CH298751A - Process for the production of an acidic wool dye. - Google Patents
Process for the production of an acidic wool dye.Info
- Publication number
- CH298751A CH298751A CH298751DA CH298751A CH 298751 A CH298751 A CH 298751A CH 298751D A CH298751D A CH 298751DA CH 298751 A CH298751 A CH 298751A
- Authority
- CH
- Switzerland
- Prior art keywords
- mol
- good
- acidic
- dye
- process according
- Prior art date
Links
- 210000002268 wool Anatomy 0.000 title claims description 8
- 230000002378 acidificating effect Effects 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title description 3
- 239000000975 dye Substances 0.000 claims description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 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 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
- 239000013535 sea water Substances 0.000 claims description 3
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 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
- 239000002253 acid Substances 0.000 description 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 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
- SFWZZSXCWQTORH-UHFFFAOYSA-N 1-methyl-2-phenylindole Chemical compound C=1C2=CC=CC=C2N(C)C=1C1=CC=CC=C1 SFWZZSXCWQTORH-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000004744 fabric 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
- 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)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 296669. Verfahren zur Herstellung eines sauren Wollfarbstoffes. Gegenstand dieses Patentes ist ein Verfah ren zur Herstellung eines sauren Wollfarb stoffes, welches darin besteht,
dass man 1 Mol der durch Kondensation von 1 Mol 4.4'-Di- chlorbenzophenon mit 1 Mol N-Methyl-2-phe- nylindol erhältlichen Verbindung mit 2 Mol 1.-Amino-4-oxybenzol-3-sulfonsäiire umsetzt.
Die Umsetzling 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 110 bis 160 C anwenden. Die 1-Amino-4-oxyben- zol-3-sulfonsäiire wird als freie Säure oder in Form ihrer Alkali- oder Ammoniumsalze ver wendet.
Der neue Farbstoff färbt Wolle in sehr klaren blauen Tönen von guter Lichtechtheit und schöner Abendfarbe. Er besitzt ein gutes Egalisierungsvermögen, gutes Ziehvermögen aus saurem lind neutralem Bade sowie gute Seewasser- und Schweissechtheit.
<I>Beispiel:</I> 251 g 4.4'-Dichlorbenzophenon und 207 g N-Methyl-29-phenylindol werden in 1800 cm3 Chlorbenzol bei 70 C gelöst und unter Zusatz von 160g wasserfr eiern Zinkchlorid und 306 g Phosphoroxychlorid 18 Standen bei 120 bis 125 C verrührt.
Nach dem Abkühlen werden die entstandenen rotbraunen Kristalle abge saugt, mit kaltem Chlorbenzol gewaschen und getrocknet. Die so erhaltene rote Kondensa tionsverbindung ist an sich stark farbig, hat aber noch keinen Farbstoffcharakter; sie ist in konzentrierter Schwefelsäure mit tief rot brauner und in Eisessig mit gelbbrauner Farbe löslich.
30 g dieser Verbindung werden mit 100 g .Glykol -und 60 g des Natriumsalzes der 1- Amino-4-oxybenzol-3-sulfonsäure verrührt und 4 bis 6 Stunden auf 115 bis 130 C erhitzt, bis die Farbstoffbildung nicht mehr zunimmt. Beim Ausgiessen in Wasser scheidet sich ein blauer Farbstoff ab, der abgesaugt und durch Auswaschen mit wenig kaltem Wasser gerei nigt wird.
Er wird in warmem Wasser unter Zusatz der hinreichenden Menge Natriumcar- bonat gelöst, die Lösung wird filtriert, mit 20 bis 25 g eines Dispergierungsmittels versetzt, und aus der Lösung wird dann durch Aussal- zen mit Natriumchlorid der Farbstoff abge schieden. Er stellt das Natriumsalz einer ein heitlichen Disulfonsäure von folgender Zu sammensetzung dar.
EMI0002.0001
Der neue Farbstoff färbt Wolle in sehr klaren blauen Tönen von guter Lichtechtheit und schöner Abendfarbe. Fr besitzt ein gutes Egalisierungsvermögen, gutes Ziehvermögen aus saurem und neutralem Bade sowie gute Seewasser- und Schweissechtheit; er besitzt ferner praktisch keine Affinität zur Baum wollfaser und liefert daher auf Mischgeweben aus Wolle und Baumwolle Färbungen mit rei nen Baumwolleffekten.
<B> Additional patent </B> to main patent no. 296669. 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 of
that 1 mol of the compound obtainable by condensation of 1 mol of 4,4'-dichlorobenzophenone with 1 mol of N-methyl-2-phenylindole is reacted with 2 mol of 1-amino-4-oxybenzene-3-sulfonic acid.
The seedlings are made 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 110 to 160 ° C can be used. 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 dyes wool in very clear blue shades of good lightfastness and a beautiful evening color. It has good leveling properties, good drawability from acidic and neutral baths, and good fastness to sea water and perspiration.
<I> Example: </I> 251 g of 4,4'-dichlorobenzophenone and 207 g of N-methyl-29-phenylindole are dissolved in 1800 cm3 of chlorobenzene at 70 ° C. and with the addition of 160 g of anhydrous zinc chloride and 306 g of phosphorus oxychloride 18 levels are reached at 120 Stirred up to 125 C.
After cooling, the resulting red-brown crystals are filtered off with suction, washed with cold chlorobenzene and dried. The red condensation compound obtained in this way is strongly colored per se, but does not yet have any dye character; it is soluble in concentrated sulfuric acid with a deep red-brown color and in glacial acetic acid with a yellow-brown color.
30 g of this compound are stirred with 100 g of .Glycol and 60 g of the sodium salt of 1-amino-4-oxybenzene-3-sulfonic acid and heated to 115 to 130 ° C. for 4 to 6 hours until the formation of dye no longer increases. When pouring into water, a blue dye separates, which is sucked 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, 20 to 25 g of a dispersing agent are added, and the dye is then separated from the solution by salting out with sodium chloride. It is the sodium salt of a uniform disulfonic acid with the following composition.
EMI0002.0001
The new dye dyes wool in very clear blue shades of good lightfastness and a beautiful evening color. Fr has good leveling power, good drawability from acidic and neutral baths, and good fastness to sea water and perspiration; Furthermore, it has practically no affinity for cotton fibers and therefore provides dyeings with pure cotton effects on blended fabrics made of wool and cotton.
Claims (1)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE298751X | 1942-05-30 | ||
| DE130642X | 1942-06-13 | ||
| CH296669T | 1943-03-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH298751A true CH298751A (en) | 1954-05-15 |
Family
ID=27178232
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH298751D CH298751A (en) | 1942-05-30 | 1943-03-30 | Process for the production of an acidic wool dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH298751A (en) |
-
1943
- 1943-03-30 CH CH298751D patent/CH298751A/en unknown
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