WO2000077290A2 - Utilisation d'uva pour neutraliser la fluorescence sur des materiaux en fibres textiles traites - Google Patents

Utilisation d'uva pour neutraliser la fluorescence sur des materiaux en fibres textiles traites Download PDF

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Publication number
WO2000077290A2
WO2000077290A2 PCT/EP2000/005039 EP0005039W WO0077290A2 WO 2000077290 A2 WO2000077290 A2 WO 2000077290A2 EP 0005039 W EP0005039 W EP 0005039W WO 0077290 A2 WO0077290 A2 WO 0077290A2
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Prior art keywords
compound
formula
optionally substituted
detergent
process according
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PCT/EP2000/005039
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English (en)
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WO2000077290A3 (fr
Inventor
Dieter Reinehr
Claude Eckhardt
Georges Metzger
Hans Kramer
Monika Schaumann
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BASF Schweiz AG
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Ciba Spezialitaetenchemie Holding AG
Ciba SC Holding AG
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Application filed by Ciba Spezialitaetenchemie Holding AG, Ciba SC Holding AG filed Critical Ciba Spezialitaetenchemie Holding AG
Priority to BR0011494-4A priority Critical patent/BR0011494A/pt
Priority to EP00943756A priority patent/EP1192309A2/fr
Priority to CA002373902A priority patent/CA2373902A1/fr
Priority to JP2001503727A priority patent/JP2003502517A/ja
Priority to KR1020017015778A priority patent/KR20020019068A/ko
Priority to MXPA01012698A priority patent/MXPA01012698A/es
Priority to AU58105/00A priority patent/AU5810500A/en
Publication of WO2000077290A2 publication Critical patent/WO2000077290A2/fr
Publication of WO2000077290A3 publication Critical patent/WO2000077290A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • D06M13/405—Acylated polyalkylene polyamines
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/83—Mixtures of non-ionic with anionic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3719—Polyamides or polyimides
    • 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
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905—Bleach activators or bleach catalysts
    • 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
    • C11D3/40—Dyes ; Pigments
    • C11D3/42—Brightening agents ; Blueing agents
    • 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
    • D06M13/35—Heterocyclic compounds
    • D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
    • D06M13/358—Triazines
    • 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/04—Vegetal fibres
    • D06M2101/06—Vegetal fibres cellulosic

Definitions

  • UVAs for suppressing the fluorescence of textile fibre materials treated with fluorescent whitening agents.
  • the present invention relates to a process for inhibiting (quenching) the effect of fluorescent whitening agents on ceUulosic textile fibre materials treated, being treated or to be treated with fluorescent whitening agents, by the application of certain ultra-violet abso ⁇ tion agents (UVAs) and to the material so treated, and to processes for decontaminating detergent manufacturing apparatus and recycled industrial laundry water containing residual fluorescent whitening agent (FWAs).
  • UVAs ultra-violet abso ⁇ tion agents
  • FWAs residual fluorescent whitening agent
  • UVAs ultra-violet absorption agents
  • the invention relates to a process for quenching or suppressing the fluorescence of ceUulosic textile fibre materials treated, being treated or to be treated, with fluorescent whitening agents, which process comprises applying to said substrates, before or after the treatment with the fluorescent whitening agent, certain ultra-violet absorption agents (UVAs).
  • fluorescent whitening agents comprising applying to said substrates, before or after the treatment with the fluorescent whitening agent, certain ultra-violet absorption agents (UVAs).
  • substrates will be understood as meaning ceUulosic textile materials made of ceUulosic fibres, by which are meant in turn, for example, yarns, wovens, knits or nonwovens.
  • the textile materials can also consist of blends of fibres.
  • UV absorbers having the formula:
  • M is hydrogen, sodium, potassium, ammonium, mono-, di-, tri- or tetra-C C alkylammonium, mono-, di- or tri-CrC hydroxyalkylammonium or ammonium that is di- or tri-substituted by a mixture of C ⁇ -C 4 alkyl and C C 4 hydroxyalkyl groups; or
  • n is an integer from 2 to 6 and is preferably 2 or 3;
  • Y T Y 3 and Y 2 are C ⁇ -C alkyl optionally substituted by halogen, cyano, hydroxy or d-C 4 alkoxy or Y, and Y 2 , together with the nitrogen atom to which they are each attached, form a 5-7 membered heterocyclic ring, preferably a mo ⁇ holine, pyrrolidine, piperidine or hexamethyleneimine ring;
  • Y 3 is hydrogen, C 3 -C 4 alkenyl or d-C 4 alkyl optionally substituted by cyano, hydroxy or d-C 4 alkoxy or Y ⁇ Y 2 and Y 3 , together with the nitrogen atom to which they are each attached, form a pyridine or picoline ring;
  • X ⁇ is a colourless anion, preferably and n 2
  • R 9 is optionally substituted aryl or a group having the formula:
  • Rn is optionally substituted alkyl or optionally substituted aryl; or, when n 2 is 0, R 9 may also be a group having one of the formulae:
  • R 12 is M, optionally substituted alkyl or optionally substituted aryl
  • R 13 is hydrogen, optionally substituted alkyl or optionally substituted aryl; and R 10 is hydrogen, halogen, preferably chlorine, optionally substituted alkyl, optionally substituted aryl, -OH, - NH 2 , -N(CH 2 CH 2 OH) 2 , -N[CH 2 CH(OH)CH 3 ] 2> -NH-R 12 ,
  • R 12 has its previous significance
  • R 10 is an aminoacid residue from which a hydrogen atom on the amino group has been removed.
  • R 10 , Rn, R ⁇ 2 and R 13 When one or more of R 10 , Rn, R ⁇ 2 and R 13 is optionally substituted alkyl, preferred unsubstituted alkyl groups R 10 , Rn, R ⁇ 2 and R 13 are CrC 12 -, especially C C 4 -alkyl groups.
  • the alkyl groups may be branched or unbranched and may be optionally substituted, e.g. by halogen such as fluorine, chlorine or bromine, by C C 4 -alkoxy such as methoxy or ethoxy, by phenyl or carboxyl, by C C 4 -alkoxycarbonyl such as acetyl, by a mono- or di-C C alkylated amino group or by -SO 3 M in which M has its previous significance.
  • R 10 , Rn, R 12 and R 13 are optionally substituted aryl, they are preferably a phenyl or naphthyl group which may be substituted by CrC 4 -alkyl, e.g. by methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert.-butyl, by d-C 4 -alkoxy such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, sec.-butoxy or tert.-butoxy, by halogen such as fluorine, chlorine or bromine, by C 2 -C 5 -alkanoylamino, such as acetylamino, propionylamino or butyrylamino, by nitro, sulpho or by di-C C 4 alkylated amino.
  • CrC 4 -alkyl e.g. by methyl, eth
  • each of the aminoacid residues R 10 is the same.
  • aminoacids from which such preferred aminoacid residues R 10 are derived include glycine, alanine, sarcosine, serine, cysteine, phenylalanine, tyrosine (4- hydroxyphenylalanine), diiodotyrosine, tryptophan ( ⁇ -indolylalanine), histidine (( ⁇ - imidazolylalanine), ⁇ -aminobutyric acid, methionine, valine ( ⁇ -aminoisovaleric acid), norvaline, leucine ( ⁇ -aminoisocaproic acid), isoleucine ( ⁇ -amino- ⁇ -methylvaleric acid), norleucine ( ⁇ -amino-n-caproic acid), arginine, omithine ( ⁇ , ⁇ -diaminovaleric acid), lysine ( ⁇ , ⁇ - diaminocaproic acid), aspartic acid (aminosuccinic acid), glutamic acid ( ⁇ -amin
  • a further preferred example of an aminoacid from which an aminoacid residue R ⁇ 0 may be derived is iminodiacetic acid.
  • aminoacids from which aminoacid residues R 10 may be derived include cystine, lanthionine, proline and hydroxyproline.
  • each of the compounds of formula (10) it is preferred that they are used in neutral form, i.e. that M is other than hydrogen, preferably a cation formed from an alkali metal, in particular sodium, or from an amine.
  • R 9 is phenyl, methylphenyl, dimethylphenyl or a group of formula:
  • Rn has its previous significance and is preferably CrC 4 -alkyl, especially methyl or ethyl; and preferably R 10 is phenyl, methylphenyl, dimethylphenyl, ' ⁇ -NH 2 , Cl, -
  • Preferred compounds of formula (10) are those having the formula:
  • the compounds of formula (10) may be produced by reacting, under known reaction conditions, cyanuric chloride, successively, in any desired sequence, with each of an aminostilbene-sulfonic acid, an amino compound capable of introducing a group R 9 and a compound capable of introducing a group R ⁇ 0 , in which R 9 and R ⁇ 0 each have their previous significance.
  • Unsymmetrical compounds of formula (10), namely those in which n 2 is zero, may be produced by the method described in GB-A-2,298,422.
  • the starting materials are known compounds which are readily available.
  • a second preferred class of triazine UVA's is that having the formula:
  • Ri, R 2 and R 3 is a radical of formula:
  • R 4 , R 5 and R 6 independently, are hydrogen; C C ⁇ 2 alkoxy; hydroxy;
  • R 1 ⁇ R 2 and R 3 are, independently, halogen, preferably chlorine,
  • C C 4 alkyl groups Y ⁇ , Y 2 and Y 3 may be methyl, ethyl, n- propyl, isopropyl, n-butyl, isobutyl, tert.-butyl, methyl and ethyl being preferred
  • R 1 ; R 2 , R 3 , R 4 , R5 and R 6 may be, e.g., methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, tert.-butoxy, n-amyloxy, n-hexoxy, n-heptoxy, n-octoxy, isooctoxy, n-nonoxy, n-decoxy, n-undecoxy or n-dodecoxy, methoxy and ethoxy being preferred.
  • the alkyl radicals in the mono-, di-, tri- or tetra-C ⁇ -C 4 alkylammonium groups are preferably methyl.
  • Mono-, di- or tri-C 1 -C hydroxyalkylammonium groups M are preferably those derived from ethanolamine, di-ethanolamine or tri-ethanolamine. When M is ammonium that is di- or tri-substituted by a mixture of C C 4 alkyl and C C 4 hydroxyalkyl groups, it is preferably N- methyl-N-ethanolamine or N,N-dimethyl-N-ethanolamine. M is preferably, however, hydrogen or sodium.
  • Preferred compounds of formula (1 ) are those having the formulae:
  • the compounds of formula (1 ) are known and may be prepared e.g. by the method described in U.S. Patents 3118887 and 5197991.
  • a third preferred class of triazine UVAs is that having the formula:
  • R 7 and R ⁇ are C C ⁇ 2 -alkoxy or SO 3 M in which M has its previous significance.
  • halogen is chlorine.
  • C ⁇ -C ⁇ 2 Alkoxy groups R 7 and R 8 may be, e.g., methoxy, ethoxy, n-propoxy, isopropoxy, n- butoxy, isobutoxy, tert.-butoxy, n-amyloxy, n-hexoxy, n-heptoxy, n-octoxy, isooctoxy, n- nonoxy, n-decoxy, n-undecoxy or n-dodecoxy, methoxy and ethoxy being preferred.
  • a preferred compound of formula (8) is that having the formula:
  • the compounds of formula (8) are known and may be prepared e.g. by the method described in U.S. Patents 3118887 and 5197991.
  • UV absorbers Mixtures of UV absorbers can also be used.
  • the UV absorber is preferably applied to the substrate from an aqueous medium.
  • the UV absorber can be applied to the substrate and fixed thereon by all known methods of dyeing or printing, for example by treatment in a long bath in the temperature range from 20°C to 140°C, by impregnation and batching at room temperature or elevated temperature, for example in the range from 20°C to 90°C for 30 minutes to 48 hours, depending on the temperature, by padding and fixing by treatment with saturated steam, superheated steam, hot air, or by treatment with high frequency or contact heat.
  • the UV absorber can also be applied by heat transfer printing.
  • the UV absorber can further be fixed on the substrate in combination with organic polymers, for example in the form of aqueous or non-aqueous surface coatings, or by the method of pigment printing.
  • the method of applying and fixing the UV absorber and the amount of UV absorber employed depends on the substrate, the dye used, the florescent whitening agents and their fastness properties, and on the properties of the UV absorber. In general, good quenching effects are obtained when the UV absorber is used in an amount of 0.01 to 10% by weight, based on the weight of the substrate. Preferably the UV absorber is used in an amount of 0.1 to 2% by weight, based on the weight of the substrate.
  • the UV absorber can be applied after treatment with a fluorescent whitening agent or before, during or after dyeing or printing a substrate treated with a fluorescent whitening agent.
  • the method of applying the UV absorber to the substrate after dyeing or printing the substrate involves adding the substrate to a bath containing a liquor, wherein the liquor to goods ratio is preferably 1 to 20.
  • the after treatment liquor contains 0.01 to 10% by weight of UV absorber, based on the weight of the substrate.
  • the UV absorber is used in an amount of 0.1 to 2% by weight, based on the weight of the substrate.
  • the temperature of the after treatment liquor is in the range of 30 to 90 °C, preferably 50 to 70°C.
  • the after treatment liquor also contains a salt, such as sodium sulfate.
  • Treatment with the UV absorber can also be effected before, during or after dyeing or printing, before the substrate is treated with a fluorescent whitening agent.
  • This last mentioned procedure is used, for example, for treating articles of clothing which are washed after use and may be conducted by washing the ceUulosic textile fibre material with a detergent containing at least one UVA compound as described previously.
  • the detergent treatment according to the present invention is preferably effected by washing the ceUulosic textile fibre material at least once with the detergent composition at a temperature ranging from 10 to 100°C, especially from 15 to 60°C.
  • p is an integer 2 to 5, by isophthalic or terephthalic acid or a functional derivative thereof in a molar ratio exceeding 1.5:1 , subsequently cyclising the product to afford imidazoline groups, and optionally reacting the product further by way of partial or full alkylation and/or by way of acylation in a molar ratio of initial to present acylating agent of 1 :0.3 to 1 :1.0, with a bifunctional acylating agent which is a saturated aliphatic dicarboxylic acid of formula (38),
  • q is an integer 1 to 6, or a functional derivative thereof, or a functional derivative of carbonic acid.
  • the functional derivatives of isophthalic or terephthalic acid contemplated include the anhydride, acid halides and esters thereof.
  • the alkyl groups incorporated in the compound through alkylation or quaternary ammonium salt formation are selected from methyl and ethyl, either of which may be substituted by a phenyl or naphthyl group.
  • Suitable functional derivatives of the saturated aliphatic dicarboxylic acids of formula (38) include their diesters, particularly dimethyl esters, and of carbonic acid include a halide or ester thereof, a mixed halide-ester, and urea.
  • Acids from which the acid addition salts of the compounds can be produced include inorganic acids, e.g. hydrochloric, hydrobromic and sulphuric acids, aromatic sulphonic acids, e.g. benzenesulphonic and p- toluenesulphonic acids, and CrC 2 alkylsulphuric acids.
  • the anions of the acid addition salts, and also of the quaternary ammonium salts are preferably those of a strong inorganic acid, e.g.
  • n is an integer 1 to 4
  • Y is, when n is 1 , the group -CO-NH-, or, when n is 2 to 4, the group of formula (41),
  • R1 , R2, R3, R4 and R5, independently, is hydrogen, methyl, ethyl or methyl or ethyl substituted by phenyl or naphthyl, or R2, R3 and R4 are as defined above, R1 is a bond, and R5 is the group
  • q is an integer 1 to 6, and the group of formula (36) is the repeating unit of an oligomerous or polymeric compound, the moiety
  • X, n, Y, R2 and R4 are as defined above, and R5 ' is hydrogen, methyl, ethyl or methyl or ethyl substituted by phenyl or naphthyl, and the benzene radicals are attached to the other parts of the compound or group at their m- or p-positions.
  • an especially preferred class is constituted by those compounds which contain the repeating unit of formula (47),
  • the compounds contain the repeating unit of formula (47) in which q is 4.
  • Another especially preferred class of the compounds is constituted by those compounds which contain the repeating unit of formula (48),
  • the benzene nuclei in the units of formulae (47) and (48) are linked at their m- or p-positions, preferably at their p-positions.
  • the detergent composition used comprises; i) 5-90%, preferably 5-70% of an anionic surfactant and/or a nonionic surfactant; ii) 5-70%, preferably 5-40% of a builder; iii) 0-30%, preferably 1 -12% of a peroxide; iv) 0-10%, preferably 1 -6% of a peroxide activator and/or 0-1 %, preferably 0.1-0.3% of a bleaching catalyst; v) 0.005-2%, preferably 0.01-1% of at least one compound of formula (1), (8) or (10) or a water-soluble acid addition salt of quaternary ammonium salt of a compound produced by the acylation of an excess of a polyethylenepolyamine of formula H(HN-CH 2 -CH 2 )p-NH 2 in which p is an integer 2 to 5, with isophthalic or terephthalic acid or a functional derivative thereof in a molar ratio exceeding 1.5:1 , subsequently
  • the said detergent compositions are also new and, as such form a further aspect of the present invention.
  • the detergent may be formulated as a solid, as an aqueous liquid comprising 5-50%, preferably 10-35% water or as a non-aqueous liquid detergent, containing not more than 5%, preferably 0-1% of water, and based on a suspension of a builder in a non-ionic surfactant, as described, e.g., in GB-A-2158454.
  • the anionic surfactant component may be, e.g., a sulphate, sulphonate or carboxylate surfactant, or a mixture of these.
  • Preferred sulphates are alkyl sulphates having 12-22 carbon atoms in the alkyl radical, optionally in combination with alkyl ethoxy sulphates having 10-20 carbon atoms in the alkyl radical.
  • Preferred sulphonates include alkyl benzene sulphonates having 9-15 carbon atoms in the alkyl radical.
  • the cation is preferably an alkali metal, especially sodium.
  • Preferred carboxylates are alkali metal sarcosinates of formula R-CO(R 1 )CH 2 COOM 1 in which R is alkyl or alkenyl having 9-17 carbon atoms in the alkyl or alkenyl radical, Ri is C C 4 alkyl and M, is alkali metal.
  • the nonionic surfactant component may be, e.g., a condensate of ethylene oxide with a C 9 - C 15 primary alcohol having 3-8 moles of ethylene oxide per mole.
  • the builder component may be an alkali metal phosphate, especially a tripolyphosphate; a carbonate or bicarbonate, especially the sodium salts thereof; a silicate or disilicate; an aluminosilicate; a polycarboxylate; a polycarboxylic acid; an organic phosphonate; or an aminoalkylene poly (alkylene phosphonate); or a mixture of these.
  • Preferred silicates are crystalline layered sodium silicates of the formula NaHSi m O 2m+ i-pH 2 O or Na 2 Si m O 2m+ ⁇ .pH 2 O in which m is a number from 1.9 to 4 and p is 0 to 20.
  • aluminosilicates are the commercially-available synthetic materials designated as Zeolites A, B, X, and HS, or mixtures of these. Zeolite A is preferred.
  • Preferred polycarboxylates include hydroxypolycarboxylates, in particular citrates, polyacrylates and their copolymers with maleic anhydride.
  • Preferred polycarboxylic acids include nitrilotriacetic acid and ethylene diamine tetra-acetic acid.
  • Preferred organic phosphonates or aminoalkylene poly(alkylene phosphonates) are alkali metal ethane 1 -hydroxy diphosphonates, nitrilo trimethylene phosphonates, ethylene diamine tetra methylene phosphonates and diethylene triamine penta methylene phosphonates.
  • any peroxide component may be any organic or inorganic peroxide compound, described in the literature or availabe on the market, which bleaches textiles at conventional washing temperatures, e.g. temperatures in the range of from 5°C to 90°C.
  • the organic peroxides are, for example, monoperoxides or polyperoxides having alkyl chains of at least 3, preferably 6 to 20, carbon atoms; in particular diperoxydicarboxylates having 6 to 12 carbon atoms, such as diperoxyperazelates, diperoxypersebacates, diperoxyphthalates and/or diperoxydodecanedioates, especially their corresponding free acids, are of interest.
  • inorganic peroxides such as persulphate, perborate and/or percarbonate. It is, of course, also possible to employ mixtures of organic and/or inorganic peroxides.
  • the peroxides, especially the inorganic peroxides are preferably activated by the inclusion of an activator such as tetraacetyl ethylenediamine or nonoylbenzene sulfonate.
  • Bleaching catalysts which may be added include, e.g., enzymatic peroxide precursors and/or metal complexes.
  • Preferred metal complexes are manganese or iron complexes such as manganese or iron phthalocyanines or the complexes described in EP-A-0509787.
  • the detergents used will usually contain one or more auxiliaries such as soil suspending agents, for example sodium carboxymethylcellulose; salts for adjusting the pH, for example alkali or alkaline earth metal silicates; foam regulators, for example soap; salts for adjusting the spray drying and granulating properties, for example sodium sulphate; perfumes; and also, if appropriate, antistatic and softening agents; such as smectite clays; enzymes, such as amylases and proteases; photobleaching agents; pigments; and/or shading agents.
  • auxiliaries such as soil suspending agents, for example sodium carboxymethylcellulose; salts for adjusting the pH, for example alkali or alkaline earth metal silicates; foam regulators, for example soap; salts for adjusting the spray drying and granulating properties, for example sodium sulphate; perfumes; and also, if appropriate, antistatic and softening agents; such as smectite clays; enzymes, such as amylases and
  • the white effects are quenched or suppressed locally or over the whole area of the substrate.
  • These white effects are produced with commercially available fluorescent whitening agents, for example the known anionic or cationic fluorescent whitening agents and disperse fluorescent whitening agents used in detergent compositions.
  • fluorescent whitening agents are derivatives of bis(triazinylamino)stilbenedisulfonic acid, triazolyl derivatives of stilbenesulfonic acids, bis(stilbene) compounds, pyrazoline, coumarin, bis(benzimidazolyl), bis(oxazolyl), naphthalimide, cyanine, benzoxazolyl and oxacyanine derivatives.
  • ceUulosic fibres treated according to the method of the present invention may include vegetable fibres such as cotton, viscose, flax, rayon or linen, and animal fibres such as wool, mohair, cashmere, angora and silk.
  • Preferred ceUulosic textile fibres are those consisting of cotton.
  • washing machines e.g. fresh water may be applied only for the last rinse, flows from the last rinse to the first rinse, and is collected in a tank under the machine. Then it may be pumped into the pre-wash bath. Washing extractors also can have such water collecting tanks for the re-use of liquor.
  • a quencher compound can be added to the reuse water, e.g. into the water collecting tank.
  • a further area of application of the present invention is for the removal of FWA residues from hard surfaces such as floors, walls, tables, chairs etc.
  • fluorescent soap bubbles containing FWA's are used for producing special effects under UV light. This usage naturally results in residual FWA being deposited on the furniture, floors and walls, which can readily be eliminated by application of the process of the present invention.
  • Pre-brightened fabric is treated with detergent containing quencher ; decrease of degree of whiteness is measured.
  • Conditions of pre-brightening :
  • Wash temperature 70°C Wash liquor: 10 : 1 Wash time: 30 minutes Wash cycles: 1 Drying: hanging in drying cabinet at 40°C Brightener: the following amounts of a compound of formula (101 ) in solution of
  • Drying hanging in drying cabinet at 40°C
  • a wash liquor is prepared by dissolving 25 g/kg of "Color Compacf and the specific concentration (shown in Table 1) of quencher of formula (102), in 50 mis of tap water. 10 g of bleached cotton fabric is added to the bath and washed at 60°C over 15 minutes and then rinsed, spin-dried, dried hanging in the cabinet at 40°C and ironed cautiously on the left side at 100°C.
  • nonionic surfactants sodium bicarbonate, soap, polycarboxylate, enzymes, perfume
  • the quencher of formula (102) shows significant effects already after 1 wash cycle. The more quencher is incorporated in the detergent, the stronger the decrease of degree of whiteness. At a higher initial whiteness level stronger effects are achieved if the same quencher level is applied:
  • the whiteness of the washed samples is measured with a DCI/SF 500 spectrophotometer according to Ganz method.
  • the Ganz method is described in detail in the Ciba-Geigy Review, 1973/1 , and also in the article "Whiteness Measurement", ISCC Conference on Fluorescence and the Colorimetry of Fluorescent Materials, Williamsburg, February 1972, published in the Journal of Color and Appearance, 1 , No. 5 (1972).
  • the slurries are dried over night at 70°C, 70% performance and about 425 mbar. After powdering the aspect of the detergent is evaluated visually under UV light.
  • Drying hanging in drying cabinet at 40°C
  • a wash liquor is prepared by dissolving 25 g/kg of "Color Compacf and the specific concentration of quencher in 50 mis of tap water. 10 g of bleached cotton fabric is added to the bath and washed at 60°C over 15 minutes and then rinsed, spin-dried, dried hanging in the cabinet at 40°C and ironed cautiously on the left side at 100°C.
  • Drying hanging in drying cabinet at 40°C
  • a wash liquor is prepared by dissolving 25 g kg "Color Compact” in 50 mis of the specific described solutions. 10 g of bleached cotton fabric is added to the bath and washed at 60°C over 15 minutes and then rinsed, spin-dried, dried hanging in the cabinet at 40°C and ironed cautiously on the left side at 100°C.
  • the fluorescence of the liquor is reduced as a function of the quencher concentration.
  • Cotton fabrics, dyed with 0.1 % of a reactive blue dye are treated as follows:
  • the washed piece of B shows a strong fluorescence compared to the washed piece of B, while on the other hand the washed piece of A shows only a very slight fluorescence compared to the unwashed piece.
  • daylight as light source, a difference in hue of the washed and unwashed pieces of B could be observed, whereas no difference in hue could be observed for the washed and unwashed pieces of A.
  • the application of the quencher of formula (102) onto the cotton fabric yields a strong reduction of fluorescence and an avoidance of change in hue, if fluorescent whitening agents exhaust on the fabric during the washing process.
  • quencher of formula (47) as a component of the present detergent, also results in the application of this quencher onto the cotton fabric, and also yields a strong reduction of fluorescence and an avoidance of change in hue, if fluorescent whitening agents exhaust on the fabric during the washing process.

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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)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

L'invention concerne un procédé permettant de neutraliser (désactiver) l'effet des agents de blanchiment fluorescents sur des matériaux en fibres textiles cellulosiques avant, pendant ou après le traitement au moyen d'agents de blanchiment fluorescents, par l'application de certains agents d'absorption ultraviolets (UVA) à base de triazine, de préférence, ceux de la formule (10) ci-dessous, dans laquelle M, n1, n2, R9 et R10 sont définis tels que dans la revendication n°2. L'invention concerne également les matériaux ainsi traités ainsi que des procédés de décontamination de l'eau recyclée de blanchisserie industrielle et de dispositifs de fabrication à base de détergents, contenant des agents de blanchiment fluorescents résiduels.
PCT/EP2000/005039 1999-06-11 2000-06-02 Utilisation d'uva pour neutraliser la fluorescence sur des materiaux en fibres textiles traites Ceased WO2000077290A2 (fr)

Priority Applications (7)

Application Number Priority Date Filing Date Title
BR0011494-4A BR0011494A (pt) 1999-06-11 2000-06-02 Uso de ivas para suprimir a fluorescência de materiais de fibras têxteis tratados com agentes de branqueamento fluorescentes
EP00943756A EP1192309A2 (fr) 1999-06-11 2000-06-02 Utilisation d'uva pour neutraliser la fluorescence sur des materiaux en fibres textiles traites
CA002373902A CA2373902A1 (fr) 1999-06-11 2000-06-02 Utilisation d'uva pour neutraliser la fluorescence sur des materiaux en fibres textiles traites
JP2001503727A JP2003502517A (ja) 1999-06-11 2000-06-02 蛍光増白剤で処理された織物繊維材料の蛍光を抑制するためのｕｖ吸収剤の使用
KR1020017015778A KR20020019068A (ko) 1999-06-11 2000-06-02 형광 증백제로 처리된 섬유재료의 형광을 억제하기 위한ｕｖ 흡수제의 용도
MXPA01012698A MXPA01012698A (es) 1999-06-11 2000-06-02 Uso de uvas para suprimir la fluorescencia de materiales de fibras textiles tratados con agentes blanqueadores fluorescentes.
AU58105/00A AU5810500A (en) 1999-06-11 2000-06-02 Use of uvas for suppressing the fluorescence of textile fibre materials treated with fluorescent whitening agents

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP99810515 1999-06-11
EP99810515.9 1999-06-11

Publications (2)

Publication Number Publication Date
WO2000077290A2 true WO2000077290A2 (fr) 2000-12-21
WO2000077290A3 WO2000077290A3 (fr) 2001-07-12

Family

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PCT/EP2000/005039 Ceased WO2000077290A2 (fr) 1999-06-11 2000-06-02 Utilisation d'uva pour neutraliser la fluorescence sur des materiaux en fibres textiles traites

Country Status (9)

Country Link
EP (1) EP1192309A2 (fr)
JP (1) JP2003502517A (fr)
KR (1) KR20020019068A (fr)
CN (1) CN1365409A (fr)
AU (1) AU5810500A (fr)
BR (1) BR0011494A (fr)
CA (1) CA2373902A1 (fr)
MX (1) MXPA01012698A (fr)
WO (1) WO2000077290A2 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003069047A1 (fr) * 2002-02-18 2003-08-21 Ciba Specialty Chemicals Holding Inc. Procede d'amelioration d'un facteur de protection solaire de matieres en fibres cellulosiques

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108978283A (zh) * 2018-05-31 2018-12-11 石狮市三益织造染整有限公司 一种超薄抗紫外线棉纶面料的制备工艺

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH677167B5 (fr) * 1985-05-08 1991-10-31 Sandoz Ag
US4950304A (en) * 1987-10-02 1990-08-21 Ciba-Geigy Corporation Process for quenching or suppressing the fluorescence of substrates treated with fluorescent whitening agents
EP0682145B1 (fr) * 1994-05-12 2004-08-25 Ciba SC Holding AG Traitement textile
US5741905A (en) * 1994-07-23 1998-04-21 Ciba Specialty Chemicals Corporation Triazine ultraviolet absorbers useful for improving the sun protection factor of textiles
GB9503474D0 (en) * 1995-02-22 1995-04-12 Ciba Geigy Ag Compounds and their use
GB9611614D0 (en) * 1996-06-04 1996-08-07 Ciba Geigy Ag Process for inhibiting the effect of flourescent whitening agents
ATE244227T1 (de) * 1997-03-25 2003-07-15 Ciba Sc Holding Ag 4,4'-diaminostilben-2,2'-disulfonsäurederivate

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003069047A1 (fr) * 2002-02-18 2003-08-21 Ciba Specialty Chemicals Holding Inc. Procede d'amelioration d'un facteur de protection solaire de matieres en fibres cellulosiques
US7425222B2 (en) * 2002-02-18 2008-09-16 Ciba Specialty Chemicals Corp. Process for improving the sun protection factor of cellulosic fibre material

Also Published As

Publication number Publication date
CA2373902A1 (fr) 2000-12-21
BR0011494A (pt) 2002-03-05
EP1192309A2 (fr) 2002-04-03
KR20020019068A (ko) 2002-03-09
MXPA01012698A (es) 2002-07-02
AU5810500A (en) 2001-01-02
CN1365409A (zh) 2002-08-21
WO2000077290A3 (fr) 2001-07-12
JP2003502517A (ja) 2003-01-21

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