CH97362A - Process for the preparation of a condensation product of the anthraquinone series which can be used as dye and dye intermediate. - Google Patents
Process for the preparation of a condensation product of the anthraquinone series which can be used as dye and dye intermediate.Info
- Publication number
- CH97362A CH97362A CH97362DA CH97362A CH 97362 A CH97362 A CH 97362A CH 97362D A CH97362D A CH 97362DA CH 97362 A CH97362 A CH 97362A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- condensation product
- cold
- hot
- preparation
- Prior art date
Links
- 239000007859 condensation product Substances 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims 2
- 238000002360 preparation method Methods 0.000 title claims 2
- 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 1
- 150000004056 anthraquinones Chemical class 0.000 title 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 8
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 4
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 3
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000047 product Substances 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005406 washing 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
- C09B1/36—Dyes with acylated amino groups
- C09B1/46—Dyes with acylated amino groups the acyl groups being residues of cyanuric acid or an analogous heterocyclic compound
- C09B1/467—Dyes with acylated amino groups the acyl groups being residues of cyanuric acid or an analogous heterocyclic compound attached to two or more anthraquinone rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines als Farbstoff und Farbstoffzwischenprodulct verwendbaren Kondensationsproduktes der Anthraehinonreihee Es wurde gefunden, dass man ein neues, als Farbstoff und Farbstoffzwischenprodukt verwendbares Kondensationsprodukt .der An- thraehinonreihe erhält, wenn man Cyanur- chlorid und 1-Aminoanthra@chinon miteinan der u-nretzt, und zwar unter Anwendung voa nicht unter drr,
i Molekülen des letzteren auf je ein Molekül .des ersteren.
Beispiel: Eine Lösung von<B>61., 5</B> Teilen Cyanur- chlorid in etwa 2000 Teilen Nitrobenzol wirr mit 223 Teilen a-Amiiioaxithrachinon und etwas l#,upferchlorür erhitzt und dann unter Rühren so lange (zirka 12 bis 14 Stunden) ungefähr beim Siedepunkt des Nitrobenzols gehalten, bis die Salzsäuregasentwicklung nahezu aufhört und im abgeschiedenen Pro dukt kein Chlor mehr oder nur noch Spuren davon vorhanden sind.
Nach Abfiltrieren. Abtrennen event. vorhandenen überschüssigen a-Aminoanthracliinons, Waschen und Trock nen resultiert ein tiefgelbes, chlorfreies bezw. nahezu chlorfreies Pulver.
Es ist unlöslich in Wasser, löst sieh in kaltem und heissem Al kohol nur ganz wenig, in Chlorbenzol kalt schwer, heiss etwas besser, in Nitrobenzol kalt wenig, heiss mässig mit grünlichgelber Farbe, in konzentrierter Schwefelsäure mit bräunlicher Farbe und liefert, aus der rot- braunen Küpe auf Baumwolle gefärbt, kräf tige rotstichiggelbe Töne.
Process for preparing a condensation product of the anthraehinone series which can be used as a dye and intermediate dye product. It has been found that a new anthraehinone series condensation product which can be used as a dye and intermediate dye product is obtained when cyanuric chloride and 1-aminoanthraquinone are mixed with one another , namely when using voa not under drr,
i molecules of the latter to one molecule of the former.
Example: A solution of 61.5 parts of cyanuric chloride in about 2000 parts of nitrobenzene mixed with 223 parts of a-aminoaxithraquinone and a little copper chloride and then heated with stirring for so long (about 12 to 14 Hours) held approximately at the boiling point of nitrobenzene until the development of hydrochloric acid gas almost ceases and there is no more chlorine or only traces of it in the separated product.
After filtering off. Separate event. existing excess a-Aminoanthracliinons, washing and drying results in a deep yellow, chlorine-free or. almost chlorine-free powder.
It is insoluble in water, dissolves only very little in cold and hot alcohol, difficult in cold chlorobenzene, slightly better hot, little cold in nitrobenzene, moderate hot with a greenish-yellow color, in concentrated sulfuric acid with a brownish color and yields red from the red - Brown vat dyed on cotton, strong reddish-yellow tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH97059T | 1921-05-30 | ||
| CH97362T | 1921-05-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH97362A true CH97362A (en) | 1923-02-01 |
Family
ID=25705185
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH97362D CH97362A (en) | 1921-05-30 | 1921-05-30 | Process for the preparation of a condensation product of the anthraquinone series which can be used as dye and dye intermediate. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH97362A (en) |
-
1921
- 1921-05-30 CH CH97362D patent/CH97362A/en unknown
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