系列十六烷基邻二甲苯磺酸盐异构体的合成与结构表征

SYNTHESIS AND CHARACTERIZATION FOR A SERIES OF HEXADECYL o-XYLENE SODIUM SULFONATE ISOMERS

以邻二甲苯为原料,经Friedel-Crafts酰基化反应、格氏反应、加氢还原反应等步骤合成出8种十六烷基邻二甲苯磺酸钠的异构体。通过正交实验确定了合成中间体3,4-二甲基苯基十六烷基苯酮的最佳工艺条件,即正十四酰氯滴加温度为25℃,邻二甲苯与正十四酰氯的摩尔比为3∶1,反应温度为60℃。在该条件下,3,4-二甲基苯基十六烷基苯酮的收率可达88.23%～90.63%。采用红外光谱、核磁共振氢谱对中间体的结构进行了表征,采用电喷雾质谱对所合成的8种十六烷基邻二甲苯磺酸钠的异构体结构进行了表征。结果表明,合成中间体及最终产物的分子结构与所设计的分子结构相符。

Series isomers of hexadecyl o-xlene sulfonates sodium were synthesized by the Fridel-Crafts reaction, the Grignard reaction and hydrogen addition reduction. The optimal processing conditions of the intermediates hyxadecyl o-xylene ketone were determined by the orthogonal experiments, that was the optimal temperature of acyl chloride dropping was 25℃, the optimal molar ratio of o-xylene to acyl chloride was 3：1, the reaction temperature was 60℃, under which the yields of hexadecyl o-xylene ketone could reach up to 88.23%-90.63%. The molecular structures of the intermediate and final products in synthesis of hexadecyl o-xylene sulfonates sodium were characterized by using FT-IR, 1H NMR and ESI-MS methods. The results showed that the molecular structures of the products were the same as the designation.