申请人:The B.F. GOODRICH Company
公开号:EP0007182A1
公开(公告)日:1980-01-23
Novel o-aminoacetamides are powerful stabilizers for organic materials subject to oxygen and heat degradation, and particularly for synthetic natural rubber and synthetic ester lubricants. A wide range of substituents on the amine and amide N atoms, and also on the saturated carbon atoms, yields an array of stabilizers having a wide range of compatibility in compositions comprising various synthetic resinous compounds to be stabilized.
Novel synthesis is provided utilizing at least one amine nucleophilic agent, a dichlorocarbene ion generating agent, and an alkoxide ion generating agent, which together in the presence of aqueous alkali and an onium salt, yield novel a-aminoacetamides in which a wide choice of substituents may be introduced. The nucleophilic agent may be a primary or secondary amine, or one of each. The dichlorocarbene ion generating agent is haloform. The alkoxide ion generating agent may be a ketone, an aldehyde, or a cyanohydrin which reacts with the haloform. An a-trihalomethyl alcohol also reacts with the amine nucleophilic agent, without the benefit of a dichlorocarbene ion generating agent. When the alkoxide ion generating agent is an a-trihalomethyl alcohol, an a-hydrogen may optionally be substituted.
新型邻氨基乙酰胺是一种功能强大的稳定剂,适用于受氧气和热降解影响的有机材料,尤其适用于合成天然橡胶和合成酯类润滑剂。胺和酰胺 N 原子以及饱和碳原子上的取代基范围很广,可产生一系列稳定剂,这些稳定剂在由各种待稳定的合成树脂化合物组成的组合物中具有广泛的兼容性。
本发明提供了一种新的合成方法,利用至少一种胺类亲核剂、一种二氯甲烷离子生成剂和一种烷氧基离子生成剂,在水碱和鎓盐的存在下,可生成新型的 a-氨基乙酰胺,其中可引入多种取代基。亲核剂可以是伯胺或仲胺,或两者之一。二氯甲烷离子发生剂是卤代甲烷。氧化烷离子生成剂可以是与卤代甲烷反应的酮、醛或氰醇。a-trihalomethyl 醇也能与胺亲核剂发生反应,而不需要二氯甲烷离子发生剂。当氧化烷离子生成剂为 a-三卤甲基醇时,可选择取代一个氢。