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
  • 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

Definitions

• crosslinkable diorganopolysiloxane organopolysiloxane with at least 3 Si-bonded hydrogen atoms per molecule and crosslinking catalyst to the textiles to be impregnated and crosslinking the crosslinkable diorganopolysiloxane are already known.
• the crosslinking can be carried out by condensation of Si-bonded hydrogen and Si-bonded hydroxyl groups (see, for example, US 4,098,701, issued July 4, 1978, P.M. Burrill et al., Dow Corning Limited).
• crosslinking can also be carried out by addition of Si-bonded hydrogen to SiC-bonded organic radicals with aliphatic multiple bonds (cf., for example, US Pat. No. 4,154,714, issued May 15, 1979, F. Hockemeyer et al., Wacker-Chemie GmbH).
• the invention relates to a method for impregnating textiles from organic fibers by applying crosslinkable diorganopolysiloxane, organopolysiloxane with at least 3 Si-bonded hydrogen atoms per molecule and crosslinking Catalyst on the textiles to be impregnated and crosslinking of crosslinkable diorganopolysiloxane in a known manner, characterized in that.
• organo (poly) siloxane with 1 or 2 Si-bonded hydrogen atom (s) and 2 to 8 silicon atoms per molecule is additionally applied to the textiles to be impregnated; the use of filler with a surface area of at least 50 m 2 / g in amounts above 1% by weight; based on the total weight of the organosilicon compounds used in each case; is excluded.
• textile equipment which, in addition to diorganopolysiloxane which has an Si-bonded hydroxyl group, in each of the terminal units; Organopolysiloxane with at least 3 Si-bonded hydrogen atoms per molecule and crosslinking catalyst Organopolysiloxane with 2 Si-bonded hydrogen atoms per molecule and a viscosity of at least 10 mPa.s at 25 ° C, i.e. with more than 8 silicon atoms per molecule, contains the textiles elasticity and puffier; thus a comfortable grip.
• the textiles treated according to the invention surprisingly have a more pleasant grip.
• All woven, knitted or knitted textiles made of organic fibers can be impregnated by the process according to the invention, which previously could also be impregnated with organosilicon compounds.
• the organic fibers from which the textiles are made can be natural or synthetic fibers. Examples of such fibers are those made of keratin, in particular wool, cotton, rayon, hemp, natural silk, polypropylene, polyethylene, polyester, polyurethane, polyamide, cellulose acetate and mixtures of at least two such fibers.
• the textiles can be in the form of fabric webs or items of clothing or parts of items of clothing.
• the preferred crosslinkable diorganopolysiloxane is one which has a Si-bonded hydroxyl group in the terminal units.
• the same diorganopolysiloxanes can be used as such diorganopolysiloxanes, each having an Si-bonded hydroxyl group in the terminal units and which can also be used in the previously known methods for impregnating organic fibers using a Si in the terminal units. bound hydroxyl group-containing diorganopolysiloxane.
• Preferred as diorganopolysiloxanes each having an Si-bonded hydroxyl group in the terminal units are again those of the formula where R is the same or different monovalent, optionally halogenated hydrocarbon radicals and n is an integer with a value such that the average viscosity of these diorganopolysiloxanes is 100 to over 10 6 mPa.s at 25 "C.
• siloxane units can also be present in addition to the diorganosiloxane units, that is to say the units of the formula R 2 SiO.
• examples of such other siloxane units which are often only present as more or less difficult to avoid impurities, are those of the formulas RSiO 3/2 , R 3 SiO 1/2 and SiO 4/2 , where R in each case has the meaning given above.
• the amount of such siloxane units as diorganosiloxane units is preferably at most 10%, in particular at most 5%, of the number of siloxane units in the diorganopolysiloxanes which can be crosslinked by condensation.
• the radicals R and thus the SiC-bonded organic radicals in the diorganopolysiloxanes crosslinkable by condensation used in the process according to the invention contain 1 to 20 carbon atoms per radical.
• hydrocarbon radicals R and thus SiC-bonded organic radicals in the im Diorganopolysiloxanes which can be crosslinked by condensation in the process according to the invention are alkyl radicals such as Methyl, ethyl, n-propyl and isopropyl as well as butyl, octyl, tetradecyl and octadecyl radicals; Alkenyl groups such as the vinyl and allyl groups; cycloaliphatic hydrocarbon radicals, such as the cyclohexyl and cycloheptyl radical and cyclohexenyl radicals; aryl radicals, such as the phenyl radical and naphthyl radicals; Alkenyl groups such as tolyl groups; and aral
• halogenated hydrocarbon radicals R and thus likewise of SiC-bonded organic radicals in the crosslinkable diorganopolysiloxanes used in the process according to the invention are the 3,3,3-trifluoropropyl radical and o-, p- and m-chlorophenyl radicals.
• SiC-bonded organic radicals in the crosslinkable diorganopolysiloxanes used in the process according to the invention are furthermore those which, in addition to hydrogen, carbon and fluorine atoms, contain ether oxygen atoms, such as the tetrafluoroethyloxypropyl radical, in particular because of the easier accessibility there is preferably at least 80% of them Number of residues R and thus the SiC-bonded organic residues in the diorganopolysiloxanes from methyl residues used in the process according to the invention.
• the same or different molecules of this type of organopolysiloxane can be used as diorganopolysiloxanes which can be crosslinked by condensation.
• any diorganopolysiloxane with SiC-bonded organic residues containing aliphatic multiple bonds can be used, which is also the case with the previously known processes for impregnating organic fibers using diorganopolysiloxane with SiC-bonded organic residues having aliphatic multiple bonds and crosslinking of such diorganopolysiloxane by addition of Si-bonded hydrogen to SiC-bonded organic residues with aliphatic multiple bonds.
• Preferred diorganopolysiloxanes with SiC-bonded organic radicals containing aliphatic multiple bonds are those represented by the formula can be reproduced, where R 'has the meaning given for R above, with the proviso that at least 99% of the number' of the radicals R 'are free from aliphatic multiple bond, and n has the meaning given above for it.
• organopolysiloxane can be used as diorganopolysiloxanes which can be crosslinked by addition.
• the organopolysiloxanes containing at least 3 Si-bonded hydrogen atoms per molecule can also be used in the process according to the invention with the same organopolysiloxanes with at least 3 Si-bonded hydrogen atoms which are impregnated in all previously known processes of organic fibers using diorganopolysiloxane with aliphatic multiple bond-containing SiC-bonded organic residues and crosslinking of such diorganopolysiloxane by addition of Si-bonded hydrogen to SiC-bonded organic residues with aliphatic multiple bond can be used.
• These organopolysiloxanes with at least 3 Si-bonded hydrogen atoms per molecule can be linear, branched or cyclic.
• the silicon valences which are saturated by hydrogen and siloxane oxygen atoms, are preferably saturated by methyl, ethyl or phenyl radicals or a mixture of at least two such radicals.
• Preferred organopolysiloxanes with at least 3 Si-bonded hydrogen atoms per molecule are those of the formula wherein R 2 is hydrogen or identical or different hydrocarbon radicals with the meaning methyl, ethyl or phenyl and p is an integer from 10 to 500, with the proviso that only one hydrogen atom is bound to a Si atom and that the ratio are of R2 SiO units in de- ne n both R hydrocarbon radicals, to the HR SiO units, where R 2 is a hydrocarbon radical, is 0: 1: 1 to. 3
• R 2 also means methyl if it is not hydrogen.
• the at least 3 Si-bonded hydrogen atoms and the SiC-bonded organic radicals can also be present in one and the same molecule.
• Organopolysiloxane with at least 3 Si-bonded hydrogen atoms per molecule used in the process according to the invention preferably contains at least 0.1 percent by weight Si-bonded hydrogen per molecule of this type of organopolysiloxane.
• organopolysiloxane can also be used as organopolysiloxanes with at least 3 Si-bonded hydrogen atoms per molecule.
• Organopolysiloxane with at least 3 Si-bonded hydrogen atoms per molecule used in the process according to the invention is preferably used in amounts of 1 to 10 parts by weight per 100 parts by weight of crosslinkable diorganopolysiloxane.
• a condensation catalyst is used as the crosslinking catalyst. Any catalyst can be used which could also be used in the previously known processes for promoting the condensation of Si-bonded hydroxyl groups and Si-bonded hydrogen.
• catalysts are, in particular, carboxylic acid salts of tin or zinc, it being possible for hydrocarbons to be bonded directly to these metals, such as di-n-butyltin diacetate, di-n-butyltin dilaurate, di-n-butyltin di-2-ethylhexoate and di-2-ethylhexyltin di -2-ethylhexoate and zinc octoate.
• condensation catalysts are alkyl titanates such as butyl titanates, triethanolamine titanate and zirconium compounds.
• a type of condensation catalyst can be used. But it can also be a mixture of at least two different types of condensation catalysts, e.g. B. a mixture of di-n-butyltin dilaurate and butyl titanates can be used.
• Condensation catalyst is preferably used in amounts of 0.3 to 6 parts by weight per 10 to 90 parts by weight of crosslinkable diorganopolysiloxane.
• a catalyst which promotes the addition of Si-bonded hydrogen to an aliphatic multiple bond is used as the crosslinking catalyst.
• Any catalyst can be used which could also be used in the previously known processes for promoting the addition of Si-bonded hydrogen to SiC-bonded organic radicals with aliphatic multiple bonds.
• Examples of such catalysts are metallic finely divided platinum, ruthenium, rhodium, palladium and iridium, where these metals can each be on solid supports, such as silicon dioxide, aluminum oxide or activated carbon, and compounds or complexes of these elements, such as PtCl 4 , H 2 PtCl 6 .
• platinum-olefin complexes platinum-alcohol complexes, platinum-alcoholate complexes, platinum-ether complexes, platinum-aldehyde complexes, platinum-ketone complexes, including reaction products from H 2 PtCl 6 .
• platinum-vinylsiloxane complexes in particular platinum-divinyltetramethyldisiloxane complexes or without any detectable inorganic halogen, bis (gamma-picolin) platinum dichloride, trimethylene pyridine platinum dichloride, dicyclopentadiene platinum dichloride, dimethyl sulfoxide-ethylene platinum (II) dichloride and reaction products from platinum tetrachylamine dissolved in 1-octene and sec.
• Platinum compounds or platinum complexes are preferred as catalysts which promote the attachment of Si-bonded hydrogen to SiC-bonded organic radicals with aliphatic multiple bonds.
• a type of Si-bonded hydrogen attachment to SiC-bonded organic radicals with aliphatic multiple bond catalyst can be used. But it can also be a mixture of at least two such catalysts. sensors are used.
• platinum compound or platinum complex is used as the addition of Si-bonded hydrogen to SiC-bonded organic radicals with aliphatic multiple bonds
• such a catalyst is preferably used in amounts of 0.002-0.02 parts by weight, calculated as elemental platinum, per 100 parts by weight of organopolysiloxane used with SiC-bonded aliphatic multiple bonds.
• the silicon valences, other than saturated by hydrogen and siloxane oxygen atoms, are preferably saturated by methyl, ethyl or phenyl residues or a mixture of at least two such residues .
• the methyl residue is as. organic rest also in the Organo (poly) - siloxanes with 1 or 2 Si-bonded hydrogen atom (s) per molecule are particularly preferred.
• organo (poly) siloxanes with 1 or 2 Si-bonded hydrogen atom (s) with 2 to 8 silicon atoms per molecule are those of the formulas and where m is 0 or an integer from 1 to 6, preferably 1 to 4, ie compounds; which belong to the class of linear diorgano (poly) siloxanes with an Si-bonded hydrogen atom in at least one of the terminal units.
• a type of organo (poly) siloxane with 1 or 2 Si-bonded hydrogen atom (s) and 2 to 8 silicon atoms per molecule can be used. However, a mixture of at least two such organo (poly) siloxanes can also be used.
• Organo (poly) siloxane with 1 or 2 Si-bonded hydrogen atoms and 2 to 8 silicon atoms per molecule is preferably used in amounts of 0.2 to 10 parts by weight per part by weight of organopolysiloxane with at least 3 Si-bonded hydrogen atoms per molecule.
• Si-bonded with the inventive method hydrogen atoms of organo (poly) siloxane containing 1 or 2 Si-bonded hydrogen atom (s) and 2 to 8 silicon atoms per molecule and Si-bonded hydroxyl groups condense or crosslinkable diorganopolysiloxane this Si-bonded hydrogen attaches to SiC-bonded organic residues with aliphatic multiple bonds of crosslinkable diorganopolysiloxane.
• organosilicon compounds suitable as adhesives such as the organosilicon compound, which are obtained by heating a mixture of 10 parts by weight of vinyltriacetoxysilane and 13 parts by weight of the silane of the formula for 1 hour is available at 200 ° C.
• acid such as acetic acid
• the substances used in the process according to the invention can be applied to the textiles to be impregnated in undiluted form or in the form of solutions in organic solvent or in the form of aqueous emulsions. If aqueous emulsions are used, these emulsions can contain, in addition to water, dispersants and dispersed substances, thickeners such as N-vinylpyrrolidone.
• the substances used in the process according to the invention can be applied to the textiles to be impregnated in any suitable and well-known manner for the impregnation of textiles with liquid substances, e.g. B. by diving; painting; Casting; spraying, rolling, printing, knife or knife coating; including those with a Meyer rod, or with an air brush.
• the crosslinking by condensation of Si-bonded hydrogen and Si-bonded hydroxyl groups takes place at room temperature. You can by heating to z. B. accelerated 50 ° to 180 ° C.
• the crosslinking by addition of Si-bonded hydrogen to SiC-bonded organic radicals with aliphatic multiple bonds is brought about by heating to temperatures of preferably at least 110 ° C. Temperatures from 140 ° to 160 ° C for 5 to 80 seconds are preferred. Instead of being heated, or in connection with heating, the attachment can also be done e.g. B. triggered by ultraviolet light. .
• the textiles made of organic fibers impregnated according to the invention not only have a pleasant handle. You are a lot more waterproof or water-repellent.
• the waterproofing value of the impregnated fabric is 1000 mm water column according to DIN (German Industry Standard 53 886). After 5 delicate washes at 30 ° C in a household washing machine or 5 times per 20-minute treatment with perchlorethylene, as is carried out during chemical cleaning, this value is still unchanged.
• Example 1 The procedure described in Example 1 is repeated with the modification that no pentamethyldisiloxane is used.
• the waterproofing of the fabric has the same properties with regard to its waterproofness as the fabric impregnated according to Example 1. However, it has a much harder grip.
• the water resistance of the fabric is 1000 mm water column according to DIN 53 886. After 5 delicate washes at 30 ° C in a household washing machine or 5 times 20 minutes of treatment with perchlorethylene, as is carried out during chemical cleaning, this value is still unchanged.
• Example 2 The procedure described in Example 2 is repeated with the modification that no tetramethyldisiloxane is used.
• the waterproofing of the fabric impregnated has the same properties as the fabric impregnated according to Example 2; but has a much harder grip.
• the waterproofing value of the impregnated fabric is 1000 mm water column according to DIN 53 886. After 5 delicate washes at 30 ° C in a household washing machine or 5 times 20-minute treatment with perchlorethylene, as is carried out during chemical cleaning, this value is still unchanged .
• Example 3 The procedure described in Example 3 is repeated with the modification that no pentamethyldisiloxane and also no organopolysiloxane, each with an Si-bonded hydrogen atom, are used in the terminal units.
• the waterproofing of the fabric impregnated has the same properties as the fabric impregnated according to Example 3. However, it has a much harder grip.
• the waterproofing value of the impregnated fabric is 1000 mm water column according to DIN 53 886. After 5 delicate washes at 30 ° C in a household washing machine or 5 times 20 minutes treatment with perchlorethylene, as is carried out during chemical cleaning, this value is still unchanged.
• Example 4 The procedure described in Example 4 is repeated with the modification that no organopolysiloxane with one Si-bonded hydrogen atom is used in the terminal units.
• the waterproofing of the fabric impregnated in this way has the same properties as the fabric impregnated according to Example 4. However, it has a much harder grip.
• the waterproofing value of the impregnated fabric is 250 mm water column according to DIN 53 886. After 5 delicates at 30 ° C in a household washing machine or 5 times 20 minutes treatment with perchlorethylene, as is carried out during chemical cleaning, this value is still 200 mm .
• Example 5 The procedure described in Example 5 is repeated with the modification that no organopolysiloxane with one Si-bonded hydrogen atom is used in the terminal units.
• the waterproofing of the fabric impregnated has the same properties as the fabric impregnated according to Example 5. However, it has a much harder grip.
• drying is carried out by heating to 95 ° C. for 45 seconds.
• the crosslinkable organopolysiloxane is then crosslinked by heating at 150 ° C. for 2 minutes.
• the fabric then has a surface of 32 g / m 2 and has a pleasantly soft feel.
• the water resistance of the fabric is 400 mm water column according to DIN 53 886.
• Example 6 The procedure described in Example 6 is repeated with the modification that no organopolysiloxane with one Si-bonded hydrogen atom is used in the terminal units.
• the fabric impregnated in this way has the same properties with regard to its waterproofness as the fabric impregnated according to Example 6. However, it has a much harder grip.

Landscapes

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

Applications Claiming Priority (2)

Publications (2)

Family

ID=6208940

Family Applications (1)

Country Status (6)

Cited By (3)

Families Citing this family (11)

Citations (4)

Family Cites Families (5)

• 1983
  • 1983-09-13 DE DE3332997A patent/DE3332997A1/de not_active Withdrawn
• 1984
  • 1984-07-02 US US06/627,125 patent/US4555419A/en not_active Expired - Fee Related
  • 1984-08-10 CA CA000460728A patent/CA1251102A/fr not_active Expired
  • 1984-08-14 KR KR1019840004891A patent/KR870000475B1/ko active IP Right Grant
  • 1984-09-11 EP EP84110814A patent/EP0135187A3/fr not_active Ceased
  • 1984-09-12 JP JP59189856A patent/JPS6075679A/ja active Pending

Patent Citations (4)

Also Published As

Similar Documents

Legal Events