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Topochemical Polymerization of 7,7,8,8-Tetrakis(methoxycarbonyl)quinodimethane
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2002
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Materials SciencePolymerization ReactivityChemical EngineeringPolymer MaterialEngineeringSelf-assemblyPolymer ScienceThermal PolymerizationOrganic ChemistryTopochemical PolymerizationChemistryPolymerization KineticsCrystal-packing ModePolymer ReactionPolymer ChemistryPolymer SynthesisPolymers
The difference in the crystal-packing mode of a monomer can significantly affect its polymerization reactivity. Synthesis of 7,7,8,8-tetrakis(methoxycarbonyl)quinodimethane (1) afforded two polymorphs: prisms (1 a), and needles (1 b). The former, 1 a, polymerized topochemically under thermal polymerization and photopolymerization (see scheme) but 1 b did not.