Synthesis and investigation of thermostatabilitive action on polystyrene of new 6-methacryloxyaurones

Abstract

Seven 6-hydroxyaurones were synthesized by condensation reaction of 6-hydroxybenzofuran-3-one and substituted benzaldehydes in dichloromethane in presence of alumina. New methacrylic monomers were obtained from reaction of 6-hydroxyaurones with methacryloyl chloride. The series of polystirenes modified by 6-methacryloxyaurones were obtained by radical thermoinitiated polymerization in DMF solution. The intrachain thermostabilizing effect of 6-methacryloxyaurones on the polystyrene destruction processes was studied by DTG method. It was shown, that the investigated additives covalently bonded with polystyrene chain can inhibit the destruction processes. Moreover, the least effective are an unsubstituted additive and additives with p-methoxy and m-chlorine groups in the benzene ring. Additives containing methoxy group in the meta- and ortho-position of the benzene ring were found to be the most effective in this series. The value of 10% mass loss in polystyrene modified with o- and m-methoxy substituted 6-methacryloxyaurones exceeds the same parameter for unmodified one by 32° and 46°, respectively. Thus, substitute’s 6-methacryloxyaurones can be used as additives for thermostabilized polystyrene production.

Keywords:

• Hydroxyaurones
• methacrylates
• methacryloxyaurones
• thermostabilization of polystyrene