CH294253A - Process for the production of a brown, chromium-containing dye. - Google Patents
Process for the production of a brown, chromium-containing dye.Info
- Publication number
- CH294253A CH294253A CH294253DA CH294253A CH 294253 A CH294253 A CH 294253A CH 294253D A CH294253D A CH 294253DA CH 294253 A CH294253 A CH 294253A
- Authority
- CH
- Switzerland
- Prior art keywords
- parts
- chromium
- brown
- production
- dye
- Prior art date
Links
- 239000011651 chromium Substances 0.000 title claims description 8
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 title claims description 7
- 229910052804 chromium Inorganic materials 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- 239000000987 azo dye Substances 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 210000002268 wool Anatomy 0.000 claims description 3
- 239000012188 paraffin wax Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000000843 powder Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- XKMRRTOUMJRJIA-UHFFFAOYSA-N ammonia nh3 Chemical compound N.N XKMRRTOUMJRJIA-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 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
- 239000012954 diazonium Substances 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical class [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000000126 substance 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/01—Complex metal compounds of azo dyes characterised by the method of metallisation
-
- 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/16—Monoazo compounds containing chromium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Eauptpatent Nr. <B>291812.</B> Verfahren zur Herstellung eines braunen, ehromhaltigen Farbstoffes. Gegenstand vorliegenden Patentes ist ein Verfahren zur 11erstellung eines braunen, chromhaltigen Farbstoffes. Das Verfahren ist
EMI0001.0005
mit ehroniab,-lebenden Mitteln in solchen Mengen behandelt, dass auf 2 Moleküle Azo- farbstoff mindestens<B>1</B> Atom Chrom entfällt.
Die erhaltene neue gemischte Chrom- komplexverbindung stellt ein schwarzes Pulver dar, das Wolle aus essigsaarein Bade in tief braunen Tönen färbt.
<I>Beispiel:</I> <B>18,7</B> Teile 2-Am,ino-phenol-4-methylsulion werden in<B>150</B> Teilen Wasser mit<B>17</B> Teilen konzentrierter Salzsäure gelöst, auf 511 abge kühlt und unter zeitweiser Zugabe von Eis mit<B>6,9</B> Teilen Natriumnitrit 10011/o (als 33%i,(),e Lösung-) versetzt. Naeb Beendigung der 1)iazotierung macht man mit Natrium- hydrogenkarbonat neutral.
-31an kuppelt diese Diazonium.verbindung mit einer Lösung von<B>18,3</B> Teilen 1--Phenyj-3- dadurch gekennzeichnet, dass man ein Ge misch äquimolekularer Mengen der Azofarb- Stoffe
EMI0001.0032
metb,y1-5-pyrazolon in 200 Teilen Wasser und 20 Teilen wasserfreiem Natriumkarbonat und isoliert den Farbstoff nach Erhitzen auf <B>600</B> durch Filtration (Parbstolf <B>1).</B>
<B>18,8</B> Teile 2-Amino-phenol--4-siilfamid wer den in<B>150</B> Teilen Wasser mit<B>17</B> Teilen kon zentrierter Salzsäure gelöst, auf<B>50</B> abgekühlt und durch Zugabe von<B>6,9</B> Teilen Natrium- nitrit (als 3311/oige Lösung) #diazotiert. Die Diazoniumverbindung wird mit 27,4 Teilen Carbomethoxyä.thoxy <B>-</B> amino <B>-</B> naphthol <B>- (1,7)
</B> verrührt und bei 211 mit<B>35</B> Volumteilen 251/oigem Ammoniak versetzt. Man rührt so lange bei 0-511, bis die Kupplung beendet ist und isoliert den Farbstoff nach Zugabe von -NatriLimeblorid dureh Filtrieren (Farbstoff II).
39,4 Teile Mononatriumsalz des Parb- s stoffes I und 43,8 Teile Mononatriumsalz des Farbstoffes <B>11</B> werden in 2000 Teilen Wasser eingeschlämmt, mit 240 Teilen einer Lösung von ehromsalieylsaurem Ammonium (entspre chend<B>6,2</B> Teilen Cr) versetzt und während 4 Stunden zum Sieden erhitzt.
Es bildet sich eine tiefbraune Lösung, aus der der Farbstoff durch Zugabe von Natriumehlorid ausgefällt wird. Er wird filtriert und getrocknet. Der neue Farbstoff, ein schwarzes Pulver, färbt
EMI0002.0005
mit ehroma-bgebenden Mitteln' in solchen Mengen behandelt, dass auf 2 Moleküle Azo- farbstoff mindestens<B>1</B> Atom Chrom entfällt.
Die erhaltene neue gemischte Chrom- komplexverbin,dung stellt ein schwarzes Pulver Wolle aus. essigsatirem Bade sehr gleichmässig in tiefbraunen Tönen von sehr guter Licht echtheit.
Additional patent to the main patent no. <B> 291812. </B> Process for the production of a brown, Ehrom-containing dye. The subject of the present patent is a process for the production of a brown, chromium-containing dye. The procedure is
EMI0001.0005
Treated with Ehroniab, living agents in such quantities that there is at least <B> 1 </B> atom of chromium for every 2 molecules of azo dye.
The new mixed chromium complex compound obtained is a black powder that dyes wool from a bath in acetic acid in deep brown tones.
<I> Example: </I> <B> 18.7 </B> parts of 2-am, ino-phenol-4-methylsulion are <B> 150 </B> parts of water with <B> 17 </ B> parts of concentrated hydrochloric acid dissolved, cooled to 511 and mixed with <B> 6.9 </B> parts of sodium nitrite 10011 / o (as 33% i, (), e solution-) with the occasional addition of ice. After completion of the 1) iazotization, sodium bicarbonate is used to make neutral.
-31an couples this Diazonium.verbindungen with a solution of <B> 18.3 </B> parts 1 - Phenyj-3- characterized in that one Ge mixture of equimolecular amounts of the azo color substances
EMI0001.0032
metb, y1-5-pyrazolone in 200 parts of water and 20 parts of anhydrous sodium carbonate and isolates the dye after heating to <B> 600 </B> by filtration (Parbstolf <B> 1). </B>
<B> 18.8 </B> parts of 2-aminophenol-4-siilfamid are dissolved in <B> 150 </B> parts of water with <B> 17 </B> parts of concentrated hydrochloric acid <B> 50 </B> cooled and #diazotized by adding <B> 6.9 </B> parts of sodium nitrite (as a 3311% solution). The diazonium compound is mixed with 27.4 parts of carbomethoxyä.thoxy <B> - </B> amino <B> - </B> naphthol <B> - (1.7)
</B> Stirred and mixed with <B> 35 </B> parts by volume of 251% ammonia at 211. The mixture is stirred at 0-511 until the coupling has ended and the dyestuff is isolated by filtering (dyestuff II) after adding -NatriLimeblorid.
39.4 parts of the monosodium salt of Parbs I and 43.8 parts of the monosodium salt of the dye <B> 11 </B> are suspended in 2000 parts of water, mixed with 240 parts of a solution of ammonium ammonium (corresponding to <B> 6, 2 parts Cr) are added and the mixture is heated to boiling for 4 hours.
A deep brown solution is formed from which the dye is precipitated by adding sodium chloride. It is filtered and dried. The new dye, a black powder, stains
EMI0002.0005
treated with "Ehroma-giving agents" in such quantities that there are at least <B> 1 </B> atom of chromium for every 2 molecules of azo dye.
The new mixed chromium complex compound obtained is a black powder of wool. acetic acid bath very evenly in deep brown tones with very good lightfastness.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH294253T | 1951-01-11 | ||
| CH291812T | 1951-01-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH294253A true CH294253A (en) | 1953-10-31 |
Family
ID=25733160
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH294253D CH294253A (en) | 1951-01-11 | 1951-01-11 | Process for the production of a brown, chromium-containing dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH294253A (en) |
-
1951
- 1951-01-11 CH CH294253D patent/CH294253A/en unknown
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