化学学报 ›› 1980, Vol. 38 ›› Issue (3): 269-274. 上一篇    下一篇

论文

三聚氰氟及其反应

梁蔚熙, 陈庆云   

  1. 中国科学院上海有机化学研究所
  • 投稿日期:1978-06-08 发布日期:2013-06-03

CYANURIC FLUORIDE AND ITS REACTIONS

LIANG WEI-XI, CHEN QING-YUN   

  1. Shanghai Institute of Organic Chemistry, Academia Sinica
  • Received:1978-06-08 Published:2013-06-03

采用全氟酰氟为催化剂,三聚氰氯与氟化钾在二乙二醇二甲醚中于80℃反应,可制得三聚氰氟,产率为80~90%.当等克分子三聚氰氟与六氟丙烯在氟化钾催化下,室温反应18小时,即可得一、二全氟烷基取代产物.全氟正丙基乙烯基醚可以参与类似反应,但要困难得多.当等克分子全氟正丙基乙烯基醚与三聚氰氟在100℃反应13.5小时,大部分回收,只得少量的一取代产物.三嗪环上的全氟烷基及氟原子易被醇钠进攻.应用碱性较弱的碳酸钙或氟化钾作为酸的受体,可使三嗪环上的氟为甲氧基所取代,而保留全氟烷基.

Porfluoroacyl fluoride was used to catalyze the reaction of cyanurio ohloride with KF in diglyme at 80℃ to give cyanurio fluoride in 80-90℃ yield. At room temperature, oyanurio fluoride reacted with hegafluoropropene in the persenoe of KF to give mono-and di-perfluoroisopropyl-s-triazine, however, with perfluoro-n-propyl-vinyl ether to give only small amount of the corresponding monoperfluoroalkyl produot. The yield was not improved much even at 100℃ for 13.5 hrs. Both the fluorine atom and the perfluoroslkyl group of the partially substituted perfluoro-s-triazine were readily displaced by sodium methogide, whereas treatment of the triazine with methanol in combination with the weaker bases calcium carbonate or potassium fluoride only the fluorine atom was displaced and the perfluoroalkyl group unaffected.