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Triphenylamine derivative, charge transport material produced using same, and electrophotographic photoreceptor

一种电荷输送、衍生物的技术，应用在光学、电记录术、仪器等方向，能够解决电荷输送层载流子迁移率不是很高等问题，达到高载流子迁移率、工业上优异的效果

Active Publication Date: 2018-08-31
TAKASAGO INTERNATIONAL CORPORATION
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it is difficult to say that existing low-molecular charge transport materials have sufficient solubility in binder resins and organic solvents
In addition, even if it has solubility and can be formed into a film, the carrier mobility of the charge transport layer using the conventional low-molecular charge transport material is not very high

Method used

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  • Triphenylamine derivative, charge transport material produced using same, and electrophotographic photoreceptor
  • Triphenylamine derivative, charge transport material produced using same, and electrophotographic photoreceptor
  • Triphenylamine derivative, charge transport material produced using same, and electrophotographic photoreceptor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0090] Synthesis of compound (1-1)

[0091] Under nitrogen atmosphere, add 8.38g (20mmol) of 4-(4'-(4",4"-diphenyl-1",3"-butadienyl)styryl) to 40ml of xylene Chlorobenzene, 2.4g (25mmol) of sodium tert-butoxide, 2.1g (20mmol) of p-benzylamine, 3.7mg (0.010mmol) of [PdCl (allyl)] 2 and 16 mg (0.040 mmol) of 1,1-diphenyl-2-(dicyclohexylphosphino)propene were heated at 100°C. After stirring for 3 hours, water was added, toluene was further added and the organic layer was extracted. After washing with water, it was concentrated and recrystallized from a solvent of toluene and methanol to obtain 8.0 g of a yellow solid. Wherein 7.5g was mixed with 40ml of xylene, further added 1.8g (19mmol) of sodium tert-butoxide, 2.6g (7.5mmol) of 1,4-bis(4-chlorostyryl)benzene, 2.7mg ( 0.008mmol) of [PdCl(allyl)] 2 and 12 mg (0.030 mmol) of 1,1-diphenyl-2-(dicyclohexylphosphino)propene were heated at 120°C. After stirring for 8 hours, water was added, toluene was further added and the organ...

Embodiment 2

[0096] Synthesis of compound (1-4)

[0097] Under nitrogen atmosphere, add 5.2g (12mmol) of 4-(4'-(4",4"-diphenyl-1",3"-butadienyl)styryl) to 40ml of xylene Chlorobenzene, 2.9g (30mmol) of sodium tert-butoxide, 1.1g (12mmol) of aniline, 4.4mg (0.012mmol) of [PdCl(allyl)] 2 and 19 mg (0.048 mmol) of 1,1-diphenyl-2-(dicyclohexylphosphino)propene were heated at 100°C. After stirring for 2 hours, 2.1 g (6.0 mmol) of 1,4-bis(4-chlorostyryl)benzene was added and further heated at 110°C. After stirring for 2 hours, water was added, toluene was further added and the organic layer was extracted. After washing with water, it was concentrated and recrystallized from a solvent of toluene and ethyl acetate to obtain 5.3 g of a yellow solid (compound 1-4). The yield was 72%. 1H NMR (CDCl 3 ): δ; 6.69-6.76 (m, 2H), 6.89-7.13 (m, 30H), 7.23-7.32 (m, 22H), 7.36-7.45 (m, 18H), 7.47 (s, 4H).

[0098] FD-MS ([M]+): Found m / z 1228.5647[C94H72N2]+ (calculated; 1228.5695, -3.95ppm)

[0099] m...

Embodiment 3

[0101] Synthesis of compound (1-7)

[0102] Under nitrogen atmosphere, add 6.3g (15mmol) of 4-(4'-(4",4"-diphenyl-1",3"-butadienyl)styryl) to 40ml of xylene Chlorobenzene, 1.8 g (19 mmol) of sodium tert-butoxide, 2.0 g (17 mmol) of 2,4-dimethylaniline, 5.5 mg (0.015 mmol) of [PdCl(allyl)] 2 and 23 mg (0.060 mmol) of 1,1-diphenyl-2-(dicyclohexylphosphino)propene were heated at 100°C. After stirring for 2 hours, water was added, toluene was further added and the organic layer was extracted. After washing with water, it was concentrated and recrystallized from a solvent of toluene and methanol to obtain 5.3 g of a yellow solid. Wherein 5.2g was mixed with 40ml of xylene, and 1.2g (13mmol) of sodium tert-butoxide, 1.8g (5.0mmol) of 1,4-bis(4-chlorostyryl)benzene, 1.8mg ( 0.005mmol) of [PdCl(allyl)] 2 and 7.8 mg (0.020 mmol) of 1,1-diphenyl-2-(dicyclohexylphosphino)propene were heated at 110°C. After stirring for 4 hours, water was added, toluene was further added and the orga...

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Abstract

The present invention provides a triphenylamine derivative represented by general formula (1). (In the formula, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14 and R15 independently represent a hydrogen atom, a substituted or unsubstituted alkyl group or a substituted or unsubstituted alkoxy group.)

Description

technical field [0001] The present invention provides a triphenylamine derivative as an organic photoconductor for obtaining an electrophotographic photoreceptor with high responsiveness. Background technique [0002] In recent years, the development of information processing system equipment using electrophotography has remarkably progressed. In particular, laser printers and digital copiers, which convert information into digital signals and record information using light, have significantly improved their print quality and reliability. In addition, they are applied to laser printers or digital copiers capable of full-color printing through fusion with high-speed technologies. [0003] As photoreceptors used in these electrophotographic laser printers, digital copiers, and the like, photoreceptors using organic photosensitive materials (OPC) are generally widely used for reasons of cost, productivity, and pollution-free properties. [0004] In recent years, the high-spee...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/54C07C217/92G03G5/06
CPCC07C211/54C07C217/92G03G5/06G03G5/0618G03G5/06144G03G5/0614
Inventor 中村纯士
Owner TAKASAGO INTERNATIONAL CORPORATION
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