US2118685A - Rendering textile materials substantially resistant to creasing - Google Patents

Rendering textile materials substantially resistant to creasing Download PDF

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Publication number
US2118685A
US2118685A US739714A US73971434A US2118685A US 2118685 A US2118685 A US 2118685A US 739714 A US739714 A US 739714A US 73971434 A US73971434 A US 73971434A US 2118685 A US2118685 A US 2118685A
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US
United States
Prior art keywords
creasing
acid
formaldehyde
textile materials
compounds
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
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US739714A
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English (en)
Inventor
Stadler Josef
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
IG Farbenindustrie AG
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IG Farbenindustrie AG
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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—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
    • D06M13/127—Mono-aldehydes, e.g. formaldehyde; Monoketones
    • 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
    • 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

Definitions

  • the present invention relates to a process of rendering textile materials substantially resistant to creasing.
  • a great disadvantage of fibrous materials consisting of cellulose or its derivatives consists in the fact that they are readily permanently deformed under the action of pressure, which disadvantage is due to their relatively slight elasticity.
  • a specially objectionable exhibition of this property is the creasing of fabrics and articles of clothing. It is usual therefore to employ for the preparation of higher quality articles of clothing wool or silk, because these have a considerably higher elasticity than, for example. vegetable fibrous materials and consequently do not retain permanent creases formed under the action of pressure,
  • textile materials can be rendered substantially resistant to creasing by impregnating them with aqueous solutions of 20 compounds reacting as formaldehyde (i. e. formaldehyde itself and compounds supplying the same) in the presence of non-oxidizing, acidreacting compounds, acting on the materials with organic non-resin compounds containing a 25 basic group and at least one radicle with at least 4 carbon atoms and heating to elevated temperatures.
  • formaldehyde i. e. formaldehyde itself and compounds supplying the same
  • non-oxidizing, acidreacting compounds acting on the materials with organic non-resin compounds containing a 25 basic group and at least one radicle with at least 4 carbon atoms and heating to elevated temperatures.
  • non-resin compounds such compounds are meant as are not themselves resins and do not form resins with formalde- 30 hyde.
  • cotton, mercerized cotton or otherjhydrated celluloses, artificial silk, such as viscose or acetate artificial silk, or linens are treated according to the said process.
  • the process may also be applied to mixed fabrics containing cellulose or its derivatives, such as, for example, those consisting of cotton and artificial silk, cotton and wool, or silk and artificial silk.
  • Formaldehyde may be employed in any available form; it is preferable to employ the usual 30 per cent aqueous formaldehyde solution, which may be diluted in a suitable manner depending on the textile materials to be treated (for example to 20 or per cent or still lower concentrations).
  • substances supplying formaldehyde such as, for example, trioxymethylene, may be employed.
  • acid-reacting compounds 50 there may be mentioned hydrochloric acid, ami no-sulphonic acid, thiocyanic acid, acetic acid, chloracetic acid, ethionic acid, benzene disulphonic acids, for example, meta-benzene disulphonic acid, aluminium chloride or alum.
  • hydrochloric acid ami no-sulphonic acid
  • thiocyanic acid acetic acid
  • chloracetic acid ethionic acid
  • benzene disulphonic acids for example, meta-benzene disulphonic acid, aluminium chloride or alum.
  • the amount of the acidreacting substances is selected so that-the treatment bath has a faintly acid reaction in order that the textiles under treatment may not be damaged. If water-insoluble amines are employed, the amount of acid is usually slightly higher than that required for converting the amines into their water-soluble salts.
  • non-resin compounds containing a basic group there may be mentioned basic nitrogenous organic compounds, such as dibutyl amine, (for example di-n-butylamine), diamylamine (for example di-n-amylamine or di-isoamylamine) dodecylamine, cetylamine and octodecylamine, dodecyl, cetyl, oleyl and octodecyl ethanolamines and the esters or amides from fatty acids of high molecular weight and hydroxyalkylamines, such as mono-, diand triethanolamine, ethyl butanolamine, or cyclohexyl propanolamine, for example, triethanol amine mono-oleic acid ester, dibutyl ethanol amine palmitic acid ester, coconut oil fatty acid monoethanol amide, stearic acid monoethanolamide or oleic acid diethanol amide.
  • basic nitrogenous organic compounds such as dibutyl
  • condensation products of ethylene oxide with amines of the said typeor with esters or amides from fatty acids and alkylolamines for example, the reaction products of from -2 to 3 molecular proportions of ethylene oxide with 1 molecular proportion of coconut oil fatty acid monoethanolamide may also be employed.
  • Aminocarboxylic and aminosulphonic acids such as, for example, glycocoll, sarcosine, taurine, sulphanilic acid and their salts or derivatives, may also be advantageously employed.
  • oxygen-containing basic organic compounds such as the reaction products of ethylene oxide on fatty acids of high molecular weight, such as coconut oil fatty acid, palmitic acid, stearic acid, ricinoleic acid or oleic acid or their glycerides, or on the alcohols of high molecular weight corresponding to the said fatty acids, such as lauryi, myristyl, cetyl, oleyl or octodecyl alcohol or octodecane diol, may be used with advantage.
  • the polyethenoxy ether group is the basic group on account of theoxonium valencies of the ether bridges.
  • reaction products derived from molecular proportions of ethylene oxide on 1 molecular proportion of oleyl alcohol or from 10 molecular proportions of ethylene oxide on 1 molecular proportion of dodecyl alcohol or from 40 molecular proportions of ethylene oxide in 1 molecular proportion of castor oil are suitable for the process according to the present invention.
  • organic nonresin compounds containing a basic group, which are derived from aliphatic compounds (namely acids, esters, amides, alcohols and amines) containing from 12 to 18 carbon atoms per molecule.
  • organic nonresin compounds containing a basic group, which are derived from aliphatic compounds (namely acids, esters, amides, alcohols and amines) containing from 12 to 18 carbon atoms per molecule.
  • compounds obtained by condensing molecules of ethylene oxide with such a compound containing 12carbon atoms, or by condensing 30 molecules of ethylene oxide with such compounds containing 18 carbon atoms exert an excellent action.
  • compounds containing lower or higher molecular proportions for example, from 4 to 50 molecules of ethylene oxide per molecule may also be employed.
  • the process may be carried out by impregnating the textile materials to be treated in an aqueous solution of formaldehyde to which the non-oxidizing, acid reacting substance and one or several of the said substances having a basic group have been added at ordinary or slightly elevated temperature, squeezed or hydroextracted and dried by moderate heating.
  • the goods are then treated for a short time at elevated temperature, for example, at between 100 and 160 or 200 C.
  • the process may also be carried out while employing two baths. In this case the textile materials are first treated with the formaldehyde solution in the presence of acid and then, if desired, after previous squeezing and drying, in a second bath which contains the said substances containing a basic group.
  • the organic non-resin compound may be employed in varying proportions; usually not less than 0.1 gram and not more than 100 grams, preferably not more than 50 grams per litre are used.
  • the textile materials worked up in the said manner have a high resistance to creasing and a pleasant soft touch.
  • Example 1 dried in the usual manner and treated for from 2 to 3 minutes in a drying drum heated with steam under a pressure of two atmospheres. A fabric having a good resistance to creasing is obtained, which at the same time has a very pleasant soft touch.
  • Example 2 Artificial viscose silk is impregnated at between and C. in a bath containing per litre 500 cubic centimetres of per cent aqueous formaldehyde solution, 3 cubic centimetres of concentrated hydrochloric acid and 2 grams of monooleyl amine. The goods are then squeezed and hot-ironed at between about 140 and about 150 C. The fabric thus treated leaves no marks after having been creased and is moreover distinguished by a soft touch.
  • Example 3 1 gram of amidosulphonic acid corresponding to the formula HO.BO:.NH2 and 2.5 grams of sulphanilic acid sodium salt per litre are added to a 20 per cent aqueous formaldehyde solution. Artificial viscose silk fabric is treated for 5 minutes at room temperature in the said solution. The goods are then hydroextracted, dried at about C. and then plaited at from 120 to 130 C. The resulting plaited material is substantially stable against mechanical deformation.
  • Example 4 A fabric of artificial silk from viscose is treated for 15 minutes at about 20 C. in a winge dye vessel containing a bath consisting of 1000 litres of a 20 per cent aqueous formaldehyde solution, 1 litre of concentrated hydrochloric acid free from iron and 500 grams of the hydrochloride of monostearyl amine.
  • the fabric' is then freed from the greater part of the aqueous solution by squeezing, dried on a frame at between 35 and 40 C. and then passed through a system of drying rolls which are heated by means of steam under a pressure of 2 atmospheres above atmospheric pressure.
  • the fabric thus treated has an extraordinarily smooth touch and feel and is distinguished by an extraordinary resistance against creasing even under comparatively high pressures. This resistance against creasing also remains, when the fabric is washed under moderate conditions, such as are usual in washing fabrics from artificial silk.
  • Example 5 A fabric of artificial silk from viscose is treated for 15 minutes at about 20 C. in a winge dye vessel containing a bath consisting of 1000 litres of a 20 per cent aqueous formaldehyde solution,
  • the fabric is then freed from the greater part of the aqueous solution by squeezing, dried on a frame at between 35 and 40 C. and then passed through a system of drying rolls which are heated by means of steam under a pressure of 2 atmospheres above atmospheric pressure.
  • the fabric thus treated has an extraordinarily smooth touch and feel and is distinguished by an extraordinary resistance against creasing even under comparatively high pres sures. This resistance against creasing also remains, when the fabric is washed under moderate conditions, such as are usual in washing fabrics from artificial silk.
  • the process of rendering textile materials substantially resistant to creasing which comprises impregnating said materials with an aqueous solution of a compound supplying formaldehyde in the presence of a non-oxidizing,- acidreacting compound, acting on said materials with from 0,1 to'100 grams per liter of an aliphatic mono-carboxylic acid amide having a hydrocarbon chain of at least 4 carbon atoms, and which is not itself a resin and does not form a. resin with formaldehyde, and heating to a temperature between about 100 and 200 C.

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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)
US739714A 1933-08-19 1934-08-13 Rendering textile materials substantially resistant to creasing Expired - Lifetime US2118685A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2118685X 1933-08-19
DE452248X 1934-12-13

Publications (1)

Publication Number Publication Date
US2118685A true US2118685A (en) 1938-05-24

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US739714A Expired - Lifetime US2118685A (en) 1933-08-19 1934-08-13 Rendering textile materials substantially resistant to creasing
US53005A Expired - Lifetime US2143352A (en) 1933-08-19 1935-12-05 Process of improving textile materials

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Application Number Title Priority Date Filing Date
US53005A Expired - Lifetime US2143352A (en) 1933-08-19 1935-12-05 Process of improving textile materials

Country Status (4)

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US (2) US2118685A (de)
DE (1) DE907287C (de)
FR (2) FR777426A (de)
GB (2) GB426956A (de)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2420730A (en) * 1944-06-09 1947-05-20 Du Pont Treatment of polymers with acylamides and aldehydes
US3038777A (en) * 1959-06-10 1962-06-12 Courtaulds North America Inc Process for improving the properties of regenerated cellulose fibrous material
US3089747A (en) * 1958-04-04 1963-05-14 American Viscose Corp Method of preparing rayon plisse
US3465036A (en) * 1964-07-07 1969-09-02 American Cyanamid Co 2-carboxyethoxymethyl-tris (2-(n-methylolcarbamoyl)-ethoxymethyl) methane
CN103243433A (zh) * 2013-05-21 2013-08-14 海安县鑫荣纺织有限责任公司 一种棉纤维、椰子纤维和蚕蛹蛋白纤维的混纺纱

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114349933B (zh) * 2021-12-24 2023-05-30 万华化学集团股份有限公司 一种自修复水性聚氨酯及其制备方法和应用

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE492664C (de) * 1920-05-19 1930-02-27 Hans Karplus Dr Verfahren zur Veredelung von Kunstseide, Stapelfaser und aus ihnen hergestellten Geweben

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2420730A (en) * 1944-06-09 1947-05-20 Du Pont Treatment of polymers with acylamides and aldehydes
US3089747A (en) * 1958-04-04 1963-05-14 American Viscose Corp Method of preparing rayon plisse
US3038777A (en) * 1959-06-10 1962-06-12 Courtaulds North America Inc Process for improving the properties of regenerated cellulose fibrous material
US3465036A (en) * 1964-07-07 1969-09-02 American Cyanamid Co 2-carboxyethoxymethyl-tris (2-(n-methylolcarbamoyl)-ethoxymethyl) methane
CN103243433A (zh) * 2013-05-21 2013-08-14 海安县鑫荣纺织有限责任公司 一种棉纤维、椰子纤维和蚕蛹蛋白纤维的混纺纱

Also Published As

Publication number Publication date
US2143352A (en) 1939-01-10
GB452248A (en) 1936-08-19
FR46935E (fr) 1936-11-07
DE907287C (de) 1954-03-22
FR777426A (fr) 1935-02-19
GB426956A (en) 1935-04-11

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