Synthesis and functional evaluation of soy fatty acid methyl ester ketals as bioplasticizers

Subbarao Kandula, Lucas Stolp, Michael Grass, Benjamin Woldt, Dharma Kodali

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

A facile synthesis of the soy fatty acid methyl ester ketal has been accomplished using acetone in the presence of catalytic anhydrous ferric chloride starting from commercially available soy biodiesel (soy fatty acid methyl ester) after evaluating various synthetic procedures. The soy ketal product was fully characterized by nuclear magnetic resonance, infra-red and chromatography. The physical and analytical properties of soy ketal as determined by thermogravimetric analysis, viscosity acid and saponification values are acceptable for plasticizer applications. Soy ketal was compounded with polyvinyl chloride for evaluation of plasticizer properties such as efficiency, gelation, viscosity, volatility, thickening/aging behavior and stability. The thickening and aging behaviors of the soy ketal bioplasticizer are better than those of petroleum-based plasticizers such as diisononyl phthalate and diisononyl-cyclohexane dicarboxylate, but they need improvement in the areas of thermal stability and water extractability.

Original languageEnglish (US)
Pages (from-to)1967-1974
Number of pages8
JournalJAOCS, Journal of the American Oil Chemists' Society
Volume91
Issue number11
DOIs
StatePublished - Nov 2014

Bibliographical note

Publisher Copyright:
© 2014 AOCS.

Keywords

  • Biodiesel
  • Diisononyl phthalate (DINP)
  • Diisononyl-cyclohexane dicarboxylate (DINCH)
  • Fatty acid methyl esters
  • Ketals
  • Plasticizers
  • Polyvinyl chloride (PVC)

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