Aqueous leaching of di-2-ethylhexyl phthalate and "green" plasticizers from poly(vinyl chloride)

A method was developed to assess leaching of several poly(vinyl chloride) (PVC) plasticizers in aqueous media using gas chromatography (GC), and compared to a gravimetric standard test method (ASTM Method D13239). The GC method was a more direct measurement of plasticizer concentration in the aqueous phase. The leaching of commercial plasticizers, as well as several series of "green" candidate plasticizers, were assessed as a function of their molecular characteristics and compared to the industry standard PVC plasticizer, di-2-ethylhexyl phthalate (DEHP). It was found that plasticizers containing longer alkyl chains or non-polar branching emanating from polar structural units, increased the hydrophobicity of the molecule and reduced its aqueous leaching rate. Several "green" plasticizer candidates were found to minimize aqueous leaching to rates ten times below that of DEHP; notably dioctyl succinate (DOS), dihexyl maleate (DHM), methyl cyclohexyl diester (MCDE), diethylhexyl succinate (DENS), hexanediol dibenzoate (C6), and the commercially available Hexamoll (R) DINCH. (C) 2012 Elsevier B.V. All rights reserved.