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Synthesis And Properties Of A Bisphenol A Based Phthalonitrile Resin

M. Laskoski, D. Dominguez, T. Keller
Published 2005 · Chemistry

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A multiple aromatic ether linked phthalonitrile was synthesized and characterized. The oligomeric phthalonitrile monomer was prepared from the reaction of an excess amount of bisphenol A with 4,4'-difluorobenzophenone in the presence of K 2 CO 3 as the base in an N,N-dimethylformamide/toluene solvent mixture, followed by end capping with 4-nitrophthalonitrile in a two-step, one-pot reaction. The monomer properties were compared to those of the known resin 2,2-bis[4-(3,4-dicyanophenoxylphenyl]propane after being cured in the presence of bis[4-(4-aminophenoxy)-phenyllsulfone. Rheometric measurements and thermogravimetric analysis showed that the oligomeric phthalonitrile resin maintained good structural integrity upon heating to elevated temperatures and exhibited excellent thermal properties along with long-term oxidative stability. The ether-linked phthalonitrile resin absorbed less than 2.5% water by weight after exposure to an aqueous environment for extended periods.
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