US4239699A
Expired / Lapsed
US
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Sulfonamidophenols, metal complexes thereof, and solutions containing such compounds for use in extraction of metal values
Assignee: Henkel Corp
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Filing: 1978-05-24
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Granted: 1980-12-16
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Expires: 1998-05-24
Abstract
Abstract Certain sulfonamidophenols, metal complexes thereof and solutions of said compounds in essentially water-immiscible, liquid hydrocarbon solvents are disclosed. The sulfonamidophenols have the structural formula: <IMAGE> wherein R1, R2, R3 and R4 are as defined in the specification and claims hereof. Particular metal values are recovered from their aqueous solutions by using sulfonamidophenols dissolved in essentially water-immiscible liquid hydrocarbon solvents. The extraction process involves contacting the metal value containing aqueous solution with the solution of sulfonamidophenol in essentially water-immiscible liquid hydrocarbon solvent and stripping the metal values from the loaded organic phase.
Inventors
- 👤 Kenneth D. MacKay
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 15:37
CPC Classifications
C; C01; C01G; C01G9/00; C01G9/003; C01G3/00; C01G3/003; C01G53/00; C01G53/01; C22; C22B; C22B3/00; C22B3/20; C22B3/26; C22B3/34; Y; Y02; Y02P; Y02P10/00; Y02P10/20
Claims Analysis
Total Claims: 35
Claim 1
Independent Claim
117 words
Compounds of the structure: ##STR3## wherein R 1 and R 2 , which may be the same or different, are selected from the group consisting of hydrogen, linear and branched chain alkyl and alkenyl containing from 1 to 20 carbon atoms, halogen, nitro, cyano, trifluoromethyl and methylsulfonyl, with the proviso that both R 1 and R 2 are not alkyl, and R 3 and R 4 , which may be the same or different, are selected from the group consisting of hydrogen and linear and branched chain alkyl and alkenyl containing from 1 to 20 carbon atoms, said compounds being further characterized as having solubilities of at least 2% by weight in essentially water-immiscible liquid hydrocarbon solvents.
Claim 2
Dependent Claim
117 words
Compounds of the structure: ##STR3## wherein R 1 and R 2 , which may be the same or different, are selected from the group consisting of hydrogen, linear and branched chain alkyl and alkenyl containing from 1 to 20 carbon atoms, halogen, nitro, cyano, trifluoromethyl and methylsulfonyl, with the proviso that both R 1 and R 2 are not alkyl, and R 3 and R 4 , which may be the same or different, are selected from the group consisting of hydrogen and linear and branched chain alkyl and alkenyl containing from 1 to 20 carbon atoms, said compounds being further characterized as having solubilities of at least 2% by weight in essentially water-immiscible liquid hydrocarbon solvents.
Claim 3
Dependent Claim
26 words
The compounds of claim 1, wherein the substituents represented by R 1 , R 2 , R 3 and R 4 are on non-adjacent carbon atoms.
Claim 4
Dependent Claim
22 words
The compounds of claim 1, wherein the sum of the carbon atoms in the alkkyl and alkenyl substituents is at least 8.
Claim 5
Dependent Claim
15 words
The compounds of claim 1, wherein one of R 1 and R 2 is dodecyl.
Claim 6
Dependent Claim
20 words
The compounds of claim 1, wherein said linear and branched chain alkyl and alkenyl contain at least 8 carbon atoms.
Claim 7
Dependent Claim
13 words
The compounds of claim 5, wherein said alkyl and alkenyl are branched chain.
Claim 8
Dependent Claim
28 words
The compounds of claim 1, wherein at least one of R 3 and R 4 is a linear or branched chain alkyl containing at least 8 carbon atoms.
Claim 9
Dependent Claim
11 words
The compounds of claim 7, wherein said alkyl is branched chain.
Claim 10
Dependent Claim
15 words
The compounds of claim 7, wherein one of R 3 and R 4 is dodecyl.
Claim 11
Dependent Claim
15 words
The compounds of claim 7, wherein one of R 3 and R 4 is decyl.
Claim 12
Dependent Claim
15 words
The compounds of claim 1, wherein one of R 3 and R 4 is methyl.
Claim 13
Dependent Claim
17 words
The compounds of claim 1, wherein at least one of R 1 and R 2 is halogen.
Claim 14
Dependent Claim
10 words
The compounds of claim 12, wherein said halogen is chloro.
Claim 15
Dependent Claim
20 words
The compounds of claim 1, wherein one of R 3 and R 4 is decyl and the other is methyl.
Claim 16
Dependent Claim
1 words
2-decylmethylbenzenesulfonamido-4,6-dichlorophenol.
Claim 17
Dependent Claim
1 words
2-decylmethylbenzenesulfonamido-4,6-dichlorophenol.
Claim 18
Dependent Claim
65 words
The compounds of claim 1, characterized as having solubilities of at least 2% by weight in essentially water-immiscible liquid hydrocarbon solvents selected from the group consisting of aliphatic and aromatic hydrocarbons and mixtures thereof having flash points of at least 150° F. and further characterized in that the Cu++ complexes thereof also have solubilities of at least 2% by weight in said liquid hydrocarbon solvents.
Claim 19
Dependent Claim
130 words
A composition of matter consisting essentially of a solution of sulfonamidophenol in an essentially water-immiscible liquid hydrocarbon solvent, said solution containing at least 2% by weight of said sulonamidophenol, said sulfonamidophenol being selected from compounds of structure: ##STR4## wherein R 1 and R 2 , which may be the same or different, are selected from the group consisting of hydrogen, linear and branched chain alkyl and alkenyl containing from 1 to 20 carbon atoms, halogen, nitro, cyano, trifluoromethyl, and methylsulfonyl, with the proviso that both R 1 and R 2 are not alkyl and R 3 and R 4 , which may be the same or different, are selected from the group consisting of hydrogen and linear and branched chain alkyl and alkenyl containing from 1 to 20 carbon atoms.
Claim 20
Dependent Claim
130 words
A composition of matter consisting essentially of a solution of sulfonamidophenol in an essentially water-immiscible liquid hydrocarbon solvent, said solution containing at least 2% by weight of said sulonamidophenol, said sulfonamidophenol being selected from compounds of structure: ##STR4## wherein R 1 and R 2 , which may be the same or different, are selected from the group consisting of hydrogen, linear and branched chain alkyl and alkenyl containing from 1 to 20 carbon atoms, halogen, nitro, cyano, trifluoromethyl, and methylsulfonyl, with the proviso that both R 1 and R 2 are not alkyl and R 3 and R 4 , which may be the same or different, are selected from the group consisting of hydrogen and linear and branched chain alkyl and alkenyl containing from 1 to 20 carbon atoms.
Claim 21
Dependent Claim
54 words
The composition of claim 17, wherein said solvent is selected from the group consisting of aliphatic and aromatic hydrocarbons and mixtures thereof, having flash points of at least 150° F. and further characterized in that the Cu ++ complexes of the sulfonamidophenol have a solubility in said solvent of at least 2% by weight.
Claim 22
Dependent Claim
23 words
The composition of claim 17, wherein said solvent is selected from the group consisting of aliphatic and aromatic kerosenes, benzene, toluene and xylene.
Claim 23
Dependent Claim
20 words
The composition of claim 17, wherein said sulfonamidophenol is present in an amount of about 2 to 75% by weight.
Claim 24
Dependent Claim
15 words
The composition of claim 17, wherein one of R 1 and R 2 is dodecyl.
Claim 25
Dependent Claim
20 words
The composition of claim 17, wherein said linear and branched chain alkyl and alkenyl contain at least 8 carbon atoms.
Claim 26
Dependent Claim
13 words
The composition of claim 22, wherein said alkyl and alkenyl are branched chain.
Claim 27
Dependent Claim
28 words
The composition of claim 17, wherein at least one of R 3 and R 4 is a linear or branched chain alkyl containing at least 8 carbon atoms.
Claim 28
Dependent Claim
11 words
The composition of claim 24, wherein said alkyl is branched chain.
Claim 29
Dependent Claim
15 words
The composition of claim 26, wherein one of R 3 and R 4 is dodecyl.
Claim 30
Dependent Claim
15 words
The composition of claim 24, wherein one of R 3 and R 4 is decyl.
Claim 31
Dependent Claim
15 words
The composition of claim 17, wherein one of R 3 and R 4 is methyl.
Claim 32
Dependent Claim
17 words
The composition of claim 17, wherein at least one of R 1 and R 2 is halogen.
Claim 33
Dependent Claim
10 words
The composition of claim 29, wherein said halogen is chloro.
Claim 34
Dependent Claim
20 words
The composition of claim 17, wherein one of R 3 and R 4 is decyl and the other is methyl.
Claim 35
Dependent Claim
10 words
The composition of claim 17, wherein said sulfonamidophenol is 2-decylmethylbenzenesulfonamido-4,6-dichlorophenol.
References Cited (Backward Citations)
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US3818078A
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US3928355A
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US3954936A
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US4013621A
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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) | 1983-12-16 | 1984-06-16 | 1984-12-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-12-16 | 1988-06-16 | 1988-12-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-12-16 | 1992-06-16 | 1992-12-16 | $7700.00 | Window Closed / Lapsed |