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Enhancement of molecular weight reduction of natural rubber in triphasic CO2/toluene/H2O systems with hydrogen peroxide for preparation of biobased polyurethanes

AbstractMolecular weight reduction of natural rubber (NR) with hydrogen peroxide (H2O2) oxidizing agent is limited in biphasic water-toluene systems that is attributed to mass transfer. In this work, CO2was applied to the (aqueous H2O2)-(toluene-NR) systems with the objective of improving reaction efficiency. Experiments were performed on the reaction system with CO2at 12 MPa and at reaction temperatures and times of 60°C–80°C and 1 h–10 h to evaluate the reaction kinetics. CO2could enhance the NR molecular weight reduction by lowering the activation energy (from 121 kJ·mol−1to 38 kJ·mol−1). The role of CO2in the reaction system seems to be the formation of oxidative peroxycarbonic acid intermediate and promotion of mass transport due to the reduction in the toluene-NR viscosity and interfacial tension. The epoxidized liquid NRs (M̅n=4.9×103g·mol−1) obtained from NR molecular weight reduction was further processed to prepare hydroxyl telechelic NR (M̅n=1.0×103g·mol−1) and biobased polyurethane.
- Tohoku University Japan
- King Mongkut's Institute of Technology Ladkrabang Thailand
- King Mongkut's Institute of Technology Ladkrabang Thailand
- University of Toronto Canada
Polyurethane, Polymers and Plastics, Materials Science, Organic chemistry, Self-Healing Polymer Materials, chemical degradation, Oxidizing agent, Carbon Dioxide Utilization for Chemical Synthesis, Biomaterials, Aqueous solution, depolymerization, htnr, Polymer chemistry, QD1-999, FOS: Chemical engineering, Process Chemistry and Technology, Chemical Engineering, Hydrogen peroxide, Natural rubber, Chemistry, activation energy, Physical Sciences, Hydrogenation, Biodegradable Polymers as Biomaterials and Packaging, Toluene
Polyurethane, Polymers and Plastics, Materials Science, Organic chemistry, Self-Healing Polymer Materials, chemical degradation, Oxidizing agent, Carbon Dioxide Utilization for Chemical Synthesis, Biomaterials, Aqueous solution, depolymerization, htnr, Polymer chemistry, QD1-999, FOS: Chemical engineering, Process Chemistry and Technology, Chemical Engineering, Hydrogen peroxide, Natural rubber, Chemistry, activation energy, Physical Sciences, Hydrogenation, Biodegradable Polymers as Biomaterials and Packaging, Toluene
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