CS215761B1 - Orange 1: 2 chromocomplex azo dye - Google Patents

Abstract

1 : 2 Chromium complex of pyrazolene 0,0-dihydroxyazo dyes:Lv, asymmetrically substituted with one sulfo group (see formula) expands the palette of dyes for dyeing wool and polyamide with orange shades, distinguished by excellent elongation, uniformity and color fastness

Description

The invention relates to Mtfte 1: 2 chromocomplex azo dye for dyeing wool and polyamide

For dyeing wool and polyamide from a weakly acid to neutral bath and e use - when ee requires dyeing to have high wet and dry stability - the so-called 1: 2 metallocaplex azo dyes. They are the coordination complexes of one metal atom and the coordination number 6 (most preferably chromium or cobalt) of two standing or different o, o-dihydroxy, o-hydroxy-o-carboxy or o-hydroxy-o-aminoazo-dye. The water-solubility of these 1: 2 metal complex dyes - if they do not carry any lyophilic substituents - is very low, and for practical application to textile material from an aqueous environment it is necessary to convert them to another form by die-casting.

Another way of treating it for use in practical dyeing is to increase solubility by appropriate substitution. 1: 2 metal-complex dyes solubilized with non-ionic hydrophilicity-increasing substituents, such as sulfomoyl or methanesulfonyl groups, are known. However, the production of these dyes is relatively expensive. The same dyeing qualities and achieving even shades of even better results were achieved in some cases with dyes solubilized by ionogenic sulfo groups. However, the incorporation of the sulfo groups into the 1: 2 molecule of the metal complex dye is not without a problem. While the non-inogenously substituted 1: 2 complexes are essentially salts of single acids, sulfo substitution increases the negative charge of the color anion and, of course, can adversely affect its dyeing properties, namely, dyeing as well as ductility. The dyeing behavior is influenced, as is known, not only by the electric charge, but also by the substitution topography and the spatial arrangement of the molecule of the color complex.

It has now been discovered that wool and polyamide are dyed with orange strength, excellent stretchability, leveling as well as high chrome complex azo dye 1: 2 according to the invention.

ΘΘ ^Y 1 ^SO 3 ' ⁰¹ ' ^{H a}

Y ₂ is SO ₂ , Cl, H, wherein when = NO ₂ , when X ₁ = SO 3, X ₂ = SOp X ₃ = NO ₂ , SO ₂ NHR (where R is H, CH ₃ ), Cl, H, YjSCl, H, Y ₂ = C1, H, X ₂ = NO ₂ X ₃ = -SO ₂ NHR (wherein R is H, CH ₃₎

Y ₁ Cl, H, Y ₂ = C1, H,

-2 when X is H, X _{2 is} IK ₂ , SO ₂ NHR (where R is H, CH-j), X ₃ = KO ₂ ,

Sprali (where R is Ή, CH-j), C, H and ^T i · * 2 ^with 3 ^'cl * ^H * ^{avšek k} Y ^Z X »CSR is ϊ ₂ = Cl, H, and when ϊ ₂ = SO is ϊ _χ = Cl, H.

The dye according to the invention can be prepared either by chromating the corresponding monoazo dye in an acidic medium to the chromium complex 1: 1a by subsequent coordination in a neutral to alkaline medium and the corresponding unsulfonated monoazo dye, or by co-chromating the mixture with chromic complex of salicylic acid.

Example 1

52.3 g (0.1 mol) of chromium (III) chromium 1: 1 monoazo dye complex 4-nitro-2-aminophenol-6-sulfoacid - 1-phenyl-3-methyl-5-pyrazolone (base color CI acid orange 74) in the form of a paste portionwise to an alkaline aqueous suspension of 0.1 mol after coupling of the isolated monoazo dye 4-N-methylsulfamoyl-2-aminophenol-1-phenyl-3-methyl-5-byrazolone heated to 90 ° C. After a few hours of heating, an orange solution of a mixed 2: 1 chromium complex was formed. The dye is isolated by salting out with NaCl and filtering. 80 g of a strong dye-dye and a polyamide of a bright yellow-orange hue are obtained.

Example 2

52.3 g (0.1 mol) of chromium 1: 1 complex prepared by chromating the monoazo dye

Chromium (IV) 4-nitro-2-aminophenol-1 (4-aisophenyl) -3-methyl-5-pyrazoloa is added in portions as a wet paste (filter cake) to an alkaline coupling suspension

0.1 mol of 4-nitro-2-aminopheaol-1-phenyl-3-methyl-5-pyrazolone monoazo dye. After heating at 80 to 85 ° C for 2 to 5 hours, an orange 2: 1 solution of the chromium complex was formed and evaporated to dryness. 100 g of a dye are obtained which stains the wool and the polyamide with a bright orange.

Example 3

Alkaline mixture (coupling suspensions or isolated paate suspended in water) containing 40.7 g (0.1 mol) of the 2-aminophenol-4-sulfamide-1 (3-chlorophenyl) -3-methyl-5-pyrazolone monoazo dye and 41.9 g g (0.1 mol) of the monoazo dye 4-nitro-2-aminophenol ... (1- (4-sulfophenyl) -3-methyl-5-pyrazolone) is chromated with an ammoniacal solution of 37.9 g of chromosalicylic acid at 90 to 95 ° C . After 5 hours an orange dye solution is obtained which, after evaporation, gives 110 g of a strong wool and an orange-colored dye polyamide.

Claims (1)

SUBJECT OF THE INVENTION Orange 1: 2 chroaocoaplex asyo dye in general where X ₂ is NO ₂ , SO ₂ , SO ₂ NHR (where R is H, CH-j), H, X ₃ is NO ₂ , SO ₂ NHR (where R is H, CH 2), Cl, H, Χ _χ is SO “, Cl, H and Y ₂ is SOp Cl, H, Yr ΘΘ Crosslinking when X, if so, is X ₂ »SO ₃ , X ₃ = NO ₂ , SO ₂ NHR (where R is H, CH 3), Cl, H, Y ₁ = Cl, H, Y ₂ = C1, H, is X ₂ = HO ₂ , X ₃ = SO ₂ NHR (where R is H, CH ₃ ), Y ₁ -Cl, H, Y ₂ * Cl, H, is X ₂ = NO ₂ NHR (where R is H, CH ₃ ), X ₃ = NO ₂ , SO ₂ MHR (where R is H, CH 3) Cl, H and Υ _χ and Y ₂ is SO ", Cl, H, but if Υ _χ = SO ₃ , Y ₂ = Cl, H, and when Y ₂ ' ^s0 3» J ^{e Y} 1 * ^C1 » ^H ·