EP0934382A1 - Utilisation de produits de condensation polycationiques comme adjuvants inhibiteurs de transfert de couleurs et reducteurs de decoloration pour les lessives et produits de postlavage - Google Patents

Utilisation de produits de condensation polycationiques comme adjuvants inhibiteurs de transfert de couleurs et reducteurs de decoloration pour les lessives et produits de postlavage

Info

Publication number
EP0934382A1
EP0934382A1 EP97911213A EP97911213A EP0934382A1 EP 0934382 A1 EP0934382 A1 EP 0934382A1 EP 97911213 A EP97911213 A EP 97911213A EP 97911213 A EP97911213 A EP 97911213A EP 0934382 A1 EP0934382 A1 EP 0934382A1
Authority
EP
European Patent Office
Prior art keywords
condensation products
alkyl group
weight
piperazine
bis
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.)
Granted
Application number
EP97911213A
Other languages
German (de)
English (en)
Other versions
EP0934382B1 (fr
Inventor
Dieter Boeckh
Hans-Ulrich JÄGER
Jürgen Alfred LUX
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Publication of EP0934382A1 publication Critical patent/EP0934382A1/fr
Application granted granted Critical
Publication of EP0934382B1 publication Critical patent/EP0934382B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • 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
    • C11D3/0021—Dye-stain or dye-transfer inhibiting 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
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3723—Polyamines or polyalkyleneimines
    • 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
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • C11D3/3776—Heterocyclic compounds, e.g. lactam

Definitions

  • the invention relates to the use of polycationic condensation products as color transfer-inhibiting and color change-reducing additive to detergents and post-treatment agents as well as detergents and post-treatment agents containing polycationic condensation products.
  • color detergents which contain polymeric color transfer inhibitors. These are, for example, homo- and copolyme ⁇ sates of vmylpyrrolidone and vinyl imidazole, cf. DE-B-22 32 353 and DE-A-28 14 287.
  • EP-A-0 462 806 discloses the use of cationic dye-fixing agents in post-wash baths together with fabric softeners.
  • the aftertreatment of the wash takes place in the washing machines usually used in the household at temperatures below 40 ° C.
  • the dye-fixing agents can also be used in nonionic detergents.
  • the cationic fixing agents slow the detachment of the dye from the dyed textile material during the treatment process.
  • the present invention has for its object to provide more effective means for suppressing the dye detachment and the dye transfer to other textiles during washing and during the aftertreatment of dyed textiles.
  • Alkyl group 1,4-di-alkyl perazmas with 1 to 25 carbon atoms in the alkyl group, 1,4-bis (3-ammopropyl) -piperazm, 1- (2-aminoethyl) piperazine, 1- (2-hydroxyalkyl) piperazines with 2 to 25 C atoms in the alkyl group, imidazole, Ci to C 25 -C alkylimidazoles or mixtures of the compounds mentioned
  • the molecular weight of the condensation products is for example from 500 to 100,000, cationic condensation products having molecular weights in the Be ⁇ are preferably 1000 to 50 000. Particular preference is rich 1500-25000.
  • the degree of quaternization of the amino groups of the condensation products is, for example, at least 25%, preferably at least 50. The best results are with cationic condensate ⁇ get sations cons in which the quaternization of Amino groups is 70 to 100%.
  • the condensation products described above are known from EP-B 0 209 787 and EP-A-0 223 064 as post-treatment agents for improving the wet fastness of dyeings and prints with reactive dyes. Polycationic condensation products which are produced by reacting
  • C - to C 22 alkyl chlorides in particular C ⁇ - to Ci 2 alkyl halides such as in particular benzyl chloride are available.
  • the polycationic condensation products are soluble in water or easily dispersible therein. They are preferably produced by reacting the components in an aqueous medium or in bulk. If the condensation is carried out in aqueous solution, the concentration of the non-aqueous constituents is, for example, 10 to 80, preferably 20 to 60,% by weight.
  • the polycationic condensation products described above are used either as an additive to laundry detergents or as an additive to laundry aftertreatment agents.
  • the cationic condensation products prevent or suppress the detachment of dyes from dyed textiles during the washing process or during the aftertreatment.
  • the condensation products to be used according to the invention for example in the absence of anionic surfactants, already achieve the maximum activity at concentrations of 10 to 100 ppm in the washing or rinsing liquor. A further increase in the amount used practically brings no increase in effectiveness.
  • concentrations of about 500 ppm are required in order to achieve the effect which can be achieved with the condensation products according to the invention.
  • the invention also relates to detergents
  • Suitable nonionic surfactants are, for example, alkoxylated C 8 "to C 22 alcohols.
  • the alkoxylation can be carried out using ethylene oxide, propylene oxide and / or butylene oxide. All alkoxylated alcohols which contain at least two molecules of an abovementioned alkylene oxide added can be used as surfactants
  • the alkylene oxide adducts mentioned can be block polymers of ethylene oxide, propylene oxide and / or butylene oxide or adducts which contain the alkylene oxides mentioned in a random distribution
  • the nonionic surfactants contain, for example, 2 to 50, preferably 3 to 20, moles per mole of alcohol an alkylene oxide is preferably used as the alkylene oxide, and the alcohols are preferably derived from compounds having 10 to 18 carbon atoms, which may be natural or synthetic alcohols.
  • nonionic surfactants are alkyl polyglucosides with 8 to 22, preferably 10 to 18, carbon atoms in the alkyl chain. These compounds contain, for example, 1 to 20, preferably 1.1 to 5, glucoside units.
  • Another class of nonionic surfactants are N-alkylglucamides of the general structure I or II
  • A is C ⁇ to C 2 alkyl
  • B is H or C] _ to C alkyl
  • C is a polyhydroxyalkanyl radical having 5 to 12 carbon atoms and at least 3 hydroxy groups.
  • A is preferably Cio- bis
  • Ci ⁇ -alkyl-, B for CH - and C for a C 5 or C ß -rest are obtained by the acylation of reducing aminated sugars with acid chlorides of Cio " C i 8 carboxylic acids.
  • the detergent formulations preferably contain C ⁇ o -Cs alcohols ethoxylated with 3-12 mol ethylene oxide, particularly preferably ethoxylated fatty alcohols as nonionic surfactants.
  • surfactants are the end group-capped fatty acid amide alkoxylates of the general formula known from WO-A-95/11225
  • R 1 denotes a C 5 -C 2 -alkyl or alkenyl radical
  • R 2 is a Ci * to C 4 alkyl group
  • A is C 2 to C alkylene
  • n denotes the number 2 or 3
  • x has a value from 1 to 6.
  • Examples of such compounds are the reaction products of n-butyl glycol glycol of the formula H 2 N- (CH 2 -CH 2 -0) 3 -C 4 H 9 with methyl dodecanoate or the reaction products of ethyl tetraglycol amine of the formula H 2 N- ( CH 2 -CH 2 -0) 4 -C 2 H 5 with a commercially available mixture of saturated CQ - to CI B -fatty acid methyl esters.
  • the powder or granular detergents can also contain one or more builders.
  • Suitable inorganic builder substances are, for example all common inorganic builders such as aluminosilicates, silicates, carbonates and phosphates.
  • Suitable inorganic builders are, for example, aluminosilicates with ion-exchanging properties such as zeolites.
  • zeolites Different types of zeolites are suitable, in particular zeolite A, X, B, P, MAP and HS in their Na form or in forms in which Na is partially replaced by other cations such as Li, K, Ca, Mg or ammonium.
  • Suitable zeolites are described, for example, in EP-A-0 038 591, EP-A-0 021 491, EP-A-0 087 035, US-A-4 604 224, GB-A-2 013 259, EP-A- 0 522 726, EP-A-0 384 070 and WO-A-94/24251.
  • Suitable inorganic builders are e.g. amorphous or crystalline silicates such as e.g. amorphous disilicates, crystalline disilicates such as the layered silicate SKS-6 (manufacturer Hoechst AG).
  • the silicates can be used in the form of their alkali, alkaline earth or ammonium salts. Na, Li and Mg silicates are preferably used.
  • Suitable inorganic builder substances are carbonates and hydrogen carbonates. These can be used in the form of their alkali, alkaline earth or ammonium salts. Na, Li and Mg carbonates or bicarbonates, in particular sodium carbonate and / or sodium bicarbonate, are preferably used.
  • the inorganic builders can be present in the detergents in amounts of 0 to 60% by weight together with organic cobuilders which may be used.
  • the inorganic builders can be incorporated into the detergent either alone or in any combination.
  • organic cobuilders are present in amounts of 0 to 20% by weight, preferably in amounts of 1 to 15% by weight, together with inorganic builders.
  • the powdery or granular heavy-duty detergents can also contain other customary constituents, such as bleaching systems consisting of at least one bleach, optionally in combination with a bleach activator and / or a bleaching catalyst, as well as other conventional constituents such as soil-release polymers, graying inhibitors, enzymes, inorganic adjusting agents such as sodium sulfate , Complexing agents, optical brighteners, dyes, perfume oils, foam suppressants, corrosion inhibitors, phosphates and / or phosphonates in the usual amounts.
  • the detergents are preferably free from anionic surfactants, but can contain them as component (ii) in amounts of up to 4% by weight, preferably up to 2.5% by weight.
  • Suitable anionic surfactants are suitable, for example, fatty alcohol sulfates of fatty alcohols having 8 to 22 carbon atoms, sulphated, ethoxylated CQ - to C 22 'alcohols or their water-soluble salts of alkali metal and ammonium ⁇ .
  • Other suitable anionic surfactants are alkyl sulfonates we C ⁇ to C 24 alkanesulfonates and soaps such as the alkali metal salts of C 8 to C 2 carboxylic acids.
  • anionic surfactants are C 9 to C o -mearalkylbenzenesulfonates
  • the anionic surfactants can also be used, for example, in the form of the hydroxyethylammonium, di (hydroxyethyl) amium and tri (ydroxyet yl) ammonium salts. If the detergents according to the invention contain anionic surfactants, soaps, acyl sarcosmates or sulfated ethoxylated C 8 -C 22 alcohols are preferably used.
  • the detergents contain as a component
  • the invention further relates to post-washing agents which
  • the washing post-treatment agents contain as component (1) 1 to 50, preferably 2.5 to 30% by weight of a fabric softener for washing.
  • Suitable fabric softeners are, for example, quaternary ammonium compounds, polysiloxanes and nonionic cellulose ether, cf. for example EP-A-0 239 910, EP-A-0 150 867 and EP-A-0 213 730.
  • Fabric softeners for laundry are, for example, dialkyldimethylammonium chlorides and alkylimidazolium methyl sulfates.
  • the laundry aftertreatment compositions contain, as component (ii), for example 1 to 50, preferably 2 to 20% by weight of a nonionic surfactant.
  • Nonionic surfactants have already been described as component (i) in the composition of the detergents.
  • the compounds mentioned there can also be used in laundry aftertreatment agents.
  • the laundry aftertreatment agents contain as component (iii) 0.1 to 2.5, preferably 0.2 to 2.0% by weight of a polycationic condensation product as a color-fixing additive. These condensation products have already been described above.
  • Polycationic condensation product obtained by condensing piperazine with epichlorohydrin in a molar ratio of 1: 1 and
  • Polycationic condensation product which was prepared by reaction of imidazole, piperazine and epichlorohydrin in a molar ratio of 1: 1: 2.
  • the aqueous polymer solution contained 50% of the cationic condensation product, which had a molecular weight of 2200.
  • Polycationic condensation product which was prepared by reaction of imidazole and epichlorohydrin in a molar ratio of 1: 1 in aqueous solution.
  • the polymer solution contained 50% of the condensation product, which had a molecular weight of 1400.
  • Polycationic condensation product which was prepared by heating triethanolamine in the presence of 0.5% by weight of hypophosphorous acid to 230 ° C. and quatermination with 0.8 mol equivalents of benzyl chloride.
  • the molecular weight was 4500.
  • the above-mentioned polymers were added to a commercially available fabric softener.
  • the dyed fabric was rinsed with an aqueous softener solution at 25 ° C., rinsed with tap water, dried and ironed.
  • the dyed fabrics pretreated in this way were then washed together with white test fabrics with a commercial detergent.
  • the color strength of the white test fabric compared to the previously measured color strength was determined according to A. Kud, Seifen, Ole, Fette, Wwachs, Volume 119, pages 590 to 594 (1993).
  • the respective color strengths of the staining of the white fabric were determined and from this the color transfer-inhibiting effect of the polymers 1 to 4 was determined.
  • the treatment with fabric softener, subsequent washing and drying was repeated 5 times with the same color fabric.
  • the color loss according to the formula was determined from the color strength of the color fabric before the first wash and the color strength after the 5th wash.
  • Color fabric 1.0 g dyed cotton fabric
  • Fabric softener Softlan ® (manufacturer Colgate Polmolive) Use concentration of the polymers in the fabric softener: 2.0%
  • Amount of fabric softener 1.75 g / 1 temperature (winding): 30 ° C winding time: 10 mm.
  • Polymer 1 was added to the fabric softener indicated above in an amount of 2%.
  • The% dye transfer inhibiting effect of a fabric dyed with Direct Blue 71 was 99%.
  • the color loss m% of the fabric dyed with Direct Blue 71 was 7.2% after 5 washes with the detergent specified above.
  • Example 1 was repeated, but the absence of Po ⁇ worked lymer first The effect farbubertragungsmhibierende be ⁇ was 0%. The color loss after 5 washes for a fabric dyed with Direct Blue 71 was 20.3%.
  • Example 1 was repeated with 2% polymer 4.
  • the farbubertra ⁇ gungsmhibierende effect was 98%, the color loss Con t ⁇ , 4%.
  • Color fabric 1.0 g dyed cotton fabric
  • Detergent Detergent A
  • the color transfer-inhibiting effect was determined after one wash, and the color detachment after 5 washes, in each case on the basis of the color strengths of the white fabric or of the color fabric as described for use in the fabric softener.
  • Sokalan ® HP 22 commercially available graft polymer of Vmyl - acetate to polyethylene glycol (poly target -release ⁇ mer)
  • Korantm ® SH commercially available oleoyl sacosmat (acid form)
EP97911213A 1996-10-21 1997-10-10 Utilisation de produits de condensation polycationiques comme adjuvants inhibiteurs de transfert de couleurs et reducteurs de decoloration pour les lessives et produits de postlavage Expired - Lifetime EP0934382B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19643281 1996-10-21
DE19643281A DE19643281A1 (de) 1996-10-21 1996-10-21 Verwendung von polykationischen Kondensationsprodukten als farbfixierenden Zusatz zu Waschmitteln und Wäschenachbehandlungsmitteln
PCT/EP1997/005606 WO1998017762A1 (fr) 1996-10-21 1997-10-10 Utilisation de produits de condensation polycationiques comme adjuvants inhibiteurs de transfert de couleurs et reducteurs de decoloration pour les lessives et produits de postlavage

Publications (2)

Publication Number Publication Date
EP0934382A1 true EP0934382A1 (fr) 1999-08-11
EP0934382B1 EP0934382B1 (fr) 2002-12-18

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP97911213A Expired - Lifetime EP0934382B1 (fr) 1996-10-21 1997-10-10 Utilisation de produits de condensation polycationiques comme adjuvants inhibiteurs de transfert de couleurs et reducteurs de decoloration pour les lessives et produits de postlavage

Country Status (7)

Country Link
US (3) US6025322A (fr)
EP (1) EP0934382B1 (fr)
JP (1) JP4294734B2 (fr)
AT (1) ATE230010T1 (fr)
DE (2) DE19643281A1 (fr)
ES (1) ES2188915T3 (fr)
WO (1) WO1998017762A1 (fr)

Cited By (3)

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Publication number Priority date Publication date Assignee Title
US8129326B2 (en) 2007-11-09 2012-03-06 Basf Se Alkoxylated polyalkanolamines
WO2012117024A1 (fr) 2011-03-01 2012-09-07 Basf Se Polymères actifs dans l'inhibition de transfert de couleurs et présentant une durée de conservation accrue et une aptitude à la mise en oeuvre améliorée pour des produits de lavage et de nettoyage
WO2020208052A1 (fr) 2019-04-12 2020-10-15 Basf Se Procédé de distribution contrôlée de lessive et lave-linge et kit de lessive

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JP4294734B2 (ja) 2009-07-15
ES2188915T3 (es) 2003-07-01
US20020045563A1 (en) 2002-04-18
WO1998017762A1 (fr) 1998-04-30
EP0934382B1 (fr) 2002-12-18
DE59709029D1 (de) 2003-01-30
US6262011B1 (en) 2001-07-17
DE19643281A1 (de) 1998-04-23
ATE230010T1 (de) 2003-01-15
US6465415B2 (en) 2002-10-15
JP2001503089A (ja) 2001-03-06
US6025322A (en) 2000-02-15

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