Amphiphilic meso-disubstituted porphyrins: Synthesis and the effect of the hydrophilic group on absorption spectra at the air-water interface

Masaru Yao, Yuko Iwamura, Hidenari Inoue, Naoki Yoshioka

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Five amphiphilic meso-disubstituted porphyrins bearing one polar group were synthesized, and their monolayer films were prepared. Their limiting molecular areas obtained from π-A isotherms were 0.5-0.6 nm2, which were smaller than those of the corresponding meso-tetrasubstituted porphyrins. At the air-water interface, the disubstituted porphyrins showed a broad band in visible absorption spectra compared with the solution state, and the red shift of the Soret band exhibited a significant dependence on the kind of hydrophilic groups at the meso positions. Interestingly, the monolayer of the disubstituted porphyrin bearing a carboxyphenyl group (1-CO2H) showed a blue shift of the Soret band by adding cadmium chloride to the subphase, and the spectra varied upon multilayer deposition. The observed phenomena were interpreted by using the exciton theory. The effect of hydrophilic substituents on the absorption spectra of disubstituted porphyrin monolayers is discussed.

Original languageEnglish
Pages (from-to)595-601
Number of pages7
JournalLangmuir
Volume21
Issue number2
DOIs
Publication statusPublished - 2005 Jan 18

ASJC Scopus subject areas

  • Materials Science(all)
  • Condensed Matter Physics
  • Surfaces and Interfaces
  • Spectroscopy
  • Electrochemistry

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