US3294476A - Sulfur dye compositions and method of dyeing textile materials therewith - Google Patents
Sulfur dye compositions and method of dyeing textile materials therewith Download PDFInfo
- Publication number
- US3294476A US3294476A US413959A US41395964A US3294476A US 3294476 A US3294476 A US 3294476A US 413959 A US413959 A US 413959A US 41395964 A US41395964 A US 41395964A US 3294476 A US3294476 A US 3294476A
- Authority
- US
- United States
- Prior art keywords
- litre
- dyeing
- textile materials
- dried
- sulfur
- 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.)
- Expired - Lifetime
Links
- 239000000463 material Substances 0.000 title claims description 26
- 238000004043 dyeing Methods 0.000 title claims description 21
- 239000004753 textile Substances 0.000 title claims description 21
- 239000000203 mixture Substances 0.000 title claims description 9
- 238000000034 method Methods 0.000 title description 17
- 239000000988 sulfur dye Substances 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 20
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 19
- 239000011593 sulfur Substances 0.000 claims description 19
- 229910052717 sulfur Inorganic materials 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 12
- 150000007513 acids Chemical class 0.000 claims description 9
- 239000003431 cross linking reagent Substances 0.000 claims description 9
- 239000000470 constituent Substances 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 239000003638 chemical reducing agent Substances 0.000 claims description 3
- 239000004744 fabric Substances 0.000 description 21
- 239000000243 solution Substances 0.000 description 11
- 238000005406 washing Methods 0.000 description 10
- 229920000742 Cotton Polymers 0.000 description 9
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 235000019270 ammonium chloride Nutrition 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 4
- 150000002978 peroxides Chemical class 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 description 4
- 229920000877 Melamine resin Polymers 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- -1 tris-chloroacetyl compound Chemical class 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- FYAMXEPQQLNQDM-UHFFFAOYSA-N Tris(1-aziridinyl)phosphine oxide Chemical compound C1CN1P(N1CC1)(=O)N1CC1 FYAMXEPQQLNQDM-UHFFFAOYSA-N 0.000 description 2
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 229960003237 betaine Drugs 0.000 description 2
- 125000002668 chloroacetyl group Chemical group ClCC(=O)* 0.000 description 2
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 239000005056 polyisocyanate Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000003672 ureas Chemical class 0.000 description 2
- QGNDAXYFYSPDKJ-ZQFDHWOPSA-N (E)-3-hydroxy-2-[(4-methyl-2-nitrophenyl)diazenyl]-N-phenylbut-2-enamide Chemical compound C\C(O)=C(/N=NC1=CC=C(C)C=C1[N+]([O-])=O)C(=O)NC1=CC=CC=C1 QGNDAXYFYSPDKJ-ZQFDHWOPSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- RZSYLLSAWYUBPE-UHFFFAOYSA-L Fast green FCF Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC(O)=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 RZSYLLSAWYUBPE-UHFFFAOYSA-L 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 101100073357 Streptomyces halstedii sch2 gene Proteins 0.000 description 1
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- XYXNTHIYBIDHGM-UHFFFAOYSA-N ammonium thiosulfate Chemical compound [NH4+].[NH4+].[O-]S([O-])(=O)=S XYXNTHIYBIDHGM-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- HYHCSLBZRBJJCH-UHFFFAOYSA-M sodium hydrosulfide Chemical compound [Na+].[SH-] HYHCSLBZRBJJCH-UHFFFAOYSA-M 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 230000009466 transformation Effects 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
- 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
- D06P3/605—Natural or regenerated cellulose dyeing with polymeric dyes; building polymeric dyes on fibre
-
- 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
- D06P1/30—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 sulfur dyes
- D06P1/305—SO3H-groups containing 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
- 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
- D06P3/605—Natural or regenerated cellulose dyeing with polymeric dyes; building polymeric dyes on fibre
- D06P3/6066—Natural or regenerated cellulose dyeing with polymeric dyes; building polymeric dyes on fibre by using reactive polyfunctional compounds, e.g. crosslinkers
Definitions
- This invention relates to dye compositions and methods and more particularly to dye compositions comprising as the principal constituents, thiosul-fonic acids of sulfur dyestuffs in the form of their water-soluble salts and a bior poly-functional chemical substance capable of reacting by cross-linking with the thiosulfonic acids of the sulfur dyestuffs to give stable reaction products.
- the dyestuff compositions and methods of the present invention have overcome the above mentioned prior art disadvantages, have markedly simplified the procedure and provided efiicient dyeing of the textile material with good dry and wet fastness properties.
- bior polyfunctional chemical compounds which may be used as cross-linking agents with the thiosulfonic acids of sulfur dyestuffs in accordance with this invention are as follows:
- Dior poly-epoxides or -chlorohydrines the tris-acryloyl-hexahydro-1,3,5-s-triazine of the formula O(
- the textile material to be treated in accordance with this invention may be in any of the usual forms, such as fibers, yarns, and woven or knitted fabrics.
- the basic fiber of this material may be any of the presently known cellulosic textile fibers, e.g. cotton, rayon, linen. It is surprising that, when mixed fabrics consisting of a portion of cellulosic material and a portion of a synthetic fiber are dyed according to the invention, the synthetic portion is also dyed, which was not possible heretofore with the known processes.
- the abovementioned simplified and substantially less expensive .process of the present invention avoids the usual necessity of reducing the dyestuff with alkaline sulfides, such as sodium sulfide or sodium hydrogensulfide. Instead, the present process uses thiosulfonic acids of sulfur dyestuffs in the form of their water-soluble salts in unreduced state and .provides, for the first time, efficient dyeing of said textile materials therewith in a simpler manner and without the concurrent use of reducing agents.
- EXAMPLE 1 A cotton fabric is impregnated with a solution containing 50 g./ litre Hydrosol Fastgreen 3 B (Color Index: Solubilized Sulfur Green 2, CI No. 53572), 20 -g./lit-re ethylene-glycol-bis-glycide ether and 5 g./ litre calcined sodium carbonate, it is dried at 80 C. and then subjected to a dry heat treatment for 1 minute at 150 C.; subsequently the fabric is rinsed, oxidized in a liquor ratio of 1:20 for 10 minutes at -80 C.
- Hydrosol Fastgreen 3 B Color Index: Solubilized Sulfur Green 2, CI No. 53572
- 20 -g./lit-re ethylene-glycol-bis-glycide ether 20 -g./lit-re ethylene-glycol-bis-glycide ether and 5 g./ litre calcined sodium carbonate
- EXAMPLE 2 A mixed cotton-polyester fabric is impregnated with a solution containing 40 ig./litre Hydrosol Fast-katechu RL (Color Index: Solubilized Sulfur Brown 52 Cl No. 5 3321), 30 g./'litre of a 65% solution of methyl-etherified trimet-hyl-ol melamine, and 10 g./ litre ammonium chloride, it is dried at C., and then subjected to a dry heat treatment for 1 minute at 220 C. The fabric is then rinsed and dried. The dyeing shows good fastness to washing and to light.
- Hydrosol Fast-katechu RL Color Index: Solubilized Sulfur Brown 52 Cl No. 5 3321
- 30 g./'litre of a 65% solution of methyl-etherified trimet-hyl-ol melamine 10 g./ litre ammonium chloride
- EXAMPLE 3 A cotton fabric is impregnated with a solution containing 50 g./litre Hydrosol Fastyellow G (a thiosulfonic acid sulfur dyestuff) (Color Index: Solubilized Sulfur Yellow '5), 40 g./litre tris-acryloyl-hexahydro-l,3,5-s-triazine, and 10 g./litre calcined sodium carbonate, it is then dried at C. and steamed for 1 minute at C. Subsequently, the fabric is rinsed, oxidized with bichromate-coppersulfate-acetic acid as indicated in Example l, rinsed again, and finished. The dyeing thus obtained shows good wet fastness properties.
- Hydrosol Fastyellow G a thiosulfonic acid sulfur dyestuff
- EXAMPLE 4 A cotton fabric is impregnated with a solution containing 40 g./litre Hydrosol Fast-katechu RL (Color In dex: Solubilized Sulfur Brown 52, CI No. 53321), 10 g./ litre ammonium chloride, and 30 g./litre tris-(aziridinyl)-phosphinoxide, it is dried at 100 C. and then subjected to a dryheat treatment for 1 minute at 200 C. The fabric is then rinsed, oxidized with bichromate-cop persulfate-acetic acid as indicated in Example 1, rinsed again, and dried. The dyeing shows a good fastness to washing and to washing with peroxide.
- Hydrosol Fast-katechu RL Color In dex: Solubilized Sulfur Brown 52, CI No. 53321
- 10 g./ litre ammonium chloride 10 g./ litre ammonium chloride
- EXAMPLE 5 A cotton fabric is impregnated with a solution containing 30 g./litre Hydrosol Fast-khaki AL (a thiosul' fonic acid sulfur dyestuff) (Color Index: Solubilized Sulfur Green 19), g./litre calcined sodium carbonate, and 20 g./litre of the tris-chloroacetyl compound of the diethylene-triamine, it is dried at 100 C., and subjected to a dryheat treatment for 1 minute at 200 C. The fabric is then rinsed and dried. The dyeing shows a very good fastness to washing and to washing with peroxide.
- Hydrosol Fast-khaki AL a thiosul' fonic acid sulfur dyestuff
- EXAMPLE 6 A cotton fabric is impregnated with a solution containing 50 g./litre Hydrosol Fast-olive BBN N(Color Index: Solubilized Sulfur Green 9, CI No. 53006), 30 g./litre of a 65% solution of methyl-etherified tri-methylol-melamine, and 10 g./litre ammonium chloride, it is dried at 100 C., and then subjected to a dry heat treatment for 1 minute at 220 C.
- the fabric is rinsed and dried.
- the dyeing shows good fastness to washing and light.
- the fixation of the dyestuff can also be obtained with the same success, when in this example the impregnated and dried cotton fabric is steamed for 60 seconds at 105 C. instead of submitted to the dryheat treatment.
- EXAMPLE 7 A mixed cotton-polyacrylonitrile fabric is impregnated with a solution containing 40 g./litre Hydrosol Fast-katechu RL (Color Index: Solubilized Sulfur Brown 52, CI
- EXAMPLE 8 A cotton fabric is impregnated with a solution containing 40 g./litre Hydrosol Fastbrown BT (Color Index: Solubilized Sulfur Brown 16, CI No. 53286), 50 g./ litre ethylene-bis-(2-hydroxy-3-chloro-l-propyl -ether and 20 g./litre calcined sodium carbonate, it is dried at C. and subjected to a dry heat treatment for 1 minute at 220 C. Subsequently, the fabric is rinsed and dried. The dyeing shows a good fastness to washing and to washing with peroxide.
- a water-soluble, unreduced dyestuff composition for dyeing textile materials comprising as the principal constituents, water-soluble salts of thiosulfonic acids of sulfur dyestuffs and a polyfunctional cross-linking agent, which constituents react with each other at elevated temperatures to give stable reaction products and enable the dyeing of said textile materials without the use of alkali reducing agents.
- a method of dyeing textile materials comprising impregnating the textile material with an aqueous solution of salts of thiosulfonic acids of sulfur dyestuffs, and a polyfunctional cross-linking agent, drying the impregnated material and subjecting the dried material to an elevated temperature for a relatively short period of time sufficient to effect reaction between the polyfunctional cross-linking agent and the dyestuff.
- the polyfunctional cross-linking agent is an etherified polymethylol melamine resin which provides a resin finish on the cloth in addition to reacting with the dyestuff to effect the dyeing of the textile material.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Structural Engineering (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC0031521 | 1963-11-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3294476A true US3294476A (en) | 1966-12-27 |
Family
ID=7019859
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US413959A Expired - Lifetime US3294476A (en) | 1963-11-27 | 1964-11-25 | Sulfur dye compositions and method of dyeing textile materials therewith |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3294476A (Direct) |
| BE (1) | BE656363A (Direct) |
| CH (1) | CH423711A (Direct) |
| DE (1) | DE1444219A1 (Direct) |
| GB (1) | GB1034606A (Direct) |
| NL (1) | NL6413327A (Direct) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4120647A (en) * | 1976-06-04 | 1978-10-17 | Ciba-Geigy Corporation | Process for the dyeing of wool-containing fibre materials |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1418196A (fr) * | 1964-10-06 | 1965-11-19 | Kuhlmann Ets | Nouveaux colorants, leurs procédés de préparation et leurs applications |
| US6245117B1 (en) | 1998-08-07 | 2001-06-12 | Ipposha Oil Industries Co., Ltd. | Modifier of cellulose fibers and modification method of cellulose fibers |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR784692A (fr) * | 1933-12-22 | 1935-07-22 | Calico Printers Ass Ltd | Procédé pour améliorer la fixation de colorants sur des fibres textiles |
| DE907643C (de) * | 1951-07-14 | 1954-03-29 | Hermann Rath Dipl Chem Dr | Verfahren zur Verbesserung der Echtheitseigenschaften von Faerbungen und Drucken mitSchwefelfarbstoffen |
| DE952619C (de) * | 1952-12-28 | 1956-11-22 | Hermann Rath Dipl Chem Dr | Verfahren zur Verbesserung der Echtheitseigenschaften von Faerbungen und Drucken mit Schwefelfarbstoffen |
| DE1004586B (de) * | 1954-12-29 | 1957-03-21 | Cassella Farbwerke Mainkur Ag | Verfahren zum Faerben von Baumwolle und Regeneratcellulose mit Schwefelfarbstoffen ohne Anwendung von Reduktionsmitteln |
| DE1151241B (de) * | 1962-04-04 | 1963-07-11 | Cassella Farbwerke Mainkur Ag | Verfahren zur Verbesserung der Echtheits-eigenschaften von mit Schwefelfarbstoffen erzeugten Faerbungen und Drucken |
-
1963
- 1963-11-27 DE DE19631444219 patent/DE1444219A1/de active Pending
-
1964
- 1964-11-16 NL NL6413327A patent/NL6413327A/xx unknown
- 1964-11-25 US US413959A patent/US3294476A/en not_active Expired - Lifetime
- 1964-11-26 GB GB48109/64A patent/GB1034606A/en not_active Expired
- 1964-11-26 CH CH1526064A patent/CH423711A/de unknown
- 1964-11-27 BE BE656363D patent/BE656363A/xx unknown
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR784692A (fr) * | 1933-12-22 | 1935-07-22 | Calico Printers Ass Ltd | Procédé pour améliorer la fixation de colorants sur des fibres textiles |
| DE907643C (de) * | 1951-07-14 | 1954-03-29 | Hermann Rath Dipl Chem Dr | Verfahren zur Verbesserung der Echtheitseigenschaften von Faerbungen und Drucken mitSchwefelfarbstoffen |
| DE952619C (de) * | 1952-12-28 | 1956-11-22 | Hermann Rath Dipl Chem Dr | Verfahren zur Verbesserung der Echtheitseigenschaften von Faerbungen und Drucken mit Schwefelfarbstoffen |
| DE1004586B (de) * | 1954-12-29 | 1957-03-21 | Cassella Farbwerke Mainkur Ag | Verfahren zum Faerben von Baumwolle und Regeneratcellulose mit Schwefelfarbstoffen ohne Anwendung von Reduktionsmitteln |
| DE1151241B (de) * | 1962-04-04 | 1963-07-11 | Cassella Farbwerke Mainkur Ag | Verfahren zur Verbesserung der Echtheits-eigenschaften von mit Schwefelfarbstoffen erzeugten Faerbungen und Drucken |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4120647A (en) * | 1976-06-04 | 1978-10-17 | Ciba-Geigy Corporation | Process for the dyeing of wool-containing fibre materials |
Also Published As
| Publication number | Publication date |
|---|---|
| CH423711A (de) | 1966-07-29 |
| NL6413327A (Direct) | 1965-05-28 |
| GB1034606A (en) | 1966-06-29 |
| BE656363A (Direct) | 1965-03-16 |
| DE1444219A1 (de) | 1968-10-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4455147A (en) | Transfer printing | |
| DE3709766A1 (de) | Verfahren zum alkali-freien faerben mit reaktivfarbstoffen | |
| US2364726A (en) | Process for improving the dyeings and prings prepared with watersoluble dyestuffs | |
| US4313732A (en) | Process for improving washfastness of indigo-dyed fabrics | |
| US3666398A (en) | Method of dyeing shaped organic materials from liquid ammonia dye baths | |
| US3049446A (en) | Process for the manufacture of urea, glyoxal and formaldehye reaction product useful for improving cellulosic textile materials | |
| US4704132A (en) | After-treatment of dyeings with reactive dyes on cellulose fiber materials | |
| US4950301A (en) | Keratinous textile treatment with arylating compounds containing fibre reactive groups | |
| US2726133A (en) | Effect threads | |
| US4304566A (en) | Process for the dyeing of wool with reactive dyestuffs | |
| US3679348A (en) | Combined process for dyeing and finishing fabrics composed of cellulosic fibers | |
| US3294476A (en) | Sulfur dye compositions and method of dyeing textile materials therewith | |
| JPS58156088A (ja) | 紡織ウエブの連続的染色法 | |
| US2203493A (en) | Treatment of cellulosic material | |
| GB445774A (en) | Improvements in the treatment of textile fabrics | |
| US2121337A (en) | Dyeing mixed fibers | |
| US4289496A (en) | Finishing process | |
| US2322333A (en) | Improving fastness of dyeings | |
| US2426861A (en) | Process for improving the properties of water-insoluble artificial protein fibres | |
| US2234905A (en) | Dyeing of cellulosic textile | |
| US3873265A (en) | Vat or reactive dyes or mixtures thereof and acrylamide or methylene bis acrylamide in alkaline crosslinking and dyeing | |
| EP0286597B1 (en) | Dyeing and printing fibres | |
| US3533728A (en) | Inorganic and/or organic cellulose swelling agents used in conjunction with cross-linking agents in fabric modification process | |
| US3411860A (en) | Method of dyeing cellulose fibers | |
| US3054699A (en) | Water-soluble latent curing catalysts for textile treatment resins |