US3775316A - Softening finishes for washed laundry - Google Patents

Softening finishes for washed laundry Download PDF

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US3775316A
US3775316A US00230446A US3775316DA US3775316A US 3775316 A US3775316 A US 3775316A US 00230446 A US00230446 A US 00230446A US 3775316D A US3775316D A US 3775316DA US 3775316 A US3775316 A US 3775316A
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weight
acid
carbon atoms
mixture
fatty
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M Berg
W Fries
J Hartenstein
C Werner
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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    • 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
    • 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
    • C11D1/645—Mixtures of compounds all of which are cationic
    • 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
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening
    • D06L4/657—Optical bleaching or brightening combined with other treatments, e.g. finishing, bleaching, softening, dyeing or pigment printing
    • 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
    • D06M13/405—Acylated polyalkylene polyamines
    • 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
    • D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
    • 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
    • D06M13/46—Compounds containing quaternary nitrogen atoms

Definitions

  • a fatty acid-hydroxyalkylpolyamine condensation product of one mol of a hydroxyalkyl-alkylpolyamine having at least one hydroxyalkyl selected from the group consisting of hydroxyethyl, hydroxypropyl and dihydroxypropyl and at least two hydrogen atoms bonded to nitrogen atoms, with 1 to 4 mols of a mixture of fatty acids having from 8 to 24 carbon atoms, at least half of said fatty acids in said mixture having more than 15 carbon atoms, and
  • An object of the invention is the development of a softening and optionally germicidal finishing composition for use as an after-rinse agent for washed laundry which is stable when subjected to the cold.
  • Another object of the invention is the development of a softening finishing composition for washed laundry having a content of textile softeners and optionally germicidal quaternary ammonium compounds consisting essentially of:
  • a fatty acid-hydroxyal-kylpolyamine condensation product of one mol of a hydroxyalkyl-alkylpolyamine having at least one hydroxyalkyl selected from the group consisting of hydroxyethyl, hydroxypropyl and dihydroxypropyl and at least two hydrogen atoms bonded to nitrogen atoms, with 1 to 4 mols of a mixture of fatty acids having from 8 to 24 carbon atoms, at least half of said fatty acids 'in said mixture having more than 15 carbon atoms, and
  • a further object of the invention is the development of an aqueous softening finishing dispersion for washed laundry consisting essentially of an aqueous dispersion containing from 1% to 25% by weight of active softening substances consisting essentially of:
  • a fatty acidhydroxyalkylpolyamine condensation product of one mol of a hydroxyalkyl-alkylpolyamine having at least one hydroxyalkyl selected from the group consisting of hydroxyethyl, hydroxypropyl and dihydroxypropyl and at least two hydrogen atoms bonded to nitrogen atoms, with l to 4 mols of a mixture of fatty acids having from 8 to 24 carbon atoms, at least half of said fatty acids in said mixture having more than 15 carbon atoms, and (2) from 8% to 90% by weight of a quaternary ammonium compound mixture of (a) from to 100% by weight of said mixture of textile softeners of the formula wherein R and R are alkyl having 14 to 26 carbon atoms, R and R are alkyl having from 1 to 4 carbon atoms and A is the anion of an acid, said softener being water-dispersible, and
  • a yet further object of the invention is the development of a process of softening washed laundry which comprises rinsing washed laundry with water containing from 0.05 to 5 gm./l. of the above aqueous softening finishing dispersion.
  • the present invention relates to cold-stable compositions of softening finishing agents for washed laundry which are water-dispersible containing fatty acid-hydroxyalkyl-alkylpolyamine condensation products and quaternary ammonium compounds which may be germicidal as well as conventional ingredients of after-rinse agents.
  • the products of the invention are characterized in that they contain an aqueous dispersible combination of active ingredients consisting of a mixture of (1) from 92% to 10% by weight, preferably from 90% to by weight of a fatty acid hydroxyalkylpolyamines condensation product of one mol of a hydroxyalkyl-alkylpolyamine having at least one hydroxyalkyl selected from the group consisting of hydroxyethyl, hydroxypropyl and dihydroxypropyl and at least two hydrogen atoms bonded to nitrogen atoms, preferably of the formula at least one of Y and Z is hydrogen, n is an integer from 1 to 3, and R is a member selected from the group consisting of hydrogen and alkyl having 1 to 4 carbon atoms, with 1 to 4, preferably 1.5 to 3 mols of a mixture of fatty acids having from 8 to 24 carbon atoms, preferably saturated fatty acids with 16 to 22 carbon atoms, at least half of said fatty acids in said mixture having more than 15 carbon atoms, and
  • R is an aliphatic hydrocarbonyl having 8 to 18, preferably 10 to 14 carbon atoms, and preferably selected from the group consisting of alkyl, alkenyl and alkadienyl
  • R is a member selected from the group consisting of arylaliphatic hydrocarbonyl, preferably phenyl-lower-alkyl and lower alkyl-phenyllower alkyl and aliphatic hydrocarbonyl having olefinic bonds, preferably alkenyl and alkadienyl having from 3 to 18 carbon atoms, R; and R are hydrocarbonyl having from 1 to 7 carbon atoms, preferably alkyl having from 1 to 4 and particularly 1 to 2 carbon atoms, as well as
  • the after-rinse agents according to the invention, have an excellent stability toward the cold and their effectiveness and consistency are not impaired even by temporary very strong cooling.
  • the textile-softening or the germicidal quaternary ammonium compounds are mostly present as water-dispersible salts of an inorganic or non-surface active organic acid, particularly of a carboxylic or sulfonic acid.
  • inorganic or organic acids are for example, the hydrohalic acids, sulfuric acid, nitric acid as well as acetic acid, glycolic acid, lactic acid, tartaric acid, malic acid, citric acid, acid methylsulfate, methane-, ethane-, propaneor butane-sulfonic acid or toluene sulfonic acid, etc.
  • a preferred anion is the chloride anion.
  • the fatty-acid condensation products are preferably derived from the hydroxyalkyl derivatives of ethylene diamine or of diethylene triamine, such as, hydroxyethylethylene diamine, dihydroxyethylethylene diamine, hydroxyethyldiethylene triamine, hydroxypropyldiethylene triamine, etc.
  • hydroxyalkyl derivatives of ethylene diamine or of diethylene triamine such as, hydroxyethylethylene diamine, dihydroxyethylethylene diamine, hydroxyethyldiethylene triamine, hydroxypropyldiethylene triamine, etc.
  • the derivatives of the N-hydroxyethylethylene diamine are particularly practical interest.
  • Such fatty acid condensation products are obtained by the reaction of 1 to 4, preferably 1.5 to 3 mols of fatty acid radicals which can be utilized in the form of the free fatty acids, of the lower alkylesters, of the acid halides, or of the glycerides, particularly of the triglycerides, with one mol of the hydroxyalkylpolyamine Where, however, not more fatty acid is present as can be bound by the amine nitrogen as an amide and/ or to the hydroxyl groups as an ester. For instance, in the case of N-hydroxyethylethylene diamine, 2 to 3 mols of fatty acid radicals are reacted.
  • lower alkyl esters of the fatty acids are preferably those having 1 to 4 carbon atoms in the alkyl, such as, methyl, ethyl, propyl or butyl esters.
  • a fatty acid halide preferably the chloride is used.
  • glycerides particularly triglycerides of the higher fatty acids, with 8 to 24, preferably 16 to 22, carbon atoms in the fatty acid radical are used. Insofar as the glycerides contain fatty acid radicals with 8 to 14 carbon atoms, the amount of fatty acid radicals with 16 to 22 carbon atoms in the mixed glycerides or mixtures of glycerides shall be at least 50%.
  • the fatty acid radicals can be derived from the caprylic, pelargonic, capric, undecylic, lauric, myristic, palmitic, stearic, oleic, arachic or behenic acids for example.
  • natural fats are utilized.
  • the fats of plants, land and sea animals for example, coconut fat, palm oil, olive oil, linseed oil, cottonseed oil, soybean oil, peanut oil, rape seed oil, lard, tallow and particularly the completely or partly hardened products of these fats as well as hardened fish or whale oil are of interest as natural fats.
  • the fatty-acid condensation products are mixtures of varied compounds.
  • the composition of these product mixtures depends to a large extent upon the mol ratio of the reaction components and upon the nature of the reacted fatty acid derivatives. If 2 to 3 mols of a fatty acid or its esters with lower alcohols are reacted with one mol of N-hydroxyethylethylene diamine, the reaction product has about the following composition:
  • reaction product has about the following composition:
  • fatty-acid condensation products resulting from glycerides may contain as by-products, in addition to the listed amounts of mono, di, and triglycerides, other components such as glycerine, free fatty acids and free amines in amounts of together 1% to 10% by weight.
  • the preparation of the fatty-acid condensation product used according to the invention is done in a simple manner by reacting the hydroxyalkylpolyamine with the fatty acid or its ester, free acid, acid halide or glyceride by heating to temperatures of from 90 to 180 C., preferably 90 to 130 C. Depending upon the temperature used and the fatty-acid component used, up to 25 hours are required to reach the reaction equilibrium. However, it is not absolutely necessary to reach this reaction equilibrium. For technical uses, products are acceptable in which the fatty-acid condensation product amounts to at least 50% and preferably 60% to 90% of the reaction product.
  • the reaction product is cooled and in a known manner converted, for example, by a cooling cylinder to flakes, or by an extrusion press to granulates, or by spraying to powder.
  • the reaction product is treated in the melt with a water-soluble organic or inorganic acid, adjusted to from slightly alkaline to slightly acidic, and
  • the fatty-acid condensation products are particularly capable of being stored or shipped.
  • the product melt can also be dispersed in an aqueous phase either by stirring the melt, after being adjusted to from slightly alkaline to slightly acidic with the water-soluble organic or inorganic acid, into an aqueous phase, or by stirring the melt into an aqueous phase which contains the organic or inorganic acid dissolved therein, or by stirring the melt into the aqueous phase and subsequently adding the organic or inorganic acid.
  • an aqueous dispersion is obtained which is particularly suitable for the preparation of liquid after-rinsing agent according to the invention.
  • organic acids such as acetic acid, oxalic acid, glycolic acid, lactic acid, citric acid and tartaric acid
  • inorganic acids such as hydrochloric acid, sulfuric acid or phosphoric acid.
  • glycolic acid is utilized.
  • the cold-stable textile softening agents according to the invention are preferably the fatty-acid condensation products of glycerides of higher fatty acids and N-hydroxyethylethylene diamine, particularly the condensation product of 1 mol of hardened tallow (corresponding to 3 fatty acid radicals) and 1 mol of N-hydroxyethylethylene diamine.
  • the invention is, therefore, described in the following for this product.
  • the germicidal quaternary ammonium compounds sometimes present in the cold-stable re-rinsing agents, according to the invention, are those of Formula H, and particularly dibutyl-allyl-dodecyl-ammonium chloride,
  • a further advantage of the invention is that in the presence of the named fatty-acid condensation products, this undesirable effect between the two types of quaternary ammonium compounds surprisingly does not occur and thus in the after-rinsing compounds according to the invention both a textile-softening and a germicidal quaternary ammonium compound can be present.
  • This combination when applied to the textiles as an afterrinse, imparts to the treated textiles both a soft hand and, additionally, a very desirable germicidal protection in one operation.
  • Quaternary ammonium textile softeners are optional in the composition of the invention.
  • the combination of the fatty-acid condensation product as the softening component with the germicidal elfective ammonium compound also results in a cold-stable after-rinsing agent which imparts both a soft hand and a germicidal protection to the textiles in one operation.
  • a cold-stable combination of active ingredients of the textile-softening fatty-acid condensation product and germicidal effective quaternary ammonium compounds has the following composition:
  • the components are brought into an aqueous phase in any desired sequence and dispersed with agitation.
  • the fatty-acid condensation products can be stirred into the aqueous phase immediately as product melt, or as a flaked, granulated or powdery product.
  • the queous phase can be heated in order to speed up the dispersion.
  • Known non-ionic dispersing or emulsifying agents can be added to stabilize the aqueous dispersion thus obtained, if necessary.
  • the non-ionic tensides here for the sake of simplicity called non-ionics, are the conventional non-ionic dispersing and emulsifying agents.
  • nonionics are products whose hydrophilic properties are due to the presence of polyether chains, amineoxide, sulfoxide or phosphineoxide groups, alkylolamide groups and quite generally to the presence of an accumulation of hydroxyl groups.
  • the non-ionic tensides contain in the molecule at least one hydrophobic radical of 8 to 26, preferably 10 to 20, and particularly 12 to 18 carbon atoms and at least one non-ionic hydrophilic, water-solubilizing group.
  • the preferably saturated hydrophobic radical is either of aliphatic or alicyclic nature.
  • the hydrophobic group can be directly bound to the hydrophilic groups or over connecting members.
  • connecting members for example, benzene rings, carboxylic acid esters or carbamide groups, radicals of polyhydric alcohols bound to others or esters, such as, ethylene glycol, propylene glycol, glycerin or corresponding polyether radicals, are preferable.
  • non-ionics are the products obtained by addition of ethylene oxide and/or of glycide to fatty alcohols, alkyl phenols, fatty acids, fatty amines, fatty acid amides or sulfonic acid amides.
  • These non-ionics may contain per molecule 3 to 100, preferably 6 to 40, and particularly 8 to 20 ether radicals, preferably ethylene glycol ether radicals.
  • Propylene or butylene glycol ether radicals or polyether chains can also be present in these polyether radicals or on their ends.
  • These water-insoluble propylene oxide derivatives form the hydrophobic radicals.
  • non-ionics are fatty acid or sulfonic acid alkylol amides which are derived, for example, from mono or diethanolamine, from dihydroxypropylamine, or
  • polyhydroxyalkylamines such as glycamines. They can be substituted by amides of higher primary or secondary alkylamines and polyhydroxy carboxylic acids.
  • the surface active amineoxides are products deriving from higher tertiary amines which contain a hydrophobic alkyl radical and two shorter alkyl and/ or alkylol radicals, each with up to 4 carbon atoms.
  • the agents according to the invention can be advantageously combined with other substances which have already been used in textile-softening rinsing agents.
  • These substances are, for example, optical brighteners, scouring agents and acidic agents for removing rust and other fiber incrustations, perfumes, dyes, etc.
  • optical brighteners for example, scouring agents and acidic agents for removing rust and other fiber incrustations, perfumes, dyes, etc.
  • the combined application of the described finishing agents with optical brighteners, particularly also with anionic optical brighteners is to be considered as a further essential development of the invention.
  • the brighteners utilized are mostly, although not exclusively, derivatives of diaminostilbene sulfonic acid, of diarylpyrazolines and of aminocoumarins.
  • Examples for brighteners from the class of the diaminostilbene sulfonic acid are compounds according to Formula III:
  • R and R are halogen, alkoxy amino or radicals of aliphatic, aromatic or heterocyclic primary or secondary amines, as well as radicals of aminosulfonic acids.
  • aromatic amines preferably radicals of aniline, anthranilic acid or anilino sulfonic acid are used. Brighteners derived from diaminostilbene sulfonic acid are used mainly for cotton.
  • R is NHC H and R is represented by the following radicals: NH NHCH morpholino, NHC H -NHC H SO H, and OCH
  • the cotton brighteners of the diaminostilbene sulfonic acid type also include the compound 4,4 bis-(4-phenyl-vicinal-triazoly1-2)-stilbene disulfonic acid-2,2'.
  • the polyamide brighteners of which again some have a certain afiinity for cotton fibers include diarylpyrazolines of the Formulas IV and V:
  • R and R represent hydrogen atoms, or alkyl or aryl radicals substituted by carboxyl
  • R, and R represent hydrogen or short-chain alkyl radicals, Ar; and Ar represent aryl radlcals, such as phenyl, diphenyl, or naphthyl which may have other substituents, such as hydroxy, alkoxy, hydroxyalkyl, amino, alkylamino, acylamino, carboxyl, carboxylic ester, sulfonic acid, sulfonamido, and sulfone groups, or halogen.
  • aryl radlcals such as phenyl, diphenyl, or naphthyl which may have other substituents, such as hydroxy, alkoxy, hydroxyalkyl, amino, alkylamino, acylamino, carboxyl, carboxylic ester, sulfonic acid, sulfonamido, and sulfone groups, or halogen.
  • the polyamide brighteners also include aliphatic or aromatic substituted aminocoumarins, for example, 4-methyl- 7-dimethylamino-coumarin or 4-methyl-7-diethylaminocoumarin.
  • Further usable as polyamide brighteners are the compounds l-(benzimidazolyl-Z')-2-(N-hydroxyethylbenzimidazolyl-2)-ethylene and 1-N-ethyl-3-phenyl-7-diethylaminocarbostyril.
  • Suitable brighteners for polyester and polyamide fibers are the compounds 2,5-di-(benzoxazolyl-2-)-thiophene and 1,2-di-('-.methyl benzoxazolyl- 2')-ethylene.
  • the brighteners together with other ingredient compositions of the invention, are present as aqueous solutions or as a paste, and are thereafter converted into solids by heat-drying, it is recommended to add organic complexing agents as stabilizers for the brighteners in amounts of at least 0.1%, preferably 0.2% to 1% by weight of the solid products.
  • liquid after-rinsing agents according to the invention, have the following composition:
  • non-ionic, surface-active dispersing or emulsifying agents 0.0 to 8.0% by weight of non-ionic, surface-active dispersing or emulsifying agents
  • the residue may contain besides water also known brighteners, perfumes and dyes.
  • Inorganic salts can also be present as admixtures in amounts of less than 0.5% by weight.
  • composition of especially interesting liquid afternnsing agents fall within the following recipes:
  • Remainder Water 0.5 to 10.0%, preferably 1.5% to 7.0% by weight of textile-softening quaternary ammonium compounds of Formula I;
  • Water In the above recipes, the water can completely or at least partially be replaced by water-soluble orgamc solvents.
  • Example 1 Percent Tri-tallow fatty acid-diamido-ester 5.6 Di-tallow fatty acid-diamide 1 36.8 'I allow fatty acid-monoamide 1 20.5 Tallow fatty acid-triglyceride 13.6 Tallow fatty acid-diglyceride 8.2 Tallow fatty acid-monoglyceride 5.1 Glycolic acid 4.2 Free glycerine and free fatty acid 4.7
  • This product was used as such as the fatty acid condensation product in the following examples; however, other fatty acid condensation products as described previously may be substituted with comparable results.
  • Example 2 865 gm. (about 1 mol) of hardened palm oil were heated to C. :and 110 gm. (about 1.05 mol) of N- hydroxyethylethylenediamine were stirred in over a period of 30 minutes. The melt was agitated for another 4 hours at C. Thereafter, the melt was cooled slightly and 65 gm. of a 70% aqueous glyooli-c acid solution was added. After another 30 minutes of agitation at 90 C., the mixture was allowed to solidify by cooling in a thin layer.
  • the product was used as such as the fatty acid condensation product.
  • the stated amounts of fatty-acid condensation product, quaternary ammonium compounds, and dispersing or emulsifying agents were mixed in any order and melted at 70 to 80 C.
  • the melt was added with agitation to the aqueous phase, heated to 70 to 80 C., and containing the brightener.
  • the finished dispersion was allowed to cool and the perfume and dye was added.
  • Example 3 1.0 weight percent of difatty alkyl-dimethyl-ammonium chloride (difatty alkyl contained 25% to 50% palmityl and 75% to 50% stearyl);
  • Example 4 3.5 weight percent of difatty alkyl-dimethyl-ammonium chloride (difatty alkyl contained 25% to 50% palmityl and 75% to 50% stearyl);
  • Water Comparable amounts of the fatty acid condensation products of Example 2 may be employed.
  • a softening composition for washed laundry having a content of textile softeners and optionaly germicidal quaternary ammonium compounds consisting essentially of:
  • R is an aliphatic hydrocarbon having 8 to 18 carbon atoms selected from the group consisting of alkyl, alkenyl and alkadienyl
  • R is a member selected from the group consisting of phenyl-lower-alkyl, lower alkyl-phcnyl-lower alkyl, alkenyl having 3 to 18 caron atoms and alkadienyl having from 3 to 18 carbon atoms, R-; and R are selected from the group consisting of alkyl having from 1 to 4 carbon atoms, cyclohexyl and di-lower alkylamino-lower alkyl, and A is the anion of an acid, said germicidal compound being water-dispersible.
  • the softening finishing composition of claim 1 containing from 90% to 15% by weight of said fatty acidhydroxyalkylpolyamine condensation product, and from 10% to 85% by weight of said quarternary ammonium compound mixture.
  • the softening finishing composition of claim 1 containing, in said quarternary ammonium compound mixture, from 80% to 20% by weight of said mixture of said textile softeners and from 20% to 80% by weight of said mixture of said germicidal quaternary ammonium compound.
  • triglyceride of component 1 is a hardened fatty acid triglyceride having from 16 to 22 carbon atoms in said hardened fatty acid.
  • An aqueous softening finishing dispersion for washed laundry consisting essentially of an aqueous dispersion containing from 1% to 25 by weight of active softening substances consisting essentially of (1) from 92% to 10% by weight of a fatty acid-hydroxyalkylpolyamine condensation product of one mol of hydroxyethylethylenediamine with about one mol of a triglyceride of a fatty acid having from 8 to 24 carbon atoms, at least half of said fatty acids in said triglyceride having more than 15 carbon atoms, and (2) from 8% to 90% by weight of a quaternary ammonium compound mixture of (a) from to 100% by weight of said mixture of textile softeners of the formula wherein R and R are alkyl haivng 14 to 26 carbon atoms, R and R are alkyl having from 1 to 4 carbon atoms and A is the anion of an acid, said softener being water-dispersi'ble, and
  • phenyl-lower-alkyl is a member selected from the group consisting of phenyl-lower-alkyl, lower alkyl-phenyl-lower alkyl, alkenyl having 3 to 18 carbon atoms and alkadienyl having from 3 to 18 carbons atoms,
  • R, and R are selected from the group consisting of alkyl having from 1 to 4 carbon atoms, cyclohexyl and di-lower alkyl-amino-lower alkyl, and
  • A is the anion of an acid, said germicidal compound being water dispersible, from 0 to 8% by weight of a non-ionic, surface-active emulsifying agent, from 0 to by weight of isopropanol, and from 0 to 1% by weight of textile optical brighteners.
  • the aqueous softening finishing dispersion of claim 5 containing from 2% to 9% by weight of said fatty 14 acid-hydroxyalkylpolyamine condensation product, from 0.5% to 1.5% by weight of said textile softeners, from 0.5% to 2.5% by weight of said germicidal quaternary ammonium compound, from 0.2% to 3% by weight of said non-ionic, surface-active emulsifying agent, from 0.2% to 2.5 by weight of isopropanol, and from 0.01% to 0.3% by weight of a cotton optical brightener, from 0.01% to 0.3% by weight of a polyamide optical brightener, from 0.01% to 0.3% by weight of perfume and from 0.00001 to 0.03% by weight of dye.
  • the aqueous softening finishing dispersion of claim 5 containing from 1% to 8% by Weight of said fatty acidhydroxyalkylpolyamine condensation product, from 1.5% to 7% by weight of said textile softeners, from 0.2% to 3% by weight of said non-ionic, surface-active emulsifying agent, from 0.2% to 2.5% of isopropanol, and from 0.01% to 0.3% by weight of a cotton optical brightener, from 0.01% to 0.3% by weight of a polyamide optical brightener, from 0.01% to 0.3% by weight of perfume, and from 0.00001% to 0.03 by weight of dye.

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  • Engineering & Computer Science (AREA)
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US00230446A 1969-04-30 1972-02-29 Softening finishes for washed laundry Expired - Lifetime US3775316A (en)

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DE (1) DE1922047C3 (enrdf_load_stackoverflow)
DK (1) DK138704B (enrdf_load_stackoverflow)
FR (1) FR2040418B1 (enrdf_load_stackoverflow)
NL (1) NL7000520A (enrdf_load_stackoverflow)

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3915867A (en) * 1973-04-24 1975-10-28 Stepan Chemical Co Domestic laundry fabric softener
US3984335A (en) * 1975-01-16 1976-10-05 Basf Wyandotte Corporation Compositions for souring and softening laundered textile materials and stock solutions prepared therefrom
US4039371A (en) * 1975-09-18 1977-08-02 International Business Machines Corporation Etchant for polyimides
US4060505A (en) * 1975-01-16 1977-11-29 Basf Wyandotte Corporation Compositions for souring and softening laundered textile materials and stock solutions prepared therefrom
US4092253A (en) * 1975-09-04 1978-05-30 Hoechst Aktiengesellschaft Fabric softeners
US4129506A (en) * 1975-09-04 1978-12-12 Hoechst Aktiengesellschaft Fabric softeners
US4155855A (en) * 1977-07-06 1979-05-22 The Procter & Gamble Company Concentrated liquid fabric softener composition
US4559151A (en) * 1984-05-07 1985-12-17 Sterling Drug Inc. Antistatic fabric conditioner compositions and method
GB2173827A (en) * 1985-03-28 1986-10-22 Procter & Gamble Textile treatment composition
US4623471A (en) * 1984-03-31 1986-11-18 Henkel Kommanditgesellschaft Auf Aktien Aqueous textile washing compositions
US4661269A (en) * 1985-03-28 1987-04-28 The Procter & Gamble Company Liquid fabric softener
US4776965A (en) * 1985-01-18 1988-10-11 Henkel Kommanditgesellschaft Auf Aktien Aqueous concentrated fabric softener
US4786439A (en) * 1985-08-24 1988-11-22 Henkel Kommanditgesellschaft Auf Aktien Textile treatment composition
US4806255A (en) * 1985-08-20 1989-02-21 The Procter & Gamble Company Textile treatment compositions
US4851140A (en) * 1987-02-28 1989-07-25 Henkel Kommanditgesellschaft Auf Aktien Aqueous liquid fabric treatment preparation
US4855072A (en) * 1985-03-28 1989-08-08 The Procter & Gamble Company Liquid fabric softener
US4976878A (en) * 1990-01-18 1990-12-11 The Procter & Gamble Company Process for recovering gelled aqueous liquid fabric softener
US5013846A (en) * 1988-01-27 1991-05-07 The Procter & Gamble Company Process for preparing substituted imidazoline fabric conditioning compounds
US5154841A (en) * 1988-12-21 1992-10-13 The Procter & Gamble Company Process for preparing substituted imidazoline fabric conditioning compounds
US5861371A (en) * 1994-11-05 1999-01-19 Henkel-Ecolab Gmbh & Co. Ohg Laundry aftertreatment compositions

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3920563A (en) * 1972-10-31 1975-11-18 Colgate Palmolive Co Soap-cationic combinations as rinse cycle softeners
DE2459354C2 (de) * 1974-12-16 1986-03-27 Hoechst Ag, 6230 Frankfurt Waescheweichspuelmittelkonzentrat mit desinfizierenden eigenschaften
JPS5341275B2 (enrdf_load_stackoverflow) * 1975-02-10 1978-11-01
NL7609628A (nl) * 1975-09-04 1977-03-08 Hoechst Ag Textielbehandelingsmiddel.
EP0006271B2 (en) * 1978-06-20 1986-01-22 THE PROCTER & GAMBLE COMPANY Washing and softening compositions containing nonionic brightener
FR2505357B1 (fr) * 1981-05-07 1984-10-05 Reckitt & Colmann Sa Compositions de rincage pour le linge
ATE24333T1 (de) * 1982-11-05 1987-01-15 Reckitt & Colmann Sa Zusammensetzungen zum spuelen von waesche.
JPS62129421A (ja) * 1985-11-28 1987-06-11 Taiji Iwawaki コンクリ−ト製の積ブロツク躯体の構築工法
DE3601856A1 (de) * 1986-01-23 1987-07-30 Henkel Kgaa Textilbehandlungsmittel
DE4111648A1 (de) * 1991-04-10 1992-10-15 Henkel Kgaa Textilbehandlungsmittel mit verbesserter wasserdispergierbarkeit
JPH04134546U (ja) * 1991-06-03 1992-12-15 有限会社塚本建塗 斜面土止め用ブロツクの構造

Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3915867A (en) * 1973-04-24 1975-10-28 Stepan Chemical Co Domestic laundry fabric softener
US3984335A (en) * 1975-01-16 1976-10-05 Basf Wyandotte Corporation Compositions for souring and softening laundered textile materials and stock solutions prepared therefrom
US4060505A (en) * 1975-01-16 1977-11-29 Basf Wyandotte Corporation Compositions for souring and softening laundered textile materials and stock solutions prepared therefrom
US4092253A (en) * 1975-09-04 1978-05-30 Hoechst Aktiengesellschaft Fabric softeners
US4129506A (en) * 1975-09-04 1978-12-12 Hoechst Aktiengesellschaft Fabric softeners
US4039371A (en) * 1975-09-18 1977-08-02 International Business Machines Corporation Etchant for polyimides
US4155855A (en) * 1977-07-06 1979-05-22 The Procter & Gamble Company Concentrated liquid fabric softener composition
US4623471A (en) * 1984-03-31 1986-11-18 Henkel Kommanditgesellschaft Auf Aktien Aqueous textile washing compositions
US4559151A (en) * 1984-05-07 1985-12-17 Sterling Drug Inc. Antistatic fabric conditioner compositions and method
US4776965A (en) * 1985-01-18 1988-10-11 Henkel Kommanditgesellschaft Auf Aktien Aqueous concentrated fabric softener
US4661269A (en) * 1985-03-28 1987-04-28 The Procter & Gamble Company Liquid fabric softener
US4724089A (en) * 1985-03-28 1988-02-09 The Procter & Gamble Company Textile treatment compositions
GB2173827A (en) * 1985-03-28 1986-10-22 Procter & Gamble Textile treatment composition
US4855072A (en) * 1985-03-28 1989-08-08 The Procter & Gamble Company Liquid fabric softener
US4806255A (en) * 1985-08-20 1989-02-21 The Procter & Gamble Company Textile treatment compositions
US4786439A (en) * 1985-08-24 1988-11-22 Henkel Kommanditgesellschaft Auf Aktien Textile treatment composition
US4851140A (en) * 1987-02-28 1989-07-25 Henkel Kommanditgesellschaft Auf Aktien Aqueous liquid fabric treatment preparation
US5013846A (en) * 1988-01-27 1991-05-07 The Procter & Gamble Company Process for preparing substituted imidazoline fabric conditioning compounds
US5154841A (en) * 1988-12-21 1992-10-13 The Procter & Gamble Company Process for preparing substituted imidazoline fabric conditioning compounds
US4976878A (en) * 1990-01-18 1990-12-11 The Procter & Gamble Company Process for recovering gelled aqueous liquid fabric softener
US5861371A (en) * 1994-11-05 1999-01-19 Henkel-Ecolab Gmbh & Co. Ohg Laundry aftertreatment compositions

Also Published As

Publication number Publication date
NL7000520A (enrdf_load_stackoverflow) 1970-11-03
BE744712A (fr) 1970-07-01
CH529832A (de) 1972-10-31
FR2040418A1 (enrdf_load_stackoverflow) 1971-01-22
DE1922047A1 (de) 1971-01-21
DK138704B (da) 1978-10-16
DK138704C (enrdf_load_stackoverflow) 1979-03-19
DE1922047C3 (de) 1978-03-30
FR2040418B1 (enrdf_load_stackoverflow) 1973-03-16
AT298403B (de) 1972-05-10
DE1922047B2 (de) 1977-08-04
JPS4820204B1 (enrdf_load_stackoverflow) 1973-06-19

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