Issue 34, 2007

Investigations and facile synthesis of a series of novel multi-functional two-photon absorption materials

Abstract

Six centrosymmetric D–(π–A)3 structural triphenylamine derivatives that can be used as two-photon photopolymerization and optical data storage chromophores, tris[4-(4-pyridylethenyl)phenyl]amine (1), tris[4-(2-pyridylethenyl)phenyl]amine (2), tris(4-cyanoethenylphenyl)amine (3), tris[4-butylacrylatephenyl]amine (4), tris[4-methylacrylatephenyl]amine (5) and tris[4-acrylicethenylphenyl]amine (6), have been successfully synthesized via a triple palladium-catalyzed Heck coupling reaction, and the novel chromophores were fully characterized by elemental analysis, IR, 1H-NMR and ESIMS. The structure for 3 was determined by single crystal X-ray diffraction study. One- and two-photon absorption and fluorescence in various solvents were experimentally investigated. Two-photon initiated polymerization microfabrication and optical data recording experiments were carried out under 780 nm laser radiation, and the possible polymerization mechanism is discussed based on theoretical calculations. All the six chromophores have relatively large two-photon absorption cross-sections, and exhibit optical memory and highly efficient two-photon initiated polymerization abilities.

Graphical abstract: Investigations and facile synthesis of a series of novel multi-functional two-photon absorption materials

Supplementary files

Additions and corrections

Article information

Article type
Paper
Submitted
14 Mar 2007
Accepted
15 Jun 2007
First published
02 Jul 2007

J. Mater. Chem., 2007,17, 3646-3654

Investigations and facile synthesis of a series of novel multi-functional two-photon absorption materials

Y. Tian, L. Li, J. Zhang, J. Yang, H. Zhou, J. Wu, P. Sun, L. Tao, Y. Guo, C. Wang, H. Xing, W. Huang, X. Tao and M. Jiang, J. Mater. Chem., 2007, 17, 3646 DOI: 10.1039/B703853D

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