CH265418A - Process for the preparation of a stilbene dye. - Google Patents
Process for the preparation of a stilbene dye.Info
- Publication number
- CH265418A CH265418A CH265418DA CH265418A CH 265418 A CH265418 A CH 265418A CH 265418D A CH265418D A CH 265418DA CH 265418 A CH265418 A CH 265418A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- azo
- preparation
- stilbene
- stilbene dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 title claims description 4
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 title claims description 4
- 235000021286 stilbenes Nutrition 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 7
- 239000000987 azo dye Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- LVDJWHFNGVQQEX-UHFFFAOYSA-N 1-nitro-2-(2-phenylethenyl)benzene 3-(1,2,4-triazol-3-ylidene)-1,2,4-triazole Chemical compound N1=NC(N=C1)=C1N=NC=N1.[N+](=O)([O-])C1=C(C=CC=C1)C=CC1=CC=CC=C1 LVDJWHFNGVQQEX-UHFFFAOYSA-N 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- 150000001844 chromium Chemical class 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- -1 carboxy-phenyl Chemical group 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- 238000009958 sewing Methods 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 239000001043 yellow dye 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
- C09B56/00—Azo dyes containing other chromophoric systems
- C09B56/04—Stilbene-azo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Stilbenfarbstoffes. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines Stilbenfarb- stoffes. Das Verfahren ist dadurch gekenn- zeichnet, dass ein Nitrostilben-bis-triazol der Formel
EMI0001.0005
mit dem Azofarbstoff 5'-Amino-benzoesäure- (2'-azo-4)-1-phenyl-3-methyl-5-pyrazolon in al kalischem Medium kondensiert wird. Der neue Farbstoff stellt ein gelbes Pulver dar und färbt Cellulosefasern in gelben Tönen.
Durch Naehbehandlung mit Kupfer- oder Chromsal zen kann die gute Wasch- und Wasserechtheit noch weiter verbessert werden. Beispiel: Man kuppelt 40 Teile diazotierte 4,4'-Ni- troamino-stilben-2,2'-disulfosäure mit 35,0 Tei len 5 - Amino - 2 - (4'-oxy-3 =carboxy-phenyl) - 6- sulfo-1,
3-benztriazol und oxydiert den Azo- farbstoff in bekannter Weise zum Nitrostilben- bis-triazol. Die Nitroverbindung ist ein gelbes Pulver, das sich in Wasser mit gelber Farbe löst.
Kondensiert man 75,9 Teile diese Nitrostil- , ben-bis-triazols mit 33,6 Teilen des verseiften, bzw. mit Natriumsulfid reduzierten, Azofarb- stoffes aus 1-Amino-4-acetylamino-, bzw. -4 nitro-benzol-2-earbonsäure -.->. 1-Phenyl-3- znethy 1-5-pyrazolon in 1700 Teilen Wasser und , 300 Teilen Natronlauge von 36 B6 in üblicher Weise, so erhält man nach dem Isolieren einen gelben Farbstoff.
Process for the preparation of a stilbene dye. The subject of the present patent is a process for the production of a stilbene dye. The process is characterized in that a nitrostilbene-bis-triazole of the formula
EMI0001.0005
with the azo dye 5'-amino-benzoic acid- (2'-azo-4) -1-phenyl-3-methyl-5-pyrazolone is condensed in alkaline medium. The new dye is a yellow powder and dyes cellulose fibers in yellow tones.
The good fastness to washing and water can be further improved by sewing on with copper or chromium salts. Example: 40 parts of diazotized 4,4'-nitroamino-stilbene-2,2'-disulfonic acid are coupled with 35.0 parts of 5 - amino - 2 - (4'-oxy-3 = carboxy-phenyl) - 6 - sulfo-1,
3-benzotriazole and oxidizes the azo dye in a known manner to nitrostilbene-bis-triazole. The nitro compound is a yellow powder that dissolves in water with a yellow color.
If 75.9 parts of this nitrostil-, ben-bis-triazole are condensed with 33.6 parts of the saponified or sodium sulfide-reduced azo dyes from 1-amino-4-acetylamino or -4 nitro-benzene 2-carboxylic acid -.->. 1-Phenyl-3-methylene 1-5-pyrazolone in 1700 parts of water and 300 parts of sodium hydroxide solution of 36 B6 in the customary manner, a yellow dye is obtained after isolation.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH260575T | 1944-11-24 | ||
| CH265418T | 1944-11-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH265418A true CH265418A (en) | 1949-11-30 |
Family
ID=25730317
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH265418D CH265418A (en) | 1944-11-24 | 1944-11-24 | Process for the preparation of a stilbene dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH265418A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10858585B2 (en) | 2018-01-03 | 2020-12-08 | Ecolab Usa Inc. | Benzotriazole derivatives as corrosion inhibitors |
-
1944
- 1944-11-24 CH CH265418D patent/CH265418A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10858585B2 (en) | 2018-01-03 | 2020-12-08 | Ecolab Usa Inc. | Benzotriazole derivatives as corrosion inhibitors |
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