4.7 Article

Two-photon absorption properties of push-pull oxazolones derivatives

Journal

DYES AND PIGMENTS
Volume 95, Issue 3, Pages 713-722

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2012.06.005

Keywords

Two-photon absorption; Fluorescence; Oxazolone; Solvatochromism; Nonlinear emission; Push-pull

Funding

  1. FCT-Fundacao para a Ciencia e a Tecnlogia [PTDC/CTM-POL/114367/2009, SFRH/BD/48145/2008, SFRH/BPD/75782/2011]
  2. Fundação para a Ciência e a Tecnologia [PTDC/CTM-POL/114367/2009, SFRH/BD/48145/2008] Funding Source: FCT

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New fluorescent oxazolone derivatives with high two-photon absorption cross-section were synthesized. Electron donor (phenyl, dimethylaniline and furanyl) and acceptor (nitrobenzene and ethenyl-phenyl-benzimidazol) groups have been appended to the methylene end of 4-(methylidene)-2-phenyl-1,3-oxazol-5(4H)-one in order to produce an highly conjugated pi-system with push pull geometry. The linear and nonlinear optical properties of the oxazolones have been determined. The compounds with a high charge transfer from the substituent group to the oxazolone ring have relatively high two-photon absorption cross-sections (80-100 GM). The best performing nonlinear fluorophore being the benzimidazol derivative with a two-photon absorption cross-section of 80 GM and a relatively high emission quantum yield, phi = 0.31. (c) 2012 Elsevier Ltd. All rights reserved.

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