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Hydrazone compound, electrophotographic photoreceptor comprising the hydrazone compound, and image forming apparatus equipped with the electrophotographic photoreceptor

An electrophotography and compound technology, which is applied to the equipment of the electric recording process applying the charge pattern, the electric recording process applying the charge pattern, optics, etc., to achieve improved sensitivity and resolution, excellent electrical characteristics, and excellent environmental stability. Effect

Inactive Publication Date: 2006-03-15
SHARP KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, with the increasing demands for miniaturization, high speed and high durability of recent electrophotographic devices, it is required to develop a charge transport material having a better charge transport capability. The charge transport material disclosed in JP-A-5-66587 There is room for improvement in conveying substances

Method used

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  • Hydrazone compound, electrophotographic photoreceptor comprising the hydrazone compound, and image forming apparatus equipped with the electrophotographic photoreceptor
  • Hydrazone compound, electrophotographic photoreceptor comprising the hydrazone compound, and image forming apparatus equipped with the electrophotographic photoreceptor
  • Hydrazone compound, electrophotographic photoreceptor comprising the hydrazone compound, and image forming apparatus equipped with the electrophotographic photoreceptor

Examples

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manufacture example 1

[0239] (Production Example 1) Production of Exemplary Compound No.1

[0240] Use acetophenone as the ketone compound represented by the above general formula (4a), use N,N-diphenylhydrazine as the hydrazine compound represented by the general formula (4b), carry out the dehydration condensation reaction as described below, and produce the following structural formula ( 8) The hydrazone intermediate represented.

[0241]

[0242] 15.1 g (1.0 molar equivalent) of p-methoxyacetophenone, 19.5 g (1.05 molar equivalent) of N,N-diphenylhydrazine, and 0.06 mL (0.01 molar equivalent) of acetic acid as a catalyst were added to 100 mL of ethanol, and heated to 80 degreeC, stirring for 4 hours, it was made to react. After cooling the reaction solution, 100 mL of hexane was added thereto, and the precipitated crystals were collected by filtration and dried under reduced pressure to obtain 27.8 g (yield 88.0%) of the hydrazone intermediate represented by structural formula (8) as yellow...

manufacture example 2

[0255] (Production Example 2) Production of Exemplary Compound No.18

[0256] In Production Example 1, during the Grignard reaction, 2.2 g (1.2 molar equivalents) of 5-bromo-1-phenyl-1,3-pentadiene represented by the following structural formula (11) was used instead of structural formula (10) Except for the cinnamyl bromide (1.2 molar equivalents), 3.30 g of a yellow powdery compound was obtained in the same manner as in Production Example 1.

[0257]

[0258] The obtained compound was analyzed by LC-MS. As a result, a hydrazone-hexatriene compound (calculated molecular weight: 484.25) corresponding to the target compound, the hydrazone-hexatriene compound (calculated molecular weight: 484.25) corresponding to the exemplary compound No. 18 shown in Table 1, was observed at 485.4. Molecular ion [M+H] + peak. Therefore, it was confirmed that the obtained compound was a hydrazone-hexatriene compound of Exemplary Compound No. 18 (yield: 81.0%).

[0259]In addition, the puri...

manufacture example 3

[0263] (Production Example 3) Production of Exemplary Compound No.28

[0264] In Production Example 1, during the dehydration condensation reaction, 3,4-methylenedioxybenzaldehyde was used instead of p-methoxyacetophenone, and the same operation was performed to obtain the hydrazone intermediate represented by the following structural formula (12) , as yellow crystals (98% yield).

[0265]

[0266] Then, 9.2 g (1.2 molar equivalents) of phosphorus oxychloride was slowly added to 100 mL of anhydrous N,N-dimethylformamide (abbreviated as DMF) under ice-cooling, and stirred for about 30 minutes to prepare a Wellsmeyer reagent. To this solution, 15.82 g (1.0 molar equivalent) of the hydrazone intermediate represented by the structural formula (12) obtained above was slowly added under ice-cooling. Then, heating was gradually performed, the temperature of the reaction solution was raised to 70° C., and the mixture was stirred for 3 hours while maintaining heating at 70° C., to ...

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Abstract

A hydrazone compound capable of realizing an electrophotographic photoreceptor having good electric properties such as good sensitivity and light responsibility, good electric and mechanical durability and good environment stability, is provided. The hydrazone compound is represented by the following general formula (1) which is contained in the charge transporting layer of the electrophotographic photoreceptor as a charge transporting material.

Description

technical field [0001] The present invention relates to a hydrazone compound, an electrophotographic photoreceptor using the hydrazone compound, and an image forming apparatus having the electrophotographic photoreceptor. Background technique [0002] Electrophotographic image forming apparatuses (hereinafter referred to as electrophotographic apparatuses) that form images using electrophotography are often used as copiers, printers, facsimile apparatuses, and the like. In the electrophotographic device, an image is formed via the following electrophotographic process. [0003] First, the photosensitive layer of the electrophotographic photoreceptor (hereinafter also simply referred to as photoreceptor) in the device is uniformly charged to a predetermined potential by a charging device such as a charging roller, and the exposure device is used to expose the corresponding image information to form an electrostatic potential. picture. A developer is supplied to the formed e...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C251/86C07C249/16G03G5/02G03G15/04
CPCG03G5/0672C07D231/12G03G5/0616C07D307/81C07D317/58C07D405/12C07D307/52C07D277/64C07D311/58C07C251/86
Inventor 近藤晃弘小幡孝嗣
Owner SHARP KK
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