US4133726A
Expired / Lapsed
US
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Electrolytic flow-cell apparatus and process for effecting sequential electrochemical reaction
Assignee: Monsanto Co
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Filing: 1977-09-23
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Granted: 1979-01-09
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Expires: 1997-09-23
Abstract
Abstract This invention relates to an electrolytic flow-cell apparatus and a process for effecting sequential electrochemical reactions of redoxidative compounds at a porous working electrode. The porous working electrode has a first face and a second and opposite face, at which faces the sequential reactions are effected.
Inventors
- 👤 John H. Wagenknecht
- 👤 Dean G. Laurin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 12:09
CPC Classifications
C; C25; C25B; C25B9/00; C25B9/13; C25B9/15; C25B3/00; C25B3/01; C25B3/07; C25B3/09
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
110 words
A process for effecting sequential electrochemical reactions of redoxidative organic compounds at a porous working electrode having a first face and a second and opposite face, which process comprises: (a) electrolyzing a liquid electrolysis medium containing such redoxidative organic compound, solvent, and supporting electrolyte at the first face of the working electrode, which face is maintained at a selectible electrical potential; (b) effecting the flow of the electrolysis medium through the working electrode; (c) electrolyzing the electrolysis medium at the second and opposite face of the working electrode, which face is independently maintained at a selectible electrical potential; and (d) recovering a sequentially electrolyzed product of such redoxidative organic compound.
Claim 2
Dependent Claim
110 words
A process for effecting sequential electrochemical reactions of redoxidative organic compounds at a porous working electrode having a first face and a second and opposite face, which process comprises: (a) electrolyzing a liquid electrolysis medium containing such redoxidative organic compound, solvent, and supporting electrolyte at the first face of the working electrode, which face is maintained at a selectible electrical potential; (b) effecting the flow of the electrolysis medium through the working electrode; (c) electrolyzing the electrolysis medium at the second and opposite face of the working electrode, which face is independently maintained at a selectible electrical potential; and (d) recovering a sequentially electrolyzed product of such redoxidative organic compound.
Claim 3
Dependent Claim
23 words
The process of claim 1 wherein the concentration of the redoxidative compound is between about 0.01 percent and about 15 percent by weight.
Claim 4
Dependent Claim
11 words
The process of claim 2 wherein the redoxidative compound is nitrobenzene.
Claim 5
Dependent Claim
17 words
The process of claim 3 wherein the nitrobenzene is reduced to N-phenylhydroxylamine, which is oxidized to nitrosobenzene.
Claim 6
Dependent Claim
11 words
The process of claim 2 wherein the redoxidative compound is phenol.
Claim 7
Dependent Claim
17 words
The process of claim 5 wherein the phenol is oxidized to p-benzoquinone, which is reduced to hydroquinone.
Claim 8
Dependent Claim
11 words
The process of claim 2 wherein the redoxidative compound is aniline.
Claim 9
Dependent Claim
17 words
The process of claim 7 wherein the aniline is oxidized to N-phenylquinonedimine, which is reduced to 4-aminodiphenylamine.
Claim 10
Dependent Claim
10 words
The process of claim 1 wherein the solvent is water.
Claim 11
Dependent Claim
10 words
The process of claim 1 wherein the solvent is acetonitrile.
Claim 12
Dependent Claim
23 words
The process of claim 1 wherein the concentration of the supporting electrolyte is between about 1.0 percent and about 15 percent by weight.
Claim 13
Dependent Claim
12 words
The process of claim 11 wherein the supporting electrolyte is sodium acetate.
Claim 14
Dependent Claim
12 words
The process of claim 11 wherein the supporting electrolyte is sulfuric acid.
Claim 15
Dependent Claim
12 words
The process of claim 11 wherein the supporting electrolyte is sodium sulfate.
Claim 16
Dependent Claim
12 words
The process of claim 11 wherein the supporting electrolyte is tetra-n-propylammonium tetrafluoroborate.
Claim 17
Dependent Claim
36 words
The process of claim 1 wherein the electrolysis medium contains an in situ compound capable of being added to the redoxidative compound during the course of the sequential electrochemical reaction to produce an addition product therewith.
Claim 18
Dependent Claim
24 words
The process of claim 16 wherein the redoxidative compound is toluene, the in situ compound is acetonitrile, and the addition product is 2,3-butanedione bis-benzylimine.
Claim 19
Dependent Claim
25 words
The process of claim 16 wherein the redoxidative compound is chloroacetonitrile (chloromethyl cyanide), the in situ compound is 1,3-butadiene, and the addition product is 4,8-dodecadienedinitrile.
Claim 20
Dependent Claim
14 words
The process of claim 1 wherein the working electrode is set at ground potential.
Claim 21
Dependent Claim
65 words
The process of claim 1 wherein the working electrode potential at the first face of the working electrode is sufficient to convert the redoxidative compound into an initial electrochemically generated species, and the working electrode potential at the second and opposite face of the working electrode is sufficient to convert the initial electrochemically generated species into a subsequent electrochemically generated species or the final product.
Claim 22
Dependent Claim
39 words
The process of claim 20 wherein the sequential conversion of the redoxidative compound comprise an initial oxidation at the first face of the working electrode and a subsequent reduction at the second and opposite face of the working electrode.
Claim 23
Dependent Claim
39 words
The process of claim 20 wherein the sequential conversion of the redoxidative compound comprise an initial reduction at the first face of the working electrode and a subsequent oxidation at the second and opposite face of the working electrode.
Claim 24
Dependent Claim
39 words
The process of claim 20 wherein the sequential conversion of the redoxidative compound comprise an initial oxidation at the first face of the working electrode and a subsequent oxidation at the second and opposite face of the working electrode.
Claim 25
Dependent Claim
39 words
The process of claim 20 wherein the sequential conversion of the redoxidative compound comprise an initial reduction at the first face of the working electrode and a subsequent reduction at the second and opposite face of the working electrode.
Claim 26
Dependent Claim
36 words
The process of claim 1 wherein the working electrode potential at the first and second and opposite faces of the working electrode is no more than about +2.0 volts for oxidations and -1.0 volt for reductions.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-01-08 | 1982-07-10 | 1983-01-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-01-08 | 1986-07-10 | 1987-01-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-01-08 | 1990-07-10 | 1991-01-09 | $7700.00 | Window Closed / Lapsed |