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    • 12. 发明授权
    • Electrolytic process for the production of alkene oxides
    • 用于生产烯烃氧化物的电解过程
    • US4560451A
    • 1985-12-24
    • US490963
    • 1983-05-02
    • Kenneth A. Nielsen
    • Kenneth A. Nielsen
    • C07D301/02C07D301/03C25B3/00C25B3/02
    • C07D301/14C25B3/00
    • Alkene oxide can be made in a simple, closed process that uses electrolysis to make bromine and hydroxide from bromide and water. The alkene reacts with bromine and then water to form an alkene bromohydrin, which is dehydrobrominated by hydroxide, regenerating bromide, to give alkene oxide.The main by-product in propylene oxide production is 1,2-dibromopropane, made by propylene reacting with bromine and then bromide. Since formation of 1,2-dibromopropane consumes propylene, electrical power, and bromide, which must be recovered, it is desirable to minimize its formation.It has been discovered that adding carbonate and/or bicarbonate to the bromide electrolyte reduces the formation of 1,2-dibromopropane independently of any pH effect.Carbonate/bicarbonate can be used to reduce formation of dibromo-compounds produced in epoxidation of other alkenes using the electrobromohydrin process.Other carboxylic group and/or carboxylategroup containing materials, which are functionally similar to bicarbonate, can also reduce formation of dibromo-compounds, as demonstrated using ethylene diamine tetraacetic acid disodium salt to reduce formation of 1,2-dibromopropane in propylene oxide production.
    • 氧化烯可以在简单,封闭的过程中制造,使用电解法从溴和水中制备溴和氢氧化物。 烯烃与溴反应,然后与水反应形成一种溴代氢溴酸酯,其通过氢氧化物脱溴,再生溴化物,得到烯烃氧化物。 氧化丙烯生产中的主要副产物是1,2-溴代丙烯反应制得的1,2-二溴丙烷。 由于1,2-二溴丙烷的形成消耗了必须回收的丙烯,电力和溴化物,所以希望使其形成最小化。 已经发现,向溴化物电解质中加入碳酸盐和/或碳酸氢盐可以独立于任何pH效应而降低1,2-二溴丙烷的形成。 可以使用碳酸盐/碳酸氢盐来减少使用电溴水过程在其它烯烃的环氧化中产生的二溴化合物的形成。 在功能上类似于碳酸氢盐的其它羧基和/或羧酸酯基材料也可以减少二溴化合物的形成,如使用乙二胺四乙酸二钠盐所证明的,以减少在环氧丙烷生产中1,2-二溴丙烷的形成。