Epoxidation of Dicyclopentadiene under Phase Transfer Catalysis Conditions : Pseudo Steady State Hypothesis Approach

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Epoxidation of dicyclopentadiene via phase transfer catalysis was successfully carried out in an acidic solution/organic solvent two-phase medium. The reaction is greatly enhanced in the presence of quaternary ammonium salt using hydrogen peroxide as the oxidizing agent, and sodium tungstate and phosphoric acid as the cocatalyst. Three products, which include epoxidation of two single-site double bonds and epoxidation of one two-sites double bonds, were obtained. The organic-phase reaction was found to be the rate-determining step. Thus, the organic-soluble methyltrioctylammonium chloride (Aliquat 336) was chosen as the phase transfer catalyst to enhance the reaction rate. The purpose of this work is to build up a rational reaction mechanism in which an active oxidation catalyst was synthesized from the reaction of hydrogen peroxide, sodium tungstate, phosphoric acid and quaternary ammonium salt. Based on the experimental data, a pseudo steady state hypothesis (PSSH) approach was considered for the variation of the concentration of the active oxidation catalyst during the reaction. The apparent rate constants of the organic-phase reactions were obtained. Factors which influenced the apparent rate constants were discussed in detail.

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  • Journal of chemical engineering of Japan

    Journal of chemical engineering of Japan 36(3), 231-242, 2003-03-01

    The Society of Chemical Engineers, Japan

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各種コード

  • NII論文ID(NAID)
    10013412361
  • NII書誌ID(NCID)
    AA00709658
  • 本文言語コード
    ENG
  • 資料種別
    ART
  • ISSN
    00219592
  • NDL 記事登録ID
    6491414
  • NDL 雑誌分類
    ZP1(科学技術--化学・化学工業)
  • NDL 請求記号
    Z53-R395
  • データ提供元
    CJP書誌  NDL  J-STAGE 
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