Abstract

Cationic polymerization of dibenzofulvene is conducted using BF3-OEt2, CH3SO3H, CF3CO2H, and CH3CO2H as catalyst or initiator in CH2Cl2 under various conditions. The cationic polymerization leads to controlled stereochemistry and results in a π-stacked polymer through the polymerization. The polymers synthesized using BF3-OEt2 and CH3SO3H appear to possess different π-stacked structures. The polymer made using CH3SO3H has an all-trans main-chain C-C bond conformation while the one prepared using BF3-OEt2 may at least partially have a trans-gauche main-chain C-C bond conformation. π-Stacked conformations are confirmed on the basis of remarkable anisotropy effects on aromatic signals in 1H NMR spectra, hypochromic effects in electronic absorbance spectra, and dimer (excimer) emission in fluorescence spectra. π-Stacked conformation is found even for oligomer samples with Mn of as low as about 700, indicating that the conformation created by the cationic polymerization is rather stable.

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