DE2166911C3 - 4-Amino-33-disulfo-acetic acid anilide - Google Patents

Description

CH ₃

N = Ν - {
ι O SO, H
f " D - I.
CH
I. ^{y /} > -NH, I.
r- N- ^: I " Il H SO ₁ H O

where D is the remainder of a reactive grip Cl

Aroma! isch-carboeyclic or aromatic-heteroeyclic Represents diazo component, in particular the remainder of a reactive group-containing diazo component the benzene series or benzihiazole series.

The new dyes are suitable for dyeing and printing hydroxyl or amide groups Materials such as textile fibers, threads and fabrics made from wool, silk, synthetic polyamide and l'olyurethane fibers and for washable dyeing and Printing of naiiver or regenerated cellulose, whereby the treatment of cellulose sciuiterialicn /.weckniäüigcrweise in the presence of acid-binding agents and, if necessary, by the action of heat according to the for Reactive dyes known processes are carried out-

4-Amino-}, ^l > -disulfo-acetacetic anilide is obtained by reacting 1,4-dianiino-ben / .ol-2, b-disullosätire with diketene in an aqueous medium.

On application technology progress:

The dye prepared with the compound according to the invention (cf. Example 2 of the formula

CO- CII ₁

N * V-NII Υ ⁷ \ - N - ■ --N CH - CO NH - /

SO ₁ H

NH,

Cl

SO ₁ H

SO, H

shows opposite that from the British l'aientschril't 8) 2 120, example 7, get next comparable Dye the surprising advantage that.! he cotton according to the Aiiszich method from long I lutte delivery I ibt.

The vei'bindiing made with the crfiiuliiiigsgcmäUcn loaf spring formula

CU,

Cl

NH

SO ₁ H

C O

■ II

SO ₁ H

Cl

/
N

C-N- / 'V-NH,

Il I \ = f

° »SO ₁ H

Cl

SO ₁ H

N
H

Cl

CII,

C O

N N C H

C N

Il I

O H

SO ₁ II

Nile,

SO ₁ II

Cl

/ compared to the ^{dye from Example 1} ) 7 of BF-I'S ¹ J 78 742, the next comparable dye has the surprising advantage of providing deeper colors on cotton after the exhaust process.

Example I.

1 delivery of

4-Amino-J.'i-disulfo-acetacetic acid.iniliil
■) 4 () parts 1.4-l) iamino-beiuol-2, b-disulfos; iure are concentrated with 120 parts by volume. Sodium hydroxide solution (d- \, ^r i) in 2000 parts of water, neutralized. It then liilil 17b Volumenleile Dikelen dropwise to give ilafür ensures by cooling, the Teinperairr Dall not more than 40 ¹ C increases. You get 2700 volume units of a clear solution that can be used directly for the coupling. By / usat / of 2 ") full-% Kochsal / läl.it can separate the hindrance.

The Reakiioiisproduki / Eigl in the I -I I -NMR-Spekirum (measured in D..O at bOMII /) an absorption at 2.57 ppm (Cl I i-Gruppc) and 7.47 ppm (2 equivalents

aromatically bound water soffaiome). The Elenientaranalyse results in an atomic ratio C: N: S of 10: 2: 2.

On application-olfactory progress:
Example 2

A solution of 26.8 parts of 1,4-diamino-benzene-2,5-disulfonic acid, neutralized with sodium carbonate, is added to an aqueous suspension of 18.5 parts of cyanuric chloride and the mixture is stirred at a Temperature from 0 to 5 ° C, with the pM-Weri by adding dropwise a dilute sodium hydroxide solution keeps weakly angry. When the condensation is complete, it is acidified with JO parts of JO'Miiger hydrochloric acid and diazotized with 24.5 parts by volume of a 30% sodium nitrile solution. The yellow diazotization obtained is added to an ice-cold 28 parts of sodium hydrogen carbonate containing solution of 35 parts of 4-amino-3,5-disulfoacctcssigsäureanilid. After the coupling is complete, the excess sodium hydrogen carbonate is removed with hydrochloric acid destroyed and the dye isolated by salting out and filtering. The i'arbsioff paste comes with a Mixture of 5 parts of dinairium phosphate and 5 parts of Mononairiiimphosphat mixed and in a vacuum dried at a low temperature. The dye that corresponds to the following formula.

SO ₁ H

gives after one
Naßechtheii.

of the dyeing processes mentioned, clear, greenish-yellow dyeings for good light

Claims (1)

Claim:
4-Aiiiino-J, 5-disulf () -acetic acetic acid inilide. The present invention relates to the compound 4-amino-3,5-disulfo-aeetoacetic anilide according to the preceding claim. It is used as a coupling component for the production of new azo-reactive dyes of the general formula