DE906213C - Process for the production of dye-fast dyeings on acetyl cellulose and linear polyamides or polyurethanes - Google Patents

Description

Process for the production of dye-fast dyeings on acetyl cellulose and linear polyamides or polyurethanes It has been found that dye-fast blue-tinged red to blue dyeings, which also meet high requirements in their other fastness properties, can be produced on acetyl cellulose, linear polyamides or polyurethanes if the monoazo dyes are produced from the Arylamides of 2,3-oxynaphthoic acid or 6-methoxy- or 6-bromo-2,3-oxynaphthoic acid and the diazo compounds from amines of the general formula or wherein at least one of the substituents X and Y is alkyl, alkoxy or halogen and the other substituent can also be hydrogen and R is a radical of the benzene series, produced on the fiber by the single bath process.

The one-bath process for dyeing acetate artificial silk, Processes that have become known to polyamide or polyurethane fibers are that the dyed material in an ammoniacal, aqueous, a weakly basic reacting Solvent, an alkali salt of the azo component and the amine-containing dyebath treated, dianotized on the fiber and the color developed in a hot bath.

The fiber types mentioned become largely too in the dyed state Effect threads in men's and women's fabrics made from wool and wool-rayon blends processed and are heavily stressed here by the usual over-dyeing process. Since there are also high demands on the other fastness properties, such as B. Decatur and Wash fastness, the number of suitable dyes is low, so that the present process the possibility of a real finish with bluish-tinted red extended considerably to blue tones.

Some of those used as diazo components are not in the literature known derivatives of diphenylurea can, for example, by reaction of phenyl isocyanates with the appropriately substituted amino nitro compounds and subsequent reduction or suitably substituted by nitration and reduction Diphenylureas can be obtained.

The course of the reaction takes place, for example, according to the following scheme: Example = Acetate artificial silk is treated in a liquor ratio of 1:30 minutes at 75 ° in a bath containing 5 g of a condensation product of higher molecular weight fatty acids and protein degradation products, 1 ccm of 25 ° / @ ge ammonia solution, = the above-mentioned table salt and one produced in the heat Solution of 0.5 g of 2 ', 3'-oxynaphthoyl-i-amino-2-methyl-4-methoxy-'benzene, 0.52 g of N- (4-amino-3-chlorophenyl) -1, # Contains T'-phenylurea and o, o67 g caustic soda in 5 ccm monoethanolamine and ig water.

One rinses briefly and dianotiert about 1/2 hour at temperatures of = 0 to 15 ° with 2 g sodium nitrite and 5 ccm hydrochloric acid 2o ° Be per liter of liquor. Afterward is 1/4 hour at 60 ° with q. g sodium acetate per liter of hot water treated, it is then soaped and rinsed at 85 °. A ruby red color of very is obtained good fastness to washing and over-dyeing.

If polyamide silk is dyed under the above working conditions, the result is a Bordoton, which also has very good wash and over-dyeing fastnesses.

Example 2 Polyamide silk is treated in a liquor ratio of 1:30 minutes at 75 ° in a bath containing 5 g of a condensation product of higher molecular weight fatty acids and protein degradation products per liter, 1 ccm of 5 ° / y ammonia solution, = the above-mentioned table salt and a solution prepared in the heat of 0.5 g of 2 ', 3'-oxynaphthoyl-i-amino-2-methoxybenzene, 0.57 g of N- (5-amino-2,4-dimethoxyphenyl) -N'-phenylurea and 0.08 g Contains caustic soda in 5 cc of diethanolamine and ig water. It is rinsed briefly and dianotized for about 1/2 hour at temperatures from = 0 to 15 ° with 2 g of sodium nitrite and 5 cc of hydrochloric acid 2oo ° B6 per liter of liquor. It is then treated for 1/4 hour at 6o 'with 4 g of sodium acetate per liter of hot water and then soaped and rinsed at 85 °. A reddish dark blue of very good fastness to washing and over-dyeing is obtained.

Under the above conditions, a dark, reddish violet shade of very good fastness to washing and good over-dyeing is obtained on artificial silk. Example 3 Acetate artificial silk is treated in a liquor ratio of 1:30 minutes at 75 ° in a bath containing 5 g of a condensation product of higher molecular weight fatty acids and protein degradation products 1 ccm 25 ° / Qige ammonia solution, = the above-mentioned table salt and a hot solution of 0.3 g of 2 ', 3'-oxynaphthoyl-i-amino-2-methyl-4-methoxybenzene, 0.2.2 g of N- (4-amino-2,5-diethoxyphenyl) - N'-phenylurea and contains 0.12 g of caustic soda in 3 g of monoethanolamine and 0.5 g of water. It is rinsed briefly, diazotized for about 1/2 hour at 15 ° with 2 g of sodium nitrite and 5 cc of 20 ° Be hydrochloric acid per liter of liquor and then treated for 1/4 hour in a 60 ° warm bath containing 4 g of sodium acetate and 0.1 cc Contains 25% ammonia per liter. Then it is soaped and rinsed at 85 °.

A blue dyeing of very good fastness to washing and over-dyeing is obtained. On polyamide fiber you get a slightly greener shade of blue than on acetate rayon. The table below shows a number of dyeings produced according to the invention Azo component amine coloring material nuance 2 ', 3'-Oxynaphthoyl-i-amino-N- (4-Amino-2-methoxyphenyl) - acetate silk red-violet 2-methyl-4-methoxybenzene N'-phenylurea same. Same. Violet polyamide fiber likewise. N- (4-Amino-2-methylphenyl) acetate silk Bordo N'-phenylurea Same. Same. Ruby polyamide fiber Likewise. N- (4-Amino-2-ethoxy-5-methyl-acetate silk violet phenyl) -N'-phenylurea the same. the same polyamide fiber violet blue likewise. N- (4-Amino-2-methoxy-5-chloroacetate silk red-violet phenyl) -N'-phenylurea The same. The same. Corinth polyamide fiber likewise. N- (4-Amino-2-methoxy-5-methyl-acetate silk red-violet phenyl) -N'-phenylurea same. Same polyamide fiber reddish-tinged blue likewise. N- (4-amino-2,5-dimethoxy-acetate silk navy blue phenyl) -N'-phenylurea The same. The same polyamide fiber greenish blue 2 ', 3'-Oxynaphthoyl-i-amino-N- (4-Amino-2-methoxyphenyl) - acetate silk Bordo 2-methoxybenzene N'-phenylurea same. Same. Violet polyamide fiber likewise. N- (4-Amino-2-methylphenyl) acetate silk ruby N'-phenylurea The same. The same. Polyamide fiber Bordorubin likewise. N- (4-Amino-2-chlorophenyl) acetate silk ruby N'-phenylurea The same. The same. Polyamide fiber Bordo Likewise. N- (4-Amino-2, 5-diethoxyphenyl) acetate silk medium blue N'-phenylurea The same. The same polyamide fiber greenish blue Likewise. N- (4-Amino-2-ethoxy-5-methyl-acetate silk violet phenyl) -N'-phenylurea Likewise, the same polyamide fiber, dark purple

Claims (1)

PATENT CLAIM: A process for the production of dye-fast dyeings on acetyl cellulose and polyamides or polyurethanes, characterized in that the monoazo dyes are selected from the aryl amides of 2, 3-oxynaphthoic acid or 6-bromo or 6-methoxy-2, 3-oxynaphthoic acid and the diazo compounds Amines of the general formula or wherein at least one of the substituents X and Y is alkyl, alkoxy or halogen and the other substituent can also be hydrogen and R is a radical of the benzene series, produced on the fiber by processes known per se.