Synthesis and ion responsiveness of optically active polyacetylenes containing salicylidene Schiff-base moieties |
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| Affiliation: | 1. Key Laboratory of Synthetic Rubber, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China;2. Department of Polymer Science and Engineering, School of Chemical Engineering, Dalian University of Technology, Dalian 116024, China;3. Research Center for Environmentally Friendly Materials Engineering, Muroran Institute of Technology, 27-1 Mizumoto-cho, Muroran 050-8585, Japan;1. Department of Physiology and Biophysics, Chicago Medical School, Rosalind Franklin University of Medicine and Science, 3333 Green Bay Road, North Chicago, IL 60064, United States;2. Department of Pediatrics, University of Arkansas for Medical Sciences, Arkansas Children''s Hospital Research Institute, 13 Children''s Way, Little Rock, AR 72202, United States;1. Department of Analytical Chemistry, Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi-shi, Chiba 274-8510, Japan;2. Optical Instrument Engineering Department, Hitachi High-Tech Science Corporation, 1040, Ichige, Hitachinaka-shi, Ibaraki-ken 312-0033, Japan;3. Medical Systems Development Center, Science & Medical System Design Division, Hitachi High-Technologies Corporation, 882, Ichige, Hitachinaka-shi, Ibaraki-ken 312-8504, Japan;1. Department of Chemistry, Chung-Ang University, Seoul 156-756, Republic of Korea;2. Department of Chemistry, Gwangju Institute of Science and Technology (GIST), Gwangju 500-712, Republic of Korea;3. Memory Manufacturing Operation Center, Samsung Electronics, Republic of Korea;1. Departamento Química Orgánica y Fisicoquímica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Santiago, Chile;2. Departamento Química Analítica e Inorgánica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Santiago, Chile;3. Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Valencia, Valencia, Spain;1. Physics Department & Institute of Nanotechnology, Bar Ilan University, Ramat Gan, Israel;2. Hugo Steinhaus Center, Department of Mathematics, Wroclaw University of Technology, Wroclaw, Poland;1. Instituto de Biología Molecular y Celular de Plantas, Consejo Superior de Investigaciones Científicas–Universitat Politècnica de València, Valencia, Spain;2. Institute of Systems and Synthetic Biology, Centre National de la Recherche Scientifique–Université d’Evry-Val d’Essonne, Évry, France;3. School of Life Sciences, University of Warwick, Coventry, United Kingdom;4. Centro Nacional Biotecnología, Consejo Superior de Investigaciones Científicas, Madrid, Spain |
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| Abstract: | Acetylenic monomers containing salicylidene Schiff-base groups (1a and 1b) as well as Schiff-base and hydroxy groups (1c) were synthesized and polymerized with (nbd)RhCl]2/Et3N catalyst to afford the corresponding polymers 2a–c with high molecular weights (Mn = 2.6–7.2 × 105) in high yields (75–97%). Polarimetric, circular dichroism (CD), and UV–vis spectroscopic analyses indicated that the polymers formed helical structures with a predominantly one-handed screw sense. The addition of metal ions to salicylidene Schiff-base-containing polymers 2a and 2b produced insoluble polymer/metal complexes through ionic cross-linking as a result of salicylaldimine–metal ion complexation. Polymers 2b and 2c underwent a helix–coil transition upon the addition of HSO4?, whereas these polymers did not exhibit responsiveness to other anions, such as F?, Cl?, and Br?. |
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| Keywords: | Conjugated polymer Polyacetylene Helix Stimuli-responsive Polymerization |
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