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Issue 32, 2015
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Novel s-tetrazine-based dyes with enhanced two-photon absorption cross-section

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Abstract

This paper reports the synthesis and the linear and non-linear absorption properties of a series of new tetrazine-based D–π–A–π–D and D–π–A type dyes. In these derivatives, a central tetrazine core was connected with one or two terminal triphenylamine moiety(ies) via various π-conjugated spacers. These compounds were efficiently synthesized by Stille or Suzuki–Miyaura cross-coupling as a key step. Their photophysical properties, including one-photon absorption and two-photon absorption (2PA), were investigated with special attention to structure–property relationships. Large 2PA cross-sections (>800 GM) of these tetrazine dyes were evaluated by open aperture z-scan and non-degenerate 2PA techniques. The strong 2PA of these molecules is attributed to the extended π system and to the enhanced intramolecular charge transfer between the triphenylamine donor and the center tetrazine acceptor.

Graphical abstract: Novel s-tetrazine-based dyes with enhanced two-photon absorption cross-section

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Supplementary files

Article information


Submitted
24 Feb 2015
Accepted
09 Jul 2015
First published
10 Jul 2015

J. Mater. Chem. C, 2015,3, 8351-8357
Article type
Paper
Author version available

Novel s-tetrazine-based dyes with enhanced two-photon absorption cross-section

C. Quinton, S. Chi, C. Dumas-Verdes, P. Audebert, G. Clavier, J. W. Perry and V. Alain-Rizzo, J. Mater. Chem. C, 2015, 3, 8351
DOI: 10.1039/C5TC00531K

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