CH261281A - Process for the production of a new dye of the anthraquinone series. - Google Patents
Process for the production of a new dye of the anthraquinone series.Info
- Publication number
- CH261281A CH261281A CH261281DA CH261281A CH 261281 A CH261281 A CH 261281A CH 261281D A CH261281D A CH 261281DA CH 261281 A CH261281 A CH 261281A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- anthraquinone series
- new dye
- dye
- anthraquinone
- Prior art date
Links
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title claims description 4
- 150000004056 anthraquinones Chemical class 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- -1 1-amino-4-bromo-8-chloroanthraquinone-2-sulfonic acid Chemical compound 0.000 claims description 3
- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical compound CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 claims description 3
- 239000004677 Nylon Substances 0.000 claims description 2
- 229930040373 Paraformaldehyde Natural products 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- 229920001778 nylon Polymers 0.000 claims description 2
- 229920002866 paraformaldehyde Polymers 0.000 claims description 2
- 229920002994 synthetic fiber Polymers 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- 238000003756 stirring Methods 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/22—Dyes with unsubstituted amino groups
- C09B1/24—Dyes with unsubstituted amino groups sulfonated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 253955. Verfahren zur Herstellung eines neuen Farbstoffes der Anthrachinonreihe. Das vorliegende Patent betrifft ein Ver fahren zur Herstellung eines neuen Farb stoffes der Anthrachinonreihe und ist da durch gekennzeichnet, dass man 1-Amino-4- brom-8-ehloranthrachinon-2-sulfonsäure mit p- Toluolsulfamid kondensiert und das Konden sationsprodukt hernach verseift.
<I>Beispiel:</I> 28 Gewichtsteile 1-amino-4-brom-8-chlor- anthrachinon-2-sulfonsaures Natrium werden mit 14,4 Gewichtsteilen p-Toluolsulfamid, 6,4 Gewichtsteilen Natriumbicarbonat, 0,4 Ge wichtsteilen Kupferbronze und 0,2 Gewichts teilen Kupferchlorür in 350 Teilen Wasser unter Rühren während 2 Stunden auf 40 bis 45 C erhitzt.
Nach erfolgter Kondensation wird das Reaktionsprodukt auf übliche Weise aufgear beitet und durch Digerieren in konzentrierter Schwefelsäure bei gewöhnlicher oder erhöhter Temperatur verseift. Durch Ausladen in Wasser gewinnt man die 1,4-Diamino-8-chlor- anthrachinon-2-sulfonsäure.
Der Farbstoff löst sich in konzentrierter Schwefelsäure mit hellgelber Farbe, die beim Zusatz von wenig Paraformaldehyd in Blau umschlägt. Er färbt tierische Fasern, z. B. Wolle, Seide, und künstliche Fasern wie Nylon in rotstichig violetten Tönen von guten Echtheiten.
Additional patent to main patent No. 253955. Process for the production of a new dye of the anthraquinone series. The present patent relates to a process for the production of a new dye of the anthraquinone series and is characterized by the fact that 1-amino-4-bromo-8-ehloranthraquinone-2-sulfonic acid is condensed with p-toluenesulfamide and the condensation product is saponified afterwards.
<I> Example: </I> 28 parts by weight of 1-amino-4-bromo-8-chloro-anthraquinone-2-sulfonic acid sodium are mixed with 14.4 parts by weight of p-toluenesulfamide, 6.4 parts by weight of sodium bicarbonate, 0.4 parts by weight Copper bronze and 0.2 parts by weight of copper chloride in 350 parts of water heated to 40 to 45 ° C. for 2 hours with stirring.
After condensation has taken place, the reaction product is worked up in the usual way and saponified by digestion in concentrated sulfuric acid at normal or elevated temperature. The 1,4-diamino-8-chloro-anthraquinone-2-sulfonic acid is obtained by unloading into water.
The dye dissolves in concentrated sulfuric acid with a light yellow color, which turns blue when a little paraformaldehyde is added. It dyes animal fibers, e.g. B. wool, silk, and artificial fibers such as nylon in reddish purple shades of good fastness properties.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH261281T | 1946-10-10 | ||
| CH253955T | 1948-04-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH261281A true CH261281A (en) | 1949-04-30 |
Family
ID=25729814
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH261281D CH261281A (en) | 1946-10-10 | 1946-10-10 | Process for the production of a new dye of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH261281A (en) |
-
1946
- 1946-10-10 CH CH261281D patent/CH261281A/en unknown
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