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Synthesis of a hyperbranched polythioketal with 100% degree of branching
Authors:Warapon Sinananwanich  Mitsuru Ueda
Affiliation:Department of Organic and Polymeric Materials, Graduate School of Science and Engineering, Tokyo Institute of Technology 2‐12‐1‐H120, O‐okayama, Meguro‐ku, Tokyo 152‐8552, Japan
Abstract:A 100% hyperbranched polymer was successfully prepared by using 2‐[4‐(4‐mercaptobutoxy)phenoxy]‐9H‐fluoren‐9‐one as an AB2 monomer in trifluoroacetic acid. The kinetics of the model reaction between 9‐fluorenone and 3‐mercaptopropionic acid was investigated. The reaction obeyed the second‐order kinetics, indicating that the first reaction, that is, the formation of the intermediate from 9‐fluorenone and 3‐mercaptopropionic acid, is considerably slower than the second one, that is, the reaction of the intermediate with 3‐mercaptopropionic acid. On the basis of this finding, a new monomer expected to produce a 100% branched hyperbranched polymer, 2‐[4‐(4‐mercaptobutoxy)phenoxy]‐9H‐fluoren‐9‐one, was designed and prepared. The obtained polymer was characterized by 1H and 13C‐NMR spectroscopy, which confirmed that the polymer was a 100% branched hyperbranched polymer. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 2689–2700, 2008
Keywords:100% hyperbranched polymer  NMR  polycondensation  thioketal formation
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