EP0515423A1 - Combinaison de substances actives pour le traitement de textiles - Google Patents

Combinaison de substances actives pour le traitement de textiles

Info

Publication number
EP0515423A1
EP0515423A1 EP91903376A EP91903376A EP0515423A1 EP 0515423 A1 EP0515423 A1 EP 0515423A1 EP 91903376 A EP91903376 A EP 91903376A EP 91903376 A EP91903376 A EP 91903376A EP 0515423 A1 EP0515423 A1 EP 0515423A1
Authority
EP
European Patent Office
Prior art keywords
group
carbon atoms
textile treatment
quaternary ammonium
active ingredient
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.)
Withdrawn
Application number
EP91903376A
Other languages
German (de)
English (en)
Inventor
Theodor Völkel
Peter Dr. Sandkühler
Rolf Puchta
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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 Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0515423A1 publication Critical patent/EP0515423A1/fr
Withdrawn legal-status Critical Current

Links

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
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
    • 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
    • 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
    • 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
    • C11D3/0015—Softening compositions liquid
    • 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
    • D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/50—Modified hand or grip properties; Softening compositions

Definitions

  • the invention relates to an active ingredient combination for textile treatment based on condensation products of carboxylic acids or carboxylic acid derivatives with hydroxyalkyl polyamines.
  • Textile treatment agents based on fatty acid condensation products from carboxylic acids or carbonic acid derivatives with hydroxyalkyl polyamines are known, for example, from DE-A-37 30 792.
  • the condensation products described therein contain hydrophilic dispersion accelerators to improve the dispersibility and thus differ from the condensation products of DE-A-3530302.
  • These fatty acid condensation products with dispersion accelerators like the partially neutralized fatty acid co-condensation products of DE-A-3901 820, are characterized by particularly good dispersibility in cold water. They are therefore excellently suitable for use in highly diluted aqueous liquors for finishing fibers and yarns as well as in detergents and in post-treatment agents for washed textiles to improve the lubricity and softness of the textiles treated with them.
  • the present invention therefore relates to an active ingredient combination for textile treatment containing fatty acid condensation products which additionally contain at least one quaternary ammonium compound with one, two or three acyloxyalkyl groups in the molecule.
  • Such compounds are, for example, from known from DE-A-16 93 145, DE-A-19 35 499, DE-B-24 30 140 or EP-B-22 562.
  • These quaternary ammonium compounds which contain at least one long residue with an ester group, are notable for good biodegradability. They thus give treated textiles good softness, which, however, according to the teaching of the present invention, can be improved to a level by the combination with the described fatty acid condensation products, which is above the softness performance of the fatty acid condensation products on the one hand and the quaternary ones
  • ammonium compound with ester groups in the long residues can be raised. This synergistic effect is surprising and cannot be derived from the information in the references cited in an obvious manner.
  • Textile treatment compositions which contain such a combination of active ingredients from fatty acid condensation products and specific quaternary ammonium compounds are notable for their remarkable viscosity stability, even after prolonged storage, and for their unexpectedly good softness.
  • Quaternary ammonium compounds which are particularly suitable for the active compound combination according to the invention contain 2-acyloxyethyl groups, 2-acyloxypropyl groups or 2-acyloxyisoprophyl groups. These are compounds which are known per se for use in textile treatment. In particular, they are quaternary ammonium compounds of the formula I:
  • R 1 represents an alkyl group with 1 to 4 carbon atoms, in particular methyl
  • R 2 is an alkyl or alkenyl group having 1 to 22 carbon atoms, or a hydroxyalkyl group having 2 to 4 carbon atoms;
  • the quaternary ammonia compounds which are particularly suitable for the active compound combinations according to the invention are nium compounds are compounds of the formula I in which R * is the methyl group, R 2 is the hydroxyethyl group, R and R ⁇ 2-acyloxyethyl groups with acyl radicals having 10 to 22 carbon atoms and as an anion a chloride, bromide or methosulfate Anion included.
  • Quaternary ammonium compounds of the formula I are equally suitable, in which R 1 and R 2 are the methyl group, R is a 2-acyloxyethyl group with acyl radicals with 10 to 22 carbon atoms, R 4 is an alkyl or alkenyl group with 10 to 22 carbon atoms, and X is a chloride, bromide or methosulfate anion.
  • Textile treatment agents with likewise good properties contain quaternary ammonium compounds of the formula I in which R * is the methyl group, R 2 is the hydroxyethyl group, R and R 4 are 2-acyloxyethyl groups with acyl radicals having 10 to 22 carbon atoms and X is a chloride , bromide or methosulfate anion, in combination with a quart ⁇ ary ammonium compound of the formula II in which Rl un (j R2 (j-per thylrios Me ⁇ R a 2-Acyloxyethyl distr with acyl groups having 10 to 22 carbon atoms, R 4 contains an alkyl or alkenyl group with 10 to 22 carbon atoms and X is a chloride, bromide or methosulfate anion.
  • the present invention furthermore relates to a combination of active substances which, in addition to fatty acid condensation products, comprises a combination of quaternary ammonium compounds from compounds with and Contains compounds with two
  • particularly valuable active ingredient combinations contain the fatty acid condensation product in a weight ratio of 5: 1 to 1:10, preferably in a weight ratio of 1: 1 to 1: 3, to the quaternary ammonium compound.
  • the best results are obtained with a combination of fatty acid condensation products and quaternary ammonium compounds in a weight ratio of 1: 3.
  • the amount of fatty acid condensation products and quaternary ammonium compound in appropriate ready-to-use textile treatment agents makes up 2 to 50% by weight.
  • Compositions with an active ingredient content above about 10 to 15% by weight can be made up into products which are particularly stable in storage if the weight ratio is in the range from 1: 5 to 1:10.
  • ready-to-use textile treatment agents generally also contain customary auxiliaries, dyes and fragrances. These are, for example, dispersants, viscosity regulators, preservatives, low molecular weight mono- or dihydric alcohols, polyglycols with molecular weights between 200 and 1000.
  • Suitable dispersants are, above all, nonionic surface-active substances which owe their hydrophilic properties to the presence of special functional groups and very generally to an accumulation of hydroxyl groups.
  • This category includes e.g. B. polyhydric alcohols of the ethylene glycol, propylene glycol and glycerol type. Addition products of ethylene oxide and / or propylene oxide with fatty alcohols, with fatty acids, fatty amines and fatty acid or suic acid amides are primarily suitable, the dispersants or emulsifiers being 3 to 100, preferably 6 to 40 and in particular 8 to 25 ether residues '' All ethylene glycol ether residues can contain per molecule.
  • nonionic surfactants are the water-soluble adducts of ethylene oxide with 20 to 250 ethylene glycol ether groups and 10 to 100 propylene glycol ether groups with polypropylene glycol or with alkylpolypropylene glycol with 1 to 10 carbon atoms, in which the polypropylene chain acts as a hydrophobic radical.
  • ethylene oxide with 20 to 250 ethylene glycol ether groups and 10 to 100 propylene glycol ether groups with polypropylene glycol or with alkylpolypropylene glycol with 1 to 10 carbon atoms, in which the polypropylene chain acts as a hydrophobic radical.
  • fatty alcohols, fatty acids, fatty amines and fatty acid amides without the addition of ethylene oxide and / or propylene oxide suitable dispersants.
  • etheramine or etherammonium compounds are also suitable dispersants.
  • Organic or inorganic acids can be used to set a certain desired pH.
  • optical brighteners bleaches, such as. B. H2O2 or foam inhibitors, such as.
  • foam inhibitors such as. As silicone oil can be added.
  • viscosity regulators are electrolytes, such as. B. sodium acetate or calcium chloride and organic compounds, for example paraffin oil, fatty acid esters and water-soluble polymers, such as. B. polyvinyl alcohol or polyvinyl pyrrolidone can be used.
  • auxiliary substances are, for example, antioxidants and soil release active substances.
  • the active substance combinations according to the invention can also be prepared in solid forms which are dissolved, melted or dispersed for use.
  • Solid forms in this sense are, for example, flakes, tablets, flakes, granules, pellets or powder, and more or less absorbent flexible substrates which are impregnated with the active ingredient combinations.
  • test textiles made from cotton terry toweling were treated in an aqueous liquor containing a total of 0.2 g active ingredient combination per liter for 5 minutes at 18 ° C. and then dried.
  • the active ingredient combination consisted of a fatty acid condensation product A, which was obtained by reacting stearic acid with aminoethylethanolamine and then 40% partial neutralization with lactic acid according to German patent application P 3901 820.2 and the following commercial quaternary ammonium compounds in the stated weight ratios ( Condensation product A: quaternary ammonium compound B, C, D or E).
  • B N-methyl-N (2-hydroxyethyl) -N, N-di (tallow acyloxyethyl) ammonium methosulfate
  • C N-methyl-N (2-hydroxyethyl) -N, N-di (hydrotalgacyloxyethyl) ammonium methosulfate
  • D N-methyl-N (2-hydroxyethyl) -N, N-di (oleoyloxyethyl) ammonium methosulfate
  • the results listed in Table 2 under "Softness" were obtained as mean values:

Landscapes

  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Life Sciences & Earth Sciences (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)

Abstract

Une combinaison des produits de condensation d'acides carboxyliques ou de dérivés d'acides carboxyliques avec des polyamines d'hydroxyalkyle d'une part et des composés quaternaires d'ammonium ayant un, deux ou trois groupes acyloxyalkyle dans leur molécule d'autre part, constitue un mélange de substances actives d'adoucissement de textiles ayant un effet adoucissant élevé, une bonne biodégradabilité et une bonne conservation dans des préparations aqueuses.
EP91903376A 1990-02-13 1991-02-04 Combinaison de substances actives pour le traitement de textiles Withdrawn EP0515423A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4004294A DE4004294A1 (de) 1990-02-13 1990-02-13 Wirkstoff-kombination zur textilbehandlung
DE4004294 1990-02-13

Publications (1)

Publication Number Publication Date
EP0515423A1 true EP0515423A1 (fr) 1992-12-02

Family

ID=6399983

Family Applications (1)

Application Number Title Priority Date Filing Date
EP91903376A Withdrawn EP0515423A1 (fr) 1990-02-13 1991-02-04 Combinaison de substances actives pour le traitement de textiles

Country Status (5)

Country Link
EP (1) EP0515423A1 (fr)
JP (1) JPH05504174A (fr)
KR (1) KR920703912A (fr)
DE (1) DE4004294A1 (fr)
WO (1) WO1991012364A1 (fr)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4135115A1 (de) * 1991-10-24 1993-04-29 Trigon Chemie Gmbh Kationaktive tenside
CA2134640C (fr) * 1992-05-12 1998-11-03 Ellen Schmidt Baker Compositions concentrees d'assouplissants pour tissus contenant des assouplissants biodegradables
DE4228594A1 (de) * 1992-08-27 1994-03-03 Maeurer & Wirtz Gmbh & Co Kg Mittel zum Reinigen und Konditionieren der Haare, der Haut sowie von Textilien und harten Oberflächen
JPH08507766A (ja) * 1993-03-01 1996-08-20 ザ、プロクター、エンド、ギャンブル、カンパニー 濃縮生分解性四級アンモニウム布帛柔軟剤組成物、および中間ヨウ素価不飽和脂肪酸鎖を含む化合物
DE4420514A1 (de) * 1994-06-13 1995-12-14 Henkel Kgaa Wäßrige Dispersionen anionischer und kationischer Tenside
US5460736A (en) * 1994-10-07 1995-10-24 The Procter & Gamble Company Fabric softening composition containing chlorine scavengers
US5474690A (en) * 1994-11-14 1995-12-12 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions containing intermediate iodine value fatty acid chains
AU1693197A (en) * 1996-01-05 1997-08-01 Stepan Company Articles and methods for treating fabrics based on acyloxyalkyl quaternary ammonium compositions
US6906025B2 (en) 1996-01-05 2005-06-14 Stepan Company Articles and methods for treating fabrics based on acyloxyalkyl quaternary ammonium compositions
EP1096055B1 (fr) 1998-06-11 2005-08-31 Kao Corporation Composition adoucissante
US8618316B1 (en) 2004-03-05 2013-12-31 Stepan Company Low temperature ramp rate ester quat formation process
CN101035885A (zh) * 2004-10-18 2007-09-12 宝洁公司 浓缩型织物软化剂活性物质组合物

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1935499A1 (de) * 1969-07-12 1971-01-14 Basf Ag Avivagemittel
US3915867A (en) * 1973-04-24 1975-10-28 Stepan Chemical Co Domestic laundry fabric softener
DE3501521A1 (de) * 1985-01-18 1986-07-24 Henkel KGaA, 4000 Düsseldorf Waessriges konzentriertes textilweichmachungsmittel
DE3608093A1 (de) * 1986-03-12 1987-09-17 Henkel Kgaa Konfektioniertes textilweichmacher-konzentrat

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9112364A1 *

Also Published As

Publication number Publication date
WO1991012364A1 (fr) 1991-08-22
KR920703912A (ko) 1992-12-18
JPH05504174A (ja) 1993-07-01
DE4004294A1 (de) 1991-08-14

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