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Proton-Induced fluorescent switching of a dye containing imidazole and triphenylamine groups

HAI-GUANG ZHANG1,2,* , XU-TANG TAO2, CUI-HUA DONG1, JING-WEN XUE1, ZHE WANG1

Affiliation

  1. Key Laboratory of Pulp & Paper Science and Technology, Shandong Polytechnic University, Jinan, Shandong, China, 250353
  2. State Key Laboratory of Crystal Materials, Shandong University, Jinan, Shandong, China, 250100

Abstract

A new acid-base fluorescent switch: 2-((4'-di(4-methylphenyl)-aminophenyl)imidazo[4,5-f][1,10]-phenanthroline has been synthesized. The UV-Vis absorption and fluorescence emission spectra of it as well as its one derivative can be reversibly changed through protonation/deprotonation of imidazole and amine moiety by controlling the intramolecular charge transfer (ICT) process, leading to off-on-off fluorescent molecular switching. Their two-photon absorption (TPA) cross-sections were obtained as 310 and 392 GM in DMSO respectively. Meanwhile, Charge-transfer (CT) states of both compounds were calculated through theory methods to explain their acid-base-sensitive fluorescent properties..

Keywords

Fluorescence switch, Triphenylamine, Intramolecular charge transfer (ICT), Two-photon absorption cross-section; synthesis.

Submitted at: Nov. 19, 2012
Accepted at: April 11, 2013

Citation

HAI-GUANG ZHANG, XU-TANG TAO, CUI-HUA DONG, JING-WEN XUE, ZHE WANG, Proton-Induced fluorescent switching of a dye containing imidazole and triphenylamine groups, Journal of Optoelectronics and Advanced Materials Vol. 15, Iss. 3-4, pp. 216-223 (2013)