CH202860A - Process for the preparation of a dye of the 2-naphthalene-2'-indolindigo series. - Google Patents
Process for the preparation of a dye of the 2-naphthalene-2'-indolindigo series.Info
- Publication number
- CH202860A CH202860A CH202860DA CH202860A CH 202860 A CH202860 A CH 202860A CH 202860D A CH202860D A CH 202860DA CH 202860 A CH202860 A CH 202860A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- series
- naphthalene
- indolindigo
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 11
- 229920000742 Cotton Polymers 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- GPYLCFQEKPUWLD-UHFFFAOYSA-N 1h-benzo[cd]indol-2-one Chemical compound C1=CC(C(=O)N2)=C3C2=CC=CC3=C1 GPYLCFQEKPUWLD-UHFFFAOYSA-N 0.000 description 1
- AYGGQJHJRFZDFH-UHFFFAOYSA-N 5,7-dichloro-1h-indole-2,3-dione Chemical compound ClC1=CC(Cl)=CC2=C1NC(=O)C2=O AYGGQJHJRFZDFH-UHFFFAOYSA-N 0.000 description 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- JXDYKVIHCLTXOP-UHFFFAOYSA-N isatin Chemical class C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
Landscapes
- Indole Compounds (AREA)
Description
Verfahren zur Herstellung eines Farbstoffes der 2-Naphthalin-2'-indoUndigo-Reihe. Es wurde gefunden, dass man zu wert vollen Farbstoffen der 2-Naphthalin-2'-indol- indigo-Reihe gelangt, wenn man N-Alkyl- oder N-Aryl-4-ogy-naphthostyrile mit reak tionsfähigen a-Derivaten der Isatinreihe kon densiert.
Die oben genannten Derivate des 4-Ogy- naphthostyrils lassen sich zum Beispiel nach dem Verfahren der Schweizer Patente Nr. 194453 und 201173-77 herstellen.
Die vorliegenden neuen Farbstoffe färben die pflanzliche Faser meist in blaugrauen, blauen bis grünen Farbtönen von guten Echt heitseigenschaften, insbesondere von einer bemerkenswerten Lichtechtheit. Durch Nach halogenieren der Farbstoffe können ihre färberischen Eigenschäften in manchen Fäl len noch verbessert werden.
Vorliegendes Patent bezieht sich nun auf ein Verfahren zur Herstellung eines Farb stoffes der 2 - Naphthalin - 2' - indolindigo- Reihe, dadurch gekennzeichnet, dass man 4- Ogy-N-methyl=naphthostyril mit einem reak tionsfähigen a-Derivat von 5. 7-Dichlorisatin kondensiert.
Der Farbstoff stellt ein schwärzliches Pulver dar, das Baumwolle in grünstichig marineblauen Tönen färbt und druckt. Die Farbe der güpe ist gelbrot, die Lösungsfarbe in konzentrierter Schwefelsäure ist blau.
Beispiel: 20 Teile 4-Ogy-N-methyl-naphthostyril werden in. etwa 300 Teilen Chlorbenzol bei GO bis<B>70'</B> verrührt und mit einer, bei 95 bis <B>100'</B> aus 25 Teilen 5. 7-Dichlor-isatin, 25 Teilen Phosphorpentachlorid und etwa 500 Teilen Chlorbenzol hergestellten Lösung von 5. 7-Dichlor-isatin--a-chlorid bei 80 bis 85 kondensiert.
Process for the preparation of a dye of the 2-naphthalene-2'-indoUndigo series. It has been found that valuable dyes of the 2-naphthalene-2'-indole indigo series are obtained if N-alkyl or N-aryl-4-ogy-naphthostyriles with reactive α-derivatives of the isatin series are used condensed.
The above-mentioned derivatives of 4-ogynaphthostyril can be produced, for example, by the process of Swiss patents 194453 and 201173-77.
The present new dyes dye the vegetable fiber mostly in blue-gray, blue to green shades of good fastness properties, in particular of a remarkable lightfastness. After halogenating the dyes, their coloring properties can in some cases still be improved.
The present patent now relates to a process for the production of a dye of the 2 - naphthalene - 2 '- indolindigo series, characterized in that 4-Ogy-N-methyl = naphthostyril with a reactive α-derivative of 5. 7 -Dichloroisatin condensed.
The dye is a blackish powder that dyes and prints cotton in greenish navy blue tones. The color of the güpe is yellow-red, the solution color in concentrated sulfuric acid is blue.
Example: 20 parts of 4-ogy-N-methyl-naphthostyril are mixed in about 300 parts of chlorobenzene at GO to <B> 70 '</B> and mixed with one at 95 to <B> 100' </B> 25 parts of 5, 7-dichloro-isatin, 25 parts of phosphorus pentachloride and about 500 parts of chlorobenzene prepared solution of 5, 7-dichloro-isatin-α-chloride at 80 to 85 condensed.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE202860X | 1936-05-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH202860A true CH202860A (en) | 1939-02-15 |
Family
ID=5773581
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH202860D CH202860A (en) | 1936-05-19 | 1937-04-29 | Process for the preparation of a dye of the 2-naphthalene-2'-indolindigo series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH202860A (en) |
-
1937
- 1937-04-29 CH CH202860D patent/CH202860A/en unknown
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