Synthesis of Phosphonic Acid Derivatives of Wax by Phosphorus Trichloride and Oxygen

  • SAKURAI Hiroshi
    The Institute of Scientific and Industrial Research Osaka University
  • OKAMOTO Yoshiki
    The Institute of Scientific and Industrial Research Osaka University

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Other Title
  • 酸素と三塩化リンによるロウエステルのホスホン酸誘導体の合成
  • サンソ ト 3エンカ リン ニ ヨル ロウエステル ノ ホスホンサン ユウドウタイ ノ ゴウセイ

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Description

The synthesis of sodium alkylphosphonate from fatty acid ester of higher alcohol or paraffin wax with phosphorus trichloride and oxygen gas was investigated. The phosphorus content of the reaction product in both cases using the ester and paraffin wax, increased proportionally with the volume of oxygen gas at the condition of constant flow speed of the gas and in the presence of sufficient amount of phosphorus trichloride. The reaction process was almost unaffected by the temperature between 25° and 60°C. The proceeding of this reaction was completely interrupted by adding small amount of iodine. The sodium phosphonates prepared from the ester or spermaceti could be used as a good antistatic agent for synthesized fibers, such as nylon, vinylon, tetolon and etc., however, the derivatives of paraffin wax had not such properties.

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