Journal of Polymer Science Part A: Polymer Chemistry, Vol.37, No.6, 779-788, 1999
Regiospecific design strategies for 3-arylpolythiophenes with pendant stable radical groups
Carbon-carbon bond-forming polymerization of 2-bromo-3-(3',5'-di-t-butyl-4'-methoxyphenyl)-thiophene yields poly[3-(3',5'-di-t-butyl-4'-methoxyphenyl)-2,5-thienylene] with regiospecific connectivity and a degree of polymerization of about six. Lewis-acid-moderated-cleavage of the methoxy groups on the pendant phenyl group yield the corresponding polyphenolic polymer, which is oxidized under solution conditions to yield the title polyradical. Poly[3-(3',5'-di-t-butyl-4'-oxyphenyl)-2 exhibits a strong, persistent electron spin resonance spectrum and a UV-visible spectrum consistent with formation of the pendant phenoxyl spin-bearing units.
Keywords:PI-CONJUGATED POLYRADICALS;MAGNETIC-PROPERTIES;POLARONICFERROMAGNET;NITROXIDE RADICALS;PHENOXYL RADICALS;ORGANIC-MOLECULES;PRECURSOR;EXCHANGE;POLY(PHENYLENEVINYLENE);POLYMER