US4308402A
Expired / Lapsed
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Process for methyl-capped alkoxylates
Assignee: Shell USA Inc
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Filing: 1979-11-20
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Granted: 1981-12-29
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Expires: 1999-11-20
Abstract
Abstract A terminal -CH2OH moiety is selectively cleaved from an alkoxyalkanol at elevated temperatures, in the optional presence of water, over a catalytically effective amount of heterogeneous nickel.
Inventors
- 👤 Charles L. Edwards
- 👤 Andrea Sanders
- 👤 Lynn H. Slaugh
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 10:24
CPC Classifications
C; C07; C07C; C07C41/00; C07C41/01; C07C41/18
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
169 words
In a process for cleaving a terminal --CH 2 OH moiety from alkoxyalkanols which comprises reacting an alkoxyalkanol of the formula: RO(CH.sub.2 CHR'O).sub.n CH.sub.2 CH.sub.2 OH wherein n is an integer from 1 to 12, R is an alkyl group and R' is hydrogen or methyl with the proviso that when n is an integer of greater than 1, R' may represent mixtures of hydrogen and methyl, at a temperature of from about 150° to about 270° C. in the presence of a catalytically effective amount of a nickel-containing compound deposited on an inert refractory support, thereby affording a methyl-capped alkoxylate of the formula: RO(CH.sub.2 CHR'O).sub.n CH.sub.3 wherein n, R and R' have the same meanings as above, the improvement which comprises reacting an alkoxyalkanol in which the alkyl group R has 9 to 22 carbon atoms, in the presence of a catalytically effective amount of a reduced nickel-containing compound deposited on an inert refractory support having a surface area of from 9 to 160 square meters per gram.
Claim 2
Dependent Claim
169 words
In a process for cleaving a terminal --CH 2 OH moiety from alkoxyalkanols which comprises reacting an alkoxyalkanol of the formula: RO(CH.sub.2 CHR'O).sub.n CH.sub.2 CH.sub.2 OH wherein n is an integer from 1 to 12, R is an alkyl group and R' is hydrogen or methyl with the proviso that when n is an integer of greater than 1, R' may represent mixtures of hydrogen and methyl, at a temperature of from about 150° to about 270° C. in the presence of a catalytically effective amount of a nickel-containing compound deposited on an inert refractory support, thereby affording a methyl-capped alkoxylate of the formula: RO(CH.sub.2 CHR'O).sub.n CH.sub.3 wherein n, R and R' have the same meanings as above, the improvement which comprises reacting an alkoxyalkanol in which the alkyl group R has 9 to 22 carbon atoms, in the presence of a catalytically effective amount of a reduced nickel-containing compound deposited on an inert refractory support having a surface area of from 9 to 160 square meters per gram.
Claim 3
Dependent Claim
19 words
The process according to claim 1, wherein substantially all of the nickel present is in its reduced (metallic) form.
Claim 4
Dependent Claim
25 words
The process according to claim 1, wherein R is alkyl of 12 to 15 carbon atoms and n is an integer from 3 to 6.
Claim 5
Dependent Claim
34 words
The process according to claim 3, wherein said catalyst comprises 60 to 70 weight-percent of nickel deposited on an inert refractory support with a surface area of 115 to 135 square meters per gram.
Claim 6
Dependent Claim
14 words
The process according to claim 1, wherein said nickel containing compound is nickel nitrate.
Claim 7
Dependent Claim
14 words
The process according to claim 1, wherein the catalyst additionally contains zinc and chromium.
Claim 8
Dependent Claim
34 words
The process according to claim 1, wherein the reaction is additionally carried out in the presence of a hydrogen flow sufficient to stabilize the catalyst and maintain the nickel in its reduced (metallic) form.
Claim 9
Dependent Claim
13 words
The process according to claim 1, wherein the inert refractory support comprises alumina.
Claim 10
Dependent Claim
185 words
In a process for cleaving a terminal --CH 2 OH moiety from alkoxyalkanols which comprises reacting an alkoxyalkanol of the formula: RO(CH.sub.2 CHR'O).sub.n CH.sub.2 CH.sub.2 OH wherein N is an integer from 1 to 12, R is an alkyl group and R' is hydrogen or methyl with the proviso that when n is an integer of greater than 1, R' may represent mixtures of hydrogen and methyl, at a temperature of from about 150° to about 270° C., in the presence of a catalytically effective amount of a nickel-containing compound deposited on an inert refractory support, thereby affording a methyl-capped alkoxylate of the formula: RO(CH.sub.2 CHR'O).sub.n CH.sub.3 wherein n, R and R' have the same meanings as above, the improvement which comprises reacting an alkoxyalkanol in which the alkyl group R has 9 to 22 carbon atoms, in the presence of up to about 50% water by volume in the reactant feed and in the presence of a catalytically effective amount of a reduced nickel-containing compound deposed on an inert refractory support having a surface area of from 9 to 160 square meters per gram.
Claim 11
Dependent Claim
185 words
In a process for cleaving a terminal --CH 2 OH moiety from alkoxyalkanols which comprises reacting an alkoxyalkanol of the formula: RO(CH.sub.2 CHR'O).sub.n CH.sub.2 CH.sub.2 OH wherein N is an integer from 1 to 12, R is an alkyl group and R' is hydrogen or methyl with the proviso that when n is an integer of greater than 1, R' may represent mixtures of hydrogen and methyl, at a temperature of from about 150° to about 270° C., in the presence of a catalytically effective amount of a nickel-containing compound deposited on an inert refractory support, thereby affording a methyl-capped alkoxylate of the formula: RO(CH.sub.2 CHR'O).sub.n CH.sub.3 wherein n, R and R' have the same meanings as above, the improvement which comprises reacting an alkoxyalkanol in which the alkyl group R has 9 to 22 carbon atoms, in the presence of up to about 50% water by volume in the reactant feed and in the presence of a catalytically effective amount of a reduced nickel-containing compound deposed on an inert refractory support having a surface area of from 9 to 160 square meters per gram.
Claim 12
Dependent Claim
19 words
The process according to claim 9, wherein substantially all of the nickel present is in its reduced (metallic) form.
Claim 13
Dependent Claim
53 words
The process according to claim 10, wherein R is alkyl of 12 to 15 carbon atoms, n is an integer of from 3 to 6 and said catalyst comprises 60 to 70 weight-percent of nickel deposited on an inert refractory support with a surface area of 115 to 135 square meters per gram.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-12-28 | 1985-06-29 | 1985-12-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-12-28 | 1989-06-29 | 1989-12-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-12-28 | 1993-06-29 | 1993-12-29 | $7700.00 | Window Closed / Lapsed |