高等学校化学学报2024，Vol.45Issue(7)：57-67,11.DOI:10.7503/cjcu20240120
四聚型季铵类多金属氧酸盐相转移催化甲苯氧化合成苯甲醛
Phase Transfer Catalyzed Oxidation of Toluene to Benzaldehyde Using Tetrameric Quaternary Ammonium Polyoxometalates
摘要
Abstract
The oxidation of toluene to benzaldehyde in industrial applications typically involves toxic reagents or the generation of various difficult-to-separate byproducts.In this study,starting materials such as ethylenediamine,epichlorohydrin,and N,N-dimethyldodecylamine were used to synthesize tetrameric quaternary ammonium chloride.Subsequently,an anion exchange reaction with Keggin-type tungstovanadophosphoric heteropolyacid was conducted to prepare tetrameric quaternary ammonium polyoxometalates.These polyoxometalate catalysts were then evaluated via the oxidation of toluene to benzaldehyde using H2O2(30%,mass fraction)in acetonitrile.The introduction of four nucleated cations not only modulated the redox properties of the heteropolyanions but also provided the catalyst with densely packed cooperative catalytic active sites.Additionally,the resulting catalyst exhibited excellent amphiphilic phase-transfer catalytic capabilities,significantly enhancing the reaction rate and enabling easy catalyst recovery for repeated use.After seven repeated uses,the catalyst's performance showed minimal decline,maintaining acceptable toluene conversion(40%)and benzaldehyde selectivity(75%).Therefore,this study has developed an environmen-tally friendly process for the catalytic oxidation of hydrocarbons relevant to industry,laying a theoretical foundation for practical industrial applications.关键词
甲苯氧化/苯甲醛/季铵盐/两亲性/相转移催化剂/多金属氧酸盐Key words
Toluene oxidation/Benzaldehyde/Quaternary ammonium salt/Amphipathy/Phase transfer catalyst/polyoxometalate分类
化学化工引用本文复制引用
钱澍,于凤丽,顾雪,袁冰,解从霞,于世涛..四聚型季铵类多金属氧酸盐相转移催化甲苯氧化合成苯甲醛[J].高等学校化学学报,2024,45(7):57-67,11.基金项目
国家自然科学基金(批准号:21878116)和山东省自然科学基金(批准号:ZR2020MB131)资助.Supported by the National Natural Science Foundation of China(No.21878116)and the Natural Science Foundation of Shandong Province,China(No.ZR2020MB131). （批准号:21878116）
