DE2004440C3 - - Google Patents

Info

Publication number
DE2004440C3
DE2004440C3 DE19702004440 DE2004440A DE2004440C3 DE 2004440 C3 DE2004440 C3 DE 2004440C3 DE 19702004440 DE19702004440 DE 19702004440 DE 2004440 A DE2004440 A DE 2004440A DE 2004440 C3 DE2004440 C3 DE 2004440C3
Authority
DE
Germany
Prior art keywords
cyclohexanone
ammonia
gaseous
hydrogen peroxide
anhydrous
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.)
Expired
Application number
DE19702004440
Other languages
German (de)
Other versions
DE2004440A1 (en
DE2004440B2 (en
Inventor
Juergen Dr. 6454 Grossauheim Troeger
Otto Dr. 6078 Neu Isenburg Weiberg
Wolfgang Dr. 6050 Offenbach Weigert
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.)
DEUTSCH GOLD- und SILBER-SCHEIDEANSTALT VORMALS ROESSLER 6000 FRANKFURT
Original Assignee
DEUTSCH GOLD- und SILBER-SCHEIDEANSTALT VORMALS ROESSLER 6000 FRANKFURT
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 DEUTSCH GOLD- und SILBER-SCHEIDEANSTALT VORMALS ROESSLER 6000 FRANKFURT filed Critical DEUTSCH GOLD- und SILBER-SCHEIDEANSTALT VORMALS ROESSLER 6000 FRANKFURT
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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Beispielexample

In einem gebeizten Stahlautoklaven wurde eine wasserfreie Lösung von 12,3 g H..O., und 0,1 g Oxyäthandiphosphonsäure in 90,7 g Cyclohexanon (entsprechend einer 12prozentigen Wasserstoffperoxidlösung) auf 60° C erwärmt. Innerhalb vonIn a pickled steel autoclave, an anhydrous solution of 12.3 g of H..O., And 0.1 g Oxyethane diphosphonic acid in 90.7 g cyclohexanone (corresponding to a 12 percent hydrogen peroxide solution) heated to 60 ° C. Within

ίο 5 Minuten wurden unter Rühren aus einer am Autoklaven befestigten Stahlbombe 6,51 g flüssiges Ammoniak zudosiert, was einem 5,9prozentigen NH^-Oberschuß, bezogen auf das eingesetzte H2O.,, entspricht. Es wurde noch eine weitere Stunde bei fill"' C gerührt. Das Reaktionsprodukt v.^rde 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 from a steel bomb attached to the autoclave with stirring, which corresponds to a 5.9 percent NH ^ excess, based on the H 2 O used. The mixture was stirred for a further hour at full temperature. 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^O-Cyclohexanonazcotrop) zu erleichtern. Zurück blieben 73,5g rohes l.l'-Peroxydicyclohexylamin (Fp. 33 bis 3ti° C) mil einem Persauerstoffgehalt von 15,6% (Th. Persaucrstoffgehalt: 16,11 ° 0). Die Ausbeute an 1,1'-Peroxy di-ao hexanons (as H ^ O-Cyclohexanonazcotrope) to facilitate. What remained was 73.5 g of crude 1.l'-peroxydicyclohexylamine (Mp. 33 to 3ti ° C) with a peroxygen content of 15.6% (Th. Peroxygen content: 16.11 ° 0). The yield of 1,1'-peroxy di-

»5 cyclohexylamin (bezogen auf das eingesetzte Η.,Ο,) betrug 93° 0 d. Th.»5 cyclohexylamine (based on the Η., Ο,) used was 93 ° 0 d. Th.

Claims (1)

Patentanspruch:Claim: Weiterbildung des Verfahrens zur Herstellung von l.r-Percxydicyclohexylamirt durch Umsetzung einer wasserfreien 10- bis 20gewichtsprozentigen Lösung von Wasserstoffperoxid in Cyclohexanon mit gasförmigem Ammoniak bei Temperaturen bis 80° C, nach Patent 2 003 269, dadurch gekennzeichnet, daß man an Stelle von gasförmigem Ammoniak flüssiges Ammoniak einsetzt.Further development of the process for the production of l.r-Percxydicyclohexylamirt by implementation an anhydrous 10 to 20 weight percent solution of hydrogen peroxide in Cyclohexanone with gaseous ammonia at temperatures up to 80 ° C, according to patent 2 003 269, characterized in that liquid ammonia is used instead of gaseous ammonia. Gegenstand des Patents 2 003 269 ist ein Verfahren zur Herstellung von Ι,Γ-Peroxydicydohexylamin durch Umsetzung einer wasserfreien 10- bis 20gewichtsprozentigen Lösung von Wasserstoffperoxid in Cyclohexanon mit gasförmigem Ammoniak bei Temperaturen bis 80° C.The subject of the patent 2 003 269 is a process for the production of Ι, Γ-peroxydicydohexylamine by converting an anhydrous 10 to 20 percent by weight solution of hydrogen peroxide in cyclohexanone with gaseous ammonia at temperatures up to 80 ° C. In weiterer Ausbildung dieses Verfahrens wurde nun gefunden, daß zweckmäßig an Stelle von gasförmigem Ar. montak flüssiges Ammoniak eingesetzt wird.In a further development of this process it has now been found that expedient instead of gaseous Ar. montak uses liquid ammonia will.
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 DE2004440B2 (en) 1973-02-08
DE2004440C3 true 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
DE2004440A1 (en) 1972-02-17
DE2004440B2 (en) 1973-02-08

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Legal Events

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