CH240364A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH240364A CH240364A CH240364DA CH240364A CH 240364 A CH240364 A CH 240364A CH 240364D A CH240364D A CH 240364DA CH 240364 A CH240364 A CH 240364A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- red
- preparation
- disazo dye
- parts
- 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 13
- -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
- 235000005811 Viola adunca Nutrition 0.000 claims description 2
- 240000009038 Viola odorata Species 0.000 claims description 2
- 235000013487 Viola odorata Nutrition 0.000 claims description 2
- 235000002254 Viola papilionacea Nutrition 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
- 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
- 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
- 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
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxy-acetic acid Natural products OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 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
<B>Zusatzpatent</B> zum Hauptpatent Nr. 237186. Verfahren zur Herstellung eines Disazofarbstoffes. Es wurde gefunden, dass ein wertvoller Disazofarbstoff hergestellt werden kann, wenn man den diazotierten Aminoazofarb- stoff der Formel
EMI0001.0007
mit 8-Ogychinolin-7-sulfonsäure vereinigt.
Der neue Farbstoff stellt ein rotbraunes Pulver dar, das sich in Wasser und in ver dünnten Alkalien mit roter, in konzentrierter Schwefelsäure mit blauvioletter Farbe löst und Cellulosefas:ern in gelbroten Tönen färbt, die beim Nachkupfern licht- und waschechter werden.
Der dem vorliegenden Verfahren als Aus gangsstoff dienende Aminoazofarbstoff kann z. B. durch Kuppeln von diazotierter 4-Chlor- 2-amino -1 - phenoxy - essigsäure mit 2 - (4'- Aminobenzoyl) - amino - 5 - oxynaphthalin - 7- ulfonsiiure erhalten werden.
Die Diazotie- rung kann in bekannter Weise z. B. so vor genommen werden, dass man eine Lösung bezw. Suspension des Aminoazofarbstoffes in neutralem oder schwach alkalischem Medium mit der nötigen Menge Nitrit versetzt und dann ansäuert.
Die Kupplung der diazotierten Amino- azGverbindung mit der 8-Ogychinolinkompo- nente erfolgt vorzugsweise in alkalischem, beispielsweise Alkalicarbonat enthaltendem Medium.
<I>Beispiel:</I> Der mit Kochsalz abgeschiedene, filtrierte und abgepresste Aminoazofarbstoff, der aus 20,1 '\eilen 4- Chlor - 2 - amino -1 - phenoxy- essigsäure durch Diazotieren und Kuppeln mit<B>38,5</B> Teilen 2-(4' Aminobenzoyl)-amino- 5-oxynaphthalin-7-sulfonsäure in sodaalkali- schem Aledium in bekannter Weise erhältlich ist, wird in<B>1000</B> Teilen Wasser gelöst, mit.
7 Teilen Natriumnitrit versetzt und durch Zugabe von Eis auf 4'C gekühlt. Darnach versetzt man mit 80 Teilen konzentrierter Salzsäure und rührt etwa 20 Stunden. Die erhaltene Diazoverbindung gibt man nun zu einer auf 4 C gekühlten Lösung von 22,5 Teilen 8-Oxychinolin-7-sulfonsäure und 45 Teilen calc. Soda in 800 Teilen Wasser. Nach 2 Stunden wird auf 65" C erwärmt und durch Zugabe von 200 Teilen Kochsalz eine gut fil- trierbare Form des Disazofarbstoffes herge stellt. Dieser wird filtriert und getrocknet..
<B> Additional patent </B> to main patent no. 237186. Process for the production of a disazo dye. It has been found that a valuable disazo dye can be produced by using the diazotized aminoazo dye of the formula
EMI0001.0007
combined with 8-ogyquinoline-7-sulfonic acid.
The new dye is a red-brown powder that dissolves in water and in dilute alkalis with red, and in concentrated sulfuric acid with a blue-violet color and dyes cellulose fibers in yellow-red tones, which become more lightfast and washfast when re-coppering.
The aminoazo dye used as starting material in the present process can, for. B. by coupling diazotized 4-chloro-2-amino -1-phenoxy-acetic acid with 2- (4'-aminobenzoyl) -amino-5-oxynaphthalene-7-sulfonic acid.
The diazotization can be carried out in a known manner, for. B. be taken before that you can bezw a solution. The required amount of nitrite is added to the suspension of the aminoazo dye in a neutral or weakly alkaline medium and then acidified.
The coupling of the diazotized amino aZG compound with the 8-ogychinoline component is preferably carried out in an alkaline medium, for example containing alkali metal carbonate.
<I> Example: </I> The aminoazo dye separated with common salt, filtered and pressed out, which is made from 20.1% of 4-chloro - 2 - amino -1 - phenoxyacetic acid by diazotization and coupling with <B> 38, 5 parts 2- (4 'aminobenzoyl) -amino-5-oxynaphthalene-7-sulfonic acid in soda-alkaline aluminum is available in a known manner, is dissolved in 1000 parts of water with.
7 parts of sodium nitrite are added and the mixture is cooled to 4 ° C. by adding ice. 80 parts of concentrated hydrochloric acid are then added and the mixture is stirred for about 20 hours. The diazo compound obtained is then added to a solution, cooled to 4 C, of 22.5 parts of 8-oxyquinoline-7-sulfonic acid and 45 parts of calc. Soda in 800 parts of water. After 2 hours the mixture is heated to 65 ° C. and a readily filterable form of the disazo dye is produced by adding 200 parts of common salt. This is filtered and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH237186T | 1943-06-24 | ||
| CH240364T | 1943-06-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH240364A true CH240364A (en) | 1945-12-15 |
Family
ID=25728237
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH240364D CH240364A (en) | 1943-06-24 | 1943-06-24 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH240364A (en) |
-
1943
- 1943-06-24 CH CH240364D patent/CH240364A/en unknown
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