Réaction #1106656

ord-7d910bea30ed47aaa3f79b2c6d925c26

Équation de réaction

O=C1C=CC(=O)O1
Maleic Anhydride
CCC12CCC(C=C1c1ccccc1)C2
Phenyl Ethyl Norbornene
CC(C)(C#N)N=NC(C)(C)C#N
AIBN
CCC12CCC(C=C1c1ccccc1)C2.O=C1C=CC(=O)O1
MA PENB
Rendement 75.1%

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 30 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), Phenyl Ethyl Norbornene (PENB, 14.9 g, 75.0 mmol) and AIBN (1.2 g, 7.5 mmol) was dissolved in THF (32.1 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 17.5 hr, after which the solution was cooled to room temperature. The reaction mixture was diluted with 30 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, 16.7 g (75%) of the MA/PENB polymer was isolated (GPC Mw=3,400 Mn=1,500).

Source

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