US3044962A - Preparation of detergent compositions - Google Patents

Preparation of detergent compositions Download PDF

Info

Publication number
US3044962A
US3044962A US768549A US76854958A US3044962A US 3044962 A US3044962 A US 3044962A US 768549 A US768549 A US 768549A US 76854958 A US76854958 A US 76854958A US 3044962 A US3044962 A US 3044962A
Authority
US
United States
Prior art keywords
sodium
surface active
active agent
weight
cationic surface
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
US768549A
Other languages
English (en)
Inventor
Brunt Kenneth Arthur
Williams David
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.)
British Nylon Spinners Ltd
Original Assignee
British Nylon Spinners Ltd
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 British Nylon Spinners Ltd filed Critical British Nylon Spinners Ltd
Application granted granted Critical
Publication of US3044962A publication Critical patent/US3044962A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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
    • 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0036—Soil deposition preventing compositions; Antiredeposition 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/04—Carboxylic acids or salts thereof
    • 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
    • C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
    • 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
    • C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic 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
    • 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
    • C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
    • 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
    • C11D1/60—Sulfonium or phosphonium 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
    • 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

  • This invention relates to detergents for textiles, notably those consisting of synthetic linear polymers, and in particular to such detergents which also exercise an antistatic effect.
  • the ingredient of the present detergents responsible (or mainly responsible) for their detergency is an anionic surface active agent, i.e. a water-soluble compound, having lipophilic and hydrophilic groups in the anion (of. pages 108 and 109 of Surface Active Agents," by C. B. F. Young and K. W. Carns, 1945, Chemical Publishing Co. Inc.), a genus which includes, inter alia, the alkali soaps, e.g. sodium stearate (a constituent of common soap), alkali metal fatty alcohol sulphates, e.g. sodium cetyl sulphate, alkylarly sulphonates, e.g. sodium p-dodecylbenzene sulphonate and alkyl monoglyceryl phosphates or sulphates, e.g. dodecyl octyl monoglyceryl phosphate.
  • an anionic surface active agent i.e. a water-soluble compound,
  • the present detergents also contain a convertional water-soluble inorganic salt of neutral or alkaline reaction, e.g. sodium carbonate, sodium sulphate, sodium borate.
  • a convertional water-soluble inorganic salt of neutral or alkaline reaction e.g. sodium carbonate, sodium sulphate, sodium borate.
  • the cationic agent is first mixed with sufficient of an inorganic salt powder, before the incorporation of the anionic agent, the aforesaid precipitation can be avoided. It is preferred that the cationic agent be applied in the form of a solution, to a sufficiency of the solid inorganic salt, so as to coat the individual crystals or granules thereof without making the powder, as a whole, wet. Mixtures so obtained can be safely mixed with the desired anionic surface active agent without fear of precipitation occurring when the resulting detergent mixture is dissolved in water for use in washing.
  • the anti-static effect produced ICC by the employment of the present detergents withstands rinsing and tends even to increase during the course of successive washings.
  • the present detergents also appear to have the advantage of hindering re-deposition of the dirt on the fabric whilst it is in the wash liquor.
  • the present invention relates to a process for making detergents comprising mixing an alcoholic, aqueous or aqueous-alcoholic solution of a cationic surface active agent, 7111011 15 a quaternary ammonium, phosphromum or l'l'lOlPhOlll'llllIl'l salt, with a sufficient quantity of a powdered water-sofible alkaline-reagting or neutral-reacting inorganic salt, so that the weight of fiid salt remaimng undrssolved 1s not less than themeight of tlia cationic surface active agent, d yfiggll fii fiifl to remove any visible liquid, and then intimatelv mixing face active agefirearpid eaf Whendrying'is'elfectedin order to remove any visible liquid, the dried product is advantageously powdered so as to facilitate the subsequent mixing with the anionic surface active agent.
  • the qnantity of the solution of the cationic surface active agent employed should only suffice to coat the individual crystals or granules of the inorganic salt powder, without making the latter visibly wet. In this case there is thus no visible liquid present and therefore no drying is required.
  • the anionic surface active agent may be introduced either as the pure compound or, for example, in the form of an aqueous solution or paste, or otherwise conveniently diluted.
  • an anti-static effect is produced even when the proportion of cationic surface active agent to anionic surface active agent is as low as 1-500 or even 1-1000. However, it is preferred that the weight of the anionic agent be from 10 to 200 times the weight of the cationic agent.
  • the cationic surface active agent may be for example:
  • Octadecyl-trimethylammonium chloride Octadecenyl-trimethylammonium chloride Octadecadienyl-trimethylammonium chloride
  • Dodecyl-trimethylammonium chloride Hexadecyl-trimethylammonium chloride Didodecyl-dimethylammonium bromide Dioctadecyl-dimethylarnmonium chloride
  • Benzyl tri-(dimethylamino) phosphonium chloride Benzyl-stearyl-dimethylammonium chloride Hexadecyl methyl morpholinium methosulphate Hexadecyl pyridinium chloride
  • Dodecyl pyridinium chloride Those cationic surface active agents are preferred which are capable of imparting a strong antistatic effect when applied to the textile material by themselves.
  • anionic surface active agent may be, for example:
  • Example 1 9.85 parts of a 75% solution of dioctadecyl-dimethylammonium chloride in iso-propanol are diluted with 6 of methanol and thoroughly mixed with 12 parts of anhydrous sodium carbonate powder. The resulting powder is then mixed with 50 parts of common soap powder.
  • a plain weave fabric of 30 denier nylon yarn (10 filaments) is washed repeatedly and examined as to its tendency to become electrostatically charged in the following manner:
  • the fabric divided into 11 strips, is immersed and agitated for 3 minutes, in 100 times its own weight of a 0.1% aqueous solution of the above detergent at 60 C.
  • the fabric strips are then removed, rinsed once with warm water and twice with cold water, and dried.
  • One strip is set aside and the remaining ten washed again, rinsed and dried as before.
  • Another strip is set aside and the process repeated until the final strip has received 11 washes.
  • Example 2 detergent and tested in the way described in Example 1. The following results being obtained:
  • Example 3 20 parts of sodium p-dodecyl benzene sulphonate 40 parts of sodium tripolyphosphate 40 parts of sodium sulphate The resultant mixture constitutes the detergent; the ratio by weight of anionic to cationic agent contained therein is 2:1.
  • Strips of nylon fabric are washed with times their weight of a 0.1% aqueous solution of the above detergent at 60 C. and the electrostatic charge produced measured as described in Example 1. It is found that the charge is only about 15 of that generated on the unwashed fabric.
  • Example 4 Example 3 is repeated except that only 2 parts of the 50% solution of cationic agent are taken. The electrostatic charge is 30% of that found on the unwashed fabric.
  • a process for the manufacture of a detergent composition comprising mixing an alcoholic solution of a cationic surface active agent, selected from the group consisting of quaternary ammonium, phosphonium and morpholinium salt, with a sufiicient quantity of a powdered sodium salt selected from the group consisting of anhydrous sodium carbonate, sodium carbonate decahydrate, sodium bicarbonate, sodium borate, sodium sulphate, trisodium orthophosphate, sodium metaphosphate, sodium pyrophosphate, disodium hydrogen phosphate, sodium tripolyphosphate and sodium perborate, so that the weight of said salt remaining undissolved is not less than the weight of the cationic surface active agent, drying if necessary to remove any visible liquid, and then intimately mixing with a quantity of a synthetic organic anionic surface active agent weighing from 2 to 1000 times the weight of the cationic surface active agent employed.
  • a cationic surface active agent selected from the group consisting of quaternary ammonium, phosphonium and morpholinium salt
  • the process of claim surface active agent is from of the cationic agent.

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)
US768549A 1957-10-31 1958-10-21 Preparation of detergent compositions Expired - Lifetime US3044962A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB33960/57A GB839407A (en) 1957-10-31 1957-10-31 Detergent compositions

Publications (1)

Publication Number Publication Date
US3044962A true US3044962A (en) 1962-07-17

Family

ID=10359600

Family Applications (1)

Application Number Title Priority Date Filing Date
US768549A Expired - Lifetime US3044962A (en) 1957-10-31 1958-10-21 Preparation of detergent compositions

Country Status (6)

Country Link
US (1) US3044962A (fr)
BE (1) BE572404A (fr)
DE (1) DE1105548B (fr)
FR (1) FR1206519A (fr)
GB (1) GB839407A (fr)
NL (1) NL232749A (fr)

Cited By (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3174905A (en) * 1962-03-12 1965-03-23 American Cyanamid Co Methods and compositions for rendering textile materials soft, germ resistant and antistatic
US3177083A (en) * 1962-02-13 1965-04-06 Prismo Safety Corp Anti-static treatment of glass beads
US3265624A (en) * 1963-10-01 1966-08-09 Colgate Palmolive Co Detergent composition
US3282849A (en) * 1961-04-05 1966-11-01 Armour & Co Germicidal cleansing composition
US3325414A (en) * 1963-10-01 1967-06-13 Colgate Palmolive Co Heavy duty detergent composition containing a quaternary ammonium salt
US3325404A (en) * 1963-09-19 1967-06-13 Millmaster Onyx Corp Composition for simultaneously laundering and softening fabrics
US3329609A (en) * 1965-03-22 1967-07-04 Wyandotte Chemicals Corp Compositions containing quaternary ammonium salts
US3355392A (en) * 1963-10-18 1967-11-28 West Laboratories Inc Alkaline germicidal cleaner with color indicator
US3356526A (en) * 1964-05-13 1967-12-05 Armour & Co Method of preparing water-dispersible softener compositions and products produced thereby
US3360470A (en) * 1963-05-28 1967-12-26 Colgate Palmolive Co Laundering compositions
US3377181A (en) * 1963-07-19 1968-04-09 Toray Industries Method for producing webs including polypropylene fibers
US3420703A (en) * 1964-05-30 1969-01-07 Bayer Ag Process for treating a textile material with an aqueous antistatic and handle-improving composition and the aqueous treating composition
US3454494A (en) * 1965-08-03 1969-07-08 Standard Chem Products Inc Textile softener compositions
US3468697A (en) * 1966-03-02 1969-09-23 Colgate Palmolive Co Method of treating textile articles which are usually laundered
US3546115A (en) * 1967-02-28 1970-12-08 Cargill Inc Fabric softener
US3632421A (en) * 1968-12-09 1972-01-04 Deering Milliken Res Corp Textile material with soil release characteristics
US3644203A (en) * 1968-12-09 1972-02-22 Lever Brothers Ltd Fabric softener
US3867187A (en) * 1973-03-26 1975-02-18 Phillips Petroleum Co Polypropylene filaments having improved soiling and crocking characteristics
US3904533A (en) * 1963-07-16 1975-09-09 Lever Brothers Ltd Fabric conditioners
US3997453A (en) * 1974-02-11 1976-12-14 Colgate-Palmolive Company Softener dispersion
US4069159A (en) * 1976-02-02 1978-01-17 E. I. Du Pont De Nemours And Company Antistat and softener for textiles
US4244834A (en) * 1979-06-05 1981-01-13 United States Borax & Chemical Corporation Carpet cleaning and deodorizing compositions
US4265772A (en) * 1978-11-16 1981-05-05 The Procter & Gamble Company Antistatic, fabric-softening detergent additive
US4321165A (en) * 1977-06-29 1982-03-23 The Procter & Gamble Company Detergent compositions comprising cationic, anionic and nonionic surfactants
US4347168A (en) * 1977-11-17 1982-08-31 The Procter & Gamble Company Spray-dried granular detergent compositions for improved greasy soil removal
US4851214A (en) * 1988-09-07 1989-07-25 Ici Americas Inc. Deodorants containing N-soya-N-ethyl morpholinium ethosulfate
US4919839A (en) * 1989-02-21 1990-04-24 Colgate Palmolive Co. Light duty microemulsion liquid detergent composition containing an aniocic/cationic complex
US5525261A (en) * 1994-10-18 1996-06-11 Henkel Corporation Anti-static composition and method of making the same
WO2003018676A1 (fr) * 2001-08-25 2003-03-06 Chemetall Gmbh Procede pour appliquer un revetement antistatique sur des surfaces de pieces façonnees en matiere plastique ou sur des revetements plastiques ou peints

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL239359A (fr) * 1958-05-21
DE19752165A1 (de) 1997-11-26 1999-05-27 Henkel Kgaa Stabile höherviskose Flüssigwaschmittel
DE19752163A1 (de) 1997-11-26 1999-05-27 Henkel Kgaa Niedrigkonzentrierte höherviskose Flüssigwaschmittel
DE19857543A1 (de) 1998-12-14 2000-06-15 Henkel Kgaa Verwendung von Protease in flüssigen bis gelförmigen Wasch- und Reinigungsmitteln
DE10010760A1 (de) 2000-03-04 2001-09-20 Henkel Kgaa Mehrphasige Wasch- und Reinigungsmittelformkörper mit nicht-gepreßten Anteilen
DE10065933C1 (de) * 2000-12-21 2002-07-11 Ecolab Gmbh & Co Ohg Verfahren zur Entfernung elektrostatisch gebundener Rückstände von Kunststoffoberflächen
DE102015204206A1 (de) 2014-12-17 2016-06-23 Henkel Ag & Co. Kgaa Transparente Textilpflegemittel
DE102004040849A1 (de) 2004-08-23 2006-03-02 Henkel Kgaa Klares Wasch- und Reinigungsmittel mit Fließgrenze
DE102005018243A1 (de) 2005-04-19 2006-10-26 Henkel Kgaa Verfahren zur Erzeugung flüssiger Zubereitungen mit Festkörpergehalt
ES2449747T3 (es) 2007-08-03 2014-03-21 Basf Se Dispersión de espesante asociativo
KR101530403B1 (ko) 2007-11-14 2015-06-19 바스프 에스이 증점제 분산액의 제조 방법
EP2083067A1 (fr) 2008-01-25 2009-07-29 Basf Aktiengesellschaft Utilisation de complexants organiques et/ou de liaisons contenant des groupes d'acides de carbone polymères dans une composition de produit de lavage ou de nettoyage
PL2534234T3 (pl) 2010-02-12 2015-06-30 Basf Se Zastosowanie kopolimeru jako środka zagęszczającego w ciekłych środkach piorących o zmniejszonej tendencji do powodowania szarzenia
WO2011157777A1 (fr) 2010-06-17 2011-12-22 Basf Se Polymères à groupes latéraux saccharide et leurs applications
US8846599B2 (en) 2011-06-15 2014-09-30 Basf Se Branched polyesters with sulfonate groups
EP2721089B1 (fr) 2011-06-15 2015-08-12 Basf Se Polyesters ramifiés contenant des groupes sulfonate
DE102014010875A1 (de) 2014-07-25 2016-01-28 Basf Se Transparente Textilpflegemittel
DE102015225975A1 (de) 2015-12-18 2017-06-22 Henkel Ag & Co. Kgaa Kombinationsprodukt zur Konditionierung von Wäsche
EP3263680B1 (fr) 2016-06-30 2018-08-15 Henkel AG & Co. KGaA Produit clair d'entretien de textile
DE102018210169A1 (de) 2018-06-22 2019-12-24 Henkel Ag & Co. Kgaa Verfahren zur Herstellung von flüssigen Weichspülern
DE102018211856A1 (de) 2018-07-17 2020-01-23 Henkel Ag & Co. Kgaa Verfahren zur Herstellung eines Weichspülers
DE102020204507A1 (de) 2020-04-07 2021-10-07 Henkel Ag & Co. Kgaa Weichspüler mit aphrodisierend wirkenden Duftstoffen
DE102020204506A1 (de) 2020-04-07 2021-10-07 Henkel Ag & Co. Kgaa Weichspüler mit Pheromonen
DE102020126698A1 (de) 2020-10-12 2022-04-14 Henkel Ag & Co. Kgaa Verwendung von kationisch modifizierten Polyurethan-Dispersionen als Textilweichmacher

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2491992A (en) * 1945-12-29 1949-12-20 Colgate Palmolive Peet Co Detergent composition
US2541248A (en) * 1951-02-13 Compositions
CA520432A (fr) * 1956-01-03 G. Marshall Charles Composition de matiere detersive et desinfectante
US2928772A (en) * 1954-10-04 1960-03-15 Colgate Palmolive Co Hair conditioning composition containing n (higher acyl colamino formylmethyl)pyridinium chloride and a fatty acids monoglyceride sulfate anionic detergent

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2541248A (en) * 1951-02-13 Compositions
CA520432A (fr) * 1956-01-03 G. Marshall Charles Composition de matiere detersive et desinfectante
US2491992A (en) * 1945-12-29 1949-12-20 Colgate Palmolive Peet Co Detergent composition
US2928772A (en) * 1954-10-04 1960-03-15 Colgate Palmolive Co Hair conditioning composition containing n (higher acyl colamino formylmethyl)pyridinium chloride and a fatty acids monoglyceride sulfate anionic detergent

Cited By (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3282849A (en) * 1961-04-05 1966-11-01 Armour & Co Germicidal cleansing composition
US3177083A (en) * 1962-02-13 1965-04-06 Prismo Safety Corp Anti-static treatment of glass beads
US3174905A (en) * 1962-03-12 1965-03-23 American Cyanamid Co Methods and compositions for rendering textile materials soft, germ resistant and antistatic
US3360470A (en) * 1963-05-28 1967-12-26 Colgate Palmolive Co Laundering compositions
US3904533A (en) * 1963-07-16 1975-09-09 Lever Brothers Ltd Fabric conditioners
US3377181A (en) * 1963-07-19 1968-04-09 Toray Industries Method for producing webs including polypropylene fibers
US3325404A (en) * 1963-09-19 1967-06-13 Millmaster Onyx Corp Composition for simultaneously laundering and softening fabrics
US3325414A (en) * 1963-10-01 1967-06-13 Colgate Palmolive Co Heavy duty detergent composition containing a quaternary ammonium salt
US3265624A (en) * 1963-10-01 1966-08-09 Colgate Palmolive Co Detergent composition
US3355392A (en) * 1963-10-18 1967-11-28 West Laboratories Inc Alkaline germicidal cleaner with color indicator
US3356526A (en) * 1964-05-13 1967-12-05 Armour & Co Method of preparing water-dispersible softener compositions and products produced thereby
US3420703A (en) * 1964-05-30 1969-01-07 Bayer Ag Process for treating a textile material with an aqueous antistatic and handle-improving composition and the aqueous treating composition
US3329609A (en) * 1965-03-22 1967-07-04 Wyandotte Chemicals Corp Compositions containing quaternary ammonium salts
US3454494A (en) * 1965-08-03 1969-07-08 Standard Chem Products Inc Textile softener compositions
US3468697A (en) * 1966-03-02 1969-09-23 Colgate Palmolive Co Method of treating textile articles which are usually laundered
US3546115A (en) * 1967-02-28 1970-12-08 Cargill Inc Fabric softener
US3632421A (en) * 1968-12-09 1972-01-04 Deering Milliken Res Corp Textile material with soil release characteristics
US3644203A (en) * 1968-12-09 1972-02-22 Lever Brothers Ltd Fabric softener
US3867187A (en) * 1973-03-26 1975-02-18 Phillips Petroleum Co Polypropylene filaments having improved soiling and crocking characteristics
US3997453A (en) * 1974-02-11 1976-12-14 Colgate-Palmolive Company Softener dispersion
US4069159A (en) * 1976-02-02 1978-01-17 E. I. Du Pont De Nemours And Company Antistat and softener for textiles
US4321165A (en) * 1977-06-29 1982-03-23 The Procter & Gamble Company Detergent compositions comprising cationic, anionic and nonionic surfactants
US4347168A (en) * 1977-11-17 1982-08-31 The Procter & Gamble Company Spray-dried granular detergent compositions for improved greasy soil removal
US4265772A (en) * 1978-11-16 1981-05-05 The Procter & Gamble Company Antistatic, fabric-softening detergent additive
US4244834A (en) * 1979-06-05 1981-01-13 United States Borax & Chemical Corporation Carpet cleaning and deodorizing compositions
US4851214A (en) * 1988-09-07 1989-07-25 Ici Americas Inc. Deodorants containing N-soya-N-ethyl morpholinium ethosulfate
US4919839A (en) * 1989-02-21 1990-04-24 Colgate Palmolive Co. Light duty microemulsion liquid detergent composition containing an aniocic/cationic complex
US5525261A (en) * 1994-10-18 1996-06-11 Henkel Corporation Anti-static composition and method of making the same
WO2003018676A1 (fr) * 2001-08-25 2003-03-06 Chemetall Gmbh Procede pour appliquer un revetement antistatique sur des surfaces de pieces façonnees en matiere plastique ou sur des revetements plastiques ou peints
US20040209101A1 (en) * 2001-08-25 2004-10-21 Franz Dressler Method for anti-statically coating the surfacesof plastic moulded parts or plastic or paint coatings
US7754277B2 (en) 2001-08-25 2010-07-13 Chemetall Gmbh Method for anti-statically coating the surfaces of plastic moulded parts or plastic or paint coatings

Also Published As

Publication number Publication date
BE572404A (fr)
NL232749A (fr)
FR1206519A (fr) 1960-02-10
GB839407A (en) 1960-06-29
DE1105548B (de) 1961-04-27

Similar Documents

Publication Publication Date Title
US3044962A (en) Preparation of detergent compositions
CA1084658A (fr) Assouplisseurs de tissus
US4149977A (en) Treatment of fabrics in machine dryers
US3896033A (en) Encapsulated fabric softener
US2486921A (en) Detergent composition
US4062647A (en) Clay-containing fabric softening detergent compositions
US2990375A (en) Heavy duty liquid detergent compositions
US3325414A (en) Heavy duty detergent composition containing a quaternary ammonium salt
DK156665B (da) Enkeltfaset flydende rensende og bloedgoerende middel
CA1134709A (fr) Detergents liquides sans danger a pouvoir nettoyant eleve
US3539521A (en) Detergent composition
US2859182A (en) Heavy duty liquid detergent composition
US3962100A (en) Fabric softening agents
CA1197355A (fr) Detergent a propriete antistatique
US4125475A (en) Detergents containing a fatty alcohol builder and a water-insoluble inorganic absorbent
US2742434A (en) Cleaner-sanitizer
US3417023A (en) Detergent spotting stick
US4395342A (en) Granular fabric softening composition
JPH0216198A (ja) カプセル封入液体洗剤組成物
US2929788A (en) Detergent compositions composed of alkylaryl sulfonates and n-alkyl beta-aminopropionates
US3401007A (en) Process for cleaning natural and synthetic fibrous materials
US3625891A (en) Wash cycle fabric softeners and method of preparing and using same
CH669960A5 (fr)
CN1046547C (zh) 抗皱抗泛黄的丝毛洗涤剂
US2843550A (en) Synthetic detergent compositions