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.

摘要

通过6-羟基苯并呋喃-3-酮和取代苯甲醛在二氯甲烷中在氧化铝存在下的缩合反应合成了7个6-羟基金酮。新的甲基丙烯酸单体是由 6-羟基金醛酮与甲基丙烯酰氯反应得到的。在DMF溶液中通过自由基热引发聚合获得了6-甲基丙烯酰氧基脲改性的系列聚苯乙烯。采用DTG法研究了6-甲基丙烯酰氧醛酮对聚苯乙烯破坏过程的链内热稳定作用。结果表明，所研究的添加剂与聚苯乙烯链共价键合可以抑制破坏过程。此外，效果最差的是未取代的添加剂和在苯环中具有对甲氧基和间氯基团的添加剂。发现在苯环的间位和邻位含有甲氧基的添加剂在该系列中最有效。用邻-和间-甲氧基取代的 6-甲基丙烯酰氧醛酮改性的聚苯乙烯的 10% 质量损失值分别超过未改性聚苯乙烯的相同参数 32° 和 46°。因此，替代品的 6-甲基丙烯酰氧醛酮可用作热稳定聚苯乙烯生产的添加剂。