GB777200A - Direct-dyeing trisazo-dyestuffs of the diphenyl series and process for their manufacture - Google Patents

Direct-dyeing trisazo-dyestuffs of the diphenyl series and process for their manufacture

Info

Publication number
GB777200A
GB777200A GB30548/55A GB3054855A GB777200A GB 777200 A GB777200 A GB 777200A GB 30548/55 A GB30548/55 A GB 30548/55A GB 3054855 A GB3054855 A GB 3054855A GB 777200 A GB777200 A GB 777200A
Authority
GB
United Kingdom
Prior art keywords
groups
phenyl
methyl
acid
diphenyl
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
GB30548/55A
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 GB777200A publication Critical patent/GB777200A/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
    • C09B35/00Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/36Trisazo dyes of the type
    • C09B35/366D is diphenyl

Landscapes

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

Abstract

The invention comprises dyestuffs of formula <FORM:0777200/IV(b)/1> where R1 is a 4,41- diphenyl residue containing 3,31- substituents which with the OH groups present in the adjacent residues in position vicinal to the azo groups are capable of forming metal complexes, R2 is a residue of a coupling component bound to the azo group through a ketomethylene group R3 is a residue of the benzene series which contains a sulphonic acid group and of which the carbon atoms bound to the NH group and the -N=N-group are separated from one another by at least two carbon atoms, and R4 is a residue of an 8 - oxyquinoline. They are made by coupling an 8 - oxyquinoline, advantageously in an alkaline medium with the addition of an organic base such as pyridine or picoline, with a diazo-compound of an appropriate amino-disazo dyestuff which has preferably been diazotized by the indirect method. The amino-disazo dyestuff is made by coupling tetrazotized diphenyl compounds with appropriate keto-methylene and J-acid components, optionally in the presence of alcohol or pyridine. Preferably the 3,31- diphenyl substituents are capable of forming stable metal complexes directly with the necessary hydroxy groups e.g. carboxymethoxy, carboxy and hydroxy, substituents the latter being preferred. Specified keto-methylene components are listed from acylacetylaminoaryl compounds and pyrazolones. The phenyl radicles of the pyrazolones may contain halogens e.g. chlorine and bromine, atoms, alkyl and alkoxy groups such as methyl, ethyl, methoxy and ethoxy groups and particularly groups imparting solubility in water such as sulphonamide and sulphonic and carboxylic acid groups. Pyrazolones mentioned are 1 - phenyl -, 3 - methyl- and 1 - phenyl-, and (21-, 31-, and 41- chloro - and methyl - phenyl) - 3 - methyl - 5 - pyrazolones, 1 - phenyl - 5 - pyrazolone - 3 - carboxylic acid, 1 - phenyl - 3 - methyl - 5 - pyrazolone - 31 - and - 41 - sulphonic or carboxylic acid and - 31 - sulphonamide, 1 - (41 - oxyphenyl) - 3 - methyl - 5 - pyrazolone - 31 - carboxylic acid and aceto - and benzoyl - acetylamino - benzene. J-acid derivatives mentioned as coupling components are 2 - [411 - amino - 11, 111 - diphenylamino(41)] - 5 - naphthol - 7.311 - disulphonic acid and 2 - (41 - aminophenylamino) - 5 - naphthol - 7,31 - disulphonic acid. 8 - Oxyquinoline and its 7 - sulphonic acid are specified end components. Desirably the products contain 2 - 3 sulphonic acid groups per mol. The dyestuffs dye animal and especially cellulosic fibres e.g. wool, silk, leather, cotton, linen, artificial silk and regenerated cellulose. The dyeings may be metallized on the fibre or in the dyebath advantageously with copper-yielding agents, those dyestuffs being especially suitable which have no sulphonic acid groups other than those indicated in the above formula. The one bath metallization of Specification 455,274 [Group IV] may be adapted. The dyeings may be after-treated with a basic condensation product of formaldehyde as in Specification 619,969. In examples which illustrate the preparation of the dyestuffs and their use in dyeing cotton in navy blue tints by an after-coppering process an additional diphenyl component used to certain of those specified above is 3,31 - dimethoxy - 4,41-diamino - diphenyl.
GB30548/55A 1954-10-26 1955-10-25 Direct-dyeing trisazo-dyestuffs of the diphenyl series and process for their manufacture Expired GB777200A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH777200X 1954-10-26

Publications (1)

Publication Number Publication Date
GB777200A true GB777200A (en) 1957-06-19

Family

ID=4535904

Family Applications (1)

Application Number Title Priority Date Filing Date
GB30548/55A Expired GB777200A (en) 1954-10-26 1955-10-25 Direct-dyeing trisazo-dyestuffs of the diphenyl series and process for their manufacture

Country Status (1)

Country Link
GB (1) GB777200A (en)

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