DE762085C - Process for the preparation of monoazo dyes - Google Patents

Description

Issued on the basis of the VO. from May 12, 1945 - RGB !. Il p. 150

ISSUED MAY 4, 1953

REICH PATENT OFFICE

PATENT LETTERING

CLASS 22 a GROUP 1

G 104963 IVd 122 a

Subsequently printed by the German Patent Office in Munich

(Section 20 of the First Act on the Amendment and Transition of Regulations in the field of industrial property protection from July 8, 1949)

Dr. Adolf Krebser, Riehen near Basel, Dr. Werner Bossard, Basel and Dr. Werner Küster, Basel (Switzerland)

have been named as inventors

J. R. Geigy A. G., Basel (Switzerland)

Process for the production of monoazo dyes]! ·

Patented in the German Reich on June 11, 1940

Patent issued December 14, 1944

The priority of the registration in Switzerland from April 216th 1940 has been claimed

It has been found that valuable monoazo dyes are obtained when diazotized, Nitro-group-free amines of the general formula

-NH -acyl

SO ₈ H

in which the two benzene nuclei can also contain further substituents and in which X is a sulfonic or sulfonic acid amide group, ^{couples with 2-amino-8-oxynaphthalene-6 i} sulfonic acid in an acidic agent.

Compared to known similar dyes, which the sulfonic acid group in one N-oxalkyl radical instead of the phenylamide group possess, the dyes obtainable by the present process stand out through better equalizing ability.

The dyes, which differ from diazotized 2-amino - 5 - acylaminodiphenylsulf ons or ι-amino-4-acylaminobenzene-2-sulfonic acid phenylamides derive are the analog ones

superior to new dyes in terms of lightfastness. _. ,

Example ι

38.4 parts of 2-amino -4-acetylamino -4'-methyl-diphenylsulphone-3'-sulphonic acid are diazotized in aqueous solution according to known procedures. The diazonium compound they are combined with an acidic suspension of 24 parts of 2-amino-8-oxynaphthalene-6-sulfonic acid. The coupling, which starts immediately, is accelerated by slowly blunting the excess mineral acid. When the dye has formed, the red dye is salted out, filtered and dried. A violet powder is obtained, the wool from an acid bath in uniform red shades of very good lightfastness colors.

Example 2

j 41.3 parts of i-amino-4-acetylaminobenzene-2-sulfonic acid-X-ethyl-N-ρhenylamide-3'-sul- Fonsäure are according to known working! indicate indirectly diazotized. The diazonium compound are added to a Congo acid suspension of 24 parts of 2-amino-8-oxynaphthalene-6-sulfonic acid and then slowly dulls the mineral acid in the usual way until it becomes weakly Congo acidic. The coupling is completed in a short time. A bluish-red dye is obtained, which according to After filtering and drying a dark red powder forms and on wool from an acid bath provides uniform, bluish-tinged red dyeings, which are characterized by very good lightfastness distinguish.

Further examples can be found in the following list

Diazo component \ Clutch
component Color of
Dye powder Hue of
acidic wool dye NH ₂ SO ₃ H 2-amino
S-oxynaphthalene
6-sulfonic acid violet I. V-SO ₂ -; ' bluish red V-CH ₃
- / NH-CO-CH ₃ SO ₃ H like violet NH ₂ 2. '' --so ₂ - ( / -CH ₃ bluish red NH-CO-CH ₃ SO ₃ H like dark blue
pungent red NH ₂ 3- ( _: _so ₂ - :; bluish red NHCOC ₆ H ₃

Claims (1)

Claim: Process for the preparation of mono- that one diazotized, nitro-free 50 azo dyes ^ characterized in that ^: amines of the general formula - NH-acyl - SO.H wherein the two benzene nuclei can contain further substituents and X denotes a sulfonic or sulfonic acid amide group with 2-amino-8-oxynaphthalene-6-sulfonic acid in acidic coupling. To delimit the object of the harvest From the state of the art, the following publications are considered in the granting procedure been drawn: German patent specifications No. 365 617,
551 953, 608 860. © 5091 4.53