Diels-Alder reaction of mesophase pitch insoluble fractions with maleic anhydride
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Pyridine insoluble fractions in the mesophase pitches derived from a decant oil (PMP-PI) and naphthalene (NMP-PI) were found to be rendered almost completely soluble in pyridine by the Diels-Alder reaction with maleic anhydride, maintaining their optical anisotropy and molecular association. Their solubility in pyridine reached up to 95 wt % by the reaction at 175–200 °C. Solubilized fractions were analysed to obtain their average structures, suggesting that PMP-PI consists of aromatic nuclei of peri-condensed rings connected through a small number of methylene and aryl-aryl linkages, having a molecular weight (MW) of ∼ 1800, and that NMP-PI consists of oligomeric naphthalene with a large number of naphthenic groups (MW ≃ 1000). Such structures are basically much the same as those of their soluble fractions, although the molecules in Pls were much larger. The reaction sites in such structures for the Diels-Alder reaction are discussed.
KeywordsPolymer Molecular Weight Anisotropy Pyridine Anhydride
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