GB546027A - Manufacture of water-soluble acylbiguanides of high molecular weight - Google Patents

Manufacture of water-soluble acylbiguanides of high molecular weight

Info

Publication number
GB546027A
GB546027A GB17941/40A GB1794140A GB546027A GB 546027 A GB546027 A GB 546027A GB 17941/40 A GB17941/40 A GB 17941/40A GB 1794140 A GB1794140 A GB 1794140A GB 546027 A GB546027 A GB 546027A
Authority
GB
United Kingdom
Prior art keywords
dimethylsulphate
methylated
biguanide
sulphonated
lauryl
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
GB17941/40A
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.)
Novartis AG
Original Assignee
JR Geigy 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 JR Geigy AG filed Critical JR Geigy AG
Publication of GB546027A publication Critical patent/GB546027A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/20—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylguanidines
    • C07C279/24—Y being a hetero atom
    • C07C279/26—X and Y being nitrogen atoms, i.e. biguanides
    • 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
    • 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
    • D06P5/13—Fugitive dyeing or stripping dyes
    • D06P5/138—Fugitive dyeing or stripping dyes fugitive dyeing

Abstract

546,027. Emulsifying agents. GEIGY AKT.- GES., J. R. Dec. 20, 1940. Nos. 17941 and 17942. Convention dates, Dec. 21, 1939, and April 11, 1940. [Class 1 (i)] [Also in Group IV] Acylbiguanides derived from aliphatic hydroaromatic or alicyclic carboxylic acids having 9-19 carbon atoms in the molecules and in which the hydrogens of the NH 2 group may be replaced by aliphatic araliphatic, alicyclic, aromatic, hydroaromatic or heterocyclic' residues or be replaced by substituents forming a ring, are rendered water soluble, by conversion into (a) salts by means of organic acids ; (b) sulphonic acids by means of sulphonating agents ; or (c) quarternary ammonium salts by alkylation or aralkylation. The hydrogen atoms of the basic nitrogen atoms in the starting material may be substituted by alkyl or aralkyl groups. The products exhibit capillary active properties and may be used as emulsifying agents. In examples: (1) laurylphenyl, lauryl-O-tolyl, lauryl-p-methoxyphenyl and lauryl-O-ethoxy phenyl biguanide are methylated and then sulphonated (2) laurylhydroxyethyl biguanide is made soluble by treating with dimethylsulphate; (3) lauryltriaminotriethylene-biguanide is converted into a salt with acetic acid and converted ino a quaternary salt with dimethylsulphate, the former product and the correspending lactate render direct dyeings fast to water ; (4) stearylphenyl-. stearyl-N-methylphenyl- and stearylhydroxyethylphenyl-biguanides are methylated and sulphonated; (5) stearyl-dimethylphenylbiguanide is sulphonated; (6)' stearyltriamino triethylenebiguanide is converted into its citrate and into quaternary ammonium salt with dimethylsulphate or with dimethylsulphate and benzylchloride; (7) the biguanide obtained from stearylcyanguanidine and ethylenediamine is methylated : (8) stearylhydroxyethylbiguanide is methylated with dimethylsulphate. For alklation, ethylene oxide, alkyltoluenesulfphonates and methylchloride may be used.
GB17941/40A 1939-12-21 1940-12-20 Manufacture of water-soluble acylbiguanides of high molecular weight Expired GB546027A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH225155T 1939-12-21
CH232822T 1940-04-11

Publications (1)

Publication Number Publication Date
GB546027A true GB546027A (en) 1942-06-24

Family

ID=34137166

Family Applications (1)

Application Number Title Priority Date Filing Date
GB17941/40A Expired GB546027A (en) 1939-12-21 1940-12-20 Manufacture of water-soluble acylbiguanides of high molecular weight

Country Status (3)

Country Link
AT (2) AT163430B (en)
CH (13) CH232278A (en)
GB (1) GB546027A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2431644A (en) * 1943-01-15 1947-11-25 American Cyanamid Co Preparation of guanides
US2446421A (en) * 1944-11-03 1948-08-03 Ici Ltd Manufacture of arylbiguanide hydrochlorides
US2479498A (en) * 1946-08-08 1949-08-16 American Cyanamid Co Preparation of 1,2-disubstituted-3-cyanoguanidines
US2622075A (en) * 1946-12-03 1952-12-16 Sandoz Ltd Polyamine-cyanamide resins
US2891932A (en) * 1955-03-21 1959-06-23 Rohm & Haas Acrylyl dicyandiamides and polymers thereof

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2431644A (en) * 1943-01-15 1947-11-25 American Cyanamid Co Preparation of guanides
US2446421A (en) * 1944-11-03 1948-08-03 Ici Ltd Manufacture of arylbiguanide hydrochlorides
US2479498A (en) * 1946-08-08 1949-08-16 American Cyanamid Co Preparation of 1,2-disubstituted-3-cyanoguanidines
US2622075A (en) * 1946-12-03 1952-12-16 Sandoz Ltd Polyamine-cyanamide resins
US2891932A (en) * 1955-03-21 1959-06-23 Rohm & Haas Acrylyl dicyandiamides and polymers thereof

Also Published As

Publication number Publication date
CH235190A (en) 1944-11-15
AT163430B (en) 1949-07-11
CH232281A (en) 1944-05-15
CH232822A (en) 1944-06-15
CH232283A (en) 1944-05-15
CH235189A (en) 1944-11-15
CH232282A (en) 1944-05-15
CH232284A (en) 1944-05-15
CH232280A (en) 1944-05-15
CH232279A (en) 1944-05-15
AT165059B (en) 1950-01-10
CH232277A (en) 1944-05-15
CH225155A (en) 1943-01-15
CH232278A (en) 1944-05-15
CH232285A (en) 1944-05-15

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