CH268407A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH268407A CH268407A CH268407DA CH268407A CH 268407 A CH268407 A CH 268407A CH 268407D A CH268407D A CH 268407DA CH 268407 A CH268407 A CH 268407A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- dye
- preparation
- copper
- azo dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 239000000987 azo dye Substances 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 7
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 5
- 229910052802 copper Inorganic materials 0.000 claims description 5
- 239000010949 copper Substances 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000005749 Copper compound Substances 0.000 description 2
- 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
- 150000001880 copper compounds Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- QKSIFUGZHOUETI-UHFFFAOYSA-N copper;azane Chemical class N.N.N.N.[Cu+2] QKSIFUGZHOUETI-UHFFFAOYSA-N 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
- 238000006193 diazotization reaction Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/02—Disazo dyes
- C09B33/08—Disazo dyes in which the coupling component is a hydroxy-amino compound
- C09B33/10—Disazo dyes in which the coupling component is a hydroxy-amino compound in which the coupling component is an amino naphthol
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 264908. Verfahren zur Herstellung eines Azofarbstoffes. Es wurde gefunden, dass man zu einem wertvollen Azofarbstoff gelangt, wenn man 1 Mol 5,5'-Dioxy-2,2'-diiiaplithvlharnstoff-7,
7'- disulfonsäure einerseits mit 1 Mol diazotier- tem 3-Amino-4-oxy-acetoplienon und ander seits mit 1 Mol diazotierter 6-Chlor-2-amino- 1-oxybenzol-4-sulfonsäure vereinigt und den so erhaltenen Farbstoff mit kupferabgebenden Mitteln behandelt.
Der neue Farbstoff bildet ein dunkles Pul ver, das Baumwolle in bordeauxfarbenen Tö nen färbt.
Die Kupplung wird beim vorliegenden Ver fahren mit Vorteil in alkalischem, z. B. erd- alkali-liydroxydalkalischem, M=edium durchge führt. Als kupferabgebende Mittel kommen beim vorliegenden Verfahren zum Beispiel Salze des zweiwertigen Kupfers in Betracht; mit Vorteil werden Kupfertetramminverbin- dungen verwendet.
<I>Beispiel:</I> Die gemischten Diazotierungsprodukte, die in üblicher Weise hergestellt werden aus 23,5 Teilen 6-Chlor-2-amino-l-oxybenzol-4-sttlfon- säure und<B>15,1</B> Teilen 3-Amino-4-oxy-aceto- phenon, werden mit 50,4 Teilen des Harn stoffes der 2-Amino-5-oxynaplithalin-7-sulfon- säure,
der als Natriumsalz unter Zusatz von 100 Teilen 20 o/oigeni Caleiumhydroxyd in l.000 Teilen Wasser Igelöst wurde, vereinigt.
Nach 4 Stunden wird der gebildete Farbstoff durch Zusatz von Salzsäure abgeschieden und abfil- triert. Der Filterrückstand wird in an sich bekannter Weise durch Behandeln mit einer Lösung von 50 Teilen kristallisiertem Kupfer sulfat in 200 Teilen 25 o/oigem Ammoniak und 200 Teilen Wasser bei 70 bis 7511 in die kom plexe Kupferverbindung übergeführt. Die ge bildete Kupferverbindung fällt, beim Zusatz von 50 Teilen Kochsalz aus, wird filtriert und getrocknet.
Additional patent to main patent No. 264908. Process for the production of an azo dye. It has been found that a valuable azo dye is obtained if 1 mole of 5,5'-dioxy-2,2'-diaplithvlurea-7,
7'-disulfonic acid combined on the one hand with 1 mole of diazotized 3-amino-4-oxy-acetoplienone and on the other hand with 1 mole of diazotized 6-chloro-2-amino-1-oxybenzene-4-sulfonic acid and the dye thus obtained with copper donating Funds treated.
The new dye forms a dark powder that dyes cotton in burgundy tones.
The coupling will drive in the present Ver with advantage in alkaline, z. B. earth-alkali-liydroxydalkalischem, M = edium leads. In the present process, for example, salts of divalent copper come into consideration as copper-releasing agents; Copper tetrammine compounds are advantageously used.
<I> Example: </I> The mixed diazotization products, which are prepared in the usual way from 23.5 parts of 6-chloro-2-amino-1-oxybenzene-4-sttlfonic acid and <B> 15.1 </ B> Parts of 3-amino-4-oxy-acetophenone are mixed with 50.4 parts of the urea of 2-amino-5-oxynaplithalin-7-sulfonic acid,
which was dissolved as the sodium salt with the addition of 100 parts of 20% calcium hydroxide in 1,000 parts of water, combined.
After 4 hours, the dye formed is deposited by adding hydrochloric acid and filtered off. The filter residue is converted into the complex copper compound in a conventional manner by treatment with a solution of 50 parts of crystallized copper sulfate in 200 parts of 25% ammonia and 200 parts of water at 70 to 7511. The copper compound formed precipitates when 50 parts of sodium chloride are added, and is filtered and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH264908T | 1947-07-04 | ||
| CH268407T | 1947-07-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH268407A true CH268407A (en) | 1950-05-15 |
Family
ID=25730773
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH268407D CH268407A (en) | 1947-07-04 | 1947-07-04 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH268407A (en) |
-
1947
- 1947-07-04 CH CH268407D patent/CH268407A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH268407A (en) | Process for the preparation of an azo dye. | |
| CH268408A (en) | Process for the preparation of an azo dye. | |
| CH306268A (en) | Process for the preparation of a substantive azo dye. | |
| CH306273A (en) | Process for the preparation of a substantive azo dye. | |
| CH268406A (en) | Process for the preparation of an azo dye. | |
| CH306272A (en) | Process for the preparation of a substantive azo dye. | |
| CH306270A (en) | Process for the preparation of a substantive azo dye. | |
| CH227295A (en) | Process for the preparation of a dye of the stilbene series. | |
| CH249794A (en) | Process for the preparation of a substantive azo dye. | |
| CH306271A (en) | Process for the preparation of a substantive azo dye. | |
| CH228936A (en) | Process for the production of a new azo dye. | |
| CH211002A (en) | Process for the preparation of an azo dye. | |
| CH268845A (en) | Process for the production of a copper-containing dye. | |
| CH272485A (en) | Process for the preparation of an azo dye. | |
| CH256768A (en) | Process for the preparation of a new stilbene dye. | |
| CH87139A (en) | Process for the preparation of an acidic dye containing chromium. | |
| CH306269A (en) | Process for the preparation of a substantive azo dye. | |
| CH268423A (en) | Process for the production of a chromating dye. | |
| CH248706A (en) | Process for the preparation of a trisazo dye. | |
| CH248708A (en) | Process for the preparation of a trisazo dye. | |
| CH265416A (en) | Process for the preparation of a stilbene dye. | |
| CH267312A (en) | Process for the preparation of an azo dye. | |
| CH211004A (en) | Process for the preparation of an azo dye. | |
| CH275091A (en) | Process for the production of a copper-containing dye of the stilbene series. | |
| CH275092A (en) | Process for the production of a copper-containing dye of the stilbene series. |