CH106428A - Process for the production of a new indigoid dye. - Google Patents
Process for the production of a new indigoid dye.Info
- Publication number
- CH106428A CH106428A CH106428DA CH106428A CH 106428 A CH106428 A CH 106428A CH 106428D A CH106428D A CH 106428DA CH 106428 A CH106428 A CH 106428A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- dye
- new
- vat
- parts
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- 239000000975 dye Substances 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 229920000742 Cotton Polymers 0.000 claims description 2
- 240000007817 Olea europaea Species 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000000984 vat dye Substances 0.000 claims description 2
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 claims 1
- 235000011121 sodium hydroxide Nutrition 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-N dithionous acid Chemical compound OS(=O)S(O)=O GRWZHXKQBITJKP-UHFFFAOYSA-N 0.000 description 1
- SEXOVMIIVBKGGM-UHFFFAOYSA-N naphthalene-1-thiol Chemical compound C1=CC=C2C(S)=CC=CC2=C1 SEXOVMIIVBKGGM-UHFFFAOYSA-N 0.000 description 1
- -1 naphthene carboxylic acid Chemical class 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-N sodium;hydron;carbonate Chemical compound [Na+].OC(O)=O UIIMBOGNXHQVGW-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
- C09B7/00—Indigoid dyes
- C09B7/10—Bis-thionapthene indigos
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines neuen indigoiden Farbstoffes. Es wurde .gefunden, dass man einen Kü- penfarbstoff herstellen kann, wenn man das 1,2-Thionaphthisatin, welches erhalten wer den kann durch Kondensieren von 1-Thio- naphthol mit Oxalylchlorid, mit der 6-Ami- nooxythio:naphthenk.arbonsäure kondensiert und das so erhaltene Produkt mit benzoylie- renden Mitteln behandelt.
Der so erhaltene .Farbstoff stellt ein dunkelrotes Pulver dar, das sich in Schwefelsäure mit olivgrüner Farbe .löst; er gibt mit Hydrosulfit und Na tronlauge eine gelbbraune Küpe, aus welcher Baumwolle in rotsti:chig braunen Tönen ge färbt wird, die beim Seifen echt werden.
<I>Beispiel:</I> 214 Teile 1,2 Thionaphthisatin lind 209 Teile 6 - Aminooxythiona.phthenk .arbonsäure werden in 4000 Teilen Alkohol suspendiert und nach Zugabe von 5 Teilen Soda, zum Sie den erhitzt. Nach kurzem Kochen ist die Kondensation beendet. Der in sehr guter Ausbeute abgeschiedene Farbstoff wird fil triert, gewaschen und getrocknet.
361 Teile des so erhaltenen Farbstoffes und 141 Teile Benzoylchlorid werden mit 3000 Teilen Pyridin vermischt und während mehreren Stunden zum Kochen erhitzt. Beim Abkühlen :scheidet sich in guter Ausbeute das neue Produkt ,aus. Es wird abfiltriert, mit Alkohol nachgewaschen und getrocknet.
Process for the production of a new indigoid dye. It was found that a vat dye can be produced by using the 1,2-thionaphthisatin, which can be obtained by condensing 1-thionaphthol with oxalyl chloride with the 6-aminooxythio: naphthene carboxylic acid condensed and the product obtained in this way treated with benzoylating agents.
The dye thus obtained is a dark red powder which dissolves in sulfuric acid with an olive green color; He gives a yellow-brown vat with hydrosulphite and sodium hydroxide solution, from which cotton is dyed in reddish brown tones that become real when soapy.
<I> Example: </I> 214 parts of 1,2 thionaphthisatin and 209 parts of 6 - Aminooxythiona.phthenkarboxylic acid are suspended in 4000 parts of alcohol and, after adding 5 parts of soda, heated. After a short boil, the condensation has ended. The dye deposited in very good yield is filtered off, washed and dried.
361 parts of the dye thus obtained and 141 parts of benzoyl chloride are mixed with 3000 parts of pyridine and heated to the boil for several hours. On cooling: the new product separates out in good yield. It is filtered off, washed with alcohol and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH100705T | 1922-11-18 | ||
| CH106428T | 1923-03-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH106428A true CH106428A (en) | 1924-09-01 |
Family
ID=25705843
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH106428D CH106428A (en) | 1922-11-18 | 1923-03-29 | Process for the production of a new indigoid dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH106428A (en) |
-
1923
- 1923-03-29 CH CH106428D patent/CH106428A/en unknown
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