化工学报2011，Vol.62Issue(7)：1892-1897,6.DOI:10.3969/j.issn.0438-1157.2011.07.016
高温液态水中2,6-二氟苯腈水解反应动力学
Kinetics of 2,6-difluorobenzonitrile hydrolysis in high temperature liquid water
摘要
Abstract
2,6-Difluorobenzamide is an important organic reaction intermediate that is mainly used for syntb esizing fluor-benzylacylurea class pesticide intermediate. One of the methods for 2, 6difluorobenzamide preparation is inorganic acid/base catalyzed hydrolysis of 2, 6-difluorobenzonitrile, which causes serious waste water pollution. A green preparation technology of non-catalytic hydrolysis of 2,6-difluorobenzonitrile to 2, 6-difluorobenzamide in high temperature liquid water was studied in this work. 2,6-Difluorobenzonitrile hydrolysis is typical consecutive reactions with 2,6-difluorobenzamide and 2, 6-difluorobenzoic acid as intermediates and m-difluorobenzene as the final product. The hydrolysis kinetics of 2, 6-difluorobenzonitrile and 2, 6-difluorobenzamide, decarboxylation kinetics of 2, 6difluorobenzoic acid were determined at different initial concentrations and temperatures. With consecutive first-order kinetics models, the apparent activation energies evaluated were 96.7 kJ · mol-1 for 2, 6difluorobenzonitrile hydrolysis and 75.4 kJ · mol -1 for 2,6-difluorobenzamide hydrolysis, and 184.3 kJ · mol 1 for 2,6-difluorobenzoic acid decarboxylation. A yield of 64.27％ of 2,6-difluorobenzamide could be reached at 523.15 K and reaction time of 300 min, which proved the technical feasibility of non-catalytic hydrolysis of 2,6-difluorobenzonitrile to 2,6-difluorobenzamide in high temperature liquid water. The results could provide important basic data for the green preparation of 2,6-difluorobenzamide as well as the study of hydrolysis of nitriles in high temperature liquid water.关键词
高温液态水/2,6-二氟苯腈/2,6-二氟苯甲酰胺/2,6-二氟苯甲酸/间二氟苯/无催化水解/反应动力学Key words
high temperature liquid water； 2, 6-difluorobenzonitrile； 2, 6-difluorobenzamide；2,6-difluorobenzoic acid/ m-difluorobenzene； non-catalytic hydrolysis ； kinetics分类
化学化工引用本文复制引用
任浩明,吕秀阳..高温液态水中2,6-二氟苯腈水解反应动力学[J].化工学报,2011,62(7):1892-1897,6.基金项目
国家自然科学基金项目(20976160) （20976160）
浙江省自然科学基金项目(R4080110). （R4080110）
