DE1075089B - Process for dyeing fibrous materials with carbonamide or cellulose acetate groups - Google Patents
Process for dyeing fibrous materials with carbonamide or cellulose acetate groupsInfo
- Publication number
- DE1075089B DE1075089B DENDAT1075089D DE1075089DA DE1075089B DE 1075089 B DE1075089 B DE 1075089B DE NDAT1075089 D DENDAT1075089 D DE NDAT1075089D DE 1075089D A DE1075089D A DE 1075089DA DE 1075089 B DE1075089 B DE 1075089B
- Authority
- DE
- Germany
- Prior art keywords
- cellulose acetate
- carbonamide
- fibrous materials
- acetate groups
- dyeing fibrous
- 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.)
- Pending
Links
- 229920002301 Cellulose acetate Chemical group 0.000 title claims description 6
- 125000005521 carbonamide group Chemical group 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M acetate Chemical group CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 title claims description 3
- 238000004043 dyeing Methods 0.000 title claims description 3
- 239000002657 fibrous material Substances 0.000 title description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- WASQWSOJHCZDFK-UHFFFAOYSA-N Diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 claims description 5
- 239000000835 fiber Substances 0.000 claims description 5
- 150000001989 diazonium salts Chemical class 0.000 claims description 3
- 239000012442 inert solvent Substances 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 4
- NLKNQRATVPKPDG-UHFFFAOYSA-M Potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- 210000002268 Wool Anatomy 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M Sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-Nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 description 1
- HFACYLZERDEVSX-UHFFFAOYSA-N Benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M sodium acetate Chemical class [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 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
- D06P3/68—Preparing azo dyes on the material
-
- 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
- D06P1/02—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 azo dyes
- D06P1/12—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 azo dyes prepared in situ
- D06P1/122—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 azo dyes prepared in situ the textile material containing one component
-
- 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
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/14—Wool
- D06P3/22—Preparing azo dyes on the 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
- 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
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D06P3/28—Preparing azo dyes on the material
-
- 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
- D06P3/34—Material containing ester groups
- D06P3/40—Cellulose acetate
- D06P3/44—Preparing azo dyes on the material
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
Verfahren zum Färben von Faserstoffen mit Carbonamid-oder Celluloseacetatgruppierungen Es wurde gefunden, daß Faserstoffe, die Carbonamid oder Celluloseacetatgruppierungen besitzen, in vorteilhafter Weise gefärbt werden können, wenn man die Stoffe mit Diketen und anschließend mit kupplungsfähigen Diazoniumsalzen behandelt. Bei der Färbung von cellulosehaltigen Stoffen ist vor der Behandlung mit Diketen in bekannter Weise eine Umwandlung der Cellulose in Celluloseacetat durchzuführen.Process for dyeing fibrous materials with carbonamide or cellulose acetate groups It has been found that fibrous materials, the carbonamide or cellulose acetate groupings own, can be dyed in an advantageous manner if you use the fabrics Diketene and then treated with couplable diazonium salts. In the Coloring of cellulosic fabrics is well known prior to treatment with diketene Way to convert cellulose to cellulose acetate.
Das zu färbende Material wird in ein inertes Lösungsmittel, beispielsweise Benzol, eingebracht. Dazu gibt man als Katalysator etwas trockenes Pyridin und Diketen. Nun erhitzt man und hält das Bad etwa 3 Stunden auf Siedetemperatur. Anschließend werden die Fasern zuerst mit Benzol, dann mit Methanol und schließlich mit Wasser gespült und in eine wäßrige Lösung eines Diazoniumsalzes, beispielsweise des p-Toluidins, p-Nitranilins oder Benzidins gegeben. Bei der Verwendung von diazotiertem p-Toluidin färben sich die verwendeten Stoffe fast sofort leuchtend gelb. Anschließend wird das gefärbte Material in bekannter Weise geseift, mit Wasser gespült und getrocknet.The material to be colored is in an inert solvent, for example Benzene. A little dry pyridine and diketene are added as a catalyst. Now it is heated and the bath is kept at boiling temperature for about 3 hours. Afterward the fibers are first with benzene, then with methanol and finally with water rinsed and in an aqueous solution of a diazonium salt, for example p-toluidine, given p-nitroaniline or benzidine. When using diazotized p-toluidine the fabrics used turn bright yellow almost immediately. Then will the dyed material soaped in a known manner, rinsed with water and dried.
Nach dem erfindungsgemäßen Verfahren lassen sich beispielsweise Wolle, Polyamide, Celluloseacetat bzw. Cellulose oder Gemische aus diesen in einfacher Weise färben. Bei diesem Verfahren, das kontinuierlich oder diskontinuierlich durchgeführt werden kann, sind die Echtheiten, besonders die Wasch- und Lichtechtheiten, sehr gut und gut, da der Farbstoff durch Hauptvalenzen direkt mit der Faser verbunden ist. Beispiel 2,5 kg Wolle werden in ein Bad gelegt, welches aus 25 1 Benzol, etwa 10 em3 trockenem Pyridin und 2,5 1 Diketen besteht. Man erhitzt nun auf Siedetemperatur und hält diese Temperatur etwa 3 Stunden lang aufrecht. Dann nimmt man die Fasern aus dem Bad heraus, wäscht sie zuerst mit Benzol, dann mit Methanol und schließlich mit kaltem Wasser gut aus. Die so behandelten Fasern bringt man in eine Diazoniumlösung des p-Toluidins, die wie folgt hergestellt wird: 3 kg p-Toluidin werden mit einer Mischung von 7,5 kg konz. Salzsäure und 25 1 Wasser bis zur Lösung erhitzt. Anschließend wird die Lösung unter ständigem Umrühren mit Eis gekühlt. Darauf fügt man unter weiterer Kühlung tropfenweise so viel einer Lösung von 2,5 kg Natriumnitrit in 15 1 Wasser zu, daß mit Kaliumjodid-Stärke-Papier eine bleibende Blaufärbung auftritt. Dann puffert man mit einer gesättigten Natriümacetatlösung ab, bis die Lösung nicht mehr sauer reagiert und filtriert.For example, wool, Polyamides, cellulose acetate or cellulose or mixtures of these in a simple way Color way. In this process, which is carried out continuously or batchwise can be, the fastness properties, especially the wash and light fastness properties, are very good good and good, as the dye is directly connected to the fiber by main valences is. Example 2.5 kg of wool are placed in a bath consisting of 25 l of benzene, about 10 em3 of dry pyridine and 2.5 liters of diketene. It is now heated to boiling temperature and maintains this temperature for about 3 hours. Then you take the fibers out of the bath, washes them first with benzene, then with methanol and finally look good with cold water. The fibers treated in this way are placed in a diazonium solution des p-toluidine, which is prepared as follows: 3 kg of p-toluidine are mixed with a Mixture of 7.5 kg conc. Hydrochloric acid and 25 liters of water are heated until they dissolve. Afterward the solution is cooled with ice with constant stirring. Then you add below further cooling, drop by drop, as much of a solution of 2.5 kg of sodium nitrite in 15 1 water, that with potassium iodide starch paper a permanent blue coloration occurs. Then you buffer with a saturated sodium acetate solution until the solution does not more acidic and filtered.
Die in diese Lösung eingebrachte Wolle färbt sich nach wenigen Minuten leuchtend gelb.The wool introduced into this solution changes color after a few minutes bright yellow.
Claims (1)
Publications (1)
Publication Number | Publication Date |
---|---|
DE1075089B true DE1075089B (en) | 1960-02-11 |
Family
ID=599009
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DENDAT1075089D Pending DE1075089B (en) | Process for dyeing fibrous materials with carbonamide or cellulose acetate groups |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE1075089B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1240811B (en) * | 1961-08-22 | 1967-05-24 | Hoechst Ag | Process for the production of colored synthetic resin films on fiber materials and planar structures |
-
0
- DE DENDAT1075089D patent/DE1075089B/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1240811B (en) * | 1961-08-22 | 1967-05-24 | Hoechst Ag | Process for the production of colored synthetic resin films on fiber materials and planar structures |
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