GB745064A - Fungicidal and bactericidal compositions - Google Patents

Fungicidal and bactericidal compositions

Info

Publication number
GB745064A
GB745064A GB8366/53A GB836653A GB745064A GB 745064 A GB745064 A GB 745064A GB 8366/53 A GB8366/53 A GB 8366/53A GB 836653 A GB836653 A GB 836653A GB 745064 A GB745064 A GB 745064A
Authority
GB
United Kingdom
Prior art keywords
formula
dicyandiamide
chloroaniline
chlorophenyldicyandiamide
stands
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
GB8366/53A
Inventor
Stanley Birtwell
Francis Leslie Rose
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
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB8366/53A priority Critical patent/GB745064A/en
Priority to FR1159174D priority patent/FR1159174A/en
Priority to US416715A priority patent/US2830006A/en
Publication of GB745064A publication Critical patent/GB745064A/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
    • C07C279/265—X and Y being nitrogen atoms, i.e. biguanides containing two or more biguanide groups
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • 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
    • D06P1/6429—Compounds containing nitrogen bound to a six-membered aromatic carbocyclic ring
    • 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
    • D06P1/645—Aliphatic, araliphatic or cycloaliphatic compounds containing amino 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
    • 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
    • D06P3/34—Material containing ester groups
    • D06P3/52—Polyesters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Detergent Compositions (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

In the preparation of bis-biguanides of the formula <FORM:0745064/IV(a)/1> wherein A and B stand for the same or different aromatic nuclei optionally substituted by one or more halogen, nitro, alkyl or alkoxy radicals, and X stands for a hydrocarbon or a dialkoxybenzene radical of not more than 15 carbon atoms, by reacting a diamine of the formula NH2-X-NH2 with a dicyandiamide of the formula A-NH-C( : NH)-NH-CN or <FORM:0745064/IV(a)/2> with an amine of the formula ANH2 wherein A and X have the meanings stated above, in the form of a salt thereof, the process is carried out in the presence of a non-ionic substance possessing wetting and/or detergent properties as the reaction solvent. In examples reaction is effected between p-chlorophenyldicyandiamide and hexamethylenediamine dihydrochloride in the presence of the condensation product of octyl or cetyl cresol or stearic acid and ethylene oxide; 4:41-diaminodiphenylmethane dihydrochloride and phenyl dicyandiamide in the presence of the condensation products of octyl cresol with ethylene oxide; phenyldicyandiamide and hexamethylenediamine dihydrochloride in the presence of the condensation product of octyl cresol and ethylene oxide; p-chloroaniline hydrochloride and hexamethylene-bis - dicyandiamide in the presence of the condensation product of octylcresol and ethyleneoxide. Other starting materials are trimethylenediamine, tetramethylenediamine, pentamethylenediamine, heptamethylenediamine, decamethylenediamine, 1:4 - bis - g -aminopropyloxybenzene, 4:41 - diaminodiphenylmethane and p - phenylenediamine, phenyldicyandiamide, p - tolyldicyandiamide, 2:4 - dimethylphenyldicyandiamide, p - anisyldicyandiamide, o - chlorophenyldicyandiamide, m - chlorophenyldicyandiamide, 2:5 - dichlorophenyldicyandiamide, 3:4 - dichlorophenyldicyandiamide, m - nitrophenyldicyandiamide, a - naphthyldicyandiamide and b - naphthyldicyandiamide, aniline, p - toluidine, 2:4 - dimethylaniline, p - anisidine, o - chloroaniline, m - chloraniline, p - chloroaniline, 2:5 - dichloroaniline, 3:4 - dichloroaniline, m - nitroaniline, a - naphthylamine and b - naphthylamine; compounds of the formula CN-NH-C(=NH)-NH-X-NH-C(=NH)-NH-CN may for example be those wherein X stands for <FORM:0745064/IV(a)/3> Specifications 705,838 and 710,105, [Group III], are referre to.ALSO:In the preparation of detergent compositions comprising bis-biguanides of the formula <FORM:0745064/III/1> wherein A and B stand for the same or different aromatic nuclei optionally substituted by one or more halogen, nitro, alkyl or alkoxy radicals, and X stands for a hydrocarbon or a dialkoxy-benzene radical of not more than 15 carbon atoms, by reacting a diamine of the formula NH2-X-NH2 in the form of a salt thereof with a dicyandiamide of the formula A-NH-C(:NH)-NH-CN, or reacting a dicyandiamide of the formula <FORM:0745064/III/2> with an amine of the formula ANH2 in the form of a salt thereof, the action in both cases is conducted in the presence of a non-ionic substance possessing wetting and/or detergent properties. Specified non-ionic substances are condensation products of ethylene oxide with alkylphenols, fatty alcohols, and fatty acids or their amides, e.g. containing at least 7 carbon atoms e.g. octyl or cetyl cresol or stearic acid. Specifications 705,838 [Group IV(b)] and 710,105, are referred to.ALSO:In the preparation of a fungicidal and bactericidal composition comprising bisbiguanides of the formula <FORM:0745064/VI/1> wherein A and B stand for the same or different aromatic nuclei optionally substituted by one or more halogen, nitro, alkyl or alkoxy radicals, and X stands for a hydrocarbon or a dialkoxybenzene radical of not more than 15 carbon atoms, by reacting a diamine of the formula NH2-X-NH2 in the form of a salt thereof with a dicyandiamide of the formula A-NH-C (:NH)-NH-CN or by reacting a dicyandiamide of the formula <FORM:0745064/VI/2> with an amine of the formula ANH2 in the form of a salt thereof, the reaction in both cases is conducted in the presence of a non-ionic substance possessing wetting and/or detergent properties. Specified dicyandiamides of the formula NH2-X-NH2 are hexamethylene diamine, trimethylenediamine, tetramethylenediamine, pentamethylenediamine, heptamethylenediamine, decamethylenediamine, 1 : 4-bis-g -aminopropyloxybenzene, 4 : 41-diaminodiphenylmethane and p-phenylenediamine; specified dicyandiamides of the formula A-NH-C (:NH)-NH-CN are p-chloro-phenyldicyandiamide, phenyldi-cyandiamide, p-tolyldicyandiamide, 2 : 4-dimethylphenyldicyandiamide, p-anisyldicyandiamide, o-chlorophenyldicyandiamide, m-chlorophenyldicyandiamide, 2 : 5-dichlorophenyldicyandiamide, 3 : 4-dichlorophenyldicyandiamide, m-nitrophenyldicyandiamide, p a -naphthyldicyandiamide and b -naphthyldicyandiamide; and specified compounds of the formula CN-NH-C(=NH)-NH-X-NH-C (=NH)-NH-CN are those in which X stands for -[CH2]3-, -[CH2]4,- -[CH2]5-, -[CH2]6-, -[CH2]7-, -[CH2]10-, -[CH2]3OC6H4O[CH2]3-, -C6H4-NH-C6H4- and -C6H4-; are specified amines of the formula ANH2 are aniline, p-toluidine, 2:4-dimethylaniline, p-anisidine, o-chloroaniline, m-chloroaniline, p-chloroaniline, 2:5-dichloroaniline, 3:4-dichloroaniline, m-nitroaniline, a -naphthylamine and b -naphthylamine. Specifications 705,838, [Group IV(b)], and 710,105 are referred to.
GB8366/53A 1953-03-26 1953-03-26 Fungicidal and bactericidal compositions Expired GB745064A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
GB8366/53A GB745064A (en) 1953-03-26 1953-03-26 Fungicidal and bactericidal compositions
FR1159174D FR1159174A (en) 1953-03-26 1954-03-15 Detergent and bactericidal compositions
US416715A US2830006A (en) 1953-03-26 1954-03-16 Process of making fungicidal, bactericidal, and detergent compositions by reacting an aromatic amine and a dicyandiamide in the presence of a nonionic solvent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB8366/53A GB745064A (en) 1953-03-26 1953-03-26 Fungicidal and bactericidal compositions

Publications (1)

Publication Number Publication Date
GB745064A true GB745064A (en) 1956-02-22

Family

ID=9851162

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8366/53A Expired GB745064A (en) 1953-03-26 1953-03-26 Fungicidal and bactericidal compositions

Country Status (3)

Country Link
US (1) US2830006A (en)
FR (1) FR1159174A (en)
GB (1) GB745064A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3855140A (en) * 1971-06-18 1974-12-17 Ici Ltd Cleansing compositions

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3408384A (en) * 1963-08-08 1968-10-29 Shell Oil Co 4-methoxy-3, 5-dimethylphenyl methylcarbamate
US3909200A (en) * 1967-05-22 1975-09-30 Petrolite Corp Use of guanidine derived compounds as corrosion inhibitors
US4478821A (en) * 1982-01-26 1984-10-23 The Gillette Company Inhibition of body odor
US4456543A (en) * 1982-06-17 1984-06-26 The Buckeye Cellulose Corporation Bisbiguanide based antibacterial cleansing products
EP0197968B1 (en) * 1984-09-26 1993-11-18 GLUCK, Bruno Anthony Antiseptic cleansing compositions
FR2579979B1 (en) * 1985-04-05 1987-06-26 Pf Cosmetique
US4842593A (en) * 1987-10-09 1989-06-27 The Procter & Gamble Company Disposable absorbent articles for incontinent individuals
US4886658A (en) * 1988-12-14 1989-12-12 The Procter & Gamble Company Oral treatment method for reducing plaque with reduced staining
RU2282463C1 (en) * 2005-11-07 2006-08-27 Сергей Алексеевич Балехов Method for preparing disinfecting agent
DE102009060249B4 (en) 2009-12-23 2013-09-12 Vladimir Lipovich Process for the preparation of the disinfectant polyhexamethyleneguanidine hydroiodide
RU2500667C1 (en) * 2012-10-25 2013-12-10 Общество с ограниченной ответственностью "Компания Вереск" Method of producing highly purified disinfectant

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2164431A (en) * 1939-07-04 Production of etherg suitable as dis
US2643232A (en) * 1949-08-22 1953-06-23 Ici Ltd Polymeric diguanides
US2684924A (en) * 1951-02-05 1954-07-27 Ici Ltd Nu-chlorophenyldiguanidino compounds

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3855140A (en) * 1971-06-18 1974-12-17 Ici Ltd Cleansing compositions

Also Published As

Publication number Publication date
FR1159174A (en) 1958-06-24
US2830006A (en) 1958-04-08

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