EP2997091A1 - Effets hydrofuges sur des surfaces textiles - Google Patents

Effets hydrofuges sur des surfaces textiles

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Publication number
EP2997091A1
EP2997091A1 EP14724696.1A EP14724696A EP2997091A1 EP 2997091 A1 EP2997091 A1 EP 2997091A1 EP 14724696 A EP14724696 A EP 14724696A EP 2997091 A1 EP2997091 A1 EP 2997091A1
Authority
EP
European Patent Office
Prior art keywords
group
water
saturated
unsaturated
preparation according
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Withdrawn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
EP14724696.1A
Other languages
German (de)
English (en)
Inventor
Andreas Otterbach
Konrad Nostadt
Holger Danielec
Herbert Bachus
Robert Zyschka
Peter Will
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.)
CHT Germany GmbH
Original Assignee
CHT R Beitlich GmbH
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Filing date
Publication date
Application filed by CHT R Beitlich GmbH filed Critical CHT R Beitlich GmbH
Publication of EP2997091A1 publication Critical patent/EP2997091A1/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Withdrawn legal-status Critical Current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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
    • C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C08K5/101—Esters; Ether-esters of monocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/21—Urea; Derivatives thereof, e.g. biuret
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
    • C08K5/3477—Six-membered rings
    • C08K5/3492—Triazines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
    • C08K5/3477—Six-membered rings
    • C08K5/3492—Triazines
    • C08K5/34922—Melamine; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04—Polysiloxanes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • C08L91/06—Waxes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • C09D183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D191/00—Coating compositions based on oils, fats or waxes; Coating compositions based on derivatives thereof
    • C09D191/06—Waxes
    • 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/02—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons
    • 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • D06M13/2246—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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/325—Amines
    • 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
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing 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
    • D06M2200/10—Repellency against liquids
    • D06M2200/12—Hydrophobic properties

Definitions

  • the invention describes a preparation which is applied to textile surfaces, woven fabrics, loops, knits, fibers, nonwovens and knitted fabrics and exhibits a water-repellent effect thereon. Furthermore, the invention comprises a process for the preparation of the preparation and the use of the preparation, including the textiles thus obtained.
  • Textile materials are used for a variety of applications. However, their absorbency and permeability to water are undesirable in many applications. For outdoor textiles such as rainwear and tarpaulins or permanent outdoor textiles such as awnings and geotextiles, these properties are disadvantageous. Since the sole choice of textile material can not find a technically adequate and economically acceptable solution to the problem, these textiles are treated with water-repellent agents. For a long time, the perfluorinated acrylate systems and the equipment based on them dominated the market. These fluorine-containing surface treatments not only allow excellent water repellency, but also bring along oil and dirt repellent effects.
  • Patent EP 2411575 Bl mentions the use of terpolymers based on alkyl acrylates, chlorine-containing vinyl compounds and styrene derivatives in combination with waxes as aqueous dispersions.
  • styrene-containing polymers is unsuitable due to the yellowing tendency of these compounds and also halogen-containing substances are undesirable for environmental reasons in the textile industry.
  • Vinyl esters of the Kochkladren as a component of copolymer wax dispersions were mentioned in EP 1424433 Bl, but are unfavorable due to the high price.
  • DE 10211549 B9 describes the preparation of a compound which is obtained from the reaction of a diol, alkanolamine or diamine with a diisocyanate or a dicarboxylic acid and finally admixed with a further isocyanate. In conjunction with waxing, this reaction product is used as a hydrophobic surface finish.
  • H-siloxanes for the hydrophobization of textiles is known for example from DE 1231663 AI.
  • wrinkle-free equipment can be achieved at the same time (cf also US 3,032,442 A).
  • these known systems are known to have the serious disadvantage that elemental hydrogen can be released during textile finishing, which represents a considerable process risk.
  • they require anhydrous, flammable solvents and toxicologically questionable catalysts and are therefore not applicable in the textile industry.
  • EP 2152957 B1 also uses the described component from DE 10211549 B9 in conjunction with alkyl-modified organosiloxanes, which, however, can not achieve sufficient hydrophobicity before and after household washes.
  • JP 2006-124866 A1 reports on the use of a non-functionalized polydimethylsiloxane in compounds with a cross-linking agent, preferably based on a carbodiimide, for hydrophobicizing textile materials.
  • EP 1108765 Bl describes carboxy-functional silicones as water repellents for furs and leather, optionally together with paraffins.
  • the disadvantage is that these substrates at the latest after the first household wash with a commercial alkaline detergent lose their water-repellent effect, since the present invention according to the necessary acid groups are then deprotonated.
  • the authors also describe a dispersion process in which the silicone is first reacted with a base, then dispersed in a mixture of water and an organic solvent, from which finally this solvent has to be removed by distillation.
  • Aminoplasts are mostly used in the form of melamine or urea-formaldehyde resins as crease-resistant finishing of cellulosic fibers.
  • Alkylmelamines and their resins as textile water repellents are known from BE 569962 AI. Similar approaches can also be found in DE 1594977 AI and DE 1570776 AI. In DE 60124597 12 such melamine derivatives are applied together with waxes on textiles to achieve water-repellent effects. With this incomplete fluorine-free system, however, neither adequate permanence nor the desired handle design can be achieved.
  • EP 1035200 A2 describes a wiper cloth finished with one or more hydrophobic components with the aim of producing a water-repellent film on an automobile surface treated therewith, wherein the hydrophobic finish is transferred from the textile to the wiped surface.
  • the authors also state that the amount of emulsifier must not be too high for such a system, since otherwise the hydrophobing effect is lost. Accordingly, the smallest possible amounts of surface-active substances are advantageous.
  • the object of the present invention is to provide a preparation for producing water-repellent effects on textile surfaces by the combination of suitable active ingredients and the combination of these in the preparation with the lowest possible amounts of emulsifiers available. It has surprisingly been found that the combination of, on the one hand, silicone polymer and, on the other hand, wax and / or fatty acid ester, and preferably additionally provided with aminoplasts, results in permanent, wash-resistant hydrophobing of textile materials with a pleasant and soft feel and good air permeability. It is particularly advantageous that the plasticizer usually required can be saved.
  • silicone polymers having a high alkyl density can be formulated particularly advantageously with wax and optionally aminoplast in one step.
  • the process according to the invention describes a production process with the lowest possible amounts of surface-active substances and dispersants.
  • the silicone polymer has a melting point of in particular -20 to 60 ° C, preferably from 0 to 50 ° C, particularly preferably from 20 to 40 ° C, the expert but it is known that melting points of hydrophobicizing components such as waxes must have a melting range greater than 60 ° C in order to achieve even moderate wash resistance.
  • the preparation according to the invention contains the following constituents: a) 1.0 to 50.0% by weight, preferably 2 to 20.0% by weight, silicone polymer b) 1.0 to 50.0% by weight, preferably 2 to 20.0% by weight, wax and / or
  • the silicone polymer according to the invention comprises the necessary units M, N, O and the optional units P a , P b and also P c and optionally the end groups X and Y:
  • n and o are integers and can be chosen independently and assume values from 1 to 100,000.
  • p a , p b , p c can be independently determined as integers between 0 and 100,000. Preferred are such
  • the nitrogen content is defined as follows: Mass (nitrogen in the polymer) * 100
  • the unit M is the base unit of the silicone polymer.
  • R 1 is selected from the group of saturated or unsaturated, linear, branched and / or cyclic hydrocarbons and the aryls, hydroxy or alkoxy.
  • R 2 saturated or unsaturated, linear, branched and / or cyclic hydrocarbons and aryls can be used.
  • the combination for the unit N which consists of a methyl radical and a saturated or unsaturated, linear, branched and / or cyclic, aliphatic hydrocarbon having 8 to 50 carbon atoms, very particularly preferably having 16 to 30 carbon atoms.
  • the unit O carries amino-functional side groups and the radical R 3 .
  • amine-containing silanes from the Dynasylan® product Ver can be incorporated into the polymer by equilibration reactions.
  • the radical R 3 may be a hydroxy, alkoxy, alkyl or aryl group in the context of the invention.
  • the amine-containing side groups consisting of contain at least one nitrogen atom which is present as a primary, secondary, tertiary amine or as quaternary ammonium.
  • R 4 can be selected from the group of saturated or unsaturated, linear, branched and / or cyclic hydrocarbons which may additionally carry amine groups in the chain, such as, for example, alkyleneaminoalkyl, alkyleneaminoalkyleneaminalkyl, or arylenes; particularly preferred are alkylenes having 1 to 6 Carbon atoms or Alkylenaminoalkylenamine having in each case 1 to 6 carbon atoms in the chains used.
  • R 5 and R 6 can independently be selected from the following classes of substance: hydrogen, alkyl, amide, alkyleneamine, alkyleneaminoalkyl, Alkyleneaminoalkylenamine or longer homologues of this series.
  • the optional units P a , P b and P c contain further functionalizations for R 7 and R 8 in the form of organic radicals which may be bonded directly or indirectly via an alkylene or arylene spacer to the silicon atom, such as glycidyl, epoxy, alkyl ethers , Polyalkylene ethers, allyl, hydroxy, triorganylsilyl (organyls are alkyls and / or aryls), alkyl, alkoxy, aryloxy, vinyl, mercapto, phosphato.
  • organic radicals which may be bonded directly or indirectly via an alkylene or arylene spacer to the silicon atom, such as glycidyl, epoxy, alkyl ethers , Polyalkylene ethers, allyl, hydroxy, triorganylsilyl (organyls are alkyls and / or aryls), alkyl, alkoxy, aryloxy, vinyl, mercapto, phosphat
  • R 7 and R 8 it is also possible to use further silicone polymer chains for R 7 and R 8 , so that a cross-branched network is formed which is built up with the units M, N, O and / or P a , P b , P c .
  • linkages of P and / or P c via oxygen bridges to further silicon atoms are possible, which in turn must be part of the abovementioned units.
  • the peripheral units in the a- and ⁇ -positions are saturated by the end groups X and Y.
  • X and Y are independently selectable from hydroxy, triorganylsilyl, alkyl, aryl or hydrogen.
  • Organyls in this context are functionalized or non-functionalized hydrocarbons, aryls or mixtures of these classes.
  • this polymer dissolves in waxes and / or fatty acid esters, and therefore can be emulsified in one step with these.
  • the amount of hydrophobicity-disturbing emulsifiers is largely minimized and the water-repellent effects of the finished textiles improved.
  • one or more of the group of natural, semisynthetic, synthetic waxes and / or fatty acid esters may be considered as wax / fatty acid esters.
  • Natural waxes can be distinguished into mineral, vegetable and animal waxes, all of which can be used according to the invention. Vegetable waxes are, for example, carnauba or Japan wax, mineral, for example, ceresin or montan waxes (raw montan waxes, acid waxes, ester waxes, partially hydrolyzed ester waxes, emulsifier-containing ester waxes, fully hydrolyzed montan waxes). Beeswax, lanolin are exemplary listed as animal waxes.
  • Synthetic waxes are those based on polyalkylene (polyethylene, polypropylene, polyolefin waxes), polyol ether esters, Fischer-Tropsch waxes, oxidized PE and HDPE waxes, paraffins, amide waxes such as Ethylenbisstearoyldiamid.
  • Semisynthetic waxes are chemically modified native source waxes such as hydrogenated jojoba waxes and Sasol waxes.
  • esters of fatty acids can be used as waxes.
  • Suitable acids are the saturated and unsaturated, linear, branched and / or ring fatty acids having 16 to 50 carbon atoms.
  • the linear, saturated or unsaturated acids having 16 to 36 carbon atoms in the chain are used.
  • Fettal koholreste or polyhydric alcohol radicals used as a second component of the esters of the invention.
  • Monofunctional alcohols according to the invention consist of 16 to 50 carbon atoms and one hydroxy group and are composed of saturated or unsaturated and linear, branched and / or rings consisting of rings. Examples are cetyl alcohol, stearyl alcohol, behenyl alcohol, ambrein and betulin.
  • Suitable polyhydric alcohols are reactive aliphatic alcohols which carry two or more hydroxyl groups and can form compounds having more than one ester group under the conditions known to the person skilled in the art with the abovementioned fatty acids.
  • ethylene glycol, propylene glycol, butylene glycol, pentylene glycol, pentaerythritol, trimethylolpropane, glycerol are to be listed.
  • mixtures of polyethylene-acrylic acid copolymers, as present in Michem® Emulsion 34935, or polyethylene-maleic acid (anhydride) copolymers can be used.
  • such waxes are used with a melting point of greater than 60 ° C, since it is known in the art that the hydrophobicity is often insufficient in low-melting waxes.
  • the aminoplast preferably to be used according to the invention comprises one or more amine-containing components based on urea, melamine or an aldehyde resin derived therefrom.
  • the melamine component is composed as shown:
  • the radicals R 1 to R 6 are independently selectable from the group hydrogen, saturated or unsaturated, linear, branched and / or cyclic hydrocarbons, aryls, preferably saturated or unsaturated aliphatic hydrocarbons having 8 to 50 carbon atoms in the chain, preferably 16 to 30, or the units R - S - T and / or U - V.
  • an alkylene or arylene can be used, for S an oxygen atom, ⁇ , ⁇ -dioxyalkylene, ⁇ , ⁇ -dioxyarylene, a carboxyl, carbonate or carbamate group, for T is a hydrogen, a saturated or unsaturated, linear, branched and / or cyclic hydrocarbon or an aryl group, wherein preferably saturated or unsaturated aliphatic hydrocarbons having 8 to 50 carbon atoms, particularly preferably 16 to 30, are used.
  • a carbonyl or carbamoyl can be used, for V is a saturated or unsaturated, linear, branched or cyclic hydrocarbons or an aryl group, preferably saturated or unsaturated aliphatic hydrocarbons having 8 to 50 carbon atoms, particularly preferably 16 to 30, are used.
  • the reaction products with aldehydes can also be used according to the invention, provided that at least one of the radicals R 1 to R 6 has one of the abovementioned functionalities. It is also possible according to the invention that one or more of the radicals R 1 to R 6 carry a function of the type polyglycol or polyether. It is further possible for the purposes of the invention that diols or polyhydric alcohols are used in order to achieve crosslinking of various melamine units. For this purpose, at least one of the radicals R 1 to R 6 is replaced by a polyhydric alcohol, its ether or alkylol ethers and thus binds to a further melamine unit.
  • the radicals R 7 and R 8 are independently selectable from the group of saturated or unsaturated, linear, branched or cyclic hydrocarbons, aryls, hydrogen, preferably the saturated or unsaturated aliphatic hydrocarbons having 8 to 50 carbon atoms, particularly preferably 16 to 30, are used, and / or the units R - S - T or U - V.
  • an alkylene or arylene can be used, for S an oxygen atom, ⁇ , ⁇ -dioxyalkylene, ⁇ , ⁇ -dioxyarylene, a carboxyl, carbonate or carbamate group, for T is a hydrogen, a saturated or unsaturated, linear, branched and / or cyclic hydrocarbon or an aryl group, wherein preferably saturated or unsaturated aliphatic hydrocarbons having 8 to 50 carbon atoms, particularly preferably 16 to 30, are used.
  • a carbonyl or carbamoyl can be used, for V is a saturated or unsaturated, linear, branched or cyclic hydrocarbons or an aryl group, preferably saturated or unsaturated aliphatic hydrocarbons having 8 to 50 carbon atoms, particularly preferably 16 to 30, are used.
  • Z can be either an oxygen or a sulfur atom.
  • W represents a hydroxyl-functionalized or a non-functionalized alkylene bridge, preferably ethylene, 1,2-dihydroxyethylene or 1,2-dialkoxyethylene. Mixtures of several aminoplasts are also inventive.
  • the reaction products with aldehydes, the so-called urea-aldehyde resins, here preferably the urea-formaldehyde resins obtained with formaldehyde, can also be used according to the invention if at least one of the radicals R 7 / R 8 has one of the abovementioned functionalities.
  • one of the radicals R 7 or R 8 carries a function of the type polyglycol or polyether.
  • diols or polyhydric alcohols are used in order to achieve crosslinking of different urea units.
  • at least one of the radicals R 7 to R 8 is replaced by a polyhydric alcohol, its ether or alkylol ethers and thus binds to a further urea moiety.
  • fixers and / or crosslinkers from the group of blocked and unblocked isocyanates, diisocyanates, oligoisocyanates and also polyisocyanates, melamine-formaldehyde resins, zirconium salts, urea-formaldehyde resins, glycidyl- or epoxy groups-bearing crosslinking agents, for example according to the invention functionalized polyethyleneimines or polyvinylamines, aziridine-based crosslinkers such as Tubassist FIX 104 W, available from CHT R. Beitlich GmbH, and / or di-, oligo- or polycarboxylic acids, optionally in combination with suitable catalysts, which increase the reactivity and / or selectivity of the crosslinking used.
  • L (CO 2 H) k , wherein L is an organic radical selected from the group of optionally functionalized alkyl, aryl, alkenyl, alkylaryl, arylalkyl, arylalkenyl, alkenylaryl, I as a number either 0 or 1 and k is a number between 2 and 100000 covers.
  • Alkanedicarboxylic acids are particularly preferred, in particular malonic acid, maleic acid, derivatives of succinic acid and oxalic acid.
  • oligo- and polycarboxylic acids in particular alkyl oligoglucoside, alkylpolyglycosides or Aryloligocarbon Acid should be mentioned, particularly preferably butane tetracarboxylic acid, all-c / 'sl, 2,3,4 cyclopentanetetracarboxylic, tricarballylic, citric acid, 1,2,3-trans- Propentricarbon Textre , Succinic acid and derivatives of polyacrylic acid and polymethacrylic acid as homopolymers or copolymers.
  • Suitable catalysts for the fixers are generally Lewis acids or bases.
  • Magnesium chloride is particularly preferably used alone or in combination with Bronsted acids, preferably ortho-phosphoric acid, citric acid, sulfuric acid.
  • Bronsted acids preferably ortho-phosphoric acid, citric acid, sulfuric acid.
  • Brönsted acids preferably ortho-phosphoric acid, citric acid, sulfuric acid without Lewis acid can be used.
  • basic catalysts such as amines, hypophosphites, phosphonates, pyro and polyphosphates or alkali.
  • the preparation is in the form of a solution, dispersion or emulsion in a solvent. Preference is given to using water, possibly in mixtures with alcohols, esters, glycols, polyols, glycol ethers, polyvinyl alcohols or polyol ethers.
  • dispersants from the group of anionic, cationic or nonionic surfactants, optionally in combination with acids or bases.
  • rheological additives such as carboxyalkyl polysaccharides or suitable polyacrylates.
  • the process for dispersing the ingredients comprises the steps
  • Dispersing aids, acid and / or base above the melting point of the aforementioned mixture Reduction of the particle size of the preparation by introduction of mechanical energy
  • Silicone polymer, wax and / or fatty acid esters and optionally aminoplast are brought to the melt with dispersing aids at elevated temperature and successively mixed with the solvent optionally containing further dispersing aids, acids or bases at elevated temperature, the temperature between the melting point of the mixture and the Boiling temperature of the solvent should be.
  • dispersing aids at elevated temperature and successively mixed with the solvent optionally containing further dispersing aids, acids or bases at elevated temperature, the temperature between the melting point of the mixture and the Boiling temperature of the solvent should be.
  • Particularly preferred for the purposes of the invention are those building blocks which are soluble in each other, optionally with the aid of elevated temperature.
  • the preparations can be produced with a minimum amount of emulsifiers. This is particularly advantageous because larger amounts of these auxiliaries disturb the water-repellent effects of the finishes, as is known to the person skilled in the art from DE 1135418 A1.
  • the preparation on which the invention is based and the preparation forms contained therein can also be combined with customary textile auxiliaries known to the person skilled in the art and applied together in standard textile processes. These include, for example, plasticizers, high-performance resins, brighteners, dyes, hydrophilizing or other water repellents, fluorocarbons, anti-pilling additives, fixers, crosslinkers, zirconium salts, surfactants, polymeric binders, adhesives, slip resistance and / or pigments.
  • the textile auxiliaries thus obtained can be used as liquors, foams or pastes for the textile finishing of fibers, fabrics, knitted fabrics, knitted fabrics or nonwovens.
  • Suitable textile-technological processes include, for example, exhaust processes or forced applications such as coating, equipment by padding, printing, spray processes, monofilament application and / or dyeing. If necessary, can Stabilization of finishing solutions also common emulsifiers, wetting agents and / or deaerators are added.
  • the textile material used in the present invention may be made of natural fibers such as cotton, bast fibers, hard fibers, wool, silk, mineral fibers and / or synthetic fibers such as regenerated cellulose fibers, polylactic acid, polyester, polyamide, polyimide, polyamideimide, polyphenylene sulfide, aramid, polyvinyl chloride, polyacrylonitrile , Polyvinyl acetal, polytetrafluoroethylene, polyethylene, polypropylene, polyurethane, elastane, carbon fibers, silicate fibers, glass fibers, basalt fibers, metal fibers, these contain or consist of mixtures of the materials mentioned. Also, laminated fibers or fibers cast in a composite material are according to the invention.
  • the water repellency was determined according to DIN EN 24920 by the so-called spray test. In addition to the values 50, 70, 80, 90 and 100 specified in the standard, a complete, double-sided wetting of the textile sample, whereby the adhering water also penetrates the non-irrigated areas by capillary forces, is given the value 0.
  • the finished textiles were subjected to a number of household washes according to DIN EN ISO 6330 at 40 ° C to check the washing permanence.
  • the air permeability was determined according to ISO 9237, the breathability according to ISO 15496. The haptic evaluation was classified into five softness levels (very soft, soft, moderate, stiff, very stiff).
  • the dispersions were stabilized by introduction of mechanical energy on a homogenizer of the type LAB 100 from A. P. V. -Schröder GmbH, Lübeck.
  • the air permeability was carried out on a test rig of the type "material testing machine” Karl Schröder KG.
  • the equipment was a laboratory tampon Walter Mathis AG used, the samples were dried in a laboratory clamping frame "Mathis Labdryer” the same company provided with a control unit "Programmer LTE". All finishing liquors were 2 g / L Kollasol SD added to improve the wetting of the textile pattern.
  • the liquor pick-up of the samples is defined as the percentage increase in mass by the liquor and was determined by weighing the samples before and after the finish. It was about 75% for both materials.
  • Bayhydur BL XP 2706 blocked aliphatic isocyanate available from Bayer Materials Science AG
  • Dynasilan 1505 3-aminopropylmethyldiethoxysilane, available from Evonik Industries AG
  • Genamin O-020 oleylamine with 2 ethylene oxide, available from Clariant SE
  • Geniosil GF 95 N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, available from Wacker Chemie AG
  • Ci 6 -containing silicone wax available from CHT R. Beitlich GmbH
  • Kollasol SD deaerator, available from CHT R. Beitlich GmbH Lamethan ADH 1: adhesive, available from CHT R. Beitlich GmbH Lamethan LB 25: membrane film, available from CHT R. Beitlich GmbH Licowax KPS: montan wax with acid number 30, available from Clariant SE Licowax LP: montan wax with acid number 122, available from Clariant SE Lutensol AT 25: stearyl alcohol with ethylene oxide, BASF SE
  • Mulsifan RT 258 fatty alcohol ethoxylate, available from Zschimmer & Schwarz GmbH & Co. KG
  • PMX-156 OH siloxane, 80 mPas and an OH / silanol content of 2.5%, available from Xiameter
  • Radia 7500 cetyl stearate, Oleon NV, Belgium
  • Radia 7501 stearyl stearate, Oleon NV, Belgium
  • Sasolwax 6403 paraffin wax available from Sasol Wax GmbH, solidification temperature 63-66 ° C
  • Tubicoat FIX FC blocked isophorone diisocyanate, aqueous dispersion with about 30% active content, available from CHT R. Beitlich GmbH
  • Tubiguard 21 fluorocarbon, available from CHT R. Beitlich GmbH
  • Tubicoat Fixer FA melamine aldehyde resin based crosslinker, available from CHT R. Beitlich GmbH
  • the preemulsion thus obtained was mixed with 168 g of a 15% Lutensol AT 25 in water, circulated for 15 minutes in a homogenizer (200 bar, 80 ° C) and drained through the plate heat exchanger in a separate vessel. Then 910 g of Hansa ASE 6630C in 560 g of cold water were added. From this emulsion were Finishing liquors were prepared with the concentrations and additives mentioned below in soft water (pH 5.5, adjusted with acetic acid) and thus equipped the textile samples on a laboratory pad. These samples were tested for their water repellency with the spray test before and after household washes. The results are shown in Table 1 below.
  • the example did not meet the required water rejections.
  • the preemulsion thus obtained with 120 g of a 15% Lutensol AT 25 mixed in water, circulated for 15 minutes in a homogenizer (200 bar, 80 ° C) and drained via the plate heat exchanger in a separate vessel. From this emulsion finishing liquors were prepared with the below concentrations and additives in soft water (pH 5.5, adjusted with acetic acid) and thus equipped the textile samples on a laboratory pad. These samples were tested for their water repellency with the spray test before and after household washes. The results are listed in Table 3 below.
  • the example did not meet the required water rejections.
  • the resulting pre-emulsion was mixed with 120 g of a 15% Lutensol AT 25 in water, circulated for 15 min in a homogenizer (200 bar, 80 ° C) and drained through the plate heat exchanger in a separate vessel. From this emulsion finishing liquors were prepared with the below concentrations and additives in soft water (pH 5.5, adjusted with acetic acid) and thus equipped the textile samples on a laboratory pad. These samples were tested for their water repellency with the spray test before and after household washes. The results are shown in Table 4 below.
  • the example showed sufficient water repellency with a pleasant full grip.
  • the addition of a cross-linker further improved the washing permanence of the cotton effect (see Table 5 below).
  • Embodiment 2 is a diagrammatic representation of Embodiment 1:
  • the preemulsion thus obtained was mixed with 168 g of a 15% Lutensol AT 25 in water, circulated for 15 minutes in a homogenizer (200 bar, 80 ° C) and drained through the plate heat exchanger in a separate vessel. From this emulsion finishing liquors were prepared with the below concentrations and additives in soft water (pH 5.5, adjusted with acetic acid) and thus equipped the textile samples on a laboratory pad. These samples were tested for their water repellency with the spray test before and after household washes. The results are shown in Table 6 below. Table 6:
  • the example showed very good water-repellent effects with a full, soft feel.
  • Embodiment 3 is a diagrammatic representation of Embodiment 3
  • the preemulsion thus obtained was mixed with 168 g of a 15% Lutensol AT 25 in water, circulated for 15 minutes in a homogenizer (200 bar, 80 ° C) and drained through the plate heat exchanger in a separate vessel. In this mixture was incorporated 1470 g of Persistol HP. From this emulsion finishing liquors were prepared with the below concentrations and additives in soft water (pH 5.5, adjusted with acetic acid) and thus equipped the textile samples on a laboratory pad. These patterns were based on their water repellency checked with the spray test before and after household washes. The results are listed in Table 7 below.
  • the example showed very good water-repellent effects with a full, soft feel even at low application rates. For higher quantities, the feel slightly deteriorated.
  • Embodiment 4 is a diagrammatic representation of Embodiment 4:
  • the preemulsion thus obtained was mixed with 120 g of a 15% Lutensol AT 25 in water, circulated for 15 minutes in a homogenizer (200 bar, 80 ° C) and drained via the plate heat exchanger in a separate vessel. From this emulsion finishing liquors were prepared with the below concentrations and additives in soft water and thus equipped the textile samples on a laboratory pad. These samples were tested for their water repellency with the spray test before and after household washes. The results are shown in Table 9 below.
  • Embodiment 6 is a diagrammatic representation of Embodiment 6
  • the preemulsion thus obtained was mixed with 120 g of a 15% Lutensol AT 25 in water, circulated for 15 minutes in a homogenizer (200 bar, 80 ° C) and drained via the plate heat exchanger in a separate vessel. From this emulsion finishing liquors were prepared with the below concentrations and additives in soft water (pH 5.5, adjusted with acetic acid) and thus equipped the textile samples on a laboratory pad. These samples were tested for their water repellency with the spray test before and after household washes. The results are shown in Table 10 below.
  • the example showed very good water-repellent effects on polyester with a full, soft feel even at low application rates. At higher quantities, the haptics deteriorated slightly. On cotton the water repellent effect was not so pronounced.
  • Embodiment 7 is a diagrammatic representation of Embodiment 7:
  • the preemulsion thus obtained was mixed with 120 g of a 15% Lutensol AT 25 in water, circulated for 15 minutes in a homogenizer (200 bar, 80 ° C) and drained via the plate heat exchanger in a separate vessel. From this emulsion finishing liquors were prepared with the below concentrations and additives in soft water (pH 5.5, adjusted with acetic acid) and thus equipped the textile samples on a laboratory pad. These samples were tested for their water repellency with the spray test before and after household washes. The results are shown in Table 11 below. Table 11:
  • the example showed very good water-repellent effects on polyester with a full, soft feel. On cotton the water repellent effect was not so pronounced.
  • Embodiment 8 is a diagrammatic representation of Embodiment 8
  • the preemulsion thus obtained was mixed with 120 g of a 15% Lutensol AT 25 in water, circulated for 15 minutes in a homogenizer (200 bar, 80 ° C) and drained via the plate heat exchanger in a separate vessel.
  • 100 g of Tubicoat fixer FA mixed in 200 g of water were prepared with the below concentrations and additives in soft water (pH 5.5, adjusted with acetic acid) and thus the textile Pattern equipped with a laboratory foulard. These samples were tested for their water repellency with the spray test before and after household washes. The results are shown in Table 12 below.
  • the example showed very good water-repellent effects on polyester with a full, soft feel even at low application rates. For higher quantities, the haptic deteriorates slightly. The poor starting value at 50 g / L was due to emulsifiers, which could be removed by the first wash. On cotton the water repellent effect was not so pronounced.
  • Embodiment 9 is a diagrammatic representation of Embodiment 9:
  • the preemulsion thus obtained was mixed with 120 g of a 15% Lutensol AT 25 in water, circulated for 15 minutes in a homogenizer (200 bar, 80 ° C) and drained via the plate heat exchanger in a separate vessel. From this emulsion finishing liquors were prepared with the below concentrations and additives in soft water (pH 5.5, adjusted with acetic acid) and thus equipped the textile samples on a laboratory pad. These samples were tested for their water repellency with the spray test before and after household washes. The results are listed in Table 13 below.
  • Embodiment 10 The example showed very good water-repellent effects on polyester and cotton with a full, soft feel.
  • Embodiment 10 The example showed very good water-repellent effects on polyester and cotton with a full, soft feel.
  • the preemulsion thus obtained was mixed with 120 g of a 15% Lutensol AT 25 in water, circulated for 15 minutes in a homogenizer (200 bar, 80 ° C) and drained via the plate heat exchanger in a separate vessel. 200 g of Tubicoat Fixer FA are mixed into 100 g of water in this emulsion. From this emulsion finishing liquors were prepared with the below concentrations and additives in soft water (pH 5.5, adjusted with acetic acid) and thus equipped the textile samples on a laboratory pad. These samples were tested for their water repellency with the spray test before and after household washes. The results are shown in Table 14 below.
  • Embodiment 11 is a diagrammatic representation of Embodiment 11:
  • Embodiment 13 Determination of Air Permeability
  • the embodiments show an improvement of the air permeability over the raw material, while the reference example shows a deterioration.
  • Exemplary embodiment 14 - determination of the respiratory active
  • a reference pattern was first created. On a polyester sample, a thin membrane film was laminated to achieve the desired windproofness with simultaneous breathability. For this purpose, the material was preimpregnated with 5 g / l TUBIGUARD 21 by padding. Subsequently, the now preimpregnated goods on the tenter frame for 2.5 min at 105 ° C was dried.
  • the adhesive used was LAMETHAN ADH1, which was mechanically foamed to a foam weight of 200 g / l.
  • the foamed adhesive composition was applied to the preimpregnated textile by means of a doctor blade with a layer thickness of 0.5 mm. It was then dried at 105 ° C. for 2.5 minutes on the tenter.
  • the breathable membrane film LAMETHAN LB 25 was laminated to the adhesive side of the textile with the aid of a press shop. Subsequently, the resulting textile / membrane composite was fixed to the tenter frame at 145 ° C for 2.5 min.

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Abstract

L'invention concerne une composition qui est appliquée à des surfaces textiles et à des tissus, des canevas, des tricots, des fibres, des non-tissés et des mailles et qui présente un effet hydrofuge. En outre, l'invention concerne un procédé de production de la composition ainsi que l'application de la composition, y compris les textiles ainsi obtenus.
EP14724696.1A 2013-05-17 2014-05-09 Effets hydrofuges sur des surfaces textiles Withdrawn EP2997091A1 (fr)

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DE201310209170 DE102013209170A1 (de) 2013-05-17 2013-05-17 Wasserabweisende Effekte auf textilen Oberflächen
PCT/EP2014/059517 WO2014184097A1 (fr) 2013-05-17 2014-05-09 Effets hydrofuges sur des surfaces textiles

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