DE121528C - - Google Patents

Description

IMPERIAL

PATENT OFFICE.

PATENT LETTERING

M 121528 CLASS 22 #.

BADISCHE ANILINE AND SODA FACTORY in LUDWIGSHAFEN a. Rh.

Addendum to patent 109261 of October 18, 1898. *)

Patented in the German Empire on November 4th, 1888. Longest duration: October 17, 1913.

In the French patent 292271 a method for the preparation of a tetrabromodiamidoanthraquinone is described and characterized this in more detail. The important observation has now been made that this Tetrabromi 5-diamidoanthraquinone, the melting temperature of which is above 300 ° C., in a similar way, as stated in patent specification 109261, is able to react with primary aromatic amines to form well-characterized Color bodies. These are generally not directly applicable to dyeing, but they can easily be made by sulphurisation be converted into valuable, water-soluble dyes, which are both stained and also unheated animal fibers in lively blue to green tones of various shades stain. The dyeings show an excellent degree of fulling and lightfastness.

The procedure is briefly as follows: Tetrabromodiamidoanthraquinone is used with the relevant Amine together with or without the addition of an inert diluent or Solvent heated until the dye formation is complete; the end of dye formation can usually be recognized by. that the color of the melt changes does not change further. When cooling down, the dyes usually crystallize out and can, if liquid amines or diluents were used, by filtration otherwise the solidified melt must be treated with alcohol or a other similar solvents in which the amine in question is more readily extracted is more soluble than the dye. However, you can also dilute the dye melt Treat acids and in this way separate the dye from the amine; however, it usually becomes a little less as a result preserved in pure form.

The fusing of the tetrabromodiamidoanthraquinone with the aromatic amines can be done with or without the addition of one of the usual condensation agents.

The following examples serve to explain the procedure:

Example 1.

10 kg of tetrabromodiamidoanthraquinone are slowly brought to the boil with 100 kg of aniline brought; the initially red solution changes very slowly into violet, blue-violet and finally in pure blue over. The heating is continued until the color of the melt remains constant. Then it is left to cool for about 24 hours and you run longer

Previous additional patent: 1208

Time, ζ. Β. 24 hours, stand. The dye usually separates in steel-blue pegs; it is filtered off, with alcohol washed and dried (reactions see table).

Example 2.

10 kg of tetrabromodiamidoanthraquinone are fused with 100 kg of p-toluidine and Heated to the boil, with almost the same color changes occurring as in the example ι. The procedure is exactly as stated there; the processing of the cooled Melt happens here in a slightly different way: the solidified melt becomes coarsely pulverized and boiled with alcohol; also mostly in steel-blue crystals The dyestuff that has separated out remains in the residue and is thus separated from the p-toluidine (Properties see table).

Example 3.

10 kg Tetrabromdiamidoanthrachinon be with 100 kg of ρ - phenylenediamine heated to i8o ° to 195 ⁰ G., until a sample of the melt is dissolved in hot alcohol with pure blue color; it is then allowed to run into 1000 liters of alcohol with thorough stirring and this mixture is heated to the boil. When it cools, the dye separates out crystalline and can be separated from the alcoholic solution of the ρ-phenylenediamine by filtration (see table).

The properties of the dyes obtained by the above method can be seen from the following table:

Tetrabromium aniline Nitrobenzene Solution in cone. sulfuric acid at 100 ° C. at 100 ° C.
with boric acid
additive Coloring the
Sulfonic acids diamidoanthra
quinone + green Blue blue green cold red-violet pure blue on
unheated
Wool in
acid bath aniline green Blue blue green hardly soluble violet vivid blue blue o-toluidine green Blue green Blue dirty
green violet green blue ρ-toluidine blue dirty
green dirty
yellow-brown greenish blue greenish blue green Blue ρ - phenylene
diamine blue, bluish green blue dirty
red-violet blue gray-blue Benzidine dirty
green Blue green dirty
violet dirty
violet blue greenish blue α-naphthylamine green Blue blue green Brown cloudy purple blue blue ß-naphthylamine yellowish olive green Blue.

Claims (1)

Patent claim: Further development of the method according to patent 109261, consisting in that one at Place of the halogen substitution products of the dialphylated diamidoanthraquinones mentioned there Brings tetrabromo-ι · 5-diamidoanthraquinone with primary aromatic amines in reaction.