CH298753A - Process for the production of an acidic wool dye. - Google Patents
Process for the production of an acidic wool dye.Info
- Publication number
- CH298753A CH298753A CH298753DA CH298753A CH 298753 A CH298753 A CH 298753A CH 298753D A CH298753D A CH 298753DA CH 298753 A CH298753 A CH 298753A
- Authority
- CH
- Switzerland
- Prior art keywords
- acidic
- implementation
- good
- dye
- mol
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 210000002268 wool Anatomy 0.000 title claims description 7
- 230000002378 acidificating effect Effects 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- INESHSIZOSSOEI-UHFFFAOYSA-N 5-amino-2-ethoxybenzenesulfonic acid Chemical compound CCOC1=CC=C(N)C=C1S(O)(=O)=O INESHSIZOSSOEI-UHFFFAOYSA-N 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 4
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 3
- 230000007935 neutral effect Effects 0.000 claims description 3
- OKISUZLXOYGIFP-UHFFFAOYSA-N 4,4'-dichlorobenzophenone Chemical compound C1=CC(Cl)=CC=C1C(=O)C1=CC=C(Cl)C=C1 OKISUZLXOYGIFP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 229940125782 compound 2 Drugs 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- MCSXGCZMEPXKIW-UHFFFAOYSA-N 3-hydroxy-4-[(4-methyl-2-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound Cc1ccc(N=Nc2c(O)c(cc3ccccc23)C(=O)Nc2cccc(c2)[N+]([O-])=O)c(c1)[N+]([O-])=O MCSXGCZMEPXKIW-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- MXMRPGUGGAIURA-UHFFFAOYSA-N 2-(4-chlorophenyl)-4,6-dimethyl-1-(2-methylpropyl)indole Chemical compound C(C(C)C)N1C(=CC2=C(C=C(C=C12)C)C)C1=CC=C(C=C1)Cl MXMRPGUGGAIURA-UHFFFAOYSA-N 0.000 description 1
- -1 4,4'-dichlorobenzophenone ketochloride Chemical compound 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/26—Triarylmethane dyes in which at least one of the aromatic nuclei is heterocyclic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 296669. Verfahren zur Herstellung eines sauren Wollfarbstoffes. Gegenstand dieses Patentes ist ein Ver fahren zur Herstellung eines sauren Woll- farbstoffes, welches darin besteht, dass man 1 Mol der durch Kondensation von 1 Mol 4.4'-Dichlorbenzophenon mit 1 Mol N-Isobutyl- 2-(p-Chlorphenyl)
-4.6-dimethylindol erhältli chen Verbindung mit 2 Mol 1-Amino-4-äthoxy- benzol-3-sulfonsäure umsetzt.
Die Umsetzung erfolgt durch Erhitzen der Ausgangsstoffe mit oder ohne Zusatz von Lö- sungs- oder Schmelzmitteln, z. B. unter Zusatz Beispiel: 8;4 g 4.4'-Dichlorbenzophenon-Ketochlorid werden mit 7,5 g N-Isobutyl-2-(p-Clilorphe- nyl)-4.6-dimethylindol, 4 g Zinkchlorid und 3 g 1:.2-Diehlorbenzol 9 Stunden bei 95 bis 1.05 C verrührt. Die Schmelze wird im Laufe dieser Zeit immer zäher und ist zum Schluss tiefrot gefärbt.
Die entstandene Kondensa tionsverbindung löst sich in Eisessig oder konz. Schwefelsäure mit tiefroter Farbe.
Die so erhaltene Schmelze wird mit 100 g Glykol und 40 g des Natriumsalzes der 1- Amino-4-äthoxybenzol-3-sulfonsäure versetzt von Glykol oder ähnlichen Verbindungen. Man kann zum Beispiel Temperaturen von<B>100</B> bis 160 C anwenden. Die 1-Amino-4-äthoxy-ben- zol-3-sulfonsäure wird als freie Säure oder in Form ihrer Alkali- oder Ammoniumsalze ver wendet.
Der neue Farbstoff färbt Wolle in sehr klaren grünstiehig blauen Tönen von guter Lichtechtheit und schöner Abendfarbe. Er be sitzt ein gutes Egalisierungsvermögen, gutes Ziehvermögen aus saurem und neutralem Bade. und 4 bis 6 Stunden bei 1.10 bis 130 C ver rührt. Der beim Ausgiessen in Wasser sich ausscheidende blaue Farbstoff wird abgesaugt und durch Auswaschen mit wenig kaltem Was ser gereinigt.
Er wird in warmem Wasser un ter Zusatz der hinreichenden Menge Natrium- carbonat gelöst, die Lösung wird filtriert, mit etwa 10 g eines Dispergiermittels versetzt, und aus der Lösung wird dann durch Aussalzen mit Natriumchlorid der Farbstoff abgeschieden. Er wird in Form seines Natriumsalzes erhal ten und stellt eine einheitliche Disulfonsäure von folgender Zusammensetzung dar
EMI0002.0001
Der. neue Farbstoff färbt Wolle in sehr klaren grünstichig blauen Tönen von guter Lichtechtheit und schöner Abendfarbe.
Er be sitzt ein gutes Egalisierungsvermögen und gutes Ziehvermögen aus neutralem Bade.
Additional patent to main patent no. 296669. Process for the production of an acidic wool dye. The subject of this patent is a process for the preparation of an acidic wool dye, which consists in that 1 mol of the condensation of 1 mol of 4,4'-dichlorobenzophenone with 1 mol of N-isobutyl- 2- (p-chlorophenyl)
-4.6-dimethylindole available compound with 2 moles of 1-amino-4-ethoxybenzen-3-sulfonic acid is reacted.
The reaction takes place by heating the starting materials with or without the addition of solvents or fluxes, eg. B. with additional example: 8; 4 g of 4,4'-dichlorobenzophenone ketochloride are mixed with 7.5 g of N-isobutyl-2- (p-Clilorphenyl) -4.6-dimethylindole, 4 g of zinc chloride and 3 g of 1: .2 -Diehlorbenzene stirred for 9 hours at 95 to 1.05 C. The melt becomes more and more viscous in the course of this time and is colored deep red at the end.
The resulting condensation compound dissolves in glacial acetic acid or conc. Sulfuric acid with a deep red color.
The melt thus obtained is mixed with 100 g of glycol and 40 g of the sodium salt of 1-amino-4-ethoxybenzene-3-sulfonic acid of glycol or similar compounds. For example, temperatures from <B> 100 </B> to 160 C can be used. 1-Amino-4-ethoxy-benzene-3-sulfonic acid is used as the free acid or in the form of its alkali metal or ammonium salts.
The new dye dyes wool in very clear, greenish blue shades of good lightfastness and a beautiful evening color. He has a good leveling power, good drawing power from acidic and neutral baths. and stirred at 1.10 to 130 C for 4 to 6 hours. The blue dye that separates out when pouring into water is suctioned off and cleaned by washing out with a little cold water.
It is dissolved in warm water with the addition of a sufficient amount of sodium carbonate, the solution is filtered, about 10 g of a dispersing agent are added, and the dye is then deposited from the solution by salting out with sodium chloride. It is obtained in the form of its sodium salt and is a uniform disulfonic acid with the following composition
EMI0002.0001
Of the. new dye dyes wool in very clear, greenish blue shades of good lightfastness and a beautiful evening color.
He has a good leveling power and good drawing power from neutral baths.
Claims (1)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE298753X | 1942-05-30 | ||
| DE130642X | 1942-06-13 | ||
| CH296669T | 1943-03-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH298753A true CH298753A (en) | 1954-05-15 |
Family
ID=27178234
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH298753D CH298753A (en) | 1942-05-30 | 1943-03-30 | Process for the production of an acidic wool dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH298753A (en) |
-
1943
- 1943-03-30 CH CH298753D patent/CH298753A/en unknown
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