CH146755A - Process for the production of a new azo dye. - Google Patents
Process for the production of a new azo dye.Info
- Publication number
- CH146755A CH146755A CH146755DA CH146755A CH 146755 A CH146755 A CH 146755A CH 146755D A CH146755D A CH 146755DA CH 146755 A CH146755 A CH 146755A
- Authority
- CH
- Switzerland
- Prior art keywords
- disulfo
- dioxy
- dye
- azo dye
- greenish
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 7
- 230000008878 coupling Effects 0.000 claims description 3
- 238000010168 coupling process Methods 0.000 claims description 3
- 238000005859 coupling reaction Methods 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 241000974482 Aricia saepiolus Species 0.000 claims description 2
- 229920002955 Art silk Polymers 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 239000010446 mirabilite Substances 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 239000004627 regenerated cellulose Substances 0.000 claims description 2
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- UEUIKXVPXLWUDU-UHFFFAOYSA-N 4-diazoniobenzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=C([N+]#N)C=C1 UEUIKXVPXLWUDU-UHFFFAOYSA-N 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- DBNPDRYVYQWGFW-UHFFFAOYSA-N N.[Cu]=O Chemical compound N.[Cu]=O DBNPDRYVYQWGFW-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
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229950000244 sulfanilic acid Drugs 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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/02—Disazo dyes
- C09B33/12—Disazo dyes in which the coupling component is a heterocyclic compound
-
- 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
- C09B45/24—Disazo or polyazo compounds
- C09B45/28—Disazo or polyazo compounds containing copper
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 136650. verfahren zur Herstellung eines neuen Azofarbstoifes. Es wurde gefunden, dass man einen neuen Farbstoff erhält, wenn man auf 1 Mol des 5, 5'-Dioxy-7, 7'-disulfo - 1, 1', 2', 2 -dinaphth- azins der Formel
EMI0001.0008
das durch saure Kupplung von dianotierter Sulfanilsäüre mit 5, 5'-Dioxy-7, 7'-disulfö-2, 2'- dinaphthylamin und Erwärmen des gebildeten Reaktionsproduktes erhalten werden kann,
2 Mol dianotiertes 4,6-Dinitro-2-amino-l-phenol einwirken lässt und den erhaltenen Farbstoff mit einem kupferabgebenden Mittel behandelt.
Der erhaltene Farbstoff ist ein schwarz- bronziges Pulver, das sich in Wasser mit grünblauer, in verdünnten Alkalien mit blauer und in konzentrierter Schwefelsäure mit schwärzlichgrüner Farbe löst. Er färbt natür liche Seide, Baumwolle und Kunstseiden aus regenerierter Zellulose aus neutralem oder schwachalkalischem Glaubersalzbade in grün lichen Grautönen von ausgezeichneter Echtheit.
Beispiel 47,2 Teile 5, 5'-Dioxy-7, 7'-disulfo-1, 1', 2', 2-dinaphtbazin und 50 Teile wasserfreie Soda werden in 500 Teilen Wasser gelöst und bei 0 bis 5 mit dem Diazokörper aus 40 Teilen 4,6 Dinitro-2-amino-l-phenol kombiniert. Nach beendeter Kupplung versetzt man mit der Kup- feroxydammoniaklösung aus 50 Teilen kristal lisiertem Kupfersulfat, erwärmt auf 80 , salzt aus, filtriert und trocknet.
<B> Additional patent </B> to the main patent No. 136650. Process for the production of a new azo dye. It has been found that a new dye is obtained if one mole of the 5,5'-dioxy-7, 7'-disulfo-1, 1 ', 2', 2-dinaphtha- azine of the formula
EMI0001.0008
which can be obtained by acidic coupling of dianotated sulfanilic acid with 5, 5'-dioxy-7, 7'-disulfo-2, 2'-dinaphthylamine and heating the reaction product formed,
Allowing 2 moles of dianotated 4,6-dinitro-2-amino-1-phenol to act and treating the dye obtained with a copper donor.
The dye obtained is a black-bronze powder which dissolves in water with a greenish-blue color, in dilute alkalis with a blue and in concentrated sulfuric acid with a blackish-green color. It dyes natural silk, cotton and artificial silk made from regenerated cellulose from a neutral or slightly alkaline Glauber's salt bath in greenish gray shades of excellent fastness.
EXAMPLE 47.2 parts of 5, 5'-dioxy-7, 7'-disulfo-1, 1 ', 2', 2-dinaphtbazine and 50 parts of anhydrous soda are dissolved in 500 parts of water and, at 0 to 5, with the diazo body 40 parts of 4,6 dinitro-2-amino-1-phenol combined. When the coupling is complete, the copper oxide ammonia solution of 50 parts of crystallized copper sulfate is added, the mixture is heated to 80, salted out, filtered and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH146755T | 1929-06-12 | ||
| CH136650T | 1929-11-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH146755A true CH146755A (en) | 1931-04-30 |
Family
ID=25712793
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH146755D CH146755A (en) | 1929-06-12 | 1929-06-12 | Process for the production of a new azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH146755A (en) |
-
1929
- 1929-06-12 CH CH146755D patent/CH146755A/en unknown
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