CA2866348A1 - Electrochemical generation of quaternary ammonium compounds - Google Patents
Electrochemical generation of quaternary ammonium compounds Download PDFInfo
- Publication number
- CA2866348A1 CA2866348A1 CA2866348A CA2866348A CA2866348A1 CA 2866348 A1 CA2866348 A1 CA 2866348A1 CA 2866348 A CA2866348 A CA 2866348A CA 2866348 A CA2866348 A CA 2866348A CA 2866348 A1 CA2866348 A1 CA 2866348A1
- Authority
- CA
- Canada
- Prior art keywords
- solution
- quaternary ammonium
- compound
- hypohalite
- halide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 150000003856 quaternary ammonium compounds Chemical class 0.000 title claims abstract 10
- 238000000034 method Methods 0.000 claims abstract 21
- -1 quaternary ammonium halide salts Chemical class 0.000 claims abstract 14
- 125000001453 quaternary ammonium group Chemical group 0.000 claims abstract 8
- 229910052736 halogen Inorganic materials 0.000 claims abstract 5
- 150000002367 halogens Chemical class 0.000 claims abstract 5
- 239000004094 surface-active agent Substances 0.000 claims abstract 5
- 230000003115 biocidal effect Effects 0.000 claims abstract 3
- 230000002070 germicidal effect Effects 0.000 claims abstract 3
- 239000007921 spray Substances 0.000 claims abstract 3
- 150000004820 halides Chemical class 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims 7
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 6
- 239000007800 oxidant agent Substances 0.000 claims 5
- 230000001590 oxidative effect Effects 0.000 claims 5
- OSVXSBDYLRYLIG-UHFFFAOYSA-N dioxidochlorine(.) Chemical compound O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 claims 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- 239000004155 Chlorine dioxide Substances 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 239000003139 biocide Substances 0.000 claims 2
- 235000019398 chlorine dioxide Nutrition 0.000 claims 2
- 239000003086 colorant Substances 0.000 claims 2
- 239000000645 desinfectant Substances 0.000 claims 2
- 238000005868 electrolysis reaction Methods 0.000 claims 2
- JGJLWPGRMCADHB-UHFFFAOYSA-N hypobromite Chemical compound Br[O-] JGJLWPGRMCADHB-UHFFFAOYSA-N 0.000 claims 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000002304 perfume Substances 0.000 claims 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 claims 1
- 229910001508 alkali metal halide Inorganic materials 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 150000003863 ammonium salts Chemical class 0.000 claims 1
- 239000007844 bleaching agent Substances 0.000 claims 1
- 230000015556 catabolic process Effects 0.000 claims 1
- QBWCMBCROVPCKQ-UHFFFAOYSA-N chlorous acid Chemical class OCl=O QBWCMBCROVPCKQ-UHFFFAOYSA-N 0.000 claims 1
- 238000006731 degradation reaction Methods 0.000 claims 1
- CUILPNURFADTPE-UHFFFAOYSA-N hypobromous acid Chemical compound BrO CUILPNURFADTPE-UHFFFAOYSA-N 0.000 claims 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 claims 1
- AAUNBWYUJICUKP-UHFFFAOYSA-N hypoiodite Chemical compound I[O-] AAUNBWYUJICUKP-UHFFFAOYSA-N 0.000 claims 1
- GEOVEUCEIQCBKH-UHFFFAOYSA-N hypoiodous acid Chemical compound IO GEOVEUCEIQCBKH-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000003825 pressing Methods 0.000 claims 1
- 230000011664 signaling Effects 0.000 claims 1
- 238000004659 sterilization and disinfection Methods 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B1/00—Electrolytic production of inorganic compounds or non-metals
- C25B1/01—Products
- C25B1/24—Halogens or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B1/00—Electrolytic production of inorganic compounds or non-metals
- C25B1/01—Products
- C25B1/24—Halogens or compounds thereof
- C25B1/26—Chlorine; Compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B1/00—Electrolytic production of inorganic compounds or non-metals
- C25B1/01—Products
- C25B1/28—Per-compounds
- C25B1/30—Peroxides
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B11/00—Electrodes; Manufacture thereof not otherwise provided for
- C25B11/02—Electrodes; Manufacture thereof not otherwise provided for characterised by shape or form
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/27—Halogenation
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B9/00—Cells or assemblies of cells; Constructional parts of cells; Assemblies of constructional parts, e.g. electrode-diaphragm assemblies; Process-related cell features
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Inorganic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Water Treatment By Electricity Or Magnetism (AREA)
Abstract
Method and apparatus for electrochemical generation of quaternary ammonium hypohalite salts, which may be combined with the capabilities of free chlorine to form a novel biocidal system. An aqueous solution preferably comprising dissolved quaternary ammonium halide salts is electrolyzed, which converts the halide component of the quaternary ammonium salt to the corresponding halogen. The halogen dissolves in the aqueous solution producing hypohalous acid and hypohalite anion. A combination of one or more quaternary ammonium compounds and a halide salt, surfactant, and/or germicide may be electrolyzed. The solution may be incorporated into a delivery system for example, a spray bottle or hand sanitizer, or as part of a dispensing system whereby quaternary ammonium halide salts absorbed onto wipes can be dispensed as quaternary ammonium hypohalite salts.
Claims (25)
1. A method for producing a solution, the method comprising:
electrolyzing a first solution comprising a quaternary ammonium compound in solution; and producing a second solution comprising a quaternary ammonium hypohalite in solution.
electrolyzing a first solution comprising a quaternary ammonium compound in solution; and producing a second solution comprising a quaternary ammonium hypohalite in solution.
2. The method of claim 1 wherein the quaternary ammonium compound comprises a quaternary ammonium halide.
3. The method of claims 1 or 2 wherein the first solution further comprises a halide salt in solution.
4. The method of claim 3 wherein the halide salt comprises an alkali metal halide salt.
5. The method of claims 1, 2, 3, or 4 wherein the first solution comprises a compound selected from the group consisting of surfactant, organic surfactant, colorant, perfume, disinfectant, germicide, and biocide.
6. The method of any of claims 1-5 or 9 wherein the second solution further comprises an additional oxidant species.
7. The method of claim 6 wherein the additional oxidant species is selected from the group consisting of halide based oxidant, halogen, hydrogen peroxide, ozone, chlorine dioxide, and combinations thereof.
8. The method of claim 6 wherein a combination of the quaternary ammonium hypohalite and the additional oxidant species in the second solution substantially increases the disinfection efficacy of the second solution over an unelectrolyzed solution comprising the quaternary ammonium hypohalite and the additional oxidant species mixed together in solution.
9. The method of any of claims 1-8 wherein the second solution does not substantially comprise a halide salt.
10. A method of producing a solution, the method comprising:
electrolyzing a first solution comprising a first quaternary ammonium compound in solution and a second component; and producing a second solution comprising a second quaternary ammonium compound in solution and a second compound.
electrolyzing a first solution comprising a first quaternary ammonium compound in solution and a second component; and producing a second solution comprising a second quaternary ammonium compound in solution and a second compound.
11. The method of claim 10 wherein the second component comprises ammonia or an ammonium salt and the second compound comprises a haloamine.
12. The method of claim 10 wherein the second component comprises a chlorite salt and the second compound comprises chlorine dioxide.
13. The method of claim 10 wherein the second component comprises dissolved oxygen at a greater concentration than a naturally occurring dissolved oxygen concentration of the first solution and the second compound comprises hydrogen peroxide.
14. The method of claim 13 wherein the electrolyzing step is performed in a divided electrolytic cell and the second quaternary ammonium compound and hydrogen peroxide is produced in the cathodic compartment of the divided electrolytic cell.
15. The method of claim 14 wherein the first solution comprises a quaternary ammonium halide or a halide salt.
16. The method of claim 15 wherein the second solution comprises a quaternary ammonium hypohalite produced in the anodic compartment of the divided electrolytic cell.
17. A device for dispensing the solution produced in any of claims 1-16, the device comprising:
a flow through electrolytic cell comprising an anode and a cathode; and a spray nozzle for dispensing the solution.
a flow through electrolytic cell comprising an anode and a cathode; and a spray nozzle for dispensing the solution.
18. The device of claim 17 comprising a spray bottle configuration, wherein electrolysis of the solution is activated by a user squeezing a trigger.
19. The device of claim 18 wherein electrolysis of the solution is activated by a user moving a lever or a user placing at least one hand under said device.
20. A device for dispensing wipes comprising a solution, the device comprising:
a supply of wipes, said wipes comprising a quaternary ammonium compound;
an anode; and a cathode;
wherein said wipes are disposable between said anode and said cathode, at which time the quaternary ammonium compound is electrolyzed.
a supply of wipes, said wipes comprising a quaternary ammonium compound;
an anode; and a cathode;
wherein said wipes are disposable between said anode and said cathode, at which time the quaternary ammonium compound is electrolyzed.
21. The device of claim 20 wherein said wipes comprise a compound selected from the group consisting of quaternary ammonium halide, halide salt, surfactant, organic surfactant, colorant, perfume, disinfectant, germicide, and biocide.
22. The device of claims 20 or 21 wherein said anode comprises a drum anode and said cathode comprises a drum cathode.
23. The device of claims 20 or 21 wherein said anode and said cathode each comprise a flat plate, said device further comprising a mechanism for pressing a wipe between said anode and said cathode.
24. A method for on demand generation of a quaternary ammonium hypohalite solution, the method comprising:
signaling a desired amount of a first solution comprising a quaternary ammonium hypohalite in solution to be produced;
mixing a second solution comprising a quaternary ammonium compound in solution with a third solution comprising a halogen solution, the amounts of the second solution and third solution corresponding to the desired amount of the third solution;
producing the desired amount of the third solution; and dispensing the desired solution immediately or prior to significant degradation of the third solution.
signaling a desired amount of a first solution comprising a quaternary ammonium hypohalite in solution to be produced;
mixing a second solution comprising a quaternary ammonium compound in solution with a third solution comprising a halogen solution, the amounts of the second solution and third solution corresponding to the desired amount of the third solution;
producing the desired amount of the third solution; and dispensing the desired solution immediately or prior to significant degradation of the third solution.
25. The method of claim 24 wherein the halogen solution comprises a compound selected from the group consisting of bleach, hypochlorous acid, hypobromous acid, hypoiodous acid, hypochlorite, hypobromite, hypoiodite, and hypohalite.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161450735P | 2011-03-09 | 2011-03-09 | |
| US61/450,735 | 2011-03-09 | ||
| PCT/US2012/028316 WO2012122395A2 (en) | 2011-03-09 | 2012-03-08 | Electrochemical generation of quaternary ammonium compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2866348A1 true CA2866348A1 (en) | 2012-09-13 |
Family
ID=46794544
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2866348A Abandoned CA2866348A1 (en) | 2011-03-09 | 2012-03-08 | Electrochemical generation of quaternary ammonium compounds |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20120228149A1 (en) |
| EP (1) | EP2683417A4 (en) |
| JP (1) | JP2014508779A (en) |
| CA (1) | CA2866348A1 (en) |
| SG (1) | SG193364A1 (en) |
| WO (1) | WO2012122395A2 (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2856196C (en) | 2011-12-06 | 2020-09-01 | Masco Corporation Of Indiana | Ozone distribution in a faucet |
| WO2014062673A1 (en) * | 2012-10-15 | 2014-04-24 | M-I L.L.C. | Disinfecting water used in a fracturing operation |
| CN103060836B (en) * | 2013-02-01 | 2016-05-11 | 宋力 | A kind of electrolysis chlorine dioxide compound disinfectant generator |
| WO2016094591A1 (en) | 2014-12-09 | 2016-06-16 | Miox Corporation | Methods for the direct electrolytic production of stable, high concentration aqueous halosulfamate or halosulfonamide solutions |
| JP2018529677A (en) | 2015-09-03 | 2018-10-11 | ジ アドミニストレイターズ オブ ザ チューレン エデュケイショナル ファンド | Compositions and methods for multipurpose disinfecting and sterilizing solutions |
| ES2923899T3 (en) * | 2015-10-06 | 2022-10-03 | De Nora Holdings Us Inc | Electrolytic production of halogen-based disinfectant solutions from water containing halides and ammonia |
| CN108463437B (en) | 2015-12-21 | 2022-07-08 | 德尔塔阀门公司 | Fluid delivery system comprising a disinfection device |
| CN110023745B (en) * | 2016-12-09 | 2022-08-23 | 东北大学 | Robust enzyme-based biosensor and droplet deposition immobilization method |
| AT524127B1 (en) * | 2021-03-01 | 2022-03-15 | Steinklauber Ind & Vermoegensverwaltung Gmbh | Apparatus and method for producing hypochlorous acid by electrolysis |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1806801A (en) * | 1931-05-26 | Teners limited | ||
| US2256958A (en) * | 1939-05-13 | 1941-09-23 | Pittsburgh Plate Glass Co | Quaternary ammonium hypohalites and method of making same |
| IT1113412B (en) * | 1979-02-15 | 1986-01-20 | Oronzio De Nora Impianti | ELECTROLYTIC PROCEDURE AND EQUIPMENT FOR THE PREPARATION OF ALKALINE METAL HYPOALOGENITE |
| GB8919682D0 (en) * | 1989-08-31 | 1989-10-11 | Shell Int Research | Preparation of quaternary ammonium hydroxides |
| US5611938A (en) * | 1995-02-28 | 1997-03-18 | Ashland Inc. | Biocidal blends of quaternary ammonium compounds and chlorine dioxide |
| US7048842B2 (en) * | 2001-06-22 | 2006-05-23 | The Procter & Gamble Company | Electrolysis cell for generating chlorine dioxide |
| JP2002285369A (en) * | 2001-03-23 | 2002-10-03 | Permelec Electrode Ltd | Electrolytic cell for producing hydrogen peroxide solution and hypohalide, and method therefor |
| JP2004130264A (en) * | 2002-10-11 | 2004-04-30 | Kao Corp | Method for producing electrolytic water |
| JP5022704B2 (en) * | 2003-02-21 | 2012-09-12 | ミオックス コーポレーション | Electrolyzer for surface and on-site sterilization |
| GB2409684B (en) * | 2003-12-04 | 2008-07-09 | Medipure Ltd | Liquid medium, its use and methods for its production |
| DE102005004063A1 (en) * | 2005-01-21 | 2006-07-27 | Alfred Kärcher Gmbh & Co. Kg | Method and apparatus for producing an alkali metal hypochlorite solution |
| US20080190763A1 (en) * | 2007-02-10 | 2008-08-14 | Giovanni Del Signore | On site portable electrolytic sodium hypochlorite generator |
| US20090110749A1 (en) * | 2007-10-30 | 2009-04-30 | Medical Management Research, Inc. | Method and apparatus for producing a stabilized antimicrobial non-toxic electrolyzed saline solution exhibiting potential as a therapeutic |
| MX2012011400A (en) * | 2010-04-12 | 2014-04-14 | Georgia Pacific Consumer Prod | Cleaning wipe for use with disinfectants, method of manufacture thereof, and system. |
-
2012
- 2012-03-08 US US13/415,589 patent/US20120228149A1/en not_active Abandoned
- 2012-03-08 JP JP2013557873A patent/JP2014508779A/en active Pending
- 2012-03-08 SG SG2013067582A patent/SG193364A1/en unknown
- 2012-03-08 WO PCT/US2012/028316 patent/WO2012122395A2/en active Application Filing
- 2012-03-08 CA CA2866348A patent/CA2866348A1/en not_active Abandoned
- 2012-03-08 EP EP20120755483 patent/EP2683417A4/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| JP2014508779A (en) | 2014-04-10 |
| EP2683417A4 (en) | 2015-05-13 |
| WO2012122395A3 (en) | 2012-11-01 |
| US20120228149A1 (en) | 2012-09-13 |
| WO2012122395A2 (en) | 2012-09-13 |
| EP2683417A2 (en) | 2014-01-15 |
| SG193364A1 (en) | 2013-10-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |
Effective date: 20180308 |
|
| FZDE | Discontinued |
Effective date: 20180308 |