CH185351A - 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
- CH185351A CH185351A CH185351DA CH185351A CH 185351 A CH185351 A CH 185351A CH 185351D A CH185351D A CH 185351DA CH 185351 A CH185351 A CH 185351A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- dye
- moles
- dioxazine
- compound
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 150000005125 dioxazines Chemical class 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 6
- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 2
- 239000013067 intermediate product Substances 0.000 claims description 2
- 239000000049 pigment Substances 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
- 238000009833 condensation Methods 0.000 claims 2
- 230000005494 condensation Effects 0.000 claims 2
- -1 dioxazine compound Chemical class 0.000 claims 1
- FWFGVMYFCODZRD-UHFFFAOYSA-N oxidanium;hydrogen sulfate Chemical compound O.OS(O)(=O)=O FWFGVMYFCODZRD-UHFFFAOYSA-N 0.000 claims 1
- 238000001816 cooling Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000012188 paraffin wax 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
- 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
- C09B19/00—Oxazine dyes
- C09B19/02—Bisoxazines prepared from aminoquinones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. <B>182053.</B> Verfahren zur Darstellung eines Farbstoffes der Dioxazinreihe. Gegenstand des vorliegenden Zusatzpaten tes ist ein Verfahren zur Darstellung eines Parbstoffes der Dioxazinreihe, welches da durch gekennzeichnet ist, dass man<B>1</B> Mol Chloranil mit 2 Mol 3-Aminodiphenylenoxyd bei einer Temperatur, die unter etwa 120'<B>C</B> liegt, kondensiert und die so erhaltene Zwi schenverbindung bei einer Temperatur, die über etwa 120<B>0</B> C liegt,
in Gegenwart eines Lösungsmittels weiter kondensiert. <I>Beispiel:</I> <B>18,3</B> Gewichtsteile S-Aminodiphenylerioxyd werden in<B>350</B> Gewichtsteilen Alkohol mit 14 Gewichtsteilen Ohloranil und<B>10</B> Gewichts teilen Natriumacetat 2 Stunden zum Sieden erhitzt. Nach dem Erkalten saugt man das braune Kondensationsprodukt; ab und wäscht mit Alkohol und Wasser nach.
<B>10</B> Gewichtsteile des so erhaltenen Zwi schenproduktes werden in<B>150</B> Gewichtsteilen Nitrobenzol unter Zusatz von<B>3</B> Gewichts teilen p-Toluolsulfochlorid <B>1</B> Stunde züm Sie- den erhitzt. Nach dem Abkühlen auf<B>100 0</B> saugt man ab und wäscht mit Nitrobenzol nach. Das in Nadeln kristallisierte Reaktions produkt löst sich in Monobydrat mit blauer Farbe und stellt, in feine Verteilung gebracht, ein rubinfarbenes Pigment dar.
Additional patent to main patent no. <B> 182053. </B> Process for the preparation of a dye of the dioxazine series. The subject of the present additional patent is a process for the preparation of a paraffin of the dioxazine series, which is characterized in that <B> 1 </B> moles of chloranil are mixed with 2 moles of 3-aminodiphenylene oxide at a temperature below about 120 'B > C </B> is, condenses and the intermediate compound thus obtained at a temperature that is above about 120 <B> 0 </B> C,
condensed further in the presence of a solvent. <I> Example: </I> <B> 18.3 </B> parts by weight of S-aminodiphenyl oxide are divided into <B> 350 </B> parts by weight of alcohol with 14 parts by weight of ohloranil and <B> 10 </B> weight Sodium acetate heated to boiling for 2 hours. After cooling, the brown condensation product is sucked off; and washes with alcohol and water.
<B> 10 </B> parts by weight of the intermediate product obtained in this way are converted into <B> 150 </B> parts by weight of nitrobenzene with the addition of <B> 3 </B> parts by weight of p-toluenesulfochloride <B> 1 </B> Heated to the boil for an hour. After cooling to <B> 100 0 </B>, it is suctioned off and washed with nitrobenzene. The reaction product crystallized in needles dissolves in monobydrate with a blue color and, when finely divided, is a ruby-colored pigment.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH185351T | 1935-04-08 | ||
| CH182053T | 1935-04-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH185351A true CH185351A (en) | 1936-07-15 |
Family
ID=25720660
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH185351D CH185351A (en) | 1935-04-08 | 1935-04-08 | Process for the preparation of a dye of the dioxazine series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH185351A (en) |
-
1935
- 1935-04-08 CH CH185351D patent/CH185351A/en unknown
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