title: A fluorescent acrylamide-type monomer bearing an environment-sensitive methoxybenzocoumarin structure for the development of functional polymeric sensors.
abstract: A new fluorescent acrylamide-type monomer bearing a hydrogen bonding- and polarity-sensitive benzocoumarin fluorophore was synthesized. The absorption spectra, fluorescence spectra, and fluorescence lifetime of a model compound were measured in ten solvents with different hydrogen-bonding abilities and polarities to investigate the sensitivity of the fluorophore to the surrounding environment. These spectroscopic studies demonstrated that the fluorophore emits stronger fluorescence in more protic, polar environments. A fluorescent polymeric thermometer was prepared from N-isopropylacrylamide and the new fluorescent monomer, and it showed good functionality in aqueous solution (e.g., high sensitivity to temperature changes and high chemical stability), indicating the applicability of the herein developed fluorescent monomer for use in functional sensors.
authors.affiliation: Graduate School of Pharmaceutical Science, The University of Tokyo, 7-3-1 Hongo Bunkyo-ku, Tokyo 113-0033, Japan. seiichi@mol.f.u-tokyo.ac.jp.
authors.forename: Seiichi
authors.initials: S
authors.lastname: Uchiyama
authors.affiliation: Graduate School of Pharmaceutical Science, The University of Tokyo, 7-3-1 Hongo Bunkyo-ku, Tokyo 113-0033, Japan. seiichi@mol.f.u-tokyo.ac.jp and CIQSO-Centre for Research in Sustainable Chemistry and Department of Chemistry, University of Huelva, Campus de El Carmen s/n, E-21071 Huelva, Spain.
authors.forename: Patricia
authors.initials: P
authors.lastname: Remón
authors.affiliation: CIQSO-Centre for Research in Sustainable Chemistry and Department of Chemistry, University of Huelva, Campus de El Carmen s/n, E-21071 Huelva, Spain.
authors.forename: Uwe
authors.initials: U
authors.lastname: Pischel
authors.affiliation: Graduate School of Pharmaceutical Science, The University of Tokyo, 7-3-1 Hongo Bunkyo-ku, Tokyo 113-0033, Japan. seiichi@mol.f.u-tokyo.ac.jp.
authors.forename: Kyoko
authors.initials: K
authors.lastname: Kawamoto
authors.affiliation: Graduate School of Pharmaceutical Science, The University of Tokyo, 7-3-1 Hongo Bunkyo-ku, Tokyo 113-0033, Japan. seiichi@mol.f.u-tokyo.ac.jp.
authors.forename: Chie
authors.initials: C
authors.lastname: Gota
mesh_terms: D020106:Acrylamide / Q000737:chemistry*; D000178:Acrylamides / Q000737:chemistry*; D003374:Coumarins / Q000737:chemistry*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D006860:Hydrogen Bonding; D015394:Molecular Structure; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000178:Acrylamides; D003374:Coumarins; D005456:Fluorescent Dyes; C000625308:N-((8-methoxy-2-oxo-2H-benzo(g)chromen-4-yl)methyl)-N-methylacrylamide; D011108:Polymers; D020106:Acrylamide