Abstract
Lactamimines which contain an amide and an imino groups within the same ring have been synthesized. Polymerization and copolymerization of lactamimines with other cyclic compounds were carried out in order to elucidate the ring-opening polymerizability of cyclic compounds having bifunctional groups. 6-Membered lactamimine (2-ketopiperazine) did not give any polymer, while 7-membered (5-homopiperazinone) polymerized with H3PO4 and gave a greasy poly-amide-imine. 2, 2, 7, 7-Tetramethyl-5-homopiperazinone (TMI) containing four methyl groups in the lactam ring was synthesized from triacetoneamine.
The polymerization of TMI did not take place with us ual catalysts, while TMI polymerized and copolymerized with ε-caprolactam or ω-laurolactam in the presence of Lewis acid catalysts such as SnCl4 or AlEtCl2. Resulting polymers and copolymers were grease-like solids.
