Ultrasound-Assisted Green Synthesis of Dialkyl Peroxides under Phase-Transfer Catalysis Conditions

Molecules. 2019 Dec 28;25(1):118. doi: 10.3390/molecules25010118.

Abstract

The dialkyl peroxides, which contain a thermally unstable oxygen-oxygen bond, are an important source of radical initiators and cross-linking agents. New efficient and green methods for their synthesis are still being sought. Herein, ultrasound-assisted synthesis of dialkyl peroxides from alkyl hydroperoxides and alkyl bromides in the presence of an aqueous solution of an inorganic base was systematically studied under phase-transfer catalysis (PTC) conditions. The process run in a tri-liquid system in which polyethylene glycol as a phase-transfer catalyst formed a third liquid phase between the organic and inorganic phases. The use of ultrasound provided high yields of organic peroxides (70-99%) in significantly shorter reaction times (1.5 h) in comparison to reaction with magnetic stirring (5.0 h). In turn, conducting the reaction in the tri-liquid PTC system allowed easy separation of the catalyst and its multiple use without significant loss of activity.

Keywords: dialkyl peroxide; phase-transfer catalysis; third-liquid phase; tri-liquid PTC system; ultrasound irradiation.

MeSH terms

  • Catalysis
  • Green Chemistry Technology*
  • Peroxides / chemical synthesis*
  • Peroxides / chemistry
  • Polyethylene Glycols / chemistry
  • Ultrasonic Waves*

Substances

  • Peroxides
  • Polyethylene Glycols