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

By using specific organometallic compounds in the organic light emitting device, the problem of difficult to take into account the luminous efficiency, color purity and life characteristics in the prior art is solved, and high-efficiency, solid color luminous and long-life performance is achieved.

CN111326667BActive Publication Date: 2025-02-28SAMSUNG DISPLAY CO LTD
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Patent Information

Application Number
CN201911290297.9
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2018-12-17
Filing Date
2019-12-16
Publication Date
2025-02-28
Estimated Expiration
2039-12-16

AI Technical Summary

Technical Problem

While improving the luminous efficiency and color purity, existing organic light emitting devices are difficult to take into account long life and high durability.

Method used

Using an organometallic compound represented by Formula 1, the compound containing a specific metal center and a carbocyclic group, a stable structure is provided to improve the performance of the light emitting device through a combination of coordination bonds and σ and π bonds.

Benefits of technology

High luminous efficiency, color purity and long life characteristics are achieved, and the durability of the organic light emitting device is enhanced.

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Abstract

Provided are an organic metal compound and an organic light-emitting device comprising the organic metal compound. The organic layer of the organic light-emitting device comprises an organic metal compound represented by Formula 1:
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Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] Korean Patent Application No. 10-2018-0163306, filed on December 17, 2018 with the Korean Intellectual Property Office, and entitled “Organometallic compound and organic light-emitting device including the same” is incorporated herein by reference in its entirety. Technical Field

[0003] Embodiments relate to an organometallic compound and an organic light-emitting device including the same. Background Art

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

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

[0006] The embodiment relates to 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, the organic layer including the organic metal compound represented by Formula 1:

[0007] <Formula 1>

[0008]

[0009] Among them, in formula 1,

[0010] M 11 It may be platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) or thulium (Tm),

[0011] Y 10 , Y 20 , Y 30 and Y 40 can be N or C independently,

[0012] Y11 , Y 12 , Y 21 , Y 22 , Y 31 , Y 32 , Y 41 and Y 42 can be N or C independently,

[0013] A 10 , A 20 , A 30 and A 40 Can be independently C 5 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic groups,

[0014] T 11 To T 14 can each independently be a single bond, *-O-*' or *-S-*',

[0015] L 11 It can be substituted or unsubstituted C 3 -C 10 Cycloalkylene groups, *-O-*', *-S-*', *-C(R 1 )(R 2 )-*'、*-C(R 1 )=*'、*=C(R 1 )-*'、*-C(R 1 )=C(R 2 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 1 )-*'、*-N(R 1 )-*'、*-P(R 1 )-*'、*-Si(R 1 )(R 2 )-*'、*-P(R 1 )(R 2 )-*'or*-Ge(R 1 )(R 2 )-*',

[0016] a11 can be 1, 2, 3, 4 or 5,

[0017] a11 number of L 11 At least one of which may be substituted or unsubstituted C 3 -C 10 Cycloalkylene groups,

[0018] L 12 To L14 can be independently a single bond, *-O-*', *-S-*', *-C(R 1 )(R 2 )-*'、*-C(R 1 )=*'、*=C(R 1 )-*'、*-C(R 1 )=C(R 2 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 1 )-*'、*-N(R 1 )-*'、*-P(R 1 )-*'、*-Si(R 1 )(R 2 )-*'、*-P(R 1 )(R 2 )-*'or*-Ge(R 1 )(R 2 )-*',

[0019] a12, a13 and a14 can each independently be 0, 1, 2, 3, 4 or 5,

[0020] R 1 , R 2 , R 10 , R 20 , R 30 and R 40 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C 60 Alkynyl group, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 Heteroaryl groups, substituted or unsubstituted C 1 -C 60 Heteroaryloxy group, substituted or unsubstituted C 1 -C 60 heteroarylthio group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),

[0021] R 1 and R 2 Can be linked to form substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0022] R 1 and R 10 , R 1 and R 20 , R 1 and R 30 , or R 1 and R 40 Can be linked to form substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0023] b10, b20, b30 and b40 may each independently be 1, 2, 3, 4, 5, 6, 7 or 8,

[0024] * and *' each represent a connection site with an adjacent atom,

[0025] The substituted C 5 -C 60 The carbocyclic group, the substituted C 1 -C 60 Heterocyclic group, the substituted C 3 -C 10 Cycloalkylene group, the substituted C 1 -C 60 The alkyl group, the substituted C 2 -C 60 The alkenyl group, the substituted C 2 -C 60 Alkynyl group, the substituted C 1 -C 60 Alkoxy groups, the substituted C 3 -C 10 Cycloalkyl group, the substituted C 1 -C 10 Heterocycloalkyl group, the substituted C 3 -C 10 Cycloalkenyl group, the substituted C 1 -C 10 Heterocycloalkenyl group, the substituted C 6 -C 60 The aryl group, the substituted C 6 -C 60 The aryloxy group, the substituted C 6 -C 60 Arylthio group, the substituted C 1 -C 60 At least one substituent in the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group and the substituted monovalent non-aromatic fused heteropolycyclic group may be:

[0026] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazine group, hydrazone group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group or C 1 -C 60 Alkoxy groups;

[0027] Each of the following is deuterated, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 heteroaryl group, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) or -P(=O)(Q 11 )(Q 12 ) substituted C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group or C 1 -C 60 Alkoxy groups;

[0028] C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1-C 60 a heteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group;

[0029] Each of the following is deuterated, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 heteroaryl group, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) or -P(=O)(Q 21 )(Q 22 ) substituted C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 a heteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group; or

[0030] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),as well as

[0031] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl group, C 1 -C 60Heteroaryloxy group, C 1 -C 60 Heteroarylthio groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, C substituted by deuterium, -F or cyano groups 1 -C 60 Alkyl groups, C substituted by deuterium, -F or cyano groups 6 -C 60 an aryl group, a biphenyl group or a terphenyl group.

[0032] Embodiments also relate to an organometallic compound represented by Formula 1. BRIEF DESCRIPTION OF THE DRAWINGS

[0033] These and / or other aspects are combined from Figure 1 The description of the embodiments will become more obvious and easier to understand. Figure 1 is a schematic diagram of an organic light-emitting device according to an exemplary embodiment. DETAILED DESCRIPTION

[0034] Exemplary embodiments are now described more fully below with reference to the accompanying drawings; however, they may be embodied in different forms and should not be construed as limiting the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure is thorough and complete, and fully convey exemplary embodiments to those skilled in the art.

[0035] In the drawings, the sizes of layers and regions may be exaggerated for clarity of illustration. Like reference numerals refer to like elements throughout.

[0036] As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items. Expressions such as "at least one" when preceding a list of elements modify the entire list of elements and do not modify the individual elements of the list.

[0037] The organometallic compound according to the exemplary embodiment is represented by Formula 1:

[0038] <Formula 1>

[0039]

[0040] In formula 1, M 11 It may be platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) or thulium (Tm).

[0041] In an exemplary embodiment, M 11It can be Pt, Pd, Cu, Ag or Au.

[0042] For example, M 11 It can be Pt.

[0043] In formula 1, Y 10 , Y 20 , Y 30 and Y 40 They may each independently be N or C.

[0044] In an exemplary embodiment, in Formula 1,

[0045] Y 10 , Y 20 and Y 30 Can each be C, and Y 40 It can be N,

[0046] Y 10 , Y 20 and Y 40 Can each be C, and Y 30 It can be N,

[0047] Y 10 , Y 30 and Y 40 Can each be C, and Y 20 It can be N,

[0048] Y 20 , Y 30 and Y 40 Can each be C, and Y 10 It can be N,

[0049] Y 10 and Y 40 Can each be C, and Y 20 and Y 30 Can be N respectively,

[0050] Y 10 and Y 40 Can be N, and Y 20 and Y 30 They can each be C,

[0051] Y 10 and Y 20 Can each be C, and Y 30 and Y 40 Can be N respectively,

[0052] Y 10 and Y 20 Can be N, and Y 30 and Y 40They can each be C,

[0053] Y 10 and Y 30 Can each be C, and Y 20 and Y 40 Can be N, or

[0054] Y 10 and Y 30 Can be N, and Y 20 and Y 40 They can each be C.

[0055] In an exemplary embodiment, Y 10 and Y 20 At least one of them can be C,

[0056] (i) When Y 10 When C, Y 10 and T 11 The key between or Y 10 and M 11 The bond between can be a coordination bond, and

[0057] (ii) When Y 20 When C, Y 20 and T 12 The key between or Y 20 and M 11 The bond between them can be a coordination bond.

[0058] In an exemplary embodiment, Y 30 and Y 40 They can each be C.

[0059] In formula 1, A 10 , A 20 , A 30 and A 40 Can be independently C 5 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic group.

[0060] In an exemplary embodiment, A 10 To A 40 can be independently a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, group, a cyclopentadiene group, a 1,2,3,4-tetralinyl group, a furan group, a thiophene group, a silole group, an indene group, a fluorene group, an indole group, a carbazole group, a benzofuran group, a dibenzofuran group, a benzothiophene group, a dibenzothiophene group, a benzosilole group, a dibenzosilole group, an indenopyridine group, an indolopyridine group, a benzofuranopyridine group, a benzothienopyridine group, a benzothienopyridine group, a benzothienopyridine group, an indenopyrimidine group, an indolopyrimidine group, a benzofuranopyrimidine group, a benzothienopyrimidine group, a benzothienopyrimidine group, a benzothienopyrimidine group, a dihydropyridine group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, and a quinoxaline group , quinazoline group, phenanthroline group, pyrrole group, pyrazole group, imidazole group, 2,3-dihydroimidazole group, triazole group, 2,3-dihydrotriazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, 2,3-dihydrobenzimidazole group, imidazopyridine group, 2,3-dihydroimidazopyridine group, imidazopyrimidine group, 2,3-dihydroimidazopyrimidine group, imidazopyrazine group, 2,3-dihydroimidazopyrazine group, benzoxazole group, benzothiazole group, benzoxadiazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group or 5,6,7,8-tetrahydroquinoline group.

[0061] In an exemplary embodiment, A 10 and A 20 At least one of them may be a C containing N 1 -C 60 Heterocyclic group.

[0062] In an exemplary embodiment, A 10 and A 20 can be independently C containing N 1 -C 60 Heterocyclic group.

[0063] In an exemplary embodiment, A 10 and A 20The pyrrole group, pyrazole group, imidazole group, 2,3-dihydroimidazole group, triazole group, 2,3-dihydrotriazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, 2,3-dihydrobenzimidazole group, imidazopyridine group, 2,3-dihydroimidazopyridine group, imidazopyrimidine group, 2,3-dihydro a hydroimidazopyrimidine group, an imidazopyrazine group, a 2,3-dihydroimidazopyrazine group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a 5,6,7,8-tetrahydroisoquinoline group or a 5,6,7,8-tetrahydroquinoline group.

[0064] In an exemplary embodiment, A 10 and A 20 At least one of may be a 5-membered heterocyclic group containing N or a 7-membered heterocyclic group containing N, or

[0065] A 10 and A 20 At least one of the may be condensed with a 6-membered carbocyclic group or a 6-membered heterocyclic group.

[0066] In an exemplary embodiment, A 10 and A 20 may be each independently a 5-membered heterocyclic group containing N or a 7-membered heterocyclic group containing N, or

[0067] A 10 and A 20 It may be condensed with a 6-membered carbocyclic group or a 6-membered heterocyclic group.

[0068] In an exemplary embodiment, A 10 and A 20 Each may be independently a group represented by one of Formula 10-1 to Formula 10-3:

[0069]

[0070] In Formula 10-1 to Formula 10-3,

[0071] Y 13 To Y 18 and X 11 To X 14 can be N or C (R 10 ),

[0072] R 10 Same as described above, and

[0073] *, *' and *" each represent a site of attachment to an adjacent atom.

[0074] In an exemplary embodiment, A 30 and A 40 Each may be independently a group represented by one of Formula 2-1 to Formula 2-43:

[0075]

[0076]

[0077] In Formula 2-1 to Formula 2-43,

[0078] X 21 To X 23 can be independently C(R 24 ) or C-* and X 21 To X 23 At least two of them may be C-*,

[0079] X 24 Can be N-*.

[0080] X 25 and X 26 can be independently C(R 24 ) or C-*, and X 25 and X 26 At least one of may be C-*,

[0081] X 27 and X 28 can be independently N, N(R 25 ) or N-*, and X 29 It can be C(R 24 ) or C-*, where i) X 27 and X 28 At least one of may be N-*, and X 29 Can be C-*, or ii) X 27 and X 28 can each be N-*, and X 29 It can be C(R 24 ),

[0082] R 21 To R 25 can be independently compared with R 10 Same as described,

[0083] b21 can be 1, 2 or 3,

[0084] b22 can be 1, 2, 3, 4 or 5,

[0085] b23 can be 1, 2, 3 or 4,

[0086] b24 can be 1 or 2, and

[0087] * indicates the connection site with the adjacent atom.

[0088] In an exemplary embodiment, in Formula 1, A 30 and A 40 They may each independently be a group represented by one of Formula 2-1 to Formula 2-9.

[0089] In an exemplary embodiment, in Formula 1, A 30 and A 40 Each may independently be a benzene group, a pyridine group, a pyrimidine group or a triazine group.

[0090] In formula 1, T 11 To T 14 They may each independently be a single bond, *-O-*' or *-S-*'.

[0091] In an exemplary embodiment, in Formula 1, T 11 To T 14 Each of may be a single bond;

[0092] T 11 Can be O or S, and T 12 To T 14 Each may be a single bond;

[0093] T 12 Can be O or S, and T 11 , T 13 and T 14 Each may be a single bond;

[0094] T 13 Can be O or S, and T 11 , T 12 and T 14 may each be a single bond; or

[0095] T 14 Can be O or S, and T 11 , T 12 and T 13 Each may be a single bond.

[0096] For example, in Formula 1, T 11 To T 14 Each of may be a single bond.

[0097] In an exemplary embodiment, Y 10 and T 11 The key between or Y10 and M 11 The bond between them can be a coordination bond.

[0098] In an exemplary embodiment, Y 20 and T 12 The key between or Y 20 and M 11 The bond between them can be a coordination bond.

[0099] In an exemplary embodiment, Y 30 and T 13 The key between or Y 30 and M 11 The bond between them can be a coordination bond.

[0100] In an exemplary embodiment, Y 40 and T 14 The key between or Y 40 and M 11 The bond between them can be a coordination bond.

[0101] In formula 1, L 11 It can be substituted or unsubstituted C 3 -C 10 Cycloalkylene groups, *-O-*', *-S-*', *-C(R 1 )(R 2 )-*'、*-C(R 1 )=*'、*=C(R 1 )-*'、*-C(R 1 )=C(R 2 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 1 )-*'、*-N(R 1 )-*'、*-P(R 1 )-*'、*-Si(R 1 )(R 2 )-*'、*-P(R 1 )(R 2 )-*'or*-Ge(R 1 )(R 2 )-*', a11 can be 1, 2, 3, 4 or 5, and the number of a11 L 11 At least one of which may be substituted or unsubstituted C 3 -C 10 Cycloalkylene groups.

[0102] In an exemplary embodiment, the number of L 11 At least one of can be:

[0103] cyclopropylene, cyclobutylene, cyclopentylene, cyclohexylene, cycloheptylene, cyclooctylene, cyclononylene or cyclodecylene; or

[0104] Each of the following is deuterated, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 20 Alkyl group, C 2 -C 20 Alkenyl group, C 2 -C 20 Alkynyl group, C 1 -C 20 A cyclopropylene, cyclobutylene, cyclopentylene, cyclohexylene, cycloheptylene, cyclooctylene, cyclononylene or cyclodecylene substituted with an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a phenanthryl group, an anthracenyl group, a triperylene group, a pyridyl group, a pyrimidyl group, a carbazolyl group, a triazine group, a dibenzofuranyl group or a dibenzothienyl group.

[0105] In an exemplary embodiment, the number of L 11 At least one of may be a group represented by one of Formula 3-1 to Formula 3-5:

[0106]

[0107] In Formula 3-1 to Formula 3-5,

[0108] R 3 It may be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 20 Alkyl group, C 2 -C 20 Alkenyl group, C 2 -C 20 Alkynyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a phenanthryl group, an anthracenyl group, a triperyl group, a pyridyl group, a pyrimidinyl group, a carbazolyl group, a triazine group, a dibenzofuranyl group or a dibenzothienyl group,

[0109] b4 can be an integer from 1 to 4,

[0110] b6 can be an integer from 1 to 6,

[0111] b8 can be an integer from 1 to 8,

[0112] b10 can be an integer from 1 to 10,

[0113] b12 may be an integer from 1 to 12, and

[0114] * and *' each represent a bonding site to an adjacent atom.

[0115] In an exemplary embodiment, a11 may be 1, and

[0116] L 11 Can be:

[0117] cyclopropylene, cyclobutylene, cyclopentylene, cyclohexylene, cycloheptylene, cyclooctylene, cyclononylene or cyclodecylene; or

[0118] Each of the following is deuterated, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 20 Alkyl group, C 2 -C 20 Alkenyl group, C 2 -C 20 Alkynyl group, C 1 -C 20 A cyclopropylene, cyclobutylene, cyclopentylene, cyclohexylene, cycloheptylene, cyclooctylene, cyclononylene or cyclodecylene substituted with an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a phenanthryl group, an anthracenyl group, a triperylene group, a pyridyl group, a pyrimidyl group, a carbazolyl group, a triazine group, a dibenzofuranyl group or a dibenzothienyl group.

[0119] In an exemplary embodiment, a11 may be 1, and L 11 It may be a group represented by one of Formula 3-1 to Formula 3-5.

[0120] In formula 1, L 12 To L 14 can be independently a single bond, *-O-*', *-S-*', *-C(R 1 )(R 2 )-*'、*-C(R 1 )=*'、*=C(R 1 )-*'、*-C(R 1 )=C(R 2 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 1 )-*'、*-N(R 1 )-*'、*-P(R1 )-*'、*-Si(R 1 )(R 2 )-*'、*-P(R 1 )(R 2 )-*'or*-Ge(R 1 )(R 2 )-*'.

[0121] In an exemplary embodiment, L 12 To L 14 can be independently a single bond, *-O-*', *-S-*', *-N(R 1 )-*'、*-C(R 1 )(R 2 )-*'、*-Si(R 1 )(R 2 )-*' or *-B(R 1 )-*'.

[0122] In an exemplary embodiment, in Formula 1, L 12 Can be *-C(R 1 )(R 2 )-*' or *-Si(R 1 )(R 2 )-*', and R 1 and R 2 Can be linked to form substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0123] L 12 Can be *-C(R 1 )(R 2 )-*' or *-Si(R 1 )(R 2 )-*', and R 1 and R 2 Can be linked to form substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 A heterocyclic group, or

[0124] L 14 Can be *-N(R 1 )-*'、*-C(R 1 )(R 2 )-*' or *-Si(R 1 )(R 2 )-*', and R1 and R 2 Can be linked to form substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic group.

[0125] In an exemplary embodiment, in Formula 1, L 12 Can be *-N(R 1 )-*'、*-C(R 1 )(R 2 )-*' or *-Si(R 1 )(R 2 )-*', and R 1 and R 20 Can be linked to form substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0126] L 12 Can be *-N(R 1 )-*'、*-C(R 1 )(R 2 )-*' or *-Si(R 1 )(R 2 )-*', and R 1 and R 20 , or R 1 and R 30 Can be linked to form substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 A heterocyclic group, or

[0127] L 14 Can be *-N(R 1 )-*'、*-C(R 1 )(R 2 )-*' or *-Si(R 1 )(R 2 )-*', and R 1 and R 40 Can be linked to form substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic group.

[0128] In an exemplary embodiment, in Formula 1, L 12 and L 14 can each be a single bond, and

[0129] L 13 Can be *-O-*', *-S-*', *-N(R 1 )-*'、*-C(R 1 )(R 2 )-*'、*-Si(R 1 )(R 2 )-*' or *-B(R 1 )-*'.

[0130] In Formula 1, a12, a13 and a14 can each independently be 0, 1, 2, 3, 4 or 5. When a12 is 0, A 20 and A 30 It can be disconnected. When a13 is 0, A 30 and A 40 It can be disconnected, and when a14 is 0, A 30 and A 40 It is not necessary to connect.

[0131] In an exemplary embodiment, a12, a13, and a14 may each independently be 1, 2, or 3.

[0132] In formula 1, R 1 , R 2 , R 10 , R 20 , R 30 and R 40 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C 60 Alkynyl group, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 Heteroaryl groups, substituted or unsubstituted C 1 -C 60 Heteroaryloxy group, substituted or unsubstituted C 1 -C 60 heteroarylthio group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),

[0133] R 1 and R 10 , R 1 and R 20 , R 1 and R 30 , or R 1 and R 40 Can be linked to form substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0134] b10, b20, b30 and b40 may each independently be 1, 2, 3, 4, 5, 6, 7 or 8, and

[0135] Q 1 To Q 3can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group or a terphenyl group.

[0136] In an exemplary embodiment, R 1 , R 2 , R 10 , R 20 , R 30 and R 40 Can be independently:

[0137] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, C 1 -C 20 Alkyl group or C 1 -C 20 Alkoxy groups;

[0138] C each substituted with deuterium, -F, -Cl, -Br, -I, a cyano group, a phenyl group or a biphenyl group 1 -C 20 Alkyl group or C 1 -C 20 Alkoxy groups;

[0139] 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 pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentacene group, a pyrrolyl group, a thienyl group, a furanyl group, a thiolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindoleyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a a benzophenanthryl group, a benzofuranyl group, a benzothiophenyl group, a benzothiophenyl group, a benzothiazolyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzophenanthridine group, a benzophenanthridine group, a benzofuranyl group, a benzothiophenyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazine group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a naphthobenzofuranyl group, a naphthobenzothiophenyl group, a naphthobenzosilyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a di a naphthothirolyl group, an imidazopyridyl group, an imidazopyrimidyl group, an oxazolopyridyl group, a thiazopyridyl group, a benzonaphthyridinyl group, an azafluorenyl group, an azaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothienyl group, an azadibenzothirolyl group, an indenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolyl group or an indolocarbazolyl group;

[0140] Each is deuterated, -F, -Cl, -Br, -I, cyano group, C 1 -C 20 Alkyl group, C 1 -C 20an alkoxy group, 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 pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentacene group, a pyrrolyl group, a thienyl group, a furanyl group, a thiolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindoleyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinoline group, a a benzofuranyl group, a benzothiophenyl group, a benzothiosilyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzoquinoxalinyl group, a quinazoline group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzosilyl group, a benzothiazolyl group, a benzisothiazolyl group, a benzoxazolyl group, Benzisoxazolyl group, triazolyl group, tetrazolyl group, thiadiazolyl group, oxadiazolyl group, triazine group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzosilyl group, benzocarbazolyl group, naphthobenzofuranyl group, naphthobenzothiophenyl group, naphthobenzosilyl group, dibenzocarbazolyl group, dinaphthofuranyl group, dinaphthothiophenyl group, dinaphthosilyl group azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, an indenopyrrolyl group, an indolepyrrolyl group, an indenocarbazolyl group, an indolecarbazolyl group, a -Si(Q)- 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 ) or -P(=S)(Q31 )(Q 32 ) substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, indacenyl group, acenaphthenyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenaltenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a phenyl group, a peryl group, a pentacene group, a pyrrolyl group, a thienyl group, a furanyl group, a thiolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindoleyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzosilyl group, a benzothiazolyl group, a benzisothiazolyl group, a benzoxazolyl group group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazine group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a naphthobenzofuranyl group, a naphthobenzothiophenyl group, a naphthobenzosilyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a dinaphthobenzosilyl group a thiazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, an oxazolopyridyl group, a thiazopyridyl group, a benzonaphthyridinyl group, an azafluorenyl group, an azaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothienyl group, an azadibenzosilyl group, an indenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolyl group or an indolocarbazolyl group; or

[0141] -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1)、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),as well as

[0142] Q 1 To Q 3 and Q 31 To Q 33 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl group, C 1 -C 60 Heteroaryloxy group, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, C substituted by deuterium, -F or cyano group 1 -C 60 Alkyl groups, C substituted by deuterium, -F or cyano groups 6 -C 60 an aryl group, a biphenyl group or a terphenyl group.

[0143] In an exemplary embodiment, R 1 , R 2 , R 10 , R 20 , R 30 and R40 Can be independently:

[0144] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, C 1 -C 20 Alkyl group or C 1 -C 20 Alkoxy groups;

[0145] C each substituted with deuterium, -F, -Cl, -Br, -I, a cyano group, a phenyl group or a biphenyl group 1 -C 20 Alkyl group or C 1 -C 20 Alkoxy groups;

[0146] A group represented by one of Formula 5-1 to Formula 5-25; or

[0147] A group represented by one of Formula 6-1 to Formula 6-55, and

[0148] R 1 and R 2 may be linked to form a cyclopentane group, a cyclohexane group, a phenyl group, a naphthalene group or a fluorene group,

[0149]

[0150]

[0151]

[0152]

[0153] In Formulas 5-1 to 5-25 and 6-1 to 6-55,

[0154] Y 31 Can be O, S, C (Z 34 )(Z 35 )、N(Z 34 ) or Si(Z 34 )(Z 35 ),

[0155] Z 31 To Z 35 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 20 Alkyl group, C 2 -C 20 Alkenyl group, C 2 -C 20Alkynyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a phenanthryl group, an anthracenyl group, a triperyl group, a pyridyl group, a pyrimidinyl group, a carbazolyl group or a triazinyl group,

[0156] e2 can be 1 or 2,

[0157] e3 can be an integer from 1 to 3,

[0158] e4 can be an integer from 1 to 4,

[0159] e5 can be an integer from 1 to 5,

[0160] e6 can be an integer from 1 to 6,

[0161] e7 can be an integer from 1 to 7,

[0162] e9 can be an integer from 1 to 9, and

[0163] * indicates the connection site with the adjacent atom.

[0164] In an exemplary embodiment, R 1 , R 2 , R 10 , R 20 , R 30 and R 40 Can be independently:

[0165] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, C 1 -C 20 Alkyl group or C 1 -C 20 Alkoxy groups;

[0166] C each substituted with deuterium, -F, -Cl, -Br, -I, a cyano group, a phenyl group or a biphenyl group 1 -C 20 Alkyl group or C 1 -C 20 Alkoxy groups;

[0167] a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a carbazolyl group, an acridinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group or a dibenzocarbazolyl group; or

[0168] Each is deuterated, -F, -Cl, -Br, -I, cyano group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group or a biphenyl group-substituted phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a carbazolyl group, an acridinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group or a dibenzocarbazolyl group, and

[0169] R 1 and R 2 It may be linked to form a cyclopentane group, a cyclohexane group or a fluorene group.

[0170] In an exemplary embodiment, the organometallic compound may be one of Compound 1 to Compound 40:

[0171]

[0172]

[0173] In an exemplary embodiment, the organometallic compound represented by Formula 1 has a number of L 11 At least one of which is a substituted or unsubstituted C 3 -C 10 Without being bound by theory, it is believed that because the cycloalkylene group is located in a plane (where the metal M is contained) 11 and Ring A 11 To A 14 ) to form a three-dimensional structure, the interaction with other molecules can be suppressed, and the formation of exciplexes and exciplexes can be suppressed. Therefore, when the organometallic compound represented by Formula 1 according to the present exemplary embodiment is applied to an organic light-emitting device, it can facilitate energy transfer, the luminous efficiency can be high, high color purity can be achieved, and the lifespan characteristics can be improved.

[0174] In addition, when the ring A in the organometallic compound represented by Formula 1 10 In the case of carbene, high color purity and excellent lifetime characteristics can be provided due to strong σ-donation and feedback π-bond effects.

[0175] In the exemplary embodiment, the organometallic compound represented by Formula 1 includes a portion providing a rigid structure. Therefore, an organic light-emitting device including the organometallic compound may have high durability and a long lifespan.

[0176] The organometallic compound may emit blue light. For example, the organometallic compound may emit blue light (bottom emission CIE 5000) having a maximum emission wavelength of about 440 nm to about 500 nm (e.g., a maximum emission wavelength of about 460 nm to about 495 nm). x,y Color coordinates 0.135, 0.15 to 0.30). Therefore, the organometallic compound represented by Formula 1 can be usefully used to manufacture an organic light-emitting device that emits blue light.

[0177] The synthesis method of the organometallic compound represented by Formula 1 will be apparent to those skilled in the art by referring to the following examples.

[0178] At least one organic metal compound of Formula 1 may be used between a pair of electrodes of an organic light-emitting device. For example, the organic metal compound may be included in an emission layer. The organic metal compound may be used as a dopant in the emission layer.

[0179] According to an exemplary embodiment, an organic light-emitting device includes a first electrode, a second electrode facing the first electrode, and an organic layer between the first electrode and the second electrode. The organic layer may include an emission layer. The organic layer may include at least one organic metal compound represented by Formula 1.

[0180] The expression “(organic layer) contains at least one organometallic compound” used herein may include the case where “(organic layer) contains the same organometallic compound represented by Formula 1” and the case where “(organic layer) contains two or more different organometallic compounds represented by Formula 1”.

[0181] For example, the organic layer may contain only compound 1 as an organic metal compound. In this regard, compound 1 may be present only in the emission layer of the organic light-emitting device. In an exemplary embodiment, the organic layer may contain compound 1 and compound 2 as organic metal compounds. In this regard, compound 1 and compound 2 may be present in the same layer (for example, compound 1 and compound 2 may both be present in the emission layer), or in different layers (for example, compound 1 may be present in the emission layer, and compound 2 may be present in the electron transport region).

[0182] In an exemplary embodiment,

[0183] The first electrode of the organic light-emitting device may be an anode.

[0184] The second electrode of the organic light-emitting device may be a cathode.

[0185] The organic layer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode.

[0186] The hole transport region may include a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer, or a combination thereof, and

[0187] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

[0188] As used herein, the term "organic layer" refers to a single layer and / or a plurality of layers disposed between a first electrode and a second electrode of an organic light-emitting device. Materials included in the "organic layer" are not limited to organic materials.

[0189] In an exemplary embodiment, the emission layer may include the organometallic compound represented by Formula 1, and may further include a host, wherein an amount of the host in the emission layer may be greater than an amount of the organometallic compound in the emission layer.

[0190] In an exemplary embodiment, the emission layer may further include a host, and the host may include a silyl group-containing compound, a phosphine oxide-containing compound, or a combination thereof.

[0191] In an exemplary embodiment, the hole transport region may include an electron blocking layer, and the electron blocking layer may include an organic metal compound; or

[0192] The electron transport region may include a hole blocking layer, and the hole blocking layer may include an organic metal compound.

[0193] In exemplary embodiments, the hole transport region may include a p-dopant having a lowest unoccupied molecular orbital (LUMO) energy level of about −3.5 eV or less.

[0194] In an exemplary embodiment, the electron transport region may include a hole blocking layer, and the hole blocking layer may directly contact the emission layer, and the hole blocking layer may include a phosphine oxide-containing compound or a silyl group-containing compound.

[0195] Figure 1 Description

[0196] Figure 1 1 is a schematic view of an organic light-emitting device 10 according to an exemplary embodiment. The organic light-emitting device 10 includes a first electrode 110 , an organic layer 150 , and a second electrode 190 .

[0197] In the following, we will combine Figure 1 A structure of an organic light-emitting device 10 and a method of manufacturing the organic light-emitting device 10 according to the embodiment are described.

[0198] First electrode 110

[0199] exist Figure 1 In the embodiment, a substrate may be additionally disposed under the first electrode 110 or over the second electrode 190. The substrate may be a glass substrate or a plastic substrate each having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and water resistance.

[0200] The first electrode 110 may be formed by depositing or sputtering, on a substrate, a material for forming the first electrode 110. When the first electrode 110 is an anode, the material for the first electrode may be selected from materials having a high work function to facilitate hole injection.

[0201] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode or a transmissive electrode. When the first electrode 110 is a transmissive electrode, a material for forming the first electrode may be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), and combinations thereof. In an exemplary embodiment, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form the first electrode may be selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and combinations thereof.

[0202] The first electrode 110 may have a single-layer structure or a multi-layer structure including two or more layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0203] Organic layer 150

[0204] The organic layer 150 is disposed on the first electrode 110. The organic layer 150 may include an emission layer.

[0205] The organic layer 150 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 190 .

[0206] Hole transport region in the organic layer 150

[0207] The hole transport region may have i) a single-layer structure including a single layer containing a single material, ii) a single-layer structure including a single layer containing a plurality of different materials, or iii) a multi-layer structure having a plurality of layers containing a plurality of different materials.

[0208] The hole transport region may include at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an emission assisting layer, and an electron blocking layer.

[0209] For example, the hole transport zone may have a single-layer structure including a single layer containing a plurality of different materials, or a multi-layer structure having a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure, or a hole injection layer / hole transport layer / emission auxiliary layer structure, wherein for each structure, the constituent layers may be stacked in sequence from the first electrode 110 in this prescribed order.

[0210] The hole transport region may include at least one selected from m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4"-tri(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:

[0211]

[0212] <Formula 201>

[0213]

[0214] <Formula 202>

[0215]

[0216] In equation 201 and equation 202,

[0217] L 201 To L 204 can be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene group, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0218] L 205 Can be selected from *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C 1 -C 20 Alkylene group, substituted or unsubstituted C 2 -C 20 Alkenylene group, substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene group, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0219] xa1 to xa4 can each independently be an integer from 0 to 3,

[0220] xa5 can be an integer from 1 to 10, and

[0221] R 201 To R 204 and Q 201 can be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C60 a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0222] For example, in Equation 202, R 201 and R 202 can be linked via a single bond, a dimethyl-methylene group or a diphenyl-methylene group, and R 203 and R 204 The attachment may be via a single bond, a dimethyl-methylene group or a diphenyl-methylene group.

[0223] In an exemplary embodiment, in Formula 201 and Formula 202,

[0224] L 201 To L 205 Can be independently selected from:

[0225] a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptalenylene group, an indacenylene group, an acenaphthenylene group, a fluorenylene group, a spiro-difluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenalenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a phenylene group, a phenanthrenylene group, a py ... a phenylene group, a tetraphenylene group, a perylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a rubinylene group, a coronene group, an ovphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothienylene group, a dibenzofuranylene group, a dibenzothienylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, and a pyridylene group; and

[0226] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10a phenyl group substituted with an alkyl group, a phenyl group substituted with -F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenaltenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a tetraphenyl group, a pyrenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a rubinyl group, a coronet group, an ovaphenyl group, a thienyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, a pyridyl group, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one substituted phenylene group, pentalenylene group, indenylene group, naphthylene group, azulenylene group, heptalenylene group, indacenylene group, acenaphthenylene group, fluorenylene group, spiro-difluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, phenanthrenylene group, py ... a phenylene group, a tetraphenylene group, a perylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a rubinylene group, a coronene group, an ovphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothienylene group, a dibenzofuranylene group, a dibenzothienylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, and a pyridylene group, and

[0227] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0228] In an exemplary embodiment, xa1 to xa4 may each independently be 0, 1 or 2.

[0229] In an exemplary embodiment, xa5 can be 1, 2, 3 or 4.

[0230] In an exemplary embodiment, R 201 To R 204 and Q 201 Can be independently selected from:

[0231] a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-difluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenaltenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, and a pyridyl group; and

[0232] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy groups, cyclopentyl groups, cyclohexyl groups, cycloheptyl groups, cyclopentenyl groups, cyclohexenyl groups, phenyl groups, biphenyl groups, terphenyl groups, C 1 -C 10 a phenyl group substituted with an alkyl group, a phenyl group substituted with -F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenaltenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a tetraphenyl group, a pyrenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a rubinyl group, a coronet group, an ovaphenyl group, a thienyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, a pyridyl group, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q32 ) is at least one substituted phenyl group, biphenyl group, terphenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthenyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenaltenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, and a pyridyl group, and

[0233] Q 31 To Q 33 Same as described above.

[0234] In an exemplary embodiment, in Formula 201, R 201 To R 203 At least one of can be independently selected from:

[0235] fluorenyl groups, spiro-bifluorenyl groups, carbazolyl groups, dibenzofuranyl groups and dibenzothienyl groups; and

[0236] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10 A phenyl group substituted with an alkyl group, a phenyl group substituted with -F, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group and a dibenzothiophenyl group substituted with at least one of a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group and a dibenzothiophenyl group.

[0237] In an exemplary embodiment, in Formula 202, i) R 201 and R 202 can be connected via a single bond, and / or ii) R 203 and R 204 Can connect via one-touch.

[0238] In an exemplary embodiment, in Formula 202, R 201 To R 204 At least one of can be independently selected from:

[0239] a carbazolyl group; and

[0240] is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10 A carbazolyl group substituted with at least one of a phenyl group substituted with an alkyl group, a phenyl group substituted with -F, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothienyl group.

[0241] The compound represented by Formula 201 can be represented by Formula 201A:

[0242] <Formula 201A>

[0243]

[0244] For example, the compound represented by Formula 201 can be represented by Formula 201A(1):

[0245] <Formula 201A(1)>

[0246]

[0247] For example, the compound represented by Formula 201 can be represented by Formula 201A-1:

[0248] <Formula 201A-1>

[0249]

[0250] For example, the compound represented by Formula 202 can be represented by Formula 202A:

[0251] <Formula 202A>

[0252]

[0253] For example, the compound represented by Formula 202 can be represented by Formula 202A-1:

[0254] <Formula 202A-1>

[0255]

[0256] In Formula 201A, Formula 201A(1), Formula 201A-1, Formula 202A, and Formula 202A-1,

[0257] L 201 To L 203 , xa1 to xa3, xa5 and R 202 To R 204 Same as described above,

[0258] R 211 and R 212 can be independently compared with R 203 The same as defined, and

[0259] R 213 To R 217 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10 a phenyl group substituted with an alkyl group, a phenyl group substituted with -F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenaltenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, The invention also includes but is not limited to: a benzothiophenyl group, a tetraphenyl group, a peryl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a rubinyl group, a coronet group, an ovaphenyl group, a thienyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, and a pyridyl group.

[0260] The hole transport region may include at least one compound selected from Compound HT1 to Compound HT39:

[0261]

[0262]

[0263]

[0264]

[0265] The thickness of the hole transport region may be about to about For example, about to about When the hole transport region includes at least one of a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be about to about For example, about to about and the thickness of the hole transport layer may be about to about For example, about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics may be obtained without a significant increase in driving voltage.

[0266] The emission auxiliary layer may increase luminous efficiency by compensating the optical resonance distance according to the wavelength of light emitted by the emission layer, and the electron blocking layer may block the flow of electrons from the electron transport region. The emission auxiliary layer and the electron blocking layer may include materials as described above.

[0267] p-dopant

[0268] In addition to these materials, the hole transport region may further contain a charge generating material for improving the conductive property. The charge generating material may be dispersed uniformly or non-uniformly in the hole transport region.

[0269] The charge generating material may be, for example, a p-dopant.

[0270] In exemplary embodiments, the p-dopant may have a LUMO level of about −3.5 eV or less.

[0271] The p-dopant may include at least one selected from the group consisting of a quinone derivative, a metal oxide, and a cyano group-containing compound.

[0272] For example, the p-dopant may include at least one selected from the following:

[0273] Quinone derivatives, for example tetracyanoquinodimethane (TCNQ) or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

[0274] Metal oxides, such as tungsten oxide or molybdenum oxide;

[0275] 1,4,5,8,9,12-Hexaazatriphenylene-hexacarbonitrile (HAT-CN); and

[0276] The compound represented by formula 221:

[0277]

[0278] In formula 221,

[0279] R 221 To R 223 can be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 1 -C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups and substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic groups, wherein R is selected from 221 To R 223 At least one of the may have a cyano group, -F, -Cl, -Br, -I, C substituted by -F 1 -C 20 Alkyl groups, C substituted by -Cl 1 -C 20 Alkyl groups, C substituted with -Br 1 -C 20 Alkyl groups and C substituted by -I 1 -C 20 At least one substituent in the alkyl group.

[0280] Emission layer in the organic layer 150

[0281] 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 the sub-pixel. In an exemplary embodiment, the emission layer may have a stacked structure of two or more layers selected from a red emission layer, a green emission layer, and a blue emission layer, wherein the two or more layers are in contact with each other or spaced apart from each other. In an exemplary embodiment, the emission layer may include two or more materials selected from a red-emitting material, a green-emitting material, and a blue-emitting material, wherein the two or more materials are mixed with each other in a single layer to emit white light.

[0282] The emission layer may include a host and a dopant. The dopant may include at least one selected from a phosphorescent dopant and a fluorescent dopant. The phosphorescent dopant may include an organic metal compound represented by Formula 1:

[0283] In the emission layer, the amount of the dopant may be about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.

[0284] The thickness of the emission layer can be about to about For example, about to about When the thickness of the emission layer is within this range, excellent light emitting characteristics can be obtained without a significant increase in driving voltage.

[0285] Subject in the emission layer

[0286] In an exemplary embodiment, the host may include a compound represented by Formula 301:

[0287] <Formula 301>

[0288] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0289] In formula 301,

[0290] Ar 301 It can be substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0291] xb11 can be 1, 2 or 3,

[0292] L 301 Can be selected from substituted or unsubstituted C 3-C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene group, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0293] xb1 can be an integer from 0 to 5.

[0294] R 301 It can be selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C 60 Alkynyl group, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 heteroaryl group, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 301 )(Q 302 )(Q 303)、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) and -P(=O)(Q 301 )(Q 302 ),

[0295] xb21 can be an integer from 1 to 5,

[0296] Q 301 To Q 303 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0297] In an exemplary embodiment, Ar in Formula 301 301 Can be selected from:

[0298] naphthyl group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, triphenylene group, pyrene group, group, a naphthacene group, a phenanthrene group, a perylene group, a pentaphenyl group, an indenoanthracene group, a dibenzofuran group, and a dibenzothiophene group; and

[0299] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32) is at least one substituted naphthyl group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, triphenylene group, pyrene group, group, a naphthacene group, a phenanthrene group, a perylene group, a pentaphenyl group, an indenoanthracene group, a dibenzofuran group, and a dibenzothiophene group; and

[0300] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0301] In Formula 301, when xb11 is 2 or greater, two or more Ar 301 Can connect via one-touch.

[0302] In an exemplary embodiment, the compound represented by Formula 301 may be represented by Formula 301-1 or Formula 301-2:

[0303] <Formula 301-1>

[0304]

[0305] <Formula 301-2>

[0306]

[0307] In Formula 301-1 to Formula 301-2,

[0308] A 301 To A 304 can be independently selected from a benzene group, a naphthalene group, a phenanthrene group, a fluoranthene group, a triphenylene group, a pyrene group, group, a pyridine group, a pyrimidine group, an indene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, an indole group, a carbazole group, a benzocarbazole group, a dibenzocarbazole group, a furan group, a benzofuran group, a dibenzofuran group, a naphthofuran group, a benzonaphthofuran group, a dinaphthofuran group, a thiophene group, a benzothiophene group, a dibenzothiophene group, a naphthothiophene group, a benzonaphthothiophene group, and a dinaphthothiophene group,

[0309] X 301 Can be O, S or N-[(L 304 ) xb4 -R 304 ],

[0310] R311 To R 314 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),

[0311] xb22 and xb23 can each independently be 0, 1 or 2,

[0312] L 301 、xb1、R 301 and Q 31 To Q 33 Same as described above,

[0313] L 302 To L 304 can be independently related to L 301 The same as defined,

[0314] xb2 to xb4 may each independently be the same as defined with respect to xb1, and

[0315] R 302 To R 304 can be independently compared with R 301 The same as defined.

[0316] For example, in Formula 301, Formula 301-1, and Formula 301-2, L 301 To L 304 Can be independently selected from:

[0317] a phenylene group, a naphthylene group, a fluorenylene group, a spiro-difluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a phenylene group, a pyrenyl ... a phenylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranyl group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, a pyridinylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group , pyrazinylene groups, pyrimidinylene groups, pyridazinylene groups, triazinylene groups, quinolinylene groups, isoquinolinylene groups, benzoquinolinylene groups, phthalazinylene groups, naphthyridinylene groups, quinoxalinylene groups, quinazolinylene groups, cinnolinylene groups, phenanthridinylene groups, acridinylene groups, phenanthrolinylene groups, phenazinylene groups, benzimidazolylene groups, isobenzothiazolylene groups, benzoxazolylene groups, isobenzoxazolylene groups, triazolylene groups, tetrazolylene groups, imidazopyridinylene groups, imidazopyrimidinylene groups, and azacarbazolylene groups; and

[0318] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzoxazolyl group, triazolyl group, tetrazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazolyl group, -Si(Q31 )(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 ) is at least one substituted phenylene group, naphthylene group, fluorenylene group, spiro-bifluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenanthrenyl group, anthracenylene group, fluoranthenylene group, phenylphenanthrenyl group, pyrenylene ... a phenylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranyl group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, a pyridinylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group , a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a triazinylene group, a quinolylene group, an isoquinolylene group, a benzoquinolylene group, a phthalazinylene group, a naphthyridinylene group, a quinoxalinylene group, a quinazolinylene group, a cinnolinylene group, a phenanthridinylene group, an acridinylene group, a phenanthrolinylene group, a phenazinylene group, a benzimidazolylene group, an isobenzothiazolylene group, a benzoxazolylene group, an isobenzoxazolylene group, a triazolylene group, a tetrazolylene group, an imidazopyridylene group, an imidazopyrimidinylene group, and an azacarbazolylene group, and

[0319] Q 31 To Q 33 Same as described above.

[0320] In an exemplary embodiment, in Formula 301, Formula 301-1, and Formula 301-2, R 301 To R 304 Can be independently selected from:

[0321] a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group , pyrazinyl groups, pyrimidinyl groups, pyridazinyl groups, triazinyl groups, quinolyl groups, isoquinolyl groups, benzoquinolyl groups, phthalazinyl groups, naphthyridinyl groups, quinoxalinyl groups, quinazolinyl groups, cinnolinyl groups, phenanthridinyl groups, acridinyl groups, phenanthrolinyl groups, phenazinyl groups, benzimidazolyl groups, isobenzothiazolyl groups, benzoxazolyl groups, isobenzoxazolyl groups, triazolyl groups, tetrazolyl groups, imidazopyridinyl groups, imidazopyrimidinyl groups, and azacarbazolyl groups; and

[0322] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzoxazolyl group, triazolyl group, tetrazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazolyl group, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one substituted phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthryl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group , pyrazinyl groups, pyrimidinyl groups, pyridazinyl groups, triazinyl groups, quinolyl groups, isoquinolyl groups, benzoquinolyl groups, phthalazinyl groups, naphthyridinyl groups, quinoxalinyl groups, quinazolinyl groups, cinnolinyl groups, phenanthridinyl groups, acridinyl groups, phenanthrolinyl groups, phenazinyl groups, benzimidazolyl groups, isobenzothiazolyl groups, benzoxazolyl groups, isobenzoxazolyl groups, triazolyl groups, tetrazolyl groups, imidazopyridinyl groups, imidazopyrimidinyl groups, and azacarbazolyl groups; and

[0323] Q 31 To Q 33 Same as described above.

[0324] In an exemplary embodiment, the host may include an alkaline earth metal complex. For example, the host may be selected from a Be complex (eg, compound H55), a Mg complex, and a Zn complex.

[0325] The host may include at least one selected from 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di-(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene (mCP), 1,3,5-tri(carbazolyl-9-yl)benzene (TCP), and compounds H1 to H55:

[0326]

[0327]

[0328]

[0329] In an exemplary embodiment, the host may include at least one selected from a silicon-containing compound (eg, BCPDS in the following examples) and a phosphine oxide-containing compound (eg, POPCPA in the following examples).

[0330] In exemplary embodiments, the host may include only one compound, or two or more different compounds (eg, the host used in the following examples includes BCPDS and POPCPA).

[0331] The phosphorescent dopant contained in the emission layer in the organic layer 150

[0332] The phosphorescent dopant may include an organic metal compound represented by Formula 1.

[0333] The phosphorescent dopant may include an organic metal complex represented by Formula 401:

[0334] <Formula 401>

[0335] M(L 401 ) xc1 (L 402 ) xc2

[0336] <Formula 402>

[0337]

[0338] In equations 401 and 402,

[0339] M may be selected from iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh) and thulium (Tm),

[0340] L 401 The ligand represented by the formula 402 may be selected, and xc1 may be 1, 2 or 3, wherein when xc1 is 2 or greater than 2, two or more L 401 can be the same or different from each other,

[0341] L 402 It can be an organic ligand, and xc2 can be an integer from 0 to 4, wherein when xc2 is 2 or greater than 2, two or more L 402 can be the same or different from each other,

[0342] X 401To X 404 may each independently be nitrogen or carbon,

[0343] X 401 and X 403 can be connected via single or double bonds, and X 402 and X 404 Can be connected via single or double bonds,

[0344] A 401 and A 402 Can be independently selected from C 5 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic groups,

[0345] X 405 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*'or*=C=*', where Q 411 and Q 412 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group or a naphthyl group,

[0346] X 406 Can be a single bond, O or S,

[0347] R 401 and R 402 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 20 Alkyl groups, substituted or unsubstituted C 1 -C 20 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1-C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 heteroaryl group, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) and -P(=O)(Q 401 )(Q 402 ), where Q 401 To Q 403 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 Alkoxy group, C 6 -C 20 Aryl groups and C 1 -C 20 Heteroaryl groups,

[0348] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0349] In Formula 402, * and *' respectively represent the connection sites with M in Formula 401.

[0350] In an exemplary embodiment, in Formula 402, A 401 and A 402 can be independently selected from a benzene group, a naphthyl group, a fluorene group, a spiro-bifluorene group, an indene group, a pyrrole group, a thiophene group, a furan group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, Azole group, iso an azole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a quinoxaline group, a quinazoline group, a carbazole group, a benzimidazole group, a benzofuran group, a benzothiophene group, an isobenzothiophene group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, oxadiazole group, triazine group, dibenzofuran group and dibenzothiophene group.

[0351] In an exemplary embodiment, in Formula 402, i) X 401 may be nitrogen, and X 402 It can be carbon, or ii) X 401 and X 402 They may each be nitrogen at the same time.

[0352] In an exemplary embodiment, R in Formula 402 401 and R 402 Can be independently selected from:

[0353] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazine group, hydrazone group, C 1 -C 20 Alkyl groups and C 1 -C 20 Alkoxy groups;

[0354] each of which is 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 hydrazine group, a hydrazone group, a phenyl group, a naphthyl group, a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, and a norbornenyl group; 1 -C 20 Alkyl groups and C 1 -C 20 Alkoxy groups;

[0355] a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group;

[0356] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C20 a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group substituted with at least one of an alkoxy group, a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and

[0357] -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) and -P(=O)(Q 401 )(Q 402 ),as well as

[0358] Q 401 To Q 403 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, and a naphthyl group.

[0359] In an exemplary embodiment, when xc1 in Formula 401 is 2 or greater, two or more L 401 Two A's 401 It can be connected via X 407 Connect, or two or more L 401 Two A's 402 It can be connected via X 408 Connection (see Compound PD1 to Compound PD4 and Compound PD7). 407 and X 408 can be each independently a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q413 )-*'、*-C(Q 413 )(Q 414 )-*' or *-C(Q 413 )=C(Q 414 )-*'(where Q 413 and Q 414 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl group, C 1 -C 20 alkoxy group, phenyl group, biphenyl group, terphenyl group or naphthyl group).

[0360] L in Formula 401 402 It can be a monovalent, divalent or trivalent organic ligand. For example, L 402 It may be selected from halogen, diketone (eg acetylacetonate), carboxylic acid (eg picolinate), -C(=O), isonitrile, -CN and phosphorus compound (eg phosphine or phosphite).

[0361] In an exemplary embodiment, the phosphorescent dopant may be selected from, for example, compounds PD1 to PD25:

[0362]

[0363]

[0364] Fluorescent dopants in the emitting layer

[0365] The fluorescent dopant may further include an arylamine compound or a styrylamine compound.

[0366] The fluorescent dopant may include a compound represented by Formula 501:

[0367] <Formula 501>

[0368]

[0369] In formula 501,

[0370] Ar 501 It can be substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0371] L 501 To L 503 can be independently selected from substituted or unsubstituted C 3 -C 10Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene group, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0372] xd1 to xd3 may each independently be an integer from 0 to 3;

[0373] R 501 and R 502 can be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 heteroaryl groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups and substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic groups,

[0374] xd4 can be an integer from 1 to 6.

[0375] In an exemplary embodiment, Ar in Formula 501 501 Can be selected from:

[0376] naphthyl group, heptalene group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, triphenylene group, pyrene group, group, a naphthacene group, a phenanthrene group, a perylene group, a pentaphenyl group, an indenoanthracene group, and an indenophenanthrene group; and

[0377] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 at least one substituted naphthyl group selected from the group consisting of an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group, a heptalene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, group, a naphthacene group, a phenanthrene group, a perylene group, a pentaphenyl group, an indenoanthracene group and an indenophenanthrene group.

[0378] In an exemplary embodiment, L in Formula 501 501 To L 503 Can be independently selected from:

[0379] a phenylene group, a naphthylene group, a fluorenylene group, a spiro-difluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a phenylene group, a pyrenyl ... a phenylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothienylene group, a dibenzofuranylene group, a dibenzothienylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, and a pyridylene group; and

[0380] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, The invention also includes at least one substituted phenylene group, naphthyl group, fluorenyl group, spiro-difluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, anthracen ... The invention also includes but is not limited to: a phenylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothienylene group, a dibenzofuranylene group, a dibenzothienylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, and a pyridylene group.

[0381] In an exemplary embodiment, R in Formula 501 501 and R 502 Can be independently selected from:

[0382] a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, and a pyridyl group; and

[0383] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, a pyridyl group, and -Si(Q) 31 )(Q 32 )(Q 33 ) is at least one substituted phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthryl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, and a pyridyl group, and

[0384] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0385] In an exemplary embodiment, xd4 in Formula 501 may be 2.

[0386] For example, the fluorescent dopant may be selected from compound FD1 to compound FD22:

[0387]

[0388]

[0389]

[0390] In an exemplary embodiment, the fluorescent dopant may be selected from the following compounds.

[0391]

[0392] Electron transport region in the organic layer 150

[0393] The electron transport region may have i) a single-layer structure including a single layer including a single material, ii) a single-layer structure including a single layer including a plurality of different materials, or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.

[0394] The electron transport region may include at least one selected from a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, and an electron injection layer.

[0395] For example, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein for each structure, the constituent layers may be stacked sequentially from the emission layer.

[0396] The electron transport region (eg, a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region) may include a metal-free compound containing at least one π-electron-depleted nitrogen-containing ring.

[0397] "π-electron-depleted nitrogen-containing ring" means a C-containing ring having at least one *-N=*' moiety as a ring-forming part. 1 -C 60 Heterocyclic group.

[0398] For example, the “π-electron-depleted nitrogen-containing ring” may be i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' moiety, ii) a heteropolycyclic group in which two or more 5- to 7-membered heteromonocyclic groups, each having at least one *-N=*' moiety, are fused to each other, or iii) a heteropolycyclic group in which at least one of the 5- to 7-membered heteromonocyclic groups, each having at least one *-N=*' moiety, is fused to at least one C 5 -C 60 A carbocyclic group is a fused heteropolycyclic group.

[0399] Examples of the π-electron-depleted nitrogen-containing ring include an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, and an azacarbazole group.

[0400] For example, the electron transport region may include a compound represented by Formula 601:

[0401] <Formula 601>

[0402] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0403] In formula 601,

[0404] Ar 601 It can be substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0405] xe11 can be 1, 2 or 3,

[0406] L 601 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene group, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 a heteroarylene group, a substituted or unsubstituted divalent non-aromatic fused polycyclic group, and a substituted or unsubstituted divalent non-aromatic fused heteropolycyclic group;

[0407] xe1 can be an integer from 0 to 5,

[0408] R 601 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 heteroaryl group, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),

[0409] Q 601 To Q 603 Can be independently C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group or a naphthyl group, and

[0410] xe21 can be an integer from 1 to 5.

[0411] In an exemplary embodiment, the number of Ar 601 and xe21 number of R 601 At least one of the may comprise a π-electron-depleted nitrogen-containing ring.

[0412] In an exemplary embodiment, ring Ar in Formula 601 601 Can be selected from:

[0413] phenyl group, naphthalene group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenanthene group, phenanthrenes group, anthracene group, fluoranthene group, triphenylene group, pyrene group, group, naphthacene group, phenanthracene group, perylene group, pentaphenyl group, indenoanthracene group, dibenzofuran group, dibenzothiophene group, carbazole group, imidazole group, pyrazole group, thiazole group, isothiazole group, Azole group, iso an oxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, oxadiazole groups, triazine groups, thiadiazole groups, imidazopyridine groups, imidazopyrimidine groups, and azacarbazole groups; and

[0414] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one substituted phenyl group, naphthyl group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenanthene group, phenanthrenyl group, anthracene group, fluoranthene group, triphenylene group, pyrene group, group, naphthacene group, phenanthracene group, perylene group, pentaphenyl group, indenoanthracene group, dibenzofuran group, dibenzothiophene group, carbazole group, imidazole group, pyrazole group, thiazole group, isothiazole group, Azole group, iso an oxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, oxadiazole group, triazine group, thiadiazole group, imidazopyridine group, imidazopyrimidine group and azacarbazole group, and

[0415] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0416] When xe11 in formula 601 is 2 or greater, two or more Ar 601 Can connect via one-touch.

[0417] In an exemplary embodiment, Ar in Formula 601 601It may be an anthracene group.

[0418] In an exemplary embodiment, the compound represented by Formula 601 may be represented by Formula 601-1:

[0419] <Formula 601-1>

[0420]

[0421] In formula 601-1,

[0422] X 614 Can be N or C (R 614 ), X 615 Can be N or C (R 615 ), and X 616 Can be N or C (R 616 ), where X 614 To X 616 At least one of may be N,

[0423] L 611 To L 613 can be independently related to L 601 The same as defined,

[0424] xe611 to xe613 can each independently be the same as defined for xe1,

[0425] R 611 To R 613 can be independently compared with R 601 The same as defined, and

[0426] R 614 To R 616 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0427] In an exemplary embodiment, L in Formula 601 and Formula 601-1 601 and L 611 To L 613 Can be independently selected from:

[0428] a phenylene group, a naphthylene group, a fluorenylene group, a spiro-difluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a phenylene group, a pyrenyl ... a phenylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranyl group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, a pyridinylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group , pyrazinylene groups, pyrimidinylene groups, pyridazinylene groups, triazinylene groups, quinolinylene groups, isoquinolinylene groups, benzoquinolinylene groups, phthalazinylene groups, naphthyridinylene groups, quinoxalinylene groups, quinazolinylene groups, cinnolinylene groups, phenanthridinylene groups, acridinylene groups, phenanthrolinylene groups, phenazinylene groups, benzimidazolylene groups, isobenzothiazolylene groups, benzoxazolylene groups, isobenzoxazolylene groups, triazolylene groups, tetrazolylene groups, imidazopyridinylene groups, imidazopyrimidinylene groups, and azacarbazolylene groups; and

[0429] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a benzoquinoline group, a The invention also includes a phenylene group substituted by at least one of a phthalazinyl group, a naphthyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group and an azacarbazolyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracene group, a fluoranthenyl group, a phenylene group, a pyrenyl ... a phenylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranyl group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, a pyridinylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a triazinylene group, a quinolylene group, an isoquinolylene group, a benzoquinolylene group, a phthalazinylene group, a naphthyridinylene group, a quinoxalinylene group, a quinazolinylene group, a cinnolinylene group, a phenanthridinylene group, an acridinylene group, a phenanthrolinylene group, a phenazinylene group, a benzimidazolylene group, an isobenzothiazolylene group, a benzoxazolylene group, an isobenzoxazolylene group, a triazolylene group, a tetrazolylene group, an imidazopyridylene group, an imidazopyrimidinylene group, and an azacarbazolylene group;

[0430] In an exemplary embodiment, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 may each independently be 0, 1, or 2.

[0431] In an exemplary embodiment, in Formula 601 and Formula 601-1, R 601 and R611 To R 613 Can be independently selected from:

[0432] a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group a benzoxazolyl group, a benzoxazolyl group, a benzoxazolyl group, a triazine group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group;

[0433] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a benzoquinoline group, a a phenyl group substituted by at least one of a benzoimidazole group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group and an azacarbazolyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group , pyrazinyl groups, pyrimidinyl groups, pyridazinyl groups, triazinyl groups, quinolyl groups, isoquinolyl groups, benzoquinolyl groups, phthalazinyl groups, naphthyridinyl groups, quinoxalinyl groups, quinazolinyl groups, cinnolinyl groups, phenanthridinyl groups, acridinyl groups, phenanthrolinyl groups, phenazinyl groups, benzimidazolyl groups, isobenzothiazolyl groups, benzoxazolyl groups, isobenzoxazolyl groups, triazolyl groups, tetrazolyl groups, imidazopyridinyl groups, imidazopyrimidinyl groups, and azacarbazolyl groups; and

[0434] -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 );

[0435] Q 601 and Q 602 Can be the same as described above.

[0436] The electron transport region may include at least one compound selected from Compound ET1 to Compound ET36:

[0437]

[0438]

[0439]

[0440]

[0441] In an exemplary embodiment, the electron transport region may include a catalyst selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq 3 , BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ) and NTAZ:

[0442]

[0443] In an exemplary embodiment, the electron transport region may include a phosphine oxide-containing compound (eg, TSPO1 used in the following examples). In an exemplary embodiment, the phosphine oxide-containing compound may be used in a hole blocking layer in the electron transport region.

[0444] The thickness of the buffer layer, hole blocking layer or electron control layer may be about to about For example, about to about When the thicknesses of the buffer layer, the hole blocking layer, and the electron control layer are within these ranges, the electron transport region may have excellent hole blocking characteristics or electron control characteristics without a significant increase in driving voltage.

[0445] The thickness of the electron transport layer can be about to about For example, about to about When the thickness of the electron transport layer is within the above range, the electron transport layer may have satisfactory electron transport characteristics without a significant increase in driving voltage.

[0446] The electron transport region (eg, an electron transport layer in the electron transport region) may further include a metal-containing material in addition to the materials described above.

[0447] The metal-containing material may include at least one selected from alkali metal complexes and alkaline earth metal complexes. The alkali metal complex may include a metal ion selected from Li ion, Na ion, K ion, Rb ion and Cs ion, and the alkaline earth metal complex may include a metal ion selected from Be ion, Mg ion, Ca ion, Sr ion and Ba ion. The ligand coordinated with the metal ion of the alkali metal complex or alkaline earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline and cyclopentadiene.

[0448] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (lithium quinolate, LiQ) or ET-D2.

[0449]

[0450] The electron transport region may include an electron injection layer that facilitates injection of electrons from the second electrode 190. The electron injection layer may directly contact the second electrode 190.

[0451] The electron injection layer may have i) a single-layer structure including a single layer including a single material, ii) a single-layer structure including a single layer including a plurality of different materials, or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.

[0452] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or a combination thereof.

[0453] The alkali metal may be selected from Li, Na, K, Rb, and Cs. In an exemplary embodiment, the alkali metal may be Li, Na, or Cs. In an exemplary embodiment, the alkali metal may be Li or Cs.

[0454] The alkaline earth metal may be selected from Mg, Ca, Sr and Ba.

[0455] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb and Gd.

[0456] The alkali metal compound, alkaline earth metal compound and rare earth metal compound may be selected from oxides and halides (eg, fluorides, chlorides, bromides or iodides) of alkali metals, alkaline earth metals and rare earth metals.

[0457] The alkali metal compound may be selected from alkali metal oxides (such as Li 2 O、Cs2 O or K 2 O) and alkali metal halides (such as LiF, NaF, CsF, KF, LiI, NaI, CsI or KI). In an exemplary embodiment, the alkali metal compound may be selected from LiF, Li 2 O, NaF, LiI, NaI, CsI and KI.

[0458] The alkaline earth metal compound may be selected from alkaline earth metal oxides, such as BaO, SrO, CaO, Ba x Sr 1-x O (0 < x < 1) or Ba x Ca 1-x O (0 < x < 1). In an exemplary embodiment, the alkaline earth metal compound may be selected from BaO, SrO and CaO.

[0459] The rare earth metal compound may be selected from YbF 3 , ScF 3 , Sc 2 O 3 , Y 2 O 3 , Ce 2 O 3 , GdF 3 and TbF 3 . In an exemplary embodiment, the rare earth metal compound may be selected from YbF 3 , ScF 3 , TbF 3 , YbI 3 , ScI 3 and TbI 3 .

[0460] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may contain ions of alkali metal, alkaline earth metal and rare earth metal as described above, and the ligands coordinated with the metal ions of the alkali metal complex, alkaline earth metal complex or rare earth metal complex may 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.

[0461] The electron injection layer may comprise an alkali metal, an alkaline-earth metal, a rare earth metal, an alkali metal compound, an alkaline-earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline-earth metal complex, a rare earth metal complex or a combination thereof as described above, or may be composed of an alkali metal, an alkaline-earth metal, a rare earth metal, an alkali metal compound, an alkaline-earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline-earth metal complex, a rare earth metal complex or a combination thereof as described above. In an exemplary embodiment, the electron injection layer may further comprise an organic material. When the electron injection layer further comprises an organic material, an alkali metal, an alkaline-earth metal, a rare earth metal, an alkali metal compound, an alkaline-earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline-earth metal complex, a rare earth metal complex or a combination thereof may be uniformly or non-uniformly dispersed in a matrix comprising an organic material.

[0462] 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, the electron injection layer may have satisfactory electron injection characteristics without a significant increase in driving voltage.

[0463] The second electrode 190

[0464] The second electrode 190 may be disposed on the organic layer 150 having such a structure. The second electrode 190 may be a cathode, which is an electron injection electrode, and for this, a material for forming the second electrode 190 may be selected from metals, alloys, conductive compounds, and combinations thereof having a relatively low work function.

[0465] The second electrode 190 may include at least one selected from lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ITO, and IZO. The second electrode 190 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0466] The second electrode 190 may have a single-layer structure, or a multi-layer structure including two or more layers.

[0467] The layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region can be formed in a specific region by using 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.

[0468] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are formed by vacuum deposition, the deposition temperature may be about 100° C. to about 500° C., about 10 -8 To about 10 -3 Torr vacuum and approx. to about Deposition is carried out at a deposition rate of .

[0469] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are formed by spin coating, the spin coating can be performed at a coating speed of about 2,000 rpm to about 5,000 rpm and at a heat treatment temperature of about 80°C to about 200°C by considering the materials contained in the layer to be formed and the structure of the layer to be formed.

[0470] General Definition of Substituents

[0471] As used herein, the term "C 1 -C 60 The term “alkyl group” as used herein refers to a linear or branched aliphatic saturated hydrocarbon monovalent group having 1 to 60 carbon atoms, and examples thereof include a methyl group, an ethyl group, a propyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, an isopentyl group, and a hexyl group. 1 -C 60 "Alkylene group" refers to a group having 1 -C 60 A divalent group of the same structure as an alkyl group.

[0472] As used herein, the term "C 2 -C 60 "Alkenyl group" means a 2 -C 60 The term "C" as used herein refers to a hydrocarbon group having at least one double bond in the middle or at the terminal of the alkyl group, and examples thereof include a vinyl group, a propenyl group, and a butenyl group. 2 -C 60 "Alkenylene group" refers to a 2 -C 60 Alkenyl groups are divalent groups of the same structure.

[0473] As used herein, the term "C 2 -C 60 "Alkynyl group" means a 2 -C 60 The term "C" as used herein refers to a hydrocarbon group having at least one triple bond in the middle or at the terminal of the alkyl group, and examples thereof include an ethynyl group and a propynyl group. 2 -C 60"Alkyne group" refers to a 2 -C 60 Alkynyl groups are divalent groups of the same structure.

[0474] As used herein, the term "C 1 -C 60 "Alkoxy group" refers to a group consisting of -OA 101 (A 101 C 1 -C 60 The invention further comprises a monovalent group represented by an alkyl group (eg, an alkyl group), and examples thereof include a methoxy group, an ethoxy group and an isopropoxy group.

[0475] As used herein, the term "C 3 -C 10 The term "cycloalkyl group" as used herein refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, and a cycloheptyl group. 3 -C 10 "Cycloalkylene group" refers to a group having 3 -C 10 Cycloalkyl groups are divalent groups of the same structure.

[0476] As used herein, the term "C 1 -C 10 The term “heterocycloalkyl group” refers to a monovalent monocyclic group having at least one heteroatom (e.g., 1 to 6 heteroatoms, such as 1, 2, 3, 4, 5 or 6 heteroatoms) selected from N, O, Si, P and S as a ring-forming atom and 1 to 10 carbon atoms, and examples thereof include a 1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group and a tetrahydrothienyl group. As used herein, the term “C 1 -C 10 "Heterocycloalkylene group" refers to a group having a 1 -C 10 Heterocycloalkyl groups are divalent groups of the same structure.

[0477] As used herein, the term "C 3 -C 10 The term "cycloalkenyl group" as used herein refers to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one double bond in its ring and having no aromaticity, and examples thereof include a cyclopentenyl group, a cyclohexenyl group and a cycloheptenyl group. 3 -C 10 "Cycloalkenylene group" refers to a group having a 3 -C 10 Cycloalkenyl groups are divalent groups of the same structure.

[0478] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent monocyclic group having at least one heteroatom (e.g., 1 to 6 heteroatoms, such as 1, 2, 3, 4, 5 or 6 heteroatoms) selected from N, O, Si, P and S as a ring-forming atom, 1 to 10 carbon atoms and at least one double bond in its ring. 1 -C 10 Non-limiting examples of heterocycloalkenyl groups include 4,5-dihydro-1,2,3,4-oxatriazolyl groups, 2,3-dihydrofuranyl groups, and 2,3-dihydrothienyl groups. As used herein, the term “C 1 -C 10 The term "heterocycloalkenylene group" refers to a 1 -C 10 Heterocycloalkenyl groups are divalent groups of the same structure.

[0479] As used herein, the term "C 6 -C 60 "Aryl group" refers to a monovalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms, and the C 6 -C 60 Arylene groups refer to divalent groups having a carbocyclic aromatic system containing 6 to 60 carbon atoms. 6 -C 60 Non-limiting examples of aryl groups include phenyl groups, naphthyl groups, anthracenyl groups, phenanthrenyl groups, pyrenyl groups and When C 6 -C 60 Aryl groups and C 6 -C 60 When the arylene groups each include two or more rings, the rings may be fused to each other.

[0480] As used herein, the term "C 1 -C 60 The term "heteroaryl group" refers to a monovalent group having an aromatic system having at least one heteroatom (e.g., 1-15 heteroatoms, such as 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 heteroatoms) selected from N, O, Si, P and S as a ring-forming atom in addition to 1 to 60 carbon atoms. As used herein, the term "C 1 -C 60The term "heteroarylene group" refers to a divalent group having an aromatic system containing at least one heteroatom (e.g., 1-15 heteroatoms, such as 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 heteroatoms) selected from N, O, Si, P and S as a ring-forming atom in addition to 1 to 60 carbon atoms. 1 -C 60 Non-limiting examples of heteroaryl groups include pyridyl groups, pyrimidinyl groups, pyrazinyl groups, pyridazinyl groups, triazinyl groups, quinolyl groups, and isoquinolyl groups. 1 -C 60 Heteroaryl groups and C 1 -C 60 When the heteroarylene groups each include two or more rings, the rings may be fused to each other.

[0481] As used herein, the term "C 6 -C 60 "Aryloxy group" refers to -OA 102 (A 102 C 6 -C 60 Aryl group), and C 6 -C 60 Arylthio group represents -SA 103 (A 103 C 6 -C 60 aryl group).

[0482] The term "monovalent non-aromatic fused polycyclic group" as used herein refers to a monovalent group (e.g., having 8 to 60 carbon atoms) having two or more rings fused to each other, having only carbon atoms as ring atoms, and having at least one non-aromatic ring in its entire molecular structure. A detailed example of a monovalent non-aromatic fused polycyclic group is a fluorenyl group. The term "divalent non-aromatic fused polycyclic group" as used herein refers to a divalent group having the same structure as a monovalent non-aromatic fused polycyclic group.

[0483] The term "monovalent non-aromatic fused heteropolycyclic group" as used herein refers to a monovalent group (e.g., having 1 to 60 carbon atoms) having two or more rings fused to each other, having at least one heteroatom (e.g., 1-15 heteroatoms, such as 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 heteroatoms) selected from N, O, Si, P and S other than carbon atoms as a ring-forming atom, and having at least one non-aromatic ring in its entire molecular structure. An example of a monovalent non-aromatic fused heteropolycyclic group is a carbazolyl group. The term "divalent non-aromatic fused heteropolycyclic group" as used herein refers to a divalent group having the same structure as a monovalent non-aromatic fused heteropolycyclic group.

[0484] As used herein, the term "C 5 -C 60 "Carbocyclic group" refers to a monocyclic or polycyclic group having 5 to 60 carbon atoms, wherein the ring atoms are only carbon atoms. 5 -C 60 The "carbocyclic group" may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. 5 -C 60 The carbocyclic group can be a ring, such as benzene; a monovalent group, such as a phenyl group; or a divalent group, such as a phenylene group. 5 -C 60 The number of substituents in a carbocyclic group, C 5 -C 60 The carbocyclic group may be a trivalent group or a tetravalent group.

[0485] As used herein, the term "C 1 -C 60 "Heterocyclic group" refers to a 5 -C 60 The carbocyclic group is a group having the same structure as the carbocyclic group, but in addition to carbon (the number of carbon atoms can be 1 to 60), at least one heteroatom (e.g., 1-15 heteroatoms, such as 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 heteroatoms) selected from N, O, Si, P and S is used as a ring-forming atom.

[0486] In this specification, substituted C 5 -C 60 Carbocyclic groups, substituted C 1 -C 60 Heterocyclic groups, substituted C 3 -C 10 Cycloalkylene groups, substituted C 1 -C 10 Heterocycloalkylene groups, substituted C3 -C 10 Cycloalkenylene groups, substituted C 1 -C 10 Heterocycloalkenylene groups, substituted C 6 -C 60 Arylene groups, substituted C 1 -C 60 Heteroarylene group, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heteropolycyclic group, substituted C 1 -C 60 Alkyl groups, substituted C 2 -C 60 Alkenyl groups, substituted C 2 -C 60 Alkynyl groups, substituted C 1 -C 6 Alkoxy groups, substituted C 3 -C 10 Cycloalkyl groups, substituted C 1 -C 10 Heterocycloalkyl groups, substituted C 3 -C 10 Cycloalkenyl groups, substituted C 1 -C 10 Heterocycloalkenyl groups, substituted C 6 -C 60 Aryl groups, substituted C 6 -C 60 Aryloxy groups, substituted C 6 -C 60 Arylthio groups, substituted C 1 -C 60 At least one substituent in the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused heteropolycyclic group may be selected from:

[0487] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazine group, hydrazone group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl groups and C 1 -C 60 Alkoxy groups;

[0488] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 3 -C 10Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 heteroaryl group, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) at least one substituted C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl groups and C 1 -C 60 Alkoxy groups;

[0489] C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups;

[0490] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 heteroaryl group, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) at least one substituted C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups; and

[0491] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),as well as

[0492] Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, C substituted by at least one selected from deuterium, -F and cyano groups 1 -C 60 An alkyl group, a C substituted by at least one selected from deuterium, -F and a cyano group 6 -C 60 Aryl groups, biphenyl groups and terphenyl groups.

[0493] The term "Ph" as used herein refers to a phenyl group, the term "Me" as used herein refers to a methyl group, the term "Et" as used herein refers to an ethyl group, the term "ter-Bu" or "Bu" as used herein refers to an ethyl group. t " represents a tert-butyl group, and the term "OMe" as used herein represents a methoxy group.

[0494] As used herein, the term "biphenyl group" refers to a "phenyl group substituted by a phenyl group". The "biphenyl group" is a group having "C 6 -C 60 "Aryl group (phenyl group)" as a substituent, "substituted phenyl group".

[0495] As used herein, the term "terphenyl group" refers to a "phenyl group substituted by a biphenyl group". The "terphenyl group" is a phenyl group having "substituted by a C 6 -C 60 Aryl group (phenyl group) substituted C 6 -C 60 "Aryl group (phenyl group)" as a substituent "phenyl group".

[0496] As used herein, * and *', unless otherwise defined, each refers to a site of attachment to an adjacent atom in the corresponding formula.

[0497] The following examples and comparative examples are provided to highlight the features of one or more than one embodiment, but it should be understood that the examples and comparative examples are not to be construed as limiting the scope of the embodiments, and the comparative examples are not to be construed as being outside the scope of the embodiments. In addition, it should be understood that the embodiments are not limited to the specific details described in the examples and comparative examples.

[0498] The expression "B is used in place of A" used in describing the synthesis examples means that a molar equivalent of A is replaced with an equal number of molar equivalents of B.

[0499] Synthesis example

[0500] Synthesis Example 1: Synthesis of Compound 4

[0501]

[0502] 1) Synthesis of intermediate [4-A]

[0503] 9.35g (50mmol) of m-bromoanisole, 3.40g (50mmol) of imidazoles, 23g (100mmol) of potassium tripolyphosphate, 1.83g (10mmol) of copper iodide and 1.17g (10mmol) of picolinic acid are added to the reaction vessel and suspended in 100mL of dimethyl sulfoxide. The reaction mixture is heated and stirred at a temperature of 160°C for 24 hours. After the reaction is completed, the reaction product is cooled to room temperature, 300mL of distilled water is added thereto, and an organic layer is extracted therefrom by using ethyl acetate. The organic layer extracted is washed with a saturated sodium chloride aqueous solution and dried by using sodium sulfate. The residue from which the solvent has been removed is separated by column chromatography to obtain 6.97g (40mmol) of intermediate [4-A].

[0504] 2) Synthesis of intermediate [4-B]

[0505] 6.97g (40mmol) of intermediate [4-A] was suspended in an excess of bromic acid solution. The reaction mixture was heated and stirred at a temperature of 110°C for 24 hours. After the reaction was completed, the reaction product was cooled to room temperature and neutralized by adding an appropriate amount of sodium bicarbonate thereto. 300mL of distilled water was added thereto and an organic layer was extracted therefrom by using ethyl acetate. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried by using sodium sulfate. The residue from which the solvent was removed was separated by column chromatography to obtain 5.77g (36mmol) of intermediate [4-B].

[0506] 3) Synthesis of intermediate [4-C]

[0507] 11.80 g (50 mmol) of 1,3-dibromobenzene, 3.40 g (50 mmol) of imidazole, 23 g (100 mmol) of potassium tripolyphosphate, 1.83 g (10 mmol) of iodocopper and 1.17 g (10 mmol) of picolinic acid were added to a reaction vessel and suspended in 100 mL of dimethyl sulfoxide. The reaction mixture was heated and stirred at a temperature of 160 ° C for 24 hours. After the reaction was completed, the reaction product was cooled to room temperature, 300 mL of distilled water was added thereto, and an organic layer was extracted therefrom by using ethyl acetate. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried by using sodium sulfate. The residue from which the solvent was removed was separated by column chromatography to obtain 7.81 g (35 mmol) of intermediate [4-C].

[0508] 4) Synthesis of intermediate [4-D]

[0509] 5.77g (36mmol) of intermediate [4-B], 7.81g (35mmol) of intermediate [4-C], 16.1g (70mmol) of potassium tripolyphosphate, 1.28g (7mmol) of iodine copper and 0.82g (7mmol) of picolinic acid were added to a reaction vessel and suspended in 70mL of dimethyl sulfoxide. The reaction mixture was heated and stirred at a temperature of 160°C for 24 hours. After the reaction was completed, the reaction product was cooled to room temperature, 300mL of distilled water was added thereto, and an organic layer was extracted therefrom by using ethyl acetate. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried by using sodium sulfate. The residue from which the solvent was removed was separated by column chromatography to obtain 8.47g (28mmol) of intermediate [4-D].

[0510] 5) Synthesis of intermediate [4-E]

[0511] 8.47g (28mmol) of intermediate [4-D] and 1.68g (140mmol) of 1,2-diiodocyclohexane were added to a reaction vessel and suspended in 100mL of toluene. The reaction mixture was heated and stirred at a temperature of 110°C for 24 hours. After the reaction was completed, the reaction product was cooled to room temperature, and the solid thus generated was filtered and washed with ether. The washed solid was dried to obtain 12.5g (19.6mmol) of intermediate [4-E].

[0512] 6) Synthesis of intermediate [4-F]

[0513] 12.5g (19.6mmol) of intermediate [4-E] and 9.58g (58.8mmol) of ammonium hexafluorophosphate were suspended in 50mL of methanol and 50mL of water. The reaction mixture was stirred at room temperature for 24 hours. After the reaction was completed, the solid thus generated was filtered and washed with ether. The washed solid was dried to obtain 9.25g (13.7mmol) of intermediate [4-F].

[0514] 7) Synthesis of Compound 4

[0515] 9.25 g (13.7 mmol) of intermediate [4-F], 5.6 g (15 mmol) of dichloro(1,5-cyclooctadiene)platinum and 3.4 g (41 mmol) of sodium acetate were suspended in 160 mL of dichloroethane. alkane. The reaction mixture was heated and stirred at a temperature of 110°C for 72 hours. After the reaction was completed, the reaction product was cooled to room temperature, 300mL of distilled water was added thereto, and an organic layer was extracted therefrom by using ethyl acetate. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried by using sodium sulfate. The residue from which the solvent was removed was separated by column chromatography to obtain 2.37g (4.1mmol) of compound 4.

[0516] Synthesis Example 2: Synthesis of Compound 9

[0517]

[0518] 1) Synthesis of intermediate [9-A]

[0519] 8.75g (50mmol) of 1-bromo-3-fluorobenzene was suspended in 100mL of tetrahydrofuran and stirred at a temperature of -78°C. 24mL of n-BuLi solution (2.5M in hexane) was added to the mixed solution and stirred for 2 hours at the same temperature. After stirring, 7.74g (60mmol) of dimethyldichlorosilane was added thereto and stirred for another 24 hours at room temperature. After the reaction was completed, 300mL of distilled water was added thereto, and organic layer was extracted therefrom by using ethyl acetate. The organic layer extracted was washed with saturated sodium chloride aqueous solution and dried by using sodium sulfate. The residue from which the solvent was removed was separated by column chromatography to obtain 9.93g (40mmol) of intermediate [9-A].

[0520] 2) Synthesis of intermediate [9-B]

[0521] 9.93g (40mmol) of intermediate [9-A], 8.17g (120mmol) of imidazole and 36.8g (160mmol) of potassium tripolyphosphate were added to the reaction vessel and suspended in 80mL of dimethyl sulfoxide. The reaction mixture was heated and stirred at a temperature of 160°C for 24 hours. After the reaction was completed, the reaction product was cooled to room temperature, 300mL of distilled water was added thereto, and an organic layer was extracted therefrom by using ethyl acetate. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried by using sodium sulfate. The residue from which the solvent was removed was separated by column chromatography to obtain 9.0g (26mmol) of intermediate [9-B].

[0522] 3) Synthesis of intermediate [9-C]

[0523] 9.0 g (26 mmol) of intermediate [9-B] and 1.56 g (130 mmol) of 1,2-diiodocyclohexane were added to a reaction vessel and suspended in 100 mL of toluene. The reaction mixture was heated and stirred at a temperature of 110 ° C for 24 hours. After the reaction was completed, the reaction product was cooled to room temperature, and the solid thus generated was filtered and washed with ether. The washed solid was dried to obtain 12.4 g (18.2 mmol) of intermediate [9-C].

[0524] 4) Synthesis of intermediate [9-D]

[0525] 12.4g (18.2mmol) of intermediate [9-C] and 8.9g (54.6mmol) of ammonium hexafluorophosphate were added to the reaction vessel and suspended in 50mL of methanol and 50mL of water. The reaction mixture was stirred at room temperature for 24 hours. After the reaction was completed, the solid thus generated was filtered and washed with ether. The washed solid was dried to obtain 8.48g (11.8mmol) of intermediate [9-D].

[0526] 5) Synthesis of Compound 9

[0527] 8.48 g (11.8 mmol) of intermediate [9-D], 4.85 g (13 mmol) of dichloro(1,5-cyclooctadiene)platinum and 2.94 g (35.4 mmol) of sodium acetate were suspended in 140 mL of dichloroethane. alkane. The reaction mixture was heated and stirred at a temperature of 110°C for 72 hours. After the reaction was completed, the reaction product was cooled to room temperature, 300mL of distilled water was added thereto, and an organic layer was extracted therefrom using ethyl acetate. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. The residue from which the solvent was removed was separated by column chromatography to obtain 1.11g (1.8mmol) of compound 9.

[0528] Synthesis Example 3: Synthesis of Compound 14

[0529]

[0530] 1) Synthesis of intermediate [14-A]

[0531] 8.75g (50mmol) of 1-bromo-3-fluorobenzene was suspended in 100mL of tetrahydrofuran and stirred at a temperature of -78°C. 24mL of n-BuLi solution (2.5M in hexane) was added to the mixed solution and stirred for 2 hours at the same temperature. After stirring, 9.51g (60mmol) of 3-fluorobenzoyl chloride was added thereto and stirred for another 24 hours at room temperature. After the reaction was completed, 300mL of distilled water was added thereto, and an organic layer was extracted therefrom by using ethyl acetate. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried by using sodium sulfate. The residue from which the solvent was removed was separated by column chromatography to obtain 8.29g (38mmol) of intermediate [14-A].

[0532] 2) Synthesis of intermediate [14-B]

[0533] 10.7g (45.6mmol) of 2-bromobiphenyl, 11.1g (45.6mmol) of magnesium and catalytic amount of iodine were suspended in 100mL of tetrahydrofuran and refluxed for 3 hours to produce Grignard reagent. 8.29g (38mmol) of intermediate [14-A] were further added to the mixture and refluxed for 24 hours. After the reaction was completed, the reaction product was cooled to room temperature, and 300mL of distilled water was added thereto, and organic layer was extracted therefrom by using ethyl acetate. The organic layer extracted was washed with saturated sodium chloride aqueous solution and dried by using sodium sulfate. The residue from which the solvent was removed was separated by column chromatography to obtain 10.6g (28.5mmol) of intermediate [14-B].

[0534] 3) Synthesis of intermediate [14-C]

[0535] 10.6g (28.5mmol) of intermediate [14-B] was added to excessive hydrochloric acid / acetic acid solution and refluxed for 24 hours. After the reaction was completed, the reaction product was cooled to room temperature, and 300mL of distilled water was added thereto, and an organic layer was extracted therefrom using ethyl acetate. The organic layer extracted was washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. The residue from which the solvent was removed was separated by column chromatography to obtain 8.59g (24.2mmol) of intermediate [14-C].

[0536] 4) Synthesis of intermediate [14-D]

[0537] 8.59g (24.2mmol) of intermediate [14-C] and 1.45g (121mmol) of imidazole were added to a reaction vessel and suspended in 100mL of toluene. The reaction mixture was heated and stirred at a temperature of 110°C for 24 hours. After the reaction was completed, the reaction product was cooled to room temperature, and the solid thus generated was filtered and washed with ether. The washed solid was dried to obtain 7.61g (9.68mmol) of intermediate [14-D].

[0538] 5) Synthesis of intermediate [14-E]

[0539] 7.61g (9.68mmol) of intermediate [14-D] and 4.72g (29mmol) of ammonium hexafluorophosphate are added to a reaction vessel and suspended in 20mL of methanol and 20mL of water. The reaction mixture was stirred at room temperature for 24 hours. After the reaction was completed, the solid thus generated was filtered and washed with ether. The washed solid was dried to obtain 6.37g (7.74mmol) of intermediate [14-E].

[0540] 6) Synthesis of Compound 14

[0541] 6.37 g (7.74 mmol) of intermediate [14-E], 3.2 g (8.51 mmol) of dichloro(1,5-cyclooctadiene)platinum and 1.92 g (23.2 mmol) of sodium acetate were suspended in 90 mL of dichloroethane. alkane. The reaction mixture was heated and stirred at a temperature of 110°C for 72 hours. After the reaction was completed, the reaction product was cooled to room temperature, 300mL of distilled water was added thereto, and an organic layer was extracted therefrom using ethyl acetate. The extracted organic layer was washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. The residue from which the solvent was removed was separated by column chromatography to obtain 1.34g (1.86mmol) of compound 14.

[0542] Synthesis Example 4: Synthesis of Compound 19

[0543]

[0544] Compound 19 was obtained in the same manner as in Synthesis Example 2, except that dichloro(2,4,6-trimethylphenyl)borane was used instead of dimethyldichlorosilane.

[0545] Synthesis Example 5: Synthesis of Compound 24

[0546]

[0547] Compound 24 was obtained in the same manner as in Synthesis Example 1, except that 4,5-dimethyl-1H-imidazole was used instead of imidazole.

[0548] The compounds synthesized in Synthesis Examples 1 to 5 1 H NMR and MS / FAB are shown in Table 1.

[0549] By referring to the above-mentioned synthesis mechanism and method, those skilled in the art can also easily recognize the synthesis method of compounds other than the compounds shown in Table 1.

[0550] [Table 1]

[0551]

[0552] Example

[0553] Example 1

[0554] Corning 15Ω / cm2 was used as the substrate and ITO anode. 2 The ITO glass substrate was cut into a size of 50 mm x 50 mm x 0.7 mm, ultrasonically treated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet rays and ozone for 30 minutes. Then, the ITO glass substrate was provided to a vacuum deposition apparatus.

[0555] Referring to the compound shown below, 2-TNATA was vacuum deposited on an ITO anode formed on an ITO glass substrate to form a film with a thickness of and vacuum depositing NPB on the hole injection layer to form a hole injection layer with a thickness of hole transport layer.

[0556] BCPDS and POPCPA as co-hosts (the weight ratio of BCPDS to POPCPA is 1:1) and compound 4 as a dopant are co-deposited on the hole transport layer at a weight ratio of 90:10 to form a 1:1 thick layer. The emission layer.

[0557] TSPO1 is deposited on the emitter layer to form a layer with a thickness of The hole blocking layer of Alq 3 is deposited on the hole blocking layer to form a thickness of The electron transport layer is formed by depositing LiF on the electron transport layer to form a layer with a thickness of The electron injection layer is formed by vacuum depositing Al on the electron injection layer to form a layer with a thickness of The cathode of the organic light-emitting device is thus completed.

[0558]

[0559] Examples 2 to 5 and Comparative Examples 1 to 4

[0560] Organic light-emitting devices were manufactured in the same manner as in Example 1, except that the compounds shown in Table 2 were each used as a dopant instead of Compound 1 in forming the emission layer.

[0561]

[0562]

[0563] Evaluation Example

[0564] The driving voltage, current density, brightness, luminous efficiency, emission color and maximum emission wavelength of the organic light-emitting devices manufactured according to Examples 1 to 5 and Comparative Examples 1 to 4 were measured by using Keithley SMU 236 and a luminance meter PR650, and the results are shown in Table 2.

[0565] [Table 2]

[0566]

[0567] Referring to Table 2, it can be seen that, compared with the organic light-emitting devices of Comparative Examples 1 to 4, the organic light-emitting devices of Examples 1 to 5 have low driving voltages and high brightness and light-emitting efficiency.

[0568] As described above, an organic light-emitting device including the organometallic compound may have low driving voltage, high brightness, and high light-emitting efficiency.

[0569] Exemplary embodiments have been disclosed herein, and although specific terms are employed, they are used and interpreted in a general and descriptive sense only, and not for purposes of limitation. In some cases, as will be apparent to one of ordinary skill in the art prior to filing this application, features, characteristics, and / or elements described with respect to a particular embodiment may be used alone or in combination with features, characteristics, and / or elements described with respect to other embodiments, unless otherwise specifically stated. Therefore, it will be understood by those skilled in the art that various changes in form and detail may be made without departing from the spirit and scope of the invention as set forth in the claims.

Claims

1. An organic light-emitting device, comprising: a first electrode; a second electrode; and An organic layer between the first electrode and the second electrode and including an emission layer, the organic layer comprising an organic metal compound represented by Formula 1: <Formula 1> Among them, in formula 1, M 11 is platinum, palladium, copper, silver or gold, Y 10 and Y 20 Each independently is C, Y 11 , Y 12 , Y 21 and Y 22 Each independently is N, Y 30 and Y 40 are each independently N or C, Y 31 , Y 32 , Y 41 and Y 42 are each independently N or C, A 10 -(R 10 )b 10 and A 20 -(R 20 )b 20 Each is independently a group represented by one of Formula 10-1 to Formula 10-3: In Formula 10-1 to Formula 10-3, Y 13 To Y 18 and X 11 To X 14 Each independently is N or C(R 10 ), A 30 and A 40 Each independently is C5-C 60 Carbocyclic group or C1-C 60 Heterocyclic groups, T 11 To T 14 are each independently a single bond, L 11 is substituted or unsubstituted C3-C 10 Cycloalkylene groups, a11 is 1, L 12 To L 14 each independently represents a single bond, *-O-*', *-S-*', *-C(R1)(R2)-*', *-C(R1)=*', *=C(R1)-*', *-C(R1)=C(R2)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R1)-*', *-N(R1)-*', *-P(R1)-*', *-Si(R1)(R2)-*', *-P(R1)(R2)-*' or *-Ge(R1)(R2)-*', a12, a13 and a14 are each independently 1, 2, 3, 4 or 5, R1, R2, R 10 , R 20 , R 30 and R 40 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C1-C 60 Alkyl group, substituted or unsubstituted C2-C 60 Alkenyl group, substituted or unsubstituted C2-C 60 Alkynyl group, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl group, substituted or unsubstituted C3-C 10 Cycloalkenyl group, substituted or unsubstituted C1-C 10 Heterocycloalkenyl group, substituted or unsubstituted C6-C 60 Aryl group, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio group, substituted or unsubstituted C1-C 60 Heteroaryl group, substituted or unsubstituted C1-C 60 Heteroaryloxy group, substituted or unsubstituted C1-C 60 a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2), or -P(=S)(Q1)(Q2), R1 and R2 are optionally linked to form a substituted or unsubstituted C5-C 60 A carbocyclic group or a substituted or unsubstituted C1-C 60 Heterocyclic groups, R1 and R 10 , R1 and R 20 , R1 and R 30 , or R1 and R 40 Optionally linked to form a substituted or unsubstituted C5-C 60 A carbocyclic group or a substituted or unsubstituted C1-C 60 Heterocyclic groups, b10, b20, b30 and b40 are each independently 1, 2, 3, 4, 5, 6, 7 or 8, *, *' and *" each represent a connection site with an adjacent atom, The substituted C5-C 60 Carbocyclic group, the substituted C1-C 60 Heterocyclic group, the substituted C3-C 10 Cycloalkylene group, the substituted C1-C 60 Alkyl group, the substituted C2-C 60 Alkenyl group, the substituted C2-C 60 Alkynyl group, the substituted C1-C 60 Alkoxy group, the substituted C3-C 10 Cycloalkyl group, the substituted C1-C 10 Heterocycloalkyl group, the substituted C3-C 10 Cycloalkenyl group, the substituted C1-C 10 Heterocycloalkenyl group, the substituted C6-C 60 Aryl group, the substituted C6-C 60 Aryloxy group, the substituted C6-C 60 Arylthio group, the substituted C1-C 60 At least one substituent among the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group and the substituted monovalent non-aromatic fused heteropolycyclic group is: Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazine group, hydrazone group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group or C1-C 60 Alkoxy groups; C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C6-C 60 Aryloxy groups, C6-C 60 Arylthio group, C1-C 60 a heteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group; or -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 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3 and Q 31 To Q 33 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C 60 Alkyl groups, C2-C 60 Alkenyl group, C2-C 60 Alkynyl group, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C6-C 60 Aryloxy group, C6-C 60 Arylthio group, C1-C 60 Heteroaryl group, C1-C 60 Heteroaryloxy group, C1-C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group or a terphenyl group.

2. The organic light emitting device according to claim 1, wherein: The first electrode is an anode, The second electrode is a cathode, The organic layer further includes a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode, The hole transport region includes at least one of a hole injection layer, a hole transport layer, a buffer layer, an emission auxiliary layer, and an electron blocking layer, and The electron transport region includes at least one of a hole blocking layer, an electron transport layer, and an electron injection layer. The organic light-emitting device of claim 2 , wherein the emission layer comprises the organic metal compound. 4 . The organic light-emitting device of claim 1 , wherein the emission layer emits blue light having a maximum emission wavelength of 440 nm to 500 nm.

5. An organometallic compound represented by Formula 1: in, M 11 is platinum, palladium, copper, silver or gold, Y 10 and Y 20 Each independently is C, Y 11 , Y 12 , Y 21 and Y 22 Each independently is N, Y 30 and Y 40 are each independently N or C, Y 31 , Y 32 , Y 41 and Y 42 are each independently N or C, A 10 -(R 10 )b 10 and A 20 -(R 20 )b 20 Each is independently a group represented by one of Formula 10-1 to Formula 10-3: In Formula 10-1 to Formula 10-3, Y 13 To Y 18 and X 11 To X 14 Each independently is N or C(R 10 ), A 30 and A 40 Each independently is C5-C 60 Carbocyclic group or C1-C 60 Heterocyclic groups, T 11 To T 14 are each independently a single bond, L 11 is substituted or unsubstituted C3-C 10 Cycloalkylene group, a11 is 1, L 12 To L 14 each independently represents a single bond, *-O-*', *-S-*', *-C(R1)(R2)-*', *-N(R1)-*', *-P(R1)-*', *-Si(R1)(R2)-*', *-P(R1)(R2)-*' or *-Ge(R1)(R2)-*', a12, a13 and a14 are each independently 1, 2, 3, 4 or 5, R1, R2, R 10 , R 20 , R 30 and R 40 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C1-C 60 Alkyl group, substituted or unsubstituted C2-C 60 Alkenyl group, substituted or unsubstituted C2-C 60 Alkynyl group, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl group, substituted or unsubstituted C3-C 10 Cycloalkenyl group, substituted or unsubstituted C1-C 10 Heterocycloalkenyl group, substituted or unsubstituted C6-C 60 Aryl group, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio group, substituted or unsubstituted C1-C 60 Heteroaryl group, substituted or unsubstituted C1-C 60 Heteroaryloxy group, substituted or unsubstituted C1-C 60 a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2), or -P(=S)(Q1)(Q2), R1 and R2 are optionally linked to form a substituted or unsubstituted C5-C 60 A carbocyclic group or a substituted or unsubstituted C1-C 60 Heterocyclic groups, R1 and R 10 , R1 and R 20 , R1 and R 30 , or R1 and R 40 Optionally linked to form a substituted or unsubstituted C5-C 60 A carbocyclic group or a substituted or unsubstituted C1-C 60 Heterocyclic groups, b10, b20, b30 and b40 are each independently 1, 2, 3, 4, 5, 6, 7 or 8, *, *' and *" each represent a connection site with an adjacent atom, The substituted C5-C 60 Carbocyclic group, the substituted C1-C 60 Heterocyclic group, the substituted C3-C 10 Cycloalkylene group, the substituted C1-C 60 Alkyl group, the substituted C2-C 60 Alkenyl group, the substituted C2-C 60 Alkynyl group, the substituted C1-C 60 Alkoxy group, the substituted C3-C 10 Cycloalkyl group, the substituted C1-C 10 Heterocycloalkyl group, the substituted C3-C 10 Cycloalkenyl group, the substituted C1-C 10 Heterocycloalkenyl group, the substituted C6-C 60 Aryl group, the substituted C6-C 60 Aryloxy group, the substituted C6-C 60 Arylthio group, the substituted C1-C 60 At least one substituent among the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group and the substituted monovalent non-aromatic fused heteropolycyclic group is: Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazine group, hydrazone group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group or C1-C 60 Alkoxy groups; C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C6-C 60 Aryloxy groups, C6-C 60 Arylthio group, C1-C 60 a heteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group; or -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 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3 and Q 31 To Q 33 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C 60 Alkyl groups, C2-C 60 Alkenyl group, C2-C 60 Alkynyl group, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C6-C 60 Aryloxy group, C6-C 60 Arylthio group, C1-C 60 Heteroaryl group, C1-C 60 Heteroaryloxy group, C1-C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group or a terphenyl group.

6. The organometallic compound as claimed in claim 5, wherein A 30 and A 40 Each is independently a group represented by one of Formula 2-1 to Formula 2-43: in, In Formula 2-1 to Formula 2-43, X 21 To X 23 Each independently is C(R 24 ) or C-*, provided that X 21 To X 23 At least two of them are C-*, X 24 is N-*, and X 25 and X 26 Each independently is C(R 24 ) or C-*, provided that X 25 and X 26 At least one of is C-*, X 27 and X 28 Each independently is N, N(R 25 ) or N-*, and X 29 C(R 24 ) or C-*, provided that i) X 27 and X 28 At least one of is N-*, and X 29 C-*, or ii) X 27 and X 28 Each is N-*, and X 29 C(R 24 ), R 21 To R 25 Each independently of R in claim 5 10 Same as described, b21 is 1, 2, or 3, b22 is 1, 2, 3, 4, or 5, b23 is 1, 2, 3, or 4, b24 is 1 or 2, and * indicates the connection site with the adjacent atom.

7. The organometallic compound according to claim 5, wherein L 11 for: cyclopropylene, cyclobutylene, cyclopentylene, cyclohexylene, cycloheptylene, cyclooctylene, cyclononylene or cyclodecylene; or Each of the following is deuterated, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C 20 Alkyl groups, C2-C 20 Alkenyl groups, C2-C 20 Alkynyl group, C1-C 20 A cyclopropylene, cyclobutylene, cyclopentylene, cyclohexylene, cycloheptylene, cyclooctylene, cyclononylene or cyclodecylene substituted with an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a phenanthryl group, an anthracenyl group, a triperylene group, a pyridyl group, a pyrimidyl group, a carbazolyl group, a triazine group, a dibenzofuranyl group or a dibenzothienyl group.

8. The organometallic compound as claimed in claim 5, wherein R1, R2, R 10 , R 20 , R 30 and R 40 Each independently is: Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, C1-C 20 Alkyl group or C1-C 20 Alkoxy groups; C1-C ... 20 Alkyl group or C1-C 20 Alkoxy groups; A group represented by one of Formula 5-1 to Formula 5-25; or A group represented by one of Formula 6-1 to Formula 6-55, and R1 and R2 are optionally linked to form a cyclopentane group, a cyclohexane group, a phenyl group, a naphthalene group or a fluorene group: in, In Formulas 5-1 to 5-25 and 6-1 to 6-55, Y 31 is O, S, C(Z 34 )(Z 35 ), N(Z 34 ) or Si(Z 34 )(Z 35 ), Z 31 To Z 35 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C 20 Alkyl groups, C2-C 20 Alkenyl groups, C2-C 20 Alkynyl group, C1-C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a phenanthryl group, an anthracenyl group, a triperyl group, a pyridyl group, a pyrimidinyl group, a carbazolyl group or a triazinyl group, e2 is 1 or 2, e3 is an integer from 1 to 3, e4 is an integer from 1 to 4, e5 is an integer from 1 to 5, e6 is an integer from 1 to 6, e7 is an integer from 1 to 7, e9 is an integer from 1 to 9, and * indicates the connection site with the adjacent atom.

9. The organometallic compound according to claim 5, wherein the organometallic compound represented by Formula 1 is one of Compound 1 to Compound 40:

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