CH106385A - Process for the production of a new intermediate product in the tar color industry. - Google Patents
Process for the production of a new intermediate product in the tar color industry.Info
- Publication number
- CH106385A CH106385A CH106385DA CH106385A CH 106385 A CH106385 A CH 106385A CH 106385D A CH106385D A CH 106385DA CH 106385 A CH106385 A CH 106385A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- production
- mol
- phenylenediamine
- intermediate product
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- 239000013067 intermediate product Substances 0.000 title description 3
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 7
- 239000007859 condensation product Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 230000008021 deposition Effects 0.000 claims 1
- 150000002500 ions Chemical class 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- DRXLHYPPJRAJSL-UHFFFAOYSA-N n-(3-aminophenyl)formamide Chemical compound NC1=CC=CC(NC=O)=C1 DRXLHYPPJRAJSL-UHFFFAOYSA-N 0.000 description 7
- HEAHMJLHQCESBZ-UHFFFAOYSA-N 2,5-diaminobenzenesulfonic acid Chemical compound NC1=CC=C(N)C(S(O)(=O)=O)=C1 HEAHMJLHQCESBZ-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines neuen Zwischenproduktes der Teerfarbenindustrie. Es wurde gefunden, dass man ein neues Zwischenprodukt, das tertiäre Kondensations produkt von einem Mol. Cyanurchlorid mit einem Mal. 1,4-Phenylendiamin-3-sulfosäure und zwei Mol. Monoformyl-1,3-phenylendia- min, erhält, wenn man auf ein Mol. Cyanur- chlorid in beliebiger Reihenfolge ein Mol. 1,
4-Phenylendiamin-3-sulfosäure und zwei Mol. Monoformyl-1,3-phenylendiamin ein wirken lässt.
Diese Kondensation wird durch Zusam menrühren der Komponenten in einem geeig neten Verdünnungsmittel durchgeführt, und es wurde gefunden, dass Wasser als solches in überraschender Weise sehr gut geeignet ist. Das tertiäre Kondensationsprodukt aus einem Mol. Cyanurchlorid mit einem Mol. 1,4-Phenylendiamin-3-sulfosäure und zwei Mol. Monoformyl-1,3-phenylendiamin bildet als Alkalisalz ein in Wasser lösliches, fast farbloses Pulver. Es enthält kein reaktions fähiges Chloratom mehr und stellt ein wert volles Ausgangsmaterial zur Herstellung von Farbstoffen dar.
<I>Beispiel:</I> Eine fein verteilte Aufschlemmung von 18,5 Teilen Cyanurchlorid in 1000 \feilen Wasser wird nach und nach bei 0 unter Rühren mit einer Lösung von 21 Teilen 1,4-phenylendiamin-3-sulfosaurem Natrium versetzt, wobei man durch Zugabe von Soda lösung (im ganzen 5,3 Teile) die Reaktion stets eben sauer hält. Die so erhaltene klare Lösung wird mit 13,6 Teilen Monoformyl-1,3- phenylendiamin versetzt.
Man rührt bei Zimmertemperatur, bis das Monoformyl-1,3- phenylendiamin verschwunden ist, indem man weiter die entstehende Salzsäure mit Soda neutralisiert. Zu *der so erhaltenen Lö sung fügt man nun nochmals 13,6 Teile Mono- formyl-1,3-phenylendiamin und kocht zirka eine Stunde am Rückflusskühler. Hierauf wird durch Aussalzen und Filtrieren das ter tiäre Kondensationsprodukt aus 1 Hol.
Cya- nurchlorid, 1 Mol. 1,4-Phenylencliamin-3- sulfosäure und 2 Mol. Monoformyl-1,3-phe- nylendiamin isoliert.
Process for the production of a new intermediate product in the tar color industry. It has been found that a new intermediate product, the tertiary condensation product of one mole of cyanuric chloride, can be produced all at once. 1,4-phenylenediamine-3-sulfonic acid and two moles of monoformyl-1,3-phenylenediamine are obtained if one mole of 1 is added to one mole of cyanuric chloride in any order.
4-phenylenediamine-3-sulfonic acid and two moles. Monoformyl-1,3-phenylenediamine can act.
This condensation is carried out by stirring the components together in a suitable diluent, and it has been found that water as such is surprisingly very suitable. The tertiary condensation product of one mole of cyanuric chloride with one mole of 1,4-phenylenediamine-3-sulfonic acid and two moles of monoformyl-1,3-phenylenediamine forms, as an alkali salt, a water-soluble, almost colorless powder. It no longer contains a reactive chlorine atom and is a valuable starting material for the production of dyes.
<I> Example: </I> A finely divided slurry of 18.5 parts of cyanuric chloride in 1000 \ files of water is gradually mixed with a solution of 21 parts of 1,4-phenylenediamine-3-sulphonic acid sodium at 0 while stirring, with the addition of soda solution (5.3 parts in total) the reaction is always kept acidic. The clear solution thus obtained is admixed with 13.6 parts of monoformyl-1,3-phenylenediamine.
The mixture is stirred at room temperature until the monoformyl-1,3-phenylenediamine has disappeared by further neutralizing the hydrochloric acid formed with soda. A further 13.6 parts of monoformyl-1,3-phenylenediamine are then added to the solution obtained in this way and the mixture is boiled on the reflux condenser for about an hour. The tertiary condensation product is then obtained from 1 hol by salting out and filtering.
Cyanuric chloride, 1 mol. 1,4-phenylenediamine-3-sulfonic acid and 2 mol. Monoformyl-1,3-phenylenediamine isolated.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH103430T | 1922-09-07 | ||
| FR106385X | 1923-01-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH106385A true CH106385A (en) | 1924-08-16 |
Family
ID=25706451
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH106385D CH106385A (en) | 1922-09-07 | 1923-10-15 | Process for the production of a new intermediate product in the tar color industry. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH106385A (en) |
-
1923
- 1923-10-15 CH CH106385D patent/CH106385A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH106385A (en) | Process for the production of a new intermediate product in the tar color industry. | |
| CH106386A (en) | Process for the production of a new intermediate product in the tar color industry. | |
| CH106387A (en) | Process for the production of a new intermediate product in the tar color industry. | |
| CH106388A (en) | Process for the production of a new intermediate product in the tar color industry. | |
| CH106094A (en) | Process for the production of a new intermediate product. | |
| CH106092A (en) | Process for the production of a new intermediate product. | |
| CH106103A (en) | Process for the production of a new intermediate product. | |
| CH106389A (en) | Process for the production of a new intermediate product in the tar color industry. | |
| CH106075A (en) | Process for the production of a new intermediate product. | |
| CH106110A (en) | Process for the production of a new intermediate product. | |
| CH106401A (en) | Process for the production of a new intermediate product in the tar color industry. | |
| CH106105A (en) | Process for the production of a new intermediate product. | |
| CH106100A (en) | Process for the production of a new intermediate product. | |
| CH106093A (en) | Process for the production of a new intermediate product. | |
| CH106106A (en) | Process for the production of a new intermediate product. | |
| CH106099A (en) | Process for the production of a new intermediate product. | |
| CH106101A (en) | Process for the production of a new intermediate product. | |
| CH106077A (en) | Process for the production of a new intermediate product. | |
| CH106074A (en) | Process for the production of a new intermediate product. | |
| CH106078A (en) | Process for the production of a new intermediate product. | |
| CH106090A (en) | Process for the production of a new intermediate product. | |
| CH106109A (en) | Process for the production of a new intermediate product. | |
| CH106091A (en) | Process for the production of a new intermediate product. | |
| CH106102A (en) | Process for the production of a new intermediate product. | |
| CH106379A (en) | Process for the production of a new intermediate product in the tar color industry. |