Thermal-and Photo-polymerization of (Meth) acrylates Containing a Spiro Ortho Ester Moiety and the Properties of Poly [(meth) acrylate] s

Abstract

The syntheses and polymerizations of acrylate (ASOE) and methacrylate (MASOE) containing spiro ortho ester moieties were carried out and the properties of the polymers obtained were investigated. The ring-opening reaction of the spiro ortho ester groups proceeded well during heat polymerization (HC) with the ionic initiators (BSS and HPSS). However, a small amount of unreacted carbon-carbon double bond was observed in the polymers obtained. Not only vinyl polymerization but also a small amount of ring-opening reaction took place during polymerization with radical initiators (BPO, AIBN, DTB and CQ). The poly-(MASOE)s obtained by HC with BSS, BSS/AIBN and BSS/BPO were plastic like polymers. Low volume shrinkage was observed during HC and UVLC of ASOE and MASOE with ionic initiators. These shrinkages were smaller than those of conventional methacrylate. © 1994, The Japanese Society for Dental Materials and Devices. All rights reserved.