DE534890C - Process for dyeing rayon from regenerated cellulose - Google Patents

Description

Process for dyeing regenerated cellulose rayon It has been found that regenerated cellulose rayon such as viscose rayon can be dyed in uniform shades by using dyes obtained by coupling suitable diazo compounds with compounds of the type are obtained in which R is a -CO- or -C S- group or a straight chain of two or more methylene groups or carbonyl groups or both. represents. Among these compounds, four are already known, namely those in which R is: -CO-, -CS-, -CH, # CH, - or -CH, # CO-, but other compounds of the same general type can also be prepared .

For example, 8, 8'-dioxy-2, 2'-dinaphthyloxamide-6, 6'-di: sulfonic acid obtained when oxalyl chloride is gradually added to a well-stirred solution of the sodium salt of 2-amino-8-naphthol-6-sulfonic acid in the presence of an excess of sodium acetate. 8, 8'-Dioxy-2, 2'-dinaphthyl-oc-y-diaminoacetone-6, 6'-disulfonic acid is obtained in a similar manner if you add a neutral solution of 478 parts of 2-amino-8-naphthol-6-sulfonic acid to an alcoholic solution of 250 parts of oc-y-dichloroacetone and the mixture at about 5o ° C in the presence of an excess of sodium acetate for several hours warmed through. The alcohol is then distilled off and the product is salted out by adding common salt.

Suitable diazo compounds are aniline and its homologues or substitution products including the sulfonic acids and carboxylic acids as well how the naphthylamines and their sulfonic acids are used. For example, can one aniline, o-anisidine, m-aminobenzoic acid, sulfanilic acid, p-aminoacetanilide, p-chloroaniline, Use p-nitroaniline and naphthionic acid, but the invention is not limited on these examples. The dyes can be obtained by combining 1 or 2 molecules the same or different diazo compounds with the coupling components of the above-mentioned general formula. If only one mole of the diazo compound is used, so give the dyes obtained colorations, which in their hues and their Properties modified by developing on the fiber with suitable diazo compounds can be. In certain cases the colorations can be achieved by dianotation on the Fiber and development can be changed with the usual developers.

Some dyes of the above types are already known, but it has not yet been used in the dyeing industry, probably because they are only slightly related to cotton and therefore to dyeing the Cotton fibers are worthless. It was not foreseeable that these dyes would be a good relationship for rayon and regenerated cellulose, such as viscose silk, to have. would, and especially that they have the property of such silks to color in even tones.

It is known that the artificial silk is made from regenerated cellulose offers great difficulty in dyeing, because the makes a unequal kinship for the common types of substantive cotton colors to have. As a result, the colorations are uneven. The present invention is therefore of great importance for dyeing artificial silk from regenerated Cellulose.

These azo dyes are applied to the rayon using known methods colored. The following is an example of the dyeing method, without the invention is limited to this embodiment. Example the dye bath consists of 3,000 parts of water, 15 parts of Glauber's salt, 3 parts of soap and 2 parts of the symmetrical dye, which in a known manner by combining 2 mol. of o-toluidine with 1 mole of 8, 8'-dioxy-2, 2'-dinaphthylurea-6, 6'-disulfonic acid is won. 100 parts artificial silk made from regenerated cellulose are put into the warm Bath entered, and the bath is then heated almost to a boil, and the dyeing Run through 3/4 hour. The material is then removed, washed and dried.

But you can also put the silk in the bath, which is heated almost to a boil enter, then let cool gradually while dyeing.

You can also add other salts or color enhancers to the dye bath Add agents such as borax or sodium carbonate. The silk will be in uniform stained light red tones. If instead of the dyes used in this example used a dye obtained by combining i mol. p-anisidine and i mol. Naphthionic acid with = mol. 8, 8'-dioxy-2, 2'-dinaphthyl-cc-ß-ethylenediamine-6, 6'-disulfonic acid is obtained, the silk is dyed evenly red-brown. Own the colorations good fastness to washing.

The following table summarizes a number of the dyeings that can be obtained using the present process: Dianotized compound coupling component dyeing on viscose silk Aniline (2 moles). . . . . . . . . . . . . . $, 8'-Dioxy-Z, 2'-dinaphthyl- yellow red - urea-6,6'-disulfone acid m-xylidine (2 moles). . . . . . . . . . also red m-xylidine (1 mole). . . . . . . . . . also red, changed to reddish brown, when one with dianotierte - - developed p-nitroaniline Diazotized compound coupling component dyeing on viscose silk p-nitroaniline (1 mole). . . . . . . . . . 8, 8'-Dioxy-2, 2'-dinaphthyl-red-brown, becomes more yellow when one urea-6,6-disulfone with diazotized p-nitroaniline acid developed o-anisidine (2 moles). . . . . . . . . . . also crimson Aniline (1 mol.) And p-aminoacet- like scarlet red anilide (1 mol.) Aniline (1 mol.) And m-amino like scarlet red benzoic acid (1 mol.) Aniline (1 mol.) And sulphanilic acid like that. Scarlet red (z mol.) Aniline (1 mol.) And naphthione-like red acid (z mol.) Aniline (1 mol.) And m-kylidine similarly red (i M01.). p-chloroaniline (2 moles). . . . . . . . also red p-Aminoacetanilide (2 moles :), the same purple. After diazotizing on after coupling, the fiber hydrolyzes and develops with it is to convert the acetyl groups to ß-naphthol one obtains a remove black-blue coloration. With m-tolylenediamine you get a black and with ß-oxynaphthoic acid one brown coloring Aniline (2 moles). . . . . . . . . . . . . . 8, 8'-dioxy-2, 2'-dinaphthyl red "thiourea-6, 6'-disulfone- acid m-aminobenzoic acid (2 moles). . also red p-Aminoacetate anilide (2 mol.), also violet. After diazotizing on sen color after coupling the fiber and developing with for the purpose of removing the acetyl-ß-naphthol one obtains a groups are hydrolyzed black-blue, with m-toluene- diamine a black color p-chloroaniline (2 moles). . . . . . . 8th; 8'-dioxy-2,2'-dinaphthyl brown a-ß-ethylenediamine-6, 6'-di- sulfonic acid o-anisidine (2 moles). . . . . . . . . . also brown 2 moles of p-aminoacetanilide. The same purple-brown " Acetyl groups are after hydrolyzed after coupling p-chloroaniline (2 moles). . . . . . . . N, N'-8, 8'-dioxy-2, 2'-di-red naphthylglycine amide-6, 6'-di- sulfonic acid Sulfanilic acid (2 mol.) ........ also red p-chloroaniline (2 moles). . . . . . . . 8, 8'-dioxy-2, 2'-dinaphthyl-pink oxamid-6,6'-disulfonic acid p-chloroaniline (2 moles). . . . . . . . N, N'-8, 8'-dioxy-2, 2'-red brown naphthyl ay diamine acetone 6, 6'-disulfonic acid 4-chloro-2-anisidine (2 mol.) ...... also brown

Claims (1)

PATENT CLAIM3: Process for dyeing rayon from regenerated cellulose, characterized in that azo dyes are used which are obtained by coupling diazo compounds of aniline and its homologues and substitution products, including sulfonic acids and carboxylic acids, naphthylamines and their sulfonic acids with compounds of the type obtained, in which R is a carbonyl (-CO--) or a sulfur carbonyl (-C S-) group or a straight chain of two or more methylene groups (-CH, -), carbonyl or sulfur carbonyl groups or combinations with one another.