DE232262C - - Google Patents

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- JVl 232262 - CLASS 22 b. GROUP

Process for the preparation of alkoxyanthrimides. Patented in the German Empire on March 17, 1909.

If negatively substituted anthrimides are treated with alcoholic alkali, substitution occurs the negative groups through the alkoxyl radical and one arrives at the as Vat dyes or alkoxyanthrimides important as starting materials for such dyes.

Since, for example, p-nitro-a-aminoanthraquinone, bromomethylaminoanthraquinone and

ίο similar bodies a substitution by the If the alkoxyl group fails, it was all the more surprising that the exchange was so high molecular and sparingly soluble bodies like the anthrimids took place so smoothly. It. is possible by this process to arrive at new alkoxyanthrimides, which on inaccessible any other way.

The negatively substituted anthrimides used as starting materials are obtained

z. B. by halogenation or nitration of the anthrimides or by condensation of nitrohalogenanthraquinones with aminoanthraquinones.

Example 1.

5 parts of the condensation product of ι · 6-nitrochloroanthraquinone with i-aminoanthraquinone are in the autoclave with a solution of 5 parts of caustic potash in 50 parts of methyl alcohol Heated to 100 ° for 5 hours. After cooling, the product obtained is filtered off with suction off, wash with a little methyl alcohol and then with water and dry. A brown-red powder is obtained in this way, which is dissolved in sulfuric acid olive dissolves, and that precipitates in brick-red flakes when this solution is poured into water. Unstained cotton is dyed claret-red in the vat.

Example 2.

5 parts of the condensation product of ι -nitro-4-aminoanthraquinone with ε -chloranthraquinone are refluxed with 75 parts of pyridine and 20 parts of sodium methylate (10 g of Na in 100 ecm). After ₂ to ι hours, the mixture is allowed to cool, diluted with the same volume of water, filtered off with suction and washed with a little alcohol and then with water. After drying, a dark violet powder is obtained which dissolves green-blue in sulfuric acid and precipitates in burgundy flakes when this solution is poured into water. Unstained cotton is dyed in the vat in purple-red tones.

Example 3.

If you treat bromo-α-ß-dianthraquinonylamine in the manner described in Example 2 - obtained by the action of excess bromine on «-ß-dianthraquinonyl-. amine in dilute sulfuric acid at 80 ° - ■, the result is a product very similar to the above, which dissolves green-blue in sulfuric acid and when this solution is poured into

Water precipitates in burgundy flakes, j the properties of some according to this

Unstained cotton is dyed in purple-red tones.

The other 5 negatively substituted anthrimides also behave in a completely analogous manner.

drive available alkoxyanthrimides and 40 their starting materials are from the following
Table.

solution in
Pyridine in
concentrate
trotter
sulfur
acid in
sulfur
boric acid
at the slightest
Heat in
sulfur
acid
+
formaldehyde coloring
on
cotton yellow-brown green blue blue - ι -nitro -6- chloranthraquinone
+ i-aminoanthraquinone yellow-brown . blue violet blue - ι-nitro-4-aminoanthraquinone
+ 2-chloroanthraquinone yellow-orange green Blue red-violet pure blue - Bromo-a-ß-dianthraquinonyl-
amine yellow-brown,
heavy
soluble olive violet blue blue brownish
Red ι -nitro-6-chloroanthraquinone
+ i-aminoanthraquinone
with methyl alcoholic potash
treated red-violet green Blue blue
gray-blue . green
green ■ bordeaux ι-nitro-4-aminoanthraquinone
+ 2-chloroanthraquinone
treated with methylate red-violet green Blue bordeaux Bromo-α-β-dianthraquinonylamine
treated with methylate

Claims (1)

Patent claim: Process for the preparation of alkoxyanthrimides, consisting in that one negatively substituted anthrimides treated with alcoholic alkali. Serlin Printed in the reichsdruckerej. ;