CH129193A - Process for the preparation of an indigoid dye. - Google Patents
Process for the preparation of an indigoid dye.Info
- Publication number
- CH129193A CH129193A CH129193TA CH129193A CH 129193 A CH129193 A CH 129193A CH 129193T A CH129193T A CH 129193TA CH 129193 A CH129193 A CH 129193A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- dye
- blue
- indigoid dye
- chloro
- Prior art date
Links
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
- C09B7/00—Indigoid dyes
- C09B7/08—Other indole-indigos
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. <B>127532.</B> Verfahren zur Darstellung eines indigolden Farbstoffes. Es wurde gefunden, dass halogenierte Naphtisatine, in denen ein Halogen in Peri- stellung zur Iminogruppe steht, sich in aus gezeichneter Weise zur Herstellung wertvol ler Küpenfarbstoffe eignen.
Derartige Isa- tine nachstehender Konstitution:
EMI0001.0013
in der X ein Halogen bedeutet, und die ausserdem noch andere Substituenten, wie z. B.<B>Cl,</B> Br, <B><I>NO, OCR.,</I></B> usw. enthalten kön nen, liefern,<B>je</B> nachdem sie als, Isatine selbst oder in Form ihrer a-Substitutionsprodukte zur Anwendung gelangen, mit den zur Her stellung indigoider Farbstoffe gebräuch- liehen Komponenten, wie z.
B. Oxythionaph- ten, Oxindol, Indoxyl, Acenaphtenon, a-An- throl, a-Naphiol, a-Oxyanthranol, Karbazol und ähnlichen Verbindungen violette bis schwarze Küpenfarbstoffe, die sich durch hervorragende Echtheitseigenschaften aus- in zeichnen.
Gegenstand vorliegender Erfindung ist ein Verfahren zur Darstellung eines indigoi- den Farbstoffes, das dadurch gekennzeichnet ist, dass man 8-Chlor-4-brom-1.2-naphtisatin in a-Stellung halogeniert und das erhaltene a-Halogensubstitutionsprodukt, zum Bei spiel das a-Chlorid, mit<B>1</B> .4-Dioxynaphtalin- monomethylä,ther zur Umsetzung bringt. Der erhaltene Farbstoff färbt Baumwolle aus gelbbrauner Küpe graublau. Seine Lö sung in Schwefelsäure ist blaugrün.
<I>Beispiel:</I> <B>31</B> Gewichtsteile 8-Clilor-4-brom-l. 2- naphtisatin (durch Bromieren von 8-Chlor- 1. <B>.</B> 2<B>-</B> naplitisatin erhalten, Schmelzpunkt 297') -werden in Chlorbenzol suspendiert und mit Phosphorpentachlorid in das a-Chlo- rid umgewandelt. Nach Zufügen einer Lö sung von 20 Gewichtsteilen 1.4-Dioxynaph- talinmonometliylä,ther in<B>100</B> Gewichtstei len Chlorbenzol wird einige Zeit erhitzt.
Nach beendeter Reaktion wird abgesaugt und mit Alkohol gewaschen. Der Farbstoff färbt Baumwolle aus gelbbrauner Küpe graublau. Seine Lösung in Schwefelsäure ist blaugrün.
Additional patent to main patent no. <B> 127532. </B> Process for the production of an indigolden dye. It has been found that halogenated naphthisatins in which a halogen is in the peri-position to the imino group are suitable in an excellent manner for the production of valuable vat dyes.
Such isatin of the following constitution:
EMI0001.0013
in which X is a halogen, and also other substituents, such as. B. <B> Cl, </B> Br, <B> <I> NO, OCR., </I> </B> etc., deliver, <B> depending </B> on them as, isatins themselves or in the form of their a-substitution products are used, with the components used for the manufacture of indigoid dyes, such as.
B. oxythionaph- th, oxindole, indoxyl, acenaphtenone, a-anthrole, a-naphiol, a-oxyanthranol, carbazole and similar compounds violet to black vat dyes, which are characterized by excellent fastness properties.
The present invention relates to a process for the preparation of an indigoid dye, which is characterized in that 8-chloro-4-bromo-1,2-naphthisatin is halogenated in the α-position and the α-halogen substitution product obtained, for example the a- Bringing chloride, with <B> 1 </B> .4-Dioxynaphtalin- monomethylether to implement. The dye obtained dyes cotton from a yellow-brown vat gray-blue. Its solution in sulfuric acid is blue-green.
<I> Example: </I> <B> 31 </B> parts by weight of 8-Clilor-4-bromo-l. 2- naphtisatin (obtained by brominating 8-chloro 1. <B>. </B> 2 <B> - </B> naplitisatin, melting point 297 ') - are suspended in chlorobenzene and converted into the α-chloro with phosphorus pentachloride - rid converted. After adding a solution of 20 parts by weight of 1,4-dioxynaphthalene monomethyl ether in <B> 100 </B> parts by weight of chlorobenzene, the mixture is heated for some time.
When the reaction has ended, it is filtered off with suction and washed with alcohol. The dye dyes cotton from a yellow-brown vat gray-blue. Its solution in sulfuric acid is blue-green.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH129193T CH129193A (en) | 1927-04-01 | 1927-04-01 | Process for the preparation of an indigoid dye. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH127532T | 1927-04-01 | ||
CH129193T CH129193A (en) | 1927-04-01 | 1927-04-01 | Process for the preparation of an indigoid dye. |
Publications (1)
Publication Number | Publication Date |
---|---|
CH129193A true CH129193A (en) | 1928-12-01 |
Family
ID=25710927
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH129193T CH129193A (en) | 1927-04-01 | 1927-04-01 | Process for the preparation of an indigoid dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH129193A (en) |
-
1927
- 1927-04-01 CH CH129193T patent/CH129193A/en unknown
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CH129193A (en) | Process for the preparation of an indigoid dye. | |
DE519345C (en) | Process for the production of xanthene dyes | |
DE469249C (en) | Process for the production of indigoid dyes | |
DE530506C (en) | Process for the preparation of Kuepen dyes | |
DE632377C (en) | Process for the production of an anthraquinone dye | |
DE739049C (en) | Process for the preparation of indirubine-like dyes | |
DE568034C (en) | Process for the production of condensation products | |
DE470759C (en) | Process for the preparation of indigoid dyes | |
DE651249C (en) | Process for the production of Kuepen dyes | |
DE526737C (en) | Process for the preparation of Kuepen dyes of the N-dihydro-1íñ2íñ2'íñ1'-anthraquinonazine series | |
DE447556C (en) | Process for the preparation of Kuepen dyes | |
DE541267C (en) | Process for the production of Kuepen dyes | |
DE445443C (en) | Process for the production of indigoid dyes | |
DE571241C (en) | Process for the production of indigoid dyes of the anthraquinone series | |
CH156023A (en) | Process for the production of a new vat dye. | |
CH129192A (en) | Process for the preparation of an indigoid dye. | |
CH127532A (en) | Process for the preparation of an indigoid dye. | |
CH157526A (en) | Process for the production of a new azo dye. | |
CH121345A (en) | Process for the preparation of a violet vat dye of the 2-thionaphthene-2-indolindigo series. | |
CH336922A (en) | Process for the production of indigoid dyes | |
CH156022A (en) | Process for the production of a new vat dye. | |
CH109627A (en) | Process for the production of a new vat dye. | |
CH155457A (en) | Process for the production of a vat dye. | |
CH122279A (en) | Process for the preparation of a violet vat dye of the 2-thionaphthene-2-indolindigo series. | |
CH163280A (en) | Process for the production of a new vat dye. |