GB907758A - Diazo dyes derived from benzoylaminosulphonic acids and their use in silver-dye bleach processes - Google Patents

Diazo dyes derived from benzoylaminosulphonic acids and their use in silver-dye bleach processes

Info

Publication number
GB907758A
GB907758A GB1743860A GB1743860A GB907758A GB 907758 A GB907758 A GB 907758A GB 1743860 A GB1743860 A GB 1743860A GB 1743860 A GB1743860 A GB 1743860A GB 907758 A GB907758 A GB 907758A
Authority
GB
United Kingdom
Prior art keywords
formula
dyes
methyl
specified
naphthol
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
GB1743860A
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.)
BASF Schweiz AG
Original Assignee
Ciba 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
Priority claimed from CH6740358A external-priority patent/CH376768A/en
Application filed by Ciba AG filed Critical Ciba AG
Publication of GB907758A publication Critical patent/GB907758A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02—Disazo dyes
    • C09B35/021—Disazo dyes characterised by two coupling components of the same type
    • C09B35/027—Disazo dyes characterised by two coupling components of the same type in which the coupling component is a hydroxy-amino compound
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02—Disazo dyes
    • C09B35/039—Disazo dyes characterised by the tetrazo component
    • C09B35/205—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl- or triaryl- alkane or-alkene
    • C09B35/21—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl- or triaryl- alkane or-alkene of diarylmethane or triarylmethane

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Detergent Compositions (AREA)

Abstract

Diamines of formula <FORM:0907758/IV (b)/1> where Y and Z are H or monovalent substituents or together may form a further ring and R1 and R2 are H or hydrocarbon residues may be made by condensing an amine of formula <FORM:0907758/IV (b)/2> in a mol ratio of 2 : 1, with a ketone of formula <FORM:0907758/IV (b)/3> The condensation is preferably effected in an acid medium, at temperatures of up to 150 DEG C., and in the presence of an excess of amine. Specified amines are 1-amino-2-methyl-, -ethyl- and -methoxy-benzenes, 1-amino-2,5- and -2,6-dimethyl - benzene and 1 - naphthylamine. Chlorine atoms are further specified values for Y and Z. Preferred ketones are of formula CmH2m + 1-CO-CH2-C5 + nH3 + 2n where m and n are 1 or 2, specified being phenylacetone, benzylethylketone and o, m and p-methylphenylacetone. The diamines are used in the preparation of photographic dyes vide Group IV(c). In Example (1) 1-benzyl-1,1-di-(31-methyl-41-aminophenyl)-ethane is prepared.ALSO:The invention comprises dyes of formula <FORM:0907758/IV (b)/1> in which in each of the two naphthalene rings one X is SO3H and the other SO3H or H; R1 is a carboxylic acid acyl residue, R11 is H or a substituent, Y and Z are H or substituents or, when vicinal, may form a further ring and R1 and R2 are H or hydrocarbon residues. The dyes are made by coupling, preferably in an alkaline medium, a tetrazo compound of a diamine of formula <FORM:0907758/IV (b)/2> with a component of formula <FORM:0907758/IV (b)/3> Specified substituents are chlorine, methyl, ethyl, methoxy and ethoxy groups. The dyes are particularly of use for photographic purposes, especially in the silver bleach process. Examples are provided of the preparation of the purple dyes (1) 1-benzyl-1,1-di-(31-methyl-41-aminophenyl)-ethane \sQ 1-(31-acetylamino-benzoylamino)-8-naphthol-3,6-disulphonic acid and (2) 1-amino-2,5-dimethoxy-4-nitrobenzene --> 1-acetylamino-8- naphthol-3,6-disulphonic acid, reduced, --> 1-(4-benzoylaminobenzoylamino)-8-naphthol-3,6-disulphonic acid and the use of the latter in a cellulose acetate film.
GB1743860A 1958-12-16 1960-05-17 Diazo dyes derived from benzoylaminosulphonic acids and their use in silver-dye bleach processes Expired GB907758A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH6740358A CH376768A (en) 1958-12-16 1958-12-16 Photographic material for the silver dye bleaching process
CH7352759A CH380533A (en) 1958-12-16 1959-05-22 Photographic layer for the silver dye bleaching process

Publications (1)

Publication Number Publication Date
GB907758A true GB907758A (en) 1962-10-10

Family

ID=25737913

Family Applications (2)

Application Number Title Priority Date Filing Date
GB4282659A Expired GB907757A (en) 1958-12-16 1959-12-16 Photographic material suitable for the silver-dye bleaching process and containing azo dyestuffs
GB1743860A Expired GB907758A (en) 1958-12-16 1960-05-17 Diazo dyes derived from benzoylaminosulphonic acids and their use in silver-dye bleach processes

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB4282659A Expired GB907757A (en) 1958-12-16 1959-12-16 Photographic material suitable for the silver-dye bleaching process and containing azo dyestuffs

Country Status (6)

Country Link
BE (1) BE585680A (en)
CH (1) CH380533A (en)
DE (2) DE1089266B (en)
FR (1) FR1241597A (en)
GB (2) GB907757A (en)
NL (2) NL251830A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7078497B2 (en) 2000-12-28 2006-07-18 Ciba Specialty Chemicals Corporation Disazo dyes, and copper complexes thereof, for dyeing paper

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6033145B2 (en) * 1982-10-27 1985-08-01 三菱化学株式会社 recording liquid
IT1312551B1 (en) * 1999-04-30 2002-04-22 Endura Spa PROCESS FOR THE SYNTHESIS OF 5-ALCHYLBENZODIOSSOLI

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7078497B2 (en) 2000-12-28 2006-07-18 Ciba Specialty Chemicals Corporation Disazo dyes, and copper complexes thereof, for dyeing paper

Also Published As

Publication number Publication date
CH380533A (en) 1964-07-31
DE1089266B (en) 1960-09-15
NL251830A (en)
FR1241597A (en) 1960-09-16
DE1097270B (en) 1961-01-12
NL246445A (en)
BE585680A (en)
GB907757A (en) 1962-10-10

Similar Documents

Publication Publication Date Title
GB907758A (en) Diazo dyes derived from benzoylaminosulphonic acids and their use in silver-dye bleach processes
GB292453A (en) Improvements in or relating to the dyeing, printing or stencilling of materials madeof or containing cellulose derivatives
GB299331A (en) Manufacture of azo-dyestuffs and intermediate products
GB988973A (en) New carboxylic acid amide disazo-dyestuffs and processes for their manufacture
US2420630A (en) Disazo dye compounds
ES275004A2 (en) Phthalocyanine dyestuffs and process for their manufacture
GB774819A (en) New monoazo-dyestuffs and process for making them
US2367073A (en) Arylazoaroylguanylureas and their salts
US2725376A (en) Ice colors of the quinoline series
US2695298A (en) Fast bases of the azole series
GB791164A (en) New disazo-dyestuffs and process for making the same
GB997654A (en) New carboxylic acid amide azo dyestuffs and processes for their manufacture
GB595181A (en) Manufacture of new azo-dyestuffs
GB755113A (en) New cobaltiferous azo-dyestuffs and process for making them
GB1438051A (en) Water-soluble monoazo dyestuffs process for preparing them and their use
GB864227A (en) Disazo-dyestuffs derived from cyanuric chloride and process for their manufacture
GB896042A (en) Water-soluble phthalocyanine dyestuffs and process for their manufacture
US2409133A (en) Nu-substituted derivatives of 5-amino-1, 3-benzodioxoles
GB913860A (en) New azo dyes and their use in colour photography
GB791443A (en) New disazo dyestuffs derived from bis-aminopyrazoles
GB815737A (en) New polyazo-dyestuffs derived from 3,3-dihydroxydiphenylamine and processes for their manufacture
GB604921A (en) Manufacture of azo-dyestuffs
GB210217A (en) Manufacture of azo-dyestuffs
GB774612A (en) New trisazo dyestuffs
GB763555A (en) Manufacture of salts with organic bases of monoazo-pyrazolone-dyestuffs