One- and two-photon photochromism of 3,4-bis-(2,4,5-trimethyl-thiophen-3-yl)furan-2,5-dione

Claudia C. Corredor, Kevin D. Belfield, Mykhailo V. Bondar, Olga V. Przhonska, Florencio E. Hernandez, Oleksiy D. Kachkovsky

Research output: Contribution to journalArticlepeer-review

24 Scopus citations

Abstract

Photochromic properties of the diarylethene derivative 3,4-bis-(2,4,5-trimethyl-thiophen-3-yl)furan-2,5-dione (1) were investigated in hexane at room temperature under one-photon (linear) and two-photon (nonlinear) excitation. Results of steady-state excitation anisotropy and quantum-chemical calculations (AM1, ZINDO/S) provide insight into the nature of the broad absorption spectrum of the open-form of 1 as an overlapped mixture of several electronic transitions. The quantum yields of cyclization and cycloreversion reactions of 1 were obtained over a broad spectral range and the photochemical stability of 1 was determined for different excitation wavelengths. The two-photon absorption (2PA) spectrum of the open-form of 1, with maximum cross-section ≈80 GM at 674 nm, was obtained using an up-converted fluorescence method. Two-photon induced cyclization reaction of 1 was accomplished under picosecond excitation and the corresponding reaction quantum yield was estimated, providing a comprehensive investigation of this 2PA photochrome.

Original languageEnglish (US)
Pages (from-to)177-183
Number of pages7
JournalJournal of Photochemistry and Photobiology A: Chemistry
Volume184
Issue number1-2
DOIs
StatePublished - Nov 15 2006
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)
  • Physics and Astronomy(all)

Keywords

  • Diarylethene
  • Photochromic
  • Photoisomerization
  • Two-photon excitation

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