US2088227A - Impregnation of textile fabrics - Google Patents

Impregnation of textile fabrics Download PDF

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Publication number
US2088227A
US2088227A US4078635A US2088227A US 2088227 A US2088227 A US 2088227A US 4078635 A US4078635 A US 4078635A US 2088227 A US2088227 A US 2088227A
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US
United States
Prior art keywords
acid
solution
urea
crease
heating
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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English (en)
Inventor
Battye Albert Edward
Marsh John Thompson
Tankard Joseph
Watson William Harling
Wood Frederick Charles
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.)
Tootal Broadhurst Lee Co Ltd
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Tootal Broadhurst Lee Co Ltd
Priority date (The priority date 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 date listed.)
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Application filed by Tootal Broadhurst Lee Co Ltd filed Critical Tootal Broadhurst Lee Co Ltd
Application granted granted Critical
Publication of US2088227A publication Critical patent/US2088227A/en
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Expired - Lifetime legal-status Critical Current

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Classifications

    • 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
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/20Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08L61/22Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08L61/24Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with urea or thiourea
    • 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

  • This invention relates to improvements in the treatment of fabrics or other textile materials of the kind known to be susceptible to treatment for the production of crease-resisting products by the aid of resinous condensation-products, hereafter termed resins for brevity.
  • the objects of the invention are to provide improved processes of preparing the impregnating agents, and improved processes of eflecting the impregnation, and finalcondensation. Other objects will appear later.
  • the scope of the invention is defined in the appended claims.
  • the textile material is impregnated with a containing a potentially acid substance.
  • ammonium ethyl sulphate ammonium oleyl sulphate or sulphonate
  • compounds of similar bases such as monomethylamine, dimethyla-mine, the ethanolamines, the hydrazines, the cyclohexylamines, etc.
  • the amino type of compounds appear to liberate acid by reaction between the salt compound and the methylol compounds of the urea-like substances and/or free formaldehyde which may be present or produced.
  • the invention also includes broadly a process of producing crease-resisting textile materials in which final heating to insolubilize the resinous material is eilected by direct contact with steam.
  • the viscosity should-be about 3 to 5 centlpoises.
  • condensates consist mainly of monomethylol and/or dimethylol urea.
  • free acid and particularly strong acid causes precipitation of a further condensation product, whereas if the acid is replaced by the corresponding ammonium salt a relatively stabilizing effect is obtained.
  • the potentially acid substance appears to liberate acid during the drying process and/or heating process. It is thus possible to add such quantities of the potentially acid substance as will, on heating, liberate larger quantities of acid than could be added as such-to the solution, or alternatively to use a salt of a stronger acid than could be added as such to the solution.
  • the final heating necessary to insolubillze the resin can thus be completed in a shorter time or at a lower temperature than when using free acid in the smaller quantities which cannot be exceeded since otherwise the solution would be unstable.
  • the condensation of the resinous material should be allowed to proceed to a certain extent before impregnation, otherwise undue loss of formaldehyde will occur during drying, which loss is undesirable technically and economically.
  • the, quantity of the potentially acid substance is preferably suflicient to cause insolubilization of the greater part of the resinous material under the chosen conditions of final heating.
  • solutions at 60 to 90% concentration mentioned above instead of being allowed to stand in the cold may be raised to say IO--80 C. and then cooled immediately. 7
  • the heated fabric is washed in 0.5% warm soap solution for 5 minutes, well rinsed with water and dried in the usual manner.
  • the crystalline product from the neutral reaction mixture gives a dimethylol urea of high solubility which is important since wecan prepare powders suitable for use in making solutions for impregnation.
  • the material may be washed or finished according to desired known methods, either mechanical or chemical, e. g. the product may be treated with swelling agents or with substances which react with either or both the cellulose and condensation product.
  • the mixture is then diluted to 50 to 60% and a suitable catalyst added, he. 1.5% tartaric acid or from 2 to 3% ammonium dihydrogen phosphate 'or ammonium tartrate, calculated on the concentrated mixture.
  • a suitable catalyst added, he. 1.5% tartaric acid or from 2 to 3% ammonium dihydrogen phosphate 'or ammonium tartrate, calculated on the concentrated mixture.
  • the cloth is impregnated, squeezed and thoroughly dried ata temperature preferably not exceeding 110 0., until, in the case of potentially acid substances, the necessary acidity which we prefer to be pH 4.5 has developed.
  • the goods are then heated for 2 minutes at 170 C. in the case .of tartrate and either 1- min. at.
  • the heating may be accomplished by passing the material through a chamber containing steam under similar conditionsof time and temperature. After heating, the goods are washed. dried and finished according to known means.
  • Cotton goods may also be treated in the above manner but with less advantage than in the case of rayon, both as' filament and as staple fibre. This treatment is applicable broadly e. g. when using substances such as tartaric acid instead of potentially acid substances.
  • Example 4 commenced to separate. Further cooling of the liquor produced a total yield of of monomethylol urea of melting point C.
  • Process of improving the crease-resistance of textile fabrics which comprises impregnating the fabric with a solution of a reaction product of urea and formaldehyde consisting mainly of a methylol urea and containing a potentially acid ammonium salt and then heating the impregnated fabric to insolubilize the resin.
  • Process of improving the crease-resistance of textile materials which consists in impregnating the material with a solution of a partial condensate of urea and formaldehyde containing an ammonium salt in quantity from 1 to 15 per cent of the amount of urea, and heating the impregnated material to insolubilize the resin and produce a crease-resisting product.
  • Patent dated July 27, 1937. Disclaimer filed Nov. 25, 1946, by the assignee, Tootal Broadhurst Lee Oompagiy Limited.
  • Process of improving the crease-resistance of textile fabrics which comprises impregnating the fabric with a solution of a reaction product of urea and formaldehyde consisting mainly of a methylol urea and containing a potentially acid ammonium salt and then heating the impregnated fabric to insolubilize the resin.
  • Process of improving the crease-resistance of textile materials which consists in impregnating the material with a solution of a partial condensate of urea and formaldehyde containing an ammonium salt in quantity from 1 to 15 per cent of the amount of urea, and heating the impregnated material to insolubilize the resin and produce a crease-resisting product.
  • Patent dated July 27, 1937. Disclaimer filed Nov. 25, 1946, by the assignee, Tootal Broadhurst Lee Oompagiy Limited.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Treatment Of Fiber Materials (AREA)
US4078635 1934-09-19 1935-09-16 Impregnation of textile fabrics Expired - Lifetime US2088227A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2687734A GB449243A (en) 1934-09-19 1934-09-19 Process of improving the crease-resisting properties of textile materials

Publications (1)

Publication Number Publication Date
US2088227A true US2088227A (en) 1937-07-27

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Family Applications (1)

Application Number Title Priority Date Filing Date
US4078635 Expired - Lifetime US2088227A (en) 1934-09-19 1935-09-16 Impregnation of textile fabrics

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US (1) US2088227A (US20080293856A1-20081127-C00150.png)
BE (1) BE411328A (US20080293856A1-20081127-C00150.png)
FR (1) FR810347A (US20080293856A1-20081127-C00150.png)
GB (1) GB449243A (US20080293856A1-20081127-C00150.png)
NL (1) NL43314C (US20080293856A1-20081127-C00150.png)

Cited By (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2415564A (en) * 1942-05-19 1947-02-11 Rohm & Haas Impregnation of regenerated cellulose fibers
US2441859A (en) * 1945-06-12 1948-05-18 Alrose Chemical Company Treatment of textile materials with aldehydes
US2452005A (en) * 1945-04-10 1948-10-19 Westinghouse Electric Corp Method of coating with synthetic resin containing an accelerator, and resin composition
US2466744A (en) * 1947-02-14 1949-04-12 Monsanto Chemicals Curing catalysts for aminoplasts
US2467160A (en) * 1948-02-02 1949-04-12 Monsanto Chemicals Curing catalysts for aminoplasts
US2468530A (en) * 1944-08-14 1949-04-26 American Enka Corp Aftertreatment of viscose rayon
US2482756A (en) * 1944-06-10 1949-09-27 Bancroft & Sons Co J Flameproofing of fibrous materials
US2482755A (en) * 1945-05-29 1949-09-27 Bancroft & Sons Co J Flameproofing of fibrous material
US2484599A (en) * 1945-06-06 1949-10-11 Alrose Chemical Company Process of reducing the shrinkage and felting tendencies of protein textile materials
US2484598A (en) * 1945-06-05 1949-10-11 Alrose Chemical Company Reducing the crease and wrinkling tendencies of cellulosic textile fabrics
US2493381A (en) * 1947-07-01 1950-01-03 Us Finishing Company Process for crease-proofing textiles
US2495233A (en) * 1943-05-25 1950-01-24 Comptoir Textiles Artificiels Method of treating cellulosic materials with trimethylolphenol
US2495234A (en) * 1944-06-05 1950-01-24 Comptoir Textiles Artificiels Method of treating cellulosic materials with trimethylolphenol
US2565152A (en) * 1946-10-30 1951-08-21 Westinghouse Electric Corp Process of impregnating a fibrous sheet with a phenolic resin
US2631965A (en) * 1950-05-24 1953-03-17 Ernst O Schnell Permanent waving of hair
US2653121A (en) * 1949-02-08 1953-09-22 Ernst O Schnell Permanent waving of hair
US2662071A (en) * 1949-02-16 1953-12-08 Elod Egon Process of producing dicyandiamideurea-formaldehyde impregnating agents
US2687397A (en) * 1951-09-21 1954-08-24 Shell Dev Resin-forming compositions containing amine salts of sulfonic acids
US2729577A (en) * 1953-02-27 1956-01-03 Du Pont Method of imparting antistatic properties to textile materials
US2737504A (en) * 1953-11-05 1956-03-06 Jacques Wolf & Co Reaction product of dicyandiamide, formaldehyde and alkali metal salt of a sulfonic acid
US2739908A (en) * 1950-10-24 1956-03-27 Tootal Broadhurst Lee Co Ltd Method of impregnating textile fabric with resin
US2774687A (en) * 1952-09-03 1956-12-18 Nottebohm Carl Ludwig Process for the manufacture of porous flexible sheet material
US2842120A (en) * 1953-04-15 1958-07-08 Johnson & Johnson Material for an orthopedic cast and process of making the same
US2859136A (en) * 1950-07-08 1958-11-04 Tootal Broadhurst Lee Co Ltd Process for the treatment of fabrics with resinous condensation products
DE1048864B (de) * 1951-06-27 1959-01-22 Tootal Broadhurst Lee Co Ltd Verfahren zum Impraegnieren von ganz oder teilweise aus regenerierter Cellulose bestehenden Textilien
US2871209A (en) * 1956-10-24 1959-01-27 Rohm & Haas Aminoplast resin coating compositions
US2930716A (en) * 1956-10-12 1960-03-29 Dow Chemical Co Crease resistant resin composition for textiles
US3027365A (en) * 1958-10-13 1962-03-27 Marblette Corp Production of reaction products of methylol urea with ammonium containing compounds
US3177093A (en) * 1962-06-06 1965-04-06 American Cyanamid Co Method of treating cellulose textile material and the treated material
US3853604A (en) * 1966-07-09 1974-12-10 Vepa Ag Method for the continuous high-grade finishing of textile materials
US4391770A (en) * 1980-12-01 1983-07-05 Imperial Chemical Industries Plc Process for spinning amino-formaldehyde fibers

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE512432A (US20080293856A1-20081127-C00150.png) * 1951-06-27
BE534102A (US20080293856A1-20081127-C00150.png) * 1954-02-03
DE1002282B (de) * 1955-05-23 1957-02-14 Rotta Chem Fab Theodor Verfahren zum Ausruesten von Textilien mit waermehaertbaren Kunstharzen

Cited By (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2415564A (en) * 1942-05-19 1947-02-11 Rohm & Haas Impregnation of regenerated cellulose fibers
US2495233A (en) * 1943-05-25 1950-01-24 Comptoir Textiles Artificiels Method of treating cellulosic materials with trimethylolphenol
US2495234A (en) * 1944-06-05 1950-01-24 Comptoir Textiles Artificiels Method of treating cellulosic materials with trimethylolphenol
US2482756A (en) * 1944-06-10 1949-09-27 Bancroft & Sons Co J Flameproofing of fibrous materials
US2468530A (en) * 1944-08-14 1949-04-26 American Enka Corp Aftertreatment of viscose rayon
US2452005A (en) * 1945-04-10 1948-10-19 Westinghouse Electric Corp Method of coating with synthetic resin containing an accelerator, and resin composition
US2482755A (en) * 1945-05-29 1949-09-27 Bancroft & Sons Co J Flameproofing of fibrous material
US2484598A (en) * 1945-06-05 1949-10-11 Alrose Chemical Company Reducing the crease and wrinkling tendencies of cellulosic textile fabrics
US2484599A (en) * 1945-06-06 1949-10-11 Alrose Chemical Company Process of reducing the shrinkage and felting tendencies of protein textile materials
US2441859A (en) * 1945-06-12 1948-05-18 Alrose Chemical Company Treatment of textile materials with aldehydes
US2565152A (en) * 1946-10-30 1951-08-21 Westinghouse Electric Corp Process of impregnating a fibrous sheet with a phenolic resin
US2466744A (en) * 1947-02-14 1949-04-12 Monsanto Chemicals Curing catalysts for aminoplasts
US2493381A (en) * 1947-07-01 1950-01-03 Us Finishing Company Process for crease-proofing textiles
US2467160A (en) * 1948-02-02 1949-04-12 Monsanto Chemicals Curing catalysts for aminoplasts
US2653121A (en) * 1949-02-08 1953-09-22 Ernst O Schnell Permanent waving of hair
US2662071A (en) * 1949-02-16 1953-12-08 Elod Egon Process of producing dicyandiamideurea-formaldehyde impregnating agents
US2631965A (en) * 1950-05-24 1953-03-17 Ernst O Schnell Permanent waving of hair
US2859136A (en) * 1950-07-08 1958-11-04 Tootal Broadhurst Lee Co Ltd Process for the treatment of fabrics with resinous condensation products
US2739908A (en) * 1950-10-24 1956-03-27 Tootal Broadhurst Lee Co Ltd Method of impregnating textile fabric with resin
DE1048864B (de) * 1951-06-27 1959-01-22 Tootal Broadhurst Lee Co Ltd Verfahren zum Impraegnieren von ganz oder teilweise aus regenerierter Cellulose bestehenden Textilien
US2687397A (en) * 1951-09-21 1954-08-24 Shell Dev Resin-forming compositions containing amine salts of sulfonic acids
US2774687A (en) * 1952-09-03 1956-12-18 Nottebohm Carl Ludwig Process for the manufacture of porous flexible sheet material
US2729577A (en) * 1953-02-27 1956-01-03 Du Pont Method of imparting antistatic properties to textile materials
US2842120A (en) * 1953-04-15 1958-07-08 Johnson & Johnson Material for an orthopedic cast and process of making the same
US2737504A (en) * 1953-11-05 1956-03-06 Jacques Wolf & Co Reaction product of dicyandiamide, formaldehyde and alkali metal salt of a sulfonic acid
US2930716A (en) * 1956-10-12 1960-03-29 Dow Chemical Co Crease resistant resin composition for textiles
US2871209A (en) * 1956-10-24 1959-01-27 Rohm & Haas Aminoplast resin coating compositions
US3027365A (en) * 1958-10-13 1962-03-27 Marblette Corp Production of reaction products of methylol urea with ammonium containing compounds
US3177093A (en) * 1962-06-06 1965-04-06 American Cyanamid Co Method of treating cellulose textile material and the treated material
US3853604A (en) * 1966-07-09 1974-12-10 Vepa Ag Method for the continuous high-grade finishing of textile materials
US4391770A (en) * 1980-12-01 1983-07-05 Imperial Chemical Industries Plc Process for spinning amino-formaldehyde fibers

Also Published As

Publication number Publication date
GB449243A (en) 1936-06-19
BE411328A (US20080293856A1-20081127-C00150.png) 1900-01-01
FR810347A (fr) 1937-03-19
NL43314C (US20080293856A1-20081127-C00150.png) 1900-01-01

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