CH145355A - Process for the preparation of a vat dye. - Google Patents
Process for the preparation of a vat dye.Info
- Publication number
- CH145355A CH145355A CH145355DA CH145355A CH 145355 A CH145355 A CH 145355A CH 145355D A CH145355D A CH 145355DA CH 145355 A CH145355 A CH 145355A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- blue
- dye
- vat
- vat dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000000984 vat dye Substances 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 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 description 3
- 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
- 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
- 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
- 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 liüpenfarbstof%s. Im Hauptpatent ist ein Verfahren zur Darstellung eines neuen Küpenfarbstoffes beschrieben, das darin besteht, dass man P yrazolanthron in Gegenwart von alkali schen Kondensationsmitteln mit 1-Amino-2- lialogenanthrachinon in der Wärme be handelt.
0 Es wurde nun gefunden, dass man einen neuen Küpenfarbstoff von ähnlichen Eigen schaften erhalten kann, wenn man Pyrazol- anthron in Gegenwart von alkalischen Kon densationsmitteln mit 1-Amino-2#-halogen- 4-oxyanthrachinon in der Wärme behandelt. Man kann hierbei 'in Gegenwart oder Ab wesenheit von Katalysatoren arbeiten.
Den Eigenschaften des neuen Farbstoffes nach dürfte hierbei nicht nur eine Stickstoff- Kohlenstoffverkettung unter. Austritt von Halogenwasserstoff erfolgen, sondern eina weitere Kondensation, wahrscheinlich im Sinne der folgenden Formel eintreten.
EMI0001.0016
Der neue Farbstoff löst sich in konzentrier ter Schwefelsäure mit grünblauer Farbe und färbt Baumwolle aus blauer Küpe in tiefen, blaugrünen Tönen, die beim Chloren nach grau umschlagen.
<I>Beispiel:</I> 11 Teile Pyrazolanthron werden mit 15"3 Teilen 1-Amino-2-brom-.l-oxyanthrachinon, 10 Teilen Pottasche und ?1J0 Teilen Nitro- benzol etwa 20 Stunden lang zum Sielen er- hitzt. Man saugt noch warm ab und befreit das Ungelöste in bekannter Weise von Lösungsmittel und Salzen.
Der rohe Farb stoff wird zweckmässig durch U mkristallie- ren aus organischen Lösungsmitteln, zum Beispiel o-Dichlorbenzol oder Trichlorbenzol, in denen er in der Hitze verhältnismässi g leicht löslich ist, gereinigt oder auch durch fraktionierte Fällung aus Schwefelsäure. Beim Verdünnen der Lösung des Rohpro duktes in 10 Teilen konzentrierter Schwefel säure mit ?0 Teilen einer Schwefelsäure von 50 Be fällt der Hauptsache nach nur der reine Farbstoff aus. :Ulan kann auch beide Verfahren der Reinigung kombinieren.
Process for the preparation of a liüpenfarbstof% s. In the main patent, a process for the preparation of a new vat dye is described, which consists of pyrazolanthrone being treated in the presence of alkaline condensing agents with 1-amino-2-lialogenanthraquinone in the heat.
It has now been found that a new vat dye of similar properties can be obtained if pyrazole anthrone is treated in the presence of alkaline condensation agents with 1-amino-2 # -halogen-4-oxyanthraquinone in the heat. You can 'work in the presence or absence of catalysts.
According to the properties of the new dye, this should not only include a nitrogen-carbon chain. Escape of hydrogen halide take place, but a further condensation, probably occur in the sense of the following formula.
EMI0001.0016
The new dye dissolves in concentrated sulfuric acid with a green-blue color and dyes cotton from a blue vat in deep, blue-green tones that turn gray when chlorinated.
<I> Example: </I> 11 parts of pyrazolanthrone are heated to soak for about 20 hours with 15-3 parts of 1-amino-2-bromo-.l-oxyanthraquinone, 10 parts of potash and 1/10 parts of nitrobenzene 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 expediently purified by recrystallizing it 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? 0 parts of a sulfuric acid of 50 Be, the main thing is that only the pure dye precipitates. : Ulan can also combine both methods of cleaning.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE145355X | 1928-08-09 | ||
| CH143401T | 1929-06-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH145355A true CH145355A (en) | 1931-02-15 |
Family
ID=25714281
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH145355D CH145355A (en) | 1928-08-09 | 1929-06-11 | Process for the preparation of a vat dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH145355A (en) |
-
1929
- 1929-06-11 CH CH145355D patent/CH145355A/en unknown
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