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Abstract

Polymers have been prepared by the Diels–Alder reaction between novel bis(isobenzofuran)s and bis(phenylacetylene)s containing preformed phthalimide rings. The initial polymer undergoes a thermal rearrangement without volatile evolution that effectively prevents a retro Diels–Alder reaction from occurring. The polymers were soluble in common organic solvents such as chloroform, N-methyl-2-pyrrolidinone, N, N-dimethylacetamide and chlorinated aromatic solvents. The polymers exhibited glass transitions ranging from 251 to 359 °C and a 10%weightloss ranging from 451 to 486 °C in air and 482 to520 °C in helium as determined by thermogravimetric analysis. Thissynthetic approach offers advantages over other Diels–Alder polymerizations since no volatile by-products are generated and a thermal rearrangement eliminates a retro Diels–Alder reaction.

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Polymer Synthesis via a Diels–Alder Reaction between Bis(Isobenzofuran)s and Bis(Phenylacetylene)s Containing Preformed Phthalimide Rings

Abstract

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