Classifications

• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
  • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
  • D06P5/003—Transfer printing
  • D06P5/004—Transfer printing using subliming dyes
  • D06P5/006—Transfer printing using subliming dyes using specified dyes

Definitions

• an auxiliary carrier printed with the transfer printing ink generally paper, is pressed onto the textile material to be printed at elevated temperature on a calender or an ironing press.
• the dye is transferred to the textile material by sublimation.
• the textile prints obtained have excellent point and contour sharpness and do not require any of the aftertreatments usually required in textile printing, such as steaming, fixing or washing.
• GB-PS 1,504,705 dyes of formula 1 described for transfer printing where R 4 and R 5 are H, alkyl or alkenyl having 1 to 5 C atoms and R 3 is H, CH 3 , C 2 H 5 or OCH 3 .
• the present invention therefore relates to a process for printing synthetic, hydrophobic fiber material or mixtures of synthetic, organic fiber material with the prepared cellulose fibers, further prepared or modified cellulose fibers by the T r ansfertikkal, which is characterized in that as sublimable dyes azo dyes of the general Formula II used, wherein R is H, a straight or branched alkyl group having 1-4 carbon atoms or a straight-chain or comparable zwe IGTE alkenyl group having 3-4 carbon atoms, R 2 is a straight chain alkyl group having 1-4 carbon atoms or a straight-chain alkenyl group with 3-4 carbon atoms.
• the dyes of the formula II are prepared by processes known per se, for example described in DE-AS 10 19 415, by diazotizing 2-amino-5-nitro-thiazole and on N-acetyl-m-phenylenediamine derivatives of the formula III
• the coupling components are manufactured using methods known per se, e.g. easily accessible by reactions of N-acetyl-m-phenylenediamine and alkyl or alkenyl halides.
• Suitable coupling components are, for example, are: 1 - A cetylamino-3-N, N-diethylamino-benzene, 1-acetylamino-3- (N-allyl-N-ethyl) amino-benz oil, 1-acetylamino-3-N-allylamino benzene, 1 - A cetylamino-3-isopropylamino-benzene, 1-acetylamino-3-tert-b utylamino-benzene, 1-acetylamino-3- (N-1-propenyl-N-propyl) amino-benzene; 1-acetylamino-3- (N-2-butenyl-Nn-butyl) aminobenzene, 1-acetylamino-3- (N-isopropyl-N-methyl) amino-benzene, 1-acetylamino-3-N-methallylamino-benzene, 1-acetylamino-3- (N
• the dye of the formula V is particularly suitable for the process according to the invention
• the transfer printing process has been described, for example, in French Patents 1,223,330 and 1,334,829.
• the dyes are, for example, in the form of printing inks, as described, for example, in French patent specification 1,573,698, or as pastes on auxiliary supports, such as paper, other cellulose materials, such as cotton or cellophane, metal foils and the like, as described in French patent specification 1,575 .069 are known, applied by padding, splash rollers or spray guns.
• the dyes can also be applied to the auxiliary carriers by printing processes using customary printing machines such as Rouleaux, gravure, rotary stencil, flat stencil, relief or flexographic printing machines.
• the printing inks optionally provide synthetic resin-containing dye solutions or dispersions in suitable organic solvents, for example hydrocarbons, such as, for example, benzene, toluene, xylene, chlorinated hydrocarbons, such as, for example, chlorobenzene, chloroform, dichloroethane, trichlorethylene, perchlorethylene, alcohols, such as, for example, ethanol, isopropanol, Benzyl alcohol and esters, such as ethyl acetate and mixtures thereof.
• suitable organic solvents for example hydrocarbons, such as, for example, benzene, toluene, xylene, chlorinated hydrocarbons, such as, for example, chlorobenzene, chloroform, dichloroethane, trichlorethylene, perchlorethylene, alcohols, such as, for example, ethanol, isopropanol, Benzyl alcohol and esters, such as ethyl acetate and mixtures thereof.
• the dyes are in finely dispersed form.
• the printing inks thus produced contain thickeners, such as e.g. Kernel meal derivatives or alginates or synthetic thickeners, e.g. esterified and / or etherified cellulose derivatives, preferably in combination with ethanol.
• Substrates suitable for transfer printing with dyes of the formula II are textile materials which consist of polyester, cellulose triacetate, cellulose 2 1/2 acetate, polyamide, polyacrylic nitrile, optionally prepared or modified cellulose fibers and mixtures of these fibers, but also non-textile objects such as foils, tapes or blocks made of commercially available polymer or polycondensate plastics.
• the dyes are sublimed onto the material to be printed by the action of heat at 140-250 ° C., preferably at 160-220 ° C., for 15-60 seconds or longer.
• the heat can be applied in various ways, e.g. by hot air, superheated steam, infrared radiation or contact heat, if necessary also using reduced pressure.
• the dyes of the formula 11 used in accordance with the invention deliver prints in particular on polyester, but also on prepared polyester-cotton mixed fibers and prepared cellulose fibers, with excellent color yields, ie high color strengths, and with excellent fastness properties, such as, for example, lightfastness. Wash fastness (40 ° and 60 ° wash) and water fastness. Furthermore, the dyes of the formula I I used according to the invention have a desired navy blue shade compared to the violet hues of the dyes from GB-PS 1 504 705. In the examples below, parts are parts by weight, percentages unless stated otherwise.
• 75 parts of the dye of the formula 50 g of an anionic dispersant, such as a lignin sulfonate or a condensation product of naphthalenesulfonic acid and formaldehyde, and 100 parts of water are converted into a finely divided form in a ball mill by grinding for eight hours.
• 50-200 parts of the aqueous dispersion thus obtained are pasted with 400 parts of a 10% locust bean gum ether thickener and 550 to 400 parts of water. With this printing paste, paper becomes deep printing process printed. If this paper is pressed for 15 to 60 seconds at 200 ° C with a textile made of polyester fibers, you get a clear, strong, navy blue print with good fastness properties.
• the dye was prepared in the following way: A solution of (0.2 mol) diazotized 2-amino-5-nitrothiazole in a mixture of sulfuric acid, acetic acid and propionic acid (obtained according to the procedure of Example 1 of DE-AS 1 019 415) at 0 to +5 0 C to a solution of 46 g of N, N -diallyl-N'-acetyl-m-phenylenediamine in 200 ml of a mixture of propionic acid and acetic acid (volume ratio 1: 6), which is cooled in an ice bath , added. After a short time the reaction mixture is neutralized against Congo paper by adding sodium acetate in portions and leaving the coupling mixture to itself for 2 to 3 hours. The mixture is then poured into ice water and, after brief stirring, the azo dye formed is isolated by filtration. It was washed thoroughly with water and dried. 54 g of the dye with a melting point of 162 ° C. are obtained.
• the N, N-diallyl-N'-acetyl-m-phenylenediamine required as coupling component can be obtained by the following procedure: 1000 parts of water, 200 parts of ethanol, 150 parts of N-acetyl-m-phenylcndiamine and 383 parts of allyl chloride are refluxed for 10 hours heated, adding 200 parts of a 30% aqueous ammonia solution. Then it is distilled with steam for 2 hours, then the bottom is cooled to 20 ° C. and the product is filtered off. 195 parts of N, N-diallyl-N'-acetyl-m-phenylenediamine with a melting point of 75 ° C. are obtained.
• 40 parts of the dye of the formula are kneaded with 60 parts of rosin at 100 to 110 ° C in a kneader until complete homogenization and, after cooling, ground on one of the usual mills.
• a fine-grain dye powder is obtained.
• 100 parts of the 40% dye preparation are stirred into 960 parts of varnish (for example a mixture of 20% rosin-modified maleinate resin, 10% polyvinyl butyral, 65% ethanol and 5% ethyl glycol).
• varnish for example a mixture of 20% rosin-modified maleinate resin, 10% polyvinyl butyral, 65% ethanol and 5% ethyl glycol.
• the printing ink obtained in this way is used for gravure printing on paper. If this paper is pressed for 15 - 60 seconds at 200 ° C with a fabric made of polyester fibers, you get a strong, navy blue print with good fastness properties.

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Coloring (AREA)
• Inks, Pencil-Leads, Or Crayons (AREA)

Applications Claiming Priority (2)

Publications (1)

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Cited By (4)

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Citations (2)

• 1979
  • 1979-12-04 DE DE19792948678 patent/DE2948678A1/de not_active Withdrawn
• 1980
  • 1980-11-29 EP EP80107480A patent/EP0030028A1/fr not_active Withdrawn
  • 1980-12-03 JP JP16973580A patent/JPS5691087A/ja active Pending

Patent Citations (2)

Non-Patent Citations (1)

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