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US3954884A
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Method for producing beta hydroxy ethylene glycol ethers
Assignee: Monsanto Co
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Filing: 1972-07-24
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Granted: 1976-05-04
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Expires: 1992-07-24
Abstract
Abstract This invention relates to methods for rapidly producing beta hydroxy ethylene glycol ethers by reacting internal epoxyalkanes with mono or poly ethylene glycols in the presence of critical amounts of acidic catalysts under controlled temperature conditions.
Inventors
- 👤 Roger L. Kidwell
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 11:08
CPC Classifications
C; C08; C08G; C08G65/00; C08G65/02; C08G65/26; C08G65/2642; C08G65/2669; C08G65/2681; C07; C07C; C07C43/00; C07C43/02; C07C43/03; C07C43/04; C07C43/10; C07C43/11
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
177 words
A method of making a beta hydroxy ethylene glycol represented by the formula ##EQU6## wherein x and y are integers from 0 to 16, the sum of x and y being from 8 to 16 and z is an integer from 1 to 5, said process comprising reacting an epoxyalkane represented by the formula ##EQU7## wherein x and y are whole numbers from 0 to 16, the sum of x and y being from 8 to 16 with a glycol represented by the formula HO(CH.sub.2 --CH.sub.2 O).sub.z H ##EQU8## wherein z is an integer from 1 to 5 in the presence of an acidic catalyst represented by the formula wherein R is selected from the group consisting of --OH, alkyl, alkyl--O--, and aryl, the molar ratio of glycol to epoxyalkane being at least 6:1, said catalyst being present in an amount of from 0.0025 equivalents to 0.015 equivalents per mole of epoxyalkane, the reaction being initiated at a temperature of at least 135°C and raised to a temperature of at least 150°C but not greater than 180°C.
Claim 2
Independent Claim
177 words
A method of making a beta hydroxy ethylene glycol represented by the formula ##EQU6## wherein x and y are integers from 0 to 16, the sum of x and y being from 8 to 16 and z is an integer from 1 to 5, said process comprising reacting an epoxyalkane represented by the formula ##EQU7## wherein x and y are whole numbers from 0 to 16, the sum of x and y being from 8 to 16 with a glycol represented by the formula HO(CH.sub.2 --CH.sub.2 O).sub.z H ##EQU8## wherein z is an integer from 1 to 5 in the presence of an acidic catalyst represented by the formula wherein R is selected from the group consisting of --OH, alkyl, alkyl--O--, and aryl, the molar ratio of glycol to epoxyalkane being at least 6:1, said catalyst being present in an amount of from 0.0025 equivalents to 0.015 equivalents per mole of epoxyalkane, the reaction being initiated at a temperature of at least 135°C and raised to a temperature of at least 150°C but not greater than 180°C.
Claim 3
Dependent Claim
17 words
The process of claim 1 wherein the molar ratio of glycol to epoxyalkane is at least 8:1.
Claim 4
Dependent Claim
30 words
The process of claim 1 wherein the reaction is initiated at a temperature of about 150°C and raised to a temperature of at least 165°C but not greater than 170°C.
Claim 5
Dependent Claim
17 words
The process of claim 3 wherein the molar ratio of glycol to epoxyalkane is at least 8:1.
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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) | 1979-05-04 | 1979-11-03 | 1980-05-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-05-04 | 1983-11-03 | 1984-05-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-05-04 | 1987-11-03 | 1988-05-04 | $7700.00 | Window Closed / Lapsed |