Functionalization of soy fatty acid alkyl esters as bioplasticizers

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

Research output: Chapter in Book/Report/Conference proceedingConference contribution

Abstract

The combination of various functional groups such as epoxy, acetoxy, methoxy, thiirane, aziridine on the acyl chain of soy fatty acid alkyl esters have been synthesized and evaluated as plasticizers in poly vinyl chloride (PVC) applications. Numerous synthetic procedures such as epoxidation, methoxylation, acetylation, thiiration, and aziridination were used for synthesizing multifunctional soy fatty acid alkyl esters. Epoxidized soybean oil fatty acid alkyl ester served as the key intermediate to incorporate most of the functional groups on the fatty acid backbone. The physical and analytical properties of bioplasticizers such as acid and saponification values are acceptable for plasticizer applications. The high viscosity and darker color of aziridine and thiirane derivatives limit their usefulness, whereas the physical properties of the other derivatives were acceptable. The plasticizer evaluation of methoxy, acetoxy soy fatty acid esters (methyl and n-butyl) demonstrated good compatibility with PVC, high efficiency (Shore Hardness) and gelling properties and were comparable to commercial plasticizer, diisononylphthalate (DINP).

Original languageEnglish (US)
Title of host publicationANTEC 2015 - Proceedings of the Annual Technical Conference and Exhibition of the Society of Plastics Engineers
PublisherSociety of Plastics Engineers
Pages2941-2948
Number of pages8
ISBN (Electronic)9780985011277
StatePublished - Jan 1 2015
Event73rd Annual Technical Conference and Exhibition of the Society of Plastics Engineers, SPE ANTEC Orlando 2015 - Orlando, United States
Duration: Mar 23 2015Mar 25 2015

Publication series

NameAnnual Technical Conference - ANTEC, Conference Proceedings

Other

Other73rd Annual Technical Conference and Exhibition of the Society of Plastics Engineers, SPE ANTEC Orlando 2015
CountryUnited States
CityOrlando
Period3/23/153/25/15

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  • Cite this

    Stolp, L., Kandula, S., Kodali, D., Grass, M., & Woldt, B. (2015). Functionalization of soy fatty acid alkyl esters as bioplasticizers. In ANTEC 2015 - Proceedings of the Annual Technical Conference and Exhibition of the Society of Plastics Engineers (pp. 2941-2948). (Annual Technical Conference - ANTEC, Conference Proceedings). Society of Plastics Engineers.