US4874883A
Expired / Lapsed
US
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Process for the production and isolation of monoalkyl phosphoric acid esters
Assignee: Henkel AG and Co KGaA
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Filing: 1988-01-29
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Granted: 1989-10-17
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Expires: 2008-01-29
Abstract
Abstract In the production of monoalkylphosphoric acid esters, at least one fatty alcohol or mixtures of fatty alcohols containing from 8 to 18 carbon atoms and preferably from 12 to 14 carbon atoms in a straight chain is/are reacted with a 0.2 to 2 molar excess of polyphosphoric acid at a temperature of 60° to 130° C.; following an after-reaction time of 120 to 300 minutes at a temperature of 95° to 105° C., the product of this reaction is slowly hydrolyzed at 90° to 100° C. with 0.5 to 1.0 mole water, based on the quantity of phosphorus atoms in the reaction mixture, the hydrolysis product is neutralized to a level of from 40 to 65% and preferably to a level of from 50 to 60%, based onthe acid number, with dilute alkali metal hydroxide, and the two phases formed are separated from one another after a residence time of 30 to 180 minutes at a temperature in the range of from 50° to 95° C.
Inventors
- 👤 Guenter Uphues
- 👤 Uwe Ploog
- 👤 Klaudia Bischof
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 03:46
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
219 words
A process for the production and isolation of monoalkylphosphoric acid esters, comprising the steps of (a) reacting at least one fatty alcohol containing from 8 to 18 carbon atoms with from an about 0.2 to an about 2 molar excess of polyphosphoric acid in an inert solvent having a boiling point in the range of from about 60 to about 140° C. selected from the group consisting of alkanes, aromatics, and cycloalkanes at a temperature of from about 60° to about 130° C.; (b) maintaining the resulting reaction mixture at a temperature of from about 90° to about 130° C. for a period of time of from about 120 to about 300 minutes; (c) hydrolyzing the reaction mixture with from about 0.5 to about 1.0 mole of water, based on the quantity of phosphorus atoms in the reaction mixture, at a temperature of from about 90° to about 100° C. to form a hydrolysis product; (d) neutralizing from about 40 to about 65%, based on acid number, of the hydrolysis product with an alkali metal hydroxide; (e) maintaining the resulting mixture containing the partially neutralized hydrolysis product for a period of from about 30 to about 180 minutes at a temperature of from about 50° to about 95° C. to form two phases; and (f) separating the resulting phases.
Claim 2
Dependent Claim
219 words
A process for the production and isolation of monoalkylphosphoric acid esters, comprising the steps of (a) reacting at least one fatty alcohol containing from 8 to 18 carbon atoms with from an about 0.2 to an about 2 molar excess of polyphosphoric acid in an inert solvent having a boiling point in the range of from about 60 to about 140° C. selected from the group consisting of alkanes, aromatics, and cycloalkanes at a temperature of from about 60° to about 130° C.; (b) maintaining the resulting reaction mixture at a temperature of from about 90° to about 130° C. for a period of time of from about 120 to about 300 minutes; (c) hydrolyzing the reaction mixture with from about 0.5 to about 1.0 mole of water, based on the quantity of phosphorus atoms in the reaction mixture, at a temperature of from about 90° to about 100° C. to form a hydrolysis product; (d) neutralizing from about 40 to about 65%, based on acid number, of the hydrolysis product with an alkali metal hydroxide; (e) maintaining the resulting mixture containing the partially neutralized hydrolysis product for a period of from about 30 to about 180 minutes at a temperature of from about 50° to about 95° C. to form two phases; and (f) separating the resulting phases.
Claim 3
Dependent Claim
27 words
The process of claim 1 wherein in step (a) the at least one fatty alcohol is a straight chain alcohol containing from 12 to 14 carbon atoms.
Claim 4
Dependent Claim
45 words
The process of claim 1 wherein in step (a) the at least one fatty alcohol is selected from the group consisting of octyl alcohol, nonyl alcohol, decyl alcohol, undecyl alcohol, dodecyl alcohol, tridecyl alcohol, tetradecyl alcohol, pentadecyl alcohol, hexadecyl alcohol, octadecyl alcohol and octadecenyl alcohol.
Claim 5
Dependent Claim
19 words
The process of claim 1 wherein in step (d) the percent neutralization is from about 50 to about 60%.
Claim 6
Dependent Claim
24 words
The process of claim 1 wherein in step (d) the alkali metal hydroxide is from about 10 to about 60% by weight NaOH solution.
Claim 7
Dependent Claim
21 words
The process of claim 5 wherein in step (d) from about 30 to about 50% by weight NaOH solution is employed.
Claim 8
Dependent Claim
13 words
The process of claim 1 wherein in step (d) solid NaOH is employed.
Claim 9
Dependent Claim
46 words
The process of claim 1 wherein prior to step (d) unreacted fatty alcohol is removed from the reaction mixture by the use of steam at a temperature of from about 80° to about 120° C. and a pressure of from about 0.1 to about 20 mbar.
Claim 10
Dependent Claim
26 words
The process of claim 1 wherein prior to step (d) both the solvent and unreacted fatty alcohol are removed from the reaction mixture from step (c).
Claim 11
Dependent Claim
19 words
The process of claim 1 wherein in step (a) the at least one fatty alcohol is a saturated alcohol.
References Cited (Backward Citations)
GB1475109A
Cited
US4670575A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-10-16 | 1993-04-17 | 1993-10-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-10-16 | 1997-04-17 | 1997-10-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-10-16 | 2001-04-17 | 2001-10-17 | $7700.00 | Window Closed / Lapsed |