Preparation and Photophysical Properties of Two-Photon Absorption Materials Containing Quinoline Ring as Electron Acceptors

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Abstract:

Two-photon absorption materials containing quinoline ring as electron acceptors: 9-ethyl-3-(2-quinolin)viny-carbazole (4) and 9-ethyl-3,6-bis(2-(quinolin)vinyl)–carbazole (5) have been prepared by the Vilsmeier reaction of formylation and Knoevenagel condensation. Their one-photon properties including linear absorption, fluorescence spectra, fluorescence quantum yields and fluorescence decay behaviors and the two-photon fluorescence excited by 120 fs pulse at 800nm Ti: sapphire laser operating at 1 kHz repetition rate were investigated, and two photon absorption cross-section was measured. It was showed that material 5 containing two quinoline rings as electron acceptors exhibited high two-photon absorption activity and the two-photon absorption cross-section (δTPA) was 364×10–50cm4s/photon, which was about as four times as that of material 4 containing one quinoline ring as electron acceptor (δTPA=81×10–50cm4 s/photon); material 5 possessed longer fluorescence lifetime (τ) of 21.4 ns and larger fluorescence quantum yield (Φ) of 0.81 than those of material 4 (τ=10.03 ns, Φ=0.77). Influence of chemical structure on the two-photon absorption was discussed. Based on the optical properties, sample 5 might be a promising candidate material for the application in super-high-density three-dimensional (3D) two-photon data storage and two-photon 3D nano/micro structure fabrication.

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Advanced Materials Research (Volumes 557-559)

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755-760

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July 2012

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© 2012 Trans Tech Publications Ltd. All Rights Reserved

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[1] J. Li, X.N. Song, Y.P. Sun, C.K. Wang, Journal of Molecular Structure: THEOCHEM 867(2008), 53.

Google Scholar

[2] Y. M. Lu, F. Hasegawa, T. Goto, S. Ohkuma, S. Fukuhara, Y. Kawazu, K. Totani, T. Yamashita, T. Watanabe, J. Mater. Chem. 14(2004), p.75.

DOI: 10.1039/b309023j

Google Scholar

[3] C. N. LaFratta, J. T. Fourkas, T. Baldacchini, Angew. Chem. 119 (2007), p.6352.

Google Scholar

[4] C. W. Spangler, J. Mater. Chem. 9(1999), p.2013.

Google Scholar

[5] H. M. Kim, B. R. Cho, Acc. Chem. Res. 42(2009), p.863.

Google Scholar

[6] D. A. Parthenopoulos, P. M. Rentzepis, Science 245 (1989), p.843.

Google Scholar

[7] S. Kawata, Y. Kawata, Chem. Rev. 100 (2000), p.1777.

Google Scholar

[8] W. R. Zipfel, R. M. Williams, W.W. Webb, Nat. Biotechnol, Nonlinear magic: multiphoton microscopy in the biosciences, 21 (2003), p.1369.

DOI: 10.1038/nbt899

Google Scholar

[9] T. C. Lin, S. J. Chung, K. S. Kim, X. Wang, Adv. Polym. Sci. 161(2003), p.157.

Google Scholar

[10] Z.Q. Liu, Q. Fang, D.X. Cao, D. Wang, G.B. Xu, Org. Lett. 17 (2004), p.2933.

Google Scholar

[11] P. Norman, Y. Luo, H. Ågren, J. Chem. Phys. 111(1999), p.7758.

Google Scholar

[12] C.-K. Wang, P. Macak, Y. Luo, H. Ågren, J. Chem. Phys. 114 (2001), p.9813.

Google Scholar

[13] K. Zhao, Lara Ferrighi, Luca Frediani, C.-K.Wang, Yi Luo, J. Chem. Phys. 126 (2007), p.204509.

Google Scholar

[14] M. Albota, D. Beljonne, J.-L. Bredas, J.E. Ehrlich, W.W. Webb, X.-L.Wu, C. Xu, Science. 281 (1998), p.1653.

Google Scholar

[15] B. A. Reinhardt, L.L. Brott, S.J. Clarson, A.G. Dillard, J.C. Bhatt, R.Kannan, L. Yuan, G.S. He, P. N. Prasad, Chem. Mater, 10 (1998), p.1863.

DOI: 10.1021/cm980036e

Google Scholar

[16] T. Wada, Y. Zhang, Y.S Choi, H. Sasabe, Journal of Physics D: Applied Physics. 26 (1993), p.8221.

Google Scholar

[17] L. Li, Y.Q. Wu, Q.L. Zhou, C.Y. He, J. Phys. Org. Chem. 25 (2012), p.362.

Google Scholar

[18] G. S. He, J. D. Bhawalkar, P. N. Prasad, Opt Lett. 20 (1995), p.1524.

Google Scholar

[19] C. Wang, L. Liu, W. B. Ma, Z. H. Zhou, Optik. 116 (2005), p.75.

Google Scholar