SU10422A1 - The method of obtaining water-insoluble azo dyes in a substance or on a fiber - Google Patents

Description

The dyeing technique uses a product obtained by combining nitrodiazo compounds with diacetoacetyl derivatives of diamines, as well as by combining chlorosubstituted anilines and even homologues with these diazo compounds.

The proposed method for producing water-insoluble azo dyes, either alone or on fiber, is based on the observation that when combining diazo compounds not containing sulfo or carboxyl groups with diaceto-acetyl derivatives of diamines of the type.

SNS Soo SNS Soo NH. X. NH. Soo CH-. with CH3, where the X is a simple or substituted diphenyl residue in the core, forms water-insoluble, resistant to the action of soap, light and chlorine, and strongly dyed cotton yarn. The dyeing process itself is carried out in such a way that the material is plus an alkaline I solution of diacetoacetyl solution of a diamine derivative and, after squeezing without i drying, they show diazo compounds.

By mixing these dyes with substrates used in the factories of lacquer short, we obtain a pigment whose strength with respect to the oil depends on the properties of the substituents in the diazo or diamine residue.

Diazo compounds suitable for this process are obtained, for example, aniline and its homologues and substitution products like toluidine, anisidines, chlorine nitroanilines, chlorine nitrotoluidinov, chlorine nitroanizidinov also from naphthylamines, aminoanthraquinone, aminoazosoedineny, bases and diamine m. d .; as the azocomponents, diacetoacetic acid benzidinide is used, as well as its

derivatives substituted in diphenyl residue. i

Example 1. 32.4 parts of 2.5-dichloroaniline are diazotized in the usual way and the diazo solution is mixed with an alkaline solution of 40 parts of O-tholididine acetoacetic acid containing the necessary amount of acetic acid sodium. After the end of the combination, the dye is filtered off, washed well and rubbed into a paste. Mixed with commonly used substrates, it forms a very durable yellow-red lacquer with a red & tint.

When dyes are formed on a fiber, the yarn is first treated with a primer, prepared, for example, as follows.

: Example 2. 100 g. O-tolididine diacetoacetic acid is kneaded with 150 cubic s. caustic soda solution 34 ° Be and 200 cu. with. alizarin oil, dissolved by the addition of 1 l. boiling water is put in 10 l with cold water. Well-boiled and dried yarn is impregnated with this solution for several minutes, then squeezed thoroughly and develop wet yarn in one of the three dye diazo-solutions prepared for example, prepared as follows:

a) 28 g. 5-chloro-1-2-t6luidine is dissolved in 60 cc. hydrochloric acid 20 and 800 cu. with. hot water and the solution with stirring, poured onto ice. After that, a solution of 15 g of sodium nitrite in 50 cubic meters is added at approximately 10 ° C. with. water.

Diazotized out very soon. Put t cold water on 10 liters.

b) 26 g. O-chloraniline is dissolved in 60 cc. with. hydrochloric acid 20 ° Be and 300 cu. with. water, the solution is cooled with ice to 5 ° and 15 g of sodium nitrite dissolved in 50 cu. with. water; at the end of the diazotization, put on 10 liters.

c) 28 g. O-nitroaniline is mixed with 40 cu. with. cold water, after which 15 g of sodium nitrite are added. By dissolving the nitrite, the paste is added in separate parts with rapid mixing to a mixture of 800 cubic meters. with. water, 100 g of ice and 60 kb. with. hydrochloric acid; s 20 ° Be; then, continuing the stirring, allow to stand until diazotization is complete and dilute to 10 liters with cold water. The diazo solutions produced in the above manner are neutralized before use with sodium acetate.

The primed and carefully pressed yarn is soaked in a dye solution for several minutes, washed several times with cold water, boiled with soap, washed again and dried. By treating the yarn in this way, 5-chloro-1.2-toluidine-greenish-yellow, O-chloroaniline-lemon yellow and O-nitroaniline-orange-yellow stable and bright colors are obtained.

The following table shows the shades of some dyes made by the above method, as well as dye lacquers obtained from them:

diazocompound of

benineidom diaceto2 .5-dichloroaniline

O-nitroaniline

4-chloro-2-ntroanilina

connected to

yellow acetic acid

yellow with a reddish tinge

reddish orange yellow

5-nitro-1.2-toluidine

4-nitro-1-naphthylamine

a-aminoanthraquinone

p-aminoanthraquinone

O-aminoazotoluene

3-aminocar6azole

t-nitrobenzene-t-toluidine

j

aminoazo-p-cresetol

p-chlorobenzene-azo-p-crezidine

benzene-naphthylaine

O-chlorobenzene-azo-o-naphthylamine

2.5-dimethoxybenzene-azo-aftilamine

p-methoxybenzene-1-amino-2-naphthol-ethyl ether

p-aminobenzene 13o-dimethylaniline

4.4 -diamiodiophenyl-amine

p-aminobenzene-1-naphthylamine

nidom diacetoacetic

aniline

also (example 2c) orange-yellow

reddish orange yellow

orange yellow

orange yellow

yellowish brown

brown-orange-yellow

brownish orange

yellow orange

Orange

red-orange

also

red-orange

orange red

brown-maroon

brown-maroon

bluish burgundy

also

brown-orange

brown

reddish-brown eve: st

About .O.-dichloro-benzidizhelty with a reddish tinge.

acids

O.O-dichAorbenzidinidom diacetoacetic

2.5-,

dichloraniline

4-xAor-1.2-anisidine

5-chloro-1.2-toAuidina

O-nitroaniain

4-hOp-2-Kitroanilina

5-nitro-1.2-toluidine

C1-aminoanthraquine

O-aminoazotoluene

O.O-dihAorbenzidina

O-Khaoraniina

2.5-dichAORAILS

5-hOp-1.2-to Atadine

4-xAor-1.2-anisidine

O-nitroaniain

4-XAor-2-H1 Troaniaina

5-nitro-1.2-toluidine

4-1 ttro-1 -Aft

2-amino nitraquinone

same with a reddish tinge.

KISAOTS

reddish

same reddish

also with a reddish tinge

also with a reddish tinge

reddish same

also with a reddish tinge

Orange

orange cheATI

brown same lemon lemon

the same

reddish yellow

Aimono

yellow with reddish

also tinged

orange yellow

Orange

also

Orange

also

brown-orange

brownish orange

dianisidinide diaceo-aminoazotoluene a

about. O-dichlorobenzidine

t-nitro6enzolazo-t-toluidine j

aminoazo-p-cresetol

p-chlorobenzene-p-crezidine

p-methoxybenzene-1-amino2-naphthol-ethyl ether

4.4-diaminodiphenylamine Subject Patent. The method of obtaining water-insoluble azo dyes in a substance or on a fiber, characterized in that the sulfo and carboxyl groups that do not contain diazo-compound orange yellow to acetic acid

golden orange

Orange

red-orange

orange red

also

burgundy

brownish

nentas also combine with di-acetoacetyl derivatives of diamine type CH3. Soo SNS with NH. X. NH. Soo CH .. CO. СН „| where X is simple or substituted in the j dde diphenyl residue.