DE498063C - Process for the preparation of brown Kuepen dyes of the benzanthrone series - Google Patents

Description

Method for the preparation of brown vat dyes of the benzanthrone series In the patent 495 369 a method for the preparation of vat dyes of the benzanthrone series is described. consisting in reacting halobenzanthrones or their substitution products with i-aminoanthrac, hinon-2-, aldeliyd or substances which are able to react like this aldehyde.

It has now been found that halogenated dibenzanthronyls or halogenated benzanthrone sulfides can also be used for this reaction. The properties of the dyes obtained match those of the Z> main patent and are particularly valuable as starting materials for further condensation reactions.

Example i 62k- Dibroni-2-2'-dibenzanthronyl (obtained by brominating 2-2'-dibenzanthronyl in chlorosulfonic acid) and 55 kg of i-aminoantbrachinone-2-aldehyde are converted into 900 kg of nitrobenzene with the addition of 40 kg of potash and - kg of copper acetate . refluxed with stirring. After about 12 hours of exposure, it is saxified with cold water and the residue is washed out with benzene, alcohol and water (which contains some ammonia. When dried, the dye is a dark brown powder that dissolves in concentrated sulfuric acid with a dark red-brown color. With hydrosulfite and lye it is formed a brown vat from which cotton is dyed in brown tones with excellent fastness properties.

Example 2 is used instead of the corresponding amount Aminoantlirachinonaldehyds Anthrachinonisoxaz-ol as obtained in Example C i else but showing a dye whose color results on cotton a more olivstichiges Brown, with the measures described in Example i Dye substantial similarity.

Example 3 72 kg of dibromine-Bz-i-Bz. i'-dibenzanthronyl (obtained by entering Bz - i - Bz - i-dibenzanthronyl in excess bromine) and 55 kg of i-aminoantlirachinon-: 2-aldehyde are added with 50 kg of sodium acetate and 5 kg of copper chloride in goo kg of nitrobenzene Stir cooked for about 8 hours. "Zach cooling is suction filtered and washed the resulting dye; Ez draws from dark brown vat on tree-wool in olive brown to brown tones on and off has, drawn fastness properties The solu- s ungsfarbe in concentrated sulfuric acid is dark brown..

Ex, iel 4 62kg dibromo-Bz-i-Bz.i1-dibenzanth-ronyl and 70 kg i-aminoanthraquinone-2-anil # i are condensed with 40 kg of potassium carbonate and 5 kg Kupferacetai according to the example. The dye obtained, after being dissolved from concentrated sulfuric acid at 80 to 0 '(where it dissolves with a red-brown-violet color), gives a dark brown-black vat and dyes cotton in very real brown-gray tones.

Example 5 32 kg of dibromodibenzantlirone sulfide (obtained by reacting 6-Bz-i-, dibromobenzanthrone with potassium xanthogenate in nitrobenzene) are condensed with 30 kg of i-aminoa- anthraquinone-2-al # dehyde according to example i. The dye obtained dissolves in concentrated sulfuric acid with a dark green color and stains cotton from a dark brown vat in extremely genuine yellow-brown shades.

Claims (1)

PATENT CLAIM: Modification of the process of patent 495 369, characterized in that halogenated dibeiua: nthronyls or halogenated benzanthrone sulfides with iA.rninoantihraquinone: 2-aldehyde or substances which are able to react like this aldehyde, in the presence or absence, are used instead of halobenzanthrones acid-binding agent or a catalyst at a higher temperature for implementation.