DE2004440B2 - PROCESS FOR THE PREPARATION OF 1,1'PEROXYDICYCLOHEXYLAMINE - Google Patents

PROCESS FOR THE PREPARATION OF 1,1'PEROXYDICYCLOHEXYLAMINE

Info

Publication number
DE2004440B2
DE2004440B2 DE19702004440 DE2004440A DE2004440B2 DE 2004440 B2 DE2004440 B2 DE 2004440B2 DE 19702004440 DE19702004440 DE 19702004440 DE 2004440 A DE2004440 A DE 2004440A DE 2004440 B2 DE2004440 B2 DE 2004440B2
Authority
DE
Germany
Prior art keywords
ammonia
preparation
cyclohexanone
gaseous ammonia
peroxydicyclohexylamine
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.)
Granted
Application number
DE19702004440
Other languages
German (de)
Other versions
DE2004440C3 (en
DE2004440A1 (en
Inventor
Jürgen Dr 6454 Großau heim Weiberg Otto Dr 6078 Neu Isen bürg Weigert Wolfgang Dr 6050 Offen bach Troger
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Evonik Operations GmbH
Original Assignee
Deutsche Gold und Silber Scheideanstalt
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Deutsche Gold und Silber Scheideanstalt filed Critical Deutsche Gold und Silber Scheideanstalt
Priority to DE19702004440 priority Critical patent/DE2004440B2/en
Priority to FR7045647A priority patent/FR2075053A5/fr
Priority to US05/108,195 priority patent/US3983131A/en
Priority to BE761876A priority patent/BE761876A/en
Priority to GB2001271A priority patent/GB1338490A/en
Publication of DE2004440A1 publication Critical patent/DE2004440A1/en
Publication of DE2004440B2 publication Critical patent/DE2004440B2/en
Application granted granted Critical
Publication of DE2004440C3 publication Critical patent/DE2004440C3/de
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D273/00—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00

Description

Beispielexample

In einem gebeizten Stahlautoklaven wurde eine wasserfreie Lösung von 12,3 g H2O., und 0,1 g Oxyäthandiphosphonsäure in 90,7 g Cyclohexanon (entsprechend einer 12prozentägen Wasserstoffperoxidlösung) auf 60° C erwärmt. Innerhalb vonAn anhydrous solution of 12.3 g of H 2 O. and 0.1 g of oxyethane diphosphonic acid in 90.7 g of cyclohexanone (corresponding to a 12% hydrogen peroxide solution) was heated to 60 ° C. in a pickled steel autoclave. Within

ίο 5 Minuten wurden unter Rühren aus einer am Autoklaven befestigten Stahlbombe 6,51 g flüssiges Ammoniak zudosiert, was einem 5,9prozentigen NHg-Uberschuß, bezogen auf das eingesetzte H0O2, entspricht. Es wurde noch eine weitere Stunde bei 60° C gerührt. Das Reaktionsprodukt wurde am Rotationsverdampfer bei 40° C/1,5 Torr eingeengt. Nach Abdestillieren der Hauptmenge an Cyclohexanon wurden zum Sumpf 20 ml Wasser zugesetzt, um das Abdestillieren des restlichen Cyclo-For 5 minutes, 6.51 g of liquid ammonia were metered in with stirring from a steel bomb attached to the autoclave, which corresponds to a 5.9 percent NHg excess, based on the H 0 O 2 used . The mixture was stirred at 60 ° C. for a further hour. The reaction product was concentrated on a rotary evaporator at 40 ° C./1.5 torr. After the main amount of cyclohexanone had been distilled off, 20 ml of water were added to the bottom in order to ensure that the remaining cyclohexanone was distilled off.

ao hexanons (als H^-Cyclohexanonazeotrop) zu erleichtern. Zurück blieben 73,5 g rohes 1,l'-Peroxydicyclohexylamin (Fp. 33 bis 36° C) mit einem Persauerstoffgehalt von 15,6% (Th. Persauerstoffgehalt: 16,11%). Die Ausbeute an l,l'-Peroxydicyclohexylamin (bezogen auf das eingesetzte H0O0) betrug 93 % d. Th.ao hexanons (as H ^ -Cyclohexanonazeotrope) to facilitate. What remained was 73.5 g of crude 1,1'-peroxydicyclohexylamine (melting point 33 to 36 ° C.) with a peroxygen content of 15.6% (th. Peroxygen content: 16.11%). The yield of 1,1'-peroxydicyclohexylamine (based on the H 0 O 0 used ) was 93% of theory. Th.

Claims (1)

Patentanspruch:Claim: Weiterbildung des Verfahrens zur Herstellung von !.,l'-Peroxydicyclohexylamin durch Umsetzung einer wasserfreien 10- bis 20gewichtsprozentigen Lösung von Wasserstoffperoxid in Cyclohexanon mit gasförmigem Ammoniak bei Temperaturen bis 8O0C, dadurch gekennzeichnet, daß man an Stelle von gasförmigem Ammoniak flüssiges Ammoniak einsetzt.Training! Of the method for producing., L'-Peroxydicyclohexylamin by reacting an anhydrous 10 to 20gewichtsprozentigen solution of hydrogen peroxide in cyclohexanone with gaseous ammonia at temperatures up to 8O 0 C, characterized in that liquid instead of gaseous ammonia using ammonia. Gegenstand der deutschen Hauptanmeldung P 20 03 269.3 - 42 ist ein Verfahren zur Herstellung von 1,l'-Peroxydicyclohexylamin durch Umsetzung einer wasserfreien 10- bis 20gewichtsprozentigen Lösung von Wasserstoffperoxid in Cyclohexanon mit gasförmigem Ammoniak bei Temperaturen bis 8O0C.The subject of the main German application P 20 03 269.3 - 42 is a process for the preparation of 1, l'-Peroxydicyclohexylamin by reacting an anhydrous 10 to 20gewichtsprozentigen solution of hydrogen peroxide in cyclohexanone with gaseous ammonia at temperatures up to 8O 0 C. In weiterer Ausbildung dieses Verfahrens wurde nun gefunden, daß zweckmäßig an Stelle von gasförmigem Ammoniak flüssiges Ammoniak eingesetzt wird.In a further development of this process it has now been found that expedient instead of gaseous Ammonia liquid ammonia is used.
DE19702004440 1970-01-26 1970-01-31 PROCESS FOR THE PREPARATION OF 1,1'PEROXYDICYCLOHEXYLAMINE Granted DE2004440B2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
DE19702004440 DE2004440B2 (en) 1970-01-31 1970-01-31 PROCESS FOR THE PREPARATION OF 1,1'PEROXYDICYCLOHEXYLAMINE
FR7045647A FR2075053A5 (en) 1970-01-26 1970-12-17
US05/108,195 US3983131A (en) 1970-01-26 1971-01-20 Process for the production of 1,1'-peroxydicyclohexylamine
BE761876A BE761876A (en) 1970-01-26 1971-01-21 PROCESS FOR THE PREPARATION OF 1, 1 '- PEROXYDICYCLOHEXYLAMINE
GB2001271A GB1338490A (en) 1970-01-26 1971-04-19 Production of 1,1-peroxydicyclohexylamine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19702004440 DE2004440B2 (en) 1970-01-31 1970-01-31 PROCESS FOR THE PREPARATION OF 1,1'PEROXYDICYCLOHEXYLAMINE

Publications (3)

Publication Number Publication Date
DE2004440A1 DE2004440A1 (en) 1972-02-17
DE2004440B2 true DE2004440B2 (en) 1973-02-08
DE2004440C3 DE2004440C3 (en) 1974-03-14

Family

ID=5761082

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19702004440 Granted DE2004440B2 (en) 1970-01-26 1970-01-31 PROCESS FOR THE PREPARATION OF 1,1'PEROXYDICYCLOHEXYLAMINE

Country Status (1)

Country Link
DE (1) DE2004440B2 (en)

Also Published As

Publication number Publication date
DE2004440C3 (en) 1974-03-14
DE2004440A1 (en) 1972-02-17

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Legal Events

Date Code Title Description
C3 Grant after two publication steps (3rd publication)