EP0013450B1 - Détergent pour blanchissage du linge, procédé pour sa préparation et son utilisation - Google Patents

Détergent pour blanchissage du linge, procédé pour sa préparation et son utilisation Download PDF

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Publication number
EP0013450B1
EP0013450B1 EP19790200782 EP79200782A EP0013450B1 EP 0013450 B1 EP0013450 B1 EP 0013450B1 EP 19790200782 EP19790200782 EP 19790200782 EP 79200782 A EP79200782 A EP 79200782A EP 0013450 B1 EP0013450 B1 EP 0013450B1
Authority
EP
European Patent Office
Prior art keywords
amine
substrate
carbon atoms
mixture
alkyl
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
Application number
EP19790200782
Other languages
German (de)
English (en)
Other versions
EP0013450A1 (fr
Inventor
Gianfranco Luigi Spadini
Giuseppe Antonio Fontanari
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.)
Procter and Gamble Ltd
Procter and Gamble Co
Original Assignee
Procter and Gamble Ltd
Procter and Gamble 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 Procter and Gamble Ltd, Procter and Gamble Co filed Critical Procter and Gamble Ltd
Publication of EP0013450A1 publication Critical patent/EP0013450A1/fr
Application granted granted Critical
Publication of EP0013450B1 publication Critical patent/EP0013450B1/fr
Expired legal-status Critical Current

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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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/04—Detergent materials or soaps characterised by their shape or physical properties combined with or containing other objects
    • C11D17/041—Compositions releasably affixed on a substrate or incorporated into a dispensing means
    • 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
    • C11D1/40—Monoamines or polyamines; 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
    • C11D1/66—Non-ionic compounds
    • C11D1/835—Mixtures of non-ionic 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/86—Mixtures of anionic, cationic, and non-ionic 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
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/30—Amines; Substituted amines ; Quaternized amines
    • 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
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols

Definitions

  • This invention relates to laundry products adapted to provide grease and oil removal benefits and more especially to laundry products in non-particulate solid form that incorporate amine surfactants.
  • Detergent compositions containing alkyl amine surfactants are known in the art, particularly for the purpose of degreasing metals and other hard surfaces. Examples of such compositions in liquid form are disclosed in GB-A-1438948, US-A-3468804 and South African Application No. 6806992, while exemplary particulate detergent compositions are disclosed in DE-B-1034307. A further application of amines as surfactants is in the dry cleaning of textiles, a typical disclosure being that in DE-B-1057275.
  • Fabric-softening products comprising amines absorbed on non-particulate substrates, designed for addition to drum dryers, have also been suggested in US-A-4077891, US-A-3895128 and BE-A-840402.
  • the present invention seeks to provide a product in solid non-particulate form adapted to provide enhanced grease and oily soil removal from textiles in an aqueous textile cleaning bath.
  • a laundry detergent product adapted to provide grease and oily soil removal for textiles containing
  • the amine is a primary or tertiary amine or amine salt containing not more than 20 atoms in the amine radical and most preferably the amine is a mono C 12-14 alkyl primary or tertiary amine salt. Mixtures of amines or amine salts can be used.
  • the amines suitable for the purposes of the present invention are saturated or unsaturated primary, secondary and tertiary amines or salts thereof, in which the amine portion of the molecule contains not more than 40 carbon atoms and in which at least one and not more than two of the organic groups attached to the nitrogen atom in the amine portion contain an alkyl or alkenyl chain of at least 8 carbon atoms.
  • the organic group or groups containing more than 8 carbon atoms can be saturated or unsaturated aliphatic in nature, as in material derived from naturally occurring oils and fats such as coconut and palm oil, tallowfat and soya bean oil and marine oils. These aliphatic groups can also be derived from synthetic hydrocarbon materials such as Ziegler olefins and OXO alcohols and can be substantially linear or highly branched in nature.
  • the aliphatic groups may form part of an aralkyl group such as an alkylbenzyl group in which the alkyl portion can have from 8-15 carbon atoms and can be derived from any of the sources given above.
  • the amines may be present as such or in the protonated form as salts.
  • any of the conventional anions can be used, viz. halides (chlorides, bromides and iodides) sulphates, silicates, methosulphates, borates, phosphates and carboxylates.
  • Suitable carboxylates include formates, acetates, propionates and the C 12 ⁇ C 18 fatty acid carboxylates derived from naturally occurring triglycerides, especially stearates.
  • binder-resins used in the- manufacture of non-woven cloths can provide substrates possessing a variety of desirable traits.
  • the absorbent capacity of the cloth can be increased, decreased, or regulated by respectively using a hydrophilic binder-resin, a hydrophobic binder-resin or a mixture thereof in the fibre bonding step.
  • the hydrophobic binder-resin when used singly or as the predominant compound of a hydrophobic-hydrophilic mixture, provides non- woven cloths which are especially useful as substrates when the surfactant-substrate combinations disclosed herein are used in an automatic washer.
  • the total loading of water releasable components on the substrate should be such as not to exceed 30 times the substrate weight and in the case of sheet-type substrates should be limited to 10 times the substrate weight, preferably from 2-7 times the substrate weight.
  • the size and shape of the substrate is a matter of choice and is determined principally by factors associated with the convenience of its use. Thus a sheet-type substrate should not be so small as become trapped in the crevices of the machine or the clothes being washed or so large as to be awkward to package and dispense from the container in which it is sold.
  • sheets ranging in plan area from 185 sq. cm. to 1850 sq. cm. are acceptable, the preferred area lying in the range of from 740 to 1480 sq. cm for foamed sheets.
  • Such a size has the additional advantage of being too large to be swallowed by e.g. small children, thereby minimising the risk of internal damage from ingestion of the materials absorbed on the substrate.
  • Levels of incorporation of the optional ingredients can be as low as 0.001 parts by weight per parts of substrate as in the case of ingredients such as dyes, fluoroescers and perfumes and can be as high as 10 parts per part of substrate for surfactants. More commonly however, for one-time-use products, the level of incorporation for individual optional ingredients such as chelating agents, surfactants and bleach precursors is in the range 0. 1 -3.0 parts by weight per part of substrate.
  • the product of the present invention can be made in a variety of ways and is not critically dependent on any particular manufacturing route.
  • aqueous or non-aqueous solutions and dispersions and molten mixtures of the components can be formed and applied to the flexible non-particulate substrate.
  • One technique of application is by immersion of the substrate in the component solution or dispersion followed by removal of the excess liquor by squeeze rolls.
  • rollers used resemble "squeeze rolls" used by those in the paper and paper-making art; they can be made of hard rubber or steel.
  • the rollers are adjustable, so that the orifice between their respective surfaces can be regulated to control the amount of the liquid on the substrate.
  • any of the above techniques can be employed but the most convenient process has been found to be that employing a molten mixture of the components at a temperature in the range 40-100°C.
  • some refinements are desirable in order to prevent segregation of the suspended solids and also to prevent build-up of solidified molten material over long periods of operation.
  • the suspension in the form of a uniform dispersion is fed into a v-shaped trough formed by the generally upright portion of the face of a heated, rotating horizontal roll and a plate inclined thereto so as to leave a small clearance between the bottom of the plate and the roll face.
  • a thin coating of suspension is carried downwards through the clearance and is transferred to a second horizontal roll in contact with the first but rotating in the opposite direction.
  • This second roll is in contact with a continuously advancing web of substrate material and its direction of rotation is such as to make its direction of movement opposite to that of the substrate at the point of contact. Under these conditions the coating on the roll transfers to the substrate and impregnates it without any build-up of the suspended solids occurring on the roll.
  • the impregnated substrate is preferably passed over one or more further counter rotating rolls that serve to spread the suspension evenly over the substrate before it is cooled in an air stream to solidify the impregnating material.
  • certain of the amine-co-surfactant mixtures suitable for the purposes of the invention need to be blended with a plasticising or thickening agent.
  • the amine can be incorporated as such or in the form of an amine salt.
  • the latter form is preferred and a highly preferred salt is a long chain fatty acid salt of the amine.
  • This salt can be formed prior to the mixture of the components and their application to the substrate but more preferably the salt is formed in situ in the molten cosurfactant-amine mixture by reaction of the free amine with the chosen fatty acid. A slight excess of fatty acid is added relative to that required for stoichiometric reaction with the amine and this acts as a processing aid in the manner described above.
  • Products made in accordance with the present invention are adapted to provide grease and oily soil benefits when used as the sole source of detergent for a standard 3.5 kg load of soiled fabrics in a conventional washing machine holding 20 litres of water.
  • the applicator head extends laterally of, and is in contact with the surface of, a continuous web of 0.5 cm thick Hydrofoam 2 polyurethane foam substrate which is drawn from a reel past the orifice by a system of rolls. After impregnation by the mixture, the treated substrate is cooled and rewound on to a product reel before being cut into pieces approximately 25 cms square.
  • 150 g. of powdered n-dodecylamine hydrochloride are added to 500 g. of Dobanol 45-7 nonionic surfactant and 450 g. of technical grade stearic acid and the mixture is heated with agitation to 70°C to provide a uniform dispersion. This is then pumped to an applicator assembly comprising two heated horizontally disposed, steel-faced rolls.
  • the first roll is provided with an inwardly inclined plate extending the length of the roll so as to form a v-shaped trough therebetween, the bottom of the trough being constituted by the nip between the roll and the bottom edge of the plate, the direction of rotation of the roll being downward at the nip so as to provide a bead of material on the roll surface.
  • the other roll has a faster speed of rotation in the same direction as the first so that a thin coating of the dispersion is transferred from one roll to the other; at the nip between the rolls, and is carried around the second roll.
  • the second roll is in contact with a continuous web of substrate material and at the point of contact the direction of movement of the roll surface is opposed to the direction of movement of the web so that the dispersion is wiped off the roll on to the substrate.
  • the substrate is a 25 cm wide web of apertured nonwoven fibre formed of regenerated cellulose fibres bonded with an ethyl acrylate binder (70% fibre 30% binder solids) having a basis weight of 40 g. per sq. metre and 17 apertures/sq. cm., available from Chicopee Manufacturing Co., Milltown, New Jersey U.S.A. under the Code No. AK 30ML1379.
  • the substrate web passes over two further counter rotating heated rolls that provide further spreading of the dispersion on the substrate before being cooled in a cooled air stream and wound onto a product reel.
  • the roll of impregnated substrate is subsequently cut and folded to give sheets of size approximately 25 cmx25 cm (weight 25 gr.) each bearing a total weight of
  • the Dobanol 45-7 can be replaced by sodium C, 2 alkyl benzene sulphonate or by sodium C, 2 alkyl sulphate.
  • the n-dodecyl amine hydrochloride can be replaced by coco dimethyl amine hydrochloride or by primary tallow amine hydrochloride to give a similar product.
  • Example III is repeated except that 300 g of primary coco amine stearate are added to the molten mixture in place of the dodecylamine hydrochloride.
  • the resulting mixture is a homogeneous melt, as the stearate salt melts at approximately 50°C and is miscible with the remaining ingredients.
  • the sheet produced has a smooth non-gritty feel.
  • Example III is repeated replacing the n-dodecyl amine hydrochloride in the dispersion by 75 g of ditallow methyl amine hydrochloride to give a sheet product comprising
  • the sheet so formed has a waxy, slightly sandy feel and provides similar grease and oil- removal benefits to those provided by the products of Examples I-IV.
  • a sheet used with a heavy duty laundry detergent product at a concentration of 125 grs. product in 20 litres of water also gave some fabric softening benefits.
  • the 75 g of ditallow methyl amine hydrochloride is replaced by 100 g of a 3:1 mixture of ditallowmethyl amine hydrochloride and C 12-14 alkyl dimethyl amine stearate and satisfactory cleaning together with some fabric softening is obtained.
  • the tallow alcohol, polyethylene glycol, Dobanol 45-7 and stearic acid are mixed and heated with agitation to a temperature of 70°C.
  • the coco dimethylamine is then added and the mixture held for 15 minutes to ensure complete conversion of the amine to the salt.
  • the remaining ingredients are then added as finely powdered solids and mixed well to form a homogeneous dispersion which is then applied to a cellulosic substrate following the procedure in Example 11 to give a smooth sheet product that contains (per sheet)

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  • 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)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Claims (10)

1. Produit détergent de blanchissage destiné à assurer l'élimination de la graisse et des salissures huileuses du linge, caractérisé en ce qu'il renferme
a) un support souple non particulaire qui ne se désagrège pas en milieu aqueux en des fibres ou des perticules insolubles, ledit support étant combiné avec
b) une amine primaire, secondaire ou tertiaire ou un de de ses sels contenant un total n'excédant pas 40 atomes de carbone dans le radical amine, et au moins un, mais pas plus de deux, groupes dans le radical amine renfermant un groupe alkyle ou alcényle d'au moins 8 atomes de carbone, ou un mélange de tels amines ou sels d'amines et
c) un agent de surface choisi parmi des agents de surface non ioniques éthoxylés et anioniques solubles dans l'eau et leurs mélanges,

la quantité de (c) présente représentant 0,1 à 10 parties par partie de la fraction amine de (b), la quantité totale de (b) et (c) étant de 0,1 à 30 parties en poids par partie de (a), le mélange de (b) et (c) étant dispersable ou soluble dans l'eau à 30°C et capable d'être séparé de (a) par de l'eau par le biais d'une dissolution, dispersion, lixiviation, ramollissement ou fusion, ou de toute combinaison de ces processus.
2. Produit détergent de blanchissage selon la revendication 1, caractérisé en ce que (b) comprend un sel d'amine primaire ou tertiaire ne contenant pas plus de 20 atomes de carbone dans la partie amine, de préférence un seul d'acide gras en C12-C18 d'une monoalkyl en C12―C14 amine.
3. Produit détergent de blanchissage selon l'une des revendications 1 ou 2, caractérisé en ce que la quantité d'agent de surface anionique et/ou non ionique (c) est comprise entre 1 et 10, de préférence entre 1,5 et 5, parties en poinds par partie de la fraction amine.
4. Produit détergent de blanchissage selon l'une quelconque des revendications 1 à 3, caractérisé en ce que l'agent de surface (c) est, en substance, un alcool primaire linéaire en C12―C15 condensé avec une moyenne de 6 à 9 groupes oxyde d'éthylène.
5. Produit détergent de blanchissage selon l'une quelconque des revendications 1 à 4, caractérisé en ce que la quantité total de (b) et (c) se situe entre 1 et 10, de préférence entre 2 et 7, parties en poids par partie de support.
6. Produit détergent de blanchissage selon l'une quelconque des revendications 1 à 5, caractérisé en ce que le suport souple non particulaire est une feuille, de préférence une feuille fibreuse non tissée perforée et la composition comportant l'amine et le co-agent de surface est un solide à 30°C.
7. Procédé pour la préparation du produit de blanchissage de la revendication 1, caractérisé en ce qu'il comprend les stades de
a) mélange d'une amine primaire, secondaire ou tertiaire ou d'un sel d'amine ne contenant pas plus de 40 atomes de carbone et au moins un, mais pas plus de deux, groupes alkyle ou alcényle ayant au moins 8 atomes de carbone dans les radicaux amine, avec un agent de surface anionique ou non ionique éthoxylé à raison de 0,1 à 10 parties en poids par partie d'amine ou de sel d'amine, conjointement avec 0 à 10 parties par partie d'amine ou de sel d'amine d'un adjuvant de traitement choisi parmi des acides gras en C12-C18' des polyethyléneglycols de masse moléculaire supérieure à 4000 et leurs mélanges, et des agents épaississants organiques et inorganiques,
b) formation d'une masse fluide des mélanges,
c) traitement d'un support souple non particulaire avec la masse fluide de manière à imprégner et/ou à revêtir le support, et
d) refroidissement de la masse fluide de manière à la solidifier sur le support pour fournir 0,1 à 30 parties en poids du mélange par partie en poids du support.
8. Procédé pour la préparation d'un produit de blanchissage selon la revendication 7, caractérisé en ce que le mélange est chauffé à une température comprise entre 40 et 100°C de manière à former une masse fondue, et le support imprégné et/ou revêtu est refroidi jusqu'à une température inférieure à 30°C en vue de la solidification du mélange.
9. Procédé pour la préparation d'un produit de blanchissage selon la revendication 8, caractérisé en ce qu'un sel d'amine est formé dans la masse fondue par réaction de l'amine et d'un acide gras en C12―C18 qui est ajouté en un excès stoechiométrique par rapport à la quantité nécessaire à la réaction avec l'amine.
10. Procédé d'élimination des taches de graisse et de salissures huileuses du linge dans une solution de lavage aqueuse contenant 50 à 1500 ppm d'agent de surface anionique ou non ionique et 100 à 80.000 ppm de sels adjuvants de détergence inorganiques, caractérisé un ce qu'il comprend l'addition à la solution d'un produit comprenant:
a) un support'souple non particulaire qui ne se désagrège pas, en milieu aqueux, en des fibres ou des particules insolubles, ledit support étant combiné avec
b) une amine primaire, secondaire ou tertiaire ou un de ses sels contenant un total n'excédant pas 40 atomes de carbone dans le radical amine, et au moins un, mais pas plus de deux groupes dans le radical amine renfermant un groupe alkyle ou alcényle d'au moins 8 atomes de carbone, ou un mélange de tels amines ou sels d'amines, et
c) un agent de surface choisi parmi des agents de surface non ioniques éthoxylés et anioniques solubles dans l'eau et laurs mélanges,

la quantité de (c) présente représentant 0,1 à 10 parties par partie de la fraction amine de (b), la quantité totale de (b) et (c) étant de 0,1 à 30 parties en poids par partie de (a), le mélange de (b) et (c) étant dispersable ou soluble dans l'eau à 30°C et capable d'être séparé de (a) par de l'eau par le biais d'une dissolution, dispersion, lixiviation, ramollissement ou fusion, ou de toute combinaison de ces processus.
EP19790200782 1978-12-28 1979-12-19 Détergent pour blanchissage du linge, procédé pour sa préparation et son utilisation Expired EP0013450B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB7850064 1978-12-28
GB5006478 1978-12-28

Publications (2)

Publication Number Publication Date
EP0013450A1 EP0013450A1 (fr) 1980-07-23
EP0013450B1 true EP0013450B1 (fr) 1983-04-06

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ID=10501960

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Application Number Title Priority Date Filing Date
EP19790200782 Expired EP0013450B1 (fr) 1978-12-28 1979-12-19 Détergent pour blanchissage du linge, procédé pour sa préparation et son utilisation

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EP (1) EP0013450B1 (fr)
DE (1) DE2965164D1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102020216453A1 (de) 2020-12-22 2022-06-23 Henkel Ag & Co. Kgaa Verfahren zur Herstellung eines Reinigungsutensils mit Tensidmischung

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3271622D1 (en) * 1981-04-02 1986-07-17 Procter & Gamble Fabric softening compositions
GB8302980D0 (en) * 1983-02-03 1983-03-09 Procter & Gamble Ltd Laundry additive compositions
GB8321683D0 (en) * 1983-08-11 1983-09-14 Procter & Gamble Detergent with fabric softener
DE3500936A1 (de) * 1985-01-14 1986-07-17 Henkel KGaA, 4000 Düsseldorf Wirkstofftuch
GB2172910B (en) * 1985-03-28 1989-06-21 Procter & Gamble Detergent containing a fabric conditioner
GB2187750A (en) * 1986-03-11 1987-09-16 Navalon International Limited Non-woven detergent article
GB8616464D0 (en) * 1986-07-05 1986-08-13 Procter & Gamble Softening agents
US5312558A (en) * 1991-04-04 1994-05-17 Ibc Manufacturing Company Pesticide composition
US5612372A (en) * 1990-09-04 1997-03-18 Ibc Manufacturing Company Liquid dispersants for pesticides
NZ239522A (en) * 1990-09-04 1993-10-26 Chapman Chem Co Pesticidal compositions containing an amine salt of a phosphonic or orthophosphoric acid
DE19611977A1 (de) * 1996-03-26 1997-10-02 Basf Ag Waschkraftverstärker für Waschmittel

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4080162A (en) * 1972-09-11 1978-03-21 Colgate-Palmolive Company Technical N-alkyl-1,3-propylene diamine and formulations containing same
FR2264865A1 (en) * 1974-03-21 1975-10-17 Procter & Gamble Heavy duty liq. detergent compsn. - contg. nonionic ethoxylated alcohol surfactant, anionic surfactant neutralised with alkanolamine and free alkanolamine
DE2539270C2 (de) * 1975-09-04 1985-04-11 Hoechst Ag, 6230 Frankfurt Textil-Weichmacher enthaltende Waschmittel
AT348081B (de) * 1976-03-10 1979-01-25 Henkel Kgaa Fuer die kaltwaesche geeignetes waschmittel
US4129515A (en) * 1976-09-13 1978-12-12 The Procter & Gamble Company Heavy-duty liquid detergent and process

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102020216453A1 (de) 2020-12-22 2022-06-23 Henkel Ag & Co. Kgaa Verfahren zur Herstellung eines Reinigungsutensils mit Tensidmischung

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Publication number Publication date
DE2965164D1 (en) 1983-05-11
EP0013450A1 (fr) 1980-07-23

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