CH180584A - Process for the preparation of a dye of the dioxazine series. - Google Patents
Process for the preparation of a dye of the dioxazine series.Info
- Publication number
- CH180584A CH180584A CH180584DA CH180584A CH 180584 A CH180584 A CH 180584A CH 180584D A CH180584D A CH 180584DA CH 180584 A CH180584 A CH 180584A
- Authority
- CH
- Switzerland
- Prior art keywords
- blue
- dye
- preparation
- boiling
- condensation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title claims description 4
- 150000005125 dioxazines Chemical class 0.000 title claims 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 229920002994 synthetic fiber Polymers 0.000 claims description 3
- 235000013311 vegetables Nutrition 0.000 claims description 3
- UFBJCMHMOXMLKC-UHFFFAOYSA-N 2,4-dinitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O UFBJCMHMOXMLKC-UHFFFAOYSA-N 0.000 claims description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 2
- 235000017281 sodium acetate Nutrition 0.000 claims description 2
- 239000001632 sodium acetate Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- 230000019635 sulfation Effects 0.000 claims 2
- 238000005670 sulfation reaction Methods 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003086 colorant Substances 0.000 claims 1
- -1 dioxazine compound Chemical class 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000013067 intermediate product Substances 0.000 claims 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 150000004682 monohydrates Chemical class 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 240000007817 Olea europaea Species 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Darstellung eines Farbstoffes der Diogazinreihe. Gegenstand des vorliegenden Zusatz patentes ist ein Verfahren zur Darstellung eines Farbstoffes der Dioyazini-eihe, welches dadurch gekennzeichnet ist, dass man 1142o1 Chlorauil mit 2 1M1 P-Anthramin bei einer Temperatur, die unter etwa 120 C liegt, kondensiert, die so erhaltene Zwischenver bindung bei einer Temperatur, die über etwa 120 C liegt,
in Gegenwart eines Lösungs mittels weiter kondensiert und die so erhält liche Diogazinverbindung sulfiert.
Die so erhältliche Diogazinsulfosäure löst sich in Wasser mit blaugrüner Farbe und färbt die tierische, pflanzliche und künstliche Faser in klaren, blaugrünen Tönen von guten Echtheitseigenschaften.
<I>Beispiel:</I> 19,3 Gewichtsteile P-Anthramin, 14 Ge wichtsteile Chloranil und 10 Gewichtsteile Natriumacetat werden in 300 Gewichtsteilen Alkohol 2 Stunden zum Sieden erhitzt. Man saugt das ausgeschiedene Reaktionsprodukt ab und wäscht mit Alkohol und Wasser. Das dunkelbraune Kondensationsprodukt löst sich in Monohydrat mit roter Farbe. 10 Ge wichtsteile des so erhaltenen Kondensations produktes werden in 100 Gewichtsteilen Nitrobenzol 1/2 Stunde zum Sieden erhitzt. Man saugt das ausgeschiedene Reaktions produkt bei<B>50</B> C ab und wäscht mit Nitro- benzol und Alkohol.
Das in Nadeln von rotem Oberflächenglanz kristallisierte Re aktionsprodukt löst sich in Monohydrat mit olivgrüner Farbe. Die Farbe des Pigmentes ist blaugrün. Es hat wahrscheinlich folgende Konstitution
EMI0001.0020
Die Kondensation kann auch folgender massen durchgeführt werden 10 Gewichtsteile des nach Absatz 1 er haltenen Kondensationsproduktes werden in 100 Gewichtsteilen Nitrobenzol unter Zusatz von 3 Gewichtsteilen 2.4-Dinitrophenol '/2 Stunde zum Sieden erhitzt. Man saugt das ausgeschiedene Reaktionsprodukt bei<B>50</B> C ab und wäscht mit Nitrobenzol und Alkohol.
10 Gewichtsteile des Pigmentes werden in 200 Gewichtsteilen Monohydrat 1 Stunde bei zirka 20 C verrührt. Man gibt darauf auf Eis, saugt ab und wäscht finit Kochsalz lösung neutral. Die Sulfosäure löst sich in Wasser mit blaugrüner Farbe und färbt die tierische, pflanzliche und künstliche Faser in klaren, blaugrünen Tönen an. Die Echt heitseigenschaften der erhaltenen Färbungen sind ausgezeichnet.
Process for the preparation of a dye of the Diogazine series. The subject of the present additional patent is a process for the preparation of a dye of the Dioyazini series, which is characterized in that 1142o1 Chlorauil with 2 1M1 P-anthramine at a temperature below about 120 C, condenses the intermediate compound thus obtained at a temperature above about 120 C,
condensed further in the presence of a solvent and sulfated the diogazine compound thus obtained.
The diogazine sulfonic acid thus obtainable dissolves in water with a blue-green color and dyes the animal, vegetable and artificial fibers in clear, blue-green shades with good fastness properties.
<I> Example: </I> 19.3 parts by weight of P-anthramine, 14 parts by weight of chloranil and 10 parts by weight of sodium acetate are heated to boiling in 300 parts by weight of alcohol for 2 hours. The precipitated reaction product is filtered off with suction and washed with alcohol and water. The dark brown condensation product dissolves in monohydrate with a red color. 10 parts by weight of the condensation product thus obtained are heated to boiling for 1/2 hour in 100 parts by weight of nitrobenzene. The reaction product which has separated out is filtered off with suction at <B> 50 </B> C and washed with nitrobenzene and alcohol.
The reaction product crystallized in needles with a red surface luster dissolves in monohydrate with an olive green color. The color of the pigment is blue-green. It probably has the following constitution
EMI0001.0020
The condensation can also be carried out as follows: 10 parts by weight of the condensation product obtained in accordance with paragraph 1 are heated to boiling for 2 hours in 100 parts by weight of nitrobenzene with the addition of 3 parts by weight of 2,4-dinitrophenol. The precipitated reaction product is filtered off with suction at <B> 50 </B> C and washed with nitrobenzene and alcohol.
10 parts by weight of the pigment are stirred in 200 parts by weight of monohydrate for 1 hour at about 20 ° C. It is then poured onto ice, filtered off with suction and washed neutral with sodium chloride solution. The sulfonic acid dissolves in water with a blue-green color and stains the animal, vegetable and artificial fibers in clear, blue-green tones. The authenticity properties of the dyeings obtained are excellent.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE180584X | 1933-04-26 | ||
| CH175679T | 1935-04-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH180584A true CH180584A (en) | 1935-10-31 |
Family
ID=25719731
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH180584D CH180584A (en) | 1933-04-26 | 1934-04-25 | Process for the preparation of a dye of the dioxazine series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH180584A (en) |
-
1934
- 1934-04-25 CH CH180584D patent/CH180584A/en unknown
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