DE762866C - Process for the production of water-soluble dyes of the anthraquinone acridone series - Google Patents

Description

ISSUED ON
JUNE 1, 1953

1,72177 IVd / 22 b

It has been found that water-soluble dyes of the anthraquinone acridone series are obtained, if one reacts · Anthraquinone acridones with phosphorus halides and the obtained Compounds treated with water-soluble salts of sulphurous acid.

As ^one phosphorus halides hauptsächr lent phosphorus pentachloride and phosphorus oxychloride are also suitable. Man. can implement the anthraquinone acridones with the phosphorus halides; in the presence of inert. Solvents and thinners, such as nitrobenzene or

Trichlorobenzene. The use of phosphofoxychloride is particularly advantageous, which, applied in excess, can also serve as a solvent or diluent. Implementation of the initially emerging halogen-containing compounds with the salts of sulphurous acid happens on The simplest way is to introduce them into aqueous solutions of sulphites or bisulphites of alkalis or of ammonia or other water-soluble sulphites at usually or moderately increased Temperature. In doing so, they go into solution,

and from the aqueous solutions, the resulting water-soluble dyes can in solid form can be obtained either by salting out or by evaporation. The new dyes are easily soluble in water and can be removed by adding Acids, such as mineral acids, formic acid, acetic acid, or alkaline agents, such as alkali, alkali carbonate solutions or

ίο organic bases, again easily in the water-insoluble Cleave back starting dyes. This property can be used with advantage for the production of wash-fast dyeings or Use prints in such a way that those colored or printed with the new dyes are used Fibers or fabrics treated with acidic or alkaline agents.

The parts given in the examples below are parts by weight.

. .

example 1

A mixture of 32.5 parts of anthraquinone-i (N), 2-benzacridone and 250 parts of phosphorus oxychloride is heated to boiling for 3 hours while stirring. After cooling down the precipitated reaction product is suctioned off, washed with benzene and ether and dried in vacuo.

38 parts of the compound obtained are then added over the course of 2 hours with stirring in a solution of 38 parts of sodium sulfite in 150 parts of water at a temperature below 10 ° Entered temperature, and the whole thing is stirred for a few hours. After Removal of small amounts of regressed, insoluble anthraquinone-i (N), 2-benzacridone by suction is either the water-soluble dye from the filtrate deposited by salting out or by evaporation. The new dye is obtained in Form of reddish-tinged blue crystals in a yield of more than 80% of the calculated amount. It dissolves easily in water with a blue color; with the addition of acidic or alkaline agents After a short time, anthraquinone-i (N), 2-benzacridone falls into the aqueous solution the end.

Example 2

A mixture of 42.8 parts Indanthrenrotviolett RRK (see FIG. Schultz, dye tables 1931, no. 1260), 180 parts of nitrobenzene and 100 parts of phosphorous pentachloride was heated to 150 ⁰ for so long until no more starting material can be detected. After cooling, the separated compound is filtered off with suction, washed with benzene and ether and dried in vacuo.

The compound obtained is then introduced in the form of a fine powder in a yo ° warm solution of 60 parts of sodium sulfite in 300 parts of water and the whole is heated for about an hour to 90 Va ^0th It is then filtered off with suction while hot and the residue is washed out with hot water. The dye is separated from the concentrated, reddish blue filtrate with the help of table salt in the form of reddish blue crystals, which easily dissolve in water with a blue color. When acids or alkalis are added, the original dye is reformed. Cotton is dyed in reddish-tinged blue shades from the aqueous solution of the dye. On aftertreatment with acids or alkalis, the color changes to red-violet with regression of the original dye, and the color becomes washable.

Example 3

A mixture of 44.2 parts of indanthrene violet FFBN (cf. Schultz, color tables 1931, no. 1259, in connection with Schultz, color tables 1932, p. 132), 250 parts of phosphorus oxychloride and 60 parts of phosphorus pentachloride are added with stirring Heated to the boil for 6 hours. Then it is allowed to cool down and the precipitated reaction product is sucked off Wash it off with benzene and ether free of phosphorus oxychloride and dry.

47 parts of this compound are dissolved in a solution of 60 parts of sodium bisulfite with stirring entered in 500 parts of water. The mixture is then stirred for a further 3 hours, suctioned off and washed out of the residue of the water-soluble dye with hot water. It is separated from the filtrate either by salting out or by concentration. It is obtained as a dark blue powder that easily dissolves in water with a blue color. When adding acids to aqueous In solution, the original dye, the indanthrene violet, is restored.

The dye is drawn from an aqueous solution in blue tones onto the vegetable fiber. After treatment with dilute acids, e.g. B. 2 ° / cent sulfuric acid is converted back into the water-soluble blue dye in the water-insoluble purple _x \ usgangsfarbstoff.

Claims (1)

Claim: Process for the production of water-soluble dyes of the anthraquinone acridone series, characterized in that anthraquinone acridones are reacted with phosphorus halides and the obtained Compounds treated with water-soluble salts of sulphurous acid. 5028 5.