US3415752A - Detergent compositions - Google Patents
Detergent compositions Download PDFInfo
- Publication number
- US3415752A US3415752A US542763A US54276366A US3415752A US 3415752 A US3415752 A US 3415752A US 542763 A US542763 A US 542763A US 54276366 A US54276366 A US 54276366A US 3415752 A US3415752 A US 3415752A
- Authority
- US
- United States
- Prior art keywords
- days
- detergent
- sodium
- detpa
- fluorescer
- 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
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
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/33—Amino carboxylic acids
-
- 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
- C11D3/39—Organic or inorganic per-compounds
-
- 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
- C11D9/00—Compositions of detergents based essentially on soap
- C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
- C11D9/22—Organic compounds, e.g. vitamins
- C11D9/30—Organic compounds, e.g. vitamins containing nitrogen
-
- 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
- C11D9/00—Compositions of detergents based essentially on soap
- C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
- C11D9/44—Perfumes; Colouring materials; Brightening agents ; Bleaching agents
- C11D9/446—Bleaching 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
- C11D9/00—Compositions of detergents based essentially on soap
- C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
- C11D9/44—Perfumes; Colouring materials; Brightening agents ; Bleaching agents
- C11D9/448—Brightening agents
Definitions
- a detergent composition comprising a water-soluble organic anionic (soap or non-soap) or nonionic detergent compound, a water-soluble inorganic oxygen-releasing per compound, a fluorescer which is a derivative of 1,3-diphenyl 'A -pyrazoline, and diethylene triamine pen'taacetic acid to reduce substantially the loss of fluorescer due to the oxidative degradation thereof by the per compound.
- This invention relates to detergent compositions which contain a synthetic detergent and/or a soap, an oxygenreleasing per compound, and a fluorescent brightening agent which is a derivative of 1,3-diphenyl A -pyrazoline. It is especially concerned with particulate compositions.
- X and Y are H, lower alkyl, aryl, CF F, --Cl, Br, CN, SO NH CO R, SO R, CO2NR1R2 0r '-SO2NR1R2 Where R is H, lower alkyl or aryl; and R and R are hydrogen, lower alkyl or aryl.
- these detergent compositions have been unstable both in storage and in use. They have shown a loss in fluorescer content in storage and in use with consequential loss in fabric whitening effect. This loss has been found to be due to the oxidation of the fluorescer by the per compound to give the corresponding pyrazole which is then further oxidised.
- This invention provides a synthetic detergent and/ or soap composition in which the loss of fluorescer is reduced.
- the present invention provides a composition
- a composition comprising -a synthetic detergent and/or a soap, a brightening agent which is a derivative of 1,3-diphenyl A pyrazoline, an oxygen releasing per compound and, as an additive to reduce the loss of the pyrazoline, diethylene triamine penta acetic acid.
- Particularly convenient pyraozoline fluorescers are 1- p sulphonamidophenyl) 3 (p chlorophenyl) A pyrazoline (referred to hereafter as A), l-(p-carboxymethyl phenyl) 3 (p chlorophenyl) A pyrazoline (referred to hereafter as B) and 1-(m-chlorophenyl)-3- p-acety laminophenyl) A pyrazoline (referred to hereafter as compound C).
- fluorescers may be .present in the detergent compositions at concentrations varying from 0.01% to 0.05%.
- Suitable per compounds are alkali metal perborates and alkali metal per carbonates, e.g. sodium perborate and sodium percarbonate. Hydrogen peroxide may be used in liquid formulations.
- detergent compositions may be present in the detergent compositions at concentrations varying from l-50%, preferably 10-20% by weight of the total composition.
- the concentration of diethylene triamine pent-a acetic acid (DETPA) to be used in the compositions depends on the degree of stabilisation required of the composition, the amount and stability of the per compound present and the storage conditions likely to be encountered.
- compositions lose their fluorescer more rapidly when stored under climatic conditions of elevated temperature and humidity and consequently products to be stored under such conditions may require a higher level of DETPA than those to be stored under milder conditions.
- Useful levels of DETPA range from 0.01% to 2% on the final composition. The levels usually found to be successful are 0.ll% by weight of the composition.
- DETPA has the advantage of compatibility with detergent compositions and does not affect the physical properties or the washing performance of the detergent composition to which it is added.
- the synthetic detergent if present, is conveniently an anionic compound, for example an alkyl aryl sulphonate, especially sodium dodecyl benzene su lphonate, an alkyl sulphate, or an alkyl glyceryl ether sulphonate. This is present in amount varying from 5 to 50% by weight of the composition. With the higher amounts of synthetic detergent, less additive may be found necessary for adequate stabilisation to storage.
- an alkyl aryl sulphonate especially sodium dodecyl benzene su lphonate, an alkyl sulphate, or an alkyl glyceryl ether sulphonate.
- a nonionic detergent may be used for example, an alkylene oxide condensate of an alcohol or phenol, such as tallow alcohol/9 ethylene oxide or nonyl phenol/9 ethylene oxide condensates.
- suitable soaps are the sodium, potassium or ammonium salts of tallow fatty acids or coconut fatty acids or the blends customary in the production of particulate soap-based products.
- the invention is also concerned with compositions in which both synthetic detergent and soap are present.
- detergent compositions may be present, viz. builders, perfume, etc.
- fluorescer components may be added, e.g. the cotton fluorescers of the triazinyl stilbene type.
- Example 1 Detergent products were prepared from a slurry of 200 g. active detergent (sodium dodecyl benzene sulphonate), 350 g. of sodium t-ripolyphosphate, 270 g. of builder salt and 400 g. of water. To this slurry was added fluorescer, and DETPA in the amounts shown in the following table. The resultant slurry was then drum dried and a portion of each power except the control portion was dry mixed with 10% sodium perborate. The powders were stored in laminated cardboard containers in a room held at 20 C. and relative humidity.
- DETPA sodium perborate 0. 0.08% B, 0.08% B, 10% sodium perborate, 0.5% DETPA
- Example 13 Sodium dodecyl benzene sulphonate A typical liquid formulation is: Anhydrous soap 4 Percent Sodium tripolyphosphate 25 Sodium dodecyl benzene sulphonate 10.0 Sodium sulphate 10 Potassium pyrophosphate 20.0 Sodium silicate 8 Sodium xylene sulphonate 4.0 Sodium perborate 15 Fluorescer A 0.03 Fluorescer B 0.08 DETPA 0.20 DETPA 0.2 Hydrogen peroxide 4.0
- a detergent composition consisting essentially of (1) a water-soluble organic detergent compound selected from the group consisting of (a) from about 5% to about 50% by weight of (a a nonionic detergent and (a an anionic non-soap detergent and (b) from about 5% to about 75% by weight of a soap, (2) from about 1% to about 50% by weight of a water-soluble inorganic oxygenreleasing per compound, (3) from about 0.01% to about 0.5% by weight of a fluorescer which is a derivative of l,3-diphenyl-A -pyrazoline selected from the group consisting of l-(p-sulphonamidophenyl)-3-(p-chlorophenyl)- A -pyrazoline, l-(p-carboxymethyl phenyl)-3-(p-chloropheny1)-A -pyrazoline and l-(m-chlorophenyl)v3-(p-acetylaminophenyl)-A -pyrazoline
- the detergent composition as defined by claim 1 wherein the water-soluble organic detergent compound is selected from the group consisting of nonionic deter- 5.
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)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
Description
United States Patent 3,415,752 DETERGENT COMPOSITIONS Hugh Reeves Browning, Gravesend, and Peter Carter,
Wirral, England, assignors to Lever Brothers Company,
New York, N .Y., a corporation of Maine N0 Drawing. Filed Apr. 15, 1966, Ser. No. 542,763 Claims priority, application Great Britain, Apr. 21, 1965,
Claims. (Cl. 252--96) ABSTRACT OF THE DISCLOSURE A detergent composition comprising a water-soluble organic anionic (soap or non-soap) or nonionic detergent compound, a water-soluble inorganic oxygen-releasing per compound, a fluorescer which is a derivative of 1,3-diphenyl 'A -pyrazoline, and diethylene triamine pen'taacetic acid to reduce substantially the loss of fluorescer due to the oxidative degradation thereof by the per compound.
This invention relates to detergent compositions which contain a synthetic detergent and/or a soap, an oxygenreleasing per compound, and a fluorescent brightening agent which is a derivative of 1,3-diphenyl A -pyrazoline. It is especially concerned with particulate compositions.
Although substituents in the phenyl groups of the diphenyl pyrazoline are not of importance to the mechanism of the invention the fluorescers of particular interest are of the following formula:
wherein X and Y are H, lower alkyl, aryl, CF F, --Cl, Br, CN, SO NH CO R, SO R, CO2NR1R2 0r '-SO2NR1R2 Where R is H, lower alkyl or aryl; and R and R are hydrogen, lower alkyl or aryl.
Hitherto, these detergent compositions have been unstable both in storage and in use. They have shown a loss in fluorescer content in storage and in use with consequential loss in fabric whitening effect. This loss has been found to be due to the oxidation of the fluorescer by the per compound to give the corresponding pyrazole which is then further oxidised.
This invention provides a synthetic detergent and/ or soap composition in which the loss of fluorescer is reduced.
Accordingly the present invention provides a composition comprising -a synthetic detergent and/or a soap, a brightening agent which is a derivative of 1,3-diphenyl A pyrazoline, an oxygen releasing per compound and, as an additive to reduce the loss of the pyrazoline, diethylene triamine penta acetic acid.
Particularly convenient pyraozoline fluorescers are 1- p sulphonamidophenyl) 3 (p chlorophenyl) A pyrazoline (referred to hereafter as A), l-(p-carboxymethyl phenyl) 3 (p chlorophenyl) A pyrazoline (referred to hereafter as B) and 1-(m-chlorophenyl)-3- p-acety laminophenyl) A pyrazoline (referred to hereafter as compound C). Such fluorescers may be .present in the detergent compositions at concentrations varying from 0.01% to 0.05%.
Suitable per compounds are alkali metal perborates and alkali metal per carbonates, e.g. sodium perborate and sodium percarbonate. Hydrogen peroxide may be used in liquid formulations.
These may be present in the detergent compositions at concentrations varying from l-50%, preferably 10-20% by weight of the total composition.
The concentration of diethylene triamine pent-a acetic acid (DETPA) to be used in the compositions depends on the degree of stabilisation required of the composition, the amount and stability of the per compound present and the storage conditions likely to be encountered.
The compositions lose their fluorescer more rapidly when stored under climatic conditions of elevated temperature and humidity and consequently products to be stored under such conditions may require a higher level of DETPA than those to be stored under milder conditions. Useful levels of DETPA range from 0.01% to 2% on the final composition. The levels usually found to be successful are 0.ll% by weight of the composition.
DETPA has the advantage of compatibility with detergent compositions and does not affect the physical properties or the washing performance of the detergent composition to which it is added.
The synthetic detergent, if present, is conveniently an anionic compound, for example an alkyl aryl sulphonate, especially sodium dodecyl benzene su lphonate, an alkyl sulphate, or an alkyl glyceryl ether sulphonate. This is present in amount varying from 5 to 50% by weight of the composition. With the higher amounts of synthetic detergent, less additive may be found necessary for adequate stabilisation to storage.
A nonionic detergent may be used for example, an alkylene oxide condensate of an alcohol or phenol, such as tallow alcohol/9 ethylene oxide or nonyl phenol/9 ethylene oxide condensates.
In compositions in which the active is provided by soap, suitable soaps are the sodium, potassium or ammonium salts of tallow fatty acids or coconut fatty acids or the blends customary in the production of particulate soap-based products.
These are present in amount 5 to of the total composition.
The invention is also concerned with compositions in which both synthetic detergent and soap are present.
The usual ingredients of detergent compositions may be present, viz. builders, perfume, etc. Further fluorescer components may be added, e.g. the cotton fluorescers of the triazinyl stilbene type.
The effect of the DETPA in reducing the loss of fluorescer from a typical perborated detergent composition is shown below.
Example 1 Detergent products were prepared from a slurry of 200 g. active detergent (sodium dodecyl benzene sulphonate), 350 g. of sodium t-ripolyphosphate, 270 g. of builder salt and 400 g. of water. To this slurry was added fluorescer, and DETPA in the amounts shown in the following table. The resultant slurry was then drum dried and a portion of each power except the control portion was dry mixed with 10% sodium perborate. The powders were stored in laminated cardboard containers in a room held at 20 C. and relative humidity. Periodically the powders were removed and their fluorescer contents were estimated by washing a piece of non-fluorescent nylon fabric in an aqueous solution of the powder for 5 minutes at 60 C. From the fluorescence measurements of the fabrics it was possible to estimate the amount of fluorescer remaining in the stored powder. The results obtained for these powders is given below and compared with a powder without DETPA.
TABLE I Percent A remaining on storage Percent by weight of total composition days 14 days 38 days 70 days 0.08% A (as control) 100 96 95 90 0.08% A, 10.0% sodium perborate 100 68 26 1 0.08% A, 10.0% sodium perborate, 1.0% DETPA 100 100 93 90 Example 2 0 Similar results were obtained from powders of the foregoing slurry, spray-dried and stored at C. and 90% RH, as shown below:
TABLE II Percent original B remain- Percent by weight of total composition ing on storage 0 days 8 days 14 days 0.025% B 100 95 0.025% B, 10.0% sodium perborate 100 50 12 0.025% B 10.0% sodium perborate, 0.10 DET 100 89 74 Example 3 Under less humid storage conditions 23 C. and 70% RH. the decomposition rates of the unstabilised product was slower but a similar stabilising effect was observed as follows:
TABLE III Percent B remaining on storage 0 days 28 days 70 days 160 days .025 B 100 98 98 89 .025 B, 10.0% sodium porborate 100 68 30 9 .025 B, 10.0% sodium perborate 0.10 DETPA 100 95 86 75 Further examples of fluoreseer stabilisations' in spray dried products based on the above mentioned slurry formulation:
Example 4 TABLE IV Percent B remaining on storage at 23 0., 70% RH.
0 days 70 days 160 days 0.065% B 100 100 95 0.065% B, 10% sodium perborate 100 34 0.065% B, 10% sodium perborate, 100 92 84 Example 5 TABLE V [Storage conditions 23 0., R.H.]
Percent 0 remaining on storage 0 days 28 days 70 days .025% C 100 100 97 .025% C, 35% perborat 100 35 10 .025% O, 35% sodium perborate, 100 92 Example 6 TABLE VI Percent B remainjn after storage at 23 0., 70%? RH.
0 days 28 days 70 days 0.065% B 100 98 98 0.065% B, 50% sodium perborate 100 72 60 0.065% B, 5.0% sodium perborate, 0.1% DETPA 100 95 92 Example 7 TABLE VII Percent B remainin after storage at 23 0., 70 o R.H.
Percent B remaining after storage at 23 0.,
0 days 14 days 25 days 67 days 82 days 08% B sodium perborate 0. 0.08% B, 0.08% B, 10% sodium perborate, 0.5% DETPA Other detergent compositions to which DETPA can be added according to the invention are typified by the following examples:
in Table IX in which its stabilisation eifect is compared with the effects of EDTA and Trilon A (nitrilo triacetic acid), using the spray dried slurry of Example 2.
TABLE IX Storage conditions 23 0., %R.H
0 days 70 days 100 days 0.025% A 100 98 9s 0.025% A, 10% sodium perborate 100 20 12 0.025% A, 10% sodium perborate, 0.5% DETPA 100 91 87 0.025% A, 10% sodium perborate, 0.5% EDTA. 100 80 70 0.025% A, 10% sodium perborate, 0.5% Trilon A... 100 32 17 Example 9 Example 13 Sodium dodecyl benzene sulphonate A typical liquid formulation is: Anhydrous soap 4 Percent Sodium tripolyphosphate 25 Sodium dodecyl benzene sulphonate 10.0 Sodium sulphate 10 Potassium pyrophosphate 20.0 Sodium silicate 8 Sodium xylene sulphonate 4.0 Sodium perborate 15 Fluorescer A 0.03 Fluorescer B 0.08 DETPA 0.20 DETPA 0.2 Hydrogen peroxide 4.0
Water, perfume, cotton substantive fluorescer balance.
Example 10 Anhydrous soap Sodium carbonate Sodium silicate 8 Sodium perborate 10 Fluorescer A 0.03
DETPA 1 0.1
Water, perfume, cotton substantive fluorescer balance.
That DETPA is effective to a surprising degree in bringing about such stabilisations is illustrated by the results In the foregoing examples, potassium perborate or percarbonate may replace the sodium perborate or percarbonate respectively.
What is claimed is:
1. A detergent composition consisting essentially of (1) a water-soluble organic detergent compound selected from the group consisting of (a) from about 5% to about 50% by weight of (a a nonionic detergent and (a an anionic non-soap detergent and (b) from about 5% to about 75% by weight of a soap, (2) from about 1% to about 50% by weight of a water-soluble inorganic oxygenreleasing per compound, (3) from about 0.01% to about 0.5% by weight of a fluorescer which is a derivative of l,3-diphenyl-A -pyrazoline selected from the group consisting of l-(p-sulphonamidophenyl)-3-(p-chlorophenyl)- A -pyrazoline, l-(p-carboxymethyl phenyl)-3-(p-chloropheny1)-A -pyrazoline and l-(m-chlorophenyl)v3-(p-acetylaminophenyl)-A -pyrazoline, and (4) from about 0.01% to about 2% by weight of diethylene triamine pentaacetic acid.
2. The detergent composition as defined by claim 1 wherein the water-soluble organic detergent compound is selected from the group consisting of nonionic deter- 5. The detergent composition as defined by claim 1 wherein the diethylene triamine pentaacetic acid is present in an amount from about 0.1% to about 1% by weight.
5 References Cited UNITED STATES PATENTS 3,357,988 12/1967 Hausermann et a1. 252-99 XR MAYER WEINBLA'IT, Primary Examiner.
U.S. Cl. X.R. 25295, 94, 186, 99; 8111
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB16701/65A GB1109054A (en) | 1965-04-21 | 1965-04-21 | Detergent compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
US3415752A true US3415752A (en) | 1968-12-10 |
Family
ID=10082105
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US542763A Expired - Lifetime US3415752A (en) | 1965-04-21 | 1966-04-15 | Detergent compositions |
Country Status (11)
Country | Link |
---|---|
US (1) | US3415752A (en) |
AT (1) | AT269053B (en) |
BE (1) | BE679865A (en) |
CA (1) | CA771609A (en) |
DE (1) | DE1617207A1 (en) |
FI (1) | FI45061C (en) |
FR (1) | FR1476492A (en) |
GB (1) | GB1109054A (en) |
LU (1) | LU50945A1 (en) |
NL (1) | NL6605317A (en) |
SE (1) | SE303005B (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4333844A (en) * | 1979-11-12 | 1982-06-08 | Lever Brothers Company | Detergent compositions |
WO1992001774A1 (en) * | 1989-02-22 | 1992-02-06 | The Procter & Gamble Company | Stabilized bleach containing liquid detergent compositions |
WO2010003819A1 (en) * | 2008-07-10 | 2010-01-14 | Unilever Nv | A personal wash composition |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3896143A (en) * | 1972-10-18 | 1975-07-22 | Sandoz Ag | Substituted pyrazolyl phenylacetic acid derivatives |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3357988A (en) * | 1964-05-27 | 1967-12-12 | Geigy Chem Corp | Pyrazoline optical brighteners |
-
0
- CA CA771609A patent/CA771609A/en not_active Expired
-
1965
- 1965-04-21 GB GB16701/65A patent/GB1109054A/en not_active Expired
-
1966
- 1966-04-15 US US542763A patent/US3415752A/en not_active Expired - Lifetime
- 1966-04-19 SE SE5288/66A patent/SE303005B/xx unknown
- 1966-04-20 FI FI661017A patent/FI45061C/en active
- 1966-04-20 NL NL6605317A patent/NL6605317A/xx unknown
- 1966-04-20 DE DE19661617207 patent/DE1617207A1/en active Pending
- 1966-04-20 FR FR58354A patent/FR1476492A/en not_active Expired
- 1966-04-20 AT AT370466A patent/AT269053B/en active
- 1966-04-21 BE BE679865D patent/BE679865A/xx unknown
- 1966-04-21 LU LU50945A patent/LU50945A1/xx unknown
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3357988A (en) * | 1964-05-27 | 1967-12-12 | Geigy Chem Corp | Pyrazoline optical brighteners |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4333844A (en) * | 1979-11-12 | 1982-06-08 | Lever Brothers Company | Detergent compositions |
WO1992001774A1 (en) * | 1989-02-22 | 1992-02-06 | The Procter & Gamble Company | Stabilized bleach containing liquid detergent compositions |
US5264143A (en) * | 1989-02-22 | 1993-11-23 | The Procter & Gamble Company | Stabilized, bleach containing, liquid detergent compositions |
WO2010003819A1 (en) * | 2008-07-10 | 2010-01-14 | Unilever Nv | A personal wash composition |
EA023242B1 (en) * | 2008-07-10 | 2016-05-31 | Юнилевер Н.В. | Method of cleansing skin |
Also Published As
Publication number | Publication date |
---|---|
CA771609A (en) | 1967-11-14 |
FR1476492A (en) | 1967-04-07 |
BE679865A (en) | 1966-10-21 |
FI45061C (en) | 1972-03-10 |
GB1109054A (en) | 1968-04-10 |
LU50945A1 (en) | 1966-10-21 |
NL6605317A (en) | 1966-10-24 |
DE1617207A1 (en) | 1971-02-25 |
AT269053B (en) | 1969-03-10 |
FI45061B (en) | 1971-11-30 |
SE303005B (en) | 1968-08-12 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4347149A (en) | Aqueous bleach compositions | |
US4199466A (en) | Activated bleaching process and compositions therefor | |
US4028263A (en) | Bleaching and brightening detergent composition | |
US4497725A (en) | Aqueous bleach compositions | |
US3211658A (en) | Detergent composition with improved bleaching efficiency | |
US3388069A (en) | Liquid active oxygen detergent bleaching concentrate | |
US4146496A (en) | Peroxy bleach system suitable for colored laundry | |
US3951840A (en) | Stable bleaching composition | |
GB1025791A (en) | Detergent compositions | |
JPS62230899A (en) | Detergent composition controlling foaming at time of rinsingcycle | |
GB1221217A (en) | Detergent composition | |
US3423430A (en) | 2-alkyl substituted-4-methyl-1,3-dioxanes | |
US4446043A (en) | Built liquid detergent compositions | |
US4329245A (en) | Bleaching detergent compositions | |
US3558497A (en) | Laundry detergent compositions containing a perborate and a peroxymonopersulfate | |
US3054753A (en) | Detergent powders | |
US3415752A (en) | Detergent compositions | |
US3245913A (en) | Bleaching compositions containing acyl sulfonamides | |
GB850531A (en) | Improvements in and relating to laundering compositions | |
US3990983A (en) | Builder compositions | |
US4652403A (en) | Detergent compositions containing aluminosilicates and aminopoly(methylenephosphonates) | |
US3530071A (en) | Scouring cleanser containing chlorinated trisodium phosphate stabilized against loss of bleaching effectiveness with borax | |
JPH0525770A (en) | Method for bleaching and bleaching composition | |
US2861954A (en) | Polyphosphate compositions containing soap and 2-mercaptothiazoline | |
US3991000A (en) | Built bleaching detergent |