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synthesis and analysis of resorcinol-acetone copolymerresorcinol-acetone共聚物的合成和分析.pdf

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synthesis and analysis of resorcinol-acetone copolymerresorcinol-acetone共聚物的合成和分析

Molecules 2009, 14, 364-377; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis and Analysis of Resorcinol-Acetone Copolymer Ataru Kobayashi and Gen-ichi Konishi * Department of Organic Polymeric Materials, Graduate School of Science Engineering, Tokyo Institute of Technology, SORST, Japan * Author to whom correspondence should be addressed; E-mail: konishi.g.aa@m.titech.ac.jp. Received: 27 November 2008; in revised form: 6 January 2009 / Accepted: 12 January 2009 / Published: 13 January 2009 Abstract: Synthesis and characterization of resorcinol-acetone copolymer is described. The polymer was prepared by trifluoroacetic acid-catalyzed polymerization of resorcinol with acetone. According to the 1H-NMR, 13C-NMR, and MALDI-TOF Mass spectra data, the obtained polymer had three types of repeating units: isopropylidene bridged-resorcinol, chromane ring, and spiro-shaped double chromane ring, indicating that polymerization proceeded via simultaneous addition-condensation and cyclization of resorcinol with acetone. The obtained polymer can be useful not only for the development of plastic materials such as thermosets, adhesives, and coatings but also for the synthesis of biomaterials such as antimicrobial agents, pesticides, and medicines. Keywords: Resorcinol; Acetone; Phenolic resin; Chromane ring; Addition-condensation; Cyclization. Introduction Resorcino