US2839429A - Treatment of cellulosic textile materials - Google Patents

Treatment of cellulosic textile materials Download PDF

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US2839429A
US2839429A US37771453A US2839429A US 2839429 A US2839429 A US 2839429A US 37771453 A US37771453 A US 37771453A US 2839429 A US2839429 A US 2839429A
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polysiloxane
condensation product
fabric
polysiloxane oil
textile material
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Marsh John Thompson
Bell George
Thompson Alec Geoffrey
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Tootal Broadhurst Lee Co Ltd
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Tootal Broadhurst Lee Co Ltd
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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/41Phenol-aldehyde or phenol-ketone resins
    • D06M15/412Phenol-aldehyde or phenol-ketone resins sulfonated
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423Amino-aldehyde resins
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/01Silicones
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/29Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913Rod, strand, filament or fiber
    • Y10T428/2933Coated or with bond, impregnation or core
    • Y10T428/2964Artificial fiber or filament
    • Y10T428/2965Cellulosic
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/29Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913Rod, strand, filament or fiber
    • Y10T428/2933Coated or with bond, impregnation or core
    • Y10T428/2971Impregnation
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated 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
    • Y10T442/2369Coating or impregnation improves elasticity, bendability, resiliency, flexibility, or shape retention of the fabric
    • Y10T442/2393Coating or impregnation provides crease-resistance or wash and wear characteristics

Definitions

  • the present invention relates to the treatment of textile materials in orer to improve their crease resistance.
  • the invention may be applied to cellulosic textile material made from natural or regenerated fibres or mixtures of these with one another or with non-cellulosic fibres. It may be applied to fibres in loose state or inthe form of rovings or slubbings, but is preferably applied to yarns, woven fabrics, knitted fabrics and manufactured garments.
  • An object of the present invention is to improve the resistance to creasing of cellulosic textile materials when wet or when under conditions of high humidity, i. e. to make them wet crease-resisting.
  • a further object of the invention is to render a cellulosic fabric, especially a regenerated cellulose fabric, dry crease-resisting and wet crease-resisting.
  • textile materials can be made water-repellent by rendering a polysiloxane oil infusible on the fibres it was quite unexpected and could not have been predicted that by also insolubilising a synthetic resin in the materials they would be rendered crease-resisting under conditions of high humidity and under wet conditions.
  • Textile materials rendered waterrepellent by polysiloxanes are much difiicult to wet than textile materials not so treated and this is, indeed, what is meant by the term water-repellent. They can, however, be wet by water if they are suitably treated e. g. with the aid of wetting agents; and when thoroughly wet out they absorb just as much water as they would do before treatment with the polysiloxane.
  • Textile materials which have had synthetic resin insolubilised therein and polysiloxane rendered infusible on the fibres are, indeed, water-repellent but since they also absorb, when fully wet out, just as much water as textile materials not containing the polysiloxane but otherwise identical, it would not have been expected that their susceptibility to creasing would have been any different in the wet state.
  • the textile materials so treated have been found to have much improved resistance to creasing in the wet state. This is of great practical value because it not only reduces the susceptibility of the materials to become creased during laundering but is also reduces their susceptibility to become creased in atmospheres of high humidity.
  • the textile materials are impregnated with an aqueous solution containing a crystalloidal intermediate condensation product of a synthetic resin of the group consisting of condensation products of formaldehyde with urea, condensation products of formaldehyde with melamine and condensation prod nets of formaldehyde with phenol and also with an aqueous dispersion of a polysiloxane oil which on heating in thin layers gives an infusible non-tacky flexible film and are heated to insolubilise said synthetic resin and to render said polysiloxane oil infusible.
  • a synthetic resin of the group consisting of condensation products of formaldehyde with urea, condensation products of formaldehyde with melamine and condensation prod nets of formaldehyde with phenol
  • an aqueous dispersion of a polysiloxane oil which on heating in thin layers gives an infusible non-tacky flexible film and are heated to insolubilise said synthetic resin and to render said poly
  • the polysiloxanes are sometimes referred to as sillcones.
  • silic ones can be formed from various alkyl chlorosilanes or arylchlorsilanes with or without silicon tetrachloride by hydrolysis and co-condensa'tion whereby all the chlorine atoms are replaced by hydroxyl groups certain of which condense together with elimination of water.
  • the structures of the resulting silic ones are not clearly understood but it is believed that they consist of silicon-oxygen chains arranged in a network, the crosslinking of which takes place through oxygen atoms and in which the substituents, which may all be organic radicals or of which some may be organic radicals and some hydrogen atoms, are linked to silicon atoms.
  • methyl silicones can be prepared by mixing dimethyl dichlorsilane with methyl trichlorsilane or silicon tetrachloride and then effecting hydrolysis and cocondensation.
  • the ratio of CH radicals to Si atoms varies from 1.2 to 1.7 in different members of the series, the methyl silicones change from sticky syrups (which cure rapidly on heating to brittle solids) to oily liquids (which cure slowly to soft, flexible solids).
  • methyl silicones on pages r assaaae
  • the methyl silicones can be prepared from dimethyl dichlorsilane.
  • polysiloxanes called methyl hydrogen silicones can be prepared by hydrolysis of methyl hydrogen dihalogenosilanes.
  • the silicones employed in the present invention are polysiloxane o-ils containing a multiplicity of the structural units llti 3
  • a polysiloxane oil containing a multiplicity of the structural units -Si 3 3
  • resins may be obtained having different R/Si ratios (R representing alkyl or aryl groups or hydrogen atoms) giving them a wide range of properties.
  • the polysiloxane oils employed in the present invention are those in which the total R/Si ratio is high enough to avoid the development to a marked degree of resinous adhesive properties as evidenced by the production of coated yarns and other undesirable effects in the treated textiles, i. e., the polysiloxane should possess an oily rather than a tacky nature, but, nevertheless, low enough to enable the condensation to the solid state to be achieved in a. reasonable time and at a temperature not detrimental to a textile fibre.
  • These polysiloxanes appear to have mean molecular weights ranging from a few hundred to twenty thousand or so but those which have been found most convenient for use in the present invention have a mean molecular weight of the order of one thousand and a viscosity of 25 C. of the order of to stokes.
  • the polysiloxanes which are oily liquids spread uniformly over the surface of the fibres providing that the viscosity at C. of the oil does not exceed about 1,000 stokes, giving a marked freedom from coated yarn efiects and possessing a high degree of flexibility in the cured state.
  • the products known as silicone varnishes which are viscous tacky syrups generally used dissolved in an organic solvent, do not give the same uniformity of coating, give rise to undesired coated yarn efiects and are exceedingly hard and brittle when cured.
  • Examples of products commercially available are the methyl hydrogen polysiloxane oils sold under the trade name Silicone-Fluid DC 1107 and DeCetex 104 both made by the Dow Corning Corporation of the United States of America.
  • the amount of synthetic resin introduced into the textile material by insolubilisation of the intermediate condensation product depends upon the degree of effect desired, the nature of the resin and the nature of the textile material.
  • An improvement in dry crease-resistance can be obtained when the amount of synthetic resin is from about 3% to about based on the weight of dry textile material.
  • the most useful improvement in dry crease-resistance is obtained with from about 8% to about 30% based on the weight of dry textile material.
  • Equivalent effects are obtained with about half these amounts of melamine-formaldehyde resins i. e. the most useful improvement in dry crease-resistance is obtained with from about 4% to about 20% based on the weight of dry textile material.
  • Phenolformaldehyde resins are intermediate in their effect, the most useful improvement in dry. crease-resistance being obtained'with from about 6% to about 25 based on the weight of dry textile material.
  • the amount of synthetic resin intermediate condensation product contained in the impregnated material before insolubilisation should be higher than the content of insoluble resin desired in the textile material by about one quarter, i. e. amount of synthetic resin intermediate condensation product contained in the impregnated material before insolubilisation should be about 4% to about 37% based on the weight of dry textile material, i. e.
  • the concentration of intermediate condensation product in the impregnating liquor depends upon the degree of expression of liquor from the textile material. It is generally most convenient to impregnate the textile material with the liquor and then squeeze it until it com tains its own weight of liquor.
  • the concentration of the liquor will be so chosen that for the degree of expression adopted the material will contain such an amount of condensation product as will give the desired amount of insolubilised synthetic resin from about 3% to about 30% based on the weight of dry textile material. It is quite easy to calculate in any given case the concentration of liquor required and this is commonly done in the textile finishing trade.
  • the amount of polysiloxane introduced into the textile material by rendering the polysiloxane oil infusible similarly depends upon the degree of effect desired and the nature of the'textile material.
  • a useful improvement in wet crease-resistance can be obtained when the amount of infusible polysiloxane is from about 2% to about 15% based on the weight of dry textile material.
  • the amount of polysiloxane oil contained in the impregnated material should be about 2% to about 15% based on the weight of dry textile material.
  • the concentration of polysiloxane oil in the impregnating liquor depends upon the degree of expression of liquor from the textile material.
  • the concentration of liquor will be so chosen that for the degree of expression adopted the material will contain such an amount of polysiloxane oil as will give the desired amount of infusible polysiloxane from about 2% to about 15% based on the weight of-dry textile material.
  • the amount of insolubilised synthetic resin and infusible polysiloxane in the textile material should not together exceed about 32% based on the weight of dry textile material. As a rule, it will be most convenient for the amount of infusible polysiloxane in the textile material to be from about one third of to about the same as the amount of insolubilised resin. Generally speaking an amount of insolubilised urea-formaldehyde resin between about 12% and about 20%, for example about 15%, based on the Weight of dry textile material, will give a useful improvement in dry crease-resistance.
  • the amount of urea-formaldehyde intermediate condensation product contained in the impregnated material before insolubilisation should be about 16% to about 25% for example about 20%, based on the weight of dry textile material.
  • the total amount of said intermediate condensation product and of said polysiloxane oil contained in the impregnated material, before heat ing to insolubilise the synthetic resin and render the polysiloxane oil infusible should not exceed about 39% based on the dry weight of textile material.
  • the crystalloidal intermediate condensation product of a synthetic resin may be obtained by the treatment of formaldehyde with urea in aqueous solution for no more than suflicient time to produce a solution of a crystalloidal methylol compound.
  • a urea-formaldehyde crystalloidal intermediate condensation product a melamine-formaldehyde crystalloidal intermediate condensation product may be used.
  • the crystalloidal intermediate condensation product of a synthetic resin need not be an amino aldehyde condensation product. It may be, for example, a phenol formaldehyde condensation product.
  • a suitable synthetic resin crystalloidal intermediate condensation product to employ is a solution of ureaformaldehyde condensation product of low molecular weight and capable, of penetrating textile fibres prepared according to British Patent No. 449,243.
  • crystalloidal intermediate condensation product of a synthetic resin is employed in the form of an aqueous solution, such solution may have colloidal intermediate condensation product dispersed therein but the amount of the latter must not be suflicient to nullify the improvement in dry crease-resistance and wet creaseresistance of the cellulosic textile materials, brought about by the synthetic resin and the polysiloxane.
  • the aqueous solution of crystalloidal intermediate condensation product of a synthetic resin should also contain a catalyst suitable for completing the condensation of the synthetic resin intermediate condensation product on heating.
  • Catalysts suitable for completing the condensation of amino-aldehyde condensation products may be substances of acid character or of a potentially acid character by which wemean a compound, such as the ammonium salt of an acid, which in the course of the heating decomposes and liberates free acid.
  • the catalyst may be an acid, a mixture of acids or a mixture of an acid and a salt, but as stated above, it is preferably a substance which is capable of becoming acid (or more acid) during the treatment; instead of the ammonium salts mentioned, there are other substances such as aluminium chloride and zinc nitrate which can be used.
  • the solution or aqueous dispersion of polysiloxane oil may contain a catalyst for rendering the polysiloxane oil infusible.
  • a catalyst for rendering the polysiloxane oil infusible for example zinc naphthena'te, are generally insoluble in water.
  • the catalyst can be incorporated, if necessary with the aid of an organic solvent, in the polysiloxane oil before the latter is dispersed in the aqueous liquid used for impregnation of the textile material or it can be dispersed in the aqueous liquid separately.
  • the polysiloxane oil may be dissolved in a volatile organic solvent and the resulting solution dispersed in the aqueous liquor for the impregnation of the textile material.
  • metal stearates such as calcium, zinc or cobalt stearate are suitable catalysts for the curing of polysiloxanes.
  • the cellulosic textile material may be impregnated separately with the water-soluble crystalloidal intermediate condensation product of a synthetic resin and with the polysiloxane oil and heated after each impregnation but is preferably impregnated with both to gether and subjected to a single heating.
  • the heating of the impregnated textile material to render the crystalloidal intermediate condensation product of the synthetic resin insoluble and the polysiloxane oil infusible is preferably effected in presence of a catalyst or catalysts for the further condensation of the synthetic resin or for the further condensation of the polysiloxane oil or for both.
  • the impregnated and dried fabric can be heated in ditferent ways and the most suitable time and temperature of heating will depend upon the nature of the intermediate condensation product, the nature of the catalyst used for the condensation, the nature of the polysiloxane oil and the nature of the catalyst, if any, used for rendering the polysiloxane oil infusible. In general, however, when using a weak acid catalyst for the synthetic resin condensation the temperature may be from about 160 to about 180 C. but when using a stronger acid catalyst or a substance capable of liberating stronger acid, the temperature may be only about to about 150 C. Although a time of 3 to 5 minutesat these temperatures will suflice to insolubilise the synthetic resin, a time of about 5 minutes to about 20 minutes is required to render the polysiloxane oil infusible.
  • the time of heating should be about 5 minutes to about 20 minutes at a temperature of about to about 200 C.
  • a time of about 10 to about 15 minutes at a temperature of about to about C. is quite suitable.
  • the textile material to be treated must be thoroughly absorbent so as to imbibe the amino aldehyde crystalloidal intermediate condensation products; with rayon materials it may be advisable to give a preliminary treatment with alkaline solutions and with cotton and linen it may be necessary to mercerise the materials to be treated by the invention in order to obtain the maximum absorptive capacity.
  • care is needed lest the temperature or other conditions of dryingsnould reduce the absorptive capacity. It may even be desirable to treat the swollen materials in the wet state.
  • the drying of the material when impregnated with intermediate condensation products of synthetic resins requires care and for best effects the goods should not be unduly stretched during drying as this not only interferes with the softness of the material but may even produce embrittlement.
  • the conditions of temperature and humidity within the drying chamber should be such that there is no tendency, or only as little tendency as possible, for the synthetic resin intermediate condensation product to diffuse towards the surface during the drying operation.
  • Example I 1 A methylol urea solution is made by heating 7 for 3 minutes at the boiling point under a reflux condenser The product is cooled and gm. of tartaric acid dissolved in 20 ml. of water is added.
  • a polysiloxane oil emulsion is made by mixing 60 ml. of water containing 0.25 gm. glacial acetic acid and 2.5 gm. of trimethylbenzyl ammonium chloride in a high speed stirrer with 50 gm. of methyl hydrogen siloxane having a mean molecular Weight of the order of 1000 and then adding 1 gm. of calcium stearate dissolved in ml. xylene.
  • the emulsion so obtained is then homogenised by any of the conventional methods, e. g. by pumping through a spring loaded valve having accurately ground seats.
  • Example 2 A methylol melamine solution is made by heating at 70 C. at pH 8.5 a mixture of 30 melamine 54 gm. 37 wt. percent formaldehyde.
  • the required pH is secured by addition of caustic soda. After it has become clear, the mixture is heated at the same temperature for a further minutes; 18 gm. of 37 wt. percent formaldehyde, the pH of which has been previously adjusted to 8.0 with caustic soda, is now added and the reaction allowed to proceed for a further 15 minutes with the temperature maintained at 70-75 C. The product is now cooled and a solution of 5 gm. ammonium chloride and 15 ml. 0.88 S. G. aqueous ammonia is added.
  • a polysiloxane oil emulsion is prepared as described in Example 1, Section 2.
  • Example 3 A methylol urea solution is made as described in Example 1, Section 1.
  • a polysiloxane oil emulsion is made by mixing in a high speed stirrer 50 gm. of methyl hydrogen siloxane having a mean molecular weight of the order of 1000 1 gm. of zinc ethyl hexoate dissolved in 10 ml. xylene 0.25 gm. glacial acetic acid 2.5 gm. of an ethylene oxide condensate having the constitution RO(CH CH O),,H, where R is a fatty alcohol radical, e. g. oleyl, and n is 20.
  • a quantity of water approximately equal to the volume of the mixture is added and mixing continued.
  • the emulsion so obtained is homogenised by any of the conventional methods, e. g. by pumping through a spring loaded valve having accurately ground seats.
  • Example 4 A phenol formaldehyde resin solution is made by heating 50 gm. phenol gm. 37 Wt. percent formaldehyde, and 1.5 gm. caustic soda dissolved in 3.0 ml. water,
  • a polysiloxane oil emulsion is prepared as described in Example 1, Section 2.
  • Example 5 A methylol urea solution is made by heating for 3 minutes at the boiling point under a reflux condenser 60 gm. urea 130 gm. 37 wt. percent formaldehyde (pH adjusted to 7 with caustic soda) 4.8 gm. 0.88 S. G. aqueous ammonia.
  • the product is cooled and 8 gm. of ammonium tartrate dissolved in 20 ml. water added.
  • the pH is adjusted to 8.5 with caustic soda.
  • the reaction is allowed to proceed for 5 minutes, after which, without interrupting the boiling, the pH is made 5 by the addition of phopshoric acid and the reaction is allowed to proceed under these conditions for a further 20 minutes.
  • the product is now cooled and the pH adjusted to 7 by the addition of caustic soda.
  • a polysiloxane oil emulsion is prepared as described in Example 1, Section 2.
  • a regenerated cellulose fabric is padded with the liquor to obtain an absorption of about 100%.
  • the cloth is dried at 60 C. and then baked at C. for 10 minutes. It is now given a light wash in 0.25% soap solution, rinsed in water and dried.
  • the urea-resin to polysiloxane ratio in the fabric is about 3 to 1 and the urea-resin content about 14% based on the Weight of dry fabric.
  • each of the examples by impregnating the fabric first with the solution of synthetic resin intermediate condensation product of Section 1, diluted to 1000 mls. with water, and then drying and heating it at the temperatures and for the times indicated and then impregnating it with the dispersion of polysiloxane oil, diluted to 1000 mls. with water, followed by drying and heating at the same temperatures and for the same times.
  • the first heating may be done at the temperatures given for even a shorter time of, say, 5 minutes.
  • the impregnation may be first with the diluted dispersion of polysiloxane oil, followed by drying and heating, and then with the diluted solution of synthetic resin intermediate condensation product of synthetic resin, followed by drying and heating.
  • the fabric In the latter case the fabric must be wet out very thoroughly after the first drying and heating; and in this latter case the second heating may be done at the temperatures given for even a shorter time of, say, 5 minutes.
  • the fabric In either of these modifications of the examples, the fabric is padded with each liquor so as to obtain an absorption of 100%. In either modification, the wash in soap solution, rinsing in water and drying need only follow the second drying and heating.
  • the process for improving the wet crease-resistance properties of a cellulosic fabric comprising the steps of impregnating said material with an aqueous medium consisting essentially of water, a crystalloidal intermediate condensation product selected from the group consisting of urea-formaldehyde, melamine-formaldehyde and mixtures thereof, and a polysiloxane oil curable by heat to a solid infusible state selected from the group consisting of methyl hydrogen polysiloxane and ethyl hydrogen polysiloxane, said condensation product being present on said fabric in an amount of about 4 parts by weight for each part of said polysiloxane oil, drying the impregnated fabric and then subjecting said fabric to heat sufli cient to render said condensation product insoluble and said polysiloxane oil infusible.
  • the process for improving the wet crease-resistance properties of a cellulosic textile material comprising the steps of impregnating said material with an aqueous medium consisting essentially of water, a crystalloidal intermediate condensation product selected from the group consisting of urea-formaldehyde, melamine-formaldetit hyde and mixtures thereof, and a polysiloxane oil curable by heat to a solid infusible state selected from the group consisting of methyl hydrogen polysiloxane and ethyl hydrogen polysiloxane, said condensation product being present in an amount of about 20% by weight based on the dry weight of the textile material, said polysiloxane oil being present in an amount of 5% by weight based on the dry weight of the textile material, drying said treated material and subjecting the dried cellulosic textile material to heat sufiicient to render said condensation product insoluble and render said polysiloxane oil infusible.
  • the process for improving the wet crease-resistance properties of a cellulosic textile material comprising the steps of impregnating said material with an aqueous medium consisting essentially of water, a crystalloidal intermediate urea-formaldehyde condensation product and a methyl hydrogen polysiloxane oil curable by heat to a solid infusible state, said condensation product being present in an amount of about 20% by weight based on the dry weight of the textile material, said polysiloxane oil being present in an amount of 5% based on the dry weight of the textile material, drying said treated material and subjecting the dried cellulosic textile material to heat sufiicient to render said condensation product insoluble and render said polysiloxane oil infusible.
  • the process for improving the wet crease-resistance properties of a cellulosic textile material comprising the steps of impregnating said material with an aqueous medium consisting essentially of water, a crystalloidal intermediate urea-formaldehyde condensation product, a methyl hydrogen polysiloxane oil curable by heat to a solid infusible state, and a potentially acid catalyst for the further condensation of said urea-formaldehyde product consisting of a heat decomposable acid salt of ammonia, said condensation product being present in an amount of about 20% by weight based on the dry weight of the textile material, said polysiloxane oil being present a in an amount of 5% based on the dry weight of the textile material, drying said treated material and subjecting the dried cellulosic textile material to heat sufficient to render said condensation product insoluble and render said polysiloxane oil infusible.

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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)
US37771453 1949-10-31 1953-08-31 Treatment of cellulosic textile materials Expired - Lifetime US2839429A (en)

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GB2780249A GB695703A (en) 1949-10-31 1949-10-31 Improvements in the treatment of cellulosic textile materials

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US (1) US2839429A (xx)
BE (1) BE499068A (xx)
DE (1) DE865589C (xx)
FR (1) FR1028149A (xx)
GB (1) GB695703A (xx)
NL (1) NL77755C (xx)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3038821A (en) * 1958-08-28 1962-06-12 Dan River Mills Inc Wash-fast water-repellent cotton fabric and method
US3098833A (en) * 1959-11-27 1963-07-23 Gen Electric Organopolysiloxane emulsion containing a curing catalyst comprising zinc stearate, a metal salt and an alkanolamine-fatty acid condensate
US3175875A (en) * 1960-04-25 1965-03-30 Deering Milliken Res Corp Cellulosic fabrics and methods for making the same
US3175874A (en) * 1959-01-29 1965-03-30 Deering Milliken Res Corp Method of creaseproofing cellulosic fabrics by wet creaseproofing followed by dry creaseproofing and the resulting product
US3650821A (en) * 1965-07-21 1972-03-21 Plastics Manufacturing Co Rapid curing melamine-formaldehyde impregnated paper sheet for producing surface of improved stain resistance and luster retention
US3770489A (en) * 1971-09-16 1973-11-06 United Merchants & Mfg Creaseproofing cellulose-based fabrics
US4383062A (en) * 1981-01-28 1983-05-10 General Electric Waterborne coating compositions
US4518727A (en) * 1981-01-28 1985-05-21 General Electric Company Water based resin emulsions
WO1989005372A1 (en) * 1987-12-01 1989-06-15 West Point-Pepperell, Inc. Method of controlling the shrinkage of garments containing cotton
US5273548A (en) * 1987-12-01 1993-12-28 West Point-Pepperell, Inc. Method of controlling the shirnkage of garments containing cotton

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US2993949A (en) * 1956-10-08 1961-07-25 Minnesota Mining & Mfg Electrical insulating tape and article formed therewith
DE1119815B (de) * 1956-10-26 1961-12-21 Wit S Textiel Nijverheid N V D Verfahren zur Verbesserung der Bauschelastizitaet von Cellulosetextilien
DE1234670B (de) * 1957-05-21 1967-02-23 Nisshin Cotton Spinning Compan Verfahren zum Knitterfestmaschen von Baumwoll- und Baumwollmischgeweben
NL236360A (xx) * 1958-02-20
US4269602A (en) 1979-05-07 1981-05-26 Riegel Textile Corporation Buffered non-formaldehyde durable press textile treatment
US4269603A (en) 1979-05-04 1981-05-26 Riegel Textile Corporation Non-formaldehyde durable press textile treatment
ES2219824T3 (es) * 1997-10-08 2004-12-01 Precision Fabrics Group, Inc. Tejidos anti-alergenos permeables al aire, duraderos y comodos.
US6277770B1 (en) 1997-10-08 2001-08-21 Precision Fabrics Group, Inc. Durable, comfortable, air-permeable allergen-barrier fabrics

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US2502286A (en) * 1945-07-25 1950-03-28 Frank J Sowa Laminated products and process for producing the same
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US2258222A (en) * 1940-04-27 1941-10-07 Gen Electric Methyl aryl silicones and insulated conductors and other products utilizing the same
US2484598A (en) * 1945-06-05 1949-10-11 Alrose Chemical Company Reducing the crease and wrinkling tendencies of cellulosic textile fabrics
US2502286A (en) * 1945-07-25 1950-03-28 Frank J Sowa Laminated products and process for producing the same
US2634285A (en) * 1947-03-27 1953-04-07 Montclair Res Corp Acyloxy silanes
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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3038821A (en) * 1958-08-28 1962-06-12 Dan River Mills Inc Wash-fast water-repellent cotton fabric and method
US3175874A (en) * 1959-01-29 1965-03-30 Deering Milliken Res Corp Method of creaseproofing cellulosic fabrics by wet creaseproofing followed by dry creaseproofing and the resulting product
US3098833A (en) * 1959-11-27 1963-07-23 Gen Electric Organopolysiloxane emulsion containing a curing catalyst comprising zinc stearate, a metal salt and an alkanolamine-fatty acid condensate
US3175875A (en) * 1960-04-25 1965-03-30 Deering Milliken Res Corp Cellulosic fabrics and methods for making the same
US3650821A (en) * 1965-07-21 1972-03-21 Plastics Manufacturing Co Rapid curing melamine-formaldehyde impregnated paper sheet for producing surface of improved stain resistance and luster retention
US3770489A (en) * 1971-09-16 1973-11-06 United Merchants & Mfg Creaseproofing cellulose-based fabrics
US4383062A (en) * 1981-01-28 1983-05-10 General Electric Waterborne coating compositions
US4518727A (en) * 1981-01-28 1985-05-21 General Electric Company Water based resin emulsions
WO1989005372A1 (en) * 1987-12-01 1989-06-15 West Point-Pepperell, Inc. Method of controlling the shrinkage of garments containing cotton
US5273548A (en) * 1987-12-01 1993-12-28 West Point-Pepperell, Inc. Method of controlling the shirnkage of garments containing cotton

Also Published As

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GB695703A (en) 1953-08-19
DE865589C (de) 1953-02-02
BE499068A (xx) 1900-01-01
FR1028149A (fr) 1953-05-19
NL77755C (xx) 1955-04-15

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