EP1305470A1 - A method for the treatment of textile materials against fungi and dust mites - Google Patents

A method for the treatment of textile materials against fungi and dust mites

Info

Publication number
EP1305470A1
EP1305470A1 EP01962877A EP01962877A EP1305470A1 EP 1305470 A1 EP1305470 A1 EP 1305470A1 EP 01962877 A EP01962877 A EP 01962877A EP 01962877 A EP01962877 A EP 01962877A EP 1305470 A1 EP1305470 A1 EP 1305470A1
Authority
EP
European Patent Office
Prior art keywords
formula
compound
textile material
use according
weight
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Withdrawn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
EP01962877A
Other languages
German (de)
French (fr)
Inventor
Jianwen Mao
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.)
Huntsman Advanced Materials Switzerland GmbH
Original Assignee
Ciba Spezialitaetenchemie Holding AG
Ciba SC Holding AG
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 Ciba Spezialitaetenchemie Holding AG, Ciba SC Holding AG filed Critical Ciba Spezialitaetenchemie Holding AG
Priority to EP01962877A priority Critical patent/EP1305470A1/en
Publication of EP1305470A1 publication Critical patent/EP1305470A1/en
Withdrawn legal-status Critical Current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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0094—High foaming compositions
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/22—O-Aryl or S-Aryl esters thereof
    • 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
    • C11D3/34—Organic compounds containing sulfur
    • C11D3/349—Organic compounds containing sulfur additionally containing nitrogen atoms, e.g. nitro, nitroso, amino, imino, nitrilo, nitrile groups containing compounds or their derivatives or thio urea
    • 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
    • C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F11/00—Chemical after-treatment of artificial filaments or the like during manufacture
    • D01F11/04—Chemical after-treatment of artificial filaments or the like during manufacture of synthetic polymers
    • D01F11/06—Chemical after-treatment of artificial filaments or the like during manufacture of synthetic polymers of macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • 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
    • D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
    • D06L1/02—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
    • D06L1/04—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents combined with specific additives
    • 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
    • D06M13/425—Carbamic or thiocarbamic acids or derivatives thereof, e.g. urethanes
    • 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
    • D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
    • 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
    • D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D06M23/02—Processes in which the treating agent is releasably affixed or incorporated into a dispensing means
    • 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
    • D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D06M23/04—Processes in which the treating agent is applied in the form of a foam
    • 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
    • D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D06M23/06—Processes in which the treating agent is dispersed in a gas, e.g. aerosols
    • 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
    • D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D06M23/10—Processes in which the treating agent is dissolved or dispersed in organic solvents; Processes for the recovery of organic solvents thereof
    • 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
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/12—Soft surfaces, e.g. textile

Definitions

  • the present invention is directed to a method of use for the treatment of textile materials to improve the antifungal and/or antidustmite properties by applying to the textile materials a special selected antifungual or antidustmite agent by special application processes.
  • Textile products that exhibit antifungal properties are highly desirable by the consumers. A few segments are of particular importance for such properties. For example, various studies have found that human feet are often infected with fungi resulting in various diseases such as Athlete's foot. Textile materials that exhibit antifungual properties and when incorporated as components for making shoes, could therefore be benefitial to consumers. In home textile segment, dustmites present in matrices, pillow cases have been linked to the increasing occurrence of allergy and asthma.
  • the present invention is focused on the use of a special agent in textile products to provide the desirable antifungal and antidustmite efficacy.
  • a selected antifungal substance can be incorporated onto various substrates made of man made as well as natural fibres to provide long lasting antifungal activities and antindustmite properties that are durable against repeated laundering, dry cleaning, weathering and/or other ageing processes.
  • the treatment of such textile products with a selected agent and/or formulations that contain such an agent could be carried out in various processes such as padding, spraying and foam application processes as well as processes wherein polyacrylonitrile fibres are treated with the agent in the gel state.
  • the present invention therefore, relates to a method of use for the treatment of textile material to improve the antifungal and/or antidustmite properties, comprising applying to the textile material a compound of formula
  • the compound of formula (1) may be applied as aqueous formulation in diluted, solubilised, emulsified or, preferably, in dispersed form.
  • Such aqueous formulations therefore can additionally comprise a small amount of an organic solvent, a surfactant, a dispersant, and/or an emulsifier. These components are useful for solubilisation and stabilisation of the compound of formula (1) in the aqueous formulation.
  • the compound of formula (1) is applied in dispersed form it is preferably milled with an appropriate dispersant, conveniently using quartz balls and an impeller, for example to a particle size of 0.1 to 4 ⁇ m, especially 0.3 to 3 ⁇ m.
  • Suitable dispersants for the compound of formula (1) are:
  • - acid esters or their salts of alkylene oxide adducts typically acid esters or their salts of a polyadduct of 4 to 40mol of ethylene oxide with 1mol of a phenol, or phosphated polyadducts of 6 to 30mol of ethylene oxide with 1 mol of 4-nonylphenol, 1 mol of dinonylphenol or, preferably, with 1 mol of compounds which are prepared by addition of 1 to 3mol of unsubstituted or substituted styrenes to 1mol of phenol,
  • polyadducts of 1 to 60 mol of ethylene oxide and/or propylene oxide with fatty amines, fatty acids or fatty alcohols, each containing 8 to 22 carbon atoms in the alkyl chain, with alkylphenols containing 4 to 16 carbon atoms in the alkyl chain, or with trihydric to hexahydric alkanols containing 3 to 6 carbon atoms, which polyadducts are converted into an acid ester with an organic dicarboxylic acid or with an inorganic polybasic acid,
  • formaldehyde condensates such as condensates of ligninsulfonates and/or phenol and formaldehyde, condensates of formaldehyde with aromatic sulfonic acids, typically condensates of ditolyl ether sulfonates and formaldehyde, condensates of naphthalenesulfonic acid and/or naphthol- or naphthylaminesulfonic acids with formaldehyde, condensates of phenolsulfonic acids and/or sulfonated dihydroxydiphenylsulfone and phenols or cresols with formaldehyde and/or urea, as well as condensates of diphenyl oxide-disulfonic acid derivatives with formaldehyde.
  • the compound of formula (1) is dispersed with at least one dispersant selected from the group consisting of condensates of ligninsulfonates and/or phenol and formaldehyde; condensates of formaldehyde with aromatic sulfonic acids; condensates of naphthalenesulfonic acid and/or naphthol- or naphthylaminesulfonic acids with formaldehyde; condensates of phenolsulfonic acids and/or sulfonated dihydroxydiphenylsulfone and phenols or cresols with formaldehyde and/or urea; and condensates of diphenyl oxide-disulfonic acid derivatives with formaldehyde.
  • condensates of naphthalenesulfonic acid and/or naphthol- or naphthylaminesulfonic acids with formaldehyde are particularly preferred.
  • Suitable solubilising agents are anionic, nonionic or zwitterionic and amphoteric synthetic, surface-active substances.
  • Suitable anionic surface-active substances are:
  • - sulfates typically fatty alcohol sulfates, which contain 8 to 18 carbon atoms in the alkyl chain, e.g. sulfated lauryl alcohol;
  • - fatty alcohol ether sulfates typically the acid esters or the salts thereof of a polyadduct of 2 to 30 mol of ethylene oxide with 1 mol of a C -C ⁇ fatty alcohol;
  • alkali metal salts 1 ammonium salts or amine salts of C 8 -C 2 0 fatty J acids, which are termed soaps, typically coconut fatty acid;
  • alkylamine sulfates typically monoethanolamine lauryl sulfate
  • alkylamide ether sulfates alkylaryl polyether sulfates; monoglyceride sulfates; alkane sulfonates, containing 8 to 20 carbon atoms in the alkyl chain, e.g. dodecyl sulfonate; alkylamide sulfonates; alkylaryl sulfonates; a-olefin sulfonates; sulfosuccinic acid derivatives, typically alkyl sulfosuccinates, alkyl ether sulfosuccinates or alkyl sulfosuccinamide derivatives;
  • X is hydrogen, C -C alkyl or -COO-M + ,
  • Y is hydrogen or C ⁇ C alkyl
  • zte - ⁇ CH * ⁇ m ⁇ is 1 to 5
  • n is an integer from 6 to 18, and
  • M is an alkali metal ion or an amine ion; alkyl ether carboxylates and alkylaryl ether carboxylates of formula
  • X is a radical : .(CH 2 ) O — ° r
  • R is hydrogen or C ⁇ C alkyl
  • Y is : -(CH 2 CH,0)
  • A is : -(CH 2 ) m 2 is 1 to 6, and
  • M is an alkali metal cation or an amine cation.
  • the anionic surfactants used may furthermore be fatty acid methyl taurides, alkylisothionates, fatty acid polypeptide condensates and fatty alcohol phosphoric acid esters.
  • the alkyl radicals in these compounds preferably contain 8 to 24 carbon atoms.
  • the anionic surfactants are usually obtained in the form of their water-soluble salts, such as the alkali metal, ammonium or amine salts.
  • Typical examples of such salts are lithium, sodium, potassium, ammonium, triethylamine, ethanolamine, diethanolamine or triethanolamine salts. It is preferred to use the sodium or potassium salts or the ammonium-(NR ⁇ R 2 R 3 ) salts, wherein R ⁇ R 2 and R 3 are each independently of one another hydrogen, C ⁇ C alkyl or C ⁇ C ⁇ hydroxyalkyl.
  • Suitable zwitterionic and amphoteric surfactants are imidazoline carboxylates, alkylamphocarboxy carboxylic acids, alkylamphocarboxylic acids (e.g. lauroamphoglycinate) and N-alkyl-b-aminopropionates or N-alkyl-b-iminodipropionates.
  • Nonionic surfactants are typically derivatives of the adducts of propylene oxide/ethylene oxide having a molecular weight of 1000 to 15000, fatty alcohol ethoxylates (1-50 EO), alkylphenol polyglycol ethers (1-50 EO), ethoxylated carbohydrates, fatty acid glycol partial esters, typically diethylene glycol monostearate, PEG 5 glyceryl stearate; PEG 15 glyceryl stearate; PEG 25 glyceryl stearate; cetearyl octanoate; fatty acid alkanolamides and fatty acid dialkanolamides, fatty acid alkanolamide ethoxylates and fatty acid amine oxides.
  • the salts of saturated and unsaturated C 8 -C 22 fatty acids may be used as solubilising agents, either by themselves, in admixture with each other or in admixture with the other surface-active substances .
  • Illustrative examples of these fatty acids are typically capric, lauric, myristic, palmitic, stearic, arachic, behenic, dodecenoic, tetradecenoic, octadecenoic, oleic, eicosanic and erucic acid, as well as the technical mixtures of such acids, typically coconut fatty acid.
  • acids may be obtained in the form of salts, suitable cations being alkali metal cations such as sodium and potassium cations, metal atoms such as zinc atoms and aluminium atoms or nitrogen-containing organic compounds of sufficient alkalinity, typically amines or ethoxylated amines.
  • suitable cations being alkali metal cations such as sodium and potassium cations, metal atoms such as zinc atoms and aluminium atoms or nitrogen-containing organic compounds of sufficient alkalinity, typically amines or ethoxylated amines.
  • suitable cations being alkali metal cations such as sodium and potassium cations, metal atoms such as zinc atoms and aluminium atoms or nitrogen-containing organic compounds of sufficient alkalinity, typically amines or ethoxylated amines.
  • suitable solubilising agents are dihydric alcohols, preferably those containing 2 to 6 carbon atoms in the alkylene radical, typically ethylene glycol, 1,2- or 1 ,3-propanediol, 1,3-, 1,4- or 2,3-butanediol, 1 ,5-pentanediol and 1 ,6-hexanediol or monohydric alcohol like methanol, ethanol or propanol, and acetone.
  • dihydric alcohols preferably those containing 2 to 6 carbon atoms in the alkylene radical, typically ethylene glycol, 1,2- or 1 ,3-propanediol, 1,3-, 1,4- or 2,3-butanediol, 1 ,5-pentanediol and 1 ,6-hexanediol or monohydric alcohol like methanol, ethanol or propanol, and acetone.
  • the concentration of the compound of formula (1 ) is usually 0.001 % to 30% by weight, based on the weight of the formulation, especially 0.1% to 20%. Highly preferred is an amount of the compound of the formula (1) of 0.1% to 10%, especially 1% to 5%.
  • the amount of additionally added components is preferably 0.1% to 30% by weight, especially 1% to 20%, each amount based on the weight of the aqueous formulation.
  • the aqueous formulation especially the dispersion prepared by the above method, can be diluted to almost any ratio.
  • Padding can be carried out according to conventional padding processes.
  • the textile material is passed through an aqueous liquor containing the compound of formula (1), the textile material is squeezed to a defined liquor pick-up rate and then carrying out a fixation step, preferably a heat treatment.
  • the amount of the compound of formula (1) in the aqueous liquor (padding liquor) is usually 0.001% to 10% by weight, especially 0.01% to 10% by weight, based on the weight of the aqueous liquor.
  • An amount of compound of formula (1) of 0.01% to 5% by weight is preferred.
  • the liquor pick-up rate is usually 40% to 200% by weight, especially 50% to 150% by weight, based on the weight of the textile material.
  • the fixation step is usually carried out by a heat treatment, for example at a temperature of 60 to 150°C, especially 90 to 150°C.
  • the padding process is usually carried out as a continuous process wherein the textile material is continuously passed through the aqueous liquor containing the compound of formula (1).
  • the compound of formula (1) is applied to the textile material by padding wherein said textile material is continuously passed through an aqueous liquor containing 0.001% to 10% by weight, based on the weight of the aqueous liquor, of the compound of formula (1).
  • Spraying can be carried out according to conventional spraying processes. According to these processes aqueous liquids containing the compound of formula (1) are sprayed onto the textile material.
  • the amount of the compound of formula (1) in the aqueous liquor is usually 0.001% to 10% by weight, especially 0.01% to 10% by weight, based on the weight of the aqueous liquor. An amount of compound of formula (1) of 0.1% to 10% by weight is preferred.
  • Such spraying processes are especially suitable for applying the compound of formula (1) to textile materials like carpets. According to such preferred processes a plurality of spray nozzles are disposed in a spray line transverse to the direction of movement of, for instance, the carpet.
  • the compound of formula (1) is applied as an aqueous liquor by the spray nozzles, for example by virtue of pressure. After spraying usually a fixation step is carried out which can be performed by a heat treatment as given above for the padding process.
  • Spraying can also be used to apply the compound of formula (1) in form of an aqueous liquor to surfaces of textile materials including leather, like sofas or shoes.
  • the compound of formula (1) is applied to the textile material by spraying, wherein an aqueous liquor containing 0.001 to 10% by weight, based on the weight of the aqueous liquor, of the compound of formula (1) is sprayed onto the textile material.
  • the compound of formula (1) can also be applied to the textile material by foam application. As to this application all of the above conditions and preferences given above for the spraying process apply. However, the compound of formula (1) is applied in form of an aqueous foam which usually in addition contains a foam stabiliser. Such a process is also especially suitable for treating carpets.
  • the compound of formula (1) is applied to the textile material by foam application, wherein an aqueous foam containing 0.001% to 10% by weight, based on the weight of the aqueous foam, of a compound of formula (1) and optionally a foam stabiliser is applied to the textile material.
  • Padding, spraying or foam applications can be carried out by applying the compound of formula (1) to the textile material together with dyestuffs (for example in a dyeing process) or in other textile related processes, like finishing processes. It is preferred to carry out the treatment with the compound of formula (1) in the presence of dyestuffs.
  • polymeric as well as oligomeric substances that are commonly used in the textile industries, can help to further improve the durability of the desirable antifungal and antidustmites efficacy.
  • Such substances include, but are not limited to, resin finishings that provide easy care and /or other properties to various textile materials, softeners, coating materials, fixation agents and /or other finishing agents such as hydrophilic and hydrophobic agents, flame retardant etc. It is obvious, from economic as well as process convenience perspective, that the antimicrobial treatment could be carried out together with many other different types of treatments that are found in the textile industries.
  • the application of the compound of formula (1) can also be carried out in a dyeing process which is carried out by padding, spraying or foam application.
  • Suitable dyes are disperse dyes, basic dyes, acid dyes, direct dyes or reactive dyes.
  • Reactive dyes are especially suitable for natural polyamide- or cellulose-containing textile materials.
  • Direct dyes are especially suitable for cellulose- containing textile materials.
  • the dyes may belong to different dye classes, including acridone, azo, anthraquinone, coumarin, formazane, methine, perinone, naphthoquinone-imine, quino- phthalone, styryl or nitro dyes. Mixtures of dyes may also be used.
  • the procedure can be such that the textile material is first treated with this compounds and then dyeing is carried out or, preferably, the textile material is treated simultaneously with the compound of formula (1) and the dye.
  • the application of the compound of formula (1) can, however, also be effected subsequently to the previously prepared dyeing.
  • the treatment liquors may also contain further ingredients such as dyeing assistants, dispersants, carriers, wool protectives, and wetting agents as well as antifoams.
  • the treatment liquors may also contain mineral acids, typically sulphuric acid or phosphoric acid, or conveniently organic acids, typically including aliphatic carboxylic acids such as formic acid, acetic acid, oxalic acid or citric acid and/or salts such as ammonium acetate, ammonium sulfate or sodium acetate.
  • the acids are used in particular to adjust the pH of the liquors, for example to a pH of 3 to 6.
  • the textile material can be subjected to a fixation step, like a heat treatment as given above.
  • a fixation step like a heat treatment as given above.
  • the compound of formula (1) can also be applied during a dry-cleaning process.
  • dry-cleaning processes typically organic solvents, especially volatile organic solvents like perchloroethylene or trichloroethylene, are used as a cleaning medium.
  • a typical dry-cleaning process consists of a wash, rinse and drying cycle. It is preferred to use an organic solvent, which contains 0.001% to 10% by weight, based on the weight of the organic solvent, of a compound of formula (1).
  • the above preferences given for the padding process apply.
  • the compound of formula (1) is applied to the textile material during a dry-cleaning process, wherein the textile material is treated with an organic solvent, preferably perchloroethylene or trichloroethylene, containing 0.001% to 10% by weight, based on the weight of the organic solvent, of a compound of formula (1).
  • an organic solvent preferably perchloroethylene or trichloroethylene
  • Textile materials which can be treated with the compound of formula (1) are materials comprising, for example, natural or synthetic polyamide (like wool, silk, nylon), polyurethane, polyester, polypropylene, polyethylene, polyacrylonitrile and cellulose-containing textile materials of all kinds, for example natural cellulose fibres, such as cotton, linen, jute and hemp, and also viscose staple fibre and regenerated cellulose; or blends of the above fibre materials, like polyacrylonitrile/polyester, polyamide/polyester, polyester/cotton, polyester/viscose and polyester/wool.
  • Preferred textile materials are those comprising wool, synthetic polyamide, polyester, polypropylene, polyethylene, and cellulose-containing textile materials, preferably cotton or wool and especially cotton.
  • the textile material can be in different forms of presentation, as woven or knitted fabrics or as piece goods such as knitgoods, nonwoven textiles, carpets, yarn or staple fibres. Preferred are nonwoven textile materials and especially carpets. Numerous end use articles can be named for the treated fabrics or products made from the treated materials. Examples include but are not limited to carpets and rags, pillow cases, bed linings, bed sheets, matrices and matrices ticking, curtains, duvet and duvet cases, uphosteries, socks and garments.
  • the present invention is directed to a method of use for the treatment of polyacrylonitrile fibres to improve the antifungal and/or antidustmite properties, comprising a
  • Gel state of the polyacrylonitrile fibres is to be understood as the swollen state shortly after preparation of the fibres (freshly spun fibres; typically after removal of the bulk of the non- aqueous spinning solvent used for the preparation of the fibres). A description thereof is given in US-A-4,563,191.
  • Such a treatment can be carried out according to conventional processes.
  • the polyacrylonitrile fibres are treated in an aqueous liquor containing 0.001% to 10% by weight, especially 0.01% to 5% by weight, based on the weight of the aqueous liquor.
  • An amount of compound of formula (1) of 0.01 to 1% by weight is preferred.
  • the treatment is carried out at a temperature of 20 to 100°C, especially 40 to 80°C.
  • a pH of the aqueous liquor of 3 to 6 is preferred.
  • the fibres can be pressed after the treatment to achieve a specified liquid pick-up rate of, for example, 50% to 300%, especially 100% to 300%.
  • a heat treatment can be carried out, according to which the treated fibres are dried at temperatures like 60 to 200°C, especially 90 to 200°C.
  • the above treatment can also be carried out during a dyeing process of these fibres.
  • Dyes to be used comprise basic dyes.
  • the dyes are then present in the aqueous liquor used for the treatment.
  • the treatment with the compound of formula (1) can also be carried out together with other chemical agents that would impart the fibres with various desirable to provide various functionality. It is preferred to carry out the treatment in presence of the compound of formula (1) together with an antimicrobial agent, especially antimicrobial substances that exhibit good activities in inhibiting the growth of bacteria, including gram positive and gram negative bacteria.
  • a method of use to improve the antifungal properties is preferred.
  • a method of use to improve the antidustmite properties is preferred.
  • Highly preferred is a method of use to improve the antinungal and antidustmite properties.
  • Tolnaftat (2-naphtyl-N-methy-N-(3-tolyl) thionocarbamate, Cas No. 2398-96-1), 105 g of naphthalenefulfonic acid/formaldehyde condensation product and 560 ml water are mixed in a suitable vessel into which 1000 g of quartz sand has been previously added. The mixture is then homogenized on a tumbling machine for 24 hours. The quartz sand is then filtered off and the resulting formulation 1 contains 5% of Tolnaftat. The median particle size of Tolnaftat in this formulation is measured at about 2 ⁇ m with a specific surface area of 3.73 m 2 /g.
  • Formulation 1 is diluted with water at a ratio of 1:1 (weight/weight). The diluted formulation is then sprayed onto woven fabrics made of 100% of wool fibres with an incorporation level of 2% on the weight of fabrics at room temperature. The treated fabrics are allowed to dry at 70°C in an oven for 10 minutes.
  • Example 7 Incorporation of formulation 2 (comparative example)
  • 200 g of formulation 2 is further diluted with 800 ml of water to produce a dispersion.
  • Cotton fabrics are padded with this dispersion at a pick-up rate of 100%.
  • the padded fabrics are further dried in a fun-assisted oven at 70°C.
  • Example 9 Incorporation of formulation 3 (comparative example) 20 g of formulation 3 is added into 1000 ml of water. Knitted fabrics made of 100% cotton fibres are padded with a Mathias Lab padding machine with a pick-up rate of 80-100%. Padded fabrics are further dried in a fun-assisted oven at 120°C for 5 minutes.
  • a treatment bath is prepared and it consists of the following:
  • Tinosan AM 100 antimicrobial agent, available from Ciba Specialty Chemicals
  • the treatment bath is heated to 55-60°C, freshly spun and wet polyacrylonitrile fibres are dipped into the bath and allowed to remain for about 5 seconds, the treated fibres are then pressed with a Lab padding machine to achieve total wet pick-up rate of about 200%. The treated and wet fibres are then dried in an oven at 160°C for 15 minutes.
  • Example 11 Washing of fabrics and fibres
  • the treated fabrics and/or fibres are occasionally washed in a conventional laundering process to examine the washing durability of antibacterial and/or antifungal activities imparted by various treatment with various agents. Unless otherwise stated, the washing conditions are as follows:
  • Samples are washed for various cycles such as 5, 10 and 20.
  • Example 12 Microbiological activities of fabrics treated with Formulation 1
  • the discs were applied on the top layer of solidified agar containing the fungal suspension (5 ml of a washed agar slant were added to 500 ml molten agar and 5-6 ml were distributed on the bottom layer).
  • Fungi Aspergillus niger ATCC 6275
  • Example 13 Microbiological activities of fabrics treated with formulation 1 Polyacrylonitril fibres made as described in Example 10 were also tested for antimicrobial performances. In addition to fungal strains, representative bacteria (gram positive and gram negative) were also chosen for tests. The incubation time in case of carrying out of the tests relating to bacteria was overnight (18-24 hours). Otherwise the test method was the same as described in example 12. The results as illustrated by the zone of inhibition can be found in the following Table 2. Table 2
  • Example 14 Microbiological activities of fabrics treated with Formulation 2

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Abstract

Described is a method of use for the treatment of textile material to improve the antifungal and/or antidustmite properties, comprising applying to the textile material a compound of formula by padding, spraying, foam application or during a dry cleaning processor and a similar process related to the treatment of polyacrylonitrile fibres in the gel state.

Description

A METHOD FOR THE TREATMENT OF TEXTILE MATERIALS AGAINST FUNGI AND DUST MITES
A method of use for the treatment of textile materials
The present invention is directed to a method of use for the treatment of textile materials to improve the antifungal and/or antidustmite properties by applying to the textile materials a special selected antifungual or antidustmite agent by special application processes.
Textile products that exhibit antifungal properties, especially those that exhibit antidustmites properties are highly desirable by the consumers. A few segments are of particular importance for such properties. For example, various studies have found that human feet are often infected with fungi resulting in various diseases such as Athlete's foot. Textile materials that exhibit antifungual properties and when incorporated as components for making shoes, could therefore be benefitial to consumers. In home textile segment, dustmites present in matrices, pillow cases have been linked to the increasing occurrence of allergy and asthma. Since the survival of dustmites are dependent on the presence of fungal species to metabolise the skin flaks to provide Vitamin B, a vital food source for the dustmites, the inhibition of fungal would help prevent the growth of dustmites, therefore bring benefits to the consumers.
In view of the above there is a need to find a suitable process that allows to improve these properties and according to which long lasting antifungal and antidustmite activities are obtained which are also durable against repeated laundering.
The present invention is focused on the use of a special agent in textile products to provide the desirable antifungal and antidustmite efficacy. Surprisingly it was found that a selected antifungal substance can be incorporated onto various substrates made of man made as well as natural fibres to provide long lasting antifungal activities and antindustmite properties that are durable against repeated laundering, dry cleaning, weathering and/or other ageing processes. It was found that the treatment of such textile products with a selected agent and/or formulations that contain such an agent could be carried out in various processes such as padding, spraying and foam application processes as well as processes wherein polyacrylonitrile fibres are treated with the agent in the gel state. The present invention, therefore, relates to a method of use for the treatment of textile material to improve the antifungal and/or antidustmite properties, comprising applying to the textile material a compound of formula
by padding, spraying, foam application or during a dry cleaning process.
The compound of formula (1) may be applied as aqueous formulation in diluted, solubilised, emulsified or, preferably, in dispersed form.
Such aqueous formulations therefore can additionally comprise a small amount of an organic solvent, a surfactant, a dispersant, and/or an emulsifier. These components are useful for solubilisation and stabilisation of the compound of formula (1) in the aqueous formulation.
If the compound of formula (1) is applied in dispersed form it is preferably milled with an appropriate dispersant, conveniently using quartz balls and an impeller, for example to a particle size of 0.1 to 4 μm, especially 0.3 to 3 μm.
Suitable dispersants for the compound of formula (1) are:
- acid esters or their salts of alkylene oxide adducts, typically acid esters or their salts of a polyadduct of 4 to 40mol of ethylene oxide with 1mol of a phenol, or phosphated polyadducts of 6 to 30mol of ethylene oxide with 1 mol of 4-nonylphenol, 1 mol of dinonylphenol or, preferably, with 1 mol of compounds which are prepared by addition of 1 to 3mol of unsubstituted or substituted styrenes to 1mol of phenol,
- polystyrene sulfonates,
- fatty acid taurides,
- alkylated diphenyl oxide mono- or disulfonates,
- sulfonates of polycarboxylates,
- the polyadducts of 1 to 60 mol of ethylene oxide and/or propylene oxide with fatty amines, fatty acids or fatty alcohols, each containing 8 to 22 carbon atoms in the alkyl chain, with alkylphenols containing 4 to 16 carbon atoms in the alkyl chain, or with trihydric to hexahydric alkanols containing 3 to 6 carbon atoms, which polyadducts are converted into an acid ester with an organic dicarboxylic acid or with an inorganic polybasic acid,
- ligninsulfonates, and, most preferably,
- formaldehyde condensates such as condensates of ligninsulfonates and/or phenol and formaldehyde, condensates of formaldehyde with aromatic sulfonic acids, typically condensates of ditolyl ether sulfonates and formaldehyde, condensates of naphthalenesulfonic acid and/or naphthol- or naphthylaminesulfonic acids with formaldehyde, condensates of phenolsulfonic acids and/or sulfonated dihydroxydiphenylsulfone and phenols or cresols with formaldehyde and/or urea, as well as condensates of diphenyl oxide-disulfonic acid derivatives with formaldehyde.
Preferably the compound of formula (1) is dispersed with at least one dispersant selected from the group consisting of condensates of ligninsulfonates and/or phenol and formaldehyde; condensates of formaldehyde with aromatic sulfonic acids; condensates of naphthalenesulfonic acid and/or naphthol- or naphthylaminesulfonic acids with formaldehyde; condensates of phenolsulfonic acids and/or sulfonated dihydroxydiphenylsulfone and phenols or cresols with formaldehyde and/or urea; and condensates of diphenyl oxide-disulfonic acid derivatives with formaldehyde. Highly preferred are condensates of naphthalenesulfonic acid and/or naphthol- or naphthylaminesulfonic acids with formaldehyde.
Suitable solubilising agents are anionic, nonionic or zwitterionic and amphoteric synthetic, surface-active substances.
Suitable anionic surface-active substances are:
- sulfates, typically fatty alcohol sulfates, which contain 8 to 18 carbon atoms in the alkyl chain, e.g. sulfated lauryl alcohol;
- fatty alcohol ether sulfates, typically the acid esters or the salts thereof of a polyadduct of 2 to 30 mol of ethylene oxide with 1 mol of a C -C^fatty alcohol;
- the alkali metal salts, 1 ammonium salts or amine salts of C 8 -C 20 fatty J acids, which are termed soaps, typically coconut fatty acid;
- alkylamide sulfates;
- alkylamine sulfates, typically monoethanolamine lauryl sulfate;
- alkylamide ether sulfates; alkylaryl polyether sulfates; monoglyceride sulfates; alkane sulfonates, containing 8 to 20 carbon atoms in the alkyl chain, e.g. dodecyl sulfonate; alkylamide sulfonates; alkylaryl sulfonates; a-olefin sulfonates; sulfosuccinic acid derivatives, typically alkyl sulfosuccinates, alkyl ether sulfosuccinates or alkyl sulfosuccinamide derivatives;
N-[alkylamidoalkyl]amino acids of formula
wherein
X is hydrogen, C -C alkyl or -COO-M+,
Y is hydrogen or C^C alkyl,
zte: -<CH*^τ mι is 1 to 5, n is an integer from 6 to 18, and
M is an alkali metal ion or an amine ion; alkyl ether carboxylates and alkylaryl ether carboxylates of formula
(3) CH3-X-Y-A , wherein
X is a radical : .(CH2) O — °r
R is hydrogen or C^C alkyl,
Y is : -(CH2CH,0)
1-50
A is : -(CH2) m2is 1 to 6, and
M is an alkali metal cation or an amine cation.
The anionic surfactants used may furthermore be fatty acid methyl taurides, alkylisothionates, fatty acid polypeptide condensates and fatty alcohol phosphoric acid esters. The alkyl radicals in these compounds preferably contain 8 to 24 carbon atoms.
The anionic surfactants are usually obtained in the form of their water-soluble salts, such as the alkali metal, ammonium or amine salts. Typical examples of such salts are lithium, sodium, potassium, ammonium, triethylamine, ethanolamine, diethanolamine or triethanolamine salts. It is preferred to use the sodium or potassium salts or the ammonium-(NRιR2R3) salts, wherein R^ R2 and R3 are each independently of one another hydrogen, C^C alkyl or C^C^hydroxyalkyl.
Suitable zwitterionic and amphoteric surfactants are imidazoline carboxylates, alkylamphocarboxy carboxylic acids, alkylamphocarboxylic acids (e.g. lauroamphoglycinate) and N-alkyl-b-aminopropionates or N-alkyl-b-iminodipropionates.
Nonionic surfactants are typically derivatives of the adducts of propylene oxide/ethylene oxide having a molecular weight of 1000 to 15000, fatty alcohol ethoxylates (1-50 EO), alkylphenol polyglycol ethers (1-50 EO), ethoxylated carbohydrates, fatty acid glycol partial esters, typically diethylene glycol monostearate, PEG 5 glyceryl stearate; PEG 15 glyceryl stearate; PEG 25 glyceryl stearate; cetearyl octanoate; fatty acid alkanolamides and fatty acid dialkanolamides, fatty acid alkanolamide ethoxylates and fatty acid amine oxides.
Furthermore, the salts of saturated and unsaturated C8-C22fatty acids may be used as solubilising agents, either by themselves, in admixture with each other or in admixture with the other surface-active substances . Illustrative examples of these fatty acids are typically capric, lauric, myristic, palmitic, stearic, arachic, behenic, dodecenoic, tetradecenoic, octadecenoic, oleic, eicosanic and erucic acid, as well as the technical mixtures of such acids, typically coconut fatty acid. These acids may be obtained in the form of salts, suitable cations being alkali metal cations such as sodium and potassium cations, metal atoms such as zinc atoms and aluminium atoms or nitrogen-containing organic compounds of sufficient alkalinity, typically amines or ethoxylated amines. These salts can also be prepared in situ.
Furthermore, suitable solubilising agents are dihydric alcohols, preferably those containing 2 to 6 carbon atoms in the alkylene radical, typically ethylene glycol, 1,2- or 1 ,3-propanediol, 1,3-, 1,4- or 2,3-butanediol, 1 ,5-pentanediol and 1 ,6-hexanediol or monohydric alcohol like methanol, ethanol or propanol, and acetone.
In such aqueous formulations, especially in the dispersions, the concentration of the compound of formula (1 ) is usually 0.001 % to 30% by weight, based on the weight of the formulation, especially 0.1% to 20%. Highly preferred is an amount of the compound of the formula (1) of 0.1% to 10%, especially 1% to 5%.
The amount of additionally added components, like dispersants or surfactants, is preferably 0.1% to 30% by weight, especially 1% to 20%, each amount based on the weight of the aqueous formulation.
The aqueous formulation, especially the dispersion prepared by the above method, can be diluted to almost any ratio.
For all of the following applications it is preferred to add the compound of formula (1) in form of such aqueous formulations, especially in form of dispersions.
Padding can be carried out according to conventional padding processes. For example, the textile material is passed through an aqueous liquor containing the compound of formula (1), the textile material is squeezed to a defined liquor pick-up rate and then carrying out a fixation step, preferably a heat treatment. The amount of the compound of formula (1) in the aqueous liquor (padding liquor) is usually 0.001% to 10% by weight, especially 0.01% to 10% by weight, based on the weight of the aqueous liquor. An amount of compound of formula (1) of 0.01% to 5% by weight is preferred.
The liquor pick-up rate is usually 40% to 200% by weight, especially 50% to 150% by weight, based on the weight of the textile material.
The fixation step is usually carried out by a heat treatment, for example at a temperature of 60 to 150°C, especially 90 to 150°C.
The padding process is usually carried out as a continuous process wherein the textile material is continuously passed through the aqueous liquor containing the compound of formula (1).
According to a preferred method the compound of formula (1) is applied to the textile material by padding wherein said textile material is continuously passed through an aqueous liquor containing 0.001% to 10% by weight, based on the weight of the aqueous liquor, of the compound of formula (1).
Spraying can be carried out according to conventional spraying processes. According to these processes aqueous liquids containing the compound of formula (1) are sprayed onto the textile material. The amount of the compound of formula (1) in the aqueous liquor is usually 0.001% to 10% by weight, especially 0.01% to 10% by weight, based on the weight of the aqueous liquor. An amount of compound of formula (1) of 0.1% to 10% by weight is preferred. Such spraying processes are especially suitable for applying the compound of formula (1) to textile materials like carpets. According to such preferred processes a plurality of spray nozzles are disposed in a spray line transverse to the direction of movement of, for instance, the carpet. The compound of formula (1) is applied as an aqueous liquor by the spray nozzles, for example by virtue of pressure. After spraying usually a fixation step is carried out which can be performed by a heat treatment as given above for the padding process.
Spraying can also be used to apply the compound of formula (1) in form of an aqueous liquor to surfaces of textile materials including leather, like sofas or shoes.
According to another preferred method the compound of formula (1) is applied to the textile material by spraying, wherein an aqueous liquor containing 0.001 to 10% by weight, based on the weight of the aqueous liquor, of the compound of formula (1) is sprayed onto the textile material.
The compound of formula (1) can also be applied to the textile material by foam application. As to this application all of the above conditions and preferences given above for the spraying process apply. However, the compound of formula (1) is applied in form of an aqueous foam which usually in addition contains a foam stabiliser. Such a process is also especially suitable for treating carpets.
According to a further preferred method the compound of formula (1) is applied to the textile material by foam application, wherein an aqueous foam containing 0.001% to 10% by weight, based on the weight of the aqueous foam, of a compound of formula (1) and optionally a foam stabiliser is applied to the textile material.
Padding, spraying or foam applications can be carried out by applying the compound of formula (1) to the textile material together with dyestuffs (for example in a dyeing process) or in other textile related processes, like finishing processes. It is preferred to carry out the treatment with the compound of formula (1) in the presence of dyestuffs.
If these processes are carried out without the presence of dyestuffs it is preferred to apply the compound of formula (1) in a finishing process.
The use of some polymeric as well as oligomeric substances that are commonly used in the textile industries, can help to further improve the durability of the desirable antifungal and antidustmites efficacy. Such substances include, but are not limited to, resin finishings that provide easy care and /or other properties to various textile materials, softeners, coating materials, fixation agents and /or other finishing agents such as hydrophilic and hydrophobic agents, flame retardant etc. It is obvious, from economic as well as process convenience perspective, that the antimicrobial treatment could be carried out together with many other different types of treatments that are found in the textile industries.
The application of the compound of formula (1) can also be carried out in a dyeing process which is carried out by padding, spraying or foam application. For these processes the above conditions and preferences apply. Suitable dyes are disperse dyes, basic dyes, acid dyes, direct dyes or reactive dyes. Reactive dyes are especially suitable for natural polyamide- or cellulose-containing textile materials. Direct dyes are especially suitable for cellulose- containing textile materials. The dyes may belong to different dye classes, including acridone, azo, anthraquinone, coumarin, formazane, methine, perinone, naphthoquinone-imine, quino- phthalone, styryl or nitro dyes. Mixtures of dyes may also be used.
When using the compound of formula (1) in a dyeing process, the procedure can be such that the textile material is first treated with this compounds and then dyeing is carried out or, preferably, the textile material is treated simultaneously with the compound of formula (1) and the dye. The application of the compound of formula (1) can, however, also be effected subsequently to the previously prepared dyeing.
The treatment liquors may also contain further ingredients such as dyeing assistants, dispersants, carriers, wool protectives, and wetting agents as well as antifoams.
The treatment liquors may also contain mineral acids, typically sulphuric acid or phosphoric acid, or conveniently organic acids, typically including aliphatic carboxylic acids such as formic acid, acetic acid, oxalic acid or citric acid and/or salts such as ammonium acetate, ammonium sulfate or sodium acetate. The acids are used in particular to adjust the pH of the liquors, for example to a pH of 3 to 6.
After the dyeing process including the application of the compound of formula (1) the textile material can be subjected to a fixation step, like a heat treatment as given above. Besides the above application processes it is also possible to apply the compound of formula (1) according to normal exhaustion processes together with a dyestuff or without presence of dyestuffs.
The compound of formula (1) can also be applied during a dry-cleaning process. According to dry-cleaning processes typically organic solvents, especially volatile organic solvents like perchloroethylene or trichloroethylene, are used as a cleaning medium. A typical dry-cleaning process consists of a wash, rinse and drying cycle. It is preferred to use an organic solvent, which contains 0.001% to 10% by weight, based on the weight of the organic solvent, of a compound of formula (1). As to the amount of compound of formula (1) the above preferences given for the padding process apply.
According to a preferred embodiment the compound of formula (1) is applied to the textile material during a dry-cleaning process, wherein the textile material is treated with an organic solvent, preferably perchloroethylene or trichloroethylene, containing 0.001% to 10% by weight, based on the weight of the organic solvent, of a compound of formula (1).
Textile materials which can be treated with the compound of formula (1) are materials comprising, for example, natural or synthetic polyamide (like wool, silk, nylon), polyurethane, polyester, polypropylene, polyethylene, polyacrylonitrile and cellulose-containing textile materials of all kinds, for example natural cellulose fibres, such as cotton, linen, jute and hemp, and also viscose staple fibre and regenerated cellulose; or blends of the above fibre materials, like polyacrylonitrile/polyester, polyamide/polyester, polyester/cotton, polyester/viscose and polyester/wool.
Preferred textile materials are those comprising wool, synthetic polyamide, polyester, polypropylene, polyethylene, and cellulose-containing textile materials, preferably cotton or wool and especially cotton.
The textile material can be in different forms of presentation, as woven or knitted fabrics or as piece goods such as knitgoods, nonwoven textiles, carpets, yarn or staple fibres. Preferred are nonwoven textile materials and especially carpets. Numerous end use articles can be named for the treated fabrics or products made from the treated materials. Examples include but are not limited to carpets and rags, pillow cases, bed linings, bed sheets, matrices and matrices ticking, curtains, duvet and duvet cases, uphosteries, socks and garments.
Furthermore, the present invention is directed to a method of use for the treatment of polyacrylonitrile fibres to improve the antifungal and/or antidustmite properties, comprising a
Gel state of the polyacrylonitrile fibres is to be understood as the swollen state shortly after preparation of the fibres (freshly spun fibres; typically after removal of the bulk of the non- aqueous spinning solvent used for the preparation of the fibres). A description thereof is given in US-A-4,563,191.
Such a treatment can be carried out according to conventional processes. For example, the polyacrylonitrile fibres are treated in an aqueous liquor containing 0.001% to 10% by weight, especially 0.01% to 5% by weight, based on the weight of the aqueous liquor. An amount of compound of formula (1) of 0.01 to 1% by weight is preferred. Preferably, the treatment is carried out at a temperature of 20 to 100°C, especially 40 to 80°C. For the treatment a pH of the aqueous liquor of 3 to 6 is preferred. If desired, the fibres can be pressed after the treatment to achieve a specified liquid pick-up rate of, for example, 50% to 300%, especially 100% to 300%. Subsequently a heat treatment can be carried out, according to which the treated fibres are dried at temperatures like 60 to 200°C, especially 90 to 200°C.
The above treatment can also be carried out during a dyeing process of these fibres. In such a case the usual dyeing processes for dyeing of these fibres in the gel state apply. Dyes to be used comprise basic dyes. The dyes are then present in the aqueous liquor used for the treatment. The treatment with the compound of formula (1) can also be carried out together with other chemical agents that would impart the fibres with various desirable to provide various functionality. It is preferred to carry out the treatment in presence of the compound of formula (1) together with an antimicrobial agent, especially antimicrobial substances that exhibit good activities in inhibiting the growth of bacteria, including gram positive and gram negative bacteria.
For all of the above applications of the compound of formula (1) a method of use to improve the antifungal properties is preferred. Likewise, a method of use to improve the antidustmite properties is preferred. Highly preferred is a method of use to improve the antinungal and antidustmite properties.
In the following Examples, percentages are by weight.
Example 1 : Preparation of formulation 1
35 g of Tolnaftat (2-naphtyl-N-methy-N-(3-tolyl) thionocarbamate, Cas No. 2398-96-1), 105 g of naphthalenefulfonic acid/formaldehyde condensation product and 560 ml water are mixed in a suitable vessel into which 1000 g of quartz sand has been previously added. The mixture is then homogenized on a tumbling machine for 24 hours. The quartz sand is then filtered off and the resulting formulation 1 contains 5% of Tolnaftat. The median particle size of Tolnaftat in this formulation is measured at about 2 μm with a specific surface area of 3.73 m2/g.
(Molecular structure of Tolnaftat)
Example 2: Incorporation of the formulation 1
10 g of formulation 1 is added into 500 ml of water. Knitted fabrics made of 100% cotton fibres are impregnated into the bath followed by being pressed with a Lab Padding Machine (Mathias) to give a liquid pick-up rate of 80% o.w.f (on the weight fabric). The resulting fabrics are then dried in an fun assisted oven at 120°C for 5 minutes. Example 3: Incorporation of the formulation 1
10 g of formulation 1 is added, together with 40 g of Dicylan AS (a product that can form thin films on fabrics, available from Ciba Specialty Chemicals Inc., Switzerland), into 450 ml of water. Knitted fabrics made of 100% cotton fibres are impregnated into the bath followed by being pressed with a Lab Padding Machine (Mathias) to give a liquid pick-up rate of 80% o.w.f (on the weight fabric). The resulting fabrics are then dried in an fun assisted oven at 120°C for 5 minutes
Example 4: Incorporation of formulation 1
10 g of formulation 1 is added into 500 ml of water. Woven fabrics made of 100% wool fibres are impregnated into the bath followed by being pressed with a Lab Padding Machine (Mathias) to give a liquid pick-up rate of 80% o.w.f (on the weight fabric). The resulting fabrics are then dried in an fun assisted oven at 120°C for 5 minutes.
Example 5: Incorporation of formulation 1
Formulation 1 is diluted with water at a ratio of 1:1 (weight/weight). The diluted formulation is then sprayed onto woven fabrics made of 100% of wool fibres with an incorporation level of 2% on the weight of fabrics at room temperature. The treated fabrics are allowed to dry at 70°C in an oven for 10 minutes.
Example 6: Preparation of formulation 2 (comparative example)
10 g of 2,4-dichlorobenzyl alcohol is dissolved into 87 g of 1 ,2-propylene glycol followed by addition of 3 g of an anionic surfactant sodium lauryl sulphate. The resulting formulation is a clear solution. Upon further diluting with water, the formulation gives a milky dispersion.
Example 7: Incorporation of formulation 2 (comparative example)
200 g of formulation 2 is further diluted with 800 ml of water to produce a dispersion. Cotton fabrics are padded with this dispersion at a pick-up rate of 100%. The padded fabrics are further dried in a fun-assisted oven at 70°C.
Example 8: Preparation of formulation 3 (comparative example)
10 g of a-(2-(-4-chlorophenyl)ethyl)-a-(1,1-dimethylethyl)-1H-1,2,4-triazol-1-ethanol (CAS No. 107534-96-3) is added into 30 g of 1 ,2-propylene glycol and 60 gram of Marlipol 24/99 (a nonionic surfactant). The resulting product is marked as formulation 3.
Example 9: Incorporation of formulation 3 (comparative example) 20 g of formulation 3 is added into 1000 ml of water. Knitted fabrics made of 100% cotton fibres are padded with a Mathias Lab padding machine with a pick-up rate of 80-100%. Padded fabrics are further dried in a fun-assisted oven at 120°C for 5 minutes.
Example 10: Incorporation of formulation 1
In this example freshly spun and wet (moisture content ca. 170%) polyacrylonitrile fibres are treated. A treatment bath is prepared and it consists of the following:
50 gram of formulation 1
50 gram of Tinosan AM 100 (antimicrobial agent, available from Ciba Specialty Chemicals
Inc., Switzerland)
Add water to 1000 ml pH of the treatment bath is adjusted to 4.5
The treatment bath is heated to 55-60°C, freshly spun and wet polyacrylonitrile fibres are dipped into the bath and allowed to remain for about 5 seconds, the treated fibres are then pressed with a Lab padding machine to achieve total wet pick-up rate of about 200%. The treated and wet fibres are then dried in an oven at 160°C for 15 minutes.
Example 11 : Washing of fabrics and fibres
The treated fabrics and/or fibres are occasionally washed in a conventional laundering process to examine the washing durability of antibacterial and/or antifungal activities imparted by various treatment with various agents. Unless otherwise stated, the washing conditions are as follows:
Washing conditions: according to a standard (BS 49234A standard)
Detergent: Persil, 2.25% owf
Washing machine: Wascator FOM 71MP Temperature: 50 ± 3°C Cycle time: 50 minutes
Liquor ratio: 1:10
Rinsing: 4 cycles, room temperature
Agitation: gentle
Drying: tumble dryer
Samples are washed for various cycles such as 5, 10 and 20.
Example 12: Microbiological activities of fabrics treated with Formulation 1
a) Method Principle
Discs of fabrics with a diameter of 2 cm were punched from the samples.
The discs were applied on the top layer of solidified agar containing the fungal suspension (5 ml of a washed agar slant were added to 500 ml molten agar and 5-6 ml were distributed on the bottom layer).
All plates were then put at 28°C. After incubation the zones of inhibition around the samples (20 mm discs) were measured, the growth under the discs evaluated (Vinson rating) and reported in the following Table 1.
Fungi: Aspergillus niger ATCC 6275
Medium; Sabouraud agar + 4% glucose (two layers of agar: 15 ml bottom layer without germs and 6 ml top layer containing the mould) Incubation: 5 days at 28°C
b) Table 1
All tests were performed twice and both results are given in the above table.
Legend: Zl = zone of inhibition in mm
VR = Vinson rating, for growth under the disc
(L.J. Vinson et al. J.Pharm. Sci. 50, 827-830, 1961) 0 = strong growth under the disc (no activity) 4 = no growth under the disc (good activity)
Example 13: Microbiological activities of fabrics treated with formulation 1 Polyacrylonitril fibres made as described in Example 10 were also tested for antimicrobial performances. In addition to fungal strains, representative bacteria (gram positive and gram negative) were also chosen for tests. The incubation time in case of carrying out of the tests relating to bacteria was overnight (18-24 hours). Otherwise the test method was the same as described in example 12. The results as illustrated by the zone of inhibition can be found in the following Table 2. Table 2
Example 14: Microbiological activities of fabrics treated with Formulation 2
(comparative example) Antimicrobial performances for the samples treated with formulation 2 was evaluated according to the method described in Example 12. Thus the following results were obtained:
Table 3
All tests were performed twice and both results are given in the table Example 15: Microbiological activities of fabrics treated with Formulation 3
(comparative example) The tests were carried out according to the method described in Example 12.
Table 4
All tests were performed twice and both results are given in the table

Claims

Claims
1. A method of use for the treatment of textile material to improve the antifungal and/or antidustmite properties, comprising applying to the textile material a compound of formula
by padding, spraying, foam application or during a dry cleaning process.
2. A method of use according to claim 1 , wherein the compound of formula (1) is applied to the textile material together with dyestuffs in a dyeing process carried out padding, spraying or foam application.
3. A method of use according to claim 1 , wherein the compound of formula (1) is applied to the textile material in a finishing process carried out by padding, spraying or foam application.
4. A method of use according to any of claims 1 to 3, wherein the compound of formula (1) is applied to the textile material as aqueous formulation in diluted, solubilised, emulsified or dispersed form.
5. A method of use according to any of claims 1 to 4, wherein the compound of formula (1) is dispersed with at least one dispersant selected from the group consisting of acid esters or their salts of alkylene oxide adducts; polystyrene sulfonates; fatty acid taurides; alkylated diphenyl oxide mono- or disulfonates; sulfonates of polycarboxylates; the polyadducts of 1 to 60 mol of ethylene oxide and/or propylene oxide with fatty amines, fatty acids or fatty alcohols, each containing 8 to 22 carbon atoms in the alkyl chain, with alkylphenols containing 4 to 16 carbon atoms in the alkyl chain, or with trihydric to hexahydric alkanols containing 3 to 6 carbon atoms, which polyadducts are converted into an acid ester with an organic dicarboxylic acid or with an inorganic polybasic acid; ligninsulfonates; and formaldehyde condensates.
6. A method of use according to any of claims 1 to 5, wherein the compound of formula (1) is dispersed with at least one dispersant selected from the group consisting of condensates of ligninsulfonates and/or phenol and formaldehyde; condensates of formaldehyde with aromatic sulfonic acids; condensates of naphthalenesulfonic acid and/or naphthol- or naphthylaminesulfonic acids with formaldehyde; condensates of phenolsulfonic acids and/or sulfonated dihydroxydiphenylsulfone and phenols or cresols with formaldehyde and/or urea; and condensates of diphenyl oxide-disulfonic acid derivatives with formaldehyde.
7. A method of use according to any of claims 1 to 6, wherein the compound of formula (1) is applied to the textile material by padding and wherein said textile material is continuously passed through an aqueous liquor containing 0.001% to 10% by weight, based on the weight of the aqueous liquor, of the compound of formula (1).
8. A method of use according to any of claims 1 to 6, wherein the compound of formula (1) is applied to the textile material by spraying, wherein an aqueous liquor containing 0.001 % to 10% by weight, based on the weight of the aqueous liquor, of the compound of formula (1) is sprayed onto the textile material.
9. A method of use according to any of claims 1 to 6, wherein the compound of formula (1) is applied to the textile material by foam application, wherein an aqueous foam containing 0.001% to 10% by weight, based on the weight of the aqueous foam, of a compound of formula (1) and optionally a foam stabiliser is applied to the textile material.
10. A method of use according to any of claims 1 and 4 to 6, wherein the compound of formula (1) is applied to the textile material during a dry cleaning process, wherein the textile material is treated with an organic solvent, preferably perchloroethylene or trichloroethylene, containing 0.001% to 10% by weight, based on the weight of the organic solvent, of a compound of formula (1).
11. A method of use according to any of claims 1 to 10, wherein the textile material is selected from natural or synthetic polyamide, polyurethane, polyester, polypropylene, polyethylene, polyacrylonitrile and cellulose-containing textile materials.
12. A method of use according to any of claims 1 to 11 , wherein the textile material is selected from wool, synthetic polyamide, polyester, polypropylene, polyethylene and cellulose-containing textile materials, preferably cotton or wool.
13. A method of use according to any of claims 1 to 12, wherein the textile material is a nonwoven textile material or a carpet, preferably a carpet.
14. A method of use for the treatment of polyacrylonitrile fibres to improve the antifungal and/or antidustmite properties, comprising applying to said fibres in the gel state a compound of formula
15. A method of use according to any of claims 1 to 14 to improve the antifungal properties.
16. A method of use according to any of claims 1 to 14 to improve the antidustmite properties.
EP01962877A 2000-08-04 2001-07-26 A method for the treatment of textile materials against fungi and dust mites Withdrawn EP1305470A1 (en)

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EP01962877A EP1305470A1 (en) 2000-08-04 2001-07-26 A method for the treatment of textile materials against fungi and dust mites

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EP00810702 2000-08-04
EP00810702 2000-08-04
PCT/EP2001/008662 WO2002012616A1 (en) 2000-08-04 2001-07-26 A method for the treatment of textile materials against fungi and dust mites
EP01962877A EP1305470A1 (en) 2000-08-04 2001-07-26 A method for the treatment of textile materials against fungi and dust mites

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EP (1) EP1305470A1 (en)
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KR20030024825A (en) 2003-03-26
WO2002012616A1 (en) 2002-02-14
JP2004506101A (en) 2004-02-26
AU2001283961A1 (en) 2002-02-18
US20040006826A1 (en) 2004-01-15
BR0112865A (en) 2003-04-22
CN1444677A (en) 2003-09-24

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