CH298754A - Process for the production of an acidic wool dye. - Google Patents
Process for the production of an acidic wool dye.Info
- Publication number
- CH298754A CH298754A CH298754DA CH298754A CH 298754 A CH298754 A CH 298754A CH 298754D A CH298754D A CH 298754DA CH 298754 A CH298754 A CH 298754A
- Authority
- CH
- Switzerland
- Prior art keywords
- mol
- acidic
- dye
- good
- amino
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 230000002378 acidificating effect Effects 0.000 title claims description 6
- 210000002268 wool Anatomy 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title description 3
- 239000000975 dye Substances 0.000 claims description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 3
- 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
- 239000003513 alkali Substances 0.000 claims description 2
- 150000001447 alkali salts 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
- 239000003085 diluting agent Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 3
- 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
- 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
- OIZQEPBFZDVGKV-UHFFFAOYSA-N (4,4-dichlorocyclohexa-1,5-dien-1-yl)-phenylmethanone Chemical compound C1=CC(Cl)(Cl)CC=C1C(=O)C1=CC=CC=C1 OIZQEPBFZDVGKV-UHFFFAOYSA-N 0.000 description 1
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- RCJVRSBWZCNNQT-UHFFFAOYSA-N dichloridooxygen Chemical compound ClOCl RCJVRSBWZCNNQT-UHFFFAOYSA-N 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
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 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
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 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)
- Indole Compounds (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. <B>296669.</B> Verfahren zur Herstellung eines sauren Wollfärbstoffes. Gegenstand dieses Patentes ist ein Verfal-i- ren zur Herstellung eines- sauren Wollfarb stoffes, welches darin besteht, dass man<B>1</B> Mol der durch Kondensation von<B>1</B> Mol 4.4-Di- chlorbenzophenon mit<B>1</B> Mol N-Isobutyl-2-(p- Chlorphenyl)
-4.6-dimethylindol erhältlichen Verbindung mit 2 Mol 1.-Amino-4-oxybenzol-3- sulfonsäure umsetzt.
Die Umsetzung erfolgt durch Erhitzen der Ausgangsstoffe mit oder ohne Zusatz von Lö_ sungs- oder Schmelzmitteln, z. B. unter Zusatz von Glykol oder ähnlichen Verbindungen. Man kann zum Beispiel Temperaturen von<B>100</B> bis <B>1600</B> C anwenden. Die 1,-Amino-4-oxybenzol-3- sulfonsäure wird als freie Säure oder in Form ihrer Alkali- oder Ammoniumsalze verwendet.
Der neue Farbstoff lärbt7 Wolle in sehr klaren grünstichig blauen Tönen von guter Liehtechtheit und schöner Abendfarbe. Er be sitzt ein gutes Egalisierungsvermögen, gutes Ziehvermögen aus saurem und neutralem Bade.
<I>Beispiel:</I> 8,4<B>g</B> 4.4'-Dichlorbenzophenon-Ketochlorid werden mit<B>7,5 g</B> N-Isobutyl-2-(p-Ohlorphe- nyl) -4.6-dimethylindol" 4<B>g</B> Zinkchlorid und<B>3 g</B> 1.2-Dichlorbenzol <B>9</B> Stunden bei<B>95</B> bis<B>1050 C</B> verrührt. Die Schmelze wird im Laufe dieser Zeit immer zäher und ist zum Schluss tiefrot gefärbt. Die entstandene Kondensationsverbin dung löst sieh in Eisessig oder konz. Schwefel säure mit tiefroter Farbe.
Die so erhaltene Schmelze wird mit<B>100 g</B> Glykol und 40<B>g</B> des Natriumsalzes der 1- Amino-4-oxvbenzol-3-sulfonsäure versetzt und 4 bis<B>6</B> Stunden bei<B>110</B> bis 13011 <B>C</B> verrührt. Der beim Ausgiessen in Wasser sich aussellei- dende blaue Farbstoff wird abgesa-Ligt und durch Auswaschen mit wenig kaltem Wasser gereinigt.
Er wird in warmem Wasser -unter Zusatz der hinreichenden Menge Natriumear- bonat gelöst, die Lösung wird filtriert, mit etwa<B>1.0 g</B> eines Dispergiermittels versetzt, und aus der Lösung wird dann durch Aus- salzen mit Natri-Lunehlorid der Farbstoff ab geschieden.
Er wird in Form seines Natrium- salzes erhalten und stellt eine einheitliche Di- S-Lilionsäure 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. <B> 296669. </B> Process for the production of an acidic wool dye. The subject of this patent is a process for the production of an acidic wool dye, which consists in that <B> 1 </B> mol of the by condensation of <B> 1 </B> mol of 4,4-di- chlorobenzophenone with <B> 1 </B> mol N-isobutyl-2- (p-chlorophenyl)
Reacts -4,6-dimethylindole available compound with 2 mol of 1.-amino-4-oxybenzene-3-sulfonic acid.
The reaction takes place by heating the starting materials with or without the addition of solvents or fluxes, e.g. B. with the addition of glycol or similar compounds. For example, temperatures from <B> 100 </B> to <B> 1600 </B> C can be used. The 1, -amino-4-oxybenzene-3-sulfonic acid is used as the free acid or in the form of its alkali or ammonium salts.
The new dye lyes7 wool in very clear, greenish blue tones with good lightfastness and a beautiful evening color. He has a good leveling power, good drawing power from acidic and neutral baths.
<I> Example: </I> 8.4 <B> g </B> 4.4'-dichlorobenzophenone ketochloride are mixed with <B> 7.5 g </B> N-isobutyl-2- (p-Ohlorphe- nyl) -4.6-dimethylindole "4 <B> g </B> zinc chloride and <B> 3 g </B> 1.2-dichlorobenzene <B> 9 </B> hours at <B> 95 </B> to < B> 1050 C </B>. The melt becomes more and more viscous in the course of this time and is finally colored deep red. The resulting condensation compound dissolves in glacial acetic acid or concentrated sulfuric acid with a deep red color.
The melt obtained in this way is mixed with <B> 100 g </B> glycol and 40 <B> g </B> of the sodium salt of 1-amino-4-oxybenzene-3-sulfonic acid and 4 to <B> 6 </ B> hours at <B> 110 </B> to 13011 <B> C </B>. The blue dye that is released when pouring into water is removed 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 1.0 g of a dispersing agent is added, and the solution is then salted out with sodium chloride the dye separated off.
It is obtained in the form of its sodium salt and is a uniform di-S-Lilionic acid with the following composition;
EMI0002.0001
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 |
|---|---|---|---|
| DE298754X | 1942-05-30 | ||
| DE130642X | 1942-06-13 | ||
| CH296669T | 1943-03-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH298754A true CH298754A (en) | 1954-05-15 |
Family
ID=27178235
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH298754D CH298754A (en) | 1942-05-30 | 1943-03-30 | Process for the production of an acidic wool dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH298754A (en) |
-
1943
- 1943-03-30 CH CH298754D patent/CH298754A/en unknown
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