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Issue 9, 2006
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Synthesis and characterization of new fluorescent two-photon absorption chromophores

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Abstract

A series of dipolar and quadrupolar type two-photon absorption (TPA) compounds has been synthesized and TPA cross sections (σ) were measured by Ti∶sapphire femtosecond laser excitation fluorescence (λ = 800 nm). Among them, the compound [2,5-bis-[5-(4-diphenylaminophenylethynyl)thiophen-2-yl]-[1,3,4]oxadiazole], 12, has been structurally characterized by X-ray crystallography. The resulting data indicate that the structure of this compound possesses excellent coplanarity. The compounds have arylamines as the donor, and [1,3,4]oxadiazolyl, cyanovinyl or pyridazin-3,6-diyl moiety as the acceptor. Variation of arylamines and pendant alkyl groups was found to have a significant influence on σ values. By an appropriate combination of donor and acceptor, σ values of >103 GM (10−50 cm4s photon·molecule−1) can be achieved. One quadrupolar molecule (13) possessing an arylamine donor and a pyridazine acceptor has both a high σ value (1442 GM) and σ/MW (1.97 GM/g).

Graphical abstract: Synthesis and characterization of new fluorescent two-photon absorption chromophores

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The article was received on 05 Sep 2005, accepted on 10 Nov 2005 and first published on 05 Dec 2005


Article type: Paper
DOI: 10.1039/B512524C
J. Mater. Chem., 2006,16, 850-857

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    Synthesis and characterization of new fluorescent two-photon absorption chromophores

    P. Huang, J. Shen, S. Pu, Y. Wen, J. T. Lin, P. Chou and M. P. Yeh, J. Mater. Chem., 2006, 16, 850
    DOI: 10.1039/B512524C

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