Organic metal compound, organic light emitting device and device including organic light emitting device

By using the optimized organometallic compound M11M12(L1)n11(L2)n12 in organic light emitting devices, the problem of insufficient luminescence efficiency and stability of organic light emitting devices in the prior art is solved, and a more efficient and stable light output is achieved. .

CN111662334BActive Publication Date: 2025-02-18SAMSUNG DISPLAY CO LTD
View PDF 3 Cites 0 Cited by

Patent Information

Application Number
CN202010129556.6
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2019-03-06
Filing Date
2020-02-28
Publication Date
2025-02-18
Estimated Expiration
2040-02-28

AI Technical Summary

Technical Problem

Existing organic light emitting devices have challenges in improving luminous efficiency and stability, especially when light output is easily weakened during long-term use.

Method used

The organic metal compound represented by M11M12(L1)n11(L2)n12 is used as the material of the emission layer, including the first phase transition metal, the second phase transition metal and the third phase transition metal, the ligands L1 and L2 The quantity and type are optimized to improve the performance of electronic devices.

Benefits of technology

By using this organometallic compound, the luminous efficiency and stability of the organic light emitting device are significantly improved, the service life of the equipment is extended, and the failure rate of electronic devices is reduced.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure CN111662334B_ABST
    Figure CN111662334B_ABST
Patent Text Reader

Abstract

Provided are an organic metal compound, an organic light emitting device including the organic metal compound, and a device including the organic light emitting device. The organic metal compound can be represented by formula M 11 M 12 (L 1 ) n11 (L 2 ) n12 Indicates that, M 11 and M 12 are independently selected from the first transition metal, the second transition metal and the third transition metal; L 1 is a ligand represented by the formula 1-1 shown below, L 2 is selected from a monodentate ligand and a bidentate ligand, n11 is 1, n12 is selected from 0, 1, 2, 3 and 4, and the parameters in Formula 1-1 are the same as those described in the specification.
Need to check novelty before this filing date? Find Prior Art

Description

[0001] This application claims the benefit of Korean Patent Application No. 10-2019-0025862 filed on March 6, 2019, in the Korean Intellectual Property Office, the disclosure of which is incorporated herein in its entirety by reference. Technical Field

[0002] One or more embodiments relate to an organometallic compound, an organic light emitting device including the organometallic compound, and an apparatus including the organic light emitting device. Background Art

[0003] Organic light emitting devices are self-emissive devices that produce full-color images, and also have wide viewing angles, high contrast, short response times, and excellent characteristics in terms of brightness, driving voltage, and response speed.

[0004] The 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 from the first electrode may move toward the emission layer through the hole transport region, and electrons provided from 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 transfer from an excited state to a ground state, thereby generating light. Summary of the invention

[0005] Various aspects of the present disclosure provide an organic metal compound, an organic light emitting device including the organic metal compound, and an apparatus including the organic light emitting device.

[0006] Additional aspects will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the presented embodiments.

[0007] One aspect of the present disclosure provides an organometallic compound represented by Formula 1:

[0008] <Formula 1>

[0009] M 11 M 12 (L 1 ) n11 (L 2 ) n12 .

[0010] In formula 1,

[0011] M 11 and M 12 can be independently selected from the first period transition metal, the second period transition metal and the third period transition metal,

[0012] L1 It may be a ligand represented by Formula 1-1,

[0013] L 2 can be selected from monodentate ligands and bidentate ligands,

[0014] n11 can be 1, and

[0015] n12 can be selected from 0, 1, 2, 3 and 4:

[0016] <Formula 1-1>

[0017]

[0018] In formula 1-1,

[0019] Y 11 To Y 18 can all independently be N or C,

[0020] T 11 To T 18 can be independently selected from a single bond, *-O-*', *-S-*', *-C(B 11 )(B 12 )-*'、*-Si(B 11 )(B 12 )-*'、*-B(B 11 )-*'、*-N(B 11 )-*' and *-P(B 11 )-*',and

[0021] L 11 To L 14 can be independently selected from the group represented by Formula 10, a single bond, *-O-*', *-S-*', *-C(R 17 )(R 18 )-*'、*-C(R 17 )=*'、*=C(R 17 )-*'、*-C(R 17 )=C(R 18 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 17 )-*'、*-N(R 17 )-*'、*-P(R 17 )-*'、*-Si(R 17 )(R 18 )-*'、*-P(R 17 )(R 18 )-*' and *-Ge(R 17 )(R 18)-*', where L 11 To L 14 At least one selected from may be a group represented by Formula 10:

[0022] <Formula 10>

[0023]

[0024] In formula 10,

[0025] X 101 Can be selected from single bond, *-O-*', *-S-*', *-C(R 103 )(R 104 )-*'、*-Si(R 103 )(R 104 )-*'、*-B(R 103 )-*'、*-N(R 103 )-*' and *-P(R 103 )-*',

[0026] A 101 and A 102 can be independently selected from C 5 -C 60 Carbocyclic and C 1 -C 60 Heterocyclic group,

[0027] R 101 To R 104 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60Alkyl aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 alkylheteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) and -P(=S)(Q 1 )(Q 2 ),

[0028] b101 and b102 may each independently be an integer from 1 to 10,

[0029] a11 to a14 can be independently selected from 1, 2 and 3,

[0030] A 11 To A 16 can be independently selected from C 5 -C 60 Carbocyclic and C 1 -C 60 Heterocyclic group,

[0031] B 11 , B 12 and R 11 To R 18 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 alkylheteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) and -P(=S)(Q 1 )(Q 2 ),

[0032] b11 to b16 may each independently be an integer from 1 to 10,

[0033] Q 1 To Q3 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, substituted with deuterium, -F, cyano, C 1 -C 60 C of at least one selected from alkyl, phenyl and biphenyl 1 -C 60 Alkyl, substituted with deuterium, -F, cyano, C 1 -C 10 C of at least one selected from alkyl, phenyl and biphenyl 6 -C 60 Aryl and substituted with deuterium, -F, cyano, C 1 -C 10 C of at least one selected from alkyl, phenyl and biphenyl 1 -C 60 Heteroaryl,

[0034] *1 to *4 are all related to M 11 The binding position of

[0035] *5 to *8 are all related to M 12 The binding site of

[0036] * and *' both indicate the binding sites with adjacent atoms.

[0037] Another aspect of the present disclosure provides an organic light emitting device including: a first electrode; a second electrode; and an organic layer located between the first electrode and the second electrode and including an emission layer, wherein the organic layer includes an organic metal compound.

[0038] Another aspect of the present disclosure provides an apparatus including: a thin film transistor including a source electrode, a drain electrode and an active layer; and an organic light emitting device, wherein a first electrode of the organic light emitting device is electrically connected to one of the source electrode and the drain electrode of the thin film transistor. BRIEF DESCRIPTION OF THE DRAWINGS

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

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

[0041] Figure 2 is a schematic cross-sectional view of an organic light emitting device according to an embodiment;

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

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

[0044] The present disclosure will now be more fully described with reference to exemplary embodiments. However, the disclosure may be implemented in many different forms and should not be construed as being limited to the embodiments set forth herein; rather, these embodiments are provided so that the disclosure will be thorough and complete and will fully convey the disclosed concepts to those skilled in the art. The advantages, features, and how to achieve them will become apparent by reference to the embodiments and drawings that will be described in detail later. However, the present invention may be implemented in many different forms and should not be limited to the exemplary embodiments.

[0045] Hereinafter, the embodiments are described in detail by referring to the accompanying drawings, and in the accompanying drawings, the same reference numerals denote the same elements, and redundant descriptions thereof will not be provided herein.

[0046] As used herein, the singular forms "a", "an" and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise.

[0047] It will also be understood that the term “comprise” and / or variations thereof used herein specify the presence of stated features or components, but do not preclude the presence or addition of one or more other features or components.

[0048] It will be understood that when a layer, region, or component is referred to as being "on" or "onto" another layer, region, or component, the layer, region, or component may be formed directly or indirectly on the other layer, region, or component. That is, for example, there may be intermediate layers, intermediate regions, or intermediate components.

[0049] For the convenience of explanation, the size of the elements in the drawings may be exaggerated. In other words, since the size and thickness of the components in the drawings are arbitrarily shown for the convenience of explanation, the following embodiments of the present disclosure are not limited thereto.

[0050] 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.

[0051] One aspect of the present disclosure provides an organometallic compound represented by Formula 1:

[0052] <Formula 1>

[0053] M 11 M 12 (L 1 ) n11 (L 2 ) n12 .

[0054] In formula 1,

[0055] M 11 and M 12 They can be independently selected from the first transition metal, the second transition metal and the third transition metal.

[0056] For example, in Formula 1, M 11 and M 12 They can be independently selected from platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) and thulium (Tm), but the embodiments of the present disclosure are not limited thereto.

[0057] In one embodiment, in Formula 1, M 11 and M 12 Each may be independently selected from Pt, Pd, Cu, Ag, Au, Rh, Ir, Ru and Os, but the embodiments of the present disclosure are not limited thereto.

[0058] In one embodiment, in Formula 1, M 11 and M 12 Each may be independently selected from Pt, Pd, Cu, Ag, Au, Ru, and Os, but the embodiments of the present disclosure are not limited thereto.

[0059] In one embodiment, in Formula 1, M 11 and M 12 They may be independently selected from Pt, Pd, Ru and Os, but the embodiments of the present disclosure are not limited thereto.

[0060] In one embodiment, in Formula 1, M 11 and M 12 Can be identical to each other.

[0061] In formula 1, L 1 It may be a ligand represented by formula 1-1:

[0062] <Formula 1-1>

[0063]

[0064] In formula 1-1, Y 11 To Y 18 Each of them may independently be N or C.

[0065] In formula 1-1, T 11 To T 18 can be independently selected from a single bond, *-O-*', *-S-*', *-C(B 11 )(B 12 )-*'、*-Si(B 11 )(B 12 )-*'、*-B(B 11 )-*'、*-N(B 11 )-*' and *-P(B 11 )-*'. B 11 and B 12 This can be understood by referring to the description provided below.

[0066] For example, in formula 1-1, T 11 To T 18 They may be independently selected from a single bond, *-O-*' and *-S-*', but the embodiments of the present disclosure are not limited thereto.

[0067] In one embodiment, in Formula 1-1, T 11 To T 18 Each of them may be independently a single bond, but the embodiments of the present disclosure are not limited thereto.

[0068] In formula 1-1, L 11 To L 14 can be independently selected from the group represented by Formula 10, a single bond, *-O-*', *-S-*', *-C(R 17 )(R 18 )-*'、*-C(R 17 )=*'、*=C(R 17 )-*'、*-C(R 17 )=C(R 18 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 17 )-*'、*-N(R 17 )-*'、*-P(R 17 )-*'、*-Si(R 17 )(R 18 )-*'、*-P(R 17 )(R 18 )-*' and *-Ge(R 17 )(R 18 )-*', where L 11 To L 14 At least one selected from may be a group represented by Formula 10:

[0069] <Formula 10>

[0070]

[0071] In formula 10,

[0072] X 101 Can be selected from single bond, *-O-*', *-S-*', *-C(R 103 )(R 104 )-*'、*-Si(R 103 )(R 104 )-*'、*-B(R 103 )-*'、*-N(R 103 )-*' and *-P(R 103 )-*',

[0073] A 101 and A 102 can be independently selected from C 5 -C 60 Carbocyclic and C 1 -C 60 Heterocyclic group,

[0074] R 101 To R 104can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 alkylheteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) and -P(=S)(Q 1 )(Q2 ),and

[0075] b101 and b102 may each independently be an integer of 1 to 10.

[0076] For example, X in Equation 10 101 Can be selected from single bond, *-O-*', *-S-*', *-C(R 103 )(R 104 )-*' and *-N(R 103 )-*', but the embodiments of the present disclosure are not limited to this.

[0077] In one embodiment, X in Formula 10 101 Can be a single key.

[0078] For example, A in Equation 10 101 and A 102 may be independently: i) a first ring; ii) a second ring; iii) a condensed ring in which two or more first rings are condensed with each other; iv) a condensed ring in which two or more second rings are condensed with each other; or v) a condensed ring in which one or more first rings and one or more second rings are condensed with each other,

[0079] The first ring can be selected from cyclopentyl, cyclopentenyl, cyclopentadienyl, furanyl, thienyl, pyrrolyl, borole group, phosphorole group, thiophene group, germanium heterocyclopentadienyl, and the like. group), selenophenyl, oxazolyl, dihydrooxazolyl, isoxazolyl, dihydroisoxazolyl, oxadiazolyl, dihydrooxadiazolyl, isoxadiazolyl, dihydroisoxadiazolyl, oxatriazolyl, dihydrooxatriazolyl, isoxatriazolyl, dihydroisoxatriazolyl, thiazolyl, dihydrothiazolyl, isothiazolyl, dihydroisothiazolyl, thiadiazolyl, dihydrothiadiazolyl, isothiadiazolyl, dihydroisothiadiazolyl, thiatriazolyl, dihydrothiatriazolyl, isothiatriazolyl, dihydroisothiatriazolyl, pyrazolyl, dihydropyrazolyl, imidazolyl, dihydroimidazolyl, triazolyl, dihydrotriazolyl, tetrazolyl, dihydrotetrazolyl, azathiarolyl, diazathiarolyl and triazathiarolyl, and

[0080] The second ring may be selected from cyclohexyl, cyclohexenyl, cyclohexadienyl, adamantyl, norbornyl, norbornenyl, phenyl, pyridyl, dihydropyridyl, tetrahydropyridyl, pyrimidinyl, dihydropyrimidinyl, tetrahydropyrimidinyl, pyrazinyl, dihydropyrazinyl, tetrahydropyrazinyl, pyridazinyl, dihydropyridazinyl, tetrahydropyridazinyl and triazinyl,

[0081] However, the embodiments of the present disclosure are not limited thereto.

[0082] In one embodiment, A in Formula 10 101 and A 102 It can be selected from phenyl, naphthyl, anthracenyl, phenanthrenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, furanyl, thienyl, thirolyl, indenyl, fluorenyl, benzofuranyl, dibenzofuranyl, benzothienyl, dibenzothienyl, benzothirolyl, dibenzothirolyl, indolyl, carbazolyl, indenopyridyl, indolopyridyl, benzofuranopyridyl, benzothienopyridyl, benzothiazolyl, indenopyridyl, indolopyridyl, benzofuranopyridyl, benzothienopyridyl, benzothiazolyl, indenopyrimidinyl, indolopyrimidinyl, benzofuranopyrimidinyl, benzothienopyrimidinyl, benzothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, phenanthrolinyl , pyrrolyl, pyrazolyl, imidazolyl, dihydroimidazolyl, triazolyl, dihydrotriazolyl, oxazolyl, dihydrooxazolyl, isoxazolyl, thiazolyl, dihydrothiazolyl, isothiazolyl, oxadiazolyl, dihydrooxadiazolyl, thiadiazolyl, dihydrothiadiazolyl, benzopyrazolyl, benzimidazolyl, dihydrobenzimidazolyl, imidazopyridinyl, imidazopyrimidinyl, imidazopyrazinyl, benzoxazolyl, dihydrobenzoxazolyl, benzothiazolyl, dihydrobenzothiazolyl, benzoxadiazolyl, dihydrobenzoxadiazolyl, benzothiadiazolyl and dihydrobenzothiadiazolyl, but the embodiments of the present disclosure are not limited thereto.

[0083] In one embodiment, A in Formula 10 101 and A 102 They may be independently selected from phenyl, naphthyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl and isoquinolyl, but the embodiments of the present disclosure are not limited thereto.

[0084] For example, R in Equation 10 101 To R 104 Can be independently selected from:

[0085] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0086] The C groups are substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, cyano, phenyl, biphenyl and terphenyl. 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0087] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thirolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzosilolyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazine, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzosilyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthosilyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzosilyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, and indolocarbazolyl;

[0088] All are substituted with deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thirolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothirolyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazole yl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazine, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothioyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothioyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothioyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, indolocarbazolyl, -C(Q 31 )(Q 32 )(Q 33 )、-Si(Q 31 )(Q 32 )(Q 33 )、-B(Q 31 )(Q 32 )、-N(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 ) and -P(=S)(Q 31 )(Q 32 ) is at least one selected from cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thirolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothirolyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, oxazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazine, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiophenyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothiophenyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothiophenyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, and indolocarbazolyl; and

[0089] -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) and -P(=S)(Q 1 )(Q 2 ),

[0090] Q 1 To Q 3 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, substituted with deuterium, -F, cyano, C 1 -C 60 C of at least one selected from alkyl, phenyl and biphenyl 1 -C 60 Alkyl, substituted with deuterium, -F, cyano, C 1 -C 10 C of at least one selected from alkyl, phenyl and biphenyl 6 -C 60 Aryl and substituted with deuterium, -F, cyano, C 1 -C 10 C of at least one selected from alkyl, phenyl and biphenyl 1 -C 60 However, the embodiments of the present disclosure are not limited thereto.

[0091] In one embodiment, R in Formula 10 101 To R 104 Can be independently selected from:

[0092] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, and C 1 -C 20 alkyl;

[0093] C substituted with one selected from deuterium, -F, -Cl, -Br, -I and cyano 1 -C 20 alkyl;

[0094] A group represented by one selected from Formula 5-1 to Formula 5-138; and

[0095] -C(Q 1 )(Q2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) and -P(=S)(Q 1 )(Q 2 ), but the embodiments of the present disclosure are not limited thereto:

[0096]

[0097]

[0098]

[0099]

[0100]

[0101]

[0102] In equations 5-1 to 5-138,

[0103] X 51 Can be selected from O, S, N (R 51 ) and C(R 51 )(R 60 );

[0104] X 52 Can be N or C (R 52 ), X 53 Can be N or C (R 53 ), X 54 Can be N or C (R 54 ), X 55 Can be N or C (R 55 ), X 56 Can be N or C (R 56 ), X 57 Can be N or C (R 57 ), X 58Can be N or C (R 58 ), X 59 Can be N or C (R 59 );

[0105] R 51 To R 60 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, thienyl, furyl, thiols, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, benzothiols, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiols, -C(Q 31 )(Q 32 )(Q 33 )、-Si(Q 31 )(Q 32 )(Q 33 )、-B(Q 31 )(Q 32 )、-N(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 ) and -P(=S)(Q 31 )(Q 32 ),

[0106] Q 1 To Q 3 and Q 31 To Q 33 Can be independently selected from:

[0107] methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, 2-methylbutyl, sec-pentyl, tert-pentyl, neopentyl, 3-pentyl, 3-methyl-2-butyl, phenyl, biphenyl, C 1 -C 20 Alkylphenyl and naphthyl; and

[0108] substituted with at least one selected from deuterium and phenyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, 2-methylbutyl, sec-pentyl, tert-pentyl, neopentyl, 3-pentyl, 3-methyl-2-butyl, phenyl, biphenyl, C 1 -C 20 Alkylphenyl and naphthyl,

[0109] b51 can be selected from 1, 2, 3, 4 and 5,

[0110] b52 can be selected from 1, 2, 3, 4, 5, 6 and 7,

[0111] b53 can be selected from 1, 2, 3, 4, 5, 6, 7, 8 and 9,

[0112] b54 can be selected from 1, 2, 3 and 4,

[0113] b55 can be selected from 1, 2 and 3,

[0114] b56 can be selected from 1 and 2,

[0115] b57 may be selected from 1, 2, 3, 4, 5 and 6, and

[0116] *Indicates the binding site with the adjacent atom.

[0117] In one embodiment, in Formula 10, R 101 To R 104 Can be independently selected from:

[0118] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, and groups represented by Formula 9-1 to Formula 9-16;

[0119] groups represented by Formula 9-1 to Formula 9-16, each of which is substituted with at least one selected from deuterium, -F, -Cl, -Br, -I and cyano; and

[0120] The groups represented by Formula 6-1 to Formula 6-257, but the embodiments of the present disclosure are not limited thereto:

[0121]

[0122]

[0123]

[0124]

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131] In equations 6-1 to 6-257,

[0132] i-Pr represents isopropyl,

[0133] t-Bu represents tert-butyl,

[0134] Ph means phenyl,

[0135] 1-Naph represents 1-naphthyl,

[0136] 2-Naph represents 2-naphthyl, and

[0137] *Indicates the binding site with the adjacent atom.

[0138] In one embodiment, the group represented by Formula 10 may be a group represented by one selected from Formula 10-1 to Formula 10-15:

[0139]

[0140]

[0141] In Formula 10-1 to Formula 10-15,

[0142] * and *' both represent the binding sites with adjacent atoms, and

[0143] R 101 , R 102 , b101 and b102 may all independently be the same as defined in Formula 10.

[0144] For example, in Formulas 10-1 to 10-15, R 101 and R 102 Can be independently selected from:

[0145] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, and groups represented by Formula 9-1 to Formula 9-16; and

[0146] The groups represented by Formulae 9-1 to 9-16 are all substituted with at least one selected from deuterium, -F, -Cl, -Br, -I and cyano, but the embodiments of the present disclosure are not limited thereto:

[0147]

[0148] For example, in formula 1-1, L 11 It may be a group represented by Formula 10, L 12 To L 14 can be independently selected from a single bond, *-O-*', *-S-*', *-C(R 17 )(R 18 )-*'、*-C(R 17 )=*'、*=C(R 17 )-*'、*-C(R 17 )=C(R 18 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 17 )-*'、*-N(R 17 )-*'、*-P(R 17 )-*'、*-Si(R 17 )(R 18 )-*'、*-P(R 17 )(R 18 )-*' and *-Ge(R 17 )(R 18 )-*';

[0149] L 12 It may be a group represented by Formula 10, L 11 , L 13 and L 14 can be independently selected from a single bond, *-O-*', *-S-*', *-C(R 17 )(R 18 )-*'、*-C(R 17 )='、*=C(R 17 )-*'、*-C(R 17 )=C(R 18 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 17 )-*'、*-N(R 17 )-*'、*-P(R 17 )-*'、*-Si(R 17 )(R 18 )-*'、*-P(R 17 )(R 18 )-*' and *-Ge(R 17 )(R 18 )-*';

[0150] L 11 and L12 may be independently a group represented by Formula 10, L 13 and L 14 can be independently selected from a single bond, *-O-*', *-S-*', *-C(R 17 )(R 18 )-*'、*-C(R 17 )=*'、*=C(R 17 )-*'、*-C(R 17 )=C(R 18 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 17 )-*'、*-N(R 17 )-*'、*-P(R 17 )-*'、*-Si(R 17 )(R 18 )-*'、*-P(R 17 )(R 18 )-*' and *-Ge(R 17 )(R 18 )-*';

[0151] L 11 and L 13 may be independently a group represented by Formula 10, L 12 and L 14 can be independently selected from a single bond, *-O-*', *-S-*', *-C(R 17 )(R 18 )-*'、*-C(R 17 )=*'、*=C(R 17 )-*'、*-C(R 17 )=C(R 18 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 17 )-*'、*-N(R 17 )-*'、*-P(R 17 )-*'、*-Si(R 17 )(R 18 )-*'、*-P(R 17 )(R 18 )-*' and *-Ge(R 17 )(R 18 )-*';

[0152] L 11 and L 14 may be independently a group represented by Formula 10, L 12 and L 13can be independently selected from a single bond, *-O-*', *-S-*', *-C(R 17 )(R 18 )-*'、*-C(R 17 )=*'、*=C(R 17 )-*'、*-C(R 17 )=C(R 18 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 17 )-*'、*-N(R 17 )-*'、*-P(R 17 )-*'、*-Si(R 17 )(R 18 )-*'、*-P(R 17 )(R 18 )-*' and *-Ge(R 17 )(R 18 )-*';

[0153] L 12 and L 13 may be independently a group represented by Formula 10, L 11 and L 14 can be independently selected from a single bond, *-O-*', *-S-*', *-C(R 17 )(R 18 )-*'、*-C(R 17 )=*'、*=C(R 17 )-*'、*-C(R 17 )=C(R 18 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 17 )-*'、*-N(R 17 )-*'、*-P(R 17 )-*'、*-Si(R 17 )(R 18 )-*'、*-P(R 17 )(R 18 )-*' and *-Ge(R 17 )(R 18 )-*';

[0154] L 12 To L 14 may be independently a group represented by Formula 10, L 11 Can be selected from single bond, *-O-*', *-S-*', *-C(R 17 )(R 18 )-*'、*-C(R17 )=*'、*=C(R 17 )-*'、*-C(R 17 )=C(R 18 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 17 )-*'、*-N(R 17 )-*'、*-P(R 17 )-*'、*-Si(R 17 )(R 18 )-*'、*-P(R 17 )(R 18 )-*' and *-Ge(R 17 )(R 18 )-*';

[0155] L 11 , L 13 and L 14 may be independently a group represented by Formula 10, L 12 Can be selected from single bond, *-O-*', *-S-*', *-C(R 17 )(R 18 )-*'、*-C(R 17 )=*'、*=C(R 17 )-*'、*-C(R 17 )=C(R 18 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 17 )-*'、*-N(R 17 )-*'、*-P(R 17 )-*'、*-Si(R 17 )(R 18 )-*'、*-P(R 17 )(R 18 )-*' and *-Ge(R 17 )(R 18 )-*';or

[0156] L 11 To L 14 Each may be independently a group represented by Formula 10, but the embodiments of the present disclosure are not limited thereto.

[0157] In one embodiment, in Formula 1-1, L 11 To L 14 can be independently selected from the group represented by Formula 10, a single bond, *-O-*', *-S-*', *-C(R 17 )(R 18)-*'、*-C(R 17 )=*'、*=C(R 17 )-*'、*-B(R 17 )-*'、*-N(R 17 )-*'、*-Si(R 17 )(R 18 )-*' and *-Ge(R 17 )(R 18 )-*', where L 11 To L 14 At least one selected from may be a group represented by Formula 10, but embodiments of the present disclosure are not limited thereto.

[0158] In Formula 1-1, a11 to a14 may each be independently selected from 1, 2 and 3.

[0159] For example, in Formula 1-1, a11 to a14 may all independently be 1, but the embodiments of the present disclosure are not limited thereto.

[0160] In formula 1-1, A 11 To A 16 can be independently selected from C 5 -C 60 Carbocyclic and C 1 -C 60 Heterocyclic group.

[0161] For example, A in formula 1-1 11 To A 16 may be independently: i) a first ring; ii) a second ring; iii) a condensed ring in which two or more first rings are condensed with each other; iv) a condensed ring in which two or more second rings are condensed with each other; or v) a condensed ring in which one or more first rings and one or more second rings are condensed with each other,

[0162] The first ring can be selected from cyclopentyl, cyclopentenyl, cyclopentadienyl, furanyl, thienyl, pyrrolyl, borocyclopentadienyl, phosphinocyclopentadienyl, thirolyl, germanocyclopentadienyl, selenophenyl, oxazolyl, dihydrooxazolyl, isoxazolyl, dihydroisoxazolyl, oxadiazolyl, dihydrooxadiazolyl, isoxadiazolyl, dihydroisoxadiazolyl, oxatriazolyl, dihydrooxatriazolyl, isoxatriazolyl, dihydroisoxatriazolyl, oxazolyl, thiazolyl, dihydrothiazolyl, isothiazolyl, dihydroisothiazolyl, thiadiazolyl, dihydrothiadiazolyl, isothiadiazolyl, dihydroisothiadiazolyl, thiatriazolyl, dihydrothiatriazolyl, isothiatiazolyl, dihydroisothiatriazolyl, pyrazolyl, dihydropyrazolyl, imidazolyl, dihydroimidazolyl, triazolyl, dihydrotriazolyl, tetrazolyl, dihydrotetrazolyl, azathiarolyl, diazathiarolyl and triazathiarolyl, and

[0163] The second ring can be selected from cyclohexyl, cyclohexenyl, cyclohexadienyl, adamantyl, norbornyl, norbornenyl, phenyl, pyridyl, dihydropyridyl, tetrahydropyridyl, pyrimidinyl, dihydropyrimidinyl, tetrahydropyrimidinyl, pyrazinyl, dihydropyrazinyl, tetrahydropyrazinyl, pyridazinyl, dihydropyridazinyl, tetrahydropyridazinyl and triazinyl, but the embodiments of the present disclosure are not limited thereto.

[0164] In one embodiment, A in Formula 1-1 11 To A 16 can be independently selected from phenyl, naphthyl, anthracenyl, phenanthrenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, furanyl, thienyl, thirolyl, indenyl, fluorenyl, benzofuranyl, dibenzofuranyl, benzothienyl, dibenzothienyl, benzothirolyl, dibenzothirolyl, indolyl, carbazolyl, indenopyridyl, indolopyridyl, benzofuranopyridyl, benzothienopyridyl, benzothiazolyl, indenopyridyl, indolopyridyl, benzofuranopyridyl, benzothienopyridyl, benzothiazolyl, indenopyrimidinyl, indolopyrimidinyl, benzofuranopyrimidinyl, benzothienopyrimidinyl, benzothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, phenanthrolinyl , pyrrolyl, pyrazolyl, imidazolyl, dihydroimidazolyl, triazolyl, dihydrotriazolyl, oxazolyl, dihydrooxazolyl, isoxazolyl, thiazolyl, dihydrothiazolyl, isothiazolyl, oxadiazolyl, dihydrooxadiazolyl, thiadiazolyl, dihydrothiadiazolyl, benzopyrazolyl, benzimidazolyl, dihydrobenzimidazolyl, imidazopyridinyl, imidazopyrimidinyl, imidazopyrazinyl, benzoxazolyl, dihydrobenzoxazolyl, benzothiazolyl, dihydrobenzothiazolyl, benzoxadiazolyl, dihydrobenzoxadiazolyl, benzothiadiazolyl and dihydrobenzothiadiazolyl, but the embodiments of the present disclosure are not limited thereto.

[0165] In one embodiment, A in Formula 1-1 11 To A 16The benzofuranyl, dibenzofuranyl, benzothiophenyl, dibenzothiophenyl, indolyl, carbazolyl, indenopyridyl, indolopyridyl, benzofuranopyridyl, benzothiophenepyridyl, indenopyrimidyl, indolopyrimidyl, benzofuranopyrimidyl, benzothiophenepyrimidyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, phenanthrolinyl, pyrrolyl, pyrazolyl, imidazolyl, dihydro Imidazolyl, triazolyl, dihydrotriazolyl, oxazolyl, dihydrooxazolyl, isoxazolyl, thiazolyl, dihydrothiazolyl, isothiazolyl, oxadiazolyl, dihydrooxadiazolyl, thiadiazolyl, dihydrothiadiazolyl, benzopyrazolyl, benzimidazolyl, dihydrobenzimidazolyl, imidazopyridinyl, imidazopyrimidinyl, imidazopyrazinyl, benzoxazolyl, dihydrobenzoxazolyl, benzothiazolyl, dihydrobenzothiazolyl, benzoxadiazolyl, dihydrobenzoxadiazolyl, benzothiadiazolyl and dihydrobenzothiadiazolyl, but the embodiments of the present disclosure are not limited thereto.

[0166] In one embodiment, A in Formula 1-1 11 To A 16 Each may be independently represented by one selected from Formula 2-1 to Formula 2-43, but the embodiments of the present disclosure are not limited thereto:

[0167]

[0168] In Formula 2-1 to Formula 2-43,

[0169] X 21 To X 23 can be independently selected from C(R 24 ) and C-*, where from X 21 To X 23 At least two of the selected ones may be C-*,

[0170] X 24 Can be N-*, X 25 and X 26 can be independently selected from C(R 24 ) and C-*, where from X 25 and X 26 At least one of the selected ones may be C-*,

[0171] X 27 and X 28 can be independently selected from O, S, C(R 24 )、N、N(R 24 ) and N-*, where X 29 Can be selected from O, S, C (R 24) and C-*, wherein i) from X 27 and X 28 At least one of the selected ones may be N-*, and X 29 Can be C-*, or ii) X 27 and X 28 can all independently be N-*, and X 29 Can be selected from O, S and C (R 24 ),

[0172] R 21 To R 24 can be independently combined with R in formula 1-1 11 The same definition,

[0173] b21 can be selected from 1, 2 and 3,

[0174] b22 can be selected from 1, 2, 3, 4 and 5,

[0175] b23 can be selected from 1, 2, 3 and 4,

[0176] b24 can be selected from 1 and 2, and

[0177] *Indicates the binding site with the adjacent atom.

[0178] In one embodiment, in Formula 1-1, The group represented by may be a group represented by one selected from Formula 3-11 and Formula 3-12, represented by The group represented by may be a group represented by formula 3-21, The group represented by may be a group represented by formula 3-31, The group represented by may be a group represented by formula 3-41, The group represented by may be a group represented by formula 3-51, The group represented may be a group represented by one selected from Formula 3-61 and Formula 3-62, but the embodiments of the present disclosure are not limited thereto:

[0179]

[0180] In Formula 3-11, Formula 3-12, Formula 3-21, Formula 3-31, Formula 3-41, Formula 3-51, Formula 3-61 and Formula 3-62,

[0181] *, *' and *" all represent the binding sites with adjacent atoms.

[0182] X 31 Can be N or C (R 11d ), X 32 Can be N or C (R11e ), X 33 Can be N or C (R 11f ), X 34 Can be N or C (R 11g ),

[0183] X 35 Can be N or C (R 16d ), X 36 Can be N or C (R 16e ), X 37 Can be N or C (R 16f ), X 38 Can be N or C (R 16g ),

[0184] R 11a , R 11b , R 11c , R 11d , R 11e , R 11f and R 11g can be independently combined with R in formula 1-1 11 The same definition,

[0185] R 12a , R 12b and R 12c can be independently combined with R in formula 1-1 12 The same definition,

[0186] R 13a and R 13b can be independently combined with R in formula 1-1 13 The same definition,

[0187] R 14a and R 14b can be independently combined with R in formula 1-1 14 The same definition,

[0188] R 15a , R 15b and R 15c can be independently combined with R in formula 1-1 15 are defined identically, and

[0189] R 16a , R 16b , R 16c , R 16d , R 16e , R 16f and R 16g can be independently combined with R in formula 1-1 16 The definition is the same.

[0190] In formula 1-1, B 11 , B 12 and R 11 To R 18 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 alkylheteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -C(Q 1 )(Q 2 )(Q 3 )、-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 (Q1 )、-P(=O)(Q 1 )(Q 2 ) and -P(=S)(Q 1 )(Q 2 ),and

[0191] Q 1 To Q 3 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, substituted with deuterium, -F, cyano, C 1 -C 60 C of at least one selected from alkyl, phenyl and biphenyl 1 -C 60 Alkyl, substituted with deuterium, -F, cyano, C 1 -C 10 C of at least one selected from alkyl, phenyl and biphenyl 6 -C 60 Aryl and substituted with deuterium, -F, cyano, C 1 -C 10 C of at least one selected from alkyl, phenyl and biphenyl 1 -C 60 Heteroaryl.

[0192] For example, B in formula 1-1 11 , B 12 and R 11 To R 18 Can be independently selected from:

[0193] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0194] The C groups are substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, cyano, phenyl, biphenyl and terphenyl. 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0195] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thirolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzosilolyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazine, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzosilyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthosilyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzosilyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, and indolocarbazolyl;

[0196] All are substituted with deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thirolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothirolyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazole yl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazine, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothioyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothioyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothioyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, indolocarbazolyl, -C(Q 31 )(Q 32 )(Q 33 )、-Si(Q 31 )(Q 32 )(Q 33 )、-B(Q 31 )(Q 32 )、-N(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 ) and -P(=S)(Q 31 )(Q 32) is at least one selected from cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thirolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothirolyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, oxazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazine, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiophenyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothiophenyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothiophenyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, and indolocarbazolyl; and

[0197] -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) and -P(=S)(Q 1 )(Q 2 ),and

[0198] Q 1 To Q3 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, substituted with deuterium, -F, cyano, C 1 -C 60 C of at least one selected from alkyl, phenyl and biphenyl 1 -C 60 Alkyl, substituted with deuterium, -F, cyano, C 1 -C 10 C of at least one selected from alkyl, phenyl and biphenyl 6 -C 60 Aryl and substituted with deuterium, -F, cyano, C 1 -C 10 C of at least one selected from alkyl, phenyl and biphenyl 1 -C 60 However, the embodiments of the present disclosure are not limited thereto.

[0199] In one embodiment, B in Formula 1-1 11 , B 12 and R 11 To R 18 Can be independently selected from:

[0200] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, and C 1 -C 20 alkyl;

[0201] C substituted with at least one selected from deuterium, -F, -Cl, -Br, -I and cyano 1 -C 20 alkyl;

[0202] A group represented by Formula 5-1 to Formula 5-138; and

[0203] -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) and -P(=S)(Q 1 )(Q 2 ), but the embodiments of the present disclosure are not limited thereto.

[0204] In one embodiment, B in Formula 1-1 11 , B 12 and R 11 To R 18 Can be independently selected from:

[0205] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, and groups represented by Formula 9-1 to Formula 9-16;

[0206] groups represented by Formula 9-1 to Formula 9-16, each of which is substituted with at least one selected from deuterium, -F, -Cl, -Br, -I and cyano; and

[0207] The groups represented by Formula 6-1 to Formula 6-257,

[0208] However, the embodiments of the present disclosure are not limited thereto.

[0209] In Formula 1-1, b11 to b16 may each independently be an integer of 1 to 10.

[0210] In formula 1-1, *1 to *4 all represent 11 The combination position.

[0211] In formula 1-1, *5 to *8 all represent 12 The combination position.

[0212] In Formula 1-1, * and *' both represent the bonding site with the adjacent atom.

[0213] In one embodiment, in Formula 1, L 1 The ligand may be a ligand represented by Formula 1-11, but the embodiments of the present disclosure are not limited thereto:

[0214] <Formula 1-11>

[0215]

[0216] In formula 1-11,

[0217] Y 11 To Y 18 、T 11 To T 18 , L 11 To L 14 、a11 to a14、A 11 To A 16 , R 11 To R 16 , b11 to b16 and *1 to *8 may all be independently the same as defined in Formula 1-1, and

[0218] Y 11 With Z 11 The key between 12 With Z 12 The key between 12 With Z 13 The key between 13 With Z 14 The key between 13 With Y 16 The key between 14 With Y 15 The key between 15 With Z 15 The key between Z 16 With Y 18 The key between 18 With Z 17 The key between 17 With Z 18 The bonds between can each independently be a single bond or a double bond.

[0219] In one embodiment, in Formula 1-11, Z 11 To Z 18 may each independently be N or C, and

[0220] T11 To T 18 may each independently be a single bond.

[0221] In one embodiment, L 12 and L 13 may be independently a group represented by Formula 10, L 11 and L 14 can be independently selected from a single bond, *-O-*', *-S-*', *-C(R 17 )(R 18 )-*'、*-C(R 17 )=*'、*=C(R 17 )-*'、*-B(R 17 )-*'、*-N(R 17 )-*'、*-Si(R 17 )(R 18 )-*' and *-Ge(R 17 )(R 18 )-*';or

[0222] L 11 To L 14 may each independently be a group represented by Formula 10, and

[0223] R 17 and R 18 and may be independently the same as defined in Formula 1-1.

[0224] In formula 1, L 2 It can be selected from monodentate ligands and bidentate ligands.

[0225] For example, in Formula 1, L 2 It may be a ligand represented by one selected from Formula 7-1 to Formula 7-11, but the embodiments of the present disclosure are not limited thereto:

[0226]

[0227]

[0228] In equations 7-1 to 7-11,

[0229] A 71 and A 72 can be independently selected from C 5 -C 20 Carbocyclic and C 1 -C 20 Heterocyclic group,

[0230] X 71 and X 72 may be independently selected from C and N,

[0231] X 73 Can be N or C (Q 73 ), X 74 Can be N or C (Q 74 ), X 75 Can be N or C (Q 75 ), X 76 Can be N or C (Q 76 ), X 77 Can be N or C (Q 77 ),

[0232] X 78 Can be O, S or N (Q 78 ), X 79 Can be O, S or N (Q 79 ),

[0233] Y 71 and Y 72 can be independently selected from single bonds, double bonds, substituted or unsubstituted C 1 -C 5 Alkylene, substituted or unsubstituted C 2 -C 5 Alkenylene and substituted or unsubstituted C 6 -C 10 Arylene,

[0234] Z 71 and Z 72 can be independently selected from N, O, N(R 75 )、P(R 75 )(R 76 ) and As(R 75 )(R 76 ),

[0235] Z 73 Can be selected from P and As,

[0236] Z 74 Can be selected from CO and CH 2 ,

[0237] R 71 To R 73 and R 75 To R 80 and Q 73 To Q 79 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, substituted or unsubstituted C 1 -C 60Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, wherein R 71 and R 72 may optionally be linked to form a ring, R 77 and R 78 may optionally be linked to form a ring, R 78 and R 79 may optionally be linked to form a ring, R 79 and R 80 may optionally be connected to form a ring,

[0238] b71 and b72 can be independently selected from 1, 2 and 3, and

[0239] * and *' independently represent the binding site with the adjacent atom.

[0240] For example, A in Formula 7-1, Formula 7-9, and Formula 7-11 71 and A 72 They may be independently selected from phenyl, naphthyl, imidazolyl, benzimidazolyl, pyridyl, pyrimidyl, triazine, quinolyl and isoquinolyl, but the embodiments of the present disclosure are not limited thereto.

[0241] For example, X in Formula 7-1, Formula 7-9, and Formula 7-11 72 and X 79 They may all independently be N, but the embodiments of the present disclosure are not limited thereto.

[0242] For example, in Formula 7-7, X 73 It can be C(Q 73 ), X 74 It can be C(Q 74 ), X 75 It can be C(Q 75 ), X 76 It can be C(Q 76 ), X 77 It can be C(Q 77 ), but the embodiments of the present disclosure are not limited thereto.

[0243] For example, in formula 7-8, X 78 It can be N(Q 78 ), X 79 It can be N(Q 79 ), but the embodiments of the present disclosure are not limited thereto.

[0244] For example, Y in Formula 7-2, Formula 7-3, and Formula 7-8 71 and Y 72 The groups may be independently selected from a substituted or unsubstituted methylene group and a substituted or unsubstituted phenylene group, but the embodiments of the present disclosure are not limited thereto.

[0245] For example, Z in Equation 7-1 and Equation 7-2 71 and Z 72 They may all be independently O, but the embodiments of the present disclosure are not limited thereto.

[0246] For example, Z in formula 7-4 73 It can be P, but the embodiments of the present disclosure are not limited thereto.

[0247] For example, R in Formula 7-1 to Formula 7-8 71 To R 73 and R 75 To R 80 and Q 73 To Q 79 Can be independently selected from:

[0248] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0249] The C groups are substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, phenyl, naphthyl, pyridyl and pyrimidyl.1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0250] Phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, and imidazopyridinyl;

[0251] All are substituted with deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, at least one selected from the group consisting of phenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranyl, benzo[9,10]phenanthryl, pyrenyl, pyrenyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl and imidazopyridinyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl and imidazopyridinyl,

[0252] However, the embodiments of the present disclosure are not limited thereto.

[0253] In one embodiment, L in Formula 1 2 It can be expressed by one selected from Formula 8-1 to Formula 8-11, but the embodiments of the present disclosure are not limited thereto:

[0254]

[0255] In formula 8-1 to formula 8-11,

[0256] Ph.D. 5 represents a phenyl group in which all hydrogen atoms are replaced by deuterium, and

[0257] *Indicates the binding site with the adjacent atom.

[0258] In formula 1, n11 represents L 1 The number of, where n11 can be 1.

[0259] In formula 1, n12 represents L 2 The number of L12, wherein n12 can be selected from 0, 1, 2, 3 and 4. When n12 is two or more, multiple L 2 May be the same as or different from each other.

[0260] In one embodiment, in Formula 1, n11 may be 1, and n12 may be 0.

[0261] In one or more embodiments, in Formula 1, n11 may be 1, and n12 may be 4.

[0262] In one or more embodiments, in Formula 1, M 11 and M 12 They may be independently selected from Pt and Pd, n11 may be 1, and n12 may be 0.

[0263] In one embodiment, the organometallic compound represented by Formula 1 may be selected from Group I and Group II, but embodiments of the present disclosure are not limited thereto:

[0264] <Group I>

[0265]

[0266]

[0267]

[0268] In organometallic compounds, due to the 11 To L 14 At least one of the selected is a group represented by Formula 10, so the formation of an exciplex (or "exciplex") with the host can be reduced. In addition, since the organometallic compound substantially includes a group represented by Formula 10, the robustness of the organometallic compound can be improved. Therefore, the stability of the organometallic compound can be improved. Therefore, the efficiency of an electronic device (e.g., an organic light-emitting device) including the organometallic compound can be improved.

[0269] In addition, since as including M 11 and M 12 The organometallic compound of the binuclear complex includes A 11 , L 11 , A 12 , L 12 and A 13 The ring composed of A 14 , L 13 , A 15 , L 14 and A 16 The ring composed of the organic metal compound can reduce the formation of an exciplex with the host. Therefore, an organic light-emitting device including the organic metal compound can be improved.

[0270] The organometallic compound may emit blue light having a maximum emission wavelength of about 430 nm or more to about 470 nm or less.

[0271] The synthesis method for the organometallic compound represented by Formula 1 will be apparent to one of ordinary skill in the art by referring to the following examples.

[0272] At least one of the organometallic compounds of Formula 1 can be used between a pair of electrodes of an organic light-emitting device. Therefore, an organic light-emitting device is provided, comprising: a first electrode; a second electrode facing the first electrode; and an organic layer located between the first electrode and the second electrode, the organic layer comprising an emission layer, wherein the organic layer comprises at least one organometallic compound represented by Formula 1.

[0273] As used herein, the expression “(the organic layer) includes at least one organometallic compound” may include the case where “(the organic layer) includes the same organometallic compound selected from the organometallic compounds represented by Formula 1” and the case where “(the organic layer) includes two or more different organometallic compounds represented by Formula 1”.

[0274] For example, the organic layer may include 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 one or more embodiments, the organic layer may include Compound 1 and Compound 2 as organic metal compounds. In one or more embodiments, Compound 1 and Compound 2 may both be present in the same layer (e.g., Compound 1 and Compound 2 may both be present in the emission layer), or may be present in different layers (e.g., Compound 1 may be present in the emission layer, and Compound 2 may be present in the electron transport layer).

[0275] The organic layer includes: i) a hole transport region disposed between the first electrode (anode) and the emission layer and including at least one of a hole injection layer, a hole transport layer, a buffer layer, and an electron blocking layer; and / or ii) an electron transport region disposed between the emission layer and the second electrode (cathode) and including at least one selected from a hole blocking layer, an electron transport layer, and an electron injection layer. The emission layer may include at least one of the organic metal compounds represented by Formula 1.

[0276] In one or more embodiments, at least one selected from the hole transport region and the emission layer may include at least one selected from an arylamine-containing compound, an acridine-containing compound, and a carbazole-containing compound; and / or

[0277] At least one selected from the emission layer and the electron transport region may include at least one selected from a silicon-containing compound, a phosphine oxide-containing compound, a sulfur oxide-containing compound, a phosphorus oxide-containing compound, a triazine-containing compound, a pyrimidine-containing compound, a pyridine-containing compound, a dibenzofuran-containing compound, and a dibenzothiophene-containing compound.

[0278] [ Figure 1 Description]

[0279] Figure 1 1 is a schematic diagram of an organic light emitting device 10 according to an embodiment. The organic light emitting device 10 includes a first electrode 110 , an organic layer 150 , and a second electrode 190 .

[0280] In the following, we will combine Figure 1 A structure of an organic light emitting device 10 and a method of manufacturing the organic light emitting device 10 according to an embodiment are described.

[0281] [First electrode 110]

[0282] exist Figure 1 In the embodiment, a substrate may be additionally disposed below the first electrode 110 or above the second electrode 190. The substrate may be a glass substrate or a plastic substrate, both of which have excellent mechanical strength, thermal stability, transparency, surface flatness, ease of handling, and waterproofness.

[0283] The first electrode 110 may be formed by, for example, depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be selected from materials having a high work function to facilitate hole injection.

[0284] 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, the material used to form the first electrode 110 may be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), and any combination thereof, but the embodiments of the present disclosure are not limited thereto. In one or more embodiments, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form the first electrode 110 may be selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof, but the embodiments of the present disclosure are not limited thereto.

[0285] The first electrode 110 may have a single layer structure including a single layer or a multilayer structure including two or more layers. For example, the first electrode 110 may have a triple layer structure of ITO / Ag / ITO, but the structure of the first electrode 110 is not limited thereto.

[0286] [Organic layer 150]

[0287] The organic layer 150 is disposed on the first electrode 110. The organic layer 150 may include an emission layer.

[0288] The organic layer 150 may further include a hole transport region between the first electrode 110 and the emission layer and / or an electron transport region between the emission layer and the second electrode 190 .

[0289] [Hole Transport Region in Organic Layer 150]

[0290] The hole 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 multilayer structure having a plurality of layers including a plurality of different materials.

[0291] The hole transport region may include at least one layer selected from a hole injection layer, a hole transport layer, an emission auxiliary layer, and an electron blocking layer.

[0292] For example, the hole transport region may have a single-layer structure or a multi-layer structure, wherein the single-layer structure includes a single layer comprising a plurality of different materials, and the multi-layer structure has a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission assisting layer structure, a hole injection layer / emission assisting layer structure, a hole transport layer / emission assisting layer structure or a hole injection layer / hole transport layer / emission assisting layer structure, wherein, for each structure, the constituent layers are stacked sequentially from the first electrode 110 in the order stated, but the structure of the hole transport region is not limited thereto.

[0293] 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:

[0294]

[0295] <Formula 201>

[0296]

[0297] <Formula 202>

[0298]

[0299] In equation 201 and equation 202,

[0300] L 201 To L 204 can be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0301] L 205 Can be selected from *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C 1 -C 20 Alkylene, substituted or unsubstituted C 2 -C 20 Alkenylene, substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0302] xa1 to xa4 may each independently be an integer from 0 to 3,

[0303] xa5 can be an integer from 1 to 10, and

[0304] R 201 To R 204 and Q 201 can be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0305] For example, in Equation 202, R 201 and R 202 may be optionally linked via a single bond, a dimethyl-methylene or a diphenyl-methylene, R 203 and R 204 The attachment may alternatively be via a single bond, a dimethyl-methylene or a diphenyl-methylene.

[0306] In one embodiment, in equation 201 and equation 202,

[0307] L 201 To L 205 Can be independently selected from:

[0308] Phenylene, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, tetraphenylene, perylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, rubidinylene, camphenylene, ovaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, and pyridinylene; and

[0309] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, substituted with C 1 -C 10 Alkyl phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one selected from phenylene, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptalene, indacenylene, acenaphthenylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, tetraphenylene, perylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, rubidinylene, camphenylene, ovaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene and pyridylene, and

[0310] Q 31 To Q 33 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0311] In one or more embodiments, xa1 to xa4 may each independently be 0, 1 or 2.

[0312] In one or more embodiments, xa5 can be 1, 2, 3 or 4.

[0313] In one or more embodiments, R 201 To R 204 and Q 201 can be independently selected from phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridyl; and

[0314] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, substituted with C 1 -C 10 Alkyl phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one selected from phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridyl, and

[0315] Q 31 To Q 33 Same as described above.

[0316] In one or more embodiments, from R in Formula 201 201 To R 203 At least one of the selected ones can be independently selected from:

[0317] fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl; and

[0318] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, substituted with C 1 -C 10 an alkyl group selected from the group consisting of a phenyl group, a phenyl group substituted with -F, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group;

[0319] However, the embodiments of the present disclosure are not limited thereto.

[0320] In one or more embodiments, in Formula 202, i) R 201 and R 202 can be connected via a single bond, and / or ii) R 203 and R 204 Can connect via one-touch.

[0321] In one or more embodiments, from R in Formula 202 201 To R 204 At least one of the selected ones can be independently selected from:

[0322] carbazolyl; and

[0323] Substitutions include deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, substituted with C 1 -C 10 a carbazolyl group selected from at least one of a phenyl group of an alkyl group, a phenyl group substituted with -F, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,

[0324] However, the embodiments of the present disclosure are not limited thereto.

[0325] The compound represented by Formula 201 can be represented by Formula 201A:

[0326] <Formula 201A>

[0327]

[0328] In one embodiment, the compound represented by Formula 201 may be represented by Formula 201A(1), but embodiments of the present disclosure are not limited thereto:

[0329] <Formula 201A(1)>

[0330]

[0331] In one embodiment, the compound represented by Formula 201 may be represented by Formula 201A-1, but embodiments of the present disclosure are not limited thereto:

[0332] <Formula 201A-1>

[0333]

[0334] In one embodiment, the compound represented by Formula 202 can be represented by Formula 202A:

[0335] <Formula 202A>

[0336]

[0337] In one or more embodiments, the compound represented by Formula 202 can be represented by Formula 202A-1:

[0338] <Formula 202A-1>

[0339]

[0340] In Formula 201A, Formula 201A(1), Formula 201A-1, Formula 202A, and Formula 202A-1,

[0341] L 201 To L 203 , xa1 to xa3, xa5 and R 202 To R 204 Same as described above,

[0342] R 211 and R 212 can be independently combined with R 203 are defined identically, and

[0343] R 213 To R 217 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, substituted with C 1 -C 10 Alkyl phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridyl.

[0344] The hole transport region may include at least one compound selected from Compound HT1 to Compound HT39, but the embodiments of the present disclosure are not limited thereto:

[0345]

[0346]

[0347]

[0348] The thickness of the hole transport region may be approximately To about For example, approximately To about When the hole transport region includes at least one selected from a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be about To about In the range of, for example, about To about In the range of To about In the range of, 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 can be obtained without significantly increasing the driving voltage.

[0349] The emission assisting layer may improve light emitting 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 assisting layer and the electron blocking layer may include materials as described above.

[0350] [p dopant]

[0351] In addition to these materials, the hole transport region may also include 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.

[0352] The charge generating material may be, for example, a p-dopant.

[0353] In one embodiment, the hole transport region may further include a p-dopant having a lowest unoccupied molecular orbital (LUMO) energy level of about −3.5 eV or less.

[0354] The p-dopant may include at least one selected from quinone derivatives, metal oxides, and cyano-containing compounds, but embodiments of the present disclosure are not limited thereto.

[0355] For example, the p-dopant may include at least one selected from the following compounds:

[0356] Quinone derivatives, such as tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

[0357] Metal oxides, such as tungsten oxide or molybdenum oxide;

[0358] 1,4,5,8,9,12-Hexaazatriphenylene-hexanitrile (HAT-CN); and

[0359] The compound represented by formula 221,

[0360] However, the embodiments of the present disclosure are not limited thereto:

[0361]

[0362] <Formula 221>

[0363]

[0364] In formula 221,

[0365] R 221 To R 223 can be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C60 Aryl, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, wherein R 221 To R 223 At least one selected from the group consisting of cyano, -F, -Cl, -Br, -I, C substituted with -F 1 -C 20 Alkyl, C substituted with -Cl 1 -C 20 Alkyl, C substituted with -Br 1 -C 20 Alkyl and C substituted with -I 1 -C 20 At least one substituent selected from the group consisting of:

[0366] [Emission Layer in Organic Layer 150]

[0367] When the organic light-emitting device 10 is a full-color organic light-emitting device, the emission layer may be patterned into a red emission layer, a green emission layer, or a blue emission layer according to the sub-pixel. In one or more embodiments, the emission layer may have a stacked structure of two or more layers selected from a red emission layer, a green emission layer, and a blue emission layer, wherein the two or more layers are in contact with each other or separated from each other. In one or more embodiments, the emission layer may include two or more materials selected from a red light-emitting material, a green light-emitting material, and a blue light-emitting material, wherein the two or more materials are mixed with each other in a single layer to emit white light.

[0368] The emission layer may include a host and a dopant. The dopant may include an organic metal compound represented by Formula 1. In one or more embodiments, in addition to the organic metal compound represented by Formula 1, the dopant may further include at least one of a phosphorescent dopant and a fluorescent dopant.

[0369] In the emission layer, the amount of the dopant may be in the range of about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host, but embodiments of the present disclosure are not limited thereto.

[0370] The thickness of the emitter layer can be approximately To about In the range of, for example, about To about When the thickness of the emission layer is within this range, excellent light emitting characteristics can be obtained without significantly increasing the driving voltage.

[0371] [Subject in the emission layer]

[0372] In one or more embodiments, the host may include a compound represented by Formula 301:

[0373] <Formula 301>

[0374] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .

[0375] In formula 301,

[0376] Ar 301 It can be substituted or unsubstituted C 5 -C 60 Carbocyclic or substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0377] xb11 can be 1, 2 or 3,

[0378] L 301 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0379] xb1 can be an integer from 0 to 5.

[0380] R 301 It can be selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed 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 ),

[0381] xb21 can be an integer from 1 to 5, and

[0382] Q 301 To Q 303 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl,

[0383] However, the embodiments of the present disclosure are not limited thereto.

[0384] In one embodiment, Ar in Formula 301 301 Can be selected from:

[0385] naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, peryl, phenanthrenyl, indenoanthryl, dibenzofuranyl, and dibenzothiophenyl; and

[0386] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one of naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, peryl, peryl, pentaphenyl, indenoanthryl, dibenzofuranyl and dibenzothiophenyl, and

[0387] Q 31 To Q 33 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl,

[0388] However, the embodiments of the present disclosure are not limited thereto.

[0389] When xb11 in Formula 301 is two or more, two or more Ar 301 Can connect via one-touch.

[0390] In one or more embodiments, the compound represented by Formula 301 may be represented by Formula 301-1 or Formula 301-2:

[0391] <Formula 301-1>

[0392]

[0393] <Formula 301-2>

[0394]

[0395] In Formula 301-1 and Formula 301-2,

[0396] A301 To A 304 can be independently selected from a benzene ring, a naphthalene ring, a phenanthrene ring, a fluoranthene ring, a benzo[9,10]phenanthrene ring, a pyrene ring, ring, a pyridine ring, a pyrimidine ring, an indene ring, a fluorene ring, a spirobifluorene ring, a benzofluorene ring, a dibenzofluorene ring, an indole ring, a carbazole ring, a benzocarbazole ring, a dibenzocarbazole ring, a furan ring, a benzofuran ring, a dibenzofuran ring, a naphthofuran ring, a benzonaphthofuran ring, a dinaphthofuran ring, a thiophene ring, a benzothiophene ring, a dibenzothiophene ring, a naphthothiophene ring, a benzonaphthothiophene ring and a dinaphthothiophene ring,

[0397] X 301 Can be O, S or N-[(L 304 ) xb4 -R 304 ],

[0398] R 311 To R 314 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),

[0399] xb22 and xb23 can each independently be 0, 1 or 2,

[0400] L 301 、xb1、R 301 and Q 31 To Q 33 Same as described above,

[0401] L 302 To L 304 can be independently combined with L 301 The same definition,

[0402] xb2 to xb4 may each independently be the same as defined in conjunction with xb1, and

[0403] R 302 To R 304 can be independently combined with R 301 The definition is the same.

[0404] For example, L in Formula 301, Formula 301-1, and Formula 301-2 301 To L 304 Can be independently selected from:

[0405] Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene, and azacarbazolylene; and

[0406] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyridyl azine, pyrimidinyl, pyridazinyl, triazine, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one of phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene, yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene and azacarbazolylene, and

[0407] Q 31 To Q 33 Same as described above.

[0408] In one embodiment, R in Formula 301, Formula 301-1, and Formula 301-2 301 To R 304Can be independently selected from:

[0409] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0410] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyridyl azine, pyrimidinyl, pyridazinyl, triazine, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q31 )(Q 32 ) is at least one selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl, and

[0411] Q 31 To Q 33 Same as described above.

[0412] In one or more embodiments, 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.

[0413] 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(carbazol-9-yl)benzene (TCP), bis(4-(9H-carbazol-9-yl)phenyl)diphenylsilane (BCPDS), (4-(1-(4-(diphenylamino)phenyl)cyclohexyl)phenyl)diphenyl-phosphine oxide (POPCPA), and compounds H1 to H55, but embodiments of the present disclosure are not limited thereto:

[0414]

[0415]

[0416]

[0417] In one embodiment, the host may include at least one selected from a silicon-containing compound (eg, BCPDS, etc., used in the following examples) and a phosphine oxide-containing compound (eg, POPCPA, etc., used in the following examples).

[0418] However, the embodiments of the present disclosure are not limited thereto. In one embodiment, the host may include only one compound, or may include two or more different compounds (eg, the host used in the following example includes BCPDS and POPCPA).

[0419] [Electron Transport Region in Organic Layer 150]

[0420] 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 multilayer structure having a plurality of layers including a plurality of different materials.

[0421] The electron transport region may include at least one selected from a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, and an electron injection layer, but the embodiments of the present disclosure are not limited thereto.

[0422] For example, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein for each structure, the constituent layers are sequentially stacked from the emission layer in the order stated. However, embodiments of the structure of the electron transport region are not limited thereto.

[0423] In one embodiment, the hole transport region may include a buffer layer. The buffer layer may be in direct contact with the emission layer and may include the second compound.

[0424] In one or more embodiments, the electron transport region may include a buffer layer, an electron transport layer, and an electron injection layer stacked on the emission layer in the stated order, and the buffer layer may include the second compound as described above.

[0425] The electron transport region (e.g., 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.

[0426] "π-electron-poor nitrogen-containing ring" means a C-containing ring having at least one *-N=*' moiety as a ring-forming part. 1 -C 60Heterocyclic group.

[0427] For example, the "π-electron-poor nitrogen-containing ring" may be: i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' portion; ii) a heteropolycyclic group in which two or more 5- to 7-membered heteromonocyclic groups each having at least one *-N=*' portion are condensed with 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=*' portion is condensed with at least one C 5 -C 60 A carbocyclic condensed heteropolycyclic group.

[0428] Examples of π-electron-poor nitrogen-containing rings include, but are not limited to, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine and azacarbazole.

[0429] For example, the electron transport region may include a compound represented by Formula 601:

[0430] <Formula 601>

[0431] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .

[0432] In formula 601,

[0433] Ar 601 It can be substituted or unsubstituted C 5 -C 60 Carbocyclic or substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0434] xe11 can be 1, 2 or 3,

[0435] L 601 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0436] xe1 can be an integer from 0 to 5,

[0437] R 601 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),

[0438] Q 601 To Q 603 can be independently C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl or naphthyl, and

[0439] xe21 can be an integer from 1 to 5.

[0440] In one embodiment, xe11 number of Ar 601 and xe21 number of R 601 At least one of the may include a π-electron-poor nitrogen-containing ring.

[0441] In one embodiment, Ar in Formula 601 601 Can be selected from:

[0442] Phenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, phenanthrenyl, phenanthrenyl, phenanthrenyl, phenanthryl, phenanthroline, phenazinyl, phenanthryl ...

[0443] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one selected from phenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, naphthyl, phenanthrenyl, peryl, pentaphenanthrenyl, indenoanthryl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl, and

[0444] Q 31 To Q 33 can be independently selected from C1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0445] When xe11 in Formula 601 is two or greater, two or more Ar 601 Can connect via one-touch.

[0446] In one or more embodiments, Ar in Formula 601 601 It may be anthracene.

[0447] In one or more embodiments, the compound represented by Formula 601 can be represented by Formula 601-1:

[0448] <Formula 601-1>

[0449]

[0450] In formula 601-1,

[0451] X 614 Can be N or C (R 614 ), X 615 Can be N or C (R 615 ), X 616 Can be N or C (R 616 ), where, from X 614 To X 616 At least one of the selected ones can be independently N,

[0452] L 611 To L 613 can be independently combined with L 601 The same definition,

[0453] xe611 to xe613 can all independently be the same as defined in conjunction with xe1,

[0454] R 611 To R 613 can be independently combined with R 601 are defined identically, and

[0455] R 614 To R 616 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0456] In one embodiment, L in equation 601 601 and L in formula 601-1 611 To L 613 Can be independently selected from:

[0457] Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene, and azacarbazolylene; and

[0458] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazine at least one selected from the group consisting of phenylene, naphthylene, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthrylenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene , pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene and azacarbazolylene,

[0459] However, the embodiments of the present disclosure are not limited thereto.

[0460] In one or more embodiments, xe1 in Formula 601 and xe611 to xe613 in Formula 601-1 may each independently be 0, 1, or 2.

[0461] In one or more embodiments, R in Formula 601 601 and R in formula 601-1 611 To R 613 Can be independently selected from:

[0462] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl , pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl;

[0463] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalide a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a benzo[9,10]phenanthrenyl group, a pyrenyl group, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0464] -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),and

[0465] Q 601 and Q 602 Same as described above.

[0466] The electron transport region may include at least one compound selected from compound ET1 to compound ET36, but the embodiments of the present disclosure are not limited thereto:

[0467]

[0468]

[0469]

[0470] In one or more embodiments, the electron transport region may include 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq 3 At least one selected from the group consisting of 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), NTAZ, diphenyl(4-(triphenylsilyl)phenyl)-phosphine oxide (TSPO1) and 3P-T2T:

[0471]

[0472] The thickness of the buffer layer, hole blocking layer or electron control layer can be about To about In the range of, 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, excellent hole blocking characteristics or electron control characteristics may be obtained without significantly increasing the driving voltage.

[0473] The thickness of the electron transport layer can be about To about For example, approximately To about When the thickness of the electron transport layer is within the above-described range, satisfactory electron transport characteristics may be obtained without significantly increasing driving voltage.

[0474] In addition to the materials described above, the electron transport region (eg, an electron transport layer in the electron transport region) may further include a metal-containing material.

[0475] The metal-containing material may include at least one selected from an alkali metal complex and an alkaline earth metal complex. The alkali metal complex may include a metal ion selected from Li ions, Na ions, K ions, Rb ions, and Cs ions, and the alkaline earth metal complex may include a metal ion selected from Be ions, Mg ions, Ca ions, Sr ions, and Ba ions. The ligand coordinated with the metal ion of the alkali metal complex or the alkaline earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but the embodiments of the present disclosure are not limited thereto.

[0476] 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 compound ET-D2:

[0477]

[0478] 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 be in direct contact with the second electrode 190.

[0479] 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 multilayer structure having a plurality of layers including a plurality of different materials.

[0480] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0481] The alkali metal may be selected from Li, Na, K, Rb and Cs. In one embodiment, the alkali metal may be Li, Na or Cs. In one or more embodiments, the alkali metal may be Li or Cs, but the embodiments of the present disclosure are not limited thereto.

[0482] The alkaline earth metal may be selected from Mg, Ca, Sr and Ba.

[0483] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb and Gd.

[0484] 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.

[0485] The alkali metal compound may be selected from alkali metal oxides (such as Li 2 O、Cs 2 O or K 2 O) and alkali metal halides (such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI or RbI). In one embodiment, the alkali metal compound can be selected from LiF, Li 2 O, NaF, LiI, NaI, CsI, and KI, but the embodiments of the present disclosure are not limited thereto.

[0486] The alkaline earth metal compound may be selected from alkaline earth metal oxides (such as BaO, SrO, CaO, Ba x Sr 1-xO (0 < x < 1) or Ba x Ca 1-x O (0 < x < 1)). In one embodiment, the alkaline earth metal compound can be selected from BaO, SrO, and CaO, but the embodiments of the present disclosure are not limited thereto.

[0487] The rare earth metal compound can 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 one embodiment, the rare earth metal compound can be selected from YbF 3 、ScF 3 、TbF 3 、YbI 3 、ScI 3 and TbI 3 , but the embodiments of the present disclosure are not limited thereto.

[0488] The alkali metal complex, alkaline earth metal complex, and rare earth metal complex can include ions of the alkali metal, alkaline earth metal, and rare earth metal as described above, and the ligands coordinated with the metal ions of the alkali metal complex, alkaline earth metal complex, or rare earth metal complex can be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but the embodiments of the present disclosure are not limited thereto.

[0489] The electron injection layer can be composed of the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof as described above (or can include the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof as described above). In one or more embodiments, the electron injection layer can further include an organic material. When the electron injection layer further includes an organic material, the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof can be uniformly or non-uniformly dispersed in the matrix including the organic material.

[0490] The thickness of the electron injection layer can be about To about In the range of, for example, about To about When the thickness of the electron injection layer is within these ranges, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.

[0491] [Second electrode 190]

[0492] The second electrode 190 is disposed on the organic layer 150 having such a structure. The second electrode 190 may be a cathode as an electron injection electrode, and in this regard, 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.

[0493] The second electrode 190 may include at least one selected from lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ITO, and IZO, but the embodiments of the present disclosure are not limited thereto. The second electrode 190 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0494] The second electrode 190 may have a single-layer structure including a single layer or a multi-layer structure including two or more layers.

[0495] [ Figures 2 to 4 Description]

[0496] Figure 2 2 is a schematic diagram of an organic light emitting device 20 according to an embodiment. The organic light emitting device 20 includes a first capping layer 210, a first electrode 110, an organic layer 150, and a second electrode 190, which are sequentially stacked in the order of this statement. Figure 3 is a schematic diagram of an organic light emitting device 30 according to an embodiment. The organic light emitting device 30 includes a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220, which are sequentially stacked in the order of this statement. Figure 4 is a schematic diagram of an organic light emitting device 40 according to an embodiment. The organic light emitting device 40 includes a first capping layer 210, a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220 which are sequentially stacked in the order of this statement.

[0497] about Figures 2 to 4 , can be combined by reference Figure 1 The description is given to understand the first electrode 110 , the organic layer 150 , and the second electrode 190 .

[0498] In the organic layer 150 of each of the organic light-emitting devices 20 and 40, light generated in the emission layer may pass through the first electrode 110 and the first cover layer 210 toward the outside, wherein the first electrode 110 may be a semi-transmissive electrode or a transmissive electrode. In the organic layer 150 of each of the organic light-emitting devices 30 and 40, light generated in the emission layer may pass through the second electrode 190 and the second cover layer 220 toward the outside, wherein the second electrode 190 may be a semi-transmissive electrode or a transmissive electrode.

[0499] The first capping layer 210 and the second capping layer 220 may improve external light emitting efficiency according to the principle of constructive interference.

[0500] The first capping layer 210 and the second capping layer 220 may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or a composite capping layer including an organic material and an inorganic material.

[0501] At least one selected from the first capping layer 210 and the second capping layer 220 may each independently include at least one material selected from carbocyclic compounds, heterocyclic compounds, amine compounds, porphyrin derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, and alkaline earth metal complexes. The carbocyclic compounds, heterocyclic compounds, and amine compounds may be optionally substituted with a substituent containing at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I. In one embodiment, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include an amine compound.

[0502] In one embodiment, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include the compound represented by Formula 201 or the compound represented by Formula 202.

[0503] In one or more embodiments, at least one selected from the first cap layer 210 and the second cap layer 220 may each independently include a compound selected from compounds HT28 to HT33 and compounds CP1 to CP5, but the embodiments of the present disclosure are not limited thereto:

[0504]

[0505] In the above, it has been combined Figures 1 to 4 The organic light emitting device according to the embodiment is described, but the embodiments of the present disclosure are not limited thereto.

[0506] A layer constituting a hole transport region, an emission layer, and a layer constituting an 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.

[0507] 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 Up to about 10 -3 Torr vacuum and approx. / second to approximately The vacuum deposition was performed at a deposition rate of 2000 Å / s.

[0508] When a layer constituting a hole transport region, an emission layer, and a layer constituting an electron transport region are formed by spin coating, spin coating can be performed at a coating speed of about 2000 rpm to about 5000 rpm and at a heat treatment temperature of about 80°C to about 200°C by taking into account the materials to be included in the layer to be formed and the structure of the layer to be formed.

[0509] [equipment]

[0510] Organic light emitting devices may be included in a variety of devices.

[0511] For example, the device may include a thin film transistor and an organic light emitting device, the thin film transistor including a source electrode, a drain electrode and an active layer. One of the first electrode and the second electrode of the organic light emitting device may be electrically connected to one of the source electrode and the drain electrode of the thin film transistor.

[0512] The thin film transistor may further include a gate electrode, a gate insulating layer, and the like.

[0513] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, an oxide semiconductor, etc., but the embodiments of the present disclosure are not limited thereto.

[0514] The device may further include a sealing portion that seals the organic light-emitting device. The sealing portion may realize an image from the organic light-emitting device and prevent external air and moisture from penetrating into the organic light-emitting device. The sealing portion may be a sealing substrate including a transparent glass or plastic substrate. The sealing portion may be a thin film encapsulation layer including multiple organic layers and / or multiple inorganic layers. When the sealing portion is a thin film encapsulation layer, the entire device may be made flexible.

[0515] For example, the device may be a light emitting device, an authentication device, or an electronic device.

[0516] The light emitting device can be used as various displays, light sources, etc.

[0517] The authentication device may be, for example, a biometric authentication device for authenticating an individual by using biometric information of a living body, such as a fingertip, a pupil, etc. The authentication device may include a biometric information collector in addition to the organic light emitting device.

[0518] The electronic device can be applied to personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notepads, electronic dictionaries, electronic game consoles, medical equipment (e.g., electronic thermometers, sphygmomanometers, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram (ECG) displays, ultrasonic diagnostic devices, or endoscope displays), fish finders, various measuring instruments, meters (e.g., meters for vehicles, aircraft, and ships), projectors, etc., but the embodiments of the present disclosure are not limited thereto.

[0519] [General Definition of Substituents]

[0520] The term "first period transition metal" as used herein refers to elements belonging to the fourth period of the periodic table and included in the d-block, examples of which are scandium (Sc), titanium (Ti), vanadium (V), chromium (Cr), manganese (Mn), iron (Fe), cobalt (Co), nickel (Ni), copper (Cu) and zinc (Zn).

[0521] The term "second period transition metal" as used herein refers to elements belonging to the fifth period of the periodic table and included in the d-block, examples of which are yttrium (Y), zirconium (Zr), niobium (Nb), molybdenum (Mo), technetium (Tc), ruthenium (Ru), rhodium (Rh), palladium (Pd), silver (Ag) and cadmium (Cd).

[0522] The term "third period transition metal" as used herein refers to elements belonging to the sixth period of the periodic table and included in the d-block and f-block, examples of which are lanthanum (La), samarium (Sm), europium (Eu), terbium (Tb), thulium (Tm), ytterbium (Yb), lutetium (Lu), hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt), gold (Au) and mercury (Hg).

[0523] As used herein, the term "C 1 -C 60 "Alkyl" refers to a linear or branched aliphatic saturated hydrocarbon monovalent group having 1 to 60 carbon atoms, examples of which include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl and hexyl. As used herein, the term "C 1 -C 60 "Alkylene" refers to C 1 -C 60An alkyl group is a divalent group having the same structure.

[0524] As used herein, the term "C 2 -C 60 "Alkenyl" refers to 2 -C 60 The term "C" as used herein refers to a hydrocarbon group having at least one carbon-carbon double bond in the middle or at the terminal of the alkyl group, examples of which include ethenyl, propenyl, and butenyl. 2 -C 60 "Alkenylene" refers to C 2 -C 60 An alkenyl group is a divalent group having the same structure.

[0525] As used herein, the term "C 2 -C 60 "Alkynyl" refers to a C 2 -C 60 A hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the terminal of an alkyl group, examples of which include ethynyl and propynyl. As used herein, the term “C 2 -C 60 "Alkynylidene" refers to C 2 -C 60 Alkynyl is a divalent group having the same structure.

[0526] As used herein, the term "C 1 -C 60 "Alkoxy" refers to -OA 101 (Among them, A 101 C 1 -C 60 An alkyl group is a monovalent group represented by an alkyl group, examples of which include a methoxy group, an ethoxy group and an isopropoxy group.

[0527] As used herein, the term "C 3 -C 10 "Cycloalkyl" refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, examples of which include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl. As used herein, the term "Cycloalkyl" refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, examples of which include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl. 3 -C 10 "Cycloalkylene" refers to 3 -C 10 The cycloalkyl group is a divalent group having the same structure.

[0528] As used herein, the term "C 1 -C 10 The term "heterocycloalkyl" as used herein refers to a monovalent saturated monocyclic group having at least one heteroatom selected from N, O, Si, P and S as ring atoms and 1 to 10 carbon atoms, and examples thereof include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl and tetrahydrothienyl.1 -C 10 "Heterocycloalkylene" refers to a C 1 -C 10 The heterocycloalkyl group has a divalent group of the same structure.

[0529] As used herein, the term "C 3 -C 10 "Cycloalkenyl" refers to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and not having aromaticity, examples of which include cyclopentenyl, cyclohexenyl and cycloheptenyl. As used herein, the term "C 3 -C 10 "Cycloalkenylene" refers to 3 -C 10 The cycloalkenyl group is a divalent group having the same structure.

[0530] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P and S as ring atoms, 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, 2,3-dihydrofuranyl, and 2,3-dihydrothienyl. As used herein, the term “C 1 -C 10 "Heterocycloalkenylene" refers to a C 1 -C 10 The heterocycloalkenyl group is a divalent group having the same structure.

[0531] As used herein, the term "C 6 -C 60 "Aryl" refers to a monovalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms. 6 -C 60 The arylene group refers to a divalent group having a carbocyclic aromatic system including 6 to 60 carbon atoms. 6 -C 60 Non-limiting examples of aryl groups include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, and When C 6 -C 60 Aryl and C 6 -C 60 When the arylene group includes two or more rings, the rings may be fused to each other. 7 -C 60 "Alkylaryl" refers to a group substituted with at least one C 1 -C 60 Alkyl C6 -C 60 Aryl.

[0532] As used herein, the term "C 1 -C 60 The term "heteroaryl" as used herein refers to a monovalent group having a heterocyclic aromatic system having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom in addition to 1 to 60 carbon atoms. 1 -C 60 The term "heteroarylene group" refers to a divalent group having a heterocyclic aromatic system having at least one hetero atom selected from N, O, Si, P and S as a ring-forming atom in addition to 1 to 60 carbon atoms. 1 -C 60 Non-limiting examples of heteroaryl groups include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl. 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene group includes two or more rings, the rings may be condensed with each other. 2 -C 60 "Alkylheteroaryl" refers to a group substituted with at least one C 1 -C 60 Alkyl C 1 -C 60 Heteroaryl.

[0533] As used herein, the term "C 6 -C 60 "Aryloxy" refers to -OA 102 (Among them, A 102 C 6 -C 60 Aryl), the term "C 6 -C 60 "Arylthio" refers to -SA 103 (Among them, A 103 C 6 -C 60 aryl).

[0534] As used herein, the term "C 1 -C 60 "Heteroaryloxy" refers to -OA 104 (Among them, A 104 C 1 -C 60 Heteroaryl), as used herein, 1 -C 60 "Heteroarylthio" refers to -SA 105 (Among them, A105 C 1 -C 60 heteroaryl).

[0535] The term "monovalent non-aromatic condensed polycyclic group" as used herein refers to a monovalent group having two or more rings condensed with each other, only carbon atoms (e.g., having 8 to 60 carbon atoms) as ring atoms, and not having aromaticity in its entire molecular structure. A detailed example of a monovalent non-aromatic condensed polycyclic group is a fluorenyl group. The term "divalent non-aromatic condensed polycyclic group" as used herein refers to a divalent group having the same structure as a monovalent non-aromatic condensed polycyclic group.

[0536] The term "monovalent non-aromatic condensed heteropolycyclic group" as used herein refers to a monovalent group having two or more rings condensed with each other, at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom other than carbon atoms (e.g., having 1 to 60 carbon atoms), and not having aromaticity in its entire molecular structure. An example of a monovalent non-aromatic condensed heteropolycyclic group is a carbazolyl group. The term "divalent non-aromatic condensed heteropolycyclic group" as used herein refers to a divalent group having the same structure as a monovalent non-aromatic condensed heteropolycyclic group.

[0537] 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. As used herein, the term "C 5 -C 60 "Carbocyclic group" refers to aromatic carbocyclic group or non-aromatic carbocyclic group. 5 -C 60 The carbocyclic group can be a ring (such as benzene), a monovalent group (such as phenyl) or a divalent group (such as phenylene). In one or more embodiments, the carbonyl group is connected to the carbonyl group. 5 -C 60 The number of substituents of the carbocyclic group, C 5 -C 60 The carbocyclic group may be a trivalent group or a tetravalent group.

[0538] As used herein, the term "C 1 -C 60 The term "heterocyclic group" refers to a group consisting of at least one heteroatom selected from N, O, Si, P and S other than carbon (the number of carbon atoms may be in the range of 1 to 60) as a ring-forming atom. 5 -C 60 The carbocyclic group has a group of the same structure.

[0539] In this specification, substituted C 5 -C 60 Carbocyclic, substituted C1 -C 60 Heterocyclic, substituted C 1 -C 20 Alkylene, substituted C 2 -C 20 Alkenylene, substituted C 3 -C 10 Cycloalkylene, substituted C 1 -C 10 Heterocycloalkylene, substituted C 3 -C 10 Cycloalkenylene, substituted C 1 -C 10 Heterocycloalkenylene, substituted C 6 -C 60 Arylene, substituted C 1 -C 60 Heteroarylene, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heteropolycyclic group, substituted C 1 -C 60 Alkyl, substituted C 2 -C 60 Alkenyl, substituted C 2 -C 60 Alkynyl, substituted C 1 -C 60 Alkoxy, substituted C 3 -C 10 Cycloalkyl, substituted C 1 -C 10 Heterocycloalkyl, substituted C 3 -C 10 Cycloalkenyl, substituted C 1 -C 10 Heterocycloalkenyl, substituted C 6 -C 60 Aryl, substituted C 7 -C 60 Alkyl aryl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 Heteroaryl, substituted C 2 -C 60 Alkyl heteroaryl, substituted C 1 -C 60 Heteroaryloxy, substituted C 1 -C 60 At least one substituent of the heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group and the substituted monovalent non-aromatic condensed heteropolycyclic group may be selected from:

[0540] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0541] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) selected from at least one of the C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C60 Alkoxy;

[0542] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups;

[0543] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) selected from at least one of the C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0544] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),and

[0545] Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a C substituted with at least one selected from deuterium, -F and cyano 1 -C 60 alkyl, C substituted with at least one selected from deuterium, -F and cyano 6 -C 60 Aryl, biphenyl and terphenyl.

[0546] The term "Ph" as used herein refers to phenyl, the term "Me" as used herein refers to methyl, the term "Et" as used herein refers to ethyl, the term "ter-Bu (t-Bu)" or "Bu" as used herein refers to ethyl. t ” refers to tert-butyl, and the term “OMe” as used herein refers to methoxy.

[0547] As used herein, the term "biphenyl" refers to a "phenyl group substituted with a phenyl group". In other words, a "biphenyl group" is a group having C 6 -C 60A phenyl group substituted with an aryl group as a substituent.

[0548] As used herein, the term "terphenyl" refers to a "phenyl group substituted with a biphenyl group". In other words, a "terphenyl group" is a phenyl group substituted with a C 6 -C 60 Aryl C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0549] Unless otherwise defined, *, *' and *" used herein all refer to the binding sites to adjacent atoms in the corresponding formula.

[0550] Hereinafter, the compound according to the embodiment and the organic light emitting device according to the embodiment will be described in detail with reference to Synthesis Examples and Examples. The expression "using B instead of A" used in describing Synthesis Examples means using B instead of A in the same molar equivalent.

[0551] [Example]

[0552] Synthesis Example 1: Synthesis of Compound BD1

[0553] Compound BD1 was synthesized according to Scheme I.

[0554] <Scheme I>

[0555]

[0556] (1) Synthesis of intermediate 1-1

[0557] Compound 1 was reacted with nBuLi and then with 3-bromobenzaldehyde to synthesize intermediate 1-1. Intermediate 1-1 was identified by LC-MS.

[0558] C 19 H 15 BrO:M+1 340.15.

[0559] (2) Synthesis of intermediate 1-2

[0560] Intermediate 1-1 was reacted with pyridinium chlorochromate (PCC) (cas: 26299-14-9) at room temperature in a dichloromethane (MC) solvent to synthesize Intermediate 1-2. Intermediate 1-2 was identified by LC-MS.

[0561] C 19 H 13 BrO:M+1 337.13.

[0562] (3) Synthesis of intermediate 1-3

[0563] 3-Bromopyrazole (cas: 14521-80-3) was activated with magnesium in the presence of iodine catalyst and then reacted with Intermediate 1-2 to obtain Intermediate 1-3. Intermediate 1-3 was identified by LC-MS.

[0564] C 22 H 17 Bn 2 O:M+1 404.05.

[0565] (4) Synthesis of Intermediates 1-4

[0566] Under AcOH solvent, Intermediate 1-3 and hydrochloric acid (cas: 7647-01-0) were reacted with each other to obtain Intermediate 1-4. Intermediate 1-4 was identified by LC-MS.

[0567] C 22 H 15 Bn 2 :M+1 387.28.

[0568] (5) Synthesis of Intermediate 1-5

[0569] At 160°C, CuI, imidazole, K 2 CO 3 The intermediate 1-4 was reacted with L-proline to synthesize the intermediate 1-5. The intermediate 1-5 was identified by LC-MS.

[0570] C 25 H 18 N 4 :M+1 374.48.

[0571] (6) Synthesis of Intermediate 1-6

[0572] Intermediate 1-5 and iodomethane (MeI) (cas: 74-88-4) were reacted with each other in an acetone solvent to synthesize Intermediate 1-6. Intermediate 1-6 was identified by LC-MS.

[0573] C 26 H 21 N 4 :M+1 389.49.

[0574] (7) Synthesis of Compound BD1

[0575] Intermediate 1-6, dichloro(1,5-cyclooctadiene)platinum(II), and sodium acetate were reacted with each other at a temperature of 160° C. in a 1,4-dioxane solvent to synthesize Compound BD1. Compound BD1 was identified by LC-MS.

[0576] C52 H 36 N 8 Pt 2 :M+1 1163.08.

[0577] Synthesis Example 2: Synthesis of Compound BD2

[0578] Compound BD2 was synthesized with reference to Scheme II and Synthesis Example 1.

[0579] <Scheme II>

[0580]

[0581] Compound BD2 was identified by LC-MS.

[0582] C 56 H 44 N 8 Pt 2 :M+1 1219.08.

[0583] Synthesis Example 3: Synthesis of Compound BD3

[0584] Compound BD3 was synthesized with reference to Scheme III and Synthesis Example 1.

[0585] <Scheme III>

[0586]

[0587] Compound BD3 was identified by LC-MS.

[0588] C 60 H 40 N 8 Pt 2 :M+1 1263.20.

[0589] Synthesis Example 4: Synthesis of Compound BD4

[0590] Compound BD4 was synthesized with reference to Scheme IV and Synthesis Example 1.

[0591] <Scheme IV>

[0592]

[0593] Compound BD4 was identified by LC-MS.

[0594] C 58 H 38 N 10 Pt 2 :M+1 1265.19.

[0595] Synthesis Example 5: Synthesis of Compound BD5

[0596] Compound BD5 was synthesized with reference to Scheme V and Synthesis Example 1.

[0597] <Scheme V>

[0598]

[0599] Compound BD5 was identified by LC-MS.

[0600] C 56 H 36 N 12 Pt 2 :M+1 1267.16.

[0601] Synthesis Example 6: Synthesis of Compound BD51

[0602] Compound BD51 was synthesized according to Scheme VI.

[0603] <Scheme VI>

[0604]

[0605] (1) Synthesis of Intermediate 51-1

[0606] Compound 1 was reacted with nBuLi and then with isophthalaldehyde to synthesize Intermediate 51-1. Intermediate 51-1 was identified by LC-MS.

[0607] C 32 H 26 O 2 :M+1 443.18.

[0608] (2) Synthesis of Intermediate 51-2

[0609] Intermediate 51-1 and pyridinium chlorochromate (cas: 26299-14-9) were reacted with each other at room temperature in a dichloromethane solvent to synthesize Intermediate 51-2. Intermediate 51-2 was identified by LC-MS.

[0610] C 32 H 22 O 2 :M+1 438.53.

[0611] (3) Synthesis of Intermediate 51-3

[0612] 3-Bromopyrazole (cas: 14521-80-3) was activated with magnesium in the presence of iodine catalyst and then reacted with Intermediate 51-2 to obtain Intermediate 51-3. Intermediate 51-3 was identified by LC-MS.

[0613] C35 H 26 N 2 O 2 :M+1 506.61.

[0614] (4) Synthesis of Intermediate 51-4

[0615] Under AcOH solvent, Intermediate 51-3 and hydrochloric acid (cas: 7647-01-0) were reacted with each other to obtain Intermediate 51-4. Intermediate 51-4 was identified by LC-MS.

[0616] C 35 H 24 N 2 O:M+1 488.19.

[0617] (5) Synthesis of Intermediate 51-5

[0618] Intermediate 51-4, imidazole (cas: 288-32-4) and potassium carbonate were reacted with each other to synthesize Intermediate 51-5. Intermediate 51-5 was identified by LC-MS.

[0619] C 38 H 28 N 4 O:M+1 556.67.

[0620] (6) Synthesis of Intermediate 51-6

[0621] Intermediate 51-5 and hydrochloric acid (cas: 7647-01-0) react with each other under AcOH solvent to obtain Intermediate 51-6. Intermediate 51-6 was identified by LC-MS.

[0622] C 38 H 26 N 4 :M+1 538.65.

[0623] (7) Synthesis of Intermediate 51-7

[0624] Intermediate 51-6 and iodomethane (cas: 74-88-4) were reacted with each other under acetone solvent to synthesize Intermediate 51-7. Intermediate 51-7 was identified by LC-MS.

[0625] C 39 H 29 N 4 :M+1 553.69.

[0626] (8) Synthesis of compound BD51

[0627] Intermediate 51-7, dichloro(1,5-cyclooctadiene)platinum(II), and sodium acetate were reacted with each other at a temperature of 160° C. in a 1,4-dioxane solvent to synthesize compound BD51. Compound BD51 was identified by LC-MS.

[0628] C 78 H 52 N 8 Pt 2 :M+1 1491.50.

[0629] Synthesis Example 7: Synthesis of Compound BD52

[0630] Compound BD52 was synthesized with reference to Scheme VII and Synthesis Example 6.

[0631] <Scheme VII>

[0632]

[0633] Compound BD52 was identified by LC-MS.

[0634] C 84 H 54 N 10 Pt 2 :M+1 1593.59.

[0635] Synthesis Example 8: Synthesis of Compound BD53

[0636] Compound BD53 was synthesized with reference to Scheme VIII and Synthesis Example 6.

[0637] <Scheme VIII>

[0638]

[0639] Compound BD53 was identified by LC-MS.

[0640] C 82 H 52 N 12 Pt 2 :M+1 1595.57.

[0641] Synthesis Example 9: Synthesis of Compound BD54

[0642] Compound BD54 was synthesized according to Scheme IX and Synthesis Example 6.

[0643] <Scheme IX>

[0644]

[0645] Compound BD54 was identified by LC-MS.

[0646] C 82 H 60 N 8 Pt 2 :M+1 1547.61.

[0647] Example 1

[0648] The ITO substrate on which ITO / Ag / ITO was deposited as an anode was cut into a size of 50 mm×50 mm×0.7 mm, ultrasonicated for 5 minutes each using isopropyl alcohol and pure water, and then cleaned by exposure to ultraviolet rays and ozone for 30 minutes. Then, the ITO substrate was provided to a vacuum deposition device.

[0649] The compound 2-TNATA was vacuum deposited on the ITO substrate to form a hole injection layer having a thickness of 60 nm, and NPB was vacuum deposited on the hole injection layer to form a hole transport layer having a thickness of 30 nm.

[0650] Compound H56 (host) and compound BD1 (dopant) were co-deposited on the hole transport layer at a weight ratio of 10:1 to form an emission layer having a thickness of 25 nm.

[0651] BAlq was deposited on the emission layer to form a hole blocking layer having a thickness of 5 nm, and Alq was deposited on the hole blocking layer. 3 To form an electron transport layer with a thickness of 25 nm, LiF is deposited on the electron transport layer to form an electron injection layer with a thickness of 0.5 nm, and Al is deposited on the electron injection layer to form a cathode with a thickness of 150 nm, thereby completing the manufacture of an organic light emitting device.

[0652] Comparative Example 1 and Comparative Example 2

[0653] Organic light-emitting devices were manufactured in the same manner as in Example 1, except that the compounds shown in Table 1 were each used instead of Compound BD1.

[0654] Evaluation example

[0655] By using Keithley SMU 236 and luminance meter PR650 at 1000cd / m 2 The driving voltage (V), current density (mA / cm 2 ), current efficiency (cd / A), maximum emission wavelength (nm) and lifetime (T 90 ), and the results are shown in Table 1. In Table 1, the lifespan (T 90) represents the amount of time that has passed when the brightness is 90% of the initial brightness (100%).

[0656] [Table 1]

[0657]

[0658]

[0659] It is confirmed by Table 1 that, compared with the organic light emitting devices of Comparative Examples 1 and 2, the organic light emitting device of Example 1 has excellent current efficiency and lifespan.

[0660] Organic light emitting devices can have high efficiency and long lifetime.

[0661] It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for purposes of limitation. Descriptions of features or aspects within each embodiment should generally be considered as available for other similar features or aspects in other embodiments.

[0662] Although one or more embodiments have been described with reference to the drawings, it will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope as defined by the claims.

Claims

1. An organometallic compound, the organometallic compound is represented by Formula 1: <Formula 1> M 11 M 12 (L1) n11 (L2) n12 , in, In formula 1, M 11 and M 12 All are platinum, L1 is a ligand represented by formula 1-1, L2 is selected from monodentate ligands and bidentate ligands, n11 is 1, and n12 is 0: <Formula 1-1> Among them, in formula 1-1, Depend on The group represented by is a group represented by formula 3-11, The group represented by is a group represented by formula 3-21, The group represented by is a group represented by formula 3-31, The group represented by is a group represented by formula 3-41, The group represented by is a group represented by formula 3-51, The group represented is a group represented by formula 3-61: In Formula 3-11, Formula 3-21, Formula 3-31, Formula 3-41, Formula 3-51 and Formula 3-61, *, *' and *" all represent the binding sites with adjacent atoms. R 11a To R 11c , R 12a To R 12c , R 13a , R 13b , R 14a , R 14b , R 15a To R 15c , R 16a To R 16c are independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted deuterated methyl, unsubstituted or substituted deuterated ethyl, unsubstituted or substituted deuterated propyl, unsubstituted or substituted deuterated isobutyl, unsubstituted or substituted deuterated sec-butyl, unsubstituted or substituted deuterated tert-butyl, unsubstituted or substituted deuterated pentyl, unsubstituted or substituted deuterated isopentyl and unsubstituted or substituted deuterated hexyl, T 11 To T 18 are single bonds, and L 11 To L 14 are independently selected from the group represented by Formula 10-1, a single bond, *-O-*' and *-S-*', wherein L 11 To L 14 At least one selected from is a group represented by Formula 10-1: Among them, in formula 10-1, R 101 and R 102 are independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted deuterated methyl, unsubstituted or substituted deuterated ethyl, unsubstituted or substituted deuterated propyl, unsubstituted or substituted deuterated isobutyl, unsubstituted or substituted deuterated sec-butyl, unsubstituted or substituted deuterated tert-butyl, unsubstituted or substituted deuterated pentyl, unsubstituted or substituted deuterated isopentyl and unsubstituted or substituted deuterated hexyl, b101 and b102 are each independently an integer from 1 to 10, a11 to a14 are all 1, *1 to *4 are all related to M 11 The binding position of *5 to *8 are all related to M 12 The binding site of * and *' both indicate the binding sites with adjacent atoms.

2. The organometallic compound according to claim 1, wherein L 12 and L 13 are independently a group represented by formula 10-1, and L 11 and L 14 are independently selected from single bonds.

3. The organometallic compound according to claim 1, wherein The organometallic compound represented by Formula 1 is selected from Group I and Group II: <Group I> <Group II> 4. An organic light-emitting device, comprising: a first electrode; a second electrode; as well as an organic layer, located between the first electrode and the second electrode, and including an emission layer, Wherein, the organic layer comprises the organic metal compound according to any one of claims 1 to 3.

5. The organic light emitting device according to claim 4, wherein: The emission layer includes the organic metal compound.

6. A device, comprising: A thin film transistor, comprising a source electrode, a drain electrode and an active layer; as well as The organic light-emitting device according to claim 4 or 5, The first electrode of the organic light-emitting device is electrically connected to one of the source electrode and the drain electrode of the thin film transistor.

Citation Information

Patent Citations

  • lime slaker

    CH20237A

  • Refrigerator and control method for the same

    KR1020190025862A

  • Organic electroluminescent materials and devices

    US20180375039A1