Synthesis and characterization of poly(fluorene-coalt-phenylene) containing 1,3,4-oxadiazole dendritic pendants

Abstract

A series of poly(fluorene-co-alt-phenylene)s containing various generations of dendritic oxadiazole (OXD) pendent wedges were synthesized by the Suzuki polycondensation of OY-D-functionalized 1,4-dibromophenylene with 9,9-dihexylfluorene-2,7-diboronic ester. The obtained polymers possessed excellent solubility in common solvents and good thermal stability. Photophysical studies showed that the dendronized polymers appended with higher generations of OXD dendrons exhibited enhanced photoluminescence efficiencies and narrower values of the full width at half-maximum. This was attributed to the shielding effect induced by the bulky dendiitic OXD side chains, which prevented self-quenching and suppressed the formation of aggregates/excimers. The energy transfer from the OXD dendrons to the polymer backbones was very efficient when excitation of the peripheral OXD dendrons resulted mainly in the polymer backbone emission alone. In particular, the photoluminescence emission intensities by the sensitized excitations of OXD dendrons in solid films of the polymers were all stronger than those by the direct excitations of their polymer conjugated backbones. (c) 2006 Wiley Periodicals, Inc.