DE1215840B - Process for the preparation of a water-insoluble monoazo dye - Google Patents

Description

FEDERAL REPUBLIC OF GERMANY

GERMAN

PATENT OFFICE

EDITORIAL

Int. Cl .:

C09b

German cl .: "22a-l

Number: 1215 840

File number: F 34553IV c / 22 a

Filing date: July 28, 1961

Opening day: May 5, 1966

It has been found that a valuable, water-insoluble monoazo dyestuff of the formula

NO,

Process for the preparation of a water-insoluble monoazo dye _:.

when the diazonium compound is obtained from l-amino-3-nitrobenzene with l- (3'-oxydiphenylene oxide-2'-carboylamino) -2-ethoxybenzene clutch.

The dye can be produced both in substance and on the fiber. The one produced in substance Dye can be applied to textiles by padding or by pigment printing. The production of the dye on the fiber, especially on textile material made of vegetable fibers, such as. B. Cotton or regenerated cellulose, can be done according to the known methods of the ice color technique. The dyeings obtained are yellowish-brown and have very good lightfastness, even in light shades distinguish.

From US Pat. No. 2,026,908, water-insoluble azo dyes have already become known which by coupling diazotized aromatic or heterocyclic amines with aryl amides of the 3 - oxydiphenylene oxide - 2 - carboxylic acid is obtained. These dyes produce yellowish brown on the fiber Dyeings with good fastness properties. However, the dyes only have a high color depth very good lightfastness', while they are in light tones, as they are often used for curtain and decorative items are required, do not achieve the high light fastness properties required for this. Of the new dye is the dyes known from the cited patent in this regard clearly superior, especially those obtained by coupling diazotized l-amino-2-methyl-4-nitrobenzene or l-Amino-2-methoxy-5-nitrobenzene with l- (3'-oxydiphenylene oxide-2'-carboylamino) -2-ethoxybenzene available next comparable dyes.

example

Boiled cotton yarn is treated for 45 minutes at 30 ⁰ C in the following bath at a liquor ratio of 1:20, and then between rollers Applicant:

Farbwerke Hoechst Aktiengesellschaft
formerly Master Lucius & Brüning,
Frankfurt / M.

Named as inventor:

Dr. Helmut Beutler,

Dr. Gerhard Eisner,

Dr. Werner Kirst, Offenbach / M .;

Dr. Rudolf Löwenfeld,

Frankfurt / M.-Buchschlag

squeezed to a moisture content of 100% of the weight of the yarn:

0.2 g of 1- (3'-Oxydiphenylenoxyd-2'-carboylamino) -2-ethoxybenzene, dissolved in 0.4 ecm denatured ethyl alcohol, 0.4 ecm water and 0.025 ecm sodium hydroxide solution 32.5%, are in a bath stirred, containing per liter of water at 30 ⁰ C 8 cc of sodium hydroxide solution of 32.5% strength and 5 g of sulfonated castor oil.

Then treatment is carried out for 30 minutes at 20 ^° C. in the following development bath:

0.7 g of 1-amino-3-nitrobenzene are diazotized using 1.5 ecm of 32% hydrochloric acid and 0.4 g of sodium nitrite and stirred in a bath which, in one liter of water at 2O ⁰ C Ig, is an action product of about 20 Contains mole of ethylene oxide to 1 mole of octodecyl alcohol, 2 g of disodium phosphate, 3 g of chromium acetate and 10 g of table salt.

It is then rinsed with 1 g of an action product of about 10 moles of ethylene oxide to 1 mole Nonylphenol and 3 g of soda per liter of water after-treated for 20 minutes at boiling temperature, rinsed and dried. A light, yellow-tinged brown coloration is obtained which, in addition to good all-round fastness properties, has a has very good lightfastness.

609 567/466

Claims (1)

Claim: Process for the production of a water-insoluble monoazo dye, characterized in that that the diazonium compound from l-amino-3-nitrobenzene with l- (3'-oxydiphenylene oxide-2'-carboylamino) -2-ethoxybenzene in substance or on the fiber with formation of the water-insoluble monoazo dye of the formula clutch. References considered: U.S. Patent No. 2,026,908. When the application was announced, a coloring table with explanations was laid out. 609 567/466 4.66 © Bundesdruckerei Berlin