Rational Molecular Design and Synthesis of Highly Thermo- and Photostable Near-Infrared-Absorbing Heptamethine Cyanine Dyes with the Use of Fluorine Atoms

  • Chemistry. 2016 Aug 22;22(35):12282-5. doi: 10.1002/chem.201602955.
Kazumasa Funabiki  1 ,  Kazutaka Yagi  2 ,  Masato Ueta  2 ,  Mitsuru Nakajima  3 ,  Masako Horiuchi  3 ,  Yasuhiro Kubota  2 ,  Masaki Mastui  2
Affiliations
  • 1. Department of Chemistry and Biomolecular Science, Gifu University, 1-1 Yanagido, Gifu, Japan. [email protected].
  • 2. Department of Chemistry and Biomolecular Science, Gifu University, 1-1 Yanagido, Gifu, Japan.
  • 3. Yokkaichi Plant & Research Laboratories JSR Corporation, 100 Kawajiricho, Yokkaichi-shi, Mie, 510-8552, Japan.
PMID: 27355196 DOI: 10.1002/chem.201602955
Abstract

Highly thermo- and photostable, near-infrared-absorbing heptamethine cyanine dyes were achieved with the use of fluorine-containing components. In particular, one prepared heptamethine cyanine dye, bearing a tetrakis(pentafluorophenyl)borate as a counter anion and an N-ethyl-2,2,2-trifluoroacetamido group at the meso position, showed not only a high decomposition temperature (Tdt ), but also very high photostability toward white LED irradiation.

Keywords
cyanines; fluorine; near-infrared; photochemistry; thermostability.
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