Abstract

Different approaches to the synthesis of methylidene phthalide, which shows promise as a monomer for the obtainment of polymerization heat-resistant (co)polymers, are considered. Regularities are established for the best variant of methylidene phthalide synthesis through the action of thionyl chloride on o-acetylbenzoic acid in DMF. Optimum conditions are found for the synthesis of methylidene phthalide with a high yield and purity. Polymerization of high-purity methylidene phthalide yields (co)polymers in the form of absolutely colorless optically transparent heat-resistant glasses. Methylidene phthalide copolymers with styrene, methyl methacrylate, acrylonitrile, and methyl acrylate containing ≥40 mol % methylidene phthalide units have glass-transition temperatures as high as 220–260°C. In addition, methylidene phthalide (co)polymers are promising as smart polymers.

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