GB1000508A - Process of chemically modifying proteinaceous materials with aziridine compounds and products thereof - Google Patents

Process of chemically modifying proteinaceous materials with aziridine compounds and products thereof

Info

Publication number
GB1000508A
GB1000508A GB14549/62A GB1454962A GB1000508A GB 1000508 A GB1000508 A GB 1000508A GB 14549/62 A GB14549/62 A GB 14549/62A GB 1454962 A GB1454962 A GB 1454962A GB 1000508 A GB1000508 A GB 1000508A
Authority
GB
United Kingdom
Prior art keywords
compounds
formula
reaction
fibres
carbon atoms
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
GB14549/62A
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.)
JP Stevens and Co Inc
Original Assignee
JP Stevens and Co 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 JP Stevens and Co Inc filed Critical JP Stevens and Co Inc
Publication of GB1000508A publication Critical patent/GB1000508A/en
Expired legal-status Critical Current

Links

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
    • D06M15/61Polyamines polyimines
    • 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
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/02Vinyl sulfones and precursors thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Compounds having the formula <FORM:1000508/C3/1> in which R1, R2 and R3 are hydrogen atoms or alkyl groups having 1-5 carbon atoms, m is 2, 3 or 4 and x is an integer of 1-50 are prepared by the reaction of compounds having the formula <FORM:1000508/C3/2> with compounds having the formula XRX in which R is a polyalkylene oxide chain and X is a halogen atom.ALSO:Compounds having the formula <FORM:1000508/C2/1> in which R1, R2 and R3 are hydrogen atoms or alkyl groups having 1-5 carbon atoms, R4 is a hydrogen atom, a hydroxyl group or an alkyl group having 1-5 carbon atoms, Q is an alkylene or aralkylene radical which may be interrupted by ester, ether or sulphone linkage and may have a valence which is equal to n and n is equal to 2 may be prepared by the reaction of compounds having the formula <FORM:1000508/C2/2> with dialdehydes of, for example, the formula OHCRCHO in which R is an alkylene radical, epoxy compounds of, for example, the formula <FORM:1000508/C2/3> or compounds of the formula XRX in which X is the group <FORM:1000508/C2/4> and R is an organic radical which may contain conjugated unsaturation or ester linkages or is a sulphone group or in which X is a halogen atom and R is an aralkylene or alkylene radical and is preferably a polyalkylene oxide chain.ALSO:Proteinaceous fibrous materials, e.g. wool, camel hair, mohair, horsehair, human hair and silk, are modified by reacting them with a polyfunctional aziridine compound having the formula <FORM:1000508/D1-D2/1> in which R1, R2 and R3 are hydrogen atoms or alkyl groups having 1-5 carbon atoms, R4 is a hydrogen atom, a hydroxyl group or an alkyl group having 1-5 carbon atoms, Q is an organic radical which is joined to the remainder of the molecule by carbon to carbon bonds and has a valence equal to n, and n is 2 or 3. Wool in the form of fibres, threads, yarns or fabrics may be shrinkproofed and feltproofed by the process. Suitable polyfunctional aziridine compounds are those obtained by the reaction of compounds having the formula <FORM:1000508/D1-D2/2> with polyfunctional aldehydes, polyfunctional epoxy compounds, compounds containing conjugated unsaturation, compounds containing activated double bands, e.g. divinyl sulphone or ethylene glycol biscrotonate, or polyfunctional halides, e.g. compounds having the formula XRX in which X is a halogen atom and R is an aralkylene or alkylene radical and is preferably a polyalkylene oxide chain. The fibres may be treated with an aqueous solution containing 1-10% by weight of the polyfunctional aziridine compound, dried at room temperature or an elevated temperature and allowed to stand at room temperature or at a temperature up to 350 DEG F. for from a few minutes to several hours until the reaction is complete. The reaction may be catalysed by pretreating the, fibres with a low concentration of a mineral acid, e.g. sulphuric acid. Fabrics comprising wool fibres alone or in admixture with nylon or polyester fibres may be treated.
GB14549/62A 1961-04-25 1962-04-16 Process of chemically modifying proteinaceous materials with aziridine compounds and products thereof Expired GB1000508A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US105285A US3165375A (en) 1961-04-25 1961-04-25 Process of chemically modifying proteinaceous materials with aziridine compounds and products thereof

Publications (1)

Publication Number Publication Date
GB1000508A true GB1000508A (en) 1965-08-04

Family

ID=22304988

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14549/62A Expired GB1000508A (en) 1961-04-25 1962-04-16 Process of chemically modifying proteinaceous materials with aziridine compounds and products thereof

Country Status (4)

Country Link
US (1) US3165375A (en)
CH (1) CH486562A4 (en)
DE (1) DE1265114B (en)
GB (1) GB1000508A (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3392024A (en) * 1965-06-01 1968-07-09 Eastman Kodak Co Gelatin silver halide photographic emulsions containing polyfunctional aziridinyl compounds
CH1199066D (en) * 1965-08-19
US3479128A (en) * 1965-12-27 1969-11-18 Miles Lab Process for improving the strength of wool or silk fibers and products thereof
US3516781A (en) * 1967-02-13 1970-06-23 Stevens & Co Inc J P Novel modifying process
US4605698A (en) * 1983-07-13 1986-08-12 Diamond Shamrock Chemicals Company Polyfunctional aziridines for use in crosslinking applications
US4563307A (en) * 1983-07-13 1986-01-07 Diamond Shamrock Chemicals Company Polyfunctional aziridines for use in crosslinking applications
CN101687943B (en) * 2007-06-29 2012-04-18 3M创新有限公司 A functional polymer with a pendant color changing indicator
CN101688331A (en) * 2007-06-29 2010-03-31 3M创新有限公司 Indicating fiber

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE880740C (en) * 1941-05-29 1953-06-25 Basf Ag Process for refining fibrous materials
DE872037C (en) * 1944-08-01 1953-03-30 Hoechst Ag Process for refining keratin fibers
US2831018A (en) * 1954-03-18 1958-04-15 Basf Ag Production of ester amides
US2911325A (en) * 1956-06-05 1959-11-03 Jr George L Drake Flame resistant organic textiles and method of production
US2889289A (en) * 1956-06-05 1959-06-02 Wilson A Reeves Phosphorus containing aziridinyl-amine polymers and flame resistant organic textiles
US2925317A (en) * 1956-09-18 1960-02-16 Joseph E Moore Shrinkproofing of protein fibers with polyalkyleneimines

Also Published As

Publication number Publication date
US3165375A (en) 1965-01-12
DE1265114B (en) 1968-04-04
CH486562A4 (en) 1964-10-31

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