US3835148A - Aqueous polystyrene containing dispersions as anti-statics for the permanent finishing of fibre materials - Google Patents

Aqueous polystyrene containing dispersions as anti-statics for the permanent finishing of fibre materials Download PDF

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Publication number
US3835148A
US3835148A US22651172A US3835148A US 3835148 A US3835148 A US 3835148A US 22651172 A US22651172 A US 22651172A US 3835148 A US3835148 A US 3835148A
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Prior art keywords
acid
preparation
formula
weight
percent
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Inventor
J Oxe
R Keller
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Novartis AG
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Ciba Geigy AG
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Publication date
Priority to CH535316D priority Critical patent/CH535316A/de
Priority to CH224871D priority patent/CH224871A4/xx
Priority to US05226511 priority patent/US3835148A/en
Priority to DE2264792*A priority patent/DE2264792A1/de
Priority to NL7201974A priority patent/NL7201974A/xx
Priority to AU38990/72A priority patent/AU457345B2/en
Priority to DE2264793*A priority patent/DE2264793A1/de
Priority to DE2206983A priority patent/DE2206983B2/de
Priority to BE779370A priority patent/BE779370A/xx
Priority to FR7205047A priority patent/FR2125483B1/fr
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Priority to SE178072A priority patent/SE395159B/xx
Priority to AT121472A priority patent/AT320588B/de
Priority to GB694272A priority patent/GB1346158A/en
Priority to CA134,717A priority patent/CA982757A/en
Priority to US05/476,242 priority patent/US3935150A/en
Priority to US05/476,243 priority patent/US3966659A/en
Priority to US05/476,167 priority patent/US3983061A/en
Application granted granted Critical
Publication of US3835148A publication Critical patent/US3835148A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • D06M13/46Compounds containing quaternary nitrogen atoms
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M11/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/58Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with nitrogen or compounds thereof, e.g. with nitrides
    • D06M11/64Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with nitrogen or compounds thereof, e.g. with nitrides with nitrogen oxides; with oxyacids of nitrogen or their salts
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • D06M13/402Amides imides, sulfamic acids
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/227Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated
    • D06M15/233Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated aromatic, e.g. styrene
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M16/00Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S260/00Chemistry of carbon compounds
    • Y10S260/15Antistatic agents not otherwise provided for
    • Y10S260/19Non-high polymeric antistatic agents/n
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S260/00Chemistry of carbon compounds
    • Y10S260/21Polymer chemically or physically modified to impart antistatic properties and methods of antistatic agent addition
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S428/00Stock material or miscellaneous articles
    • Y10S428/907Resistant against plant or animal attack
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S524/00Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S524/91Antistatic compositions
    • Y10S524/911Composition to apply to a substrate to be destaticized
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S524/00Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S524/91Antistatic compositions
    • Y10S524/912Contains metal, boron, phosphorus, or silicon
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S524/00Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S524/91Antistatic compositions
    • Y10S524/913Contains nitrogen nonreactant material
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/929Carpet dyeing
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2279Coating or impregnation improves soil repellency, soil release, or anti- soil redeposition qualities of fabric
    • Y10T442/2295Linear polyether group chain containing
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2418Coating or impregnation increases electrical conductivity or anti-static quality
    • Y10T442/2459Nitrogen containing
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2525Coating or impregnation functions biologically [e.g., insect repellent, antiseptic, insecticide, bactericide, etc.]

Definitions

  • ABSTRACT Disclosed is an aqueous acid solution or suspension of a preparation as well as the production thereof for the permanent finishing of fibre materials, especially dyed carpets, to render them antistatic, dirt-repellent and, optionally, antimicrobial, which aqueous preparation contains:
  • the invention relates to a process for the permanent finishing of fibre materials to render them antistatic and dirt-repellent and, optionally, antimicrobial; to the finishing preparation; as well as to the fibre material, as industrial product, finished by application of the said process.
  • the method is known of rendering fibre materials solely antistatic or solely dirt-repellent. Textile materials possessing a good antistatic finish, however, frequently display a greater tendency to become stained, or the dyeings produced thereon have an inferior fastness to rubbing; and the dyeings on materials of which the finish is effectively dirt-repellent exhibit very often a tendency to vary in shade. It is also possible to impart to fibre materials simultaneously an antistatic and dirtrepellent finish; the treatment of the materials at temperatures of over 100C required to obtain these effects, however, leads in many cases to an appreciable impairment of the fastness to rubbing, and/or to a loss of the acquired finishing effects. The combination of specifically favourably acting components does not,
  • fibre material treated in such a manner frequently has, moreover, disadvantages in that, for example, the handle of the material is unfavourably affected, and the dyeing thereof suffers a dulling effect or displays a variation in shade.
  • a single-bath process has now been found which makes possible, in a surprising manner, the permanent finishing of fibre materials, preferably dyed textile fibres, e.g. dyed textile floor-coverings, so that the treated material is rendered simultaneously pennanently antistatic and dirt-repellent and, optionally, antimicrobial, the material possessing a completely soft handle, the said effects being obtained without appreciable impairment of the fastness to rubbing of the dyeing.
  • the term permanent is meant to signify that the material treated according to the invention retains its valuable properties even after a prolonged period of wear and tear.
  • a stabilised, aqueous preferably 20 to 60 per cent
  • R represents an alkyl radical having 8 to 22, particularly, 14 to 18, carbon atoms
  • R preferably represents hydrogen, or an optionally substituted alkyl group
  • R represents an optionally substituted alkyl group; or wherein R and R form together with the nitrogen atom a fiveor six-membered heterocyclic ring. which can contain further hetero atoms, and can be optionally further substituted by R; or quaternary compounds thereof.
  • R and R represent, for example, a hydroxyalkyl radical; in particular, they each represent the hydroxyethyl group, an alkyl radical substituted by water-solubilising groups, such as sulphonic acid groups and/or carboxylic acid groups, or an aminoalkylalkoxy or aminoalkyl radical, of which the amino group can be monoor disubstituted.
  • substituents of these amino groups are, for example, the following: hydroxyalkyl groups such as the hydroxyethyl or -hydroxy propyl groups; alkylaminoalkyl groups substituted with monovalent groups, e.g.
  • Preferred compounds of formula I are, in particular, the following:
  • V represents a lower alkyl radical
  • R represents an alkyl radical having 8 to 22 carbon atoms
  • x represents an anion; especially a compound of the formula:
  • the term lower signifies, in connection with alkyl groups, radicals having, in general, not more than four carbon atoms.
  • solubility-promoting agents such as, e.g. oleic acid, as well as commercial anti-foam agents, which suppress the foam-formation of the dissolved combination in water, such as, e.g. silicone compounds.
  • the aforementioned components a) to d) are known as per se, and can be produced by methods known per se.
  • Suitable fibre material to be treated according to the invention is, in particular, organic natural fibre material, and especially organic synthetic fibre material.
  • natural fibre materials are: wool, silk, cotton and jute; and of synthetic fibre materials: regenerated cellulose, acetate rayon, polyamide, polyester, polyacrylonitrile, polyolefins or mixed fabrics, e.g. made from polyamide/polyester or cellulose/Polyamide.
  • synthetic fibre materials regenerated cellulose, acetate rayon, polyamide, polyester, polyacrylonitrile, polyolefins or mixed fabrics, e.g. made from polyamide/polyester or cellulose/Polyamide.
  • they can be undyed or preferably dyed materials.
  • the materials are advantageously in the form of flock, yarn or piece-goods, such as floor-coverings, for example, carpets, or in the form of other household textiles, such as furniture coverings, curtains, or wall-coverings.
  • the finishing according to the invention of the fibre material is performed by application of the said components to the fibre material preferably by spraying, impregnating, slop-padding, or by means of the exhaust process, optionally also by brushing.
  • the mixture of components according to the invention is evenly sprayed as an aqueous dispersion (spraying liquor), by means of spraying equipment, on to the wet or dry material to be treated, the
  • amount applied being such that, after the drying of the material at 100C to 180C, sufficient of the component mixture remains on the surface of the material to ensure that the desired permanent effects are obtained.
  • the materials treated according to the invention carry no electrical charge for a very long time, i.e., there occur no disturbing discharges on contact or when the treated material is being walked on.
  • the fastness to rubbing is not appreciably affected or the fastness to light impaired.
  • the fibre material finished according to the invention can be repeatedly dry brushed, vacuum cleaned or shampooed without the imparted twofold or threefold V finishing effect being lost.
  • the permanence of the obtained effects can be verified by means of a walking test.
  • premixed aqueous preparations made up essentially as follows:
  • Finishing liquors usable according to the invention are produced from such preparations by dilution of 3 to 250 g of these preparations with water, and optionally thickener-solution, to give 1 litre, the degree of dilution depending on the desired finishing effects.
  • Example 1 A polyamide carpet (pile weight 800 g/m) having a width of 4.20 m and dyed blue, in a known manner, with the dyestuff of the formula:
  • S OzNHCHzCHz OH is passed over a roller at a rate of 1.9 m/minute.
  • a spraying-bar provided with nozzles spaced about 30 cm apart.
  • aqueous dispersion containing 41.5 g/l of the subsequently described preparation 450 ml of aqueous dispersion/minute/nozzle) is sprayed from these nozzles on to the moving polyamide carpet.
  • the polyamide carpet is afterwards dried at 140 on a stretchingframe. In this manner is obtained a polyamide carpet having a permanent antistatic, dirt-repellent and antimicrobial finish, these valuable properties being retained by the carpet even after extensive wear due to walking, brushing and vacuum cleaning.
  • Example 2 An aqueous impregnating liquor containing 60 g/l of r the liquid preparation obtained according to Example I is used to impregnate, at atemperature of about 20 to 30, a polyamide fabric dyed yellowish-red, in a known manner, with the dyestuff of the formula:
  • the polyamide fabric thus obtained is fast to rubbing and possesses an excellent antistatic, dirt-repe1lent and antimicrobial finish, the said fabric being capable of retaining its valuable properties for a very long period of time, even after repeated dry brushing and shampooing.
  • an impregnating liquor obtained by the dissolving in one litre of water of 2.1 g of a compound of the formula:
  • an impregnating liquor which is obtained by the dissolving of 15 g of a polyglycol ether having a molecular weight of 300 to 500, 15 g of 40 percent polystyrene emulsion and 4.5 g of 80 percent o-phosphoric acid in one litre of water, with the procedure otherwise as described in the example, then a yellow, red, or blue dyed Helanca piece-article is obtained exhibiting good dirt-repellent and antistatic effects, the dyeings thereof having very good fastness to rubbing.
  • Example 3 To a trough containing a slop-padding roller is added col ether of the formula:
  • the slop-padding liquid is padded on to the moving polyamide carpet.
  • Example 3 The preparation used in Example 3 is obtained, for example, by the placing into a flask of 160 g of water A free from salt and the addition to this, with stirring, of
  • Example 4 A polyamide carpet dyed blue according to Example 1 is passed, in a winch vat, through an aqueous liquor (1:40) containing 3 g/l of a liquid product obtained ac- 11 i if a preparati dn produced according to Example l is employed, but which contains, instead of the total amount of 557.07 g of water free from salt, the amount given in Table I, Column II, and instead of 109 g of 36 percent hydrochloric acid, the amount of acid or acid mixture shown in Column ll] of the table, then liquid preparations are obtained having the pl-l-values given in Column IV, which, when applied, for example, to polyamide fabric by application of the process according to Example 4, produce good antistatic, dirt repellent and antimicrobial finish-effects with good fastness to rubbing.
  • citric acid H O Materials possessing a similarly permanent antistatic
  • Example 10 Polyglycol ether (a acid amide (B2) 7 v CHZCHgOH Cn zacoN CHzCHzOH 5 polyglycol other (as) CUHM- (CH2C 2 )0 antimicrobic agent (d) i 10 Cl- NH-CNH O F a l 5 Cl antistatic agent (2.
  • Example 7 14 Wool carpet yarn, dyed brown and subsequently dried in the known manner with application of the suspension system, is passed in a width of ca. 80 cm, on a conveyor belt, with a speed of ca. 1.1 m/min under the spraying-beam described in Example 1.
  • aqueous dispersion containing 60 g/l of the preparation described in Example 1 600ml of aqueous dispersion/- nozzle/minute) is sprayed from the aforementioned nozzles under a pressure of 4 atm. on to the moving carpet yarn.
  • the yarn is afterwards squeezed out on a padding machine to obtain a residual moisture content of 50 percent, and dried over a drum at ca. lOl20C. After this finishing process, there is present on 1 kg of wool carpet yarn an amount of 30 g of the preparation described in Example 1.
  • Wet, as well as dry, wool carpet yarn can be finished by application of the described process; in the case of the wet material, however, 75 g/l of the preparation described in Example 1 are to be used.
  • the described finishing process enables wool carpet yarn to be obtained having a permanent antielectrostatic dirt-repellent and antimicrobial finish, these valuable properties being retained by the thus treated material even after being repeatedly walked on. brushed and cleaned by suction.
  • the finished yarn is used for the manufacture of carpets.
  • a comparison of a polyamide carpet finished according to the invention with a polyamide carpet not finished in that manner shows the following differences:
  • a spraying-beam is mounted horizontally over the roller at a distance of ca. 10 cm, the nozzles on the beam being ca. 30 cm apart.
  • the knitted fabric is subsequently dried, e.g. on a Fleissner drum-drier apparatus at ca. C, opened out and rinsed.
  • the rinsed knitted yarn is used for the manufacture of carpets.
  • the described finishing operation enables polyamide knitted fabrics to be obtained having a permanent antielectrostatic, dirt-repellent and antimicrobial finish, these valuable properties being retained even after the thus treated material has been repeatedly walked on, brushed and suction cleaned.
  • a preparation for use in giving fibre materials a permanent antistatic and dirt-repellent finish consisting essentially of an aqueous dispersion of a. 10 to 20 percent by weight of an antistatic agent comprising a compound of the formula:
  • acid component c) is selected from the group consisting of hydrochloric acid, hydrobromic acid, nitric acid, sulphuric acid, phosphoric acid, boric acid, acetic acid, oxalic acid, malonic acid and citric acid.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
US05226511 1971-02-16 1972-02-15 Aqueous polystyrene containing dispersions as anti-statics for the permanent finishing of fibre materials Expired - Lifetime US3835148A (en)

Priority Applications (17)

Application Number Priority Date Filing Date Title
CH535316D CH535316A (de) 1971-02-16 1971-02-16 Verfahren zum gleichzeitigen permanenten antistatischen und schmutzabweisenden Ausrüsten von Textilien
CH224871D CH224871A4 (da) 1971-02-16 1971-02-16
NL7201974A NL7201974A (da) 1971-02-16 1972-02-15
AU38990/72A AU457345B2 (en) 1971-02-16 1972-02-15 Process for the permanent finishing of fibre materials
DE2264793*A DE2264793A1 (de) 1971-02-16 1972-02-15 Verfahren zum permanenten ausruesten von fasermaterialien
DE2206983A DE2206983B2 (de) 1971-02-16 1972-02-15 Mittel und Verfahren zum gleichzeitigen antistatischen und schmutzabweisenden Ausrüsten von Fasermateralien
BE779370A BE779370A (fr) 1971-02-16 1972-02-15 Procede d'appretage permanent de matieres fibreuses
FR7205047A FR2125483B1 (da) 1971-02-16 1972-02-15
US05226511 US3835148A (en) 1971-02-16 1972-02-15 Aqueous polystyrene containing dispersions as anti-statics for the permanent finishing of fibre materials
DE2264792*A DE2264792A1 (de) 1971-02-16 1972-02-15 Verfahren zum permanenten ausruesten von fasermaterialien
AT121472A AT320588B (de) 1971-02-16 1972-02-15 Verfahren zum Ausrüsten Fasermaterial
GB694272A GB1346158A (en) 1971-02-16 1972-02-15 Process for the permanent finishing of fibre materials
CA134,717A CA982757A (en) 1971-02-16 1972-02-15 Process for the permanent finishing of fibre materials
SE178072A SE395159B (sv) 1971-02-16 1972-02-15 Vattenhaltigt preparat for appretering av fibermaterial under samtidigt uppnaende av en permanent antistatisk och smutsavvisande effekt
US05/476,242 US3935150A (en) 1971-02-16 1974-06-04 Aqueous polystyrene containing dispersions as anti-statics for the permanent finishing of fibre materials
US05/476,243 US3966659A (en) 1971-02-16 1974-06-04 Process for the permanent finishing of fiber materials
US05/476,167 US3983061A (en) 1971-02-16 1974-06-04 Process for the permanent finishing of fiber materials

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH224871 1971-02-16
US05226511 US3835148A (en) 1971-02-16 1972-02-15 Aqueous polystyrene containing dispersions as anti-statics for the permanent finishing of fibre materials
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US05/476,242 Division US3935150A (en) 1971-02-16 1974-06-04 Aqueous polystyrene containing dispersions as anti-statics for the permanent finishing of fibre materials

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Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4060505A (en) * 1975-01-16 1977-11-29 Basf Wyandotte Corporation Compositions for souring and softening laundered textile materials and stock solutions prepared therefrom
US4076631A (en) * 1976-06-14 1978-02-28 Chas. S. Tanner Co. Antisoiling and antistatic textile treating composition
US4191656A (en) * 1978-10-05 1980-03-04 Allied Chemical Corporation Non-yellowing biocide for control of bacteria in spin finish emulsions used on nylon yarn
US4248934A (en) * 1977-07-07 1981-02-03 Bayer Aktiengesellschaft Fibre and filament mixtures containing high-shrinkage bifilar poly(mod)acrylic filaments or fibres modified with carbon black
US4497715A (en) * 1982-08-03 1985-02-05 Colgate-Palmolive Company N-Alkylisostearamides as antistatic agents
US4563288A (en) * 1982-08-03 1986-01-07 Colgate-Palmolive Company N-Alkyl isostearamide antistatic agents, detergent compositions containing such agents, and processes for washing laundry in the presence of such agents, and with such compositions
US4604416A (en) * 1983-12-13 1986-08-05 Mitsubishi Rayon Company Ltd. Methacrylic resin composition
FR2579590A1 (fr) * 1985-03-27 1986-10-03 Colgate Palmolive Co N-(alkyle ou alcenyle superieur) neoalcanoamides antistatiques, procede pour leur production, composition detergente en contenant et procedes pour laver et/ou traiter le linge en utilisant
US4715862A (en) * 1985-03-27 1987-12-29 Colgate-Palmolive Company Wash cycle fabric conditioning composition, process for manufacture of such composition, and method of use thereof
US4988449A (en) * 1987-06-25 1991-01-29 Takemoto Yushi Kabushiki Kaisha Fluid-permeable agent for non-woven sheets of polyolefin fibers
US5126138A (en) * 1988-07-19 1992-06-30 Dow Corning Corporation Antimicrobial flourochemically treated plastic (nylon) surfaces
US6284823B1 (en) * 1997-07-11 2001-09-04 Mitsubishi Gas Chemical Company, Inc. Antistatic acrylic resin composition

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1580866A (en) * 1977-05-03 1980-12-03 Pyrene Chemical Services Ltd Processes and compositions for coating metal surfaces
HU177695B (en) * 1977-06-15 1981-12-28 Muanyagipari Kutato Intezet Process for preparing a polymeric mixture
GB8707772D0 (en) * 1987-04-01 1987-05-07 D G Ind Ltd Anti-static compositions
GB201521624D0 (en) 2015-12-08 2016-01-20 Fiberight Ltd Waste processing

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3138610A (en) * 1961-03-10 1964-06-23 Gen Aniline & Film Corp Substituted imidazolines
US3210312A (en) * 1961-07-25 1965-10-05 Geigy Chem Corp Anti-electrostatic imidazoline salts for resin compositions
GB1089810A (en) * 1965-05-07 1967-11-08 Siemens Ag Moulding compositions based on styrene polymers or copolymers
US3361718A (en) * 1963-09-23 1968-01-02 Sanyo Chemical Industry Compan Antistatic agents for textile materials
GB1242537A (en) * 1967-12-04 1971-08-11 British Oxygen Co Ltd Polymer dispersions
US3701765A (en) * 1969-10-29 1972-10-31 Huels Chemische Werke Ag Antistatic molding compositions
US3749691A (en) * 1970-12-31 1973-07-31 Johnson & Son Inc S C Detergent-compatible,fabric-softening compositions

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1033908A (en) * 1963-12-06 1966-06-22 Geigy Co Ltd Styrene polymer compositions
FR1443521A (fr) * 1964-07-01 1966-06-24 Hoechst Ag Agents et procédé d'apprêtage de matières fibreuses
US3379563A (en) * 1964-09-08 1968-04-23 Armour & Co Impregnated degradationresistant cloth
GB1092356A (en) * 1964-11-16 1967-11-22 Ici Ltd Treatment of carpets and pile fabrics
US3522175A (en) * 1965-02-13 1970-07-28 Kao Corp Lubricant composition for synthetic fibers
US3468702A (en) * 1965-06-04 1969-09-23 Phillips Petroleum Co Dialkanol amide anti-static composition for polymers
GB1155552A (en) * 1966-04-14 1969-06-18 Geigy Uk Ltd Cleaning and Anti-soiling Compositions
US3681241A (en) * 1968-03-04 1972-08-01 Lever Brothers Ltd Fabric softening

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3138610A (en) * 1961-03-10 1964-06-23 Gen Aniline & Film Corp Substituted imidazolines
US3210312A (en) * 1961-07-25 1965-10-05 Geigy Chem Corp Anti-electrostatic imidazoline salts for resin compositions
US3361718A (en) * 1963-09-23 1968-01-02 Sanyo Chemical Industry Compan Antistatic agents for textile materials
GB1089810A (en) * 1965-05-07 1967-11-08 Siemens Ag Moulding compositions based on styrene polymers or copolymers
GB1242537A (en) * 1967-12-04 1971-08-11 British Oxygen Co Ltd Polymer dispersions
US3701765A (en) * 1969-10-29 1972-10-31 Huels Chemische Werke Ag Antistatic molding compositions
US3749691A (en) * 1970-12-31 1973-07-31 Johnson & Son Inc S C Detergent-compatible,fabric-softening compositions

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4060505A (en) * 1975-01-16 1977-11-29 Basf Wyandotte Corporation Compositions for souring and softening laundered textile materials and stock solutions prepared therefrom
US4076631A (en) * 1976-06-14 1978-02-28 Chas. S. Tanner Co. Antisoiling and antistatic textile treating composition
US4248934A (en) * 1977-07-07 1981-02-03 Bayer Aktiengesellschaft Fibre and filament mixtures containing high-shrinkage bifilar poly(mod)acrylic filaments or fibres modified with carbon black
US4191656A (en) * 1978-10-05 1980-03-04 Allied Chemical Corporation Non-yellowing biocide for control of bacteria in spin finish emulsions used on nylon yarn
US4497715A (en) * 1982-08-03 1985-02-05 Colgate-Palmolive Company N-Alkylisostearamides as antistatic agents
US4563288A (en) * 1982-08-03 1986-01-07 Colgate-Palmolive Company N-Alkyl isostearamide antistatic agents, detergent compositions containing such agents, and processes for washing laundry in the presence of such agents, and with such compositions
US4604416A (en) * 1983-12-13 1986-08-05 Mitsubishi Rayon Company Ltd. Methacrylic resin composition
FR2579590A1 (fr) * 1985-03-27 1986-10-03 Colgate Palmolive Co N-(alkyle ou alcenyle superieur) neoalcanoamides antistatiques, procede pour leur production, composition detergente en contenant et procedes pour laver et/ou traiter le linge en utilisant
US4682982A (en) * 1985-03-27 1987-07-28 Colgate-Palmolive Company Antistatic N-higher mono alkyl and mono alkenyl neoalkanamides, processes for manufacturing thereof, antistatic compositions containing such amides, and processes for decreasing accumulations of static charges on laundry
US4715862A (en) * 1985-03-27 1987-12-29 Colgate-Palmolive Company Wash cycle fabric conditioning composition, process for manufacture of such composition, and method of use thereof
US4988449A (en) * 1987-06-25 1991-01-29 Takemoto Yushi Kabushiki Kaisha Fluid-permeable agent for non-woven sheets of polyolefin fibers
US5126138A (en) * 1988-07-19 1992-06-30 Dow Corning Corporation Antimicrobial flourochemically treated plastic (nylon) surfaces
US6284823B1 (en) * 1997-07-11 2001-09-04 Mitsubishi Gas Chemical Company, Inc. Antistatic acrylic resin composition

Also Published As

Publication number Publication date
FR2125483B1 (da) 1976-07-23
DE2264793A1 (de) 1975-01-30
NL7201974A (da) 1972-08-18
CH224871A4 (da) 1972-11-15
DE2206983B2 (de) 1975-11-20
AT320588B (de) 1975-02-25
SE395159B (sv) 1977-08-01
FR2125483A1 (da) 1972-09-29
DE2206983A1 (de) 1972-08-31
DE2264792A1 (de) 1975-01-23
CH535316A (de) 1973-03-31
GB1346158A (en) 1974-02-06
AU457345B2 (en) 1975-01-23
BE779370A (fr) 1972-08-16
AU3899072A (en) 1973-08-16
CA982757A (en) 1976-02-03
US3935150A (en) 1976-01-27

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