The synthesis and optical properties of polymers bearing the repeating unit of terfluorene and various organosilicon groups were investigated. Polymers with high molecular weight and good solubility could be obtained by Suzuki coupling polymerization from silylene-containing fluorene-based dibromo monomers and 9,9-dihexylfluorene-2,7-bis(trimethyleneborate). From UV spectra of polymers bearing acyclic silylene bridge, the organosilicon units not only interrupted a pi-conjugation but also contributed to an electronic communication between connected fluorenes. The emission maximum wavelengths (ca. 400 nm) blue-shifted when compared with that of polyfluorene (418 nm) and the fluorescence quantum yields were considerably high (> 0.82) in the CHCl3 solution. On the other hand, rather broad emission was observed at 480 nm and the fluorescence quantum yield was quite low (0.004) in the solution-state PL spectrum of tetraphenylsilole-containing polymer. The polymer emitted visible green light in the spin-coated film. The fluorescence peak intensity at 486 nm gradually decreased when the film was illuminated with the UV light of 359 nm in air. (c) 2007 Wiley Periodicals, Inc.