DE610068C - Process for the production of dyes - Google Patents

Description

Process for the preparation of dyes It is known that in the condensation of secondary or tertiary aromatic amines with aromatic amines Aldehydes leuco bases from dyes are formed by oxidation in the presence from acids to triarylmethane dyes. It is also known by Condensation of Tereplithaloylchlorid with tertiary aromatic amine dyes that are more yellowish than malachite and brilliant green.

It has now been found that triarylmethane series dyes are obtained can, if mAn by processes known per se, secondary or tertiary aromatic Amines with aromatic dialdehydes or like aromatic dialdehydes under the reaction conditions -reacting compounds condensed and the leuco bases obtained by oxidation converted into the corresponding triarylmethane dyes in the presence of acids. These dyes have the advantages of particularly deep nuances over the known and great color strength. You can use this procedure to produce dyes with blue-black Get tones that were previously not possible with triarylmethane dyes. Suitable secondary or tertiary aromatic amines are, for example, Monoalkylanifne, Monooxalkylaniline 'or Dimethylani.lin, diethylaniline, Dioxäthylanihn, N-oxäthyltetrahydroquinolin, Dialkyl - m - aminopheaaole and their substitution products. Suitable aromatic Dialdehydes are z. B. isophthalaldehyde, terephthalaldehyde, diphenylp # p'-dialdehyde, @ o-Chloroisophthalaldehyde and the like Like aromatic dialdehydes under the reaction conditions reactive compounds are e.g. B. w # w # w '# w' - Tetrah, alog enedialkylbenzenes, like w # w # w '# w'-TetracIl7orm-xylene, w # w # w # w' # w '# w'-Hexa.halodialkylbenzenes, like w # w # w # w '# (,)' - c >> '- H! exachlorm-xylene etc.

The condensation is in the position here of triarylmethane dyes usual way, e.g. B. by heating the amine with the aldehyde in the presence of Condensation agents, such as zinc chloride, mineral acids, etc., carried out in the heat, whereupon the leuco bases obtained by oxidizing agents such as lead peroxide or Manganese dioxide, in the presence of acids into the corresponding triaryhnethane dyes be transferred. If desired, sulfonic acid groups can also be added to the dyes obtained be introduced. You can also use components which already contain sulfonic acid groups go out. B.eispi, el i -15 parts of terephthalaldehyde are mixed with 50 parts of dimethylaniline and 20 parts of zinc chloride heated to 100 ° while stirring, until the formation of the leuco base has ended. Thereupon the reaction mixture is with added dilute sodium hydroxide solution and the unreacted dimethylaniline through Distillation removed with steam. The leuco base obtained is in the usual Way oxidized with lead peroxide to the dye, whereupon the resulting dye deposited as zinc chloride, oriddople salt and, if necessary, a few more times falls over for cleaning. It dyes tannin cotton in blue-black shades. Example 2 A mixture of 5.4 parts of terephthalaldehyde, 2.4.4 parts of diethylaniline and 300 parts of 8oo% sulfuric acid is heated to the boil for about 12 hours. After completion of the implementation, the solution is made solo alkaline, whereupon the excess Diethylaniline is removed by distillation with steam. In the case of oxidation The leuco base formed by lead hyperexide contains mancine dye, which tannicates Dyes cotton in blue-black tones. Example 3 A mixture is heated up 13 parts of Ter: ephthalaldehyde, 71 parts of N-oxethyltetrahydroquinoline and 40o parts concentrated hydrochloric acid to 9o to 10o ° until the leuco base is formed is finished, whereupon the deep orange colored solution is diluted with water and washed with soda is neutralized. The deposited leuco base is then calculated with the Amount of bleed peroxide is oxidized in the cold to the dye, which in the usual way as Zinc chloride double salt is deposited. He dyes tannic cotton green-black Tones.

Claims (1)

PATENT CLAIM: Process for the production of dyes, thereby characterized in that one makes processes known per se secondary or tertiary aromatic amines with aromatic dialdehydes or like aromatic dialdehydes under the reaction conditions reacting compounds condensed and the: obtained Leuco bases converted into the corresponding dyes in the usual way.