US4088700A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for the hydrogenolysis of dioxolanes
Assignee: Huntsman Corp
•
Filing: 1976-09-27
•
Granted: 1978-05-09
•
Expires: 1996-09-27
Abstract
Abstract An improved process for the hydrogenolysis of acetals and ketals of organic hydrocarbons is described. The improvement resides in using a catalyst system including a halide of a Group III A element and a supported platinum or rhodium hydrogenation catalyst or combination thereof, thus enabling the process to be practiced at a temperature of from about -15° C. to about 125° C. and a pressure of from about 50 psia to about 2000 psia. The preferred Group III A halides are boron trifluoride and aluminum trichloride.
Inventors
- 👤 Lewis W. Watts, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 16:31
CPC Classifications
C; C07; C07C; C07C41/00; C07C41/01; C07C41/18; C07C41/28
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
147 words
In a liquid phase process for the hydrogenolysis of dioxolanes to produce the corresponding ethers, alcohols, or hydroxy ethers, in the presence of a catalyst, the improvement which comprises: mixing and reacting the said dioxolane with hydrogen at a temperature within the range of from about -15° C. to about 125° C. and a pressure of from about 50 psia to about 2000 psia in the presence of a catalytic amount of a catalyst consisting essentially of: (1) a halide of a Group III A element, and (2) a supported platinum or rhodium hydrogenation catalyst, and wherein the said dioxolane has the formula: ##STR5## wherein R 1 is selected from the group consisting of alkyl of from 1 to 20 carbon atoms, cyclohexyl, phenyl, tolyl and xylyl and R 2 is selected from the group consisting of hydrogen and alkyl of from 1 to 4 carbon atoms.
Claim 2
Dependent Claim
147 words
In a liquid phase process for the hydrogenolysis of dioxolanes to produce the corresponding ethers, alcohols, or hydroxy ethers, in the presence of a catalyst, the improvement which comprises: mixing and reacting the said dioxolane with hydrogen at a temperature within the range of from about -15° C. to about 125° C. and a pressure of from about 50 psia to about 2000 psia in the presence of a catalytic amount of a catalyst consisting essentially of: (1) a halide of a Group III A element, and (2) a supported platinum or rhodium hydrogenation catalyst, and wherein the said dioxolane has the formula: ##STR5## wherein R 1 is selected from the group consisting of alkyl of from 1 to 20 carbon atoms, cyclohexyl, phenyl, tolyl and xylyl and R 2 is selected from the group consisting of hydrogen and alkyl of from 1 to 4 carbon atoms.
Claim 3
Dependent Claim
28 words
The process of claim 1, wherein the temperature is from about 0° to about 70° C. and the pressure is from about 900 psia to about 1200 psia.
Claim 4
Dependent Claim
14 words
The process of claim 1, wherein the halide is aluminum trichloride or boron trifluoride.
Claim 5
Dependent Claim
11 words
The process of claim 3, wherein the halide is boron trifluoride.
Claim 6
Dependent Claim
14 words
The process of claim 1, wherein the supported hydrogenation catalyst is platinum on carbon.
Claim 7
Dependent Claim
14 words
The process of claim 1, wherein the supported hydrogenation catalyst is rhodium on alumina.
Claim 8
Dependent Claim
19 words
The process of claim 1 wherein the supported hydrogenation catalyst includes both platinum on carbon and rhodium on alumina.
Claim 9
Dependent Claim
190 words
In a liquid phase process for the hydrogenolysis of dioxolanes to produce the corresponding ethers, alcohols, or hydroxy ethers, in the presence of a catalyst, the improvement which comprises: mixing and reacting the dioxolane with hydrogen at a temperature within the range of from about -15° C. to about 125° C. and a pressure of from about 50 psia to about 2000 psia in the presence of from about 1 wt. % to about 20 wt. %, based upon the weight of the dioxolane charged to the reactor, of a catalyst consisting essentially of: (1) from about 1 wt. % to about 50 wt. % of a halide of a Group III A element, and (2) correspondingly, from about 50 wt. % to about 99 wt. % of a supported platinum or rhodium hydrogenation catalyst or combination thereof, and wherein the said dioxolane has the formula: ##STR6## wherein R 1 is selected from the group consisting of alkyl of from 1 to 20 carbon atoms, cyclohexyl, phenyl, tolyl and xylyl and R 2 is selected from the group consisting of hydrogen and alkyl of from 1 to 4 carbon atoms.
Claim 10
Dependent Claim
190 words
In a liquid phase process for the hydrogenolysis of dioxolanes to produce the corresponding ethers, alcohols, or hydroxy ethers, in the presence of a catalyst, the improvement which comprises: mixing and reacting the dioxolane with hydrogen at a temperature within the range of from about -15° C. to about 125° C. and a pressure of from about 50 psia to about 2000 psia in the presence of from about 1 wt. % to about 20 wt. %, based upon the weight of the dioxolane charged to the reactor, of a catalyst consisting essentially of: (1) from about 1 wt. % to about 50 wt. % of a halide of a Group III A element, and (2) correspondingly, from about 50 wt. % to about 99 wt. % of a supported platinum or rhodium hydrogenation catalyst or combination thereof, and wherein the said dioxolane has the formula: ##STR6## wherein R 1 is selected from the group consisting of alkyl of from 1 to 20 carbon atoms, cyclohexyl, phenyl, tolyl and xylyl and R 2 is selected from the group consisting of hydrogen and alkyl of from 1 to 4 carbon atoms.
Claim 11
Dependent Claim
62 words
The process of claim 8 wherein the catalyst is present in an amount of from about 5 wt. % to about 18 wt. %, based upon the weight of the dioxolane charged and the mixing and reacting step occurs at a pressure of from about 900 psia to about 1200 psia and a temperature of from about 0° to about 70° C.
Claim 12
Dependent Claim
12 words
The process of claim 1 wherein the said dioxolane is 2-hexyl-2-methyl-1,3 dioxolane.
Claim 13
Dependent Claim
18 words
The process of claim 1 wherein the said catalyst is boron trifluoride and a supported rhodium hydrogenation catalyst.
Claim 14
Dependent Claim
18 words
The process of claim 1 wherein the said catalyst is boron trifluoride and a supported platinum hydrogenation catalyst.
Claim 15
Dependent Claim
12 words
The process of claim 8 wherein the said dioxolane is 2-hexyl-2-methyl-1,3 dioxolane.
References Cited (Backward Citations)
US3277187A
Cited
US3170958A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-05-08 | 1981-11-07 | 1982-05-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-05-08 | 1985-11-07 | 1986-05-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-05-08 | 1989-11-07 | 1990-05-09 | $7700.00 | Window Closed / Lapsed |