GB971727A - Improvements in or relating to the production of formaldehyde/carbamate condensationproducts and their use in the finishing of cellulosic textile fabrics - Google Patents

Improvements in or relating to the production of formaldehyde/carbamate condensationproducts and their use in the finishing of cellulosic textile fabrics

Info

Publication number
GB971727A
GB971727A GB21749/62A GB2174962A GB971727A GB 971727 A GB971727 A GB 971727A GB 21749/62 A GB21749/62 A GB 21749/62A GB 2174962 A GB2174962 A GB 2174962A GB 971727 A GB971727 A GB 971727A
Authority
GB
United Kingdom
Prior art keywords
fabrics
formaldehyde
alkyl
textile fabrics
curing
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
GB21749/62A
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.)
JOHN GEORGE FRICK
Original Assignee
JOHN GEORGE FRICK
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 US115268A external-priority patent/US3144299A/en
Application filed by JOHN GEORGE FRICK filed Critical JOHN GEORGE FRICK
Publication of GB971727A publication Critical patent/GB971727A/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
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating 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 oxygen
    • D06M13/12Aldehydes; Ketones
    • D06M13/127Mono-aldehydes, e.g. formaldehyde; Monoketones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/08Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/16Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by singly-bound oxygen 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
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/04Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08G12/20Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with urethanes or thiourethanes
    • 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
    • D06M15/39Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423Amino-aldehyde resins

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Water soluble condensation products are prepared by reacting an alkyl monocarbonate of the formula R11O.OC.NH2 in which R11 is an alkyl group having from 1 to 4 carbon atoms with formaldehyde in aqueous alkaline solution and in a mole ratio of formaldehyde to alkyl monocarbamate of at least 2:1. Preferred carbamates are those of the above formula wherein R11 is an ethyl or butyl radical. Examples are given. The products are used in the finishing of cellulosic textile fabrics (see Division D1).ALSO:Cellulosic textile fabrics are finished by impregnating the fabric in the presence of an acid catalyst with an aqueous solution of a water-soluble condensation product derived from an alkyl monocarbamate and formaldehyde (see Division C2), followed by curing at a temperature above 130 DEG C. The treatment renders the fabrics wrinkle-and crease-resistant. The fabrics are defined as textile fabrics of all kinds, including woven and knitted fabrics, made wholly or partly of natural cellulose, regenerated cellulose or cellulose derivatives. The impregnated fabric is preferably dried prior to curing. Specified acid catalysts are inorganic or amine salts of strong mineral acids, preferably the hydrates of zinc nitrate or magnesium chloride. The treating bath may contain other auxiliary agents such as wetting and softening agents. The solution may be applied to the fabric by conventional procedures, such as soaking the textile in the solution and padding or centrifuging, followed by drying and curing and then washing off unreacted materials. Examples describe the treatment of cotton print cloth. A comparative example describes the treatment of cotton print cloth with an aqueous solution of dimethylol ethyleneurea and zinc nitrate.
GB21749/62A 1961-06-06 1962-06-05 Improvements in or relating to the production of formaldehyde/carbamate condensationproducts and their use in the finishing of cellulosic textile fabrics Expired GB971727A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US115268A US3144299A (en) 1961-06-06 1961-06-06 Wrinkle resistance finish for cellulosic textiles
US274364A US3219632A (en) 1961-06-06 1962-10-17 Water soluble carbamate-formaldehyde condensate

Publications (1)

Publication Number Publication Date
GB971727A true GB971727A (en) 1964-10-07

Family

ID=26813017

Family Applications (1)

Application Number Title Priority Date Filing Date
GB21749/62A Expired GB971727A (en) 1961-06-06 1962-06-05 Improvements in or relating to the production of formaldehyde/carbamate condensationproducts and their use in the finishing of cellulosic textile fabrics

Country Status (5)

Country Link
US (1) US3219632A (en)
CH (2) CH401897A (en)
DE (2) DE1258379B (en)
GB (1) GB971727A (en)
NL (2) NL125120C (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3420696A (en) * 1964-06-02 1969-01-07 West Point Pepperell Inc Aldehyde fixation on polymeric material
US3454423A (en) * 1966-11-21 1969-07-08 Millmaster Onyx Corp N-propyl carbamate resin composition and method of treating a fabric therewith
US3450485A (en) * 1967-09-19 1969-06-17 Us Agriculture Process for producing wrinkle resistant cellulosic textile materials by catalysis with hydrogen halide gas

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB309108A (en) * 1928-01-03 1929-04-03 Ig Farbenindustrie Ag Process for the manufacture of methylol derivatives of urethanes
DE708440C (en) * 1936-03-01 1941-08-12 I G Farbenindustrie Akt Ges Process for the production of oil and resin-like condensation products
NL198110A (en) * 1954-06-16
US2803563A (en) * 1954-12-17 1957-08-20 Rohm & Haas Comp Treated textile material and method of producing the same
GB774749A (en) * 1954-06-16 1957-05-15 Rohm & Haas Comp Improvements in condensates of the dicarbamate of diethylene glycol with formaldehyde and materials coated therewith

Also Published As

Publication number Publication date
CH401897A (en) 1965-07-15
NL125120C (en)
CH372653A (en) 1963-10-31
DE1258379B (en) 1968-01-11
DE1222037B (en) 1966-08-04
US3219632A (en) 1965-11-23
NL279381A (en)

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