GB778718A - Cobaltiferous monoazo-dyestuffs and process for making them - Google Patents

Cobaltiferous monoazo-dyestuffs and process for making them

Info

Publication number
GB778718A
GB778718A GB32127/53A GB3212753A GB778718A GB 778718 A GB778718 A GB 778718A GB 32127/53 A GB32127/53 A GB 32127/53A GB 3212753 A GB3212753 A GB 3212753A GB 778718 A GB778718 A GB 778718A
Authority
GB
United Kingdom
Prior art keywords
nitro
chloro
dyestuffs
sulphonamide
aminophenol
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
GB32127/53A
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
Application filed by Ciba AG filed Critical Ciba AG
Publication of GB778718A publication Critical patent/GB778718A/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
    • 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
    • C09B45/14Monoazo compounds
    • C09B45/20Monoazo compounds containing cobalt

Landscapes

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

Abstract

The invention comprises cobalt complexes of dyestuffs of formula <FORM:0778718/IV(b)/1> where R is a benzenic residue containing a hydroxyl group ortho to the azo linkage, Y1 is a substituted sulphonamide group and R1OH is a residue of a 2-naphthol bound in the 1-position to the azo link and which contain substantially one atom of cobalt per two molecules of dyestuff and no sulphonic or carboxylic acid groups. The metallized dyestuffs are made by treating the metal-free dyestuffs with cobalt yielding agents under conventional conditions preferably using less than one atomic proportion of cobalt per molecular proportion of dyestuff and/or to carry out the metallization in a weakly acid to alkaline medium. The sulphonamide group may be of formula <FORM:0778718/IV(b)/2> where X1 is H or an aliphatic residue and X is an aliphatic, alicyclic, araliphatic or aromatic residue or together with X1 and N is a heterocyclic residue. Advantageously the sulphonamide group is of formula <FORM:0778718/IV(b)/3> n is an integer not greater than 7 and X is an alkyl or aryl residue. The benzene residue of the diazo component may contain substituents such as sulphonamide groups, or substituents which do not impart solubility in water e.g. Cl, Me, O Me, No2 and CO Me. Diazo components may be obtained from the following specified amines:- 4 - methyl-, - methoxy-, - chloro-and - nitro-, 5 - nitro-, 6 - acetylamino - 4 - chloro - or - nitro -, 5 - or 6 - nitro - 4 - chloro -, 6 - nitro - 4 - methyl - or - acetylamino -, 4,6 - dinitro - or dichloro - and 4-nitro - 6 - chloro - 2 - aminophenol, 3 - amino - and 5 - nitro - 3 -amino - 4 - oxy - acetophenone, 2 - aminophenol - 4 - carboxylic acid amide, 6 - nitro - or - chloro - 2 - aminophenol - 4 - sulphonic acid amide or - N - methylamide, 2 - aminophenol - 4 - or, - 5 - sulphonic acid - N - methyl-, - ethyl - , -isopropyl -, - butyl-, - b - oxyethyl, - N1 N - dimethyl-, - diethyl -, -dioxyethyl-, - N - cyclohexyl -, - phenyl -, - N - methyl - N - phenyl -, - N - p - tolyl-, - p - chlorophenyl - amides 2 - amino - phenol - 4 - sulphonic acid pyrrolidiae, 4-chloro - 2 - amino - phenol - 6 - sulphonamide, 2 - aminophenol - 4 - or - 5 - sulphonamide and 4 - chloro - or - methoxy - 2 - aminophenol - 5 - sulphonamide. Coupling components specified are 2 - naphthol- 3 -, - 4 -, - 5 -, - 6 -, and - 7 - sulphonic acid - N - methyl -, - ethyl -, - butyl -, - phenyl -, - 41 - chlorophenyl -, -N,N - dimethyl - and - diethyl - and - N - methyl - N - phenyl - amide. The metal free dyestuffs are preferably made by alkaline coupling and used as their filter cakes in the metallization process. The metal dyestuffs dye silk, leather, wool and superpolyamide or polymethane fibres from weakly acid baths. Examples illustrate the preparation of dyestuffs using certain of the above specified components and their use in dyeing wool which is dyed in violet tints. Specification 731,114 is referred to.
GB32127/53A 1952-11-22 1953-11-19 Cobaltiferous monoazo-dyestuffs and process for making them Expired GB778718A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH778718X 1952-11-22

Publications (1)

Publication Number Publication Date
GB778718A true GB778718A (en) 1957-07-10

Family

ID=4536019

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32127/53A Expired GB778718A (en) 1952-11-22 1953-11-19 Cobaltiferous monoazo-dyestuffs and process for making them

Country Status (1)

Country Link
GB (1) GB778718A (en)

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