GB789664A - Improvements in and relating to the manufacture of shaped structures of improved dyeing capacity based on polymeric ª‡:ª‰-unsaturated nitriles - Google Patents

Improvements in and relating to the manufacture of shaped structures of improved dyeing capacity based on polymeric ª‡:ª‰-unsaturated nitriles

Info

Publication number
GB789664A
GB789664A GB2941/54A GB294154A GB789664A GB 789664 A GB789664 A GB 789664A GB 2941/54 A GB2941/54 A GB 2941/54A GB 294154 A GB294154 A GB 294154A GB 789664 A GB789664 A GB 789664A
Authority
GB
United Kingdom
Prior art keywords
thiourea
thioureas
dimethylaminoethyl
copolymer
methyl
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
GB2941/54A
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.)
Hoechst AG
Original Assignee
Hoechst AG
Farbwerke Hoechst AG
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 Hoechst AG, Farbwerke Hoechst AG filed Critical Hoechst AG
Publication of GB789664A publication Critical patent/GB789664A/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
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/70—Material containing nitrile groups
    • D06P3/74—Material containing nitrile groups using acid dyes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/34—Introducing sulfur atoms or sulfur-containing groups
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/28—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D01F6/38—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds comprising unsaturated nitriles as the major constituent
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/28—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D01F6/40—Modacrylic fibres, i.e. containing 35 to 85% acrylonitrile
    • 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
    • D06P1/64—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 using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642—Compounds containing nitrogen
    • D06P1/649—Compounds containing carbonamide, thiocarbonamide or guanyl groups
    • D06P1/6491—(Thio)urea or (cyclic) derivatives
    • 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
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/70—Material containing nitrile groups
    • 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
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/22—Effecting variation of dye affinity on textile material by chemical means that react with the fibre
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
    • C08F2800/20—Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

A thiourea is reacted with a copolymer of an alpha, beta-unsaturated nitrile, e.g. acrylonitrile, methacrylonitrile, alpha-cyanoacrylonitrile, alpha-chloroacrylonitrile and fumarodinitrile, and an ethylenically unsaturated copolymerizable component containing a reactive ester group having an alkylating function which is either a group containing halogen bound to a saturated or unsaturated aliphatic residue, the halogen atom being connected to a saturated carbon atom, or a group derived from esters of strong acids which are alkylating agents, e.g. gamma-bromopropyl acrylate and methacrylate, epsilon-chlorohexyl acrylate and analogous derivatives of dicarboxylic acids such as fumaric acid, vinyl and methallyl chloracetates, methallyl chloride, beta-chlorethyl vinyl ether and the benzene sulphonic ester of diglycol monoacrylate. There may also be incorporated in the copolymer monomers such as methacrylic acid, acrylamide, methacrylamide, methylacrylamide, methyl methacrylamide, beta-hydroxyethyl methacrylamide, gamma - hydroxypropyl acrylamide, acrylylaminoacetic acid, acrylyl urea, vinyl formate and acetate, methallyl alcohol and allylmethyl carbonate and basic monomers such as dimethylaminoethyl and pyrrolidinopropyl acrylates, dimethylaminoethyl and morpholinopropyl acrylamides, dimethylaminoethyl methacrylamide, vinyl morpholinoethyl ether, bis-dimethylaminoethyl fumarate and itaconate, bis-dimethylaminopropyl fumarate, 2-vinylbenzimidazole and N-vinylimidazole, and the quaternization products of such basic monomers with agents such as dimethyl sulphate, methyl bromide, allyl chloride, dimethyl chloracetamide, methyl chloracetate and ethylene bromhydrin. Thioureas specified are low molecular weight monovalent thioureas, thioureas containing salt forming groups and multivalent and polymeric thioureas, which latter may be used to bring about cross-linking in the copolymer; preferred thioureas are ethylene thiourea, sym.-dimethylthiourea, tetramethyl thiourea, polytetramethylene thiourea, polyhexamethylene thiourea, N-methyl - N1 - dimethylaminoethyl thiourea, hexamethylene - bis - omega - dimethyl thiourea, 4 - omega - methylthioureidobenzoic acid and the polythiourea from polyethyleneimine and methyl isothiocyanate. The copolymer when treated with the thiourea may be in shaped form, e.g. oriented films and fibres, or in unshaped form, or in solution in a suitable solvent, e.g. dimethylformamide; when the copolymer is in shaped form the reaction is usually effected in an aqueous medium; the temperature of the treatment is usually within the range of from 80 DEG to 140 DEG C. The treatment with the thiourea may be combined with reaction with an amine, e.g. butylamine, cyclohexylamine, hexamethylene diamine, N-methylhexamethylene diamine, diaminocyclohexane, C - phenyl - 1 : 2 - ethyleneimine, pyridine and isoquinoline. The treated copolymers show affinity for a wide variety of dyestuffs.
GB2941/54A 1953-02-02 1954-02-01 Improvements in and relating to the manufacture of shaped structures of improved dyeing capacity based on polymeric ª‡:ª‰-unsaturated nitriles Expired GB789664A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF21344A DE1039230B (en) 1953-02-02 1953-02-02 Process for the production of easily colored polymerisation products composed essentially of acrylonitrile

Publications (1)

Publication Number Publication Date
GB789664A true GB789664A (en) 1958-01-29

Family

ID=7090038

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2941/54A Expired GB789664A (en) 1953-02-02 1954-02-01 Improvements in and relating to the manufacture of shaped structures of improved dyeing capacity based on polymeric ª‡:ª‰-unsaturated nitriles

Country Status (4)

Country Link
BE (1) BE526190A (en)
DE (1) DE1039230B (en)
GB (1) GB789664A (en)
NL (2) NL184804B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102590352A (en) * 2012-03-15 2012-07-18 南京化工特种设备检验检测研究所 Automatic constant pressure type clamp ring of magnetostrictive guided wave detector

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102590352A (en) * 2012-03-15 2012-07-18 南京化工特种设备检验检测研究所 Automatic constant pressure type clamp ring of magnetostrictive guided wave detector

Also Published As

Publication number Publication date
NL184804B (en)
NL85699C (en)
DE1039230B (en) 1958-09-18
BE526190A (en)

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