DE107516C - - Google Patents

Description

IMPERIAL

PATENT OFFICE.

PATENT LETTERING

CLASS 22: dyes, varnishes, lacquers.

Patented in the German Empire on February 21, 1897.

The (X ₁ a ₄ -amidonaphthol-β ₂ ct ₃ -disulphonic acid (B). Is distinguished by the fact that, in combination with diazo bodies, it produces azo dyes of exceptionally deep shades. It has now been observed that one can use the method described in FIG Amido group-alkylated acid can go considerably further in the deepening of the shade; the new U ₁ a ₄ -alkylamidonaphthol-β ₂ a _g -disulfonic acid is even among all the dye components shown so far that with which the bluest and greenest hues are achieved. In this way it differs advantageously from the other alkylated amidonaphthol sulfonic acids described up to now (cf. Patents 86716, 90274, 95624).

To execute the. The methods known for amidophenols are used for alkylation, but with caution that the sulfo group in the a ₃ position is not eliminated again by too high a temperature. To z. B. to win the ethylated acid, 3 kg of the Ct ₁ a ₄ - amidonaphthol-ß ₂ -monosulfonic acid according to the process of the English patent 19253/1895 are converted into the ß ₂ a ₃ -disulfonic acid, the latter then in 15 l of water and 0 5 kg of soda, and the solution with the addition of 10 1 1.5 1 alcohol and ethyl bromide in the closed Gefä'fs about heated for 12 hours at 90 ⁰ C.. It is then acidified and alcohol and bromoethyl are distilled off. The alkylated acid crystallizes from the concentrated solution; it is more readily soluble than the non-alkylated acid, and can only be separated with difficulty by means of common salt. With nitrous acid it gives a yellow solution which does not turn purple with soda. By heating with dilute sulfuric acid to 130 ⁰ C. CTG Suifogruppe is cleaved.

In the following examples, the above occurs using the new alkylamidonaphthol disulfonic acid The progress achieved clearly shows:

1. A solution of the diazo compound obtained in a known manner from amidoazobenzene it is poured into a solution of the molecular amount of ethylamidonaphthol disulfonic acid kept alkaline with soda. The dye is formed immediately and is isolated by salting out; he dyes wool blue-green in an acid bath, while with other dye components only red, burgundy or blue-black tones can be achieved.

2. Naphthionic acid is diazotized in a known manner; the free mineral acid is blunted with sodium acetate, and then a solution of the molecular amount of alkylated Amidonaphthol disulfonic acid too. After the formation of the dye, the mixture is boiled and salted out. The dye dyes wool blue while using other dye components only red or gray-violet tones can be obtained.

3. p-nitroaniline is diazotized in the usual way. The diazo solution flows to a soda-alkaline held solution of the molecular amount of ethylamidonaphthol disulfonic acid. Of the Dye is created quickly and is

Claims (1)

salt insulates in the warmth; he dyes wool black while using other dye components only gets Orseille or purple tones. A monoazo dye of the same deep shade has not yet been obtained been. 4. Dehydrothio-p-toluidinesulfonic acid is used in diazotized in the usual way; the diazo compound flows into a soda-alkaline solution the molecular amount of ethylamidonaphthol disulfonic acid. A dye is obtained which dyes wool and cotton in greenish steel-blue tones, while otherwise only achieves red or gray-violet tones will. 5. p-Amidosalicylic acid is known according to Method diazotized, coupled with a-naphthylamine, and the amidoazo compound obtained as usually further diazotized. The diazo compound obtained provides in the molecular amount Ethylamidonaphthol disulfonic acid, combined in an alkaline solution, is a dye which Dyes wool in green tones and attaches the same shade to chromed wool. The dye shows good fastness properties. With other dye components is used to Sometimes no result at all is achieved, and sometimes brown or black tones result. 6. The tetrazo compound from tolidine is first coupled with a molecule of salicylic acid and the intermediate product obtained is then combined with an alkaline soda solution of the molecular amount of ethylamidonaphthol disulfonic acid (expediently in the presence of a little sodium hydroxide solution). The tetrazo dye obtained is salted out while hot and dyes unheated cotton in a pure green. All previous nouns green cotton dyes could only be produced by a much larger accumulation of dye-forming groups in the molecule (cf. American patents 514599 and 603645). The corresponding combination with A ₁ a ₄ -Aethylamidonaphtol-ß ₂ ß% - disulfonic acid gives only one olive. In other cases it is known to be purple. brown, red, etc. dyes obtained. Pateντ claim: Process for the preparation of azo dyes from C ₁ c. _4- Ethylamidonaphthol-β ₂ or ₃ -disulfonic acid, consisting in the fact that this acid is combined with diazoazobenzene, diazotized naphthoic acid, diazotized p-nitraniline, diazotized dehydrothiotoluidine sulfonic acid, the diazoic acid aolide-cyl-amido-naphthic acid compound from -azo-salicylic acid.