Molecular Design of Acrylates Containing Isocyanurate Moiety Undergoing Low Volume Shrinkage during Their Radical Photopolymerization
Shusuke Okamoto, Toyofumi Shinozuka, Takeshi Endo
Abstract
A series of isocyanurate-based acrylates was successfully synthesized from tris(2-hydroxylethyl) isocyanurate. Their radical photopolymerization under the irradiation of 365 nm smoothly proceeded to afford the corresponding oligomers in good yields. Volume shrinkage values during the radical photopolymerization of isocyanurate-based acrylates were much smaller than those of common acrylates and the comparative acrylates bearing no isocyanurate core. Interestingly, monofunctional acrylates consisting of three urethane bond moieties exhibited almost zero volume shrinkage among them and effected the restriction of volume shrinkage during its radical photo-copolymerization with a triacrylate, suggesting that the increase of the content of monofunctional acrylates in cross-linked polymers decreases their volume shrinkage. Herein, we have reported the new molecular design of an acrylate monomer exhibiting low volume shrinkage during its radical photopolymerization.