CH183114A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH183114A CH183114A CH183114DA CH183114A CH 183114 A CH183114 A CH 183114A CH 183114D A CH183114D A CH 183114DA CH 183114 A CH183114 A CH 183114A
- Authority
- CH
- Switzerland
- Prior art keywords
- mol
- amino
- cyanuric chloride
- azo dye
- mole
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 8
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 7
- 239000000975 dye Substances 0.000 claims description 5
- 239000007859 condensation product Substances 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 229920000297 Rayon Polymers 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims description 2
- 229920002955 Art silk Polymers 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension 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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
- C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
- C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. <B>180057.</B> Verfahren zur fferstellung eines Azotarbstoffes. Es wurde gefunden, dass man einen neuen Azofarbstoff erhält, wenn man<B>1</B> Mol Cya- nurchlorid, <B>1</B> Mol 1-Amino-4-(9-amino-3,'- sulfo) <B>-</B> anilidoanthrachinon <B>'</B> -2-sulfonsäure,
<B>1</B> Mol des Kondensationsproduktes aus<B>1</B> Mol Cyanurchlorid, <B>1</B> Mol 4-Amino-4'-oxy-l. <B>.</B> l'- azobenzol-3'-carbonsäure, <B>1</B> Mol <B>1.</B> 3-Diamino- benzol und<B>1</B> Mol Anilin, und<B>1</B> Mol Anilin derart aufeinander einwirken lässt,
dass <B>je</B> <B>1</B> Halogenatom des Cyanurchlorids durch<B>je</B> <B>1</B> Mol der drei weiteren Ausgangsstoffe aus getauscht wird.
Der neue Farbstoff bildet ein dunkles Pulver, das Baumwolle und -Viskosekunst- seide in reinen lichtechten grünen Tönen färbt, die durch Nachkupfern gelber und zu gleich waschechter werden.
<I>Beispiel:</I> Zu einer Suspension von<B>18,5</B> Teilen Cyanurchlorid in<B>500</B> Teilen Wasser gibt man eine neutrale Lösung von<B>48,8</B> Teilen <B>1</B> -Amino-4-(14'-amino-3-sulfo) -auilidoanthra- chinon-2-sulionsä,ure in 2000 Teilen Wasser. Man rührt 4 bis<B>5</B> Stunden bei<B>15 '</B> und hält die Reaktion durch Zugabe von Natriumcar- bonatlösung neutral.
Dann gibt man<B>58,2</B> Teile des Kondensationsproduktes, erhalten aus<B>1</B> Mol Cyanurchlorid mit<B>1</B> Mol 4-Amino- 4'-oxy-1 <B>.</B> l-azebenzol-3'-earbonsäure, <B>1</B> Mol <B>1.</B> 3-Diaminobenzol und<B>1</B> Mol Anilin, gelöst in<B>3000</B> Teilen Wasser<B>zu,</B> erhöht die Tem peratur auf 40- bis 45<B>'</B> und rührt mindestens 24 Stunden bis die Kondensation beendet ist.
Hierauf wird das entstandene Dieyanur-deri- vat mit<B>18,6</B> Teilen Auilin kondensiert und der fertige Farbstoff in üblicher Weise iso liert.
Additional patent to main patent no. <B> 180057. </B> Process for the production of an azo dye. It has been found that a new azo dye is obtained if <B> 1 </B> moles of cyanuric chloride, <B> 1 </B> moles of 1-amino-4- (9-amino-3, '- sulfo) <B> - </B> anilidoanthraquinone <B> '</B> -2-sulfonic acid,
<B> 1 </B> mol of the condensation product from <B> 1 </B> mol of cyanuric chloride, <B> 1 </B> mol of 4-amino-4'-oxy-1. <B>. </B> l'-azobenzene-3'-carboxylic acid, <B> 1 </B> moles of <B> 1. </B> 3-diamino-benzene and <B> 1 </B> Mol of aniline, and <B> 1 </B> mol of aniline interact in such a way that
that <B> each </B> <B> 1 </B> halogen atom of the cyanuric chloride is exchanged for <B> each </B> <B> 1 </B> mol of the three further starting materials.
The new dye forms a dark powder that dyes cotton and viscose silk in pure, lightfast green tones, which become more yellow and at the same time more washable after copper plating.
<I> Example: </I> To a suspension of <B> 18.5 </B> parts of cyanuric chloride in <B> 500 </B> parts of water, a neutral solution of <B> 48.8 </ B> Parts <B> 1 </B> -amino-4- (14'-amino-3-sulfo) -auilidoanthraquinone-2-sulionic acid in 2000 parts of water. The mixture is stirred for 4 to 5 hours at 15 'and the reaction is kept neutral by adding sodium carbonate solution.
Then 58.2 parts of the condensation product are added, obtained from 1 mol of cyanuric chloride with 1 mol of 4-amino-4'-oxy-1 B>. </B> l-azebenzene-3′-carboxylic acid, <B> 1 </B> mol <B> 1. </B> 3-diaminobenzene and <B> 1 </B> mol of aniline, dissolved in <B> 3000 </B> parts of <B> water, </B> increases the temperature to 40 to 45 <B> '</B> and stirs for at least 24 hours until the condensation has ended.
The resulting dieyanur derivative is then condensed with 18.6 parts of auilin and the finished dye is isolated in the usual way.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH183114T | 1934-11-08 | ||
| CH180057T | 1934-11-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH183114A true CH183114A (en) | 1936-03-15 |
Family
ID=25720368
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH183114D CH183114A (en) | 1934-11-08 | 1934-11-08 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH183114A (en) |
-
1934
- 1934-11-08 CH CH183114D patent/CH183114A/en unknown
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