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US4588533A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of preparing acyloxybenzenesulfonic acids and salts thereof

Assignee: Ethyl Corp
•
Filing: 1984-05-18
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Granted: 1986-05-13
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Expires: 2004-05-18
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Abstract

Abstract Alkali metal salts and alkaline earth metal salts of acyloxybenzenesulfonate are prepared by sulfonating an aryl ester of an organic acid with gaseous sulfur trioxide to produce a sulfonation reaction mixture containing acyloxybenzenesulfonic acid, neutralizing the sulfonation reaction mixture with alkali metal hydroxide or alkaline earth metal hydroxide to produce an alkali metal salt or alkaline earth metal salt of an acyloxybenzenesulfonic acid and thereafter recovering from the reaction mixture the acyloxybenzenesulfonic acid salt product thus formed.

Inventors

  • 👤 C. Bernard Berry, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 08:35
CPC Classifications
C; C07; C07C; C07C309/00

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 61 words
A process for making an acyloxybenzene sulfonic acid, said process comprising reacting an aryl ester of an organic acid said ester having the formula: ##STR5## wherein R is a hydrocarbon radical containing up to 30 carbon atoms and is selected from the group consisting of alkyl, alkenyl, cycloalkyl, aryl, arylalkyl and alkaryl with sulfur trioxide to form said acyloxybenzene sulfonic acid.
Claim 2
Dependent Claim 61 words
A process for making an acyloxybenzene sulfonic acid, said process comprising reacting an aryl ester of an organic acid said ester having the formula: ##STR5## wherein R is a hydrocarbon radical containing up to 30 carbon atoms and is selected from the group consisting of alkyl, alkenyl, cycloalkyl, aryl, arylalkyl and alkaryl with sulfur trioxide to form said acyloxybenzene sulfonic acid.
Claim 3
Dependent Claim 11 words
A process of claim 1 wherein R is an alkyl group.
Claim 4
Dependent Claim 14 words
A process of claim 2 wherein said alkyl group contains about 5-11 carbon atoms.
Claim 5
Dependent Claim 15 words
A process of claim 3 wherein said alkyl group is a substantially linear alkyl group.
Claim 6
Dependent Claim 120 words
A process for making an alkali metal or alkaline earth metal salt of an acyloxybenzene sulfonic acid, said process comprising (A) reacting an aryl ester of an organic acid having the formula ##STR6## wherein R is a hydrocarbon radical containing up to 30 carbon atoms and is selected from the group consisting of alkyl, alkenyl, cycloalkyl, aryl, aryalkyl and alkaryl with sulfur trioxide to form an acyloxybenzene sulfonic acid; (B) neutralizing the sulfonic acid groups on said acyloxybenzene sulfonic acid with an alkali metal or alkaline earth metal base selected from oxides, hydroxides, carbonates and acid carbonates to form said alkali metal or alkaline earth metal salt of an acyloxybenzene sulfonic acid; and (C) recovering said acyloxybenzene sulfonic acid salt.
Claim 7
Dependent Claim 120 words
A process for making an alkali metal or alkaline earth metal salt of an acyloxybenzene sulfonic acid, said process comprising (A) reacting an aryl ester of an organic acid having the formula ##STR6## wherein R is a hydrocarbon radical containing up to 30 carbon atoms and is selected from the group consisting of alkyl, alkenyl, cycloalkyl, aryl, aryalkyl and alkaryl with sulfur trioxide to form an acyloxybenzene sulfonic acid; (B) neutralizing the sulfonic acid groups on said acyloxybenzene sulfonic acid with an alkali metal or alkaline earth metal base selected from oxides, hydroxides, carbonates and acid carbonates to form said alkali metal or alkaline earth metal salt of an acyloxybenzene sulfonic acid; and (C) recovering said acyloxybenzene sulfonic acid salt.
Claim 8
Dependent Claim 11 words
A process of claim 5 wherein R is an alkyl group.
Claim 9
Dependent Claim 14 words
A process of claim 6 wherein said alkyl group contains about 5-11 carbon atoms.
Claim 10
Dependent Claim 14 words
A process of claim 7 wherein said alkyl group are substantially linear alkyl groups.
Claim 11
Dependent Claim 24 words
A process of claim 5 wherein the neutralizing of said sulfonic acid group is done using an alkali metal hydroxide, carbonate or acid carbonate.
Claim 12
Dependent Claim 20 words
A process of claim 9 wherein said neutralizing of said sulfonic acid groups is done with an alkali metal hydroxide.
Claim 13
Dependent Claim 24 words
A process of claim 10 wherein said neutralizing of said sulfonic acid groups is done with an aqueous solution of an alkali metal hydroxide.
Claim 14
Dependent Claim 13 words
A process of claim 11 wherein said alkali metal hydroxide is sodium hydroxide.
Claim 15
Dependent Claim 31 words
A process of claim 9 wherein the neutralization of said sulfonic acid groups is done using a solution or slurry of an alkali metal hydroxide or carbonate in a polar solvent.
Claim 16
Dependent Claim 13 words
A process of claim 13 wherein said polar solvent is a lower alcohol.
Claim 17
Dependent Claim 15 words
A process of claim 14 wherein said alcohol is selected from methanol, ethanol and isopropanol.
Claim 18
Dependent Claim 14 words
A process of claim 11 wherein R is an alkyl containing 5-11 carbon atoms.
Claim 19
Dependent Claim 15 words
A process of claim 12 wherein R is an alkyl containing about 5-11 carbon atoms.
Claim 20
Dependent Claim 31 words
A process of claim 9 wherein said neutralizing of said sulfonic acid groups is done using a solution or slurry of an alkali metal hydroxide or carbonate in a polar solvent.
Claim 21
Dependent Claim 13 words
A process of claim 18 wherein said polar solvent is a lower alcohol.
Claim 22
Dependent Claim 14 words
A process of claim 19 wherein said lower alcohol is methanol, ethanol or isopropanol.

References Cited (Backward Citations)

US262728A Cited
US1823815A Cited
US2467206A Cited
GB1563994A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-05-12 1989-11-11 1990-05-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-05-12 1993-11-11 1994-05-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-05-12 1997-11-11 1998-05-13 $7700.00 Window Closed / Lapsed

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