Preparation of a photoresponsive molecularly imprinted polymer containing fluorine-substituted azobenzene chromophores |
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Authors: | Qian TangAuthor VitaeChengbin GongAuthor Vitae Michael Hon Wah LamAuthor VitaeXiangkai FuAuthor Vitae |
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Affiliation: | a College of Chemistry and Chemical Engineering, Southwest University, Chong Qing, 400715 China b Department of Biology and Chemistry, City University of Hong Kong, Hong Kong, China |
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Abstract: | The primary objective of this work is to explore the photoresponsive molecular recognition directed by fluorine-fluorine interaction. A new kind of fluorine-substituted photoresponsive functional monomer, (4-methacryloyloxy) nonafluoroazobenzene (MANFAB), was designed and synthesized, and a photoresponsive molecularly imprinted polymer containing a fluorine-substituted azobenzene chromophore (MIPF) was then fabricated using MANFAB as the monomer and 2,3,4,5,7,8,9,10-octafluorophenazine (PAF) as the model template. The photoisomerization process of MIPF materials is reversible. The release and uptake of PAF from toluene is photoregulated by alternate irradiation at 315 nm and 440 nm, indicating that photoresponsive molecular recognition directed by fluorine-fluorine interaction is possible. The binding strength of the imprinted receptor sites in MIPF for PAF is 4.67 × 104 M−1. The density of receptor sites in the MIPF material is 1.26 μmol/g-MIPF. |
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Keywords: | Molecularly imprinted polymer Photoresponsive materials Molecular recognition Fluorine-substituted azobenzene Photoisomerization Fluorine-fluorine interaction |
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