Synthesis of poly(isobutyl-co-2,2,2-trifluoroethyl methacrylate) with 5,10,15,20-tetraphenylporphinato platinum(II) moiety as an oxygen-sensing dye for pressure-sensitive paint

Makoto Obata, Yurie Tanaka, Naoko Araki, Shiho Hirohara, Shigenobu Yano, Kazunori Mitsuo, Keisuke Asai, Masafumi Harada, Toyoji Kakuchi, Chikara Ohtsuki

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

Pressure-sensitive paint (PSP), which consists of luminescent molecules embedded in an oxygen-permeable polymer, has been developed for use in wind-tunnel experiments. To improve the PSP technique, a novel luminescent methacrylate monomer, 5-[4-(2-methacryloyloxyethoxycarbonyl)phenyl]-10,15,20- triphenylporphinato platinum(II), was synthesized and copolymerized with isobutyl methacrylate and 2,2,2-trifluoroethyl methacrylate to produce a dye-pendant copolymer (2). The introduction of 5,10,15,20-tetraphenylporphinato platinum(II) (PtTPP) dye into 2 was confirmed by ultraviolet-visible spectroscopy and extended X-ray absorption fine structure measurements. The extent of PtTPP dye incorporation in 2 was proportional to the molar fraction of the PtTPP-pendant methacrylate monomer in the feed. The oxygen-sensing property of 2 was compared with that of a PSP consisting of PtTPP dye embedded in poly(isobutyl-co-2,2,2-trifiuoroethyl methacrylate). Although the simple mixture of PtTPP and poly(isobutyl-co-2,2,2-trifluoroethyl methacrylate) showed a marked deviation from a single Stern-Volmer relation, novel copolymer 2 gave a highly linear Stern-Volmer plot. This was unequivocal evidence of dye conjugation on the oxygen-sensing polymer film.

Original languageEnglish
Pages (from-to)2997-3006
Number of pages10
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume43
Issue number14
DOIs
Publication statusPublished - 2005 Jul 15

Keywords

  • Oxygen-sensing
  • Photochemistry
  • Platinum porphyrin
  • Pressure-sensitive paint
  • Radical polymerization

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

Fingerprint Dive into the research topics of 'Synthesis of poly(isobutyl-co-2,2,2-trifluoroethyl methacrylate) with 5,10,15,20-tetraphenylporphinato platinum(II) moiety as an oxygen-sensing dye for pressure-sensitive paint'. Together they form a unique fingerprint.

  • Cite this