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甲苯异构体在石墨电极上的直接电氧化
引用本文:朱英红,陆在祥,陈琼,马淳安.甲苯异构体在石墨电极上的直接电氧化[J].高等学校化学学报,2013,34(9):2210-2215.
作者姓名:朱英红  陆在祥  陈琼  马淳安
作者单位:绿色化学合成技术国家重点实验室培育基地, 浙江工业大学化学工程与材料学院, 杭州 310032
基金项目:国家“九七三”计划项目(批准号:2012CB722604);浙江省重点创新团队(批准号:2009R50002)资助
摘    要:通过循环伏安法、电化学原位红外光谱和恒电位电解法研究了甲苯异构体在0.05 mol/L硫酸体系中的直接电氧化行为. 结果表明, 对甲氧基甲苯、对甲基甲苯、对氯甲苯和对叔丁基甲苯4种含不同取代基的甲苯异构体具有相似的电氧化行为, 均在1710 cm-1左右出现向下的羰基伸缩振动峰(υC=O), 在1130 cm-1左右出现向上的甲基消耗峰. 通过气相色谱-质谱法(GC-MS)对恒电位电解产物进行检测, 进一步证实了在石墨电极、硫酸水溶液体系中甲苯异构体直接电氧化主要产物为相应的芳香醛, 40 ℃时, 对甲氧基苯甲醛的产率为70.9%.

关 键 词:甲苯异构体  原位红外光谱  石墨电极  芳香醛  
收稿时间:2012-12-07

Direct Electro-oxidation of Toluene Derivations on Graphite Electrode
ZHU Ying-Hong;LU Zai-Xiang;CHEN Qiong;MA Chun-An.Direct Electro-oxidation of Toluene Derivations on Graphite Electrode[J].Chemical Research In Chinese Universities,2013,34(9):2210-2215.
Authors:ZHU Ying-Hong;LU Zai-Xiang;CHEN Qiong;MA Chun-An
Institution:State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, College of Chemical Engineering and Material Science, Zhejiang University of Technology, Hangzhou 310032, China
Abstract:Direct electro-oxidation behaviors of toluene derivations(p-methoxy methylbenzene, p-xylene, p-chloro methylbenzene, p-tert-butyl methylbenzene) were studied by cyclic voltammetry(CV), in situ Fourier transform infrared spectroscopy(in situ FTIR), and constant potential electrolysis on graphite electrode in sulfuric acid and acetone solutions. The direct electro-oxidation behaviors of the four toluene derivations were similar. The negative-going band at 1710 cm-1 is the stretching vibration peak of carboxyl group of aromatic aldehydes, and the positive-going band at 1130 cm-1 shows the consumption peak of methyl of toluene derivations. The main electro-oxidation products are aromatic aldehydes detected by gas chromatography-mass spectrometry(GC-MS). The yield of p-methoxy benzaldehyde could reach up to 70.9% in the sulfuric acid system at 40 ℃.
Keywords:Toluene derivation  in situ Fourier transform infrared spectroscopy  Graphite electrode  Aromatic aldehyde  
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