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
  • D06P1/38—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 reactive dyes
• • 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
  • D06P1/46—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 natural macromolecular substances or derivatives thereof
  • D06P1/48—Derivatives of carbohydrates
• • 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
• • 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
  • Y10S8/92—Synthetic fiber dyeing
  • Y10S8/924—Polyamide fiber

Definitions

• the technique of dyeing and printing with fiber-reactive dyes on fiber materials uses highly concentrated dye solutions and printing pastes.
• the solubility of the dyes is often problematic, so that auxiliaries must be used to improve the solubility.
• large amounts of urea are often used as an auxiliary, which usually gets into the wastewater after application, which is ecologically questionable.
• the durability of alkaline block liquors and printing pastes leaves much to be desired with many dyes, which leads, for example, to end processes and thus limits the process reliability and reproducibility of the nuances.
• Ink-jet inks run the risk of the ink solution drying out.
• the present invention was based on the task of replacing urea as an aid in dyeing and printing textiles with an ecologically harmless aid without causing coloristic disadvantages in dyeing.
• R 2 is hydroxymethyl, carboxy, HOOC-CH 2 -O-CH 2 - and H 3 CO-CH 2 -. Hydroxymethyl is particularly preferred.
• R 3 is particularly preferably hydrogen, hydroxyethyl, carboxymethyl, sulfo, in particular hydrogen. Hydrogen is preferred for R 4 .
• the linking of the radical Z of the formulas (2a), (2b), (2c), (2d), (2e) and (2g) to the bridge G can be ⁇ - or ⁇ -glycosidic, or it can be a mixture of both forms available.
• the stereochemistry of the sugar residue of the formulas (2a), (2b), (2c), (2d), (2e) and (2g) can be D, L or DL, but preferably D.
• the linkage of the one saccharide monomer unit to the second saccharide unit can be ⁇ - or ⁇ -glycosidic, or a mixture of both forms may be present, the ⁇ -glycosidic being preferred Shortcut.
• the linking of the repeating disaccharide units can also be of the ⁇ - or ⁇ -glycosidic type, or a mixture of both forms may be present, the ⁇ -glycosidic linkage also being preferred here.
• the radical Z is preferably a radical of the formulas (2a), (2b), (2c) (2d), (2e) and (2g), in particular (2a).
• the radical Z is preferably a radical of the formula (2f).
• the radical T is preferably a C 12 -C 20 alkyl radical which may contain 1 to 10 olefinic double bonds, and R 1 is preferably hydroxy or carboxy.
• the carbohydrate residue of the formula (2a) is preferably the residue of a D-glucopyranoside, D-mannopyranoside or D-galactopyranoside, in particular the residue of a D-glucopyranoside.
• the carbohydrate residue of the formula (2b) is preferably the residue of a D-ribofuranoside, D-fructofuranoside or D-glucofuranoside.
• the carbohydrate residue of the formula (2c) is preferably a cellobiose, maltose, lactose, a poly or oligo- ⁇ -1,4-D-glucose or - ⁇ -1,4-D-glucose residue.
• the monomer member of the carbohydrate residue of the formula (2d) is preferably an ⁇ -1,6-D-glucose or a ⁇ -1,6-D-glucose residue.
• the carbohydrate residue of the formula (2e) is preferably the residue of a sophorosis.
• the carbohydrate residue of the formula (2f) is preferably sorbitol or mannitol.
• the carbohydrate residue of the formula (2g) is preferably a D-glucosamine and, together with G, particularly preferably forms the residue of a glucamide if G is -NR 5 -CO-.
• Z can be the residue of a trisaccharide of the raffinose type.
• Examples of preferred structural elements T- [R 1 ] n are 3-hydroxyphenyl, 4-hydroxyphenyl, 2-hydroxyphenyl, 2-carboxyphenyl, naphth-2-yl, 6-carboxy-naphth-2-yl, 3-carboxy- naphth-2-yl, 4-carboxyphenyl, 1-carboxy-naphth-2-yl, 5-hydroxy-naphth-2-yl, 8-hydroxy-naphth-2-yl, 3-hydroxy-naphth-2-yl, 6-hydroxy-naphth-2-yl, 7-hydroxy-naphth-2-yl, 6-sulfo-naphth-2-yl, 8-sulfo-naphth-2-yl, 3-hydroxy-6-sulfo-naphth- 2-yl, 8-hydroxy-6-sulfonaphth-2-yl, 6-aminosulfonylnaphth-2-yl
• sugar residues Z are ribose, arabinose, xylose, glucose, mannose, galactose, fructose, glucuronic acid or mannuronic acid.
• Examples of particularly suitable carbohydrate compounds of the formula (1) are 2-hydroxyphenyl- ⁇ -D-galactopyranoside, 2-hydroxyphenyl- ⁇ -D-glucopyranoside, 2-hydroxyphenyl- ⁇ -D-glucopyranoside, 2-hydroxyphenyl- ⁇ -D-galactopyranoside, 2-carboxyphenyl- ⁇ -D-galactopyranoside, 2-carboxyphenyl- ⁇ -D-glucopyranoside, 2-carboxyphenyl- ⁇ -D-glucopyranoside, 2-carboxyphenyl- ⁇ -D-galactopyranoside, 4-hydroxyphenyl- ⁇ -D-galactopyranoside, 4-hydroxyphenyl- ⁇ -D-glucopyranoside, 4-hydroxyphenyl- ⁇ -D-glucopyranoside, 4-hydroxyphenyl- ⁇ -D-glucopyranoside, 4-hydroxyphenyl- ⁇ -D-galactopyranoside, 3-hydroxyphenyl- ⁇ -D-galacto
• Suitable dyes for the purposes of the present invention are fiber-reactive dyes from the series of monoazo, bisazo, polyazo, metal complex azo, anthraquinone, metal complex formazan dyes, such as Cu formazans, metal complex phthalocyanine dyes, such as Cu or Ni-phthalocyanine dyes, or triphendioxazine dyes, as are known, for example, from numerous patents, books or publications (for example Venkataraman, K .: The Chemistry of Synthetic Dyes, Vol. VI.).
• anthraquinone dyes the compounds listed below are particularly suitable for the application technique described:
• Particularly preferred alkylene radicals are ethylene and propylene.
• phthalocyanine dyes the compounds listed below are particularly suitable for the application technology described:
• fiber-reactive dyes are 7- (4'- ⁇ -sulfatoethylsulfonyl) phenylazo-8-hydroxy-2-acetylamino-6-sulfonaphthalene, 7- (4'- ⁇ -sulfatoethylsulfonyl) phenylazo-8-hydroxy-3-acetylamino-6-sulfonaphthalene, 7- (4'- ⁇ -sulfatoethylsulfonyl) phenylazo-8-hydroxy-1-acetylamino-3,6-disulfonaphthalene, 7- (4'- ⁇ -sulfatoethylsulfonyl) phenylazo-8-hydroxy-1-acetylamino-4,6-disulfonaphthalene, 7- (4'- ⁇ -sulfatoethylsulfonyl) phenylazo-8-hydroxy-2-benzoylamino-6-sulfona
• Suitable fiber materials for the purposes of the present invention are those which contain hydroxyl, amino, carbonamide and / or mercapto groups, such as cellulose fibers from the range of native cellulose, such as cotton of various origins, jute, ramie, regenerated fibers such as viscose or chemically modified cellulose, such as cellulose modified by amino groups or cationic groups, or polyamide fibers, such as synthetic polyamides from the series polyamide-6, polyamide-6,6, or protein fibers such as wool or silk, mixtures of the types of fibers mentioned, and also mixtures of cellulose Polyesters such as polyethylene terephthalate / cotton blends, the application of the auxiliaries mentioned on cellulose-containing fiber materials being particularly preferred.
• cellulose fibers from the range of native cellulose, such as cotton of various origins, jute, ramie, regenerated fibers such as viscose or chemically modified cellulose, such as cellulose modified by amino groups or cationic groups
• polyamide fibers such as synthetic
• the carbohydrate compounds mentioned are particularly suitable for use in pad dyeing processes such as the pad cold-dwell process or continuous dyeing process and textile printing processes such as single-phase printing or etching printing or the ink-jet process.
• Processes which are characterized in that an alkaline pad liquor containing dye and alkali are applied simultaneously are particularly preferred.
• such processes are particularly preferred in which very high dye concentrations, for example 2 to 10% by weight of dye, based on the dye liquor, or dyes with limited solubility (less than 100 g / l) are applied without auxiliary agents under the conditions of use.
• carbohydrate compounds mentioned are also suitable as auxiliaries for dyeings, in the event that the dyes used have poor solubilities under the conditions of use of an alkaline salt liquor, for example only 0.3 to 1% by weight of dye, based on the dye liquor.
• the present invention also relates to a dye preparation comprising one or more fiber-reactive dyes and one or more carbohydrate compounds of the general formula (1).
• a preferred embodiment of the dye preparations according to the invention is a padding liquor consisting essentially of 0.5 to 10% by weight of a fiber-reactive dye, 0.2 to 2% by weight, preferably 0.4 to 1.6% by weight, one of the carbohydrate compounds defined above, alkali, such as sodium hydroxide solution, sodium carbonate or water glass and optionally further usual auxiliaries and additives, so that the total is 100% by weight.
• a padding liquor consists of 5 to 100 parts / l reactive dye, 5 to 40 cm 3 / l sodium hydroxide 32.5% (38 ° Be) or 5 to 20 parts / l sodium carbonate and 2 to 20 parts / l, preferably 4 to 16 parts / l, a carbohydrate compound of the type mentioned and optionally further auxiliaries, 0 to 130 parts / l, preferably 0 to 50 parts / l, water glass (37 to 60 ° Be), and hydrotropic auxiliaries such as 0 to 50 g / l, preferably 0 g / l, urea and / or dispersants such as, for example, condensation products of naphthalenesulfonic acids with formaldehyde.
• the padding liquor is padded onto the fabric in the usual way, the liquor being applied by means of a padding chassis over a horizontally arranged pair of rollers and the squeezing rate being adjusted so that a liquor absorption of 40 to 120%, preferably 50 to 90% for cotton or 80 to 100% for viscose, is reached, and then fixed.
• the fixation can be achieved by keeping the airtightly docked tissue cold within 2 to 48 hours, preferably 3 to 26 hours, at 20 to 35 ° C or by steaming the intermediate dried tissue within 1 to 10 minutes at 90 to 150 ° C or by steaming the wet, padded fabric within 30 seconds to 3 minutes at 90 to 120 ° C in a steamer customary for the application methods described and then aftertreated in the usual manner, such as rinsed and optionally washed in the presence of surfactants.
• the pad liquor durability is often improved by the application of water glass, but this technique has certain disadvantages, such as, for example, deposition and incrustation of silica on paddle rollers or machine parts (Textilpraxis Int. 39 (1984), 63; ibid. 153, 262, 269).
• dyeing can be carried out with a reduced amount or without water glass, which improves the pad liquor durability without the disadvantages mentioned.
• the problem of pad dyeing reactive dyes is, among other things, the durability of the alkaline padding liquors, which is noticeable by precipitation in the pad or by reduced color strength.
• the effect of the reduced color strength is due to hydrolysis of the reactive dye, which is known to any person skilled in the art.
• the loss of color strength is reduced when the auxiliaries mentioned are used, which has a considerable advantage in terms of process reliability and economy.
• This effect is particularly pronounced with dyes from the series of phthalocyanine reactive dyes, such as, in particular, Cu and Ni phthalocyanines.
• auxiliaries of the formula (1f) an increase in the coloristic color strength is surprisingly observed after a pad liquor dwell time or standing time in the range from 5 to 20 min.
• Another preferred embodiment of the dye preparation according to the invention is a printing paste consisting essentially of 0.5 to 10% by weight of a fiber-reactive dye, 0.2 to 2% by weight, preferably 0.4 to 1.6% by weight, of one of the carbohydrate compounds defined above and further conventional auxiliaries such as, in particular, thickeners and additives, such as sodium nitrobenzenesulfonate and / or softening agents, so that the sum 100 wt .-% results.
• a printing paste which contains 5 to 100 parts of reactive dye, 200 to 300 parts of water, 400 to 500 parts of a sodium alginate thickener, 4 to 30 parts of alkali as sodium carbonate or sodium bicarbonate and 2 to 20 parts of a carbohydrate compound mentioned type and optionally other auxiliaries, such as 10 parts of nitrobenzenesulfonate sodium.
• This printing paste is printed onto the fabric in the usual way, then fixed in a damper at 90 to 155 ° C. within 3 to 15 minutes, the damper being for example a hanging loop damper, a continuous damper or a star damper, and then aftertreated in the usual way , eg rinsed and optionally washed in the presence of surfactants.
• Another preferred embodiment of the dye preparation according to the invention is an improved ink jet ink, consisting essentially of 4 to 10% by weight of a fiber-reactive dye, 1 to 10% by weight, preferably 2 to 7% by weight, one of the The carbohydrate compounds defined above and other conventional auxiliaries and additives, so that the total is 100% by weight.
• the applied ink contains, for example, 4 to 10% by weight of reactive dye, 1 to 10% by weight of a carbohydrate compound of the formula (1), 5 to 10% by weight of a substance which prevents drying out , such as a polyglycol ether, and optionally a fungicidal agent and 70 to 90% by weight of water.
• a substance which prevents drying out such as a polyglycol ether
• a fungicidal agent such as a polyglycol ether
• the invention furthermore relates to dye preparations which contain the carbohydrate compounds mentioned and which are characterized in that the preparation consists essentially of 20 to 70% by weight of dye, 0.2 to 10% by weight, preferably 2 to 8% by weight. -%, the carbohydrate compound, 10 to 60 wt .-% salt and conventional adjuvants and optionally other auxiliaries, such as dedusting agents, condensation products of naphthalenesulfonic acid with formaldehyde and / or condensed phosphates.
• the dye preparations can be prepared in a conventional mixer and / or comminution device such as a mill or by spray drying the aqueous solutions containing the substances.
• the dye preparations have advantages over the non-formulated dyes in their solubility and the levelness of the dyeings and prints. They differ in the use of a mixture in powder or granule form instead of a separate addition of the auxiliaries to the dye bath.
• DE-A-2 412 964 describes that the dye of the formula (CI Reactive Blue 19) can be prepared in the presence of anthraquinone-2-sulfonic acid Na salt as a dye formulation, which has advantages for the solubility and levelness of the dyeings in deep shades.
• anthraquinone-2-sulfonic acid Na salt or its combination with anthraquinone-2-sulfonic acid instead of anthraquinone-2-sulfonic acid Na salt or its combination with anthraquinone-2-sulfonic acid, the Carbohydrate compounds according to the invention, optionally in combination with other auxiliaries, such as naphthalenesulfonic acid-formaldehyde condensates, can be used for a CI Reactive Blue 19 dye formulation.
• Dye preparations containing 1 to 6% by weight, in particular 1.5 to 4% by weight, of the carbohydrate compounds of the formula (1), in particular (1h) and (1f), and 0 to 10% by weight are suitable. Contain anthraquinone-2-sulfonic acid and / or its Na salt. With the dye preparations prepared in this way, surprisingly higher color strengths can be achieved, in particular in the pull-out dyeing behavior.
• the amounts of the dyes used are calculated as customary formulations, in particular containing adjusting agents in the form of salt, the actual dye content of the dye formulations being given in brackets.
• Alkaline boiled and bleached cotton was used as the fiber material in the examples.
• the fabric is rolled up straight, stored with exclusion of moisture for a certain dwell time (t 2 ), washed and dried. A strong orange coloration is obtained.
• the table below shows the color strengths obtained as color strength parameter K / S according to the Melliand Textilber method. 1986, 562.
• the color strengths obtained are given as a reference when dyeing according to the urea method of the prior art (Textile Practice Int. 39 (1984), 63; ibid. 153, 262, 269) in order to document the advantageous procedure of the invention.
• Coloring agent on CI Reactive Orange 16 (49.7%) Amount of 2-hydroxyphenyl- ⁇ -D-glucopyranoside used t 1 K / S dwell time t 2 4h / 24h Comparison with 100 g / l urea 4h / 24h 20 g / l 6.2 g / l 0 min 9.96 / 11.16 7.36 / 8.83 dito dito 5 min 7.80 / 9.87 not possible dito dito 15 minutes 6.72 / 8.51 not possible not possible: no coloring is possible because the padding liquor fails, or only irregular stains are obtained.
• glucoside compound from Example 1 a ⁇ -D-glucopyranoside of the formula and dyes used in the amount given in the following table, dyeing being carried out with a dye use of 20 g / l with 6 ml of sodium hydroxide solution (6.5%) and at 40 g / l with 8 ml of sodium hydroxide solution (6.5%) strong colorations are also obtained.
• the fabric is rolled up in a straight line, stored for a 24-hour period with exclusion of moisture, washed out several times and dried. Strong blue brilliant dyeings are obtained.
• the table below shows the color strengths obtained as a weighted color strength parameter ⁇ K / S ( ⁇ ) according to the Melliand Textilber method. 1986, 562.
• the color strengths obtained are given as a reference when using the customary block-short dwell method (eg Textile Practice Int. 39 (1984), 63; ibid. 153, 262, 269), the urea method, the normal method and the water glass method is colored to document the advantageous procedure of the invention.
• the normal process is mostly no longer used in current practice due to poor process reliability.
• the urea process padding liquor contains 100 g / l urea instead of the carbohydrate compound.
• the water glass process padding liquor contains 100 g / l urea and 95 g / l water glass (20 ° Be) instead of the carbohydrate compound; Normal procedure: without water glass and urea
• Unformulated CI Reactive Blue 19 produces spotty stains on the given substrate under the conditions used.
• Example 5 The procedure is as in Example 5, but instead of CI Reactive Blue 19, the Cu-phthalocyanine dye of the formula used, you get strong turquoise blue colorations.
• the table below shows the color strengths obtained as a weighted color strength parameter ⁇ K / S ( ⁇ ) according to the Melliand Textilber method. 1986, 562. The color strengths obtained are given as a reference if dyeing is carried out using the customary block-dwell method (see Example 5) in order to document the advantageous procedure of the invention.
• a dye preparation is obtained which, in the case of dyeings on cellulose fibers, has advantages in the coloristic color strengths, with the dyeing results given in the table. Level, strong, brilliant dyeings with good fastness properties are obtained.
• the color strength parameter is the K / S color strength, the amount used for dyeing within a series of the same dye being transmission-normalized to the same color strength in the dyeing liquor and thus being directly comparable.

Landscapes

• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Health & Medical Sciences (AREA)
• Life Sciences & Earth Sciences (AREA)
• Molecular Biology (AREA)
• Coloring (AREA)
• Saccharide Compounds (AREA)

Applications Claiming Priority (2)

Publications (2)

Family

ID=7761948

Family Applications (1)

Country Status (5)

Cited By (14)

Families Citing this family (18)

Family Cites Families (2)

• 1995
  • 1995-05-15 DE DE19517794A patent/DE19517794A1/de not_active Withdrawn
• 1996
  • 1996-05-09 EP EP96107323A patent/EP0745719A3/fr not_active Withdrawn
  • 1996-05-13 TR TR96/00390A patent/TR199600390A2/xx unknown
  • 1996-05-15 US US08/647,839 patent/US5766267A/en not_active Expired - Fee Related
  • 1996-05-15 JP JP8120645A patent/JPH08325958A/ja not_active Withdrawn

Also Published As

Similar Documents

Legal Events