DE264246C - - Google Patents
Info
- Publication number
- DE264246C DE264246C DENDAT264246D DE264246DA DE264246C DE 264246 C DE264246 C DE 264246C DE NDAT264246 D DENDAT264246 D DE NDAT264246D DE 264246D A DE264246D A DE 264246DA DE 264246 C DE264246 C DE 264246C
- Authority
- DE
- Germany
- Prior art keywords
- ammonia
- pinene
- cresol
- camphene
- reaction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 9
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 7
- CRPUJAZIXJMDBK-DTWKUNHWSA-N (+)-camphene Chemical compound C1C[C@@H]2C(=C)C(C)(C)[C@H]1C2 CRPUJAZIXJMDBK-DTWKUNHWSA-N 0.000 claims description 4
- 229930006739 camphene Natural products 0.000 claims description 4
- -1 pinene halide hydrates Chemical class 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000000853 cresyl group Chemical class C1(=CC=C(C=C1)C)* 0.000 description 4
- GRWFGVWFFZKLTI-UHFFFAOYSA-N (+-)-2-pinene Chemical compound CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003513 alkali Substances 0.000 description 2
- QDHHCQZDFGDHMP-UHFFFAOYSA-O chloroamine;hydron Chemical compound Cl[NH3+] QDHHCQZDFGDHMP-UHFFFAOYSA-O 0.000 description 2
- 230000001476 alcoholic Effects 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 238000006298 dechlorination reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000001172 regenerating Effects 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/26—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms
- C07C1/30—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms by splitting-off the elements of hydrogen halide from a single molecule
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/42—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
-Ja 264246-KLASSE 12 o. GRUPPE -Yes 264246-CLASS 12 or GROUP
Verfahren zur Darstellung von Camphen. Patentiert im Deutschen Reiche vom 17. Dezember 1912 ab.Process for the preparation of camphene. Patented in the German Empire on December 17, 1912.
Es ist ein Verfahren vorgeschlagen worden, bei dem alkoholisches oder wässeriges oder gasförmiges Ammoniak längere Zeit bei höheren Temperaturen auf Pinenchlorhydrat einwirken soll. Bei diesem Verfahren ist aber eine Reaktionsdauer von i8 bis 20 Stunden bei einer Temperatur von 210 bis 220° erforderlich. A method has been proposed in which alcoholic or aqueous or gaseous ammonia act on pinene chlorohydrate at higher temperatures for a longer period of time target. In this process, however, the reaction time is from 18 to 20 hours required at a temperature of 210 to 220 °.
Es wurde nun gefunden, daß die Reaktionsdauer bedeutend abgekürzt wird, wenn die Einwirkung des Ammoniaks bei Gegenwart von Phenolen erfolgt. Bei einer Temperatur von 180 bis 220° C. ist die Reaktion in 5 bis 6 Stunden beendet.It has now been found that the reaction time is shortened significantly if the The ammonia acts in the presence of phenols. At one temperature from 180 to 220 ° C. the reaction is complete in 5 to 6 hours.
Bei einer Reihe von anderen Verfahren ist vorgeschlagen worden, Pinenchlorhydrat mit Erdalkalien oder Natrium- und Kaliumhydroxyd oder deren Carbonaten in Gegenwart von Phenolen zu erhitzen. Aber auch diese Verfahren bedingen eine längere Reaktionsdauer und haben' außerdem den Nachteil, daß Verharzungen unvermeidbar sind. Außerdem sind diese Verfahren durch den höheren Alkaliverbrauch teurer.A number of other procedures have been suggested using pinene chlorohydrate To heat alkaline earths or sodium and potassium hydroxide or their carbonates in the presence of phenols. But this too Processes require a longer reaction time and also have the disadvantage that resinification is inevitable. Also, these procedures are through the higher Alkali consumption more expensive.
Bei der Anwendung von Phenolammoniak wird das Ammoniak im Kreislauf verwendet, indem es aus dem Chlorammonium regeneriert wird. Es genügt ein geringer Überschuß an Ammoniak gegenüber der theoretisch benötigten Menge, um die Entchlorung durchzuführen. When using phenolic ammonia, the ammonia is used in the cycle, by regenerating it from the chlorammonium. A small excess is sufficient Ammonia compared to the theoretically required amount to carry out the dechlorination.
Ausführungsbeispiel.Embodiment.
In 1250 kg Kresol oder die entsprechende Menge eines anderen Phenols werden 105 kg Ammoniak unter Kühlung eingeleitet, und diese ammoniakalische KresoUösung mit 1000 kg Pinenchlorhydrat in einem Autoklaven auf 180 bis 220° C. erhitzt. Nach 5 bis 6 Stunden ist die Reaktion beendet. Das überschüssige Ammoniak wird in Kresol abgeblasen und darin aufgefangen. Darauf werden durch Dekantation oder Destillation Chlorammonium, Kresol und Camphen voneinander getrennt. Die Reaktion kann auch mit einer größeren oder geringeren Menge der Phenole durchgeführt werden und ist ebenso auf die anderen Pinenhaloidhydrate anwendbar.In 1250 kg of cresol or the equivalent amount of another phenol becomes 105 kg Introduced ammonia with cooling, and this ammoniacal creso solution with 1000 kg Pinene chlorohydrate heated to 180 to 220 ° C. in an autoclave. After 5 to 6 hours it is the reaction ended. The excess ammonia is blown off in cresol and caught in it. On it will be through Decantation or distillation of chlorammonium, cresol and camphene separately. The reaction can also be carried out with a greater or lesser amount of the phenols and is also applicable to the other pinene halide hydrates.
Man erhält das Camphen als vollständig chlorfreies, reinweißes, festes Produkt in nahezu theoretischer Ausbeute. Ebenso wird das Kresol fast quantitativ wiedergewonnen, während bei allen Phenolalkaliverfahren infolge der unvermeidbaren Verharzungen nicht unbeträchtliche Phenolverluste eintreten.The camphene is obtained as an almost completely chlorine-free, pure white, solid product theoretical yield. Likewise, the cresol is recovered almost quantitatively while not inconsiderable in all phenol-alkali processes due to the inevitable resinification Phenol losses occur.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE264246C true DE264246C (en) |
Family
ID=521578
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT264246D Active DE264246C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE264246C (en) |
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0
- DE DENDAT264246D patent/DE264246C/de active Active
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