화학공학소재연구정보센터
Macromolecular Rapid Communications, Vol.21, No.4, 182-189, 2000
New photoluminescent conjugated polymers with 1,4-dioxo-3,6-diphenylpyrrolo[3,4-c]pyrrole (DPP) and 1,4-phenylene units in the main chain
A series of pi-conjugated polymers and copolymers containing 1,4-dioxo-3,6-diphenylpyrrolo[3,4-c]pyrrole (also known as 2,5-dihydro-3,6-diphenyl-pyrrolo[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]-pyrrolo 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 (lambda(max) = 488 nm) and show strong photoluminescence (lambda(max) = 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 lender the compounds suitable for electronic applications.