Zn. Bao et al., EXPLORATION OF THE STILLE COUPLING REACTION FOR THE SYNTHESES OF FUNCTIONAL POLYMERS, Journal of the American Chemical Society, 117(50), 1995, pp. 12426-12435
The palladium-catalyzed Stille coupling reaction was used for preparin
g functionalized, conjugated polymers. This reaction has several advan
tages, two of which are that it requires mild reaction conditions and
produces high yields. Several factors which affect the polymerization
processes were investigated, such as the catalyst composition and conc
entration, different solvents and ligands, and structures of monomers.
It was found that solvents that could keep the macromolecules in solu
tion and stabilize the palladium(0) catalyst would yield polymers with
high molecular weights. If a Pd(II) compound was used as the catalyst
, a stoichiometric adjustment of the distannyl monomer was necessary t
o enhance the molecular weight of the resulting polymer. In general, i
t was found that a combination of an electron-rich distannyl monomer a
nd an electron-deficient dihalide (ditriflate) monomer forms polymers
with relatively high molecular weights. To further demonstrate the ver
satility of the Stille reaction for polycondensations, different types
of conjugated polymers with different properties and applications, su
ch as liquid crystalline conjugated polymers and conjugated photorefra
ctive polymers, were synthesized.