GB825431A - Improvements relating to copper containing disazo dyestuffs of the stilbene series - Google Patents

Improvements relating to copper containing disazo dyestuffs of the stilbene series

Info

Publication number
GB825431A
GB825431A GB38194/56A GB3819456A GB825431A GB 825431 A GB825431 A GB 825431A GB 38194/56 A GB38194/56 A GB 38194/56A GB 3819456 A GB3819456 A GB 3819456A GB 825431 A GB825431 A GB 825431A
Authority
GB
United Kingdom
Prior art keywords
sulphonic
acids
naphthylamine
coupling
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
GB38194/56A
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
National Starch and Chemical Investment Holding Corp
Original Assignee
JR Geigy AG
National Starch and Chemical Investment Holding Corp
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, National Starch and Chemical Investment Holding Corp filed Critical JR Geigy AG
Publication of GB825431A publication Critical patent/GB825431A/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
    • C09B56/00Azo dyes containing other chromophoric systems
    • C09B56/04Stilbene-azo dyes
    • 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
    • C09B45/00Complex metal compounds of azo dyes
    • C09B45/02Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/24Disazo or polyazo compounds
    • C09B45/28Disazo or polyazo compounds containing copper

Landscapes

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

Abstract

The invention comprises copper complexes of dyestuffs of formul <FORM:0825431/IV(c)/1> where Ar is a naphthylene residue, which may be substituted by sulphonic acid groups, bound to the N atoms by adjacent carbon atoms, B is an acyl residue and R is CH3, C2H5 or CH2COOH. They are made by coupling an appropriate diazotized aminoazo stilbene with a 2-acylamino-6-naphthol-8-sulphonic acid and coppering the product or by coupling a diazo compound of an amine of formula <FORM:0825431/IV(c)/2> with a 2-acylamino-6-naphthol-8-sulphonic acid, reducing the NO2 group to NH2 and, after diazotizing, coupling the disazo dyestuff with a naphthalenic end component which couples o to the NH2 group, oxidizing the product, and either simultaneously or subsequently coppering the triazole thus produced. The acyl residue may be derived from a sulphonic or preferably a carboxylic or carbonic acid. The aminoazo stilbenes used in the first method are made by coupling diazotized 41-amino-4-[4,5-naphtho-1,2,3 - triazolyl - (2)] - stilbene - 2,21 - disulphonic acids with appropriate 2-alkoxynaphthylamine sulphonic acids. Specified naphthylamine end components from which the triazole ring may be derived are 2-naphthylamine and its -1-, -5-, -6-, -7- and -8-mono- and -3,6-, -5,7- and -6,8-disulphonic acids and 1-naphthylamine-3- and -4-sulphonic acids. Specified acetylaminonaphthols are 2-acetyl-, -carbomethoxy-, -sulphoacetyl-, -benzyl- and -m- and -p-aminobenzoyl-6-naphthol-8-sulphonic acids. The alkali metal salts of the copper complexes are soluble in water and dye cellulosic material from a bath containing Glauber's salt in green shades. Examples are provided illustrating the preparation of the dyestuffs and their use in dyeing cotton and regenerated cellulose, the components used being chosen from those listed above with the addition of methyl- and chloromethyl-sulphonyl-, propionyl- and carboethoxy-amino as 2-acetylamino groups and the 2-alkoxynaphthylamine sulphonic acids used are 2-methoxy and methoxycarboxy-1-naphthylamine-6-sulphonic acids. Specification 503,576, [Group IV], is referred to.
GB38194/56A 1955-12-16 1956-12-14 Improvements relating to copper containing disazo dyestuffs of the stilbene series Expired GB825431A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH825431X 1955-12-16

Publications (1)

Publication Number Publication Date
GB825431A true GB825431A (en) 1959-12-16

Family

ID=4539885

Family Applications (1)

Application Number Title Priority Date Filing Date
GB38194/56A Expired GB825431A (en) 1955-12-16 1956-12-14 Improvements relating to copper containing disazo dyestuffs of the stilbene series

Country Status (1)

Country Link
GB (1) GB825431A (en)

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