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Process for selective epoxidation of unsaturated (meth)acrylates, new functional (meth)acrylates obtained and their application to the synthesis of new polymers
Process for selective epoxidation of unsaturated (meth)acrylates, new functional (meth)acrylates obtained and their application to the synthesis of new polymers
An unsaturated (meth) acrylic compound of formula: ##STR1## (X=O, S, NH, NR.sup.3 (R.sup.3 =C.sub.1-12 -alkyl) or O--(CH.sub.2).sub.n (where n=1-16 approximately); R.sup.2 =C.sub.2-20 straight-chain or branched alkyl, monocyclic or polycyclic cycloalkyl or heterocycloalkyl, or alkylaryl hydrocarbon chain, comprising an olefinic double bond in the chain, or at the end of the chain in the case of alkyl or alkylaryl, or an exocyclic or endocyclic olefinic double bond in the case of monocyclic or polycyclic cycloalkyl or heterocycloalkyl; and R.sup.1 =H or C.sub.1-5 -alkyl), is reacted at 10°-60° C. with at least one oxidising compound (hydrogen peroxide) in the presence of at least one catalyst (alkali metal molybdates and tungstates) and in the presence of at least one phase transfer agent and when R.sup.2 =polycyclic cycloalkyl or hetercycloalkyl, an organic peracid or hydrogen peroxide in the presence of at least one heteropolyacid. To open the epoxide function, the epoxide obtained is reacted with a compound chosen from strong inorganic acids, boron trifluoride etherate complexes, acid salts in the presence of the corresponding acid, halides of trialkylsilanes or trialkoxysilanes, and ketones in the presence of cationic resins.
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机译:一种不饱和的(甲基)丙烯酸化合物,其分子式为:## STR1 ##(X = O,S,NH,NR 3(R 3 = C 1-12-烷基)或O-- (CH 2)n(其中n = 1-16左右); R 2 = C 2-20直链或支链烷基,单环或多环环烷基或杂环烷基或烷基芳基烃链,其在链中或在链的末端,在烷基或烷基芳基的情况下包含烯属双键,在单环或多环的环烷基或杂环烷基的情况下包含环外或内环烯属双键;和R.sup在至少一种催化剂(碱金属钼酸盐和钨酸盐)的存在下,使.1 = H或C 1-5-烷基)在10°-60℃下与至少一种氧化剂(过氧化氢)反应)并且在至少一种相转移剂的存在下并且当R 2 =多环环烷基或杂环烷基时,在至少一种杂多酸的存在下有机过酸或过氧化氢。为了打开环氧化物的功能,使所获得的环氧化物与选自强无机酸,三氟化硼醚化物配合物,在相应酸存在下的酸盐,三烷基硅烷或三烷氧基硅烷的卤化物以及在阳离子树脂存在下的酮的化合物反应。
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