Wholly aromatic polymeric ketones from bis-(α-aminonitrile)s via soluble poly(bisaminonitrile)s

Add time:09/27/2019    Source:sciencedirect.com

Condensation of the dianion of the bisaminonitrile α,α′-dicyano-α,α′-bis(dimethylamino)-m-xylene (8) with bis[p-(p-fluorobenzoyl)phenyl] ether (9) and 2,6-dibromopyridine (12) yielded the corresponding new poly(bisaminonitrile)s poly{oxy-p-phenylenecarbonyl-p-phenylene-[α,α′-dicyano-α,α′-bis(dimethylamino)-m-xylyl]-p-phenylenecarbonyl-p-phenylene} (10) and poly[α,α′-dicyano-α,α′-bis(dimethylamino)-m-xylyl-2,6-pyridinediyl] (13), respectively. Acidic hydrolysis of the readily soluble poly(bisaminonitrile)s 10 and 13 deprotected the carbonyl groups and afforded the new polyketones poly(oxy-p-phenylenecarbonyl-p-phenylenecarbonyl-m-phenylenecarbonyl-p-phenylenecarbonyl-p-phenylene) (PEKKKK, 11) and poly(carbonyl-m-phenylenecarbonyl-2,6-pyridinediyl) (14), respectively. PEKKKK 11 is insoluble in organic solvents, but polyketopyridine 14 is soluble in acidic aqueous media.

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