GB693757A - Manufacture of an intermediate product and of azo dyestuffs derived therefrom - Google Patents

Manufacture of an intermediate product and of azo dyestuffs derived therefrom

Info

Publication number
GB693757A
GB693757A GB12385/50A GB1238550A GB693757A GB 693757 A GB693757 A GB 693757A GB 12385/50 A GB12385/50 A GB 12385/50A GB 1238550 A GB1238550 A GB 1238550A GB 693757 A GB693757 A GB 693757A
Authority
GB
United Kingdom
Prior art keywords
aminophenol
nitro
wool
acid
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
GB12385/50A
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 GB693757A publication Critical patent/GB693757A/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

Landscapes

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

Abstract

The invention comprises g -(4-hydroxy-1-naphthyl)-butyric acid, which can be prepared by (1) reacting a -naphthol with a derivative of succinic acid, e.g. anhydride or chloride, or (2) dealkylating an alkyl ether thereof (especially methyl or ethyl) with aqueous alkali hydroxide at 100 DEG C. or higher, e.g. 130-160 DEG C. The alkyl ethers are made by condensing ethers of a -naphthol with succinic anhydride in the presence of aluminium chloride. In the examples: (1) a -naphthol is heated with succinic anhydride and aluminium chloride in tetrachlorethane; (2) g -(4-methoxy-1-naphthyl)-butyric acid is heated to 140-145 DEG C. with aqueous sodium hydroxide. The product is a coupling component for azo dyes (see Group IV (c)).ALSO:Azo dyes are made by coupling a diazotized o - hydroxyamine with g - (4 - hydroxy - 1-naphthyl)-butyric acid, followed if desired by metallization in substance, in the dyebath or on the fibre. The diazo components may contain a benzene, naphthalene, anthraquinone or heterocyclic nucleus. The metal-free dyestuffs are suitable for dyeing and printing fibres of wool, silk, casein, superpolyamides and animalized cellulose. Those not containing sulphonic acid groups may be applied to wool by the metachrome process, or the wool dyeings may be after-treated with agents providing copper, chromium or cobalt. Difficultly soluble copper, chromium and cobalt compounds produced in substance may be used as pigments. In the examples, dyestuffs are made from the following diazo components: 5-nitro-2-aminophenol, 5 - nitro - 3 - aminosalicylic acid, 6 - nitro - 2-aminophenol - 4 - sulphonic acid, 2 - aminophenol - 4 - sulphonamide and 2 - aminophenol-4 : 6-disulphonic acid (coppered). In further examples: (1) wool is dyed blue by the metachrome process using the dyestuff from 5-nitro-4-chloro-2-aminophenol; (2) wool is dyed red by using the dyestuff from 2-aminophenol - 4 - sulphonamide and coppering in the dyebath; (3) wool is dyed violet-brown by the metachrome process with the dyestuff from 5-nitro - 2 - aminophenol. 4 - Nitro - 2 - aminophenol is also specified as a diazo component.
GB12385/50A 1949-05-19 1950-05-17 Manufacture of an intermediate product and of azo dyestuffs derived therefrom Expired GB693757A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH693757X 1949-05-19

Publications (1)

Publication Number Publication Date
GB693757A true GB693757A (en) 1953-07-08

Family

ID=4529455

Family Applications (1)

Application Number Title Priority Date Filing Date
GB12385/50A Expired GB693757A (en) 1949-05-19 1950-05-17 Manufacture of an intermediate product and of azo dyestuffs derived therefrom

Country Status (1)

Country Link
GB (1) GB693757A (en)

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