CH239325A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH239325A CH239325A CH239325DA CH239325A CH 239325 A CH239325 A CH 239325A CH 239325D A CH239325D A CH 239325DA CH 239325 A CH239325 A CH 239325A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- preparation
- parts
- disazo dye
- disazo
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 11
- -1 aminoazo Chemical group 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 229920003043 Cellulose fiber Polymers 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000008878 coupling Effects 0.000 description 3
- 238000010168 coupling process Methods 0.000 description 3
- 238000005859 coupling reaction Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- DTNODBHGOLWROS-UHFFFAOYSA-N 3-amino-4-methylbenzenesulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1N DTNODBHGOLWROS-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 238000006193 diazotization reaction Methods 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 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
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000725 suspension 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/12—Disazo dyes from other coupling components "C"
- C09B31/14—Heterocyclic components
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 237186. Verfahren zur Herstellung eines Bisazofarbstoifes. Es wurde gefunden, dass ein wertvoller Disazofarbstoff hergestellt werden kann, wenn man den diazotierten Aminoazofarb- stoff der Formel
EMI0001.0008
mit 8-Ogychinolin vereinigt.
Der neue Farbstoff stellt ein dunkles Pul ver dar, das sich in Wasser und in verdünn ten Alkalien mit oranger, in konzentrierter Schwefelsäure mit blauroter Farbe löst und Cellulosefasern in gelblich roten Tönen färbt, die beim Nachkupfern licht- und waschechter werden.
Der dem vorliegenden Verfahren als Aus gangsstoff dienende Aminoazofarbstoff der obigen Formel kann z. B. durch Kuppeln von diazotierter 2 - Amino -1- methylbenzol-4-sul- fonsäure mit 3' - Aminophenyl - 5 - ogy-1,2 - naphthimidazol-7-sulfonsäure erhalten wer den. Die Diazotierung kann in bekannter Weise z.
B. so vorgenommen werden, dass man eine Lösung bezw. Suspension des Amino- azofarbstoffes in neutralem oder sehwach alkalischem Medium mit der nötigen Menge Nitrit versetzt und dann ansäuert.
Die Kupplung der diazotierten Amino- azoverbindung mit der 8-OgycIiinolinkompo- nente erfolgt in alkalischem, beispielsweise Alkalihydrogyd und Alkalicarbonat enthal tendem Medium.
<I>Beispiel:</I> Der mit Kochsalz abgeschiedene, filtrierte und gepresste Aminoazofarbstoff, der aus 18,7 Teilen 2 - Amino -1- methylbenzol-4-sul- fonsäure durch Diazotieren und Kuppeln mit 35,5 Teilen- 3' - Aminophenyl - 5 - ogy-1,2 - naphthimidazol-7-sulfonsäure in sodaalkali- schem Medium in bekannter Weise erhältlich,
wird in 80'0 Teilen Wasser suspendiert. Dar nach gibt man 7 Teile Natriumnitrit zu und kühlt durch Zugabe von Eis auf 4 C. Hier auf versetzt man mit 30 Teilen konzentrierter Salzsäure und rührt 15-20 Stunden. Die er haltene Diazoverbindung versetzt man nun s mit einer Lösung von 14,5 Teilen 8-Osy- chinolin und 12 Teilen konzentrierter Salz säure in 50 Teilen Wasser.
Darnach gibt man 50 Teile einer 30%igen Natronlauge zu und verrührt einige Stunden, erwärmt dann auf io 65 C, fügt 200 Teile Kochsalz zu und filtriert den ausgeschiedenen Disazofarbstoff, presst und trocknet ihn.
Additional patent to main patent No. 237186. Process for the production of a bisazo dye. It has been found that a valuable disazo dye can be produced by using the diazotized aminoazo dye of the formula
EMI0001.0008
combined with 8-ogyquinoline.
The new dye is a dark powder that dissolves in water and in dilute alkalis with orange, in concentrated sulfuric acid with bluish-red color and colors cellulose fibers in yellowish-red tones, which are more lightfast and washfast when copper is re-coated.
The aminoazo dye of the above formula serving as starting material for the present process can, for. B. by coupling diazotized 2 - amino -1-methylbenzene-4-sulphonic acid with 3 '- aminophenyl - 5 - ogy-1,2 - naphthimidazole-7-sulphonic acid obtained who the. The diazotization can be carried out in a known manner, for.
B. be made so that a solution BEZW. Suspension of the amino azo dye in a neutral or weakly alkaline medium, mixed with the necessary amount of nitrite and then acidified.
The coupling of the diazotized amino-azo compound with the 8-ogycylinoline component takes place in an alkaline medium, for example containing alkali hydrogen and alkali carbonate.
<I> Example: </I> The aminoazo dye separated with common salt, filtered and pressed, which is made from 18.7 parts of 2 - amino -1-methylbenzene-4-sulphonic acid by diazotization and coupling with 35.5 parts- 3 ' - Aminophenyl - 5 - ogy-1,2 - naphthimidazole-7-sulfonic acid in a soda-alkaline medium available in a known manner,
is suspended in 80'0 parts of water. Then 7 parts of sodium nitrite are added and the mixture is cooled to 4 ° C. by adding ice. Here, 30 parts of concentrated hydrochloric acid are added and the mixture is stirred for 15-20 hours. The diazo compound obtained is then mixed with a solution of 14.5 parts of 8-osyquinoline and 12 parts of concentrated hydrochloric acid in 50 parts of water.
50 parts of a 30% strength sodium hydroxide solution are then added and the mixture is stirred for a few hours, then heated to 10 65 ° C., 200 parts of sodium chloride are added and the disazo dye which has separated out is filtered off, pressed and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH239325T | 1942-08-21 | ||
| CH237186T | 1943-06-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH239325A true CH239325A (en) | 1945-09-30 |
Family
ID=25728228
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH239325D CH239325A (en) | 1942-08-21 | 1942-08-21 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH239325A (en) |
-
1942
- 1942-08-21 CH CH239325D patent/CH239325A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH239325A (en) | Process for the preparation of a disazo dye. | |
| CH239327A (en) | Process for the preparation of a disazo dye. | |
| CH239324A (en) | Process for the preparation of a disazo dye. | |
| CH239331A (en) | Process for the preparation of a disazo dye. | |
| CH239326A (en) | Process for the preparation of a disazo dye. | |
| CH239328A (en) | Process for the preparation of a disazo dye. | |
| CH239330A (en) | Process for the preparation of a disazo dye. | |
| CH239329A (en) | Process for the preparation of a disazo dye. | |
| CH239332A (en) | Process for the preparation of a disazo dye. | |
| CH232510A (en) | Process for the preparation of a disazo dye. | |
| CH239322A (en) | Process for the preparation of a disazo dye. | |
| CH239333A (en) | Process for the preparation of a disazo dye. | |
| CH292648A (en) | Process for the preparation of a trisazo dye. | |
| CH252280A (en) | Process for the preparation of an azo dye. | |
| CH240364A (en) | Process for the preparation of a disazo dye. | |
| CH287868A (en) | Process for the preparation of a trisazo dye. | |
| CH239338A (en) | Process for the preparation of an azo dye. | |
| CH239323A (en) | Process for the preparation of a disazo dye. | |
| CH300791A (en) | Process for the preparation of a disazo dye. | |
| CH298509A (en) | Process for the preparation of a disazo dye. | |
| CH261058A (en) | Process for the preparation of a polyazo dye. | |
| CH252282A (en) | Process for the preparation of an azo dye. | |
| CH252274A (en) | Process for the preparation of an azo dye. | |
| CH246672A (en) | Process for the preparation of an azo dye. | |
| CH300794A (en) | Process for the preparation of a disazo dye. |