DE121868C - - Google Patents

Description

IMPERIAL

PATENT OFFICE.

PATENT LETTERING

Vr 121868 CLASS 22 a.

Fatentirt in the German Empire from February 10, 1900. Longest duration: January 24, 1915.

According to the process of the main patent 121421, as well as the first additional patent 121867, blue trisazo dyes of excellent lightfastness are obtained by the action of the diazo compound of acidyl-p-phenylenediamine or other diazo compounds on α-naphthylamine-βg- or (3 ₄ -sulfonic acid , or a-naphthylamine, further diazotization of the amidoazo dye obtained and combination of the diazo compound formed with a second molecule of a-naphthylamine-β-sulfonic acid or a-naphthylamine, repeated further diazotization of the resulting disazo dye and combination of the resulting diazo-amido compound a ₃ -naphthol-β ₄ -sulfonic acid In cases where an acidylated diamine or a derivative of such has been used in the first place, the acidyl group is finally split off again from the trisazo dyes formed.

It has now also been found that in the process mentioned the β-amido- _3- naphthol-β ₄ -sulfonic acid can be replaced by the derivatives of this acid substituted in the amido group, without thereby directly affecting the valuable property of the dyes obtained on cotton to deliver clear blue colorations of excellent lightfastness, is somehow influenced. There is only an insignificant change in the shade and solubility of the dyes in question. The alkyl and alphyl derivatives, the acetyl compound and the glycine of this acid may be mentioned in particular as _{derivatives of β x} -amidoa ₃ -naphthol-β ₄ -sulfonic acid which are substituted in the amido group. In the patent specification 95624 secondary disazo dyes are already described with a substituted βj-amido- _{α 3} -naphthol-β ₄ -sulfonic acid in the terminal position. Before these disazo dyes, the trisazo dyes produced by the present process are distinguished by more beautiful blue nuances and considerably greater lightfastness.

Example I.

15 kg of acetyl-p-phenylenediamine are converted into the diazo compound in the usual way and this is combined with 23 kg of cij-naphthylamine ₃ -sulfonic acid in acetic acid solution to form the monoazo dye. It is converted into the sodium salt by means of caustic soda or soda and further diazotized by adding a solution of 7.5 kg of sodium nitrite and then an excess of hydrochloric acid. After completion Diazotirung the diazo compound with further 23 kg c ^ ß ₃ -Naphtylamin -sulfosäure is combinirt, basified and

*) Previous additional patent: 121867.

the dye is salted out and filtered off. The same is well mixed with water, for the purpose repeated further diazotization with 7.25 kg of sodium nitrite and then with a little hydrochloric acid Added excess and stirred for several hours. The diazo compound obtained then becomes a solution of 27 kg with excess soda ßj-Monoäthylamido-ag-naphtol-ß ^ -sulfonic acid to flow calmly. After the dye formation has ended, the dye is salted out and filtered off. For the purpose of deacetylation, it is slurried well with hot water, one Solution of 60 to 70 kg of caustic soda added and heated to a boil for a short time. That Excess caustic soda is now blunted with hydrochloric acid, the dye is salted out, filtered off and dried.

He delivers on cotton. clear blue colorations which are a trace greener than those obtained with the analogous dye from the unethylated acid ¹ . Just like this one, it is characterized by its excellent lightfastness.

Example II.

The diazo compound obtained from 15.3 kg of p-amidosalicylic acid with 7 kg of nitrite and the required amount of hydrochloric acid is combined with α-naphthylamine-β ₃ -sulfonic acid in exactly the same way as detailed in Example 1 to form the amidoazo dye, which is further diazotized, combinirt with a second molecule of the said acid, further diazotirt again and these diazo compound to an excess of soda-containing solution of 28,2kg P ₁ -Acetylamido - 0. ₃ - naphthol - β ₄ -sulfosäure gradually added. When the dye has formed, the dye is salted out, filtered off and dried.

The table below shows the results of a number of typical representatives of the following Process available dye group indicated.

colors cotton:

Dye from:
Aniline - | - Ol ₁ ß ₃ -naphthylamine sulfonic acid - | - Ct ₁ ß ₃ -naphthylamine sulfonic acid

- \ - ßj-Aethylamido-ag-naphtoI-ß ^ -sulfonic acid. blue

m-sulfanilic acid -f- a-naphtylamine + U ₁ ß ₃ -naphtylamine sulfonic acid - | - ß _t -

Phenylamido-a ₃ -naphtol-ß ₄ -sulfonic acid greenish blue

m-sulfanilic acid + a-naphthylamine - \ - Ct ₁ ß ₃ -naphthylamine sulfonic acid -J-

GIyein der ß _x -amido a ₃ -naphthol-ß ₄ -sulfonic acid greenish blue

Amidosalicylic acid -f- Ci ₁ ß ₃ -Naphtylamine sulfonic acid - | - Ci ₁ ß ₃ -Naphtyl-

aminesulfonic acid - \ - ß ₁ -acetylamido-a ₃ -naphthol-ß ₄ -sulfonic acid blue

Acetyl-p-phenylenediamine -f- Ci ₁ ß ₃ -naphtylamine sulphonic acid - \ - U ₁ S ₃ -naphtylamine sulphonic acid + ß ₁ -ethylamido-a ₃ -naphthol-ß ₄ -sulphonic acid,

deacetylated greenish blue.

Claims (1)

Patent claim: amendment of the process, protected by the main patent 121421 and the first additional patent 121867, for the preparation of blue trisazo dyes which directly dye cotton, consisting in the fact that instead of the βj-amido-cijj-naphtoI-β ₄ -sulphonic acid used there uses derivatives substituted in the amido group.