Réaction #1106655

ord-3b233f6626ca48a4ad2981d1e47337d0

Équation de réaction

O=C1C=CC(=O)O1
Maleic Anhydride
C1=CC2CCC1C2
2-Norbornene
CCCCC1CC2C=CC1C2
5-Butyl-2-norbornene
CC(C)(C#N)N=NC(C)(C)C#N
AIBN
C1=CC2CCC1C2.CCCCC1CC2C=CC1C2.O=C1C=CC(=O)O1
MA NB BuNB
Rendement 112.9%

Solvants

Conditions de réaction

Température
70°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONcharged to an appropriately sized reaction vessel
  2. 2
    AutreThe solution was sparged with nitrogen for 10 min
  3. 3
    Autreto remove oxygen
  4. 4
    Températureafter which the solution was cooled to room temperature
  5. 5
    workup.ADDITIONThe reaction mixture was diluted with 20 g of THF
  6. 6
    workup.ADDITIONadded to hexane (1 L)
  7. 7
    Autreto give a white powder that
  8. 8
    Filtrationwas filtered
  9. 9
    Autredried in a vacuum oven at 80° C. for 16 hr

Mode opératoire

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08715900B2uspto-grants-2014_05