US3415752A - Detergent compositions - Google Patents

Detergent compositions Download PDF

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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
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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
Application number
US542763A
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English (en)
Inventor
Browning Hugh Reeves
Carter Peter
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lever Brothers Co
Original Assignee
Lever Brothers Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Lever Brothers Co filed Critical Lever Brothers Co
Application granted granted Critical
Publication of US3415752A publication Critical patent/US3415752A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/26Organic compounds containing nitrogen
    • C11D3/33Amino carboxylic acids
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/40Dyes ; Pigments
    • C11D3/42Brightening agents ; Blueing agents
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D9/00Compositions of detergents based essentially on soap
    • C11D9/04Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
    • C11D9/22Organic compounds, e.g. vitamins
    • C11D9/30Organic compounds, e.g. vitamins containing nitrogen
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D9/00Compositions of detergents based essentially on soap
    • C11D9/04Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
    • C11D9/44Perfumes; Colouring materials; Brightening agents ; Bleaching agents
    • C11D9/446Bleaching agents
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D9/00Compositions of detergents based essentially on soap
    • C11D9/04Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
    • C11D9/44Perfumes; Colouring materials; Brightening agents ; Bleaching agents
    • C11D9/448Brightening 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.
US542763A 1965-04-21 1966-04-15 Detergent compositions Expired - Lifetime US3415752A (en)

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 (xx)
AT (1) AT269053B (xx)
BE (1) BE679865A (xx)
CA (1) CA771609A (xx)
DE (1) DE1617207A1 (xx)
FI (1) FI45061C (xx)
FR (1) FR1476492A (xx)
GB (1) GB1109054A (xx)
LU (1) LU50945A1 (xx)
NL (1) NL6605317A (xx)
SE (1) SE303005B (xx)

Cited By (3)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3357988A (en) * 1964-05-27 1967-12-12 Geigy Chem Corp Pyrazoline optical brighteners

Patent Citations (1)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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 (ru) * 2008-07-10 2016-05-31 Юнилевер Н.В. Способ косметической очистки кожи

Also Published As

Publication number Publication date
DE1617207A1 (de) 1971-02-25
BE679865A (xx) 1966-10-21
GB1109054A (en) 1968-04-10
NL6605317A (xx) 1966-10-24
FI45061C (fi) 1972-03-10
AT269053B (de) 1969-03-10
SE303005B (xx) 1968-08-12
LU50945A1 (xx) 1966-10-21
CA771609A (en) 1967-11-14
FI45061B (xx) 1971-11-30
FR1476492A (fr) 1967-04-07

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