CH230073A - Process for the preparation of a chromium-containing disazo dye. - Google Patents
Process for the preparation of a chromium-containing disazo dye.Info
- Publication number
- CH230073A CH230073A CH230073DA CH230073A CH 230073 A CH230073 A CH 230073A CH 230073D A CH230073D A CH 230073DA CH 230073 A CH230073 A CH 230073A
- Authority
- CH
- Switzerland
- Prior art keywords
- chromium
- dye
- mol
- disazo dye
- amino
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 12
- 239000011651 chromium Substances 0.000 title claims description 11
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 title claims description 10
- 229910052804 chromium Inorganic materials 0.000 title claims description 10
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 22
- 150000008049 diazo compounds Chemical class 0.000 claims description 5
- 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 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Substances ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000010985 leather Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 2
- 230000008878 coupling Effects 0.000 description 4
- 238000010168 coupling process Methods 0.000 description 4
- 238000005859 coupling reaction Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 150000001555 benzenes Chemical class 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- -1 S 0.11 Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001845 chromium compounds Chemical class 0.000 description 1
- GRWVQDDAKZFPFI-UHFFFAOYSA-H chromium(III) sulfate Chemical compound [Cr+3].[Cr+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRWVQDDAKZFPFI-UHFFFAOYSA-H 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical group NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 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
- C09B33/04—Disazo dyes in which the coupling component is a dihydroxy or polyhydroxy compound
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines ehromhaltigen Disazofarbstoffes. Es wurde gefunden, .dass man wertvolle komplexe Chromverbindungen von Disazo- farbstoffenerhält, wenn man 1 Mol einer,di- azotierten 1-Amino-2-oxy- bezw. 2-Amino-l- oxy-naphtha@insuHonsäure mit 1 Mol einer mindestens zweimal kuppelnden 1,
3-D'ioxy- verbindung der Benzolreihe vereinigt, den erhaltenen Monoazofarbstoff mit 1 Mol einer Diazoverbindung der Benzol- oder Naph- thalinreihe kuppelt, die o-ständig zur Diazo- gruppe eine metallkomplexbildende Gruppe enthält und im übrigen noch durch Alkyl, S0,11, COOH,
Halogen oder die Sulfamid- gruppe substituiert sein kann, und schliess lich den Disazofarbstoff durch Behandeln mit chromabgebenden Mitteln in den entspre- chenden chromhaltigen Disazofarbstoff über führt.
Verwendet man zur zweiten Kupplung ,dieselbe Diazokomponente wie zur ersten Kupplung, dann kann man selbstverständlich unmittelbar 2 Mol 1-Amino-2-oxy- bezw. 2- Amino-l.-oxy-naphthalinsulfonsäure mit 1 Mol einer mindestens zweimal kuppelnden 1,3-Di- oxyverbindung .der Benzolreihe kuppeln.
Vorliegendes Patent betrifft ein Verfah ren zur Herstellung eines chromhaltigen Dis- a7ofarbstoffes, Das Verfahren ist dadurch gekennzeichnet, -dass man 1 Mol diazotierter 2-Amino-l-oxynaphthalin-4-sulfonsäure mit 1 Mol 1,3-Dioxybenzol vereinigt,
den so er haltenen Monoazofarbstoff mit 1 Mol der Di- azoverbindung des 1-Amino-2-oxy-5-chlor- benzols kuppelt und schliesslich den Disazo- farbstoff .durch Behandeln mit chromab gebenden Mitteln in den entsprechenden chromhaltigen Disazofarbstoff überführt.
Der neue Farbstoff stellt ein dunkles Pulver .dar, das sich in Wasser mit ,dunkel blauer Farbe löst und Leder in dunkelblauen Tönen färbt.
Beispiel: Die Diazoverbindung aus 23,9 Gewichts teilen 2-Amino-@l-oxynaphthalin-4-sulfon- säure wird in eine gekühlte natronalkalische Lösung von 11 Gewichtsteilen 1,
3-Dioxy- benzol eingetragen. Nach vollendeter Kupp lung wird der kongosauer abgetrennte und in Wasser wieder angerührte Monoazofarb- stoff in Gegenwert von Natronlauge unter Eiskühlung mit der Diazoverbindung aus 14,3 Gewichtsteilen 1-Amino-2-oxy-5-chlor- benzol gekuppelt. Wenn die Kupplung voll endet ist,
wird der bei sauer Reaktion ab getrennte Farbstoff mit einer Chromsulfat- oder -formiatlösung, entsprechend 15,2 Ge wichtsteilen Cr,03, mehrere Stunden am Rückflusskühler lackmussauer gekocht, bis die Umwandlung in die doppelte Chrom komplexverbindung vollendet ist.
Die Fa.rb- stofflösung wird alkalisch heiss geklärt, der Farbstoff sauer abgetrennt, annähernd neu tral gestellt und getrocknet.
Der Farbstoff färbt die verschiedenen Ledersorten in sehr gleichmässigen dunkel blauen Tönen an.
Die Überführung in die Chromkomplex- verbindung kann in bekannter Weise neutral, sauer oder alkalisch, offen oder unter Druck vorgenommen werden.
Process for the preparation of an Ehrom-containing disazo dye. It has been found that valuable complex chromium compounds of disazo dyes are obtained if 1 mol of a diacotated 1-amino-2-oxy or. 2-Amino-l-oxy-naphtha @ insuHonic acid with 1 mol of a 1 coupling at least twice,
3-dioxy compound of the benzene series combined, the resulting monoazo dye with 1 mol of a diazo compound of the benzene or naphthalene series, which contains a metal complex-forming group orthogonally to the diazo group and otherwise also by alkyl, S 0.11 , COOH,
Halogen or the sulfamide group can be substituted, and finally converts the disazo dye into the corresponding chromium-containing disazo dye by treatment with chromium donating agents.
If the same diazo component is used for the second coupling as for the first coupling, then of course 2 moles of 1-amino-2-oxy- respectively can be used directly. 2- Amino-l.-oxy-naphthalenesulfonic acid with 1 mol of a 1,3-oxy compound which couples at least twice. Of the benzene series.
The present patent relates to a process for the production of a chromium-containing dis- a7o dye. The process is characterized in that 1 mole of diazotized 2-amino-1-oxynaphthalene-4-sulfonic acid is combined with 1 mole of 1,3-dioxybenzene,
the monoazo dye obtained in this way is coupled with 1 mol of the diazo compound of 1-amino-2-oxy-5-chlorobenzene and finally the disazo dye is converted into the corresponding chromium-containing disazo dye by treatment with chromium-donating agents.
The new dye is a dark powder that dissolves in water with a dark blue color and dyes leather in dark blue tones.
Example: The diazo compound from 23.9 parts by weight of 2-amino- @ l-oxynaphthalene-4-sulfonic acid is dissolved in a cooled sodium-alkaline solution of 11 parts by weight of 1,
3-Dioxybenzene entered. After the coupling is complete, the monoazo dye which has been separated off from the Congo acid and stirred again in water is coupled with the diazo compound from 14.3 parts by weight of 1-amino-2-oxy-5-chlorobenzene in the equivalent of sodium hydroxide solution while cooling with ice. When the clutch ends fully,
the dyestuff separated during an acid reaction is boiled with a chromium sulfate or formate solution, corresponding to 15.2 parts by weight of Cr, 03, for several hours on the reflux condenser Lackmussauer until the conversion into the double chromium complex compound is complete.
The dye solution is clarified with a hot alkaline solution, the dye is separated off under acidic conditions, rendered approximately neutral and dried.
The dye colors the different types of leather in very even, dark blue tones.
The conversion into the chromium complex compound can be carried out in a known manner, neutral, acidic or alkaline, open or under pressure.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE230073X | 1941-08-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH230073A true CH230073A (en) | 1943-12-15 |
Family
ID=5868517
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH230073D CH230073A (en) | 1941-08-28 | 1942-07-22 | Process for the preparation of a chromium-containing disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH230073A (en) |
-
1942
- 1942-07-22 CH CH230073D patent/CH230073A/en unknown
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