic light emitting devices of Example 1 to Example 5 emit blue light and have high efficiency, long lifetime, and low driving voltage compared to the organic light emitting devices of Comparative Example 3 and Comparative Example 4. In addition, the organic light emitting device of Example 1 has high efficiency, long lifetime, and / or low driving voltage compared to the organic light emitting devices of Comparative Example 1 and Comparative Example 2 which use a single host.

[0599] According to one or more embodiments, the organic light emitting device has high luminous efficiency, high color purity, and / or long lifetime.

[0600] As used herein, the terms "substantially," "approximately," and similar terms are used as terms of approximation and not as terms of degree, and are intended to account for the inherent deviations in measured or calculated values that would be recognized by those of ordinary skill in the art.

[0601] Any numerical range recited herein is intended to include all sub-ranges of the same whole number recited, as well as intermediate ranges. For example, a range of 1.0 to 10.0 is intended to include all sub-ranges, half to half, 2.3 to 4.4, etc., as well as intermediate ranges, such as 3.5 to 6.8. Any maximum numerical limitation recited herein is intended to include all lower numerical limitations, and any minimum numerical limitation recited herein is intended to include all higher numerical limitations. Accordingly, Applicant reserves the right to amend this specification, including the claims, to expressly recite any sub-range including any minimum or maximum numerical limitation expressly recited herein.

[0602] It is to be understood that the embodiments described herein are to be considered in a descriptive sense only and not for purposes of limitation. Descriptions of features or aspects within each embodiment should typically be considered as being applicable to other similar features or aspects in other embodiments. While one or more embodiments have been described with reference to the figures, it will be understood by those of ordinary skill in the art that various changes in form and details can be made therein without departing from the spirit and scope as defined by the following claims and their equivalents.

Claims

1. An organometallic compound, said organometallic compound being represented by Formula 1: Formula 1 in, In Equation 1, M is platinum. Both ring A1 and ring A2 are independently phenyl groups. Ring A3 is selected from imidazole and benzimidazole groups. Y1 is C and is included in ring A1. Y2 is C and is included in ring A2. Y3 is either C or N, and is included in ring A3. Y4 is N, The bonds between Y1 and M and between Y2 and M are both covalent bonds, and the bond between Y3 and M is either a covalent bond or a coordinate bond. L1 is selected from *-O-*', *-S-*', and *-Se-*'. a1 is 1. T1 is a single bond. T2 is a single bond. Both V1 and V2 are independently *-C(R) a (R) b )-*', V3 and V4 are both independently selected from *-C(R) a (R) b )-*' and *-O-*', b1 and b2 are both independently 1, and b3 and b4 are both independently 0 or 1, where, when b3 is 0, *-(V3) b3 -*' does not exist, and when b4 is 0, *-(V4) b4 -*'Does not exist.' When Y3 is C, both b3 and b4 are 0, and when Y3 is N, both b3 and b4 are 1. R a and R b Each is independently selected from hydrogen, deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, and tert-butyl. R1 to R5 are all independently selected from: Hydrogen, deuterium, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, and tert-butyl; Phenyl, biphenyl, terphenyl, and naphthyl; and All are substituted with at least one of the following: phenyl, biphenyl, terphenyl, and naphthyl, selected from deuterium, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, and tert-butyl. c1 is an integer from 1 to 2. c2 is an integer from 1 to 3. c3 is an integer from 1 to 5, and Both * and *' indicate bonding sites with adjacent atoms.

2. The organometallic compound according to claim 1, wherein, Ring A1 is a group represented by Formula 2-1, ring A2 is selected from groups represented by Formulas 3-1 and 3-9, and ring A3 is selected from groups represented by Formulas 4-1, 4-2, 4-12, 4-13, 4-16, and 4-17. In Equation 2-1, Y1 is the same as described in claim 1. X 11 For C(R) 11 ), and X 12 For C(R) 12 ), R 11 and R 12 All are independently identical to those described in combination with R1. *1 indicates the bonding site with metal M in Equation 1. *2 indicates the combination position with T1 in Equation 1. *3 represents the binding position with V2 in Equation 1, and *4 indicates the associativity position with L1 in Equation 1. Among them, in equations 3-1 and 3-9, Y2 is the same as described in claim 1. X 21 For C(R) 21 ), X 22 For C(R) 22 ), and X 23 For C(R) 23 ), R 21 To R 23 All are independently identical to those described in combination with R2. *1 indicates the bonding site with metal M in Equation 1. *2 indicates the binding position with T2 in Equation 1. *3 represents the binding position with V4 in Equation 1, and *4 indicates the associativity position with L1 in Equation 1. Among them, in equations 4-1, 4-2, 4-12 and 4-13, Y3 is N, X 31 For C(R) 31 ), X 32 For C(R) 32 ), X 35 For C(R) 35 ), X 36 For C(R) 36 ), X 37 For C(R) 37 ), and X 38 For C(R) 38 ), Y 31 For N(R) 39a ), Among them, in equations 4-16 and 4-17, Y3 is C, X 31 Let N, X 32 For C(R) 32 ), X 33 For C(R) 33 ), X 35 For C(R) 35 ), X 36 For C(R) 36 ), X 37 For C(R) 37 ), and X 38 For C(R) 38 ), R 31 To R 33 R 35 To R 38 and R 39a All are independently identical to those described in combination with R3. *1 indicates the bonding site with metal M in Equation 1. *2 represents the binding position with T2 in Equation 1, and *3 indicates the binding position with V3 in Equation 1.

3. The organometallic compound according to claim 1, wherein, The bond between Y3 and M is a coordinate bond.

4. The organometallic compound according to claim 1, wherein, L1 is *-O-*'.

5. The organometallic compound according to claim 1, wherein, *-(V1) b1 -(V2) b2 -*' is a group represented by formula 1-1a, and *-(V3) b3 -(V4) b4 -*' is selected from groups represented by formulas 1-2a, 1-2e and 1-2f: Among them, in equations 1-1a, 1-2a, 1-2e, and 1-2f, R 1a R 2a and R 3a Each independently binds to R a The descriptions are the same. R 1b R 2b and R 3b Each independently binds to R b The descriptions are the same, and Both * and *' indicate bonding sites with adjacent atoms.

6. The organometallic compound according to claim 1, wherein, R1 to R5 are all independently selected from: Hydrogen, deuterium, methyl, ethyl, n-propyl, and isopropyl; Phenyl and biphenyl; and All are substituted with phenyl and biphenyl groups selected from at least one of deuterium, methyl, ethyl, n-propyl, and isopropyl, and R a and R b Each is independently selected from hydrogen, deuterium, methyl, ethyl, n-propyl, and isopropyl.

7. The organometallic compound according to claim 1, wherein, The organometallic compound is selected from the following compounds:

Images