CH252294A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH252294A CH252294A CH252294DA CH252294A CH 252294 A CH252294 A CH 252294A CH 252294D A CH252294D A CH 252294DA CH 252294 A CH252294 A CH 252294A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- yellow
- water
- treatment
- disazo dye
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 10
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 3
- 150000003672 ureas Chemical class 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- WBUWHFUHWRJTGA-UHFFFAOYSA-N [N-]=[N+]=C(CC(O)=C1C(O)=O)C=C1S(O)(=O)=O Chemical compound [N-]=[N+]=C(CC(O)=C1C(O)=O)C=C1S(O)(=O)=O WBUWHFUHWRJTGA-UHFFFAOYSA-N 0.000 claims description 2
- -1 aminoazo Chemical group 0.000 claims description 2
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000004627 regenerated cellulose Substances 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 1
- 229910052802 copper Inorganic materials 0.000 claims 1
- 239000010949 copper Substances 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- ORJXGTWKJKWJFU-UHFFFAOYSA-N 4-amino-2-hydroxy-6-sulfobenzoic acid Chemical compound NC1=CC(O)=C(C(O)=O)C(S(O)(=O)=O)=C1 ORJXGTWKJKWJFU-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
- 238000006243 chemical reaction Methods 0.000 description 1
- HFDWIMBEIXDNQS-UHFFFAOYSA-L copper;diformate Chemical compound [Cu+2].[O-]C=O.[O-]C=O HFDWIMBEIXDNQS-UHFFFAOYSA-L 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000007935 neutral effect Effects 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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
- C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
- C09B43/14—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents with phosgene or thiophosgene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Disazofarbstoffes. Das vorliegende Patent betrifft ein Ver fahren zur Herstellung eines Disazofarbstof- fes und ist dadurch gekennzeichnet,
dass der durch Kuppeln von 4-Diazo-6-sulfosalicyl- säure auf 3-Methogy-l-aminobenzol erhält liche Amnnoazofarbstoff durch Behandeln mit Phosgen in. das Harnstoffderivat über geführt wird.
Beispiel: Der aus der Diazoverbindung von 23,3 Teilen 4-Amino-6-sulfosalicylsäure und 12,3 Teilen 3-Methogy-l-aminobenzol durch Kup peln hergestellte Aminoazofarbstoff wird in 1000 Teilen heissem Wasser unter Zusatz von überschüssiger Soda gelöst, durch Filtration geklärt und bei neutraler, schwach alkali scher oder essigsaurer Reaktion so lange mit Phosgen behandelt, bis er sich völlig in das Harnstoffderivat verwandelt hat,
welches sich aus der Lösung abscheidet. Hierauf wird filtriert und getrocknet. Der Farbstoff färbt Baumwolle und regenerierte Cellulose in gel ben, rein weiss ätzbaren Tönen, welche beim Nachbehandeln mit Kupferformiat und nass- echtheitsverbessernden, hochmolekularen, was serlöslichen Basen voller und gut wasch-, Wasser- und lichtecht werden.
Process for the preparation of a disazo dye. The present patent relates to a process for the production of a disazo dye and is characterized in
that the amnnoazo dye obtained by coupling 4-diazo-6-sulfosalicylic acid to 3-methogy-1-aminobenzene is converted into the urea derivative by treatment with phosgene.
Example: The aminoazo dye produced by Kup peln from the diazo compound of 23.3 parts of 4-amino-6-sulfosalicylic acid and 12.3 parts of 3-methogy-1-aminobenzene is dissolved in 1000 parts of hot water with the addition of excess soda by filtration clarified and treated with phosgene in a neutral, weakly alkaline or acetic acid reaction until it has completely transformed into the urea derivative,
which separates out of the solution. It is then filtered and dried. The dye dyes cotton and regenerated cellulose in yellow, pure white, etchable shades, which when treated with copper formate and high-molecular, water-soluble bases that improve the wet fastness become fuller and more washable, water- and lightfast.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH246986T | 1946-01-14 | ||
| CH252294T | 1946-01-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH252294A true CH252294A (en) | 1947-12-15 |
Family
ID=25729168
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH252294D CH252294A (en) | 1946-01-14 | 1946-01-14 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH252294A (en) |
-
1946
- 1946-01-14 CH CH252294D patent/CH252294A/en unknown
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