Abstract
Two amphiphilic poly(m,p-phenylene)s were synthesized through Suzuki polycondensation from 1,3-phenylene dibromide bearing solubilizing tri- or tetra(ethylene glycol) chains and 1,4-phenylene diboronic acid diester. Unlike its tri(ethylene glycol)-functionalized congener the polymer with tetra(ethylene glycol) chains was shown to possess considerably high molecular weight (Mw=15,900 and Mn=7300) and good solubility in both polar and nonpolar organic solvents. Fluorescence spectra of the polymer recorded in CHCl3 and aqueous acetonitrile revealed that in the latter solution the fluorescence intensity is considerably lower and the band is redshifted by about 70 nm compared to the former one. This indicates a transition from a random coil conformation to an ordered compact one. A convincing indication of helical folding of the polymer came from an induced circular dichroism spectroscopic study of inclusion complexes of the tubular helical folds with α-pinene enantiomers influencing the sense of the helix.
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