Acetone → Maleic Anhydride Methyl Vinyl Ether N,N'-1,3-Phenylenedimaleimide

HRID 1069253

Reaction equation

HRID 1069253 reaction equation
[C:1]1([N:14]2[C:18](=[O:19])[CH:17]=[CH:16][C:15]2=[O:20])[CH:6]=[CH:5][CH:4]=[C:3]([N:7]2[C:11](=[O:12])[CH:10]=[CH:9][C:8]2=[O:13])[CH:2]=1.[CH3:21][C:22](C)=[O:23]>>[C:18]1(=[O:19])[O:20][C:15](=[O:23])[CH:16]=[CH:17]1.[CH:22]([O:23][CH3:1])=[CH2:21].[C:1]1([N:14]2[C:18](=[O:19])[CH:17]=[CH:16][C:15]2=[O:20])[CH:6]=[CH:5][CH:4]=[C:3]([N:7]2[C:11](=[O:12])[CH:10]=[CH:9][C:8]2=[O:13])[CH:2]=1

Participants

3

Conditions

Temperature
70 °C

Procedure

A 2-liter stainless steel high pressure reactor was charged with 513.88 g of acetone and 0.201 g of N,N′-1,3-phenylenedimaleimide. The reactor was sealed and purged three times with nitrogen gas ending with a head pressure of 25 psi N2. Then the temperature was raised to 70° C. during a 40 min period. When the temperature reached 60° C., 111.88 ml of molten maleic anhydride was introduced. At 80° C., separate feeds of 175.35 ml of methyl vinyl ether and 1.17 g of decanoyl peroxide in 33 g of acetone were introduced into the reactor over a period of 3 hours, with the methyl vinyl ether feed begun 10 min. before the decanoyl peroxide-acetone solution. After the feed was completed, the reactor was maintained at 80° C. for an additional half-hour. The reactor was then cooled to provide a thick, viscous light amber colored solution of the desired copolymer product in acetone.

Workup

  1. customThe reactor was sealed
  2. custompurged three times with nitrogen gas
  3. customreached 60° C.
  4. addition111.88 ml of molten maleic anhydride was introduced
  5. customAt 80° C., separate
  6. additionwere introduced into the reactor over a period of 3 hours, with the methyl vinyl ether feed
  7. temperaturethe reactor was maintained at 80° C. for an additional half-hour
  8. temperatureThe reactor was then cooled

Sources & evidence

ORD record
ord-72cf9c8ad13d4187be3d1ac34c6d9b42
Source dataset
uspto-grants-2001_06
Patent number
US06252026B1

Linked notes

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