CH137657A - Process for the preparation of a valuable vat dye. - Google Patents
Process for the preparation of a valuable vat dye.Info
- Publication number
- CH137657A CH137657A CH137657DA CH137657A CH 137657 A CH137657 A CH 137657A CH 137657D A CH137657D A CH 137657DA CH 137657 A CH137657 A CH 137657A
- Authority
- CH
- Switzerland
- Prior art keywords
- condensation
- carried out
- vat dye
- dibenzanthrone
- process according
- Prior art date
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Coloring (AREA)
Description
Verfahren zur Darstellung eines wertvollen Itüpenfarbstoffes. Im Hauptpatent ist ein Verfahren zur Darstellung eines wertvollen Küpenfarbstof- 1'es beschrieben, bei dem Aminodibenza.n- thron, das erhalten werden kann dureh R.e- tluktion des durch Nitrieren von Dibenz.. anthron entstehenden Mononitrodibenzan- throns,
mit einem in 1-,Stellung negativ sub stituierten Anthrachinon kondensiert wird.
Es wurde nun gefunden, d.ass man einen ähnlichen wertvollen Küpenfar'bstoff erhält, wenn man Aminodibenzanthron, das erhal ten werden kann durch Reduktion des idurch Nitrieren von Dibenzanthron entstehenden blononitrodibenzanthrons, mit einem in Bz- 2-Stellung negativ substituierten Dibenz- anthron, :
das zum Beispiel durch Nitrieren von Dibenzanthron oder durch Reduktion, Diazotierung uncl Umsetzung mit Halogen verbindungen nach Sandmeyer aus dem durch Nitrieren von Dibenzanthron erhält lichen Nitrodibenzanthron dargestellt wer den kann, kondensiert.
Die Kondensation führt man zweckmässig in hochsiedenden Lösungs- oder Verdünnungsmitteln aus, und man kann hierbei auch säurebindende Mit tel zusetzen. Vielfach ist die Anwendun:.; von Katalysatoren vorteilhaft, als welche beispielsweise Gemische von Natriumacetat und Kupfersalzen benutzt werden können.
Der neue Küpenfarbstoff ist ein schwar zes Pulver; er ist in konzentrierter Schwe felsäure mit violetter Farbe löslich und färbt Baumwolle aus blauer Küpe in schwar zen, hervorragend echten Tönen.
Beispiel <I>1:</I> Man suspendiert 47 Teile Aminodibenz- anthron, 50 Teile Mononitrodibenzanthron. 30 Teile Natriumaaetat und 10 Teile KUp-- ferearbanat in 2000 Teilen Nitrobenzol, kocht unter kräftigem Rühren 24 Stunden lang, saugt heiss ab und arbeitet in der üb lichen Weise auf.
Statt des Mo@nonitrodibenz- anthrons kann man auch die äquivalente Menge Monahalo@gendibenzanthron, erhalten aus Dibenzanthron durch Nitrieren, Reduk tion, Diazotierung und Umsetzung mit Ha logenverbindungen nach .Saadmeyer, verwen den.
Man kann .das Aminodibenzanthron wäh rend der Reaktion, aus der entsprechenden Nitroverbindung und einem Reduktionsmit-- tel, zum Beispiel Hy drazinhy drat oder Schwefel, erzeugen.
Sofern das Aminodi- benzanthran mit Nitrodibenzauthron koan- densiert werden soll, kann man in d:er Weise verfahren, dass man nur Nitrodibenzanthron an-wendet und eine nur zur Reduktion der Hälfte .des vorhandenen I\Titrodibenza.nthrozis ausreichende Menge Reduktionsmittel zu gibt.
<I>Beispiel 2:</I> 500 Teile '.i\itrodibenza.nthron (darge stellt nach dem deutschen Patent N r. 402,641) werden in 10000 Teilen Nitroben- zol mit 85 Teilen 100%igem Hydrazin- hy drat unter Rühren langsam zum Sieden erhitzt und so lange im Sieden gehalten als noch Ammoniak entweicht. Hierauf gibt man 10 Teile Kupferoxyd und 250 Teile Pottasche zu und kocht unter kräftigem Rühren bis zur Beendigung der Farbstoff bildung.
Man saugt ab, wäscht mit ver dünnter Salzsäure und Wasser aus und trocknet.
Process for the preparation of a valuable itupine dye. The main patent describes a process for the preparation of a valuable vat dye, in the case of the aminodibenza throne, which can be obtained through the elution of the mononitrodibenzanthrone produced by nitrating dibenz anthrone,
is condensed with an anthraquinone which is negatively substituted in the 1- position.
It has now been found that a similar valuable vat dye is obtained if aminodibenzanthrone, which can be obtained by reducing the blononitrodibenzanthrone formed by nitrating dibenzanthrone, with a negatively substituted dibenzanthrone in the Bz-2 position, :
which can be produced, for example, by nitrating dibenzanthrone or by reduction, diazotization and reaction with halogen compounds according to Sandmeyer from the nitrodibenzanthrone obtained by nitrating dibenzanthrone, condenses.
The condensation is expediently carried out in high-boiling solvents or diluents, and acid-binding agents can also be added here. In many cases the application is:.; of catalysts advantageous, as which, for example, mixtures of sodium acetate and copper salts can be used.
The new vat dye is a black powder; it is soluble in concentrated sulfuric acid with a violet color and dyes cotton from a blue vat in black, exceptionally real shades.
Example <I> 1 </I> 47 parts of aminodibenzanthrone and 50 parts of mononitrodibenzanthrone are suspended. 30 parts of sodium acetate and 10 parts of copper acid in 2000 parts of nitrobenzene, boil for 24 hours with vigorous stirring, suck off hot and work up in the usual way.
Instead of mononitrodibenzanthrone, you can also use the equivalent amount of monahalo @ gendibenzanthrone, obtained from dibenzanthrone by nitration, reduction, diazotization and reaction with halogen compounds according to Saadmeyer.
The aminodibenzanthrone can be produced during the reaction from the corresponding nitro compound and a reducing agent, for example hydrazine hydrate or sulfur.
If the aminodibenzanthrane is to be condensed with nitrodibenzauthrone, the procedure can be that only nitrodibenzanthrone is used and a sufficient amount of reducing agent is added to reduce only half of the titrodibenzanthrone present.
Example 2: 500 parts of i \ itrodibenza.nthron (shown in accordance with German Patent No. 402,641) are mixed with 10000 parts of nitrobenzene with 85 parts of 100% hydrazine hydrate with stirring slowly heated to the boil and kept boiling as long as ammonia escapes. Then 10 parts of copper oxide and 250 parts of potash are added and the mixture is boiled with vigorous stirring until the dye has formed.
It is filtered off with suction, washed with dilute hydrochloric acid and water and dried.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI30887A DE525109C (en) | 1927-04-09 | 1927-04-09 | Process for the representation of gray to black box dyes |
CH133482T | 1928-04-04 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH137657A true CH137657A (en) | 1930-01-15 |
Family
ID=25712133
Family Applications (32)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH136270D CH136270A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH137124D CH137124A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136279D CH136279A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136269D CH136269A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136830D CH136830A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH137126D CH137126A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136262D CH136262A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136265D CH136265A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136268D CH136268A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH137125D CH137125A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136267D CH136267A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136276D CH136276A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136832D CH136832A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136272D CH136272A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136264D CH136264A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136275D CH136275A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136273D CH136273A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136833D CH136833A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136260D CH136260A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136277D CH136277A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136263D CH136263A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH137656D CH137656A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136261D CH136261A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH137657D CH137657A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH137658D CH137658A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136274D CH136274A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136831D CH136831A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136834D CH136834A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136266D CH136266A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136278D CH136278A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136271D CH136271A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH137127D CH137127A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
Family Applications Before (23)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH136270D CH136270A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH137124D CH137124A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136279D CH136279A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136269D CH136269A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136830D CH136830A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH137126D CH137126A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136262D CH136262A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136265D CH136265A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136268D CH136268A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH137125D CH137125A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136267D CH136267A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136276D CH136276A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136832D CH136832A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136272D CH136272A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136264D CH136264A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136275D CH136275A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136273D CH136273A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136833D CH136833A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136260D CH136260A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136277D CH136277A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136263D CH136263A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH137656D CH137656A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136261D CH136261A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
Family Applications After (8)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH137658D CH137658A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136274D CH136274A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136831D CH136831A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136834D CH136834A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136266D CH136266A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136278D CH136278A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH136271D CH136271A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
CH137127D CH137127A (en) | 1927-04-09 | 1928-04-04 | Process for the preparation of a valuable vat dye. |
Country Status (1)
Country | Link |
---|---|
CH (32) | CH136270A (en) |
-
1928
- 1928-04-04 CH CH136270D patent/CH136270A/en unknown
- 1928-04-04 CH CH137124D patent/CH137124A/en unknown
- 1928-04-04 CH CH136279D patent/CH136279A/en unknown
- 1928-04-04 CH CH136269D patent/CH136269A/en unknown
- 1928-04-04 CH CH136830D patent/CH136830A/en unknown
- 1928-04-04 CH CH137126D patent/CH137126A/en unknown
- 1928-04-04 CH CH136262D patent/CH136262A/en unknown
- 1928-04-04 CH CH136265D patent/CH136265A/en unknown
- 1928-04-04 CH CH136268D patent/CH136268A/en unknown
- 1928-04-04 CH CH137125D patent/CH137125A/en unknown
- 1928-04-04 CH CH136267D patent/CH136267A/en unknown
- 1928-04-04 CH CH136276D patent/CH136276A/en unknown
- 1928-04-04 CH CH136832D patent/CH136832A/en unknown
- 1928-04-04 CH CH136272D patent/CH136272A/en unknown
- 1928-04-04 CH CH136264D patent/CH136264A/en unknown
- 1928-04-04 CH CH136275D patent/CH136275A/en unknown
- 1928-04-04 CH CH136273D patent/CH136273A/en unknown
- 1928-04-04 CH CH136833D patent/CH136833A/en unknown
- 1928-04-04 CH CH136260D patent/CH136260A/en unknown
- 1928-04-04 CH CH136277D patent/CH136277A/en unknown
- 1928-04-04 CH CH136263D patent/CH136263A/en unknown
- 1928-04-04 CH CH137656D patent/CH137656A/en unknown
- 1928-04-04 CH CH136261D patent/CH136261A/en unknown
- 1928-04-04 CH CH137657D patent/CH137657A/en unknown
- 1928-04-04 CH CH137658D patent/CH137658A/en unknown
- 1928-04-04 CH CH136274D patent/CH136274A/en unknown
- 1928-04-04 CH CH136831D patent/CH136831A/en unknown
- 1928-04-04 CH CH136834D patent/CH136834A/en unknown
- 1928-04-04 CH CH136266D patent/CH136266A/en unknown
- 1928-04-04 CH CH136278D patent/CH136278A/en unknown
- 1928-04-04 CH CH136271D patent/CH136271A/en unknown
- 1928-04-04 CH CH137127D patent/CH137127A/en unknown
Also Published As
Publication number | Publication date |
---|---|
CH136834A (en) | 1929-11-30 |
CH136273A (en) | 1929-10-31 |
CH136260A (en) | 1929-10-31 |
CH137658A (en) | 1930-01-15 |
CH137656A (en) | 1930-01-15 |
CH136833A (en) | 1929-11-30 |
CH136262A (en) | 1929-10-31 |
CH136268A (en) | 1929-10-31 |
CH137124A (en) | 1929-12-15 |
CH136267A (en) | 1929-10-31 |
CH136270A (en) | 1929-10-31 |
CH136831A (en) | 1929-11-30 |
CH136279A (en) | 1929-10-31 |
CH137125A (en) | 1929-12-15 |
CH136261A (en) | 1929-10-31 |
CH136276A (en) | 1929-10-31 |
CH136263A (en) | 1929-10-31 |
CH136265A (en) | 1929-10-31 |
CH136272A (en) | 1929-10-31 |
CH136832A (en) | 1929-11-30 |
CH136277A (en) | 1929-10-31 |
CH136266A (en) | 1929-10-31 |
CH136269A (en) | 1929-10-31 |
CH136274A (en) | 1929-10-31 |
CH136271A (en) | 1929-10-31 |
CH136264A (en) | 1929-10-31 |
CH137127A (en) | 1929-12-15 |
CH137126A (en) | 1929-12-15 |
CH136278A (en) | 1929-10-31 |
CH136830A (en) | 1929-11-30 |
CH136275A (en) | 1929-10-31 |
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