CH194096A - Process for the preparation of a new anthraquinone dye. - Google Patents
Process for the preparation of a new anthraquinone dye.Info
- Publication number
- CH194096A CH194096A CH194096DA CH194096A CH 194096 A CH194096 A CH 194096A CH 194096D A CH194096D A CH 194096DA CH 194096 A CH194096 A CH 194096A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- dye
- new
- anthraquinone dye
- new anthraquinone
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000001000 anthraquinone dye Substances 0.000 title claims 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 8
- 239000000975 dye Substances 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 5
- 235000011121 sodium 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
- 235000011187 glycerol Nutrition 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 189647. Verfahren zur Darstellung eines neuen Anthr achinonfarbstoffes. Das vorliegende Verfahren betrifft die Herstellung eines neuen Arithrachinonfarb- stoffes und ist dadurch gekennzeichnet, dass man 1-Amino-4(2', 6'-dimethylanilido-) anthra- chinorr-2-sulfonsäur-e in Gegenwart von Ätz natron mit Glycerin kondensiert und die er haltene Verbindung mit Schwefelsäure be handelt.
<I>Beispiel:</I> Man löst in 100 Teilen Glycerin 10 Teile Ätznatron und fügt zur warmen Lösung 10 Teile des Farbstoffes der Formel
EMI0001.0013
Nach einstündigem Rühren bei 120 lässt man auf 80<B>0</B> abkühlen und verdünnt mit Alkohol, worauf die Base kristallisiert aus fällt. Sie wird gewaschen, getrocknet und hierauf in der 5fachen Menge konzentrierter Schwefelsäure bei<B>150</B> C gelöst. Nach kurzem Rühren ist eine Probe vollständig wasser löslich. Man giesst auf Eis-Salzwassermischung, saugt den Farbstoff ab, stellt ihn in Wasser neutral und salzt mit Kochsalz aus.
Der erhaltene Farbstoff besitzt die Formel
EMI0001.0015
und färbt Wolle in lebhaften rotvioletten Tönen an.
Additional patent to main patent no. 189647. Process for the preparation of a new anthracinone dye. The present process relates to the preparation of a new arithraquinone dye and is characterized in that 1-amino-4 (2 ', 6'-dimethylanilido) anthraquinor-2-sulfonic acid is condensed with glycerol in the presence of caustic soda and the compound he retained is treated with sulfuric acid.
<I> Example: </I> 10 parts of caustic soda are dissolved in 100 parts of glycerine and 10 parts of the dye of the formula are added to the warm solution
EMI0001.0013
After stirring for one hour at 120, the mixture is allowed to cool to 80 <B> 0 </B> and diluted with alcohol, whereupon the base crystallizes out. It is washed, dried and then dissolved in 5 times the amount of concentrated sulfuric acid at 150 C. A sample is completely water-soluble after brief stirring. It is poured onto a mixture of ice and salt water, the dye is suctioned off, made neutral in water and salted out with table salt.
The dye obtained has the formula
EMI0001.0015
and dyes wool in vivid red-violet tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH189647T | 1936-06-18 | ||
| CH194096T | 1936-06-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH194096A true CH194096A (en) | 1937-11-15 |
Family
ID=25721823
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH194096D CH194096A (en) | 1936-06-18 | 1936-06-18 | Process for the preparation of a new anthraquinone dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH194096A (en) |
-
1936
- 1936-06-18 CH CH194096D patent/CH194096A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH194096A (en) | Process for the preparation of a new anthraquinone dye. | |
| CH194097A (en) | Process for the preparation of a new anthraquinone dye. | |
| CH184016A (en) | Process for the production of a new anthraquinone dye. | |
| CH184188A (en) | Process for the preparation of a dye of the anthraquinone series. | |
| CH184187A (en) | Process for the preparation of a dye of the anthraquinone series. | |
| DE632136C (en) | Process for the production of acidic dyes of the anthraquinone series | |
| CH171960A (en) | Process for the preparation of a dye. | |
| CH175893A (en) | Process for the preparation of a new millfast anthraquinone dye. | |
| CH186744A (en) | Process for the production of a new anthraquinone dye. | |
| CH193252A (en) | Process for the production of an acidic wool dye. | |
| CH193254A (en) | Process for the production of an acidic wool dye. | |
| CH217979A (en) | Process for the preparation of a new anthraquinone dye. | |
| CH193264A (en) | Process for the production of an acidic wool dye. | |
| CH193257A (en) | Process for the production of an acidic wool dye. | |
| CH279181A (en) | Process for the preparation of a vivid violet milled dye of the anthraquinone series. | |
| CH193250A (en) | Process for the production of an acidic wool dye. | |
| CH190331A (en) | Process for the preparation of a condensation product of the anthraquinone series. | |
| CH193255A (en) | Process for the production of an acidic wool dye. | |
| CH222153A (en) | Process for the preparation of a new dye of the anthraquinone series. | |
| CH193259A (en) | Process for the production of an acidic wool dye. | |
| CH177471A (en) | Process for the preparation of a dye of the anthraquinone series. | |
| CH193258A (en) | Process for the production of an acidic wool dye. | |
| CH189317A (en) | Process for the preparation of a dioxazine dye sulfonic acid. | |
| CH193248A (en) | Process for the production of an acidic wool dye. | |
| CH120162A (en) | Process for the production of a new dye. |