GB943689A - Nitrogen compounds - Google Patents

Nitrogen compounds

Info

Publication number
GB943689A
GB943689A GB30993/60A GB3099360A GB943689A GB 943689 A GB943689 A GB 943689A GB 30993/60 A GB30993/60 A GB 30993/60A GB 3099360 A GB3099360 A GB 3099360A GB 943689 A GB943689 A GB 943689A
Authority
GB
United Kingdom
Prior art keywords
reacted
reacting
reaction
product
products
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
GB30993/60A
Inventor
William Baird
John Earnshaw
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 BE607861D priority Critical patent/BE607861A/xx
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB30993/60A priority patent/GB943689A/en
Publication of GB943689A publication Critical patent/GB943689A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3225—Polyamines
    • C08G18/3228—Polyamines acyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
    • C07G99/00—Subject matter not provided for in other groups of this subclass
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/50—Polyethers having heteroatoms other than oxygen
    • C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
    • C08G18/5024—Polyethers having heteroatoms other than oxygen having nitrogen containing primary and/or secondary amino 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
    • D06M15/37—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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Polyethers (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

The invention comprises products obtained by reacting polyamines containing at least two amino groups which are primary or secondary amino groups but which do not form part of an oxyaminopropyl group and at least one polyalkyleneoxy chain with polyisocyanates or substances behaving like polyisocyanates. The products are useful as antistatic agents for treatment of textile fibres. Suitable polyamines are obtained by reacting an alkylene oxide condensate having at least two hydroxyl groups with thionyl chloride and reacting the product with ammonia or a primary amine. Alternatively the alkylene oxide condensate is reacted with acrylonitrile and the product is converted to an amine by catalytic hydrogenation. Suitable condensates and polyoxyethylene glycols, and ethylene oxide condensates of methylamine, ethylamine, cetylamine, amides, glycerol, sorbitol or pentaerythritol. The reaction with the polyisocyanate can be effected in benzene, toluene ethylene dichloride, carbon tetrachloride or ethyl acetate. An isocyanate-bisulphite addition product can be reacted with the amines in aqueous medium. By carrying out the reaction at low temperature, or with an excess of one reactant or with the polyamine partly neutralized with acetic acid a material soluble or dispersible in water, for subsequent baking on fibres, is obtained. In examples polyamines derived from polyoxyethylene glycols of M.W. 1,000, 600 and 300 by reaction successively with thionyl chloride and ammonia are reacted in ethanol (in some cases with acetic acid) with a tolylene 2:4 diisocyanate - phenol adduct, or a hexamethylene/diisocyanate/phenol adduct or a hexamethylene sodium bisulphite adduct. Portions of the products are baked to form films or used to treat textiles.ALSO:Products useful as antistatic agents for treatment of textile fibres are obtained by reacting polyamines containing at least two amino groups which are primary or secondary amino groups but which do not form part of an oxyaminopropyl groups and at least one polyalkylenoxy chain with polyisocyanates or substances behaving like polyisocyanates. Suitable polyamines are obtained by reacting an alkylene oxide condensate having at least two hydroxyl groups with thionyl chloride and reacting the product with ammonia or a primary amine. Alternatively the alkylene oxide condensate is reacted with acrylonitrile and the product is converted to an amine by catalytic hydrogenation. Suitable condensates are polyoxyethylene glycols, and ethylene oxide condensates of methylamine, ethylamine, cetylamine, amides, glycerol, sorbitol or pentaerythritol. The reaction with the polyisocyanate can be effected in benzene toluene, ethylene dichloride, carbon tetrachloride or ethyl acetate. An isocyanate-bisulphite addition product can be reacted with the amines in aqueous medium. By carrying out the reaction at low temperature, or with an excess of one reactant or with the polyamine partly neutralized with acetic acid a material soluble or dispersible in water, for subsequent baking on fibres, is obtained. In examples polyamines derived from polyoxyethylene glycols of M.W. 1000, 600 and 300 by reaction successively with thionyl chloride and ammonia are reacted in ethanol (in some cases with acetic acid) with a tolylene 2 : 4 diisocyanate-phenol adduct, or a hexamethylene diisocyanate-phenol adduct, or a hexamethylene/sodium bisulphite adduct. Portions of the products are baked to form films or used p to treat textiles by impregnation followed by baking. Fibres which can be treated include those of nylon, polyester and polyacrylonitrile.
GB30993/60A 1960-09-08 1960-09-08 Nitrogen compounds Expired GB943689A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
BE607861D BE607861A (en) 1960-09-08
GB30993/60A GB943689A (en) 1960-09-08 1960-09-08 Nitrogen compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB30993/60A GB943689A (en) 1960-09-08 1960-09-08 Nitrogen compounds

Publications (1)

Publication Number Publication Date
GB943689A true GB943689A (en) 1963-12-04

Family

ID=10316313

Family Applications (1)

Application Number Title Priority Date Filing Date
GB30993/60A Expired GB943689A (en) 1960-09-08 1960-09-08 Nitrogen compounds

Country Status (2)

Country Link
BE (1) BE607861A (en)
GB (1) GB943689A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2242502A1 (en) * 1971-09-01 1973-03-15 Basf Wyandotte Corp ANTISTATIC AGENTS FOR MELT MOLDED POLYMERS

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2242502A1 (en) * 1971-09-01 1973-03-15 Basf Wyandotte Corp ANTISTATIC AGENTS FOR MELT MOLDED POLYMERS
DE2266030C3 (en) * 1971-09-01 1986-05-07 BASF Wyandotte Corp., Wyandotte, Mich. Use of a nitrogen-containing polyether as an antistatic additive in polymer compositions that can be molded from the melt

Also Published As

Publication number Publication date
BE607861A (en)

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