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Chemical intermediate and preparation method thereof

An intermediate and chemical technology, applied in the field of chemical intermediates and preparation, can solve problems such as lack of green and environmentally friendly synthesis methods, and achieve the effects of simple and efficient purification, high yield and mild conditions

Active Publication Date: 2022-05-20
JIUJIANG SHANSHUI TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, 1-aminoanthraquinone, as an important dye intermediate, currently lacks a green and environmentally friendly synthetic method

Method used

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  • Chemical intermediate and preparation method thereof
  • Chemical intermediate and preparation method thereof
  • Chemical intermediate and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] In a round bottom flask, add 3-acetamidophthalic anhydride (30.7 g, 0.15 mol, 1 eq), dry benzene (45 mL, 0.51 mol, 3.5 eq), mix well and then add AlCl 3 -ZnCl 2 Composite catalyst (0.23 mol, 1.5 eq), wherein, AlCl 3 -ZnCl 2 The composite catalyst contains dry AlCl 3 (29.06 g, 0.218 mol, 95%), dry ZnCl 2 (1.56 g, 0.0115 mol, 5%), heated to 70°C and stirred for 2h. Cool to room temperature after the reaction, add dilute sulfuric acid (5% volume fraction) equal to the volume of benzene to the reaction mixture, heat up to reflux, recover excess benzene by steam distillation, add isopropanol and water directly after reflux (V:V=1:5), natural cooling down to 20~30°C, the crude product of 2-acetamido-6-benzoylbenzoic acid was slowly precipitated. Finally, the crude product was filtered out and washed with water to obtain pure 2-acetamido-6-benzoylbenzoic acid (26.74 g, 63%) with a purity of 98.2% (HPLC). The structure of the product was identified by NMR and mass spectro...

Embodiment 2

[0033] The synthetic method is with reference to embodiment 1, and the difference with embodiment 1 is that AlCl 3 -ZnCl 2 The composite catalyst contains AlCl 3 (28.45 g, 0.214 mol, 93%), ZnCl 2 (2.19 g, 0.0161mol, 7%), and finally obtained the pure product of 2-acetylamino-6-benzoylbenzoic acid (33.96 g, 73%) with a purity of 98.5% (HPLC).

Embodiment 3

[0035] The synthetic method is with reference to embodiment 1, and the difference with embodiment 1 is that AlCl 3 -ZnCl 2 Composite catalyst (0.24mol, 1.6 eq) containing AlCl 3 (29.68 g, 0.223 mol, 93%), ZnCl 2 (2.285 g, 16.8mmol, 7%), and the pure product of 2-acetylamino-6-benzoylbenzoic acid (31.83g, 75%) was finally obtained with a purity of 98.5% (HPLC).

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Abstract

A chemical intermediate and a preparation method belong to the technical field of dye intermediate synthesis. The chemical intermediate provides a new way for preparing anthraquinone dyes and dye intermediates. According to the preparation method of the intermediate, two cheap and easily available raw materials of 3-acetamino phthalic anhydride and benzene are adopted, the catalytic performance of three different catalysts is researched, and the catalytic efficiency of the AlCl3-ZnCl2 composite catalyst is found to be highest. The preparation method is mild in reaction condition, simple to operate, safe, environment-friendly, high in yield and suitable for industrial production, and a high-purity product can be obtained through a simple purification method.

Description

technical field [0001] The invention relates to a chemical intermediate and a preparation method, belonging to the technical field of dye intermediate synthesis. Background technique [0002] Anthraquinone compounds are widely used as chemical intermediates in technical fields such as dyes, medicine and papermaking. Among them, 1-aminoanthraquinone, as an important anthraquinone compound, is mainly used in the production of anthraquinone dyes, inks, coatings, and pigments. In recent years, it has also been used as a catalyst for the synthesis of liquid crystal dyes and electrocatalytic reduction of hydrogen peroxide. , photosensitizers, photosensitive dyes and electrode materials for solar cells. Introducing a group with a large color effect such as aliphatic amine or aromatic amine on anthraquinone can obtain dyes of different colors, and when the amino group on the 1-position of anthraquinone is connected to different groups, it will have a greater impact on the propertie...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C233/54C07C231/12C07C233/33C07C221/00C07C225/34B01J27/138
CPCC07C233/54C07C231/12C07C221/00B01J27/138C07C233/33C07C225/34Y02E10/542
Inventor 付居标袁忠义刘良辉黄国荣刘晶赵晓宏曹威曾德有冯宇鲍茹萍梁世港周江平胡昱
Owner JIUJIANG SHANSHUI TECH
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