US3954849A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of alkenyl sulfonates
Assignee: Ethyl Corp
•
Filing: 1974-12-05
•
Granted: 1976-05-04
•
Expires: 1994-12-05
Abstract
Abstract Treatment of oil-soluble viscous liquid propene or butene polymers having a number average molecular weight of about 250-500 with gaseous sulfur trioxide in falling-film or static reactors yields acidic sulfonation products comprising alkenyl sulfonic acids and polymer sultones. Two-stage neutralization of the sulfonation product with ammonia or sodium hydroxide reduces the sultone content and increases the sulfonate content in the neutralized product.
Inventors
- 👤 Robert E. Karll
- 👤 Dennis G. Petrille
- 👤 Edward W. Heffern
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 17:41
CPC Classifications
C; C07; C07C; C07C303/00; C07C303/42; C07C303/32; C08; C08F; C08F8/00; C08F8/44
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
223 words
The process of neutralizing a sulfonation product mixture comprising alkenyl sulfonic acids wherein the alkenyl moiety is a propene or butene polymer having a number average molecular weight of about 250 to about 500 and sultones of said polymer with ammonia or sodium hydroxide, said sulfonation product mixture obtained by continuously treating a liquid propene or butene polymer having a number average molecular weight of about 250 to about 500 with gaseous sulfur trioxide which process comprises the steps of: first treating at atmospheric pressure said sulfonation product mixture at a temperature in the range of from about 100° to about 170°F with an amount of ammonia or aqueous sodium hydroxide sufficient to neutralize said sulfonic acid and provide a basic mixture comprising ammonium or sodium alkenyl sulfonates and said polymer sultones; and thereafter heating at atmospheric pressure said basic mixture to a temperature in the range of from about 290° to about 340°F to remove any water in said mixture and holding at atmospheric pressure, while maintaining the basicity of said mixture above pH 7, the anhydrous basic mixture at said temperature for a period of time sufficient to reduce the sultone content of said basic mixture and form additional alkenyl sulfonates whereby a liquid neutralized product mixture, substantially free of hydroxy alkyl sulfonates, comprising ammonium or sodium alkenyl sulfonates is obtained.
Claim 2
Dependent Claim
223 words
The process of neutralizing a sulfonation product mixture comprising alkenyl sulfonic acids wherein the alkenyl moiety is a propene or butene polymer having a number average molecular weight of about 250 to about 500 and sultones of said polymer with ammonia or sodium hydroxide, said sulfonation product mixture obtained by continuously treating a liquid propene or butene polymer having a number average molecular weight of about 250 to about 500 with gaseous sulfur trioxide which process comprises the steps of: first treating at atmospheric pressure said sulfonation product mixture at a temperature in the range of from about 100° to about 170°F with an amount of ammonia or aqueous sodium hydroxide sufficient to neutralize said sulfonic acid and provide a basic mixture comprising ammonium or sodium alkenyl sulfonates and said polymer sultones; and thereafter heating at atmospheric pressure said basic mixture to a temperature in the range of from about 290° to about 340°F to remove any water in said mixture and holding at atmospheric pressure, while maintaining the basicity of said mixture above pH 7, the anhydrous basic mixture at said temperature for a period of time sufficient to reduce the sultone content of said basic mixture and form additional alkenyl sulfonates whereby a liquid neutralized product mixture, substantially free of hydroxy alkyl sulfonates, comprising ammonium or sodium alkenyl sulfonates is obtained.
Claim 3
Dependent Claim
12 words
The process of claim 1 wherein said treating agent is sodium hydroxide.
Claim 4
Dependent Claim
12 words
The process of claim 1 wherein said treating agent is anhydrous ammonia.
Claim 5
Dependent Claim
19 words
The process of claim 1 wherein said polymer is polybutene having a number average molecular weight of about 340.
References Cited (Backward Citations)
US3420875A
Cited
US3496225A
Cited
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 |