DE503405C - Process for the production of wool dyes of the anthraquinone series - Google Patents

Description

Process for the production of wool dyes of the anthraquinone series It has been found that the z. B. by treating r - diazo-d-halogenanthracliinon-2-stilfoäuren i-Oxyd.-halogenanthraquinone-2-sulfonic acid, which can be obtained with copper, can easily be mixed with nitrogenous compounds that have an exchangeable hydrogen atom on nitrogen contain, let condense and that valuable acid-coloring wool dyes develop. The addition of a catalyst, such as copper and its salts, has proven itself proven beneficial.

Depending on the type of nitrogen-containing compounds used, dyes of the most varied nuances are obtained: for example, aromatic and aliphatic amines lead to purple to blue dyes, while condensation with acid amides gives products that turn red. Example r d0 kg r-oY@--.4- bromanthracliiii0n-2-sulfosaures'atrium, 16 k- soda and r kg copper vitriol are dissolved in 800 kg water and added to this solution 3o kg benzenesulfamide. The reaction mass is refluxed for 1 hour. The r-oxy-.t-benzenesulfaminoanthraquinone-2-stilfonic acid is precipitated as sodium salt from the resulting deep purple colored solution. For the purpose of cleaning, one dissolves with water with the addition of acids.

The dye that dyes wool evenly orange dissolves in concentrated sulfuric acid with red color. With prolonged exposure to sulfuric acid (especially when heated slightly) the benzene sulphate is split off, and the well-known r-Oxv-.f-aminoantlirachinOn-2-sulfonic acid is obtained by precipitation with water in pure form.

Example 2 The solution of 2o kg r-oxy-.4-bromoanthraquinone-2-sulfosaurem sodium in - [oo kg of water and 1 5 kg of soda was added to 1 5 kg of aniline and o.5 kg of copper powder and heated with stirring for several hours under reflux. The excess aniline is driven off with steam and the resulting dye is deposited with common salt. It can be cleaned by dissolving it with water and adding acids. The dye, which shows very good leveling power, dyes wool in blue shades with excellent fastness properties. The solution in sulfuric acid is faintly colored, upon addition of Paraformaldeh_vd the solution turns green.

If, in the above example, the corresponding amount of p-toluidine is used instead of the aniline, a dye with almost the same properties is obtained. Example 3 The solution of qo kg of i-oxy-4-bronianthraquinone-2-sulfonic acid sodium and 20 kg of hexahydroaniline in 100 kg of water is refluxed for a few hours with the addition of 30 kg of soda and 1 kg of copper powder until the reaction has ended. The dye that has already partially deposited is completely salted out from the blue solution. The dye is purified by dissolving it with water that contains some mineral acid. It is a black-blue powder that dissolves in concentrated sulfuric acid with a pale orange color; if paraformaldehyde is added, the color turns green, especially when heated. The dyeing on wool is blue-violet and of excellent fastness.

One arrives at the analogous dyes if one takes the place of the hexahydroaniline the appropriate amounts of benzylamine or butvlamin are used. Example To the Solution of 100 kg of i-oxy-q.-bromantlirachinctn-2-sulfonic acid in 100 kg of soda and about 2,000 kg of water are allowed to run in a solution of 80 kg of copper vitriol in 100 kg of water, whereby the copper compound of i - oxy --.- bromoanthracliinon-2-sulfonic acid is formed and is deposited in a fine distribution as a sparingly soluble substance. To the so The resulting suspension is given 5o k- p-aminoacetanilide, dissolved in 500 kg of water, added and heated the mixture with thorough stirring for several hours at 0 to 100 °. The poorly soluble copper compound of the new condensation product is then suctioned off and washed with water. The powder becomes solid black when air-dried dissolved in concentrated sulfuric acid and the solution briefly at water bath temperature warmed up. The dye formed is poured into the sulfuric acid solution isolated in ice water and salting out with table salt. It's probably the sodium salt the - i-Oxy-4-p-aminoanilidoanthraquinone-2-stilfonic acid and dyes wool from acid Soak in clear navy blue tones that are extremely fastidious. That The leveling power of this dye is excellent. The solution paint in concentrated Sulfuric acid is pale yellow and turns green when paraformaldehyde is added.

The analogous dye that occurs when using m-Acettoluylenediainine instead of p, Nminoacetamilid is obtained, dyes wool from sulfuric acid bath in dark blue violet tones and also levels out very well. Example 20 kg of i-oxy-4-bromantlirachinon-2-su1fosa.ur will be as in example d. into the copper connection transferred and the sodaallcalische suspension with 2o kg of m-phenylenediamine through several hours of boiling condensed. The almost water-insoluble copper lacquer des The resulting condensation product is suctioned off and washed out. The residue is briefly boiled again with dilute hydrochloric acid and the copper freed, Dye that is sparingly soluble in dilute hydrochloric acid is suctioned off. With the addition of weak In alkalis, it dissolves in water with a blue color and dyes wool from acidic, am best acetic acid bath in real blue-gray tones. The solution color in grain-centered Sulfuric acid is slightly brown and looks up after adding p-foraldehyde Blue around.

Claims (1)

PATENT CLAIM: A process for the production of wool dyes of the anthraquinone series, characterized in that i-oxy-4.-halogenanthraquinone-2-sulfonic acids, expediently with the addition of catalysts, in particular copper and its compounds, are treated with nitrogen-containing substances which contain a hydrogen atom that is easily exchangeable on nitrogen contain.