10.1021/ma3025656.s001
Esra Altınok
Esra
Altınok
Simone Friedle
Simone
Friedle
Samuel W. Thomas
Samuel W.
Thomas
Furan-Containing Singlet
Oxygen-Responsive Conjugated
Polymers
American Chemical Society
2013
polymer
fluorescence quenching
furan
poly
moietie
singlet
1 O 2
pendant
diarylfuran
2013-02-12 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Furan_Containing_Singlet_Oxygen_Responsive_Conjugated_Polymers/2445277
This paper describes conjugated polymers with 2,5-diarylfuran
moieties
as nonconjugated pendants that respond to singlet oxygen (<sup>1</sup>O<sub>2</sub>) by fluorescence quenching. By oxidizing the diarylfurans
to more electron-poor moieties such as enol esters, singlet oxygen
causes poly(fluorene-<i>co</i>-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–<sup>1</sup>O<sub>2</sub> reaction.
All furan derivatives reacted rapidly with <sup>1</sup>O<sub>2</sub> (<i>k</i> = 10<sup>7</sup>–10<sup>8</sup> M<sup>–1</sup> s<sup>–1</sup>), with more electron-poor furans
reacting more slowly, but yielding more efficient fluorescence quenching,
than less electron-poor furans.