GB762844A - Polyazo dyestuffs - Google Patents

Polyazo dyestuffs

Info

Publication number
GB762844A
GB762844A GB36781/54A GB3678154A GB762844A GB 762844 A GB762844 A GB 762844A GB 36781/54 A GB36781/54 A GB 36781/54A GB 3678154 A GB3678154 A GB 3678154A GB 762844 A GB762844 A GB 762844A
Authority
GB
United Kingdom
Prior art keywords
amino
nitro
acid
sulphonic
benzoyl
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
GB36781/54A
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.)
Sandoz AG
Original Assignee
Sandoz 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 Sandoz AG filed Critical Sandoz AG
Publication of GB762844A publication Critical patent/GB762844A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B31/00Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/16Trisazo dyes
    • C09B31/22Trisazo dyes from a coupling component "D" containing directive hydroxyl and amino groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The invention comprises dyestuffs of formula <FORM:0762844/IV(b)/1> where R1 and R2 are benzene or naphthalene residues free of hydroxy, nitro and amino groups and together have 2 sulphonic acid groups, R1 containing at least one sulphonic acid group, R3 is a benzene residue free of hydroxy, nitro and amino groups, azo is para both to -N=N- and -NH-CO- and one V is H or halogen or an alkyl or alkoxy group, and the other is <FORM:0762844/IV(b)/2> where W is an arylamino group and N is 1 or 2 and is preferably <FORM:0762844/IV(b)/3> where W1 or W2 is H and the other is an arylamino group. They are made by diazotizing a compound corresponding to the first of the above formulae while the other V is an amino group and coupling with an appropriate arylaminonaphthol-sulphonic acid. The aminobenzoylaminodisazo compounds are made by condensing appropriate aminodisazo compounds and nitrobenzenecarboxylic acid halides with subsequent reduction of the nitro group. The aminodisazo compounds are made in conventional fashion from appropriate components. Amines indicated as components corresponding to R1 are aminobenzene mono- and di-sulphonic acids, amino-methyl- and halogen-benzene sulphonic acids and amino-naphthalene mono- and di-sulphonic acids. Specified amines as components corresponding to R2 and R3 (restricted to anilines) are 1-amino -2- and -3-methyl- and -methoxy-, -2, 5-dimethyl-, -dimethoxy- and -diethoxy-, and -2-methoxy-5-methyl-benzenes, 1-amino-3-acetylamino-benzene and 1-naphthylamine and its 6- and 7-sulphonic acids. Aminobenzenedisulphonic acid, e.g. 4-amino-1, 11-azobenzene-3, 41-disulphonic acid are particularly mentioned as azoamino components for use in the preparation of the aminodisazo compounds. Specified acid halides are 3- and 4-nitro-, 3-nitro-4-methoxy-, 3-methyl-4-nitro- and 3-chloro-and -bromo-4-nitro-benzyl chloride and the corresponding benzoyl bromides. Specified arylaminonaphthol sulphonic acids are 1-acetyl- and -benzoyl-amino-5-naphthol-7-mono- and -8-naphthol-3, 6-di-sulphonic acids, preferred being 2-acetyl-, -propionyl-, -crotonyl-, -benzoyl-cinnamoyl -(31- and 41-amino, 31-methyl-41-aminoan 31-amino-41-methoxy)-benzoyl-, -carbomethoxy-, - carboethoxy-, - carbopropoxy-, carbobutoxy- and -carbo-(21-ethoxy)-ethoxy-amino-5-napthol-7-and -8-naphthol-6-sulphonic acids and 5-naphthol-7-sulphonaphthalene - 2 - carbamic acid - (41 - acetylamino)-phenylamide. Cotton and regenerated cellulose fibres are dyed in orange, red and brown shades. When an aminobenzoylaminonaphthalene sulphonic acid is used as end azo component the final triazo dyestuffs may be dyed, diazotized in the fibre and coupled with azo components, e.g. 2-naphthol. Examples and a table illustrate the preparation of the dyestuffs and their use in dyeing cotton, components and corresponding to R1 are aniline-4-mono- and -2, 5-disulphonic acids, 1-amino-2, 4-dimethyl-6-sulphonic acid, 1-amino-2-chlorobenzene-4-sulphonic acid and 2-naphthylamine-4, 8- and -6, 8-di-sulphonic acids, aniline is an additional component used to those listed above corresponding to R3 and additional benzoyl chlorides used to those listed above are 3-nitro-4-ethoxy- and 3-ethyl- and -methoxy-4-nitro-benzoyl chloride.
GB36781/54A 1953-12-24 1954-12-20 Polyazo dyestuffs Expired GB762844A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH762844X 1953-12-24

Publications (1)

Publication Number Publication Date
GB762844A true GB762844A (en) 1956-12-05

Family

ID=4534808

Family Applications (1)

Application Number Title Priority Date Filing Date
GB36781/54A Expired GB762844A (en) 1953-12-24 1954-12-20 Polyazo dyestuffs

Country Status (1)

Country Link
GB (1) GB762844A (en)

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