CH194097A - Process for the preparation of a new anthraquinone dye. - Google Patents
Process for the preparation of a new anthraquinone dye.Info
- Publication number
- CH194097A CH194097A CH194097DA CH194097A CH 194097 A CH194097 A CH 194097A CH 194097D A CH194097D A CH 194097DA CH 194097 A CH194097 A CH 194097A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- dye
- anthraquinone dye
- new
- new anthraquinone
- Prior art date
Links
- 239000001000 anthraquinone dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 9
- 239000000975 dye Substances 0.000 claims description 6
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 claims description 3
- 235000011118 potassium hydroxide Nutrition 0.000 claims description 3
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- MMNWSHJJPDXKCH-UHFFFAOYSA-N 9,10-dioxoanthracene-2-sulfonic acid Chemical compound C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 MMNWSHJJPDXKCH-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 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
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/54—Amino-hydroxy-anthraquinones; Ethers and esters thereof etherified
- C09B1/545—Anthraquinones with aliphatic, cycloaliphatic or araliphatic ether groups
-
- 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
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Darstellung eines neuen Anthraehinonfarbstoffes. Das vorliegende Verfahren betrifft die Darstellung eines neuen Anthrachinonfarb- stoffes und ist dadurch gekennzeichnet, dass man 1-Amino-4 - (2', 4', 6'-trimethyianilido)- anthrachinon-2-sulfonsäure in Gegenwart von Atzkali mit Äthylenglykolmonoäthyläther kondensiert und die erhaltene Verbindung sulfiert.
<I>Beispiel:</I> In 500 Teilen Äthylenglykolmonoätliyl- äther werden 20 Teile Ätzkali heiss gelöst. In die Lösung trägt man 50 Teile des Farb stoffes der Formel
EMI0001.0014
ein und rührt bei<B>100-1050</B> bis eine in Al kohol gezogene Probe nicht mehr röter wird. Man verdünnt mit Alkohol und lässt abkühlen. Die auskristallisierte Base wird wie üblich aufgearbeitet.
10 Teile der Base werden in 50 Teilen Monohydrat gelöst und unterhalb<B>300</B> mit 15 Teilen schwachem Oleum versetzt. Nach kurzem Rühren bei 30 ist eine Probe wasser löslich. Man fällt den Farbstoff durch Ein giessen in Eis-Salzwassermischung, saugt ihn ab und stellt ihn in Wasser neutral. Nach Absaugen und Trocknen erhält man einen Farbstoff, der Wolle lebhaft rotviolett färbt. Er besitzt die Formel
EMI0001.0017
Die Färbung ist licht-, wasch- und schweiss echt.
Process for the preparation of a new anthraquinone dye. The present process relates to the preparation of a new anthraquinone dye and is characterized in that 1-amino-4 - (2 ', 4', 6'-trimethyianilido) - anthraquinone-2-sulfonic acid is condensed in the presence of caustic potash with ethylene glycol monoethyl ether and the compound obtained is sulfated.
<I> Example: </I> 20 parts of caustic potash are dissolved in 500 parts of ethylene glycol monoethyl ether. 50 parts of the dye of the formula are carried into the solution
EMI0001.0014
and stir at <B> 100-1050 </B> until a sample taken in alcohol no longer turns red. Dilute with alcohol and allow to cool. The base which has crystallized out is worked up as usual.
10 parts of the base are dissolved in 50 parts of monohydrate and 15 parts of weak oleum are added below <B> 300 </B>. After brief stirring at 30, a sample is water-soluble. The dye is precipitated by pouring it into an ice-salt water mixture, suctioned off and placed in water to be neutral. After suctioning off and drying, a dye is obtained which dyes wool vividly red-violet. He owns the formula
EMI0001.0017
The color is light, washable and sweat-proof.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH194097T | 1936-06-18 | ||
| CH189647T | 1936-06-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH194097A true CH194097A (en) | 1937-11-15 |
Family
ID=25721824
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH194097D CH194097A (en) | 1936-06-18 | 1936-06-18 | Process for the preparation of a new anthraquinone dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH194097A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102639647A (en) * | 2009-11-24 | 2012-08-15 | 美利肯公司 | Polymeric violet anthraquinone colorant compositions and methods for producing the same |
-
1936
- 1936-06-18 CH CH194097D patent/CH194097A/en unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102639647A (en) * | 2009-11-24 | 2012-08-15 | 美利肯公司 | Polymeric violet anthraquinone colorant compositions and methods for producing the same |
| CN102639647B (en) * | 2009-11-24 | 2015-05-13 | 美利肯公司 | Polymeric violet anthraquinone colorant compositions and methods for producing the same |
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