CH186745A - Process for the production of an indigoid dye. - Google Patents
Process for the production of an indigoid dye.Info
- Publication number
- CH186745A CH186745A CH186745DA CH186745A CH 186745 A CH186745 A CH 186745A CH 186745D A CH186745D A CH 186745DA CH 186745 A CH186745 A CH 186745A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- blue
- indigoid dye
- indigoid
- production
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 14
- 229920000742 Cotton Polymers 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 239000012320 chlorinating reagent Substances 0.000 claims description 3
- 239000013078 crystal Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 3
- 238000005660 chlorination reaction Methods 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000005406 washing Methods 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
- C09B7/00—Indigoid dyes
- C09B7/08—Other indole-indigos
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 184883. Verfahren zur Herstellung eines indigoiden Farbstoffes. Es wurde gefunden, dass man einen zwei Chloratome enthaltenden indigoiden Farb stoff herstellen kann, wenn man den Farb stoff der Formel
EMI0001.0003
mit chlorierenden Mitteln behandelt.
Der erhaltene, zwei Chloratome enthal tende indigoide Farbstoff stellt ein glänzen des blaues Kristallpulver dar, das sich in konzentrierter Schwefelsäure mit blaugrüner Farbe löst und Baumwolle aus gelber Küpe in blauen Tönen von guter Nachtfarbe färbt. Der Farbstoff eignet sieh insbesondere für den Baumwolldruck und gibt dabei sehr echte blaue Farbtöne.
Die Behandlung mit chlorierenden Mit teln, wie z. B. Chlor oder Sulfurylehlorid, kann vorteilhaft in Gegenwart eines indiffe renten Lösungs- bezw. Suspensionsmittels, wie beispielsweise Benzol, Chlorbenzol, durch geführt werden; ferner kann auch in Gegen wart eines Halogenüberträgers chloriert wer den. Besonders gute Resultate in bezug auf die Farbstoffausbeute werden bei Verwen dung von Sulfurylchlorid als chlorierendes Mittel erhalten.
<I>Beispiel:</I> Zu einer Suspension von 35,1 Teilen des durch Kondensation in Chlorbenzol aus dem 5-Chlor-7-methylisatin-a-chlorid mit 5-Me- thogy-l-ogynaphthalin erhaltenen Farbstof fes in 500 Teilen Chlorbenzol werden bei 0 bis 5 15,8 Teile Sulfurylchlorid zugegeben. Hierauf steigert man die Temperatur inner halb 1 Stunde auf etwa 60 , rührt 1 Stunde bei dieser Temperatur und erhitzt dann. zur Beendigung der Chlorierung noch 1 Stunde auf 115 bis 120'. Nach dem Erkalten wird der Farbstoff durch Filtrieren und Waschen mit Chlorbenzol sowie mit Alkohol isoliert.
<B> Additional patent </B> to main patent no. 184883. Process for the production of an indigoid dye. It has been found that one can produce an indigoid dye containing two chlorine atoms if one uses the dye of the formula
EMI0001.0003
treated with chlorinating agents.
The indigoid dye obtained, containing two chlorine atoms, is a shiny blue crystal powder which dissolves in concentrated sulfuric acid with a blue-green color and dyes cotton from a yellow vat in blue tones with a good night color. The dye is particularly suitable for cotton printing and gives very real blue tones.
Treatment with chlorinating means, such as. B. chlorine or sulfuryl chloride can be advantageous in the presence of an indifferent solution. Suspending agents, such as benzene, chlorobenzene, are carried out by; furthermore, chlorination can also take place in the presence of a halogen carrier. Particularly good results with regard to the dye yield are obtained when using sulfuryl chloride as the chlorinating agent.
<I> Example: </I> To a suspension of 35.1 parts of the dye obtained by condensation in chlorobenzene from the 5-chloro-7-methylisatin-a-chloride with 5-methogy-l-ogynaphthalene in 500 Parts of chlorobenzene are added at 0 to 5 15.8 parts of sulfuryl chloride. The temperature is then increased to about 60 within 1 hour, stirred for 1 hour at this temperature and then heated. to end the chlorination, a further 1 hour to 115 to 120 '. After cooling, the dye is isolated by filtering and washing with chlorobenzene and with alcohol.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH186745T | 1935-07-15 | ||
| CH184883T | 1935-07-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH186745A true CH186745A (en) | 1936-09-30 |
Family
ID=25721114
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH186745D CH186745A (en) | 1935-07-15 | 1935-07-15 | Process for the production of an indigoid dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH186745A (en) |
-
1935
- 1935-07-15 CH CH186745D patent/CH186745A/en unknown
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