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US 5,258,556 AGranted
Process for the manufacture of 2,2,4,4-tetramethylcyclobutanediol
AssigneeEastman Kodak Company
InventorsCharles E. Sumner, Jr., Bruce L. Gustafson, Jennifer R. Knight
Life of this patent
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Abstract
Disclosed is a novel process for the manufacture of 2,2,4,4 tetramethylcyclobutane 1,3 diol commencing with the pyrolysis of isobutyric anhydride to produce dimethylketene. Dimethylketene is absorbed into 2,2,4,4 tetramethylcyclobutane 1,3 dione which function as the process solvents for subsequent dimerization of the dimethylketene to 2,2,4,4-tetramethylcyclobutane-1,3 -dione followed by the catalytic hydrogenation of the dione to the diol product.
Claims3
Process for the manufacture of 2,2,4,4-tetramethylcyclobutane- 1,3-diol which comprises the steps of:
- (1) feeding isobutyric anhydride to a pyrolysis zone wherein the isobutyric anhydride is heated at a temperature of about 350 to 600.degree. C. to produce a vapor effluent comprising dimethylketene, isobutyric acid and unreacted isobutyric anhydride;
- (2) rapidly cooling the vapor effluent to condense isobutyric acid and isobutyric anhydride and separating the condensate from the dimethylketene vapor;
- (3) feeding the dimethylketene vapor to an absorption zone wherein the dimethylketene vapor is contacted with and dissolved in a solvent comprising 2,2,4,4-tetramethylcyclobutane-1,3-dione to produce an effluent comprising a solution of dimethylketene in the solvent;
- (4) feeding the absorption zone effluent to a dimerization zone wherein the dimethylketene is converted to 2,2,4,4 tetramethylcyclobutane-1,3-dione to produce an effluent consisting essentially of 2,2,4,4 tetramethylcyclobutane 1,3 dione;
- and
- (5) feeding the dimerization zone effluent to a hydrogenation zone wherein the effluent is contacted with a supported hydrogenation catalyst under hydrogenation conditions of pressure and temperature to produce an effluent comprising a solution of 2,2,4,4-tetramethylcyclobutane 1,3-diol in the solvent.
3 more elements
Dependencies are inferred from the claim text.