Organometallic compound, organic light-emitting device, electronic apparatus, and consumer article
By using the organometallic compound represented by Formula 1 as a sensitizer in the emitting layer of the organic light emitting device, the problems of insufficient color purity, luminous efficiency and service life in the prior art are solved, and a high-efficiency and long-life dark blue light emission effect is achieved.
Patent Information
- Application Number
- CN202411275849.X
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Priority Date
- 2023-09-15
- Filing Date
- 2024-09-12
- Publication Date
- 2025-03-18
AI Technical Summary
The existing organic light emitting devices have shortcomings in color purity, luminous efficiency and service life, and it is difficult to achieve excellent dark blue light emitting effect.
The organometallic compound represented by Formula 1 is used as the sensitizer in the emission layer. Through its application in the emission layer, the Frest resonance energy transfer (FRET) of the emitter in the emission layer is improved, thereby improving the luminous efficiency and service life of the organic light emitting device.
The high color purity, high luminous efficiency and long service life characteristics of the organic light emitting device are achieved, and it shows excellent effects in the emission of dark blue light.
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Figure CN119638752A_ABST
Abstract
Description
[0001] CROSS-REFERENCE TO RELATED APPLICATIONS
[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0123319 filed in the Korean Intellectual Property Office on September 15, 2023, the entire contents of which are incorporated herein by reference. Technical Field
[0003] One or more embodiments of the present disclosure relate to organometallic compounds, organic light-emitting devices including the organometallic compounds, and electronic devices and consumer products including the organic light-emitting devices. Background Art
[0004] The organic light emitting device is a self-emitting device that has a wide viewing angle, a high contrast ratio, a short response time, and excellent characteristics in terms of brightness, driving voltage, and response speed compared to devices in the related art, and produces a full-color image.
[0005] In an example, the organic light-emitting device may have a structure in which a first electrode is arranged on a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode are sequentially formed on the first electrode. Holes provided by the first electrode move toward the emission layer through the hole transport region, and electrons provided by the second electrode move toward the emission layer through the electron transport region. Carriers such as holes and electrons recombine in the emission layer to generate excitons. Excitons can transition from an excited state to a ground state, thereby generating light. Summary of the invention
[0006] One or more embodiments of the present disclosure include an organometallic compound, an organic light-emitting device including the organometallic compound, and electronic devices and consumer products including the organic light-emitting device.
[0007] Additional aspects of the embodiments 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 of the disclosure.
[0008] According to one or more embodiments, the organometallic compound is represented by Formula 1:
[0009] Formula 1
[0010]
[0011] Among them, in formula 1,
[0012] M 1may be platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) or thulium (Tm),
[0013] A 10 and A 20 can be independently C containing N 1 -C 60 Heterocyclic groups,
[0014] A 30 and A 40 Can be C independently 5 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic groups,
[0015] Y 30 and Y 40 can each independently be C or N,
[0016] Y 31 , Y 32 , Y 41 and Y 42 can each independently be N or C,
[0017] T 1 To T 4 each represents a chemical bond (e.g., a covalent bond or a coordinate covalent bond, which may also be referred to as a coordinate bond),
[0018] L 11 Can be *-O-*', *-S-*', *-C(R 1 )(R 2 )-*'、*-C(R 1 )=*'、*=C(R 1 )-*',
[0019] *-C(R 1 )=C(R 2 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 1 )-*'、*-N(R 1 )-*'、*-P(R 1 )-*'、*-Si(R 1 )(R 2 )-*'、*-P(R 1 )(R 2 )-*'、*-Ge(R 1 )(R 2)-*', unsubstituted or replaced by at least one R 10a Substituted divalent C 5 -C 60 A carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted divalent C 1 -C 60 Heterocyclic groups,
[0020] L 12 To L 14 can be independently *-O-*', *-S-*', *-C(R 3 )(R 4 )-*'、*-C(R 3 )=*'、*=C(R 3 )-*'、*-C(R 3 )=C(R 4 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 3 )-*'、*-N(R 3 )-*'、*-P(R 3 )-*'、*-Si(R 3 )(R 4 )-*'、*-P(R 3 )(R 4 )-*'、*-Ge(R 3 )(R 4 )-*', unsubstituted or replaced by at least one R 10a Substituted divalent C 5 -C 60 A carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted divalent C 1 -C 60 Heterocyclic group, * and *' each represent a binding site with an adjacent atom,
[0021] a11 can be 1, 2, 3, 4 or 5,
[0022] a12, a13 and a14 can each independently be 0, 1, 2, 3, 4 or 5,
[0023] R 1 To R 4 , R 10 , R 20 , R 30 and R 40 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, unsubstituted or substituted with at least one R 10a Substituted C1 -C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryl groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroarylthio group, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a Substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),
[0024] b10, b20, b30 and b40 may each independently be 1, 2, 3, 4, 5, 6, 7 or 8,
[0025] R 1 To R 4 , R 10 , R 20 , R 30 and R 40 Two or more adjacent groups in the formula (R) may be optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic groups,
[0026] R 10a It can be:
[0027] deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group or a nitro group,
[0028] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio 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 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof substituted C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group or C 1 -C 60 Alkoxy groups,
[0029] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy groups, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio 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 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group or C 6 -C 60 an arylthio group, or
[0030] -Si(Q 31 )(Q 32 )(Q33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),as well as
[0031] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are independently hydrogen, deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; C 1 -C 60 Alkyl group; C 2 -C 60 Alkenyl group; C 2 -C 60 Alkynyl group; C 1 -C 60 alkoxy groups; or each unsubstituted or substituted with deuterium, -F, cyano groups, C 1 -C 60 Alkyl group, C 1 -C 60 Alkoxy group, phenyl group, biphenyl group or any combination thereof substituted C 3 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic group.
[0032] According to one or more embodiments, an organic light-emitting device includes a first electrode, a second electrode, an intermediate layer between the first electrode and the second electrode and including an emission layer, and
[0033] At least one of the organometallic compounds.
[0034] According to one or more embodiments, an electronic device comprises the organic light emitting device. According to one or more embodiments, a consumer product comprises the organic light emitting device. BRIEF DESCRIPTION OF THE DRAWINGS
[0035] The above and other aspects and features of certain embodiments of the present disclosure will become more apparent from the following description taken in conjunction with the accompanying drawings, in which:
[0036] Figure 1 is a schematic cross-sectional view of an organic light-emitting device according to an embodiment;
[0037] Figure 2 is a schematic cross-sectional view of a structure of an electronic device according to an embodiment;
[0038] Figure 3 is a schematic cross-sectional view of a structure of an electronic device according to another embodiment;
[0039] Figure 4 is a schematic perspective view of an electronic equipment including an organic light emitting device according to an embodiment;
[0040] Figure 5 is a diagram illustrating the exterior of a vehicle as electronic equipment including an organic light emitting device according to the embodiment; and
[0041] FIG. 6A to FIG. 6C Each is a diagram schematically illustrating the interior of a vehicle according to one or more embodiments. DETAILED DESCRIPTION
[0042] Now will refer to embodiment in more detail, the example of described embodiment is illustrated in the accompanying drawings, wherein the same reference numerals refer to the same elements throughout the text.In this regard, the present embodiment can have different forms and should not be construed as being limited to the description set forth herein.Therefore, the following only describes the embodiment with reference to the accompanying drawings to explain the aspect of the embodiment.As used herein, the term "and / or" includes any combination and all combinations of one or more than one of the related listed items.When the expression such as "at least one (kind)" is before a column of elements, the elements of the entire column are modified and the single element of the column is not modified.
[0043] Aspects of the present disclosure provide an organometallic compound represented by Formula 1:
[0044] Formula 1
[0045]
[0046] Among them, in formula 1, M 1 It can be platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) or thulium (Tm).
[0047] In the embodiment, M 1 It can be Pt, Pd, Cu, Ag or Au.
[0048] In the embodiment, M 1 It can be Pt or Pd.
[0049] In formula 1, A 10 and A 20 can be independently C containing N 1 -C 60 Heterocyclic group.
[0050] In the implementation scheme, A 10 and A 20 Each may independently be an imidazole group, a benzimidazole group, a 4,5,6,7-tetrahydrobenzimidazole group, a 2,3-dihydrobenzimidazole group, an imidazopyridine group, a 2,3-dihydroimidazopyridine group, an imidazopyrimidine group, a 2,3-dihydroimidazopyrimidine group, an imidazopyrazine group or a 2,3-dihydroimidazopyrazine group.
[0051] In the implementation scheme, A 10 It may be a group represented by Formula 10-1 or Formula 10-2, and A 20 is a group represented by Formula 20-1 or Formula 20-2:
[0052]
[0053] Among them, in Formula 10-1, Formula 10-2, Formula 20-1 and Formula 20-2,
[0054] X 11 It can be C(R 11 ) or N, X 12 It can be C(R 12 ) or N, X 13 It can be C(R 13 ) or N, X 14 It can be C(R 14 ) or N, X 15 It can be C(R 15 ) or N, and X 16 It can be C(R 16 ) or N,
[0055] X 21 It can be C(R 21 ) or N, X 22 It can be C(R 22 ) or N, X 23 It can be C(R 23 ) or N, X 24 It can be C(R 24 ) or N, X 25 It can be C(R 25 ) or N, and X 26 It can be C(R26 ) or N,
[0056] R 11 To R 16 can be respectively related to R 10 Same as described,
[0057] R 21 To R 26 can be respectively related to R 20 Same as described, and
[0058] *, *' and *" each represent a binding site with an adjacent atom.
[0059] In formula 1, A 30 and A 40 Can be C independently 5 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic group.
[0060] In an embodiment, A 30 and A 40 can be independently a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, group, a cyclopentadiene group, a 1,2,3,4-tetrahydronaphthalene group, a furan group, a thiophene group, a silole group, an indene group, a fluorene group, an indole group, a carbazole group, a benzofuran group, a dibenzofuran group, a benzothiophene group, a dibenzothiophene group, a benzosilole group, a dibenzosilole group, an indenopyridine group, an indolopyridine group, a benzofuranopyridine group, a benzothienopyridine group, a benzothienopyridine group, a benzothienopyridine group, an indenopyrimidine group, an indolopyrimidine group, a benzofuranopyrimidine group, a benzothienopyrimidine group, a benzothienopyrimidine group, a benzothienopyrimidine group, a dihydropyridine group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a pyrazole group, an imidazole group, a 2,3-dihydroimidazole group, a triazole group, a 2,3-dihydrotriazole group, an oxazole group, an isoxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a 2,3-dihydrobenzimidazole group, an imidazopyridine group, a 2,3-dihydroimidazopyridine group, an imidazopyrimidine group, a 2,3-dihydroimidazopyrimidine group, an imidazopyrazine group, a 2,3-dihydroimidazopyrazine group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a 5,6,7,8-tetrahydroisoquinoline group, or a 5,6,7,8-tetrahydroquinoline group.
[0061] In an embodiment, A30 and A 40 Each may be independently a group represented by one of Formula 2-1 to Formula 2-43:
[0062]
[0063]
[0064]
[0065] Among them, in Formula 2-1 to Formula 2-43,
[0066] X 21 To X 23 can be independently C(Z 24 ) or C-*, where X 21 To X 23 At least two of may each be C-*,
[0067] X 24 Can be N-*, and X 25 and X 26 can be independently C(Z 24 ) or C-*, where X 25 and X 26 At least one of may be C-*,
[0068] X 27 and X 28 can be independently N, N(Z 25 ) or N-*, X 29 It can be C(Z 24 ) or C-*, where i) X 27 and X 28 At least one of may each be N-*, and X 29 Can be C-*, or ii)X 27 and X 28 Can be N-*, and X 29 It can be C(Z 24 ),
[0069] Z 21 To Z 25 can be independently deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidine group, a hydrazine group, a hydrazone group, a C 1 -C 20 Alkyl group, C 2 -C 20 Alkenyl group, C 2 -C 20 Alkynyl group, C 1 -C20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a phenanthryl group, an anthracenyl group, a triphenylenyl group, a pyridyl group, a pyrimidinyl group, a carbazolyl group or a triazinyl group,
[0070] c21 can be 1, 2 or 3,
[0071] c22 can be 1, 2, 3, 4 or 5,
[0072] c23 can be 1, 2, 3 or 4,
[0073] c24 can be 1 or 2, and
[0074] *Indicates the binding site with the adjacent atom.
[0075] In formula 1, Y 30 and Y 40 Can be C or N respectively.
[0076] In formula 1, T 1 To T 4 They can each represent a chemical bond.
[0077] For example, T 1 To T 4 Each may represent a coordinate bond (which may also be called a coordinate covalent bond or a coordinate bond) or a covalent bond.
[0078] In an embodiment, T 1 To T 4 Two of them may each be a coordinate bond, and the other two may each be a covalent bond. Therefore, the organometallic compound may be electrically neutral without having a salt form including or consisting of a cation and an anion.
[0079] In an embodiment, T 1 and T 2 can each be a coordination bond, and T 3 and T 4 Each may be a covalent bond.
[0080] In formula 1, L 11 Can be *-O-*', *-S-*', *-C(R 1 )(R 2 )-*'、*-C(R 1 )=*'、*=C(R 1 )-*'、*-C(R 1 )=C(R 2 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R1 )-*'、*-N(R 1 )-*'、*-P(R 1 )-*'、*-Si(R 1 )(R 2 )-*'、*-P(R 1 )(R 2 )-*'、*-Ge(R 1 )(R 2 )-*', unsubstituted or replaced by at least one R 10a Substituted divalent C 5 -C 60 A carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted divalent C 1 -C 60 Heterocyclic group.
[0081] In an embodiment, L 11 Can be *-O-*', *-S-*', *-N(R 1 )-*'、*-C(R 1 )(R 2 )-*'、*-Si(R 1 )(R 2 )-*'*-B(R 1 )-*', or unsubstituted or replaced by at least one R 10a Substituted divalent C 5 -C 60 Carbocyclic group.
[0082] In an embodiment, L 11 Can be *-C(R 1 )(R 2 )-*' or unsubstituted or replaced by at least one R 10a Substituted divalent C 5 -C 60 Carbocyclic group.
[0083] In an embodiment, L 11 Can be: *-C(R 1 )(R 2 )-*'; or each is unsubstituted or replaced by at least one R 10a A divalent group of a substituted cyclopropane group, cyclobutane group, cyclopentane group, cyclohexane group, cycloheptane group, cyclopropene group, cyclobutene group, cyclopentene group, cyclohexene group, cycloheptene group or phenyl group.
[0084] In an embodiment, L 11 Can be *-C(R 1 )(R 2 )-*'.
[0085] In formula 1, L 12 To L 14 can be independently *-O-*', *-S-*', *-C(R 3 )(R 4 )-*'、*-C(R 3 )=*'、*=C(R 3 )-*'、*-C(R 3 )=C(R 4 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 3 )-*'、*-N(R 3 )-*'、*-P(R 3 )-*'、*-Si(R 3 )(R 4 )-*'、*-P(R 3 )(R 4 )-*'、*-Ge(R 3 )(R 4 )-*', unsubstituted or replaced by at least one R 10a Substituted divalent C 5 -C 60 A carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted divalent C 1 -C 60 Heterocyclic group.
[0086] In an embodiment, L 12 To L 14 can be independently *-O-*', *-S-*', *-N(R 3 )-*'、*-C(R 3 )(R 4 )-*'、*-Si(R 3 )(R 4 )-*' or *-B(R 3 )-*'.
[0087] In an embodiment, L 11 To L 14 At least one of may be *-O-*' or *-S-*'. * and *' each represent a binding site with an adjacent atom.
[0088] In Formula 1, a11 may be 1, 2, 3, 4 or 5.
[0089] In an embodiment, a11 can be 1 or 2.
[0090] In an embodiment, a11 may be 1.
[0091] In Formula 1, a12, a13 and a14 may each independently be 0, 1, 2, 3, 4 or 5.
[0092] In an embodiment, a12, a13 and a14 can each be 1.
[0093] In formula 1, R 1 To R 4 , R 10 , R 20 , R 30 and R 40 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryl groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60Heteroaryl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroarylthio group, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a Substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ).
[0094] In Formula 1, b10, b20, b30 and b40 may each independently be 1, 2, 3, 4, 5, 6, 7 or 8.
[0095] In formula 1, R 1 To R 4 , R 10 , R 20 , R 30 and R 40 Two or more adjacent groups in the formula (R) may be optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group.
[0096] R 10a It can be:
[0097] deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group or a nitro group;
[0098] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio 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 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof substituted C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group or C 1 -C 60 Alkoxy groups;
[0099] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy groups, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio 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 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group or C 6 -C 60 an arylthio group; or
[0100] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),as well as
[0101] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 may be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; C 1 -C 60 Alkyl group; C 2 -C 60 Alkenyl group; C 2 -C 60 Alkynyl group; C 1 -C 60 alkoxy groups; or each unsubstituted or substituted with deuterium, -F, cyano groups, C 1 -C 60 Alkyl group, C 1 -C 60 Alkoxy group, phenyl group, biphenyl group or any combination thereof substituted C 3 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic group.
[0102] In an embodiment, R 1 To R 4 , R 10 , R 20 , R 30 and R 40 can be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, a cyano group, C 1 -C 20 Alkyl group or C 1 -C 20 Alkoxy groups;
[0103] Each was deuterated, -F, -Cl, -Br, -I, -CDH 2 、-CD 2 H.-CD 3 , cyano group, phenyl group, biphenyl group or any combination thereof substituted C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group or C 3 -C 10 Cycloalkyl groups;
[0104] a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentacene group, a pyrrolyl group, a thienyl group, a furyl group, a thioyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindoleyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinoline group, a a benzofuranyl group, a benzothiophenyl group, a benzothiophenyl group, a benzothiazyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzosilyl group, a benzothiazolyl group, a benzisothiazolyl group, a benzoxazolyl group group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazine group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a naphthobenzofuranyl group, a naphthobenzothiophenyl group, a naphthobenzosilyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a dinaphthobenzosilyl group a thiazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, an oxazolopyridyl group, a thiazopyridyl group, a benzonaphthyridinyl group, an azafluorenyl group, an azaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothienyl group, an azadibenzosilyl group, an indenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolyl group or an indolocarbazolyl group;
[0105] Each was deuterated, -F, -Cl, -Br, -I, -CDH 2 、-CD 2 H.-CD 3 , cyano group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy groups, C 3 -C 10 a cycloalkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenylene group, a perylene group, a pentacene group, a pyrrolyl group, a thienyl group, a furyl group, a thioyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a group, a benzoisoquinolyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazoline group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthroline group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothienyl group, a benzosilyl group, a benzothiazolyl group, a benzisothiazolyl group, a benzoxazolyl group, Benzisoxazolyl group, triazolyl group, tetrazolyl group, thiadiazolyl group, oxadiazolyl group, triazine group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzosilyl group, benzocarbazolyl group, naphthobenzofuranyl group, naphthobenzothiophenyl group, naphthobenzosilyl group, dibenzocarbazolyl group, dinaphthofuranyl group, dinaphthothiophenyl group, dinaphthosilyl group azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, an indenopyrrolyl group, an indolepyrrolyl group, an indenocarbazolyl group, an indolecarbazolyl group, a -Si(Q)- 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 )、-P(=S)(Q 31 )(Q 32) or any combination thereof substituted by a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentacene group, a pyrrolyl group, a thienyl group, a furyl group, a thioyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindoleyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinoline group, a a benzofuranyl group, a benzothiophenyl group, a benzothiophenyl group, a benzothiazyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzosilyl group, a benzothiazolyl group, a benzisothiazolyl group, a benzoxazolyl group , a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazine group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a naphthobenzofuranyl group, a naphthobenzothiophenyl group, a naphthobenzosilyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a dinaphthobenzosilyl group a thiolyl group, an imidazopyridyl group, an imidazopyrimidyl group, an oxazolopyridyl group, a thiazopyridyl group, a benzonaphthyridinyl group, an azafluorenyl group, an azaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothienyl group, an azadibenzosilyl group, an indenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolyl group or an indolocarbazolyl group; or
[0106] -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 ) or -P(=S)(Q 1 )(Q 2 ). Q 1 To Q 3 Can be the same as described herein.
[0107] In an embodiment, R 1 To R 4 , R 10 , R 20 , R 30 and R 40 can be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, a cyano group, C 1 -C 20 Alkyl group or C 1 -C 20 Alkoxy groups;
[0108] C each substituted with deuterium, -F, -Cl, -Br, -I, a cyano group, a phenyl group, a biphenyl group, or any combination thereof 1 -C 20 Alkyl group or C 1 -C 20 an alkoxy group; or
[0109] A group represented by one of Formula 5-1 to Formula 5-26 and Formula 6-1 to Formula 6-55:
[0110]
[0111]
[0112]
[0113] Among them, in Formula 5-1 to Formula 5-26 and Formula 6-1 to Formula 6-55,
[0114] Y 31 and Y 32 can be independently O, S, C (Z 33 )(Z 34 )、N(Z 33 ) or Si(Z 33 )(Z 34 ),
[0115] Z 31 To Z 34 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1-C 20 Alkyl group, C 2 -C 20 Alkenyl group, C 2 -C 20 Alkynyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a phenanthryl group, an anthracenyl group, a triphenylenyl group, a pyridyl group, a pyrimidinyl group, a carbazolyl group and a triazinyl group,
[0116] e2 can be 1 or 2,
[0117] e3 can be an integer from 1 to 3,
[0118] e4 can be an integer from 1 to 4,
[0119] e5 can be an integer from 1 to 5.
[0120] e6 can be an integer from 1 to 6.
[0121] e7 can be an integer from 1 to 7.
[0122] e9 can be an integer from 1 to 9, and
[0123] *Indicates the binding site with the adjacent atom.
[0124] In an embodiment, R 1 To R 4 , R 10 , R 20 , R 30 and R 40 Two or more adjacent ones of may optionally be bonded together to form:
[0125] Each is unsubstituted or substituted with at least one R 10a A substituted cyclopropane group, cyclobutane group, cyclopentane group, cyclohexane group, cycloheptane group, cyclopropene group, cyclobutene group, cyclopentene group, cyclohexene group, cycloheptene group, phenyl group, naphthalene group, fluorene group, phenanthrene group, carbazole group, dibenzofuran group, dibenzothiophene group or dibenzosilole group. 10a Can be the same as described herein.
[0126] In an embodiment, R 1 and R 2 They may not be bonded to each other to form a ring.
[0127] In an embodiment, R 1 To R 4 , R 10 , R 20, R 30 and R 40 and 6-1 to 6-55.
[0128] In an embodiment, R 1 To R 4 , R 10 , R 20 , R 30 and R 40 can be independently selected from: hydrogen, deuterium, -F, -Cl, -Br, -I, cyano groups, C 1 -C 20 Alkyl groups and C 1 -C 20 Alkoxy groups;
[0129] C each substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, a cyano group, a phenyl group, and a biphenyl group 1 -C 20 Alkyl groups and C 1 -C 20 Alkoxy groups;
[0130] a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a carbazolyl group, an acridinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, and a dibenzocarbazolyl group; and
[0131] Each is deuterated, -F, -Cl, -Br, -I, cyano group, C 1 -C 20 Alkyl group, C 1 -C 20 at least one substituted phenyl group among an alkoxy group, a phenyl group and a biphenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a carbazolyl group, an acridinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group and a dibenzocarbazolyl group.
[0132] In Formula 1, b10, b20, b30 and b40 may each independently be 1, 2, 3, 4, 5, 6, 7 or 8.
[0133] In an embodiment, the organometallic compound represented by Formula 1 may be a compound represented by one of Formulas 11 to 13:
[0134] Formula 11
[0135]
[0136] Formula 12
[0137]
[0138] Formula 13
[0139]
[0140] Among them, in formula 11 to formula 13,
[0141] M 1 , A 30 , A 40 , Y 30 To Y 32 , Y 40 To Y 42 , T 1 To T 4 , L 11 To L 14 、a12 to a14、R 10 , R 20 , R 30 , R 40 , b10, b20, b30 and b40 may each be the same as described herein,
[0142] X 11 It can be C(R 11 ) or N, X 12 It can be C(R 12 ) or N,
[0143] X 21 It can be C(R 21 ) or N, and X 22 It can be C(R 22 ) or N,
[0144] R 11 and R 12 can be respectively related to R 10 Same as described,
[0145] R 21 and R 22 can be respectively related to R 20 Same as described, and
[0146] A 11 and A 21Each is independently a cyclopentene group, a cyclohexane group, a phenyl group, a naphthalene group, a fluorene group, an anthracene group, a phenanthrene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzosilole group, a pyridine group, a pyrimidine group, a pyrazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group or a quinazoline group.
[0147] In an embodiment, the organic metal compound represented by Formula 1 may be a compound represented by one of Formulas 31 to 33:
[0148] Formula 31
[0149]
[0150] Formula 32
[0151]
[0152] Formula 33
[0153]
[0154] Among them, in Formula 31 to Formula 33,
[0155] M 1 , T 1 To T 4 and L 11 To L 14 may each be the same as described herein,
[0156] R 11 To R 16 can be independently compared with R 10 Same as described,
[0157] R 21 To R 26 can be independently compared with R 20 Same as described,
[0158] R 31 To R 33 can be independently compared with R 30 Same as described, and
[0159] R 41 To R 43 can be independently compared with R 40 Same as described.
[0160] In embodiments, the organometallic compound may be electrically neutral.
[0161] In an embodiment, the organometallic compound may have a structure in which all metal rings are 6-membered or more rings.
[0162] For example, the metal ring of the organometallic compound may be a 6-membered ring or a 7-membered ring.
[0163] In an embodiment, the metal rings of the organometallic compound may all be 6-membered rings.
[0164] In an embodiment, the organometallic compound may be represented by Formula 1A, wherein CY 1 To CY 4 All rings can be 6 or more than 6 members:
[0165] Formula 1A
[0166]
[0167] Wherein, in Formula 1A,
[0168] M 1 , A 10 , A 20 , A 30 , A 40 , Y 30 , Y 40 , Y 31 , Y 32 , Y 41 , Y 42 , T 1 To T 4 , L 11 To L 14 、a11 to a14、R 10 , R 20 , R 30 , R 40 , b10, b20, b30 and b40 can each be the same as described herein.
[0169] In the implementation scheme, CY 1 To CY 4 Each may independently be a 6-membered ring or a 7-membered ring.
[0170] In the implementation scheme, CY 2 and CY 4 Each may independently be a 6-membered ring.
[0171] In the implementation scheme, CY 2 To CY 4 Each may independently be a 6-membered ring.
[0172] In the implementation scheme, CY 1 To CY 4 Each may independently be a 6-membered ring.
[0173] In an embodiment, the organometallic compound represented by Formula 1 may be selected from Compound 1 to Compound 71, but the embodiment is not limited thereto:
[0174]
[0175]
[0176]
[0177]
[0178]
[0179]
[0180] The organometallic compound represented by Formula 1 contains at least two carbene groups and thus reacts with the metal M 1 The bonding of the organic metal can be stable, thereby improving the stability of the organic metal compound. In addition, the spin-orbit coupling is improved, thereby improving the color purity and the luminous efficiency.
[0181] Therefore, when the organic metal compound represented by Formula 1 is applied to an organic light-emitting device, color purity, luminous efficiency, and service life characteristics can be improved. For example, when the emission layer of the organic light-emitting device includes the organic metal compound represented by Formula 1, an organic light-emitting device that emits deep blue with excellent color purity, luminous efficiency, and service life characteristics can be realized.
[0182] In addition, when the emission layer of the organic light-emitting device includes the organic metal compound represented by Formula 1 as a sensitizer, a blue shift occurs, so that the First Resonance Energy Transfer (FRET) can improve the luminous efficiency and service life characteristics of organic light-emitting devices.
[0183] The organometallic compound may emit blue light. For example, the organometallic compound may emit blue light having a maximum emission wavelength greater than or equal to 400 nm and less than 500 nm, such as greater than or equal to 410 nm and less than 490 nm (bottom emission CIE x,y The color coordinates are 0.15, 0.05 to 0.15), but the embodiment is not limited thereto. Therefore, the organic metal compound represented by Formula 1 may be useful in manufacturing an organic light-emitting device that emits blue light.
[0184] A person of ordinary skill in the art can recognize a method for synthesizing the organometallic compound represented by Formula 1 by referring to the examples provided below.
[0185] In an embodiment, the first electrode of the organic light-emitting device may be an anode, the second electrode of the organic light-emitting device may be a cathode, and the intermediate layer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode, wherein the hole transport region may include a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer or any combination thereof, and the electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer or any combination thereof.
[0186] In an embodiment, the emission layer may include an organic metal compound represented by Formula 1. For example, the emission layer may emit blue light having a maximum emission wavelength of about 400 nm to about 500 nm.
[0187] In one or more embodiments, the emission layer of the organic light-emitting device may include a dopant and a host, and the dopant may include an organic metal compound represented by Formula 1. That is, the organic metal compound may act as a dopant. The emission layer may emit, for example, blue light. The blue light may have, for example, a maximum emission wavelength of about 400 nm to about 500 nm.
[0188] In embodiments, the emissive layer may include a host and a dopant.
[0189] In an embodiment, in the emission layer, the amount of the host may be greater than the amount of the dopant on a weight basis.
[0190] In embodiments, the subject matter can be understood by reference to the description of the subject matter provided herein.
[0191] Therefore, a light-emitting device (eg, an organic light-emitting device) including the organometallic compound represented by Formula 1 may have high color purity, high light emission efficiency, low driving voltage, and long lifespan characteristics.
[0192] In an embodiment, the organic metal compound represented by Formula 1 may emit blue light. For example, the organic metal compound represented by Formula 1 may emit blue light having a maximum emission wavelength of about 390 nm to about 500 nm, about 410 nm to about 500 nm, about 410 nm to about 490 nm, about 430 nm to about 480 nm, about 440 nm to about 475 nm, or about 455 nm to about 470 nm.
[0193] In embodiments, the organometallic compound represented by Formula 1 may have a color purity in which the bottom emission CIEx coordinate is about 0.12 to about 0.15 or about 0.13 to about 0.14 and the bottom emission CIEy coordinate is about 0.06 to about 0.25, about 0.10 to about 0.20, or about 0.13 to about 0.20.
[0194] The term "intermediate layer" as used herein refers to a single layer and / or a plurality of layers between a first electrode and a second electrode of a light emitting device.
[0195] Another aspect of an embodiment of the present disclosure provides an electronic device including an organic light-emitting device. The electronic device may further include a thin film transistor. For example, the electronic device may further include a thin film transistor, the thin film transistor including a source electrode and a drain electrode, wherein the first electrode of the organic light-emitting device may be electrically connected to the source electrode or the drain electrode. In an embodiment, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof. For more details of the electronic device, reference may be made to the description provided herein.
[0196] Another aspect of an embodiment of the present disclosure provides a consumer product including an organic light-emitting device.
[0197] For example, the consumer product can be a flat panel display, a curved display, a computer monitor, a medical monitor, a TV, a billboard, an indoor and / or outdoor light and / or a signal light, a head-up display, a fully transparent display or a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable display, a laser printer, a phone, a mobile phone, a tablet computer, a tablet phone, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a 3D display, a virtual reality display and / or an augmented reality display, a vehicle, a video wall comprising multiple displays stitched together, a theater screen and / or a stadium screen, a light therapy device and / or a sign.
[0198] Figure 1 Description
[0199] Figure 1 is a schematic cross-sectional view of an organic light-emitting device 10 according to an embodiment. The organic light-emitting device 10 includes a first electrode 110 , an intermediate layer 130 , and a second electrode 150 .
[0200] In the following, we will discuss Figure 1 A structure of an organic light-emitting device 10 and a method of manufacturing the organic light-emitting device 10 according to the embodiment are described.
[0201] First electrode 110
[0202] exist Figure 1In the embodiment, the substrate may be additionally under the first electrode 110 and / or on the second electrode 150. In the embodiment, as the substrate, a glass substrate and / or a plastic substrate may be used. In one or more embodiments, the substrate may be a flexible substrate and may include a plastic having excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide or any combination thereof.
[0203] The first electrode 110 may be formed by, for example, depositing and / 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 a high work function material that facilitates hole injection.
[0204] The first electrode 110 may be a reflective electrode, a semi-transmissive reflective electrode, or a transmissive electrode. In an embodiment, when the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), or any combination thereof. In one or more than one embodiments, when the first electrode 110 is a semi-transmissive reflective electrode or a reflective electrode, the material used to form the first electrode 110 may include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof.
[0205] The first electrode 110 may have a single-layer structure consisting of a single layer or a multi-layer structure including a plurality of layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.
[0206] Middle layer 130
[0207] The intermediate layer 130 is on the first electrode 110. The intermediate layer 130 may include an emission layer.
[0208] The intermediate layer 130 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 150 .
[0209] In addition to various suitable organic materials, the intermediate layer 130 may further include a metal-containing compound (eg, an organic metal compound), an inorganic material (eg, quantum dots), and the like.
[0210] In the embodiment, the intermediate layer 130 may include: i) two or more emission units sequentially stacked between the first electrode 110 and the second electrode 150, and ii) a charge generation layer between the two or more emission units. When the intermediate layer 130 includes two or more emission units and the charge generation layer, the organic light-emitting device 10 may be a tandem organic light-emitting device.
[0211] Hole transport region in the intermediate layer 130
[0212] The hole transport region may have: i) a single-layer structure consisting of a single layer consisting of a single material, ii) a single-layer structure consisting of a single layer consisting of a plurality of materials different from each other, or iii) a multi-layer structure including a plurality of layers containing a plurality of materials different from each other.
[0213] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof.
[0214] For example, the hole transport region may have a multilayer structure including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure, or a hole injection layer / hole transport layer / emission auxiliary layer structure, wherein the constituent layers of each structure are stacked in sequence from the first electrode 110.
[0215] The hole transport region may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:
[0216] Formula 201
[0217]
[0218] Formula 202
[0219]
[0220] Among them, in equation 201 and equation 202, L 201 To L 204 may be each independently unsubstituted or substituted with at least one R 10a Substituted divalent C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted divalent C 1 -C 60 Heterocyclic groups,
[0221] L 205 Can be *-O-*', *-S-*', *-N(Q 201 )-*', unsubstituted or replaced by at least one R10a Substituted C 1 -C 20 Alkylene group, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkenylene group, unsubstituted or substituted with at least one R 10a Substituted divalent C 3 -C 60 A carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted divalent C 1 -C 60 Heterocyclic group, * and *' each represent a binding site with an adjacent atom,
[0222] xa1 to xa4 may each independently be an integer from 0 to 5,
[0223] xa5 can be an integer from 1 to 10,
[0224] R 201 To R 204 and Q 201 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic groups,
[0225] R 201 and R 202 can be optionally substituted via a single bond (eg, a covalent bond), unsubstituted or substituted with at least one R 10a Substituted C 1 -C 5 The alkylene group is either unsubstituted or substituted with at least one R 10a Substituted C 2 -C 5 Alkenylene groups are linked to each other to form an unsubstituted or substituted 10a Substituted C 8 -C 60 Polycyclic groups (e.g., carbazole groups, etc.) (e.g., compound HT16, etc.),
[0226] R 203 and R 204 can be optionally substituted via a single bond (eg, a covalent bond), unsubstituted or substituted with at least one R 10a Substituted C 1 -C 5 The alkylene group is either unsubstituted or substituted with at least one R 10a Substituted C 2-C 5 The alkenylene groups are bonded to each other to form an unsubstituted or substituted 10a Substituted C 8 -C 60 Polycyclic groups, and
[0227] na1 can be an integer from 1 to 4. 10a Can be the same as described herein.
[0228] For example, each of Formula 201 and Formula 202 may include at least one of the groups represented by Formula CY201 to Formula CY217:
[0229]
[0230] In formula CY201 to formula CY217, R 10b and R 10c can be respectively related to R 10a Same as described, CY 201 To Ring CY 204 Can be C independently 3 -C 20 Carbocyclic group or C 1 -C 20 heterocyclic group, and at least one hydrogen in Formula CY201 to Formula CY217 may be unsubstituted or replaced by R described herein. 10a replace.
[0231] In the embodiment, in Formula CY201 to Formula CY217, ring CY 201 To Ring CY 204 Each may independently be a benzene group, a naphthyl group, a phenanthrene group or an anthracene group.
[0232] In one or more than one embodiments, each of Formula 201 and Formula 202 may include at least one of the groups represented by Formula CY201 to Formula CY203.
[0233] In one or more than one embodiments, Formula 201 may include at least one of the groups represented by Formula CY201 to Formula CY203 and at least one of the groups represented by Formula CY204 to Formula CY217.
[0234] In one or more than one embodiments, in Formula 201, xa1 may be 1, R 201 can be one of the groups represented by formula CY201 to formula CY203, xa2 can be 0, and R 202 It may be one of the groups represented by formula CY204 to formula CY207.
[0235] In one or more than one embodiments, each of Formula 201 and Formula 202 may not include the groups represented by Formula CY201 to Formula CY203.
[0236] In one or more than one embodiments, each of Formula 201 and Formula 202 may not include the groups represented by Formula CY201 to Formula CY203, and may include at least one of the groups represented by Formula CY204 to Formula CY217.
[0237] In one or more than one embodiments, each of Formula 201 and Formula 202 may not include groups represented by Formula CY201 to Formula CY217.
[0238] In an embodiment, the hole transport region may include one of compounds HT1 to HT46, 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), or any combination thereof:
[0239]
[0240]
[0241]
[0242]
[0243]
[0244] The thickness of the hole transport region may be about to about For example, about to about When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about to about For example, about to about And the thickness of the hole transport layer can be about to about For example, about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, suitable or satisfactory hole transport characteristics may be obtained without a significant increase in driving voltage.
[0245] The emission auxiliary layer can increase the light emission efficiency by compensating the optical resonance distance according to the wavelength of the light emitted by the emission layer, and the electron blocking layer can block or reduce the leakage of electrons from the emission layer to the hole transport region. The material that can be included in the hole transport region can be included in the emission auxiliary layer and the electron blocking layer.
[0246] p-dopant
[0247] In addition to these materials, the hole transport region may further include a charge generating material for improving conduction properties (eg, conductive properties). The charge generating material may be uniformly or non-uniformly dispersed in the hole transport region (eg, in the form of a single layer consisting of the charge generating material).
[0248] The charge generating material may be, for example, a p-dopant.
[0249] For example, the p-dopant may have a LUMO level less than or equal to -3.5 eV.
[0250] In an embodiment, the p-dopant may include a quinone derivative, a compound containing a cyano group, a compound including the element EL1 and the element EL2, or any combination thereof.
[0251] Examples of quinone derivatives are TCNQ, F4-TCNQ and the like.
[0252] Examples of the cyano group-containing compound are HAT-CN, a compound represented by Formula 221, and the like:
[0253]
[0254]
[0255] Among them, in formula 221,
[0256] R 221 To R 223 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, R 10a can be the same as described herein, and
[0257] R 221 To R223 At least one of them may be independently substituted by a cyano group; -F; -Cl; -Br; -I; C substituted by a cyano group, -F, -Cl, -Br, -I or any combination thereof 1 -C 20 Alkyl group; or any combination thereof substituted C 3 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic group.
[0258] In the compound including the element EL1 and the element EL2, the element EL1 may be a metal, a metalloid, or any combination thereof, and the element EL2 may be a nonmetal, a metalloid, or any combination thereof.
[0259] Examples of metals are alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (Cs), etc.). o), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au), etc.); late transition metals (e.g., zinc (Zn), indium (In), tin (Sn), etc.); lanthanide metals (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), etc.); etc.
[0260] Examples of metalloids are silicon (Si), antimony (Sb), tellurium (Te), and the like.
[0261] Examples of nonmetals are oxygen (O), halogens (eg, F, Cl, Br, I, etc.), and the like.
[0262] Examples of compounds containing element EL1 and element EL2 are metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, metalloid iodides, etc.), metal tellurides, or any combination thereof.
[0263] Examples of metal oxides are tungsten oxides (e.g., WO, W 2 O 3 , WO2 , WO 3 , W 2 O 5 etc.), vanadium oxides (e.g., VO, V 2 O 3 , VO 2 、V 2 O 5 etc.), molybdenum oxides (e.g., MoO, Mo 2 O 3 、MoO 2 、MoO 3 、Mo 2 O 5 etc.), rhenium oxides (e.g., ReO 3 etc.
[0264] Examples of the metal halide are alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, lanthanide metal halides, and the like.
[0265] Examples of alkali metal halides are LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, CsI, etc.
[0266] An example of an alkaline earth metal halide is BeF 2 MgF 2 , CaF 2 , SrF 2 , BaF 2 、BeCl 2 MgCl 2 , CaCl 2 、SrCl 2 、BaCl 2 ,BeBr 2 MgBr 2 , CaBr 2 , SrBr 2 ,BaBr 2 ,BeI 2 MgI 2 ,CaI 2 , SrI 2 ,BaI 2 wait.
[0267] Examples of transition metal halides are titanium halides (e.g., TiF 4 、TiCl 4 、TiBr 4 、TiI 4 etc.), zirconium halides (e.g., ZrF4 、ZrCl 4 , ZrBr 4 , ZrI 4 etc.), hafnium halides (e.g., HfF 4 , HfCl 4 , HfBr 4 , HfI 4 etc.), vanadium halides (e.g., VF 3 、VCl 3 , VBr 3 VI 3 etc.), niobium halides (e.g., NbF 3 、NbCl 3 , NbBr 3 , NbI 3 etc.), tantalum halides (e.g., TaF 3 、TaCl 3 、TaBr 3 、TaI 3 etc.), chromium halides (e.g., CrF 3 CrCl 3 CrBr 3 CrI 3 etc.), molybdenum halides (e.g., MoF 3 、MoCl 3 、MoBr 3 、MoI 3 etc.), tungsten halides (e.g., WF 3 、WCl 3 , WBr 3 , WI 3 etc.), manganese halides (e.g., MnF 2 、MnCl 2 、MnBr 2 、MnI 2 etc.), technetium halides (e.g., TcF 2 , TcCl 2 、TcBr 2 , TcI 2 etc.), rhenium halides (e.g., ReF 2 、ReCl 2 、ReBr 2 、ReI 2 etc.), iron halides (e.g., FeF 2 、FeCl 2 , FeBr 2 ,FeI 2 etc.), ruthenium halides (e.g., RuF 2 、RuCl 2 ,RuBr 2, RuI 2 etc.), osmium halides (e.g., OsF 2 , OsCl 2 、OsBr 2 , OsI 2 etc.), cobalt halides (e.g., CoF 2 、CoCl 2 ,CoBr 2 、CoI 2 etc.), rhodium halides (e.g., RhF 2 , RhCl 2 , RhBr 2 , RhI 2 etc.), iridium halides (e.g., IrF 2 、IrCl 2 ,IrBr 2 ,IrI 2 etc.), nickel halides (e.g., NiF 2 、NiCl 2 、NiBr 2 , NiI 2 etc.), palladium halides (e.g., PdF 2 , PdCl 2 , PdBr 2 , PdI 2 etc.), platinum halides (e.g., PtF 2 , PtCl 2 , PtBr 2 , PtI 2 etc.), copper halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.), gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.), etc.
[0268] Examples of late transition metal halides are zinc halides (e.g., ZnF 2 、ZnCl 2 、ZnBr 2 、ZnI 2 etc.), indium halides (e.g., InI 3 etc.), tin halides (e.g., SnI 2 etc.
[0269] Examples of lanthanide metal halides are YbF, YbF 2 , YbF 3 、SmF 3 、YbCl、YbCl 2 YbCl 3 、SmCl 3 , YbBr, YbBr2 , YbBr 3 、SmBr 3 、YbI、YbI 2 ,YbI 3 and SmI 3 .
[0270] Examples of metalloid halides are antimony halides (e.g., SbCl 5 etc.
[0271] Examples of metal tellurides are alkali metal tellurides (e.g., Li 2 Te、Na 2 Te, K 2 Te、Rb 2 Te, Cs 2 Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), transition metal tellurides (e.g., TiTe 2 、ZrTe 2 、HfTe 2 、V 2 Te 3 , Nb 2 Te 3 、 2 Te 3 Cr 2 Te 3 、Mo 2 Te 3 , W 2 Te 3 , MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu 2 Te, CuTe, Ag 2 Te, AgTe, Au 2 Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.), lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.), etc.
[0272] Emission layer in the middle layer 130
[0273] When the organic light-emitting device 10 is a full-color organic light-emitting device, the emission layer can be patterned into a red emission layer, a green emission layer and / or a blue emission layer according to the sub-pixel. In an embodiment, the emission layer may have a stacked structure of two or more layers of 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 (e.g., physical contact) or separated from each other (e.g., spaced apart) to emit white light. In one or more embodiments, the emission layer may include two or more materials of 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.
[0274] In an embodiment, the emission layer may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.
[0275] The amount of the dopant in the emission layer may be about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.
[0276] In one or more embodiments, the emissive layer may comprise quantum dots.
[0277] In one or more embodiments, the emissive layer can include a delayed fluorescent material. The delayed fluorescent material can act as a host or a dopant in the emissive layer 120.
[0278] The thickness of the emission layer can be about to about For example, about to about When the thickness of the emission layer is within these ranges, excellent light emitting characteristics can be obtained without a significant increase in driving voltage.
[0279] main body
[0280] In an embodiment, the host may include a compound represented by Formula 301:
[0281] Formula 301
[0282] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21
[0283] Wherein, in Formula 301,
[0284] Ar 301 may be unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, L 301 may be unsubstituted or substituted with at least one R 10a Substituted divalent C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted divalent C 1 -C 60 Heterocyclic groups,
[0285] xb11 can be 1, 2 or 3,
[0286] xb1 can be an integer from 0 to 5.
[0287] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or replaced by at least one R 10a Substituted C 1 -C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic 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 ) or -P(=O)(Q 301 )(Q 302 ),
[0288] xb21 can be an integer from 1 to 5, and
[0289] Q 301 To Q 303 You can each share your experience with Q 1 Same as described. 10a Can be the same as described herein.
[0290] For example, when xb11 in Formula 301 is 2 or greater, two or more Ar 301 They may be linked to each other via a single bond (eg, a covalent bond).
[0291] In one or more than one embodiments, the host may comprise a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:
[0292] Formula 301-1
[0293]
[0294] Formula 301-2
[0295]
[0296] Among them, in Formula 301-1 and Formula 301-2,
[0297] Ring A 301 To Ring A 304 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic groups,
[0298] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),
[0299] xb22 and xb23 can each independently be 0, 1 or 2,
[0300] L 301 , xb1 and R 301 may each be the same as described herein,
[0301] L 302 To L 304 can be independently related to L 301Same as described,
[0302] xb2 to xb4 may each independently be the same as described with respect to xb1, and
[0303] R 302 To R 305 and R 311 To R 314 can be respectively related to R 301 Same as described.
[0304] In one or more embodiments, the host may comprise an alkaline earth metal complex, a late transition metal complex, or any combination thereof. In one or more embodiments, the host may comprise a Be complex (e.g., compound H55), a Mg complex, a Zn complex, or any combination thereof.
[0305] In one or more than one embodiments, the host may include: Compound H1 to Compound H124; 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-carbazolyl)benzene (mCP); 1,3,5-tri(carbazolyl-9-yl)benzene (TCP); or any combination thereof:
[0306]
[0307]
[0308]
[0309]
[0310]
[0311]
[0312] In an embodiment, the host may include a first host compound and a second host compound.
[0313] In an embodiment, the first host compound may be a hole transporting host.
[0314] In an embodiment, the second host compound may be an electron transporting host.
[0315] In an embodiment, the term "hole transport host" as used herein may be a compound including a hole transport moiety.
[0316] In an embodiment, the term "electron transporting host" as used herein may be a compound not only including an electron transporting moiety but also having a bipolar property.
[0317] The terms "hole transport host" and "electron transport host" as used herein can be understood based on the relative difference between their hole mobility and electron mobility. For example, even when the electron transport host does not include an electron transport moiety, a bipolar compound that exhibits a relatively higher electron mobility than a hole transport host can also be understood as an electron transport host.
[0318] In the embodiment, the hole transport host may be represented by one of Formulas 311-1 to 311-6, and the electron transport host may be represented by one of Formulas 312-1 to 312-4 and 313:
[0319] Formula 311-1
[0320]
[0321] Formula 311-2
[0322]
[0323] Formula 311-3
[0324]
[0325] Formula 311-4
[0326]
[0327] Formula 311-5
[0328]
[0329] Formula 311-6
[0330]
[0331] Formula 312-1
[0332]
[0333] Formula 312-2
[0334]
[0335] Formula 312-3
[0336]
[0337] Formula 312-4
[0338]
[0339] Formula 313
[0340]
[0341] Formula 313A
[0342]
[0343] Among them, in Formulas 311-1 to 311-6, Formulas 312-1 to 312-4, Formula 313 and Formula 313A,
[0344] Ar 301 may be unsubstituted or substituted with at least one R 10a Substituted divalent C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted divalent C 1 -C 60 Heterocyclic groups,
[0345] A 301 To A 304 Can be C independently 3 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic groups,
[0346] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ] or Si[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ],
[0347] X 302 , Y 301 and Y 302 can each independently be a single bond (eg, a covalent bond), O, S, N[(L 305 ) xb5 -R 305 ]、C[(L 304 ) xb4 -R 304 ][(L 305 )xb5 -R 305 ]、Si[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ] or S(=O) 2 ,
[0348] xb1 to xb5 can each be 0, 1, 2, 3, 4 or 5,
[0349] xb6 can be 1, 2, 3, 4 or 5,
[0350] X 321 To X 328 can be independently N or C[(L 324 ) xb24 -R 324 ],
[0351] Y 321 Can be *-O-*', *-S-*', *-N[(L 325 ) xb25 -R 325 ]-*'、*-C[(L 325 ) xb25 -R 325 ][(L 326 ) xb26 -R 326 ]-*'、*-C[(L 325 ) xb25 -R 325 ]=C[(L 326 ) xb26 -R 326 ]-*'、*-C[(L 325 ) xb25 -R 325 ]=N-*'or*-N=C[(L 326 ) xb26 -R 326 ]-*', * and *' each represent the binding site with the adjacent atom,
[0352] k21 can be 0, 1 or 2, where Y is absent when k21 is 0. 321 ,
[0353] xb21 to xb26 may each independently be 0, 1, 2, 3, 4 or 5,
[0354] A 31 , A 32 and A 34 Can be C independently 3 -C60 Carbocyclic group or C 1 -C 30 Heterocyclic groups,
[0355] A 33 It may be a group represented by formula 313A,
[0356] X 31 It can be N[(L 335 ) xb35 -(R 335 )]、O、S、Se、C[(L 335 ) xb35 -(R 335 )][(L 336 ) xb36 -(R 336 )] or Si[(L 335 ) xb35 -(R 335 )][(L 336 ) xb36 -(R 336 )],
[0357] xb31 to xb36 may each independently be 0, 1, 2, 3, 4 or 5,
[0358] xb42 to xb44 can each independently be 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10,
[0359] L 301 To L 306 , L 321 To L 326 and L 331 To L 336 may each independently be a single bond (eg, a covalent bond), unsubstituted or substituted with at least one R 10a Substituted C 1 -C 20 Alkylene group, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkenylene group, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkyne group, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkylene groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkylene group, unsubstituted or substituted with at least one R 10a Substituted C3 -C 10 Cycloalkenylene group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkenylene group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylene group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroarylene groups, unsubstituted or substituted with at least one R 10a A substituted divalent non-aromatic fused polycyclic group, or unsubstituted or substituted by at least one R 10a a substituted divalent non-aromatic fused heteropolycyclic group,
[0360] R 301 To R 305 , R 311 To R 314 , R 321 To R 324 and R 331 To R 336 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkenyl groups, unsubstituted or substituted with at least one R10a Substituted C 6 -C 60 Aryl groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroarylthio group, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a Substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),
[0361] R 321 To R 324 Two or more adjacent groups in the formula (R) may be optionally bonded to each other to form an unsubstituted or substituted group. 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic groups,
[0362] R 10a It can be:
[0363] deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group or a nitro group;
[0364] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 Heteroarylthio 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 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof substituted C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group or C 1 -C 60 Alkoxy groups;
[0365] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy groups, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C6 -C 60 Arylthio group, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 Heteroarylthio 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 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryloxy group or C 1 -C 60 a heteroarylthio group; or
[0366] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),as well as
[0367] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; C 1 -C60 Alkyl group; C 2 -C 60 Alkenyl group; C 2 -C 60 Alkynyl group; C 1 -C 60 alkoxy groups; or each unsubstituted or substituted with deuterium, -F, cyano groups, C 1 -C 60 Alkyl group, C 1 -C 60 C substituted with an alkoxy group, a phenyl group, a biphenyl group or a combination thereof 3 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic group.
[0368] The first host compound may be a compound represented by Formula 350:
[0369] Formula 350
[0370]
[0371] Where, in formula 350, L 351 can be a single bond (e.g., a covalent bond), unsubstituted or replaced by at least one R 10a Substituted C 1 -C 20 Alkylene group, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkenylene group, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkyne group, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkylene groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkylene group, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenylene group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkenylene group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylene group, unsubstituted or substituted with at least one R 10a Substituted C1 -C 60 Heteroarylene groups, unsubstituted or substituted with at least one R 10a A substituted divalent non-aromatic fused polycyclic group, or unsubstituted or substituted by at least one R 10a a substituted divalent non-aromatic fused heteropolycyclic group,
[0372] a51 can be 0, 1, 2, 3, 4, or 5,
[0373] R 351 To R 357 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryl groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60Heteroaryl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroarylthio group, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a Substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),
[0374] R 351 To R 357 Two or more adjacent groups in the formula (R) may be optionally bonded to each other to form an unsubstituted or substituted group. 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic groups,
[0375] xb51 can be 1, 2, 3, 4 or 5,
[0376] xb52 and xb53 can each independently be 0, 1, 2, or 3.
[0377] b52 and b53 can each independently be 0, 1, 2 or 3,
[0378] b54 to b57 can each independently be 0, 1, 2, 3 or 4,
[0379] R 10a It can be:
[0380] deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group or a nitro group;
[0381] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 Heteroarylthio 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 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof substituted C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group or C 1 -C 60 Alkoxy groups;
[0382] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy groups, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C60 Arylthio group, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 Heteroarylthio 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 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryloxy group or C 1 -C 60 a heteroarylthio group; or
[0383] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),as well as
[0384] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; C 1 -C 60 Alkyl group; C2 -C 60 Alkenyl group; C 2 -C 60 Alkynyl group; C 1 -C 60 alkoxy groups; or each unsubstituted or substituted with deuterium, -F, cyano groups, C 1 -C 60 Alkyl group, C 1 -C 60 Alkoxy group, phenyl group, biphenyl group or any combination thereof substituted C 3 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic group.
[0385] In an embodiment, the first host compound may be selected from compound HTH1 to compound HTH40:
[0386]
[0387]
[0388] In an embodiment, the second host compound may be an electron transporting host.
[0389] In an embodiment, the second host compound may be a compound represented by Formula 360:
[0390] Formula 360
[0391]
[0392] Among them, in formula 360, X 61 To X 63 can each independently be C or N,
[0393] L 361 can be a single bond (e.g., a covalent bond), unsubstituted or replaced by at least one R 10a Substituted C 1 -C 20 Alkylene group, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkenylene group, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkyne group, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkylene groups, unsubstituted or substituted with at least one R 10a Substituted C1 -C 10 Heterocycloalkylene group, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenylene group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkenylene group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylene group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroarylene groups, unsubstituted or substituted with at least one R 10a A substituted divalent non-aromatic fused polycyclic group, or unsubstituted or substituted by at least one R 10a a substituted divalent non-aromatic fused heteropolycyclic group,
[0394] a361 can be 0, 1, 2, 3, 4, or 5,
[0395] R 361 To R 364 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10Heterocycloalkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryl groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroarylthio group, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a Substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),
[0396] R 361 To R 364 Two or more adjacent groups in the formula (R) may be optionally bonded to each other to form an unsubstituted or substituted group. 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic groups,
[0397] xb61 to xb63 may each independently be 0, 1, 2, 3, 4, 5 or 6,
[0398] The sum of xb61 to xb63 can be 1, 2, 3, 4, 5 or 6,
[0399] b62 and b63 can each independently be 0, 1, 2, 3 or 4,
[0400] b64 can be 0, 1, 2, 3, 4, or 5,
[0401] R 10a It can be:
[0402] deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group or a nitro group;
[0403] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 Heteroarylthio 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 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof substituted C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group or C 1 -C 60 Alkoxy groups;
[0404] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 1 -C60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy groups, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 Heteroarylthio 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 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryloxy group or C 1 -C 60 a heteroarylthio group; or
[0405] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q32 ),as well as
[0406] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; C 1 -C 60 Alkyl group; C 2 -C 60 Alkenyl group; C 2 -C 60 Alkynyl group; C 1 -C 60 alkoxy groups; or each unsubstituted or substituted with deuterium, -F, cyano groups, C 1 -C 60 Alkyl group, C 1 -C 60 Alkoxy group, phenyl group, biphenyl group or any combination thereof substituted C 3 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic group.
[0407] In an embodiment, the second host compound may be selected from compound ETH1 to compound ETH32:
[0408]
[0409]
[0410] In an embodiment, the first host compound and the second host compound may form an exciplex.
[0411] Phosphorescent dopants
[0412] The phosphorescent dopant may include at least one transition metal as a central metal.
[0413] The phosphorescent dopant may include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.
[0414] The phosphorescent dopant may be electrically neutral.
[0415] In an embodiment, the phosphorescent dopant may include an organic metal compound represented by Formula 1.
[0416] In an embodiment, the phosphorescent dopant may include an organometallic compound represented by Formula 401:
[0417] Formula 401
[0418] M(L 401 ) xc1 (L 402 ) xc2
[0419] Formula 402
[0420]
[0421] Among them, in equation 401 and equation 402,
[0422] M may be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)),
[0423] L 401 may be a ligand represented by formula 402, and xc1 may be 1, 2 or 3, wherein when xc1 is 2 or greater, two or more L 401 can be the same or different from each other,
[0424] L 402 may be an organic ligand, and xc2 may be 0, 1, 2, 3 or 4, and when xc2 is 2 or greater, two or more L 402 can be the same or different from each other,
[0425] X 401 and X 402 can each independently be N or C,
[0426] Ring A 401 and Ring A 402 Can be C independently 3 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic groups,
[0427] T 401 It may be a single bond (eg, a covalent bond), *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411)=*' or *=C=*', * and *' each represent a binding site with an adjacent atom,
[0428] X 403 and X 404 can each independently be a chemical bond (e.g., a covalent bond or a coordinate bond, which may also be referred to as a coordinate covalent bond or a coordinate bond), O, S, N (Q 413 )、B(Q 413 )、P(Q 413 )、C(Q 413 )(Q 414 ) or Si(Q 413 )(Q 414 ),
[0429] Q 411 To Q 414 You can each share your experience with Q 1 Same as described,
[0430] R 401 and R 402 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 20 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 20 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) or -P(=O)(Q 401 )(Q 402 ), R 10a can be the same as described in this article,
[0431] Q 401 To Q 403 You can each share your experience with Q 1 Same as described,
[0432] xc11 and xc12 may each independently be an integer from 0 to 10, and
[0433] * and *' in Formula 402 each represent a binding site with M in Formula 401.
[0434] For example, in equation 402, i)X 401 can be nitrogen, and X 402 It can be carbon, or ii) X 401 and X 402 Each of can be nitrogen.
[0435] In an embodiment, when xc1 in Formula 401 is 2 or greater than 2, two or more L 401 The two rings A 401 Optionally, the linkage group may be T 402 connected to each other, and two or more L 401 The two rings A 402 Optionally, the linkage group may be T 403 are connected to each other (see Compound PD1 to Compound PD4 and Compound PD7). 402 and T 403 Can be respectively with about T 401 Same as described.
[0436] In formula 401, L 402 It can be an organic ligand. For example, L 402 It may include a halogen group, a diketone group (e.g., an acetylacetonate group), a carboxylic acid group (e.g., a picolinate group), -C(=O), an isonitrile group, -CN, a phosphorus-containing group (e.g., a phosphine group, a phosphite group, etc.), or any combination thereof.
[0437] The phosphorescent dopant may include, for example, one of Compound PD1 to Compound PD39 or any combination thereof:
[0438]
[0439]
[0440]
[0441] Fluorescent dopants
[0442] The fluorescent dopant may include an amine group-containing compound, a styryl group-containing compound, or any combination thereof.
[0443] For example, the fluorescent dopant may include a compound represented by Formula 501:
[0444] Formula 501
[0445]
[0446] Wherein, in Formula 501, Ar 501 , R 501 and R 502 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, L 501 To L 503 may be each independently unsubstituted or substituted with at least one R 10a Substituted divalent C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted divalent C 1 -C 60 Heterocyclic group, R 10a can be the same as described in this article,
[0447] xd1 to xd3 may each independently be 0, 1, 2 or 3, and
[0448] xd4 can be 1, 2, 3, 4, 5 or 6.
[0449] In an embodiment, Ar in Formula 501 501 It may be a fused cyclic group in which three or more monocyclic groups are fused together (for example, anthracene groups, group, pyrene group, etc.).
[0450] In an embodiment, xd4 in formula 501 can be 2.
[0451] For example, the fluorescent dopant may include: one of compounds FD1 to FD36; DPVBi; DPAVBi; or any combination thereof:
[0452]
[0453]
[0454]
[0455] Delayed fluorescence material
[0456] The emission layer may further include a delayed fluorescent material.
[0457] In the specification, the delayed fluorescence material may be selected from compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.
[0458] The delayed fluorescent material included in the emission layer may act as a host or a dopant according to the types (or kinds) of other materials included in the emission layer.
[0459] In the embodiment, the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material may be greater than or equal to 0 eV and less than or equal to 0.5 eV. When the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material satisfies the above range, the up-conversion of the delayed fluorescent material from the triplet state to the singlet state may effectively occur, and thus the light-emitting device 10 may have improved luminous efficiency.
[0460] For example, the delayed fluorescent material may include: i) a photopolymer containing at least one electron donor (e.g., a π-electron-rich C 3 -C 60 cyclic groups, such as carbazole groups) and at least one electron acceptor (such as sulfoxide groups, cyano groups, π-electron-deficient nitrogen-containing C 1 -C 60 ii) a material comprising at least two cyclic groups fused to each other and sharing boron (B) 8 -C 60 Materials with polycyclic groups, etc.
[0461] Examples of the delayed fluorescent material may include at least one of the following compounds DF1 to DF9:
[0462]
[0463] In an embodiment, the delayed fluorescent material may be represented by Formula 551 or Formula 552:
[0464] Formula 551
[0465]
[0466] Formula 552
[0467]
[0468] Among them, in equation 551 and equation 552, A 51 To A 55 Can be C independently 3 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic groups,
[0469] X 51 , X 52 , X 54 and X 55 can each independently be a single bond (eg, a covalent bond), -O-, -S-, -C(R 556 )(R 557 )-、-N(R 556 )-、-Si(R 556 )(R 557 )-、-C(=O) 2 -、-S(=O) 2 -、-B(R 556 )-、-P(R 556 )-or-P(=O)(R 556 )-,
[0470] X 53 and X 56 may be each independently N, B, P, P(=O) or P(=S),
[0471] R 551 To R 557 can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 20 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 20 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryl groups, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C6 -C 60 Arylthio group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryl groups, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a Substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 41 )(Q 42 )(Q 43 )、-N(Q 41 )(Q 42 )、-B(Q 41 )(Q 42 )、-C(=O)(Q 41 )、-S(=O) 2 (Q 41 ) or -P(=O)(Q 41 )(Q 42 ),
[0472] b151 to b155 can each independently be 1, 2, 3, 4, 5, 6, 7 or 8,
[0473] R 551 To R 557 Two or more adjacent groups in the formula (R) may be optionally bonded to each other to form an unsubstituted or substituted group. 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic groups,
[0474] R 10a It can be:
[0475] deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group or a nitro group;
[0476] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryloxy groups, C1 -C 60 Heteroarylthio 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 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof substituted C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group or C 1 -C 60 Alkoxy groups;
[0477] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy groups, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 Heteroarylthio 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 )、-P(=O)(Q21 )(Q 22 ) or any combination thereof substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryloxy group or C 1 -C 60 a heteroarylthio group; or
[0478] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),as well as
[0479] Q 11 To Q 13 , Q 21 To Q 23 , Q 31 To Q 33 and Q 41 To Q 43 can each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; C 1 -C 60 Alkyl group; C 2 -C 60 Alkenyl group; C 2 -C 60 Alkynyl group; C 1 -C 60 alkoxy groups; or each unsubstituted or substituted with deuterium, -F, cyano groups, C 1 -C 60 Alkyl group, C 1 -C 60 Alkoxy group, phenyl group, biphenyl group or any combination thereof substituted C 3 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic group.
[0480] In an embodiment, the delayed fluorescent material may be selected from compound DFD1 to compound DFD30:
[0481]
[0482]
[0483]
[0484] quantum dots
[0485] The emissive layer may comprise quantum dots.
[0486] The term "quantum dot" as used herein refers to a crystal of a semiconductor compound, and may include any suitable material capable of emitting light of various suitable emission wavelengths depending on the size of the crystal.
[0487] The diameter of the quantum dot can be, for example, about 1 nm to about 10 nm.
[0488] The quantum dots may be synthesized by a wet chemical process, a metal organic chemical vapor deposition process, a molecular beam epitaxy process, and / or any process similar thereto.
[0489] The wet chemical process is a method that includes mixing the precursor material with an organic solvent and then growing the quantum dot particle crystal. When the crystal grows, the organic solvent naturally acts as a dispersant coordinated on the surface of the quantum dot crystal and controls the growth of the crystal, so that the growth of the quantum dot particles can be controlled by a process that is less expensive and easier than vapor deposition methods such as metal organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE).
[0490] Quantum dots may include: Group II-VI semiconductor compounds; Group III-V semiconductor compounds; Group III-VI semiconductor compounds; Group I-III-VI semiconductor compounds; Group IV-VI semiconductor compounds; Group IV elements or compounds; or any combination thereof.
[0491] Examples of II-VI semiconductor compounds are: binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS, etc.; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZn Se, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS, etc.; quaternary compounds, such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe, etc.; or any combination thereof.
[0492] Examples of III-V semiconductor compounds are binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, etc.; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, InPSb, etc.; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, etc.; or any combination thereof. In an embodiment, the III-V semiconductor compound may further include a Group II element. Examples of the Group III-V semiconductor compound further containing a Group II element are InZnP, InGaZnP, InAlZnP, and the like.
[0493] Examples of III-VI semiconductor compounds are: binary compounds such as GaS, GaSe, Ga 2 Se 3 、GaTe、InS、InSe、In 2 S 3 、In 2 Se 3 , InTe, etc.; ternary compounds, such as InGaS 3 、InGaSe 3 etc.; or any combination thereof.
[0494] Examples of Group I-III-VI semiconductor compounds are: ternary compounds such as AgInS, AgInS 2 、CuInS、CuInS 2 、CuGaO 2 、AgGaO 2 、AgAlO 2 etc.; or any combination thereof.
[0495] Examples of IV-VI semiconductor compounds are: binary compounds, such as SnS, SnSe, SnTe, PbS, PbSe, PbTe, etc.; ternary compounds, such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, etc.; quaternary compounds, such as SnPbSSe, SnPbSeTe, SnPbSTe, etc.; or any combination thereof.
[0496] Examples of Group IV elements or compounds are: single elements, such as Si, Ge, etc.; binary compounds, such as SiC, SiGe, etc.; or any combination thereof.
[0497] Each element contained in the multi-element compound (eg, binary compound, ternary compound, and quaternary compound) may be present in the particle at a uniform concentration or a non-uniform concentration.
[0498] In an embodiment, the quantum dot may have a single structure in which the concentration of each element in the quantum dot is uniform, or may have a core-shell dual structure. For example, the material contained in the core and the material contained in the shell may be different from each other.
[0499] The shell of a quantum dot can act as a protective layer to prevent or reduce chemical denaturation of the core to maintain semiconductor properties and / or a charging layer to impart electrophoretic properties to the quantum dot. The shell can be single-layer or multi-layer. The interface between the core and the shell can have a concentration gradient, wherein the concentration of the element present in the shell decreases along the direction toward the center of the core.
[0500] Examples of quantum dot shells are oxides of metals, metalloids and / or non-metals, semiconductor compounds or combinations thereof. Examples of oxides of metals, metalloids and / or non-metals are: binary compounds such as SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe3 O 4 , CoO, Co 3 O 4 , NiO, etc.; ternary compounds, such as MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 、CoMn 2 O 4 etc.; or any combination thereof. Examples of semiconductor compounds are: II-VI semiconductor compounds as described herein; III-V semiconductor compounds; III-VI semiconductor compounds; I-III-VI semiconductor compounds; IV-VI semiconductor compounds; or any combination thereof. Examples of semiconductor compounds are CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.
[0501] The full width at half maximum (FWHM) of the emission wavelength spectrum of the quantum dots can be about 45 nm or less, such as about 40 nm or less, such as about 30 nm or less, and within these ranges, the color purity and / or color reproducibility of the quantum dots can be improved. In addition, since the light emitted by the quantum dots is emitted in all (e.g., substantially all) directions, the wide viewing angle can be improved.
[0502] Furthermore, quantum dots may be in the form of spherical nanoparticles, pyramidal nanoparticles, multi-armed nanoparticles, cubic nanoparticles, nanotubes, nanowires, nanofibers, nanoplates, and the like.
[0503] By controlling the size of the quantum dots, the energy band gap can be adjustable so that light with various suitable wavelength bands can be obtained from the emission layer containing the quantum dots. Therefore, by using quantum dots of different sizes, an organic light-emitting device that emits light of various suitable wavelengths can be realized. In an embodiment, the size of the quantum dots can be selected to emit red light, green light and / or blue light. In addition, the size of the quantum dots can be configured to emit white light by combining various suitable colors of light.
[0504] Electron transport region in the intermediate layer 130
[0505] The electron transport region may have: i) a single-layer structure consisting of a single layer consisting of a single material, ii) a single-layer structure consisting of a single layer consisting of a plurality of materials different from each other, or iii) a multi-layer structure including a plurality of layers including a plurality of materials different from each other.
[0506] The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.
[0507] 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 the constituent layers of each structure are stacked in sequence from the emission layer.
[0508] In an embodiment, the electron transport region (eg, a buffer layer, a hole blocking layer, an electron control layer, and / or an electron transport layer in the electron transport region) may include a nitrogen-containing C 1 -C 60 Metal-free compounds of cyclic groups.
[0509] For example, the electron transport region may include a compound represented by Formula 601:
[0510] Formula 601
[0511] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .
[0512] Wherein, in Formula 601,
[0513] Ar 601 may be unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, L 601 may be unsubstituted or substituted with at least one R 10a Substituted divalent C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted divalent C 1 -C 60 Heterocyclic groups,
[0514] xe11 can be 1, 2 or 3,
[0515] xe1 can be 0, 1, 2, 3, 4, or 5,
[0516] R 601 may be unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) or -P(=O)(Q 601 )(Q 602 ),
[0517] Q 601 To Q 603 You can each share your experience with Q 1 Same as described,
[0518] xe21 can be 1, 2, 3, 4, or 5, and
[0519] At least one of the following conditions can be met: 601 may be unsubstituted or substituted with at least one R 10a Substituted π-electron-deficient nitrogen-containing C 1 -C 60 Cyclic group; R 601 may be unsubstituted or substituted with at least one R 10a Substituted π-electron-deficient nitrogen-containing C 1 -C 60 A cyclic group; and L 601 may be unsubstituted or substituted with at least one R 10a Substituted divalent π-electron-deficient nitrogen-containing C 1 -C 60 Cyclic group.
[0520] In an embodiment, when xe11 in Formula 601 is 2 or greater, two or more Ar 601 They may be linked to each other via a single bond (eg, a covalent bond).
[0521] In an embodiment, Ar in Formula 601 601 may be unsubstituted or substituted with at least one R 10a Substituted anthracene group. 10a Can be the same as described herein.
[0522] In one or more than one embodiments, the electron transport region may comprise a compound represented by Formula 601-1:
[0523] Formula 601-1
[0524]
[0525] Among them, in formula 601-1,
[0526] 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 ), and X 614 To X 616 At least one of may be N,
[0527] L 611 To L 613 Can be respectively with about L 601 Same as described,
[0528] xe611 to xe613 may each be the same as described with respect to xe1,
[0529] R 611 To R 613 can be respectively related to R 601 Same as described, and
[0530] R 614 To R 616 can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group. 10a Can be the same as described herein.
[0531] For example, xe1 in Formula 601 and xe611 to xe613 in Formula 601-1 can each independently be 0, 1 or 2.
[0532] In one or more than one embodiment, the electron transport region may include: Compound ET1 to Compound ET45; 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP); 4,7-diphenyl-1,10-phenanthroline (Bphen); Alq 3 ; BAlq; TAZ; NTAZ; or any combination thereof:
[0533]
[0534]
[0535]
[0536] The thickness of the electron transport region may be about to about For example, about to about When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be about to about For example, about to about And the thickness of the electron transport layer can be about to about For example, about to about When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer and / or the electron transport zone is within these ranges, suitable or satisfactory electron transport characteristics may be obtained without a significant increase in driving voltage.
[0537] The electron transport region (eg, an electron transport layer in the electron transport region) may further include a metal-containing material in addition to the materials described above.
[0538] The metal-containing material can include alkali metal complex, alkaline earth metal complex or its any combination. The metal ion of the alkali metal complex can be Li ion, Na ion, K ion, Rb ion and / or Cs ion, and the metal ion of the alkaline earth metal complex can be Be ion, Mg ion, Ca ion, Sr ion and / or Ba ion. The ligand coordinated with the metal ion of the alkali metal complex or alkaline earth metal complex can include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or its any combination.
[0539] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1(Liq) or compound ET-D2:
[0540]
[0541] The electron transport region may include an electron injection layer that promotes the injection of electrons from the second electrode 150. The electron injection layer may be in direct contact (e.g., direct physical contact) with the second electrode 150.
[0542] The electron injection layer may have: i) a single-layer structure composed of a single layer of a single material, ii) a single-layer structure composed of a single layer of multiple materials different from each other, or iii) a multilayer structure including multiple layers containing multiple materials different from each other.
[0543] The electron injection layer may contain an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.
[0544] The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metal may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metal may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.
[0545] The alkali metal-containing compound, the alkaline earth metal-containing compound, and the rare earth metal-containing compound may be oxides, halides (e.g., fluorides, chlorides, bromides, iodides, etc.) and / or tellurides of alkali metals, alkaline earth metals, and rare earth metals, or any combination thereof.
[0546] The alkali metal-containing compound may include: alkali metal oxides, such as Li 2 O, Cs 2 O, K 2 O, etc.; alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, etc.; or any combination thereof. The alkaline earth metal-containing compound may include alkaline earth metal oxides, such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying 0 < x < 1), Ba x Ca 1-x O (where x is a real number satisfying 0 < x < 1), etc. The rare earth metal-containing compound may include YbF 3 、ScF 3 、Sc 2 O 3 、Y 2 O3 、Ce 2 O 3 , GdF 3 , TbF 3 ,YbI 3 ScI 3 , TbI 3 Or any combination thereof. In an embodiment, the rare earth metal-containing compound may include a lanthanide metal telluride. Examples of lanthanide metal tellurides are LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, LaTe, 2 Te 3 、Ce 2 Te 3 , Pr 2 Te 3 、Nd 2 Te 3 、Pm 2 Te 3 、Sm 2 Te 3 、Eu 2 Te 3 , Gd 2 Te 3 , Tb 2 Te 3 、Dy 2 Te 3 、Ho 2 Te 3 , Er 2 Te 3 、Tm 2 Te 3 , Yb 2 Te 3 、Lu 2 Te 3 wait.
[0547] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may contain i) one of the ions of an alkali metal, an alkaline earth metal and / or a rare earth metal, and ii) a ligand bonded to the metal ion, such as hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof.
[0548] In an embodiment, the electron injection layer may include or consist of an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof as described above. In one or more than one embodiments, the electron injection layer may further include an organic material (e.g., a compound represented by Formula 601).
[0549] In an embodiment, the electron injection layer may include or consist of: i) an alkali metal-containing compound (e.g., an alkali metal halide), or ii) a) an alkali metal-containing compound (e.g., an alkali metal halide); and b) an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposition layer, a RbI:Yb co-deposition layer, a LiF:Yb co-deposition layer, etc.
[0550] When the electron injection layer further comprises an organic material, an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex or any combination thereof can be uniformly or non-uniformly dispersed in a matrix comprising an organic material.
[0551] The thickness of the electron injection layer can be about to about For example, about to about When the thickness of the electron injection layer is within these ranges, suitable or satisfactory electron injection characteristics may be obtained without a significant increase in driving voltage.
[0552] The second electrode 150
[0553] The second electrode 150 is on the intermediate layer 130 having the above structure. The second electrode 150 may be a cathode as an electron injection electrode, and a metal, an alloy, a conductive compound, or any combination thereof each having a low work function may be used as a material for forming the second electrode 150.
[0554] The second electrode 150 may include Li, Ag, Mg, Al, Al-Li, Ca, Mg-In, Mg-Ag, Yb, Ag-Yb, ITO, IZO or any combination thereof. The second electrode 150 may be a transmissive electrode, a semi-transmissive reflective electrode or a reflective electrode.
[0555] The second electrode 150 may have a single-layer structure or a multi-layer structure including a plurality of layers.
[0556] Covering
[0557] The first covering layer may be outside the first electrode 110 and / or the second covering layer may be outside the second electrode 150. In particular, the light emitting device 10 may have a structure in which the first covering layer, the first electrode 110, the intermediate layer 130, and the second electrode 150 are sequentially stacked in a prescribed order, a structure in which the first electrode 110, the intermediate layer 130, the second electrode 150 and the second covering layer are sequentially stacked in a prescribed order, or a structure in which the first covering layer, the first electrode 110, the intermediate layer 130, the second electrode 150 and the second covering layer are sequentially stacked in a prescribed order.
[0558] Light generated in the emission layer of the intermediate layer 130 of the organic light-emitting device 10 can be led out toward the outside through the first electrode 110 (which is a semi-transmissive reflective electrode or a transmissive electrode) and the first covering layer. Light generated in the emission layer of the intermediate layer 130 of the organic light-emitting device 10 can be led out toward the outside through the second electrode 150 (which is a semi-transmissive reflective electrode or a transmissive electrode) and the second covering layer.
[0559] The first cover layer and the second cover layer can increase the external emission efficiency according to the principle of constructive interference, thereby increasing the light extraction efficiency of the light emitting device 10, so that the light emitting efficiency of the light emitting device 10 can be improved.
[0560] Each of the first cover layer and the second cover layer may each include a material having a refractive index greater than or equal to 1.6 (at a wavelength of 589 nm).
[0561] The first covering layer and the second covering layer may each independently be an organic covering layer including an organic material, an inorganic covering layer including an inorganic material, or an organic-inorganic composite covering layer including an organic material and an inorganic material.
[0562] At least one of the first covering layer and the second covering layer may each independently contain a carbocyclic compound, a heterocyclic compound, a compound containing an amine group, a porphyrin derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, the heterocyclic compound, and the compound containing an amine group may be optionally substituted with a substituent containing O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof.
[0563] In an embodiment, at least one of the first cover layer and / or the second cover layer may each independently include a compound containing an amine group.
[0564] In one or more than one embodiments, at least one of the first covering layer and the second covering layer may each independently include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof.
[0565] In one or more than one embodiments, at least one of the first cover layer and the second cover layer may each independently comprise one of compounds HT28 to HT33, one of compounds CP1 to CP6, β-NPB or any combination thereof:
[0566]
[0567] membrane
[0568] The organometallic compound represented by Formula 1 can be included in various suitable films. Therefore, another aspect of the present disclosure provides a film comprising an organometallic compound represented by Formula 1. The film can be, for example, an optical member (e.g., a light control mechanism) (e.g., a color filter, a color conversion member, a cover layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarization layer, a layer containing quantum dots, etc.), a light blocking member (e.g., a light reflecting layer, a light absorbing layer, etc.), a protective member (e.g., an insulating layer (e.g., an electrical insulating layer), a dielectric layer, etc.).
[0569] Electronic devices
[0570] The organic light-emitting device may be included in various suitable electronic devices. For example, the electronic device including the organic light-emitting device may be a light-emitting device, an authentication device, and the like.
[0571] In addition to the organic light-emitting device, the electronic device (e.g., a light-emitting device) may further include: i) a color filter, ii) a color conversion layer, or iii) a color filter and a color conversion layer. A color filter and / or a color conversion layer may be provided in at least one direction of travel of the light emitted from the organic light-emitting device. For example, the light emitted from the organic light-emitting device may be blue light or white light. The organic light-emitting device may be the same as described above. In an embodiment, the color conversion layer may include quantum dots. The quantum dots may be, for example, quantum dots as described herein.
[0572] The electronic device may include a first substrate. The first substrate may include a plurality of sub-pixel regions, the color filter may include a plurality of color filter regions respectively corresponding to the sub-pixel regions, and the color conversion layer may include a plurality of color conversion regions respectively corresponding to the sub-pixel regions.
[0573] A pixel defining layer may be provided between the sub-pixel regions to define each of the sub-pixel regions.
[0574] The color filter may further include a plurality of color filter regions and a light shielding pattern provided between the color filter regions, and the color conversion layer may further include a plurality of color conversion regions and a light shielding pattern provided between the color conversion regions.
[0575] A plurality of color filter regions (or a plurality of color conversion regions) may include a first region emitting a first color light, a second region emitting a second color light, and / or a third region emitting a third color light, wherein the first color light, the second color light, and / or the third color light may have different maximum emission wavelengths from each other. For example, the first color light may be red light, the second color light may be green light, and the third color light may be blue light. For example, a plurality of color filter regions (or a plurality of color conversion regions) may include quantum dots. In some embodiments, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include quantum dots. For details about quantum dots, reference may be made to the description provided herein. The first region, the second region, and / or the third region may each further include a scatterer (e.g., a light scatterer).
[0576] For example, the organic light-emitting device may emit a first light, the first region may absorb the first light to emit a first-first color light, the second region may absorb the first light to emit a second-first color light, and the third region may absorb the first light to emit a third-first color light. Here, the first-first color light, the second-first color light, and the third-first color light may have different maximum emission wavelengths. In some embodiments, the first light may be blue light, the first-first color light may be red light, the second-first color light may be green light, and the third-first color light may be blue light.
[0577] In addition to the organic light-emitting device described above, the electronic device may further include a thin film transistor. The thin film transistor may include a source electrode, a drain electrode and an active layer, wherein any one of the source electrode and the drain electrode may be electrically connected to any one of the first electrode and the second electrode of the organic light-emitting device.
[0578] The thin film transistor may further include a gate electrode, a gate insulating film, and the like.
[0579] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, an oxide semiconductor, or the like.
[0580] The electronic device may further include a sealing portion for sealing the organic light-emitting device. The sealing portion may be between the color filter and / or the color conversion layer and the organic light-emitting device. The sealing portion allows light from the organic light-emitting device to be led out to the outside, and in parallel (e.g., simultaneously) prevents or reduces the penetration of ambient air and / or moisture into the organic light-emitting device. The sealing portion may be a sealing substrate including a transparent glass substrate and / or a plastic substrate. The sealing portion may be a thin film encapsulation layer including at least one of an organic layer and an inorganic layer. When the sealing portion is a thin film encapsulation layer, the electronic device may be flexible.
[0581] Depending on the purpose of the electronic device, in addition to the color filter and / or color conversion layer, various suitable functional layers can be additionally on the seal. The functional layer can include a touch screen layer, a polarization layer, etc. The touch screen layer can be a pressure-sensitive touch screen layer, a capacitive touch screen layer, and / or an infrared touch screen layer.
[0582] In addition to the organic light emitting device as described above, the authentication device may further include a biometric information collector. The authentication device may be, for example, a biometric authentication device that authenticates an individual by using biometric information (eg, fingertips, pupils, etc.) of a living being.
[0583] The electronic device can be applied to various suitable displays, light sources, lighting equipment, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notepads, electronic dictionaries, electronic game consoles, medical instruments (e.g., electronic thermometers, blood pressure meters, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasonic diagnostic devices and / or endoscope displays), fish finders, various measuring instruments, meters (e.g., meters for vehicles, aircraft and / or ships), projectors, etc.
[0584] Figure 2 and Figure 3 Description
[0585] Figure 2 is a cross-sectional view showing a light emitting apparatus according to the embodiment.
[0586] Figure 2 The light-emitting apparatus includes a substrate 100, a thin film transistor (TFT), an organic light-emitting device, and an encapsulation part encapsulating the organic light-emitting device.
[0587] The substrate 100 may be a flexible substrate, a glass substrate, and / or a metal substrate. A buffer layer 210 may be on the substrate 100. The buffer layer 210 may prevent or reduce impurities from penetrating through the substrate 100, and may provide a flat surface on the substrate 100.
[0588] The TFT may be on the buffer layer 210. The TFT may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.
[0589] The active layer 220 may include an inorganic semiconductor (eg, silicon and / or polysilicon), an organic semiconductor, and / or an oxide semiconductor, and may include a source region, a drain region, and a channel region.
[0590] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be on the active layer 220 , and the gate electrode 240 may be on the gate insulating film 230 .
[0591] An interlayer insulating film 250 may be on the gate electrode 240. The interlayer insulating film 250 may be between the gate electrode 240 and the source electrode 260 and between the gate electrode 240 and the drain electrode 270 to insulate (eg, electrically insulate) each other.
[0592] Source electrode 260 and drain electrode 270 may be on interlayer insulating film 250. Interlayer insulating film 250 and gate insulating film 230 may expose source and drain regions of active layer 220, and source electrode 260 and drain electrode 270 may contact exposed portions of source and drain regions of active layer 220, respectively.
[0593] The TFT may be electrically connected to the organic light-emitting device to drive the organic light-emitting device, and may be covered and protected by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film (e.g., an inorganic electrical insulating film), an organic insulating film (e.g., an organic electrical insulating film), or any combination thereof. The passivation layer 280 may include an inorganic insulating film (e.g., an inorganic electrical insulating film), an organic insulating film (e.g., an organic electrical insulating film), or any combination thereof. The organic light-emitting device may include a first electrode 110, an intermediate layer 130, and a second electrode 150.
[0594] The first electrode 110 may be on the passivation layer 280 . The passivation layer 280 may expose a portion of the drain electrode 270 , not completely covering the drain electrode 270 , and the first electrode 110 may be connected to the exposed portion of the drain electrode 270 .
[0595] A pixel defining layer 290 including an insulating material (e.g., an electrically insulating material) may be disposed on the first electrode 110. The pixel defining layer 290 may expose a certain area of the first electrode 110, and the intermediate layer 130 may be in the exposed area of the first electrode 110. The pixel defining layer 290 may be an organic film based on polyimide and / or an organic film based on polyacrylic acid. In some embodiments, at least some layers of the intermediate layer 130 may extend beyond the upper portion of the pixel defining layer 290 to be in the form of a common layer.
[0596] The second electrode 150 may be on the intermediate layer 130, and the capping layer 170 may be additionally on the second electrode 150. The capping layer 170 may cover the second electrode 150.
[0597] The encapsulation part 300 may be on the cover layer 170. The encapsulation part 300 may be on the organic light-emitting device to protect the organic light-emitting device from moisture and / or oxygen. The encapsulation part 300 may include: an inorganic film including silicon nitride (SiN x ), silicon oxide (SiO x), indium tin oxide, indium zinc oxide or any combination thereof; an organic film comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyvinyl sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, an acrylic-based resin (e.g., polymethyl methacrylate, polyacrylic acid, etc.), an epoxy-based resin (e.g., aliphatic glycidyl ether (AGE), etc.) or any combination thereof; or any combination of an inorganic film and an organic film.
[0598] Figure 3 A cross-sectional view showing a light emitting device according to another embodiment is shown.
[0599] Figure 3 Light emitting devices and Figure 2 The light emitting device is the same as that of FIG. 1 , but the light shielding pattern 500 and the functional area 400 are additionally on the encapsulation part 300. The functional area 400 may be i) a color filter area, ii) a color conversion area, or iii) a combination of a color filter area and a color conversion area. Figure 3 The organic light-emitting device in the light-emitting apparatus may be a tandem organic light-emitting device.
[0600] Figure 4 Description
[0601] Figure 4 is a schematic perspective view of an electronic device 1 including an organic light-emitting device according to an embodiment. The electronic device 1 may be a portable electronic device as a device for displaying moving images and / or still images, such as a mobile phone, a smart phone, a tablet personal computer (PC), a mobile communication terminal, an electronic diary, an e-book, a portable multimedia player (PMP), a navigation and / or an ultra-mobile PC (UMPC), and various suitable products, such as a television, a laptop, a monitor, a signboard and / or an Internet of Things (IoT) device. The electronic device 1 may be such a product or a component thereof. In addition, the electronic device 1 may be a wearable device, such as a smart watch, a watch phone, a glasses-type display and / or a head-mounted display (HMD), or a component of a wearable device. However, the embodiment is not limited thereto. For example, the electronic equipment 1 may include a dashboard of a vehicle, a center panel of a vehicle, a central information display on the dashboard of a vehicle, an interior mirror display of a vehicle instead of a side mirror, an entertainment display for a rear seat of a vehicle, and / or a display arranged on the back of a front seat, and / or a head-up display (HUD) mounted in front of the vehicle and / or projected on the front windshield, a computer-generated holographic augmented reality head-up display (CGH AR HUD). For ease of explanation, Figure 4 A case in which the electronic equipment 1 is a smartphone is exemplified.
[0602] The electronic equipment 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device may realize an image through an array of a plurality of pixels two-dimensionally provided in the display area DA.
[0603] The non-display area NDA is an area where no image is displayed, and may completely surround the display area DA. On the non-display area NDA, a driver for providing an electrical signal and / or power to the display device on the display area DA may be provided. On the non-display area NDA, a pad may be provided, which is an area to which an electronic component or a printed circuit board may be electrically connected.
[0604] In the electronic device 1, the length in the x-axis direction and the length in the y-axis direction may be different from each other. Figure 4 , the length in the x-axis direction may be shorter than the length in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be the same as the length in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be longer than the length in the y-axis direction.
[0605] Figure 5 and FIG. 6A to FIG. 6C Description
[0606] Figure 5 is a diagram illustrating the exterior of a vehicle 1000 as electronic equipment including an organic light emitting device according to the embodiment. FIG. 6A to FIG. 6C Each is a schematic diagram of the interior of a vehicle 1000 according to one or more embodiments.
[0607] refer to Figure 5 , Fig. 6A , Figure 6B and Figure 6C The vehicle 1000 may refer to various suitable equipment for moving a transported object such as a person, an object and / or an animal from a departure point to a destination point. The vehicle 1000 may include a vehicle traveling on roads and / or tracks, a ship moving on the sea and / or rivers, and an airplane flying in the air using the action of air.
[0608] The vehicle 1000 may travel on roads and / or tracks. The vehicle 1000 may move in a set or predetermined direction according to the rotation of at least one wheel. For example, the vehicle 1000 may include a three-wheeled or four-wheeled vehicle, a construction machine, a two-wheeled vehicle, a prime mover, a bicycle, and / or a train traveling on tracks.
[0609] The vehicle 1000 may include a main body having an interior and an exterior, and a chassis in which mechanical devices useful or necessary for driving are installed as the remaining parts other than the main body. The exterior of the main body may include a front plate, a bonnet, a top plate, a rear plate, a luggage compartment, and pillars provided at the boundaries between doors, etc. The chassis of the vehicle 1000 may include a power generation device, a power transmission device, a drive device, a steering device, a brake device, a suspension device, a transmission device, a fuel device, front and rear left and right wheels, etc.
[0610] The vehicle 1000 may include side windows 1100 , a front window 1200 , side mirrors 1300 , a cluster piece 1400 , a center panel 1500 , a passenger seat instrument panel 1600 , and / or a display device 2 .
[0611] The side window glass 1100 and the front window glass 1200 may be separated by pillars between the side window glass 1100 and the front window glass 1200 .
[0612] The side window glass 1100 may be mounted on the side of the vehicle 1000. In an embodiment, the side window glass 1100 may be mounted on a door of the vehicle 1000. A plurality of side window glasses 1100 may be provided and may face each other. In an embodiment, the side window glass 1100 may include a first side window glass 1110 and a second side window glass 1120. In an embodiment, the first side window glass 1110 may be adjacent to the cluster piece 1400. The second side window glass 1120 may be adjacent to the passenger seat instrument panel 1600.
[0613] In an embodiment, the side window glass 1100 may be spaced apart from each other in the x direction or the -x direction. For example, the first side window glass 1110 and the second side window glass 1120 may be spaced apart from each other in the x direction or the -x direction. In other words, the virtual straight line L connecting the side window glass 1100 may extend in the x direction or the -x direction. For example, the virtual straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x direction or the -x direction.
[0614] The front window glass 1200 may be installed at the front of the vehicle 1000. The front window glass 1200 may be between the side window glasses 1100 facing each other.
[0615] The side view mirror 1300 can provide a rear view of the vehicle 1000. The side view mirror 1300 can be installed on the outside of the vehicle body. In one embodiment, a plurality of side view mirrors 1300 can be provided. Any one of the plurality of side view mirrors 1300 can be outside the first side window glass 1110. Another one of the plurality of side view mirrors 1300 can be outside the second side window glass 1120.
[0616] Cluster piece 1400 may be in front of the steering wheel. Cluster piece 1400 may include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer, a trip log, an automatic transmission selector indicator light, a door open warning light, an oil warning light, and / or a low fuel warning light.
[0617] The center panel 1500 may include a control panel on which a plurality of buttons for adjusting an audio device, an air conditioning device, and a seat heater are provided. The center panel 1500 may be on one side of the cluster piece 1400 .
[0618] The passenger seat instrument panel 1600 may be spaced apart from the cluster piece 1400 with the center panel 1500 therebetween. In an embodiment, the cluster piece 1400 may correspond to the driver's seat, and the passenger seat instrument panel 1600 may correspond to the passenger seat. In an embodiment, the cluster piece 1400 may be adjacent to the first side window glass 1110, and the passenger seat instrument panel 1600 may be adjacent to the second side window glass 1120.
[0619] In an embodiment, the display device 2 may include a display panel 3, and the display panel 3 may display an image. The display device 2 may be inside the vehicle 1000. In an embodiment, the display device 2 may be between the side window glasses 1100 facing each other. The display device 2 may be on at least one of the cluster piece 1400, the center panel 1500, and the passenger seat instrument panel 1600.
[0620] The display device 2 may include an organic light-emitting display device, an inorganic electroluminescent display device, a quantum dot display device, etc. Hereinafter, as the display device 2 according to the embodiment, an organic light-emitting display device including the above-mentioned organic light-emitting device will be described as an example, but various suitable types (or kinds) of the above-mentioned display devices may be used in the embodiment.
[0621] refer to Fig. 6A , the display device 2 may be on the central panel 1500. In an embodiment, the display device 2 may display navigation information. In an embodiment, the display device 2 may display audio, video and / or information about vehicle settings.
[0622] refer to Figure 6B , the display device 2 may be on the clusterware 1400. When the display device 2 is on the clusterware 1400, the clusterware 1400 may display driving information and the like through the display device 2. For example, the clusterware 1400 may be implemented digitally. The clusterware 1400 may display vehicle information and / or driving information as an image. For example, the needle and / or gauge of a tachometer and / or various suitable warning light icons may be displayed through digital signals.
[0623] refer to Figure 6C , the display device 2 may be on the passenger seat instrument panel 1600. The display device 2 may be embedded in the passenger seat instrument panel 1600 or on the passenger seat instrument panel 1600. In an embodiment, the display device 2 on the passenger seat instrument panel 1600 may display images related to the information displayed on the cluster piece 1400 and / or the information displayed on the center panel 1500. In one or more embodiments, the display device 2 on the passenger seat instrument panel 1600 may display information different from the information displayed on the cluster piece 1400 and / or the information displayed on the center panel 1500.
[0624] Manufacturing method
[0625] The layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region can be formed in certain regions by using various suitable methods (e.g., vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, laser induced thermal imaging, etc.).
[0626] 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 About 10 -3 Torr vacuum and approx. to about Deposition is carried out at a deposition rate of .
[0627] Definition of terms
[0628] As used herein, the term "C 3 -C 60 A "carbocyclic group" refers to a cyclic group consisting only of carbon as a ring atom and having three to sixty carbon atoms (e.g., 3 to 30, 3 to 20, 3 to 15, or 3 to 10 carbon atoms), and the term "C 1 -C 60 The term "heterocyclic group" refers to a cyclic group having one to sixty carbon atoms (e.g., 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms) and further having a heteroatom other than carbon as a ring-forming atom. 3 -C 60 Carbocyclic groups and C 1 -C 60 The heterocyclic groups may each be a monocyclic group consisting of one ring or a polycyclic group in which two or more rings are fused to each other. 1-C 60 The number of ring-forming atoms of the heterocyclic group may be 3 to 61 (eg, 3 to 30, 3 to 20, 3 to 15, or 3 to 10).
[0629] As used herein, a "cyclic group" may include C 3 -C 60 Carbocyclic groups and C 1 -C 60 Both heterocyclic groups.
[0630] As used herein, the term "π-electron-rich C 3 -C 60 "Cyclic group" refers to a cyclic group having three to sixty carbon atoms (e.g., 3 to 30, 3 to 20, 3 to 15, or 3 to 10 carbon atoms) and not containing *-N=*' as a ring-forming part, and the term "π-electron-deficient nitrogen-containing C 1 -C 60 The term "cyclic group" refers to a heterocyclic group having one to sixty carbon atoms (eg, 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms) and containing *-N=*' as a ring-forming portion.
[0631] For example, C 3 -C 60 The carbocyclic group may be i) a group T1, or ii) a fused cyclic group in which two or more groups T1 are fused to each other (e.g., a cyclopentadiene group, an adamantane group, a norbornane group, a phenyl group, a pentalene group, a naphthyl group, an azulene group, an indacene group, an acenaphthylene group, a phenanthrenyl group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a benzophenone group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, an indenophenanthrene group or an indenoanthracene group),
[0632] C 1 -C 60The heterocyclic group may be i) a group T2, ii) a fused cyclic group in which at least two groups T2 are fused to each other, or iii) a fused cyclic group in which at least one group T2 and at least one group T1 are fused to each other (e.g., a pyrrole group, a thiophene group, a furan group, an indole group, a benzoindole group, a naphthoindole group, an isoindole group, a benzisoindole group, a naphthoisoindole group, a benzothiorrole group, a benzothiophene group, a benzofuran group, a carbazole group, a dibenzothiorrole group, a dibenzothiophene group, a dibenzofuran group, an indenocarbazole group, an indolecarbazole group, a benzofuranocarbazole group, a benzothiophenocarbazole group, a benzothiorrolecarbazole group, a benzoindolecarbazole group, a benzocarbazole group, a benzonaphthofuran group, a benzonaphthothiophene group, a benzonaphthosilole group, a benzofuranodibenzofuran ... dibenzothiophene group, benzothiophene and dibenzothiophene group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzisoxazole group, benzothiazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group , benzoquinoline group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzosilole group, azadibenzothiophene group, azadibenzofuran group, etc.),
[0633] Pi-electron-rich C 3 -C 60 The cyclic group may be i) a group T1, ii) a fused cyclic group in which two or more groups T1 are fused to each other, iii) a group T3, iv) a fused cyclic group in which two or more groups T3 are fused to each other, or v) a fused cyclic group in which at least one group T3 and at least one group T1 are fused to each other (e.g., C 3 -C 60a carbocyclic group, a 1H-pyrrole group, a thiol group, a borole group, a 2H-pyrrole group, a 3H-pyrrole group, a thiophene group, a furan group, an indole group, a benzoindole group, a naphthoindole group, an isoindole group, a benzoisoindole group, a naphthoisoindole group, a benzothiol group, a benzothiophene group, a benzofuran group, a carbazole group, a dibenzothiol group, a dibenzothiophene group, a dibenzofuran group, an indenocarbazole group, an indolecarbazole group, a benzofuranocarbazole group, a benzothiophenocarbazole group, a benzothioylcarbazole group, a benzoindolecarbazole group, a benzocarbazole group, a benzonaphthofuran group, a benzonaphthothiophene group, a benzonaphthothiol group, a benzofuranodibenzofuran group, a benzofuranodibenzothiophene group, a benzothiophenodibenzothiophene group, and the like),
[0634] π-electron-deficient nitrogen-containing C 1 -C 60 The cyclic group may be i) a group T4, ii) a fused cyclic group in which at least two groups T4 are fused to each other, iii) a fused cyclic group in which at least one group T4 and at least one group T1 are fused to each other, iv) a fused cyclic group in which at least one group T4 and at least one group T3 are fused to each other, or v) a fused cyclic group in which at least one group T4, at least one group T1 and at least one group T3 are fused to each other (e.g., a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, a benzopyrazole group , benzimidazole group, benzoxazole group, benzisoxazole group, benzothiazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group, benzisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzosilole group, azadibenzothiophene group, azadibenzofuran group, etc.),
[0635] The group T1 can be a cyclopropane group, a cyclobutane group, a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclobutene group, a cyclopentene group, a cyclopentadiene group, a cyclohexene group, a cyclohexadiene group, a cycloheptene group, an adamantane group, a norbornane (or bicyclo[2.2.1]heptane) group, a norbornene group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.2.2]octane group or a phenyl group,
[0636] The group T2 can be a furan group, a thiophene group, a 1H-pyrrole group, a thiol group, a borocyclopentadiene group, a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azathiol group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a tetrazine group, a pyrrolidine group, an imidazolidinyl group, a dihydropyrrole group, a piperidine group, a tetrahydropyridine group, a dihydropyridine group, a hexahydropyrimidine group, a tetrahydropyrimidine group, a dihydropyrimidine group, a piperazine group, a tetrahydropyrazine group, a dihydropyrazine group, a tetrahydropyridazine group or a dihydropyridazine group,
[0637] The group T3 may be a furan group, a thiophene group, a 1H-pyrrole group, a thiol group or a borole group, and
[0638] The group T4 can be a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azathiazole group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group or a tetrazine group.
[0639] As used herein, the term "cyclic group, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic groups, π-electron-rich C 3 -C 60 Cyclic groups or nitrogen-containing C with π-electron deficiency 1 -C 60 A “cyclic group” refers to a group, a monovalent group or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.) condensed with any cyclic group according to the structure of the formula using the corresponding term. In the embodiment, the “phenyl group” may be a benzo group, a phenyl group, a phenylene group, etc., which can be easily understood by a person of ordinary skill in the art based on the structure of the formula including the “phenyl group”.
[0640] Unit Price C 3 -C 60 Carbocyclic groups and monovalent C 1 -C 60 An example of a heterocyclic group is C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1-C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 1 -C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups and monovalent non-aromatic fused heteropolycyclic groups, and divalent C 3 -C 60 Carbocyclic groups and divalent C 1 -C 60 Examples of heterocyclic groups may include C 3 -C 10 Cycloalkylene group, C 1 -C 10 Heterocycloalkylene group, C 3 -C 10 Cycloalkenylene group, C 1 -C 10 Heterocycloalkenylene group, C 6 -C 60 Arylene group, C 1 -C 60 heteroarylene group, a divalent non-aromatic condensed polycyclic group and a divalent non-aromatic condensed heteropolycyclic group.
[0641] As used herein, the term "C 1 -C 60 The term “alkyl group” refers to a straight or branched aliphatic hydrocarbon monovalent group having one to sixty carbon atoms (e.g., 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms), and specific examples thereof are a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, an n-hexyl group, an isohexyl group, a sec-hexyl group, a tert-hexyl group, an n-heptyl group, an isoheptyl group, a sec-heptyl group, a tert-heptyl group, an n-octyl group, an isooctyl group, a sec-octyl group, a tert-octyl group, an n-nonyl group, an isononyl group, a sec-nonyl group, a tert-nonyl group, an n-decyl group, an isodecyl group, a sec-decyl group, and a tert-decyl group. As used herein, the term “C 1 -C 60 "Alkylene group" refers to a group having 1 -C 60 A divalent group of the same structure as an alkyl group.
[0642] As used herein, the term "C 2 -C 60 "Alkenyl group" means a 2 -C 60The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon double bond at the main chain (e.g., in the middle) or at the terminal (e.g., end) of the alkyl group, and examples thereof are vinyl groups, propenyl groups, butenyl groups, etc. As used herein, the term “C 2 -C 60 "Alkenylene group" refers to a 2 -C 60 Alkenyl groups are divalent groups of the same structure.
[0643] As used herein, the term "C 2 -C 60 "Alkynyl group" means a 2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon triple bond at the main chain (e.g., in the middle) or at the terminal (e.g., end), and examples thereof are ethynyl groups, propynyl groups, and the like. The term “C 2 -C 60 "Alkyne group" refers to a 2 -C 60 Alkynyl groups are divalent groups of the same structure.
[0644] As used herein, the term "C 1 -C 60 "Alkoxy group" refers to a group consisting of -OA 101 (A 101 It is C 1 -C 60 The invention further comprises a monovalent group represented by an alkyl group, and examples thereof are a methoxy group, an ethoxy group, an isopropoxy group, and the like.
[0645] As used herein, the term "C 3 -C 10 The term "cycloalkyl group" refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and examples thereof are a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group (or a bicyclo[2.2.1]heptyl group), a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.2]octyl group, and the like. As used herein, the term "C 3 -C 10 "Cycloalkylene group" refers to a group having 3 -C 10 Cycloalkyl groups are divalent groups of the same structure.
[0646] As used herein, the term "C 1 -C 10The term "heterocycloalkyl group" refers to a monovalent cyclic group of 1 to 10 carbon atoms further containing at least one heteroatom other than carbon atoms as a ring-forming atom, and examples thereof are a 1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group, a tetrahydrothienyl group, and the like. As used herein, the term "C 1 -C 10 The term "heterocycloalkylene group" refers to a 1 -C 10 Heterocycloalkyl groups are divalent groups of the same structure.
[0647] As used herein, the term "C 3 -C 10 The term "cycloalkenyl group" as used herein refers to a monovalent cyclic group having three to ten carbon atoms and at least one carbon-carbon double bond in its ring and having no aromaticity (e.g., non-aromatic), and examples thereof are a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, and the like. 3 -C 10 "Cycloalkenylene group" refers to a group having a 3 -C 10 Cycloalkenyl groups are divalent groups of the same structure.
[0648] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent cyclic group of 1 to 10 carbon atoms which further contains at least one heteroatom other than carbon atoms as a ring-forming atom in its cyclic structure and has at least one double bond. 1 -C 10 Examples of heterocycloalkenyl groups are 4,5-dihydro-1,2,3,4-oxatriazolyl groups, 2,3-dihydrofuranyl groups, 2,3-dihydrothienyl groups, and the like. 1 -C 10 The term "heterocycloalkenylene group" refers to a 1 -C 10 Heterocycloalkenyl groups are divalent groups of the same structure.
[0649] As used herein, the term "C 6 -C 60 "Aryl group" refers to a monovalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms (e.g., 6 to 30, 6 to 20, 6 to 15, or 6 to 10 carbon atoms), and the term "C 6 -C 60 The term "arylene group" refers to a divalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms (e.g., 6 to 30, 6 to 20, 6 to 15, or 6 to 10 carbon atoms).6 -C 60 Examples of aryl groups are phenyl groups, pentalenyl groups, naphthyl groups, azulenyl groups, indacenyl groups, acenaphthenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyrenyl groups, The phenyl group includes a phenyl group, a peryl group, a pentaphenyl group, a heptaphenyl group, a tetraphenyl group, a peryl group, a hexaphenyl group, a pentacene group, a rubidinyl group, a coronet group, an ovaphenyl group, and the like. 6 -C 60 Aryl groups and C 6 -C 60 When the arylene groups each include two or more rings, the rings may be fused to each other.
[0650] As used herein, the term "C 1 -C 60 The term "heteroaryl group" refers to a monovalent group having a heterocyclic aromatic system of 1 to 60 carbon atoms (e.g., 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms) further containing at least one heteroatom other than carbon atoms as a ring-forming atom. As used herein, the term "C 1 -C 60 The term "heteroarylene group" refers to a divalent group having a heterocyclic aromatic system of 1 to 60 carbon atoms (e.g., 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms) further including at least one heteroatom other than carbon atoms as a ring-forming atom. 1 -C 60 Examples of heteroaryl groups are pyridyl groups, pyrimidinyl groups, pyrazinyl groups, pyridazinyl groups, triazinyl groups, quinolyl groups, benzoquinolyl groups, isoquinolyl groups, benzoisoquinolyl groups, quinoxalinyl groups, benzoquinoxalinyl groups, quinazolinyl groups, benzoquinazolinyl groups, cinnolinyl groups, phenanthrolinyl groups, phthalazinyl groups and naphthyridinyl groups. 1 -C 60 Heteroaryl groups and C 1 -C 60 When the heteroarylene groups each include two or more rings, the rings may be fused to each other.
[0651] As used herein, the term "monovalent non-aromatic fused polycyclic group" refers to a monovalent group (e.g., having 8 to 60 carbon atoms, e.g., 8 to 30, 8 to 20, 8 to 15, or 8 to 10 carbon atoms) having two or more rings fused to each other, only carbon atoms as ring-forming atoms, and having no aromaticity in its entire molecular structure (e.g., not aromatic when considered as a whole). Examples of monovalent non-aromatic fused polycyclic groups are indenyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, indenophenanthryl groups, indenoanthryl groups, and the like. As used herein, the term "divalent non-aromatic fused polycyclic group" refers to a divalent group having the same structure as the monovalent non-aromatic fused polycyclic group described above.
[0652] As used herein, the term "monovalent non-aromatic fused heteropolycyclic group" refers to a monovalent group (e.g., having 1 to 60 carbon atoms, e.g., 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms) that has two or more rings fused to each other, further contains at least one heteroatom other than a carbon atom as a ring-forming atom and has no aromaticity in its entire molecular structure (e.g., is not aromatic when viewed as a whole). Examples of the monovalent non-aromatic condensed heteropolycyclic group are a pyrrolyl group, a thienyl group, a furanyl group, an indolyl group, a benzindolyl group, a naphthoindolyl group, an isoindolyl group, a benzisoindolyl group, a naphthoisoindolyl group, a benzothiorolyl group, a benzothiophenyl group, a benzofuranyl group, a carbazolyl group, a dibenzothiorolyl group, a dibenzothiophenyl group, a dibenzofuranyl group, an azacarbazolyl group, an azafluorenyl group, an azadibenzothiorolyl group, an azadibenzothiophenyl group, an azadibenzofuranyl group, a pyrazolyl group, an imidazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, an oxadiazolyl group , thiadiazolyl group, benzopyrazolyl group, benzimidazolyl group, benzoxazolyl group, benzothiazolyl group, benzoxadiazolyl group, benzothiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, imidazotriazine group, imidazopyrazinyl group, imidazopyridazinyl group, indenocarbazolyl group, indolecarbazolyl group, benzofuranocarbazolyl group, benzothiophenocarbazolyl group, benzothiorrolocarbazolyl group, benzoindolecarbazolyl group, benzocarbazolyl group, benzonaphthofuranyl group, benzonaphthothiophenyl group, benzonaphthothiophenyl group, benzonaphthothiophenyl group, benzofuranodibenzofuranyl group, benzofuranodibenzothiophenyl group and benzothiophenylodibenzothiophenyl group. The term "divalent non-aromatic condensed heteropolycyclic group" as used herein refers to a divalent group having the same structure as the monovalent non-aromatic condensed heteropolycyclic group described above.
[0653] As used herein, the term "C 6 -C 60 "Aryloxy group" means -OA 102 (A 102 It is C 6 -C 60 aryl group), and as used herein, the term "C 6 -C 60 "Arylthio group" means -SA 103 (A 103 It is C 6 -C 60 aryl group).
[0654] As used herein, the term "C 7 -C 60 "Arylalkyl group" refers to -A 104 A 105 (A 104 It is C 1 -C 54 An alkylene group, and A 105 It is C 6 -C 59 aryl group), and as used herein, the term "C 2 -C 60 A "heteroarylalkyl group" refers to an -A 106 A 107 (A 106 It is C 1 -C 59 An alkylene group, and A 107 It is C 1 -C 59 heteroaryl group).
[0655] As used herein, the term "R 10a " can be:
[0656] deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group or a nitro group;
[0657] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 7 -C 60 Arylalkyl group, C 2 -C60 Heteroarylalkyl groups, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof substituted C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group or C 1 -C 60 Alkoxy groups;
[0658] Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy groups, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 7 -C 60 Arylalkyl group, C 2 -C 60 Heteroarylalkyl groups, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q22 ) or any combination thereof substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 7 -C 60 Arylalkyl group or C 2 -C 60 a heteroarylalkyl group; or
[0659] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ).
[0660] In this manual, Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 may be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; C 1 -C 60 Alkyl group; C 2 -C 60 Alkenyl group; C 2 -C 60 Alkynyl group; C 1 -C 60 alkoxy groups; each unsubstituted or deuterated, -F, cyano groups, C 1 -C 60 Alkyl group, C 1 -C 60 Alkoxy group, phenyl group, biphenyl group or any combination thereof substituted C 3 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic group; C 7 -C60 Arylalkyl group; or C 2 -C 60 Heteroarylalkyl groups.
[0661] As used herein, the term "heteroatom" refers to any atom other than a carbon atom, and the number of heteroatoms may be 1 to 10, for example 1, 2, 3, 4, 5 or 6. Examples of heteroatoms are O, S, N, P, Si, B, Ge, Se, and any combination thereof.
[0662] The term "Ph" as used herein refers to a phenyl group, the term "Me" as used herein refers to a methyl group, the term "Et" as used herein refers to an ethyl group, the term "tert-Bu" or "Bu" as used herein refers to an ethyl group. t ” refers to a tert-butyl group, and the term “OMe” as used herein refers to a methoxy group.
[0663] As used herein, the term "biphenyl group" refers to a "phenyl group substituted by a phenyl group". In other words, a "biphenyl group" is a 6 -C 60 Aryl groups are substituted phenyl groups as substituents.
[0664] As used herein, the term "terphenyl group" refers to a "phenyl group substituted by a biphenyl group". In other words, the "terphenyl group" is a phenyl group substituted by a C 6 -C 60 Aryl-substituted C 6 -C 60 Aryl groups are substituted phenyl groups as substituents.
[0665] In the specification, the x-axis, y-axis, and z-axis are not limited to the three axes in the orthogonal coordinate system, and can be interpreted in a broad sense including these axes. For example, the x-axis, y-axis, and z-axis can refer to those that are orthogonal to each other, or can refer to those in different directions that are not orthogonal to each other.
[0666] Unless otherwise defined, * and *' as used herein each refer to a binding site to an adjacent atom in the corresponding formula or moiety.
[0667] Hereinafter, an organometallic compound according to an embodiment and an organic light-emitting device according to an embodiment will be described in more detail with reference to Synthesis Examples and Examples. The phrase "using B instead of A" used to describe Synthesis Examples means using B instead of A in an equimolar amount.
[0668] Synthesis example
[0669] Synthesis Example 1: Synthesis of Compound 13
[0670]
[0671] (1) Synthesis of intermediate compound [13-A]
[0672] 10.92g (70mmol) of 1- (chloromethyl) -3- methoxybenzene, 3.40g (50mmol) of imidazoles and 23g (100mmol) of sodium hydride are added to the reaction vessel, and then suspended in 100mL of tetrahydrofuran. The resulting reaction mixture is heated to 100 ° C and stirred for 36 hours. After the reaction is completed, the resulting solution is cooled to room temperature, and 300mL of distilled water is added thereto, extracted with ethyl acetate. The organic layer extracted therefrom is washed with a saturated sodium chloride aqueous solution and dried by using sodium sulfate. The residue of the solvent is separated by column chromatography to obtain 7.52g (40mmol) of intermediate compound [13-A].
[0673] (2) Synthesis of intermediate compound [13-B]
[0674] 7.52 g (40 mmol) of the intermediate compound [13-A] was suspended in an excess of boric acid solution. The resulting reaction mixture was heated to 130° C. and stirred for 24 hours. After the reaction was completed, the resulting solution was cooled to room temperature and treated with an appropriate amount of NaHCO 3 The solution was neutralized with hydrobromic acid. 300 mL of distilled water was added thereto and extracted with ethyl acetate. The organic layer extracted therefrom was washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. The residue of the solvent was separated and removed by column chromatography to obtain 5.22 g (30 mmol) of intermediate compound [13-B].
[0675] (3) Synthesis of intermediate compound 13-C
[0676] 25.0g (100mmol) of m-bromobenzyl bromide and 3.4g (50mmol) of imidazole were added to the reaction vessel and then suspended in 100mL of dimethylformamide. The resulting reaction mixture was heated to 100°C and stirred for 6 hours. After the reaction was completed, the resulting solution was cooled at room temperature, and 300ml of distilled water was added thereto and extracted with ethyl acetate. The organic layer extracted therefrom was washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. The residue of the solvent was separated and removed by column chromatography to obtain the intermediate compound [13-C] with a yield of 90%.
[0677] (4) Synthesis of intermediate compound [13-D]
[0678] 5.22g (30mmol) of intermediate compound [13-B], 9.95g (42mmol) of intermediate compound [13-C], 16.1g (70mmol) of tripotassium phosphate, 1.28g (7mmol) of iodine copper and 0.82g (7mmol) of picolinic acid are added to the reaction vessel, and then suspended in 70ml of dimethyl sulfoxide. The resulting reaction mixture is heated to a temperature of 160°C and stirred for 12 hours. After the reaction is complete, the resulting solution is cooled at room temperature, and 300ml of distilled water is added thereto, and an extraction process is performed using ethyl acetate. The organic layer extracted therefrom is washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. The residue of the solvent is separated and removed by column chromatography to obtain 10.56g (32mmol) of intermediate compound [13-D].
[0679] (5) Synthesis of intermediate compound [13-E]
[0680] 10.56g (32mmol) of intermediate compound [13-D] and 10.71g (40mmol) of diiodomethane are added to the reaction vessel, and then suspended in 100mL of toluene. The resulting reaction mixture is heated to 100°C and stirred for 24 hours. After the reaction is complete, the resulting solution is cooled to room temperature, and the resulting solid is filtered and washed with ether. The washed solid is then dried to obtain 10.28g (17.2mmol) of intermediate compound [13-E].
[0681] (6) Synthesis of intermediate compound 13-F
[0682] The ammonium hexafluorophosphate of 10.28g (17.2mmol) intermediate compound [13-E] and 9.58g (58.8mmol) is added to the reaction vessel, and then suspended in the mixed solution of the methanol comprising 50mL and the water of 50mL. The reaction mixture obtained is stirred at room temperature for 24 hours. After the reaction is completed, the gained solid is filtered and washed with ether. The washed solid is then dried to obtain the intermediate compound [13-F] of 7.92g (12.5mmol).
[0683] (7) Synthesis of Compound 13
[0684] 7.92g (12.5mmol) of intermediate compound [13-F], 5.6g (15mmol) of dichloro (1,5-cyclooctadiene) platinum and 3.4g of sodium acetate were suspended in 160ml of dioxane. The resulting reaction mixture was heated to 120°C and stirred for 72 hours. After the reaction was completed, the resulting solution was cooled at room temperature, and 300ml of distilled water was added thereto and extracted with ethyl acetate. The organic layer extracted therefrom was washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. The residue of the solvent was separated and removed by column chromatography to obtain 2.78g (5.2mmol) of compound 13.
[0685] Synthesis Example 2: Synthesis of Compound 27
[0686]
[0687] Compound 27 was obtained in the same manner as in Synthesis Example 1, except that benzimidazole was used instead of imidazole.
[0688] Synthesis Example 3: Synthesis of Compound 37
[0689]
[0690] In the same manner as in the synthesis of Compound 13, intermediate compound [37-A], intermediate compound [37-B], intermediate compound [37-C] and intermediate compound [37-D] were obtained.
[0691] (1) Synthesis of intermediate compound [37-E]
[0692] 10.56g (32mmol) of intermediate compound [37-D] and 10.71g (40mmol) of 1,2-diiodoethane were added to the reaction vessel and then suspended in 100mL of toluene. The resulting reaction mixture was heated to 100°C and stirred for 24 hours. After the reaction was complete, the resulting mixture was cooled to room temperature, and the resulting solid was filtered and washed with ether. The washed solid was then dried to obtain 11.02g (18mmol) of intermediate compound [37-E].
[0693] (2) Synthesis of intermediate compound 37-F
[0694] The ammonium hexafluorophosphate of 11.02g (18mmol) intermediate compound [37-E] and 9.58g (58.8mmol) is added to the reaction vessel, and then suspended in the mixed solution of the methanol and the water of 50mL comprising 50mL. The reaction mixture obtained is stirred at room temperature for 24 hours. After the reaction is completed, the gained solid is filtered and washed with ether. The washed solid is then dried to obtain the intermediate compound [37-F] of 6.8g (10.5mmol).
[0695] (3) Synthesis of Compound 37
[0696] 6.8g (10.5mmol) of intermediate compound [37-F], 5.6g (15mmol) of dichloro (1,5-cyclooctadiene) platinum and 3.4g of sodium acetate were suspended in 160ml of dioxane. The resulting reaction mixture was heated to 120°C and stirred for 72 hours. After the reaction was completed, the resulting solution was cooled at room temperature, and 300ml of distilled water was added thereto and extracted with ethyl acetate. The organic layer extracted therefrom was washed with a saturated sodium chloride aqueous solution and dried using sodium sulfate. The residue of the solvent was separated and removed by column chromatography to obtain 2.47g (4.5mmol) of compound 37.
[0697] Synthesis Example 4: Synthesis of Compound 44
[0698]
[0699] Compound 44 was obtained in the same manner as in Synthesis Example 3, except that benzimidazole was used instead of imidazole.
[0700] The compounds of Synthesis Examples 1 to 4 1 H NMR and MS / FAB results are shown in Table 1. Those skilled in the art can easily recognize the synthesis methods of compounds other than the compounds shown in Table 1 by referring to the above-mentioned synthesis methods and raw materials.
[0701] Table 1
[0702]
[0703] Example
[0704] Evaluation Example 1: Evaluation of Energy Properties of Organometallic Compounds
[0705] For the compounds of the above synthesis examples, according to the B3LYP DFT calculation method (for example, by using density functional theory with B3LYP hybrid functional calculation, basis set: 6-311G (d, p)), by quantum chemical simulation i) the maximum emission wavelength (λ maxsim ), ii) T 1 The geometric spin-orbit coupling matrix element (SOCME), iii) triplet metal center state ( 3 MC) energy level, and iv) FRET radius, and the results are shown in Table 2.
[0706] Table 2
[0707]
[0708]
[0709]
[0710] Referring to Table 2, it can be seen that the organometallic compound is suitable for blue light emission because it has a short maximum emission wavelength, and when used as a sensitizer in an organic light-emitting device, it can improve luminous efficiency and service life because it has a longer FRET radius compared to Compounds A to F.
[0711] Example 1
[0712] Corning 15Ω / cm 2 The ITO glass substrate was cut into a size of 50 mm×50 mm×0.7 mm, ultrasonicated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet rays and ozone for 30 minutes. The ITO glass substrate was provided to a vacuum deposition apparatus. On the glass substrate, 2-TNATA was first vacuum deposited to form a A hole injection layer having a thickness of 1000 Å was formed, and 4,4′-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (hereinafter, referred to as NPB) was vacuum-deposited as a hole transport compound to form a On the hole transport layer, compound 13 (13 wt % relative to the emissive layer) as a phosphorescent sensitizer was co-deposited with a mixed host of ETH2:HTH29 (weight ratio of 3.5:6.5) on the hole transport layer, and DFT30 was deposited thereon to form a Then, compound HBL-1 is vacuum deposited on the emission layer to form a Subsequently, a mixed layer of CNNPTRZ and Liq (weight ratio of 4:6) was deposited on the emission layer to form a hole blocking layer having a thickness of An electron transport layer with a thickness of , Yb is deposited on the electron transport layer to form a An electron injection layer with a thickness of 10000 mm was formed, and Mg was vacuum-deposited on the electron injection layer to The thickness (anode) is , thereby completing the manufacture of the organic light-emitting device.
[0713]
[0714] Examples 2 to 4 and Comparative Examples 1 to 6
[0715] An organic light-emitting device was manufactured in the same manner as in Example 1, except that the compounds shown in Table 3 were used as a host and a dopant in forming an emission layer.
[0716] Evaluation Example 2: Characteristics of Organic Light Emitting Device
[0717] The organic light-emitting devices of Examples 1 to 4 and Comparative Examples 1 to 6 were each measured by using a Keithley SMU 236 meter and a luminance meter PR650 at 1,000 cd / m 2 The driving voltage (V), luminous efficiency (cd / A), color purity (CIEx,y), emission efficiency (cd / A / y), maximum emission wavelength (nm) and service life (T 90 ), and the results are shown in Table 3. In Table 3, the service life (T 90 ) is a measurement of the time (hr) it takes for the brightness to reach 90% of the initial brightness.
[0718] Table 3
[0719]
[0720]
[0721] Referring to Table 3, it can be seen that, compared with the organic light-emitting devices of Comparative Examples 1 to 6, the organic light-emitting devices of Examples 1 to 4 have lower or equivalent driving voltages, higher luminous efficiencies, and longer or equivalent service lives.
[0722] According to one or more embodiments, an organic light-emitting device including an organic metal compound according to the present application can have low driving voltage, high luminous efficiency, high color purity and long service life. In addition, high-quality electronic devices and consumer products can be manufactured by using such an organic light-emitting device.
[0723] It should be understood that the embodiments described herein should be considered in a descriptive sense only, and not for limiting purposes. The description of the features or aspects in each embodiment should generally be considered to be applicable to other similar features or aspects in other embodiments. Although one or more than one embodiment has been described with reference to the accompanying drawings, it should be understood by those of ordinary skill in the art that various changes in form and detail may be made herein without departing from the subject and scope defined by the appended claims and their equivalents.
Claims
1. An organometallic compound represented by formula 1: Formula 1 in, In Formula 1, M1 is platinum, palladium, copper, silver, gold, rhodium, iridium, ruthenium, osmium, titanium, zirconium, hafnium, europium, terbium or thulium, A 10 and A 20 Each is independently a C1-C 60 Heterocyclic groups, A 30 and A 40 Each independently is C5-C 60 Carbocyclic group or C1-C 60 Heterocyclic groups, Y 30 and Y 40 are each independently C or N, Y 31 , Y 32 , Y 41 and Y 42 are each independently N or C, T1 to T4 each represent a chemical bond, L 11 is *-O-*', *-S-*', *-C(R1)(R2)-*', *-C(R1)=*', *=C(R1)-*', *-C(R1)=C(R2)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R1)-*', *-N(R1)-*', *-P(R1)-*', *-Si(R1)(R2)-*', *-P(R1)(R2)-*', *-Ge(R1)(R2)-*', unsubstituted or substituted with at least one R 10a Substituted divalent C5-C 60 A carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted divalent C1-C 60 Heterocyclic groups, L 12 To L 14 Each independently represents *-O-*', *-S-*', *-C(R3)(R4)-*', *-C(R3)=*', *=C(R3)-*', *-C(R3)=C(R4)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R3)-*', *-N(R3)-*', *-P(R3)-*', *-Si(R3)(R4)-*', *-P(R3)(R4)-*', *-Ge(R3)(R4)-*', unsubstituted or substituted with at least one R 10a Substituted divalent C5-C 60 A carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted divalent C1-C 60 Heterocyclic groups, a11 is 1, 2, 3, 4, or 5, a12, a13 and a14 are each independently 0, 1, 2, 3, 4 or 5, R1 to R4, R 10 , R 20 , R 30 and R 40 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl groups, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio group, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylthio group, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a a substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2), or -P(=S)(Q1)(Q2), b10, b20, b30 and b40 are each independently 1, 2, 3, 4, 5, 6, 7 or 8, R1 to R4, R 10 , R 20 , R 30 and R 40 Two or more adjacent groups of the group are optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C5-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic groups, R 10a yes: deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group or a nitro group; Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy groups, C6-C 60 Arylthio 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 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof substituted with C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group or C1-C 60 Alkoxy groups; Each is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group, C1-C 60 Alkoxy groups, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy groups, C6-C 60 Arylthio 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 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof substituted with C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group or C6-C 60 an arylthio group; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are independently hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 Alkynyl group; C1-C 60 alkoxy groups; each of which is unsubstituted or substituted with deuterium, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C4 substituted with an alkoxy group, a phenyl group, a biphenyl group or any combination thereof 60 Carbocyclic group or C1-C 60 Heterocyclic groups, * and *' each represent a binding site with an adjacent atom.
2. The organometallic compound of claim 1, wherein M1 is platinum, palladium, copper, silver or gold.
3. The organometallic compound according to claim 1, wherein A 10 and A 20 Each is independently an imidazole group, a benzimidazole group, a 4,5,6,7-tetrahydrobenzimidazole group, a 2,3-dihydrobenzimidazole group, an imidazopyridine group, a 2,3-dihydroimidazopyridine group, an imidazopyrimidine group, a 2,3-dihydroimidazopyrimidine group, an imidazopyrazine group or a 2,3-dihydroimidazopyrazine group.
4. The organometallic compound according to claim 1, wherein A 10 is a group represented by Formula 10-1 or Formula 10-2, and A 20 is a group represented by Formula 20-1 or Formula 20-2: in, In Formula 10-1, Formula 10-2, Formula 20-1 and Formula 20-2, X 11 is C(R 11 ) or N, X 12 is C(R 12 ) or N, X 13 is C(R 13 ) or N, X 14 is C(R 14 ) or N, X 15 is C(R 15 ) or N, and X 16 is C(R 16 ) or N, X 21 is C(R 21 ) or N, X 22 is C(R 22 ) or N, X 23 is C(R 23 ) or N, X 24 is C(R 24 ) or N, X 25 is C(R 25 ) or N, and X 26 is C(R 26 ) or N, R 11 To R 16 Each of the following is related to R in claim 1 10 definition, R 21 To R 26 Each of the R in claim 1 20 Definition, and *, *' and *" each represent a binding site with an adjacent atom.
5. The organometallic compound according to claim 1, wherein A 30 and A 40 Each is independently a group represented by one of Formula 2-1 to Formula 2-43: in, In Formula 2-1 to Formula 2-43, X 21 To X 23 Each independently is C(Z 24 ) or C-*, wherein selected from X 21 To X 23 At least two of them are each C-*, X 24 is N-*, and X 25 and X 26 Each independently is C(Z 24 ) or C-*, wherein selected from X 25 and X 26 At least one of them is C-*, X 27 and X 28 Each independently is N, N(Z 25 ) or N-*, X 29 is C(Z 24 ) or C-*, wherein i) is selected from X 27 and X 28 At least one of each is N-*, and X 29 is C-*, or ii) X 27 and X 28 Each is N-*, and X 29 is C(Z 24 ), Z 21 To Z 25 are each independently deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C 20 Alkyl groups, C2-C 20 Alkenyl groups, C2-C 20 Alkynyl group, C1-C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a phenanthryl group, an anthracenyl group, a triphenylenyl group, a pyridyl group, a pyrimidinyl group, a carbazolyl group or a triazinyl group, c21 is 1, 2, or 3, c22 is 1, 2, 3, 4, or 5, c23 is 1, 2, 3, or 4, c24 is 1 or 2, and *Indicates the binding site with the adjacent atom.
6. The organometallic compound according to claim 1, wherein: L 11 is *-C(R1)(R2)-*' or is unsubstituted or substituted by at least one R 10a Substituted divalent C5-C 60 Carbocyclic groups, a11 is 1 or 2, and R1 and R2 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, or unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkyl groups, * and *' each represent a binding site with an adjacent atom, R 10a Same as defined in claim 1.
7. The organometallic compound according to claim 1, wherein: R1 to R4, R 10 , R 20 , R 30 and R 40 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a cyano group, a C1-C 20 Alkyl group or C1-C 20 Alkoxy groups; C1-C ... 20 Alkyl group or C1-C 20 an alkoxy group; or A group represented by one of Formula 5-1 to Formula 5-26 and Formula 6-1 to Formula 6-55, R1 to R4, R 10 , R 20 , R 30 and R 40 Two or more adjacent ones of are optionally bonded together to form: a cyclopropane group, a cyclobutane group, a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclopropene group, a cyclobutene group, a cyclopentene group, a cyclohexene group, a cycloheptene group, a phenyl group, a naphthalene group, a fluorene group, a phenanthrene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group or a dibenzosilole group; or A cyclopropane group, a cyclobutane group, a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclopropene group, a cyclobutene group, a cyclopentene group, a cyclohexene group, a cycloheptene group, a phenyl group, a naphthalene group, a fluorene group, a phenanthrene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group or a dibenzosilole group, each of which is substituted with deuterium, -F, -Cl, -Br, -I, a cyano group, a phenyl group, a biphenyl group or any combination thereof: Among them, in Formula 5-1 to Formula 5-26 and Formula 6-1 to Formula 6-55, Y 31 and Y 32 Each independently is O, S, C (Z 33 )(Z 34 )、N(Z 33 ) or Si(Z 33 )(Z 34 ), Z 31 To Z 34 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C 20 Alkyl groups, C2-C 20 Alkenyl groups, C2-C 20 Alkynyl group, C1-C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a phenanthryl group, an anthracenyl group, a triphenylenyl group, a pyridyl group, a pyrimidinyl group, a carbazolyl group and a triazinyl group, e2 is 1 or 2, e3 is an integer from 1 to 3, e4 is an integer from 1 to 4, e5 is an integer from 1 to 5, e6 is an integer from 1 to 6, e7 is an integer from 1 to 7, e9 is an integer from 1 to 9, and *Indicates the binding site with the adjacent atom.
8. The organometallic compound according to claim 1, wherein the organometallic compound represented by Formula 1 is a compound represented by one of Formulas 11 to 13: Formula 11 Formula 12 Formula 13 in, In equations 11 to 13, M1, A 30 , A 40 , Y 30 To Y 32 , Y 40 To Y 42 , T1 to T4, L 11 To L 14 、a12 to a14、R 10 , R 20 , R 30 , R 40 , b10, b20, b30 and b40 are each as defined in claim 1, X 11 is C(R 11 ) or N, X 12 is C(R 12 ) or N, X 21 is C(R 21 ) or N, and X 22 is C(R 22 ) or N, R 11 and R 12 Each of the R in claim 1 10 definition, R 21 and R 22 Each of the following is related to R in claim 1 20 Definition, and A 11 and A 21 Each is independently a cyclopentene group, a cyclohexene group, a benzene group, a naphthalene group, a fluorene group, an anthracene group, a phenanthrene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzosilole group, a pyridine group, a pyrimidine group, a pyrazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group or a quinazoline group.
9. The organometallic compound according to claim 1, wherein the organometallic compound represented by Formula 1 is a compound represented by one of Formulas 31 to 33: Formula 31 Formula 32 Formula 33 in, In equations 31 to 33, M1, T1 to T4 and L 11 To L 14 Each as defined in claim 1, R 11 To R 16 Each independently with respect to R in claim 1 10 definition, R 21 To R 26 Each independently with respect to R in claim 1 20 definition, R 31 To R 33 Each independently with respect to R in claim 1 30 Definition, and R 41 To R 43 Each independently with respect to R in claim 1 40 definition.
10. The organometallic compound according to claim 1, wherein the organometallic compound represented by Formula 1 is one of Compound 1 to Compound 71:
11. An organic light-emitting device, comprising: a first electrode; a second electrode facing the first electrode; an intermediate layer disposed between the first electrode and the second electrode and including an emission layer; as well as The organometallic compound according to any one of claims 1 to 10.
12. The organic light emitting device according to claim 11, wherein: The first electrode is an anode, The second electrode is a cathode, The intermediate layer further includes a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode, The hole transport region includes a hole injection layer, a hole transport layer and / or an electron blocking layer, and The electron transport region includes a hole blocking layer, an electron transport layer and / or an electron injection layer. The organic light-emitting device of claim 11 , wherein the emission layer comprises the organic metal compound.
14. The organic light emitting device according to claim 13, wherein: The emission layer comprises a host and a dopant, and The dopant includes the organometallic compound. 15 . The organic light emitting device of claim 13 , wherein the emission layer emits blue light having a maximum emission wavelength of 410 nm to 490 nm.
16. The organic light emitting device according to claim 14, wherein: The host comprises a first host compound and a second host compound, The first host compound is a hole transport host, The second host compound is an electron transporting host, and The first host compound and the second host compound form an exciplex. The organic light-emitting device as claimed in claim 13 , wherein the emission layer further comprises a delayed fluorescent material.
18. An electronic device comprising the organic light-emitting device according to any one of claims 11 to 17.
19. A consumer product comprising the organic light-emitting device according to any one of claims 11 to 17.
20. The consumer product of claim 19, wherein the consumer product is one of a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable display, a laser printer, a phone, a portable phone, a tablet personal computer, a tablet phone, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, and a sign.
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Oral cleaning device
KR1020230123319A