EP0364752A2 - Procédé de teinture de matières textiles en cellulose - Google Patents
Procédé de teinture de matières textiles en cellulose Download PDFInfo
- Publication number
- EP0364752A2 EP0364752A2 EP89117366A EP89117366A EP0364752A2 EP 0364752 A2 EP0364752 A2 EP 0364752A2 EP 89117366 A EP89117366 A EP 89117366A EP 89117366 A EP89117366 A EP 89117366A EP 0364752 A2 EP0364752 A2 EP 0364752A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- dyeing
- und
- textile materials
- sodium dithionite
- vat
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000004043 dyeing Methods 0.000 title claims abstract description 39
- 239000000463 material Substances 0.000 title claims abstract description 30
- 239000004753 textile Substances 0.000 title claims abstract description 27
- 238000000034 method Methods 0.000 title claims abstract description 23
- 229920002678 cellulose Polymers 0.000 title description 2
- 239000001913 cellulose Substances 0.000 title description 2
- 239000000984 vat dye Substances 0.000 claims abstract description 25
- 239000000203 mixture Substances 0.000 claims abstract description 23
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 claims abstract description 20
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 19
- 229920003043 Cellulose fiber Polymers 0.000 claims abstract description 15
- RYYXDZDBXNUPOG-UHFFFAOYSA-N 4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine;dihydrochloride Chemical compound Cl.Cl.C1C(N)CCC2=C1SC(N)=N2 RYYXDZDBXNUPOG-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000012736 aqueous medium Substances 0.000 claims abstract description 7
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 claims description 30
- 229920002994 synthetic fiber Polymers 0.000 claims description 4
- 239000012209 synthetic fiber Substances 0.000 claims description 4
- 238000004040 coloring Methods 0.000 abstract description 4
- KDZCMNKCNXVTIK-UHFFFAOYSA-N sulfonylmethanediamine Chemical compound NC(N)=S(=O)=O KDZCMNKCNXVTIK-UHFFFAOYSA-N 0.000 abstract description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 36
- 229920000742 Cotton Polymers 0.000 description 13
- 239000004744 fabric Substances 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- 239000000975 dye Substances 0.000 description 11
- 239000000835 fiber Substances 0.000 description 5
- 238000004048 vat dyeing Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000008103 glucose Substances 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- 239000011976 maleic acid Substances 0.000 description 4
- 230000001590 oxidative effect Effects 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- NGSULTPMGQCSHK-UHFFFAOYSA-N 2,3-dihydroxyprop-2-enal Chemical compound OC=C(O)C=O NGSULTPMGQCSHK-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 238000005086 pumping Methods 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- NYYSPVRERVXMLJ-UHFFFAOYSA-N 4,4-difluorocyclohexan-1-one Chemical compound FC1(F)CCC(=O)CC1 NYYSPVRERVXMLJ-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- NVXLIZQNSVLKPO-UHFFFAOYSA-N Glucosereductone Chemical compound O=CC(O)C=O NVXLIZQNSVLKPO-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N Glycolaldehyde Chemical compound OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 235000013351 cheese Nutrition 0.000 description 2
- HLQQMPGKASWZPH-UHFFFAOYSA-N diethyl hexyl phosphate Chemical compound CCCCCCOP(=O)(OCC)OCC HLQQMPGKASWZPH-UHFFFAOYSA-N 0.000 description 2
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 description 2
- QTWZICCBKBYHDM-UHFFFAOYSA-N leucomethylene blue Chemical compound C1=C(N(C)C)C=C2SC3=CC(N(C)C)=CC=C3NC2=C1 QTWZICCBKBYHDM-UHFFFAOYSA-N 0.000 description 2
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000004627 regenerated cellulose Substances 0.000 description 2
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- FERFVIBPKVMYMC-UHFFFAOYSA-N 3,3-dihydroxybutan-2-one Chemical compound CC(=O)C(C)(O)O FERFVIBPKVMYMC-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- 229920001407 Modal (textile) Polymers 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- FZNCGRZWXLXZSZ-CIQUZCHMSA-N Voglibose Chemical compound OCC(CO)N[C@H]1C[C@](O)(CO)[C@@H](O)[C@H](O)[C@H]1O FZNCGRZWXLXZSZ-CIQUZCHMSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 229940120503 dihydroxyacetone Drugs 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 230000001617 migratory effect Effects 0.000 description 1
- 235000013379 molasses Nutrition 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000009974 package dyeing Methods 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- -1 starch Chemical class 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
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
- D06P1/22—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 vat dyestuffs including indigo
- D06P1/221—Reducing systems; Reducing catalysts
Definitions
- the process is carried out in an alkaline aqueous medium in the presence of reducing agents and, if appropriate, other customary auxiliaries at temperatures of, for example, 45 to 60 ° C., and the dyeings are then carried out finished by rinsing, oxidizing and soaping the textile material.
- reducing agents which are used for vat dyeing of textile materials containing cellulose fibers are sodium dithionite, thiourea dioxide (formamidine sulfinic acid) and hydroxyacetone.
- thiourea dioxide as a reducing agent in the vat dyeing of textiles containing cellulose fibers.
- the reduction of the vat dyes can additionally be carried out in the presence of glucose in order to prevent sensitive dyes from being "over-reduced".
- glucose based on the amount of thiourea dioxide, is used in a deficit. The levelness of the vat colorations that can be achieved with this is still in need of improvement.
- the present invention has for its object to provide a process for dyeing textile materials consisting of cellulose fibers or containing cellulose fibers in a mixture with synthetic fibers in an alkaline aqueous medium with vat dyes in the presence of reducing agent mixtures and finishing the dyeings dyeings with better levelness are obtained than with known dyeing processes.
- the textile materials consist of cellulose fibers or contain cellulose fibers in a mixture with other fibers. They can be in any processing state, e.g. as flake, card sliver, yarn, skein, fabric or knitted fabric.
- the cellulose fibers can either be natural or regenerated cellulose, such as cellulose or polynosic fibers.
- the method according to the invention is particularly suitable for dyeing mercerized cotton, raw cotton and for dyeing raw yarns which are present as a package or as a strand.
- Synthetic fibers which are present in the textile materials in a mixture with cellulose fibers are, for example, polyester fibers or synthetic polyamide fibers.
- the fibers from natural or regenerated cellulose are dyed with vat dyes.
- vat dyes are mainly anthraquinone and indigoid dyes.
- Vat dyes have been commercially available for a long time and are documented in the Color Index, cf. Color Index, 3rd edition, 1971, volume 3, pages 3719-3844 and volume 4, C.I. 58000-74000, Society Dyers and Colorists, England.
- sodium dithionite, thiourea dioxide or mixtures of sodium dithionite and thiourea dioxide are used in any ratio.
- Sodium dithionite is preferably used as component a).
- ⁇ -hydroxycarbonyl compounds are suitable as component b) of the reducing agent mixtures.
- Suitable ⁇ -hydroxycarbonyl compounds are, for example, monohydroxyacetone (hereinafter referred to as hydroxyacetone), dihydroxyacetone, glycol aldehyde, dihydroxybutanone, 2,3-dihydroxyacrylaldehyde called as triose reductone, ascorbic acid and cyclopentendiol-2,3-one-1.
- hydroxyacetone monohydroxyacetone
- dihydroxyacetone glycol aldehyde
- dihydroxybutanone 2,3-dihydroxyacrylaldehyde called as triose reductone
- Compounds of this type are referred to as reductones and reductonates.
- triose reductone and reducing acid which are obtained, for example, by acidic or alkaline degradation of glucose, saccharides or polysaccharides, such as starch, molasses and pectin. From this group of reducing agents, preference is given to hydroxyacetone. It is of course also possible to use mixtures of several ⁇ -hydroxycarbonyl compounds as component b) of the combinations to be used according to the invention, e.g. Mixtures of hydroxyacetone and glucose.
- the textile material which contains the vat dye in the leuco form after the treatment in the dyebath is then treated in the customary manner in order to complete the dyeings.
- the textile material is first oxidized according to methods used in vat dyeing. After the oxidation, the textile material is rinsed and soaped.
- the dyeing can also be completed by first rinsing the textile material which contains the vat dye in the leuco form, then oxidizing it and then soaping it.
- the process according to the invention can of course also be carried out in the presence of conventional leveling agents for vat dyeing, e.g. be carried out in the presence of polyvinylpyrrolidone or water-soluble polyamides, which are known, for example, from DE-PS 1 125 881.
- polyvinylpyrrolidone or water-soluble polyamides which are known, for example, from DE-PS 1 125 881.
- Copolymers of maleic acid and styrene, maleic acid and vinyl esters or maleic acid and vinyl ethers are also suitable.
- the polymers in question have viscosities (measured using a Höppler falling ball viscometer at 20 ° C. in accordance with DIN 53 015) of 1 to 300 mPas in 7.5% by weight aqueous solution, which are brought to a pH value with sodium hydroxide solution 9 is set.
- the use of such polymers in vat dyeing in amounts of 0.05 to 2% by weight, based on the material to be dyed, is known from DE-PS 2 444 823.
- the advantages of the method according to the invention lie in an improved levelness of the textile materials containing dyed cellulose fiber. This applies in particular to those textile materials that are difficult to dye regardless, such as mercerized cotton, in particular mercerized cotton yarn in rope form or cotton yarn on particularly large packages (for example packages with more than 1200 g of yarn).
- level dyeings in vat dyes or dye combinations of vat dyes are obtained, in which otherwise problems of levelness occur in the dyed materials.
- Another advantage of the method according to the invention is that the wastewater pollution of the textile plant can be classified as lower than if sodium dithionite or thiourea dioxide are used alone.
- a strand yarn made of mercerized raw cotton is first pre-wetted on a commercially available strand dyeing machine by treating the goods with 3 g / l of a phosphoric acid diethylhexyl ester as a wetting agent for 15 minutes at room temperature while constantly pumping around the dye bath in the dyeing machine.
- the thus stranded yarn made of mercerized raw cotton is then dyed at a liquor ratio of 1:20 at 100 ° C. with a bath of the following composition: 1 part of the blue vat dye CI 69825 40 parts of aqueous sodium hydroxide solution 38 ° Bé 2 parts of sodium dithionite 4 parts of hydroxyacetone 1 part sodium polyacrylate (molecular weight 60,000) 952 parts of water
- the bath is heated to 100 ° C within 30 minutes. It is dyed at 100 ° C. for 45 minutes, then cooled to 60 ° C. and the dyeing is completed as usual. A uniformly blue-colored strand yarn with good dyeing and very good fastness properties is obtained. The good levelness of the coloring within the strand and between different strands is clearly recognizable when knitting pieces are made from the yarn of one strand and from the yarn of different strands.
- Raw cotton yarn is treated in a commercial cross-dyeing machine with an aqueous bath containing 3 g / l of diethylhexyl phosphoric acid as a wetting agent for 15 minutes at room temperature while continuously pumping around the aqueous medium.
- the raw cotton yarn wetted in this way is then dyed at a liquor ratio of 1:15 with a bath of the following composition: 0.8 parts of the olive vat dye CI 69525 30 parts of aqueous sodium hydroxide solution 38 ° Bé 1 part sodium dithionite 4 parts of hydroxyacetone 1 part sodium polyacrylate with a viscosity of 35 mPas (30% aqueous solution at 20 ° C) 963.2 parts water
- the liquor is pumped around at 60 ° C. for 10 minutes.
- the liquor is then heated to 90 ° C. within 15 minutes with continuous pumping, and the fabric is dyed at 90 ° C. for 40 minutes.
- the bath is then cooled to 60 ° C and the coloring is finished as usual, namely rinsing with water, oxidizing with 1 ml / l of hydrogen peroxide 40% and boiling soaps with a liquor containing 0.5 g / l of an adduct of 25 moles of ethylene oxide contains to 1 mole of a C12 / C18 fatty alcohol.
- a uniformly olive-gray textile material with very good color and very good fastness properties was obtained.
- the good levelness of the cheese package dyeing was clearly recognizable by the fact that knitted pieces were made in which the inner yarn layers and the outer yarn layers of a cheese package were knitted together. No differences in color and depth of color are found between the inner and outer yarn layers.
- Ready-to-dye cotton woven goods were dyed on a conventional laboratory dyeing machine in closed bombs, which were moved throughout the dyeing process, with an aqueous liquor which contained the following constituents: 0.3% of the orange vat dye CI 69025 and 0.5% of the blue vat dye CI 59800 (based on the weight of the dry cotton weave), 30 ml / l aqueous sodium hydroxide solution (38 ° Bé) 0.3 g / l sodium dithionite and 3 g / l hydroxyacetone.
- the liquor ratio was 1:20.
- the liquor was heated to 60 ° C. At this temperature, only half of the material to be dyed in was added and the second half of the material to be dyed was added 5 minutes later. Both pieces of fabric were then dyed together while the bombs were moving continuously, by heating the liquor to 80 ° C. in the course of 10 minutes and then leaving it at 80 ° C. for 30 minutes.
- the dyeing was then completed in the customary manner by rinsing the fabric with water, oxidizing with 1 ml / l of hydrogen peroxide and soaping at 95 to 100 ° C. with a commercially available rinse aid.
- the two dyes 3 and 4 used for dyeing have a very different migratory capacity and draw up at different speeds. It was therefore not to be expected that the piece of fabric added later would have the same color depth and shade as the piece of fabric in the dye bath from the start. The example shows, however, that both pieces of fabric were dyed almost the same and thus good levelness was achieved.
- Example 3 was repeated with the exception that the liquor now contained the following amounts instead of the amounts of sodium hydroxide solution, sodium dithionite and hydroxyacetone given in Example 3: 35 ml / l aqueous sodium hydroxide solution 38 ° Bé 0.5 g / l sodium dithionite and 3.5 g / l hydroxyacetone.
- Example 3 The dyeing instructions given in Example 3 with dyes 3 and 4 were repeated with the exceptions that the aqueous dye liquor - as in the usual procedure according to the IN method - 12 ml / l aqueous sodium hydroxide solution 38 ° Bé and 3 g / l sodium dithionite as the sole Contained reducing agents. With this method of working you get clearly unevenly colored pieces of fabric. The piece of fabric added later was markedly lighter and less blue in color.
- Example 3 The procedure given in Example 3 was repeated with the exception that the dye liquor contained 2.5 g / l sodium dithionite and 0.5 g / l hydroxyacetone. The amount of sodium hydroxide solution remained unchanged. This procedure resulted in two clearly unevenly colored pieces of tissue. The piece of fabric added later was markedly lighter and less blue in color.
- Example 3 The procedure given in Example 3 was repeated with the exceptions that 20 ml / l aqueous sodium hydroxide solution 38 ° Bé, 2.5 g / l sodium dithionite and 2 g / l hydroxyacetone were used. In this case too, two clearly unevenly colored pieces of tissue were obtained, of which the piece of tissue added later was markedly lighter and less blue.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Yarns And Mechanical Finishing Of Yarns Or Ropes (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT89117366T ATE86687T1 (de) | 1988-09-30 | 1989-09-20 | Verfahren zum faerben von textilen materialen aus cellulosefasern. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3833194 | 1988-09-30 | ||
| DE3833194A DE3833194A1 (de) | 1988-09-30 | 1988-09-30 | Verfahren zum faerben von textilen materialien aus cellulosefasern |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0364752A2 true EP0364752A2 (fr) | 1990-04-25 |
| EP0364752A3 EP0364752A3 (fr) | 1991-11-21 |
| EP0364752B1 EP0364752B1 (fr) | 1993-03-10 |
Family
ID=6364047
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP89117366A Expired - Lifetime EP0364752B1 (fr) | 1988-09-30 | 1989-09-20 | Procédé de teinture de matières textiles en cellulose |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0364752B1 (fr) |
| AT (1) | ATE86687T1 (fr) |
| DE (2) | DE3833194A1 (fr) |
| DK (1) | DK171491B1 (fr) |
| ES (1) | ES2041924T3 (fr) |
| PT (1) | PT91845B (fr) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993014257A1 (fr) * | 1992-01-17 | 1993-07-22 | Basf Aktiengesellschaft | Procede de teinture en continu de fils |
| EP0654557A1 (fr) * | 1993-11-23 | 1995-05-24 | DEGUSSA AUSTRIA GmbH | Procédé de blanchiment d'articles denim teints à l'indigo |
| US5558677A (en) * | 1992-09-16 | 1996-09-24 | Basf Aktiengesellschaft | Dyeing and printing textile materials made of cellulose fibers |
| US5831097A (en) * | 1994-07-19 | 1998-11-03 | Basf Aktiengesellschaft | Process for the preparation of acyloins |
| EP2258430A2 (fr) | 2005-12-29 | 2010-12-08 | Morvus Technology Ltd. | 5-(Aziridin-1-yl)-4-hydroxylamino-2-nitrobenzamide et son utlisation en médecine |
| US8415334B2 (en) | 2005-09-03 | 2013-04-09 | Morvus Technology Ltd. | Method of combating infection |
| US8785428B2 (en) | 2006-09-30 | 2014-07-22 | Morvus Technology Limited | Vermin poison |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5549715A (en) * | 1993-11-23 | 1996-08-27 | Degussa Austria Gmbh | Method for bleaching textile material |
| US5749923A (en) * | 1993-11-23 | 1998-05-12 | Degussa Aktiengellschaft | Method for bleaching denim textile material |
| DE19853122C2 (de) * | 1998-11-18 | 2000-12-07 | Degussa | Formamidinsulfinsäure-Abmischung zur reduktiven Bleiche in der Papier- und Textilindustrie |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2164463C3 (de) * | 1971-12-24 | 1978-07-13 | Basf Ag, 6700 Ludwigshafen | Verfahren und Mittel zum Färben und Bedrucken von Textilien mit Küpenfarbstoffen |
-
1988
- 1988-09-30 DE DE3833194A patent/DE3833194A1/de not_active Withdrawn
-
1989
- 1989-09-20 AT AT89117366T patent/ATE86687T1/de active
- 1989-09-20 EP EP89117366A patent/EP0364752B1/fr not_active Expired - Lifetime
- 1989-09-20 ES ES198989117366T patent/ES2041924T3/es not_active Expired - Lifetime
- 1989-09-20 DE DE8989117366T patent/DE58903719D1/de not_active Expired - Lifetime
- 1989-09-28 PT PT91845A patent/PT91845B/pt not_active IP Right Cessation
- 1989-09-29 DK DK480789A patent/DK171491B1/da active
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993014257A1 (fr) * | 1992-01-17 | 1993-07-22 | Basf Aktiengesellschaft | Procede de teinture en continu de fils |
| US5518508A (en) * | 1992-01-17 | 1996-05-21 | Basf Aktiengesellschaft | Continuous dyeing of yarns |
| US5558677A (en) * | 1992-09-16 | 1996-09-24 | Basf Aktiengesellschaft | Dyeing and printing textile materials made of cellulose fibers |
| EP0654557A1 (fr) * | 1993-11-23 | 1995-05-24 | DEGUSSA AUSTRIA GmbH | Procédé de blanchiment d'articles denim teints à l'indigo |
| US5831097A (en) * | 1994-07-19 | 1998-11-03 | Basf Aktiengesellschaft | Process for the preparation of acyloins |
| US8415334B2 (en) | 2005-09-03 | 2013-04-09 | Morvus Technology Ltd. | Method of combating infection |
| EP2258430A2 (fr) | 2005-12-29 | 2010-12-08 | Morvus Technology Ltd. | 5-(Aziridin-1-yl)-4-hydroxylamino-2-nitrobenzamide et son utlisation en médecine |
| US9029569B2 (en) | 2005-12-29 | 2015-05-12 | Morvus Technology Limited | Use of alpha-hydroxy carbonyl compounds as reducing agents |
| US9907784B2 (en) | 2005-12-29 | 2018-03-06 | Morvus Technology Limited | Use of alpha-hydroxy carbonyl compounds as reducing agents |
| US10398676B2 (en) | 2005-12-29 | 2019-09-03 | Morvus Technology Limited | Use of alpha-hydroxy carbonyl compounds as reducing agents |
| US8785428B2 (en) | 2006-09-30 | 2014-07-22 | Morvus Technology Limited | Vermin poison |
Also Published As
| Publication number | Publication date |
|---|---|
| DK171491B1 (da) | 1996-11-25 |
| DE3833194A1 (de) | 1990-04-05 |
| PT91845A (pt) | 1990-03-30 |
| ES2041924T3 (es) | 1993-12-01 |
| DK480789D0 (da) | 1989-09-29 |
| EP0364752A3 (fr) | 1991-11-21 |
| EP0364752B1 (fr) | 1993-03-10 |
| ATE86687T1 (de) | 1993-03-15 |
| DK480789A (da) | 1990-03-31 |
| PT91845B (pt) | 1995-05-31 |
| DE58903719D1 (de) | 1993-04-15 |
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