EP1984557A2 - Procédé de traitement de textiles en polypropylène - Google Patents

Procédé de traitement de textiles en polypropylène

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Publication number
EP1984557A2
EP1984557A2 EP07704213A EP07704213A EP1984557A2 EP 1984557 A2 EP1984557 A2 EP 1984557A2 EP 07704213 A EP07704213 A EP 07704213A EP 07704213 A EP07704213 A EP 07704213A EP 1984557 A2 EP1984557 A2 EP 1984557A2
Authority
EP
European Patent Office
Prior art keywords
polypropylene
butyl
ethylene
aqueous formulation
ethylenically unsaturated
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Withdrawn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
EP07704213A
Other languages
German (de)
English (en)
Inventor
Ralf NÖRENBERG
Manfred Blauth
Jürgen Reichert
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
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Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Priority to EP07704213A priority Critical patent/EP1984557A2/fr
Publication of EP1984557A2 publication Critical patent/EP1984557A2/fr
Withdrawn legal-status Critical Current

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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—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
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/227—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • D06M15/27—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof of alkylpolyalkylene glycol esters of unsaturated carboxylic acids
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6433—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing carboxylic groups
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • D06M2101/18—Synthetic fibres consisting of macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/20—Polyalkenes, polymers or copolymers of compounds with alkenyl groups bonded to aromatic groups
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material

Definitions

  • the present invention relates to a process for treating textiles made of polypropylene, which is characterized in that it is treated with an emulsifier-free aqueous formulation containing
  • the present invention relates to textiles made of polypropylene, treated by the method according to the invention, and their use. Furthermore, the present invention relates to aqueous formulations containing
  • the present invention relates to the use of silicone compounds having at least one NH group or at least one alkylene oxide unit for the hydrophilization of textiles made of polypropylene.
  • the inventive method is based on textiles made of polypropylene, wherein also those textiles are included, which consist of polypropylene and at least one other material, for example mixtures of polypropylene and cotton or polyester.
  • polypropylene is understood to mean not only homopolymers of propylene, but also those copolymers of propylene which contain one or more olefins, preferably ⁇ -olefins such as, for example, 1-butene or 1-hexene or ethylene in copolymerized form.
  • Copolymers of propylene are preferably those copolymers in which at least 50% by weight of the copolymerized comonomers are propylene, more preferably at least 70% by weight.
  • Polypropylene in the context of the present invention is preferably isotactic.
  • textiles are preferably thread-like, i. linear structures, for example threads, fibers, filaments, microfilaments, microfibers, monofilaments, multifilaments, staple fibers, in each case textured or untextured.
  • textiles may, however, also be flat structures or planar structures made of polypropylene, which are preferably obtainable by combining a plurality of thread-like structures made of polypropylene, for example nonwovens, woven fabrics, knitted fabrics, knitted fabrics, scrims and mixtures, and which may be made using other also thread-like structures, such as synthetic fibers such.
  • polyamide, polyethylene len, polyester or acrylic, or natural fibers such as cotton are preferably sheet-like structures or fibers or filaments which are produced either from polypropylene or from mixtures of polyethylene and polypropylene.
  • the textile of polypropylene to be treated is not pretreated separately before the treatment according to the invention, that is to say it is neither hydrophilized nor hydrophobized.
  • textile to be treated is neither pretreated by plasma treatment nor by, for example, lightning discharges.
  • textile is treated from propylene with an emulsifier-free aqueous formulation.
  • Treating is understood as meaning, for example, soaking, spraying, kiss-roll application and, in particular, padding. According to the invention, it is treated several times or preferably only once.
  • textile is treated from polypropylene with an emulsifier-free aqueous formulation.
  • an aqueous formulation with which textile is treated from polypropylene does not add a low molecular weight emulsifier, ie no emulsifiers having molecular weights of up to 400 g / mol, in one embodiment no emulsifiers having molecular weights of up to 500 g / mol.
  • M n is considered.
  • emulsifiers are surface-active anionic, cationic or nonionic compounds, for example quaternary ammonium salts of Cs-C4o fatty amines, C8-C4o-fatty alcohol sulfates, C8-C4o-fatty alcohol phosphates, C8-C4o-fatty alcohol sulfonates, C8- C4o-fatty alcohol phosphonates, sulfonates of Cs-Cao-alkylaromatics, with C ⁇ -CUo fatty alcohol alkoxylated in the range from 15 to 150 equivalents of alkylene oxide, for example ethylene oxide or propylene oxide.
  • alkylene oxide for example ethylene oxide or propylene oxide.
  • emulsifier-free is understood as meaning that a total of less than 0.1% by weight of emulsifier characterized above is in the aqueous formulation used in the process according to the invention, preferably 0.001 to 0.01% by weight. %, based on the respective aqueous formulation.
  • Aqueous formulation used in the process according to the invention comprises (a) at least one silicone compound having at least one hydrophilic group, also referred to as silicone compound (a) in the context of the present invention, or
  • Silicone compounds (a) are preferably those compounds which are made up of a plurality of Si (R 1 ) (R 2 ) -O units, so that Si-O chains are formed and terminally with either OH groups or are saturated with further radicals R 1 .
  • the radicals R 1 and R 2 may be the same or a majority of the same and are mainly selected from C 6 -C 14 -aryl, in particular phenyl, or C 1 -C 4 -alkyl, preferably unbranched, and in particular methyl.
  • Silicone compound (a) carries at least one hydrophilic group, which may be located, for example, on one of the terminal or, if present, one of the middle Si atoms of the Si-O chains described above. In one embodiment of the present invention, silicone compound (a) may have two or three hydrophilic groups per molecule, which may be different or preferably the same.
  • the hydrophilic group or groups are connected via a spacer to one of the terminal or, if present, one of the middle Si atoms of the above-described Si-O chains, for example a C 2 -C 2 oxide.
  • Alkylene spacer which may be branched or preferably unbranched and in which one or more non-adjacent CH 2 groups may be replaced by oxygen atoms.
  • silicone compound (a) has a kinematic viscosity in the range of 100 to 100,000 m 2 / s, determined at 23 ° C.
  • silicone compound (a) is a silicone compound having at least one NH group or at least one C-OH group or at least one alkylene oxide unit per molecule.
  • silicone compound (a) may have at least one NH group.
  • NH groups are NH (C 1 -C 10 -alkyl) groups, in particular NH-methyl, NH-ethyl, NH (C 6 -C 4 -aryl) groups, in particular NH (C 6 H 5 ), NH ( C 7 -C 20 aralkyl) groups, in particular NH-benzyl, NH (C 7 -C 20 -alkylaryl) groups, in particular NH- (para-tolyl), NH 2 groups, NH-CH 2 -CH 2 -NH 2 , -CONH 2 , NH- (CH 2 ) 3 -NH 2 .
  • silicone compound (a) may have at least one C-OH group, which may be, for example, an alcoholic OH group or a COOH group.
  • at least one C-OH group in silicone compound (a) is a secondary or more preferably a primary C-OH group, for example a CH 2 -OH group, a CH 2 -CH 2 -OH Group or a CH 2 -CH 2 -CH 2 -OH group.
  • silicone compound (a) may have at least one alkylene oxide unit per molecule, preferably at least 3 to 20 alkylene oxide units per molecule. Examples of alkylene oxide units are C 2 -C 6 -alkylene oxide units, for example propylene oxide units or butylene oxide units or preferably ethylene oxide units.
  • silicone compound (a) may be at least one compound obtained by reacting an excess of such silicone having at least one Si-H group per molecule, preferably at least two Si-H groups per Molecule, in the presence of a Pt-based catalyst with at least one compound of general formula I,
  • R 3 is selected from C 1 -C 6 -alkyl, for example methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, n-pentyl, 1,2-dimethylpropyl, iso-amyl, n-hexyl, iso-hexyl, sec-hexyl, preferably C 1 -C 4 -alkyl, such as methyl, ethyl, n-propyl, iso- Propyl, n-butyl, iso-butyl, sec-butyl and tert -butyl;
  • C 2 -C 6 alkenyl for example vinyl, 1-allyl, 2-allyl, 3-allyl, homoallyl, ⁇ -hexenyl, ⁇ -pentenyl and preferably vinyl or 3-allyl,
  • R 4 is the same or different and is independently selected from ethyl, methyl and in particular hydrogen,
  • a 1 , A 2 different or preferably the same and selected from NH, O,
  • n is an integer in the range of 1 to 100, preferably 2 to 50.
  • Suitable Pt-based catalysts are, for example, PtCl 4 , H 2 PtCl 6 .6H 2 O, platinum-olefin complexes, finely divided silica gel or activated carbon or platinum supported on alumina or complexes of Pt with ethers, aldehydes, ketones, alcoholates, for example norbornadiene-platinum dichloride or 1,5-Cyclooctadiene platinum dichloride.
  • silicone compounds (a) obtainable by reacting the abovementioned silicone compound with one or more diisocyanates, preferably with one or more aliphatic or cycloaliphatic diisocyanates, for example 4,4'-methylene-dicyclohexyldiisocyanate , Dodecamethylene diisocyanate, tetramethylene diisocyanate and especially hexamethylene diisocyanate (HDI) and isophorone diisocyanate.
  • diisocyanates are aromatic diisocyanates such as 2,4-TDI, 2,6-TDI (tolylene diisocyanate).
  • silicone compounds (a) obtainable by reacting the abovementioned silicone compound with one or more aliphatic, aromatic or cycloaliphatic diisocyanates and one or more diols, triols, diamines, triamines or polyamines is, in particular aliphatic diols, triols, diamines, triamines or polyamines such as bis (dimethylaminopropyl) amine.
  • diols are amino diols such as N-methyldiethanolamine, diethanolamine, N- (n-butyl) diethanolamine.
  • Silicone compounds of the aforementioned type and their preparation are described, for example, in WO 05/121218.
  • An aqueous formulation used in the process according to the invention may contain at least one ethylene copolymer (b).
  • ethylene copolymer (b) contains in copolymerized form:
  • At least one ethylenically unsaturated carboxylic acid is preferably a carboxylic acid of the general formula II
  • R 5 is selected from hydrogen
  • C 1 -C 10 -alkyl such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, neo-pentyl, 1,2-dimethylpropyl, iso-amyl, n-hexyl, iso-hexyl, sec-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl; especially preferred are C 1 -C 4 -alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and tert-butyl;
  • R 6 is selected from hydrogen
  • C 1 -C 10 -alkyl such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, neo-pentyl, 1, 2-dimethylpropyl, iso-
  • R 5 is methyl or hydrogen and R 6 is hydrogen.
  • Particularly suitable anhydrides of ethylenically unsaturated carboxylic acids are maleic anhydride and itaconic anhydride.
  • Ethylene copolymer (b) may contain one or more further comonomers in copolymerized form, specifically up to 40% by weight, preferably up to 35% by weight, based in each case on the sum of ethylene and copolymerized or copolymerized ethylenically unsaturated carboxylic acid (s). , for example, it may be copolymerized: vinyl acetate, one or more ethylenically unsaturated carboxylic acid esters, preferably of the formula III
  • R 7 is selected from C 1 -C 10 -alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec Pentyl, neo-pentyl, 1,2-dimethylpropyl, iso-amyl, n-hexyl, iso-hexyl, sec-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl; particularly preferably C 1 -C 4 -alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and tert-butyl,
  • R 8 is selected from hydrogen
  • C 1 -C 10 -alkyl such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, neo-pentyl, 1,2-dimethylpropyl, iso-amyl, n-hexyl, iso-hexyl, sec-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl; special C 1 -C 4 -alkyl such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and tert-butyl,
  • R 9 selected from hydrogen, Ci-Cio-alkyl, such as methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert-butyl, n-pentyl, iso-pentyl sec.-pentyl, neo-pentyl, 1,2-dimethylpropyl, iso-amyl, n-hexyl, iso-hexyl, sec-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl; particularly preferably C 1 -C 4 -alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and tert-butyl; COOH 1 COOCH 31 COOC 2 H 5 .
  • R 8 is hydrogen or methyl and R 9 is hydrogen.
  • R 8 is hydrogen or methyl and R 9 is hydrogen and R 7 is selected from methyl, ethyl, n-butyl and 2-ethylhexyl.
  • Ethylene copolymer (b) can be advantageously prepared by free-radically initiated copolymerization under high-pressure conditions, for example in stirred high-pressure autoclaves or in high-pressure tubular reactors. Production in stirred high pressure autoclave is preferred.
  • High pressure autoclaves are known per se, a description can be found in Ullmann's Encyclopedia of Industrial Chemistry, 5th edition, keywords: Waxes, Vol. A 28, p. 146 ff., Verlag Chemie Weinheim, Basel, Cambridge, New York, Tokyo, 1996. With them predominantly the ratio length / diameter at intervals of 5: 1 to 30: 1, preferably 10: 1 to 20: 1 behaves.
  • Suitable pressure conditions for the copolymerization are 500 to 4000 bar, preferably 1500 to 2500 bar.
  • the reaction temperatures are in the range of 170 to 300 ° C, preferably in the range of 200 to 280 ° C.
  • the copolymerization can be carried out in the presence of a regulator.
  • the regulator used is, for example, hydrogen or an aliphatic aldehyde or an aliphatic ketone of the general formula III
  • radicals R 8 are identical or, in particular in the case of aldehydes, different and selected from hydrogen;
  • C 1 -C 6 -alkyl such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, neo Pentyl, 1, 2-dimethylpropyl, iso-amyl, n-hexyl, iso-hexyl, sec-hexyl, particularly preferably Ci-C 4 -AlkVl such as methyl, ethyl, n-propyl, iso-propyl, n- Butyl, iso-butyl, sec-butyl and tert.
  • Ci-C 4 -AlkVl such as methyl, ethyl, n-propyl, iso-propyl, n- Butyl, iso-butyl, sec-butyl and ter
  • C 3 -C 12 cycloalkyl such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, cycloundecyl and cyclododecyl; preferred are cyclopentyl, cyclohexyl and cycloheptyl.
  • the R 8 groups are covalently linked together to form a 4- to 13-membered ring.
  • both radicals R 8 may be common: - (CHa) 4 -, - (CHb) S-, - (CH 2 ) 6, - (CH 2 ) 7 -, -CH (CHa) -CH 2 -CH 2 -CH (CH 3 ) - or -CH (CHa) -CH 2 -CH 2 -CH 2 -CH (CH 3 ) -.
  • radical initiators for the radical copolymerization the usual radical initiators such as organic peroxides, oxygen or azo compounds can be used. Also mixtures of several radical starters are suitable.
  • Suitable peroxides selected from the commercially available substances are didecanoyl peroxide, 2,5-dimethyl-2,5-di (2-ethylhexanoylperoxy) hexane, tert-amyl peroxy-2-ethylhexanoate, dibenzoyl peroxide, tert-butyl peroxy-2 ethyl hexanoate, tert-butyl peroxydiethyl acetate, tert-butyl peroxydiethyl isobutyrate, 1,4-di (tert-butyl peroxycarbonyl) cyclohexane as isomer mixture, tert-butyl perisononanoate 1, 1-di- (tert-butyl-peroxy ) -3,3,5-trimethylcyclohexane, 1,1-di (tert-butylperoxy) cyclohexane, methyl isobutyl ketone
  • tert-butyl peroxybenzoate di-tert-amyl peroxide, dicumyl peroxide, the isomeric di- (tert-butylperoxyisopropyl) benzenes, 2,5-dimethyl-2,5-di-tert-butyl peroxyhexane, tert-butyl cumyl peroxide, 2 , 5-dimethyl-2,5-di (tert-butylperoxy) hex-3-yne, di-tert-butyl peroxide, 1,3-diisopropylbenzene monohydroperoxide, cumene hydroperoxide or tert-butyl hydroperoxide; or dimeric or trimeric ketone peroxides, as are known from EP-A 0 813 550.
  • di-tert-butyl peroxide, tert-butyl peroxypivalate, tert-butyl peroxyisone nonanoate or dibenzoyl peroxide or mixtures thereof are particularly suitable.
  • azo compound azobisisobutyronitrile ("AIBN") is mentioned as an example Radical starters are metered in amounts customary for polymerizations.
  • AIBN azobisisobutyronitrile
  • Radical starters are metered in amounts customary for polymerizations.
  • Many commercially available organic peroxides are added to so-called phlegmatizers before they are sold to make them more manageable.
  • white oil or hydrocarbons, in particular isododecane are suitable as phlegmatizers.
  • ethylene copolymers (b) have a melt flow rate (MFR) in the range of 1 to 500 g / 10 min, preferably 5 to 200 g / 10 min, more preferably 7 to 50 g / 10 min, measured at 160 ° C and a load of 325 g according to DIN 53735.
  • MFR melt flow rate
  • ethylene copolymers (b) have a kinematic melt viscosity v in the range of 500 to 10,000 mm 2 / s, preferably in the range of 800 to 4,000 mm 2 / s, measured according to DIN 51562.
  • the density of ethylene copolymer (b) is from 0.89 to 1.10 g / cm 3 , preferably from 0.92 to 0.94 g / cm 3 , determined according to DIN 53479.
  • Ethylene copolymer (b) may be an alternating copolymer or a block copolymer or preferably a random copolymer.
  • Ethylene copolymer (b) can be present as free acid with respect to copolymerized ethylenically unsaturated carboxylic acid and / or ethylenically unsaturated C 4 -C 10 -dicarboxylic acid or be partially or completely neutralized, for example with alkali metal such as. As sodium or potassium or with alkaline earth metal such as magnesium or calcium or with ammonia or organic amine, in particular C 1 -C 4 monoalkylamine, di-C 1 -C 4 -alkylamine, tri-C 1 -C 4 -alkylamine or tetra-C 1 -C 4 be neutralized alkylammonium. If desired, copolymerized anhydride of ethylenically unsaturated C 4 -C 10 -dicarboxylic acid may also be present in hydrolyzed form.
  • x is an integer in the range of zero to three, preferably zero or one
  • y is an integer in the range of one to four, with the proviso that the sum of x and y does not exceed four.
  • Preferred examples of C 1 -C 4 - ⁇ -hydroxyalkyl are 3-hydroxypropyl, 4-hydroxybutyl and in particular 2-hydroxyethyl, also referred to below as hydroxyethyl.
  • hydroxyalkylammonium are N, N-dihydroxyethylammonium, N-methyl-N-hydroxyethylammonium, N, N-dimethyl-N-hydroxyethylammonium, N-methyl-N, N-dihydroxyethylammonium, Nn-butyl-hydroxyethylammonium ammonium, Nn-butyl-N, N-dihydroxyethylammonium.
  • organic amines for neutralizing are, for example, morphine-Nn, imidazole, N4-amines, imidazolines, oxazolines, triazoles and fatty acid alkanolamines.
  • Suitable neutralizing agents are furthermore KOH, NaOH, Ca (OH) 2, NaHCO 3, Na 2 CO 3 , K 2 CO 3 and KHCO 3 .
  • aqueous formulations used in the process according to the invention preferably have a basic pH, for example pH values from 7.5 to 14, preferably from 8 or higher and particularly preferably from 8.5 or higher.
  • polypropylene fabric may be treated at a temperature in the range of 0 ° C to 145 ° C, preferably up to 130 ° C. If you want to treat at temperatures in the range of 100 to 145 ° C, so you have to treat at a pressure that is above normal pressure. If you want to work at temperatures in the range of 0 to 100 ° C, then normal pressure is suitable.
  • polypropylene fabric is treated with an aqueous formulation, which may also be referred to as an aqueous liquor.
  • an aqueous formulation which may also be referred to as an aqueous liquor.
  • the liquor pickup can be selected such that a liquor uptake of 25% by weight to 95% by weight is preferred by the process according to the invention 60 to 90 wt .-% results.
  • the method according to the invention is carried out in conventional machines used for finishing textiles, for example foulards.
  • foulards Preference is given to foulards with vertical textile draw, which contain as an essential element two rollers pressed against one another, through which the textile is guided out of polypropylene.
  • aqueous formulation is preferably filled in and wets the textile made of polypropylene. The pressure squeezes off the textile made of polypropylene and ensures a constant application.
  • textile is made of polypropylene. pass through an immersion bath and then upwards through two rollers pressed onto each other. In the latter case one speaks also of foulards with vertical Textileinzug from below. Foulards are described, for example, in Hans-Karl Rouette, "Handbuch der Textilveredlung", Deutscher fraverlag 2003, p. 618-620.
  • the process according to the invention can be carried out in the manner of an exhaust process, for example by spraying, patting, kiss-rolling or by printing.
  • the process according to the invention is carried out in the manner of an exhaust process, with a liquor pick-up in the range from 1 to 50%, preferably from 20 to 40%.
  • polypropylene following the treatment of textile, may be thermally treated, for example by drying at temperatures in the range of 30 to 100 ° C or by thermal fixing at temperatures in the range of at least 100, preferably at least 101 ° C. up to 150 ° C, preferably up to 135 ° C.
  • two thermal treatment steps are carried out at different temperatures, for example drying in a first step at temperatures in the range of 30 to 100 ° C over a period of 10 seconds to 20 minutes, and then fixed at Temperatures in the range of 101 to 135 ° C over a period of 30 seconds to 3 minutes.
  • the aqueous formulation used in the process according to the invention may contain at least one silicone compound (a) and at least one ethylene copolymer (b).
  • aqueous formulation used in the process according to the invention may contain one or more additives (d).
  • Suitable additives (d) are, for example, organic solvents, organic solvents such as dimethylsulfoxide (DMSO), N-methylpyrrolidone (NMP), N-ethylpyrrolidone (NEP), ethylene glycol, diethylene glycol, butyl glycol, dibutyl glycol, and, for example, residual alcohol-free alkoxylated n- C4-C6-alkanol, preferably residual alcohol-free one to 10-fold, particularly preferably 3- to 6-fold ethoxylated n-C4-C6-alkanol.
  • residual alcohol is to be understood as meaning the respectively non-alkoxylated n-C4-C6-alkanol.
  • Another object of the present invention are aqueous formulations containing
  • Silicone compound (a) and ethylene copolymer (b) are described above.
  • aqueous formulation according to the invention comprises:
  • the aqueous formulation according to the invention contains no colorants such as, for example, pigments, dyes or disperse dyes.
  • Aqueous formulation according to the invention may contain from zero to a total of 5% by weight of additives, preferably from 0.5 to 3.5% by weight, based on the total aqueous formulation according to the invention.
  • Another object of the present invention are textiles made of polypropylene, treated by the method according to the invention. Textiles of the invention show a good and generally durable hydrophilicity, which can be detected, for example, by determining the sinking depth of a drop of water. Furthermore, in the case of such textiles of polypropylene according to the invention, which are used as or for the production of clothing, an improved trac comfort is observed.
  • polypropylene textiles according to the invention comprise 0.1% by weight 0 to 5% by weight, preferably 0.5% by weight 0 to 3% by weight of silicone compound (a) or 0.1% by weight % to 5% by weight, preferably 0.5% to 0% to 3% by weight of ethylene copolymer (b).
  • Polypropylene textiles according to the invention can be used, for example, advantageously as hygiene fleeces, as fire-retardants for building materials such as, for example, mortar or concrete, as a constituent of sportswear, underwear, safety clothing or filters.
  • building materials such as mortar or concrete in particular containing at least one inventive textile made of polypropylene, preferably in the form of microfibers or microfilaments.
  • textiles according to the invention are excellently distributed, and the connection is good.
  • building materials according to the invention, built into structures such as buildings tend not to burst so much at high temperatures.
  • building materials containing at least one textile according to the invention it is possible to proceed, for example, by introducing and mixing in textile according to the invention in conventional building material such as, for example, concrete or mortar.
  • conventional building material such as, for example, concrete or mortar.
  • building material according to the invention such as concrete according to the invention, according to methods known per se, or to apply building material according to the invention, in particular mortar according to the invention, by methods known per se.
  • a further subject of the present invention are hygiene mats, for example for diapers or sanitary napkins, produced using textile according to the invention.
  • Foulard Manufacturer Fa. Mathis, type no. HVF12085, contact pressure 1 - 3 bar. The contact pressure was always set so that the liquor pick-up (based on the weight of the goods) was 70 to 100%. The fleet had room temperature, unless stated otherwise. Dryer / Fixer: continuous dryer of the company Mathis THN 12589 The sinking time was determined by the TEGEWA ear test.
  • n 1 ° mixed with a water content of 686 ppm by weight and heated to 100 ° C. Thereafter, 0.14 g of a (based on elemental platinum) 2.7 wt .-% solution of a Pt-1, 3-divinyl-1,1,3,3-tetramethyldisiloxan complex in ⁇ , ⁇ -Divinylpolydimethylsiloxan with a dynamic Viscosity of 1000 mPa-s added, determined at 25 ° C. The temperature rose by about 19 ° C, and there was a clear product. The mixture was stirred for one hour at 100 to 1 10 ° C, then the conversion of Si-bonded hydrogen was complete.
  • a fabric (100% polypropylene, 150 g / m 2 basis weight) was padded with an aqueous formulation consisting of
  • the sink-in time for one drop of distilled water was 8 seconds (untreated fabric) or less than 0.5 seconds (fabric T1 according to the invention). 11.1 Production of Textile T2 According to the Invention
  • the fleet intake is about 70%. It was then dried at 100 ° C for 5 minutes, then fixed at 1 10 ° C for 1 minute. Inventive textile T2 was obtained.
  • the sink-in time for a water drop was> 30 seconds (untreated textile) or ⁇ 0.5 seconds (textile T2 according to the invention).

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Treatments Of Macromolecular Shaped Articles (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne un procédé de traitement de textiles en polypropylène, caractérisé en ce qu'il consiste à traiter ces textiles avec une formulation aqueuse sans émulsifiant, laquelle formulation contient (a) au moins un composé siliconé présentant au moins un groupe hydrophile ou (b) au moins un copolymère d'éthylène obtenu par copolymérisation d'éthylène avec au moins un acide mono- ou dicarboxylique éthyléniquement insaturé ou un anhydride d'un acide mono- ou dicarboxylique éthyléniquement insaturé.
EP07704213A 2006-02-09 2007-01-30 Procédé de traitement de textiles en polypropylène Withdrawn EP1984557A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP07704213A EP1984557A2 (fr) 2006-02-09 2007-01-30 Procédé de traitement de textiles en polypropylène

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP06101447 2006-02-09
PCT/EP2007/050860 WO2007090758A2 (fr) 2006-02-09 2007-01-30 Procédé de traitement de textiles en polypropylène
EP07704213A EP1984557A2 (fr) 2006-02-09 2007-01-30 Procédé de traitement de textiles en polypropylène

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EP1984557A2 true EP1984557A2 (fr) 2008-10-29

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US (1) US20090023834A1 (fr)
EP (1) EP1984557A2 (fr)
AU (1) AU2007213841A1 (fr)
CA (1) CA2637772A1 (fr)
TW (1) TW200734507A (fr)
WO (1) WO2007090758A2 (fr)

Family Cites Families (10)

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Publication number Priority date Publication date Assignee Title
US4753840A (en) * 1985-01-10 1988-06-28 Kimberly-Clark Corporation Coated fabric
NZ277412A (en) * 1994-01-07 1997-07-27 Minnesota Mining & Mfg Graphic article comprising an electrostatic toner receptor layer comprising acrylic and vinyl resins, chlorinated or polyurethane rubber and plasticiser on surface of urethane-based crack resistant film
US5908663A (en) * 1996-02-01 1999-06-01 Minnesota Mining And Manufacturing Company Topical carpet treatment
US5728502A (en) * 1996-03-12 1998-03-17 Minnesota Mining And Manufacturing Company Imaging medium, method of imaging said medium, and image-bearing medium
JP3362348B2 (ja) * 1996-05-15 2003-01-07 旭化成株式会社 衛生材料用ポリオレフィン系不織布
JP3313284B2 (ja) * 1996-08-02 2002-08-12 旭化成株式会社 親水性処理剤を付与したポリオレフィン系不織布
US6153701A (en) * 1998-11-20 2000-11-28 International Paper Company Wettable polypropylene composition and related method of manufacture
DE10132884A1 (de) * 2001-07-06 2003-01-16 Buelent Oez Verfahren zum Bedrucken von Substraten
US7897716B2 (en) * 2003-05-14 2011-03-01 Momentive Performance Materials Gmbh Polyorganosiloxane compositions for the treatment of substrates
DE10345798A1 (de) * 2003-09-30 2005-04-14 Basf Ag Aminogruppenhaltige Ethylencopolymerwachse und ihre Verwendung

Non-Patent Citations (1)

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Title
See references of WO2007090758A3 *

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WO2007090758A3 (fr) 2007-10-18
CA2637772A1 (fr) 2007-08-16
US20090023834A1 (en) 2009-01-22
TW200734507A (en) 2007-09-16
WO2007090758A2 (fr) 2007-08-16
AU2007213841A1 (en) 2007-08-16

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