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化学学报
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化学学报 ›› 1980, Vol. 38 ›› Issue (3): 283-291. 上一篇    下一篇

论文

四氟乙烯与乙二醇单甲醚和乙二醇二甲醚调聚产物的结构

黄维垣, 梁蔚熙, 林文德, 陈镜泓, 周新月   

  1. 中国科学院上海有机化学研究所
  • 投稿日期:1978-06-20 发布日期:2013-06-03

THE STRUCTURES OF THE TELOMERIZATION PRODUCTS OF TETRAFLUOROETHENE WITH ETHYLENE GLYCOL MONO-AND DI-METHYL ETHER

HUANG WEI-YUAN, LIANG WAI-XI, LIN WEN-DE, CHEN JING-HONG, ZHOU XIN-YUE   

  1. Shanghai Institute of Organic Chemistry, Academia Sinica
  • Received:1978-06-20 Published:2013-06-03

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四氟乙烯分别与乙二醇单甲醚及乙二醇二甲醚在过氧化叔丁基引发下,于115°～130℃调聚.在单甲醚系列中得1～3产物;在二甲醚系列中得4和5产物.由红外光谱、核磁共振谱和化学转化证明产物的结构.1经铬酸氧化生成1-甲氧基-3,3,4-四氟-2-丁酮;2经铬酸氧化生成2甲氧基-3,3,4,4-四氟丁酸,3氧化得ω-氢四氟丙酸,1和2分别经氧化银和碘甲烷甲醚化,均生成4,而3则生成5.用癸硼氢和碘部份水解4和5,分别得2和3.这些结论分别通过化合物的1H和19F核磁共振谱而得验证.初步精馏结果表明,调聚反应中,甲基和次甲基均可发生反应,次甲基活性大于甲基.两个基团的相对活洼约为2～4:1.

Telomerization of tetrafluoroethene with ethylene glycol monomethyl ether in the presence of t-butyl peroxide at 115℃ to 130℃ was shown to yield three products, namely 1, b. p. 154℃; 2. b, p. 164℃ and 3, b. p. 177℃, with ethylene glycol dimethyl ether two series of products were obtained, namely, 4, b. p. 131℃; 9, b. p. 167℃ and 5, b. p. 147℃; 10, 179℃ respectively. These products were separated by fractional distillation. Their structures were established by chemical, transformations and inter-conversions, and confirmed by IR and NMR spectroscopy.