GB902121A - New triazine dyestuffs their manufacture and use - Google Patents

New triazine dyestuffs their manufacture and use

Info

Publication number
GB902121A
GB902121A GB214200/60A GB2142060A GB902121A GB 902121 A GB902121 A GB 902121A GB 214200/60 A GB214200/60 A GB 214200/60A GB 2142060 A GB2142060 A GB 2142060A GB 902121 A GB902121 A GB 902121A
Authority
GB
United Kingdom
Prior art keywords
acid
dyes
amino
residue
anthraquinone
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
GB214200/60A
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
Priority claimed from CH7477659A external-priority patent/CH377020A/en
Priority claimed from CH590060A external-priority patent/CH437577A/en
Application filed by Ciba AG filed Critical Ciba AG
Publication of GB902121A publication Critical patent/GB902121A/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
    • 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
    • C09B62/12Reactive 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 pyridazine ring
    • 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
    • C09B62/12Reactive 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 pyridazine ring
    • C09B62/16Azo dyes

Landscapes

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

Abstract

The invention comprises anthraquinone or azo dyes which p contain, in addition to at least one group imparting solubility in water, a residue of formula <FORM:0902121/IV (b)/1> The dyes are made by conventional diazotisation and coupling processes or by condensation of a dye with an appropriate halotriazine. The above residue may be attached directly to the dye molecule or via an alkylene group or an N atom which may also contain an aliphatic, cycloaliphatic, araliphatic or aryl residue. Preferred are those dyes where the "halogen" residue is Cl and the triazine residue is attached to the dye molecule via an N-C(n-1)H(2n-1) group where n is 1-4. Specified as groups imparting solubility in water are sulphonamide, acylated sulphonamide, methylsulphone, sulphonic acid and carboxylic acid. Other substituents may be present, e.g. halogen, nitro, acylamino, alkyl and alkoxy groups. A preferred class of dyes has the formula <FORM:0902121/IV (b)/2> where R is a phenylene residue and n 1 or 2. Metal complexes, e.g. Cu, Cr and Co complexes, of mono- and poly-azo dyes may be obtained. Preferred azo dyes have more than one acid group imparting solubility in water. Representative of the coupling components indicated for the azo dyes are 1-amino-3-alkyl- or -acylamino-benzenes, b -ketocarboxylic acid arylides, m- or p-aminophenyl-5-pyrazoles and aminonaphthol sulphonic acids. Amongst specified aminoanthraquinone dyes used in the condensations are 1-amino-4-(31-aminophenylamino)-anthraquinone-2-sulphonic acid, 1-amino-4-(41-aminophenylamino)-anthraquinone- 2, 31-disulphonic acid, 1-amino-4-(31-aminophenylamino)-2,21,8-trisulphonic acid, 1,5-dioxy-4,8-diaminoanthraquinone-2,6-disulphonic acid, 1,4-diaminoanthraquinone-2-sulphonic acid, 8-amino-1-acylamino-anthraquinones, amino-di- and -isodi-benzanthrone sulphonic acids and condensation products obtained, e.g. by treating 1 mol proportion of an anthraquinone tetrasulphonic acid chloride with 1 mol proportion of a diamino-benzene sulphonic acid and hydrolysing the remaining sulphonic acid chloride groups. The dyes colour polyhydroxylated fibrous materials, e.g. cellulose, regenerated cellulose, linen and cotton and may be fixed on the fibre by treatment with an alkali. Nitrogenous materials, e.g. leather, silk, wool, polyamides and polyurethanes, may be coloured from weakly alkaline to acid dyebaths. Examples are provided of the preparation of a wide variety of dyes and their use in colouring cotton in various colour shades. Specifications 797,946 and 838,337 are referred to.
GB214200/60A 1959-06-23 1960-06-17 New triazine dyestuffs their manufacture and use Expired GB902121A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH7477659A CH377020A (en) 1959-06-23 1959-06-23 Process for the production of new dyes
CH590060A CH437577A (en) 1959-06-23 1960-05-23 Process for the production of new dyes
CH436161 1961-04-13

Publications (1)

Publication Number Publication Date
GB902121A true GB902121A (en) 1962-07-25

Family

ID=31191535

Family Applications (1)

Application Number Title Priority Date Filing Date
GB214200/60A Expired GB902121A (en) 1959-06-23 1960-06-17 New triazine dyestuffs their manufacture and use

Country Status (3)

Country Link
CH (2) CH442565A (en)
DE (1) DE1289209B (en)
GB (1) GB902121A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5451666A (en) * 1992-06-12 1995-09-19 Zeneca Limited Reactive dyes having a triazine group which is substituted by hydrogen or an alkyl group

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE792587A (en) * 1971-12-11 1973-06-12 Hoechst Ag AZOIC COLORANTS AND THEIR PREPARATION
BE792588A (en) * 1971-12-13 1973-06-12 Hoechst Ag REAGENT NITROGEN COLORANTS AND PREPARATION OF THESE COLORANTS

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH359228A (en) * 1957-11-29 1961-12-31 Sandoz Ag Process for the preparation of pyrimidine dyes
FR1225281A (en) * 1958-05-23 1960-06-30 Geigy Ag J R Reactive dyes containing a trihalo-pyrimidylamine group and their preparation

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5451666A (en) * 1992-06-12 1995-09-19 Zeneca Limited Reactive dyes having a triazine group which is substituted by hydrogen or an alkyl group

Also Published As

Publication number Publication date
DE1289209B (en) 1969-02-13
CH442565A (en) 1967-08-31
CH461668A (en) 1968-08-31

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