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2-丙烯酰胺基-2-甲基丙膦酸的合成

Synthesis of 2-acrylamido-2-methylpropanephosphonic acid

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【作者】 贺全国刘正春肖鹏峰何农跃陆祖宏

【Author】 He Quanguo Liu Zhengchun Xiao Pengfeng He Nongyue Lu Zuhong (Key Laboratory for Molecular and Biomolecular Electronics of Ministry of Education, Southeast University, Nanjing 210096, China)

【机构】 东南大学教育部分子与生物分子电子学重点实验室东南大学教育部分子与生物分子电子学重点实验室 南京210096南京210096南京

【摘要】 报道了 2丙烯酰胺基 2甲基丙膦酸的合成方法 ,并制备了这一含磷阻垢剂单体 .合成路线以五氯化磷出发 ,在甲苯溶剂中吸收异丁烯后 ,改进采用二氧化硫脱氯 ,得到膦酰二氯异构混合物 (产率 83.3% ) ;膦酰二氯异构混合物经室温水解 ,得到水解混合物 (产率 99% ) ;后者再与丙烯腈水在浓硫酸催化下发生加成反应 ,制得 2 -丙烯酰胺基 - 2 -甲基丙膦酸这一含磷阻垢剂单体 (产率 72 % ) .研究比较了不同溶剂、脱氯剂、温度、时间、加成反应中的投料比等对相应产物的影响 ,并探讨了加成反应的机理 .优化结果表明采用二氧化硫脱氯剂的改进路线 ,可成功制得 2 -丙烯酰胺基 - 2 -甲基丙膦酸 ,总产率 5 9% ,优于其他文献报道结果 .

【Abstract】 A phosphorus containing monomer used for scale inhibitor synthesis was reported and 2 acrylamido 2 methylpropanephosphonic acid was prepared accordingly in this paper. Phosphorus pentachloride suspended in toluene as a starting material was treated with isobutene, subsequently was dechlorized by the introduction of sulfur dioxide to produce dichloride isomers with yield 83.3%; the dichloride isomers were easily hydrolyzed to give 99% yield of corresponding hydrolysates; the latter,together with acrylonitrile and water reacted in the presence of sulphuric acid (98%) catalysis to form the target 2 acrylamido 2 methylpropanephosphonic acid in 72% yield. Different solvents, dechlorization agents, temperature, time, reactant ratio as well as their effects on relevant yields were investigated; meanwhile the addition mechanism was discussed. The optimized results indicated that the modified synthesis by employing dechlorization agent of sulfur dioxide gave a better overall yield 59% than those reported previously.

【基金】 教育部高等学校骨干教师资助计划资助项目
  • 【文献出处】 东南大学学报(自然科学版) ,Journal of Southeast Univwrsity(Natural Science Edition) , 编辑部邮箱 ,2002年01期
  • 【分类号】TQ085
  • 【被引频次】4
  • 【下载频次】191
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