2005 (English)In: Heteroatom Chemistry, Vol. 16, no 7, 656-662 p.Article in journal (Refereed) Published
A new type of conjugated polymer, organoselenium substituted poly(p-pheylenevinylene) (PPV), was synthesized from the corresponding alkylselenenyl p-xylylene dibromide via a Gilch route using potassium tert-butoxide in THF. The p-xylylene dibromide precursors were synthesized by reacting lithiated bis(methoxymethyl)benzenes with elemental selenium, followed by alkylation of the generated selenolates. As a final demasking step, the bromomethyl functions were liberated by ether cleavage using boron tribromide. Bis-alkylselenenyl PPV was obtained with an average molecular weight Mw of approximately 300,000 g/mol and with polydispersity Mw/Mn=2. Due to low solubility, monoalkylselenenyl PPV was obtained with a considerably lower average molecular weight in the proximity of 16,000 g/mol and with a polydispersity slightly larger than 3. Absorption and flourescence spectroscopy revealed that the bis-alkylselenenyl PPV is extensively conjugated.
Place, publisher, year, edition, pages
2005. Vol. 16, no 7, 656-662 p.
IdentifiersURN: urn:nbn:se:uu:diva-76013DOI: doi:10.1002/hc.20167OAI: oai:DiVA.org:uu-76013DiVA: diva2:103924