GB838728A - New disazo triazine dyestuffs - Google Patents

New disazo triazine dyestuffs

Info

Publication number
GB838728A
GB838728A GB2589357A GB2589357A GB838728A GB 838728 A GB838728 A GB 838728A GB 2589357 A GB2589357 A GB 2589357A GB 2589357 A GB2589357 A GB 2589357A GB 838728 A GB838728 A GB 838728A
Authority
GB
United Kingdom
Prior art keywords
dyes
acid
aniline
examples
coupling
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
GB2589357A
Inventor
Herbert Francis Andrew
William Elliot Stephen
Colin George Tilley
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB2589357A priority Critical patent/GB838728A/en
Priority to CH6260258A priority patent/CH380269A/en
Priority to CH1162463A priority patent/CH380270A/en
Publication of GB838728A publication Critical patent/GB838728A/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
    • C09B62/00Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02Reactive 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
    • C09B62/04Reactive 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 to a triazine ring
    • C09B62/08Azo dyes

Abstract

The invention comprises dyes of formula <FORM:0838728/IV(c)/1> where A is an aryl radicle, B are the atoms required to form the residue of a p-coupling amine of the benzene or naphthalene series, Q is an imino, alkylimino or m- or p-iminobenzoylamino radicle, Y is Hlg and n is 1 or 2. A preferred class of the dyes contains a metallizable group in residue B o to the azo group (2). Copper complexes of the metallizable dyes are especially preferred. The dyes may be made by reacting equimolar quantities of appropriate naphthol sulphonic acids, aminoazo compounds and cyanuric halides. The reactants may be reacted in any required order of succession and intermediates may be isolated if desired. When coupling is effected as a second stage a pH of 6-8 is preferred. The reaction with cyanuric halides is preferably effected in an aqueous medium at 0-5 DEG C. in the presence of an acidbinding agent. The dyes are preferably isolated from the reaction medium at pH about 6.5. Indicative of specified naphthols are 1-amino-8-naphthol-6- and 1-ethyl- and p-amino-benzoylamino-8-naphthol-3,6-di-sulphonic acids. Y is specified as Br or Cl. The aminoazo compounds are derived from diazotized amines, which preferably have at least one SO3H group, and the desired p-coupling amino-benzene or -naphthalene. Examples of specified amines are 4-sulphamyl aniline, metanilic acid, 4-nitraniline- and -methoxyaniline-2-sulphonic acids, 6-chloro-4-methyl-aniline-3-sulphonic acid and 2-naphthylamine-6- and 1,5-di-sulphonic acids. Examples of p-coupling amines are aniline, 2-methoxy-5-methyl-aniline, o-anisidine, anthranilic acid, m-aminoacetanilide and 1-naphthylamine-6-sulphonic acid. Metallizable groups specified are OH, MeO, COOH and OCH2COOH. The metal complexes are preferably made by reacting an appropriate metal complex with a cyanuric halide, preferably under conditions indicated above. The dyes, in the form of alkali-metal salts, colour cellulosic textile materials in conjunction with a treatment of an acid-binding agent, see Specification 797,946, to give blue to violet shades. Examples are provided of the preparation of the dyes and their use in dyeing processes. 4 - Nitro - 41 - aminostilbene - 2,21 - disulphonic acid is listed in the examples as a component corresponding to A.
GB2589357A 1957-08-16 1957-08-16 New disazo triazine dyestuffs Expired GB838728A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
GB2589357A GB838728A (en) 1957-08-16 1957-08-16 New disazo triazine dyestuffs
CH6260258A CH380269A (en) 1957-08-16 1958-08-05 Process for the production of new azo dyes
CH1162463A CH380270A (en) 1957-08-16 1958-08-05 Process for the production of new azo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2589357A GB838728A (en) 1957-08-16 1957-08-16 New disazo triazine dyestuffs

Publications (1)

Publication Number Publication Date
GB838728A true GB838728A (en) 1960-06-22

Family

ID=10235074

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2589357A Expired GB838728A (en) 1957-08-16 1957-08-16 New disazo triazine dyestuffs

Country Status (2)

Country Link
CH (2) CH380269A (en)
GB (1) GB838728A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1245001B (en) * 1963-03-14 1967-07-20 Ciba Geigy Process for the preparation of disazo dyes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1245001B (en) * 1963-03-14 1967-07-20 Ciba Geigy Process for the preparation of disazo dyes

Also Published As

Publication number Publication date
CH380270A (en) 1964-07-31
CH380269A (en) 1964-07-31

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