4.6 Article

Synthesis of biosafe isosorbide dicaprylate ester plasticizer by lipase in a solvent-free system and its sub-chronic toxicity in mice

Journal

RSC ADVANCES
Volume 6, Issue 15, Pages 11959-11966

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ra27537g

Keywords

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Funding

  1. National Basic Research Program of China (973 program) [2013CB733600, 2012CB725200]
  2. National Nature Science Foundation of China [21576019, 21436002]
  3. National High-Tech R&D Program of China (863 Program) [2014AA022100]
  4. Ningbo Natural Science Foundation of China [2011A610028]

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In this study, biosafe isosorbide dicaprylate ester based plasticizer was prepared using renewable feedstock with lipase in a solvent-free system. Different kinds of water removal methods and some important factors including molar ratio of the substrates, reaction temperature and catalyst loading were investigated. Bubbling dried air was determined to be the most effective water removal method. The activation energy (E) of hydrolysis and esterification to form di-substituted isosorbide were examined to determine the limiting step in the synthesis of isosorbide dicaprylate ester. The E-hydrolysis (25.51 kJ mol(-1))was found to be higher than E-synthesis (35.65 kJ mol(-1)), demonstrating that the formation of diester from monoester is the critical step in the process. The lipase can be recycled up to 16 times while 80% diester was maintained. Additionally, the properties of poly(vinyl chloride) PVC blends plasticized with isosorbide ester as secondary plasticizer was studied. The results indicated that the thermal stability of plasticized PVC blends was improved, and the tensile strength was increased. Furthermore, the sub-chronic toxicity study in mice showed that the isosorbide ester was safe, indicating its great potential in industrial applications as a plasticizer.

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