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US3954849A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of alkenyl sulfonates

Assignee: Ethyl Corp
•
Filing: 1974-12-05
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Granted: 1976-05-04
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Expires: 1994-12-05
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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 17:56
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

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