CH200066A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH200066A CH200066A CH200066DA CH200066A CH 200066 A CH200066 A CH 200066A CH 200066D A CH200066D A CH 200066DA CH 200066 A CH200066 A CH 200066A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- azo dye
- preparation
- clear
- methogybenzene
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 7
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- WOWBFOBYOAGEEA-UHFFFAOYSA-N diafenthiuron Chemical compound CC(C)C1=C(NC(=S)NC(C)(C)C)C(C(C)C)=CC(OC=2C=CC=CC=2)=C1 WOWBFOBYOAGEEA-UHFFFAOYSA-N 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 229910052736 halogen Chemical group 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 150000002431 hydrogen Chemical group 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 238000010428 oil painting Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Landscapes
- Paper (AREA)
Description
Verfahren zur Herstellung eines Azofarbstoffes. Es wurde gefunden, dass man sehr wert volle Pigmentfarbstoffe erhält, wenn man die Diazoverbindungen von 1-Amino-2-nitro-4- alkogybenzolen mit Acetessigsäurearyliden von der folgenden Zusammensetzung
EMI0001.0007
worin X für Wasserstoff, Alkyl oder Ha logen steht, für sich oder auf einem Substrat vereinigt.
Die so erhaltenen Farbstoffe zeichnen sich durch gute Echtheitseigenschaften, ins besondere sehr gute Lichtechtheit, aus und besitzen sehr klare rotstichig-gelbe Farbtöne, die in der Reihe der Pigmentfarbstoffe aus Acetessigsäurearyliden bisher nicht erzielt werden konnten. Sie können beispielsweise im graphischen Gewerbe, für Ölanstrich, als Dekorations- und Tapetenfarben, sowie zum Färben von Nitrozelluloselaaken Verwendung finden.
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines Azofarb- stoffes, welches dadurch gekennzeichnet ist, dass man die Diazoverbindung von 1-Amino- 2-nitro-4-methogybenzol mit 1-Acetoacetyl- amino-2-methogybenzol kuppelt.
Beispiel: 168 Gewichtsteile 1-Amino-2-nitro-4- me- thogybenzol werden mit 69 Gewichtsteilen Natriumnitrit und 350 Gewichtsteilen Salz säure 20' B6 in üblicher Weise diazotiert. Die erhaltene Diazolösung wird zweckmässig bei Gegenwart von 180 Gewichtsteilen Na triumacetat mit einer Suspension von 207 Ge wichtsteilen 1-Acetoacetylamino-2-methogy- benzol,
die durch Lösen des Arylides in Na tronlauge und Wiederausfällen mit Essig säure bereitet wurde, vereinigt. Die Farb- stoffbildung ist sofort beendet; es wird ab gesaugt, ausgewaschen und getrocknet.
Der erhaltene Farbstoff liefert in<B>01</B> sehr klare leuchtende Goldgelbtöne; ebenso gibt der Farbstoff in wässerigen Bindemitteln und im graphischen Druck sehr klare Nuan cen von sehr guten Echtheitseigenschaften.
Process for the preparation of an azo dye. It has been found that very valuable pigment dyes are obtained if the diazo compounds of 1-amino-2-nitro-4-alkogybenzenes with acetoacetic acid arylides have the following composition
EMI0001.0007
wherein X is hydrogen, alkyl or halogen, alone or combined on a substrate.
The dyes obtained in this way are distinguished by good fastness properties, in particular very good lightfastness, and have very clear reddish-yellow hues which it has not been possible to achieve in the series of pigment dyes from acetoacetic arylides. For example, they can be used in the graphic trade, for oil painting, as decorative and wallpaper paints, and for dyeing nitrocellulose sheets.
The present patent relates to a process for producing an azo dye, which is characterized in that the diazo compound of 1-amino-2-nitro-4-methogybenzene is coupled with 1-acetoacetyl-amino-2-methogybenzene.
Example: 168 parts by weight of 1-amino-2-nitro-4-methogybenzene are diazotized in the usual way with 69 parts by weight of sodium nitrite and 350 parts by weight of hydrochloric acid 20 'B6. The diazo solution obtained is expediently trium acetate in the presence of 180 parts by weight of sodium acetate with a suspension of 207 parts by weight of 1-acetoacetylamino-2-methogybenzene,
which was prepared by dissolving the arylide in sodium hydroxide solution and reprecipitation with acetic acid, combined. The formation of color is ended immediately; it is sucked off, washed out and dried.
The dye obtained provides very clear, luminous golden yellow tones in <B> 01 </B>; The dye also gives very clear shades of very good fastness properties in aqueous binders and in graphic printing.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE200066X | 1936-08-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH200066A true CH200066A (en) | 1938-09-30 |
Family
ID=5759215
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH200066D CH200066A (en) | 1936-08-28 | 1937-08-16 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH200066A (en) |
-
1937
- 1937-08-16 CH CH200066D patent/CH200066A/en unknown
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