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Application of perfluoro(2-propoxypropyl vinyl ether) (PPVE-2) in the synthesis of perfluoro(propyl vinyl ether) (PPVE-1)
Journal of Fluorine Chemistry ( IF 1.9 ) Pub Date : 2020-03-07 , DOI: 10.1016/j.jfluchem.2020.109508
Sergey N. Tverdomed , Markus E. Hirschberg , Romana Pajkert , Klaus Hintzer , Sean M. Smith , Gerd-Volker Röschenthaler

A novel preparative method for the conversion of n-C3F7OCF(CF3)CF2OCF = CF2 (PPVE-2) into n-C3F7OCF = CF2 (PPVE-1) is reported. It includes the catalytic oxidation of PPVE-2 with molecular oxygen to furnish a mixture of carbonyl fluorides which are subjected to alkaline hydrolysis resulting in a mixture of salts. Subsequent thermolysis of those salts give rise to an inseparable mixture of PPVE-1 and perfluoro-2-propoxypropanoyl fluoride. Treatment of this mixture with sodium carbonate allowed to obtain sodium perfluoro-2-propoxypropionate and to isolate PPVE-1. Thermolysis of this sodium salt produced an additional amount of PPVE-1, so that the total conversion of PPVE-2 into PPVE-1 is accomplished in good yields. The reaction conditions, the choice of reagent as well as the course of competitive reactions are discussed.



中文翻译:

全氟(2-丙氧基丙基乙烯基醚)(PPVE-2)在全氟(丙基乙烯基醚)(PPVE-1)合成中的应用

n -C 3 F 7 OCF(CF 3)CF 2 OCF = CF 2(PPVE-2)转化为n -C 3 F 7 OCF = CF 2的新型制备方法(PPVE-1)被报告。它包括用分子氧对PPVE-2进行催化氧化,以提供羰基氟化物的混合物,然后对其进行碱解,形成盐的混合物。这些盐的随后热解产生PPVE-1和全氟-2-丙氧基丙酰氟的不可分离的混合物。用碳酸钠处理该混合物,得到全氟-2-丙氧基丙酸钠,并分离出PPVE-1。该钠盐的热解产生了额外量的PPVE-1,因此可以高收率完成PPVE-2到PPVE-1的总转化。讨论了反应条件,试剂的选择以及竞争反应的过程。

更新日期:2020-03-09
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