GB988958A - New metal-containing azo dyestuffs - Google Patents

New metal-containing azo dyestuffs

Info

Publication number
GB988958A
GB988958A GB3288562A GB3288562A GB988958A GB 988958 A GB988958 A GB 988958A GB 3288562 A GB3288562 A GB 3288562A GB 3288562 A GB3288562 A GB 3288562A GB 988958 A GB988958 A GB 988958A
Authority
GB
United Kingdom
Prior art keywords
dyes
acid
group
radical
haloquinoxaline
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
GB3288562A
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.)
Bayer AG
Original Assignee
Bayer 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 Bayer AG filed Critical Bayer AG
Publication of GB988958A publication Critical patent/GB988958A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/002—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the linkage of the reactive group being alternatively specified
    • C09B62/006—Azodyes
    • C09B62/012—Metal complex azo dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/022—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring the heterocyclic ring being alternatively specified
    • C09B62/026—Azo dyes
    • C09B62/032—Metal complex azo dyes

Landscapes

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

Abstract

The invention comprises metal-containing azo dyes of the general formula <FORM:0988958/C4-C5/1> wherein W is a halotriazinyl, halodiazinyl, haloquinoxalinoyl or haloquinoxaline-sulphonyl radical, A is an unsubstituted or substituted aryl radical, R is a hydrogen atom or a substituent, B is an unsubstituted or substituted phenylene or naphthylene radical, in which the metal complex bound substituent is in the o-position to the azo group on the left-hand side of the radical B, Me is a polyvalent metal atom and X is -O- or -OOC-. The dyes may be prepared by reacting appropriate metallized dyes with a halotriazine, halodiazine, haloquinoxaline carboxylic acid halide or haloquinoxaline sulphonic acid halide. In examples: the copper complex of the dye obtained by coupling the diazonium compound from 4-amino - 5 - methoxy - 2 - methyl - 1,11 - azobenzene -sulphonic acid (41) and treating the aminoazo dye obtained under dealkylating conditions with copper yielding agents, is reacted in aqueous solution with cyanuric chloride or tetrachloro-pyrimidine (1); and the copper complex, obtained by coupling diazotized 1 - amino - benzene - 3,5 - disulphonic acid with 2-ethoxy-1-aminonaphthalene-6-sulphonic acid, diazotizing the aminoazo compound obtained, coupling with 2-acetylamino - 5 - hydroxy - naphthalene - 4,8 - disulphonic acid converting into the copper complex under dealkylating conditions and hydrolysing the acetylamino group, is dissolved in water and reacted with 2,3-dichloro-quinoxaline - 6 - carboxylic acid chloride or -6-sulphonic acid chloride. Additional starting materials are listed. 6-Nitro-1-hydroxynaphthalene-4, 8-disulphonic acid may be employed as starting material according to the process of Specification 907,384 and the nitro group converted into an amino group or acylamino group. The dyes are suitable for dyeing and printing materials containing hydroxyl or amide groups such as wool, silk, synthetic polyamide and polyurethane fibres. The dyes may be fixed on natural and regenerated cellulose by treatment with acid-binding agents.
GB3288562A 1961-08-26 1962-08-27 New metal-containing azo dyestuffs Expired GB988958A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF0034795 1961-08-26

Publications (1)

Publication Number Publication Date
GB988958A true GB988958A (en) 1965-04-14

Family

ID=7095716

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3288562A Expired GB988958A (en) 1961-08-26 1962-08-27 New metal-containing azo dyestuffs

Country Status (3)

Country Link
CH (1) CH446566A (en)
DE (1) DE1419829C3 (en)
GB (1) GB988958A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2142417A1 (en) * 1970-08-31 1972-03-30 Nippon Kayaku K.K., Tokio New reactive dyes and processes for their production

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH635860A5 (en) * 1978-06-16 1983-04-29 Ciba Geigy Ag REACTIVE DYES AND THEIR PRODUCTION.
DE3145728A1 (en) * 1981-11-19 1983-05-26 Bayer Ag, 5090 Leverkusen COPPER-CONTAINING BISAZOREACTIVE DYES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE FOR COLORING AND PRINTING HYDROXYL AND / OR NITROGEN-CONTAINING MATERIALS

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2142417A1 (en) * 1970-08-31 1972-03-30 Nippon Kayaku K.K., Tokio New reactive dyes and processes for their production

Also Published As

Publication number Publication date
DE1419829C3 (en) 1974-03-07
DE1419829A1 (en) 1968-11-21
DE1419829B2 (en) 1973-08-09
CH446566A (en) 1967-11-15

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