Synthesis and polymerization of fluorinated monomers bearing a reactive lateral group. Part 6 – synthesis of trifluorovinyl epoxide and its 1,2-diol
作者:B. Améduri、B. Boutevin、G.K. Kostov、P. Petrova
DOI:10.1016/s0022-1139(98)00287-5
日期:1999.2
available alkenes is presented. The addition of 1-iodo-1,2-dichloro-1,2,2-trifluoroethane to allyl acetate led quantitatively to the expected chlorotrifluorinated-2-iodo-1-acetate which underwent a thermal rearrangement yielding RF,ClCH2CH(OAc)CH2I even in the presence of a radical initiator that started to decompose at mild temperature. Whatever the amount of rearranged product, both these iodoacetates
提出了在可商购的烯烃的共聚中用作共聚单体的新型ω-环氧化物和1,2-二羟基三氟乙烯基单体的制备。将1-碘-1,2-二氯-1,2,2-三氟乙烷添加到乙酸烯丙酯中,定量地导致了预期的三氟氯代-2-碘-1-乙酸氯酯的热重排,从而得到R F,Cl CH 2 CH (OAc)CH 2 I甚至在自由基引发剂的存在下也开始在温和的温度下分解。无论重排产物的量如何,这两种碘乙酸酯都在碱性介质中形成环氧化物,从而以高收率得到两种新化合物。脱氯得到三氟乙烯基环氧化物(产率为40%)和环氧乙烷基团开环的副产物。将卤化环氧化物的混合物定量水解为卤化的-1,2-二醇,将其脱氯为F 2 C = CFCH 2 CH(OH)CH 2 OH,产率为58%。通过所有这些产品和中间体进行了表征和光谱。