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
  • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
  • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
  • D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
  • D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • D06P1/5214—Polymers of unsaturated compounds containing no COOH groups or functional derivatives thereof
  • D06P1/5242—Polymers of unsaturated N-containing compounds
• • 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
  • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
  • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
  • D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
  • D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
  • D06P1/5278—Polyamides; Polyimides; Polylactames; Polyalkyleneimines
• • 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
  • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
  • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
  • D06P1/655—Compounds containing ammonium groups
  • D06P1/66—Compounds containing ammonium groups containing quaternary ammonium groups
• • 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
  • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
  • D06P3/58—Material containing hydroxyl groups
  • D06P3/60—Natural or regenerated cellulose
  • D06P3/62—Natural or regenerated cellulose using direct dyes
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/916—Natural fiber dyeing
  • Y10S8/918—Cellulose textile

Definitions

• the present invention relates to a process for improving the yield and wet fastness properties of dyeings or prints produced with anionic dyes on cellulose fiber material.
• cellulose fiber material is dyed or dyed with a quaternary ammonium salt of the formula wherein R C1-C3-alkyl, X the group Hal is a halogen atom and Q ⁇ is the anion of an aromatic sulfonic acid or especially a C1-C3 alkyl sulfate such as benzene sulfonate, p-toluenesulfonate, chlorobenzenesulfonate, ethyl sulfate (CH3CH2SO4) or especially methyl sulfate (CH3SO4), treated.
• Suitable alkyl groups for R are methyl, ethyl, propyl, isopropyl. Ethyl and especially methyl are preferred.
• Halogen means, for example, bromine, fluorine, iodine or preferably chlorine.
• Specific ammonium salts of formula (1) that can be used in the invention are N-epoxy-2,3-propyl-N-methyl-N, N-diallylammonium methyl sulfate, N- (3-chloro-2-hydroxypropyl) -N-methyl-N, N-diallylammonium methyl sulfate, N- (3-chloro-2-hydroxypropyl) -N-ethyl-N, N-diallylammonium ethyl sulfate, N- (3-chloro-2-hydroxypropyl) -N-methyl-N, N-diallylammonium p-toluenesulfonate, N-epoxy-2,3-propyl-N-ethyl-N, N-diallylammonium ethyl sulfate and N-epoxy-2,3-propyl-N-methyl-N, N-diallylammonium p-toluene
• the first two representatives are particularly preferred.
• the quaternary ammonium salts of the formula (1) are prepared by adding a tertiary diallylamine of the formula wherein X has the meaning given, with an alkyl sulfonic acid ester of the formula (3) Z - SO2 - OR wherein Z represents an aryl radical or -OR and R has the meaning given.
• the quaternary ammonium salt thus produced contains practically no dihalopropanol like dichloropropanol.
• sulfonic acid esters are e.g. Benzenesulfonates, p-toluenesulfonates, p-bromobenzenesulfonates, p-chlorobenzenesulfonates, p-nitrobenzenesulfonates and in particular dialkyl sulfates such as diethyl sulfate and especially dimethyl sulfate.
• reaction is conveniently carried out at 30-90 ° C, preferably at 30-60 ° C.
• the quaternization can be carried out in a non-polar or polar solvent, such as water, dimethylformamide or ethanol.
• the quaternized product is isolated in the usual way.
• the diallylamine compound of the formula (2) is prepared in a manner known per se by reacting diallylamine with an ⁇ -epihalohydrin, whereupon the halohydrin compound obtained is isolated. If one sets the reaction product e.g. an alkali metal hydroxide such as sodium hydroxide, the 1-diallylamino-2,3-epoxypropane is formed.
• an alkali metal hydroxide such as sodium hydroxide
• the epihalohydrin that is reacted with diallylamine can be any ⁇ -epihalohydrin, e.g. Epibromohydrin, epifluorohydrin, epiiodohydrin, ⁇ -methylepichlorohydrin or preferably epichlorohydrin.
• Quaternary ammonium salts which can be used according to the invention are particularly suitable for improving the color yield and the wet fastness of dyeings or prints which are based on cellulose fiber materials with anionic dyes, such as e.g. Reactive or direct dyes are generated.
• the treatment of the cellulose material is preferably carried out semi-continuously by the cold residence method.
• the cellulose material is impregnated with the treatment agent (fixative) e.g. subjected to a fixing process by printing or preferably padding and then by storage.
• This application can be carried out before dyeing or during dyeing.
• the treatment is preferably carried out by the block-cold dwell process and in particular during the dyeing.
• the impregnation can be carried out at 20 to 50 ° C, but preferably at room temperature.
• the fixing process is carried out by storing the impregnated goods for 4 to 48 hours, preferably 10 to 25 hours at room temperature.
• the preparations advantageously contain the quaternary ammonium salt of the formula (1) in an amount of 10 to 70 g / l, preferably 25 to 50 g / l, of active ingredient.
• the squeezing effect is expediently 60 to 120% by weight.
• these preparations expediently also contain alkaline compounds, such as, for example, potassium hydroxide or preferably sodium hydroxide.
• alkaline compounds such as, for example, potassium hydroxide or preferably sodium hydroxide.
• a 30% aqueous sodium hydroxide solution is preferred, which is added to the preparation in an amount of 20 to 50 ml / l, preferably 25 to 40 ml / l.
• the pH of the preparations can therefore generally be 8 to 13.5, preferably 10 to 12.
• the preparations can also contain other conventional additives, e.g. Electrolytes, e.g. Sodium chloride or sodium sulfate, urea, glycerin, thickeners such as e.g. Alginates, starch ethers or polyacrylates, reducing agents, dispersants and wetting agents, homopolymers or copolymers of acrylamide or methacrylamide or graft polymers, as described in EP-A-111 454 and EP-A-363 319, and also contain defoamers and other cationic fixing agents , which the latter can also be fiber-reactive.
• Electrolytes e.g. Sodium chloride or sodium sulfate, urea, glycerin
• thickeners such as e.g. Alginates, starch ethers or polyacrylates, reducing agents, dispersants and wetting agents, homopolymers or copolymers of acrylamide or methacrylamide or graft polymers, as described in EP-
• Regenerated or in particular natural cellulose can be considered as fiber material, such as e.g. Cellulose, viscose silk, hemp, linen, jute or preferably cotton, as well as fiber blends with synthetic fibers e.g. those made of polyamide / cotton or especially polyester / cotton.
• the textile can be used in any form, e.g. Yarns, skeins of yarn, woven fabrics, knitted fabrics, felts, preferably in the form of textile fabrics, such as woven fabrics, knitted fabrics or carpets, which consist entirely or partially of native, regenerated or modified cellulose.
• the pretreatment of the cellulose fiber material with the cationic compounds of the formula (1) can be coupled with other pretreatment operations.
• the treatment of the cellulose fiber material is preferably carried out simultaneously with the dyeing.
• the dyeing is carried out using reactive dyes or, preferably, using substantive dyes by the cold residence process, it being possible for the impregnation to be carried out both by printing and by padding.
• the amount of the dyes generally depends on the desired color strength and is advantageously 0.1 to 100 g per liter of liquor, preferably 5 to 40 g / l of liquor.
• the dyeing can be carried out by the exhaust process or by two-stage processes, e.g. the padding process or printing are produced, the padding process, in particular the so-called pad-steam process, pad-fix process or the pad-cold dwelling process being possible.
• the usual direct dyes are suitable as noun dyes, for example the "Direct Dyes” mentioned in Color Index, 3rd edition (1971) Volume 2 on pages 2005-2478.
• Reactive dyes are understood to be the usual dyes that form a chemical bond with the cellulose, e.g. the "Reactive Dyes” listed in Color Index, Volume 3 (3rd Edition, 1971) on pages 3391-3560 and Volume 6 (Revised 3rd Edition, 1975) on Pages 6268-6345.
• the quantities refer to the dyestuffs on commercially available, ie packed goods and the auxiliaries to pure substance.
• the five-digit Color Index numbers (CI) refer to the 3rd edition of the Color Index.
• Example 1 The N, N-diallyl-N- (3-chloro-2-hydroxypropyl) amine used in Example 1 is produced as follows.
• the reaction product of the formula is viscous, clear and soluble in water. Amine number: 0.012, epoxy number: 3.52.
• the 1-diallylamino-2,3-epoxypropane used in Example 2 is produced as follows.
• diallylamine 230 g are heated to 28 ° C. together with 222 g of ⁇ -epichlorohydrin and 7 g of water.
• the reaction mixture is stirred at 28-30 ° C. for 7 hours.
• a solution of 112 g of sodium hydroxide in 182 g of water is then added at 20 ° C.
• the mixture is stirred at 22-25 ° C for 16 hours.
• the mixture is then diluted with 400 g of water and the organic phase is separated off. The latter is dried over potassium carbonate and at : 40-42 ° C distilled.
• the 1-diallylamino-2,3-epoxypropane obtained has an amine number of 6.48 and an epoxy number of 6.23.
• the goods are then rinsed cold and hot and dried.
• the pretreated tricot is wetted together with 20 g of untreated tricot in an aqueous dye liquor at 50 ° C., which, at a liquor ratio of 1:40, 1% of the dye Direct Blue 71 C.I. 43140 contains.
• the temperature is raised to 98 ° C. within 30 minutes and dyeing is carried out at this temperature for 45 minutes.
• the tricot pretreated according to example 3 is wetted together with 20 g of untreated tricot at 98 ° C. in an aqueous liquor which has a liquor ratio of 1:30 1% of the dye of the formula contains.
• the temperature is then reduced to 85 ° C. within 30 minutes, adds 5 g / l sodium carbonate calc. 2 ml / l sodium hydroxide solution (30%) and treat the material for a further 45 minutes at 85 ° C.
• the dyeings are then rinsed in boiling water for 5 minutes.
• the tricot pretreated according to example 3 is used together with 20 g of non-pretreated tricot and 20 g of tricot treated in the same way, but only with 30 ml / l sodium hydroxide solution (30%) in an aqueous liquor at 50 ° C. which has a liquor ratio of 1:40, 1% of a dye of the formula contains. The material is then dyed for 40 minutes at 50 ° C and then rinsed warm for 5 minutes.

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Coloring (AREA)
• Epoxy Compounds (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

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• 1991
  • 1991-01-10 EP EP91810016A patent/EP0447352B1/fr not_active Expired - Lifetime
  • 1991-01-10 DE DE59103947T patent/DE59103947D1/de not_active Expired - Fee Related
  • 1991-01-18 JP JP3004459A patent/JPH04214479A/ja active Pending
  • 1991-01-18 PT PT96523A patent/PT96523B/pt not_active IP Right Cessation
  • 1991-01-18 ZA ZA91377A patent/ZA91377B/xx unknown
  • 1991-03-11 US US07/667,720 patent/US5147411A/en not_active Expired - Fee Related

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