GB784052A - Modification of the properties of synthetic fibres - Google Patents

Modification of the properties of synthetic fibres

Info

Publication number
GB784052A
GB784052A GB416654A GB416654A GB784052A GB 784052 A GB784052 A GB 784052A GB 416654 A GB416654 A GB 416654A GB 416654 A GB416654 A GB 416654A GB 784052 A GB784052 A GB 784052A
Authority
GB
United Kingdom
Prior art keywords
methacrylate
fatty acid
prepared
compounds
tert
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
GB416654A
Inventor
William Baird
John Woolley Batty
John Frederick Harris
Gwilym Thomas Jones
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries 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 to BE535675D priority Critical patent/BE535675A/xx
Priority to BE548829D priority patent/BE548829A/xx
Priority to NL88483D priority patent/NL88483C/xx
Priority to NL194677D priority patent/NL194677A/xx
Priority to BE535677D priority patent/BE535677A/xx
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB416654A priority patent/GB784052A/en
Priority to GB416454A priority patent/GB758479A/en
Priority to GB3735154A priority patent/GB788664A/en
Priority to FR1119032D priority patent/FR1119032A/en
Priority to DEI9797A priority patent/DE1021824B/en
Priority to DEI9795A priority patent/DE1030298B/en
Priority to FR1122106D priority patent/FR1122106A/en
Priority to GB1771955A priority patent/GB788079A/en
Priority to FR1154017D priority patent/FR1154017A/en
Publication of GB784052A publication Critical patent/GB784052A/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
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • 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
    • D06M13/322—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 nitrogen
    • D06M13/368—Hydroxyalkylamines; Derivatives thereof, e.g. Kritchevsky bases
    • 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
    • D06M13/322—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 nitrogen
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
    • 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
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • 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
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • D06M15/267—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof of unsaturated carboxylic esters having amino or quaternary ammonium groups
    • 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
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/285—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides
    • 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
    • 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
    • D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Coloring (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

The tendency of synthetic fibres to accumulate static electricity is reduced by treating the fibres with a solution of a polymeric acrylic or methacrylic quaternary ammonium compound the monomeric form of which has the general formula <FORM:0784052/IV (b)/1> wherein R is hydrogen or methyl, R1 is an alkylene radical in which the carbon chain may be interrupted by hetero-atoms, N(tert.) is a group of atoms forming an aliphatic or heterocyclic tertiary amine, and X is a monovalent anion. The polymer may be prepared either by quaternizing the monomeric ester and then polymerizing the product or by polymerizing the monomer and then quaternizing the polymeric product. The fibres are treated with the compound in aqueous or organic liquid solution at normal or elevated temperature, and after removal from the bath are generally dried at 50-150 DEG C. The anti-static effect so obtained is enhanced by subsequent after-treatment in a solution of soap or other anionic or non-ionic surface-active compound. Examples are given. Specification 784,051, [Group IV (a)], and German Specification 800,409 are referred to.ALSO:Polymeric acrylic or methacrylic quaternary ammonium compounds, the monomeric form of which have the general formula: CH2 = C(R)-COO-R1-N(tert.)X wherein R is hydrogen or methyl, R1 is an alkylene radical in which the carbon chain may be interrupted by hetero-atoms, N(tert.) is a group of atoms forming an aliphatic or heterocyclic tertiary amine, and X is a monovalent anion, may be prepared either by quaternizing the monomeric ester and then polymerizing the product, or by polymerizing the monomer and then quaternizing the polymeric product, the polymerization process in either case being carried out in the usual manner, using potassium or ammonium persulphate, sodium hydrosulphite or benzoyl peroxide as catalyst. The quaternization may be performed by reacting the amino-ester with alkyl halides, aralkyl halides, alkyl sulphates or halogen substituted fatty acid salts. Examples of suitable tertiary amino-alkyl esters from which compounds of the above formula may be prepared are dimethyl aminoethyl acrylate, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, piperidino - N - ethyl methacrylate, hexamethyleneimino - N - ethyl methacrylate and morpholino - N - ethyl methacrylate. Compounds in which the anion is a fatty acid residue, such as stearate, may be prepared from a quaternary compound containing another anion, such as halide, by metathesis with the sodium salt of the fatty acid. Specification 784,051 and German Specification 800,409 are referred to.ALSO:Acrylic or methacrylic quaternary ammonium compounds of the formula CH2=C(R)-COO-R1-N (tert.) X wherein R is hydrogen or methyl, R1 is an alkylene radical in which the carbon chain may be interrupted by hetero-atoms, N(tert) is a group of atoms forming an aliphatic or heterocyclic tertiary amine, and X is a monovalent anion, are prepared by reacting the corresponding acrylic or methacrylic amino-esters with alkyl halides, aralkyl halides, alkyl sulphates or halogen-substituted fatty acid salts. Examples of tertiary amino-alkyl esters which may be treated are dimethylaminoethyl acrylate, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, piperidino-N-ethyl methacrylate, hexamethyleneimino-N-ethyl methacrylate and morpholino-N-ethyl methacrylate. The quaternary compounds can also be made by interacting a halo-alkyl acrylate or methacrylate with a tertiary base, and the quaternation with pyridine of 4-chlorobutyl methacrylate (from methacrylyl chloride and tetrahydrofuran), 5-chloroamyl methacrylate (from methacrylyl chloride and tetrahydropyran), and the methacrylate of triethylene glycol chlorohydrin (from triethylene glycol chlorohydrin and methacrylic acid), is described. Compounds in which the anion is a fatty acid residue, such as stearate, may be prepared from a compound containing another anion, such as halide, by metathesis with the sodium salt of the fatty acid. Specification 784,051 and German Specification 800,409 are are referred to.
GB416654A 1954-02-12 1954-02-12 Modification of the properties of synthetic fibres Expired GB784052A (en)

Priority Applications (14)

Application Number Priority Date Filing Date Title
BE535675D BE535675A (en) 1954-02-12
BE548829D BE548829A (en) 1954-02-12
NL88483D NL88483C (en) 1954-02-12
NL194677D NL194677A (en) 1954-02-12
BE535677D BE535677A (en) 1954-02-12
GB416654A GB784052A (en) 1954-02-12 1954-02-12 Modification of the properties of synthetic fibres
GB416454A GB758479A (en) 1954-02-12 1954-02-12 Textile sizes
GB3735154A GB788664A (en) 1954-02-12 1954-12-24 Improvements in the production of pigmented prints, impregnations and coatings on fibrous materials
FR1119032D FR1119032A (en) 1954-02-12 1955-02-10 Textile finishes
DEI9797A DE1021824B (en) 1954-02-12 1955-02-11 Process for modifying the properties of synthetic fibers
DEI9795A DE1030298B (en) 1954-02-12 1955-02-11 Size for yarns made from polymethylene terephthalate
FR1122106D FR1122106A (en) 1954-02-12 1955-02-11 Modification of the properties of synthetic fibers
GB1771955A GB788079A (en) 1954-02-12 1955-06-20 A process for preventing the electrostatic charging of synthetic fibres
FR1154017D FR1154017A (en) 1954-02-12 1956-06-19 Process for modifying the properties of synthetic fibers

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB416654A GB784052A (en) 1954-02-12 1954-02-12 Modification of the properties of synthetic fibres

Publications (1)

Publication Number Publication Date
GB784052A true GB784052A (en) 1957-10-02

Family

ID=9771960

Family Applications (3)

Application Number Title Priority Date Filing Date
GB416654A Expired GB784052A (en) 1954-02-12 1954-02-12 Modification of the properties of synthetic fibres
GB3735154A Expired GB788664A (en) 1954-02-12 1954-12-24 Improvements in the production of pigmented prints, impregnations and coatings on fibrous materials
GB1771955A Expired GB788079A (en) 1954-02-12 1955-06-20 A process for preventing the electrostatic charging of synthetic fibres

Family Applications After (2)

Application Number Title Priority Date Filing Date
GB3735154A Expired GB788664A (en) 1954-02-12 1954-12-24 Improvements in the production of pigmented prints, impregnations and coatings on fibrous materials
GB1771955A Expired GB788079A (en) 1954-02-12 1955-06-20 A process for preventing the electrostatic charging of synthetic fibres

Country Status (5)

Country Link
BE (3) BE548829A (en)
DE (2) DE1030298B (en)
FR (3) FR1119032A (en)
GB (3) GB784052A (en)
NL (2) NL88483C (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1134963B (en) * 1959-12-19 1962-08-23 Hoechst Ag Method for fixing pigments on fiber material and surface structures
DE4242082A1 (en) * 1992-12-14 1994-06-16 Witco Gmbh Hydrolysable polymeric resins and binders for antifouling paints
US5626952A (en) * 1995-12-15 1997-05-06 Callaway Corporation Process for sizing spun yarns
FR2757179B1 (en) * 1996-12-13 1999-01-08 Coatex Sa PROCESS FOR THE PREPARATION OF AMIDES OF ACRYLIC OR METHACRYLIC ACID
JP6267919B2 (en) * 2013-07-10 2018-01-24 日本乳化剤株式会社 Thermoplastic resin composition, antistatic agent and weathering agent

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE904591C (en) * 1944-01-04 1954-02-22 Cassella Farbwerke Mainkur Ag Process for the preparation of quaternary ammonium compounds
DE800409C (en) * 1948-10-02 1950-11-06 Knoll Ag Process for the preparation of tertiary and quaternary N-alkyl-substituted polyacrylic acid-aminoalkyl esters
US2646412A (en) * 1950-10-30 1953-07-21 Du Pont Textile size comprising an aqueous solution of urea and a poly alphaalkyl acrylic acid or a partial salt thereof

Also Published As

Publication number Publication date
NL194677A (en)
GB788079A (en) 1957-12-23
FR1154017A (en) 1958-04-01
BE548829A (en)
BE535675A (en)
GB788664A (en) 1958-01-08
BE535677A (en)
FR1122106A (en) 1956-09-03
NL88483C (en)
DE1030298B (en) 1958-05-22
DE1021824B (en) 1958-01-02
FR1119032A (en) 1956-06-14

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