Process for producing exo-tetrahydrodicyclopentadiene
AssigneeJohann Haltermann Limited
InventorsIndresh Mathur, Karel Johannes Kriel, Edward Hirohito Yonemoto
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Abstract
A process for isomerizing endo-hydrogenated dicyclopentadiene to form the corresponding exo-isomer using a stable, pumpable liquid aluminum halide catalyst which includes steps of providing a first solution containing a hydrogenated dicyclopentadiene compound that is dissolved in a hydrocarbon solvent, adding a cosolvent to the first solution to form a second solution, adding an aluminum halide to the second solution, and isomerizing the hydrogenated dicyclopentadiene compound in the presence of dissolved aluminum halide which acts as a catalyst to produce the corresponding exo-isomer.
Claims18
A process for isomerization of an endo-hydrogenated dicyclopentadiene compound to produce a corresponding exo-hydrogenated dicyclopentadiene compound, comprising:
- providing a first solution containing an endo-hydrogenated dicyclopentadiene compound dissolved in a hydrocarbon solvent;
- adding a cosolvent to the first solution to form a second solution;
- adding an aluminum halide catalyst to the second solution;
- and
- isomerizing dissolved endo-hydrogenated dicyclopentadiene compound in the presence of dissolved aluminum halide catalyst to produce exo-hydrogenated dicyclopentadiene compounds, wherein the cosolvent is a linear alkyl ester of a carboxylic acid.
A process for isomerization of an endo-hydrogenated dicyclopentadiene compound to produce a corresponding exo-hydrogenated dicyclopentadiene compound, comprising:
- (a) providing a liquid system comprising a hydrocarbon solvent, a cosolvent that enhances dissolution of an aluminum halide, and endo-hydrogenated dicyclopentadiene compound to form a solution;
- (b) adding an aluminum halide catalyst to the solution;
- (c) isomerizing the endo-hydrogenated dicyclopentadiene compound;
- (d) allowing product exo-hydrogenated dicyclopentadiene compounds to separate into an upper liquid phase;
- (e) decanting the upper liquid phase from a lower liquid phase containing the hydrocarbon solvent, the cosolvent and the aluminum halide catalyst;
- (f) adding fresh endo-hydrogenated dicyclopentadiene compound to the lower liquid phase, and optionally adding additional aluminum halide;
- (g) isomerizing the fresh endo-hydrogenated dicyclopentadiene compound;
- and
- (h) optionally repeating steps (d) through (g) one or more times, wherein the cosolvent is a linear alkyl ester of a carboxylic acid.
Dependencies are inferred from the claim text.