DE427970C - Process for the production of sulfur-containing condensation products - Google Patents

Description

Process for the production of sulfur-containing condensation products. Upon the action of sulfur chloride on mixtures of azobenzene or its analogues with phenols or aromatic amines, sulfur-containing condensation products are formed, some of which are dyes themselves, some of which are post-treated with concentrated or fuming sulfuric acid. Instead of the chlorosulfur one can also use elemental sulfur in the presence of bromine or by condensing use effective metal salts. You can also first mix the azobenzene with the amine or phenol condense to a sulfur-free compound and then the sulfur or let sulfur chlorine take effect. Example i.

To a liquid mixture of 182 parts of azobenzene with 135 parts Chlorosulfur is allowed to slowly flow in 9.1 parts of molten phenol, with a vigorous reaction takes place with evolution of hydrochloric acid. Gradually you become “Välmt” to 17o "until, with repeated reaction, the color of the mixture turns dark green turns over. When cooling, the melt solidifies to a blue-green solid mass, which are in dilute sodium hydroxide solution and in concentrated sulfuric acid with blue Color dissolves.

Example 2.

182 parts of azobenzene are mixed with 15o parts of o-cresol and 15o parts of sulfur powder and 20 parts of zinc chloride heated to 10 ° for four hours. The deep blue melt is extracted from a small amount of benzidine produced as a by-product freed with dilute acid or with alcohol. The remaining dye dissolves turns blue in concentrated sulfuric acid and becomes more alkaline Hydrosulfite solution was added to form a yellow vat, which cotton stains in blue-green tones.

Example 3.

21o parts of o-azotoluene are mixed with 135 parts of chlorosulphur. A solution of 10 8 parts of o-cresol in 50 parts of nitrobenzene is added. It kicks a vigorous evolution of hydrochloric acid. When heated, the red-brown color of the Reaction mixture darker and finally turns green above 2oo ''. : Ulan maintains this temperature for half an hour and then drives the nitrobenzene from the melt by steam. The dye dissolves in a dark green in concentrated form Sulfuric acid, olive "dark green in sodium sulphide and in alkaline hydrosulphite solution.

Example 182 parts of azobenzene are made up with 135 parts of chlorosulphur ; heated o to 8o °; 1:15 parts of j3-naphthol are gradually added to this, with hydrochloric acid escapes. The brown reaction mixture is slowly stirring further heated. At about 16o ° the mass changes color while foaming at the same time deep green. After the melt has cooled down and crushed, a moss-green color is obtained Powder made in concentrated sulfuric acid with blue, in sulfuric sodium solution with green, is soluble in alkaline hydrosulphite solution with a yellow-brown color.

If you heat this dye with five times the weight of one five percent fuming sulfuric acid, hydrogen chloride slowly escapes and sulfur dioxide. Obtained by pouring the blue, viscous solution into water a dye of altered properties, which is obtained from its solution in sodium sulphide Dyes cotton in real olive tones. Example 5.

13s parts of chlorosulphur are added to 182 parts of molten azobenzene and to this end with gentle warming in small portions of i 2o parts of diphenylamine. As soon as the development of hydrochloric acid has ended, the mixture is heated with stirring until the color changes to green, which enters with violent foaming. The black-green melt will powdered after cooling. The product is blue in concentrated sulfuric acid soluble, insoluble in sodium sulfite and sodium hydrosulfite solution.

It is heated to six times its weight and five percent fuming sulfuric acid until a uniform blue mass is formed. When pouring blue-black flakes precipitate in water, and in alkaline hydrosulphite solution as well as in sodium sulphide solution slightly yellow or green in solution go and dye cotton real olive.

Example 6.

Used instead of diphenylamine in the previous example 186 parts by weight of aniline, so! Is also initially formed in sodium sulphide and sodium hydrosulfite insoluble, in concentrated sulfuric acid with light blue Color soluble body that becomes soluble by heating with concentrated sulfuric acid in sodium sulphite and hydrosulphite solution.

Claims (2)

PATENT CLAIMS: i. Process for the preparation of sulfur-containing condensation products, consisting in that mixtures of azobenzene or its analogues and aromatic amines or phenols are treated with chlorosulfur or sulfur in the presence of condensing agents and the colored compounds obtained are optionally heated with concentrated or fuming sulfuric acid. 2. Modification of the method according to claim i, consisting in that one chlorosulfur or sulfur on condensation products of azo compounds and amines or phenols can act.