CH198060A - Process for the preparation of a polyazo dye. - Google Patents
Process for the preparation of a polyazo dye.Info
- Publication number
- CH198060A CH198060A CH198060DA CH198060A CH 198060 A CH198060 A CH 198060A CH 198060D A CH198060D A CH 198060DA CH 198060 A CH198060 A CH 198060A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- molecule
- acid
- preparation
- diazotized
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- -1 polyazo Polymers 0.000 title description 3
- 239000002253 acid Substances 0.000 claims description 8
- 239000003929 acidic solution Substances 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 3
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 3
- 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 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 239000003086 colorant Substances 0.000 claims description 2
- 239000010985 leather Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- DMLAVOWQYNRWNQ-UHFFFAOYSA-N azobenzene Chemical compound C1=CC=CC=C1N=NC1=CC=CC=C1 DMLAVOWQYNRWNQ-UHFFFAOYSA-N 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 239000012670 alkaline solution Substances 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
- ZAJAQTYSTDTMCU-UHFFFAOYSA-N 3-aminobenzenesulfonic acid Chemical compound NC1=CC=CC(S(O)(=O)=O)=C1 ZAJAQTYSTDTMCU-UHFFFAOYSA-N 0.000 description 1
- UEUIKXVPXLWUDU-UHFFFAOYSA-O 4-sulfobenzenediazonium Chemical compound OS(=O)(=O)C1=CC=C([N+]#N)C=C1 UEUIKXVPXLWUDU-UHFFFAOYSA-O 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical group C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/38—Trisazo dyes ot the type
- C09B35/44—Trisazo dyes ot the type the component K being a hydroxy amine
- C09B35/46—Trisazo dyes ot the type the component K being a hydroxy amine the component K being an amino naphthol
- C09B35/461—D being derived from diaminobenzene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 194457. Verfahren zur Darstellung eines Polyazofarbstoifes. Das vorliegende Patent betrifft ein Ver fahren zur Darstellung eines blauen Trisazo- farbstoffes und ist dadurch gekennzeichnet, dass man ein Molekül diazotiertes Paranitra- nilin in saurer Lösung mit einem Molekül 1,8-Aminonaphtol-3,6-disulfonsäure kombi niert, den Monoazofarbstoff zuerst mit einem Molekül Diazobenzolparasulfonsäure in alka lischer Lösung weiterkuppelt,
hierauf die Nitrogruppe des Disazofarbstoffes zur Amino- gruppe reduziert, den Aminodisazofarbstoff wieder diazotiert und mit einem Molekül' N- Par atoluolsulfoyl-1,8 - aminonaphtol- 3,6-disul- fonsäure kuppelt.
Beispiel; 13,8 Teile Paranitranilin werden diano tiert und mit 34,1 Teilen 1;8-Aminonaphtol- 3,6-disulfonsäure (Mononatriumsalz) mineral sauer gekuppelt. Ist die Bildung des Mono- azofarbstoffes beendet, so wird er mit der Diazoverbindung aus 17,3 Teilen Aminoben- zolparasulfonsäure sodaalkalisch vereinigt.
Nach erfolgter Kupplung zum Disazofarbstoff wird die Nitrogruppe durch Zusatz der be- rechneten Menge Schwefelnatrium bei zirka 40 - 50 zur Aminogruppe reduziert. Man diazotiert den Aminodisazofarbstoff durch Einlaufenlassen seiner mit der berechneten Menge Nitrit versetzten alkalischen Lösung in verdünnte Salzsäure, rührt einige Zeit und lässt die saure Lösung des diazotierten Farb stoffes in eine gekühlte alkalische Lösung von 47,3 Teilen N-Paratoluolsulfoyl-1,8-amino- naphtol - 3,
6 - disulfonsäure einlaufen. Die Kupplung erfolgt rasch und der Farbstoff wird durch Aussalzen der angesäuerten Kupp lungsflüssigkeit ausgeschieden. Die nach der Filtration erhaltene saure Farbstoffpaste wird neutralisiert und zur Trockne verdampft.
Der neue Farbstoff stellt ein grauschwar zes, etwas bronzierendes, in Wasser mit tief blauer Farbe lösliches Pulver dar und färbt Leder verschiedenster Gerbungsart in schönen blauen Tönen an.
<B> Additional patent </B> to main patent no. 194457. Process for the preparation of a polyazo dye. The present patent relates to a process for the preparation of a blue trisazo dye and is characterized in that a molecule of diazotized paranitraniline in acidic solution is combined with a molecule of 1,8-aminonaphthol-3,6-disulfonic acid, the monoazo dye first coupled further with a molecule of diazobenzenesulfonic acid in an alkaline solution,
thereupon the nitro group of the disazo dye is reduced to the amino group, the amino disazo dye is diazotized again and coupled with a molecule of 'N-par atoluenesulfoyl-1,8-aminonaphthol-3,6-disulfonic acid.
Example; 13.8 parts of Paranitranilin are diano benefits and coupled with 34.1 parts of 1; 8-aminonaphthol-3,6-disulfonic acid (monosodium salt) mineral acid. When the formation of the monoazo dye has ended, it is combined with the diazo compound from 17.3 parts of aminobenzenesulfonic acid in an alkaline form.
After coupling to the disazo dye, the nitro group is reduced to the amino group at around 40-50 by adding the calculated amount of sodium sulphide. The amino disazo dye is diazotized by running its alkaline solution mixed with the calculated amount of nitrite into dilute hydrochloric acid, stirred for some time and the acidic solution of the diazotized dye is placed in a cooled alkaline solution of 47.3 parts of N-paratoluenesulfoyl-1,8-amino - naphtol - 3,
6 - disulfonic acid enter. The coupling takes place quickly and the dye is excreted by salting out the acidified coupling liquid. The acidic dye paste obtained after filtration is neutralized and evaporated to dryness.
The new dye is a gray-black, somewhat bronzing powder that is soluble in water with a deep blue color and colors leather of various types of tanning in beautiful blue tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH198060T | 1937-03-13 | ||
| US1170174XA | 1955-09-14 | 1955-09-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH198060A true CH198060A (en) | 1938-05-31 |
Family
ID=25723059
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH198060D CH198060A (en) | 1937-03-13 | 1937-03-13 | Process for the preparation of a polyazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH198060A (en) |
-
1937
- 1937-03-13 CH CH198060D patent/CH198060A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH198060A (en) | Process for the preparation of a polyazo dye. | |
| CH198053A (en) | Process for the preparation of a polyazo dye. | |
| CH209103A (en) | Process for the preparation of a green trisazo dye. | |
| CH198059A (en) | Process for the preparation of a polyazo dye. | |
| CH202729A (en) | Process for the preparation of a polyazo dye. | |
| CH202728A (en) | Process for the preparation of a polyazo dye. | |
| CH198054A (en) | Process for the preparation of a polyazo dye. | |
| DE880622C (en) | Process for the preparation of copper-containing disazo dyes | |
| CH198056A (en) | Process for the preparation of a polyazo dye. | |
| AT57709B (en) | Process for the preparation of an azo dye. | |
| CH137390A (en) | Process for the preparation of a trisazo dye. | |
| CH222993A (en) | Process for the preparation of an azo dye. | |
| CH212995A (en) | Process for the preparation of a hexakisazo dye. | |
| CH198055A (en) | Process for the preparation of a polyazo dye. | |
| CH153706A (en) | Process for the preparation of a substantive polyazo dye. | |
| CH211491A (en) | Process for the preparation of a related disazo dye. | |
| CH302027A (en) | Process for the preparation of a trisazo dye. | |
| CH159050A (en) | Process for the preparation of a primary disazo dye. | |
| CH296341A (en) | Process for the preparation of a trisazo dye. | |
| CH218813A (en) | Process for the preparation of a disazo dye. | |
| CH222992A (en) | Process for the preparation of an azo dye. | |
| CH259723A (en) | Process for the preparation of a disazo dye. | |
| CH210999A (en) | Process for the preparation of a new water-soluble disazo dye. | |
| CH198057A (en) | Process for the preparation of a polyazo dye. | |
| CH153708A (en) | Process for the preparation of a substantive polyazo dye. |