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
  • D06M15/37—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
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/31504—Composite [nonstructural laminate]
  • Y10T428/31652—Of asbestos
  • Y10T428/31663—As siloxane, silicone or silane
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated 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
  • Y10T442/2762—Coated or impregnated natural fiber fabric [e.g., cotton, wool, silk, linen, etc.]
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated 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
  • Y10T442/2762—Coated or impregnated natural fiber fabric [e.g., cotton, wool, silk, linen, etc.]
  • Y10T442/277—Coated or impregnated cellulosic fiber fabric
  • Y10T442/2803—Polymeric coating or impregnation from a silane or siloxane not specified as lubricant or water repellent
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated 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
  • Y10T442/2861—Coated or impregnated synthetic organic fiber fabric
  • Y10T442/2877—Coated or impregnated polyvinyl alcohol fiber fabric
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated 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
  • Y10T442/2861—Coated or impregnated synthetic organic fiber fabric
  • Y10T442/291—Coated or impregnated polyolefin fiber fabric
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated 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
  • Y10T442/2861—Coated or impregnated synthetic organic fiber fabric
  • Y10T442/291—Coated or impregnated polyolefin fiber fabric
  • Y10T442/2918—Polypropylene fiber fabric

Definitions

• the invention relates to a process for impregnating organic fibers with organopolysiloxane (1) which, in addition to diorganosiloxane units, in which the two SiC-bonded organic radicals are monovalent hydrocarbon radicals, contains at least two monovalent SiC-bonded radicals with basic nitrogen, characterized in that that at least some of the SiC-bound radicals with basic nitrogen consist of SiC-bound N-cyclohexylaminoalkyl radicals.
• US Pat. No. 4,089,701 and DE-OS 35 03 457 (corresponding to US Ser. No. 807007) contain, as SiC-bonded radicals with basic nitrogen, N-alkylaminoalkyl radicals or N- (aminoalkyl) aminoalkyl radicals no N-cycloalkylaminoalkyl radicals mentioned.
• all organic fibers in the form of threads, yarns, nonwovens, mats, strands, woven, knitted or knitted textiles can be impregnated, which previously could also be impregnated with organosilicon compounds.
• fibers that can be impregnated by the process according to the invention are thus those made of keratin, in particular wool, polyvinyl alcohol, copolymers of vinyl acetate, cotton, rayon, hemp, natural silk, polypropylene, polyethylene, polyester, polyurethane, polyamide, cellulose and mixtures from at least two such fibers.
• the fibers can be of natural or synthetic origin.
• the textiles can be in the form of fabric or pieces of clothing or parts of clothing.
• the shrinkage due to felting can be prevented by impregnation by the process according to the invention, especially if the keratin has been pretreated, rinsed and neutralized.
• the diorganosiloxane units in which the two SiC-bonded organic radicals are monovalent hydrocarbon radicals, are preferably those represented by the formula can be reproduced, where R is the same or different monovalent hydrocarbon radicals, R1 is hydrogen or carbon and hydrogen atom (s) and, if appropriate, an ether oxygen atom, radicals free of multiple bonds with 1 to 15 carbon atoms per radical and a is 0 or 1 is.
• radicals R preferably contain 1 to 18 carbon atoms per radical.
• radicals R are alkyl radicals, such as the methyl, ethyl, n-propyl and isopropyl radical, and butyl, octyl, tetradecyl and octadecyl radicals; aliphatic hydrocarbon radicals with at least one double bond, such as the vinyl, allyl and butadienyl radical; cycloaliphatic hydrocarbon radicals, such as the cyclohexyl radical; aromatic hydrocarbon radicals such as the phenyl radical and naphthyl radicals; Alkaryl groups such as tolyl groups; and aralkyl radicals, such as the benzyl radical.
• at least 80% of the number of SiC-bonded hydrocarbon residues in the organopolysiloxane (1) are preferably methyl residues.
• hydrocarbon radicals R insofar as they represent hydrocarbon radicals free of multiple bonds with a maximum of 15 carbon atoms per radical, also apply in full to the hydrocarbon radicals R 1, the methyl, ethyl and isopropyl radicals being preferred.
• a a preferred example of a radical R 1 composed of carbon and hydrogen atoms and an ether oxygen is the rest of the formula CH3O (CH2) 2-.
• the organopolysiloxanes (1) preferably contain at least 100 diorganosiloxane units, in which the two SiC-bonded organic radicals are monovalent hydrocarbon radicals, per molecule.
• the SiC-bonded N-cyclohexylaminoalkyl radicals are present in monoorganosiloxane and / or diorganosiloxane and / or triorganosiloxane units, which are preferably represented by the formulas can be reproduced, where R, R1 and a have the meaning given above, R2 is the same or different, divalent hydrocarbon radicals and b is 0, 1 or 2.
• radical R 2 is that of the formula - (CH2) 3- particularly preferred.
• the SiC-bound N-cyclohexyl-3-aminopropyl radical is particularly preferred as the SiC-bound N-cyclohexylaminoalkyl radical.
• organopolysiloxane (1) which may contain condensable groups bonded directly to silicon, further monoorganosiloxane and / or diorganosiloxane and / or triorganosiloxane units which have a SiC-bonded radical with basic nitrogen cannot be excluded.
• They are preferably those of the formula wherein R, R1, R2, a and b have the meaning given above and R3 is hydrogen or the same or different alkyl or aminoalkyl or iminoalkyl radicals.
• alkyl radicals R3 are the methyl, ethyl, n-propyl and isopropyl radical as well as butyl, octyl, tetradecyl and octadecyl radicals.
• aminoalkyl radicals R3 are those of the formula H2N (CH2) 2- H2N (CH2) 2NH (CH2) 3- H2N (CH2) 3- (CH3) 2N (CH2) - H2N (CH2) 5- H (NHCH2CH2) 3- and n-C4H9NHCH2CH2NHCH2CH2-.
• the number of siloxane units with an SiC-bonded radical with basic nitrogen is preferably 0.4% to 6% of the number of diorganosiloxane units, in which the both SiC-bonded organic radicals are monovalent hydrocarbon radicals.
• a type of organopolysiloxane (1) can be used. However, a mixture of at least two different types of organopolysiloxane (1) can also be used.
• the organopolysiloxane (1) or a mixture of at least two different types of organopolysiloxane (1) has an average viscosity of preferably 100 to 10,000 mPa.s at 25 ° C, particularly preferably 1000 to 5000 mPa.s at 25 ° C.
• the organopolysiloxane contains (1) condensable groups bonded directly to silicon, it can, together with (2a) organopolysiloxane, which has at least 3 Si-bonded hydrogen atoms per molecule, and (3) optionally a catalyst for the condensation of bonds bonded directly to silicon , condensable groups are used.
• organopolysiloxane can also be used together with (2b) trialkoxy- or tetraalkoxysilane and (3) optionally catalyst for the condensation of condensable groups directly bonded to silicon.
• the organopolysiloxanes (1) can be prepared in a manner known per se for any of the organopolysiloxanes which contain monovalent SiC-bonded radicals containing basic nitrogen.
• organopolysiloxane (2a) with at least 3 Si-bonded hydrogen atoms per molecule which in connection with directly organopolysiloxane (1) having silicon-bonded groups capable of condensation can be used in the process according to the invention
• 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 hydrocarbon radicals. It is further preferred that each silicon atom to which a hydrogen atom is bound also has one of the preferred hydrocarbon radicals mentioned above bound.
• Particularly preferred organopolysiloxanes (2a) with at least 3 Si-bonded hydrogen atoms per molecule are those of the formula (CH3) 3SiO (SiR 4th 2nd O) pSi (CH3) 3, wherein R4 is hydrogen or the methyl, ethyl or phenyl radical and p is an integer from 10 to 500, with the proviso that at most one hydrogen atom is bonded to a silicon atom and that the ratio of R 4th 2nd SiO units in which both R4 are hydrocarbon radicals to the units with Si-bonded hydrogen is 3: 1 to 1: 4.
• R4 also preferably denotes a methyl radical if it is not hydrogen.
• organopolysiloxane can also be used as organopolysiloxanes (2a) with at least 3 Si-bonded hydrogen atoms per molecule.
• the organopolysiloxane (2a) is preferably used in amounts of 0.01 to 0.20 parts by weight of Si-bonded hydrogen per 100 parts by weight of organopolysiloxane (1).
• the trialkoxy- or tetraalkoxysilanes (2b) which can be used in the process according to the invention in conjunction with organopolysilaxane (1) having groups capable of condensation directly bonded to silicon are preferably those of the formula RSi (OR1) 3 or Si (OR1) 4 or partial hydrolyzates of trialkoxy or tetraalkoxysilanes with up to 10 silicon atoms per partial hydrolyzate, where R and R1 have the meaning given above.
• Trialkoxy- or tetraalkoxysilane (2b) is preferably used in amounts of 1 to 20 parts by weight per 100 parts by weight of organopolysiloxane (1).
• any catalysts for the condensation of condensable groups directly bonded to silicon can be used in the process according to the invention which have hitherto been used to promote the condensation of condensable groups directly bonded to silicon Groups could be used.
• Such catalysts are, in particular, carboxylic acid salts of tin or zinc, it being possible for hydrocarbon radicals to be bonded directly to tin, such as di-n-butyltin dilaurate, tin octoates, di-2-ethyltin dilaurate, di-n-butyltin di-2-ethylhexoate, di-2- ethylhexyltin di-2-ethylhexoate, dibutyl or dioctyltin diacylates, the acylate groups each being derived from alkanoic acids having 3 to 16 carbon atoms per acid, in which at least two of the valences of the carbon atom bonded to the carboxyl group are saturated by at least two carbon atoms other than that of the carboxy group , and zinc octoate.
• tin such as di-n-butyltin dilaurate, tin octoates,
• catalysts (3) are alkoxy titanates, such as butyl titanates and triethanolamine titanate, and zirconium compounds.
• catalysts (3) The same or different molecules of this type of catalyst can also be used as catalysts (3).
• the catalyst (3) is preferably used in amounts of 1 to 10 parts by weight per 100 parts by weight of organopolysiloxane (1).
• further substances such as can conventionally be used to impregnate organic fibers, can optionally be used in the process according to the invention.
• examples of such other substances in the terminal units are each a Si-bonded hydroxyl group having dimethylpolysiloxanes with a viscosity of at most 10,000 mPa.s at 25 ° C, dimethylpolysiloxanes endblocked by trimethylsiloxy groups with a viscosity of at most 10,000 mPa.s at 25 ° C and, especially if the fibers to be impregnated consist at least in part of cellulose or cotton, so-called "crease-free finishes", such as dimethyldihydroxyethylene urea (DMDHEU) in a mixture with zinc nitrate or magnesium chloride.
• DMDHEU dimethyldihydroxyethylene urea
• the substances used in the process according to the invention can be applied to the fiber 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 in addition to water, dispersants and the above-mentioned substances to be dispersed, contain thickeners, such as poly-N-vinylpyrrolidone.
• the substances used in the process according to the invention are preferably applied in the form of aqueous emulsions to the fibers to be impregnated. Nonionic and cationogenic emulsifiers are preferred as dispersants in these dispersions. These emulsions can be prepared in a manner known for the emulsification of organopolysiloxanes.
• the substances used in the process according to the invention can be applied to the fibers to be impregnated in any suitable and well-known manner for the impregnation of fibers, e.g. B. by dipping, brushing, pouring, spraying, including spraying from aerosol packaging, rolling, padding or printing.
• the substances used in the process according to the invention are preferably applied in amounts such that the weight gain of the fiber by these substances, minus any diluents which may be used, is 1 to 20 percent by weight, based on the weight of the fiber.
• the crosslinking of the organosilicon compounds used in the process according to the invention which occurs when components (2a) or (2b) and optionally (3) are used, takes place at room temperature. You can by heating to z. B. accelerated 50 ° to 180 ° C.
• An emulsion as described in Example 1 under b) is prepared with a dimethylpolysiloxane which has a Si-bonded hydroxyl group and has a viscosity of 1010 mPa.s at 25 ° C. in the terminal units.
• a white cotton fabric with a weight of 180 g / cm2 is immersed in an emulsion E1, E2, E3 and E4, each containing 30 g / l of the emulsion, the preparation of which is described in Examples 1, 2, 3 and 4 , and the rest contains water.
• a white cotton fabric with a weight of 180 g / cm 2 is immersed in an emulsion VE1, VE2, VE3 and VE4, each containing 30 g / l of the emulsion, the preparation of which is described in comparative experiments 1, 2, 3 and 4, respectively , and the rest contains water.
• the cotton fabrics are then squeezed to 74% liquid absorption.
• the cotton fabrics impregnated in this way are then heated to 150 ° C. for 10 minutes.
• the grip was rated equally well for the cotton fabrics impregnated with the emulsions E1, E2, E4, VE1 and VE2, but was rated better than for the cotton fabrics impregnated with the emulsions E3 and VE3 and much better rated as for the cotton fabric impregnated with the emulsion VE4.
• Table 2 Yellowing assessment white cotton fabric impregnated with emulsion E1 E2 E3 E4 VE1 VE2 VE3 VE4 without 1) Berger whiteness 76.1 76.3 76.5 76.8 74.7 74.5 71.5 76.6 76.5 1) non-impregnated white cotton fabric

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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)
• Silicon Polymers (AREA)

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• 1987
  • 1987-09-10 DE DE19873730413 patent/DE3730413A1/de not_active Withdrawn
• 1988
  • 1988-08-26 US US07/240,040 patent/US4874662A/en not_active Expired - Lifetime
  • 1988-09-08 JP JP63223684A patent/JPH0197279A/ja active Granted
  • 1988-09-08 AT AT88114668T patent/ATE78531T1/de not_active IP Right Cessation
  • 1988-09-08 EP EP88114668A patent/EP0306935B1/fr not_active Expired - Lifetime
  • 1988-09-08 DE DE8888114668T patent/DE3872993D1/de not_active Expired - Lifetime
  • 1988-09-08 KR KR1019880011594A patent/KR950003854B1/ko not_active IP Right Cessation
  • 1988-09-09 AU AU22037/88A patent/AU609875B2/en not_active Ceased

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