Synthesis and photosensitizing properties of porphycene with imidazolium tag

Hisashi Shimakoshi, Kenichi Sasaki, Yusuke Iseki, Yoshio Hisaeda

    Research output: Contribution to journalArticlepeer-review

    6 Citations (Scopus)

    Abstract

    Porphycene having an imidazolium cation tag was synthesized and characterized by elemental analysis, UV-vis, NMR and ESI-mass spectroscopies. This porphycene derivative easily dissolves in various ionic liquids and produces singlet oxygen under irradiation by visible light (λ < 460 nm). The photophysical parameters of the porphycene in ionic liquids were determined and the values were compared to those in acetonitrile. Photosensitizing reactions using this new porphycene for the oxidation of 1,5-dihydroxynaphthalene in ionic liquids were investigated and found to form 5-hydroxy-1,4-naphthoquinone. The recycled use of the porphycene was efficiently achieved in N,N,N-trimethyl-N-propylammonium bis(trifluoromethanesulfonyl)amide ([TMPA][TFSA]) and N-methyl-N-propyl-piperidinium bis(trifluoromethanesulfonyl) amide ([P13][TFSA]).

    Original languageEnglish
    Pages (from-to)530-536
    Number of pages7
    JournalJournal of Porphyrins and Phthalocyanines
    Volume16
    Issue number5-6
    DOIs
    Publication statusPublished - 2012

    All Science Journal Classification (ASJC) codes

    • General Chemistry

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