EP0326702B1 - Sels d'amines comme stabilisants pour le finissage oléo- et hydrofuge de matériaux fibreux - Google Patents

Sels d'amines comme stabilisants pour le finissage oléo- et hydrofuge de matériaux fibreux Download PDF

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Publication number
EP0326702B1
EP0326702B1 EP88121350A EP88121350A EP0326702B1 EP 0326702 B1 EP0326702 B1 EP 0326702B1 EP 88121350 A EP88121350 A EP 88121350A EP 88121350 A EP88121350 A EP 88121350A EP 0326702 B1 EP0326702 B1 EP 0326702B1
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Prior art keywords
use according
denotes
acetate
liquors
atoms
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EP88121350A
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German (de)
English (en)
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EP0326702A2 (fr
EP0326702A3 (fr
Inventor
Wilhelm Artner
Franz Mosch
Michael Dr. Bernheim
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Chemische Fabrik Pfersee GmbH
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Pfersee Chemie GmbH
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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
    • 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

Definitions

  • the present invention relates to the use of certain water-soluble amine salts as an additive to aqueous liquors in the context of the oil- and / or water-repellent finishing of fiber materials.
  • the amine salts act as liquor stabilizers.
  • amine salts as emulsifiers for compositions which contain waxes, aluminum salts and fatty acids, the fatty acids being used as stabilizers.
  • the present invention has set itself the task for the oil and / or water-repellent finishing of fiber materials by means of aqueous liquors, which at least one silicone or an organic Contain fluorine compound as additives such liquor stabilizers that do not have the disadvantages shown.
  • aqueous liquors which at least one silicone or an organic Contain fluorine compound as additives such liquor stabilizers that do not have the disadvantages shown.
  • selected amine salts which are usually present in an aqueous medium, are extremely effective liquor stabilizers.
  • These amine salts are dispersants for a wide variety of purposes, for example as anticoagulants (JP application 45/24710 ref. In Derwent CPI ref. No.
  • R1, R2 and R3 independently of one another are an alkyl radical having 1 to 22 carbon atoms or hydrogen, with the proviso that at least 1 alkyl radical having at least 8 carbon atoms is present and the sum of the carbon atoms in the alkyl radicals is at most 33, is preferably at most 22,
  • An is an anion and x is an integer corresponding to the negative charges of the anion, as an additive to aqueous liquors for the water- and / or oil-repellent finishing of fiber materials, the aqueous liquors containing at least one silicone or an organic fluorine compound.
  • the liquor stabilizers of the present invention are the amines of the formula (I a) underlying, wherein R1, R2 and R3 independently of one another are an alkyl radical having 1 to 22 carbon atoms or hydrogen, with the proviso that at least 1 alkyl radical having at least 8 carbon atoms and the sum of the carbon atoms in the alkyl radicals is at most 33 , preferably at most 22, and the condition is fulfilled that the stabilizers obtained therefrom are soluble in water.
  • examples of such amines are: Octylamine, Stearylamine, Behenylamine, Octadecyldimethylamine, Dodecyldiethylamine, Palmityldimethylamine, Dipalmitylmethylamine.
  • acids succinic acid, maleic acid, sulfuric acid, particularly monovalent acids such as propionic acid, formic acid, glycolic acid, lactic acid, hydrochloric acid, nitric acid and very particularly acetic acid.
  • the acetates in particular have proven to be particularly effective as liquor stabilizers.
  • the solutions of the liquor stabilizers are generally between 10 and 30, in particular 18 to 25,% by weight of amine salt.
  • this procedure is complex and the products obtained are sometimes less effective, so that the resulting aqueous formulations are preferably used immediately as such.
  • the efficacy of the liquor stabilizers which can be used according to the invention is broad. However, the effects can still be improved by adding the usual emulsifiers to the same, in amounts of 5 to 55% by weight, in particular 10 to 40% by weight, based on the amine salt.
  • the emulsifiers used are known to the person skilled in the art. These are, in particular, nonionic and / or weakly cationic emulsifiers.
  • Ethylene oxide adducts of fatty alcohols in particular those of primary and / or secondary, linear to branched alcohols having 8 to 16 C atoms and ethoxylated C, are suitable as emulsifiers 6 to C12 alkylphenols, the number of ethylene oxide units being between 6 and 30, suitable.
  • emulsifiers examples include: 2,6,8-Trimethyl-4-Nonyloxihexaethylenoxiethanol, Isotridecylethoxilat with an average of 8 ethylene oxide units, with an average of 12 moles of ethylene oxide ethoxylated secondary dodecyl alcohol or n-decyl alcohol and nonylphenol polyglycol ether with an average of 10 ethylene oxide units.
  • nitrogen-containing emulsifiers such as those formed by ethoxylation of fatty amines or fatty acid amides, are also suitable, it being possible for these compounds to be present in salt form by adding acids.
  • the liquor stabilizers which can be used according to the invention have a tendency to foam, and it has therefore proven expedient proven to add the same defoamer.
  • the commercially available products are suitable in commercially available amounts, silicone-free defoamers being preferred.
  • Defoamers which are known to those skilled in the art, such as octadecanol, isotridecanol, tributyl phosphate, higher ketones and the usual defoamers based on silicones or mixtures of the various compounds, may be mentioned.
  • the liquor stabilizers which can be used according to the invention are used in the course of oil and / or water-repellent finishing of fiber materials.
  • the various known chemicals based on organic fluorine compounds are used for the oil-repellent finish.
  • the person skilled in the art knows the polymers or copolymers based on perfluoroalkyl acrylates and also the other compounds used for oil repellency, as described, for example, in EP-B-073 364, US Pat. No. 3,356,628, US Pat. No. 3,968,066 and US-A-4 054 592 and DE-A-34 35 618.
  • the extenders used together with the fluorochemicals are also described on a case-by-case basis (see also DE-PS-1 233 874).
  • oil-repellent agents are generally used in the form of aqueous emulsions, the emulsions generally containing 15 to 35% by weight of active substance.
  • silicones are used for the water-repellent finish.
  • the silicones are primarily dispersions of known polydimethylsiloxanes and hydrogen methylpolysiloxane cans are mainly used for economic reasons, but other known silicones can also be used within the scope of the invention.
  • oleophobicizing or hydrophobicizing agents which can be used in the context of the invention are within the scope known to the person skilled in the art.
  • finishing liquors can contain customary additives, in particular crease-free agents and fillers, e.g. Softening agents and the associated catalysts are added in customary amounts.
  • the molten amine is added to the 1st vessel in a thin stream with vigorous stirring in such a way that the temperature is between 85 and 95 ° C. After the amine addition has ended, the mixture is stirred for a further 10 minutes at the temperature mentioned and then bottled.
  • the product solidifies into a transparent, highly viscous mass at room temperature.
  • the viscosity of a 1:10 dilution with water of this mass is 720 mPa.s (at 20 ° C).
  • Example 1 the following liquor stabilizers are prepared in aqueous medium by converting 1 mol of the amines with 1.25-1.3 mol of the corresponding acids (concentration of amine salt approx. 18%): Octadecyldimethylammonium formate, Hexadecylammonium lactate, Octyldiethylammonium glycolate and Behenylammonium chloride.
  • the described emulsifier can easily be replaced by 15 g of stearyl alcohol polyglycol ether (ethoxylated with an average of 15 moles of ethylene oxide per mole of alcohol).
  • 25g®FUMEXOL B from CIBA-GEIGY AG are also suitable.
  • these liquor stabilizers are outstandingly suitable for stabilizing liquors for oil- and / or water-repellent finishing, whereby the inexpensive stabilizers, which can be produced in a simple manner, are easy to process and do not cause any odor nuisance, and also during drying and condensation of the treated fiber materials no adverse fissile materials occur.
  • a polyester jacketed poplin (approx. 200 g / m2) is padded with the following liquors (liquor absorption 55 to 60%) and completed by drying (10 minutes at 110 ° C) and condensation (5 minutes at 150 ° C).
  • the following fleets were used for the equipment:
  • 3 g / l and 5 g / l of the products according to Example 1 and Example 2 are added to each of these liquors A and B to stabilize the liquors.
  • 3 g / l or 5 g / l of a commercially available stabilizing agent (approx. 20% octadecyloximethylpyridinium chloride; comparative product) are also added to the individual liquors.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Claims (10)

  1. Utilisation de sels d'amines solubles dans l'eau de formule générale (I) :
    Figure imgb0006
     dans laquelle les radicaux R₁, R₂ et R₃, indépendamment les uns des autres, représentent chacun un radical alkyle ayant de 1 à 22 atomes de carbone ou un hydrogène, du moment qu'est présent au moins 1 radical alkyle ayant au moins 8 atomes de carbone et que le total des atomes de carbone des fragments alkyle est au plus de 33 et de préférence au plus de 22, An est un anion, et x est un nombre entier correspondant aux charges négatives de l'anion, en tant qu'additif à des bains aqueux pour réaliser sur les matériaux fibreux un apprêt hydrophobe et / ou oléophobe, les bains aqueux contenant au moins une silicone ou un composé organique du fluor.
  2. Utilisation selon la Revendication 1, caractérisée en ce que les sels sont utilisés en des quantités de 1 à 10 et en particulier de 2 à 6 g/l.
  3. Utilisation selon la Revendication 1 ou 2, caractérisée en ce que R₁ est un radical alkyle ayant de 8 à 10 ou de 16 à 18 atomes de carbone, et que R₂ et R₃ représentent chacun un hydrogène ou le radical méthyle.
  4. Utilisation selon l'une ou plusieurs des Revendications 1 à 3, caractérisée en ce que An est un anion monovalent et x est en conséquence égal à 1.
  5. Utilisation selon l'une ou plusieurs des Revendications 1 à 4, caractérisée en ce que An représente l'anion formiate, glycolate, lactate, chlorure, nitrate ou en particulier acétate.
  6. Utilisation selon l'une ou plusieurs des Revendications 1 à 5, caractérisée en ce que le sel d'amine utilisé est l'acétate de stéarylammonium, l'acétate d'octylammonium, l'acétate de (alkyle dérivé du suif)-ammonium et/ou l'acétate d'octadécyldiméthylammonium.
  7. Utilisation selon l'une ou plusieurs des Revendications 1 à 6, caractérisée en ce que les sels sont utilisés sous forme de solutions aqueuses contenant de 10 à 30 et en particulier de 18 à 25 % en poids du sel d'amine (calculé sous forme d'extrait sec).
  8. Utilisation selon l'une ou plusieurs des Revendications 1 à 7, caractérisée en ce que les bains contiennent en outre des émulsifiants usuels, en particulier des émulsifiants non ioniques et/ou faiblement cationiques.
  9. Utilisation selon la Revendication 8, caractérisée en ce que les émulsifiants ont été ajoutés en des quantités de 10 à 40 % en poids par rapport au sel d'amine.
  10. Utilisation selon l'une ou plusieurs des Revendications 1 à 9, caractérisée en ce que les bains contiennent en outre, en des quantités usuelles, des agents antimoussants usuels.
EP88121350A 1988-02-01 1988-12-21 Sels d'amines comme stabilisants pour le finissage oléo- et hydrofuge de matériaux fibreux Expired - Lifetime EP0326702B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3802878 1988-02-01
DE3802878A DE3802878A1 (de) 1988-02-01 1988-02-01 Flottenstabilisatoren im rahmen der oel- und/oder wasserabweisenden ausruestung von fasermaterialien und deren verwendung

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EP0326702A2 EP0326702A2 (fr) 1989-08-09
EP0326702A3 EP0326702A3 (fr) 1991-07-03
EP0326702B1 true EP0326702B1 (fr) 1993-06-02

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Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB602109A (en) * 1944-06-14 1948-05-20 E F Houghton And Co Wax emulsions and method of preparing the same
CH757370A4 (fr) * 1970-05-22 1973-05-15
US3869250A (en) * 1970-05-22 1975-03-04 Ciba Geigy Ag Process for the production of differential effects on polymeric or copolymeric acrylonitrile fibers
US3968066A (en) * 1974-04-18 1976-07-06 Ciba-Geigy Corporation Oil and water repellent textile composition containing a fluorochemical polyurethane resin and a quaternary ammonium salt

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DE3802878A1 (de) 1989-08-10
DE3881505D1 (de) 1993-07-08
EP0326702A2 (fr) 1989-08-09
EP0326702A3 (fr) 1991-07-03

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