CH299199A - Process for the preparation of a monoazo dye. - Google Patents
Process for the preparation of a monoazo dye.Info
- Publication number
- CH299199A CH299199A CH299199DA CH299199A CH 299199 A CH299199 A CH 299199A CH 299199D A CH299199D A CH 299199DA CH 299199 A CH299199 A CH 299199A
- Authority
- CH
- Switzerland
- Prior art keywords
- monoazo dye
- amino
- red
- preparation
- parts
- Prior art date
Links
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 5
- 239000000975 dye Substances 0.000 claims description 10
- 230000002378 acidificating effect Effects 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 235000005811 Viola adunca Nutrition 0.000 claims description 3
- 240000009038 Viola odorata Species 0.000 claims description 3
- 235000013487 Viola odorata Nutrition 0.000 claims description 3
- 235000002254 Viola papilionacea Nutrition 0.000 claims description 3
- 230000007935 neutral effect Effects 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
- C09B29/28—Amino naphthols
- C09B29/30—Amino naphtholsulfonic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Monoazofarbstoffes. Gegenstand vorliegenden Patentes ist ein Verfahren zur 1-Ierstellimg eines Monoazo- farbstoffes. Das Verfahren ist dadurch ge kennzeichnet, dass man die Diazoverbindung von 2-Amino-4,5-dichlor-4'-methyl-1,1'-diphe- ny1sulfid in saurem Medium mit 2-Amino-8- oxy-naphthalin-6-sulfonsäure kuppelt.
Der erhaltene neue Monoazofarbstoff stellt ein dunkelrotes Pulver vor, das sich in heissem Wasser mit roter und in konzentrierter Schwe felsäure mit blauvioletter Farbe löst und Wolle aus neutralem oder schwach saurem Bade ili. blaustichig roten Tönen färbt.
EMI0001.0014
abzuscheiden, wird die Kupplungsflüssigkeit sodaalkalisch gestellt, aufgewärmt, mit Na triumchlorid versetzt und der ausgefallene Farbstoff warm abgesaugt und getrocknet.
Er stellt ein dunkelrotes Pulver vor, das sieh in heissem Wasser mit roter und in kon- <I>Beispiel:</I> 28,4 Teile 2-Amino-4,5-dichlor-4'-methyl- 1,1'-diphenyl-sulfid werden in 135 Teilen Eis essig und 30 Teilen 30o/oiger Salzsäure gelöst und mit 6,9 Teilen Natriumnitrit diazotiert. Man verdünnt mit 150 Teilen Wasser und lässt die Diazolösung in eine schwach essigsauer reagierende wässerige Lösung des Natronsal- zes von 23,
9 Teilen. 2-Amino-8-oxy-naphthalin- 6-sidfonsäure einlaufen. Die Kupplung be ginnt bei kongosaurer Reaktion und wird durch Zutropfen von Natriumacetatlösung be endet. Um den erhaltenen Monoazofarbstoff der Formel zentrierter Schwefelsäure mit blauvioletter Farbe löst. Der neue Farbstoff färbt Wolle aus neutralem oder schwach saurem Bade in blaustichig rotem Ton. Die Färbung ist gut licht- und seewasserecht.
Process for the preparation of a monoazo dye. The present patent relates to a process for producing a monoazo dye. The process is characterized in that the diazo compound of 2-amino-4,5-dichloro-4'-methyl-1,1'-diphenyl sulfide in an acidic medium with 2-amino-8-oxy-naphthalene-6 -sulfonic acid couples.
The new monoazo dye obtained is a dark red powder that dissolves in hot water with red and concentrated sulfuric acid with a blue-violet color and wool from neutral or weakly acidic bath ili. has a bluish red tint.
EMI0001.0014
to be deposited, the coupling fluid is made alkaline with soda, warmed up, treated with sodium chloride and the precipitated dye is sucked off warm and dried.
He presents a dark red powder that can be seen in hot water with red and in con- <I> Example: </I> 28.4 parts of 2-amino-4,5-dichloro-4'-methyl-1,1 ' Diphenyl sulfide is dissolved in 135 parts of glacial acetic acid and 30 parts of 30% hydrochloric acid and diazotized with 6.9 parts of sodium nitrite. It is diluted with 150 parts of water and the diazo solution is poured into an aqueous solution of the sodium salt of 23, which reacts slightly in acetic acid.
9 parts. 2-Amino-8-oxy-naphthalene-6-sidfonic acid enter. The coupling begins with a Congo acid reaction and is ended by the dropwise addition of sodium acetate solution. To the obtained monoazo dye of the formula centered sulfuric acid with a blue-violet color dissolves. The new dye dyes wool from neutral or weakly acidic baths in a bluish red shade. The color is light and sea water fast.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH299199T | 1951-05-15 | ||
| CH295676T | 1951-05-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH299199A true CH299199A (en) | 1954-05-31 |
Family
ID=25733627
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH299199D CH299199A (en) | 1951-05-15 | 1951-05-15 | Process for the preparation of a monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH299199A (en) |
-
1951
- 1951-05-15 CH CH299199D patent/CH299199A/en unknown
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