Synthesis of poly(p-phenylene) macromonomers and multiblock copolymers
Rigid-rod poly(4′-methyl-2,5-benzophenone) macromonomers were synthesized by Ni(0) catalytic coupling of 2,5-dichloro-4′-methylbenzophenone and end-capping agent 4-chloro-4′-fluorobenzophenone. The macromonomers produced were labile to nucleophilic aromatic substitution. The molecular weight of poly(4′-methyl-2,5-benzophenone) was controlled by varying the amount of the end-capping agent in the reaction mixture. Glass-transition temperatures of the macromonomers increased with increasing molecular weight and ranged from 117 to 213°C. Substitution of the macromonomer end groups was determined to be nearly quantitative by 1H NMR and gel permeation chromatography. The polymerization of a poly(4′-methyl-2,5-benzophenone) macromonomer [number-average molecular weight (Mn) = 1.90 × 103 g/mol; polydispersity (Mw)/Mn = 2.04] with hydroxy end-capped bisphenol A polyaryletherketone (Mn = 4.50 × 103 g/mol; Mw/Mn = 1.92) afforded an alternating multiblock copolymer (Mn = 1.95 × 104 g/mol; Mw/Mn = 6.02) that formed flexible, transparent films that could be creased without cracking.
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