Development and Application of New Process of Making m-Aminophenol.

  • KUWAHARA Masahiro
    Synthetic Chemistry & Bioscience Lab., Mitsui Petrochemical Industries, Ltd.
  • HAYASHI Hiroo
    Patent Dept., Mitsui Petrochemical Industries, Ltd.
  • TANAKA Michio
    Synthetic Chemistry & Bioscience Lab., Mitsui Petrochemical Industries, Ltd.

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Other Title
  • メタアミノフェノール製造技術とその応用

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Description

A new process of making m-aminophenol (MAP), based on amination of resorcinol, was developed. In this reaction process, resorcinol reacted with aqueous ammonia catalyzed by various molybdate salts. The products of the reaction were MAP and water. Extremely high reactivity and selectivity were achieved only when molybdates were used as catalysts. One of the typical conventional methods to produce MAP is to use nitrobenzene as a starting material, which is accompanied by several serious problems. Those that result from neutralization reactions were followed by sulphonation, reduction, and alkali fusion reaction, which produced much salts, which are undesirable by-products.<br>In contrast, the newly developed method is favorable to environmental protection of the earth, considering that the by-product is water. The whole process was accomplished after inhibiting color degradation by setting each unit operations in optimum conditions. Also, the mechanism of amination were discussed together with the results of MO calculations. The production processes of N-alkyl substituted MAP from resorcinol and corresponding alkyl amines were also studied.

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