Reaction #1106656

Reaction equation

Maleic Anhydride

Phenyl Ethyl Norbornene

AIBN

→

MA PENB

Yield 75.1%

Solvents

THF

Conditions

Workup

1. 1
   workup.ADDITIONcharged to an appropriately sized reaction vessel
2. 2
   OtherThe solution was sparged with nitrogen for 10 min
3. 3
   Otherto remove oxygen
4. 4
   Temperatureafter 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
   Otherto give a white powder that
8. 8
   Filtrationwas filtered
9. 9
   Otherdried in a vacuum oven at 80° C., for 16 hr

Procedure

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