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pH‐responsive fluorescence chemical sensor constituted by conjugated polymers containing pyridine rings
Author(s) -
Adachi Naoya,
Kaneko Yuki,
Sekiguchi Kazuki,
Sugiyama Hiroki,
Sugeno Masafumi
Publication year - 2015
Publication title -
luminescence
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.428
H-Index - 45
eISSN - 1522-7243
pISSN - 1522-7235
DOI - 10.1002/bio.2898
Subject(s) - pyridine , sonogashira coupling , pyridinium , protonation , fluorescence , monomer , chemistry , conjugated system , photochemistry , polymer , deprotonation , polymer chemistry , phenylene , organic chemistry , catalysis , palladium , ion , physics , quantum mechanics
Poly( p ‐pyridinium phenylene ethynylene)s (PPyPE) functionalized with alternating donor–acceptor repeat units were synthesized by a Pd‐catalyzed Sonogashira coupling reaction between diethynyl monomer and di‐iodopyridine for use as a pH‐responsive fluorescence chemical sensor. The synthesized PPyPE, containing pyridine units, was characterized by FT‐IR, 1 H and 13 C NMR, UV–visible and fluorescence spectroscopies. We investigated the relationship between changes of optical properties and protonation/deprotonation of PPyPE containing pyridine units in solution. Addition of HCl decreased and red‐shifted the fluorescence intensity of the conjugated polymers that contained pyridine rings; fluorescence intensity of the polymers increased upon addition of NaOH solution. The synthesized PPyPE was found to be an effective and reusable chemical sensor for pH sensing. Copyright © 2015 John Wiley & Sons, Ltd.