DE110711C - - Google Patents

Description

IMPERIAL

PATENT OFFICE.

The primary disazo dyes that have become known and are now on the market from amidonaphthol disulfonic acids contain the auxochrome group only in the one used to build up used amidonaphtol; the diazo compounds are either derived from unsubstituted ones Bases or derivatives thereof in which the substituents are only salt-forming or introduce indifferent groups. It has now been found that one can build up of primary disazo dyes, starting from the amidonaphthol disulfonic acid K, also certain, May use auxochrome groups containing diazo compounds, such as. B. nitroamidophenol, Nitroamidophenol sulfonic acids or picric acid. One gets in this way Dyes, which have the character of stain dyes, and especially in post-treatment with chromium salts on the fiber result in deeper and significantly more real nuances. From the other amidonaphthol disulfonic acids, such as. B. the amidonaphthol disulfonic acid S or of the amidonaphthol disulfonic acid H, can be obtained with the aid of the nitrided amidophenols Disazo dyes do not represent technically. Only worthless mixtures are obtained here, but no commercially usable products.

Examples.

i. Picramic acid azo-K acid azo-aniline.

22.1 kg of picramic acid soda are dissolved in 1000 l of water, 6.9 kg of nitrite and then 30 kg of hydrochloric acid 20 ^° B. are added. After some stirring, the diazotization is complete. The neutral solution of 34 kg of the acidic solution is then poured into this diazo solution; Pour in the sodium salt of the K-acid and 5.5 kg of soda. After about 20 hours of stirring, the coupling is complete. The diazo solution obtained in the usual way from 9.3 kg of aniline and an amount of sodium acetate corresponding to the free acidity are then added. After several hours of stirring, the formation of the disazo dye is complete. It is then salted out, pressed and dried. The new dye is a red-bronze powder that dissolves well in water, but is almost insoluble in alcohol. The solution in concentrated sulfuric acid is colored green. The new dye turns wool green-black in an acidic bath. Post-treatment with chromium salts changes the shade of the coloration only insignificantly, but increases the authenticity considerably.

2. α-Naphthylamine-azo-K-acid-azo-picric acid.

In that obtained from 14.5 kg of a-naphthylamine Diazo solution is made a solution of 34 kg of the acidic sodium salt of K-acid and Infuse 5.5 kg of soda. After about 12 hours of stirring, it is neutralized with sodium hydroxide solution and mixed with 20 kg of soda. One then adds in a manner as described in Example 1 Add diazo solution obtained from 22.1 kg of picramic acid soda, stir for some time,

Picramic acid - (- K acid +
aniline +
a-naphthyl
amine +
p-Ni
tranilin +
ρ - chlorine
aniline +
Sulfanil
acid +
o-to-
luidine
sulfonic acid aniline
+ a-naphthyl
amine
+ p-Ni
tranilin
+ ■ p-chlorine
aniline
+ Amidoazo-
benzene
■ + o-to-
luidine K-acid -J- picric acid bronze
coloured bronze
coloured bronze
coloured bronze
coloured bronze
coloured bronze
coloured Appearance
of
Dye bronze
coloured bronze
coloured bronze
coloured bronze
coloured bronze
coloured bronze
coloured sulfonic acid
+ blue green green green blue green blue blue green solution
in
water blue green green green
black blue green Blue green Blue not
changes blueness
precipitation green
precipitation red
purple
precipitation red-blue
precipitation reddish tinged
blue additive
from
Caustic soda not
changes blue-green
precipitation blue-green
precipitation blueness
precipitation purple
precipitation purple
precipitation yellow-green reddish tinged
blue pure
yellow-green cloudy green blue
black yellow-green solution
in
sulfuric acid yellow-green reddish tinged
blue green pure
yellow-green pure
yellow-green pure
yellow-green blue-green
precipitation blueness
precipitation blue-green
solution blue-green
precipitation red-blue
precipitation red
purple
Solution. At the
Dilute
with
water blue-green
precipitation blueness
precipitation blueness
precipitation red-blue
precipitation blueness
precipitation blueness
precipitation

aniline
+ α-naph-
tylamine
+ Sulfanil
acid
-f o-to-
luidine
sulfo-
acid
+ chlorine
aniline
+ Amido
azobenzene
+ p-Ni
tranilin
+ K acid + nitroamidophenolsulfonic acid Brown-
bronzy
powder Brown-
bronzy
powder Brown-
bronzy
powder Brown-
bronzy
powder red
bronzy
powder Brown-
bronzy
powder Brown-
bronzy
powder Nitroamidophenol sulfonic acid + K acid +
aniline +
a-naph-
tylamine +
Sulfanil
acid +
o-to-
luidine
sulfo-
acid +
chlorine
aniline . +
Amido
azobenzene +
p-Ni.
tranilin Appearance
of
Dye blue greenish
blue blue blue greenish
blue black
blue blue Brown-
bronzy
powder Brown-
bronzy
powder Brown-
bronzy
powder Brown-
bronzy
powder Brown-
bronzy
powder Brown-
bronzy
powder Brown-
bronzy
powder solution
in
water violet
blue violet
bluer
Low
blow blue
violet violet violet
blue blue
purple
Low
blow blue
purple
Low
blow blue blue blue blue] blue blue blue
black additive
from
Caustic soda gray-green blue blue green blue green gray-blue green blue not
changes not
changes not
changes not
changes not
changes not
changes bluer
Low
blow solution
in
sulfuric acid greener
Low
blow greenish
bluer
Low
blow purple
Low
blow red
purple
Low
blow greener
Low
blow blue-
black
zer
Low
blow violet-
black
zer
Low-
blow green green Blue green green gray-green blue
black green At the
Dilute
with
water bluer
Low-'
blow blue-
black
zer
Low
blow violet
blueness
solution violet
blueness
solution bluer
Low
blow black
bluer
Low
blow blue-
black
zer
Low
blow.

warms up and salts the disazo dye thus formed the end. It is a brown powder with a vivid bronze sheen and is in water easily soluble. Its solution in concentrated sulfuric acid is green. The dye stains wool green in acid bath. The authenticity of the dyeings becomes essential after chrome plating elevated.

3. Nitroamidophenolsulfonic acid - a ζ ο -

K acid azo aniline.
25.6 kg nitroamidophenolsulfosaures soda (obtained by nitration of o-Amidophenolsulfosäure in sulfuric acid solution) are diazotirt with nitrite 6.9 kg and 30 kg of hydrochloric acid 20 ⁰ B.. The solution of 34 kg of the acidic sodium salt of K-acid, 5.5 kg of soda and 5 kg of crystallized sodium acetate is then run into the diazo solution thus obtained. The combination is finished after about 20 hours of stirring. If one adds 18 kg sodium hydroxide solution 40 ⁰ B. and 30 kg of soda added, wherein the red color of the solution changes to blue violet; the diazo solution obtained in the usual manner from 9 ^ 3 kg of aniline is then added to this. After some stirring, the formation of the disazo dye is complete. It is then warmed up, salted out, pressed and dried. The dye is a powder shining bronze. It dissolves in water with a blue color, in concentrated sulfuric acid with a green color. It is insoluble in alcohol. He dyes wool green-black in an acidic bath. After treatment with chromium salts, the fastness of the dyeings is considerably increased without the shade being significantly altered.

4. Aniline-azo-K-acid-azo-nitroamidophenolsulfonic acid.

In the kg in the usual manner from 9,3 aniline means 30 kg of hydrochloric acid 20 ⁰ B. and 6.9 kg nitrite diazo solution prepared läfst a solution of 34 kg of acid sodium salt of K-acid and 5.5 kg of soda einfiiefsen . After stirring for about 12 hours, kg of sodium hydroxide solution and 30 kg of soda are added. The diazo solution obtained from 25.6 kg of sodium nitroamidophenolsulfonate is then added. After some stirring, the mixture is warmed up and the dye is salted out. The disazo dye obtained is a brown, bronze-shining powder. It is soluble in water with a green-blue color, and in concentrated sulfuric acid with a green color. He dyes wool green in an acid bath. The authenticity of the dyeings is significantly increased by post-treatment with chromium salts.

The dye classes which can be represented by the examples given are in general those more valuable which contain nitrodiazophenol in second place.

Claims (3)

Patent Claims: 1. Procedure for the preparation of new auxochrome-rich primary disazo dyes, consisting in the fact that the diazotized picric acid and peri-amidonaphthol disulfonic acid are used K monoazo dye represented in the presence of mineral acid a) either in acidic solution,. b) or in an alkaline solution allows a molecule of the diazo compounds listed below to act. 2. Method of rendering new auxoc.hromal rich primary disazo dyes, consisting in the fact that one . wart of mineral acid from the diazo compounds listed below and peri-amidonaphthol disulfonic acid K shown monoazo dyes a) either in acidic solution, b) or in an alkaline solution allows a molecule of diazotized picric acid to act. So far, the diazo compounds of the following amines have been used: aniline, Sulfanilic acid, a-naphthylamine, amidoazobenzene, p-nitroaniline, chloroaniline and 0-T0-luidinsulfonic acid. 3. The replacement of picric acid by amidonitrophenol sulfonic acids.