Azobisisobutyronitrile → MA NB BuNB

HRID 1019473Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1019473
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[CH:8]12[CH2:14][CH:11]([CH2:12][CH2:13]1)[CH:10]=[CH:9]2.[CH2:15]([CH:19]1[CH2:24][CH:23]2[CH2:25][CH:20]1[CH:21]=[CH:22]2)[CH2:16][CH2:17][CH3:18].CC(N=NC(C#N)(C)C)(C#N)C>C1COCC1>[C:4]1(=[O:5])[O:6][C:1](=[O:7])[CH:2]=[CH:3]1.[CH:8]12[CH2:14][CH:11]([CH2:12][CH2:13]1)[CH:10]=[CH:9]2.[CH2:15]([CH:19]1[CH2:24][CH:23]2[CH2:25][CH:20]1[CH:21]=[CH:22]2)[CH2:16][CH2:17][CH3:18]

Komponenten

6

Edukt 4

HCID 6547AzobisisobutyronitrileHCID 7923Maleic AnhydrideHCID 103522-NorborneneHCID 168020Bicyclo[2.2.1]hept-2-ene, 5-butyl-

Produkt 1

HCID 131731367MA NB BuNBAusbeute 112,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Maleic Anhydride (MA, 7.4 g, 75.0 mmol), 2-Norbornene (NB, 3.5 g, 37.5 mmol), 5-Butyl-2-norbornene (BuNB, 5.6 g, 37.5 mmol) and AIBN (1.2 g, 7.5 mmol) was dissolved in THF (23.6 g) and charged to an appropriately sized reaction vessel. The solution was sparged with nitrogen for 10 min to remove oxygen and then heated to 70° C. The mixture was allowed to stir at 70° C. for 20.5 hr, after which the solution was cooled to room temperature. The reaction mixture was diluted with 20 g of THF and added to hexane (1 L) to give a white powder that was filtered and dried in a vacuum oven at 80° C. for 16 hr. Approximately, 14.5 g (88%) of the MA/NB/BuNB polymer was isolated (GPC Mw=3,500 Mn=1,700).

Aufarbeitung

  1. additioncharged to an appropriately sized reaction vessel
  2. customThe solution was sparged with nitrogen for 10 min
  3. customto remove oxygen
  4. temperatureafter which the solution was cooled to room temperature
  5. additionThe reaction mixture was diluted with 20 g of THF
  6. additionadded to hexane (1 L)
  7. customto give a white powder that
  8. filtrationwas filtered
  9. customdried in a vacuum oven at 80° C. for 16 hr

Quellen und Nachweise

ORD-Eintrag
ord-3b233f6626ca48a4ad2981d1e47337d0
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08715900B2

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