US4465858A
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Procedure for the partial alkoxylation of polyoxyalkyleneamines
Assignee: Huntsman Corp
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Filing: 1983-07-20
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Granted: 1984-08-14
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Expires: 2003-07-20
Abstract
Abstract A non-catalytic procedure for reacting polyoxyalkyleneamines with alkylene oxides in the presence of 5 to 15 wt. % water is described. With this inventive procedure the addition of the oxides may be done quickly and at the surprisingly low temperature of between 75° and 85° C. The proportion of tertiary amine in the resulting product is less than 90%, indicating partial alkoxylation. This technique is particularly suitable for propoxylation which is difficult to achieve by conventional means.
Inventors
- 👤 Michael Cuscurida
- 👤 Howard P. Klein
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 03:50
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/48; C08G18/50; C08G18/5021; C08G65/00; C08G65/02; C08G65/26; C08G65/2618; C08G65/2621; C08G65/2624; C08G2120/00
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
123 words
A method for partially alkoxylating polyoxyalkyleneamines comprising a. adding at least one alkylene oxide to an aqueous polyoxyalkyleneamine where (1) the alkylene oxide has from 2 to 4 carbon atoms, (2) the polyoxyalkyleneamine has a molecular weight of from 200 to 5,000, (3) the proportion of water ranges from 5 to 15 wt.% based on the polyoxyalkyleneamine quantity, and (4) the addition is conducted at a temperature between about 75° and 85° C., and (5) the proportion of alkylene oxide is less than that necessary to totally alkoxylate the polyoxyalkyleneamine, and b. digesting the mixture of oxide and polyoxyalkyleneamine at a temperature between 75° C. and 135° C. to give an alkoxylated polyoxyalkyleneamine product having a tertiary amine content of less than 90%.
Claim 2
Independent Claim
123 words
A method for partially alkoxylating polyoxyalkyleneamines comprising a. adding at least one alkylene oxide to an aqueous polyoxyalkyleneamine where (1) the alkylene oxide has from 2 to 4 carbon atoms, (2) the polyoxyalkyleneamine has a molecular weight of from 200 to 5,000, (3) the proportion of water ranges from 5 to 15 wt.% based on the polyoxyalkyleneamine quantity, and (4) the addition is conducted at a temperature between about 75° and 85° C., and (5) the proportion of alkylene oxide is less than that necessary to totally alkoxylate the polyoxyalkyleneamine, and b. digesting the mixture of oxide and polyoxyalkyleneamine at a temperature between 75° C. and 135° C. to give an alkoxylated polyoxyalkyleneamine product having a tertiary amine content of less than 90%.
Claim 3
Dependent Claim
22 words
The method of claim 1 in which the polyoxyalkyleneamine reactant is selected from the group consisting of polyoxypropylene diamines and polyoxypropylene triamines.
Claim 4
Dependent Claim
58 words
The method of claim 1 in which the polyoxyalkyleneamine reactant is selected from the group having the formulas ##STR3## where each R can independently be hydrogen or a lower alkyl group of 1 to 4 carbon atoms, x can range from 1 to 50 and the sum of x, y and z can range from 5.3 to 84.
Claim 5
Dependent Claim
24 words
The method of claim 1 in which the alkylene oxide is chosen from the group consisting of propylene oxide, ethylene oxide and mixtures thereof.
Claim 6
Dependent Claim
25 words
The method of claim 1 in which the addition step of alkylene oxide to the aqueous polyoxyalkyleneamine is completed in less than half an hour.
Claim 7
Independent Claim
147 words
A method for partially alkoxylating polyoxyalkyleneamines comprising a. adding an alkylene oxide component to an aqueous polyoxyalkyleneamine where (1) the alkylene oxide component is selected from the group consisting of propylene oxide and a mixture of propylene oxide and ethylene oxide, (2) the polyoxyalkyleneamine has a molecular weight of from 200 to 5,000 and is selected from the group consisting of polyoxypropylene diamines and polyoxypropylene triamines, (3) the proportion of water ranges from 5 to 15 wt.% based on the polyoxyalkyleneamine quantity, and (4) the addition is conducted at a temperature between 75° and 85° C., and (5) the proportion of alkylene oxide component is less than that necessary to totally alkoxylate the polyoxyalkyleneamine, and b. digesting the mixture of oxide component and polyoxyalkyleneamine at a temperature between about 75° to 135° C. to give an alkoxylated polyoxyalkyleneamine product having a tertiary amine content less than 90%.
Claim 8
Independent Claim
147 words
A method for partially alkoxylating polyoxyalkyleneamines comprising a. adding an alkylene oxide component to an aqueous polyoxyalkyleneamine where (1) the alkylene oxide component is selected from the group consisting of propylene oxide and a mixture of propylene oxide and ethylene oxide, (2) the polyoxyalkyleneamine has a molecular weight of from 200 to 5,000 and is selected from the group consisting of polyoxypropylene diamines and polyoxypropylene triamines, (3) the proportion of water ranges from 5 to 15 wt.% based on the polyoxyalkyleneamine quantity, and (4) the addition is conducted at a temperature between 75° and 85° C., and (5) the proportion of alkylene oxide component is less than that necessary to totally alkoxylate the polyoxyalkyleneamine, and b. digesting the mixture of oxide component and polyoxyalkyleneamine at a temperature between about 75° to 135° C. to give an alkoxylated polyoxyalkyleneamine product having a tertiary amine content less than 90%.
Claim 9
Dependent Claim
58 words
The method of claim 6 in which the polyoxyalkyleneamine reactant is selected from the group having the formulas ##STR4## where each R can independently be hydrogen or a lower alkyl group of 1 to 4 carbon atoms, x can range from 1 to 50 and the sum of x, y and z can range from 5.3 to 84.
Claim 10
Dependent Claim
21 words
The method of claim 6 in which the alkylene oxide component addition step is completed in less than half an hour.
Claim 11
Independent Claim
140 words
A method for partially alkoxylating polyoxyalkyleneamines comprising a. adding ethylene oxide to an aqueous polyoxyalkyleneamine where (1) the polyoxyalkyleneamine has a molecular weight of from 200 to 5,000, (2) the proportion of water ranges from 5 to 15 wt.% based on the polyoxyalkyleneamine quantity, (3) the addition is conducted at a temperature between 75° and 85° C., and (4) the amount of ethylene oxide is about 0.25 to 10 wt.% of the total alkoxide proportion, b. subsequently adding propylene oxide to the reactant mixture under identical conditions as in step a., where the total amount of alkylene oxide proportion is less than that necessary to totally alkoxylate the polyoxyalkyleneamine, and c. digesting the mixture of reactants at a temperature between 75° C. and 135° C. to give an alkoxylated polyoxyalkyleneamine product having a tertiary content of from 90 to 100%.
Claim 12
Independent Claim
140 words
A method for partially alkoxylating polyoxyalkyleneamines comprising a. adding ethylene oxide to an aqueous polyoxyalkyleneamine where (1) the polyoxyalkyleneamine has a molecular weight of from 200 to 5,000, (2) the proportion of water ranges from 5 to 15 wt.% based on the polyoxyalkyleneamine quantity, (3) the addition is conducted at a temperature between 75° and 85° C., and (4) the amount of ethylene oxide is about 0.25 to 10 wt.% of the total alkoxide proportion, b. subsequently adding propylene oxide to the reactant mixture under identical conditions as in step a., where the total amount of alkylene oxide proportion is less than that necessary to totally alkoxylate the polyoxyalkyleneamine, and c. digesting the mixture of reactants at a temperature between 75° C. and 135° C. to give an alkoxylated polyoxyalkyleneamine product having a tertiary content of from 90 to 100%.
Claim 13
Dependent Claim
22 words
The method of claim 9 in which the polyoxyalkyleneamine reactant is selected from the group consisting of polyoxypropylene diamines and polyoxypropylene triamines.
Claim 14
Dependent Claim
58 words
The method of claim 9 in which the polyoxyalkyleneamine reactant is selected from the group having the formulas ##STR5## where each R can independently be hydrogen or a lower alkyl group of 1 to 4 carbon atoms, x can range from 1 to 50 and the sum of x, y and z can range from 5.3 to 84.
Claim 15
Dependent Claim
22 words
The method of claim 9 in which the addition steps a. and b. are each completed in less than half an hour.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-08-14 | 1988-02-13 | 1988-08-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-08-14 | 1992-02-13 | 1992-08-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-08-14 | 1996-02-13 | 1996-08-14 | $7700.00 | Window Closed / Lapsed |