Abstract:
Accordingly, the invention relates to a process for the preparation of a glycidyl ester of a branched monocarboxylic acid by reacting an aliphatic monocarboxylic acid of the formula R 1 R 2 R 3 COOH, wherein R 1 , R 2 , and R 3 each independently represent an alkyl radical of normal or branched structure containing from 1 to 20 carbon atoms and an epoxyalkyl halide containing from 3 to 13 carbon atoms in the presence of a catalyst, wherein a greater than stoichiometric amount of epoxyalkyl halide is reacted with the acid (e.g., preferably in the molar ratio of epoxyalkyl halide to acid that is in the range of from 1.02:1 to 1.50:1) to form an intermediate reaction product comprising a halohydrin, the epoxyalkyl halide is added to the acid with appropriate cooling of the reactants and/or the reaction mixture to keep the temperature of the reaction mixture below 80°C, whereupon the epoxyalkyl halide and the acid are reacted at a temperature below 80°C (preferably in the range of from 55 to 75°C) for a time sufficient to reduce the amount of acid to no more than 2 wt% but no less than 0.1 wt% calculated on the initial amount of acid, optionally removing any excess epoxyalkyl halide from the reaction product prior to the ring closure reaction, subjecting the reaction product to a ring closure reaction (DHC) and optionally to one or more after treatments (ADHC) for removal of any remaining halo functionality.
Abstract translation:因此,本发明涉及通过使式R 1 R 2 R 3 COOH的脂肪族单羧酸反应制备支链一元羧酸的缩水甘油酯的方法,其中R 1,R 2和R 3各自独立地表示含有正丁基或支链结构的烷基 1至20个碳原子和含有3至13个碳原子的环氧烷基卤化物,在催化剂存在下,其中大于化学计量的环氧烷基卤化物与酸反应(例如,优选以环氧烷基卤化物与 酸,其范围为1.02:1至1.50:1),以形成包含卤代醇的中间反应产物,将环氧烷基卤化物加入到酸中,同时适当冷却反应物和/或反应混合物以保持温度 的反应混合物低于80℃,于是环氧烷基卤化物和酸在低于80℃(优选在55至75℃范围内)的温度下反应, 足以将酸的量减少到基于酸的初始量计算为不超过2重量%但不小于0.1重量%,任选地在闭环反应之前从反应产物中除去任何过量的环氧烷基卤化物, 将反应产物与闭环反应(DHC)反应,并任选地进行一个或多个后处理(ADHC)以除去任何剩余的卤素官能团。
Abstract:
The invention relates to a process for the manufacture of an epoxyethyl carboxylate or glycidyl carboxylate, including reacting a vinyl carboxylate or an allyl carboxylate using an oxidant and a water-soluble manganese complex in an aqueous reaction medium, and the water-soluble manganese complex comprises an oxidation catalyst, characterized in that the water-soluble manganese complex is a mononuclear species of the general formula (I): [LMnX 3 ]Y, or a binuclear species of the general formula (II): [LMn(μ-X) 3 MnL]Y n , wherein Mn is a manganese; L is a ligand and each L is independently a polydentate ligand, each X is independently a coordinating species and each μ-X is independently a bridging coordinating species, Y is a non-coordinating counter ion, and wherein the epoxidation is carried out at a pH in the range of from 1.0 to 7.0.
Abstract:
Processes are provided for the formation of an epoxyethyl ether or a glycidyl ether, hi one embodiment, a process is provided for the manufacture of an epoxyethyl ether or glycidyl ether including reacting a vinyl ether or an allyl ether with an oxidant in the presence of a water-soluble manganese complex in an aqueous reaction medium, wherein the water-soluble manganese complex comprises an oxidation catalyst, characterized in that the water-soluble manganese complex is a mononuclear complex of the general formula (I): [LMnX 3 ]Y (I), or a binuclear complex of the general formula (II): [LMn(μ-X) 3 MnL](Y) n (II), wherein Mn is a manganese; L or each L independently is a polydentate ligand, each X independently is a coordinating species and each μ-X independently is a bridging coordinating species, Y is a non-coordinating counter ion, and wherein the epoxidation is carried out at a pH in the range of from 1.0 to 6.0. The invention also relates to epoxyethyl ethers.