CH108191A - 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
- CH108191A CH108191A CH108191DA CH108191A CH 108191 A CH108191 A CH 108191A CH 108191D A CH108191D A CH 108191DA CH 108191 A CH108191 A CH 108191A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- intermediate product
- new intermediate
- molecule
- phenylamino
- Prior art date
Links
- 239000013067 intermediate product Substances 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000007859 condensation product Substances 0.000 claims description 3
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- SICOMVQWPQHCBY-UHFFFAOYSA-N propan-2-one;1,2-xylene Chemical group CC(C)=O.CC1=CC=CC=C1C SICOMVQWPQHCBY-UHFFFAOYSA-N 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims 2
- 239000003518 caustics Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- -1 cyanuric acid halide Chemical class 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C07D251/22—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to two ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines neuen Zwischenproduktes der Teerfarbenindustrie. Es wurde gefunden, dass man ein neues Zwischenprodukt der Teerfarbenindustrie, das 2-Phenylamino-4,6-di-p-o-xy-naphthyl- 1,3,5-triazin, erhält, wenn man das Konden sationsprodukt,aus einem Molekül Cyanurtri- halogenid und einem Molekül Anilin auf a Naphthol, gegebenenfalls in Gegenwart von Kondensationsmitteln und von Verdünnungs mitteln, einwirken lässt.- Das 2-PShenylamino- 4,6-di-p-oxy-naphthyl-1,3,
5-triazin bildet ein gelbliches Pulver, es löst sich in Itzalkalien mit intensiv gelber, in konzentrierter Schwe felsäure mit blaustichig-roter Farbe. _ Es schmilzt, aus Aceton-Xylol umgefällt bei 255 bis<B>258'.</B> Es ist ein wertvolles Zwischen produkt zur Herstellung von Farbstoffen.
<I>Beispiel:</I> 24,2 Teile des Kondensationsproduktes aus einem Molekül Cyanurchlorid und einem Molekül Anilin werden mit 15 Teilen Alu- miniumchlorid gemischt und in eine 85 warme Schmelze von 45 Teilen a-Naphthol eingerührt und kurze Zeit auf 120 erwärmt. Die erkaltete Schmelze wird gepulvert, mit Wasser ausgekocht, in verdünnter Natron lauge gelöst und mit Salzsäure gefällt. Es werden so orangegefärbte Flocken erhalten.
Durch Lösen derselben in verdünnter Na tronlauge und Behandeln mit einer schwa chen Säure wird das 2-Phenylamino-4,6-di-p- oxy-naphthyl-1,3;5-tria,zin als schwach gelb liche Flocken erhalten.
Process for the production of a new intermediate product in the tar color industry. It has been found that a new intermediate product in the tar color industry, the 2-phenylamino-4,6-di-po-xy-naphthyl-1,3,5-triazine, is obtained if the condensation product is obtained from a molecule of cyanuric acid halide and a molecule of aniline on a naphthol, optionally in the presence of condensing agents and diluents, allowed to act - The 2-PShenylamino-4,6-di-p-oxy-naphthyl-1,3,
5-triazine forms a yellowish powder; it dissolves in alkali with an intensely yellow color, and in concentrated sulfuric acid with a bluish-red color. _ It melts from acetone-xylene reprecipitated at 255 to <B> 258 '. </B> It is a valuable intermediate in the production of dyes.
<I> Example: </I> 24.2 parts of the condensation product from one molecule of cyanuric chloride and one molecule of aniline are mixed with 15 parts of aluminum chloride and stirred into a hot melt of 45 parts of a-naphthol and heated to 120 for a short time . The cooled melt is powdered, boiled with water, dissolved in dilute sodium hydroxide solution and precipitated with hydrochloric acid. Orange-colored flakes are obtained in this way.
By dissolving the same in dilute sodium hydroxide solution and treating with a weak acid, the 2-phenylamino-4,6-di-p-oxy-naphthyl-1,3; 5-triazine is obtained as pale yellow flakes.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH108191T | 1923-08-09 | ||
| CH107619T | 1923-08-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH108191A true CH108191A (en) | 1924-12-16 |
Family
ID=25707218
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH108191D CH108191A (en) | 1923-08-09 | 1923-08-09 | Process for the production of a new intermediate product in the tar color industry. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH108191A (en) |
-
1923
- 1923-08-09 CH CH108191D patent/CH108191A/en unknown
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