AT43091B - Process for the preparation of sulfonic acids of the gallocyanin series. - Google Patents
Process for the preparation of sulfonic acids of the gallocyanin series.Info
- Publication number
- AT43091B AT43091B AT43091DA AT43091B AT 43091 B AT43091 B AT 43091B AT 43091D A AT43091D A AT 43091DA AT 43091 B AT43091 B AT 43091B
- Authority
- AT
- Austria
- Prior art keywords
- gallocyanin
- series
- sulfonic acids
- preparation
- dyes
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- YBGOLOJQJWLUQP-UHFFFAOYSA-N gallocyanin Chemical class OC(=O)C1=CC(=O)C(O)=C2OC3=CC(N(C)C)=CC=C3N=C21 YBGOLOJQJWLUQP-UHFFFAOYSA-N 0.000 title description 4
- 150000003460 sulfonic acids Chemical class 0.000 title description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 6
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims description 6
- 239000007859 condensation product Substances 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 3
- 229940074391 gallic acid Drugs 0.000 claims description 3
- 235000004515 gallic acid Nutrition 0.000 claims description 3
- ADAUKUOAOMLVSN-UHFFFAOYSA-N gallocyanin Chemical class [Cl-].OC(=O)C1=CC(O)=C(O)C2=[O+]C3=CC(N(C)C)=CC=C3N=C21 ADAUKUOAOMLVSN-UHFFFAOYSA-N 0.000 claims 2
- 238000012986 modification Methods 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 239000000047 product Substances 0.000 description 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- LGDPTPLJZGPOJL-UHFFFAOYSA-N n,n-dimethyl-2-nitrosoaniline Chemical compound CN(C)C1=CC=CC=C1N=O LGDPTPLJZGPOJL-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Darstellung von Sulfosäuren der Gallocyaninreihe.
In dem Stammpatent Nr. 42399 ist angegeben, dass man zn Sulfosäuren von Farbstoffen derGallocyaninreihe gelangen kann, wenn man die durch Kondensation von gewöhnlichem Gallocyanin mit organischen Aminen in der Kälte bei Gegenwart von Sauerstoff und nachträgliches Erwärmen erhältlichen Kondensationsprodukte sulfiert.
Es wurde nun gefunden, dass man Farbstoffe, die bei derselben Klarheit erheblich grünere Nuancen liefern, erhalten kann, wenn man an Stelle der in dem Stammpatent zur
EMI1.1
Nitrosodimethylanilin und Gallussäure) mit organischen Aminen, die nach dem Verfahren der Anspruche 1 und 2 des Stammpatentes erhältlichen analogen Kondensationsprodukte aus Diaethylgallocyanin (FarbstoS aus Nitrosodiaethylanilin und Gallussäure) der Su1fierung unterwirft.
Beispiel :
50 Teile des nach dem Stammpatente Nr. 42399 erhältlichen Kondensationsproduktes ans Diaethylgallocyanin und Anilin werden in 200 Teile rauchender Schwefelsäure von 250/o Anhydridgehalt bei einer Temperatur von 10-15 eingetragen. Man erhitzt allmählich unter Rühren auf 30-400, bis eine Probe in Soda löslich ist. Die Roaktionsmasce wird darauf in Wasser gegossen, ausgesalzen und in das Ammoniumsalz übergeführt.
Der Farbstoff gibt im Druck sehr klare grünstichig blaue Töne, die bedeutend grüner sind als die der Produkte des Stammpatentes.
Selbstverständlich können auch andere Sulfierungsmittel zur Anwendung gelangen, wie auch an Stelle des in obigem Beispiel erwähnten Anilidoproduktes die Analogen und Homologen, wie z. B. das Toluido-, das Chloranilidoprodukt verwendet werden können. Die hieraus entstehenden Farbstoffe verhalten sich ähnlich wie das im Beispiel beschriebene Produkt.
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the preparation of sulfonic acids of the gallocyanin series.
The parent patent No. 42399 states that sulfonic acids from dyes of the gallocyanin series can be obtained if the condensation products obtainable by condensation of ordinary gallocyanin with organic amines in the cold in the presence of oxygen and subsequent heating are sulfated.
It has now been found that you can obtain dyes which give significantly greener shades with the same clarity, if you instead of the in the parent patent to
EMI1.1
Nitrosodimethylaniline and gallic acid) with organic amines, the analogous condensation products of diaethylgallocyanine (dye from nitrosodiaethylaniline and gallic acid) obtainable by the process of claims 1 and 2 of the parent patent are subjected to the su1fierung.
Example:
50 parts of the condensation product of diaethylgallocyanine and aniline obtainable according to the parent patent no. 42399 are introduced into 200 parts of fuming sulfuric acid with an anhydride content of 250% at a temperature of 10-15. The mixture is gradually heated to 30-400 with stirring until a sample is soluble in soda. The raw mask is then poured into water, salted out and converted into the ammonium salt.
When printed, the dye gives very clear, greenish blue tones, which are significantly greener than those of the products in the parent patent.
Of course, other sulfonating agents can also be used, as can the analogs and homologues, such as, for example, the anilido product mentioned in the above example. B. the toluido, the chloranilido product can be used. The resulting dyes behave similarly to the product described in the example.
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT42399T | 1908-09-30 | ||
| AT43091T | 1909-02-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT43091B true AT43091B (en) | 1910-07-25 |
Family
ID=25600966
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT43091D AT43091B (en) | 1908-09-30 | 1909-02-08 | Process for the preparation of sulfonic acids of the gallocyanin series. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT43091B (en) |
-
1909
- 1909-02-08 AT AT43091D patent/AT43091B/en active
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