Patent US3917670A successfully refreshed from Google Patents.
US3917670A
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Carbonylation of organomercurials
Assignee: ExxonMobil Technology and Engineering Co
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Filing: 1972-03-09
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Granted: 1975-11-04
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Expires: 1992-03-09
Abstract
Abstract Carboxylic acids and carboxylic acid esters are prepared by the carbonylation of organomercurials in a solvent comprising either carboxylic acids or alcohols and in the presence of a Group VIII metal catalyst complex.
Inventors
- 👤 Jr William C Baird
- 👤 Ronald L Hartgerink
- 👤 John H Surridge
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 17:24
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/42; B; B01; B01J; B01J31/00; B01J31/16; B01J31/18; B01J31/1845; B01J31/185; B01J31/24; B01J31/2404; B01J2531/00; B01J2531/80; B01J2531/82; B01J2531/822; B01J2531/824
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
150 words
A METOD FOR PREPARING NONHEERSCYCLIC CARBOXYLIC ACID ESTERS, SAID METHOD COMPRISING HE STEPS F REACTING AN ORGANO MERCURY COMPOUND OF THE FORMULA R-HGQ WHEREIN R IS ONE SELECTED FROM THE GROUP CONSISTING OF C1-C30 LINEAR, BRANCHED AND CYCLIC ALKYLS, ALKENYLS, AND ALKYNYLS, AND C6-C18 ARYLS AND BEARS ONE OR MORE SUBSTITUENTS LOCATED AT ANY POSITION ON THE CARBON SKELETON, WHICH SUBSTITUENTS ARE SELECTED FROM THE GROUP CONSISTING OF HALIDE, HYDROXIDE, CARBOXYLATE, CARBOXYL, CARBOALKOXYL, CYANO, AMINO, ACYLAMINO, ALKYLAMINO, ARYLAMINO, NITRO, SULFONATE, CARBONYL ARYL, ALKOXYL, ARYLOXYL, ACYL, AROYL, NITRATE, HYDROSULFIDE, ALKYLSULFIDE, ARYLSULFIDE, AND AZIDE, AND Q IS AN ANION SELECTED FROM THE GROUP CONSISTING OF CHLORIDE, BROMIDE, IODIDE, PERCHLORATE, NITRATE, SULFATE, BISULFATE, HYDROXIDE, ALKOXIDE, ARYLOXIDDE, ACETATE, PROPIONATE, BUTYRATE, PIVALATE, NEOHEXANOATE, BENZOATE, CHLOROACETATE, TRICHLOROACETATE, TRIFLUOROACETATE, METHYL SULFONATE, PHENYL SULFONATE, TRIFLUOROMETHYL SULFONATE WITH CARBON MONOXIDE AND AN ALCOHOL IN THE PRESENCE OF A CATALYST, SAID CATALYST BEING CHARACTERIZED BY ONE OF THE FOLLOWING FORMULAE::
Claim 2
Dependent Claim
150 words
A METOD FOR PREPARING NONHEERSCYCLIC CARBOXYLIC ACID ESTERS, SAID METHOD COMPRISING HE STEPS F REACTING AN ORGANO MERCURY COMPOUND OF THE FORMULA R-HGQ WHEREIN R IS ONE SELECTED FROM THE GROUP CONSISTING OF C1-C30 LINEAR, BRANCHED AND CYCLIC ALKYLS, ALKENYLS, AND ALKYNYLS, AND C6-C18 ARYLS AND BEARS ONE OR MORE SUBSTITUENTS LOCATED AT ANY POSITION ON THE CARBON SKELETON, WHICH SUBSTITUENTS ARE SELECTED FROM THE GROUP CONSISTING OF HALIDE, HYDROXIDE, CARBOXYLATE, CARBOXYL, CARBOALKOXYL, CYANO, AMINO, ACYLAMINO, ALKYLAMINO, ARYLAMINO, NITRO, SULFONATE, CARBONYL ARYL, ALKOXYL, ARYLOXYL, ACYL, AROYL, NITRATE, HYDROSULFIDE, ALKYLSULFIDE, ARYLSULFIDE, AND AZIDE, AND Q IS AN ANION SELECTED FROM THE GROUP CONSISTING OF CHLORIDE, BROMIDE, IODIDE, PERCHLORATE, NITRATE, SULFATE, BISULFATE, HYDROXIDE, ALKOXIDE, ARYLOXIDDE, ACETATE, PROPIONATE, BUTYRATE, PIVALATE, NEOHEXANOATE, BENZOATE, CHLOROACETATE, TRICHLOROACETATE, TRIFLUOROACETATE, METHYL SULFONATE, PHENYL SULFONATE, TRIFLUOROMETHYL SULFONATE WITH CARBON MONOXIDE AND AN ALCOHOL IN THE PRESENCE OF A CATALYST, SAID CATALYST BEING CHARACTERIZED BY ONE OF THE FOLLOWING FORMULAE::
Claim 3
Dependent Claim
42 words
A method accordiNg to claim 1 wherein said organo mercury compound is one selected from the group consisting of vinylmercuric acetate, trifluoroacetoxymercuricarbomethoxybenzene, 4,4''-bis(trifluoroacetoxymercuri)biphenyl, trifluoroacetoxymercuri-p-xylene, acetoxymercuri aniline, acetoxymercuri pseudocumene, acetoxymercuri polystyrene, trifluoroacetoxymercuri dimethyl terephthalate, 2,3-bis(acetoxymercuri)naphthalene, 4-(acetoxymercuri)-1,2-dimethyl benzene, 4-(acetoxymercuri)-1,3-dimethyl benzene, 4,5-bis(acetoxymercuri)-1,2-dimethyl benzene, 4,6-bis(trifluoroacetoxymercuri)-1,3-dimethyl benzene.
Claim 4
Dependent Claim
46 words
A method according to claim 1 wherein the alcohol is represented by R''(OH)n wherein R'' is one selected from the group consisting of primary, secondary and tertiary C1-C30 aliphatic and cycloaliphatic, C3-C20 alkenyl, C3-C20 alkynyl, C6-C20 hydroxy substituted aromatic and n'' ranges from 1 to 6.
Claim 5
Dependent Claim
19 words
A method according to claim 1 wherein the partial pressure of carbon monoxide ranges from 0.01 to 1000 atmospheres.
Claim 6
Dependent Claim
22 words
A method according to claim 1 wherein the temperature ranges from 0* to 500*C. and the pressure ranges from 1 to 1000.
Claim 7
Dependent Claim
28 words
A method according to claim 1 wherein the alcohol is present in an amount ranging from 1 to 1000 moles of alcohol per mole of CO mercurial compound.
Claim 8
Dependent Claim
11 words
A method according to claim 2 wherein a cosolvent is employed.
Claim 9
Dependent Claim
31 words
A method according to claim 5 wherein said cosolvent is one selected from the group consisting of C5-C20 alkanes; C6-C12 aromatic hydrocarbons; halocarbons; esters; nitro compounds; nitriles; carbonates; sulfoxides and sulfones.
Claim 10
Dependent Claim
26 words
A method according to claim 8 wherein the amount of cosolvent ranges from 1 to 500 volume per cent relative to the amount of alcohol present.
Claim 11
Dependent Claim
22 words
A method according to claim 1 further including the step of recycling the metallic mercury produced as a byproduct in said method.
Claim 12
Independent Claim
148 words
A method for preparing nonheterocyclic carboxylic acids, said method comprising the steps of reacting an organo mercury compound of the formula R-HgQ wherein R is one selected from the group consisting of C1-C30 linear, branched and cyclic alkyls, alkenyls, and alkynyls; and C6-C18 aryls and bears one or more substituents located at any position in the carbon skeleton which substituents are selected from the group consisting of halide, hydroxide, carboxylate, carboxyl, carboalkoxyl, cyano, amino, acylamino, alkylamino, arylamino, nitro, sulfonate, carbonyl, aryl alkoxyl, aryloxyl, acyl, aroyl, nitrate, hydrosulfide, alkylsulfide, arylsulfide, and azide; and Q is an anion selected from the group consisting of chloride, bromide, iodide, perchlorate, nitrate, sulfate, bisulfate, hydroxide, alkoxide, aryloxide, acetate, propionate, butyrate, pivalate, neohexanoate, benzoate, chloroacetate, trichloroacetate, trifluoroacetate, methyl sulfonate, phenylsulfonate, trifluoromethyl sulfonate with carbon monoxide and an alcohol in the presence of a catalyst, said catalyst being characterized by one of the following formulae:
Claim 13
Independent Claim
148 words
A method for preparing nonheterocyclic carboxylic acids, said method comprising the steps of reacting an organo mercury compound of the formula R-HgQ wherein R is one selected from the group consisting of C1-C30 linear, branched and cyclic alkyls, alkenyls, and alkynyls; and C6-C18 aryls and bears one or more substituents located at any position in the carbon skeleton which substituents are selected from the group consisting of halide, hydroxide, carboxylate, carboxyl, carboalkoxyl, cyano, amino, acylamino, alkylamino, arylamino, nitro, sulfonate, carbonyl, aryl alkoxyl, aryloxyl, acyl, aroyl, nitrate, hydrosulfide, alkylsulfide, arylsulfide, and azide; and Q is an anion selected from the group consisting of chloride, bromide, iodide, perchlorate, nitrate, sulfate, bisulfate, hydroxide, alkoxide, aryloxide, acetate, propionate, butyrate, pivalate, neohexanoate, benzoate, chloroacetate, trichloroacetate, trifluoroacetate, methyl sulfonate, phenylsulfonate, trifluoromethyl sulfonate with carbon monoxide and an alcohol in the presence of a catalyst, said catalyst being characterized by one of the following formulae:
Claim 14
Dependent Claim
17 words
A method according to claim 11 wherein said carboxylic acid is a C2-C10 low molecular weight acid.
Claim 15
Dependent Claim
22 words
A method according to claim 11 further including the step of recycling the metallic mercury produced as a byproduct in said method.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-11-03 | 1979-05-05 | 1979-11-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-11-03 | 1983-05-05 | 1983-11-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-11-03 | 1987-05-05 | 1987-11-04 | $7700.00 | Window Closed / Lapsed |