DE436533C - Process for the preparation of dyes of the anthracene series - Google Patents

Description

Process for the preparation of dyes of the Anthraea series. It is known that when the halobenzanthrones etc. obtainable according to patent 193959 are fused with caustic alkalis or alkali alcoholates, valuable violet vat dyes are formed (patent 19q.252).

It has now been found that this dye formation is extraordinary runs easily and smoothly under certain circumstances even at normal temperature, if the halogen compounds mentioned are treated with metal arylides.

Example i.

8 parts of metallic sodium are mixed with 400 parts of anhydrous aniline converted into sodium anilide. In the solution of sodium anilide cooled to 15 ° in aniline one carries 40 parts of chlorobenzanthrone at once (obtained according to Example 5 of patent 193959), the temperature of the melt being about Increased 25 ° and the initially red-brown solution color changes into a pure carmine red. The mixture is then stirred at 25 ° i for up to 2 hours until the formation of the dye has ended, and works up the melt, either by suction at about 50 ° and treatment the residue with steam or dilute hydrochloric acid or by pouring the raw melt in dilute acids. The precipitated dye is filtered, washed and dried. It can be made by dissolving from warm concentrated sulfuric acid cleaned and made into dough form and colors the vegetable fiber in bright red-violet tones.

The temperature of the melt can be changed within wide limits. At the boiling point of aniline, dye formation proceeds in a similar way in front of you as at ordinary temperature. The sodium can also be replaced by other metals, such as potassium, etc., to be replaced; also other suitable solvents can be used instead of aniline, such as B. monomethylaniline are used.

Instead of chlorobenzanthrone, other halogen compounds from patent 193959 can also be used. Example e. 17 parts of metallic calcium are heated to boiling with 40o parts of anhydrous aniline and 0.04 parts of nickel oxide in a stream of nitrogen until the calcium has almost completely disappeared. 40 parts of chlorobenzanthrone are introduced into this solution at 160.degree. C. and the melt, which is immediately red-violet in color, is heated to boiling until the formation of the dye has ended. The melt can be worked up in the manner indicated in the previous example. The dye obtained in good yield is a dark powder that dissolves in concentrated sulfuric acid with the green color of Iso-Violanthren. Example 3.

io @ parts of magnesium shavings - are made with 400 parts of aniline and 0.5 parts Sodium amide is cooked until almost all of the magnesium is converted into magnesium anilide is. In the solution or suspension of magnesium anilide cooled to 150 ° Entered 40 parts of chlorobenzanthrone and stirred for about 2 hours at 150-155 °.

The melt is worked up in the usual way. example In a solution or suspension of 15 parts of aniline sodium in zoo parts of anhydrous Aniline are available in a stream of nitrogen at 100 parts 6-Bz-i-dichlorobemanthrone ( - e.g. B. by treating 6-chlorobenzanthrone with sulfuxyl chloride; yellow. Needles from a melting point of 262 to 26q. ° yields a chloranthraquinone carboxylic acid by oxidation with chromic acid. whose amide can be converted into i-amino-6-chloroanthraquinone in a known manner) registered. The temperature rises to 116 to 118 ° and will last for about 1 hour kept on this hell. One works the melt, which has assumed a purple color has, as indicated in example i, on and cleans the crude 6 # .6'-dichloroisodibenzautbron. by crystallization from concentrated sulfuric acid. It forms a black-violet Powder that is difficult to dissolve in concentrated sulfuric acid with a green color. on Cotton delivers violet-blue dyeings from a blue vat, which after treatment with boiling soap solution, washing out and drying at ordinary temperature, in contrast to isodibenzanthrone and its halogen derivatives known up to now, practically do not become reddish when moistened.

If the 6-Bz-i-dichlorobeiizanthrone is replaced by the 8-Bz-i-dichlorobenzanthrone (yellow needles with a melting point of 218 to 22o °), the 8 # 8'-dichloroisodibenzanthrone is obtained, the cotton from the blue vat dyes vividly red-violet. The 8-Bz-i-dichlorobenzanthrone is z. B. obtained by treating 8-chlorobenzanthrone (which is obtained from the product of the Glycerine and sulfuric acid on a-chloranthraquinone in the presence of aniline sulfate according to patent 2o5294 can isolate by fractional crystallization, yellow needles with a melting point of 17q. °) with chlorinating agents. By oxidation it provides one Chloranthraquinone carboxylic acid, which is converted into i = amino-8-chloroanthraquinone leaves.

Claims (1)

PATENT CLAIM Process for the representation of dyes - the anthracene series, consisting of the. halogen compounds available according to patent 193959 treated with metal arylides,