DE46623C - Process for the preparation of azo dyes from ^ -naphtylamine-fJ-monosulfonic acid - Google Patents

Description

IMPERIAL

PATENT OFFICE.

PATENT LETTERING

CLASS 22: dyes, varnishes, lacquers.

Addition to patent JVf 42021 from April 15, 1886.

Patented in the German Empire on December 17, 1886. Longest duration: April 14, 1901.

Patent specification No. 42021 describes those dyes which are obtained by the action of the tetrazo compounds of benzidine, tolidine, and dianisidine on the β-naphthylamine- 6- monosulfonic acid characterized in patent No. 39925 '.

This ß-naphthylamine-ö'-monosulfonic acid is suitable now in an excellent manner, on the basis of the von der Actien - Gesellschaft für Anilin-Fabrikation zu Berlin through the patent no. 39096 first learned behavior of the amines and phenols to form intermediate products with the tetrazo compounds of the paradiamines, which by combining the one still free diazo group with any dye components lead to a number of new technically valuable mixed azo dyes which are advantageous over those products distinguish which were obtained with the previously known ß-naphtylamine monosulfonic acids.

The process for making these dyes is the well known:

1 Molecule of a tetrazo compound is coupled with 1 Molecule of β-naphthylamine-i-monosulfonic acid in acetic acid solution and runs the intermediate product that forms immediately into the alkaline resp. acetic acid solution of a phenol or amine circulate.

I. Dye from tolidine -J- 1 Molecül β - naphthylamine - <5 "- monosulfonic acid + ι Molecül α.- naphthol monosulfonic acid.

To a 10 kg. Sodium nitrite corresponding Tetrazodiphenylchlorid solution which is obtained in a known manner, to a solution of 1 läfst 5.8 kg β -Naphtylamin -8- monosulphonic einfliefsen, of as much soda acetate was added that all the free mineral acid is removed.

The intermediate product that forms is immediately and insolublely separated and becomes the same after standing for ι hours in a solution kept alkaline to the end by soda of 20 kg of a-naphtol-a-monosulfosaurem Soda registered.

The dye which separates out directly is filtered off and dried; it gives a beautiful color Violet.

II. Dye from tolidine -J- 1 molecule ß- naphtylamine - δ - monosulfonic acid -Ji molecule u - naphtylamine monosulfo-

acid.

¹ If in Example I. the a- naphthol monosulfonic acid is replaced by the equivalent amount of a- naphthylamine monosulfonic acid, the intermediate product is dissolved in the acetic acid

(2nd edition, issued on November 7th , iSgg. I.

Pour in the naphthenic acid solution and stand for twelve hours. For the complete formation of the The dye is heated to 80 ° and made alkaline with sodium hydroxide solution, the dye salted out, filtered off and dried; it gives a very fiery red.

In these examples the tolidine can be replaced by the equivalent amount of benzidine, dianisidine and benzidine disulfonic acid, the α-naphthol monosulfonic acid and α-naphthiamine monosulfonic acid by the appropriate amount of any one of the following Amines and phenols are replaced:

When using ι Molecül ß-Naphtylamin- <5'-monosulfonic acid and ι Molecül of the components listed below to the following results:

et-naphthylamine

ß-naphthylamine

m-phenylenediamine

p-sulfanilic acid

a-naphthylamine mono-

sulfonic acid
ß-naphtylamine mono-

sulfonic acid

β-naphthylamine disulfonic acid R.

phenol

Salicylic acid _i

Resorcinol

α-naphtol

ß-naphtol

a-naphtol monosulfo-

acid
ß-naphtol-ct-mono-

sulfonic acid

ß-naphtol-ß-mono-

sulfonic acid

ct-naphthol disulfonic acid

ß-naphthol disulfo-

acid R
ß-naphthol disulfo-

acid G

Benzidine:

dull bluish red

flesh red

dull red

yellow-red

red

red

red

orange

orange

dull red-brown

dull bluish burgundy bluish red (weak)

bordeaux

yellowish

bordeaux bluish tint

bordeaux

yellowish

dull burgundy

bluish tint

burgundy yellowish

bordeaux

Tolidine:
bluish red

ui ⁽ -u- ^g) u bluish red

(fiery)

blunt

bluish red

bluish red

yellowish red

yellowish red
(fiery)

red
yellowish red

yellow-red

blunt

bluish red
bluish tint

bordeaux
bluish red

(weak)

purple

yellowish burgundy

purple

yellowish burgundy

purple

purple dianisidine:

bluish tint

bordeaux
yellowish, bordeaux

(weak)
yellowish

bordeaux
bluish tint

bordeaux
bluish tint

bordeaux
bluish tint

bordeaux
bluish tint

bordeaux
yellowish

bordeaux
bluish tint

bordeaux
bluish tint

bordeaux

purple

bluish red
reddish blue
reddish blue

reddish blue

bluish tint
bordeaux

reddish blue
reddish blue

Benzidine Disulfonic Acid:

dull bluish red

bluish red

dull red

bluish red

bluish red

bluish red

bluish red

bluish red

bluish red

dull yellowish red

purple

dull bluish red

purple

bluish red

bluish red

bluish red

. purple

dull bluish red

Claims (1)

Patent claim: Innovation in the process for the preparation of direct coloring azo dyes of the patent No. 42021, which consists of the fact that instead of the action of the tetrazo compounds described there of benzidine, tolidine and diamidodiphenol ethers on 2 molecules of ß-naphthylamine-i-monosulfonic acid, the tetrazo compounds of benzidine, tolidine, diamidodiphenol ether and benzidine disulfonic acid, following the procedure set forth in Patent No. 39096 only with ι Molecül ß-naphthylamine-d-monosulfonic acid and then with 1 Molecül a-naphtylamine, ß-naphtylamine, Sulfanilic acid, α - naphtylamine monosulfonic acid, ß-naphtylamine monosulfonic acid, ß-naphtylamine disulfonic acid R, m - phenylenediamine, phenol, salicylic acid, resorcinol, α-naphthol, ß-naphtol, α-naphtol monosulfonic acid, ß-naphtol-a-monosulfonic acid, ß-naphtol-ß-monosulfonic acid, α-naphthol disulfonic acid, ß-naphthol disulfonic acid R, β-naphtholedisulfonic acid G can be combined.