苯胺重氮盐与间苯二酚的偶合反应  

Azo-Coupling Reaction between Benzenediazonium Chloride and Resorcinol

作　　者：钟天桂[1] 王仁远[2] 王成云[1] 夏剑忠[2] 沈永嘉[1] 过介生 

机构地区：[1]华东理工大学精细化工研究所,上海200237 [2]上海宝钢化工有限公司,上海201900 [3]浙江科盛染料化工有限公司,浙江318013

出　　处：《染料与染色》2010年第3期28-30,共3页Dyestuffs and Coloration

摘　　要：苯胺重氮盐与间苯二酚的偶合反应会生成一个由一偶氮物、二偶氮物和三偶氮物组成的混合物,其中二偶氮物(4,6-二苯基偶氮间苯二酚)是合成4,6-二氨基间苯二酚的关键中间体,因此控制偶合反应的条件,高选择性地得到4,6-二苯基偶氮间苯二酚是非常有意义的。考察了反应温度、间苯二酚与苯胺重氮盐的摩尔比、间苯二酚与NaOH的摩尔比对生成4,6-二苯基偶氮间苯二酚的影响。研究发现,当反应温度在-7℃～-5℃,间苯二酚∶苯胺重氮盐的摩尔比=1∶2.3,间苯二酚∶NaOH的摩尔比=1∶16.8时,反应产物未经纯化处理,其4,6-二苯基偶氮间苯二酚的含量即可达92%以上,收率80%左右。A mixture consisting of 4-phenylazoresorcinol, 4,6-bisphenylazoresorcinol and 2,4,6-triphenylazoresorcinol may obtained from the azo-coupling reaction of benzenediazonium chloride and resorcinol. The 4,6-bisphenylazoresorcinol was a key intermediate in synthesis of 4,6-diaminoresorcinol. It was significant to obtain 4,6-bisphenylazoresorcinol in high regioselectivity that control the condition of azo-coupling reaction.The main factors that affect the azo-coupling reaction, such as reaction temperature, molar ratio of benzenediazonium chloride and resorcinol as well as resorcinol and sodium hydroxide, were investigated. The study showed that the content of 4,6-bisphenylazoresorcinol in product without purification was up to 92% and its yield was about 80% under the conditions of the reaction temperature was -7℃ to -5℃, the molar ratio of resorcinol to benzenediazonium chloride was 1∶2.3 and the molar ratio of resorcinol to sodium hydroxide was 1∶16.8.

关 键 词：苯胺重氮盐 间苯二酚 偶合反应 

分 类 号：TQ613.1[化学工程—精细化工]