CH193343A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH193343A CH193343A CH193343DA CH193343A CH 193343 A CH193343 A CH 193343A CH 193343D A CH193343D A CH 193343DA CH 193343 A CH193343 A CH 193343A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- azo dye
- blue
- preparation
- formula
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 3
- 239000003638 chemical reducing agent Substances 0.000 claims description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 239000010446 mirabilite Substances 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- KYRUBSWVBPYWEF-UHFFFAOYSA-N copper;iron;sulfane;tin Chemical compound S.S.S.S.[Fe].[Cu].[Cu].[Sn] KYRUBSWVBPYWEF-UHFFFAOYSA-N 0.000 description 1
- -1 polyazo Polymers 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B43/08—Preparation of azo dyes from other azo compounds by reduction
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Azofarbstoffes. Es wurde gefunden, dass ein Polyazofarbstoff hergestellt werden kann, wenn man auf den Azofarbstoff,der Formel
EMI0001.0009
alkalische reduzierende Mittel bis zur Ver- kettung zweier Azofarbstoffmoleküle durch die bei der Reduktion der Nitrogruppen ent stehende Stiekstoffbrückeeinwirken lässt.
Der Farbstoff stellt in trockenem Zu- stande ein dunkles Pulver dar, das :sich in verdünnter Sodalösung, sowie in konzentrier- ter Schwefelsäure mit blauer Farbe löst und Baumwolle aus glaubersalzhaltigem Bade in blaugrauen Tönen färbt, die beim Nach kupfern in ein eehtes Grünblau übergehen.
Als reduzierende Mittel, die in alka lischem Medium (z. B. Natronlauge oder Kalilauge) verwendet werden, kommen bei- spielsweise Glukose, Schwefelalkalien oder Stannit in Betracht.
<I>Beispiel:</I> Man diazotiert 1,7 Teile 5-Nitro-29-amino- 1-ogybenzol und kuppelt auf übliche Weise mit 4,1 Teilen :des Imidazols der Formel
EMI0001.0048
Der abgeschiedene Farbstoff wird unter Zu satz von 11,8 Teilen 80 % iger Natronlauge in 80 Teilen Wasser bei 60 gelöst.
Hierauf gibt man 1, 6 Teile Traubenzucker als 10 % ige Lösung hinzu und rührt während etwa. einer Stunde bei 55 bis<B>60'.</B> Durch Zurückstellen mit Säure bis zur schwach alkalischen Reak tion und Beigabe von Kochsalz wird der Farbstoff abgeschieden; zwecks Reinigung kann er in verdünnter Soda gelöst und mit Kochsalz wieder ausgefällt werden.
Process for the preparation of an azo dye. It has been found that a polyazo dye can be made by referring to the azo dye of the formula
EMI0001.0009
allows alkaline reducing agents to act until two azo dye molecules are linked by the nitrogen bridge formed during the reduction of the nitro groups.
When dry, the dye is a dark powder which: dissolves in a dilute soda solution and in concentrated sulfuric acid with a blue color and colors cotton from a bath containing Glauber's salt in blue-gray tones, which turn into a deep green-blue when copper is applied.
Possible reducing agents which are used in an alkaline medium (for example sodium hydroxide or potassium hydroxide) are, for example, glucose, alkaline sulfur or stannite.
<I> Example: </I> 1.7 parts of 5-nitro-29-amino-1-ogybenzene are diazotized and coupled with 4.1 parts in the usual way: of the imidazole of the formula
EMI0001.0048
The deposited dye is dissolved in 80 parts of water at 60 with the addition of 11.8 parts of 80% strength sodium hydroxide solution.
Then add 1.6 parts of glucose as a 10% solution and stir for about. one hour at 55 to <B> 60 '. </B> By setting back with acid until the reaction is weakly alkaline and adding sodium chloride, the dye is deposited; For cleaning purposes, it can be dissolved in diluted soda and precipitated with table salt.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH193343T | 1936-06-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH193343A true CH193343A (en) | 1937-10-15 |
Family
ID=4438797
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH193343D CH193343A (en) | 1936-06-17 | 1936-06-17 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH193343A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6727351B1 (en) | 1999-03-13 | 2004-04-27 | Basf Aktiengesellschaft | Azoxy dyes and their Cu complexes |
-
1936
- 1936-06-17 CH CH193343D patent/CH193343A/en unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6727351B1 (en) | 1999-03-13 | 2004-04-27 | Basf Aktiengesellschaft | Azoxy dyes and their Cu complexes |
| US6903197B2 (en) | 1999-03-13 | 2005-06-07 | Basf Aktiengesellschaft | Azoxy dyes and copper complexes thereof |
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