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Process for producing p-phenyl cyanophenyl

A technology of p-benzonitrile and biphenylcarboxamide, applied in the field of preparation of p-benzonitrile, can solve problems such as high cost and pollution, and achieve the effects of low cost, overcoming high price and high yield

Inactive Publication Date: 2009-05-13
CINIC CHEM SHANGHAI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The purpose of the present invention is to provide a kind of preparation method of p-benzonitrile, said preparation method of this p-benzonitrile will solve the technical problems of serious pollution and high cost in the preparation process of p-benzonitrile in the prior art

Method used

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  • Process for producing p-phenyl cyanophenyl

Examples

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Effect test

Embodiment 1

[0048] Add 50kg of biphenyl, 80kg of trichloroacetyl chloride and 400kg of o-dichlorobenzene into the dry reactor, stir to dissolve, add 45kg of anhydrous zinc chloride, a large amount of gas escapes, and control the reaction temperature at 25-30°C under an ice-water bath. After the reaction of the raw materials was complete, the reaction solution was poured into ice water under stirring, extracted and washed, and then concentrated to obtain 92.5 kg of 4-trichloroacetylbiphenyl (95% yield).

[0049] Add 92.5kg of 4-trichloroacetylbiphenyl and 250kg of o-dichlorobenzene into another reactor, stir to dissolve, pass ammonia gas and control the reaction temperature at 20-30°C, a white solid is precipitated, and after the raw materials are completely reacted , filtered, washed, and dried to obtain 59.1 kg of 4-biphenylcarboxamide (97% yield).

[0050]Add 59.1kg of 4-biphenylcarboxamide and 450kg of acetonitrile into the dry reactor, add 88.5kg of thionyl chloride and 1.5kg of catal...

Embodiment 2

[0053] Add 50kg of biphenyl, 80kg of trichloroacetyl chloride and 500kg of dichloromethane into the dry reactor, stir to dissolve, add 50kg of anhydrous aluminum trichloride, a large amount of gas escapes, control the reaction temperature in an ice-water bath at 10-15°C, After the raw materials have reacted completely, the reaction solution is poured into ice water under stirring, extracted and washed, and then concentrated to obtain 93.4 kg of 4-trichloroacetylbiphenyl (96% yield).

[0054] Add 93.4kg of 4-trichloroacetylbiphenyl and 300kg of tetrahydrofuran into another reactor, stir to dissolve, pass ammonia gas and control the reaction temperature at 5-15°C, a white solid is precipitated, after the raw materials are completely reacted, filter and wash After drying, 60.2 kg of 4-biphenylcarboxamide was obtained (yield 98%).

[0055] Add 60.2kg of 4-biphenylcarboxamide and 520kg of dichloroethane into the dry reactor, and add 100.7kg of phosphine oxychloride and 2.5kg of cat...

Embodiment 3

[0058] Add 50kg of biphenyl, 85kg of trichloroacetyl chloride and 450kg of dichloroethane into the dry reaction kettle, stir to dissolve, add 55kg of anhydrous aluminum trichloride, a large amount of gas escapes, control the reaction temperature in an ice-water bath at 20-25oC, After the reaction of the raw materials is complete, the reaction solution is poured into ice water under stirring, extracted, washed with water, and separated to obtain a dichloroethane solution of 4-trichloroacetylbiphenyl, which is directly used in the next reaction without Further purification.

[0059] Add the above-mentioned 4-trichloroacetylbiphenyldichloroethane solution into another reaction kettle, under stirring, pass ammonia gas and control the reaction temperature at 15-25oC, a white solid is precipitated, and after the raw materials are completely reacted, the temperature of the system is raised to 90oC, remove the moisture in the reaction solution by azeotropic removal, and remove the dis...

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Abstract

The invention provides a method for preparing terephthalic benzonitrile. The method comprises the steps of taking biphenyl and trichloro-acetic chloride as raw materials and preparing theterephthalic benzonitrile through acylation, aminolysis and dehydration reaction. The method overcomes the disadvantages that the prior art is expensive in raw materials, high in intermediate toxicity, harsh in reaction conditions, low in reaction yield, poor in purity and the like, provides a terephthalic benzonitrile synthesizing process which is easy to industrialize, convenient to operate, high in yield and high in product purity, and provides a key raw material intermediate for producing the pigment red 264 with bright color and high quality.

Description

Technical field: [0001] The invention belongs to the field of organic chemistry and relates to a chemical raw material p-benzonitrile, in particular to a preparation method of p-benzonitrile. Background technique: [0002] P-benzonitrile is a key intermediate for the synthesis of high-grade organic pigment red 264. Pigment red 264 has excellent performance, but is expensive, mainly due to the high price of its key intermediate p-benzonitrile, which has not yet been mass-produced in China. For the synthesis of benzonitrile, various methods have been reported in the literature. [0003] The method of adopting the traditional synthetic technique mainly contains the following several kinds: (1) take biphenyl as raw material, synthesize through steps such as nitration, reduction, diazotization, nitrilation, because p-nitrobiphenyl and p-aminobiphenyl belong to Carcinogens, cuprous cyanide raw materials also belong to highly toxic substances, and this method has a long route and ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/50C07C253/20
Inventor 高士杰李秀娟毛本刚
Owner CINIC CHEM SHANGHAI
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