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
  • C09B62/02—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
  • C09B62/04—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 to a triazine ring
  • C09B62/08—Azo dyes
  • C09B62/09—Disazo or polyazo 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
  • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
  • C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
  • C09B67/0046—Mixtures of two or more azo dyes
  • C09B67/0055—Mixtures of two or more disazo dyes
  • C09B67/0057—Mixtures of two or more reactive disazo dyes
  • C09B67/0058—Mixtures of two or more reactive disazo dyes all the reactive groups are directly attached to a heterocyclic system

Definitions

• This invention relates to mixtures of reactive dyes, their preparation and use.
• Reactive dyes and their use for the coloration of substrates have been known for about forty years. More recently, liquid brands of reactive dyes have become popular, particularly for the printing of textiles. There is a need for a green reactive dye which has a high build-up, and good solubility in aqueous media.
• composition comprising a first, second, third and fourth dye, each of which is of formula (1) or a salt thereof:
• X is a labile atom or group
• a and B are each independently an optionally substituted phenylene group; one of R 1 and R 2 is H and the other is sulpho; one of R 3 and R 4 is H and the other is sulpho;
• R 5 and R 6 are each independently C ⁇ . 4 -alkyl; and the first, second, third and fourth dye are different from each other.
• X is preferably a quaternary ammonium group or halo, more preferably 3- or 4- carboxypyridinium, F or CI, especially Cl.
• a and B are each independently sulphophenylene, more preferably sulpho-1 ,4-phenylene or sulpho-1 ,3-phenylene, especially sulpho-1 ,4-phenylene.
• a and B are identical to each other.
• R 5 and R 6 are preferably methyl.
• the first dye is of the formula (2):
• R 1 and R 3 are H and R 2 and R 4 are sulpho.
• the second dye is preferably of formula (2) wherein R 1 and R 3 are sulpho and R 2 and R 4 are H.
• the third dye is preferably of formula (2) wherein R 1 and R 4 are H and R 2 and R 3 are sulpho.
• the fourth dye is preferably of formula (2) wherein R 1 and R 4 are sulpho and R 2 and R 3 are H.
• the first, second, third and fourth dye each independently constitute 10 to 40 parts, more preferably 15 to 35 parts, especially 20 to 30 parts, more especially approximately 25 parts by weight in each 100 parts in total of the first, second, third and fourth dye.
• compositions according to the invention can be prepared by condensing a compound of formula (3) wherein A and B are as hereinbefore defined with a mixture of first and second compound of formula (4) wherein R 6 is as hereinbefore defined, and R 7 is H and R 8 is sulpho in the first compound and R 7 is sulpho and R 8 is H in the second compound.
• R 6 is as hereinbefore defined
• R 7 is H
• R 8 is sulpho in the first compound
• R 7 is sulpho and R 8 is H in the second compound.
• halo groups in the resultant composition can be replaced by quaternary ammonium groups by methods known in the art.
• the condensation is preferably performed at a pH in the range 4 to 8, more preferably 5 to 7. A temperature of 20 to 50°C is convenient. Normally the condensation is performed in water or an aqueous solvent.
• Compounds of formula (3) can be prepared by diazotising nitroamines of formula H 2 N-A-NO 2 and H2N-B-NO2 (wherein A and B are as hereinbefore defined) and coupling the resultant diazonium salts onto 1-amino-8-hydroxynaphthalene-3,6-disulphonic acid and reducing the resulting dinitro compound to give a compound of Formula (3).
• Diazotisation is normally performed below 5°C using NaNO 2 and dilute mineral acid.
• Compounds and mixtures of formula (4) may be prepared by condensing a cyanuric halide with appropriate aniline derivatives.
• the dyes in the composition are preferably in the form of their sodium, potassium or lithium salt, or a mixed salt thereof.
• compositions according to the invention are useful for the preparation of high strength liquid dyes.
• a further feature of the invention provides a liquid dye comprising water and up to 30 parts, preferably 1 to 30 parts, more preferably 10 to 20 parts, of a composition according to the invention in each
• the liquid dye may also contain solubility enhancing agents, e.g. urea, which assists strength and stability of the liquid dyes.
• the present invention also provides a process for colouring a substrate comprising applying thereto a composition according to the invention, preferably as a solution in water.
• the substrate is preferably a leather or a textile material having -OH or -NH- groups, for example wool, silk, polyamide and especially cellulosic materials e.g. cotton.
• the composition is preferably applied to cellulosic materials in conjunction with an acid binding agent, for example an alkali metal hydroxide, carbonate or bicarbonate.
• compositions of the invention colour textiles an attractive green shade and benefit from high solubility in aqueous media.
• This allows high strength solutions to be prepared and gives good storage stability to solutions of normal strength.
• the dyes have good dyeing properties, high substantivity high solubility and compatibility with other PROCION H-EXL dyes. This compatibility allows binary and tertiary mixtures to be made which give consistent dyeings over a variety of different dyeing conditions.
• Example 1 The invention is further illustrated by the following examples.
• Example 1 The invention is further illustrated by the following examples.
• a dyebase of the formula (5) was prepared by following the exemplified method of GB 1 ,387,925 (See page 2, lines 10 - 30).
• Example 2 The mixture from Example 1 , stage b) and Dyes A and B from Example 1 were applied to cotton at 1%,2%,4%,6% and 9% by exhaust dyeing. The build up was measured by assessing the strength of the dyeing on cotton by reflectance spectroscopy. The mixture was found to build up better than A and B alone at 1%, 2%, 4%, 6% and 9%.

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

Applications Claiming Priority (3)

Publications (1)

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Family Applications (1)

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Family Cites Families (6)

• 1995
  • 1995-08-26 GB GBGB9517570.9A patent/GB9517570D0/en active Pending
• 1996
  • 1996-07-12 JP JP9509931A patent/JPH11511494A/ja active Pending
  • 1996-07-12 WO PCT/GB1996/001665 patent/WO1997008246A1/en not_active Application Discontinuation
  • 1996-07-12 AU AU64642/96A patent/AU6464296A/en not_active Abandoned
  • 1996-07-12 EP EP96924061A patent/EP0848734A1/de not_active Withdrawn

Non-Patent Citations (1)

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