US2749257A - Process for the fixation of mechanically produced effects on textile material, and material - Google Patents

Process for the fixation of mechanically produced effects on textile material, and material Download PDF

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US2749257A
US2749257A US41208254A US2749257A US 2749257 A US2749257 A US 2749257A US 41208254 A US41208254 A US 41208254A US 2749257 A US2749257 A US 2749257A
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condensation product
urea
formaldehyde
water
soluble
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Knup Emil
Aenishaenslin Rudolf
Widmer Gustav
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BASF Schweiz AG
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Ciba AG
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    • 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
    • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
    • 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
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06Q—DECORATING TEXTILES
    • D06Q1/00—Decorating textiles
    • D06Q1/08—Decorating textiles by fixation of mechanical effects, e.g. calendering, embossing or Chintz effects, using chemical means
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2762—Coated or impregnated natural fiber fabric [e.g., cotton, wool, silk, linen, etc.]
    • Y10T442/277—Coated or impregnated cellulosic fiber fabric
    • Y10T442/2828—Coating or impregnation contains aldehyde or ketone condensation product
    • Y10T442/2844—Melamine-aldehyde condensate

Definitions

  • the fabrics are impregnated with aqueous solutions of hardenable condensates of formaldehyde and phenols, urea or related compounds, such as thiourea, dicyandiamide, melamine or other aminotriazines, or mixtures of urea and thiourea, then dried and, after moistening again, that is to say, conditioning, subjected to a mechanical treatment for producing the desired effect, for example in a calendar or similar apparatus and, finally, heated to convert the hardenable condensate into the insoluble state.
  • the use of water-soluble ethers of dimethylolurea and of methylohnelamine has also been recommended for this purpose.
  • use may be made of hardening catalysts, finishing agents, softeners, matting agents, fillers and other suitable additives..
  • Another procedure consisted in filling the interstices of fabrics with easily removable material, such as starch, inv some cases also with hardening catalysts, and passing the fabric through a glazing or similar calender, coating it on one side evenly with a thin layer of hardenable resin, which is cautiously hardened and, after calendering the fabric again, is completely hardened, and crushed after removal of the filling material from the fabric.
  • the present invention is based on the observation that for the fixation of the mechanically produced effects it is of especial advantage to use water-soluble alkyl ethers of such ureau-formaldehyde condensation products as contain per mol of urea more than two mols of formaldehyde, as a rule essentially in the form of methylol groups.
  • the etherified condensation products are oils to vis cous masses which can be stored very well and are readily soluble in water.
  • the ethers to be used for this invention can be hardened with the aid of heat alone.
  • the ethers of the condensation products can be used by themselves or together with other auxiliaries, such as coagulatable proteins, dyestuffs, dyestuff components, pigments, softeners or coating agents.
  • Valuable fixations are obtained with the use, for example, of mixtures of the products of this invention with water-soluble formaldehyde condensation products of other compounds which, together with formaldehyde, yield hardenable aminoplasts, such as guanidine, biuret, dicyandiamide, aminotriazines, such as benzoguanamine, acetoguanamine, formoguanamine or preferably melamine, and also with their water-soluble alkyl ethers and/or water-soluble snythetic polymerization products,
  • polyvinyl alcohol such as polyvinyl alcohol or partially hydrolyzed polyvinyl acetates.
  • the present process is applicable to all kinds of fibers on which mechanically produced efiects can be fixed with hardenable artificial resins. It is particularly suited for the treatment of fiber material of regenerated cellulose, such as, for example, for the production of chintz effects and embossing effects on fabrics of viscose staple fibers or viscose rayon.
  • the feel of the regenerated cellulose treated according to this process is as a rule agreeably soft and the wash fastness of the effects obtained thereon is quite satisfactory.
  • Example 1 In producing and fixing a chintz eifect the following procedure may be employed.
  • a viscose rayon fabric is impregnated in a foulard with a solution containing, per
  • the ehintz effect so obtained is fast to Washing and the viscose rayon has a pleasant feel.
  • the aforementioned ether can be prepared as follows:
  • Example 2 A procedure for the production and fixation of an embossing effect is as follows: A viscose rayon fabric is impregnated in a foulard with a solution containing, per liter, 150 grams of the ether described in Example 1 and 5 grams of tartaric acid or 6 grams of lactic acid, squeezed to 180-190 per cent. of its original weight and dried in the usual manner until 10-15 per cent. of moisture remain in the fabric. Work in the embossing calender is performed at a pressure of 100 kg. per centimeter and at a temperature of ISO-180 C., and the subsequent curing carried out for 5 minutes at ISO-160 C.
  • the resulting embossing effect is fast to washing and iscose rayon has a pleasant feel.
  • Example 3 in producing and fixing a chintz effect the following procedure may be employed.
  • a fabric of viscose staple fibers is impregnated in a foulard with a solution containing. per liter, 40 grams of a water-soluble melamine which contains about 2 methylol groups, 40 grams of a watersoluble methylol-melamine which contains about 4 methylol ether groups, 40 grams of the alkyl ether described in Example 1, 15 grams of an aqueous solution of polyvinyl alcohol of per cent. strength by Weight, 10 grams of urea, and 18 grams of a mixture of calcium chloride and boric acid.
  • the fabric is squeezed to 180- 190 per cent. of its dry weight and dried in the usual manner until 10-15 per cent. of moisture remain in the fabric.
  • a temperature of 150- 180 C. and a working pressure of 100 kg. per centimeter are applied. Curing follows at 150-160" C. for 5 minutes.
  • the chintz effect so obtained is fast to washing and the viscose rayon has a pleasant feel.
  • Example 4 A procedure for the production and fixation of an embossing effect is as follows: A viscose rayon fabric is impregnated in a foulard with a solution containing, per liter, grams of a water-soluble melamine which contains about 2 methylol groups, 40 grams of a water-soluble rmthylol-melamine which contains about 4 methylol other groups, 40 grams of the alkyl ether described in Example 1. 15 grams of an aqueous solution of polyvinyl alcohol of 20 per cent. strength by weight, 10 grams of urea and 18 grams of a mixture of calcium chloride and boric acid. The fabric is squeezed to 180-190 per cent. of its dry weight and dried in the usual manner until 10-15 per cent. of moisture remain in the fabric. Work in the embossing calender is performed at a pressure of 100 kg. per centimeter and at. a temperature of ISO-180 C. and the subsequent curing carried out for 5 minutes at 150-160" C.
  • the resulting embossing effect is fast to washing and the viscose rayon has a pleasant feel.
  • the urea-formaldehyde condensation product is a water-soluble alkyl ether of such a ureaformaidehydc condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups.
  • the urea-formaldehyde condensation product is a water-soluble methyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups.
  • the urea-formaldehyde condensation product is a water-soluble alkyl ether of such a ureaformaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with at least one melamine-formaldehyde condensation product of the group consisting of a water-soluble mclamine-formaldehyde condensation product and a water-soluble alkyl ether thereof.
  • the urea-formaldehyde condensation product is a water-soluble alkyl ether of such a ureaformaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with at least one melamine-formaldehyde condensation product of the group consisting of a water-soluble melamine-formaldehyde condensation product and a water-soluble alkyl ether thereof and also in admixture with polyvinyl alcohol.
  • the ureaformaldehyde condensation product is a water-soluble alkyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups.
  • the ureaformaldehyde condensation product is a water-soluble methyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups.
  • the urea-formaldehyde condensation product is a water-soluble alkyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with at least one melamineformaldehyde condensation product of the group consisting of a water-soluble melamine-formaldehyde condensation product and a water-soluble alkyl ether thereof.
  • the ureaformaldehyde condensation product is a water-soluble methyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with at least one melamineformaldehyde condensation product of the group consisting of a water-soluble melamine-formaldehyde condensation product and a Water-soluble alkyl ether thereof.
  • the ureaformaldehyde condensation product is a water-soluble alkyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with a water-soluble melarninc-formaldehyde-condensation product containing about 2 methylol groups and with a Water-soluble methyl ether of a melamine-formaldehyde condensation product, said methyl ether containing about 4 methoxymethyl groups.
  • the ureaformaldehyde condensation product is a water-soluble alkyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with a water-soluble melamine-formaldehyde-condensation product containing about 2 methylol groups and with a watersoluble methyl ether of a melamine-formaldehyde condensation product, said methyl ether containing about 4 methoxy-rnethyl groups and also with polyvinyl alcohol.
  • the urea-formaldehyde condensation product is a water-soluble alkyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said other being in admixture with a water-soluble melamineformaldehyde-condensation product containing about 2 methylol groups and with a water-soluble methyl ether of a melamine-formaldehyde condensation product, said methyl ether containing about 4-methoxy-methyl groups and also with a partially hydrolized polyvinyl acetate
  • the ureaformaldehyde condensation product is a water-soluble methyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with a Water-soluble melamineformaldehyde-condensation product containing about 2 methylol groups and with a water-soluble methyl ether of a melamine-formaldehyde condensation product, said methyl ether containing about 4 methoxy-methyl groups.
  • the urea-formaldehyde condensation product is a water-soluble methyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with a water-soluble melamine-formaldehydecondensation product containing about 2 methylol groups and With a water-soluble methyl ether of a melamine formaldehyde condensation product, said methyl ether containing about 4 methoxy-methyl groups and also with polyvinyl alochol.
  • the urea-formaldehyde condensation product is a water-soluble methyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with a water-soluble melamineformaldehyde-condensation product containing about 2 methylol groups and with a water-soluble methyl ether of a melamine-formaldehyde condensation product, said methyl ether containing about 4-methoxy-methyl groups and also with a partially hydrolized polyvinyl acetate.

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

Description

linited States Patent F PROCESS FOR THE FIXATION 0F MECHANI- CALLY PRQDUCED EFFECTS ON TEXTILE MATERIAL, AND MATERIAL Emil Knup, Arlesheim, and Rudolf Aenishaenslin and Gustav Widmer, Basel, Switzerland, assignors to Cilia Limited, Basel, Switzerland, 21 Swiss firm No Drawing. Application February 23, 1954, Serial No. 412,082
Claims priority, application Switzerland February 24, 1953 20 Claims. (Cl. 117-65) It is known that mechanically produced effects on textile fabrics, such as are obtained by calendering, embossing and similar methods can be fixed by means of hardenable artificial resins so as to resist washing. To this end the fabrics are impregnated with aqueous solutions of hardenable condensates of formaldehyde and phenols, urea or related compounds, such as thiourea, dicyandiamide, melamine or other aminotriazines, or mixtures of urea and thiourea, then dried and, after moistening again, that is to say, conditioning, subjected to a mechanical treatment for producing the desired effect, for example in a calendar or similar apparatus and, finally, heated to convert the hardenable condensate into the insoluble state. The use of water-soluble ethers of dimethylolurea and of methylohnelamine has also been recommended for this purpose. In conjunction with these condensates use may be made of hardening catalysts, finishing agents, softeners, matting agents, fillers and other suitable additives..
It has also been recommended to impregnate cellulosic textile material with a neutral aqueous solution of a condensate of formaldehyde and urea or a derivative thereof and, after drying and conditioning, to subject it to a mechanical treatment and then to impregnate or otherwise treat it with a cold, concentrated and acidified solution of a salt which has a strong aifinity for water, but does not specifically cause cellulose to swell, as e. g. the chlorides of calcium, magnesium or aluminum. This procedure makes it possible to avoid high temperatures for the polymerization of the condensate.
Another procedure consisted in filling the interstices of fabrics with easily removable material, such as starch, inv some cases also with hardening catalysts, and passing the fabric through a glazing or similar calender, coating it on one side evenly with a thin layer of hardenable resin, which is cautiously hardened and, after calendering the fabric again, is completely hardened, and crushed after removal of the filling material from the fabric.
Furthermore, it has been proposed to make chintz or fabrics with a chintz dressing by impregnating the fabric with a solution of a urea-formaldehyde condensate and a coagulated protein, and polymerizing the resin simultaneously with the production of a gloss effect by applying sufficient heat and pressure, for example, in a heated calender, or by impregnating the fabric with an aqueous solution of a urea-formaldehyde condensate of -20 per cent strength by weight, drying the condensate at a temperature below its polymerization temperature to a point where it is still moist, and then subjecting it to simultaneous gloss-finishing and hardening at a temperature high enough to bring-about the hardening of the resin, for example in a glazing calender. It has also been proposed to use for the impregnation, solutions of ureaformaldehyde condensates containing a wetting agent,
ice
e. g. sulfonated castor oil and, if necessary, catalysts and/ or softeners.
The present invention, now, is based on the observation that for the fixation of the mechanically produced effects it is of especial advantage to use water-soluble alkyl ethers of such ureau-formaldehyde condensation products as contain per mol of urea more than two mols of formaldehyde, as a rule essentially in the form of methylol groups.
To prepare the products to be used according to this invention more than two mols, preferably between 3 and 5 mols, of formaldehyde are used per mol of urea, the unreacted excess of formaldehyde being distilled oif, if necessary. The condensation of the urea with the formaldehyde is advantageously carried out in an alkaline medium, e. g. at a pH of 75-10. For the etherification of the methylol compounds low molecular, m'onohydric aliphatic alcohols can be used, preferably methanol. The etherification is carried out in the usual manner, advantageously with the use of a small quantity of an acid as catalyst. All of the methylol groups in the condensation products can be etherified. It is however also possible to eifect partial etherification.
The etherified condensation products are oils to vis cous masses which can be stored very well and are readily soluble in water.
In using the etherified condensation products for the fixation of mechanically produced etiects on textile materials, the usual known methods are followed. The ethers to be used for this invention can be hardened with the aid of heat alone. However, it is of advantage to add the customary hardening catalysts. This is of particular advantage in practicing the present process because at ordinary temperature the ethers to be used are unalfected by the acid catalysts, so that solutions with admixed catalysts will keep for several days without undergoing any undesirable changes. The ethers of the condensation products can be used by themselves or together with other auxiliaries, such as coagulatable proteins, dyestuffs, dyestuff components, pigments, softeners or coating agents.
Valuable fixations are obtained with the use, for example, of mixtures of the products of this invention with water-soluble formaldehyde condensation products of other compounds which, together with formaldehyde, yield hardenable aminoplasts, such as guanidine, biuret, dicyandiamide, aminotriazines, such as benzoguanamine, acetoguanamine, formoguanamine or preferably melamine, and also with their water-soluble alkyl ethers and/or water-soluble snythetic polymerization products,
such as polyvinyl alcohol or partially hydrolyzed polyvinyl acetates.
The present process is applicable to all kinds of fibers on which mechanically produced efiects can be fixed with hardenable artificial resins. It is particularly suited for the treatment of fiber material of regenerated cellulose, such as, for example, for the production of chintz effects and embossing effects on fabrics of viscose staple fibers or viscose rayon. The feel of the regenerated cellulose treated according to this process is as a rule agreeably soft and the wash fastness of the effects obtained thereon is quite satisfactory.
Thefollowing examples illustrate the invention, the parts being by Weight unless otherwise stated and the relation between parts by weight'and parts by.volurne being the same as that between the kilogram and the liter.
Example 1 In producing and fixing a chintz eifect the following procedure may be employed. A viscose rayon fabric is impregnated in a foulard with a solution containing, per
liter, 150 grams of the ether described below and grams of tartaric acid or 6 grams of lactic acid. It is squeezed to 180-190 per cent. of its original weight and dried in the usual manner until -15 per cent. of moisture remain in the fabric. When imparting a chintz effect a temperature of 150-180" C. and a working pressure of 100 kg. per centimeter are applied. Curing follows at ISO-160 C. for 5 minutes.
The ehintz effect so obtained is fast to Washing and the viscose rayon has a pleasant feel.
The aforementioned ether can be prepared as follows:
1 mol of urea is condensed at a pH of 8.5 at 95 C. for one hour with 4.5 mols of aqueous formaldehyde. Any excess of aldehyde and the water are then distilled off under reduced pressure. The distillation residue is dissolved in methanol. After the addition of a small quantity of hydrochloric acid, the etherification mixture is allowed to stand at 30-35" C. for minutes, after which the acid is neutralized and the excess of methyl alcohol is distilled off. The residue is a water-soluble, pale syrup.
Example 2 A procedure for the production and fixation of an embossing effect is as follows: A viscose rayon fabric is impregnated in a foulard with a solution containing, per liter, 150 grams of the ether described in Example 1 and 5 grams of tartaric acid or 6 grams of lactic acid, squeezed to 180-190 per cent. of its original weight and dried in the usual manner until 10-15 per cent. of moisture remain in the fabric. Work in the embossing calender is performed at a pressure of 100 kg. per centimeter and at a temperature of ISO-180 C., and the subsequent curing carried out for 5 minutes at ISO-160 C.
The resulting embossing effect is fast to washing and iscose rayon has a pleasant feel.
Example 3 in producing and fixing a chintz effect the following procedure may be employed. A fabric of viscose staple fibers is impregnated in a foulard with a solution containing. per liter, 40 grams of a water-soluble melamine which contains about 2 methylol groups, 40 grams of a watersoluble methylol-melamine which contains about 4 methylol ether groups, 40 grams of the alkyl ether described in Example 1, 15 grams of an aqueous solution of polyvinyl alcohol of per cent. strength by Weight, 10 grams of urea, and 18 grams of a mixture of calcium chloride and boric acid. The fabric is squeezed to 180- 190 per cent. of its dry weight and dried in the usual manner until 10-15 per cent. of moisture remain in the fabric. When imparting a chintz effect a temperature of 150- 180 C. and a working pressure of 100 kg. per centimeter are applied. Curing follows at 150-160" C. for 5 minutes.
The chintz effect so obtained is fast to washing and the viscose rayon has a pleasant feel.
Example 4 A procedure for the production and fixation of an embossing effect is as follows: A viscose rayon fabric is impregnated in a foulard with a solution containing, per liter, grams of a water-soluble melamine which contains about 2 methylol groups, 40 grams of a water-soluble rmthylol-melamine which contains about 4 methylol other groups, 40 grams of the alkyl ether described in Example 1. 15 grams of an aqueous solution of polyvinyl alcohol of 20 per cent. strength by weight, 10 grams of urea and 18 grams of a mixture of calcium chloride and boric acid. The fabric is squeezed to 180-190 per cent. of its dry weight and dried in the usual manner until 10-15 per cent. of moisture remain in the fabric. Work in the embossing calender is performed at a pressure of 100 kg. per centimeter and at. a temperature of ISO-180 C. and the subsequent curing carried out for 5 minutes at 150-160" C.
The resulting embossing effect is fast to washing and the viscose rayon has a pleasant feel.
What is claimed is:
1. In the process for the wash-resisting fixation of effects on cellulose-containing textile material by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the urea-formaldehyde condensation product is a water-soluble alkyl ether of such a ureaformaidehydc condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups.
2. in the process for the wash-resisting fixation of effects on cellulose-containing textile material by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the urea-formaldehyde condensation product is a water-soluble methyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups.
in the process for the wash-resisting fixation of effects on cellulose-containing textile material by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the urea-formaldehyde condensation product is a water-soluble alkyl ether of such a ureaformaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with at least one melamine-formaldehyde condensation product of the group consisting of a water-soluble mclamine-formaldehyde condensation product and a water-soluble alkyl ether thereof.
4. In the process for the wash-resisting fixation of effects on cellulose-containing textile material by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the urea-formaldehyde condensation product is a water-soluble alkyl ether of such a ureaformaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with at least one melamine-formaldehyde condensation product of the group consisting of a water-soluble melamine-formaldehyde condensation product and a water-soluble alkyl ether thereof and also in admixture with polyvinyl alcohol.
5. In the process for the wash-resisting fixation of effects on regenerated cellulosecontaining textile material by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the ureaformaldehyde condensation product is a water-soluble alkyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups.
6. In the process for the wash-resisting fixation of effects on regenerated cellulose-containing textile ma terial by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the ureaformaldehyde condensation product is a water-soluble methyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups.
7. In the process for the wash-resisting fixation of effects on regenerated cellulose-containing textile material by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the urea-formaldehyde condensation product is a water-soluble alkyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with at least one melamineformaldehyde condensation product of the group consisting of a water-soluble melamine-formaldehyde condensation product and a water-soluble alkyl ether thereof.
8. In the process for the wash-resisting fixation of effects on regenerated cellulose-containing textile material by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the ureaformaldehyde condensation product is a water-soluble methyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with at least one melamineformaldehyde condensation product of the group consisting of a water-soluble melamine-formaldehyde condensation product and a Water-soluble alkyl ether thereof.
9. In the process for the wash-resisting fixation of effects on regenerated cellulose-containing textile material by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the ureaformaldehyde condensation product is a water-soluble alkyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with a water-soluble melarninc-formaldehyde-condensation product containing about 2 methylol groups and with a Water-soluble methyl ether of a melamine-formaldehyde condensation product, said methyl ether containing about 4 methoxymethyl groups.
10. In the process for the wash-resisting fixation of effects on regenerated cellulose-containing textile material by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the ureaformaldehyde condensation product is a water-soluble alkyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with a water-soluble melamine-formaldehyde-condensation product containing about 2 methylol groups and with a watersoluble methyl ether of a melamine-formaldehyde condensation product, said methyl ether containing about 4 methoxy-rnethyl groups and also with polyvinyl alcohol.
11-. In the process for the wash-resisting fixation of effects on regenerated cellulose-containing textile material by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the urea-formaldehyde condensation product is a water-soluble alkyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said other being in admixture with a water-soluble melamineformaldehyde-condensation product containing about 2 methylol groups and with a water-soluble methyl ether of a melamine-formaldehyde condensation product, said methyl ether containing about 4-methoxy-methyl groups and also with a partially hydrolized polyvinyl acetate.
12. In the process for the wash-resisting fixation of effects on regenerated cellulose-containing textile material by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the ureaformaldehyde condensation product is a water-soluble methyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with a Water-soluble melamineformaldehyde-condensation product containing about 2 methylol groups and with a water-soluble methyl ether of a melamine-formaldehyde condensation product, said methyl ether containing about 4 methoxy-methyl groups.
13. In the process for the Wash-resisting fixation of effects on regenerated cellulose-containing textile material by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the urea-formaldehyde condensation product is a water-soluble methyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with a water-soluble melamine-formaldehydecondensation product containing about 2 methylol groups and With a water-soluble methyl ether of a melamine formaldehyde condensation product, said methyl ether containing about 4 methoxy-methyl groups and also with polyvinyl alochol.
14. In the process for the Wash-resisting fixation of effects on regenerated cellulose-containing textile material by subjecting the textile material impregnated with an aqueous solution of a hardenable urea-formaldehyde condensation product to a treatment in a mechanical finishing machine and thereafter heat hardening the condensation product, the improvement that the urea-formaldehyde condensation product is a water-soluble methyl ether of such a urea-formaldehyde condensation product as contains, per mol urea, more than 2 mols formaldehyde essentially in the form of methylol groups, said ether being in admixture with a water-soluble melamineformaldehyde-condensation product containing about 2 methylol groups and with a water-soluble methyl ether of a melamine-formaldehyde condensation product, said methyl ether containing about 4-methoxy-methyl groups and also with a partially hydrolized polyvinyl acetate.
15 A cellulose-containing textile material with effects produced by means of a mechanical finishing machine and fixed with a hardened alkyl ether of a urea formaldehyde condensation product containing per mol of urea more than 2 mols of formaldehyde essentially in the form of methylol groups.
16. A cellulose-containing textile material with effects produced by means of a mechanical finishing machine and fixed with a hardened methyl ether of a urea formaldehyde condensation product containing per mol of urea more than 2 mols of formaldehyde essentially in the form of methylol groups.
17. A cellulose-containing textile material with effects produced by means of a mechanical finishing machine and fixed with a hardened alkyl ether of a urea formaldehyde condensation product containing per mol of urea more than 2 mols of formaldehyde essentially in the form of methylol groups, said ether being hardened in admixture with at least one melamine-formaldehyde condensation product of the group consisting of a water-soluble melamine-formaldehyde condensation product and a Water-soluble alkyl ether thereof.
18. A regenerated cellulose-containing textile material with effects produced by means of a mechanical finishing machine and fixed with a hardened methyl ether of a urea formaldehyde condensation product containing per mol of urea more than 2 mols of formaldehyde essentially in the form of methylol groups, said ether being hardened in admixture with a water-soluble melamine-formaldehyde-condensation product containing about 2 methylol groups and with a water-soluble methyl ether of a melamine-formaldehyde condensation product, said methyl ether containing about 4-1nethoxy-methyl groups.
19. A regenerated cellulosecontaining textile material with effects produced by means of a mechanical finishing machine and fixed with a hardened methyl ether of a urea formaldehyde condensation product containing per mol of urea more than 2 mols of formaldehyde essentially in the form of methylol groups, said ether being hardened in admixture with a water-soluble melamine-formaldehyde-condensation product containing about 2 methylol groups and with a water-soluble methyl ether of a melamine-formaldehyde condensation product, said methyl ether containing about 4-inethoxy-methyl groups and also with polyvinyl alcohol.
20. A regenerated cellulose-containing textile material with efiects produced by means of a mechanical finishing machine and fixed with a hardened methyl ether of a urea formaldehyde condensation product containing per mol of urea more than 2 mols of formaldehyde essentially in the form of methylol groups, said ether being hardened in admixture with a water-soluble melamine-formaldehyde-condensation product containing about 2 methylol groups and with a watensoluble methyl ether of a melamineforrnaldehyde condensation product, said methyl ether containing about 4-rnethoxy-methyl groups, and also with a partially hydrolized polyvinyl acetate.
References Cited in the file of this patent UNITED STATES PATENTS 2,469,408 Power's May 10, 1949 2,498,454 Schibler Feb. 2, 1950 2,577,957 Farnsworth Dec. 11, 1951 2,622,995 Lippert et al. Dec. 23, 1952 FOREIGN PATENTS 608,487 Great Britain of 1948

Claims (1)

1. IN THE PROCESS FOR THE WASH-RESISTING FIXATION OF EFFECTS OF CELLULOSE-CONTAINING TEXTILE MATERIAL BY SUBJECTING THE TEXTILE MATERIAL IMPREGNATED WITH AN AQUEOUS SOLUTION OF A HARDENABLE UREA-FORMALDEHYDE CONDENSATION PRODUCT TO A TREATMENT IN A MECHANICAL FINISHING MACHINE AND THEREAFTER HEAT HARDENING THE CONDENSATION PRODUCT, THE IMPROVEMENT THAT THE UREA-FORMALDEHYDE CONDENSATION PRODUCT IS A WATER-SOLUBLE ALKYL ETHER OF SUCH A UREAFORMALDEHYDE CONDENSATION PRODUCT AS CONTAINS, PER MOL UREA, MORE THAN 2 MOLS FORMALDEHYDE ESSENTIALLY IN THE FORM OF METHYLOL GROUPS.
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Cited By (11)

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US2825710A (en) * 1956-02-20 1958-03-04 Du Pont Process of preparing a grease-proofing agent
US2911326A (en) * 1956-11-08 1959-11-03 Du Pont Treatment of cellulosic fiber and composition therefor
US2976167A (en) * 1955-08-17 1961-03-21 Ciba Ltd Process for improving fibrous material and composition therefor
US2981704A (en) * 1956-04-12 1961-04-25 American Cyanamid Co Water repellent, method of impregnating textiles with same, and textiles bearing same
US2983630A (en) * 1958-08-25 1961-05-09 Soto Chemical Coatings Inc De Treating a cellulose-containing base to impart thereto alkali resistance, composition therefor and the resultant product
US3063869A (en) * 1959-11-05 1962-11-13 American Cyanamid Co Novel textile finishing compositions and process for using the same
US3089859A (en) * 1959-03-03 1963-05-14 Sumitomo Chemical Co Process for manufacturing dimethyloluron-alkyl-ethers and copolymers thereof with methylolmelamine alkyl ethers
DE1151484B (en) * 1958-11-19 1963-07-18 Boehme Kg Dr Th Process for reducing the chlorine retention capacity of cellulose textiles equipped with dimethylolethylene urea
US3317630A (en) * 1962-11-15 1967-05-02 American Cyanamid Co One-kettle process for preparing a composition containing alkylated melamine and urea formaldehyde condensates
US3859124A (en) * 1972-09-25 1975-01-07 Proctor Chemical Company Inc Durable fire retardant textile materials by anhydrous solvent finishing process
US3927141A (en) * 1972-05-05 1975-12-16 Huels Chemische Werke Ag Polyamide base powder coating material containing an aminoplast carrying alkoxyalkyl groups

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US249408A (en) * 1881-11-08 Electrical lamp
GB608487A (en) * 1942-10-31 1948-09-16 American Cyanamid Co Improvements in or relating to the preparation of colloidal aqueous dispersions of partially polymerized anionic dimethylol urea or dimethylol urea ether and methods of treating fibrous materials with said dispersions
US2498454A (en) * 1945-11-28 1950-02-21 Ciba Ltd Hardenable emulsion serving as binding agent and process of making same
US2577957A (en) * 1949-06-04 1951-12-11 Aspinock Corp Process of calender finishing nylon fabric
US2622995A (en) * 1948-02-21 1952-12-23 Bancroft & Sons Co J Process for resin impregnating cellulosic fabrics

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Publication number Priority date Publication date Assignee Title
US249408A (en) * 1881-11-08 Electrical lamp
GB608487A (en) * 1942-10-31 1948-09-16 American Cyanamid Co Improvements in or relating to the preparation of colloidal aqueous dispersions of partially polymerized anionic dimethylol urea or dimethylol urea ether and methods of treating fibrous materials with said dispersions
US2498454A (en) * 1945-11-28 1950-02-21 Ciba Ltd Hardenable emulsion serving as binding agent and process of making same
US2622995A (en) * 1948-02-21 1952-12-23 Bancroft & Sons Co J Process for resin impregnating cellulosic fabrics
US2577957A (en) * 1949-06-04 1951-12-11 Aspinock Corp Process of calender finishing nylon fabric

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2976167A (en) * 1955-08-17 1961-03-21 Ciba Ltd Process for improving fibrous material and composition therefor
US2825710A (en) * 1956-02-20 1958-03-04 Du Pont Process of preparing a grease-proofing agent
US2981704A (en) * 1956-04-12 1961-04-25 American Cyanamid Co Water repellent, method of impregnating textiles with same, and textiles bearing same
US2911326A (en) * 1956-11-08 1959-11-03 Du Pont Treatment of cellulosic fiber and composition therefor
US2983630A (en) * 1958-08-25 1961-05-09 Soto Chemical Coatings Inc De Treating a cellulose-containing base to impart thereto alkali resistance, composition therefor and the resultant product
DE1151484B (en) * 1958-11-19 1963-07-18 Boehme Kg Dr Th Process for reducing the chlorine retention capacity of cellulose textiles equipped with dimethylolethylene urea
US3089859A (en) * 1959-03-03 1963-05-14 Sumitomo Chemical Co Process for manufacturing dimethyloluron-alkyl-ethers and copolymers thereof with methylolmelamine alkyl ethers
US3063869A (en) * 1959-11-05 1962-11-13 American Cyanamid Co Novel textile finishing compositions and process for using the same
US3317630A (en) * 1962-11-15 1967-05-02 American Cyanamid Co One-kettle process for preparing a composition containing alkylated melamine and urea formaldehyde condensates
US3927141A (en) * 1972-05-05 1975-12-16 Huels Chemische Werke Ag Polyamide base powder coating material containing an aminoplast carrying alkoxyalkyl groups
US3859124A (en) * 1972-09-25 1975-01-07 Proctor Chemical Company Inc Durable fire retardant textile materials by anhydrous solvent finishing process

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