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CN109004102B - application of a compound - Google Patents

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CN109004102B
CN109004102B CN201810598648.1A CN201810598648A CN109004102B CN 109004102 B CN109004102 B CN 109004102B CN 201810598648 A CN201810598648 A CN 201810598648A CN 109004102 B CN109004102 B CN 109004102B
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methylphenyl
propylphenyl
isopropylphenyl
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CN109004102A (en
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王辉
赵贺
毕岩
孙峰
李明
李文军
马晓宇
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Jilin Optical and Electronic Materials Co Ltd
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    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/631Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
    • H10K85/633Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • H10K50/80Constructional details
    • H10K50/85Arrangements for extracting light from the devices
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/649Aromatic compounds comprising a hetero atom
    • H10K85/654Aromatic compounds comprising a hetero atom comprising only nitrogen as heteroatom
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/649Aromatic compounds comprising a hetero atom
    • H10K85/655Aromatic compounds comprising a hetero atom comprising only sulfur as heteroatom
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/615Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/615Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
    • H10K85/622Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing four rings, e.g. pyrene
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/615Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
    • H10K85/624Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing six or more rings

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  • Electroluminescent Light Sources (AREA)

Abstract

本发明提供了一种化合物的应用,本发明提供的式(I)所示的化合物作为CPL层在制备有机电致发光器件后,可有效提高器件的光取出效率。The present invention provides an application of a compound. The compound represented by the formula (I) provided by the present invention can effectively improve the light extraction efficiency of the device after preparing an organic electroluminescence device as a CPL layer.

Description

一种化合物的应用application of a compound

技术领域technical field

本发明涉及有机光电材料技术领域,尤其是涉及一种化合物的应用。The invention relates to the technical field of organic optoelectronic materials, in particular to the application of a compound.

背景技术Background technique

有机电致发光器件的相关研究初始于19世纪60年代,直到80年代末OLED才蓬勃发展起来。OLED具有全固态、低压驱动、主动发光、响应快速、宽视角、发光面积大、发光波长覆盖整个可见光区以及色彩丰富等优点,在实现全色大面积显示领域具有很大的优势,成为极具前景的平板显示器件。有机电致发光器件的发光亮度正比于空穴和电子的浓度及激子的复合概率的乘积,想要获得较高的发光效率,不仅需要空穴和电子能够有效注入、传输及复合且要求空穴和电子注入达到平衡。因此,在有机电致发光器件中,有机层之间及有机层与两电极的能带匹配对器件复合发光非常重要。The related research on organic electroluminescent devices started in the 1860s, and it was not until the late 1980s that OLEDs flourished. OLED has the advantages of all-solid-state, low-voltage drive, active light-emitting, fast response, wide viewing angle, large light-emitting area, light-emitting wavelength covering the entire visible light region, and rich colors. Flat panel display device in the foreground. The luminescence brightness of organic electroluminescence devices is proportional to the product of the concentration of holes and electrons and the recombination probability of excitons. To obtain high luminous efficiency, not only holes and electrons are required to be effectively injected, transported and recombined, but also empty spaces are required. Hole and electron injection reach equilibrium. Therefore, in organic electroluminescence devices, the energy band matching between the organic layers and between the organic layers and the two electrodes is very important for the recombination emission of the device.

为了优化和平衡器件的各项性能,人们引入了多种不同作用的功能层,例如空穴注入层、空穴阻挡层等。在ITO阳极和空穴传输层之间加入空穴注入层的作用主要表现在降低界面势垒、增加空穴传输层与ITO电极的黏附能力、提高其稳定性以及平衡电子和空穴注入等方面。In order to optimize and balance the performance of the device, a variety of functional layers with different roles have been introduced, such as hole injection layers, hole blocking layers, and so on. The effect of adding a hole injection layer between the ITO anode and the hole transport layer is mainly manifested in reducing the interface barrier, increasing the adhesion between the hole transport layer and the ITO electrode, improving its stability, and balancing electron and hole injection. .

此外,由于OLED的外量子效率与内量子效率之间存在巨大的差距,极大的制约了OLED的发展,因此,如何提高OLED的光取出效率也成为研究的热点。ITO薄膜和玻璃衬底的界面以及玻璃衬底与空气的界面处会发生全反射,出射到OLED器件前向外部空间的光约占有机材料薄膜EL总量的20%,其余约80%的光主要以导波形式限制在有机材料薄膜、ITO薄膜和玻璃衬底中,严重制约了OLED的发展与应用,如何减少OLED器件中的全反射效应、提高光耦合到器件前向外部空间的比例引,进而提高器件的性能起了人们的广泛关注。In addition, due to the huge gap between the external quantum efficiency and the internal quantum efficiency of OLEDs, the development of OLEDs is greatly restricted. Therefore, how to improve the light extraction efficiency of OLEDs has also become a research hotspot. Total reflection occurs at the interface between the ITO film and the glass substrate and at the interface between the glass substrate and the air. The light emitted to the front of the OLED device to the external space accounts for about 20% of the total amount of the organic material film EL, and the remaining about 80% of the light It is mainly limited to organic material films, ITO films and glass substrates in the form of guided waves, which seriously restricts the development and application of OLEDs. , and then improve the performance of the device has attracted widespread attention.

发明内容SUMMARY OF THE INVENTION

有鉴于此,本发明所要解决的技术问题在于提供一种化合物的应用,本发明提供的化合物作为OLED器件中的CPL层材料能够提高器件的效率。In view of this, the technical problem to be solved by the present invention is to provide an application of a compound, which can improve the efficiency of the device as a CPL layer material in an OLED device.

本发明提供了一种式(I)所示的化合物作为CPL层在制备有机电致发光器件中的应用,The invention provides the application of a compound represented by formula (I) as a CPL layer in preparing an organic electroluminescence device,

Figure BDA0001691547560000021
Figure BDA0001691547560000021

其中,所述Ar1、Ar2独立的选自氢、C1~C8的烷基、C6~C25的芳基或C2~C20的杂芳基;Wherein, the Ar 1 and Ar 2 are independently selected from hydrogen, C1-C8 alkyl, C6-C25 aryl or C2-C20 heteroaryl;

所述A为式(A-1)、式(A-2)或式(A-3),The A is formula (A-1), formula (A-2) or formula (A-3),

Figure BDA0001691547560000022
Figure BDA0001691547560000022

所述R1、R2、R3、R4、R5、R6独立的选自氢、C1~C3的烷基或C6~C10的芳基,The R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are independently selected from hydrogen, C1-C3 alkyl or C6-C10 aryl,

或者所述R1和R2与其所在的碳形成C10~C20的稠环基。Or the R 1 and R 2 and the carbon where they are located form a C10-C20 fused ring group.

优选的,所述Ar1选自氢、C1~C5的烷基、苯基、C1~C5烷基取代的苯基、C10~20的稠环芳基或C3~C15的含氮杂芳基。Preferably, the Ar 1 is selected from hydrogen, a C1-C5 alkyl group, a phenyl group, a C1-C5 alkyl-substituted phenyl group, a C10-20 fused-ring aryl group, or a C3-C15 nitrogen-containing heteroaryl group.

优选的,所述Ar2选自氢、C1~C5的烷基、苯基、C1~C5的烷基取代的苯基、C10~20的稠环芳基或C3~C15的含氮杂芳基。Preferably, the Ar 2 is selected from hydrogen, C1-C5 alkyl, phenyl, C1-C5 alkyl-substituted phenyl, C10-20 fused-ring aryl or C3-C15 nitrogen-containing heteroaryl .

/4、根据权利要求1所述的应用,其特征在于,所述Ar1选自氢、甲基、乙基、丙基、正丁基、叔丁基、戊基、三氟甲基、苯基、蒽基、萘基、菲基、3-叔丁基苯基、3-三氟甲基苯基、3-正丙基苯基、3-异丙基苯基、3-甲基苯基、4-叔丁基苯基、4-三氟甲基苯基、4-正丙基苯基、4-异丙基苯基、4-甲基苯基、3,5-二甲基苯基、吡啶基、哒嗪基、吡嗪基、三嗪基或吖啶基。/4. The application according to claim 1, wherein the Ar 1 is selected from hydrogen, methyl, ethyl, propyl, n-butyl, tert-butyl, pentyl, trifluoromethyl, benzene base, anthracenyl, naphthyl, phenanthryl, 3-tert-butylphenyl, 3-trifluoromethylphenyl, 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl , 4-tert-butylphenyl, 4-trifluoromethylphenyl, 4-n-propylphenyl, 4-isopropylphenyl, 4-methylphenyl, 3,5-dimethylphenyl , pyridyl, pyridazinyl, pyrazinyl, triazinyl or acridinyl.

优选的,所述Ar2选自氢、甲基、乙基、丙基、正丁基、叔丁基、戊基、三氟甲基、苯基、蒽基、萘基、菲基、3-叔丁基苯基、3-三氟甲基苯基、3-正丙基苯基、3-异丙基苯基、3-甲基苯基、4-叔丁基苯基、4-三氟甲基苯基、4-正丙基苯基、4-异丙基苯基、4-甲基苯基、3,5-二甲基苯基、吡啶基、哒嗪基、吡嗪基、三嗪基或吖啶基。Preferably, the Ar 2 is selected from hydrogen, methyl, ethyl, propyl, n-butyl, tert-butyl, pentyl, trifluoromethyl, phenyl, anthracenyl, naphthyl, phenanthryl, 3- tert-Butylphenyl, 3-trifluoromethylphenyl, 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoro Methylphenyl, 4-n-propylphenyl, 4-isopropylphenyl, 4-methylphenyl, 3,5-dimethylphenyl, pyridyl, pyridazinyl, pyrazinyl, tris oxazinyl or acridinyl.

优选的,所述R1、R2独立的选自氢、甲基、乙基、正丙基、异丙基、苯基、蒽基、萘基、菲基、3-叔丁基苯基、3-三氟甲基苯基、3-正丙基苯基、3-异丙基苯基、3-甲基苯基、4-叔丁基苯基、4-三氟甲基苯基、4-正丙基苯基、4-异丙基苯基或4-甲基苯基;Preferably, the R 1 and R 2 are independently selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, phenyl, anthracenyl, naphthyl, phenanthryl, 3-tert-butylphenyl, 3-Trifluoromethylphenyl, 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoromethylphenyl, 4 - n-propylphenyl, 4-isopropylphenyl or 4-methylphenyl;

或者所述R1和R2与其所在的碳形成芴基。Alternatively, the R 1 and R 2 form a fluorenyl group with the carbon on which they are located.

优选的,所述R3、R4、R5、R6独立的选自氢、甲基、乙基、正丙基、异丙基、苯基、蒽基、萘基、菲基、3-叔丁基苯基、3-三氟甲基苯基、3-正丙基苯基、3-异丙基苯基、3-甲基苯基、4-叔丁基苯基、4-三氟甲基苯基、4-正丙基苯基、4-异丙基苯基或4-甲基苯基。Preferably, the R 3 , R 4 , R 5 , and R 6 are independently selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, phenyl, anthracenyl, naphthyl, phenanthryl, 3- tert-Butylphenyl, 3-trifluoromethylphenyl, 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoro Methylphenyl, 4-n-propylphenyl, 4-isopropylphenyl or 4-methylphenyl.

优选的,所述式(I)所示的化合物为式(I-1)、式(I-2)、式(I-3)、式(I-4)、式(I-5)或式(I-6),Preferably, the compound represented by the formula (I) is the formula (I-1), the formula (I-2), the formula (I-3), the formula (I-4), the formula (I-5) or the formula (I-6),

Figure BDA0001691547560000031
Figure BDA0001691547560000031

其中,所述Ar1、Ar2独立的选自氢、C1~C8的烷基、C6~C25的芳基或C2~C20的杂芳基。Wherein, the Ar 1 and Ar 2 are independently selected from hydrogen, a C1-C8 alkyl group, a C6-C25 aryl group, or a C2-C20 heteroaryl group.

优选的,所述式(I)所示的化合物为式(001)~式(159),Preferably, the compound represented by the formula (I) is the formula (001) to the formula (159),

Figure BDA0001691547560000041
Figure BDA0001691547560000041

Figure BDA0001691547560000051
Figure BDA0001691547560000051

Figure BDA0001691547560000061
Figure BDA0001691547560000061

Figure BDA0001691547560000071
Figure BDA0001691547560000071

Figure BDA0001691547560000081
Figure BDA0001691547560000081

Figure BDA0001691547560000091
Figure BDA0001691547560000091

Figure BDA0001691547560000101
Figure BDA0001691547560000101

Figure BDA0001691547560000111
Figure BDA0001691547560000111

Figure BDA0001691547560000121
Figure BDA0001691547560000121

Figure BDA0001691547560000131
Figure BDA0001691547560000131

Figure BDA0001691547560000141
Figure BDA0001691547560000141

Figure BDA0001691547560000151
Figure BDA0001691547560000151

与现有技术相比,本发明提供了一种式(I)所示的化合物作为CPL层在制备有机电致发光器件中的应用,实验结果表明,本发明提供的化合物用作OLED器件的CPL层(Caplayer,光提取覆盖层)材料后,可有效提高器件的光取出效率。Compared with the prior art, the present invention provides an application of a compound represented by formula (I) as a CPL layer in preparing an organic electroluminescent device. The experimental results show that the compound provided by the present invention is used as a CPL of an OLED device. After the layer (Caplayer, light extraction cover layer) material is used, the light extraction efficiency of the device can be effectively improved.

具体实施方式Detailed ways

本发明提供了一种式(I)所示的化合物作为CPL层在制备有机电致发光器件中的应用,The invention provides the application of a compound represented by formula (I) as a CPL layer in preparing an organic electroluminescence device,

Figure BDA0001691547560000161
Figure BDA0001691547560000161

其中,所述Ar1、Ar2独立的选自氢、C1~C8的烷基、C6~C25的芳基或C2~C20的杂芳基;Wherein, the Ar 1 and Ar 2 are independently selected from hydrogen, C1-C8 alkyl, C6-C25 aryl or C2-C20 heteroaryl;

所述A为式(A-1)、式(A-2)或式(A-3),The A is formula (A-1), formula (A-2) or formula (A-3),

Figure BDA0001691547560000162
Figure BDA0001691547560000162

所述R1、R2、R3、R4、R5、R6独立的选自氢、C1~C3的烷基或C6~C10的芳基,The R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are independently selected from hydrogen, C1-C3 alkyl or C6-C10 aryl,

或者所述R1和R2与其所在的碳形成C10~C20的稠环基。Or the R 1 and R 2 and the carbon where they are located form a C10-C20 fused ring group.

按照本发明,所述Ar1选自氢、C1~C5的烷基、苯基、C1~C5烷基取代的苯基、C10~20的稠环芳基或C3~C15的含氮杂芳基,更优选为氢、甲基、乙基、丙基、正丁基、叔丁基、戊基、三氟甲基、苯基、蒽基、萘基、菲基、3-叔丁基苯基、3-三氟甲基苯基、3-正丙基苯基、3-异丙基苯基、3-甲基苯基、4-叔丁基苯基、4-三氟甲基苯基、4-正丙基苯基、4-异丙基苯基、4-甲基苯基、3,5-二甲基苯基、吡啶基、哒嗪基、吡嗪基、三嗪基或吖啶基;所述Ar2选自氢、C1~C5的烷基、苯基、C1~C5烷基取代的苯基、C10~20的稠环芳基或C3~C15的含氮杂芳基,更优选为氢、甲基、乙基、丙基、正丁基、叔丁基、戊基、三氟甲基、苯基、蒽基、萘基、菲基、3-叔丁基苯基、3-三氟甲基苯基、3-正丙基苯基、3-异丙基苯基、3-甲基苯基、4-叔丁基苯基、4-三氟甲基苯基、4-正丙基苯基、4-异丙基苯基、4-甲基苯基、3,5-二甲基苯基、吡啶基、哒嗪基、吡嗪基、三嗪基或吖啶基。According to the present invention, the Ar 1 is selected from hydrogen, a C1-C5 alkyl group, a phenyl group, a C1-C5 alkyl group substituted phenyl group, a C10-20 fused-ring aryl group or a C3-C15 nitrogen-containing heteroaryl group , more preferably hydrogen, methyl, ethyl, propyl, n-butyl, tert-butyl, pentyl, trifluoromethyl, phenyl, anthracenyl, naphthyl, phenanthryl, 3-tert-butylphenyl , 3-trifluoromethylphenyl, 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoromethylphenyl, 4-n-propylphenyl, 4-isopropylphenyl, 4-methylphenyl, 3,5-dimethylphenyl, pyridyl, pyridazinyl, pyrazinyl, triazinyl or acridine said Ar 2 is selected from hydrogen, C1-C5 alkyl, phenyl, C1-C5 alkyl-substituted phenyl, C10-20 fused-ring aryl or C3-C15 nitrogen-containing heteroaryl, more Preferably hydrogen, methyl, ethyl, propyl, n-butyl, tert-butyl, pentyl, trifluoromethyl, phenyl, anthracenyl, naphthyl, phenanthrenyl, 3-tert-butylphenyl, 3 -Trifluoromethylphenyl, 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoromethylphenyl, 4- n-propylphenyl, 4-isopropylphenyl, 4-methylphenyl, 3,5-dimethylphenyl, pyridyl, pyridazinyl, pyrazinyl, triazinyl or acridinyl.

所述R1优选为氢、甲基、乙基、正丙基、异丙基、苯基、蒽基、萘基、菲基、3-叔丁基苯基、3-三氟甲基苯基、3-正丙基苯基、3-异丙基苯基、3-甲基苯基、4-叔丁基苯基、4-三氟甲基苯基、4-正丙基苯基、4-异丙基苯基或4-甲基苯基;所述R2优选为氢、甲基、乙基、正丙基、异丙基、苯基、蒽基、萘基、菲基、3-叔丁基苯基、3-三氟甲基苯基、3-正丙基苯基、3-异丙基苯基、3-甲基苯基、4-叔丁基苯基、4-三氟甲基苯基、4-正丙基苯基、4-异丙基苯基或4-甲基苯基;或者所述R1和R2与其所在的碳形成芴基。The R 1 is preferably hydrogen, methyl, ethyl, n-propyl, isopropyl, phenyl, anthracenyl, naphthyl, phenanthryl, 3-tert-butylphenyl, 3-trifluoromethylphenyl , 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoromethylphenyl, 4-n-propylphenyl, 4 -isopropylphenyl or 4-methylphenyl; the R 2 is preferably hydrogen, methyl, ethyl, n-propyl, isopropyl, phenyl, anthracenyl, naphthyl, phenanthryl, 3- tert-Butylphenyl, 3-trifluoromethylphenyl, 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoro methylphenyl, 4-n-propylphenyl, 4-isopropylphenyl or 4-methylphenyl; or the R 1 and R 2 form a fluorenyl group with the carbon on which they are located.

所述R3优选为氢、甲基、乙基、正丙基、异丙基、苯基、蒽基、萘基、菲基、3-叔丁基苯基、3-三氟甲基苯基、3-正丙基苯基、3-异丙基苯基、3-甲基苯基、4-叔丁基苯基、4-三氟甲基苯基、4-正丙基苯基、4-异丙基苯基或4-甲基苯基。The R 3 is preferably hydrogen, methyl, ethyl, n-propyl, isopropyl, phenyl, anthracenyl, naphthyl, phenanthryl, 3-tert-butylphenyl, 3-trifluoromethylphenyl , 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoromethylphenyl, 4-n-propylphenyl, 4 - isopropylphenyl or 4-methylphenyl.

所述R4优选为氢、甲基、乙基、正丙基、异丙基、苯基、蒽基、萘基、菲基、3-叔丁基苯基、3-三氟甲基苯基、3-正丙基苯基、3-异丙基苯基、3-甲基苯基、4-叔丁基苯基、4-三氟甲基苯基、4-正丙基苯基、4-异丙基苯基或4-甲基苯基。The R 4 is preferably hydrogen, methyl, ethyl, n-propyl, isopropyl, phenyl, anthracenyl, naphthyl, phenanthryl, 3-tert-butylphenyl, 3-trifluoromethylphenyl , 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoromethylphenyl, 4-n-propylphenyl, 4 - isopropylphenyl or 4-methylphenyl.

所述R5优选为氢、甲基、乙基、正丙基、异丙基、苯基、蒽基、萘基、菲基、3-叔丁基苯基、3-三氟甲基苯基、3-正丙基苯基、3-异丙基苯基、3-甲基苯基、4-叔丁基苯基、4-三氟甲基苯基、4-正丙基苯基、4-异丙基苯基或4-甲基苯基。The R 5 is preferably hydrogen, methyl, ethyl, n-propyl, isopropyl, phenyl, anthracenyl, naphthyl, phenanthryl, 3-tert-butylphenyl, 3-trifluoromethylphenyl , 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoromethylphenyl, 4-n-propylphenyl, 4 - isopropylphenyl or 4-methylphenyl.

所述R6优选为氢、甲基、乙基、正丙基、异丙基、苯基、蒽基、萘基、菲基、3-叔丁基苯基、3-三氟甲基苯基、3-正丙基苯基、3-异丙基苯基、3-甲基苯基、4-叔丁基苯基、4-三氟甲基苯基、4-正丙基苯基、4-异丙基苯基或4-甲基苯基。The R 6 is preferably hydrogen, methyl, ethyl, n-propyl, isopropyl, phenyl, anthracenyl, naphthyl, phenanthryl, 3-tert-butylphenyl, 3-trifluoromethylphenyl , 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoromethylphenyl, 4-n-propylphenyl, 4 - isopropylphenyl or 4-methylphenyl.

具体的,所述式(I)所示的化合物为式(I-1)、式(I-2)、式(I-3)、式(I-4)、式(I-5)或式(I-6),Specifically, the compound represented by the formula (I) is the formula (I-1), the formula (I-2), the formula (I-3), the formula (I-4), the formula (I-5) or the formula (I-6),

Figure BDA0001691547560000171
Figure BDA0001691547560000171

Figure BDA0001691547560000181
Figure BDA0001691547560000181

其中,所述Ar1、Ar2独立的选自氢、C1~C8的烷基、C6~C25的芳基或C2~C20的杂芳基。Wherein, the Ar 1 and Ar 2 are independently selected from hydrogen, a C1-C8 alkyl group, a C6-C25 aryl group, or a C2-C20 heteroaryl group.

更具体的,所述式(I)所示的化合物为式(001)~式(159),More specifically, the compound represented by the formula (I) is the formula (001) to the formula (159),

Figure BDA0001691547560000182
Figure BDA0001691547560000182

Figure BDA0001691547560000191
Figure BDA0001691547560000191

Figure BDA0001691547560000201
Figure BDA0001691547560000201

Figure BDA0001691547560000211
Figure BDA0001691547560000211

Figure BDA0001691547560000221
Figure BDA0001691547560000221

Figure BDA0001691547560000231
Figure BDA0001691547560000231

Figure BDA0001691547560000241
Figure BDA0001691547560000241

Figure BDA0001691547560000251
Figure BDA0001691547560000251

Figure BDA0001691547560000261
Figure BDA0001691547560000261

Figure BDA0001691547560000271
Figure BDA0001691547560000271

Figure BDA0001691547560000281
Figure BDA0001691547560000281

Figure BDA0001691547560000291
Figure BDA0001691547560000291

Figure BDA0001691547560000301
Figure BDA0001691547560000301

本发明提供的一种式(I)所示的化合物作为CPL层在制备有机电致发光器件中的应用,通过选用特定的本发明提供的化合物用作OLED器件的CPL层(Cap layer,光提取覆盖层)材料后,可有效提高器件的光取出效率。且原料来源广泛,具有广阔的工业应用前景。The application of a compound of formula (I) provided by the present invention as a CPL layer in the preparation of an organic electroluminescent device, by selecting a specific compound provided by the present invention as the CPL layer (Cap layer, light extraction) of the OLED device After the cover layer) material is used, the light extraction efficiency of the device can be effectively improved. And the source of raw materials is wide, and it has broad prospects for industrial application.

另外,本发明中

Figure BDA0001691547560000303
代表基团的连接键;
Figure BDA0001691547560000302
中-N代表该键可以在芳基的任意一个位置。In addition, in the present invention
Figure BDA0001691547560000303
Represents the connecting bond of the group;
Figure BDA0001691547560000302
Where -N represents that the bond can be at any position of the aryl group.

下面将结合本发明实施例的技术方案进行清楚、完整地描述,显然,所描述的实施例仅仅是本发明一部分实施例,而不是全部的实施例。基于本发明中的实施例,本领域普通技术人员在没有做出创造性劳动前提下所获得的所有其他实施例,都属于本发明保护的范围。The following will clearly and completely describe the technical solutions of the embodiments of the present invention. Obviously, the described embodiments are only a part of the embodiments of the present invention, rather than all the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those of ordinary skill in the art without creative efforts shall fall within the protection scope of the present invention.

实施例1Example 1

将本发明所述的式(I)化合物作为CPL层应用于OLED器件的制备,其中,本发明对式(I)化合物的来源没有特殊要求,可以购买或自制,如果自制时,可以根据本领域常规的技术手段进行制备。The compound of formula (I) of the present invention is used as a CPL layer in the preparation of an OLED device, wherein the present invention has no special requirements for the source of the compound of formula (I), which can be purchased or homemade. Prepared by conventional technical means.

本实施例中的OLED器件为顶发射有机电致发光器件结构包括:基板1,和在基板1上依次镀覆形成的反射层2、阳极3、空穴注入层(HIL)4、空穴传输层(HTL)5、发光层(EML)6、电子传输层(ETL)7、电子注入层(EIL)8、阴极9和覆盖层10。The OLED device in this embodiment is a top emission organic electroluminescence device. The structure includes: a substrate 1, and a reflective layer 2, an anode 3, a hole injection layer (HIL) 4, a hole transport layer, and a reflective layer 2, an anode 3, a hole injection layer (HIL) 4, and a hole transport layer that are sequentially plated on the substrate 1 layer (HTL) 5 , light emitting layer (EML) 6 , electron transport layer (ETL) 7 , electron injection layer (EIL) 8 , cathode 9 and capping layer 10 .

其中,基板1为玻璃基板、石英基板或柔性高分子基板(塑料或聚酰亚胺等);Wherein, the substrate 1 is a glass substrate, a quartz substrate or a flexible polymer substrate (plastic or polyimide, etc.);

反射层2可为金属银或银合金,金属铝或铝合金层,用于反射入射基板方向的光线;The reflection layer 2 can be metal silver or silver alloy, metal aluminum or aluminum alloy layer, which is used to reflect the light in the direction of the incident substrate;

阳极层3可为ITO(氧化铟锡)、IZO(氧化铟锌)、高功函数金属或合金、C60等有机半导体材料;均能实现本发明的目的,属于本发明的保护范围。The anode layer 3 can be organic semiconductor materials such as ITO (indium tin oxide), IZO (indium zinc oxide), high work function metal or alloy, C60, etc.; all can achieve the purpose of the present invention and belong to the protection scope of the present invention.

空穴注入层4选用4,4′,4”-三(N-3-甲基苯基-N-苯基氨基)三苯胺(MTDATA)和2,3,5,6-四氟四氰基奎二甲烷(F4TCNQ)的混合物,两者的质量比例为25∶1。The hole injection layer 4 is selected from 4,4',4"-tris(N-3-methylphenyl-N-phenylamino)triphenylamine (MTDATA) and 2,3,5,6-tetrafluorotetracyano The mixture of quinodimethane (F4TCNQ), the mass ratio of the two is 25:1.

空穴传输层5为N,N’-二-(1-萘基)-N,N’-二苯基-1,1’-联苯基-4,4’-二胺(NPB)。The hole transport layer 5 is N,N'-bis-(1-naphthyl)-N,N'-diphenyl-1,1'-biphenyl-4,4'-diamine (NPB).

发光层6可以是红光、绿光或蓝光。其中,红光的主体RH为Bebq2(双(10-羟基苯并[h]喹啉)铍)、掺杂RD为Ir(piq)2(acac),绿光的主体GH为CBP(4,4′-双(N-咔唑)-1,1′-联苯)、掺杂GD为Ir(ppy)3,蓝光主体BH为ADN、掺杂BD为DPAVB(1,4-二[4-(二甲氨苯基)苯乙烯基]苯),The light emitting layer 6 may be red, green or blue. Among them, the host RH of red light is Bebq2 (bis(10-hydroxybenzo[h]quinoline) beryllium), the doping RD is Ir(piq)2(acac), and the host GH of green light is CBP(4,4 '-bis(N-carbazole)-1,1'-biphenyl), doped GD is Ir(ppy)3, blue host BH is ADN, doped BD is DPAVB (1,4-bis[4-( dimethylaminophenyl)styryl]benzene),

电子传输层7为Bphen。电子注入层8可为无机碱金属化合物或有机碱金属配合物。优选碱金属为无机碱金属化合物为LiF,有机碱金属配合物为八羟基喹啉锂。The electron transport layer 7 is Bphen. The electron injection layer 8 may be an inorganic alkali metal compound or an organic alkali metal complex. Preferably, the alkali metal is an inorganic alkali metal compound which is LiF, and the organic alkali metal complex is lithium octaquinolate.

具体制备器件如下:The specific preparation devices are as follows:

蓝光器件Blu-ray device

基板1为玻璃基板,在基板1上溅射沉积Ag作为反射层2,厚度为150nm,溅射10nm的ITO作为器件的阳极3,并蚀刻出所需的图形,用O3等离子处理3分钟。将所得基板1置于真空中,通过共蒸沉积130nm的MTDATA和F4TCNQ的混合物作为空穴注入层(HIL)4,其中F4TCNQ重量为MTDATA重量的4%。接着沉积10nm的NPB作为空穴传输层(HTL)5。再共蒸沉积30nm的ADN和DPAVB的混合物作为发光层6,其中DPAVB与ADN的摩尔比为1∶20。然后沉积20nm的Bphen作为电子传输层(ETL)7。再蒸镀1nm的LiF作为电子注入层8。阴极9为共同蒸镀K和Ag的合金层10nm,其中K通过KBH4在蒸镀过程中(温度400℃)分解的方式蒸镀,K和Ag摩尔比为8∶1,然后沉积25nm的Ag。蒸镀30nm的本发明化合物001作为CPL层。The substrate 1 is a glass substrate, Ag is sputtered on the substrate 1 as a reflective layer 2 with a thickness of 150 nm, ITO of 10 nm is sputtered as the anode 3 of the device, and the desired pattern is etched, and treated with O plasma for 3 minutes. The resulting substrate 1 was placed in a vacuum, and 130 nm of a mixture of MTDATA and F4TCNQ was deposited by co-evaporation as a hole injection layer (HIL) 4, where the weight of F4TCNQ was 4 % by weight of MTDATA. Next, 10 nm of NPB was deposited as a hole transport layer (HTL) 5 . A 30 nm mixture of ADN and DPAVB was then co-evaporated to serve as the light-emitting layer 6, wherein the molar ratio of DPAVB to ADN was 1:20. Then 20 nm of Bphen was deposited as electron transport layer (ETL) 7 . Further, LiF was vapor-deposited to a thickness of 1 nm as the electron injection layer 8 . Cathode 9 is a 10nm alloy layer of K and Ag co-evaporated, wherein K is evaporated by KBH 4 decomposing during the evaporation process (temperature 400 ° C), K and Ag molar ratio is 8:1, and then 25nm Ag is deposited . The compound 001 of the present invention was vapor-deposited at 30 nm as a CPL layer.

Figure BDA0001691547560000321
Figure BDA0001691547560000321

绿光器件Green light device

与蓝光器件的制备方法一致,只是将HIL的厚度改为170nm,发光层的材料改为CBP和Ir(ppy)3的混合物,其中Ir(ppy)3与CBP的摩尔比1∶10。Consistent with the preparation method of the blue light device, only the thickness of HIL was changed to 170 nm, and the material of the light-emitting layer was changed to a mixture of CBP and Ir(ppy)3, wherein the molar ratio of Ir(ppy)3 to CBP was 1:10.

Figure BDA0001691547560000322
Figure BDA0001691547560000322

红光器件red light device

与蓝光器件的制备方法一致,只是将HIL的厚度改为60nm,发光层的材料改为BeBq2和Ir(piq)2(acac)的混合物,其中Ir(piq)2(acac)与BeBq2的摩尔比为1∶10。Consistent with the preparation method of the blue light device, except that the thickness of HIL was changed to 60 nm, and the material of the light-emitting layer was changed to a mixture of BeBq 2 and Ir(piq) 2 (acac), in which Ir(piq) 2 (acac) and BeBq 2 were mixed. The molar ratio was 1:10.

Figure BDA0001691547560000323
Figure BDA0001691547560000323

实施例2Example 2

具体实施步骤同实施例1,唯一不同的是阴极9为:K和Ag合金层,摩尔比为2∶1,厚度为7nm;Ag层为25nm;CPL层为本发明化合物037,厚度为50nm,制备红光器件。The specific implementation steps are the same as those in Example 1, the only difference is that the cathode 9 is: K and Ag alloy layer, the molar ratio is 2:1, and the thickness is 7 nm; the Ag layer is 25 nm; the CPL layer is the compound 037 of the present invention, the thickness is 50 nm, Preparation of red light devices.

实施例3Example 3

具体实施步骤同实施例1,唯一不同的是阴极9为:Mg和Ag合金层,摩尔比为4∶1,厚度为5nm;Ag层为20nm;CPL层为本发明化合物061,厚度为60nm,制备绿光器件。The specific implementation steps are the same as in Example 1, except that the cathode 9 is: Mg and Ag alloy layer, the molar ratio is 4:1, and the thickness is 5 nm; the Ag layer is 20 nm; the CPL layer is the compound 061 of the present invention, and the thickness is 60 nm, Preparation of green light devices.

实施例4Example 4

具体实施步骤同实施例1,唯一不同的是阴极9为:Mg和Ag合金层,摩尔比为6∶1,厚度为7nm;Ag层为25nm;CPL层为本发明化合物085,厚度为30nm,制备红光器件。The specific implementation steps are the same as those in Example 1, the only difference is that the cathode 9 is: Mg and Ag alloy layer, the molar ratio is 6:1, and the thickness is 7 nm; the Ag layer is 25 nm; the CPL layer is the compound 085 of the present invention, the thickness is 30 nm, Preparation of red light devices.

实施例5Example 5

具体实施步骤同实施例1,唯一不同的是阴极9为:Li和Ag合金层,摩尔比为8∶1,厚度为9nm;Ag层为30nm;CPL层为本发明化合物109,厚度为50nm,制备绿光器件。The specific implementation steps are the same as those in Example 1, the only difference is that the cathode 9 is: Li and Ag alloy layer, the molar ratio is 8:1, and the thickness is 9 nm; the Ag layer is 30 nm; the CPL layer is the compound 109 of the present invention, the thickness is 50 nm, Preparation of green light devices.

实施例6Example 6

具体实施步骤同实施例1,唯一不同的是阴极9为:Mg和Ag合金层,摩尔比为4∶1,厚度为11nm;Ag层为20nm;CPL层为本发明化合物139,厚度为45nm,制备蓝光器件。The specific implementation steps are the same as in Example 1, except that the cathode 9 is: Mg and Ag alloy layer, the molar ratio is 4:1, and the thickness is 11 nm; the Ag layer is 20 nm; the CPL layer is the compound 139 of the present invention, and the thickness is 45 nm, Preparation of blue light devices.

实施例7Example 7

具体实施步骤同实施例1,唯一不同的是阴极9为:Mg和Ag合金层,摩尔比为4∶1,厚度为11nm;Ag层为20nm;CPL层为本发明化合物013,厚度为45nm,制备蓝光器件。The specific implementation steps are the same as those in Example 1, except that the cathode 9 is: Mg and Ag alloy layer, the molar ratio is 4:1, and the thickness is 11 nm; the Ag layer is 20 nm; the CPL layer is the compound 013 of the present invention, the thickness is 45 nm, Preparation of blue light devices.

实施例8Example 8

具体实施步骤同实施例1,唯一不同的是阴极9为:Mg和Ag合金层,摩尔比为4∶1,厚度为3nm;Ag层为15nm;CPL层为本发明化合物050,厚度为100nm,制备蓝光器件。The specific implementation steps are the same as those in Example 1, the only difference is that the cathode 9 is: Mg and Ag alloy layer, the molar ratio is 4:1, and the thickness is 3 nm; the Ag layer is 15 nm; the CPL layer is the compound 050 of the present invention, the thickness is 100 nm, Fabrication of blue light devices.

实施例9Example 9

具体实施步骤同实施例1,唯一不同的是阴极9为:Mg和Ag合金层,摩尔比为4∶1,厚度为3nm;Ag层为15nm;CPL层为本发明化合物059,厚度为100nm,制备蓝光器件。The specific implementation steps are the same as those in Example 1, except that the cathode 9 is: Mg and Ag alloy layer, the molar ratio is 4:1, and the thickness is 3 nm; the Ag layer is 15 nm; the CPL layer is the compound 059 of the present invention, the thickness is 100 nm, Preparation of blue light devices.

实施例10Example 10

具体实施步骤同实施例1,唯一不同的是阴极9为:Mg和Ag合金层,摩尔比为6∶1,厚度为7nm;Ag层为25nm;CPL层为本发明化合物002,厚度为30nm,制备红光器件。The specific implementation steps are the same as in Example 1, except that the cathode 9 is: Mg and Ag alloy layer, the molar ratio is 6:1, and the thickness is 7 nm; the Ag layer is 25 nm; the CPL layer is the compound 002 of the present invention, and the thickness is 30 nm, Preparation of red light devices.

实施例11Example 11

具体实施步骤同实施例1,唯一不同的是阴极9为:Mg和Ag合金层,摩尔比为6∶1,厚度为7nm;Ag层为25nm;CPL层为本发明化合物003,厚度为30nm,制备红光器件。The specific implementation steps are the same as those in Example 1, the only difference is that the cathode 9 is: Mg and Ag alloy layer, the molar ratio is 6:1, and the thickness is 7 nm; the Ag layer is 25 nm; the CPL layer is the compound 003 of the present invention, the thickness is 30 nm, Preparation of red light devices.

实施例12Example 12

具体实施步骤同实施例1,唯一不同的是阴极9为:Mg和Ag合金层,摩尔比为6∶1,厚度为7nm;Ag层为25nm;CPL层为本发明化合物004,厚度为30nm,制备红光器件。The specific implementation steps are the same as those in Example 1, the only difference is that the cathode 9 is: Mg and Ag alloy layer, the molar ratio is 6:1, and the thickness is 7 nm; the Ag layer is 25 nm; the CPL layer is the compound 004 of the present invention, and the thickness is 30 nm, Preparation of red light devices.

实施例13~实施例16Example 13 to Example 16

具体实施步骤同实施例1,唯一不同的是阴极9为:Li和Ag合金层,摩尔比为8∶1,厚度为9nm;Ag层为30nm;CPL层为本发明化合物005~008,厚度为50nm,制备绿光器件。The specific implementation steps are the same as those in Example 1, the only difference is that the cathode 9 is: Li and Ag alloy layer, the molar ratio is 8:1, and the thickness is 9 nm; the Ag layer is 30 nm; 50 nm to prepare green light devices.

实施例17~实施例20Example 17 to Example 20

具体实施步骤同实施例1,唯一不同的是阴极9为:Mg和Ag合金层,摩尔比为4∶1,厚度为3nm;Ag层为15nm;CPL层为本发明化合物009~012,厚度为100nm,制备蓝光器件。The specific implementation steps are the same as those in Example 1, the only difference is that the cathode 9 is: Mg and Ag alloy layer, the molar ratio is 4:1, and the thickness is 3 nm; the Ag layer is 15 nm; 100 nm to prepare blue light devices.

对比例1Comparative Example 1

本对比例是OLED器件制备实施例,具体步骤如实施例1所述,唯一不同的是所述OLED透明复合阴极9仅包括依次设置的低功函数金属与Ag的合金层、Ag层,不包括CPL层,制备红光器件、绿光器件和蓝光器件。This comparative example is an example of preparing an OLED device. The specific steps are as described in Example 1. The only difference is that the OLED transparent composite cathode 9 only includes an alloy layer and an Ag layer of low work function metal and Ag, which are arranged in sequence, and does not include CPL layer, red light device, green light device and blue light device are prepared.

对比例2Comparative Example 2

本对比例中OLED器件制备步骤同实施例1,不同的是所述阴极9是一种OLED复合阴极结构,所述OLED复合阴极结构包括依次设置的低功函数金属与Ag的合金层、Ag层。具体步骤如下:在真空条件下,利用热蒸镀技术,蒸镀Mg/Ag合金材料作为所述合金层,Mg/Ag的摩尔比为1∶1,所述合金层的厚度为10nm;在真空条件下,利用热蒸镀技术,在所述合金层的上方蒸镀一层Ag层,厚度为10nm,制备红光器件、绿光器件和蓝光器件。In this comparative example, the preparation steps of the OLED device are the same as those in Example 1, except that the cathode 9 is an OLED composite cathode structure, and the OLED composite cathode structure includes an alloy layer of low work function metal and Ag and an Ag layer arranged in sequence. . The specific steps are as follows: under vacuum conditions, use thermal evaporation technology to evaporate Mg/Ag alloy material as the alloy layer, the molar ratio of Mg/Ag is 1:1, and the thickness of the alloy layer is 10nm; Under the conditions, using thermal evaporation technology, an Ag layer with a thickness of 10 nm is evaporated on the alloy layer to prepare red light devices, green light devices and blue light devices.

实施例21Example 21

对实施例2~8以及对比例1~2得到的OLED器件的性能进行测试,结果见表1。The properties of the OLED devices obtained in Examples 2-8 and Comparative Examples 1-2 were tested, and the results are shown in Table 1.

表1Table 1

Figure BDA0001691547560000341
Figure BDA0001691547560000341

Figure BDA0001691547560000351
Figure BDA0001691547560000351

从上表可以看出,相同类型的器件,本发明提供的器件比对比例中的器件的电流效率、亮度寿命更好。It can be seen from the above table that for the same type of device, the device provided by the present invention has better current efficiency and brightness life than the device in the comparative example.

以上实施例的说明只是用于帮助理解本发明的方法及其核心思想。应当指出,对于本技术领域的普通技术人员来说,在不脱离本发明原理的前提下,还可以对本发明进行若干改进和修饰,这些改进和修饰也落入本发明权利要求的保护范围内。The descriptions of the above embodiments are only used to help understand the method and the core idea of the present invention. It should be pointed out that for those skilled in the art, without departing from the principle of the present invention, several improvements and modifications can also be made to the present invention, and these improvements and modifications also fall within the protection scope of the claims of the present invention.

Claims (7)

1. The use of a compound of formula (I) as a CPL layer in the preparation of an organic electroluminescent device,
Figure FDA0002578642460000011
wherein, Ar is1、Ar2Independently selected from hydrogen, C1-C5 alkyl, phenyl, C1-C5 alkyl substituted phenyl, C10-20 condensed ring aryl or C3-C15 nitrogen-containing heteroaryl;
a is a formula (A-1), a formula (A-2) or a formula (A-3),
Figure FDA0002578642460000012
the R is1、R2、R3、R4、R5、R6Independently selected from hydrogen, C1-C3 alkyl or C6-C10 aryl,
or said R is1And R2Forms a C10-C20 condensed ring group with the carbon on which the compound is arranged.
2. Use according to claim 1, wherein said Ar is1Is selected fromHydrogen, methyl, ethyl, propyl, n-butyl, tert-butyl, pentyl, trifluoromethyl, phenyl, anthracenyl, naphthyl, phenanthryl, 3-tert-butylphenyl, 3-trifluoromethylphenyl, 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoromethylphenyl, 4-n-propylphenyl, 4-isopropylphenyl, 4-methylphenyl, 3, 5-dimethylphenyl, pyridyl, pyridazinyl, pyrazinyl, triazinyl or acridinyl.
3. Use according to claim 1, wherein said Ar is2Selected from the group consisting of hydrogen, methyl, ethyl, propyl, n-butyl, t-butyl, pentyl, trifluoromethyl, phenyl, anthracenyl, naphthyl, phenanthryl, 3-t-butylphenyl, 3-trifluoromethylphenyl, 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-t-butylphenyl, 4-trifluoromethylphenyl, 4-n-propylphenyl, 4-isopropylphenyl, 4-methylphenyl, 3, 5-dimethylphenyl, pyridyl, pyridazinyl, pyrazinyl, triazinyl or acridinyl.
4. Use according to claim 1, wherein R is1、R2Independently selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, phenyl, anthryl, naphthyl, phenanthryl, 3-tert-butylphenyl, 3-trifluoromethylphenyl, 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoromethylphenyl, 4-n-propylphenyl, 4-isopropylphenyl or 4-methylphenyl;
or said R is1And R2Form a fluorenyl group with the carbon on which it is located.
5. Use according to claim 1, wherein R is3、R4、R5、R6Independently selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, phenyl, anthryl, naphthyl, phenanthryl, 3-tert-butylphenyl, 3-trifluoromethylphenyl, 3-n-propylphenyl, 3-isopropylphenyl, 3-methylphenyl, 4-tert-butylphenyl, 4-trifluoromethylphenyl, 4-n-propylphenyl, 4-isopropylphenyl or4-methylphenyl radical.
6. The use according to claim 1, wherein the compound of formula (I) is of formula (I-1), formula (I-2), formula (I-3), formula (I-4), formula (I-5) or formula (I-6),
Figure FDA0002578642460000021
Figure FDA0002578642460000031
wherein, Ar is1、Ar2Independently selected from hydrogen, alkyl of C1-C8, aryl of C6-C25 or heteroaryl of C2-C20.
7. The use according to claim 1, wherein the compound of formula (I) is of formula (001), formula (002), formula (003), formula (004), formula (005), formula (006), formula (007), formula (008), formula (009), formula (010), formula (011), formula (012), formula (013), formula (014), formula (015), formula (016), formula (017), formula (018), formula (019), formula (020), formula (021), formula (022), formula (023), formula (024), formula (025), formula (026), formula (027), formula (028), formula (029), formula (030), formula (031), formula (032), formula (033), formula (034), formula (035), formula (036), formula (037), formula (038), formula (039), formula (041), formula (042), formula (043), formula (044), formula (045), Formula (046), formula (047), formula (048), formula (049), formula (050), formula (051), formula (052), formula (053), formula (054), formula (055), formula (056), formula (037), formula (058), formula (059), formula (060), formula (061), formula (062), formula (033), formula (064), formula (065), formula (066), formula (067), formula (038), formula (069), formula (070), formula (071), formula (072), formula (073), formula (074), formula (075), formula (076), formula (077), formula (078), formula (079), formula (080), formula (081), formula (082), formula (083), formula (084), formula (085), formula (086), formula (087), formula (088), formula (089), formula (085), formula (092), formula (095), formula (093), formula (094), formula (095), formula (094), formula (086), formula (097), formula (094), formula (09, Formula (098), formula (099), formula (100), formula (101), formula (102), formula (103), formula (104), formula (105), formula (106), formula (107), formula (108), formula (109), formula (111), formula (112), formula (113), formula (114), formula (115), formula (116), formula (117), formula (118), formula (119), formula (121), formula (122), formula (123), formula (124), formula (125), formula (126), formula (127), formula (128), formula (129), formula (131), formula (132), formula (133), formula (134), formula (135), formula (136), formula (137), formula (138), formula (139), formula (141), formula (142), formula (143), formula (144), formula (145), formula (146), formula (147), formula (148), formula (149), or a mixture thereof, Formula (151), formula (152), formula (153), formula (154), formula (155), formula (156), formula (137), formula (158), or formula (159),
Figure FDA0002578642460000041
Figure FDA0002578642460000051
Figure FDA0002578642460000061
Figure FDA0002578642460000071
Figure FDA0002578642460000081
Figure FDA0002578642460000091
Figure FDA0002578642460000101
Figure FDA0002578642460000111
Figure FDA0002578642460000121
Figure FDA0002578642460000131
Figure FDA0002578642460000141
Figure FDA0002578642460000151
Figure FDA0002578642460000161
Figure FDA0002578642460000171
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