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An amphiphilic molecule with a single fluorophore exhibits multiple stimuli-responsive behavior
Affiliation:1. School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China;2. Department of Chemistry, Maynooth University, National University of Ireland, Maynooth, Co. Kildare, Ireland;3. Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China;1. Key Laboratory of Light Conversion Materials and Technology of Shandong Academy of Sciences, Advanced Materials Institute, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, China;2. College of Chemistry and Materials Science, Northwest University, Xi''an 710069, China;3. College of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China;4. Institute of Materia Medica, Chinese Academy of Medical Sciences, Beijing 100050, China;5. Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Department of Chemistry, Fudan University, Shanghai 200438, China;6. Department of Polymer Science and Engineering, University of Science and Technology of China, Hefei 230026, China;7. School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China;8. Key Laboratory for Advanced Materials, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, China;9. College of Chemistry, Sichuan University, Chengdu 610065, China;10. Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China;1. Asymmetric Synthesis and Chiral Technology Key Laboratory of Sichuan Province, Research and Application of Small Organic Chiral Molecules Key Laboratory of Yibin City, Department of Chemistry, Xihua University, Chengdu 610039, China;2. State Key Laboratory of Analytical Chemistry for Life Science, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China;1. School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China;2. Department of Chemistry, Maynooth University, National University of Ireland, Maynooth, Co. Kildare, Ireland;3. State Key Laboratory of Analytical Chemistry for Life Science, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China;1. School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China;2. Department of Chemistry, Maynooth University, National University of Ireland, Maynooth, Co. Kildare, Ireland;3. State Key Laboratory of Analytical Chemistry for Life Science, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China
Abstract:Fluorescent materials that respond to multiple stimuli have broad applications ranging from sensing and bioimaging to information encryption. Herein, we report the design and synthesis of a single-fluorophore-based amphiphile DCSO, which shows temperature-, solvent-, humidity-, and radiation-dependent fluorescence. DCSO consists of a dicyanostilbene (DCS) group as a rigid hydrophobic core with oligo(ethylene glycol) (OEG) chains at both ends as a flexible hydrophilic periphery. The DCS group acts as a highly efficient fluorophore, while the OEG chain endows the molecule with thermo-responsiveness. Fluorescent colors can vary from blue to green to yellow in response to external stimuli. On the basis of light radiation, we demonstrate that this system can be applied to time-dependent information encryption, in which the correct information can only be read at a specific time under irradiation. This work further demonstrates the usefulness and application of single-fluorophore-based luminescent materials with multiple stimuli-responsive functions.
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