CH426061A - Process for the production of dyes - Google Patents

Description

  

  Additional patent to main patent no. 401308 Process for the preparation of dyes It has been found that valuable reactive dyes of the formula
EMI0001.0003
         receives in which F a dye radical, Y —SO2- or -CO-, R a preferably mono- or bicyclic, optionally substituted aromatic radical, R, hydrogen or an optionally substituted hydrocarbon radical, B a saturated or unsaturated hydrocarbon radical, preferably with 1 to 3 carbon atoms, which contains 1 to 3 halogen atoms,

    n 1 or 2 and m 1 or 2, if organic dyes which contain at least one amino group with an exchangeable hydrogen atom, with an acid halide of the formula
EMI0001.0013
    brought and then treated on the fiber with metal-donating agents.



  Possible acid halides of the formula (II) which can be used for the condensation are, for example: 1-chloroacetylaminobenzene-4-sulfonic acid chloride, 1-chloroacetylaminobenzene-3-sulfonic acid chloride, 1-chloroacetylaminobenzene-4-carboxylic acid chloride, 1-chloroacetylaminobenzene -3-methyl-4-sulfonic acid chloride, 1-chloroacetylaminobenzene-2,4-dimethyl-6-sulfonic acid chloride, 1,3-di- (chloroacetylamino) -benzene-4-carboxylic acid bromide, 1,

  3-di- (chloroacetylamino) -benzene-4-sulfonic acid chloride, 1-chloroacetylamino-naphthalene-4-sulfonic acid chloride, 1-chloroacetylaminonaphthalene-6-sulfonic acid chloride, 1-chloroacetylamino-5, 6,7, 8-tetrahydronaphthalene-4-sulfonic acid chloride, 1- (a-chloroacrylyl) -aminobenzene-4-sulfochloride, 1- (ss-chloroacryl) -aminobenzene-4-sulfochloride,
EMI0001.0035
           ability of the starting products, these condensation in weakly alkaline,

      neutral or acidic pH range. To neutralize the resulting hydrogen halide, an acid-binding agent, such as sodium acetate, or during the implementation in small portions or running fend z. B. sodium or potassium carbonate or bicarbonate can be added in solid, powdered form or as an aqueous solution.

   Aqueous solutions of sodium or potassium hydroxide are also suitable as neutralizing agents. The addition of small amounts of a wetting agent or emulsifier to the reaction mixture can accelerate the reaction.



  The new dyes are suitable for dyeing, padding and printing a wide variety of fibers, e.g. B. of fibers made of cellulose, such as cotton, linen or regenerated cellulose, e.g. B. Viscose rayon or rayon, but especially stick material-containing fibers such. B. wool, silk, synthetic polyamides [e.g. B. Nylon, Perlon (registered trademark)] and all types of textile products made from these fibers, as well as leather.

   The most favorable conditions for the use of the new dyes can easily be determined depending on the type of fiber and the dyes used. Animal fibers and synthetic polyamide fibers are preferably dyed or printed or fixed in an acidic, neutrally or weakly alkaline medium, e.g. B. in the presence of acetic acid, formic acid, sulfuric acid, ammonium sulfate or sodium metaphosphate. You can also in the presence of leveling agents such. B.

         polyoxyethylated fatty amines or mixtures thereof with alkyl polyglycol ethers, color acetic acid to neutral and towards the end of the dyeing process the bath by adding small amounts of an alkaline agent, e.g. B. ammonia, sodium bicarbonate or carbonate or compounds of Ver, which react alkaline in the heat, z. B. hexamethylenetetramine or urea, to a neutral or slightly alkaline reaction from blunt.



  The dyeings on wool are particularly distinguished by their excellent wash, perspiration and milled fastness properties. These are based on the formation of a chemical bond between the dye molecule and the fiber. Often not all of the dye takes part in the chemical reaction with the fiber. The unreacted dye is used in these cases, for. B. removed by rinsing and / or soaps from the fiber, with syn thetic detergents such.

   B. Alkylarylsulfonate, Na trium lauryl sulfate, sodium lauryl polyglycol ether sulfate or mono- and dialkylphenol polyglycol ether, Ver can be used. The parts given in the example are parts by weight. The temperatures are given in degrees Celsius.



  <I> Example </I> 10 parts of the dye obtained by adding 1 mol of 4,4'-diamino-3,3'-dimethyl-1,1'-diphenyl-6,6'-disulfonic acid tetrazotized and coupled with 1 mol of 1-hydroxynaphthalene-4-sulfonic acid and 1 mol of 1 amino-3-methylbenzene are dissolved in 200 parts of water and mixed with 10 parts of sodium bicarbonate, 25 parts of acetone and 1 part of sodium carbonate.

       Within 3 hours, 7 parts of 1-chloroacetylaminobenzene-4-sulfonic acid chloride are then introduced in small portions at 30. The mixture is stirred for a further 3 hours and then salted out with 30 parts of sodium chloride, filtered, washed with 30 parts of 10% sodium chloride solution and dried in vacuo at 40. A dark red powder is obtained which dissolves in water with a red color.



       Dyeing instructions: For dyeing, 2 parts of this dye can be dissolved in 4000 parts of water and the solution heated to 40. Then 2 parts of acetic acid (100%), 1 part of oleyl polyglycol ether with 20 to 25 ethylene oxide groups and 0.2 parts of stearylaminopropyl-N, N-dibutyl-N-benzylammonium chloride are added and 100 parts of a woolen fabric are placed in the bath.

    It is heated to boiling within 30 minutes, held at boiling temperature for 60 minutes and then the fabric is rinsed. A level, bright scarlet dyeing of very good fastness to washing, perspiration and light is obtained.

 

Claims (1)

PATENT CLAIM Process for the preparation of colorants of the formula EMI0002.0099 where F is a dye radical, Y —SO2- or -CO-, R an optionally substituted aromatic radical, R, hydrogen or an optionally substituted hydrocarbon radical, B a saturated or unsaturated hydrocarbon radical containing 1 to 3 halogen atoms, n 1 or 2 and m is 1 or 2, characterized in that organic-specific dyes which contain at least one amino group with an exchangeable hydrogen atom, with an acid halide of the formula halogen-y-R- (NHCO-B) "(II).