Polymer syntheiss via a Diels-Alder reaction between bis(isobenzofuran)s and bis(phenylacetylene)s containing preformed phthalimide rings

摘要

Polymers have been prepared by the Diels-Alder reaction between novel bis(isobenzofuran)s and bis(phenylacetylene)s contianing 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 rnaging from 251 to 359deg C and a 10% weight loss ranging from 451 to 486deg C in air and 482 to 520deg C in helium as determined by thermogravimetric analysis. This synthetic 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.