US4888447A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for preparing alkoxylated tertiary amines
Assignee: Albemarle Corp
•
Filing: 1988-06-30
•
Granted: 1989-12-19
•
Expires: 2008-06-30
Abstract
Abstract A process is described for selectively preparing alkoxylated tertiary amine compounds, such as aminated ethoxylated amines, at ambient pressure by reacting an oxyalkylated alcohol with a secondary amine in the presence of a reductive amination catalyst at above ambient temperature using, as a reductive amination catalyst, a combination of Raney nickel and molybdenum.
Inventors
- 👤 Kim R. Smith
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 22:18
CPC Classifications
C; C07; C07C; C07C213/00; C07C213/02
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
247 words
A process for selectively preparing at ambient pressure an alkoxylated tertiary amine having the formula: ##STR7## or a mixture of such amines which comprises reacting an oxyalkylated alcohol of the formula: ##STR8## or a mixture of such alcohols, with a secondary amine of the formula HNR 3 R 4 at elevated temperature in the presence of a catalytic quantity of an amination catalyst consisting of a combination of Raney nickel and molybdenum wherein R is a straight or branched chain alkyl group having from 1 to 20 carbon atoms, a cyclic alkyl group having from 5 to 10 carbon atoms, an aryl hydrocarbon group having up to 12 carbon atoms, or an aralkyl or alkaryl hydrocarbon group having up to 18 carbon atoms, R 1 is a single unit or a series of units of the formula: ##STR9## wherein in each unit R 5 is independently selected from the group consisting of hydrogen and a straight or branched chain alkyl group having from 1 to 12 carbon atoms and x is a integer of from 0 to 40, R 2 is hydrogen or a straight or branched chain alkyl group having from 1 to 12 carbon atoms, R 3 and R 4 are each independently selected from the group consisting of straight and branched chain alkyl groups having from 1 to 12 carbon atoms, cyclic alkyl groups having from 5 to 10 carbon atoms, 1 to 4 carbon atom alkyl substituted or unsubstituted benzyl groups and allyl.
Claim 2
Dependent Claim
247 words
A process for selectively preparing at ambient pressure an alkoxylated tertiary amine having the formula: ##STR7## or a mixture of such amines which comprises reacting an oxyalkylated alcohol of the formula: ##STR8## or a mixture of such alcohols, with a secondary amine of the formula HNR 3 R 4 at elevated temperature in the presence of a catalytic quantity of an amination catalyst consisting of a combination of Raney nickel and molybdenum wherein R is a straight or branched chain alkyl group having from 1 to 20 carbon atoms, a cyclic alkyl group having from 5 to 10 carbon atoms, an aryl hydrocarbon group having up to 12 carbon atoms, or an aralkyl or alkaryl hydrocarbon group having up to 18 carbon atoms, R 1 is a single unit or a series of units of the formula: ##STR9## wherein in each unit R 5 is independently selected from the group consisting of hydrogen and a straight or branched chain alkyl group having from 1 to 12 carbon atoms and x is a integer of from 0 to 40, R 2 is hydrogen or a straight or branched chain alkyl group having from 1 to 12 carbon atoms, R 3 and R 4 are each independently selected from the group consisting of straight and branched chain alkyl groups having from 1 to 12 carbon atoms, cyclic alkyl groups having from 5 to 10 carbon atoms, 1 to 4 carbon atom alkyl substituted or unsubstituted benzyl groups and allyl.
Claim 3
Dependent Claim
43 words
A process according to claim 1 wherein R is a straight chain alkyl group having from 8 to 16 carbon atoms, R 1 is a ##STR10## group with x being 7 and R 2 , R 3 and R 4 are methyl groups.
Claim 4
Dependent Claim
12 words
A process according to claim 2 wherein R 1 is a ##STR11##
Claim 5
Dependent Claim
26 words
A process according to claim 1 wherein the process is conducted at a temperature in the range of from about 150° C. to about 350° C.
Claim 6
Dependent Claim
32 words
A process according to claim 1 wherein the amination catalyst is employed in an amount of from about 0.01 to about 50 wt % based on the weight of said oxyalkylated alcohol.
Claim 7
Dependent Claim
28 words
A process according to claim 1 wherein the amination catalyst contains from about 0.1 to about 50 wt % molybdenum based on the total weight of the catalyst.
Claim 8
Dependent Claim
36 words
In a process of producing alkoxylated tertiary amines by reacting an alkoxylated alcohol with a secondary amine, the improvement which comprises conducting the reaction at ambient pressure in the presence of a molybdenum-containing Raney nickel catalyst.
Claim 9
Dependent Claim
36 words
In a process of producing alkoxylated tertiary amines by reacting an alkoxylated alcohol with a secondary amine, the improvement which comprises conducting the reaction at ambient pressure in the presence of a molybdenum-containing Raney nickel catalyst.
Claim 10
Dependent Claim
25 words
A process according to claim 7 wherein the alkoxylated alcohol is an ethoxylated primary alcohol in which the alkanol has up to 20 carbon atoms.
Claim 11
Dependent Claim
30 words
A process according to claim 7 wherein the alkoxylated alcohol is an ethoxylated alcohol in which the alkanol is predominantly a mixture of C 12 and C 14 linear alkanols.
Claim 12
Dependent Claim
18 words
A process according to claim 9 wherein the ethoxylated alkanol has an approximate degree of ethoxylation of 6.5.
Claim 13
Dependent Claim
12 words
A process according to claim 7 wherein the secondary amine is dimethylamine.
Claim 14
Dependent Claim
25 words
A process according to claim 11 wherein the alkoxylated alcohol is an ethoxylated primary alcohol in which the alkanol has up to 20 carbon atoms.
Claim 15
Dependent Claim
30 words
A process according to claim 11 wherein the alkoxylated alcohol is an ethoxylated alcohol in which the alkanol is predominantly a mixture of C 12 and C 14 linear alkanols.
Claim 16
Dependent Claim
18 words
A process according to claim 13 wherein the ethoxylated alkanol has an approximate degree of ethoxylation of 6.5.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-12-18 | 1993-06-19 | 1993-12-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-12-18 | 1997-06-19 | 1997-12-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-12-18 | 2001-06-19 | 2001-12-19 | $7700.00 | Window Closed / Lapsed |