This invention pertains to a novel process for the manufacture of a perfluorooxycarboxylate of formula (I): RfO-CF2CF2-O-CF2-COOXa (I) wherein Rf is a perfluoro(oxy)alkyl group, and Xa is H, a monovalent metal or an ammonium group of formula NRN4, with RN, equal or different at each occurrence, being H or a C1-6 hydrocarbon group, said process comprising: (A) reacting a perfluorovinylether of formula Rf-O-CF=CF2 with an ethylene glycol derivative selected among ethylene glycol (HO-CH2CH2-OH), glycolic acid (HO-CH2-COOH), glycolaldheyde (HO-CH2-CHO) and protected derivatives thereof, so as to yield the corresponding addition product of formula Rf-O-CFH-CF2-O-CH2-E, with Rf having the same meaning as above detailed, and E being selected among -CH2OH, -COOH and -CHO; (B) optionally protecting functional group E with suitable chemistry; (C) fluorinating said (protected) addition product to yield the corresponding perfluorinated addition product; (D) optionally deprotecting said perfluorinated addition product to yield corresponding acyl fluoride of formula Rf-O-CF2-CF2-O-CF2-C(O)F; (E) hydrolyzing and, optionally, neutralizing, said acyl fluoride for yielding the perfluorooxycarboxylate of formula (I).
这项发明涉及一种用于制造
化学式(I)的
全氟氧
羧酸酯的新工艺:RfO-
CF2CF2-O-
CF2-COOXa(I),其中Rf是
全氟(氧)烷基基团,Xa是H,一价
金属或
化学式NRN4的
铵基团,其中RN在每次出现时可以相同也可以不同,为H或C1-6碳氢基团,所述工艺包括:(A)将
化学式Rf-O-CF=
CF2的全
氟乙烯醚与
乙二醇衍
生物反应,所述
乙二醇衍
生物从
乙二醇(HO- -OH)、
乙二酸(HO-
CH2-COOH)、
乙醛(HO- -CHO)及其保护衍
生物中选择,以产生相应的加成产物,
化学式为Rf-O-CFH-
CF2-O- -E,其中Rf的含义与上述详细相同,E从- OH、-COOH和-CHO中选择;(B)可选地用适当的
化学方法保护官能团E;(C)
氟化所述(保护的)加成产物以产生相应的
全氟化加成产物;(D)可选地去保护所述
全氟化加成产物以产生
化学式为Rf-O-
CF2-
CF2-O-
CF2-C(O)F的相应酰
氟化合物;(E)
水解和可选地中和所述酰
氟化合物以产生
化学式(I)的
全氟氧
羧酸酯。