DE292360C - - Google Patents

Description

ISSUED ON OCTOBER 11 t920

CLASS 22 e GROUP

Kalle & Co., Akt-Ges. in Biebrich a. Rh.

Process for the preparation of indigoid dyes. Patented in the German Empire on November 15, 1912.

In the patent specification 207097 it was shown that reactive isatin-a-derivatives with phenols, which contain a free ortho division, provide indigoid dyes. Furthermore, in Patents 241997 and 245281 vat dyes described by the action of phenooxynaphthocarbazoles or a-naphtholazo dyes on isatin-a-derivatives arise. It is also known that m-oxydiphenylamine lets condense with Isathva derivatives, but none that are technically useful Dyes are obtained (monthly magazine for chemistry 29, p. 391).

It has now been found that one can valuable vat dyes from brownish-blue to greenish-black nuances of high fastness if one takes the place of the phenols listed in the patents mentioned and phenol-like compounds aminonaphthols substituted in the amino group, namely Arylaminooxynaphthalenes or oxynahptimidazoles, with free ortho position, with isatin aerivaten condensed, where "aryl" is generally the nucleus of a primary base, such as tolyl or Naphthyl, means. Instead of the arylaminonaphthols and oxynaphtimidazoles can also their substitution products, e.g. B, the halogen derivatives, can be used. But there are Derivatives for the production of vat dyes are less suitable, the solubilizing ones . Groups such as the sulfo group contain. Isätin-a-derivatives also include the core (ζ. Β. Halogen) substitution products as well as homologues and analogs understood. The received Dyes can be improved in their coloring properties by halogenation.

Since one by condensation of those mentioned in the patent 207097 substituted Naphthole only contains dyes that produce blue colorations on the fiber, so it was not allowed expect that using the amino-substituted aminonaphthols black vat dyes of great authenticity. With the help of Phenooxynaphthocarbazole Although black vat dyes are also produced, it was not to be concluded from this that one could also use them of relatively simply - built aminonaphtholeri, how. they represent the arylaminonaphthols and the naphtimidazoles, black vat dyes would be able to get. Furthermore, the use was the one claimed here Products not readily given.

Example 1. ..

■ 6 kg of 5-chloroisatin ~ 2 · p-chloroanilide and 4.7 kg 5-Oxy-i-phenylnaphthylamine are with 30 kg Acetic anhydride is heated until the dye has formed. "After cooling down the mass is filtered and washed with alcohol. . -. .

When dry, the dye forms a dark blue powder that is concentrated in Sulfuric acid dissolves with a pure blue color. Treated with alkaline reducing agents, delivers he a yellow vat from which wool is dyed in brownish-black tones.

Example 2.

5.2 kg of 6-oxy-2-phenyl-i ■ 3-naphtimidazole will be heated with 4.5 kg isatin-a-anilide and 25 kg acetic anhydride, t> is the condensation

ends is. After cooling, it is filtered, washed with acetic acid and alcohol and dried. One obtains -., Gin, shimmering black powder which, in sulfuric acid, has a deep blue color. © äfrShftsL '-. FJe & the treatment with reduction, smrtte4il ·';supplies; over dye a yellow vat "from" which he grows on wool in real black nuances ·.

Example 3.

2.3 kg of the condensation product from Isatina anilide + 5-oxy-i-phenylnaphthylamine dissolved or suspended in 70 kg of nitrobenzene and then using 3.2 kg of bromine in the usual manner in the dibromo derivative converted.

After filtering, washing (with alcohol) and drying, a blue-violet powder is obtained, that in hot nitrobenzene with pure blue, in concentrated sulfuric acid with blue-green Color is soluble. When treating with alkaline reducing agents, a yellow color appears The vat from which the wool, when hung in the air, is excellent in greenish-black nuances Authenticity is colored.

If, instead of 3.2 kg of bromine, 6.4 kg of bromine are used for post-halogenation of the aforementioned starting dye, one arrives at Tetrabromo product, which in its properties' with the. Dibromo derivative matches and only ' provides slightly greener tones when vat. . .

Claims (1)

Patent Claim:. . Process for the preparation of indigoid dyes, consisting in that 'one in the Amino group of aminonaphthols with a free ortho-substituted arylaminonaphthols or naphtimidazoles or their derivatives with isatin- substituted by non-solubilizing atoms or groups. a-derivatives condensed, with under Isatina-derivatives also understand their core substitution products, homologues and analogs, and the dyes obtained optionally treated with halogen.