CH170920A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH170920A CH170920A CH170920DA CH170920A CH 170920 A CH170920 A CH 170920A CH 170920D A CH170920D A CH 170920DA CH 170920 A CH170920 A CH 170920A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- aminobenzene
- azo dye
- dye
- parts
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000987 azo dye Substances 0.000 title description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- BAJQRLZAPXASRD-UHFFFAOYSA-N 4-Nitrobiphenyl Chemical compound C1=CC([N+](=O)[O-])=CC=C1C1=CC=CC=C1 BAJQRLZAPXASRD-UHFFFAOYSA-N 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 150000008049 diazo compounds Chemical class 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CGNBQYFXGQHUQP-UHFFFAOYSA-N 2,3-dinitroaniline Chemical compound NC1=CC=CC([N+]([O-])=O)=C1[N+]([O-])=O CGNBQYFXGQHUQP-UHFFFAOYSA-N 0.000 description 1
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 241000258022 Talaus Species 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- VQTGUFBGYOIUFS-UHFFFAOYSA-N nitrosylsulfuric acid Chemical compound OS(=O)(=O)ON=O VQTGUFBGYOIUFS-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Darstellung eines Azofarbstoffes. Nach dem im Hauptpatent beschriebenen Verfahren erhält man einen Talauen Acetat- s;eidenfarbstoff, wenn man diazotiertes 6- Brom - 2. .1- dinitro - 1- aminobenzol mit 1- Aminonaphthalin kuppelt.
Wie nun weiter gefunden wurde, er hält man einen Farbstoff mit ganz ähnlichen Eigenschaften, wenn man 6 -Brom - 2 . 4 - di- nitro - 1 - aminobenzol diazotiert und mit 1 - Chlor - 3 - di - (oxyäthyl) - aminobenzol kuppelt.
<I>Beispiel:</I> 31an bereitet eine Diazolösung, indem man bei 50 bis 60 29 Teile 6 - Brom - 2. 4- dinitro - 1 - aminobenzol in durch Eintragen von 6,9 Teilen Na.triumnitrit in 120 Teile konz. Schwefelsäure bereitete Nitrosyl- schwefelsäure einrührt und die Masse hier auf durch Aufgiessen auf Eis stark verdünnt.
Die filtrierte schwefelsaure Diazolösung läuft in eine kalte Lösung von 21,5 Teilen 1 Chlor-3-di-(oxyäthyl)-aminobenzol in 500 Teilen Wasser und 11 Teilen Salzsäure 23 'B6 ein. Man stumpft mit so viel Natriumacetat ab, dass die Kupplung im Verlauf von einigen Stunden beendet ist. Der Farbstoff wird wie üblich aufgearbeitet. Er färbt Acetatseide lichtecht bläulich Bordeaux an.
Process for the preparation of an azo dye. According to the process described in the main patent, a Talau acetate or silk dye is obtained when diazotized 6-bromine-2 .1-dinitro-1-aminobenzene is coupled with 1-aminonaphthalene.
As has now been found, a dye with very similar properties is obtained if 6 -Bromo-2 4 - nitro - 1 - aminobenzene diazotized and coupled with 1 - chloro - 3 - di - (oxyethyl) - aminobenzene.
<I> Example: </I> 31an prepares a diazo solution by adding, at 50 to 60, 29 parts of 6 - bromine - 2 - 4 dinitro - 1 - aminobenzene in by adding 6.9 parts of sodium trium nitrite in 120 parts of conc . Sulfuric acid, stir in nitrosylsulphuric acid and dilute the mass here by pouring it onto ice.
The filtered sulfuric acid diazo solution runs into a cold solution of 21.5 parts of 1 chloro-3-di (oxyethyl) aminobenzene in 500 parts of water and 11 parts of hydrochloric acid 23 'B6. It is blunted with enough sodium acetate that the coupling is complete within a few hours. The dye is worked up as usual. It stains acetate silk lightfast bluish Bordeaux.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE170920X | 1932-07-08 | ||
| CH168144T | 1933-04-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH170920A true CH170920A (en) | 1934-07-31 |
Family
ID=25718520
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH170920D CH170920A (en) | 1932-07-08 | 1933-04-27 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH170920A (en) |
-
1933
- 1933-04-27 CH CH170920D patent/CH170920A/en unknown
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