DE481450C - Process for the preparation of nitrogenous cow dyes - Google Patents
Process for the preparation of nitrogenous cow dyesInfo
- Publication number
- DE481450C DE481450C DEI32626D DEI0032626D DE481450C DE 481450 C DE481450 C DE 481450C DE I32626 D DEI32626 D DE I32626D DE I0032626 D DEI0032626 D DE I0032626D DE 481450 C DE481450 C DE 481450C
- Authority
- DE
- Germany
- Prior art keywords
- preparation
- nitrogenous
- dyes
- cow
- blue
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims description 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 title description 5
- 239000002904 solvent Substances 0.000 claims description 3
- 239000000984 vat dye Substances 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 6
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 6
- 235000011056 potassium acetate Nutrition 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229940072033 potash Drugs 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 235000015320 potassium carbonate Nutrition 0.000 description 2
- WFIZEGIEIOHZCP-UHFFFAOYSA-M potassium formate Chemical compound [K+].[O-]C=O WFIZEGIEIOHZCP-UHFFFAOYSA-M 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000001632 sodium acetate Substances 0.000 description 2
- 235000017281 sodium acetate Nutrition 0.000 description 2
- 239000005749 Copper compound Substances 0.000 description 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 1
- 239000005751 Copper oxide Substances 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000530268 Lycaena heteronea Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- 229910000431 copper oxide Inorganic materials 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 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
- C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
- C09B3/22—Dibenzanthrones; Isodibenzanthrones
- C09B3/30—Preparation from starting materials already containing the dibenzanthrone or isodibenzanthrone nucleus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
Description
Verfahren zur Darstellung von stickstoffhaltigen Küpenfarbstoffen Es wurde gefunden, daß man neue, wertvolle, stickstoffhaltige Küpenfarbstoffe erhält, wenn man Nitrodibenzanthrone, deren Derivate oder Homologe, wie sie beispielsweise nach den Verfahren der Patente 185 222 oder q.o2 641 erhalten werden, mit schwach alkalischen Mitteln, z. B. mit Alkali- oder Erdalkalisalzen schwacher Säuren, wie Natriumacetat, Kaliumacetat, Kaliumformiat, Pottasche usw., gegebenenfalls in Anwesenheit von Lösungs- oder Verdünnungsmitteln und Katalysatoren, z. B. Kupferverbindungen, behandelt. Die in ausgezeichneter Ausbeute erhaltenen Farbstoffe färben die pflanzliche Faser aus meist blauer, alkalischer Hydrosulfitküpe in kräftigen, blaugrauen, sehr echten Tönen. Sie lösen sich in konzentrierter Schwefelsäure mit roter Farbe und können aus hochsiedenden Lösungsmitteln in Form dunkelvioletter Nadeln erhalten werden. Beispiel 5o Teile Nitrodibenzanthron (dargestellt"nach Patent 402 6q:1) werden in q.oo Teilen Nitrobenzol mit q.o Teilen Kaliumacetat und 3 Teilen Kupferoxyd so lange unter Rühren gekocht, bis die Farbstoffbildung beendet ist, was man darän erkennt, daß eine Probe des Reaktionsprodukts sich in konzentrierter Schwefelsäure mit roter Farbe löst. Nach dem Erkalten wird abgesaugt, der Rückstand mit verdünnter Mineralsäure und Wasser ausgewaschen und getrocknet. Man kann die Aufarbeitung des Reaktionsgemisches auch in -der Weise vornehmen, daß man die heiße Reaktionsflüssigkeit mit Nitrobenzol verdünnt und von etwa vorhandenen Verunreinigungen heiß absaugt, worauf der Farbstoff sich aus der Lösung beim Erkalten in reiner Form abscheidet. Er ist ein dunkelblaues Pulver, kristallisiert aus Nitrobenzol in dunkelvioletten Nadeln, löst sich in konzentrierter Schwefelsäure mit roter Farbe und liefert auf Baumwolle aus blauer Küpe hervorragend chlorechte, kräftige blaugraue Töne.Process for the preparation of nitrogenous vat dyes It has been found that new, valuable, nitrogen-containing vat dyes are obtained, if one uses nitrodibenzanthrones, their derivatives or homologues, such as, for example obtained by the method of patents 185 222 or q.o2 641, with weak alkaline agents, e.g. B. with alkali or alkaline earth salts of weak acids, such as Sodium acetate, potassium acetate, potassium formate, potash, etc., if necessary in the presence of solvents or diluents and catalysts, e.g. B. copper compounds, treated. The dyes obtained in excellent yield color the vegetable Fiber from mostly blue, alkaline hydrosulfite vat in strong, blue-gray, very real tones. They dissolve in concentrated sulfuric acid with red color and can be obtained from high-boiling solvents in the form of dark purple needles will. Example 5o parts of nitrodibenzanthrone (shown "according to patent 402 6q: 1) are in q.oo parts of nitrobenzene with q.o parts of potassium acetate and 3 parts of copper oxide Cooked with stirring until the dye has finished forming, which is what you get recognizes that a sample of the reaction product is in concentrated sulfuric acid with red paint dissolves. After cooling, it is suctioned off, the residue with dilute Mineral acid and water washed out and dried. One can work up the Make the reaction mixture in the manner that the hot reaction liquid diluted with nitrobenzene and siphoned off any impurities while hot, whereupon the dye separates out of the solution in pure form when it cools. It is a dark blue powder, crystallized from nitrobenzene in dark purple Needles, dissolves in concentrated sulfuric acid with red color and delivers on Cotton from a blue vat has excellent chlorine-fast, strong blue-gray tones.
Ersetzt man das Kaliumacetat durch andere schwach alkalisch reagierende Salze, z. B. Pottasche, Natriumacetat oder Kaliumformiat, so erhält man Farbstoffe von ähnlichen Eigenschaften.If the potassium acetate is replaced by other weakly alkaline reactants Salts, e.g. B. potash, sodium acetate or potassium formate, dyes are obtained of similar properties.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI32626D DE481450C (en) | 1927-11-08 | 1927-11-08 | Process for the preparation of nitrogenous cow dyes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI32626D DE481450C (en) | 1927-11-08 | 1927-11-08 | Process for the preparation of nitrogenous cow dyes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE481450C true DE481450C (en) | 1929-08-23 |
Family
ID=7188190
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEI32626D Expired DE481450C (en) | 1927-11-08 | 1927-11-08 | Process for the preparation of nitrogenous cow dyes |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE481450C (en) |
-
1927
- 1927-11-08 DE DEI32626D patent/DE481450C/en not_active Expired
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