CH158128A - Process for the preparation of a nitrogenous anthraquinone derivative. - Google Patents
Process for the preparation of a nitrogenous anthraquinone derivative.Info
- Publication number
- CH158128A CH158128A CH158128DA CH158128A CH 158128 A CH158128 A CH 158128A CH 158128D A CH158128D A CH 158128DA CH 158128 A CH158128 A CH 158128A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- green
- nitrogenous
- anthraquinone derivative
- organic solvents
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title description 2
- -1 nitrogenous anthraquinone Chemical class 0.000 title description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 8
- 239000000975 dye Substances 0.000 claims description 5
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 3
- 239000004327 boric acid Substances 0.000 claims description 3
- 239000007859 condensation product Substances 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 150000003460 sulfonic acids Chemical class 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
- C09B1/325—Dyes with no other substituents than the amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 153492. Verfalu-en zur Darstellung eines stickstoffhaltigen Anthrachinonderivates. Es wurde gefunden, dass man einen wert vollen, grünblauen Acetatseidefarbstoff erhält, wenn man das durch Kondensation von p- Diaminoanthrarufin- oder p-Diaminochrysaziii- sulfosäuren mit Methylamin in Gegenwart von Hydrosulfit erhältliche Kondensations produkt unter Zusatz von Borsäure in orga nischen Lösungsmitteln mit Anilin konden siert,
wobei sehr wahrscheinlich<B>1</B> Hol Anilin mit einem Hol des Ausgangsmaterials reagiert. Das Kondensationsprodukt löst sich in orga nischen Lösungsmitteln mit grünblauer Farbe und färbt Acetatseide nach geeigneter Ver- pastung in reinen, grünblauen Tönen von vorzüglicher Echtheit.
<I>Beispiel:</I> <B>60</B> Teile der Leukoverbindung des am Stickstoff monomethylierten 1-Oxy-4,5,8-tri- aminoantrachinons (dargestellt nach dem fran zösischen Zusatzpatent Nr. <B>39699</B> der An- melderin vom<B>30.</B> Januar<B>1931)</B> werden in <B>300</B> Teilen Alkohol mit<B>60</B> Teilen Anilin und <B>30</B> Teilen Borsäure etwa<B>6</B> Stunden zum Kochen erhitzt, bis eine Probe, in Alkohol gelöst, keine weitere Versebiebung der grün blauen Farbe nach Grün aufweist. Man<B>fil-</B> triert kalt, wäscht den Rückstand mit Was ser aus.
Additional patent to main patent No. 153492. Procedure for the preparation of a nitrogen-containing anthraquinone derivative. It has been found that a valuable, green-blue acetate silk dye is obtained if the condensation product obtained by condensation of p-diaminoanthrarufinic or p-diaminochrysaziiisulfonic acids with methylamine in the presence of hydrosulfite is condensed with aniline by adding boric acid in organic solvents sated,
where very likely <B> 1 </B> Hol aniline reacts with a Hol of the starting material. The condensation product dissolves in organic solvents with a green-blue color and, after suitable pasting, dyes acetate silk in pure, green-blue shades of excellent fastness.
<I> Example: </I> <B> 60 </B> parts of the leuco compound of 1-oxy-4,5,8-tri-aminoanthraquinone monomethylated on the nitrogen (shown according to the French additional patent no. 39699 </B> by the applicant on <B> 30th </B> January <B> 1931) </B> <B> 300 </B> parts of alcohol are <B> 60 </B> parts Aniline and <B> 30 </B> parts of boric acid are heated to the boil for about <B> 6 </B> hours until a sample, dissolved in alcohol, does not show any further shift from the green-blue color to green. You <B> filter </B> cold, wash the residue with water.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH158128T | 1931-03-25 | ||
| CH153492T | 1931-03-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH158128A true CH158128A (en) | 1932-10-31 |
Family
ID=25716232
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH158128D CH158128A (en) | 1931-03-25 | 1931-03-25 | Process for the preparation of a nitrogenous anthraquinone derivative. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH158128A (en) |
-
1931
- 1931-03-25 CH CH158128D patent/CH158128A/en unknown
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