Synthesis and evaluation of dialkyl furan-2,5-dicarboxylates as plasticizers for PVC
Di(2-ethylhexyl), di(2-octyl), dihexyl, and dibutyl furan-2,5-dicarboxylate were synthesized from furfural and characterized for their plasticizing abilities toward PVC by dynamic mechanical thermal analysis (DMTA) with di(2-ethylhexyl)phthalate (DOP) as the standard of reference. DMTA gave values for the depression of the glass transition temperature (Tg) per mass fraction of plasticizer, and it also yielded a set of parameters, relative to those for DOP, which describe the compatibility of the furan diesters with PVC. The efficiency in lowering Tg as exhibited by di(2-ethylhexyl)furan-2,5-dicarboxylate is similar to that of its benzenoid analog, DOP, and was determined at 2.41 and 2.45 °C per mass % plasticizer, respectively. All four furan diesters were found to be more compatible toward PVC than toward DOP, with dibutyl furan-2,5-dicarboxylate the most highly compatible.