US2039524A - Agents rendering textile materials fast to creasing - Google Patents

Agents rendering textile materials fast to creasing Download PDF

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Publication number
US2039524A
US2039524A US751254A US75125434A US2039524A US 2039524 A US2039524 A US 2039524A US 751254 A US751254 A US 751254A US 75125434 A US75125434 A US 75125434A US 2039524 A US2039524 A US 2039524A
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Prior art keywords
hydrochloride
creasing
obtainable
parts
textile materials
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US751254A
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Eckelmann Alfred
Koch Ernst
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General Aniline Works Inc
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General Aniline Works Inc
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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
    • 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
    • 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
    • D06M13/12—Aldehydes; Ketones

Definitions

  • the present invention relates to agents rendering textile materials fast to creasing and to a process of treating textile materials with said agents.
  • textile such as, for instance, viscose artificial silkor cotton
  • textile may be rendered fast to creasing by treating them with solutions or emulsions of salts of imido ethers and of salts of amidines or derivatives thereof and aldehydes or substances yielding aldehyde and then heating them to temperatures of about 50 C. to about 120 C.
  • the aldehydes may be used in the form of solutions or, in case of low molecular aldehydes, in the form of gases.
  • the textiles may be treated first with solutions of salts of imidoethers and amidines and then with aldehydes.
  • the textiles may be treated first with the aldehydes and then with the solutions of the salts of imidoethers and amidines.
  • the aldehydes or the substances yielding aldehydes may be introduced into the solutions or emulsions of the salts of imidoethers and amidines and the textiles may be treated with the solutions or emulsions thus obtained.
  • salts of such imidoethers there may be mentioned, for instance: stearimidoethylether hydrochloride, stearimidobutyletheroxalate, laurimidochloroethylether hydrochloride, oxystearimidobutylether hydrochloride, abietimidoethylether hydrochloride, acetimidostearylether hydrochloride, benzimidododecylether hydrochloride, the reaction product of sebacyldinitrile with 2 mols of butanol and P101 or the product which is obtainable by causing the nitrile of a naphthenic acid to react with ethylalcohol in the presence of HCl.
  • amidines there may be used, for instance, stearamidine' hydrochloride, lauramidineformate, the amidine which is obtainable from stearimidoethylether by reaction with ethylene diamine, abietamidine hydrochloride, laurdiethylamidine acetate.
  • the mixtures of imidoethers and amidines may consist of mixtures of pure imidoethers and pure amidines as well as of mixtures of imidoethers and amidines obtained from mixtures of technical acids by way of the respective nitriles or from imidoethers hydrochlorides, respectively.
  • mixturesthere may be used besides those mentioned in the examples: the mixtures consisting of the imidoethylether hydrochloride of technical stearic acid and the amidine hydrochloride of technical stearic acid, furthermore, the mixture of imidoethylether hydrochloride of palm nut 01] fatty acid and the amidine of technical stearic acid.
  • aldehydes there may be mentioned: formaldehyde, acetaldehyde, giyoxal, and as substances yielding aldehydes: dimethylol urea and dimethylol formamide.
  • solubility and the stability of the solutions of certain of the salts of these imidoethers or amidines may be enhanced by using during the preparation of the solutions simultaneously emulsifying or dispersing agents or protective colloids.
  • agents there may be mentioned, for instance, the salts of the amides carrying sulfo or carboxyl groups or the esters of higher fatty acids, salts of urethanes carrying suifo or carboxyl groups, fatty alcohol sulfonates, watersoluble oxethylated fatty alcohols, oxethylated fatty amines, oxethylated esters or amides of higher fatty acids, carbohydrates, oxethylated or other water-soluble albuminous substances and similar water-soluble high-molecular substances or mixtures of thesaid substances.
  • the advantage of the present process resides in the fact that the textile fibers ,need only be heated to a temperature of at most- 120 C. so that the fiber is not detrimentally affected and the tissue is prevented from becoming yellow.
  • the textile fabrics treated according to the present process are, furthermore, distinguished by a very soft feel.
  • Viscose fabric is steeped with 1000 parts of a formaldehyde solution of 20% strength which contains parts of stearimidomethylether hydrochloride and 10 parts of stearamidine formate (both produced with the aid of technical stearic acid). After hydroextracting, the material is dried at about 90 C. It is then very fast to creasing and has an agreeable soft'feel.
  • hydrochloride of stearimidomethylether there may also be used the hydrochloride or oxalate of the imodomethylether or imidobutylether obtainable from coconut fatty acid nitrile.
  • Linen tissue is introduced into a bath which contains per liter..25 parts of imidobutylether hydrochloride, obtainable from the fatty acid nitrile of coconut oil and 20 parts of stearic ami'dine formate. After squeezing, the material is passed through a formaldehyde solution of 20% strength, hydroextracted and dried at C. to C. The material has become fast to creasing and is distinguished by a full handle.
  • amidine hydrochloride obtainable by causing ethylene diamine to react with the imido ethylether hydrochloride which is obtainable from the fatty acid nitrile of palm nut oil.
  • Agents for treating textile material comprising an addition salt of an imidoether and an addition salt of an amidine.
  • An agent for treating textile material comprising the imidoethylether hydrochloride, obtainable from the'technical stearic acid, and the amidine hydrochloride, obtainable by converting this imidoethylether hydrochloride by means of ethylenediamine.
  • An agent for treating textile material comprising 'dimethylol urea, laurimidohexylether hydrochloride of the formula and the amidine hydrochloride, obtainable by causing ethylene diamine to react with the imidoethylether hydrochloride which is obtainable from the fatty acid nitrlle of palm nut oil.

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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

Patented May 5, 1936 UNITED STATES PATENT OFFICE AGENTS RENDERING TEXTILE MATERIALS FAST T CREASING No Drawing. Application November 2, 1934, Serial No. 751,254. In Germany November 9, l
7 Claims. (Cl. 134-18) The present invention relates to agents rendering textile materials fast to creasing and to a process of treating textile materials with said agents.
We have found that textile, such as, for instance, viscose artificial silkor cotton, may be rendered fast to creasing by treating them with solutions or emulsions of salts of imido ethers and of salts of amidines or derivatives thereof and aldehydes or substances yielding aldehyde and then heating them to temperatures of about 50 C. to about 120 C. The aldehydes may be used in the form of solutions or, in case of low molecular aldehydes, in the form of gases. The textiles may be treated first with solutions of salts of imidoethers and amidines and then with aldehydes. But it is also possible to treat the textiles first with the aldehydes and then with the solutions of the salts of imidoethers and amidines. Furthermore, the aldehydes or the substances yielding aldehydes may be introduced into the solutions or emulsions of the salts of imidoethers and amidines and the textiles may be treated with the solutions or emulsions thus obtained.
As salts of such imidoethers there may be mentioned, for instance: stearimidoethylether hydrochloride, stearimidobutyletheroxalate, laurimidochloroethylether hydrochloride, oxystearimidobutylether hydrochloride, abietimidoethylether hydrochloride, acetimidostearylether hydrochloride, benzimidododecylether hydrochloride, the reaction product of sebacyldinitrile with 2 mols of butanol and P101 or the product which is obtainable by causing the nitrile of a naphthenic acid to react with ethylalcohol in the presence of HCl.
As amidines there may be used, for instance, stearamidine' hydrochloride, lauramidineformate, the amidine which is obtainable from stearimidoethylether by reaction with ethylene diamine, abietamidine hydrochloride, laurdiethylamidine acetate.
The mixtures of imidoethers and amidines may consist of mixtures of pure imidoethers and pure amidines as well as of mixtures of imidoethers and amidines obtained from mixtures of technical acids by way of the respective nitriles or from imidoethers hydrochlorides, respectively.
As such mixturesthere may be used besides those mentioned in the examples: the mixtures consisting of the imidoethylether hydrochloride of technical stearic acid and the amidine hydrochloride of technical stearic acid, furthermore, the mixture of imidoethylether hydrochloride of palm nut 01] fatty acid and the amidine of technical stearic acid.
As aldehydes there may be mentioned: formaldehyde, acetaldehyde, giyoxal, and as substances yielding aldehydes: dimethylol urea and dimethylol formamide.
The solubility and the stability of the solutions of certain of the salts of these imidoethers or amidines may be enhanced by using during the preparation of the solutions simultaneously emulsifying or dispersing agents or protective colloids. As such agents there may be mentioned, for instance, the salts of the amides carrying sulfo or carboxyl groups or the esters of higher fatty acids, salts of urethanes carrying suifo or carboxyl groups, fatty alcohol sulfonates, watersoluble oxethylated fatty alcohols, oxethylated fatty amines, oxethylated esters or amides of higher fatty acids, carbohydrates, oxethylated or other water-soluble albuminous substances and similar water-soluble high-molecular substances or mixtures of thesaid substances.
The advantage of the present process resides in the fact that the textile fibers ,need only be heated to a temperature of at most- 120 C. so that the fiber is not detrimentally affected and the tissue is prevented from becoming yellow. The textile fabrics treated according to the present process are, furthermore, distinguished by a very soft feel.
The following examples serve to illustrate the invention but they are not intended to limit it thereto; the parts are by weight:
(1) Viscose fabric is steeped with 1000 parts of a formaldehyde solution of 20% strength which contains parts of stearimidomethylether hydrochloride and 10 parts of stearamidine formate (both produced with the aid of technical stearic acid). After hydroextracting, the material is dried at about 90 C. It is then very fast to creasing and has an agreeable soft'feel.
Instead of the hydrochloride of stearimidomethylether there may also be used the hydrochloride or oxalate of the imodomethylether or imidobutylether obtainable from coconut fatty acid nitrile.
(2) 5 parts of stearimidoisobutylether hydrochloride, 5 parts of stearamidine formate and 3 parts of the ammonium salt of polyvinylbutylethermaleic acid are dissolved in 1000 parts of formaldehyde solution of strength. Mixed fabric of viscose and natural silk is treated with this solution, then squeezed and dried at about 100 C. The fabric now has a very good fast- ,ness to creasing and a very soft feel,
(3) Linen tissue is introduced into a bath which contains per liter..25 parts of imidobutylether hydrochloride, obtainable from the fatty acid nitrile of coconut oil and 20 parts of stearic ami'dine formate. After squeezing, the material is passed through a formaldehyde solution of 20% strength, hydroextracted and dried at C. to C. The material has become fast to creasing and is distinguished by a full handle.
(4) In 1 liter of formaldehyde solution of 20% strength thereare dissolved 20 parts of imidoethylether hydrochloride, obtainable from technical stearic acid, and 6 parts of the amidine, obtainable by causing the said hydrochloride to react with ethylenediamine, and viscose artificial silk tissue is treated with this solution at ordinary temperature. The material is squeezed, centrifuged and dried at 100 C.'; it is then pretty fast to creasing and possesses an agreeable soft feel.
(5) Cotton tissue is handled for 10 minutes in a solution of 15 parts of myristimidoamylether hydrochloride of the formula C 11811.0 .HCl
0 CsHn and 10 parts of laurdiethylamidine acetate of the formula NH CuHI-c .HzCCOOH and 10 parts of the amidine which is obtained by causing ethylene diamine to react with the imidoethylether hydrochloride obtainable from the fatty acid nitrile of palm nut oil. Thereupon, the tissue is centrifuged and dried at about C. It has become very fast to creasing and retains this property after being washed.
CuHg. C
We claim:
1. The process which comprises treating a textile material with an aqueous preparation containing an addition salt of an imidoether, an addition salt of an amidine and an aldehyde and drying the material at a temperature of about 50 C. to about C.
2. The process which comprises treating a textile material with an aqueous preparation containing an addition salt of an imidoether, an addition salt of an amidine and formaldehyde and drying the material at a temperature of about 50 C. to about 120 C.
3. The process which comprises treating a textile material with an aqueous preparation containing formaldehyde, the imidoethylether hydrochloride, obtainable from the technical stearic acid and the amidin hydrochloride which is obtainable by converting this imidoethylether hydrochloride by means of ethylenediamine, and drying the material at a temperature of about 50 C. to about 120 C.
4. The process which comprises treating a textile material with an aqueous preparation containing dimethylol urea, laurimidohexylether hydrochloride of the formula CuHn.C .HCl
and the amidine hydrochloride, obtainable by causing ethylene diamine to react with the imido ethylether hydrochloride which is obtainable from the fatty acid nitrile of palm nut oil.
5. Agents for treating textile material comprising an addition salt of an imidoether and an addition salt of an amidine.
6. An agent for treating textile material comprising the imidoethylether hydrochloride, obtainable from the'technical stearic acid, and the amidine hydrochloride, obtainable by converting this imidoethylether hydrochloride by means of ethylenediamine.
7. An agent for treating textile material comprising 'dimethylol urea, laurimidohexylether hydrochloride of the formula and the amidine hydrochloride, obtainable by causing ethylene diamine to react with the imidoethylether hydrochloride which is obtainable from the fatty acid nitrlle of palm nut oil.
ALFRED ECICELMANN. ERNST KOCH.
US751254A 1933-11-09 1934-11-02 Agents rendering textile materials fast to creasing Expired - Lifetime US2039524A (en)

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