The present invention relates to new azo dyes, a process for their preparation, and their use for dyeing or printing fibrous materials, to produce materials with brownish shades.

This invention privides an azo compound represented by Formula (I), Formula (II), or Formula (III): wherein R₁ and R₂ each independently represent a hydrogen atom or a substituent; D₁ and D₂ each independently represent a coupler residue; Z₁ and Z₂ each independently represent -C(R₃)= or -N=; and R₃ represents a hydrogen atom or a substituent.

This invention privides an azo compound represented by Formula (I), Formula (II), or Formula (III): wherein R₁ and R₂ each independently represent a hydrogen atom or a substituent; D₁ and D₂ each independently represent a coupler residue; Z₁ and Z₂ each independently represent -C(R₃)= or -N=; and R₃ represents a hydrogen atom or a substituent.

La présente demande a pour objet l'utilisation à titre de colorant direct dans des compositions tinctoriales pour fibres kératiniques, en particulier les fibres kératiniques humaines telles que les cheveux, ou pour la fabrication de telles compositions, d'un composé de formule A-L-B particulier, dans laquelle A et B désignent un groupe à fonction colorante de type arylazoimidazolium, et L désigne un bras de liaison comprenant au moins un groupe cationique C.

A disazo compound of the formula (I) in the free acid form,

and an ink jet recording ink composition containing the same are provided, and the composition is superior in stability during storage or use, heat resistance, image clearness, water resistance and light fastness, and has a desirable tint as a red color.

An ink composition for ink jet recording, which contains a water-soluble dye, an organic solvent and water, in which the dye is represented by the formula (1) as shown in the state of free acid:







        D - (SO₂CH₂CH₂SO₃H)_m   (1)







wherein D represents a dye residue selected from the group of monoazo and polyazo dyes, their complexes with Cr, Fe, Co and Cu, copper and nickel phthalocyanine dyes, anthraquinone dyes, dioxazine dyes, and formazane complex dyes, and m represents an integer of 1, 2, 3 or 4, and which is superior in its stability during preservation and while being used, thermal stability, image clearness, water resistivity, light fastness, etc.

Anionic azo compounds which, in the free acid form, have the Formula (1): wherein :

• Ar¹ and Ar² are each independently aryl or substituted aryl providing at least one of Ar¹ and Ar² has at least one substituent selected from COOH and COSH;
• each R¹ and R² is independently H, alkyl, substituted alkyl, alkenyl or substituted alkenyl;
• L is a divalent organic linking group;
• n is 0 or 1;
• each X independently is carbonyl or a group of the formula (2), (3) or (4):
• each Z independently is NR³R⁴, SR⁵ or OR⁵_;
• each Y independently is H, Cl, Z, SR⁶ or OR⁶_;
• each E independently is CI or CN;
• R³, R⁴, R⁵ and R⁶ are each independently H, alkyl, substituted alkyl, alkenyl, substituted alkenyl, aryl, substituted aryl, aralkyl, substituted aralkyl or R³ and R⁴ together with the nitrogen atom to which they are attached form a 5 or 6 membered ring;

The compounds are useful for the preparation of inks for use in ink-jet printing.

Anionic azo compounds which, in the free acid form, have the Formula (1): wherein:

• Ar and Ar¹ are each independently aryl or substituted aryl providing at least one of Ar and Ar¹ has at least one substituent selected from COOH and COSH;
• J and J¹ are each independently of formula (2), (3) or (4):

Ink compositions for ink-jet printing comprise water, a water-miscible solvent, and a water-soluble dye comprising an aromatic dye molecule having attached to the aromatic nucleus thereof from 2 to 10 alkylamino groups having the formula selected from the group consisting of:

(a) -(CH₂)_n-NH₂,

(b) -NH-(CH₂)_n-NH₂,

(c) -CH₂-NH-(CH₂)_n-NH₂,

where n = 2 to 5, and

(d) -NH-(C₂H₄NH)_xC₂H₄NH₂, where x = 0 to large. These dyes have good water solubility at near neutral pH and interact well with paper. Certain of the dyes are novel per se.

Die Erfindung betrifft Azofarbstoffe der Formel

worin R₁ Wasserstoff, C₁-C₄-Alkyl, R₂ C₂-C₄-Alkyl, R₃ Wasserstoff, C₁-C₄-Alkyl oder gegebenenfalls substituiertes C₅-C₇-Cycloalkyl oder Phenyl sind und dir Benzringe I und II gegebenenfalls substituiert sind.

Die Azofarbstoffe eignen sich zum Färben oder Bedrucken von natürlichen oder synthetischen Polyamidmaterialien, besonders in Kombination mit anderen Farbstoffen und insbesondere aus Kurzflotten. Die Azofarbstoffe zeichnen sich durch allgemein gute Eigenschaften insbesondere gutes Aufziehverhalten aus.

Die Erfindung betrifft Farbstoffeinstellungen, enthaltend 10 bis 40% Kondensationsprodukte von Farbstoffen mit Aldehyden oder aldehydabgebenden Mitteln, Wasser, fabrikationsbedingte Salze und gegebenenfalls bis zu 25% organische wasserverdünnbare Lösungsmittel, wobei die Kondensationsprodukte von Farbstoffen der Formel sowie deren Eisen-, Kupfer-, Nickel-, Kobalt- oder Chromkomplexen abgeleitet sind, D den Rest einer vorzugsweisen sulfonsäuregruppenhaltigen Diazokomponente der Anilin- oder Aminonaphthalinreihe und X Wasserstoff oder einen Rest D - N = N - bedeuten und wobei die Reste D gleich oder verschieden sein können.