ma3025656_si_001.pdf (3.22 MB)
Furan-Containing Singlet Oxygen-Responsive Conjugated Polymers
journal contribution
posted on 2013-02-12, 00:00 authored by Esra Altınok, Simone Friedle, Samuel W. ThomasThis paper describes conjugated polymers with 2,5-diarylfuran
moieties
as nonconjugated pendants that respond to singlet oxygen (1O2) by fluorescence quenching. By oxidizing the diarylfurans
to more electron-poor moieties such as enol esters, singlet oxygen
causes poly(fluorene-co-phenylene) conjugated backbones
to donate excited electrons to the oxidized pendants, resulting in
quenching of up to 93% of the initial fluorescence of the polymer,
while an analogous furan-substituted poly(phenylene–ethynylene)
showed no quenching upon furan–1O2 reaction.
All furan derivatives reacted rapidly with 1O2 (k = 107–108 M–1 s–1), with more electron-poor furans
reacting more slowly, but yielding more efficient fluorescence quenching,
than less electron-poor furans.