DE3906189A1 - Mixtures of blue disperse azo dyes - Google Patents

Abstract

Highly suitable for dyeing polyester fibre materials are mixtures of dyes of the formulae <IMAGE> where R1-R8 are each C1-C4-alkyl and R1-R6 may in addition also be -(A-O)nC1-C4-alkyl, where A is a C2-C4-alkylene radical and n is from 1 to 4. The dyeings obtained are notable for the absence of catalytic fading.

Description

The invention relates to mixtures of azo dyes, the at least one of the connections of the Formulas (I), (II) and (III)

contain, in which - independently of one another -
R₁-R₈ are C₁-C₄ alkyl and
R₁-R₆ also beyond

- (AO) _n C₁-C₄ alkyl

can mean, where

A is a C₂-C₄ alkylene radical and
n is a number from 1-4,

Mixtures of dyes of the formulas are preferred (I) to (III), in which - independently of one another -

R₁-R₆ for C₂-C₃-alkyl, -CH₂CH₂-O-C₄H₉ or

and
R₇ / R₈ are C₁-C₃-alkyl.

Mixtures of dyes are particularly preferred Formulas (I) to (III), in which - independently of one another -

R₁ / R₂ for ethyl,
R₃ / R₄ for ethyl or n-propyl,
R₅ / R₆ for ethyl and
R₇ / R₈ are CH₃ or n-propyl.

It is already known that mixtures of ortho-cyanazo compounds are valuable textile dyes that but cannot fully satisfy in every way.

It has now been found that the mixtures according to the invention surprisingly some application technology Advantages, e.g. B. regarding the undesirable "catalytic fading" Effects ", compared to similar from EP-A 093 935 and GB-A 21 08 141 known mixtures.

The mixing ratio of the individual components in the mixtures according to the invention can be within proportion further boundaries fluctuate. The minimum share is about 10% each. The maximum share is about 90%. Preferred mixtures contain

30 to 60% component I.
30 to 50% component II and
10 to 40% component III, wherein

the sum must of course add up to 100%.

Obtain all percentages within the scope of this invention otherwise on percentages by weight.

Mixtures which contain the Color of the well-known, relatively expensive anthraquinone dye Disperse Blue 56 have, which is why this Mixtures excellent as a replacement for this Suitable dye.  

Mixtures of this type have a hue angle h _ab of approximately 295 ° (or 290 to 300 ° in general).

The new dye mixtures can be made according to different Processes are made:

• 1. by mixing the separately manufactured and formed Single dye components,
• 2. by jointly forming the separately manufactured Individual components,
• 3. by jointly "cyanizing" the separately manufactured 2 (6) - (di) -bromo dyes and subsequent formation such as
• 4. through
  • a) Simultaneous coupling of the diazotized 2 (6) - (di) - bromo-4-nitroanilines on mixtures of anilines of the formulas
  • b) joint "cyanation" of the (di) bromine dyes obtained and
  • c) common formation.

The "cyanation" of ortho-halogen azo dyes as well the resulting cyanazo dyes - as such - are generally known (cf. DE-PS 15 44 563 = US-PS 39 62 209, DE-PS 16 44 141 = GB-PS 10 80 480 and DE-OS 30 09 635).

The formation is also carried out according to methods known per se.

For example, 10 to 30 parts of the dye mixture according to the invention are used
15 to 45 parts of lignin sulfonate
55 to 25 parts of condensation product of naphthalenesulfonic acids and formaldehyde
0.2 to 1.5 parts of wetting agent
0.2 to 2.0 parts of dust remover

milled in a pearl mill (parts = parts by weight).

The new dye mixtures are suitable for dyeing hydrophobic fiber materials, especially polyester and cellulose ester fibers, and are characterized by  a significantly lower temperature dependence of the drawing ability in the range between 100 and 130 ° C, in particular in the production of deep shades and application short dyeing times.

It is therefore possible to use the sophisticated mixes of textiles from aromatic polyesters or mixed textiles from aromatic polyesters and cellulose or from aromatic polyesters and wool are particularly economical and dye to save energy.

Compared to known individual dyes, the new ones result Mixtures have higher color yields and occasionally Advantages in soiling the wool content of mixed textiles.

In the examples below, "parts" mean Parts by weight.  

Example 1a

By pearl milling and subsequent spray drying a dye preparation

9.1 parts of dye A
2.7 parts of dye B
8.2 parts of dye C
27.7 parts of a commercially available lignin sulfonate
46.4 parts of a commercially available dispersant (e.g. condensation product of formaldehyde, naphthalene and sulfuric acid)
0.2 parts of a commercially available wetting agent
0.7 parts of a commercially available dedusting agent
6.0 parts of residual moisture

produced.

In a dye bath containing sodium phosphate and acetic acid is set to a pH of 4.5 100 Parts of a polyester fabric (polyethylene terephthalate) 30 to 45 minutes at 125 to 135 ° C with 1.3 g of the above described dye preparation (liquor ratio 1:10 up to 1:40).

Clear dyeings with good fastness properties and are obtained a shade that corresponds to that of Disperse Blue 56.

Have the above dye components the following meanings:  

Example 1b

In a dye bath that contains 5 g / l of a commercially available Contains carriers (e.g. based on aromatic carboxylic esters), to pH with sodium phosphate and acetic acid is set from 4.5, 100 parts of a polyester fabric with 1.3 parts of the dye preparation described above Colored for 30 minutes at 90 to 105 ° C. Man receives full, deep blue colorations with good fastness properties.

Example 1c

In a dye bath containing sodium phosphate and acetic acid is set to a pH of 4.5, 200 Parts of a polyester (polyethylene terephthalate) cotton blend 50/50 30 to 45 minutes at 125 to 135 ° C  with 1.3 parts of the dye preparation described above (Liquor ratio 1:10 to 1:40) colored. You get clear blue colorations with good fastness properties Cotton accompanying fabric is only slightly soiled.

Examples 2 to 14

Similar results as in Example 1a are obtained if you have the following mixtures of the above formulas inserts:  

Claims (6)

1. Mixtures of azo dyes each containing at least one of the compounds of the formulas (I), (II) and (III) contain, in which - independently of one another -
R₁-R₈ are C₁-C₄ alkyl and
R₁-R₆ also beyond
- (AO) _n (C₁-C₄ alkyl
can mean, where
A is a C₂-C₄ alkylene radical and
n are a number from 1-4. 2. Mixtures according to claim 1, characterized in that
R₁-R₆ for C₂-C₃-alkyl, -CH₂CH₂-O-C₄H₉ or and
R₇ / R₈ are C₁-C₃-alkyl. 3. Mixtures according to claim 1, characterized in that
R₁ / R₂ for ethyl,
R₃ / R₄ for ethyl or n-propyl,
R₅ / R₆ for ethyl and
R₇ / R₈ are CH₃ or n-propyl. 4. Mixtures of the dyes of the formulas 5. Mixtures according to claim 1, characterized in that they have a hue angle h _from about 295 °. 6. Process for dyeing and printing hydrophobic Fiber materials, characterized in that one Dye mixtures according to claim 1 used.