US4544503A
Expired / Lapsed
US
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Process for producing acyloxybenzenesulfonate salts
Assignee: Ethyl Corp
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Filing: 1983-09-01
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Granted: 1985-10-01
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Expires: 2003-09-01
Abstract
Abstract A method of preparing alkali metal salts or alkaline earth metal salts of acyloxybenzenesulfonate by reacting an alkali metal salt or an alkaline earth metal salt of hydroxybenzenesulfonic acid with an organic compound containing olefinic unsaturation and carbon monoxide at elevated temperature and elevated pressure in the presence of a catalytic amount of a metal carbonyl compound and a promoter selected from pyridine, non-ortho-substituted alkylpyridine or mixtures thereof.
Inventors
- 👤 C. Bernard Berry
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 11:56
CPC Classifications
C; C07; C07C; C07C309/00
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
81 words
A method of preparing alkali metal salts or alkaline earth metal salts of acyloxybenzenesulfonate by reacting an alkali metal salt or an alkaline earth metal salt of hydroxybenzenesulfonic acid with an organic compound containing olefinic unsaturation and carbon monoxide under an otherwise inert atmosphere at elevated temperature above about 125° C. and elevated pressure above about 500 psig in the presence of a catalytic amount of a metal carbonyl compound and a promoter selected from pyridine, non-ortho-substituted alkylpyridine or mixtures thereof.
Claim 2
Independent Claim
81 words
A method of preparing alkali metal salts or alkaline earth metal salts of acyloxybenzenesulfonate by reacting an alkali metal salt or an alkaline earth metal salt of hydroxybenzenesulfonic acid with an organic compound containing olefinic unsaturation and carbon monoxide under an otherwise inert atmosphere at elevated temperature above about 125° C. and elevated pressure above about 500 psig in the presence of a catalytic amount of a metal carbonyl compound and a promoter selected from pyridine, non-ortho-substituted alkylpyridine or mixtures thereof.
Claim 3
Dependent Claim
33 words
The method of claim 1, wherein the olefinically unsaturated compound is selected from the group consisting of straight-chain alpha monoolefins, branched alphaolefins and aliphatic terminal diolefins having up to about 40 carbon atoms.
Claim 4
Dependent Claim
27 words
The method of claim 1, wherein the molar ratio of alkali metal salt or alkaline earth metal salt of hydroxybenzenesulfonic acid to olefinic unsaturated compound is 1:1.
Claim 5
Dependent Claim
18 words
The method of claim 1, wherein the metal carbonyl catalyst compound is selected from iron-pentacarbonyl, dicobaltoctacarbonyl or nickel-tetracarbonyl.
Claim 6
Dependent Claim
12 words
The method of claim 4, wherein the metal carbonyl compound is dicobalt-octacarbonyl.
Claim 7
Dependent Claim
12 words
A process of claim 1 wherein said metal carbonyl is iron carbonyl.
Claim 8
Dependent Claim
12 words
A process of claim 1 wherein said metal carbonyl is nickel carbonyl.
Claim 9
Dependent Claim
27 words
A process of claim 1 wherein said metal carbonyl is a cobalt carbonyl and said alkali metal salt or alkaline earth metal salt is a sodium salt.
Claim 10
Dependent Claim
37 words
The method of claim 8, wherein the amount of cobalt carbonyl compound present in the process is from about 1% to about 20% by weight based on the weight of the sodium salt of hydroxybenzenesulfonic acid reactant.
Claim 11
Dependent Claim
29 words
The method of claim 8, wherein the promoter is present in the process is an amount of from about 1-50 moles of promoter per mole of metal carbonyl compound.
Claim 12
Dependent Claim
19 words
The method of claim 8, wherein the non-ortho-substituted alkylpyridine is selected from 3-picoline, 4-picoline, 3,4-dimethylpyridine, 3,5-dimethylpyridine, 3-ethylpyridine and 4-ethylpyridine.
Claim 13
Dependent Claim
23 words
The method of claim 8, wherein the reaction is carried out at a temperature of from about 125° C. to about 200° C.
Claim 14
Dependent Claim
19 words
The method of claim 8, wherein the carbon monoxide pressure is from about 500 psig to about 4000 psig.
Claim 15
Dependent Claim
15 words
The method of claim 8, wherein a liquid solvent medium is present in the process.
Claim 16
Dependent Claim
10 words
The method of claim 14, wherein said solvent is acetonitrile.
Claim 17
Dependent Claim
11 words
The method of claim 14, wherein the solvent is isopropyl alcohol.
Claim 18
Dependent Claim
18 words
The method of claim 8, wherein the product produced by the process is benzenesulfonic acid, 4-hydroxynonanoate, sodium salt.
References Cited (Backward Citations)
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US2467206A
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US2542767A
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US3168553A
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US3507891A
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US3660439A
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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) | 1988-09-30 | 1989-04-01 | 1989-10-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-09-30 | 1993-04-01 | 1993-10-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-09-30 | 1997-04-01 | 1997-10-01 | $7700.00 | Window Closed / Lapsed |