US1903870A - Process for dyeing and printing textile fibers - Google Patents

Description

' Patented Apr-.18,

tern UNITED, srA'rEs PATENT orri'cs walmm; mm, or ormm, am) nunorr'mra nammmcn, or r. 'L-

oat-mama, e; assronoas r0 emmm- ANILINE woaxs, mo, 0 xxw xonx, x. r, a ooarona'rron or namwaan rnoorss roa' Drama; am; rnnrrme max-rim mans ll'o Application fled Inc 1 8, 1930, Serial No. 462,138, and in Germany June 19, 1989.

The present invention relates to new indigoid vatdyestufi preparations and to, the dyeig and printing of textile fibers with these preparations.

' Accordmg to the present invention esters of ind oid vat dyestuffs corresponding to the pro able general formula:

soar 0* l wherein R represents the radical of an indig'oid dyestufi containing an indole ring system, n stands for one of the numbers 1 or 2 and wherein the (JO-group is attached to the nitrogen atom of the indole ring system of R, obtainable according to the process described in U. S. application Ser. No. 379,879 filed 20th July 1929, are fixed on textile fibers, for example, on cotton fiber for instance by slop-padding or printing, on wool by acid dyeing or by any other known means. The acid amides of the above formula are obtainable by reacting upon the indigoid vat' dyestufi containing an indole' ring system.

with a benzoic acid sulfo halide in the presence of pyridine or a homologue thereof under substantially anhydrous conditions at a rature between about 80 C. and the boil ng point ofv the reaction mixture, until a test portion is completely soluble in water.

' The ester of the indigoid vat dyestufi fixed upon the fiber is treated with alkaline agents whereby the ester is split ofl wholly or part- 1 according to the quantity of alkali 'used. Ii is evident, that for wholly saponifying the ester at least the calculated amount of an alkaline agent is to be employed, but in practical work an excess of the alkaline agent will advantageously be used. For example, b printing on cotton the acid amide obtainable from indigo and benzoic acid meta sulfochloride as described above, steaming the printing in the Mather-Flatt apparatus and then drawing it through a bath, containinga. small quantity of, free alkali,for

are'obta'inedT-by impregnating (slop pad a short time, a bright indigo printing is obtained. In asimilar manner indigo dyemgs be applied to the fiber in the form of their with. copper acetate solution.

;. clear printing of indigo is thus obtained,

ding) cotton with the acidamide, steaming in the Mather-Flatt and developing the dyeing with dilute alkali. In the same manner as indigo itself other indigoid dyestufls can esters. Dyeings can be obtained on wool by dyeing the ester in the presence of formic acld or sulfuric acidand then treating the dyeing for a short time with dilute alkali, or

In contradistinction to 'thesaid sulfuric acid esters of vat dyestufis, the so-called indigosols, which can only be develo d in acid solution, the development can ta e place in the present case by means of alkaline agents.

T e' invention is further illustrated by the following examples, without'being restricted thereto:

Example 1.C0tton is printed with a dyestufi paste prepared according to the follow- 7 mg directions: Y

41-43 parts-of water 6-4 parts by weight of the dyestufi ester obtainable y reacting upon indigo with benzoic acid-meta-sulfochloride 7 1n the presence of pyridine at a temperature of about l00110 C. 3 parts by weight of thiodiglycol 50 parts by weight of thickening K I (neutral starch tragacanth thickening.)

.100 parts by weight of paste.

This printing is steamed for 10 minutes in a Mather-Flatt ap aratus, developed by a short immersion minute) at- 45 G. into a bath, containing 50 grams of common salt and 50 ccs. of caustic soda solution of 36 B. per liter. The printing is then acidified and soaped in thecustomary manner. A

possessing a rather better fastness to boiling than the customary indigo printings.

Example 2.Cotton is slop-padded in the customary manner with an approximately 4!-6% solution of the indigo acid amide of Example 1, to which some tragacanth has been added. After drying and assing for 10 minutes through a Matherlatt -apparatus, developin of the-"printings is per-' formed. as descri in Example 1.

Ema m Ze 3.--The acid amide of Example caustic soda solution, 1 is dye on wool within some 14 hours soa mg.

from a bath, which has been rendered acid n testimony whereof, we afix our signawith about by weight of formic acid or tures. 5 sulfuric acid, the dye bath containing 4% WALTER G.

of dyestufi', calculated on the quantity of RUDOLF IA HEIDENREICH. fiber to be dyed. Then the dyeing is developed on the fiber by a short treatment with a little alkali, whereby the original 10 violet dyeing of the fiber becomes blue. Al-

ternatively the dyeing can also be developed by treating it for about 10 minutes at 55 C. with 250 ccs. of a 1% copper acetate filled up with water to 1 liters. 15 We claim 1. Process which comprises impregnating textile fibers with an ester of an indigoid vat dyestufi having in its free form the probable formula 2o Y as 25 wherein R represents the radical of an indigoid vat dyestufi containing an indole ring system, n stands for one of the numbers 1 or 2 and wherein the CO-grou is attached to the nitrogen atom of the in ole ring system 3 and treating the impregnated fiber with an es alkali. 2. Process which comprises impregnating textile fibers with an ester of an indigoid vat dyestufi having in its free form the probable s5 formula: I

@oo b (/00 N N to do w 30.x our l 1 6 and treating the impregnated fiber with an I alkali.

3. Process which comprises printing cot- 60 ton with a dyestuii paste having incorporated v therewith a compound corresponding in its free form to the probable formula:

l N/ \N I ea' I 12::

' steaming the rinting in a. Mather-Flatt ap- 55 paratus, deve oping it in a bath containing It A,