US3919103A - Trichloroisocyanuric acid stabilized with hydrated sodium dichloroisocyanurate - Google Patents
Trichloroisocyanuric acid stabilized with hydrated sodium dichloroisocyanurate Download PDFInfo
- Publication number
- US3919103A US3919103A US356350A US35635073A US3919103A US 3919103 A US3919103 A US 3919103A US 356350 A US356350 A US 356350A US 35635073 A US35635073 A US 35635073A US 3919103 A US3919103 A US 3919103A
- Authority
- US
- United States
- Prior art keywords
- trichloroisocyanuric acid
- sodium dichloroisocyanurate
- incomplete
- decomposition
- hydrated sodium
- 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.)
- Expired - Lifetime
Links
- YRIZYWQGELRKNT-UHFFFAOYSA-N 1,3,5-trichloro-1,3,5-triazinane-2,4,6-trione Chemical compound ClN1C(=O)N(Cl)C(=O)N(Cl)C1=O YRIZYWQGELRKNT-UHFFFAOYSA-N 0.000 title claims abstract description 34
- 229950009390 symclosene Drugs 0.000 title claims abstract description 34
- CEJLBZWIKQJOAT-UHFFFAOYSA-N dichloroisocyanuric acid Chemical compound ClN1C(=O)NC(=O)N(Cl)C1=O CEJLBZWIKQJOAT-UHFFFAOYSA-N 0.000 title abstract description 15
- 239000000203 mixture Substances 0.000 claims abstract description 43
- 239000000460 chlorine Substances 0.000 claims abstract description 15
- 239000000126 substance Substances 0.000 claims abstract description 14
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 13
- 239000003381 stabilizer Substances 0.000 claims abstract description 8
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 8
- 229910052708 sodium Inorganic materials 0.000 claims description 8
- 239000011734 sodium Substances 0.000 claims description 8
- -1 sodium dichloroisocyanurate monohydrate Chemical class 0.000 claims description 8
- PYILKOIEIHHYGD-UHFFFAOYSA-M sodium;1,5-dichloro-4,6-dioxo-1,3,5-triazin-2-olate;dihydrate Chemical group O.O.[Na+].[O-]C1=NC(=O)N(Cl)C(=O)N1Cl PYILKOIEIHHYGD-UHFFFAOYSA-M 0.000 claims description 5
- 150000004677 hydrates Chemical class 0.000 claims description 3
- 239000004615 ingredient Substances 0.000 claims description 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 11
- 239000007844 bleaching agent Substances 0.000 abstract description 5
- 244000052616 bacterial pathogen Species 0.000 abstract description 2
- 239000003599 detergent Substances 0.000 abstract description 2
- 238000011012 sanitization Methods 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 238000000354 decomposition reaction Methods 0.000 description 18
- 239000002253 acid Substances 0.000 description 7
- 150000004683 dihydrates Chemical class 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 230000000750 progressive effect Effects 0.000 description 4
- 239000000523 sample Substances 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 3
- 238000002144 chemical decomposition reaction Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- QEHKBHWEUPXBCW-UHFFFAOYSA-N nitrogen trichloride Chemical compound ClN(Cl)Cl QEHKBHWEUPXBCW-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 150000004682 monohydrates Chemical class 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 235000009135 Quercus rubra Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000003517 fume Substances 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910001120 nichrome Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 240000003858 northern red oak Species 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000006069 physical mixture Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- IFIDXBCRSWOUSB-UHFFFAOYSA-N potassium;1,3-dichloro-1,3,5-triazinane-2,4,6-trione Chemical compound [K+].ClN1C(=O)NC(=O)N(Cl)C1=O IFIDXBCRSWOUSB-UHFFFAOYSA-N 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 230000009182 swimming Effects 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/395—Bleaching agents
- C11D3/3955—Organic bleaching agents
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/50—Treatment of water, waste water, or sewage by addition or application of a germicide or by oligodynamic treatment
Definitions
- This invention relates to chlorinated isocyanurates, particularly to blends of hydrated sodium dichloroisocyanurate and trichloroisocyanuric acid.
- chlorinated cyanurie acids and their salts are well known as a source of active chlorine and are widely used in water supplies to prevent the growth of pathogenic bacteria in swimming pools and in detergent and sanitizing compositions.
- chlorinated isocyanurates Of all the chlorinated isocyanurates.
- trichloroisocyanuric acid has the highest chlorine content and accordingly is often the preferred member of the series.
- trichloroisocyanuric acid is susceptible to a peculiar type of chemical instability as manifested by the evolution of noxious nitrogen trichloride fumes in the event the material remains in contact with air. It is generally conceded that moisture in the air is the causative factor in the breakdown since the effect is less severe under desiccated conditions.
- the trichloroisocyanuric acid and hydrated sodium dichloroisocyanurate are blended together in the usual manner of mixing solid 2 materials.
- suitable mixing devices include rotating trays. ribbon blendors. tumblers or other low energy comminuting equipment.
- the mixture may also be compacted under pressure and then ground to the desired particle size for maximum homogeneity.
- the proportion of the two components may vary con siderably. For instance. only a small amount of the hydrated sodium dichloroisocyanurate is required to chemically stabilize the trichloroisocyanuric acid. In general. satisfactory results can be achieved wherein the mixture contains any amount in excess of about li by weight of the hydrated salt.
- compositions of the invention possess greater water solubility than trichloroisocyanuric acid alone.
- the upper range of the hydrate will tend to be a compromise between solubility and chlorine content of the mixture.
- high solubility is required then more of the hydrate will be needed at the expense of available chlorine.
- Those skilled in the art will select the ratio of trichloroisocyanuric acid to hydrated sodium dichloroisocyanurate best suited to their particular needs.
- hydrated sodium dichloroisocyanurate encompasses sodium dichloroisocyanurate monohydrate. having a water of crystallization content of 7% and sodium dichloroisoeyanurate dihydrate having a water of crystallization content of 14% as well as mixtures of the two hydrates.
- the chemically stabilized trichloroisocyanuric acid compositions of the invention are thermally stable. That is to say. the compositions are not subject to the self-sustaining. thermally initiated decomposition peculiar to anhydrous sodium dichloroisocyanurate. the active agent in many dry bleach formulations which are sold commercially. Such thermal stability is exhibited in any ratio of trichloroisocyanuric acid to sodium dichloroisocyanuratc dihydrate.
- Compositions herein containing up to about by weight of sodium dichloroisocyanurate monohydrate are likewise thermally stable as above de scribed. The latter is rather unusual and unexpected since the monohydr ate itself undergoes self-sustaining.
- EXAMPLE 2 Various concentrations of sodium dichloroisocyanurate dihydrateltrichloroisocyanuric acid blends were tested for progressive. thermally initiated decomposition. An l8 gage nichrome wire was embedded in a 25 gram sample. The wire was heated by passing a current through it for several seconds. until the material in contact with the wire decomposed. The current was turned off and the decomposition was observed to determine the tendency for self-propagation.
- compositions containing trichloroisocyanuric acid and sodium dichloroisocyanurate exhibited comparable stability.
- a chlorine dry bleach containing as its essential ingredients trichloroisocyanurie acid and hydrates of so dium dichloroisocyanurate as a chemical stabilizer therefor at least about 1% by weight of the composition.
- composition according to claim l wherein the chemical stabilizer is sodium dichloroisocyanurate monohydrate.
- composition according to claim 1 wherein the chemical stabilizer is sodium dichloroisocyanurate dihydrate.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Hydrology & Water Resources (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Detergent Compositions (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (18)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US356350A US3919103A (en) | 1972-11-24 | 1973-05-02 | Trichloroisocyanuric acid stabilized with hydrated sodium dichloroisocyanurate |
| CA183,491A CA1007808A (en) | 1972-11-24 | 1973-10-16 | Trichloroisocyanuric acid stabilized with hydrated sodium dichloroisocyanurate |
| AU61543/73A AU477101B2 (en) | 1972-11-24 | 1973-10-18 | Trichloroisocyanuric acid stabilized with hydrated sodium dichloroisocyanurate |
| AR250746A AR196461A1 (es) | 1972-11-24 | 1973-10-29 | Blanqueador clorado seco |
| FI3351/73A FI55057C (fi) | 1972-11-24 | 1973-10-30 | Triklorisocyanursyra stabiliserad med hydratiserat natriumdiklorisocyanurat som blekningsmedel |
| NL7314945A NL7314945A (enrdf_load_html_response) | 1972-11-24 | 1973-10-31 | |
| ES420260A ES420260A1 (es) | 1972-11-24 | 1973-11-05 | Procedimiento para la obtencion de composiciones secas de blanqueo. |
| JP48124074A JPS4982591A (enrdf_load_html_response) | 1972-11-24 | 1973-11-06 | |
| IT31307/73A IT1001757B (it) | 1972-11-24 | 1973-11-14 | Composizione a base di acido tri cloroisocianurico stabilizzato con idrati di sodio dicloroisocianurato |
| GB5393473A GB1409385A (en) | 1972-11-24 | 1973-11-21 | Bleaches containing trichloroisocyanuric acid and hydrated sodium dichloroisocyanurate |
| FR7341489A FR2208022B1 (enrdf_load_html_response) | 1972-11-24 | 1973-11-21 | |
| AT976073A AT331759B (de) | 1972-11-24 | 1973-11-21 | Chlorhaltiges trockenbleichmittel |
| DE2358250A DE2358250A1 (de) | 1972-11-24 | 1973-11-22 | Chlorhaltige trockenbleichmittel |
| NO4488/73A NO143110C (no) | 1972-11-24 | 1973-11-23 | Toert klorblekemiddel inneholdende stabilisert triklorisocyanursyre |
| BE138143A BE807771A (fr) | 1972-11-24 | 1973-11-23 | Compositions de blanchiment seches et chlorees |
| CH1654173A CH583775A5 (enrdf_load_html_response) | 1972-11-24 | 1973-11-23 | |
| DK634273AA DK139685B (da) | 1972-11-24 | 1973-11-23 | Chlorholdigt tørt blegemiddel indeholdende en blanding af trichlorisocyanursyre og dichlorisocyanurat. |
| SE7315924A SE412845B (sv) | 1972-11-24 | 1973-11-23 | Stabiliserad torr komposition med blekverkan och goda lagringsegenskaper, vilken sasom blekmedel innehaller triklorisocyanursyra |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30959972A | 1972-11-24 | 1972-11-24 | |
| US356350A US3919103A (en) | 1972-11-24 | 1973-05-02 | Trichloroisocyanuric acid stabilized with hydrated sodium dichloroisocyanurate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3919103A true US3919103A (en) | 1975-11-11 |
Family
ID=26976919
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US356350A Expired - Lifetime US3919103A (en) | 1972-11-24 | 1973-05-02 | Trichloroisocyanuric acid stabilized with hydrated sodium dichloroisocyanurate |
Country Status (18)
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0008475A1 (en) * | 1978-08-21 | 1980-03-05 | Shell Internationale Researchmaatschappij B.V. | A process for preparing peroxide-based bleach media and concentrated bleach compositions for use in carrying out that process |
| DE3212216A1 (de) * | 1981-04-01 | 1982-12-02 | Nissan Chemical Industries, Ltd., Tokyo | Verfahren zum entfernen von pilzen auf haeuten |
| WO2000052126A1 (en) * | 1999-03-01 | 2000-09-08 | Babson Bros. Co. | Compositions and method for cleaning and sanitizing dairy udder cloths |
| WO2011017786A1 (en) * | 2009-08-12 | 2011-02-17 | Multclor Química Imp. E Exp. Ltda. | Oxygenated chlorine for treatment of water and its respective process of obtainment and application |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2649090A1 (en) * | 1989-06-30 | 1991-01-04 | Barvil Sarl | Cartridge for disinfecting water, especially in a swimming pool |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2980622A (en) * | 1956-04-23 | 1961-04-18 | Monsanto Chemicals | Stabilized trichlorocyanuric acid compositions |
| US3035057A (en) * | 1961-09-26 | 1962-05-15 | Monsanto Chemicals | Dichloroisocyanurate process and products |
| US3178372A (en) * | 1960-12-07 | 1965-04-13 | Azote Office Nat Ind | Stabilized trichlorocyanuric acid compositions |
| US3397206A (en) * | 1967-06-28 | 1968-08-13 | Olin Mathieson | Production of chloroisocyanurates |
-
1973
- 1973-05-02 US US356350A patent/US3919103A/en not_active Expired - Lifetime
- 1973-10-16 CA CA183,491A patent/CA1007808A/en not_active Expired
- 1973-10-18 AU AU61543/73A patent/AU477101B2/en not_active Expired
- 1973-10-29 AR AR250746A patent/AR196461A1/es active
- 1973-10-30 FI FI3351/73A patent/FI55057C/fi active
- 1973-10-31 NL NL7314945A patent/NL7314945A/xx not_active Application Discontinuation
- 1973-11-05 ES ES420260A patent/ES420260A1/es not_active Expired
- 1973-11-06 JP JP48124074A patent/JPS4982591A/ja active Pending
- 1973-11-14 IT IT31307/73A patent/IT1001757B/it active
- 1973-11-21 FR FR7341489A patent/FR2208022B1/fr not_active Expired
- 1973-11-21 GB GB5393473A patent/GB1409385A/en not_active Expired
- 1973-11-21 AT AT976073A patent/AT331759B/de not_active IP Right Cessation
- 1973-11-22 DE DE2358250A patent/DE2358250A1/de active Pending
- 1973-11-23 SE SE7315924A patent/SE412845B/xx unknown
- 1973-11-23 CH CH1654173A patent/CH583775A5/xx not_active IP Right Cessation
- 1973-11-23 BE BE138143A patent/BE807771A/xx unknown
- 1973-11-23 DK DK634273AA patent/DK139685B/da unknown
- 1973-11-23 NO NO4488/73A patent/NO143110C/no unknown
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2980622A (en) * | 1956-04-23 | 1961-04-18 | Monsanto Chemicals | Stabilized trichlorocyanuric acid compositions |
| US3178372A (en) * | 1960-12-07 | 1965-04-13 | Azote Office Nat Ind | Stabilized trichlorocyanuric acid compositions |
| US3035057A (en) * | 1961-09-26 | 1962-05-15 | Monsanto Chemicals | Dichloroisocyanurate process and products |
| US3397206A (en) * | 1967-06-28 | 1968-08-13 | Olin Mathieson | Production of chloroisocyanurates |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0008475A1 (en) * | 1978-08-21 | 1980-03-05 | Shell Internationale Researchmaatschappij B.V. | A process for preparing peroxide-based bleach media and concentrated bleach compositions for use in carrying out that process |
| DE3212216A1 (de) * | 1981-04-01 | 1982-12-02 | Nissan Chemical Industries, Ltd., Tokyo | Verfahren zum entfernen von pilzen auf haeuten |
| US4390339A (en) * | 1981-04-01 | 1983-06-28 | Nissan Chemical Industries, Ltd. | Method for removal of fungi formed on hides |
| WO2000052126A1 (en) * | 1999-03-01 | 2000-09-08 | Babson Bros. Co. | Compositions and method for cleaning and sanitizing dairy udder cloths |
| WO2011017786A1 (en) * | 2009-08-12 | 2011-02-17 | Multclor Química Imp. E Exp. Ltda. | Oxygenated chlorine for treatment of water and its respective process of obtainment and application |
Also Published As
| Publication number | Publication date |
|---|---|
| AU477101B2 (en) | 1976-10-14 |
| AT331759B (de) | 1976-08-25 |
| ATA976073A (de) | 1975-12-15 |
| NO143110B (no) | 1980-09-08 |
| ES420260A1 (es) | 1977-01-16 |
| AU6154373A (en) | 1975-04-24 |
| JPS4982591A (enrdf_load_html_response) | 1974-08-08 |
| IT1001757B (it) | 1976-04-30 |
| NO143110C (no) | 1980-12-17 |
| CA1007808A (en) | 1977-04-05 |
| FR2208022A1 (enrdf_load_html_response) | 1974-06-21 |
| DE2358250A1 (de) | 1974-05-30 |
| BE807771A (fr) | 1974-05-24 |
| FI55057C (fi) | 1979-05-10 |
| GB1409385A (en) | 1975-10-08 |
| DK139685B (da) | 1979-03-26 |
| FI55057B (fi) | 1979-01-31 |
| AR196461A1 (es) | 1973-12-27 |
| DK139685C (enrdf_load_html_response) | 1979-09-10 |
| FR2208022B1 (enrdf_load_html_response) | 1977-06-10 |
| NL7314945A (enrdf_load_html_response) | 1974-05-28 |
| SE412845B (sv) | 1980-03-24 |
| CH583775A5 (enrdf_load_html_response) | 1977-01-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AS | Assignment |
Owner name: OLIN CORPORATION, 120 LONG RIDGE ROAD, STAMFORD, C Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNOR:FMC CORPORATION, 2000 MARKET STREET, PHILADELPHIA, PA., A CORP. OF DE.;REEL/FRAME:004467/0590 Effective date: 19850816 |