Four-center type photopolymerization in the solid state. IV. Polymerization of α,α′-dicyano-p-benzenediacrylic acid its derivatives

✍ Scribed by Nakanishi, Fusae ;Hasegawa, Masaki

• Publisher: Wiley (John Wiley & Sons)
• Year: 1970
• Tongue: English
• Weight: 443 KB
• Volume: 8
• Category: Article
• ISSN: 0449-296X
• DOI: 10.1002/pol.1970.150080822

✦ Synopsis

Abstract

The solid‐state photopolymerization of α,α′‐dicyano‐p‐benzene diacrylic acid (p‐CBA) series has been studied. p‐CBA, its esters, amide, and a few other cyano derivatives were prepared and new polymers were obtained from p‐CBA alkyl esters on irradiation of ultraviolet or visible light. Though the polymerization behavior differs with each monomer, polymerization proceeds in essentially the same manner as in the 2,5‐distyrylpyrazine (DSP) and p‐benzenediacrylic acid (BDA) series: the reaction proceeds topochemically forming polymer with a cyclobutane ring in the main chain. Properties of high polymer are typical of cyclobutane‐containing polymer. That is, they are highly crystalline with high melting temperature and a limited solubility. The study on this series of compounds, as well as the DSP and p‐BDA series, supports the generalization that solid‐state dimerization can be extended to solid‐state photopolymerization of compound having two dimerizable units in a molecule.