Toward volatile and nonvolatile molecular memories: Fluorescence switching based on fluoride-triggered interconversion of simple porphyrin derivatives

Atsuomi Shundo, Jonathan P. Hill, Katsuhiko Ariga

Research output: Contribution to journalArticlepeer-review

29 Citations (Scopus)

Abstract

A study was conducted to demonstrate the development of volatile- and nonvolatile-type memory elements due to fluorescence switching and based on structural modifications of dye molecules. These memory elements were operated by using fluoride anions as writing components. The study used simple porphyrin derivatives 1 and 2 that possessed four and two redox-active 3,5-di-tert-butyl-4-hydroxyphenyl groups. These derivatives exhibited optical properties, including intense fluorescence of their solutions. Porphyrin derivative 1 was prepared by the condensation of pyrrole with 3,5-di-tert-butyl-4- hydroxybenzaldehyde in propionic acid at reflux, while derivative 2 was prepared by a similar method using a mixture of the appropriate benzaldehydes. Memory cycling of the two derivatives was carried out by a 10-5M solution of 1 in dichloromethane, prepared from a 5×10-4M stock solution and an addition of tetra-n-butylammonium fluoride to the solution.

Original languageEnglish
Pages (from-to)2486-2490
Number of pages5
JournalChemistry - A European Journal
Volume15
Issue number11
DOIs
Publication statusPublished - Mar 2 2009
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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