摘要3,3,5-三甲基环己醇水杨酸酯，俗称原膜散酯，是一种紫外线吸收剂，广泛用于化妆品防晒霜中，国内外市场需求量很大。本文以3,3,5-三甲基环己酮为原料，经硼氢化钠还原合成3,3,5-三甲基环己醇，再在对甲苯磺酸催化下，与水杨酸酯化合成3,3,5-三甲基环己醇水杨酸酯。在优化工艺条件下，即还原反应时，甲醇作溶剂，原料与还原剂摩尔比为1:2，在40℃反应24 h，醇的产率达到98.7%；酯化反应时，对甲苯磺酸作为催化剂，正己烷作为溶剂，3,3,5-三甲基环己醇、水杨酸和对甲苯磺酸的摩尔比为2:1:0.15，在70℃反应24 h，酯的收率达到68.2%。63650

毕业论文关键词： 3,3,5-三甲基环己醇水杨酸酯  3,3,5-三甲基环己醇  酯化  还原  对甲苯磺酸  硼氢化钠

Title：Study on the synthesis of 3,3,5-trimethylcyclohexanolalicylates 

Abstract 3,3,5-trimethylcyclohexanolalicylates is a well-known ultraviolet absorbent in the cosmetic field. 3,3,5-trimethylcyclohexanolalicylates were prepared by reduction of 3,3,5-trimethylcyclohexanone with Sodium borohydride in methanol. The influencing factors of reaction were investigated though experiment, the optimum conditions should be: the ratio of Sodium borohydride to 3,3,5-trimethylcyclohexanone is 2:1,the temperature is 40℃,the reaction time is 24h,the yield of product can reach 98.7%.The synthesis of 3,3,5-trimethylcyclohexanolsalicylate with esterification of ortho- hydroxybenzoic acid and 3,3,5-trimethylcyclohexanols as reactants and paratoluenesulfonic acid as catalyst had been studied. The yield of the ester can reach 68.2% under amount of substance ratio of ortho-hydroxybenzoic acid, 3,3,5-trimethylcyclohexanols and paratoluenesulfonic acid is 1:2:0.15,refluxing and water segrated for 24h.

Keywords：3,3,5-trimethylcyclohexanolsalicylate, 3,3,5-trimethyl-cyclohexanols, esterification  reduction, P-toluene sulfonic acid, Sodium borohydride

目   录

摘  要 2

Abstract 3

目   录 4

1 引言 6

1.1 研究工作的目的 6

1.2 合成思路 7

1.3 合成路线 7

1.3.1  3,3,5-三甲基环己醇的合成 7

1.3.2  3,3,5-三甲基环己醇水杨酸酯的合成 7

1.4 合成机理 7

1.4.1 3,3,5-三甲基环己醇的合成机理[10] 7

1.4.2 3,3,5-三甲基环己醇水杨酸酯的合成机理 8

2 实验部分 8

2.1 仪器与试剂 8

2.1.1 仪器 8

2.1.2 试剂 9

2.2 实验步骤 9

2.2.1 3,3,5-三甲基环己醇的制备 9

2.2.2 3,3,5-三甲基环己醇水杨酸酯的制备[11-15] 10

2.3 实验过程监控方法 10

2.3.1 薄层色谱 10

2.3.2 气相色谱仪 12

3 结果与讨论 14

3.1 3,3,5-三甲基环己酮还原实验的条件选择及结果 14

3.1.1 反应时间对转化率的影响 15

3.1.2 硼氢化钠用量对转化率的影响