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Electrophotographic photosensitive member, process cartridge, electrophotographic apparatus and phthalocyanine crystal

A technology of electrophotography and photosensitive components, which is applied in the fields of optics, electrical recording, chemical instruments and methods, etc., can solve problems such as conversion difficulties and achieve excellent performance effects

Inactive Publication Date: 2016-01-13
CANON KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the method has a problem in that the additive (organic electron acceptor) can undergo chemical changes, and the conversion to the desired crystal form can be difficult in some cases

Method used

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  • Electrophotographic photosensitive member, process cartridge, electrophotographic apparatus and phthalocyanine crystal
  • Electrophotographic photosensitive member, process cartridge, electrophotographic apparatus and phthalocyanine crystal
  • Electrophotographic photosensitive member, process cartridge, electrophotographic apparatus and phthalocyanine crystal

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-1

[0131] Hydroxygallium phthalocyanine was produced in the same manner as in (Synthesis Example 1) and (Example 1-1) described in Japanese Patent Application Laid-Open No. 2011-94101 as described below. Under an atmosphere of nitrogen flow, 5.46 parts of phthalonitrile and 45 parts of α-chloronaphthalene were put into the reaction kettle, and then heated to a temperature of 30° C., and kept at this temperature. Next, 3.75 parts of gallium trichloride were injected thereinto at the temperature (30° C.). When charged, the mixed liquor had a water content of 150 ppm. The temperature was then raised to 200°C. The reaction was carried out at a temperature of 200° C. for 4.5 hours under a nitrogen flow atmosphere, and then cooled to a temperature of 150° C., and the product was filtered. The obtained filtrate was dispersed and washed with N,N-dimethylformamide at a temperature of 140° C. for 2 hours, and then filtered. The obtained filtrate was washed with methanol and dried to obt...

Embodiment 1-2

[0135] Except that in Example 1-1, 0.5 parts of exemplary compound (1) was replaced with 1.0 part of exemplary compound (1), and the milling time was changed from 70 hours to 50 hours, by the same method as in Example 1-1 The treatment obtained 0.44 parts of hydroxygallium phthalocyanine crystals. The powder X-ray diffraction pattern of the obtained crystals is in image 3 shown in .

[0136] By NMR measurement, it was confirmed that 0.67% by mass of Exemplary Compound (1) and 2.14% by mass of N,N-dimethylformamide were contained in the crystal.

Embodiment 1-3

[0138] Except that in Example 1-1, 9.5 parts of N,N-dimethylformamide was replaced with 9.5 parts of dimethyl sulfoxide, and the grinding time was changed from 70 hours to 50 hours, by the same method as in Example 1- 1 The same treatment obtained 0.41 parts of hydroxygallium phthalocyanine crystals. The powder X-ray diffraction patterns of the obtained crystals are image 3 same.

[0139] By NMR measurement, it was confirmed that 0.79% by mass of Exemplary Compound (1) and 2.20% by mass of dimethyl sulfoxide were contained in the crystal. Since Exemplary Compound (1) is liquid and compatible with dimethyl sulfoxide, it was found that Exemplary Compound (1) was contained within the phthalocyanine crystal.

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Abstract

The present invention provides an electrophotographic photosensitive member comprising a support, and a photosensitive layer formed on the support, wherein the photosensitive layer contains a phthalocyanine crystal in which a 4-piperidone compound represented by the following formula (1) is contained:

Description

technical field [0001] The present invention relates to an electrophotographic photosensitive member, a process cartridge and an electrophotographic apparatus each having an electrophotographic photosensitive member, and a phthalocyanine crystal. Background technique [0002] Since the oscillation wavelength of a semiconductor laser generally used as an image exposure device in the field of electrophotography is in a long wavelength range of 650 to 820 nm, an electrophotographic photosensitive member having high sensitivity to light in this long wavelength range is now being developed . [0003] Phthalocyanine pigments are effective as a charge generating substance having high sensitivity to light in such a long-wavelength region. In particular, oxytitanium phthalocyanine and gallium phthalocyanine have excellent sensitivity characteristics, and various crystal forms have been reported so far. [0004] Although electrophotographic photosensitive members using phthalocyanin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G03G5/06C09B67/12C09B67/18C09B67/20C09B67/50
CPCG03G5/06C09B57/008C09B67/0026G03G5/0696C09B47/045
Inventor 田中正人西田孟川原正隆
Owner CANON KK
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