GB1475115A - Application of polyurethane emulsions to woo - Google Patents

Application of polyurethane emulsions to woo

Info

Publication number
GB1475115A
GB1475115A GB2705974A GB2705974A GB1475115A GB 1475115 A GB1475115 A GB 1475115A GB 2705974 A GB2705974 A GB 2705974A GB 2705974 A GB2705974 A GB 2705974A GB 1475115 A GB1475115 A GB 1475115A
Authority
GB
United Kingdom
Prior art keywords
diisocyanate
wool
polysulphide
polyurethane
organic
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
GB2705974A
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.)
Dunlop Australia Ltd
Original Assignee
Dunlop Australia 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.)
Filing date
Publication date
Priority claimed from AU59639/73A external-priority patent/AU480239B2/en
Application filed by Dunlop Australia Ltd filed Critical Dunlop Australia Ltd
Publication of GB1475115A publication Critical patent/GB1475115A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/38Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3855Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur
    • C08G18/3863Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur containing groups having sulfur atoms between two carbon atoms, the sulfur atoms being directly linked to carbon atoms or other sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/38Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3855Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur
    • C08G18/3876Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur containing mercapto groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/64Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
    • C08G18/6453Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63 having sulfur
    • 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
    • D06M15/564Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them

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)

Abstract

1475115 Rendering wool shrink resistant DUNLOP AUSTRALIA Ltd 18 June 1974 [27 Aug 1973] 27059/74 Heading D1P Wool, wool fabrics or wool articles are rendered shrink-proof and optionally crease proof by impregnation with an aqueous emulsion or dispersion of a polyurethane having one or more disulphide or polysulphide groups and curing the polyurethane impregnated wool by dry heat steam or boiling water. Preferably the polyurethane is a reaction product of (a) an organic polyol or mixture of polyols having at least two hydroxyl groups and an equivalent weight of 1000 to 3000, (b) an organic polysulphide having at least two thiol groups and an equivalent weight with respect to the thiol groups not exceeding 2000 and (c) an organic diisocyanate and (d) water. The organic polysulphide (a) constitutes from 20 to 80 mole% and from 5 to 33% by weight of the combination of (a) plus (b) and the organic diisocyanate (c) is used in a ratio of I to 2.5 equivalents of (a) plus (b) and 2 to 3.5 equivalents per equivalent of (a). Polyol (a) is obtained by reacting propylene oxide with glycerol or trimethylol propane and may be ethylene oxide tipped. Organic polysulphide (b) is preferably obtained by condensing sodium polysulphide with bischloroethyl formal and has 1 to 50 preferably 6 polysulphide groups in the chain. Specified isocyanates are 2, 4 or 2, 6 toluene diisocyanate, diphenyl methane diisocyanate, xylylene diisocyanate, hexamethylene diisocyanate and dicyclohexyl methane diisocyanate. In example I 200g of (a), 1.1g of phenyl mercuric acetate catalyst and 50cc of toluene are preheated to 70‹C and reacted with 26g of toluene diisocyanate. After 1 minute 50g of (b) is added and after 10 seconds the composition is quickly homogenised with an aqueous solution containing 5g polyoxylated alkyl phenol and 9g of alkyl trimethyl ammonium bromide as emulsifiers and 3.8g of methyl cellulose as emulsion stabiliser. The emulsion is diluted to 5% solids and padded onto a plain weave worsted or a knitted Jersey fabric to give 80 or 100% wet pickup. The impregnated fabric may be cured at 100 to 150‹C or made into a garment and then hot pressed to provide a permanent crease. In an alternative preparation method reactants (a), (b) and (c) are mixed together. The emulsion may contain as cross-linking agents for the wool and/or the polyurethane up to 10% by weight of the polyurethane of a dibromo or dichloromethylene compound, an aminimide, a ketoxime blocked isocyanate, a water soluble diepoxide an aldehyde or an aldehyde donor.
GB2705974A 1973-08-27 1974-06-18 Application of polyurethane emulsions to woo Expired GB1475115A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
AU59639/73A AU480239B2 (en) 1973-08-27 Shrink-proofing and permanent setting of wool by polyurethane emulsions or dispersions

Publications (1)

Publication Number Publication Date
GB1475115A true GB1475115A (en) 1977-06-01

Family

ID=3744894

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2705974A Expired GB1475115A (en) 1973-08-27 1974-06-18 Application of polyurethane emulsions to woo

Country Status (6)

Country Link
JP (1) JPS5043299A (en)
DE (1) DE2430508A1 (en)
FR (1) FR2245806B1 (en)
GB (1) GB1475115A (en)
IT (1) IT1016307B (en)
ZA (1) ZA743932B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4238585A (en) 1979-08-10 1980-12-09 Thiokol Corporation Aryl amine terminated polysulfide polymers, related compounds and processes for their preparation
WO2009095739A1 (en) * 2008-01-29 2009-08-06 Le Joint Francais Sealant composition based on segmented block co- polymers of mercapto functionalized polymers and isocyanate terminated prepolymers
CN101906201A (en) * 2010-07-01 2010-12-08 东华大学 Method for preparing polyurethane finishing agent by modifying nanometer cellulose

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3443327C1 (en) * 1984-11-28 1985-09-05 Rosorius, Gerhard, 2085 Quickborn Process for improving the properties of textiles consisting of or containing native vegetable or animal fibers

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4238585A (en) 1979-08-10 1980-12-09 Thiokol Corporation Aryl amine terminated polysulfide polymers, related compounds and processes for their preparation
WO2009095739A1 (en) * 2008-01-29 2009-08-06 Le Joint Francais Sealant composition based on segmented block co- polymers of mercapto functionalized polymers and isocyanate terminated prepolymers
CN101906201A (en) * 2010-07-01 2010-12-08 东华大学 Method for preparing polyurethane finishing agent by modifying nanometer cellulose
CN101906201B (en) * 2010-07-01 2012-07-18 东华大学 Method for preparing polyurethane finishing agent by modifying nanometer cellulose

Also Published As

Publication number Publication date
JPS5043299A (en) 1975-04-18
ZA743932B (en) 1975-06-25
AU480239A (en) 1975-02-27
FR2245806B1 (en) 1978-03-24
IT1016307B (en) 1977-05-30
FR2245806A1 (en) 1975-04-25
DE2430508A1 (en) 1975-03-13

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Legal Events

Date Code Title Description
CSNS Application of which complete specification have been accepted and published, but patent is not sealed