GB923086A - Perfluoroacidoguanamines - Google Patents

Perfluoroacidoguanamines

Info

Publication number
GB923086A
GB923086A GB43299/59A GB4329959A GB923086A GB 923086 A GB923086 A GB 923086A GB 43299/59 A GB43299/59 A GB 43299/59A GB 4329959 A GB4329959 A GB 4329959A GB 923086 A GB923086 A GB 923086A
Authority
GB
United Kingdom
Prior art keywords
formaldehyde resins
alkyl
hydrogen
compounds
resins
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
GB43299/59A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB923086A publication Critical patent/GB923086A/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
    • D06M13/322Treating 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
    • D06M13/35Heterocyclic compounds

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

Textile treating agents comprise a compound of formula <FORM:0923086/IV(a)/1> <FORM:0923086/IV(a)/2> where n is 0-13, m is 1-8, and R1-R8 are hydrogen, alkyl, cycloalkyl, allyl, phenyl, substituted phenyl, or -CH2OR9, where R9 is hydrogen or C1-4 alkyl, together with conventional textile resins, such as urea p formaldehyde resins and cyclic urea formaldehyde resins, e.g. from 1,2-propylene-, 1,3-propylene- and ethylene urea, and their alkylated derivatives; phenol formaldehyde resins; ketone formaldehyde resins; epoxy resins, e.g. polyglycidy ethers of polyhydric alcohols; and polymethylol melamines.ALSO:The invention comprises compounds of the formula <FORM:0923086/IV(a)/1> <FORM:0923086/IV(a)/2> wherein n is 0-13, m is 1-8, and R1-R8 are hydrogen, alkyl, cycloalkyl, allyl, phenyl, substituted phenyl (e.g. p-chlorophenyl), or -CH2OR9, where R9 is hydrogen or C1-4 alkyl; their production (other than -CH2OR9 compounds) by reacting an ester of a perfluoroalkane carboxylic acid with a biguanide at 15-100 DEG C.; the production of N-CH2OH compounds by reacting an N-H compound with formaldehyde or a formaldehyde-producing substance at an alkaline pH at 30-100 DEG C.; and the alkylation of the N-methylol compounds by means of a C1-4 alkanol at an acid pH. The compounds of the invention are used for treating textiles (see Group IV(c)).ALSO:Textile and other materials are treated with a compound <FORM:0923086/IV(a)/1> <FORM:0923086/IV(a)/2> where n is 0-13, m is 1-8, and R1-R: are hydrogen, alkyl, cycloalkyl, allyl, phenyl, substituted phenyl, or -CH2OR9, where R9 is hydrogen or C1-4 alkyl (see Group IV(b)) to impart properties such as insect repellency, grease and oil repellancy, germicidal activity, and, with cellulosic materials, crease resistance and shrinkage control. The compounds may be applied from aqueous, aqueous alcohol, or solvent solutions or from aqueous dispersion by spraying, immersion, dipping or padding. Suitable materials are proteinaceous or cellulosic fibres and fabrics, including felted, wood, paper and cellulosic films, wool, furs, feathers, hair and hides; proteinaceous materials blended with other materials, such as cellulosics, nylons and acrylics; cotton, regenerated cellulose, viscose, rayon, linen, hemp and jute, alone or blended with, for example, nylon, acrylic, polyester or wool fibres or silk. Specified solvents are dimethylformamide, methanol, water and dimethylformamide or an alcohol, e.g. methanol and ethanol, or mixtures thereof. Curing catalysts may be present in the compositions, e.g. ammonium salts such as the floride and sulphate, amine salts such as triethylamine and isopropylamine hydrochloride, alkanolamine salts such as triethanolamine hydrochloride, metal salts such as Mg Cl2, Zn(NO3)2 and Al Cl3, and free acids such as oxalic and tartaric acid. Drying and curing may be carried out together or in separate steps. Other textile-treating agents may also be present, e.g. polymethylolated melamines; urea formaldehyde resins and cyclic urea formaldehyde resins and their alkylated derivatives; phenol formaldehyde resins; ketone formaldehyde resins; epoxy resins; acrylate and methacrylate polymers and copolymers with styrenes, acrylonitrile, polyvinyl chloride and polyvinyl acetate; and dicyandiamide.
GB43299/59A 1958-12-24 1959-12-21 Perfluoroacidoguanamines Expired GB923086A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US78264058A 1958-12-24 1958-12-24
US192090A US3162633A (en) 1958-12-24 1962-05-03 Perfluoroguanamines

Publications (1)

Publication Number Publication Date
GB923086A true GB923086A (en) 1963-04-10

Family

ID=26887714

Family Applications (1)

Application Number Title Priority Date Filing Date
GB43299/59A Expired GB923086A (en) 1958-12-24 1959-12-21 Perfluoroacidoguanamines

Country Status (2)

Country Link
US (1) US3162633A (en)
GB (1) GB923086A (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3536710A (en) * 1968-06-05 1970-10-27 Du Pont Substituted guanamines and their derivatives
US3687900A (en) * 1968-06-05 1972-08-29 Du Pont Homopolymers of substituted guanamines
US4055720A (en) * 1976-05-25 1977-10-25 The United States Of America, As Represented By The Secretary Of Agriculture Diaminotrihalopropyl triazines: and their methylol derivatives
US4932998A (en) * 1986-09-30 1990-06-12 Idemitsu Kosan Company Limited Triazine derivatives, and herbicides comprising the same as the effective ingredient
WO2023013697A1 (en) * 2021-08-03 2023-02-09 東ソー株式会社 Material for metal patterning, fluoro compound, thin film for metal patterning, organic electroluminescence device, electronic device, and method for forming metal pattern

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2845421A (en) * 1958-07-29 Fluorination of chloro triazines with
US2427315A (en) * 1947-09-09 Carboxy polymethylene guanamines
US2423353A (en) * 1947-07-01 Polymethylene diguanamines
US2394526A (en) * 1946-02-05 Aliphatic substituted guanamines
US2451432A (en) * 1948-10-12 High molecular guanamines and a
US2385766A (en) * 1941-08-30 1945-09-25 American Cyanamid Co Guanamines in textile finishing
US2535968A (en) * 1945-04-13 1950-12-26 American Cyanamid Co Heterocyclic guanamines
US2526948A (en) * 1945-10-23 1950-10-24 Phillips Petroleum Co Process of treating textiles with half-acid amide derivatives
US2480084A (en) * 1948-03-20 1949-08-23 Dow Chemical Co Protection of cellulosic textile materials
US2734004A (en) * 1952-08-25 1956-02-07 Water soluble n-methylol polypyrroli-
US2871145A (en) * 1954-05-21 1959-01-27 Hajdu Joseph Process of impregnating textile material to increase its wear resistance
NL105210C (en) * 1954-07-22
US2892810A (en) * 1954-08-24 1959-06-30 Ciba Ltd New derivatives of aldehyde condensation products of the aminotriazine or urea group and their manufacture and use

Also Published As

Publication number Publication date
US3162633A (en) 1964-12-22

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