Synthesis and fluorescence characterization of MEHPPV oligomers

Andrew J. Tilley, Stephen M. Danczak, Christine Browne, Timothy Young, Tina Tan, Kenneth P. Ghiggino, Trevor A. Smith, Jonathan White

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23 Citations (Scopus)

Abstract

Trimer, tetramer, and pentamer oligomers based on the polymer backbone structure of poly[2-methoxy-5-(2′-ethylhexyloxy)-1,4-phenylenevinylene] (MEHPPV) have been synthesized by Horner-Wadsworth-Emmons reactions. The fluorescence spectra, emission quantum yields, and lifetimes of the oligomers have been characterized in dilute chloroform solutions. The oligomers exhibit a sequential increase in absorption and emission wavelength maxima and a decrease in fluorescence lifetime as the π conjugation length is increased. The shortening in excited state lifetime is shown to be due to an increase in the rates of both radiative and nonradiative processes. The absence of a mirror-image relationship for the absorption and fluorescence spectra of the oligomers is attributed to the photoexcitation of a range of torsional configurations followed by relaxation to a more planar arrangement that then emits.

Original languageEnglish
Pages (from-to)3372-3380
Number of pages9
JournalThe Journal of Organic Chemistry
Volume76
Issue number9
DOIs
Publication statusPublished - 6 May 2011
Externally publishedYes

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