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Naphthurea composition for preparation of carrier generation materials and process for preparing same

A naphthoyl urea and compound technology, which is applied in the field of intermediates of carrier generation materials, to achieve the effects of low raw material prices, good photoelectric properties, and simple synthesis routes

Inactive Publication Date: 2008-03-12
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, the structure of this naphthoyl urea compound is very similar to that of the benzoyl urea chitin biosynthesis inhibitor, so it may have similar biological activities, and its toxicity and insecticidal activity need to be further studied

Method used

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  • Naphthurea composition for preparation of carrier generation materials and process for preparing same
  • Naphthurea composition for preparation of carrier generation materials and process for preparing same

Examples

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Effect test

example 1

[0018] Example 1: Synthesis of N-(3,5-dimethylphenyl)-N'-(3-hydroxyl-2-naphthoyl)urea

[0019] [1] Synthesis of 3-hydroxy-2-naphthoyl chloride

[0020] In a 250mL four-necked flask equipped with a reflux condenser, a thermometer and a stirrer, add 90.0mL carbon tetrachloride, 44.0mL (0.60mol) thionyl chloride and 0.5mL DMF, and finally add 2-hydroxy-3-naphthalene 37.6g (0.20mol) of formic acid was fully stirred, and the reaction temperature was controlled at 50°C. Stop the reaction until the yellow suspension turns into a red clear liquid, and place it at 0-10°C for 2-3 hours to precipitate the product. Then, it was filtered and dried to obtain 36.2 g of 2-hydroxy-3-naphthoyl chloride with a yield of 87.5%.

[0021] [2] Synthesis of 3,5-dimethylphenylurea

[0022] First prepare sodium cyanate solution, dissolve 19.50g (0.30mol) sodium cyanate with 90.0mL water, if it is still not completely dissolved, heat it a little. Then in a 500mL beaker, add 40.0mL of glacial acetic a...

example 2

[0025] Example 2: Synthesis of N-(4-methylphenyl)-N'-(3-hydroxyl-2-naphthoyl)urea

[0026] [1] Same as Step 1 in Example 1

[0027] [2] Synthesis of p-methylphenylurea

[0028] First prepare sodium cyanate solution, dissolve 19.50g (0.30mol) sodium cyanate with 90.0mL water, if it is still not completely dissolved, heat it a little. Then in a 500mL beaker, add 20.0mL of glacial acetic acid and 70.0mL of water, and add 10.72g (0.10mol) of p-methylaniline at 25°C. Then slowly add sodium cyanate solution dropwise to the beaker, and keep stirring until a small amount of precipitation appears in the solution, then quickly add the remaining sodium cyanate solution under rapid stirring, a large amount of white foam will be generated and the temperature will start to rise to 50-60°C . After stirring for 20 minutes, the reaction was stopped. Cool to room temperature, filter, wash with water, and dry to obtain 13.91 g of p-methylphenylurea with a yield of 92.6%.

[0029] [3] Synthe...

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Abstract

The invention discloses a naphthoyl urea compound used for preparing carrier generation material and its process for preparing, which belongs to the intermediate technology of carrier generation material. The said naphthoyl urea includes N - ( 3,5 - di - methylphenyl ) - N - ( 3 - hydroxyl - 2 - naphthoyl ) urea and N -( 4- methylphenyl ) - N - ( 3 - hydroxyl - 2 - naphthoyl) urea. Its process for preparing includes: preparing 3-hydroxy-2-naphthoyl by stocks of 3-hydroxy-2-naphthoic acid and thionyl chloride with carrene, chloroform or carbon tetrachloride as its solvent and DMF as its catalyst; preparing aryl urea by adding arylamine and cyanate in the deion-ized water; obtaining the corresponding naphthoyl urea compound by reaction between 3-hydroxy-2-naphthoyl and aryl urea in the solvent of acetic ester or benzene. The invention is excellent in that the carrier generation material prepared by the provided naphthoyl urea compound is of fine light-electric performance and the provided process for preparing is of simple composited course and cheap stock.

Description

technical field [0001] The invention relates to a naphthoyl urea compound used for preparing carrier generating materials and a preparation method thereof, which belongs to the intermediate technology of carrier generating materials. Background technique [0002] Among a variety of carrier generating materials, most of the current literature reports are azo compounds. The spectral response range of azo compounds is mainly in the visible light region (450-650nm), so they are widely used in copier photoreceptors that use visible light as the light source. With the development of solid-state lasers (780-820nm) and computer technology, people hope to broaden the spectral response range of azo compounds to the near-infrared region, which has become a focus of current research [Lei Ying. Azo / phthalocyanine compound single Research on layered photoconductors: [Master's Dissertation]. Zhejiang University, 2003]. The following tautomerism generally exists in photoconductive azo [Pa...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C275/54C07C273/18H01L51/00H10K99/00
Inventor 李祥高何莉莉吴安树王世荣
Owner TIANJIN UNIV
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