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New green synthesizing process for ketocoumaran compound

A technology of benzodifuranone and synthesis process, applied in the directions of organic chemistry, chemical instruments and methods, azo dyes, etc., can solve the problems of large amount of waste acid, low yield, low yield, etc. Less pollution, less acid dosage, good perspiration fastness

Active Publication Date: 2010-06-02
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The traditional solid-phase method requires a higher temperature, generally between 190 and 200°C, and the yield is low. In order to overcome this shortcoming, it is improved and carried out in the solvent acetic acid or concentrated sulfuric acid, and the temperature is reduced to 60-130°C (because Different solvents are slightly different), and a certain amount of acid is added as a catalyst, which improves the yield, but due to the large amount of use of acetic acid and concentrated sulfuric acid, the amount of waste acid is large, and the yield is not very high

Method used

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Examples

Experimental program
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Effect test

Embodiment 1

Embodiment 2

Embodiment 3

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PUM

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Abstract

The invention discloses a new green synthesizing process for a ketocoumaran compound. The synthesizing process comprises the following steps: in the absence of a solvent, performing condensation reaction of a mandelic acid compound and hydroquinol under the action of a little amount of acid catalyst to obtain a full condensed intermediate, wherein the acid catalyst is selected from one of 10 to 37 percent concentrated hydrochloric acid, 60 to 98 percent concentrated sulfuric acid, fuming sulfuric acid, 80 to 98 percent phosphoric acid, polyphosphoric acid, p-toluenesulfonic acid, trifloromethanesulfonic acid, benzoic acid, ammonium acetate, ammonium chloride, KF, TiC14, NiCl2, CuSO4, Cu(OAc)2, ZnCl2, AlCl3, Fe(NO3)3, FeCl3 and SnCl2; and performing oxidation reaction of full condensed intermediate under the action of an oxidant to obtain a final product ketocoumaran compound. The synthesizing process of the invention is simple, and has low energy consumption and little environmental pollution.

Description

(1) Technical field The invention relates to a process for synthesizing benzodiofuranone compounds by using mandelic acid compounds and hydroquinone as raw materials. (2) Background technology Benzodifuranone is a new type of chromophore. In the 1970s, companies such as Imperial Chemicals (ICI) in Britain, Bayer in Germany, and Sumitomo in Japan successively introduced a new type of disperse dye—— Benzodifuranone disperse dyes. This kind of dye has excellent properties such as bright color, high color value, and good fastness, and its application effect on ultrafine denier fibers is excellent. Among disperse dyes, anthraquinone dyes are not as good as cheap azo dyes in terms of color intensity, and have disadvantages such as low fastness to wet treatment, relatively high price, and serious pollution, while azo dyes cannot reach the performance of anthraquinone dyes. Vibrant color. The benzodifuranone dyes just make up for the shortcomings of the above two types of dyes. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/04C07D487/04C07D495/04C09B57/00
CPCC09B57/00
Inventor 李郁锦高建荣贾建洪韩亮盛卫坚
Owner ZHEJIANG UNIV OF TECH
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