CH185040A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH185040A CH185040A CH185040DA CH185040A CH 185040 A CH185040 A CH 185040A CH 185040D A CH185040D A CH 185040DA CH 185040 A CH185040 A CH 185040A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- dye
- azo dye
- aminobenzene
- dinitro
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 239000000987 azo dye Substances 0.000 title description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-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
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 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
- KWMDHCLJYMVBNS-UHFFFAOYSA-N 2-bromo-4,6-dinitroaniline Chemical compound NC1=C(Br)C=C([N+]([O-])=O)C=C1[N+]([O-])=O KWMDHCLJYMVBNS-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 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
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000001632 sodium acetate 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
-
- 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
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/095—Amino naphthalenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 168144. Verfahren zur Darstellung eines Azofarbstoffes. Nach dem im Hauptpatent beschriebenen Verfahren erhält man einen blauen Acetat- seidenfarbstoff, wenn man diazotiertes 6-Brom-2.4-dinitro-l-aminobenzol mit 1- Aminonaphthalin kuppelt.
Wie nun weiter gefunden wurde, erhält man einen Farbstoff mit ganz ähnlichen Eigenschaften, wenn man 6-Brom-2. 4- dinitro-l-aminobenzol diazotiert und mit 8-Chlor-1 <B>(1-</B> Metlioxy-p-,oxypropylamino)- naphthalin kuppelt.
<I>Beispiel:</I> <B>26,2</B> Teile 6-Brom-92. 4-dinitro-l-amino- benzol werden in der üblichen Weise diazo- tiert und die mineralsäurehaltige Diazo- lösung wird in eine halte Lösung von<B>27</B> Teilen 8-Chler-l(y-Methoxy-ss-oxypropyl- amino)-naplitlialin einlaufen gelassen. Man stumpft mit so-viel Natriumacetat ab, bis die Kupplung beendet ist. Der erhaltene Farb stoff färbt Acetatseicle klar blau.
Additional patent to main patent No. 168144. Process for the preparation of an azo dye. According to the process described in the main patent, a blue acetate silk dye is obtained when diazotized 6-bromo-2,4-dinitro-1-aminobenzene is coupled with 1-aminonaphthalene.
As has now been found further, a dye with very similar properties is obtained if 6-bromo-2. 4- dinitro-l-aminobenzene diazotized and coupled with 8-chloro-1 <B> (1- </B> Metlioxy-p-, oxypropylamino) - naphthalene.
<I> Example: </I> <B> 26.2 </B> parts 6-bromo-92. 4-dinitro-l-aminobenzene are diazo- tated in the usual way and the mineral acid-containing diazo solution is poured into a holding solution of <B> 27 </B> parts of 8-chloro-l (y-methoxy-ss- oxypropyl-amino) -naplitlialin allowed to run in. It is blunted with enough sodium acetate until the coupling has ended. The dye obtained gives Acetatseicle a clear blue color.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH168144T | 1933-04-27 | ||
| CH185040T | 1934-11-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH185040A true CH185040A (en) | 1936-06-30 |
Family
ID=25718510
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH185040D CH185040A (en) | 1933-04-27 | 1934-11-21 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH185040A (en) |
-
1934
- 1934-11-21 CH CH185040D patent/CH185040A/en unknown
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