反応 #1106657

反応方程式

NaOH

BuOH

Maleic Anhydride

Phenyl Ethyl Norbornene

AIBN

→

MA PENB

溶媒

THF

THF

反応条件

後処理

1. 1
   workup.ADDITIONcharged to an appropriately sized reaction vessel
2. 2
   その他The solution was sparged with nitrogen for 10 min
3. 3
   その他to remove oxygen
4. 4
   workup.ADDITIONafter which the solution was diluted to 20 wt % with 181.3 g of THF
5. 5
   workup.ADDITIONwere mixed at 70° C. for 1 hr
6. 6
   workup.STIRRINGto stir for 2 hr at 70° C.
7. 7
   温度was cooled to room temperature
8. 8
   workup.ADDITIONThe reaction mixture was treated with cone
9. 9
   洗浄HClaq for protonation, and then washed three times
10. 10
    その他to remove residual salts and acid
11. 11
    その他The organic phase was separated
12. 12
    濃縮concentrated in vacuo
13. 13
    workup.DISSOLUTIONredissolved in THF
14. 14
    その他to form an approximately 20 wt % copolymer solution
15. 15
    その他the copolymer was precipitated
16. 16
    workup.ADDITIONby adding the THF solution to hexane (20 fold excess)
17. 17
    その他The copolymer was separated by filtration
18. 18
    その他dried in a vacuum oven at 80° C. for 16 hr

実験手順

Maleic Anhydride (MA, 19.6 g, 200.0 mmol), Phenyl Ethyl Norbornene (PENB, 39.6 g, 200 mmol) and AIBN (3.3 g, 20.0 mmol) was dissolved in THF (36.2 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 60° C. The mixture was allowed to stir at 60° C. for 23 hr, after which the solution was diluted to 20 wt % with 181.3 g of THF. The resulting solution was added to the suspension of NaOH (8.8 g, 220 mmol), BuOH (74.0 g, 1 mol) and THF (80.0 g) which were mixed at 70° C. for 1 hr. The mixture was allowed to stir for 2 hr at 70° C. and then was cooled to room temperature. The reaction mixture was treated with cone. HClaq for protonation, and then washed three times to remove residual salts and acid. The organic phase was separated and then concentrated in vacuo, redissolved in THF to form an approximately 20 wt % copolymer solution and then the copolymer was precipitated by adding the THF solution to hexane (20 fold excess). The copolymer was separated by filtration and dried in a vacuum oven at 80° C. for 16 hr. Approximately, 44.4 g (75%) of the ROMA copolymer of MA/PENB with BuOH was isolated (GPC Mw=7,700 Mn=4,000).

出典