申请人:NISSAN CHEMICAL INDUSTRIES LTD.
公开号:EP0822189A2
公开(公告)日:1998-02-04
A 2,3-epoxypropyl derivative or a 2-methyl-2,3-epoxypropyl derivative of a compound having carboxyl groups or amido groups is produced as a purified product having an epoxide equivalent of 1.0 to 1.1 times the theoretical epoxide equivalent of the derivative, an ionic halogen content of 10 ppm or less, transparency when molten and a stability against increase in the epoxide equivalent when stored at 150°C for 24 hours, by a process comprising steps (A) reacting 1.2 to 60 mol of an epihalohydrin or a 2-methyl-epihalohydrin with 1 mol of active hydrogen atoms of the carboxyl or amido group of the compound in the presence of a catalytic amount of a tertiary amine, a quaternary ammonium base or salt, a tri-substituted phosphine or quaternary phosphonium salt, thereby forming a reaction product containing a 2-hydroxy-3-halopropyl derivative or a 2-hydroxy-2-methyl-3-halopropyl derivative, (B) dehydrohalogenating the derivative by adding to the reaction product a sufficient amount of an alkali metal hydroxide while agitating the resulting slurry containing a precipitated alkali metal halide, thereby forming a final slurry containing the 2,3-epoxypropyl derivative or the 2-methyl-2,3-epoxypropyl derivative and the alkali metal halide, (C) washing the final slurry or a liquid product formed by removing the alkali metal halide from the final slurry with an aqueous solution of, as refining agent, a sulfonic acid, a salt of a sulfonic acid, a salt of a carboxylic acid having at least 7 carbon atoms, a salt of a sulfate of an alcohol having at least 4 carbon atoms or a mixture thereof respectively having a solubility of at most 1 wt% in water at 30°C containing the refining agent in an amount effective to refine the slurry or the liquid product, thereby forming a refined liquid containing the derivative, and (D) removing by evaporation the epihalohydrin or the 2-methyl-epihalohidrin from the refined liquid, thereby forming the 2,3-epoxypropyl derivative or the 2-methyl-2,3-epoxypropyl derivative as the purified product.
一种具有羧基或氨基的化合物的 2,3-环氧丙基衍生物或 2-甲基-2,3-环氧丙基衍生物,是通过包括以下步骤的工艺制得的纯化产品:(A)将 1.2 至 60 摩尔环卤代烃或 2-甲基环卤代烃与 1 摩尔化合物羧基或氨基的活性氢原子在催化量的叔胺、季铵碱或盐、三取代膦或季鏻盐存在下反应,从而形成含有 2-羟基-3-卤丙基衍生物或 2-羟基-2-甲基-3-卤丙基衍生物的反应产物、(B) 向反应产物中加入足量的碱金属氢氧化物,同时搅拌所生成的含有沉淀碱金属卤化物的浆液,从而脱氢卤化该衍生物,形成含有 2,3-环氧丙基衍生物或 2-甲基-2,3-环氧丙基衍生物和碱金属卤化物的最终浆液、(C) 用以下物质的水溶液洗涤最终浆液或从最终浆液中除去碱金属卤化物而形成的液态产品:磺酸、磺酸的盐、至少有 7 个碳原子的羧酸的盐,作为精制剂、具有至少 4 个碳原子的醇的硫酸盐或它们的混合物,它们在 30°C 水中的溶解度不超过 1 wt%、(D) 通过蒸发从精制液体中除去表卤海德林或 2-甲基-表卤海德林,从而形成 2,3-环氧丙基衍生物或 2-甲基-2,3-环氧丙基衍生物作为精制产品。