Isosorbide
is a widely touted intermediate for the production of
biorenewable polymers and plastics, accessible through the aqueous
phase cascade conversion of D-sorbitol to isosorbide via 1,4-sorbitan.
However, existing routes to isosorbide typically employ mineral acids
under forcing conditions, and hence alternative heterogeneously catalyzed
processes are highly desirable. Aqueous phase D-sorbitol conversion
was therefore investigated over families of sulfated zirconia (SZ)
solid acid catalysts, with the effect of employing monoclinic, tetragonal
ZrO2, or Zr(OH)4 as the parent support compared.
The cascade proceeds via a stepwise dehydration to 1,4-sorbitan and
subsequently isosorbide, with the latter favored over stronger acid
sites. Monoclinic SZ exhibits superior activity to tetragonal SZ,
reflecting a higher acid site density and pyrosulfate formation at
lower SO4
2– loadings than over the other
supports. Isosorbide selectivity at iso-conversion was proportional
to acid site density, but independent of zirconia phase.