GB881737A - New monoazo-dyestuffs containing halogenated acylamino groups and their manufacture and use - Google Patents

New monoazo-dyestuffs containing halogenated acylamino groups and their manufacture and use

Info

Publication number
GB881737A
GB881737A GB8725/58A GB872558A GB881737A GB 881737 A GB881737 A GB 881737A GB 8725/58 A GB8725/58 A GB 8725/58A GB 872558 A GB872558 A GB 872558A GB 881737 A GB881737 A GB 881737A
Authority
GB
United Kingdom
Prior art keywords
group
amino
dyestuffs
sulphonic acid
formula
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
GB8725/58A
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 GB881737A publication Critical patent/GB881737A/en
Expired legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/38General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive 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
    • C09B62/00Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/503Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
    • C09B62/507Azo dyes
    • C09B62/513Disazo or polyazo dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/66Natural or regenerated cellulose using reactive dyes

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The invention comprises monoazo dyestuffs which, in the form of the free acids, have the general formula <FORM:0881737/IV (c)/1> in which A is a b -halogenated propionyl group, D is a benzene residue containing no hydroxyl group in O-position to the azo linkage, one X is hydrogen, and the other X is an R-CO-NH- group in which R is a free amino group or the residue of an aliphatic alcohol containing at most 3 carbon atoms and bound through its oxygen atom. The dyestuffs may be made by coupling a diazo compound of an amine of formula A-NH-D-NH2 with an appropriate naphthol compound. Specified coupling components are 2 - ureido - 8 - hydroxy - naphthalene - 6 - sulphonic acid, 2-ureido-5-hydroxynaphthalene-7-sulphonic acid, and 2-amino-5-hydroxynaphthalene-7-sulphonic acids of which the amino group is bound through a -CO-bridge to the oxygen atom of an alkoxy group, e.g. to a methoxy or ethoxy group or to a group of the formula -OC2H4OCH3. Specified amines from which the diazo components are formed are 4- and 5-(b -bromo and chloro-propionylamino)-2-amino-benzene-1-sulphonic acid. The coupling is preferably carried out in an alkaline medium. If desired, the dyestuffs of the invention may be obtained by subjecting a dyestuff of the formula <FORM:0881737/IV (c)/2> to acylation with the anhydride or a halide of a b -halogenated propionic acid, preferably in the presence of an acid-binding agent such as sodium acetate or sodium carbonate. In an example, diazotised 5-nitro-2-amino-benzene-1-sulphonic acid is coupled with 6-ureido-1-hydroxynaphthalene-3-sulphonic acid, the nitro group is then reduced to an amino group, and the amino-azo dye thus obtained is acylated with b -bromopropionyl chloride. The dyestuffs may be isolated by salting out and filtration. In some cases the whole mixture in which the dye is prepared may be spray dried. The dyes may be used for dyeing and printing cotton, linen, viscose, silk, wool, leather, polyurethane, and polyamide fibres, and the dyeings may be fixed by heat treatment in the presence of alkali.
GB8725/58A 1957-03-18 1958-03-18 New monoazo-dyestuffs containing halogenated acylamino groups and their manufacture and use Expired GB881737A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH881737X 1957-03-18

Publications (1)

Publication Number Publication Date
GB881737A true GB881737A (en) 1961-11-08

Family

ID=4544899

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8725/58A Expired GB881737A (en) 1957-03-18 1958-03-18 New monoazo-dyestuffs containing halogenated acylamino groups and their manufacture and use

Country Status (1)

Country Link
GB (1) GB881737A (en)

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