Synthesis of chromo‐ and fluorogenic poly(ortho‐diaminophenylene) chemosensors for fluoride anion |
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| Authors: | Hyung Jun Kim Jung hyo Lee Tae Hoon Kim Won Seok Lyoo Dong Wook Kim Changjin Lee Taek Seung Lee |
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| Institution: | 1. Organic and Optoelectronic Materials Laboratory, Department of Advanced Organic Materials and Textile System Engineering and BK 21, Chungnam National University, Daejeon 305‐764, Korea;2. School of Textiles, Yeungnam University, Gyeongsan, Gyeongbuk 712‐749, Korea;3. Advanced Materials Division, Korea Research Institute of Chemical Technology, P.O. Box 107, Yuseong, Daejeon 305‐343, Korea;4. Organic and Optoelectronic Materials Laboratory, Department of Advanced Organic Materials and Textile System Engineering and BK 21, Chungnam National University, Daejeon 305‐764, KoreaOrganic and Optoelectronic Materials Laboratory, Department of Advanced Organic Materials and Textile System Engineering and BK 21, Chungnam National University, Daejeon 305‐764, Korea |
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| Abstract: | Two new poly(ortho‐diaminophenylene) derivatives containing fluorene and/or quinoxaline moieties per repeat unit in the main chain were synthesized via Suzuki coupling reaction followed by reduction process. The synthesized polymers were characterized and explored as colorimetric and fluorometric anion‐sensing materials. The polymers in dilute tetrahydrofuran (THF) solution emitted green light (about 530 nm) in their precursor benzothiadiazole forms and blue to green light (477–523 nm) in their reduced forms. The color of polymer solution was dramatically altered upon addition of fluoride anion without noticeable absorption change in UV–vis spectrum. The fluorescence was ratiometrically quenched with a linear relationship between fluorescence intensity and fluoride anion concentration implying static quenching mechanism could be applied judging from the maintenance of constant fluorescence lifetime with variable fluoride anion concentration. © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 1546–1556, 2007 |
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| Keywords: | conjugated polymers fluorescence sensors |
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