DE190293C - - Google Patents
Info
- Publication number
- DE190293C DE190293C DENDAT190293D DE190293DA DE190293C DE 190293 C DE190293 C DE 190293C DE NDAT190293 D DENDAT190293 D DE NDAT190293D DE 190293D A DE190293D A DE 190293DA DE 190293 C DE190293 C DE 190293C
- Authority
- DE
- Germany
- Prior art keywords
- violet
- dye
- oxy
- vat
- blue
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000000975 dye Substances 0.000 claims description 6
- 239000000984 vat dye Substances 0.000 claims description 5
- FCEHBMOGCRZNNI-UHFFFAOYSA-N Benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 235000005811 Viola adunca Nutrition 0.000 description 2
- 240000009038 Viola odorata Species 0.000 description 2
- 235000013487 Viola odorata Nutrition 0.000 description 2
- 235000002254 Viola papilionacea Nutrition 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- 241000854350 Enicospilus group Species 0.000 description 1
- 229940097275 Indigo Drugs 0.000 description 1
- 240000007871 Indigofera tinctoria Species 0.000 description 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L Sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000003638 reducing agent Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 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
- C09B7/00—Indigoid dyes
- C09B7/06—Indone-thionapthene indigos
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
- M 190293 KLASSE 22 e. GRUPPE- M 190293 CLASS 22 e. GROUP
in BASEL. ' ,in Basel. ',
Verfahren zur Darstellung eines violetten Küpenfarbstoffs.Process for the preparation of a violet vat dye.
Zusatz zum Patente 187586 vom 5. November 1905.*)Addition to the patent 187586 of November 5, 1905. *)
Patentiert im Deutschen Reiche vom 17. Juli 1906 ab. Längste Dauer: 4. November 1920. Patented in the German Empire on July 17, 1906. Longest duration: November 4, 1920.
In der Patentschrift 190292 ist ein Verfahren zur Darstellung rotvioletter bis blauvioletter Küpenfarbstoffe beschrieben, darin bestehend, daß 3-Oxy (i)thionaphten bzw. SaIicylthioessigsäure (Phenylthioglycol-o-carbonsäure) mit a-Isatinanilid oder dessen Homologen kondensiert wird. Es wurde nun weiter gefunden, daß man zu einem ebenfalls violetten Küpenfarbstoff gelangt durch Kondensation von 3-Oxy(i)thionaphten mit dem im D. R. P. 131934 beschriebenen a-ThioisatinIn patent specification 190292 is a method for the representation of red-violet to blue-violet vat dyes described therein consisting that 3-oxy (i) thionaphthene or salicylthioacetic acid (Phenylthioglycol-o-carboxylic acid) with α-isatin anilide or its homologues is condensed. It has now been found that one also leads to a violet one Vat dye comes from the condensation of 3-oxy (i) thionaphthene with the im Α-thioisatin described in D. R. P. 131934
Die Farbstoffbildung erfolgt unter Abspaltung von Schwefelwasserstoff.The dye is formed with the elimination of hydrogen sulfide.
Das Verfahren zur Darstellung dieses neuen Küpenfarbstoffs wird durch folgendes Beispiel erläutert:The procedure for preparing this new vat dye is illustrated by the following example explained:
In eine warme Lösung von 15 TeilenIn a warm solution of 15 parts
ao 3-Oxy(i)thionaphten in 200 bis 300 Teilen Alkohol trägt man das aus 11 Teilen a-Isatinanilid gemäß Verfahren der Patentschrift 131934 erhältliche a-Thioisatin in noch feuchtem Zustande ein und erhitzt unter Rückfluß während 2 bis 3 Stunden zum Kochen, wobei beträchtliche Mengen Schwefelwasserstoff entweichen und die Lösung sich schön violett färbt unter gleichzeitiger Ausscheidung von violetten glänzenden Kriställchen. Man läßt hierauf erkalten, filtriert den in kristallisierter Form abgeschiedenen Farbstoff ab und trocknet. Das so erhaltene Produkt ist noch durch geringe Mengen Indigo verunreinigt, von welchen es durch Umkristallisieren aus Benzol , worin das neue Kondensationsprodukt leicht löslich ist, getrennt wird. Der in dieser Weise gereinigte Farbstoff bildet ein schön violettes Kristallpulver, welches sich in konzentrierter Schwefelsäure mit grünblauer Farbe löst. Beim Verdünnen der schwefelsauren Lösung mit Wasser fällt der Farbstoff unverändert in Form violetter Flocken wieder aus. In heißem Alkohol löst er sich leicht mit blauvioletter Farbe, ziemlich leicht in kaltem, sehr leicht in heißem Benzol mit rotvioletter Farbe und gelbbrauner Fluorescenz. Beim Behandeln mit alkalischen Reduktionsmitteln, wie z. B. Natronlauge und Natriumhydrosulfit liefert der Farbstoff eine blaue, hellgelb gefärbte Küpe, aus welcher ungebeizte Baumwolle sehr egal in lebhaften violetten Nuancen angefärbt wird. Die so erhaltenen Färbungen besitzen hervorragende Echtheitseigenschaften.ao 3-Oxy (i) thionaphtene in 200 to 300 parts of alcohol, the a-thioisatin obtainable from 11 parts of a-isatinanilide according to the method of patent 131934 is still moist and heated to boiling under reflux for 2 to 3 hours, whereby Considerable amounts of hydrogen sulfide escape and the solution turns a beautiful purple color with the simultaneous separation of purple, shiny crystals. It is then allowed to cool, the dyestuff which has separated out in crystallized form is filtered off and dried. The product thus obtained is still contaminated by small amounts of indigo, from which it is separated by recrystallization from benzene, in which the new condensation product is easily soluble. The dye purified in this way forms a beautiful purple crystal powder, which dissolves in concentrated sulfuric acid with a green-blue color. When the sulfuric acid solution is diluted with water, the dye precipitates again unchanged in the form of violet flakes. In hot alcohol it dissolves easily with a blue-violet color, fairly easily in cold, very easily in hot benzene with a red-violet color and yellow-brown fluorescence. When treating with alkaline reducing agents, such as. B. caustic soda and sodium hydrosulphite, the dye supplies a blue, light yellow colored vat, from which unstained cotton is dyed in vivid purple nuances. The dyeings obtained in this way have excellent fastness properties.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE190293C true DE190293C (en) |
Family
ID=453761
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT190293D Active DE190293C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE190293C (en) |
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0
- DE DENDAT190293D patent/DE190293C/de active Active
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