DE201837C - - Google Patents
Info
- Publication number
- DE201837C DE201837C DENDAT201837D DE201837DA DE201837C DE 201837 C DE201837 C DE 201837C DE NDAT201837 D DENDAT201837 D DE NDAT201837D DE 201837D A DE201837D A DE 201837DA DE 201837 C DE201837 C DE 201837C
- Authority
- DE
- Germany
- Prior art keywords
- oxy
- amino
- isatin
- dye
- vat
- 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
- JXDYKVIHCLTXOP-UHFFFAOYSA-N Isatin Chemical compound C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 claims description 10
- 239000000984 vat dye Substances 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 239000000975 dye Substances 0.000 description 3
- 229960000583 Acetic Acid Drugs 0.000 description 2
- 210000002268 Wool Anatomy 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- FCEHBMOGCRZNNI-UHFFFAOYSA-N Benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000005406 washing Methods 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)
- Indole Compounds (AREA)
Description
KAISERLICHESIMPERIAL
Es wurde gefunden, daß sich die im Arylrest durch die Aminogruppe substituierten 3"Oxy(i)thionaphtene bzw. deren Carbonsäuren, welche aus den Aminosubstitutionsprodukten der Arylthioglykol-o-carbonsäuren durch Kondensation mit Alkalihydraten erhältlich sind, mit Isatin zu neuen Küpenfarbstoffen kondensieren lassen. So liefert z.B. das leicht zugängliche 6-Amino-3-oxy(i)thionaphten: .It was found that those in the aryl radical were substituted by the amino group 3 "Oxy (i) thionaphtenes or their carboxylic acids, which can be obtained from the amino substitution products of the arylthioglycol-o-carboxylic acids by condensation with alkali hydrates condense with isatin to form new vat dyes. For example, the easily accessible 6-amino-3-oxy (i) thionaphtene:.
NH,NH,
2 CH, 2 CH,
bzw. die entsprechenden Carbonsäuren beim Erhitzen mit Isatin in Eisessiglösung einen Küpenfarbstoff, welcher Wolle in leuchtend gelborangefarbenen Tönen, Baumwolle dagegen merklich schwächer, in rötlichbräunliehen Tönen anfärbt. Das 5 - Amino-3-oxy(i)thionaphten bzw. dessen Carbonsäure liefert mit Isatin hingegen einen Küpenfarbstoff, welcher auf Wolle in rötlichgrauen Tönen färbt.or the corresponding carboxylic acids when heated with isatin in glacial acetic acid solution Vat dye, which is wool in bright yellow-orange tones, cotton on the other hand noticeably weaker, colored in reddish-brown tones. The 5-amino-3-oxy (i) thionaphtene or its carboxylic acid, however, provides a vat dye with isatin, which dyes on wool in reddish gray tones.
Beispiel: 16,5Teile 6-Amino-3-oxy(i)thiqnaphten werden in der 20 fachen Menge Eisessig gelöst und mit 15 Teilen Isatin am Rückflußkühler erhitzt. Der Farbstoff scheidet sich hierbei allmählich als dunkelrotes sandiges Pulver aus. Nach dem Absaugen und Waschen mit Wasser stellt derselbe ein dunkelrotes Pulver dar, welches in der Küpe die zuvor bezeichneten Eigenschaften zeigt.Example: 16.5 parts of 6-amino-3-oxy (i) thiqnaphtene are dissolved in 20 times the amount of glacial acetic acid and 15 parts of isatin am Heated reflux condenser. The dye gradually separates out as a dark red sandy one Powder off. After suctioning off and washing with water, it turns out to be a dark red powder, which is in the vat shows previously identified properties.
An Stelle des 6-Amino-3-oxy(i)thionaphtens lassen sich auch dessen Acidylderivate verwenden. Instead of 6-amino-3-oxy (i) thionaphthene, its acidyl derivatives can also be used.
Bei der Herstellung des Farbstoffs aus 5-Amino-3-oxy(i)thionaphten verfährt man genau in derselben Weise. Derselbe zeigt die vorbeschriebenen Eigenschaften.The same procedure is used to prepare the dye from 5-amino-3-oxy (i) thionaphtene exactly in the same way. It shows the properties described above.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE201837C true DE201837C (en) |
Family
ID=464361
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT201837D Active DE201837C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE201837C (en) |
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0
- DE DENDAT201837D patent/DE201837C/de active Active
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