DE225132C - - Google Patents
Info
- Publication number
- DE225132C DE225132C DENDAT225132D DE225132DA DE225132C DE 225132 C DE225132 C DE 225132C DE NDAT225132 D DENDAT225132 D DE NDAT225132D DE 225132D A DE225132D A DE 225132DA DE 225132 C DE225132 C DE 225132C
- Authority
- DE
- Germany
- Prior art keywords
- bromine
- red
- thioindigo
- violet
- parts
- 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
- JOUDBUYBGJYFFP-FOCLMDBBSA-N Thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- 239000000984 vat dye Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- LQNUZADURLCDLV-UHFFFAOYSA-N Nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
- 239000000975 dye Substances 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- JXDYKVIHCLTXOP-UHFFFAOYSA-N Isatin Chemical compound C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 241000854350 Enicospilus group Species 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001603 reducing Effects 0.000 description 1
- 239000003638 reducing agent Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-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
- C09B7/00—Indigoid dyes
- C09B7/10—Bis-thionapthene indigos
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
KLASSE 22 e. GRUPPECLASS 22 e. GROUP
in BASEL.in Basel.
Verfahren zur Darstellung von Küpenfarbstoffen.Process for the preparation of vat dyes.
Zusatz zum Patente 191097 vom 18. Oktober 1906.Addendum to patent 191097 of October 18, 1906.
/, /, Patentiert im Deutschen Reiche vom 26. Februar 1907 ab.Patented in the German Empire on February 26, 1907.
In der Patentschrift 191097 ist die Überführung der Kondensationsprodukte aus Phenylthioglycol-ο-carbonsäure und Isatin bzw. dessen Homologen und Substitutionsprodukten in neue Halogenderivate beschrieben. Es wurde nun weiter gefunden, daß sich auch der unter dem Namen »Thioindigorot« bekannte Farbstoff (dargestellt z. B. gemäß dem Verfahren der französischen PatentschriftThe transfer is in patent 191097 of the condensation products from phenylthioglycol-ο-carboxylic acid and isatin or its homologues and substitution products described in new halogen derivatives. It it has now been found that he also known himself under the name "Thioindigo Red" Dye (prepared e.g. according to the method of the French patent specification
•.ο 362876) durch Behandlung mit Brom unter gewissen Bedingungen in neue wertvolle Farbstoffe überführen läßt, welche verglichen mit Thioindigorot, erheblich gesteigerte Affinität zur Baumwollfaser eit aufweisen.• .ο 362876) by treatment with bromine under Certain conditions can be converted into new valuable dyes, which compared with Thioindigo red, have a considerably increased affinity for cotton fibers.
Ein Gemisch von 5 Teilen Thioindigo, 50 Teilen Nitrobenzol und 16 bis 18 Teilen Brom wird zunächst während etwa 24 Stunden in einem mit Rückflußkühler versehenen Gefäß sich selbst überlassen und hierauf noch etwa 3 bis 4 Stunden im Ölbade unter Rückfluß auf 130 bis 135 ° C. (Ölbadtemperatur) erhitzt. Nach dem Erkalten wird filtriert, mit Alkohol gewaschen und getrocknet. DasA mixture of 5 parts of thioindigo, 50 parts of nitrobenzene and 16 to 18 parts Bromine is first placed in a vessel equipped with a reflux condenser for about 24 hours Left to their own devices and then refluxed for about 3 to 4 hours in an oil bath to 130 to 135 ° C. (oil bath temperature) heated. After cooling, it is filtered, washed with alcohol and dried. That
in dieser Weise erhaltene Bromderivat bildet ein grauviolettes Kristallpulver, welches beim Behandeln mit alkalischen Reduktionsmitteln eine hellgelbe Küpe liefert, aus welcher Baumwolle in lebhaften bordeauxroten Tönen angefärbt wird, die von vorzüglicher Licht- und Chlorechtheit sind und auch von großer Echtheit in der Wäsche, falls dabei reduzierende Einwirkungen vermieden werden. In konzentrierter Schwefelsäure löst sich der neue Farbstoff mit blaustichig grüner Farbe; auf Zusatz von Wasser erfolgt Ausscheidung von rotvioletten Flocken. In Benzol ist er auch in der Wärme nur schwer löslich mit violettroter Farbe und schwacher gelber Fluorescenz, leicht dagegen in heißem Nitrobenzol mit himbeerroter Farbe und schwach gelber Fluorescenz.Bromderivat obtained in this way forms a gray-violet crystal powder, which at Treatment with alkaline reducing agents produces a light yellow vat from which cotton is produced is colored in lively burgundy tones, which are of exquisite light and Are fast to chlorine and also of great authenticity in the laundry, if there are reducing effects be avoided. The new dye dissolves in concentrated sulfuric acid with a bluish green color; on addition water causes red-violet flakes to be excreted. In benzene it is also in Difficult to dissolve in heat, with violet-red color and weak yellow fluorescence, easily in contrast, in hot nitrobenzene with a raspberry-red color and pale yellow fluorescence.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE225132C true DE225132C (en) |
Family
ID=485806
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT225132D Active DE225132C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE225132C (en) |
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0
- DE DENDAT225132D patent/DE225132C/de active Active
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