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One-step synthesis and ring-opening polymerization of novel macrocyclic(arylene multisulfide) oligomers

Authors

  • K. Chen,

    1. Guangzhou Institute of Chemistry, Chinese Academy of Sciences, P.O. Box 1122, Guangzhou 510650, China
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  • Y. Z. Meng,

    Corresponding author
    1. Guangzhou Institute of Chemistry, Chinese Academy of Sciences, P.O. Box 1122, Guangzhou 510650, China
    2. Department of Physics and Materials Sciences, City University of Hong Kong, 83 Tat Chee Avenue, Kowloon, Hong Kong, China
    • Guangzhou Institute of Chemistry, Chinese Academy of Sciences, P.O. Box 1122, Guangzhou 510650, China
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  • S. C. Tjong,

    1. Department of Physics and Materials Sciences, City University of Hong Kong, 83 Tat Chee Avenue, Kowloon, Hong Kong, China
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  • A. S. Hay

    1. Department of Chemistry, McGill University, 801 Sherbrooke, St. W., Montreal, QC, H3A 2K6, Canada
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Abstract

A series of macrocyclic(arylene multisulfide) oligomers were synthesized under high dilution conditions by reacting diphenyl ether/diphenyl/diphenyl disulfide/diphenyl methane with dichloro disulfide in the presence of a trace amount of iron powder by a one-step reaction. From MALDI-TOF mass spectra, it was established that the repeating units of the cyclization ranged from two to seven and the unit of macrocyclic(arylene multisulfide) oligomers had one to seven sulfur atoms. The macrocyclic oligomers readily underwent ring-opening polymerization in the melt, resulting in linear, high molecular weight polymultisulfides. DSC thermograms demonstrated that the four polymultisulfides, derived from the macrocyclic(arylene multisulfide) oligomers, are amorphous in nature. The macrocyclic(arylene multisulfide) oligomers and polymers were analyzed by MALDI-TOF-MS, IR, HPLC, NMR, DSC, and TGA methods. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 91: 735–741, 2004

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