CH442575A - Process for the production of dyes - Google Patents

Description

  

      Process for the preparation of dyes It has been found that valuable reactive dyes of the formula F- [x-y-R- (NHCO-B).]. (I) is obtained in which F is a dye radical, x -O- or an optionally substituted imino group, y -SO2 or -CO-,

       R is a preferably mono- or bicyclic, optionally further substituted aromatic radical, B a saturated or unsaturated hydrocarbon radical, preferably with 1 to 3 carbon atoms and containing 1-3 halogen atoms, n 1 or 2 and m 1 or 2 mean if you add the remainder + xyR- (NHz) n] m (II)

            containing dyes with acid halogens of the formula halogen-CO-B (III), in which halogen is preferably chlorine or bromine.



  Suitable starting dyes are, for. B. mono-, dis- and polyazo dyes, anthraquinone dyes or phthalocyanine and especially copper phthalocyanine dyes. The mono-, dis- and polyazo dyes can be coordinated metal atoms, for example chromium, cobalt, nickel or copper,

       contain. Azo dyes with groups which form metal complexes can also be reacted. After the condensation reaction, these can be metallized in substance and then fixed on the fiber or in

      metal-free form according to one of the usual methods with: the fibers are reacted and the fibers are treated with metal-releasing agents. As acid chlorides of the formula (I11), for. B.

         α-chloroacrylic acid chloride, β-chloroacrylic acid chloride, α, β-dichloroacrylic acid chloride, β-chloro-α-methylacrylic acid chloride, α-bromocrotonic acid chloride, α-chlorocrotonic acid chloride, α, ss "didhlorcrotonic acid chloride, chloroacetyl chloride or bromoacetyl chloride are possible.



  The reaction of the acid halides of the formula (III) with water-soluble dyes or compounds capable of dye formation is preferably carried out in an aqueous medium. The acid chloride can be used as

  such or dissolved in an organic solvent can be added.

   Depending on the reactivity of the starting products, this reaction is carried out at a lower or slightly elevated temperature, in an acidic, neutral or weakly alkaline pH range.

       To neutralize the hydrogen halide that is formed, an acid-binding agent, such as sodium acetate, can be added at the beginning of the reaction, or during the reaction, for example, in small portions or continuously. B.

   Sodium or potassium carbonate or bicarbonate in solid, powdered form or as an aqueous solution.

   Aqueous solutions of sodium or potassium hydroxide are also suitable as neutralizing agents .1. The addition of small amounts of a wetting or emulsifying agent to the reaction mixture can reduce the reaction rate

   ID = "0001.0177"> accelerate.



       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. Visroserayon or rayon, especially .aber of nitrogen-containing fibers, z. E.g. 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 were determined by the type of fiber and:

  Easily determine the dyes used. Animal fibers and synthetic polyamide fibers are preferably dyed or printed or fixed in an acidic, neutral 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. polyoxäthyherten Fett- 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, z. B.

   Ammonia, sodium bicarbonate or soda or compounds which react alkaline in or with heat, e.g. B. hexamethylenetetramine or urea, blunt to a neutral or weakly alkaline reaction.



  The dyeing on wool is characterized in particular by excellent wash, perspiration and flexing fastness.

   These are based on the formation of a chemical bond between the fiber molecule and the fiber. Often not all of the dye takes part in the chemical reaction with the fiber. The unreacted dye is in, .these cases, for. B.

    by rinsing and / or soaps, removed from the fiber, synthetic detergents, e.g. B. Alkalylaryl sulfonates, sodium lauryl sulfate, sodium lauryl polyglycol ether sulfate or mono- and dialkyl-henyl polyglycol ether can be used.



  The parts given in the example are parts by weight. The temperatures are given in degrees Celsius. <I> Example </I> 300 parts of the dye of the formula
EMI0002.0081
    are dissolved in 7000 parts of water, treated with 120 parts of sodium bicarbonate and cooled to 0-5.

   Chloracetyl chloride (about 43 parts) is added dropwise over the course of 2 hours until the starting dye has completely disappeared.

   It is then salted out with 280 parts of sodium chloride, stirred for 30 minutes, filtered, washed with 500 parts of 40% sodium chloride solution and kneaded at 40 in a vacuum.



  For dyeing, 2 parts of this dye can be dissolved in 4000 parts of water and the solution heated to 40%. Then add 2 parts of acetic acid (100%), 1 part of oleyl polyglycol ether with 20 to 25 ethylene oxide groups and 0.2 part of stearoylaminopropyl-N,

  N-di butyl-N-benzylammonium chloride and brings 100 parts of a woolen fabric into the bathroom. It is heated to the boil within 30 minutes, held at boiling temperature for 60 minutes and then the fabric is rinsed.

         A level, scarlet-red, brilliant dyeing of very good washing, perspiration, milled and lightfastness is obtained.



  If you put the disazo dye of the formula
EMI0002.0143
    with chloroacetyl chloride, bromoacetyl chloride, β-chloropropionyl chloride or α-chloroacrylyl chloride, valuable dyes are also obtained which give lightfast and wet-fast dyeings on wool.

 

Claims (1)

PATENT CLAIM Process for the preparation of dyes of the formula F- [x-y-R- (NHCO-B) "lm (I) in which F is a dye residue, x -O- or an optionally substituted imino group y -S02 or, CO-, R is an optionally further substituted aromatic radical, B a hydrocarbon radical which contains 1-3 halogen atoms, n is 1 or 2 and m is 1 or 2., characterized in that the radical + x-y-R- (NH2) n lm (II) containing dyes with acid halides of the formula halogen-CO-B (III).