Acetoxyglycerol acetal derivatives of mono- and polyformyloctadecanoate esters: plasticizers for poly(vinyl chloride)

Abstract

AbstractMethyl and butyl(acetoxyglycerol acetal) esters were prepared from 9(10)‐formyloctadecanoate or its dimethyl acetal. Mixtures of acetoxy mono‐ and diglycerol acetals, plus acetoxy mono‐, di‐, and triglycerol acetals, were prepared respectively from hydroformylated safflower and linseed methyl esters. The glycerol acetals were characterized with respect to physical, thermal, chromatographic, and spectroscopic properties. Acetoxy‐mixed glycerol acetals from safflower and linseed methyl esters were good primary plasticizers for poly(vinyl chloride) (PVC), whereas acetoxyglycerol acetals of hydroformylated methyl and butyl oleate were good secondary PVC plasticizers. As primary plasticizers, the poly(acetoxyglycerol acetal) esters showed less migration, better heat stability, and higher tensile strength than the generally used PVC plasticizer di(2‐ethylhexyl) phthalate.