DE150914C - - Google Patents

Description

IMPERIAL

PATENT OFFICE

The purpose of the method is to produce monoazo dyes, which, on wool colored, after treatment with dichromate and lightfast dark brown tones deliver. The dyes are obtained by combining diazotized naphthylamine sulfonic acids with m-amidophenol and its homologues. Here the conditions be chosen so that the azo bond takes place in the ortho division to the hydroxyl, otherwise the effect of the chromium plating does not occur. This type of intervention is achieved with amidophenol by combining in acidic solution; when using Amido-p-kresql, this arises as a result the position of the methyl group is always the desired orthoxyazo body.

The dyes of patent 71229 show no analogy of constitution with the dyes described here. The latter contain an azo bond in the ortho position to OH and in the para position to 'NH ₂

OH

X-N = N

while in the azo derivatives of amidophenol sulfonic acid III

OH

just the place occupied by the azo group, through S Ο. _Λ Η is busy. The entry of azo groups in the case of acid III takes place in the para position to O H. This can already be seen from the fact that the azo dyes in question are analogous to those from the amidocresol

OH

The azo derivatives that can be represented do not show a noticeable change in color during the subsequent chromium plating, while the dyes with OH in the ortho position to the azobindication that can be obtained by the present process completely change their shade.

The method described in patent specification 119829 is also essentially different from that present different. The 119829 patent relates to the manufacture of disazo dyes with amidophenolsulfonic acid III in the middle position. Your constitution is how out that of the monoazo derivatives of acid III undoubtedly gives the following:

OH

SO ₃ H

Diazo connection
5 ^of Combined
with Color of
aqueous
solution Same
after addition
of soda
lye Color of
Solution in
conc.
H ₂ SOi coloring
direct on wool
chromed ι 4-naphthylamine
io sulfonic acid m-amido
phenol orange yellow Red fuchsin red orange Brown ι · 5-naphthylamine-
15 sulfonic acid o-amido
p-cresol orange blue red fuchsin red orange Brown 1 7-naphthylamine
20 sulfonic acid m-amido
phenol orange yellow Red fuchsin red brownish
orange Brown 2 G-naphthylamine
₂ _ sulfonic acid o-amido
p-cresol orange yellow Red Red orange Brown ■ 2 7-naphthylamine
sulfonic acid
30th m-amido
phenol orange yellow Red blue red
blue red orange black
Brown ι 3 6-naphthylamine
disulto acid
35 o-amido
p-cresol orange yellow Red orange brownish
orange black
Brown 2 3 6-naphthylamine
disulto acid
40 m-amido
phenol
o-amido
p-cresol orange yellow yellow Red orange yellow-orange Brown 2 6 8-naphthylamine
disulfonic acid
45 m-amido
phenol orange yellow yellow Red orange yellow-orange Brown o-amido
p-cresol orange yellow Red orange orange orange yellow Brown m-amido
phenol orange yellow yellow Red Orange red yellow-orange Brown o-amido
p-cresol orange yellow blue red Red orange yellow-orange greenish
Brown m-amido
phenol orange yellow blue red Orange red yellow-orange greenish
Brown o-amido
p-cresol yellow yellow Red Red orange yellow-orange. yellow-brown m-amido
phenol yellow yellow Red orange yellow yellow-orange yellow-brown o-amido
p-cresol yellow blue red orange orange yellow yellow-brown yellow blue red orange yellow yellow-brown.

They contain two azo groups in the ortho position, but not a hydroxyl in the ortho position to an azo group, as can be concluded from the introductory sentences of the description could. In the case of these dyes, the behavior during the chromate treatment is presumably determined by caused the neighboring azo groups.

Example: 22.3 kg of 1x7-naphthylamine sulfonic acid are diazotized in a known manner. The solution of the diazo compound is left

Solution of 12.3 kg

. in a

cresol, 12 kg sodium hydroxide solution (40 ⁰ Be.)
Pour 22 kg of soda into 500 l of water.

o-Amido-p- and As soon as the reaction has ended, one warms up to 60 ° and the dye is also precipitated Table salt. It is soluble in water with an orange-red color and directly dyes wool reddish orange in an acid bath, which turns dark brown through further treatment with bichromate transforms.

An analogous dye with almost the same coloring properties is obtained if instead of amidocresol II kg of m-amidophenol is used. But must be in it Acetate can be used in place of soda as a neutralizing agent.

If the ι · 7-naphthylamine sulfonic acid is replaced by using other naphthylamine sulfonic acids, dyes of the same typical type are obtained Properties that show only slight differences in the scale.

The properties of the individual combinations result from the adjacent Tabel.

Claims (1)

Patent claim: Process for the preparation of monoazo dyes, which in the aftertreatment with bichromates the animal Dye fibers really dark brown by combining diazonaphthalene sulfonic acids with m-amidophenol or its Homologues. BERLIN. PRINTED IN THE REICHSDRUCKEREI.