Composition for organic optoelectronic device, organic optoelectronic device and display device
By using bipolar compounds of Chemical Formula 1 and Chemical Formula 2 as the main material of the luminescent layer in organic optoelectronic devices, combined with phosphorescent agents and fluorescent dopants, the shortcomings in the existing devices in terms of blue light emission efficiency and lifetime are solved, and high-efficiency energy conversion and stability improvement are achieved.
Patent Information
- Application Number
- CN202411478291.5
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Priority Date
- 2024-01-23
- Filing Date
- 2024-10-22
- Publication Date
- 2025-07-25
AI Technical Summary
Existing organic optoelectronic devices have shortcomings in exciton separation and energy conversion efficiency, especially in the emission blue light spectrum.
A bipolar compound containing chemical formula 1 and chemical formula 2 is used as the main material of the luminescent layer, combined with a phosphorescent sensitizer and a fluorescent dopant, so as to achieve exciton equilibrium by finely controlling hole and electron mobility, improve luminescence efficiency and extend the life of the device.
Efficient blue light emission and device life extension are achieved. By combining bipolar compounds of Chemical Formula 1 and Chemical Formula 2, the energy conversion efficiency and stability of organic photoelectronic devices are improved.
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Figure CN120379504A_ABST
Abstract
Description
[0001] Citation of Related Applications
[0002] This application claims the priority and benefit of Korean Patent Application No. 10-2024-0010256, filed with the Korean Intellectual Property Office on January 23, 2024, the entire content of which is incorporated herein by reference. Technical Field
[0003] Embodiments relate to a composition for an organic optoelectronic device, an organic optoelectronic device, and a display device. Background Art
[0004] An organic optoelectronic device (organic optoelectronic diode) is a device capable of converting electrical energy and light energy into each other.
[0005] According to the working principle, organic optoelectronic devices can be roughly divided into two categories. One is a photoelectric device that generates electrical energy by separating excitons formed by light energy into electrons and holes and transferring the electrons and holes to different electrodes, respectively, and the other is a light-emitting device that generates light energy from electrical energy by applying a voltage or current to the electrodes. Summary of the Invention
[0006] Embodiments relate to a composition for an organic optoelectronic device, the composition comprising a first compound represented by Chemical Formula 1 and a second compound represented by Chemical Formula 2:
[0007] [Chemical Formula 1]
[0008]
[0009] In Chemical Formula 1, Z 1 to Z 3 are each independently N or CR a , Z 1 to Z 3 at least two of which are N, L 1 to L 5 are each independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, or a substituted or unsubstituted divalent C2 to C20 heterocyclic group, L 3 , L 4 and L 5 at least one of which is a substituted or unsubstituted C6 to C20 arylene group or a substituted or unsubstituted divalent C2 to C20 heterocyclic group, Ar 1 and Ar 2 are each independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group, R 1 to R 8 and R aEach independently is hydrogen, deuterium, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heterocyclic group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a cyano group or a halogen, and R 1 to R 8 Each exists separately or two adjacent ones are connected to each other to form a ring.
[0010] [Chemical formula 2]
[0011]
[0012] In Chemical formula 2, L 7 and L 8 Each independently is a single bond or a substituted or unsubstituted C6-C30 arylene group, Ar 7 is a substituted or unsubstituted C6-C30 aryl group or a substituted or unsubstituted C2-C30 heterocyclic group, and R 30 to R 33 、R 34 ', R 34 ”, R 34 ”' and R 35 to R 42 Each independently is hydrogen, deuterium, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heterocyclic group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a cyano group or a halogen.
[0013] At least one of L 3 , L 4 and L 5 in Chemical formula 1 may be a substituted or unsubstituted benzofuranylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted benzothiophenylene group, a substituted or unsubstituted dibenzothiophenylene group or a substituted or unsubstituted fluorenylene group.
[0014] L 3 , L 4 and L 5 One or two of them may be a substituted or unsubstituted benzofuranylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted benzothiophenylene group, a substituted or unsubstituted dibenzothiophenylene group or a substituted or unsubstituted fluorenylene group, and the remaining ones of L 3 , L 4 and L 5 in Chemical formula 1 may each independently be a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group or a substituted or unsubstituted naphthylene group.
[0015] Ar1 and Ar 2 may each independently be a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted anthracenyl, a substituted or unsubstituted phenanthryl, a substituted or unsubstituted terphenylene, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted benzofuranyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted benzothiophenyl, a substituted or unsubstituted dibenzothiophenyl, a substituted or unsubstituted benzosilolyl or a substituted or unsubstituted dibenzosilolyl.
[0016] The second compound may be represented by one of Chemical Formula 2a to Chemical Formula 2d: [Chemical Formula 2a]
[0017]
[0018] [Chemical Formula 2b]
[0019]
[0020] [Chemical Formula 2c]
[0021]
[0022] [Chemical Formula 2d]
[0023]
[0024] In Chemical Formula 2a to Chemical Formula 2d, L 8 , Ar 7 , R 30 to R 33 , R 34 ', R 34 ", R 34 "', and R 35 to R 42 may be defined as the same as those in Chemical Formula 2.
[0025] L 8 may be a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted biphenylene or a substituted or unsubstituted terphenylene, and Ar 7 may be a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted anthracenyl, a substituted or unsubstituted terphenylene, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted benzothiophenyl, a substituted or unsubstituted dibenzothiophenyl, a substituted or unsubstituted benzofuranyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted benzosilolyl, a substituted or unsubstituted dibenzosilolyl or a substituted or unsubstituted fluorenyl.
[0026] Ar 7 、R 30 to R 33 、R 34 ', R 34 ”, R 34 ”', and R 35 to R 42 at least one of which may be a substituted or unsubstituted carbazolyl group.
[0027] The first compound and the second compound may be included in a weight ratio of about 10:90 to about 90:10.
[0028] An embodiment may be implemented by providing an organic optoelectronic device including an anode and a cathode facing each other and a light-emitting layer between the anode and the cathode, wherein the light-emitting layer may include a composition for the organic optoelectronic device.
[0029] The light-emitting layer may further include a fluorescent dopant, a phosphorescent sensitizer, or a combination thereof.
[0030] The phosphorescent sensitizer may be an organometallic compound, and the fluorescent dopant may be a condensed polycyclic compound containing boron, nitrogen, or a combination thereof.
[0031] The light-emitting layer may emit light in a blue emission spectrum.
[0032] The organic optoelectronic device may further include a hole transport layer between the anode and the light-emitting layer and a hole transport assisting layer between the light-emitting layer and the hole transport layer.
[0033] An embodiment may be implemented by providing a display device including the organic optoelectronic device. BRIEF DESCRIPTION OF THE DRAWINGS
[0034] Features will be apparent to those skilled in the art from a detailed description of exemplary embodiments with reference to the accompanying drawings, in which:
[0035] Figure 1 is a cross-sectional view showing an example of an organic light-emitting diode according to an embodiment, and
[0036] Figure 2 is a cross-sectional view showing another example of an organic light-emitting diode according to another embodiment. DETAILED DESCRIPTION
[0037] Exemplary embodiments will now be described more fully hereinafter with reference to the accompanying drawings; however, they may be embodied in different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the exemplary embodiments to those skilled in the art.
[0038] In the drawings, the dimensions of layers and regions may be exaggerated for clarity. It will also be understood that when a layer or element is referred to as being “on” another layer or substrate, it can be directly on the other layer or substrate, or intervening layers may also be present. Further, it will be understood that when a layer is referred to as being “under” another layer, it can be directly under, and one or more intervening layers may also be present. Additionally, it will be understood that when a layer is referred to as being “between” two layers, the layer can be the only layer between the two layers, or one or more intervening layers may also be present. Like reference numerals always denote like elements. As used herein, the term “or” is not an exclusive term, e.g., “A or B” will include A, B, or A and B.
[0039] As used herein, when no definition is otherwise provided, “substituted” may mean that at least one hydrogen of a substituent or compound is replaced by one of the following: deuterium, halogen, hydroxyl, amino, substituted or unsubstituted C1-C30 amino, nitro, substituted or unsubstituted C1-C40 silyl, C1-C30 alkyl, C1-C10 alkylsilyl, C6-C30 arylsilyl, C3-C30 cycloalkyl, C3-C30 heterocycloalkyl, C6-C30 aryl, C2-C30 heteroaryl, C1-C20 alkoxy, C1-C10 trifluoroalkyl, cyano, or a combination thereof.
[0040] In one embodiment, “substituted” may mean that at least one hydrogen of a substituent or compound is replaced by one of the following: deuterium, C1-C30 alkyl, C1-C10 alkylsilyl, C6-C30 arylsilyl, C3-C30 cycloalkyl, C3-C30 heterocycloalkyl, C6-C30 aryl, C2-C30 heteroaryl, or cyano. In one embodiment, “substituted” may mean that at least one hydrogen of a substituent or compound is replaced by one of the following: deuterium, C1-C20 alkyl, C6-C30 aryl, or cyano. In one embodiment, “substituted” may mean that at least one hydrogen of a substituent or compound is replaced by one of the following: deuterium, C1-C5 alkyl, C6-C18 aryl, or cyano. In one embodiment, “substituted” may mean that at least one hydrogen of a substituent or compound is replaced by one of the following: deuterium, cyano, methyl, ethyl, propyl, butyl, phenyl, biphenyl, terphenyl, or naphthyl.
[0041] “Unsubstituted” may mean that a hydrogen atom is not replaced by another substituent and retains the hydrogen atom.
[0042] In this specification, "hydrogen substitution (-H)" may include "deuterium substitution (-D)" or "tritium substitution (-T)". For example, any hydrogen in any compound described herein may be protium, deuterium, or tritium (e.g., based on natural or artificial substitution).
[0043] As used herein, when no other definition is provided, "hetero" may refer to containing one to three heteroatoms selected from N, O, S, P, and Si and the remaining carbons in a functional group.
[0044] As used herein, "aryl" may refer to a group including at least one hydrocarbon aromatic moiety, and all elements of the hydrocarbon aromatic moiety may have conjugated p-orbitals, such as phenyl, naphthyl, etc. Two or more hydrocarbon aromatic moieties may be connected by a σ-bond and may be, for example, biphenyl, terphenyl, quaterphenyl, etc., and two or more hydrocarbon aromatic moieties may be directly or indirectly fused to provide a non-aromatic fused ring, such as fluorenyl.
[0045] Aryl may include monocyclic, polycyclic, or fused polycyclic (i.e., rings sharing adjacent carbon atom pairs) functional groups.
[0046] As used herein, "heterocyclic group" may be a superordinate concept of heteroaryl and may include at least one heteroatom selected from N, O, S, P, and Si in place of carbon (C) in a cyclic compound, such as aryl, cycloalkyl, their fused rings, or their combinations. When the heterocyclic group is a fused ring, the entire ring or each ring of the heterocyclic group may include one or more heteroatoms.
[0047] In one embodiment, "heteroaryl" may refer to an aryl including at least one heteroatom selected from N, O, S, P, and Si. Two or more heteroaryls may be directly connected by a σ-bond, or when the heteroaryl includes two or more rings, two or more rings may be fused. When the heteroaryl is a fused ring, each ring may include one to three heteroatoms.
[0048] In one embodiment, the substituted or unsubstituted C6-C30 aryl may be substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted anthracenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted fused tetraphenyl, substituted or unsubstituted pyrenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted p-terphenyl, substituted or unsubstituted m-terphenyl, substituted or unsubstituted o-terphenyl, substituted or unsubstituted chrysenyl, substituted or unsubstituted triphenylene group, substituted or unsubstituted perylenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted indenyl, or a combination thereof.
[0049] In one embodiment, the substituted or unsubstituted C2-C30 heterocyclic group may be a substituted or unsubstituted furyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted triazolyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted thiazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted thiadiazolyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted benzofuryl group, a substituted or unsubstituted benzothienyl group, a substituted or unsubstituted benzimidazolyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted naphthyridinyl group, a substituted or unsubstituted benzoxazinyl group, a substituted or unsubstituted benzothiazinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxazinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuryl group, a substituted or unsubstituted dibenzothienyl group, or a combination thereof.
[0050] As used herein, hole properties may refer to the ability to provide electrons to form holes if an electric field is applied, and due to the conductive properties according to the highest occupied molecular orbital (HOMO) energy level, holes formed in the anode can be easily injected into the light-emitting layer and transported in the light-emitting layer.
[0051] In addition, electron properties may refer to the ability to accept electrons if an electric field is applied, and due to the conductive properties according to the lowest unoccupied molecular orbital (LUMO) energy level, electrons formed in the cathode can be easily injected into the light-emitting layer and transported in the light-emitting layer.
[0052] Hereinafter, compositions for organic optoelectronic devices according to some embodiments will be described.
[0053] Compositions for organic optoelectronic devices according to some embodiments may include a first compound represented by Chemical Formula 1 and a second compound represented by Chemical Formula 2.
[0054] [Chemical Formula 1]
[0055]
[0056] In Chemical Formula 1, Z 1 to Z 3 may each independently be or include, for example, N or CR a .
[0057] Z 1 to Z 3At least two of them can be N.
[0058] L 1 to L 5 can each independently be or include, for example, a single bond, a substituted or unsubstituted C6 - C20 arylene, or a substituted or unsubstituted divalent C2 - C20 heterocyclic group.
[0059] Ar 1 and Ar 2 can each independently be or include, for example, a substituted or unsubstituted C6 - C30 aryl or a substituted or unsubstituted C2 - C30 heterocyclic group.
[0060] R 1 to R 8 and R a can each independently be or include, for example, hydrogen, deuterium, a substituted or unsubstituted C1 - C20 alkyl, a substituted or unsubstituted C6 - C30 aryl, a substituted or unsubstituted C2 - C30 heterocyclic group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a cyano group, or a halogen.
[0061] R 1 to R 8 can each exist separately or two adjacent ones can combine to form a ring.
[0062] [Chemical Formula 2]
[0063]
[0064] In Chemical Formula 2, L 7 and L 8 can each independently be or include, for example, a single bond or a substituted or unsubstituted C6 - C30 arylene.
[0065] Ar 7 can independently be or include, for example, a substituted or unsubstituted C6 - C30 aryl or a substituted or unsubstituted C2 - C30 heterocyclic group.
[0066] R 30 to R 33 、R 34 '、R 34 ”、R 34 ”' and R 35 to R 42 can each independently be or include, for example, hydrogen, deuterium, a substituted or unsubstituted C1 - C30 alkyl, a substituted or unsubstituted C6 - C30 aryl, a substituted or unsubstituted C2 - C30 heterocyclic group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a cyano group, or a halogen.
[0067] The first compound and the second compound can be bipolar compounds each having both electron-transporting properties and hole-transporting properties. The first compound can be a bipolar compound having relatively strong electron-transporting properties, and the second compound can be a bipolar compound having relatively strong hole-transporting properties. In one embodiment, the first compound and the second compound can exhibit good interfacial properties due to their structures.
[0068] The composition for an organic optoelectronic device can contain both the first compound and the second compound simultaneously to help finely control the mobilities of holes and electrons, thereby helping to balance holes and electrons in the active layer (e.g., the light-emitting layer) of the organic optoelectronic device.
[0069] In one embodiment, the composition for an organic optoelectronic device can be used as a host of the light-emitting layer and can have good electrical matching with the blue-light-emitting dopant described later, which emits light in the blue emission spectrum, thereby helping to improve the efficiency of the organic optoelectronic device and helping to suppress the deterioration of the organic optoelectronic device. In one embodiment, at least one of the first compound and the second compound can have a high triplet energy level of greater than or equal to about 2.8 eV and can promote the transfer of excitons to the blue-light-emitting dopant, thereby realizing an organic optoelectronic device with high efficiency and long lifetime.
[0070] In one embodiment, in Chemical Formula 1, Z 1 to Z 3 can each independently be N.
[0071] In one embodiment, in Chemical Formula 1, Z 1 and Z 2 can each independently be N, and Z 3 can be CR a .
[0072] In one embodiment, in Chemical Formula 1, Z 1 and Z 3 can each independently be N, and Z 2 can be CR a .
[0073] In one embodiment, in Chemical Formula 1, Z 2 and Z 3 can each independently be N, and Z 1 can be CR a .
[0074] In one embodiment, L 3 and L 4and L 5 at least one of which may independently be, for example, a substituted or unsubstituted C6-C20 arylene group or a substituted or unsubstituted divalent C2-C20 heterocyclic group.
[0075] In one embodiment, L in Formula 1 3 , L 4 and L 5 at least one of which may independently be, for example, a substituted or unsubstituted fused ring, such as a substituted or unsubstituted benzofurandiyl group, a substituted or unsubstituted dibenzofurandiyl group, a substituted or unsubstituted benzothiophenediyl group, a substituted or unsubstituted dibenzothiophenediyl group, or a substituted or unsubstituted fluorenylene group.
[0076] In one embodiment, one or two of L 3 , L 4 and L 5 may independently be, for example, a substituted or unsubstituted benzofurandiyl group, a substituted or unsubstituted dibenzofurandiyl group, a substituted or unsubstituted benzothiophenediyl group, a substituted or unsubstituted dibenzothiophenediyl group, or a substituted or unsubstituted fluorenylene group, and the remaining ones of L 3 , L 4 and L 5 may each independently be a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, or a substituted or unsubstituted naphthylene group.
[0077] In one embodiment, L 3 may be, for example, a substituted or unsubstituted benzofurandiyl group, a substituted or unsubstituted dibenzofurandiyl group, a substituted or unsubstituted benzothiophenediyl group, a substituted or unsubstituted dibenzothiophenediyl group, or a substituted or unsubstituted fluorenylene group, and L 4 and L 5 may each independently be, for example, a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, or a substituted or unsubstituted naphthylene group.
[0078] In one embodiment, L 4 may be, for example, a substituted or unsubstituted benzofurandiyl group, a substituted or unsubstituted dibenzofurandiyl group, a substituted or unsubstituted benzothiophenediyl group, a substituted or unsubstituted dibenzothiophenediyl group, or a substituted or unsubstituted fluorenylene group, and L 3 and L 5 may each independently be, for example, a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, or a substituted or unsubstituted naphthylene group.
[0079] In one embodiment, L 5It may be, for example, a substituted or unsubstituted benzofuranyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted benzothiophenyl, a substituted or unsubstituted dibenzothiophenyl, or a substituted or unsubstituted fluorenyl, and L 3 and L 4 may each independently be, for example, a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted terphenylenyl, or a substituted or unsubstituted naphthylidene.
[0080] In one embodiment, Ar 1 and Ar 2 may each independently be, for example, a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted anthryl, a substituted or unsubstituted phenanthryl, a substituted or unsubstituted terphenylene, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted benzofuranyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted benzothiophenyl, a substituted or unsubstituted dibenzothiophenyl, a substituted or unsubstituted benzosilolyl, or a substituted or unsubstituted dibenzosilolyl.
[0081] In one embodiment, R a may be, for example, hydrogen, deuterium, a substituted or unsubstituted methyl, a substituted or unsubstituted ethyl, a substituted or unsubstituted phenyl, or a cyano group.
[0082] In one embodiment, at least one of the substituents in Formula 1 may be substituted with deuterium. The number of substituted deuterium atoms may be, for example, from 1 to the maximum number of hydrogens in the formula, for example, from 1 to 40 or from 1 to 30.
[0083] In one embodiment, the second compound may be represented by one of Formula 2a to Formula 2d.
[0084] [Formula 2a]
[0085]
[0086] [Formula 2b]
[0087]
[0088] [Formula 2c]
[0089]
[0090] [Formula 2d]
[0091]
[0092] In Formulas 2a to 2d, L 8, Ar 7 and R 30 to R 33 , R 34 ', R 34 ", R 34 "', and R 35 to R 42 are defined to be the same as those in Chemical Formula 2.
[0093] In one embodiment, in Chemical Formula 2 and Chemical Formulas 2a to 2d, L 8 can be, for example, a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted biphenylene, or a substituted or unsubstituted terphenylene.
[0094] In one embodiment, in Chemical Formula 2 and Chemical Formulas 2a to 2d, Ar 7 can be, for example, a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted anthryl, a substituted or unsubstituted terphenylene, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted benzothienyl, a substituted or unsubstituted dibenzothienyl, a substituted or unsubstituted benzofuranyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted benzosilolyl, a substituted or unsubstituted dibenzosilolyl, or a substituted or unsubstituted fluorenyl.
[0095] In one embodiment, in Chemical Formula 2 and Chemical Formulas 2a to 2d, R 30 to R 33 , R 34 ', R 34 ", R 34 "', and R 35 to R 42 can each independently be, for example, hydrogen, deuterium, a substituted or unsubstituted methyl, a substituted or unsubstituted ethyl, a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted benzothienyl, a substituted or unsubstituted dibenzothienyl, a substituted or unsubstituted benzofuranyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted benzosilolyl, a substituted or unsubstituted dibenzosilolyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted silyl, or a cyano group.
[0096] In one embodiment, in Chemical Formula 2 and Chemical Formulas 2a to 2d, Ar 7 , R 30 to R 33 , R 34 ', R 34 ", R 34 "', and R 35 to R42 At least one of them may be, for example, a substituted or unsubstituted carbazolyl group.
[0097] In one embodiment, in Chemical Formula 2 and Chemical Formulas 2a to 2d, at least one of each substituent may be substituted with deuterium. The number of substituted deuterium atoms may be, for example, from 1 to the maximum number of hydrogens in the chemical formula, for example, from 1 to 40 or from 1 to 30.
[0098] In one embodiment, the first compound may be, for example, a compound of Group 1.
[0099] [Group 1]
[0100]
[0101]
[0102]
[0103]
[0104]
[0105]
[0106]
[0107]
[0108]
[0109] (Dn indicates the number of hydrogen atoms replaced by deuterium and indicates the structure in which one or more deuterium atoms are substituted). However, as described above, based on natural or artificial substitution, any hydrogen in any compound may be protium, deuterium, or tritium.
[0110] In one embodiment, the second compound may be, for example, a compound of Group 2.
[0111] [Group 2]
[0112]
[0113]
[0114]
[0115]
[0116]
[0117]
[0118] (Dn indicates the number of hydrogen atoms replaced by deuterium and indicates the structure in which one or more deuterium atoms are substituted). However, as described above, based on natural or artificial substitution, any hydrogen in any compound can be protium, deuterium, or tritium.
[0119] The composition for an organic optoelectronic device may contain the first compound and the second compound in various ratios.
[0120] In one embodiment, the composition for an organic optoelectronic device may contain the first compound and the second compound in a weight ratio of about 10:90 to about 90:10 (for example, in a weight ratio of about 20:80 to about 80:20, about 30:70 to about 70:30, about 40:60 to about 60:40, or about 50:50).
[0121] In one embodiment, the first compound may be contained in an amount equal to or greater than that of the second compound. In one embodiment, based on the total amount of the first compound and the second compound, the first compound may be contained in an amount of about 50 wt% to about 90 wt%.
[0122] In one embodiment, the first compound may be contained in an amount less than or equal to that of the second compound. In one embodiment, based on the total amount of the first compound and the second compound, the first compound may be contained in an amount of about 10 wt% to about 50 wt%.
[0123] In addition to the first compound and the second compound, the composition for an organic optoelectronic device may further contain a luminescent dopant. The luminescent dopant may be, for example, a material that is mixed with the composition for an organic optoelectronic device in a small amount to cause luminescence, and may generally be a material such as a metal complex that emits light by being excited to a triplet state or more states multiple times. The luminescent dopant may be, for example, an inorganic, organic, or organic / inorganic compound, and may be contained in one or two or more types. The luminescent dopant may be, for example, a phosphorescent sensitizer, a fluorescent dopant, or a combination thereof.
[0124] The phosphorescent sensitizer may be an organometallic compound and may effectively transfer the energy received from the host to the fluorescent dopant. The phosphorescent sensitizer may increase the energy transfer to the fluorescent dopant, causing the excitons formed in the light-emitting layer to emit light rapidly inside the light-emitting layer, thereby reducing the deterioration of the light-emitting diode.
[0125] The phosphorus photosensitizer can be, for example, an organometallic compound including iridium (Ir), platinum (Pt), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), thulium (Tm), rhodium (Rh), or a combination thereof, and can be, for example, an organometallic compound including an organic ligand containing a nitrogen-containing ring. The nitrogen-containing ring can be, for example, a substituted or unsubstituted pyridine, a substituted or unsubstituted pyrimidine, a substituted or unsubstituted triazine, a substituted or unsubstituted carbazole, a substituted or unsubstituted imidazole, a substituted or unsubstituted benzimidazole, or a combination thereof.
[0126] The phosphorus photosensitizer can be, for example, one of Compounds P1 to P32 and P41 to P52.
[0127]
[0128]
[0129]
[0130] The fluorescent dopant can be, for example, a polycyclic compound, and can improve the luminous efficiency and lifetime characteristics of the light-emitting diode by receiving the energy transferred within the light-emitting layer due to high absorbance.
[0131] The fluorescent dopant can be, for example, a condensed polycyclic compound containing boron (B), nitrogen (N), or a combination thereof, and can be, for example, one of Compounds D1 to D30.
[0132]
[0133]
[0134]
[0135] Based on the total amount of the composition for the organic optoelectronic device, the phosphorus photosensitizer and the fluorescent dopant can each be included in an amount of less than or equal to about 20 wt% (for example, about 0.1 wt% to about 20 wt%, about 0.1 wt% to about 15 wt%, about 0.1 wt% to about 10 wt%, about 0.1 wt% to about 7 wt%, about 0.1 wt% to about 5 wt%, about 0.1 wt% to about 4 wt%, about 1 wt% to about 20 wt%, about 1 wt% to about 15 wt%, about 1 wt% to about 10 wt%, about 1 wt% to about 7 wt%, about 1 wt% to about 5 wt%, or about 1 wt% to about 4 wt%).
[0136] For the luminescent dopant, a suitable compound can be used.
[0137] The composition for an organic optoelectronic device may further comprise an additive, and the additive may be, for example, an organic material, an inorganic material, an organic / inorganic material, or a combination thereof.
[0138] Hereinafter, an organic optoelectronic device using the above composition for an organic optoelectronic device will be described.
[0139] The organic optoelectronic device may be, for example, an organic light-emitting diode, an organic optoelectronic device, or an organic solar cell. In one embodiment, the organic optoelectronic device may be an organic light-emitting diode.
[0140] The organic optoelectronic device may include an anode and a cathode facing each other and an organic layer between the anode and the cathode, and the organic layer may contain the above composition. The organic layer may include an active layer such as a light-emitting layer or a light-absorbing layer, and the above composition may be contained in the active layer. The organic layer may include a auxiliary layer between the anode and the active layer or between the cathode and the active layer, and the above composition may be contained in the auxiliary layer.
[0141] Figure 1 is a cross-sectional view showing an example of an organic light-emitting diode (which is an example of an organic optoelectronic device) according to one embodiment.
[0142] Referring to Figure 1 , an organic light-emitting diode 100 according to one embodiment may include an anode 110 and a cathode 120 facing each other and a light-emitting layer 130 between the anode 110 and the cathode 120.
[0143] The anode 110 may be made of a conductor having a high work function to facilitate hole injection, and may be made of, for example, a metal, a metal oxide, or a conductive polymer. The anode 110 may be made of: a metal such as nickel, platinum, vanadium, chromium, copper, zinc, gold, or an alloy thereof; a metal oxide such as zinc oxide, indium oxide, indium tin oxide (ITO), or indium zinc oxide (IZO); a combination of a metal and an oxide such as ZnO and Al or SnO2 and Sb; or a conductive polymer such as poly(3-methylthiophene), poly(3,4-(ethylenedioxy)thiophene) (PEDOT), polypyrrole, or polyaniline.
[0144] The cathode 120 may be made of a conductor having a low work function to facilitate electron injection, and may be made of, for example, a metal, a metal oxide, or a conductive polymer. The cathode 120 may be made of: a metal such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, lead, cesium, barium, or an alloy thereof; or a multi-layer structure material such as LiF / Al, LiO2 / Al, LiF / Ca, or BaF2 / Ca.
[0145] The light-emitting layer 130 may include the above-described composition for an organic optoelectronic device as a host. The light-emitting layer 130 may further include another organic compound as a host. The light-emitting layer 130 may further include the above-described light-emitting dopant and may include a fluorescent dopant, a phosphorescent sensitizer, or a combination thereof as described above. In one embodiment, by combining the above-described composition for an organic optoelectronic device and a light-emitting dopant, the light-emitting layer 130 may emit light in a blue emission spectrum. At least one of the first compound and the second compound of the above-described composition for an organic optoelectronic device has a high triplet energy level of greater than or equal to about 2.8 eV, such that the transfer of excitons to the dopant emitting blue light may be easy, and thus an organic optoelectronic device with high efficiency and long lifetime may be achieved. The peak wavelength of the blue emission spectrum may fall, for example, within about 410 nm to about 480 nm, such as 420 nm to about 470 nm or about 430 nm to about 470 nm.
[0146] As described above, the above-described composition for an organic optoelectronic device may include a first compound and a second compound. The first compound may be a bipolar compound having relatively strong electron transport characteristics, and the second compound may be a bipolar compound having relatively strong hole transport characteristics, such that compared with the case of using the first compound alone or the second compound alone, the light-emitting efficiency may be improved by increasing the balance of electrons and holes in the light-emitting layer 130, and at the same time, the lifetime may be improved by reducing the non-combined charge caused by the imbalance of the mobilities of electrons and holes.
[0147] In one embodiment, in the organic light-emitting diode 100 including the light-emitting layer 130 using the composition for an organic optoelectronic device as a host, holes and electrons injected from the anode 110 and the cathode 120 may be appropriately distributed in the light-emitting layer 130, the mobility may be finely controlled to an appropriate level, and the generation of excitons in the light-emitting layer 130 may be strongly induced, thereby improving the light-emitting efficiency of the light-emitting layer 130.
[0148] In one embodiment, the generation of excitons at inappropriate positions (such as the interface between the light-emitting layer 130 and an adjacent layer) and / or the accumulation of non-combined charge at the interface between the light-emitting layer 130 and an adjacent layer due to the difference in the mobilities of holes and electrons respectively injected from the anode 110 and the cathode 120 in the light-emitting layer 130 may be reduced or prevented.
[0149] Therefore, the roll-off phenomenon in which the light-emitting efficiency of the organic light-emitting diode 100 may rapidly decrease due to non-light-emitting excitons or non-combined charge may be reduced or prevented, thereby ultimately improving the lifetime of the organic light-emitting diode 100.
[0150] An organic light-emitting diode 100 can be manufactured by forming an anode 110 or a cathode 120 on a substrate, forming a light-emitting layer using a dry film-forming method (such as vacuum evaporation, sputtering, plasma plating, and ion plating), and forming a cathode 120 or an anode 110 thereon.
[0151] Figure 2 FIG. is a cross-sectional view showing another example of an organic light-emitting diode (which is an example of an organic optoelectronic device) according to another embodiment.
[0152] Refer to Figure 2 , similar to the above embodiment, an organic light-emitting diode 100 according to another embodiment may include an anode 110, a cathode 120, and a light-emitting layer 130. However, the organic light-emitting diode 100 according to another embodiment may further include a hole-transporting layer 140, a hole-transporting assisting layer 150, and an electron-transporting layer 160.
[0153] The hole-transporting layer 140 may be positioned between the anode 110 and the light-emitting layer 130, and the hole-transporting assisting layer 150 may be positioned between the light-emitting layer 130 and the hole-transporting layer 140. The electron-transporting layer 160 may be positioned between the cathode 120 and the light-emitting layer 130.
[0154] The hole-transporting layer 140 may facilitate the transfer of holes from the anode 110 to the light-emitting layer 130, and may include, for example, an amine compound. In one embodiment, the amine compound may have at least one aryl or heteroaryl group having hole characteristics. In one embodiment, the amine compound may be represented by Chemical Formula 6a or 6b.
[0155]
[0156] In Chemical Formula 6a or 6b, Ar a to Ar g may each independently be or include, for example, hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof.
[0157] Ar a to Ar c at least one of and Ar d to Ar g at least one of may be, for example, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof.
[0158] Ar hIt may be, for example, a single bond, a substituted or unsubstituted C1-C20 alkylene group, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, or a combination thereof.
[0159] The hole transport auxiliary layer 150 can form an interface with the light-emitting layer 130 by being positioned between the hole transport layer 140 and the light-emitting layer 130 and in contact with the light-emitting layer 130. The hole transport auxiliary layer 150 can further reduce or prevent the generation of excitons at inappropriate positions (such as at the interface between the above-mentioned light-emitting layer 130 and an adjacent layer) and / or the accumulation of unbound charges at the interface between the light-emitting layer 130 and an adjacent layer. In one embodiment, the roll-off phenomenon in which the luminous efficiency of the organic light-emitting diode 100 may rapidly decrease due to non-light-emitting excitons or unbound charges can be further reduced or prevented, and thus the lifetime of the organic light-emitting diode 100 can be ultimately improved.
[0160] The electron transport layer 160 can further increase the electron injection or electron mobility between the cathode 120 and the light-emitting layer 130 and block holes.
[0161] The electron transport layer 160 can contain, for example, compounds of Group 5.
[0162] [Group 5]
[0163]
[0164]
[0165]
[0166]
[0167] The organic optoelectronic device including the above-mentioned organic light-emitting diode can be applied to a display device.
[0168] The following examples and comparative examples are provided to highlight the features of one or more embodiments, but it will be understood that the examples and comparative examples should not be construed as limiting the scope of the embodiments, and the comparative examples should not be construed as being outside the scope of the embodiments. Further, it will be understood that the embodiments are not limited to the specific details described in the examples and comparative examples.
[0169] Hereinafter, the starting materials and reactants used in the examples and synthesis examples are purchased from Sigma-Aldrich Co., Ltd., TCI Inc., Tokyo chemical industry, or P&H tech or synthesized by appropriate methods unless otherwise specified.
[0170] Compounds according to some embodiments are synthesized by the following steps.
[0171] Preparation of Compounds for Organic Optoelectronic Devices
[0172] (Synthesis of the First Compound)
[0173] Synthesis Example 1: Synthesis of Compound A-2
[0174] [Reaction Scheme 1]
[0175]
[0176] Compound A-2 was synthesized using Int-1 (CAS No. 2706607-44-3) and Int-2 (CAS No. 3842-55-5) by referring to the synthesis method described in Korean Patent No. 10-2308117.
[0177] Synthesis Example 2: Synthesis of Compound A-3
[0178] [Reaction Scheme 2]
[0179]
[0180] Compound A-3 was synthesized using Int-3 (CAS No. 2767197-42-0) and Int-2 (CAS No. 3842-55-5) by referring to the synthesis method described in Korean Patent No. 10-2308117.
[0181] Synthesis Example 3: Synthesis of Compound A-4
[0182] [Reaction Scheme 3]
[0183]
[0184] Compound A-4 was synthesized using Int-4 (CAS No. 2361594-67-2) and Int-2 (CAS No. 3842-55-5) by referring to the synthesis method described in Korean Patent No. 10-2308117.
[0185] (Synthesis of the Second Compound)
[0186] Synthesis Example 4: Synthesis of Compound D-72
[0187] [Reaction Scheme 4]
[0188]
[0189] Compound D-72 was synthesized by referring to the synthesis method described in Korean Patent Publication No. 10-2023-0155972.
[0190] Comparative Synthesis Example 1: Synthesis of Compound HT-1
[0191]
[0192] The comparative compound HT-1 was synthesized by referring to the synthesis method described in Korean Patent Publication No. 10-2023-0037447.
[0193] Manufacture of Organic Light-Emitting Diodes
[0194] Example 1
[0195] A glass substrate coated with an ITO (indium tin oxide) film was ultrasonically washed with distilled water. After washing with distilled water, the glass substrate was ultrasonically washed with isopropyl alcohol, acetone, or methanol and dried, then moved to a plasma cleaner, cleaned with oxygen plasma for 10 minutes, and moved to a vacuum depositor. The prepared ITO transparent electrode was used as the anode, and Compound A doped with 3% NDP-9 (Novaled GmbH) was vacuum-deposited on the ITO substrate to form a thick hole injection layer, and Compound A was deposited on the hole injection layer to a thickness to form a hole transport layer. mCP was deposited on the hole transport layer to a thickness to form a hole transport auxiliary layer. On the hole transport auxiliary layer, Compound A-2 obtained in Synthesis Example 1 and Compound D-72 synthesized in Synthesis Example 4 were used as hosts simultaneously, P31 was doped at 13 wt% as a phosphorescent sensitizer, and D3 was doped at 1.5 wt% as a fluorescent dopant to form a thick light-emitting layer by vacuum deposition. Here, Compound A-2 and Compound D-72 were used in a weight ratio of 4:6. Subsequently, BCP was deposited on the light-emitting layer to a thickness to form an electron transport auxiliary layer, and Compound B and Liq were vacuum-deposited simultaneously in a weight ratio of 1:1 to form a thick electron transport layer. An organic light-emitting diode was manufactured by sequentially vacuum-depositing Liq and Al on the electron transport layer to form the cathode.
[0196] ITO / Compound A (doped with 3% NDP-9, ) / Compound A / mCP / EML [host (Compound A-2:Compound D-72):P31:D3 = 85.5 wt%:13 wt%:1.5 wt%] / BCP / Compound B:Liq / Liq / Al
[0197]
[0198] Compound A: N-(9,9-diphenyl-9H-fluoren-2-yl)-N,9-diphenyl-9H-carbazol-2-amine
[0199] Compound B: 8-{4-[bis(naphthalen-2-yl)-1,3,5-triazin-2-yl]phenyl}quinoline
[0200] mCP: 1,3-bis(carbazol-9-yl)benzene
[0201] BCP: 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline
[0202]
[0203] Example 2
[0204] An organic light-emitting diode was fabricated in the same manner as in Example 1, except that Compound A-3 obtained in Synthesis Example 2 and Compound D-72 obtained in Synthesis Example 4 were used instead of Compound A-2 obtained in Synthesis Example 1 and Compound D-72 synthesized in Synthesis Example 4 as the host of the light-emitting layer to form the light-emitting layer.
[0205] Example 3
[0206] An organic light-emitting diode was fabricated in the same manner as in Example 1, except that Compound A-4 obtained in Synthesis Example 3 and Compound D-72 obtained in Synthesis Example 4 were used instead of Compound A-2 obtained in Synthesis Example 1 and Compound D-72 synthesized in Synthesis Example 4 as the host of the light-emitting layer to form the light-emitting layer.
[0207] Comparative Example 1
[0208] An organic light-emitting diode was fabricated in the same manner as in Example 1, except that Compound A-2 obtained in Synthesis Example 1 and Compound HT-1 obtained in Comparative Synthesis Example 1 were used instead of Compound A-2 obtained in Synthesis Example 1 and Compound D-72 synthesized in Synthesis Example 4 as the host of the light-emitting layer.
[0209] Evaluation
[0210] Evaluate the lifetime characteristics of the organic light-emitting diodes according to Examples 1 to 3 and Comparative Example 1.
[0211] The lifetime was evaluated by the time when the luminance (cd / m 2 ) was maintained at 2,000 cd / m 2 and the current efficiency (cd / A) was reduced to 95%.
[0212] Based on the lifetimes measured for the organic light-emitting diodes of Comparative Example 1, the lifetimes measured for the organic light-emitting diodes of Examples 1 to 3 and Comparative Example 1 were calculated as relative values and are shown in Table 1.
[0213] [Table 1]
[0214]
[0215] Referring to Table 1, the lifetime characteristics of the organic light-emitting diodes according to Examples 1 to 3 were improved compared to the organic light-emitting diodes according to Comparative Example 1.
[0216] By way of summary and review, organic optoelectronic devices can include organic optoelectronic devices, organic light-emitting diodes, organic solar cells, and organic photoreceptors.
[0217] Among them, due to the increasing demand for flat panel display devices, organic light-emitting diodes (OLEDs) have received much attention in recent years. An organic light-emitting diode can be a device that converts electrical energy into light, and the performance of an organic light-emitting diode can be greatly affected by the organic materials between the electrodes.
[0218] Some embodiments can provide a composition for an organic optoelectronic device that can achieve high efficiency and long lifetime characteristics.
[0219] Some embodiments can provide an organic optoelectronic device including the composition for an organic optoelectronic device.
[0220] Some embodiments can provide a display device including an organic optoelectronic device.
[0221] An organic optoelectronic device with high efficiency and long lifetime can be achieved.
[0222] Exemplary embodiments have been disclosed herein, and although specific terms have been employed, they have been used and interpreted in an overarching and descriptive sense only and not for purposes of limitation. In some cases, as of the filing of the present application, it will be apparent to those of ordinary skill in the art that features, characteristics, and / or elements described in connection with a particular embodiment can be used alone or that they can be combined with features, characteristics, and / or elements described in connection with other embodiments, unless otherwise expressly indicated. Accordingly, those skilled in the art will understand that various changes can be made in form and detail without departing from the spirit and scope of the invention as set forth in the appended claims.
Claims
1. A composition for an organic optoelectronic device, the composition comprising: a first compound represented by Chemical Formula 1; and a second compound represented by Chemical Formula 2: [Chemical Formula 1] In Chemical Formula 1, Z 1 to Z 3 each independently is N or CR a , Z 1 from Z 3 at least two of which are N, L 1 to L 5 each independently is a single bond, a substituted or unsubstituted C6-C20 arylene group or a substituted or unsubstituted divalent C2-C20 heterocyclic group, L 3 、L 4 and L 5 at least one of which is a substituted or unsubstituted C6-C20 arylene group or a substituted or unsubstituted divalent C2-C20 heterocyclic group, Ar 1 and Ar 2 each independently is a substituted or unsubstituted C6-C30 aryl group or a substituted or unsubstituted C2-C30 heterocyclic group, R 1 to R 8 and R a each independently is hydrogen, deuterium, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heterocyclic group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a cyano group or a halogen, and R 1 to R 8 each exist separately or two adjacent ones of them are connected to each other to form a ring, [Chemical Formula 2] In Chemical Formula 2, L 7 and L 8 each independently is a single bond or a substituted or unsubstituted C6-C30 arylene group, Ar 7 is a substituted or unsubstituted C6-C30 aryl or a substituted or unsubstituted C2-C30 heterocyclic group, and R 30 to R 33 、R 34 ', R 34 ”, R 34 ”', and R 35 to R 42 each independently is hydrogen, deuterium, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heterocyclic group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a cyano group, or a halogen.
2. The composition for an organic optoelectronic device according to claim 1, wherein, L in Chemical Formula 1 3 , L 4 and L 5 At least one of them is a substituted or unsubstituted benzofuranyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted benzothiophenyl, a substituted or unsubstituted dibenzothiophenyl or a substituted or unsubstituted fluorenyl.
3. The composition for an organic optoelectronic device according to claim 1, wherein: L 3 , L 4 and L 5 One or two of are substituted or unsubstituted benzofuranylene, substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted benzothiophenylene, substituted or unsubstituted dibenzothiophenylene or substituted or unsubstituted fluorenylene, and L in Chemical Formula 1 is 3 , L 4 and L 5 The rest of the groups in are each independently a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, or a substituted or unsubstituted naphthylene group.
4. The composition for an organic optoelectronic device according to claim 1, wherein, Ar 1 and Ar 2 each independently is a substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted anthryl, substituted or unsubstituted phenanthryl, substituted or unsubstituted terphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted benzothiophenyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted benzosilolyl or substituted or unsubstituted dibenzosilolyl.
5. The composition for an organic optoelectronic device according to claim 1, wherein, the second compound is represented by one of Chemical Formulas 2a to 2d: [Chemical Formula 2a] [Chemical Formula 2b] [Chemical Formula 2c] [Chemical Formula 2d] In Chemical Formulas 2a to 2d, L 8 , Ar 7 , R 30 to R 33 , R 34 ', R 34 ", R 34 "', and R 35 to R 42 are defined to be the same as those in Chemical Formula 2.
6. The composition for an organic optoelectronic device according to claim 5, wherein: L 8 is a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted biphenylene or a substituted or unsubstituted terphenylene, and Ar 7 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted benzothienyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted benzosilolyl group, a substituted or unsubstituted dibenzosilolyl group, or a substituted or unsubstituted fluorenyl group.
7. The composition for an organic optoelectronic device according to claim 5, wherein, Ar 7 、R 30 to R 33 、R 34 ', R 34 ”, R 34 ”', and R 35 to R 42 at least one of which is a substituted or unsubstituted carbazolyl group.
8. The composition for an organic optoelectronic device according to claim 1, wherein, the first compound and the second compound are included in a weight ratio of 10:90 to 90:
10.
9. An organic optoelectronic device, comprising: an anode and a cathode facing each other, and a light-emitting layer between the anode and the cathode, wherein the light-emitting layer comprises the composition for an organic optoelectronic device according to any one of claims 1 to 8.
10. The organic optoelectronic device according to claim 9, wherein, The light-emitting layer further comprises a fluorescent dopant, a phosphorescent sensitizer, or a combination thereof.
11. The organic optoelectronic device according to claim 10, wherein, The phosphorescent sensitizer is an organometallic compound, and the fluorescent dopant is a condensed polycyclic compound comprising boron, nitrogen, or a combination thereof.
12. The organic optoelectronic device according to claim 9, wherein, the light-emitting layer emits light in a blue emission spectrum.
13. The organic optoelectronic device according to claim 9, further comprising: a hole transport layer between the anode and the light-emitting layer, and a hole transport auxiliary layer between the light-emitting layer and the hole transport layer.
14. A display device comprising the organic optoelectronic device according to any one of claims 9 to 13.
Citation Information
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