GB877249A - New polyazo triazine dyestuffs - Google Patents

New polyazo triazine dyestuffs

Info

Publication number
GB877249A
GB877249A GB3099158A GB3099158A GB877249A GB 877249 A GB877249 A GB 877249A GB 3099158 A GB3099158 A GB 3099158A GB 3099158 A GB3099158 A GB 3099158A GB 877249 A GB877249 A GB 877249A
Authority
GB
United Kingdom
Prior art keywords
naphthol
dyes
residue
acid
pyrazolone
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
GB3099158A
Inventor
Herbert Francis Andrew
Alec Mee
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 GB3099158A priority Critical patent/GB877249A/en
Priority to CH481165A priority patent/CH413172A/en
Priority to CH7878559A priority patent/CH391927A/en
Publication of GB877249A publication Critical patent/GB877249A/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

Landscapes

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

Abstract

The invention comprises dyes of formula:- <FORM:0877249/IV(c)/1> where D is a residue of the benzene series which may contain an azo group, X is a naphthol sulphonic acid residue, R is H or alkyl, Z is Br or Cl and E is a residue of a phenol, acetoacetarylide, pyrazolone, naphthol or 41, 61-di-halogeno-11, 31,51 - triazin- 21-ylaminonaphthol. They may be made by treating appropriate aminoazo dyes with cyanuric bromide or chloride. When D contains a metallizable group in the #s-position to one or both azo links the products may be metallized. Indicated residues for D are from benzene, diphenyl, benzanilide, diphenylurea, diphenylamine, phenylazophenyl, diphenylethane, 1, 4-bis(benzoylamino) benzene and 1, 2-bis (benzoylamino) ethylene. R is specified as methyl, ethyl, propyl and butyl. Representative of indicated compounds from which E is derived are phenol, #s-hydroxybenzoic acid, acetoacetanilide, 5-sulphoacetoacet-#s-anisidide, 1-(41-sulphophenyl)- 3-methyl- and -carboxy- 5-pyrazolone, 3-carboxy- 5-pyrazolone, 2-naphthol, 5, 8-dichloro-1-naphthol, 1-naphthol- 5-mono-, -3, 8-di- and -3, 6, 8- tri-sulphonic acids, 2-naphthol-6-mono-and -6, 8- di-sulphonic acids, 1, 8-dihydroxynaphthalene-3, 6-disulphonic acid, 2-benzoyl-and -phenyl-amino-8-naphthol-6-sulphonic acid, 1-(41, 61-dichloro-11, 31, 51-triazin-21-yl) amino- 8-naphthol- 3, 6-disulphonic acid and 1-N-(41, 61-dichloro-11, 31, 51-triazin-21-yl)-N-butylamino-8-naphthol-3, 6-disulphonic acid. Specified as metallizable groups are OH, O Alkyl, COOH and O CH2COOH. Specified metals are Cu, Ni, Co and Cr. Metallization may be effected before or after treatment of the aminoazo dyes with cyanuric halides. The dyes are preferably isolated at pH 6-8 vide Specifications 838,337 and 842,933. The dyes and their metal complexes colour cellulosic textile materials, especially when used as in Specification 797,946, in conjunction with treatment with an acid-binding agent. A preferred class of dyes is that where E is a phenol residue and the other end component is <FORM:0877249/IV(c)/2> where R and Z are as above and the naphthalene nucleus optionally contains an additional SO3H group in these 3 or 4 position, since the dyes yield colours which do not bleed on storing especially in a humid and acidic atmosphere. Examples are provided of the preparation of the dyes and their use in colouring cellulosic textile materials in shades of red, blue, green and grey. In the Provisional Specification D is any aryl residue. Specification 838,728 also is referred to.
GB3099158A 1958-09-29 1958-09-29 New polyazo triazine dyestuffs Expired GB877249A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
GB3099158A GB877249A (en) 1958-09-29 1958-09-29 New polyazo triazine dyestuffs
CH481165A CH413172A (en) 1958-09-29 1959-09-29 Process for the preparation of metallized bisazo dyes
CH7878559A CH391927A (en) 1958-09-29 1959-09-29 Process for the preparation of bisazo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3099158A GB877249A (en) 1958-09-29 1958-09-29 New polyazo triazine dyestuffs

Publications (1)

Publication Number Publication Date
GB877249A true GB877249A (en) 1961-09-13

Family

ID=10316274

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3099158A Expired GB877249A (en) 1958-09-29 1958-09-29 New polyazo triazine dyestuffs

Country Status (2)

Country Link
CH (2) CH413172A (en)
GB (1) GB877249A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2578851A1 (en) * 1985-03-18 1986-09-19 Sandoz Sa NOVEL CUPRIFER COMPOUNDS, THEIR PREPARATION AND THEIR USE AS COLORANTS.
US4843152A (en) * 1986-04-17 1989-06-27 Sandoz Ltd. Copper complexes of disazo compounds having di- or tri- sulfonaphthol and 6-[2,4-di-(amino or substituted amino)-1,3,5-triazia-6-ylamino-]-1-hydroxy-3-sulfonaphthalene coupling component radicals

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2578851A1 (en) * 1985-03-18 1986-09-19 Sandoz Sa NOVEL CUPRIFER COMPOUNDS, THEIR PREPARATION AND THEIR USE AS COLORANTS.
GB2172605A (en) * 1985-03-18 1986-09-24 Sandoz Ltd Metallised disazo dyes containing a chlorotriazinyl group
US4699626A (en) * 1985-03-18 1987-10-13 Sandoz Ltd. Mixtures of copper complexes of disazo compounds: 4,4'-(3,3'-dihydroxybiphenylene) tetrazo component and disulfonaphthol and 3-sulfo-6-(2'-chloro-4'-chloro or hydroxy-1,3,5-triazin-6'-ylamino)-naphth-1-ol coupling component
GB2172605B (en) * 1985-03-18 1989-06-21 Sandoz Ltd Metallised disazo dyes containing a chlorotriazinyl group
US4843152A (en) * 1986-04-17 1989-06-27 Sandoz Ltd. Copper complexes of disazo compounds having di- or tri- sulfonaphthol and 6-[2,4-di-(amino or substituted amino)-1,3,5-triazia-6-ylamino-]-1-hydroxy-3-sulfonaphthalene coupling component radicals

Also Published As

Publication number Publication date
CH391927A (en) 1965-05-15
CH413172A (en) 1966-05-15

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