DE212471C - - Google Patents

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IMPERIAL

PATENT OFFICE.

PATENT LETTERING

-JVr 212471 CLASS 226. GROUP 3

BADISCHE ANILINE & SODA FACTORY in LUDWIGSHAFEN a. Rh. Process for the preparation of vat dyes. Patented in the German Empire on October 3, 1908.

In the condensation of i-aminoanthraquinones with halobenzanthrones, the halogen contained in the benzanthrone nucleus, imide-like condensation products are formed which can be referred to as benzanthronyl-i-aminoanthraquinone and its derivatives.

It has been found that these imides when treated with condensing agents, apparently

Example I.

6 parts of benzanthronyl-i-aminoanthraquinone are mixed well with 40 parts of caustic potash, releasing 2 atoms of hydrogen and " Formation of a new nitrogen-containing ring, providing compounds that have a coloring character and dye the vegetable fibers in the vat in very real shades. the The reaction might go as follows, for example:

and slowly heated to 240 to 245 ° in a stirred vessel. Hold at this temperature After it has cooled down

about ^x / ₄ hours.

the melt is boiled with water and the dye is precipitated in the form of green flakes from the blue solution of the leuco dye by introducing air. It is a dark green dough, when dried it is a greenish black powder. In water, alkalis, dilute acids, glacial acetic acid and alcohol it is practically insoluble, in xylene, nitrobenzene and quinoline it dissolves with a bottle green color. It is obtained from nitrobenzene in small, shiny bluish-green flakes that dissolve in concentrated sulfuric acid with a pure green color and give numbers that match _{the formula C 31} H ₁₅ O ₃ N when analyzed.

With alkaline hydrosulphite, the dye gives a blue-violet vat from which the vegetable Fiber is dyed in purple-blue tones, which change to a very real green after washing and drying.

Example II.

In a solution of potassium hydroxide ioo parts in 80 parts of absolute alcohol are added at about 130 to 140 ° 10 parts Benzanthronyl-iaminoanthrachinon, and thereto is about ^χ / ₂ Hour heated to 155 to 160 °. After the melt has cooled, it is boiled with water and worked up in the manner described above. The product is identical to that obtained in Example I.

The procedure is analogous when using other benzanthronyl-i-aminoanthraquinones.

Example III.

4 parts of metallic sodium, 20 parts of absolute alcohol and 200 parts of anhydrous aniline are heated to about 130 ° until all the sodium has been converted into alcoholate. Two parts of the imide are then added and the mixture is heated to boiling ^{for about x} / _{2 hours.} After cooling, the dye formed is filtered off, washed and dried. ',

Example IV.

3 parts of benzanthronyl-i-amino-7-oxyanthraquinone (available from bromobenzanthrone and i-amino-7-oxyanthraquinone) are analogous to how described in Example II, heated with alcoholic potash to 150 to i6o ° until dye formation has ended. After the melt has cooled down, it is boiled with water and from the violet-blue solution of the leuco dye by introducing air into the Dye or its potassium salt precipitated. The residue is filtered, washed and boiled with dilute hydrochloric acid, whereby the dye is obtained in green flakes. The dye is a dark green paste, dried a greenish black powder; it is insoluble in water, dilute acids, and most organic solvents; Slightly soluble in dilute alkalis in the heat with a greenish-blue color. Nitrobenzene and quinoline dissolve the dye with green color, concentrated sulfuric acid in the cold fuchsin red; when heated with boric acid, the color changes to brown-violet.

With alkaline hydrosulfite, the dye provides a blue-violet vat from which the vegetable Fiber is dyed in violet-blue tones, which change to a bluish green after washing and drying.

Claims (1)

Patent claim: Process for the preparation of vat dyes, consisting in that one Benzanthronyl -1-aminoanthraquinone or its derivatives with condensing agents treated.