DE467060C - Process for the preparation of a black trisazo dye - Google Patents
Process for the preparation of a black trisazo dyeInfo
- Publication number
- DE467060C DE467060C DEI28991D DEI0028991D DE467060C DE 467060 C DE467060 C DE 467060C DE I28991 D DEI28991 D DE I28991D DE I0028991 D DEI0028991 D DE I0028991D DE 467060 C DE467060 C DE 467060C
- Authority
- DE
- Germany
- Prior art keywords
- parts
- dye
- preparation
- black
- trisazo dye
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims 2
- 230000008878 coupling Effects 0.000 claims description 6
- 238000010168 coupling process Methods 0.000 claims description 6
- 238000005859 coupling reaction Methods 0.000 claims description 6
- HBZVNWNSRNTWPS-UHFFFAOYSA-N 6-amino-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C(O)C2=CC(N)=CC=C21 HBZVNWNSRNTWPS-UHFFFAOYSA-N 0.000 claims description 4
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 229940018564 m-phenylenediamine Drugs 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000975 dye Substances 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 5
- 229920000297 Rayon Polymers 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000002964 rayon Substances 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 3
- 235000010288 sodium nitrite Nutrition 0.000 description 3
- -1 aminoazo Chemical group 0.000 description 2
- 150000008049 diazo compounds Chemical class 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 description 1
- 229920002955 Art silk Polymers 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 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
- C09B35/36—Trisazo dyes of the type
- C09B35/362—D is benzene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines schwarzen Trisazofarbstoffs Es wurde gefunden, daß man zu einem schwarzen Trisazofarbstoff von sehr wertvollen Eigenschaften gelangt, wenn man den durch saure Kupplung erhältlichen Aminoazokörperp-Aminobenzolazogammasäure diazotiert, mit Gammasäure alkalisch kuppelt, den auf diese Weise erhaltenen Disazofarbstoff nochmals diazotiert und mit m-Phenylendiamin kuppelt.Method of making a black trisazo dye It has been found that it leads to a black trisazo dye of very valuable properties obtained when the aminoazo body obtainable by acidic coupling is p-aminobenzolazogammic acid diazotized, alkaline coupling with gamma acid, the disazo dye obtained in this way diazotized again and coupled with m-phenylenediamine.
Der Farbstoff liefert auf Baumwolle und Kunstseide, reit Ausnahme von Acetatseide, reine schwarze Färbungen von vorzüglichen 13chtheitseigenschaften. Da er Acetatseide völlig ungefärbt läßt, ist es möglich, mit ihm auf Mischgeweben aus Acetatseide einerseits und anderer Kunstseide oder bzw. und Baumwolle andererseits wertvolle Farbeffekte zu Urzielen.The dye delivers on cotton and rayon, exceptions of acetate silk, pure black dyeings with excellent fastness properties. Since it leaves acetate silk completely undyed, it is possible to use it on mixed fabrics made of acetate silk on the one hand and other rayon or or and cotton on the other hand valuable color effects to primary goals.
.Beispiel _ Die Diazolösung aus 13,8 Teilen p-Nitranilin, 29 Teilen Salzsäure von 2o° Be und 6,9 Teilen Natriumnitrit wird zu einer Aufschlämmung von 24. Teilen Gammasäure gegeben, worauf man das Kupplungsgemisch so lange, rührt, bis die Farbstoffbildung be-:mdet ist..Example _ The diazo solution of 1 3.8 parts of p-nitroaniline, 29 parts of hydrochloric acid of 20 ° Be and 6.9 parts of sodium nitrite is added to a slurry of 24 parts of gamma acid, whereupon the coupling mixture is stirred until the Dye formation is tired.
Nach Zugabe von i2 Teilen Soda wird die itrogruppe des erhaltenen Farbstoffes mit t2,8 Teilen iooprozentigem Schwefelnatrium reduziert. Der entstandene Aminoazokörper wird durch Aussahen abgeschieden und nach dem Lösen in Wasser mit 6,9 Teilen Natriumnitrit versetzt, worauf man das Gemisch in eine Mischung aus 43 Teilen Salzsäure von 2o° Be, Eis und Wasser einlaufen läßt. Nach beendigter Diazotierung gibt man die Diazoverbindung in eine stark gekühlte Lösung von 23,9 Teilen Gammasäure und 32 Teilen Soda ein. Nach einigen Stunden ist die Kupplung beendet.After adding 12 parts of soda, the itro group is obtained Dye reduced with t2.8 parts of 100% sodium sulphide. The resulting Aminoazo body is deposited by looking and after dissolving in water with 6.9 parts of sodium nitrite are added, whereupon the mixture is poured into a mixture of 43 Parts of hydrochloric acid of 20 ° Be, ice and water are allowed to run in. After the diazotization is complete the diazo compound is added to a strongly cooled solution of 23.9 parts of gamma acid and 32 parts of soda. The coupling is complete after a few hours.
Der Disazofarbstoff wird mit Salz abgeschieden, abgepreßt, darauf mit Wasser angeschlämmt, mit der erforderlichen, durch vorherige Titration festgestellten Menge Natriumnitrit vermischt und durch Einlaufenlassen in ein Gemisch aus 43 Teilen Salzsäure von 2o° Be, Wasser und Eis unter 2- bis 3stündigem Rühren diazötiert.The disazo dye is deposited with salt, pressed off, on top slurried with water, with the required, determined by prior titration Amount of sodium nitrite mixed and poured into a mixture of 43 parts Hydrochloric acid of 20 ° Be, water and ice are diazotized with stirring for 2 to 3 hours.
Die Diazoverbindung wird nun einer Lösung-von io Teilen m-Phenylendiamin techn. und 24 Teilen Soda zugegeben; nach io- bis i2stündigem Rühren wird auf 5o bis 6o° erwärmt, darauf abgepreßt und getrocknet.The diazo compound is now a solution of 10 parts of m-phenylenediamine techn. and added 24 parts of soda; after stirring for 10 to 12 hours, it is increased to 5o Heated to 60 °, then pressed and dried.
Der Farbstoff bildet nach der Mahlung ein schwarzes bronzefarbiges Pulver von guter Wasserlöslichkeit; er färbt sowohl Baumwolle als auch Kunstseide; mit Ausnahme der Acetatseide, tiefschwarz. Werden Mischgewebe von Baumwolle und Acetatseide bzw. Kunstseide und Acetatseide gefärbt, so bleibt die Acetatseide reinweiß.After grinding, the dye forms a black, bronze-colored powder with good solubility in water; he dyes both cotton and rayon; with the exception of the acetate silk, deep black. Be blended fabric dyed cotton and artificial silk or rayon and acetate rayon, the acetate silk is pure white.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI28991D DE467060C (en) | 1926-09-07 | 1926-09-07 | Process for the preparation of a black trisazo dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI28991D DE467060C (en) | 1926-09-07 | 1926-09-07 | Process for the preparation of a black trisazo dye |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE467060C true DE467060C (en) | 1928-10-18 |
Family
ID=7187193
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEI28991D Expired DE467060C (en) | 1926-09-07 | 1926-09-07 | Process for the preparation of a black trisazo dye |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE467060C (en) |
-
1926
- 1926-09-07 DE DEI28991D patent/DE467060C/en not_active Expired
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