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Synthesis of poly(tert-butoxycarbonyl-p-phenylene): precursor to poly(p-phenylene)
Authors:Mitsuru Ueda  Masanobu Yoneda
Abstract:Poly[2-(tert-butoxycarbonyl)-1,4-phenylene] ( 2 ) was prepared by the Ni-catalyzed polymerization of tert-butyl 2,5-dichlorobenzoate ( 1 ). The microstructure of polymer 2 was probably alternating head-to-head and tail-to-tail. This polymer was soluble in dipolar aprotic solvents, chloroform, tetrahydrofuran, and dichloromethane. Polymer 2 was saponified easily by thermal or acid treatment to yield poly[2-carboxy-1,4-phenylene] ( 3 ). Decarboxylation of polymer 3 in quinoline in the presence of copper(II) oxide produced poly(p-phenylene) (PPP) ( 4 ).
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