CH228827A - Process for the preparation of a dye of the stilbene series. - Google Patents
Process for the preparation of a dye of the stilbene series.Info
- Publication number
- CH228827A CH228827A CH228827DA CH228827A CH 228827 A CH228827 A CH 228827A CH 228827D A CH228827D A CH 228827DA CH 228827 A CH228827 A CH 228827A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- stilbene
- preparation
- parts
- stilbene series
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- PJANXHGTPQOBST-VAWYXSNFSA-N (E)-Stilbene Chemical class C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 title claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 229920000742 Cotton Polymers 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000203 mixture 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
- 239000000975 dye Substances 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- WXWCDTXEKCVRRO-UHFFFAOYSA-N Para-Cresidine Chemical compound COC1=CC=C(C)C=C1N WXWCDTXEKCVRRO-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000003086 colorant 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
- 238000010438 heat treatment Methods 0.000 description 1
- 230000003472 neutralizing Effects 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 235000021286 stilbenes Nutrition 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
- C09B56/00—Azo dyes containing other chromophoric systems
- C09B56/04—Stilbene-azo dyes
Description
Zusatzpatent zum Hauptpatent Nr. 217235. Verfahren zur Herstellung eines Farbstoffes der Stilbenreihe. Es wurde gefunden, daB lein neuer Farb- stoff der Stilibenmeihe hergestellt werden kann, wenn man den Farbstoff, der durch vorsichtige Reduktion von 4,
4'-Dinitrostilben- 2.,2'-@disul(fonsäure unter Verknüpfung zweier Moleküle erhalten wird, mit 1 Mol des Farb- stoffes der Formel
EMI0001.0028
kondensiert. Der neue Farbstoff stellt in trockenem Zustande ein;
braunes Pulver,dar, das sich in Wasser mit orangeroter, in konzentrierter Schwefelsäure mit blauer Farbe löst und Baumwolle nach dem Nachkupferungsver- fahren in braunstichig roten Tönen färbt.
Der dem Verfahren als Ausgangsstoff die nende Stilbenfarbstdf ist als ein Gemisch der Produkte ,der Formeln
EMI0001.0062
und
EMI0001.0064
# -i ufzufassen. Die Kondensation kann beispielsweise durch Erhitzen,
ckr Komponenten :in alkali- schem, vorzugsweise ätzalkalischem Me dium, offen oder unter Druck, durchgeführt werden.
<I>Beispiel:</I> 11,7 Teile des Farbstoffes, der erhalten wird, wenn man 45 Teile 4,4'-dinitrostilben- 2,2'-disulfons:aumes Natrium mit 7 Teilen Traubenzucker und 60 Teilen 30 % iger Na tronlauge, in etwa 400 Teilen Wasser gelöst,
bei 70 bis 80 reduziert und den Farbstoff in bekannter Weise durch Neutralisieren und Zugabe vorn Natriumchlorid abscheidet und 6,6 Teile des Amin-oazofarbstoffes aus diazo- tierter 1-Oxy-2-carboxy-4-a,
minobenzol-6-sul- fonsäure und 1-Methyl-3-amino-4-methoxy- benzol werden untern Zusatz von 19 Teilen 30%iger Natriumhydroxydlösun.g in 150 Teilen Wasser gelöst und etwa 12 Stunden rückfliessend gekoeht. Der nach dem Erkal ten ausgefallene Farbstoff wird abfiltriert und getrocknet.
Additional patent to main patent No. 217235. Process for the production of a dye of the stilbene series. It has been found that a new dye of the stilibs series can be produced if the dye, which is obtained by careful reduction of 4,
4'-Dinitrostilben- 2., 2 '- @ disulfonic acid is obtained by linking two molecules, with 1 mol of the dye of the formula
EMI0001.0028
condensed. The new dye sets in the dry state;
brown powder, which dissolves in water with orange-red, in concentrated sulfuric acid with blue color and colors cotton in brownish red tones after the copper-plating process.
The stilbene dye used in the process as a starting material is available as a mixture of the products, the formulas
EMI0001.0062
and
EMI0001.0064
# -i to be understood. The condensation can be achieved, for example, by heating,
Components: be carried out in an alkaline, preferably caustic alkaline medium, open or under pressure.
<I> Example: </I> 11.7 parts of the dye obtained by adding 45 parts of 4,4'-dinitrostilbene-2,2'-disulphone: aumes sodium with 7 parts of grape sugar and 60 parts of 30% strength Sodium hydroxide solution, dissolved in about 400 parts of water,
reduced at 70 to 80 and the dye is separated in a known manner by neutralizing and adding sodium chloride and 6.6 parts of the amine-oazo dye from diazo-tated 1-oxy-2-carboxy-4-a,
Minobenzene-6-sulphonic acid and 1-methyl-3-amino-4-methoxy-benzene are dissolved in 150 parts of water with the addition of 19 parts of 30% strength sodium hydroxide solution and refluxed for about 12 hours. The dye which has precipitated out after cooling is filtered off and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH228827T | 1940-07-06 | ||
| CH217235T | 1941-10-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH228827A true CH228827A (en) | 1943-09-15 |
Family
ID=25725974
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH228827D CH228827A (en) | 1940-07-06 | 1940-07-06 | Process for the preparation of a dye of the stilbene series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH228827A (en) |
-
1940
- 1940-07-06 CH CH228827D patent/CH228827A/en unknown
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