CH143401A - Process for the preparation of a vat dye. - Google Patents
Process for the preparation of a vat dye.Info
- Publication number
- CH143401A CH143401A CH143401DA CH143401A CH 143401 A CH143401 A CH 143401A CH 143401D A CH143401D A CH 143401DA CH 143401 A CH143401 A CH 143401A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- preparation
- vat
- new
- vat dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 239000000984 vat dye Substances 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 235000005811 Viola adunca Nutrition 0.000 claims description 2
- 240000009038 Viola odorata Species 0.000 claims description 2
- 235000013487 Viola odorata Nutrition 0.000 claims description 2
- 235000002254 Viola papilionacea Nutrition 0.000 claims description 2
- 244000172533 Viola sororia Species 0.000 claims description 2
- ACPOUJIDANTYHO-UHFFFAOYSA-N anthra[1,9-cd]pyrazol-6(2H)-one Chemical compound C1=CC(C(=O)C=2C3=CC=CC=2)=C2C3=NNC2=C1 ACPOUJIDANTYHO-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- MVRDXWVWKOUPDO-UHFFFAOYSA-N 1-amino-2-bromoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC(Br)=C2N MVRDXWVWKOUPDO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- CKUAXEQHGKSLHN-UHFFFAOYSA-N [C].[N] Chemical group [C].[N] CKUAXEQHGKSLHN-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 229910000039 hydrogen halide Inorganic materials 0.000 description 1
- 239000012433 hydrogen halide Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines KÜpenfarbstoffes. Es wurde gefunden, dass man einen neuen Küpenfarbstoff erhält, wenn man Pyrazol- anthron in Gegenwart von alkalischen Kon densationsmitteln mit 1-Amino-2-halogen- anthrachinon in der Wärme behandelt. Man kann hierbei in Gegenwart oder Abwesenheit von Katalysatoren arbeiten.
Den EigenseIaf- ten des neuen Farbstoffes nach dürfte hierbei nicht nur eine Stickstoff-Kohlenstoffverket- tung unter Austritt von Halogenwasserstoff erfolgen, sondern eine weitere Kondensation, wahrscheinlich im Sinne folgender Formel eintreten
EMI0001.0014
Der neue Farbstoff löst sich in koDzen- trierter Schwefelsäure mit leuchtend blauer Farbe und färbt Baumwolle aus violetter Küpe in kräftig blauvioletten Tönen.
<I>Beispiel:</I> 11 Teile Pyra.zolanthron werden zusam men mit 15,1 Teilen 1-Amino-2-bromanthra- chinon, 10 Teilen Pottasche, 0,5 Teilen Kup ferpulver und 200 Teilen Nitrobenzol zum Sieden erhitzt, bis keine Vermehrung der Farbstoffbildung mehr eintritt. Man saugt noch warm ab und befreit das Ungelöste in bekannter Weise von Lösungsmittel und Sal zen.
Der rohe Farbstoff wird zweckmässig durch Umkristallisicren aus organischen Lö sungsmitteln, zum Beispiel o-Dichlorbenzol oder Trichlorbenzol, in denen er in der Hitze verhältnismässig leicht löslich ist, gereinigt oder auch durch fraktionierte Fällung aus Schwefelsäure. Beim Verdünnen der Lösung des Rohproduktes in 10 Teilen konzentrierter Schwefelsäure mit 20 Teilen einer Schwefel säure von 50 Be fällt der Hauptsache nach nur der reine Farbstoff aus. Man kann auch beide Verfahren der Reinigung kombinieren.
Der Farbstoff bildet sich auch bei Abwesen heit von Katalysatoren.
Process for the preparation of a vat dye. It has been found that a new vat dye is obtained if pyrazole anthrone is treated with heat in the presence of alkaline condensation agents with 1-amino-2-halogenanthraquinone. You can work in the presence or absence of catalysts.
According to the properties of the new dye, not only a nitrogen-carbon chain should take place with the escape of hydrogen halide, but also a further condensation, probably in the sense of the following formula
EMI0001.0014
The new dye dissolves in concentrated sulfuric acid with a bright blue color and dyes cotton from a violet vat in strong blue-violet tones.
<I> Example: </I> 11 parts of Pyra.zolanthron are heated to the boil together with 15.1 parts of 1-amino-2-bromoanthraquinone, 10 parts of potash, 0.5 parts of copper powder and 200 parts of nitrobenzene, until there is no further increase in dye formation. It is suctioned off while still warm and the undissolved material is freed from solvents and salts in a known manner.
The crude dye is conveniently purified by recrystallization from organic solvents, for example o-dichlorobenzene or trichlorobenzene, in which it is relatively easily soluble in the heat, or by fractional precipitation from sulfuric acid. When the solution of the crude product is diluted in 10 parts of concentrated sulfuric acid with 20 parts of a sulfuric acid of 50 Be, the main thing is that only the pure dye precipitates. You can also combine both methods of cleaning.
The dye is also formed in the absence of catalysts.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE143401X | 1928-08-09 | ||
| CH143401T | 1929-06-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH143401A true CH143401A (en) | 1930-11-15 |
Family
ID=25714280
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH143401D CH143401A (en) | 1928-08-09 | 1929-06-11 | Process for the preparation of a vat dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH143401A (en) |
-
1929
- 1929-06-11 CH CH143401D patent/CH143401A/en unknown
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