US1646296A - Fast dyeing on the fiber - Google Patents

Description

atented ()ct. 18,1927.

UNI STATES PATEN 1,646,296 FlCE.

THEODOR KIRCHEISEN, 0F DESSAU IN ANHALT, GERMANY, ASSIGNOR TO I. G. FAR- IBENINDUSTRIE AKTIENGESELLSGHAFT, 0F FRANKFORT, GERMANY.

FAST DYEING ON THE FIBER.

IEO Drawing. Application filed October 12, 1925, Serial No. 62,149, and. in Germany September 27, 1924.

A known method of producing fast dyeings on the fiber consists in impregnating the fiber with a compound adaptedto be coupled and then treating the fiber with a solution of a diazo compound. In cases in which the compound adapted to be coupled has a certain afinity for the fiber it is suificient merely to wring out the impregnated fiber and to conduct the coupling without previously drying. in producing printed colors, the material is previously prepared with a compound adapted to be coupled, such as for example 2-onynaphthalene, and is printed with a thickened diazo-solution; or the material may be printed with a mixture of 'an alkali compound of 2-oxynaphthalene and stable diazo compound, after which the material is steamed or exposed to the air and theddyeing developed by treatment with an em In the known process dificulties are associated with the diazotization. By the present invention these diiiiculties are avoided and the process is conducted very simpl by carrying out the preparation of the diazo compound on the fiber where it unites directly with the coupling component. The preparation of a diam-solution or the use of agstable diazo compound is accordingly unnecessary.

One method of carrying out the invention consists in impregnating the fiber with a solution containing a nitrite and a compound adapted to be coupled and after wrlnging the damped goods treating them with a solution of a salt of a diazotizable base. The solution of this saltmay contain an excess of acid and a metal salt may be added to it if desired.

In pirinting, the goods may be printed with. a thic ened mixture of both components to om. 00.01;. coon:

gether with a nitrite and after drying the goods the dyestufi may be developed by action of an acid or of an acid salt. The print-- mg colours are characterized by their high' duction of azo dyes on the fiber may be combined with dyeing with any suitable dyes, whereby any desired mixed shades may be obtained.

The new process is also of interest in connection with art industries, such astor example painting materials by hand or by means of a stencil. I

The following examples illustrate the invention without limiting it:

Ewamphe 1.l0 grams of cot-ton yarn are immersed in 200 com. of a solution containing per litre 10.5 grams of the anilide of 2-oxynaphthalene-3-carboxylic acid, 17.5 com. ofa solution of sodium hydroxide of 34 Baum specific gravity, 22 com. of Turkey red oil, 8 com. of formaldehyde of 30 per cent strength and 30 grams of Sodium nitrite. The yarn is wrung and then introduced into 200 com. of a solution containing0.95 grams of the hydrochloride of 2.5 dichloraniline and 7.5 rams of aluminium sulphate per liter. The dyeing obtained is reddish orange.

Emample 2.10 grams of cotton yarn are immersed in 200 com. of a solution contain! ing. per liter 3 grams of di-acetoacetic acidortho-tolidinid,

NH-00.0H..O0.0Hu-

sodium chloride. A clear yellow is thus obtained.

Example 3.1O grams of cotton yarn are immersed in 200 com. of'a solution containmg per liter 3 grams of di-acetoacetic acidortho-tolidinid, 3 ccm.- Turkey red oil, 4.5 com. sodiumhydroxide solution of 34 Baum specific gravity, 30 grams of anhydrous soing per liter 1 gram of the para-anisidide oi 2-oxynaphthalene-3-carboxylic acid I l ,on

' CONHO-O.CHa.

3.2 ccm. of a sodium hydroxide solution of 34$ Baum'specific gravity, 4: com. of Turkey red oil, 1.2 ccm. of formaldehyde of 30 per cent strength and 50 grams of sodium nitrite. The material is wrung and the dyeing is developed in 200 ccm. ot a solution containing per liter 0.6 grams of 5-nitro-2- amino-l-methyl benzene,.7.5 ccm. of acetic acid of 30 per cent strength, 50 grams of sodium chloride and 5 grams of aluminium sulphate, the temperature being about C. A Bordeaux dyeing is obtained.

Example 5.-20 grams of cellulose acetate artificial silk are treated for about 80 minutes at 5560 G. in 500 ccm. of a solution con taining per liter 0.4 grams of'aminoazo-benzene, 5 ccm.. of a solution of the sodium salt of 2-oxynaphthalene of 10 per cent strength, com. of a soap solution of 5 per cent strength and 200 com. of a solution of sodium nitrite of 10 per cent strength, The material is wrung and the dyeing is devel oped for about 30 minutes at about 50 in 500 com. of a solution containing 50 com. of acetic acid of 6 Baum specific gravity per, liter. A yellow red dyeing is obtained.

Example 6.20 grams of cellulose acetate artificial silk are treated for about 30 minutes at 50 (J. in 500 ccm. of a solution contain ing per liter 1 gram of -chloro-Q-amino-lmethoxybenzene hydrochloride, 1.6 grams of the sodium salt of 2-oxynaphthalene-3-carboxylio acid, 50 com. of a soap solution of 5 per cent strength and 200 ccm. of sodium nitrite solution of 10 per cent strength.-

Aitter wringing the material the dyeing is developed for about 30 minutes at 50 C. in 500 com. of a solution containing 50 com. of acetic acid of 6 Baum specific gravity per liter. A Bordeaux dyeing is thus obtained. Example '7.-20 grams of cellulose acetate artificial silk are treated for about 60 minutes at -60 C. in 500 com. of a solution containing per liter 0.4 grams of 2.2'-dichlorbenzidine 2.4.- grams of the sodium salt of 2-oxynaphthalene-3-carboxylic acid, 50 com. of 9.

soap solution of 5 per cent strength and 200 ccm. of a sodium nitrite solution of 10 per cent strength. The material is wrung and the dyeing is then developed for about 30 minutes at 50 C. in 500 com. of a solution containing 50 com. of acetic acid of 6 Baum specific gravity per liter. A blue red dyeing is obtained.

Example 8.2O grams of cellulose acetate artificial silk are treated for about minutes at 5560 C. in 500 com. of a solution containing per liter 0.04 gram of 2.2-dichlorbenzidine, 0.1 gram of orthotolidine, 2.4 grams of the sodium salt of Q-oxynaphthm lene-8-carboxylic acid, 50 com. of a soap solution of 5 per cent strength and 200 com. of sodium nitrite solution of 10 per cent strength. After wringin the material the dyeing is developed for ahout 30 minutes at 50 C. in 500 com. of a solution containing 50 com. of acetic acid of 6 Baum specific gravity perliter. A violet dyeing is obtained.

Example 9.20 grams of cellulose acetat artificial silk are treated for 60 minutes at 60 to C. with 500 ccm. of a solution containing per liter 0.2 grams of dianisidine, 2.4 grams of the sodium salt of Q-oKynaphthalene-3-carboxylic acid, 50 ccm.. of a soap solu' tion of 5 per cent strength and 200 ccm. of a sodium nitrite solution of 10 per cent strength. After wringin the material the dyeing is developed for a out 30 minutes at 50 C. in 500 com. of a solution containing 50 ccm. of acetic acid of 6 Baum specifi gravity per liter. A blue dyeing is obtained Ewample 10.20 grams of cellulose acetati artificial silk are treated for about 60 minute: at 60 to 65 C. in 500 com. of a solution con taining per liter 1.2 grams of l-aminonaph' thalene, 3 gramsof the sodium salt of 2-oxy naphthalene-3-carboxylic acid, 50 ccm. of i soap solution of 5 per cent strength and 50( com. of a sodium nitrite solution of 10 pe: cent strength. After wringing the materia the dyeing is developed for about 30 minute: at 55 to 60 C. in a solution containing 5t ccm. of acetic acid of 6 Baum specific grav ity per liter. A black dyeing is obtained.

After dyein and washing, the artificia silk is soaped for about 15 minutes a 4050 C.

Emample 11.-In 40 com. of water are dis solved 6 grams of di-acetoacetic acid-ortho tolidinid, 6 com. of Turkey red oil and l ccm. of sodium hydroxide solution of 34 Baum specific gravity. There are then add ed to the solution 5 grams of 2-chloraniline 2 grams of sodium nitrite and 40 grams 0 neutral starch tragacanth thickening (6:100). The unprepared goods are rint ed with this printing colour, dried an the] developed at boiling temperature in a solu tion containing 2030 ams of aluminium sulphate or sodium bisu phate per liter. Th

goods are then washed, soaped and again washed. A clear yellow is obtained.

If there is added to the above printing colour Indigosol (the ester of the leuco compound from indigo as obtainable in commerce) a green shade is obtained.

E mample ]2.In 40 com. of water are dissolved 2 grams of the para-anisidide of 2- oxynaphthalene-3-carboxylic acid, 8 com. of Turkey red oil and 6.4 ccm. of sodium hydroxide solution of 34 Baum specific gravity. There are then added to the solution 1.2 grams of 1-methyl-2-amino-5-nitrobenzene, 1.2 grams of sodium nitrite and 40 grams of neutral starch tragacanth thickening (6:100). The further treatment is as in the preceding example. A Bordeaux dyeing is obtained.

E mample 13. A printing colour .is prepared as follows: 3 grams of the beta-naph thalide of 2-oxy-naphthalene-3-carboxylic acid, 6 com. Turkey red oil, 9 com. sodium hydroxide solution of 34 Baum specific gravity, 20 com. of water, 1.4 grams of the hydrochloride of para-phenylenediamineazo-l-methoxy 4 methyl 2 aminobenzene, 0.8 grams of sodium nitrite and 40 grams of a neutral starch tragacanth thickening (6:100). The material printed with the above colour is treated asin Example 11. A dark gray is obtained.

What I claim is,

1. In the process for producing fast dyeon the fiber involving the diazotization,v

35 by treatment with a soluble nitrite and a reagent having an acid reaction, of a diazotizable amine on the fiber in the presence of a compound adapted to be coupled, the steps which consist in impregnating the fiber with a mixture comprising the compound adapted to be coupled and the soluble nitrite, and, thereafter, treating the so-impregnated fiber with a second mixture comprising the reagent having an acid reaction.

2. In the process of producing fast dyeings on cellulose acetate fiber involving the ing the fiber from said bath, wringing the fiber, and developing the dyeing on the soimpregnated and wrung fiber by treatment of the same in a second bath comprising a reagent having an acid reaction.

3. A process for producing fast dyeings on the fiber, which comprises impregnating the fiber with a solution containlng a compound adapted to be coupled and a nitrite, and treating the moist fiber, after wringing,

with a solution containing a salt of a diazotizable base.

In testimony whereof ll a fix my signature.

THEODOR KIRCHEISEN.