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    • 8. 发明公开
    • Ester manufacture
    • Esterherstellung。
    • EP0270304A1
    • 1988-06-08
    • EP87310426.9
    • 1987-11-26
    • Interox Chemicals Limited
    • Sanderson, William RonaldSankey, John Phillip
    • C07C309/28C07C309/41C07C303/00
    • C07C309/00
    • Phenol sulphonate esters can be made in a known process by reacting an alkali metal phenol sulphonate salt with an acyl halide in a hydrocarbon solvent at elevated temperatures, but the use of anhydrous materials were strongly advocated because any residual water hydrolyses the acyl chloride in a competitive reaction. However, it becomes particularly difficult and expensive to dehydrate phenol sulphonate salts below about 2% w/w water on a commercial scale and the product obtained by reaction from such partly dehydrated salts can be comparatively impure or reduced in yield. Consequently, changes to the process such as omitting the solvent or using a different acylating agent have been proposed, but these alternatives introduce their own respective manufacturing problems such as entrainment of viscous acyl chloride and anhydride in the product or introduction of a cumbersome and hence expensive recovery process involving an extra distillation step amongst others.
      The present invention provides a surprisingly convenient modification to the known process in which the esterification and product separation steps are incorporated into a cycle together with an acyl halide preparation step in which residual carboxylic acid and anhydride in solution after product separation is preferably augmented with a replenishing amount of carboxylic acid and then reacted wtih thionyl halide. The resultant ester is readily separable and is obtained in comparatively good yield.
    • 苯酚磺酸酯可以通过在烃溶剂中在升高的温度下使碱金属苯酚磺酸盐与酰基卤反应而在已知方法中制备,但是强烈地提出使用无水材料,因为任何残余的水在竞争中水解酰氯 反应。 然而,以工业规模将苯磺酸盐脱水至约2%w / w以下是非常困难和昂贵的,通过这种部分脱水盐的反应获得的产物可以相对不纯或降低产率。 因此,已经提出了诸如省略溶剂或使用不同的酰化剂的方法的改变,但是这些替代物引入其各自的制造问题,例如在产品中夹带粘稠的酰氯和酸酐或引入麻烦且因此昂贵 涉及额外蒸馏步骤的回收方法。 本发明对已知方法提供了令人惊讶的方便的修饰,其中酯化和产物分离步骤与酰卤制备步骤一起加入到循环中,其中产物分离后溶液中残留的羧酸和酸酐优选用补充 量的羧酸,然后与亚硫酰卤反应。 所得的酯容易分离,得到的产率相对较好。