US3644204A - Agent for the post-treatment of washed laundry - Google Patents
Agent for the post-treatment of washed laundry Download PDFInfo
- Publication number
- US3644204A US3644204A US743610A US3644204DA US3644204A US 3644204 A US3644204 A US 3644204A US 743610 A US743610 A US 743610A US 3644204D A US3644204D A US 3644204DA US 3644204 A US3644204 A US 3644204A
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- carbon atoms
- water
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- alkyl
- acid
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Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
-
- 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
- C11D3/001—Softening compositions
Definitions
- ABSTRACT Compositions for the posttreatment of washed laundry the same being adapted for addition to the rinse water either as a solid or in liquid form comprising a softening agent corresponding to the following formula:
- R is alkyl containing 10 to 22 carbon atoms and may be interrupted by ether oxygen atoms in the vicinity of the NH group
- R is alkyl containing seven to 21 carbon atoms, the total number of carbon atoms contained in R. and R amounting to from 23 to 39.
- n is either 3 or 4 and i ith the polyhydroxyl radicals present in the compounds 1 and ll may be etherified with additional polyhydroxylalkyl radicals.
- the aforesaid softening agent (I) or agents (1 and 11) can be employed per se or in combination with other conventional laundry agents such as optical brighteners, deacidifiers, disincrusting agents, colorants, perfumes, antimi il aielesw z te- 8 Claims, No Drawings AGENT FOR THE POST-TREATMENT OF WASHED LAUNDRY
- This invention relates to softening agents for use in the postor in an industrial laundry.
- cationic substances are added to the final rinse, which substances contain at least two fatty radicals of high molecular weight in their molecules.
- dialkyl dimethyl ammonium salts that are dispersable in water have become popular for this purpose, each of the two alkyl radicals in this latter compound contains 16 to 18 carbon atoms.
- These cationic softening agents are usually marketed in the form of their aqueous dispersions.
- R represents an alkyl radical having to 22, preferably 12 to 20 and most preferably 16 to 18 carbon atoms
- R represents an alkyl radical having seven to 21, preferably H to 19, and most preferably l5 to 17 carbon atoms
- n is either of the whole numbers 3 or 4, further wherein the alkyl radical R, can be interrupted by an ether oxygen atom in the vicinity of the NH group, and the sum of the carbon atoms contained in R, and R amounts to from 23 to 39, preferably from 27 to 35.
- These softening agents can be employed in the treatment of washed textiles, alone or together with other conventional laundry posttreatment agents, such as acidifiers or disincrusting agents, optical brighteners and/or heavy metal-free, nonoxidizing, watersoluble antimicrobial agents, as well as surfactants provided that the quantity of surfactants present does not exceed that of the textile-softening agent.
- laundry posttreatment agents such as acidifiers or disincrusting agents, optical brighteners and/or heavy metal-free, nonoxidizing, watersoluble antimicrobial agents, as well as surfactants provided that the quantity of surfactants present does not exceed that of the textile-softening agent.
- antimicrobial agents can include zwitter-ionic surfactants, but in this case, the quantity of zwitter-ionic surfactants is always less than that of the textile-softening agent present.
- R is alkyl containing 10 to 22 carbon atoms and may be interrupted by ether oxygen atoms in the vicinity of the NH, group
- R is alkyl containing seven to 21 carbon atoms, the total number of carbon atoms contained in R, and R amounting to from 23 to 39
- n is either 3 or 4
- Z is either wherein the polyhydroxyl radicals present in the compounds I and Il may be etherified with additional polyhydroxyalkyl radicals.
- the radical Z may be a glycerylamine or a polyglycerylamine having two to 15 and preferably two to five glyceryl radicals in their molecules.
- the compounds of Formula I will hereinafter be called glycerylamides" for the sake of simplicity.
- the aforesaid softening agent (l) or agents (l and H) can be employed per se or in combination with other conventional laundry agents such as optical brighteners, deacidifiers, disincrusting agents, colorants, perfumes, antimicrobial agents, etc.
- the textile-softening agents present in the preparations of the invention consist of from 10 to 100 percent by weight, and preferably to from 20 to 100 percent by weight, of compounds of Formula I, and of from O to 90 percent by weight, and preferably of from 0 to percent by weight of compounds of Formula ll.
- the textiles rinsed with these products have, after drying, not only a high degree of fullness and softness, but they also possess excellent absorbency. Furthermore, the softening agents of the invention are quite compatible with an ionic optical brightening agent. If any of the above-mentioned antimicrobial agents are used, not only are any microbes that might be present in the washed textiles or in the rinse water killed, but in many instances antimicrobial properties are conferred upon the posttreated textiles.
- polyhydroxylalkyl radicals present in the textile softeners of Formula ll can be derived from hexoses, particularly monosaccharides, such as glucose, mannose, galactose, fructose, sorbose, or their mixtures, as for example, invert sugar;
- the glycamides are of particular practical interest and accordingly this term shall be used hereinafter to designate all of the compounds of Formula II.
- the alkyl radicals of the amines from which the textile sof teners to be used according to the invention can be prepared can, similar to the radicals of the amidelike bound fatty acids, be saturated or unsaturated, straight chained or branched, and of synthetic or natural origin. Accordingly, the radicals R can be derived from decyl, lauryl, myristyl, cetyl, stearyl, oleyl, arachyl or behenyl amine.
- the carbon chains of these alkyl radicals can also be interrupted by an ether oxygen atom in the vicinity of the nitrogen atom, preferably between carbon atoms 2 and 3 or 3 and 4 (counting from the nitrogen atom).
- the fatty acid radicals R CO can be derived from capric acid, lauric, myristic, palmitic, stearic, oleic, arachic or behenic acid. Textile softeners can also be used in which the amine radicals and/or the fatty acid radicals are present as isomer mixtures, as they are, for example, in fats and oils of natural origin. Accordingly, the radicals R and R CO can be derived from the fats and oils of plants, land or marine animals, such as for example, coconut oil, palm oil, linseed oil, cottonseed oil, peanut oil, castor oil, etc., hog lard, tallow or fish or whale oils, or from fractions of the fatty acids contained in these fats. The aforesaid radicals are to be preferably of a substantially saturated nature.
- the preparations for use as laundry posttreatment agents according to the invention can be in the form of liquids, pastes or solids (such as powders, flakes, beads and the like), in which the textile softeners are finely divided.
- the carrier substances or solvents or diluents, as the case may be, are required to be readily soluble in water and more specifically must be capable of rapidly dissolving in the washing medium after the preparation has been added to the rinse water, and so that a dispersion of the finely divided textile softening agents in the rinse water will be obtained in a short time.
- the concentration as required for use amounts generally to about 0.05 to 2 g./l. and preferably to 0.1 to 0.5 g./l.
- the posttreatment agents can be used already in the first rinse, even if the residues of the detergent solution have not as yet been completely rinsed out from the laundry. Since it is an established practice to add the softening agent to the final rinse, the same practice can of course be followed when using the posttreatment agents according to the invention.
- the wet laundry can be dried in the conventional manner.
- the dry laundry is soft and full, and has a pleasant feel, which is readily apparent, particularly in the case of those articles which come in contact with the skin, such as underclothing, bed linens and handkerchiefs.
- Bath towels in particular show a remarkably good absorbency.
- Dish towels which have been laundered as above also show this particularly satisfactory absorbency.
- the damp laundry soft-rinsed according to the invention yields its moisture more rapidly in drying than laundered articles which have not been postrinsed with the preparations according to the invention. Still further, the laundered articles thus treated iron more easily than the same articles not so treated.
- the solid carrier substances which are included in the compositions according to the invention are water-soluble inorganic or organic substances having a weakly alkaline, neutral or weakly acid reaction.
- inorganic or organic salts as for example, the alkali salts of sulfuric acid or orthoor pyrophosphoric acid.
- Salts of organic acids are also suitable such as for instance the nonsurface active salts of carboxylic acids or oxycarboxylic acids having one to and preferably one to six carbon atoms, such as for example salts of acetic acid, propionic acid, lactic acid, citric acid, tartaric acid, etc.
- water-soluble inorganic or organic acid amides or their salts may be employed as solid diluents. These include, for example, amidosulfonic acid salts,
- amidophosphonic acid salts and water-soluble amides of carboxylic acids, such as urea, acetamide and the like.
- Solid polyethylene glycols can also be advantageously employed as carrier substances.
- the solid posttreatment agents can be prepared, for example, by spraying a solution or dispersion of the textile softener in a suitable liquid onto the finely divided carrier substances present in the solid state. It is also possible, however, to atomized aqueous solutions or suspensions of the textile softeners containing dissolved or dispersed carrier substances, thereby directly obtaining a readily soluble powder or granular product. Still further, solutions or dispersions of the textile softeners in molten urea or in molten polyethylene glycols can be atomized or otherwise converted into readily soluble powder or granular products.
- the textile softeners which are moderately soluble in water are dispersed in an aqueous liquid or in an organic solvent. It is advantageous to first dissolve the textile softeners in a suitable water-soluble organic solvent and to thereafter combine the solutions thus obtained with water, whereupon the solid textile softeners separate in finely divided form, the organic solvent serving as solubilizer.
- the resultant aqueous dispersions can, of course, contain any of the abovemamed solid carrier substances in solution, unless the stability of the dispersion be thereby adversely affected. In many cases, however, the stability is even improved.
- Urea, acetamide and the alkali salts of lower carboxylic acids or oxycarboxylic acids containing up to six carbon atoms are suitable for this purpose.
- the latter substances can be used in place of or together with water-soluble organic solvents, which then can serve as solubilizers.
- Soluble salts, of aromatic or alkylaromatic sulfonic acids having six to 10 carbon atoms can also be advantageously used in this connection.
- suitable organic solvents include for example, monovalent or polyvalent alcohols having one to four carbon atoms, or ether alcohols, for instance, the monoethers formed from the aforesaid monovalent alcohols with ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, or the monoor diethers formed from the aforesaid monovalent al cohols with glycerin.
- the textile softeners are additionally soluble in water-soluble lower ketones.
- any of the conventional dispersing and emulsifying agents or emulsion stabilizers can be added for effecting the stabilization of the aqueous dispersions.
- Anionic or nonionic surfactants the action of which is based on the simultaneous presence of a hydrophobic and a hydrophilic radical in their molecule are suitable as dispersing or emulsifying agents.
- the hydrophobic radical generally consists of an alkyl group having eight to 20 and preferably 12m 18 carbon atoms.
- Anionic or nonionic groups are suitable as hydrophilic radicals.
- anionic groups there may be mentioned carboxyl, sulfonic acid or sulfuric acid semiester groups, and as nonionic groups polyhydroxyalkyl radicals or polyethylene ether chains.
- alkylbenzenesulfonates fatty alcohol sulfates, fatty alcohol glycol ether sulfates having one to five ethylene glycol ether radicals in their molecules, fatty acid monoglycerides, polyethylene glycol ethers of fatty alcohols or alkyl phenols having five to 20 ethylene glycol ether radicals in their molecules are suitable as dispersing and emulsifying agents.
- the quantity of these surfactants is required to always amount to less than the quantity of the textile softeners, and preferably it is to be substantially less, not exceeding 50 percent and preferably amounting to from 5 to 25 percent of the quantity of the textile softeners.
- Suitable emulsion stabilizers include the water-soluble colloids, such as the salts of ether carboxylic acids or ether sulfonic acids of cellulose, cellulose sulfate, polyacrylic acid or polymethacrylic acid salts, water-soluble polyacrylamides and polyethylene glycols, preferably those having a molecular weight greater than 600.
- emulsion stabilizers produce a great increase in the viscosity of the aqueous solutions, and therefore they are used in quantities of less than 2 percent and preferably of less than 1 percent so that the posttreatment agents will still be readily flowable or pourable in nature.
- Others, particularly the polyethylene glycols can be used in substantially greater quantities, without raising the viscosity to undesirable levels.
- the softening agents according to the invention and the compositions containing such softening agents can advantageously be combined with other substances which have heretofore been used as posttreatment agents.
- these include, for example, optical brighteners, deacidifying and disincrusting agents, colorants, perfumes, heavy metal-free, nonoxidizing antimicrobial agents, etc. These substances can be incorporated into the solid or liquid posttreatment agents according to the invention.
- the combined use of the above-described softening agents with optical brighteners is to be considered as an important and novel feature of the invention.
- the brighteners are intended mainly for cellulose fibers, but brighteners for cellulose and/or other fibers, especially synthetic fibers, can be used as well.
- the following types of brighteners can be used:
- Suitable additives for deacidification and/or for the removal of ash or other fiber incrustations include the nonoxidizing acids which have been found to be not harmful to the fibers to be treated and particularly those additives which form soluble alkaline earth salts, and complex compound formers.
- the acid reacting substances include for example amidosulfuric acid, urea compounds of orthophosphoric acid or solid or liquid organic acid like citric acid.
- the complex compound formers include for example tripolyphosphates or the higher but still water soluble polyphosphates of alkalies, nitrilotriacetic acid, ethylenediamine tetracetic acid, N-oxyethylethylenediaminetriacetic acid and other conventional organic complex compound forming agents, such as the salts of certain di-, trior tetraphosphonic acids.
- antimicrobial agents as used herein is understood to mean both bactericidal and bacteriostatic, and fungicidal and/or fungistatic products.
- the antimicrobial agents are required to be water soluble either per se or in the form of their salts.
- suitable antimicrobial agents for use herein are formaldehyde, halogenated phenols, nitrated monoor polyalcohols, and antimicrobial surfactants. If the antimicrobial agents are zwitter-ionic surfactants, their quantity is required to be less than the quantity of the textile-sofsalts of tening agent and preferably the quantity of zwitter-ionic surface-active antimicrobial agent amounts to no more than 50 percent of the quantity of the textile softening agent.
- halogenated phenols which may be used as antimicrobials
- chlorination and bromination products of phenol such as pentachlorophenol
- halogenated cresols xylenols, such as 4-bromo-3,5-xylenol or halogenated cyclohexylphenols, methylcyclohexylphenols or benzylphenols.
- water-solubleantimicrobial substances of the cationic or hybrid (zwitter) ionic surfactant type which serve in the final posttreatment agents also as dispersing agents.
- quaternary ammonium compounds which contain on the nitrogen atom thereof an aliphatic hydrocarbon radical containing eight to l8, and preferably 10 to 14 carbon atoms, or alternatively contain on the nitrogen atom at least one aromatic radical or a radical having double bonds, the latter radical being linked to the nitrogen atom by an aliphatic carbon atom.
- the following are instances of the cationic compounds suitable for use in the invention include: diethylbenzyldodecyl ammonium chloride, diethylbenzyloctyl ammonium chloride, and dibutylallyl, methylethylbenzyl,
- tertiary amines suitable for use which can be prepared by condensing a primary or secondary amine containing up to four basic nitrogen atoms and one aliphatic or alkylaromatic radical having eight to 18 and preferably eight to 14 aliphatic carbon atoms with a phenol or lower aliphatic aldehyde, preferably formaldehyde or acetaldehyde.
- the phenol employed in the condensation reaction may have in its molecule a plurality of sites capable of condensation, and these may be substituted with lower alkyl, alkoxy or benzyl radicals containing up to 4 carbon atoms.
- the phenol, alkyl, alkoxy and benzyl radicals may additionally be substituted with chlorine or bromine atoms and/or with nitro groups.
- condensation products include, for instance, the following compounds: oxybenzyloctylamine, oxybenzyl dodecyldiethylenetriamine, (2-oxy-5-chloro-6-methylbenzyl)- dodecyldiethylenetriamine, (2-oxy-5-methylbenzyl)-octyldiethyl-enetriamine, (2-oxy-5-chloro-4,fi-dimethylbenzyl)-octyldiethylene-triamine, (tris-oxybenzyl )-dodecyltn'ethylenetriamine, o,o-bis-(tetradecylaminomethyl)-phenol, (octyl-diethylenetriaminomethyl)-p-cresol, o,o-bis-(dodecyldiethylenetriaminomethyl)
- hybrid or zwitter ionic surfactants which have achieved particular importance as antimicrobials include compounds of the aminocarboxylic acid, polyaminocarboxylic acid and betaine type.
- aminocarboxylic and polyaminocarboxylic acid antimicrobial agents are compounds having the following structural formula:
- R represents an alkyl or alkylaryl radical of high molecular weight, preferably such a hydrocarbon radical having six to 18 and most preferably eight to 14 aliphatic carbon atoms
- R represents an ethylene or propylene radical
- x 20 represents a whole number of from one to six
- R represents an aliphatic-aromatic or aromatic bridge having one to six carbon atoms.
- the following compounds are illustrative of aminocarboxylic and polyaminocarboxylic compounds having the above-mentioned formula: dodecylaminopropy[glycine, tetradecylaminoethyl-B-alanine, dodecyl-di-(aminoethyl)-glycine, dodecylaminoisopropylaminomethylsalicyclic acid, hexadecyl-tri-(aminoethyl)-B-aminobutyric acid, dodecylbenzylaminopropyl-B-alanine, octylphenoxyethyl-di- (aminoethyl)-glycine, dodecylaminoethylphenylalanine, dodecylaminoethylaminobenzoic acid, etc.
- the radical R can also be interrupted by an ether oxygen atom, as is the case, for example, in the following compounds: dodecyloxypropylaminopropionic acid, lauryl-l,3-oxypropyl- B-aminobutyric acid, C, -alkyloxyethylaminoacetic acid, dodecyll ,2-0xypropylaminomethylsalicylic acid, octylphenoxyethylaminobenzoic acid.
- the compounds that can be used according to the invention furthermore include carboxybetaines of the formula:
- R has the same meaning as in the preceding formula, R represents an ethylene or propylene group, and R and R represent aliphatic radicals of low molecular weight, R represents an aliphatic bridge of low molecular weight, X an ether oxygen atom or the CONH group.
- carboxybetaine compounds are lauryl-l,3-amidopropyldimethylaminoacetic acid, lauryloxyethyl-di-(hydroxyethyl)- aminoacetic acid, etc.
- posttreatment agents according to the invention are in the form of solid products, they advantageously have the following composition:
- textile softeners 3095% preferably 70-90%, by weight, solid carrier substance 0-20%, preferably 1l5%, by weight, optical brighteners, most preferably a quantity amounting to from 5 to 25% of the quantity of the textile softener used.
- antimicrobial agents 0.05-20%, preferably 120%, by weight, of the above-named antimicrobial agents; wherein if these agents are antimicrobial, zwitter-ionic surfactants, their quantity is always to be smaller than the quantity of textile softener, amounting preferably to no more than 50%, and most preferably to 5 to 25%, of the quantity of the textile softener.
- post-treatment agents according to the invention are in the form of liquid preparations, they advantageously have the following composition:
- optical brighteners most preferably a quantity as to amount to 5 to 25% of the quantity of the textile softener.
- the quantity of the textile softener preferably no more than 50% and most preferably to 5 to 25% of the quantity thereof.
- the polyglycerylamide derivative has three CH CHOHCH O radicals per molecule.
- the ethoxylated dimethyl polysiloxane incorporated into a number of preparations as an emulsifier is marketed by Wackerchemie GmbH, Kunststoff, under the trade name DC 202.
- composition for softening laundered textiles consisting essentially of Rr-IIT-C -R2 and I Ri-NCO-R2 (IT) CHg-(CHOH) ,,CH OH wherein R, is
- alkyl of 10 to 22 carbon atoms or I 2. alkyl of 10 to 22 carbon atoms with an ether oxygen linkage in the vicinity of the nitrogen atom, R is alkyl of seven to 21 carbon atoms, R +R have 23 to 39 carbon atoms,
- Z is (1) H2-CHOH-CH2OH 2 CH2OIPIIJJHCH2OH, or
- composition according to claim 1 wherein (I) and (ii) constitute about 5-70 weight percent, and about 30-95 weight percent of solid carrier substance selected from the group consisting of salts of sulfuric acid, phosphoric acids, or aliphatic carboxylic acids containing up to about carbon atoms, urea, acetamide and polyethylene glycols.
- composition according to claim 1 including 0.5-20 weight percent of a heavy metal-free, nonoxidizing water-soluble antimicrobial agent.
- a method for treating a textile-fabric article comprising laundering said article, and thereafter rinsing said article with water containing dissolved therein in the range of 0.05 to 2 grams per liter of a compound of the formula wherein: R, is
- alkyl of 10 to 22 carbon atoms or 2. alkyl of 10 to 22 carbon atoms with an ether oxygen linkage between either the 2 and 3 or 3 and 4 carbon atoms from the nitrogen atom, R is alkyl of seven to 21 carbon atoms, R,+R have 23 to 39 carbons atoms, and
- R has 12 to 20 carbon atoms, wherein R has 11 to 19 carbon atoms, and wherein R,+R have a total of 27 to 35 carbon atoms.
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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DEH0063600 | 1967-08-14 |
Publications (1)
Publication Number | Publication Date |
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US3644204A true US3644204A (en) | 1972-02-22 |
Family
ID=7162379
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US743610A Expired - Lifetime US3644204A (en) | 1967-08-14 | 1968-07-10 | Agent for the post-treatment of washed laundry |
Country Status (8)
Country | Link |
---|---|
US (1) | US3644204A (de) |
BE (1) | BE719461A (de) |
DE (1) | DE1619086A1 (de) |
ES (1) | ES357208A1 (de) |
FR (1) | FR1586913A (de) |
GB (1) | GB1244505A (de) |
NL (1) | NL6810097A (de) |
SE (1) | SE333131B (de) |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3764531A (en) * | 1966-08-01 | 1973-10-09 | Henkel & Cie Gmbh | Antimicrobial and laundry softening compositions |
US3904359A (en) * | 1972-09-07 | 1975-09-09 | Colgate Palmolive Co | Post-wash fabric treating method |
US3919091A (en) * | 1972-05-19 | 1975-11-11 | Henkel & Cie Gmbh | Fabric softening compositions containing quaternary allophanoylmethylammonium compounds |
US3997450A (en) * | 1972-04-10 | 1976-12-14 | Fiber Industries, Inc. | Synthetic fibers of enhanced processability |
US3997453A (en) * | 1974-02-11 | 1976-12-14 | Colgate-Palmolive Company | Softener dispersion |
US4051299A (en) * | 1974-03-15 | 1977-09-27 | Fiber Industries Inc. | Synthetic fibers of enhanced processability |
US4115289A (en) * | 1973-08-02 | 1978-09-19 | A. B. Dick Company | Dry powdered or liquid developer compositions |
US4134838A (en) * | 1977-02-15 | 1979-01-16 | Lever Brothers Company | Fabric conditioning product |
TR22593A (tr) * | 1987-05-18 | 1987-12-15 | Ahmet Ecevit | Kendinden depolu uecgen prizma tipli duez guenes toplayici |
US4895667A (en) * | 1988-05-24 | 1990-01-23 | The Dial Corporation | Fabric treating compositions |
US5009814A (en) * | 1987-04-08 | 1991-04-23 | Huls Aktiengesellschaft | Use of n-polyhydroxyalkyl fatty acid amides as thickening agents for liquid aqueous surfactant systems |
US5223179A (en) * | 1992-03-26 | 1993-06-29 | The Procter & Gamble Company | Cleaning compositions with glycerol amides |
US5283009A (en) * | 1992-03-10 | 1994-02-01 | The Procter & Gamble Co. | Process for preparing polyhydroxy fatty acid amide compositions |
US5476671A (en) * | 1993-12-17 | 1995-12-19 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Synthetic ceramides and their use in cosmetic compostions |
US5538648A (en) * | 1991-03-20 | 1996-07-23 | Sandoz Ltd. | Process for pretreating a textile material |
US6346217B1 (en) * | 1999-06-02 | 2002-02-12 | Water Whole International, Inc. | Composition and method for cleaning drink water tanks |
US20030060390A1 (en) * | 2001-03-07 | 2003-03-27 | The Procter & Gamble Company | Rinse-added fabric conditioning composition for use where residual detergent is present |
US7026278B2 (en) | 2000-06-22 | 2006-04-11 | The Procter & Gamble Company | Rinse-added fabric treatment composition, kit containing such, and method of use therefor |
US20130184197A1 (en) * | 2008-01-04 | 2013-07-18 | Lg Household & Health Care Ltd | Functional sheet for delivering laundry actives in low-temperature water |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IL79365A0 (en) * | 1985-07-12 | 1986-10-31 | Cogent Ltd | Methods and products for treating and colouring materials |
ATE178350T1 (de) * | 1993-09-09 | 1999-04-15 | Procter & Gamble | Granulares reinigungsmittel enthaltend ein n- alkoxypolyhydroxyfett- säureamidtensid |
EP0919608A1 (de) * | 1997-11-25 | 1999-06-02 | The Procter & Gamble Company | Verwendung einer Polyhydroyfettsäureamidverbindung als Weichmacherverbindung |
DE112020004477T5 (de) * | 2019-09-19 | 2022-06-30 | Unilever Global Ip Limited | Detergenszusammensetzungen |
Citations (7)
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US2002613A (en) * | 1932-02-29 | 1935-05-28 | Gen Aniline Works Inc | Reaction product of an organic acid amide and an alkylene oxide |
US2334852A (en) * | 1940-07-16 | 1943-11-23 | Alrose Chemical Company | Textile wetting and softening bath |
US3122502A (en) * | 1960-10-10 | 1964-02-25 | Milton M Waldman | Stabilized germicidal textile softeners |
US3349033A (en) * | 1964-08-26 | 1967-10-24 | Millmaster Onyx Corp | Stable microbiologically active laundry softener |
US3356526A (en) * | 1964-05-13 | 1967-12-05 | Armour & Co | Method of preparing water-dispersible softener compositions and products produced thereby |
US3424680A (en) * | 1965-08-05 | 1969-01-28 | American Cyanamid Co | Soil retardant compositions and textile materials |
US3454494A (en) * | 1965-08-03 | 1969-07-08 | Standard Chem Products Inc | Textile softener compositions |
-
1967
- 1967-08-14 DE DE19671619086 patent/DE1619086A1/de active Pending
-
1968
- 1968-04-30 SE SE5883/68A patent/SE333131B/xx unknown
- 1968-07-10 US US743610A patent/US3644204A/en not_active Expired - Lifetime
- 1968-07-17 NL NL6810097A patent/NL6810097A/xx unknown
- 1968-08-13 ES ES357208A patent/ES357208A1/es not_active Expired
- 1968-08-13 GB GB38589/68A patent/GB1244505A/en not_active Expired
- 1968-08-14 FR FR1586913D patent/FR1586913A/fr not_active Expired
- 1968-08-14 BE BE719461D patent/BE719461A/xx unknown
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Cited By (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3764531A (en) * | 1966-08-01 | 1973-10-09 | Henkel & Cie Gmbh | Antimicrobial and laundry softening compositions |
US3997450A (en) * | 1972-04-10 | 1976-12-14 | Fiber Industries, Inc. | Synthetic fibers of enhanced processability |
US3919091A (en) * | 1972-05-19 | 1975-11-11 | Henkel & Cie Gmbh | Fabric softening compositions containing quaternary allophanoylmethylammonium compounds |
US3904359A (en) * | 1972-09-07 | 1975-09-09 | Colgate Palmolive Co | Post-wash fabric treating method |
US3954630A (en) * | 1972-09-07 | 1976-05-04 | Colgate-Palmolive Company | Post-wash fabric treating composition and method |
US4115289A (en) * | 1973-08-02 | 1978-09-19 | A. B. Dick Company | Dry powdered or liquid developer compositions |
US3997453A (en) * | 1974-02-11 | 1976-12-14 | Colgate-Palmolive Company | Softener dispersion |
US4051299A (en) * | 1974-03-15 | 1977-09-27 | Fiber Industries Inc. | Synthetic fibers of enhanced processability |
US4134838A (en) * | 1977-02-15 | 1979-01-16 | Lever Brothers Company | Fabric conditioning product |
US5009814A (en) * | 1987-04-08 | 1991-04-23 | Huls Aktiengesellschaft | Use of n-polyhydroxyalkyl fatty acid amides as thickening agents for liquid aqueous surfactant systems |
TR22593A (tr) * | 1987-05-18 | 1987-12-15 | Ahmet Ecevit | Kendinden depolu uecgen prizma tipli duez guenes toplayici |
US4895667A (en) * | 1988-05-24 | 1990-01-23 | The Dial Corporation | Fabric treating compositions |
US5538648A (en) * | 1991-03-20 | 1996-07-23 | Sandoz Ltd. | Process for pretreating a textile material |
US5283009A (en) * | 1992-03-10 | 1994-02-01 | The Procter & Gamble Co. | Process for preparing polyhydroxy fatty acid amide compositions |
US5223179A (en) * | 1992-03-26 | 1993-06-29 | The Procter & Gamble Company | Cleaning compositions with glycerol amides |
WO1993019145A1 (en) * | 1992-03-26 | 1993-09-30 | The Procter & Gamble Company | Cleaning compositions with glycerol amides |
US5476671A (en) * | 1993-12-17 | 1995-12-19 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Synthetic ceramides and their use in cosmetic compostions |
US6346217B1 (en) * | 1999-06-02 | 2002-02-12 | Water Whole International, Inc. | Composition and method for cleaning drink water tanks |
US7026278B2 (en) | 2000-06-22 | 2006-04-11 | The Procter & Gamble Company | Rinse-added fabric treatment composition, kit containing such, and method of use therefor |
US20060075576A1 (en) * | 2000-06-22 | 2006-04-13 | Price Kenneth N | Rinse-added fabric treatment composition, kit containing such, and method of use therefor |
US20030060390A1 (en) * | 2001-03-07 | 2003-03-27 | The Procter & Gamble Company | Rinse-added fabric conditioning composition for use where residual detergent is present |
US20060019867A1 (en) * | 2001-03-07 | 2006-01-26 | Demeyere Hugo J M | Rinse-added fabric conditioning composition for use where residual detergent is present |
US20060030516A1 (en) * | 2001-03-07 | 2006-02-09 | Demeyere Hugo J M | Rinse-added fabric conditioning composition for use where residual detergent is present |
US20130184197A1 (en) * | 2008-01-04 | 2013-07-18 | Lg Household & Health Care Ltd | Functional sheet for delivering laundry actives in low-temperature water |
Also Published As
Publication number | Publication date |
---|---|
ES357208A1 (es) | 1970-05-01 |
SE333131B (sv) | 1971-03-08 |
BE719461A (de) | 1969-02-14 |
NL6810097A (de) | 1969-02-18 |
GB1244505A (en) | 1971-09-02 |
FR1586913A (de) | 1970-03-06 |
DE1619086A1 (de) | 1969-08-21 |
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