GB425990A - Process for the manufacture of azodyestuffs containing copper - Google Patents

Process for the manufacture of azodyestuffs containing copper

Info

Publication number
GB425990A
GB425990A GB26299/33A GB2629933A GB425990A GB 425990 A GB425990 A GB 425990A GB 26299/33 A GB26299/33 A GB 26299/33A GB 2629933 A GB2629933 A GB 2629933A GB 425990 A GB425990 A GB 425990A
Authority
GB
United Kingdom
Prior art keywords
acid
naphthol
dyestuff
nitro
anisidine
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
GB26299/33A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Publication of GB425990A publication Critical patent/GB425990A/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
    • C09B45/01Complex metal compounds of azo dyes characterised by the method of metallisation

Landscapes

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

Abstract

Complex copper compounds of azo-dyes are made by treating a trisazo dye of the general formula <FORM:0425990/IV/1> in which R1 may be substituted and R2=a benzene or naphthalene residue containing at least one SO3H group, with an agent yielding copper under conditions such that the two methoxy groups are split up. They yield fast blue to grey shades on cotton. In examples: (1) the dyestuff <FORM:0425990/IV/2> is heated with aqueous copper sulphate and ammonia; (2) the corresponding dyestuff from 2-naphthol-5 : 7-disulphonic acid is similarly treated. Organic bases may be used instead of ammonia. Specification 366,580 is referred to. The Specification as open to inspection under Sect. 91 comprises also the treatment of dyestuffs of the formula <FORM:0425990/IV/3> in which R1 and R4 may also represent carbazole residues. The following examples are given: (1) the dyestuff 4 : 4<1>-diamino-5 : 5<1>-dimethoxy-2-methyl-1 : 1<1>-azobenzene-2<1>-sulphonic acid \sQ 1-naphthol-4 : 8-disulpho acid is treated with ammoniacal copper sulphate; the dyestuff 4 : 4<1>-diamino-5 : 5<1>-dimethoxy-1 : 1<1>-azobenzene \sQ 2-amino-5-naphthol-1 : 7-disulphonic acid may be similarly treated; (2) the dyestuff 5-nitro-2-anisidine --> 1-naphthol-3 : 6-disulphonic acid is reduced with alkaline glucose and the product coppered as above; the coupling component may be 8-chlor-1-naphthol - 3 : 6 - disulphonic acid or 1 naph-thol - 3 : 8 - disulpho acid and the diazo component may be p 5-nitro-4-chlor- or 4-methyl-2-anisidine or 5-nitro-2-amino-1 : 4-dimethoxy-benzene; (3) the dyestuff 5-nitro-2-anisidine --> 2-naphthol- 5 : 7-, 3 : 6- or 3 : 7-disulpho acid is reduced as above; (4) the dyestuff 5-nitro-2-anisidine --> (alkaline) 2-(3<1>-carboxyphenyl) amino-8-naphthol-6-sulpho acid is reduced with alkaline grape sugar and coppered as above; N-(3<1>-sulphophenyl)- or N-(4<1>-carboxyphenyl) - 2 : 8 : 6 - acid, N-(3<1>-carboxyphenyl) - 2 : 5 : 7 - acid or 2 - amino-5-naphthol-1 : 7-disulpho acid may be used as coupling component; (5) the dyestuff 5-nitro-2-anisidine --> 1-hydroxy- or 1 : 8- or 2 : 8-dihydroxycarbazole-3 : 6-disulpho acid is reduced and coppered as above. The products also dye regenerated cellulose. This subject-matter does not appear in the Specification as accepted.
GB26299/33A 1932-09-23 1933-09-23 Process for the manufacture of azodyestuffs containing copper Expired GB425990A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE425990X 1932-09-23

Publications (1)

Publication Number Publication Date
GB425990A true GB425990A (en) 1935-03-25

Family

ID=6477127

Family Applications (1)

Application Number Title Priority Date Filing Date
GB26299/33A Expired GB425990A (en) 1932-09-23 1933-09-23 Process for the manufacture of azodyestuffs containing copper

Country Status (1)

Country Link
GB (1) GB425990A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5049238A (en) * 1988-07-22 1991-09-17 Ciba-Geigy Corporation Method of dyeing paper utilizing trisazo dyes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5049238A (en) * 1988-07-22 1991-09-17 Ciba-Geigy Corporation Method of dyeing paper utilizing trisazo dyes

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