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Poly(disubstituted acetylene)s With Pendant Naphthalimide-Based Fluorophore Groups

Publication at Faculty of Science |
2012

Abstract

New stable polyacetylenes whose quantum yield of fluorescence is increased up to 62% because of the presence of pendant 4-(piperidine-1-yl)-1,8-naphtalimide groups are described. The polymers are prepared by two-step modification of copolymers of 1-(4-tert-butylphenyl)-6-chlorohex-1-yne and 1-phenylhex-1-yne consisting of the exchange of chlorine atoms at side groups for azide groups and subsequent Huisgen click reaction of the azide groups with ethynyl groups of N-(prop-1-yne-3-yl)-4-(piperidine-1-yl)-1,8-naphthalimide.

Modification is evidenced by 1H NMR, IR, Raman and UVvis spectroscopy. Modified polymers show the excitation energy transfer from their main chains on fluorophores and nearly preservation of fluorescence properties of fluorophores upon their binding to polymer chains.