T. Beyerlein, B. Tieke
Mar 1, 2000
Citations
0
Influential Citations
60
Citations
Journal
Macromolecular Rapid Communications
Abstract
A series of π-conjugated polymers and copolymers containing 1,4-dioxo-3,6-diphenylpyrrolo[3,4-c]pyrrole (also known as 2,5-dihydro-3,6-diphenylpyrrolo[3,4-c]pyrrole-1,4-dione) (DPP) and 1,4-phenylene units in the main chain is described. The polymers are synthesised using the palladium-catalysed aryl-aryl coupling reaction (Suzuki coupling) of 2,5-dihexylbenzene-1,4-diboronic acid with 1,4-dioxo-2,5-dihexyl-3,6-di(4-bromophenyl)pyrrolo[3,4-c]pyrrole and 1,4-dibromo-2,5-dihexylbenzene in different molar ratios. Soluble hairy rod-type polymers with molecular weights up to 21 000 are obtained. Polymer solutions in common organic solvents such as chloroform or xylene are of orange colour (λmax = 488 nm) and show strong photoluminescence (λmax = 544 nm). The photochemical stability is found to be higher than for corresponding saturated polymers containing isolated DPP units in the main chain. Good solubility and processability into thin films render the compounds suitable for electronic applications.