Synthesis of Poly(thymol) via Oxidative Coupling Polymerization

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  • Shibasaki Yuji
    Department of Chemistry and Biological Sciences, Faculty of Science and Engineering, Iwate University
  • Hatusgai Shoko
    Department of Chemistry and Biological Sciences, Faculty of Science and Engineering, Iwate University
  • Tsukamoto Tadashi
    Department of Chemistry and Biological Sciences, Faculty of Science and Engineering, Iwate University
  • Oishi Yoshiyuki
    Department of Chemistry and Biological Sciences, Faculty of Science and Engineering, Iwate University

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<p>The oxidative polymerization of thymol was performed using a copper chloride(I) catalyst with a bulky 2-(p-tolyl)pyridine ligand in toluene under oxygen atmosphere; the reaction produced linear poly(thymol) (PPETh) with a number average molecular weight (Mn) and its distribution (Mw/Mn) of 43,000 and 1.6, respectively. The resulting polymer consists of an almost perfect C–O linkage with good solubility, such as in toluene, chloroform, tetrahydrofuran, and N-methylpyrrolidone, when the polymerization was conducted below 40 ℃. The resulting PPETh is an amorphous polymer with glass transition temperature (Tg) and 5 wt% loss temperature in nitrogen (Td5) of 130 ℃ and 402 ℃, respectively. The transparent pale-yellow film was obtained by solvent casting method.</p>

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