CH146766A - Process for the production of a new azo dye. - Google Patents
Process for the production of a new azo dye.Info
- Publication number
- CH146766A CH146766A CH146766DA CH146766A CH 146766 A CH146766 A CH 146766A CH 146766D A CH146766D A CH 146766DA CH 146766 A CH146766 A CH 146766A
- Authority
- CH
- Switzerland
- Prior art keywords
- diazotized
- mol
- dye
- dioxy
- production
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 9
- 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
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 239000010446 mirabilite Substances 0.000 claims description 2
- 239000000843 powder 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
- 235000013311 vegetables Nutrition 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
- 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
- 239000000126 substance Substances 0.000 claims 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 3
- SEMRCUIXRUXGJX-UHFFFAOYSA-N 6-aminonaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=CC2=CC(N)=CC=C21 SEMRCUIXRUXGJX-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
- 238000009835 boiling Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 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
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 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)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. <B>136650.</B> Verfahren zur Herstellung eines neuen Azofarbstoffes. Es wurde gefunden, dass man einen neuen Farbstoff erhält, wenn man auf<B>1</B> Mol des 5,5'-Dioxy-7,7'-disLilfo-1, l',2,2-diiiaphtha- zins der Formel
EMI0001.0008
das durch saure Kupplung von diazotierter Sulfanilsatire mit<B>5,</B> 5'-Dioxy-7, 7'-disulfo-2,2'- dinaphthylamin und Erwärmen des gebildeten Reaktionsproduktes erhalten werden kann,
<B>1</B> Mol diazotierte 6-Nitro-2-aniino-l-pheiiol-4- sulfosäure, hierauf<B>1</B> Hol- diazotierte 2-Naph- thylainin-6-sulfosäure einwirken lässt und den erhaltenen Farbstoff mit einem kupferab gebenden Mittel behandelt.
Der erhaltene Farbstoff ist ein dunkles Pulver, das sich in Wasser mit schwärzlich- grauer, in verdünnten Alkalien mit grün blauer und in konzentrierter Schwefelsäure mit grüner Farbe löst. Er färbt vegetabilische Fasern aus schwach alkalischem Glauber- salzbade in sehr echten grünlichgrauen Tönen.
<I>Beispiel<B>:</B></I> 47,2 Teile<B>5,</B> 5'-Dioxy-7, 7'-disulfo-1, <B>l',</B> 2, 2-dir)-aphtbazin werden in Gegenwart von Soda vorerst mit dem Diazokörper aus 23,4 Teilen 6-Nitro-2-ainino-l-phonol-4-sulfosäui#e zum Monoazofarbstoff und darauf mit dem Diazokörper aus<B>22,5</B> Teilen 2-Naphthylai-niii- 6-sulfosäure zum Disazofarbstoff kombiniert, dieser wird nach beendeter Kupplung isoliert.
Man -löst in<B>1000</B> Teilen kochendem Wasser, rührt einige Zeit zusammen mit der Lösung aus 25 Teilen kristallisiertein Kupfersulfat, filtriert und trocknet.
Additional patent to main patent no. <B> 136650. </B> Process for the production of a new azo dye. It has been found that a new dye is obtained if one uses <B> 1 </B> mol of 5,5'-dioxy-7,7'-disLilfo-1, l ', 2,2-diaphthalene the formula
EMI0001.0008
which can be obtained by acidic coupling of diazotized sulfanil satire with <B> 5, </B> 5'-dioxy-7, 7'-disulfo-2,2'-dinaphthylamine and heating the reaction product formed,
<B> 1 </B> mol of diazotized 6-nitro-2-aniino-1-phenol-4-sulfonic acid, on which <B> 1 </B> let diazotized 2-naphthylamine-6-sulfonic acid act and treated the dye obtained with a kupferab donating agent.
The dye obtained is a dark powder which dissolves in water with a blackish-gray color, in dilute alkalis with green-blue and in concentrated sulfuric acid with a green color. It dyes vegetable fibers from weakly alkaline Glauber's salt bath in very genuine greenish-gray tones.
<I>Example<B>:</B> </I> 47.2 parts <B> 5, </B> 5'-Dioxy-7, 7'-disulfo-1, <B> 1 ', < In the presence of soda, / B> 2,2-dir) -aphtbazine initially becomes a monoazo dye with the diazo body from 23.4 parts of 6-nitro-2-ainino-l-phonol-4-sulfosäui # e and then with the diazo body <B> 22.5 </B> parts of 2-naphthylai-niii- 6-sulfonic acid combined to form the disazo dye, which is isolated after the coupling has ended.
It is dissolved in 1000 parts of boiling water, stirred for some time together with the solution of 25 parts of crystallized copper sulfate, filtered and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH146766T | 1929-06-12 | ||
| CH136650T | 1929-11-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH146766A true CH146766A (en) | 1931-04-30 |
Family
ID=25712804
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH146766D CH146766A (en) | 1929-06-12 | 1929-06-12 | Process for the production of a new azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH146766A (en) |
-
1929
- 1929-06-12 CH CH146766D patent/CH146766A/en unknown
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