3-十二烷基蒽醌磺酸的合成研究

SYNTHESIS OF 3-DODECYL ANTHRAQUINONE SULFONIC ACID

以十二烷基苯和苯酐为起始原料 ,经酰基化、关环和磺化三步反应合成了 3-十二烷基蒽醌磺酸 ;并进一步改进和优化了合成工艺条件 :即在催化剂三氯化铝过量 5 0 %并有三乙胺存在的条件下 ,中间体 2 - ( 4 -十二烷基苯甲酰基 )苯甲酸收率为 72 .45 % ;关环反应采用氯仿作溶剂 ,利用类似分水器的装置有效控制反应温度以减少碳化 ,2 -十二烷基蒽醌的收率为68.1 %。环化反应采用 1 ,2 -二氯乙烷作溶剂 ,用氯磺酸作磺化剂 ,在回流温度下进行磺化反应 ,3-十二烷基蒽醌磺酸的收率为 85 .75 %。

This paper discussed the new way of synthesis of 3-dodecyl anthraquinone sulfonic acid with dodecyl benzene and ophthalmic anhydride through the process of Friedel-Crafts reaction, cycling reaction and sulphonate. The optional conditions are listed as below: the ratio of recycle of 2-(4-dodecane benzyl) benzoic acid was formed in 72.45% yield, which surpassed 50%. By using the a device being similar to water segregator and by controlling the temperature, cyclization of the intermediate product in chloroform reduced carbonization and gave 2-dodecaneanthraquinane in 68.1% yielding. In the process of the sulphonate reaction, we use 1,2-dichloroethane as solvent and chlorosulfonic acid as the agent of sulfonation. The best temperature of sulfonation is 83℃ or so, and the recycle ratio of 3-dodecyl anthraquinone-sulfonic acid is formed in 85.75% yielding.