光敏剂N-丁基-2-乙氧基硫代吖啶酮的合成

Synthesis of photosensitizer N-butyl-2-ethoxy-thioacrido-ne

以邻氯苯甲酸和对乙氧基苯胺为原料 ,经过胺的苯基化、二芳胺的环化、N-烷基化、硫代化反应合成了 N-丁基 -2 -乙氧基硫代吖啶酮。各步中间产物和目标产物的结构均经红外光谱和质谱确认。通过正交设计实验 ,得出环化反应的最佳反应条件 :温度为 1 0 0℃ ,时间为 3 0 min,浓硫酸与 2 -羧基 -4′-乙氧基二苯胺的配比为 5∶ 1 (m L/ g) ,在此条件下反应收率达 78.6%。N-丁基 -2 -乙氧基硫代吖啶酮的光吸收可延伸到 5 40 nm,在可见光区的最大吸收峰为 5 0 3 nm。

N butyl 2 ethoxy thioacridone was prepared from o chloro benzoic acid and p phenetidine by means of Ullman reaction,cyclization,N alkylation and sulfurization.The structure of each intermediate and objective product was identified by IR and MS.Through cross designal expriments,the optimum reaction conditions of cyclization were found to be:the reaction temperature is 100℃,the time is 30 min,the ratio of the sulfuric acid and the first intermediate is 5∶1 (mL/g),the yield reaches 78.6% under the optimum condition.The peak absorption wavelength for N butyl 2 ethoxy thioacridone is 503 nm which is in the visible light region.