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Two-photon Absorption Properties of 9,10-Disubstituted 2,6-Bis(p-dihexylaminostyryl)Anthracene Derivatives. Effect of 9,10-Substituents
Authors:Wen Jun Yang  Mun Sik Seo  Xiao Qing Wang  Seung-Joon Jeon  Bong Rae Cho
Affiliation:(1) Molecular Opto-Electronics Laboratory, Department of Chemistry, Korea University, 1-Anamdong, Seoul, 136-701, South Korea;(2) Key Laboratory of Rubber-plastics of Education Ministry, College of Polymer, Qingdao University of Science & Technology, 53-Zhengzhou Road, Qingdao, 266042, China
Abstract:A series of 2,6-bis(p-dihexylaminostyryl)anthracence derivatives having phenyl, styryl, and phenylethynyl groups at 9,10-positions (1−4) have been synthesized and their two-photon cross-sections were determined. Overall, the wavelengths of the longest wavelength absorption band and emission spectra increase with increase in the conjugation length and the electron withdrawing ability of the 9,10-substituents. All compounds show two-photon cross sections in the range of 740−3940 GM at 780−960 nm, which increase significantly by the donor and acceptor groups at 9,10-positions. In addition, Ph and phenylethynyl groups are better when compared to the styryl group at the 9,10-positions in terms of the two-photon action cross section. From a practical perspective, 1a, 2a–c, and 4b showed significant two-photon action cross-section and are most useful for applications that use two-photon excited fluorescence.
Keywords:Two-photon absorption  Anthracene derivatives  Structure–  property relationship  Two-photon fluorescence
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