CH105849A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH105849A CH105849A CH105849DA CH105849A CH 105849 A CH105849 A CH 105849A CH 105849D A CH105849D A CH 105849DA CH 105849 A CH105849 A CH 105849A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- azo dye
- pyrazolone
- methyl
- red
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- 239000001632 sodium acetate Substances 0.000 description 2
- 235000017281 sodium acetate Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001879 copper Chemical class 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
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture 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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/08—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl
- C09B35/10—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling components of the same type
- C09B35/18—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling components of the same type from heterocyclic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 100184. Verfahren zur Darstellung eines Azofarbstoffes. Es wurde gefunden,- dass man einen gut ziehenden und gut löslichen substantiven Azofarbstoff erhält, wenn man die 4. 4'- Diariiitiodipheiiyl-3.3'-dilzarbotisätii-oeiiierseits mit 8'-sulfo-I-P-Naphtyl-3-methyl-5-pyrazolon und anderseits mit 1-m-Amiriophenyl-3-methyl- 5-pyrazolon kombiniert.
<I>Beispiel:</I> <B>272</B> Gewichtsteile 4.4'-Diaminodipheiiyl- 3 <B>.</B> 3'-dikarbonsäure werden in bekannter Weise in Wasser mit Nitrit und Salzsäure tetrazo- tiert. Darauf stumpft man mit Natritimacetat die Mineralsäure ab und giesst 304 Gewichts teile 8-Stilfo-I-P-Napbtyl-3-methyl-5-pyrazo- lon, das in Wasser mit Natriumacetat gelöst ist, hinzu.
Nach Beendigung der Bildung des Zwischenproduktes macht man sodaalkalisch und fügt<B>189</B> Teile 1-m-Amiiiophenyl-3-metliyl- 5-pyrazolon in sodaalkalischer Lösung hinzu. Man erwärmt auf 40<B>0</B> und nach Beendigung der Kupplung filtriert man den Farbstoff ab# und trocknet.<B>Er</B> stellt ein braunrotes Pulver dar, das Baumwolle gelbrot aiifä#rbt und durch Nachbehandlung mit Kupfersalzen ein wasch- und lichtechtes Rotorange liefert.
Additional patent to main patent no. 100184. Process for the preparation of an azo dye. It has been found that - that one obtains an easily absorbing and readily soluble substantive azo dye if the 4. 4'-diariitiodipheiiyl-3.3'-dilzarbotisätii-oeiiierseits with 8'-sulfo-IP-naphthyl-3-methyl-5-pyrazolone and on the other hand combined with 1-m-amiriophenyl-3-methyl-5-pyrazolone.
<I> Example: </I> <B> 272 </B> parts by weight of 4,4'-diaminodipheiiyl-3 <B>. </B> 3'-dicarboxylic acid are tetrazotized in a known manner in water with nitrite and hydrochloric acid. The mineral acid is then blunted with sodium acetate and 304 parts by weight of 8-Stilfo-I-P-Napbtyl-3-methyl-5-pyrazolone, which is dissolved in water with sodium acetate, are added.
After the formation of the intermediate product has ended, it is made alkaline with soda and 189 parts of 1-m-amiiophenyl-3-methyl-5-pyrazolone are added in an alkaline soda solution. The mixture is warmed to 40.0 and after the coupling has ended, the dye is filtered off and dried. It is a brown-red powder that turns cotton yellow-red and, through aftertreatment, with it Copper salts provide a washable and lightfast red-orange.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH100184T | 1922-02-13 | ||
| CH105849T | 1923-06-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH105849A true CH105849A (en) | 1924-07-01 |
Family
ID=25705719
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH105849D CH105849A (en) | 1922-02-13 | 1923-06-29 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH105849A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0529849A1 (en) * | 1991-08-09 | 1993-03-03 | Ciba-Geigy Ag | Coupling process |
-
1923
- 1923-06-29 CH CH105849D patent/CH105849A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0529849A1 (en) * | 1991-08-09 | 1993-03-03 | Ciba-Geigy Ag | Coupling process |
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