DE185986C - - Google Patents

Description

W; Π '

IMPERIAL

PATENT OFFICE.

PATENT LETTERING

- 'M 185986 CLASS 22 c. GROUP

Patented in the German Empire on November 15, 1904.

The ρ - nitroso - ρ - acetaminodiphenylamine and its sulfonic acids, which one by action of nitrous acid on Acetaminodiphenylamiri respectively. its sulfonic acids obtained in solution of alcoholic hydrochloric acid can be compared with the unsymmetrical Diaryl - ι · 3 - naphthylenediamine sulfonic acids too blue dyes condense to the

■ Part immediately, partly after sulphonation for Wool dyeing are suitable. The acetyl still contained in the condensation products. group can easily be split off, and then one arrives at a further row immensely valuable lightfast and millfast blue wool dyes. Instead of the acetyl compounds the formyl compounds can be used with the same success. From diarylnaphthylenediamine sulfonic acids come in particular the ι -3 · 6-, 1 · 3 · 7 ^ mono- and ΐ · 3 · 6 · 8-disulfonic acid into consideration.

The following examples illustrate the process.

38 kg of nitrosoacetaminodiphenylamine are at about 60 ° in a solution of 40 kg of diphenyl-i ^ -naphthylenediamine ^ -sulfonic acid in 400 l alcohol and 12 kg sodium hydroxide solution of 40 ⁰ Be. entered, then added 20 kg of 100% acetic acid and heated to boiling for 3 hours. When it cools, shiny metallic crystals of the resulting dye separate out, which are filtered off and dried. The dry powder is dissolved with 5 parts of sulfuric acid monohydrate and the sulphonation is kept at 80 ° for some time by heating. One dilutes - then and heats the solution for 7 to 8 hours to about 100 ° 40

to the. Split off acetyl group. Then you add some salt water and let it cool down. The precipitated dye acid is filtered off and, as usual, into the sodium salt transformed.

Of the. The dye thus obtained dissolves in water with a violet color, which upon addition of mineral acids. turns into red-violet. It dissolves in concentrated sulfuric acid with blue color. It dyes wool an indigo blue that is fast and lightfast. '

A directly water-soluble product is formed as follows.

To 51.4 kg of diphenyl-1 · 3-naphthylenediamine-6 · 8-disulfonate sodium, dissolved in water, 50 kg of 5% acetic acid and then a solution. of 55 kg of nitrosoacetaminodiphenylamine sulfonic acid Baking soda given. The mixture is heated to 100 ° for about 3 hours, the solution turning deep blue. 400 kg of hydrochloric acid are then added and the acetyl group is saponified Heated to a boil for 3 hours. The dye is largely separated out here; the separation is completed by adding some common salt. The thus obtained After drying, the dye turns into a brown powder that is easily soluble in water it dissolves in concentrated sulfuric acid with a green color; upon addition of Water changes color from blue to purple-blue. It dyes a greenish color on wool pure blue stain with excellent light and wash fastness;

If, in these examples, the corresponding un-

70

symmetrical ditolyl compounds, completely similar products are obtained.

The characteristics of the main products are as follows:

Product from Diphenyl-1 · 3-naphthylene-
diamih-6-sulfonic acid
iert Solution in water alcohol H ₂ SO ₁ colors Nitrosoacetamino
diphenylamine
sulf Diphenyl-1 · 3-naphthylene-
diamine-6-sulfonic acid blue-violet
quite
soluble blue
heavy
soluble green Blue
with H ₂ O
diluted
violet Wool Nitrosoacetamino
diphenylamine sulfonic acid Ditolyl-i 3-naphthylene-
diamine-6-sulfonic acid
iert blue-violet
easy
soluble blue
heavy
soluble blue-
with H ₂ O
diluted
violet indigo blue Nitrosoacetamino
diphenylamine
sulf Ditölyl-i · 3-naphthylene-
diamine-6-sulfonic acid Red Blue
quite
soluble reddish blue
heavy
soluble green Blue
with H ₂ O
diluted
violet indigo blue Nitrosoacetamino
diphenylamine sulfonic acid Diphenyl-1 3-naphthylene--
diamine-7-sulfonic acid
iert Red Blue
easy
soluble blue
very difficult
soluble blue
with H ₂ O
violet reddish
indigo blue Nitrosoacetamino
diphenylamine
. '. 'sulf Diphenyl-1 · 3-naphthylene-
diamine-7-sulfonic acid blue
easy
soluble Red Blue
moderate
soluble green Blue
with H ₂ O
Red Blue reddish
indigo blue Nitrosoacetamino
diphenylamine sulfonic acid Diphenyl-1 · 3-naphthylene-
diamine-6 · 8-disulfonic acid blue
easy
soluble Red Blue
heavy
soluble blue
with H ₂ O
diluted
Red Blue dark blue Nitrosoacetamino
diphenylamine Diphenyl-1 · 3-naphthylene-
diamine-6 · 8-disulfonic acid green Blue
easy
soluble green Blue
heavy
soluble blue green
with H ₂ O
blue dark blue Nitrosoacetamino
diphenylamine sulfonic acid green Blue
very easy
soluble green Blue
very difficult
soluble blue green
with H ₂ O
Red Blue greenish
dark blue greenish
dark blue

Claims (1)

Patent claim: Process for the representation of blue Wool dyes, consisting in that p-Nitroso-p-acetyl (formyl) aminodiphenylamine or its sulfonic acids with the Sulfonic acids of the unsymmetrical diaryl-I · 3 -naphthylenediamine condensed and the. Saponified condensation products after or without further sulphonation will.