EP2027297B1 - Procédé de traitement de cuir avec des polymères de siloxane à fonction cétocarbonyle - Google Patents

Procédé de traitement de cuir avec des polymères de siloxane à fonction cétocarbonyle Download PDF

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Publication number
EP2027297B1
EP2027297B1 EP07729419A EP07729419A EP2027297B1 EP 2027297 B1 EP2027297 B1 EP 2027297B1 EP 07729419 A EP07729419 A EP 07729419A EP 07729419 A EP07729419 A EP 07729419A EP 2027297 B1 EP2027297 B1 EP 2027297B1
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Prior art keywords
radical
radicals
siloxane polymers
leather
process according
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Not-in-force
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EP07729419A
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German (de)
English (en)
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EP2027297A1 (fr
Inventor
Christian Herzig
Thomas Lehotkay
Eva-Maria Bienert
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Wacker Chemie AG
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Wacker Chemie AG
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C14—SKINS; HIDES; PELTS; LEATHER
    • C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
    • C14C9/02—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes using fatty or oily materials, e.g. fat liquoring
    • C—CHEMISTRY; METALLURGY
    • C14—SKINS; HIDES; PELTS; LEATHER
    • C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
    • C—CHEMISTRY; METALLURGY
    • C14—SKINS; HIDES; PELTS; LEATHER
    • C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
    • C14C9/04—Fixing tanning agents in the leather
    • 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
    • D06M11/00—Treating 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
    • D06M11/32—Treating 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 oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/36—Treating 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 oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/46—Oxides or hydroxides of elements of Groups 4 or 14 of the Periodic Table; Titanates; Zirconates; Stannates; Plumbates
    • 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
    • D06M11/00—Treating 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
    • D06M11/77—Treating 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 silicon or compounds thereof
    • D06M11/78—Treating 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 silicon or compounds thereof with silicon; with halides or oxyhalides of silicon; with fluorosilicates
    • 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/10—Animal fibres
    • D06M2101/12—Keratin fibres or silk
    • 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
    • D06M2200/10—Repellency against liquids
    • D06M2200/12—Hydrophobic properties

Definitions

  • the invention relates to a process for the treatment of leather or leather fibers with ⁇ -ketocarbonyl-functional siloxane polymers.
  • EP-A 0 324 345 describes a process for the hydrophobization of leather and furs with self-emulsifiable or dispersible carboxy-functional polysiloxanes in aqueous emulsion.
  • the functionalities are attached to the polysiloxane skeleton both laterally as well as terminally and exhibit good Bally penetrometer resistances when used with conventional hydrophobizing agents based on paraffin or wax emulsions.
  • the hydrophobizing effect however, still needs improvement in terms of water repellency, permanence, flexibility and abrasion resistance in highly flexible and extremely stressed clothing and footwear.
  • the invention relates to a process for the treatment of leather or leather fibers having compositions containing ⁇ -ketocarbonyl-functional siloxane polymers containing at least one trivalent radical B of the general formula contain, where R 3 represents a hydrogen atom or a monovalent hydrocarbon radical having 1 to 30 carbon atoms, preferably a hydrogen atom.
  • radical B in formula (I) preferably at most one of the three free valences is bonded to heteroatoms.
  • the siloxane polymers preferably contain at least 2 radicals B per average molecule, more preferably 2 to 20 radicals B.
  • the organic radicals B are bonded to the siloxane part of the siloxane polymers, preferably via Si-C groups.
  • R 1 is a bivalent organic radical, preferably a bivalent organic radical having 1 to 20 carbon atoms, which except in the end positions heteroatoms selected from the Group of oxygen, sulfur and nitrogen, preferably a hydrocarbon radical having 1 to 20 carbon atoms, more preferably a hydrocarbon radical having 1 to 4 carbon atoms
  • R 4 is a hydrogen atom or a hydrocarbon radical having 1 to 30 carbon atoms, preferably a hydrogen atom
  • R 5 , R 6 and R 7 each represents a hydrocarbon radical having 1 to 30 carbon atoms.
  • radicals B 1 of the formulas (II) and (III) have the structure of a substituted acetylacetone, which is bonded via R 1 to a siloxane polymer.
  • radicals B 2 of the formulas (IV) and (V) are bonded via the radicals R 1 to the siloxane polymer.
  • the radicals B 2 of the formulas (IV) and (V) are tautomeric groups.
  • the siloxane polymers according to the invention preferably contain at least 2 radicals B 2 from the group of the formulas (IV) and (V) per molecule, wherein they can only contain radicals of the formula (IV), only radicals of the formula (V) or both together. Since tautomeric groups are interconvertible, their respective content may change depending on external conditions. Their quotient can therefore vary within wide ranges and quotients of about 1000: 1 to about 1: 1000 amount.
  • this enolizable group has a pks value of greater than 5.0, more preferably from 6.0 to 15.0, especially from 7.0 to 14.0.
  • the siloxane polymers according to the invention preferably contain 5 to 5000 Si atoms, preferably 50 to 1000 Si atoms per molecule. They can be linear, branched, dendrimeric or cyclic. Also included in the scope of the siloxane polymers according to the invention are network structures of any size to which neither a specific nor average number of Si atoms can be assigned, provided that they contain at least 2 functional groups B of the formula (I).
  • radicals R are alkyl radicals, such as the methyl, ethyl, n-propyl, iso-propyl, 1-n-butyl, 2-n-butyl, isobutyl, tert-butyl, n-pentyl, iso-pentyl, neo-pentyl, tert-pentyl, hexyl, such as the n-hexyl, heptyl, such as the n-heptyl, octyl, such as the n-octyl and iso-octyl, such as 2,2,9-trimethylpentyl radical, nonyl radicals such as the n-nonyl radical, decyl radicals such as the n-decyl radical, dodecyl radicals such as the n-dodecyl radical, and octadecyl radicals such as the n-octa
  • radicals R 1 are -CH 2 CH 2 -, -CH (CH 3 ) -, -CH 2 CH 2 CH 2 -, -CH 2 C (CH 3 ) H-, -CH 2 CH 2 CH 2 CH 2 -, CH 2 CH 2 CH (CH 3 ) - and -CH 2 CH 2 C (CH 3 ) 2 CH 2 - wherein the -CH 2 CH 2 CH 2 radical is preferred.
  • R 1 ' is a radical of the formula -CH 2 CH 2 - and -CH 2 CH 2 CH 2 -.
  • radicals R 3 are alkyl radicals, such as the methyl, ethyl, n-propyl, iso-propyl, 1-n-butyl, 2-n-butyl, isobutyl, tert-butyl , n-pentyl, iso-pentyl, neo-pentyl, tert-pentyl, hexyl, such as the n-hexyl, heptyl, such as the n-heptyl, octyl, such as the n-octyl and iso-octyl, such as the 2,2,4-trimethylpentyl radical, nonyl radicals such as the n-nonyl radical, decyl radicals such as the n-decyl radical, dodecyl radicals such as the n-dodecyl radical, and octadecyl radicals such as the n-o
  • hydrocarbon radicals R 3 also apply to hydrocarbon radicals R 2 .
  • hydrocarbon radicals R 3 also apply to hydrocarbon radicals R 4 , R 5 , R 6 and R 7 .
  • hydrocarbon radicals R 9 are alkyl radicals, such as the methyl, ethyl, n-propyl, iso-propyl, 1-n-butyl, 2-n-butyl, isobutyl, tert-butyl , n-pentyl, iso-pentyl, neo-pentyl, tert-pentyl, hexyl, such as the n-hexyl, heptyl, such as the n-heptyl, octyl, such as the n-octyl and iso-octyl, such as the 2,2,4-trimethylpentyl radical.
  • alkyl radicals such as the methyl, ethyl, n-propyl, iso-propyl, 1-n-butyl, 2-n-butyl, isobutyl, tert-butyl , n-pentyl, iso-p
  • the radicals B 1 of the formulas (II) and (III) are ⁇ -diketone groups which are either terminal, based on the diketone (formula (II)) or on the carbon atom between the two carbonyl groups (formula (III)). via R 1 are bonded to a siloxane polymer.
  • acylation ethyl acetoacetate
  • siloxane polymers which contain radicals B 2 of the formulas (IV) and (V) are described in US Pat US 6,121,404 A described.
  • they are prepared by diketenes (1) of the general formula where R 3 has the meaning given above, preferably a hydrogen atom, with organosilicon compounds (2) containing at least one Si-bonded radical A of the general formula -R 1 - (NR 2 -R 1 ') z -NR 2 2 (VIII) contain per molecule, wherein R 1 , R 1 ' , R 2 and z have the meaning given above, are reacted, with the proviso that the radical A of the formula (VIII) has at least one primary and optionally at least one secondary amino group, preferably at least one primary amino group.
  • the reaction preferably takes place in the presence of organic compounds (3) which retard or prevent the reaction of primary or secondary amino groups with ⁇ -ketocarbonyl compounds.
  • organic compounds (3) it is preferred to use those which give more or less solid adducts with amines.
  • examples of compounds (3) are aldehydes and ketones. Preferred examples are acetone, butanone, methyl isobutyl ketone and cyclohexanone.
  • organosilicon compounds (2) are reacted with organic compounds (3) in a first stage, the compounds (3) forming protective groups on the amino groups in the radical A of the formula (VIII), and subsequently in a second stage the organosilicon compounds (2) obtained in the 1st stage with the protected amino groups (reaction products of (2) and (3)) reacted with diketenes (1).
  • the protective group cleaves again from the amino group in the radical A of the formula (VIII).
  • the radical A of the formula (VIII) may also be an ⁇ -amino radical of the formula -CH 2 -NR 2 -H. In this case, the co-use of organic compounds (3) is not preferred in the production.
  • radicals A are -CH 2 -NH 2 -CH (CH 3 ) -NH 2 -C (CH 3 ) 2 -NH 2 -CH 2 CH 2 -NH 2 -CH 2 CH 2 CH 2 -NH 2 -CH 2 CH 2 CH 2 CH 2 -NH 2 -CH 2 CH 2 CH (CH 3 ) -NH 2 -CH 2 CH 2 CH 2 -NH-CH 2 CH 2 CH 2 -N (CH 3 ) -CH 2 CH 2 -NH 2 -CH 2 CH 2 CH 2 [-NH-CH 2 CH 2 ] 2 -NH 2 -CH 2 CH 2 C (CH 3 ) 2 CH 2 -NH 2 , wherein -CH 2 CH 2 CH 2 -NH 2 and -CH 2 CH 2 CH 2 -NH-CH 2 CH 2 -NH 2 are preferred.
  • the treatment can be done during or after the retanning of leather.
  • the ⁇ -ketocarbonyl-functional siloxane polymers according to the invention are preferably used as solutions in organic solvents. It is therefore preferred to use compositions comprising ⁇ -ketocarbonyl-functional siloxane polymers according to the invention and organic solvents.
  • organic solvents examples include isopropanol, toluene, tetrahydrofuran, white spirit and gasoline fractions.
  • the ⁇ -ketocarbonyl-functional siloxane copolymers according to the invention are present in the solutions in amounts of preferably from 5 to 50% by weight, preferably from 10 to 30% by weight.
  • the ⁇ -ketocarbonyl-functional siloxane polymers according to the invention are preferably used in the form of aqueous emulsions or dispersions. It is therefore preferred to use compositions comprising ⁇ -ketocarbonyl-functional siloxane polymers, emulsifiers and water according to the invention.
  • the ⁇ -ketocarbonyl-functional siloxane polymers according to the invention are present in the aqueous emulsions in amounts of preferably 5 to 60% by weight, preferably 10 to 50% by weight.
  • Suitable emulsifiers or dispersants are, in principle, all surface-active substances, in particular nonionic and anionic, which can stabilize the ⁇ -ketocarbonyl-functional polysiloxanes according to the invention in water.
  • anionic emulsifiers such as ethoxylated phosphoric acid esters based on oleyl or tallow, N-oleylsarcoside, N-stearylsarcoside or N-laurylsarcoside and suitable sulfosuccinate derivatives.
  • the emulsifiers are present in the aqueous emulsions in amounts of preferably 2 to 20% by weight, preferably 4 to 10% by weight.
  • the treatment of leather or leather fibers with the compositions according to the invention is preferably carried out at a pH of from 4 to 7, preferably from 5 to 7.
  • the adjustment of the pH preferably takes place with the aid of sodium hydroxide solution.
  • compositions according to the invention are allowed to act on leather or leather fibers, preferably at a temperature of from 10 to 70.degree. C., preferably from 20 to 50.degree.
  • the exposure time is preferably 20 to 150 minutes, preferably 20 to 90 minutes.
  • the inventive method is preferably carried out at the pressure of the surrounding atmosphere, ie at about 1020 hPa. It can also be performed at higher or lower pressures.
  • the process according to the invention has the advantage that the treatment agent acts both on the surface of the leather as a thin film, and is able to penetrate into the leather and to envelop the "leather fibers", while maintaining the breathable properties.
  • ⁇ -ketocarbonyl-functional polysiloxanes achieves outstanding, permanent hydrophobicizing effect while improving the quality of the handle.
  • the hydrophobic and fingering properties are provided by the uninterrupted polysiloxane backbone caused.
  • the organic moieties positively affect the emulsification and quenching properties for the aqueous and solvent-containing formulation.
  • the terminal carbonyl groups are capable of chelating the metal ions present in the leather and of forming stabilizing hydrogen bonds. The hereby increased fixation allows a stronger permanence of the polysiloxane on the leather framework.
  • the water repellent is usually applied in the barrel in the exhaust process and must therefore be converted for this purpose into an aqueous form.
  • emulsifiers and / or dispersants are used which stabilize the emulsion / dispersion and additionally enhance the depth effect of the hydrophobic treatment.
  • compositions used in the process according to the invention may additionally contain waxes of natural or synthetic origin, solubilizers based on glycols and glycol ethers and further additives, such as retanning agents of natural or synthetic origin.
  • the aminopolysiloxane is mixed at 26 ° C with 25 g of diketene. While stirring, the internal temperature rises by 12 ° C within 15 minutes. The mixture is allowed to react for 2 hours without external heating and receives a nearly colorless silicone polymer having a viscosity of 3220 mm 2 / s (25 ° C) in virtually quantitative yield.
  • the determination of the hydrophobic effect was carried out by application to 5x5 cm pieces of leather.
  • chrome-tanned pieces of leather are immersed at room temperature for about 2 hours in a 5% strength solution of the ⁇ -ketocarbonyl-functional siloxane polymers according to the invention in isopropanol and white spirit.
  • siloxane polymers according to the invention show a significantly better hydrophobic effect compared with a conventional non-functional dimethylpolysiloxane

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Silicon Polymers (AREA)
  • Treatment And Processing Of Natural Fur Or Leather (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

L'invention concerne un procédé de traitement de matières fibreuses contenant des protéines, notamment du cuir, de la laine ou un article en laine, avec des compositions contenant des polymères de siloxane à fonction β-cétocarbonyle, contenant au moins un radical B trivalent de formule générale (I), R3 représentant un atome d'hydrogène ou un radical hydrocarboné monovalent ayant de 1 à 30 atomes de carbone, de préférence un atome d'hydrogène.

Claims (10)

  1. Procédé pour le traitement du cuir ou de fibres de cuir par des compositions contenant des polymères siloxane à fonction β-cétocarbonyle, qui contiennent au moins un radical trivalent B de formule générale
    Figure imgb0012
     dans laquelle
    R3 représente un atome d'hydrogène ou un radical hydrocarboné monovalent ayant de 1 à 30 atomes de carbone, de préférence un atome d'hydrogène.
  2. Procédé selon la revendication 1, caractérisé en ce qu'on utilise comme radical B des radicaux B1 liés par une liaison SiC, choisis dans l'ensemble des formules générales

            -R1-C(=O)-CR3R4-C(=O)-R5     (II)

    et
    Figure imgb0013
     dans lesquelles R3 a la signification indiquée pour ce symbole dans la revendication 1,
    R1 représente un radical organique divalent,
    R4 représente un atome d'hydrogène ou un radical hydrocarboné ayant de 1 à 30 atomes de carbone, et
    R5, R6 et R7 représentent chacun un radical hydrocarboné ayant de 1 à 30 atomes de carbone.
  3. Procédé selon la revendication 1, caractérisé en ce qu'on utilise comme radical B des radicaux B2 liés par une liaison SiC, choisis dans l'ensemble des formules générales

            -R1-Y-C(=O)-CHR3-C(=O)-CH2R3     (IV)

    et

            -R1-Y-C(=O)-CR3=C(-OH)-CH2R3     (V)

    dans lesquelles R1 et R3 ont la signification indiquée pour ces symboles dans les revendications 1 et 2,
    Y représente un atome d'oxygène ou un radical de formule -(NR8-R1')z-NR2-,
    R1 ayant la signification de R1,
    R2 représentant un atome d'hydrogène ou un radical hydrocarboné ayant de 1 à 18 atomes de carbone,
    R8 représente R2 ou un radical de formule
    -C(=O)-CHR3-C(=O)-CH2R3 ou -C(=O)-CR3=C(-OH)-CH2R3,
    z est b ou un nombre entier valant dé 1 à 10, de préférence 0, 1 ou 2.
  4. Procédé selon la revendication 3, caractérisé en ce qu'on utilise comme radicaux B2 des radicaux liés par une liaison Si-C, choisis dans l'ensemble des formules générales
    -CH2CH2CH2-NH(-Z) et
    -CH2CH2CH2-NH1-x(-Z)x-CH2CH2-NH(-Z),
    Z représentant des radicaux de formules

            -C(=O)-CHR3-C(=O)-CH2R3

    ou

            -C(=O)-CR3=C(-OH)-CH2R3,

    R3 ayant la signification indiquée pour ce symbole dans la revendication 1, et
    x étant 0 ou 1.
  5. Procédé selon les revendications 1 à 4, caractérisé en ce qu'on utilise comme polymères siloxane des organopolysiloxanes à base de motifs de formule générale X a ⁢ R c ( OR 9 ⁢ ) d ⁢ SiO 4 - a + c + d 2
    Figure imgb0014
    dans laquelle
    X représente un radical organique qui contient le radical B, B ayant la signification indiquée pour ce symbole dans la revendication 1,
    R représente un radical hydrocarboné monovalent, éventuellement substitué, ayant de 1 à 18 atomes de carbone par radical,
    R9 représente un atome d'hydrogène ou un radical alkyle ayant de 1 à 8 atomes de carbone,
    a est 0 ou 1,
    c est 0, 1, 2 ou 3 et
    d est 0 ou 1,
    étant entendu que la somme a+c+d est ≤ 3 et en moyenne au moins un radical X est contenu par molécule.
  6. Procédé selon les revendications 1 à 5, caractérisé en ce qu'on utilise comme polymères siloxane des organopolysiloxanes choisis dans l'ensemble des formules générales

            XgR3-gSiO(SiR2O)1(SiRXO)kSiR3-gXg     (VIIa)

    et

            (R9O)R2SiO(SiR2O)n(SiRXO)mSiR2(OR9)     (VIIb)

    dans lesquelles A, R, R9 et X ont la signification indiquée pour ces symboles dans la revendication 5,
    g est 0 ou 1,
    k est 0 ou un nombre entier valant de 1 à 30 et
    l est 0 ou un nombre entier valant de 1 à 1 000,
    m est un nombre entier valant de 1 à 30, et
    n est 0 ou un nombre entier valant de 1 à 1 000,
    étant entendu qu'en moyenne au moins un radical X est contenu par molécule.
  7. Procédé selon la revendication 5 ou 6, caractérisé en ce que les radicaux X sont des radicaux B1 liés par une liaison SiC selon la revendication 2 ou des radicaux B2 liés par une liaison SiC selon la revendication 3 ou 4.
  8. Procédé selon les revendications 1 à 7, caractérisé en ce que les compositions sont des solutions des polymères siloxane à fonction β-cétocarbonyle dans des solvants organiques, contenant des polymères siloxane à fonction β-cétocarbonyle selon les revendications 1 à 7 et des solvants organiques.
  9. Procédé selon les revendications 1 à 7, caractérisé en ce que les compositions sont des émulsions aqueuses, contenant des polymères siloxane à fonction β-cétocarbonyle selon les revendications 1 à 7, un émulsifiant et de l'eau.
  10. Procédé selon les revendications 1 à 9, caractérisé en ce que le traitement du cuir s'effectue pendant ou après le retannage.
EP07729419A 2006-06-13 2007-05-23 Procédé de traitement de cuir avec des polymères de siloxane à fonction cétocarbonyle Not-in-force EP2027297B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102006027400A DE102006027400A1 (de) 2006-06-13 2006-06-13 Verfahren zur Behandlung von proteinhaltigen, faserartigen Stoffen mit beta-Ketocarbonyl-funktionellen Siloxanpolymeren
PCT/EP2007/054981 WO2007144249A1 (fr) 2006-06-13 2007-05-23 PROCÉDÉ DE TRAITEMENT DE MATIÈRES FIBREUSES CONTENANT DES PROTÉINES AVEC DES POLYMÈRES DE SILOXANE À FONCTION β-CÉTOCARBONYLE

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EP2027297A1 EP2027297A1 (fr) 2009-02-25
EP2027297B1 true EP2027297B1 (fr) 2010-05-12

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US (1) US20090144912A1 (fr)
EP (1) EP2027297B1 (fr)
JP (1) JP4909407B2 (fr)
KR (1) KR101121910B1 (fr)
CN (1) CN101466849B (fr)
DE (2) DE102006027400A1 (fr)
WO (1) WO2007144249A1 (fr)

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DE102006039940A1 (de) * 2006-08-25 2008-03-06 Wacker Chemie Ag ß-Ketocarbonyl-funktionelle Siloxanpolymere enthaltende Zusammensetzungen
DE102008000931A1 (de) * 2008-04-02 2009-10-08 Wacker Chemie Ag Wachsartige ß-Ketocarbonyl-funktionelle Organosiliciumverbindungen
DE102016000243A1 (de) 2016-01-12 2017-07-13 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Lederhydrophobierungsverfahren und damit hergestelltes Leder
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JP4909407B2 (ja) 2012-04-04
KR101121910B1 (ko) 2012-03-20
DE502007003754D1 (de) 2010-06-24
US20090144912A1 (en) 2009-06-11
EP2027297A1 (fr) 2009-02-25
JP2009540143A (ja) 2009-11-19
CN101466849B (zh) 2012-11-28
WO2007144249A1 (fr) 2007-12-21
KR20090017669A (ko) 2009-02-18
CN101466849A (zh) 2009-06-24

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