Synthesis and properties of anthrylene-substituted phenyleneethynylene dyes having amino/cyano group(s) and their application to dye-sensitized solar cells

Xin Yang, Shingo Kajiyama, Jing Kun Fang, Feng Xu, Yu Uemura, Nagatoshi Koumura, Kohjiro Hara, Akihiro Orita, Junzo Otera

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

A series of anthrylene-substituted phenyleneethynylene dyes having amino/cyano group(s) were prepared by repeating Sonogashira coupling between aryl halides and terminal acetylenes. In UVvis absorption spectra, the 9,10-anthrylene-substituted dyes showed a strong absorption band of which λmax was located from 502 to 521 nm and ε was more than 5.2 × 10 4L mol- 1 cm- 1 indicating a highly expanded π-system in comparison with 1,5-anthrylene dye (λmax = 431 nm, ε= 2.6 × 10 4L mol- 1 cm- 1). LippertMataga plots demonstrated that the amino- and cyano-substituted dyes underwent larger charge separation in the excited states. These acetylenic dyes served as sensitizers of dye-sensitized solar cell to achieve 5.0% of photo-to-current energy conversion efficiency.

Original languageEnglish (US)
Pages (from-to)687-697
Number of pages11
JournalBulletin of the Chemical Society of Japan
Volume85
Issue number6
DOIs
StatePublished - Jun 25 2012

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