Carbon Dioxide → 1,2-Anhydro-D-mannitol

To a solution of 1,2:5,6-dianhydro-D-mannitol (0.50 g) in dry THF (3.4 mL) was added t-BuOK/THF solution (0.17 mL, 1.0 mol·L−1) under a nitrogen atmosphere. After 30 hours, the reaction mixture was poured into a large amount of methanol and neutralized with aqueous dry ice. The solvent was evaporated, and the residue was purified using a permeable membrane in water to give the polymer 0.085 g (17.0% yield); a specific rotation+19.6f (c 1.0, H2O, 23 fC). The Mw,SEC and Mw/Mn were 1,600 and 5.07, respectively, and the Mw,SLS was 13.1×105 in aqueous sodium nitrate solution (0.2 mol·L−1). The inertial and hydrodynamic radii of the polymer were 131 nm (SLS) and 132 nm (DLS), respectively, at 40° C. in aqueous sodium nitrate solution (0.2 mol·L−1). The 1H NMR and 13C NMR spectra of the polymer are shown in FIG. 3 and FIG. 4, respectively.

1. customThe solvent was evaporated
2. customthe residue was purified

ORD record

ord-40eeb2431af34084b5172b200228299a

Source dataset

uspto-grants-2009_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07473757B2