EP0186386A2 - Flüssiges Hypochlorit-Bleichmittel, enthaltend optische Aufheller, gelöst in Aminoxid - Google Patents
Flüssiges Hypochlorit-Bleichmittel, enthaltend optische Aufheller, gelöst in Aminoxid Download PDFInfo
- Publication number
- EP0186386A2 EP0186386A2 EP85309028A EP85309028A EP0186386A2 EP 0186386 A2 EP0186386 A2 EP 0186386A2 EP 85309028 A EP85309028 A EP 85309028A EP 85309028 A EP85309028 A EP 85309028A EP 0186386 A2 EP0186386 A2 EP 0186386A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- amine oxide
- brightener
- optical brightener
- composition
- sodium hypochlorite
- 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.)
- Granted
Links
- 230000003287 optical effect Effects 0.000 title claims abstract description 23
- 150000001412 amines Chemical class 0.000 title claims abstract description 17
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 title abstract description 30
- 239000007844 bleaching agent Substances 0.000 title abstract description 10
- 239000007788 liquid Substances 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract description 46
- 239000005708 Sodium hypochlorite Substances 0.000 claims description 20
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims description 20
- 239000004094 surface-active agent Substances 0.000 claims description 15
- 239000002304 perfume Substances 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 4
- 150000003973 alkyl amines Chemical class 0.000 claims description 2
- UXEKKQRJIGKQNP-UHFFFAOYSA-N 5-(4-phenyltriazol-2-yl)-2-[2-[4-(4-phenyltriazol-2-yl)-2-sulfophenyl]ethenyl]benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC(N2N=C(C=N2)C=2C=CC=CC=2)=CC=C1C=CC(C(=C1)S(O)(=O)=O)=CC=C1N(N=1)N=CC=1C1=CC=CC=C1 UXEKKQRJIGKQNP-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 14
- -1 alkyl dimethyl amine Chemical compound 0.000 description 9
- 239000004744 fabric Substances 0.000 description 8
- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000004900 laundering Methods 0.000 description 3
- WNJSKZBEWNVKGU-UHFFFAOYSA-N 2,2-dimethoxyethylbenzene Chemical compound COC(OC)CC1=CC=CC=C1 WNJSKZBEWNVKGU-UHFFFAOYSA-N 0.000 description 2
- DLHQZZUEERVIGQ-UHFFFAOYSA-N 3,7-dimethyl-3-octanol Chemical compound CCC(C)(O)CCCC(C)C DLHQZZUEERVIGQ-UHFFFAOYSA-N 0.000 description 2
- FKUPPRZPSYCDRS-UHFFFAOYSA-N Cyclopentadecanolide Chemical compound O=C1CCCCCCCCCCCCCCO1 FKUPPRZPSYCDRS-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000005282 brightening Methods 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- WAPNOHKVXSQRPX-UHFFFAOYSA-N 1-phenylethanol Chemical compound CC(O)C1=CC=CC=C1 WAPNOHKVXSQRPX-UHFFFAOYSA-N 0.000 description 1
- AUDVUMNJBOIRDW-UHFFFAOYSA-N 2,4,4,6,6-pentamethylheptan-2-ol Chemical compound CC(C)(C)CC(C)(C)CC(C)(C)O AUDVUMNJBOIRDW-UHFFFAOYSA-N 0.000 description 1
- BSYJHYLAMMJNRC-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-ol Chemical compound CC(C)(C)CC(C)(C)O BSYJHYLAMMJNRC-UHFFFAOYSA-N 0.000 description 1
- HGDVHRITTGWMJK-UHFFFAOYSA-N 2,6-dimethylheptan-2-ol Chemical compound CC(C)CCCC(C)(C)O HGDVHRITTGWMJK-UHFFFAOYSA-N 0.000 description 1
- WRFXXJKURVTLSY-UHFFFAOYSA-N 2,6-dimethyloctan-2-ol Chemical compound CCC(C)CCCC(C)(C)O WRFXXJKURVTLSY-UHFFFAOYSA-N 0.000 description 1
- MBZRJSQZCBXRGK-UHFFFAOYSA-N 4-tert-Butylcyclohexyl acetate Chemical compound CC(=O)OC1CCC(C(C)(C)C)CC1 MBZRJSQZCBXRGK-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- NOFDWXVEAPTHCT-UHFFFAOYSA-N [4-(2-methylbutan-2-yl)cyclohexyl] acetate Chemical compound CCC(C)(C)C1CCC(OC(C)=O)CC1 NOFDWXVEAPTHCT-UHFFFAOYSA-N 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- XPNGNIFUDRPBFJ-UHFFFAOYSA-N alpha-methylbenzylalcohol Natural products CC1=CC=CC=C1CO XPNGNIFUDRPBFJ-UHFFFAOYSA-N 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000003317 industrial substance Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- ADXNPXDFKKWVGE-UHFFFAOYSA-N n,n-dimethyltridecan-1-amine Chemical compound CCCCCCCCCCCCCN(C)C ADXNPXDFKKWVGE-UHFFFAOYSA-N 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000011236 particulate material Substances 0.000 description 1
- 239000001738 pogostemon cablin oil Substances 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- RJSZFSOFYVMDIC-UHFFFAOYSA-N tert-butyl n,n-dimethylcarbamate Chemical compound CN(C)C(=O)OC(C)(C)C RJSZFSOFYVMDIC-UHFFFAOYSA-N 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
- C11D3/40—Dyes ; Pigments
- C11D3/42—Brightening agents ; Blueing agents
-
- 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
- C11D3/3956—Liquid compositions
Definitions
- the invention pertains to aqueous hypochlorite bleach products which contain optical brighteners.
- Sodium hypochlorite is a highly effective bleaching agent and has long been used in conjunction with soaps and detergents to remove stains and other types of soils in the laundering of fabrics. It is generally formulated at a concentration of about 4-8% in water for sale for household use, where it is typically diluted to a concentration of about 200 ppm sodium hypochlorite for laundry bleaching.
- Optical brighteners are dyes which are absorbed by fabrics and impart to the fabric an added increment of whitenessl brightness by means of their ability to absorb invisible ultraviolet radiation and re-emit it as visible radiation. Optical brighteners have been included as a component in laundry products for many years.
- optical brighteners are subject to chemical attack by hypochlorite in solution, and their brightening effect is considerably diminished when used in conjunction with hypochlorite in laundering of fabrics. However, some optical brighteners have been developed which are resistant to hypochlorite attack.
- Optical brighteners are generally insoluble in concentrated hypochlorite, and tend to quickly settle to the bottom of an aqueous hypochlorite product.
- simple addition of optical brightener to concentrated aqueous hypochlorite results in a product which must be vigorously shaken each time before use. Because of the tendency for rapid settling, even vigorous shaking before each use does not necessarily always result In the obtaining of uniform proportions of brightener and hypochlorite In each use.
- U.S. Patent Application Ser. No. 649,457, Hensley & Kitko, filed Sept. 11, 1984, is directed to the formulation of aqueous sodium hypochlorite compositions containing a fine dispersion of a bleach stable optical brightener.
- the compositions comprise sodium hypochlorite, optical brightener, 4,4'-bis(4-phenyl-2H-1,-2,3-triazol-2-yl)-2,2'-stilbenedisulfonate, certain alkylaryl sulfonate surfactants, and water.
- the optical brightener is present in the composition in the form of a dispersion of fibrous particles having diameters of from about 0.01 to about 1.5 microns. This type of composition is cloudy.
- the bleach stable optical brightener 4,4'-bis(4-phenyl-2H-1,2,3-triazol-2-yl)-2,2'-stifbenedisulfonic acid can be solubilized with amine oxide to provide a substantially clear and stable aqueous sodium hypochlorite brightener solution.
- compositions of the invention comprise:
- sodium hypochlorite is commercially available in aqueous solutions having a concentration of from 5% to
- compositions of the present invention typically contain an equimolar amount of sodium chloride.
- sodium hypochlorite solution it is generally desirable to add sodium hypochlorite solution to the brightener/surfactant solution in volumes such that the volume of sodium hypochlorite will be from 0.4 to 8 times the volume of the brightener/surfactant solution.
- the aqueous sodium hypochlorite source chosen for preparing a composition of the invention should be one which has a sodium hypochlorite concentration such that it can be mixed with the aqueous brightener/surfactant solution within these volume proportions to produce the desired amounts of sodium hypochlorite, brightener and surfactant in the finished product.
- Sodium hypochlorite is present in the compositions of the . invention at levels of from 3% to 8%, preferably from 4% to 7%.
- the brightener used in the compositions herein is 4,4'- bis(4-phenyl-2H-1,2,3-triazol-2-yl)-2,2'-stilbenedisulfonic acid', or its salts.
- the structure of the sodium salt is:
- This optical brightener is available from Mobay Chemical Corporation, a subsidiary of Bayer AG, under the name Phorwite R CNA.
- the optical brightener is present in the compositions of the invention at levels of from 0.025% to 0.2%, preferably from 0.05% to 0.2%, and most preferably from 0.05% to 0.075%.
- the surfactants used in the present invention are selected from the group consisting of amine oxides having the following molecular structures: wherein R 1 is a C 8 -C 18 (preferably C 10 -C 16 ) saturated alkyl group; R 2 and R 3 are C 1 -C 12 (preferably C 1 -C 3 ) saturated alkyl groups.
- the surfactants are present in the compositions herein at levels of from 0.5% to 2.0%, preferably from 0.8% to 1.5%.
- Preferred amine oxide compositions from a practical stand- - point useful in the practice of the present invention are the commercially available (1) dimethyl "cocoamine” oxide (a mixture which is dominated by dimethyl-C 12 -C 16 straight chain alkyl amine oxide, more particularly a mixture containing approximately 70% C 12 straight chain alkyl dimethyl amine oxides, approximately 25% C 14 of straight chain alkyl dimethyl amine oxides and approximately 4% C16 straight chain alkyl dimethyl amine oxides) and (2) N-cocomorpholine oxide, a mixture dominated by C 12 -C 16 straight chain alkyl morpholine oxides (specifically containing approximately 70% C 12 straight chain alkyl morpholine oxide, approximately 25% C 14 straight chain alkyl morpholine oxide and approximately 4% C16 straight chain alkyl morpholine oxide).
- dimethyl "cocoamine” oxide a mixture which is dominated by dimethyl-C 12 -C 16 straight chain alkyl amine oxide, more particularly a mixture containing approximately 70% C 12 straight
- amine oxide compositions are: Aromox DMC-W and Aromox DMMC-W which are 30% aqueous dimethyl cocoamine oxide solutions and Aromox NCMDW which is a 40% aqueous N-cocomorpholine oxide solution, each of which is produced by the Armac Division of AKZO of Chicago, Illinois. These materials are described in Brochure 68011, published by Armour Industrial Chemicals, Chicago, Illinois 60609. Other preferred amine oxides are n-undecyl dimethyl amine oxide and n-tridecyl dimethyl amine oxide.
- Another commercially available amine oxide is Snyprolam 35 DMO, a dimethyl-C 13 -C 15 straight chain amine oxide.
- perfumes can be present in the compositions of the invention at levels of from 0% to 0.5%, preferably from
- perfume materials used should, of course, have a high degree of chemical stability to sodium hypochlorite.
- Some preferred materials for use as perfume ingredients in the compositions herein are patchouli oil, cyclopenta- decanolide, p-tertiarybutyl cyciohexyl acetate, tetrahydromycenol, tetrahydrolinalool, phenylacetaldehyde dimethylacetal, methylphenyl carbinol, and mixtures thereof.
- perfume materials have been found to function as antifoamants for the compositions herein, thereby facilitating processing and high-speed packing of the compositions.
- perfume materials are:
- perfumes When perfumes are used in the compositions herein they are preferably mixed into the solution of brightener and surfactant prior to the addition of aqueous sodium hypochlorite to the solution.
- perfume usage is toward the upper end of the usage range (i.e., 0.3% to 0.5%) then it is usually necessary to use an amount of surfactant which is also at the higher end of the 0.5% to 2% surfactant usage range hereinbefore disclosed.
- Organic oils other than those mentioned under examples of perfume materials can also be used in order to mask the chlorine smell.
- a preferred organic oil is linear alkylbenzene (LAB) having alkyl chains of from 10 to 14 carbon atoms.
- compositions of the invention can be prepared by first preparing an aqueous solution containing the brightener and the surfactant;
- perfume is to be used in the composition, it is added to the aqueous solution of brightener and surfactant.
- compositions herein should - have a pH above 12, preferably about 12.5.
- the pH of the composition should be tested after preparation Is complete. If needed, pH adjustment can be made with acid or base (e.g., HCI or NaOH).
- the brightener is dissolved in distilled water, gently heating if required.
- the surfactant Is added with stirring.
- the diluted bleach is added.
- the brightener is completely dissolved.
- the composition is visibly clear and surprisingly exhibits UV fluorescence on fabrics washed therein. The composition was stored for several months and UV fluorescence was seen on fabrics washed therein.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US68711584A | 1984-12-28 | 1984-12-28 | |
US687115 | 1984-12-28 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0186386A2 true EP0186386A2 (de) | 1986-07-02 |
EP0186386A3 EP0186386A3 (en) | 1989-05-24 |
EP0186386B1 EP0186386B1 (de) | 1992-03-04 |
Family
ID=24759119
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19850309028 Expired EP0186386B1 (de) | 1984-12-28 | 1985-12-12 | Flüssiges Hypochlorit-Bleichmittel, enthaltend optische Aufheller, gelöst in Aminoxid |
Country Status (2)
Country | Link |
---|---|
EP (1) | EP0186386B1 (de) |
DE (1) | DE3585512D1 (de) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0351947A2 (de) * | 1988-07-19 | 1990-01-24 | The Clorox Company | Optische Aufheller enthaltende Hypochloritbleichmittel |
EP0596185A1 (de) * | 1992-11-06 | 1994-05-11 | The Procter & Gamble Company | Stabile, flüssige Reinigungsmittel, die Farbübertragung verhindern |
EP0622451A1 (de) * | 1993-04-26 | 1994-11-02 | The Procter & Gamble Company | Parfümierte Hypochloritbleichmittel |
US5645709A (en) * | 1993-12-08 | 1997-07-08 | Van Den Bergh Foods Co., Division Of Conopco, Inc. | Methods and apparatus for electrochemical measurements |
US6566320B1 (en) | 1999-10-19 | 2003-05-20 | The Procter & Gamble Company | Bleaching composition containing chromotropic compound |
US6569826B1 (en) | 1999-10-19 | 2003-05-27 | The Procter & Gamble Company | Radical scavenger |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3954675A (en) * | 1972-06-01 | 1976-05-04 | Colgate-Palmolive Company | Heavy duty oxidizing bleach stable liquid laundry detergent |
US4028263A (en) * | 1973-08-24 | 1977-06-07 | Colgate-Palmolive Company | Bleaching and brightening detergent composition |
EP0026744A1 (de) * | 1979-09-28 | 1981-04-08 | Ciba-Geigy Ag | Mittel und Verfahren zur Behandlung und Verbesserung des Aussehens von Textilien |
EP0036691A1 (de) * | 1980-03-21 | 1981-09-30 | Unilever N.V. | Bleich- und Reinigungsmittelzusammensetzungen |
-
1985
- 1985-12-12 EP EP19850309028 patent/EP0186386B1/de not_active Expired
- 1985-12-12 DE DE8585309028T patent/DE3585512D1/de not_active Expired - Fee Related
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3954675A (en) * | 1972-06-01 | 1976-05-04 | Colgate-Palmolive Company | Heavy duty oxidizing bleach stable liquid laundry detergent |
US4028263A (en) * | 1973-08-24 | 1977-06-07 | Colgate-Palmolive Company | Bleaching and brightening detergent composition |
EP0026744A1 (de) * | 1979-09-28 | 1981-04-08 | Ciba-Geigy Ag | Mittel und Verfahren zur Behandlung und Verbesserung des Aussehens von Textilien |
EP0036691A1 (de) * | 1980-03-21 | 1981-09-30 | Unilever N.V. | Bleich- und Reinigungsmittelzusammensetzungen |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0351947A2 (de) * | 1988-07-19 | 1990-01-24 | The Clorox Company | Optische Aufheller enthaltende Hypochloritbleichmittel |
US4946619A (en) * | 1988-07-19 | 1990-08-07 | The Clorox Company | Solubilization of brighter in liquid hypochlorite |
EP0351947A3 (en) * | 1988-07-19 | 1990-08-29 | The Clorox Company | Hypochlorite bleaching compositions containing optical brighteners |
EP0596185A1 (de) * | 1992-11-06 | 1994-05-11 | The Procter & Gamble Company | Stabile, flüssige Reinigungsmittel, die Farbübertragung verhindern |
EP0622451A1 (de) * | 1993-04-26 | 1994-11-02 | The Procter & Gamble Company | Parfümierte Hypochloritbleichmittel |
EP0867503A2 (de) * | 1993-04-26 | 1998-09-30 | The Procter & Gamble Company | Parfümierte Hypochloritbleichmittel |
EP0867503A3 (de) * | 1993-04-26 | 1999-01-20 | The Procter & Gamble Company | Parfümierte Hypochloritbleichmittel |
US5645709A (en) * | 1993-12-08 | 1997-07-08 | Van Den Bergh Foods Co., Division Of Conopco, Inc. | Methods and apparatus for electrochemical measurements |
US6566320B1 (en) | 1999-10-19 | 2003-05-20 | The Procter & Gamble Company | Bleaching composition containing chromotropic compound |
US6569826B1 (en) | 1999-10-19 | 2003-05-27 | The Procter & Gamble Company | Radical scavenger |
Also Published As
Publication number | Publication date |
---|---|
EP0186386A3 (en) | 1989-05-24 |
EP0186386B1 (de) | 1992-03-04 |
DE3585512D1 (de) | 1992-04-09 |
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