GB913370A - Shrink proofing of wool - Google Patents

Shrink proofing of wool

Info

Publication number
GB913370A
GB913370A GB13127/61A GB1312761A GB913370A GB 913370 A GB913370 A GB 913370A GB 13127/61 A GB13127/61 A GB 13127/61A GB 1312761 A GB1312761 A GB 1312761A GB 913370 A GB913370 A GB 913370A
Authority
GB
United Kingdom
Prior art keywords
treating
wool
ether
diamine
benzene
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
Application number
GB13127/61A
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.)
Arthur D Little Inc
Original Assignee
Arthur D Little Inc
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.)
Filing date
Publication date
Application filed by Arthur D Little Inc filed Critical Arthur D Little Inc
Publication of GB913370A publication Critical patent/GB913370A/en
Expired legal-status Critical Current

Links

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
    • D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
    • D06M16/006—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic with wool-protecting agents; with anti-moth agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
    • 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
    • D06M15/507—Polyesters
    • 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
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • 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
    • D06M15/59—Polyamides; Polyimides
    • 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
    • D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
    • 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
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/18—Grafting textile fibers
    • 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
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916—Natural fiber dyeing
    • Y10S8/917—Wool or silk

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

Wool is shrink-proofed by grafting on to it a condensation polymer by treating the wool serially with the reagents required to form the desired polymer and forming the polymer in situ on the wool. Polyamides may be grafted on to wool by treating it with a diamine and a diacid chloride, polyurethanes by treating with a diamine and a bischloroformate, polyureas by treating with a diamine and a diisocyanate, polyesters by treating with a diol and a diacid chloride, polycarbonates by treating with a diol and a bischloroformate, polysulphonamides by treating with a diamine and a disulphonyl chloride and polysulphonates by treating with a diol and a disulphonyl chloride, the components being applied in either order and being reacted by drying the impregnated wool. The corresponding thio polymers may be produced by using sulphur-containing components. Graft polymers such as polyureas and polythioureas may be produced by using urea, thiourea, biuret, dithiobiuret or guanidine and a diacid chloride. The diamines, diols, diacid chlorides, bischloroformates and diisocyanates used, of which numerous examples are given, may be substituted by non-interfering (non-functional) substituents, e.g. ether, thioether, tertiary amino, sulphone and fluorine groups, and the diamines and/or diols may be used in the form of their alkali metal salts. Mixtures of the components may be used to form, for example, poly esterurethanes and poly urethane-ureas. The components may be applied as solutions, colloidal solutions, emulsions or suspensions in mutually immiscible solvents the polymer being formed at the interface between the phases. Suitable pairs of immiscible solvents are water and benzene, carbon tetrachloride, toluene, xylene, ethylene dichloride, chloroform, hexane, octane, petroleum ether or other volatile petroleum distillate; 2-bromoethyl acetate and benzene or n-hexyl ether; formamide, dimethyl formamide or diethyl formamide and n-hexyl ether; adiponitrile and ethyl ether n-butyl ether or carbon tetrachloride; ethylene glycodiacetate and n-hexyl ether; benzonitrile, n-butyl ether, di-N-propyl aniline, isoamylsulphide, benzene, butyl acetate, carbon tetrachloride, dimethylaniline or ethyl benzoate and formamide; benzene or n-butyl ether and nitro-methane. If the diamine and/or diol are used in the form of their alkali metal salts, the solvents may contain hydroxy groups. The solutions may also contain catalysts, e.g. pyridine, dimethyl aniline, quinoline, alkali metal hydroxides, sodium carbonate or bicarbonate, borax, trisodium phosphate, tributyl tin chloride, stannous tartrate, ferric chloride, titanium tetrachloride, borontrifluoride-diethyl ether complex and tri laurate and myristate and surface-active agents, e.g. sodium alkyl (C8-C18) sulphates, sodium alkane (C8-C18) sulphonates, sodium alkyl (C8-C20) benzene sulphonates, esters of sulpho succinic acid, soaps and the reaction products of ethylene oxides with fatty acids, polyhydric alcohols, partial esters of fatty acids and polyhydric alcohols or alkyl phenols. Each of the solutions preferably contains 1-20% by weight of the components and 1-10% by weight of polymer are preferably grafted on the wool. Numerous examples are given.ALSO:Wool is shrink-proofed by grafting on to it a condensation polymer by treating the wool serially with the reagents required to form the desired polymer and forming the polymer in situ on the wool. Polyamides may be grafted on to wool by treating it with a diamine and a diacid chloride, polyurethanes by treating with a diamine and a bischloroformate, polyureas by treating with a diamine and a diisocyanate, polyesters by treating with a diol and a diacid chloride, polycarbonates by treating with a diol and a bichloroformate, polysulphonamides by treating with a diamine and a disulphonyl chloride and polysulphonates by treating with a diol and a disulphonyl chloride, the components being applied in either order and being reacted by drying the impregnated wool. The corresponding thio polymers may be produced by using sulphur-containing components. Graft polymers such as polyureas and polythioureas may be produced by using urea, thiourea, biuret, dithiobiuret or guanidine and a diacid chloride. The diamines, diols, diacid chlorides, bischolorformates and diisocyanates used, of which numerous examples are given, may be substituted by non-interfering (non-functional) substituents, e.g., ether, thioether, tertiary amino, sulphone and fluorine groups, and the diamines and/or diols may be used in the form of their alkali metal salts. Mixtures of the components may be used to form, for example, poly ester-urethanes and poly urethane-ureas. The components may be applied as solutions, colloidal solutions, emulsions or suspensions in mutually immiscible solvents, the polymer being formed at the interface between the phases. Suitable pairs of immiscible solvents are water and benzene, carbon tetrachloride, toluene, xylene, ethylene dichloride, chloroform, hexane, octane, petroleum ether or other volatile petroleum distillate; 2-bromoethyl acetate and benzene or n-hexyl ether; formamide, dimethyl formamide or diethyl formamide and n-hexyl ether; ethylene glycoldiacetate and n-hexyl ether; adiponitrile and ethyl ether, n-butylether or carbon tetrachloride; benzonitrile, n-butyl ether, di-N-propyl aniline, isoamylsulphide, benzene, butyl acetate, carbon tetrachloride, dimethylaniline or ethyl benzoate and formamide; benzene or n-butyl ether and nitro-methane. If the diamine and/or diol are used in the form of their alkali metal salts, the solvents may contain hydroxy groups. The solutions may also contain catalysts, e.g. pyridine, dimethyl aniline, quinoline, alkali metal hydroxides, sodium carbonate or bicarbonate, borax, trisodium phosphate, tributyl trichloride, stannous tartrate, ferric chloride, titanium tetrachloride, borontrifluoride-diethyl ether complex and tri laurate and myristate and surface active agents, e.g. sodium alkyl (C8-C18) sulphates, sodium alkane (C8-C18) sulphonates, sodium alkyl (C8-C20) benzene sulphonates, esters of sulphosuccinic acid, soaps and the reaction products of ethylene oxides with fatty acids, polyhydric alcohols, partial esters of fatty acids and polyhydric alcohols or alkyl phenols. Each of the solutions preferably contains 1-20% by weight of the components and 1-10% by weight of polymer are preferably grafted on to the wool. The wool may be in the form of bulk fibres, slivers, rovings, yarns, felts, woven or knitted textiles or garments.
GB13127/61A 1960-04-15 1961-04-12 Shrink proofing of wool Expired GB913370A (en)

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
US2265160A 1960-04-15 1960-04-15
US8384861A 1961-01-19 1961-01-19
US54389161A 1961-01-27 1961-01-27
US8823261A 1961-02-09 1961-02-09
US8823361A 1961-02-09 1961-02-09
US9060461A 1961-02-20 1961-02-20
US98718A US3078138A (en) 1960-04-15 1961-03-27 Shrinkproofing wool with polyamides
US19865362A 1962-05-29 1962-05-29

Publications (1)

Publication Number Publication Date
GB913370A true GB913370A (en) 1962-12-19

Family

ID=27574077

Family Applications (2)

Application Number Title Priority Date Filing Date
GB13127/61A Expired GB913370A (en) 1960-04-15 1961-04-12 Shrink proofing of wool
GB7837/63A Expired GB994497A (en) 1960-04-15 1963-02-27 Process for treating wool with finishing agents

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB7837/63A Expired GB994497A (en) 1960-04-15 1963-02-27 Process for treating wool with finishing agents

Country Status (5)

Country Link
US (2) US3078138A (en)
BE (2) BE602620A (en)
CH (1) CH403705A (en)
DE (1) DE1444087A1 (en)
GB (2) GB913370A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009001941A (en) * 2007-06-25 2009-01-08 Kurabo Ind Ltd Method for shrink-proof treatment of animal fiber by hydrophobization treatment
CN115737506A (en) * 2022-12-16 2023-03-07 江苏亨瑞生物医药科技有限公司 Collagen-containing mask and preparation method thereof

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE629488A (en) * 1960-04-15
US3243253A (en) * 1963-11-20 1966-03-29 Lowell A Miller Continuous shrinkproofing of wool textiles
US3537808A (en) * 1961-02-17 1970-11-03 Rohm & Haas Method of depositing polymers on fibrous products
US3390949A (en) * 1963-10-18 1968-07-02 Universal Oil Prod Co Interfacial polymerization on wool using a polyacid polyhalide and a combination of polyamines
US3305391A (en) * 1963-12-12 1967-02-21 Universal Oil Prod Co Treatment of fibrous materials with certain amino compounds and certain polyacid polyhalides
US3466136A (en) * 1964-03-17 1969-09-09 Us Agriculture Shrinkproofing of wool
GB1109163A (en) * 1964-05-12 1968-04-10 Ici Ltd Surface-modifying treatment of shaped articles made from synthetic polyamides
FR1455905A (en) * 1964-05-28 1966-10-21 New methods for the treatment of fibrous materials as well as products obtained
US3372978A (en) * 1964-05-28 1968-03-12 Agriculture Usa Fibrous material carrying a deposit of a cross-linked polymer
DE1469332A1 (en) * 1965-10-09 1969-08-07 Deutsches Wollforschinst Process for anti-felting finishing of wool
US3537880A (en) * 1967-01-31 1970-11-03 Fmc Corp Heat-bondable fibers
US3958933A (en) * 1970-08-13 1976-06-01 Ciba-Geigy Corporation Process for the manufacture of fast dyeings on synthetic hydrophobic textile material
US3999942A (en) * 1974-08-01 1976-12-28 Cassella Farbwerke Mainkur Aktiengesellschaft N-Acyloyl-N-alkyl-alkylenediamines as dye levelers
US4365966A (en) * 1981-09-15 1982-12-28 The United States Of America As Represented By The Secretary Of Agriculture Process for modifying cellulosic fabrics for improved heat transfer printing
US5573553A (en) * 1992-04-24 1996-11-12 Milliken Research Corporation Method for improving the bleach resistance of dyed textile fiber and product made thereby
US7148269B2 (en) * 2002-03-11 2006-12-12 Trustees Of The University Of Pennsylvania Interfacial polymer incorporation of nanotubes
RU2491377C2 (en) * 2011-09-19 2013-08-27 Российская Федерация в лице Министерства промышленности и торговли Российской Федерации (Минпромторг России) Method of antimicrobial treatment of half-woollen cloth
JP5629794B2 (en) * 2013-02-27 2014-11-26 亮 梅原 Animal hair fiber products
CN113853461B (en) * 2019-07-24 2024-05-28 东亚纺株式会社 Method for manufacturing shrink-proof animal hair fiber
CN116535827B (en) * 2023-05-05 2024-02-02 波司登羽绒服装有限公司 Anti-counterfeiting composite luminescent material and preparation method and application thereof

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2522338A (en) * 1945-02-19 1950-09-12 Eavenson & Levering Company Process for shrink-proofing wool and woolen fabrics
US2526948A (en) * 1945-10-23 1950-10-24 Phillips Petroleum Co Process of treating textiles with half-acid amide derivatives
US2537064A (en) * 1946-08-30 1951-01-09 American Cyanamid Co Treatment of organic textile materials and products thereof
GB579340A (en) * 1946-10-02 1946-07-31 James Gordon Cook Use of polyester-amide compositions for coating, impregnating, adhesive or like purposes
US2565259A (en) * 1947-05-17 1951-08-21 American Cyanamid Co Treatment of protein-containing textile materials and products thereof
US2644773A (en) * 1949-03-17 1953-07-07 Montclair Res Corp Control of wool shrinkage by polyamides
US2696448A (en) * 1949-03-17 1954-12-07 Montclair Res Corp Shrinkproofed wool and method for producing same
US2684305A (en) * 1951-01-09 1954-07-20 Celastic Corp Process of effecting polymerization
US2929737A (en) * 1953-08-13 1960-03-22 Bayer Ag Coated textiles and method of producing the same
US2862836A (en) * 1955-03-14 1958-12-02 Texas Co In situ polyamide coating method
BE629488A (en) * 1960-04-15

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009001941A (en) * 2007-06-25 2009-01-08 Kurabo Ind Ltd Method for shrink-proof treatment of animal fiber by hydrophobization treatment
CN115737506A (en) * 2022-12-16 2023-03-07 江苏亨瑞生物医药科技有限公司 Collagen-containing mask and preparation method thereof
CN115737506B (en) * 2022-12-16 2023-09-05 江苏亨瑞生物医药科技有限公司 A facial mask containing collagen and its preparation method

Also Published As

Publication number Publication date
CH403705A (en) 1965-08-31
BE629488A (en)
US3429650A (en) 1969-02-25
US3078138A (en) 1963-02-19
DE1444087A1 (en) 1969-03-27
BE602620A (en)
GB994497A (en) 1965-06-10

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