WO1996017042A1 - Detergent compositions comprising cationic surfactant and process for making the composition - Google Patents

Detergent compositions comprising cationic surfactant and process for making the composition Download PDF

Info

Publication number
WO1996017042A1
WO1996017042A1 PCT/US1995/015548 US9515548W WO9617042A1 WO 1996017042 A1 WO1996017042 A1 WO 1996017042A1 US 9515548 W US9515548 W US 9515548W WO 9617042 A1 WO9617042 A1 WO 9617042A1
Authority
WO
WIPO (PCT)
Prior art keywords
weight
cationic surfactant
composition
surfactant
component
Prior art date
Application number
PCT/US1995/015548
Other languages
English (en)
French (fr)
Inventor
Anthony Dovey
Original Assignee
The Procter & Gamble Company
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=8217930&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO1996017042(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to AU43714/96A priority Critical patent/AU4371496A/en
Priority to BR9509843A priority patent/BR9509843A/pt
Priority to JP8519046A priority patent/JPH10511713A/ja
Priority to MX9704078A priority patent/MX9704078A/es
Publication of WO1996017042A1 publication Critical patent/WO1996017042A1/en

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
    • C11D10/00—Compositions of detergents, not provided for by one single preceding group
    • C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • C11D10/047—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on cationic surface-active compounds and soap
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/65—Mixtures of anionic with cationic 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
    • C11D11/00—Special methods for preparing compositions containing mixtures of detergents
    • C11D11/0082—Special methods for preparing compositions containing mixtures of detergents one or more of the detergent ingredients being in a liquefied state, e.g. slurry, paste or melt, and the process resulting in solid detergent particles such as granules, powders or beads
    • 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
    • C11D11/00—Special methods for preparing compositions containing mixtures of detergents
    • C11D11/02—Preparation in the form of powder by spray drying
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds

Definitions

  • the invention relates to granular detergent compositions comprising cationic surfactant and anionic surfactant.
  • Water-soluble cationic surfactants are commercially
  • aqueous solutions typically up to 35% or 40% active (by weight).
  • active by weight
  • EP-A 000 225 published on 10th January 1979, discloses compositions comprising water-soluble cationic surfactant and anionic surfactant.
  • the surfactants are combined together with other detergent ingredients, such as
  • the present invention aims to provide granular detergent components or compositions having a higher level of water-soluble cationic surfactant than prior art components.
  • anionic surfactant This is achieved by mixing small amounts of anionic surfactant with the aqueous solution of the cationic surfactant, and subsequently drying and granulating, either simultaneously or sequentially.
  • the addition of the anionic surfactant permit more concentrated cationic solutions to be processed without entering a viscous gel phase.
  • the present invention concerns a granular detergent
  • composition or component comprising anionic surfactant, at least 20% by weight of water-soluble cationic surfactant, and less than 10% by weight of anionic polymer wherein the molar ratio of anionic surfactant to cationic surfactant is less than 1:1, preferably less than 0.5:1.
  • the granular detergent composition or component preferably comprises the cationic surfactant at a level of at least 30% by weight of the composition or component, and the anionic surfactant at a level of from 1% to 20% by weight the composition or component.
  • the granular detergent composition or component further comprises from 10% to 69% by weight of a detergent builder selected from the group consisting of
  • aluminosilicate silicate, carbonate, citrate, phosphate or mixtures thereof.
  • a highly preferred granular detergent composition or component is substantially free of anionic polymer, and comprises:
  • Another aspect of the present invention is a process for making the composition or component comprising the steps of
  • the cationic surfactant is at a level of at least 20% by weight of the composition or component and the molar ratio of anionic surfactant to cationic surfactant is less than 1:1.
  • a suds suppressing agent is added to the mixing step (i).
  • the drying step may be carried out by means of an
  • a detergent builder selected from the group consisting of aluminosilicate, silicate, carbonate,
  • drying and granulating steps may be carried out simultaneously, preferably by means of spray drying.
  • the cationic surfactant component of the composition is water-soluble.
  • water solubility we refer in this context to the solubility of cationic surfactant in monomeric form, the limit of solubility being determined by the onset of micellisation and measured in terms of the critical micelle concentration (CMC).
  • CMC critical micelle concentration
  • the cationic surfactant should thus have a CMC for the pure material greater than about 200ppm and preferably greater than about 500ppm, specified at 30°C and in distilled water (Critical Micelle Concentrations of Aqueous Surfactant Systems, P. Mukerjee and K.J. Mysels, NSRDS-NBS, (1971)).
  • Useful cationic surfactants include water-soluble
  • quaternary ammonium compounds of the form R 1 R 2 R 3 R 4 N + X-, wherein R 1 is alkyl having from 10 to 20, preferably from 12-18 carbon atoms, and R 2 , R 3 and R 4 are each C 1 to C 7 alkyl, or hydroxyalkyl, preferably methyl; X- is an anion, e.g. chloride.
  • quaternary ammonium compounds include C 12-14 alkyl trimethyl ammonium chloride, C 12-14 alkyl dimethyl ethoxy ammonium chloride and cocalkyl trimethyl ammonium methosulfate.
  • Other useful cationic surfactants are described in US Pat No. 4,222,905,
  • Another group of useful cationic compounds are the
  • R 3 is selected from C 8 to C 20 alkyl, alkenyl and alkaryl groups; each R 4 is C 1 -C 4 alkyl; n is from 1 to 6; and m is from 1 to 3.
  • a further preferred type of cationic component has the formula : wherein R 1 is C 1 to C 4 alkyl; R 2 is C 5 to C 30 straight or branched chain alkyl or alkenyl, alkyl benzene, or
  • R 3 is C1 to C20 alkyl or alkenyl; a is 0 or 1; n is 0 or 1; m is from 1 to 5; Z- and Z2 are each selected from the group consisting of : , , -O-, , , , , , and wherein at least one of said groups is selected from the group consisting of ester, reverse ester, amide and reverse amide; and X is an anion which makes the compound water-soluble, preferably selected from the group
  • amide consisting of amide, methyl sulfate, hydroxide, and nitrate preferably chloride, bromide or iodine.
  • this particular cationic component is evironmentally desirable, since it is
  • biodegradable both in terms of its long alkyl chain and its nitrogen containing segment.
  • Choline esters Preferred choline ester derivatives having the following formula :
  • R is a C 5 to C 30 straight chain or branched chain alkyl or alkenyl
  • group and X is an anion, which makes the compound at least water-dispersible, preferably selected from the group consisting of halide, methyl sulfate, sulfate, and nitrate, preferably methyl sulfate, chloride, bromide or iodide,
  • ester linkage in the above formula is replaced with a reverse ester, amide or reverse amide linkage.
  • p may be from 0 to 20.
  • the preferred choline-derivative cationic substances may be prepared by the direct esterification of a fatty acid of the desired chain length with dimethylaminoethanol, in the presence of an acid catalyst. The reaction product is then quaternized with a methyl halide, forming the desired cationic material.
  • the choline-derived cationic materials may also be prepared by the direct esterification of a long chain fatty acid of the desired chain length together with 2-haloethanol, in the presence of an acid catalyst material. The reaction product is then used to quaternize.
  • Trimethylamine forming the desired cationic component.
  • Suitable choline esters for use herein have the formula:
  • the anionic surfactant component of the present invention include water-soluble salts of the higher fatty acids, i.e., "soaps".
  • Soaps can be made by direct saponification of fats and oils or by the neutralization of free fatty acids.
  • Particularly useful are the sodium and potassium salts of the mixtures of fatty acids derived from coconut oil and tallow, i.e., sodium or potassium tallow and coconut soap.
  • Useful anionic surfactants also include the water-soluble salts, preferably the alkali metal, ammonium and
  • alkylolammonium salts of organic sulfuric reaction
  • alkyl containing from about 10 to about 20 carbon atoms and a sulfonic acid or sulfuric acid ester group.
  • alkyl is the alkyl portion of acyl groups.
  • this group of synthetic surfactants are the sodium and potassium alkyl sulfates, especially those obtained by sulfating the higher alcohols (C 8 -C 18 carbon atoms) such as those produced by reducing the glycerides of tallow or coconut oil; and the sodium and potassium alkyl benzene sulfonates in which the alkyl group contains from about 9 to about 15 carbon atoms, in straight or branched chain configuration, e.g., those of the type described in U.S. Pat. Nos. 2,220,099 and 2,477,383.
  • linear straight chain alkyl benzene sulfonates in which the average number of carbon atoms in the alkyl group is from about 11 to 13, abbreviated as C 11 -C 13 LAS.
  • Other useful anionic surfactants herein include the water-soluble salts of esters of alpha-sulfonated fatty acids containing from about 6 to 20 carbon atoms in the fatty acid group and from about 1 to 10 carbon atoms in the ester group; water-soluble salts of 2-acyloxy-alkane-1-sulfonic acids containing from about 2 to 9 carbon atoms in the acyl group and from about 9 to about 23 carbon atoms in the alkane moiety; alkyl ether sulfates containing from about 10 to 20 carbon atoms in the alkyl group and from about 1 to 30 moles of ethylene oxide; watersoluble salts of olefin sulfonates containing from about 12 to 24 carbon atoms; and beta-alkyloxy alkane sulfonates containing from about 1 to 3 carbon atoms in the alkyl group and from about 8 to about 20 carbon atoms in the alkane moiety.
  • anionic surfactants useful in the present invention are hydrotropes such as aryl sulphonates.
  • hydrotropes such as aryl sulphonates.
  • sodium or potassium salts of benzene are particularly preferred.
  • a suds suppressing agent is useful in the present invention as a process aid, to control suds at the stage of mixing the cationic surfactant solution with the anionic
  • suds suppressing agents such as monocarboxylic fatty acids and their soluble salts, high molecular weight hydrocarbons such as paraffin, fatty acid esters, fatty acid esters of monovalent
  • suds suppressing agents comprises silicone suds suppressors.
  • This category includes the use of polyorganosiloxane oils, such as polydimethyl siloxane, dispersions or emulsions of polyorganosiloxane oils or resins, and combinations of polyorganosiloxane with silica particles wherein the polyorganosiloxane is chemisorbed or fused onto the silica.
  • Silicone suds suppressors are well-known in the art and are, for example, disclosed in US-A 4 265 779, issued May 5th 1981. Other silicone suds suppressors are disclosed in US-A 3 455 839 and German Patent Application DE-A 21 24 526.
  • powders are suitable for use in the granulation step of the present process.
  • Preferred powders for use in the process and compositions of the present invention are compatible detergency builder or combination of builders or powder.
  • the detergent compositions herein can contain crystalline aluminosilicate ion exchange material of the formula
  • Amorphous hydrated aluminosilicate materials useful herein have the empirical formula
  • the aluminosilicate ion exchange builder materials herein are in hydrated form and contain from about 10% to about 28% of water by weight if crystalline, and potentially even, higher amounts of water if amorphous. Highly preferred crystalline aluminosilicate ion exchange materials contain from about 18% to about 22% water in their crystal matrix.
  • the crystalline aluminosilicate ion exchange materials are further characterized by a particle size diameter of from about 0.1 micron to about 10 microns. Amorphous materials are often smaller, e.g., down to less than about 0.01 micron.
  • Preferred ion exchange materials have a particle size diameter of from about 0.2 micron to about 4 microns.
  • particle size diameter herein represents the average particle size diameter by weight of a given ion exchange material as determined by conventional analytical techniques such as, for example, microscopic determination utilizing a scanning electron microscope.
  • the crystalline aluminosilicate ion exchange materials herein are usually further characterized by their calcium ion exchange
  • aluminosilicate ion exchange materials herein are still further characterized by their calcium ion exchange rate which is at least about 2 grains
  • Optimum aluminosilicate for builder purposes exhibit a calcium ion exchange rate of at least about 4 grains/galIon/minute/gram/galIon.
  • the amorphous aluminosilicate ion exchange materials usually have a Mg ++ exchange of at least about 50 mg eq. CaCO 3 /g (12 mg Mg ++ /g) and a Mg ++ exchange rate of at least about 1 grain/gallon/minute/gram/gallon.
  • Aluminosilicate ion exchange materials useful in the practice of this invention are commercially available.
  • the aluminosilicates useful in this invention can be
  • the crystalline aluminosilicate ion exchange material has the formula
  • x is from about 20 to about 30, especially about 27 and has a particle size generally less than about 5
  • the granular detergents of the present invention can contain neutral or alkaline salts which have a pH in solution of seven or greater, and can be either organic or inorganic in nature.
  • the builder salt assists in providing the desired density and bulk to the detergent granules herein. While some of the salts are inert, many of them also function as detergency builder materials in the laundering solution.
  • neutral water-soluble salts examples include the alkali metal, ammonium or substituted ammonium chlorides,
  • alkali metal, and especially sodium, salts of the above are preferred.
  • Sodium sulfate is typically used in detergent granules and is a
  • Citric acid and, in general, any other organic or inorganic acid may be incorporated into the granular detergents of the present invention as long as it is chemically compatible with the rest of the agglomerate composition.
  • water-soluble salts include the compounds commonly known as detergent builder materials.
  • Builders are generally selected from the various water-soluble, alkali metal, ammonium or substituted ammonium phosphates, polyphosphates, phosphonates, polyphosphonates, carbonates, silicates, borates, citrates, silicas and
  • polyhyroxysulfonates Preferred are the alkali metal, especially sodium, salts of the above.
  • inorganic phosphate builders are sodium and potassium tripolyphosphate, pyrophosphate, polymeric metaphosphate having a degree of polymerization of from about 6 to 21, and orthophosphate.
  • polyphosphonate builders are the sodium and potassium salts of ethylene diphosphonic acid, the sodium and potassium salts of ethane 1-hydroxy-1,1-diphosphonic acid and the sodium and potassium salts of ethane, 1,1,2-triphosphonic acid.
  • Other phosphorus builder compounds are disclosed in U.S. Pat. Nos. 3,159,581; 3,213,030; 3,422,021; 3,422,137; 3,400,176 and 3,400,148, incorporated herein by reference.
  • nonphosphorus, inorganic builders are sodium and potassium carbonate, bicarbonate, sesquicarbonate, tetraborate decahydrate, and silicate having a molar ratio of SiO 2 to alkali metal oxide of from about 0.5 to about 4.0, preferably from about 1.0 to about 2.4.
  • compositions made by the process of the present invention does not require excess carbonate for processing, and preferably does not contain over 2% finely divided calcium carbonate as disclosed in U.S. Pat. No. 4,196,093, Clarke et al., issued Apr.1, 1980, and is preferably free of the latter.
  • Softening clay is a particularly useful component which may be optionally incorporated into the compositions of the present invention.
  • the clay may be incorporated into the cationic surfactant containing particle of the present invention, however it is preferred that the clay is incorporated into a particle separate from the cationic surfactant.
  • the cationic surfactant containing particles and the clay containing particles may then be mixed
  • Softening clays may be either unmodified or organically modified. Those clays which are not organically modified can be described as expandable, three-layered clays, i.e., aluminosilicates and magnesium silicates, having an ion exchange capacity of at least 50 meq/100g. of clay and preferably at least 60 meq/100 g. of clay.
  • the starting clays for the organically modified clays can be similarly described.
  • the term "expandable" as used to describe clays relates to the ability of the layered clay structure to be swollen, or expanded, on contact with water.
  • the three-layer expandable clays used herein are those materials classified geologically as smectites.
  • the family of smectite (or montmorillonoid) clays includes the following trioctahedral minerals: talc; hectorite;
  • dioctahedral minerals prophyllite; montmorillonite;
  • the clays employed in these compositions contain cationic counterions such as protons, sodium ions, potassium ions, calcium ions, and lithium ions. It is customary to
  • cation exchange capacity (sometimes termed “base exchange capacity") in terms of milliequivalents per 100 g. of clay (meq/100g) .
  • base exchange capacity cation exchange capacity
  • the cation exchange capacity of clays can be measured in several ways, including by electrodialysis, by exchange with ammonium ion followed by titration, or by a methylene blue procedure, all as fully set forth in Grimshaw, "The Chemistry and Physics of Clays", pp. 264-265, Interscience (1971).
  • the cation exchange capacity of a clay material relates to such factors as the expandable properties of the clay, the charge of the clay (which in turn is determined at least in part by the lattice structure), and the like.
  • the ion exchange capacity of clays varies widely in the range form about 2 meq/100 g. of kaolinites to about 150 meq/100 g., and greater, for certain smectite clays.
  • Preferred smectite-type clays are sodium montmorillonite, potassium montmorillonite, sodium hectorite and potassium hectorite.
  • the clays used herein have a particle size range of up to about 1 micron.
  • any of the clays used herein may be either naturally or synthetically derived.
  • Cationic surfactant is C12-14 alkyl dimethyl hydroxyethyl ammonium chloride
  • Sodium (C12-14) alkyl ether (3) sulphate is the sodium salt of a C12-14 ethoxylated alcohol having an average of 3 moles of ether per mole.
  • Suds Suppressing Agent is poly dimethyl siloxane (85%) and hydrophobic silica (15%)
  • the above composition was prepared by mixing a 40% aqueous solution of the cationic surfactant with a 79% aqueous paste of the mixture of anionic surfactants, and with the antifoam. The mixture was then evaporated to form a 60% cationic surfactant active paste. The paste was fed into a high shear mixer (a Loedige CB ® ) where it was granulated with the Zeolite A. The resulting granules were further treated in a low shear mixer (a Loedige KM ® ) and
  • the above composition was prepared by mixing a 40% aqueous solution of the cationic surfactant with a 79% aqueous paste of the mixture of anionic surfactants.
  • the Zeolite A was also added to the mixture and a homogeneous crutcher mix formed.
  • the crutcher mix was then spray dried using hot air in a conventional counter-current spray dry tower to give the finished granular composition.
  • a 40% aqueous solution of the cationic surfactant was fed into a high shear-mixer (Loedige CB ® ) and agglomerated with a fixed amount of Zeolite A powder.
  • the feed was stopped just before over-agglomeration occurred (the point where the liquid level exceeds the capacity of the powder, leading to the formation of an un-processable 'dough').
  • the resultant wet agglomerate was then dried in a fluid-bed dryer giving a product with the following composition :-
  • This particle is not suitable for inclusion in 'compact- type' products due to the low cationic surfactant activity.
  • a 40% aqueous solution or the cationic surfactant was dried by evaporation to form a 60% cationic surfactant active paste.
  • the paste became a highly viscous gel and no further useful processing was possible.

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)
  • Agricultural Chemicals And Associated Chemicals (AREA)
PCT/US1995/015548 1994-12-02 1995-11-30 Detergent compositions comprising cationic surfactant and process for making the composition WO1996017042A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
AU43714/96A AU4371496A (en) 1994-12-02 1995-11-30 Detergent compositions comprising cationic surfactant and process for making the composition
BR9509843A BR9509843A (pt) 1994-12-02 1995-11-30 Composição detergente compreendendo tensoatívo catiónico e processo para sua fabricação
JP8519046A JPH10511713A (ja) 1994-12-02 1995-11-30 カチオン界面活性剤を含んでなる洗剤組成物およびその製造方法
MX9704078A MX9704078A (es) 1994-12-02 1995-11-30 Composiciones detergentes que comprenden agente tensioactivo cationico y procedimiento para hacer la composicion.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP94308960A EP0714976B2 (en) 1994-12-02 1994-12-02 Detergent compositions comprising cationic surfactant and process for making the composition
EP94308960.7 1994-12-02

Publications (1)

Publication Number Publication Date
WO1996017042A1 true WO1996017042A1 (en) 1996-06-06

Family

ID=8217930

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1995/015548 WO1996017042A1 (en) 1994-12-02 1995-11-30 Detergent compositions comprising cationic surfactant and process for making the composition

Country Status (13)

Country Link
EP (1) EP0714976B2 (es)
JP (1) JPH10511713A (es)
CN (1) CN1174566A (es)
AT (1) ATE193051T1 (es)
AU (1) AU4371496A (es)
BR (1) BR9509843A (es)
CA (1) CA2206326A1 (es)
DE (1) DE69424551T3 (es)
MA (1) MA23734A1 (es)
MX (1) MX9704078A (es)
TR (1) TR199501509A2 (es)
WO (1) WO1996017042A1 (es)
ZA (1) ZA9510227B (es)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0881279A2 (de) † 1997-05-26 1998-12-02 Henkel Kommanditgesellschaft auf Aktien Verfahren zur Herstellung kationtensidhaltiger Granulate
WO2001081528A1 (en) * 2000-04-20 2001-11-01 Unilever Plc Granular detergent component and process for its preparation
US6573229B2 (en) 2000-04-12 2003-06-03 Unilever Home & Personal Care Usa Division Of Conopco Inc. Laundry wash compositions
EP1980544A3 (en) * 2007-04-06 2015-03-04 Kao Corporation Process for producing powder

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0971030A1 (en) * 1998-07-10 2000-01-12 The Procter & Gamble Company Surfactant agglomerates
DE102004018751A1 (de) * 2004-04-17 2005-11-03 Clariant Gmbh Verfahren zur Herstellung von quaternären Hydroxyalkylammonium Granulaten
WO2011142424A1 (ja) * 2010-05-14 2011-11-17 ユケン工業株式会社 水系洗浄剤組成物
EP2821474A1 (en) * 2011-01-12 2015-01-07 The Procter and Gamble Company Method for controlling the plasticization of a water soluble film
CN115895790A (zh) * 2022-11-30 2023-04-04 四川科宏达集团有限责任公司 一种阴-阳离子表面活性剂复配清洗剂及制备方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4259215A (en) * 1979-06-29 1981-03-31 Kao Soap Co., Ltd. Detergent composition containing a fabric softening cationic surfactant and an ether sulfate having a specific oxyalkylene group
US4338204A (en) * 1979-09-29 1982-07-06 The Procter & Gamble Company Detergent softener containing anionic, amine, and water soluble cationic
US4347168A (en) * 1977-11-17 1982-08-31 The Procter & Gamble Company Spray-dried granular detergent compositions for improved greasy soil removal
US4430244A (en) * 1982-03-04 1984-02-07 Colgate-Palmolive Company Silicate-free bleaching and laundering composition
US5071594A (en) * 1989-10-02 1991-12-10 Ethyl Corporation Free flowing granular laundry detergent comprising tert-amine oxide dihydrate

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ZA755347B (en) † 1974-09-06 1977-04-27 Colgate Palmolive Co Fabric softening composition containing molecular sieve zeolite
DE2449354B2 (de) * 1974-10-17 1979-08-23 Basf Ag, 6700 Ludwigshafen Verwendung von Orthophosphorsäureestern als Schaumdämpfer in kationischen Tensidformulierungen
US3936537A (en) † 1974-11-01 1976-02-03 The Procter & Gamble Company Detergent-compatible fabric softening and antistatic compositions
US4292035A (en) † 1978-11-13 1981-09-29 The Procter & Gamble Company Fabric softening compositions
EP0011333B1 (en) † 1978-11-16 1982-12-01 THE PROCTER & GAMBLE COMPANY Particulate detergent additive comprising insoluble, anionic-cationic softener complex and detergent compositions containing the same
JPS57137397A (en) * 1981-02-20 1982-08-24 Kao Corp Detergent composition
US4622173A (en) * 1984-12-31 1986-11-11 Colgate-Palmolive Co. Non-aqueous liquid laundry detergents containing three surfactants including a polycarboxylic acid ester of a non-ionic
US4637890A (en) * 1986-01-23 1987-01-20 The Procter & Gamble Company Detergent composition providing rinse cycle suds and turbidity control containing a soap, quaternary ammonium salt and a silicone
US4686060A (en) † 1986-01-23 1987-08-11 The Procter & Gamble Company Detergent composition providing rinse cycle suds control containing a soap, a quaternary ammonium salt and a silicone
CZ367592A3 (en) * 1991-12-18 1993-09-15 Colgate Palmolive Co Process for preparing a freely flowing particulate composition for softening textile materials

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4347168A (en) * 1977-11-17 1982-08-31 The Procter & Gamble Company Spray-dried granular detergent compositions for improved greasy soil removal
US4259215A (en) * 1979-06-29 1981-03-31 Kao Soap Co., Ltd. Detergent composition containing a fabric softening cationic surfactant and an ether sulfate having a specific oxyalkylene group
US4338204A (en) * 1979-09-29 1982-07-06 The Procter & Gamble Company Detergent softener containing anionic, amine, and water soluble cationic
US4430244A (en) * 1982-03-04 1984-02-07 Colgate-Palmolive Company Silicate-free bleaching and laundering composition
US5071594A (en) * 1989-10-02 1991-12-10 Ethyl Corporation Free flowing granular laundry detergent comprising tert-amine oxide dihydrate

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0881279A2 (de) † 1997-05-26 1998-12-02 Henkel Kommanditgesellschaft auf Aktien Verfahren zur Herstellung kationtensidhaltiger Granulate
EP0881279B2 (de) † 1997-05-26 2007-04-18 Cognis IP Management GmbH Kationtensidhaltige Granulate
US6573229B2 (en) 2000-04-12 2003-06-03 Unilever Home & Personal Care Usa Division Of Conopco Inc. Laundry wash compositions
WO2001081528A1 (en) * 2000-04-20 2001-11-01 Unilever Plc Granular detergent component and process for its preparation
US6596684B2 (en) 2000-04-20 2003-07-22 Unilever Home & Personal Care Usa Divison Of Conopco, Inc. Granular detergent component and process for its preparation
EP1980544A3 (en) * 2007-04-06 2015-03-04 Kao Corporation Process for producing powder

Also Published As

Publication number Publication date
ZA9510227B (en) 1996-06-12
AU4371496A (en) 1996-06-19
MX9704078A (es) 1997-08-30
MA23734A1 (fr) 1996-07-01
CA2206326A1 (en) 1996-06-06
DE69424551T3 (de) 2005-12-29
CN1174566A (zh) 1998-02-25
JPH10511713A (ja) 1998-11-10
ATE193051T1 (de) 2000-06-15
DE69424551D1 (de) 2000-06-21
EP0714976A1 (en) 1996-06-05
EP0714976B1 (en) 2000-05-17
BR9509843A (pt) 1997-11-25
EP0714976B2 (en) 2005-03-23
TR199501509A2 (tr) 1996-07-21
DE69424551T2 (de) 2001-01-18

Similar Documents

Publication Publication Date Title
US3936537A (en) Detergent-compatible fabric softening and antistatic compositions
US4292035A (en) Fabric softening compositions
CA1222356A (en) Fabric softening composition containing surface modified clay
JPS6052192B2 (ja) 洗剤組成物
IE57926B1 (en) Perfume-containing carrier for laundry compositions
JPH0641596A (ja) 粒状洗剤組成物または成分
EP0714976B2 (en) Detergent compositions comprising cationic surfactant and process for making the composition
EP0544365B1 (en) Detergent compositions and process for preparing them
MXPA97004078A (es) Composiciones detergentes que comprenden agente tensioactivo cationico y procedimiento para hacer la composicion
EP0739977B1 (en) Process for producing granular detergent components or compositions
WO1995000622A1 (en) Granular detergent compositions containing selected builders in optimum ratios
JP3001260B2 (ja) 水不溶性シリケートによって安定化された漂白粒状物を含有する粒状洗剤
US4704221A (en) Granular detergents which contain high levels of anionic surfactant that forms a middle-phase, surface treated with a water soluble cationic surfactant
EP0870008B2 (en) Process for producing granular detergent components or compositions
EP0771864A1 (en) Granular suds suppressing component
US5998356A (en) Process for making granular detergents
EP0011333B1 (en) Particulate detergent additive comprising insoluble, anionic-cationic softener complex and detergent compositions containing the same
CA2231577C (en) Process for making granular detergents
US5234620A (en) Detergent composition containing modified dioctanedral fabric softening clay having from 100-10,000 micrograms of non-exchangeable lithium per gram of clay
US6140301A (en) Process for producing granular detergent components or compositions
CA2017671C (en) Detergent composition
US5925614A (en) Process for producing granular detergent components or compositions
US6004921A (en) Process for making granular suds suppressing component

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 95197503.X

Country of ref document: CN

AK Designated states

Kind code of ref document: A1

Designated state(s): AL AM AT AU BB BG BR BY CA CH CN CZ DE DK EE ES FI GB GE HU IS JP KE KG KP KR KZ LK LR LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK TJ TM TT UA UG US UZ VN

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): KE LS MW SD SZ UG AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN TD TG

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 298270

Country of ref document: NZ

WWE Wipo information: entry into national phase

Ref document number: 1199700433

Country of ref document: VN

ENP Entry into the national phase

Ref document number: 2206326

Country of ref document: CA

Ref document number: 2206326

Country of ref document: CA

Kind code of ref document: A

ENP Entry into the national phase

Ref document number: 1997 849564

Country of ref document: US

Date of ref document: 19970530

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: PA/a/1997/004078

Country of ref document: MX

WWE Wipo information: entry into national phase

Ref document number: 1019970703670

Country of ref document: KR

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

122 Ep: pct application non-entry in european phase
WWP Wipo information: published in national office

Ref document number: 1019970703670

Country of ref document: KR

WWR Wipo information: refused in national office

Ref document number: 1019970703670

Country of ref document: KR