Sciencemadness Discussion Board

epoxy pyrrolidone formation?

nitrone - 1-11-2007 at 23:01

Hi, I have got some 1-Vinyl-2-Pyrrolidone, I was wondering if this could be converted to an epoxy pyrrolidone. My concern is that epoxies frequently use amines as catalysts, would the nitrogen in the ring initiate polymerisation as the epoxy forms? Also I was thinkng of using a peroxyacetic acid to form the epoxy, would this be ok?

not_important - 2-11-2007 at 07:29

Epoxy resins cure by reacting and opening the epoxy ring and some active hydrogen compound - typically hydroxy groups with base (amines) or Lewis acid catalysts. 1-Vinyl-2-Pyrrolidone has no active hydrogens, and can't react that way; on top of that it is an amide and less basic than an amine.

chemrox - 2-11-2007 at 08:14

I understand why you're calling in an amide... due to the proximate carbonyl..but it's really a lactam. It's thought to be carcinogenic in some circles so handle with care.

trilobite - 2-11-2007 at 08:34

A lactam is a cyclic amide, so it is both, just like lactones are esters and you are a mammal.