CH211662A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH211662A CH211662A CH211662DA CH211662A CH 211662 A CH211662 A CH 211662A CH 211662D A CH211662D A CH 211662DA CH 211662 A CH211662 A CH 211662A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- preparation
- dye
- pyrazolone
- dissolves
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 239000000020 Nitrocellulose Substances 0.000 claims description 3
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 3
- 229940081735 acetylcellulose Drugs 0.000 claims description 3
- 229920002301 cellulose acetate Polymers 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- 239000004922 lacquer Substances 0.000 claims description 3
- 229920001220 nitrocellulos Polymers 0.000 claims description 3
- GENSTRUCMIZOCD-UHFFFAOYSA-N 5-methyl-2-(2-methylphenyl)-4h-pyrazol-3-one Chemical compound O=C1CC(C)=NN1C1=CC=CC=C1C GENSTRUCMIZOCD-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 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
- NHLAPJMCARJFOG-UHFFFAOYSA-N 3-methyl-1,4-dihydropyrazol-5-one Chemical compound CC1=NNC(=O)C1 NHLAPJMCARJFOG-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 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
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 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
- C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
- C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
- C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
- C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
- C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
- C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
Description
Verfahren zur Herstellung eines Azofarbstoifes. Es wurde gefunden, dass man einen wert vollen Azofarbstoff erhält, wenn man die Diazoverbindung des 1-Aminobenzol-4-ss-ox- äthylsulfons mit 1-(2'-Methylphenyl-)3-me- thyl-5-pyrazolon vereinigt. her so erhaltene Farbstoff bildet ein gelbes Pulver, das sich in Acetyl- und Nitrocelluloselack mit gelber Farbe löst.
<I>Beispiel:</I> 20,1 Teile 1-Aminobenzol-4-ss-oxäthylsul- fon werden in salzsaurer Lösung wie üblich diazotiert. Die Diazoverbindung lässt man in eine Natriumacetat enthaltende Lösung von 18.8 Teilen 1-(2'-l@lethylphenyl-)3-methyl-5- pyrazolon in der äquivalenten Menge Na triumhydroxyd zulaufen. Nach beendeter Kupplung wird der Farbstoff filtriert, ge waschen und getrocknet. Er löst sich in Acetyl- und Nitrocelluloselack und gibt gelbe Färbungen von sehr guter Lichtecht heit.
Process for the production of an azo dye. It has been found that a valuable azo dye is obtained if the diazo compound of 1-aminobenzene-4-ss-oxyethylsulfone is combined with 1- (2'-methylphenyl) 3-methyl-5-pyrazolone. The dye obtained in this way forms a yellow powder which dissolves in acetyl and nitrocellulose lacquer with a yellow color.
<I> Example: </I> 20.1 parts of 1-aminobenzene-4-ss-oxethylsulphone are diazotized as usual in a hydrochloric acid solution. The diazo compound is allowed to run into a sodium acetate-containing solution of 18.8 parts of 1- (2'-l @ ethylphenyl) 3-methyl-5-pyrazolone in the equivalent amount of sodium hydroxide. When the coupling has ended, the dye is filtered, washed and dried. It dissolves in acetyl and nitrocellulose lacquer and gives yellow colorations of very good lightfastness.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH211662T | 1939-05-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH211662A true CH211662A (en) | 1940-10-15 |
Family
ID=4447442
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH211662D CH211662A (en) | 1939-05-11 | 1939-05-11 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH211662A (en) |
-
1939
- 1939-05-11 CH CH211662D patent/CH211662A/en unknown
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