Azobisisobutyronitrile → Diethyl carbonate ethylene carbonate

HRID 2059533Notes

Reaction equation

HRID 2059533 reaction equation
C(OC)(=O)C(C)=C.C(OCC1CCC2OC2C1)(=O)C=C.[C:21]1(=[O:26])[O:25][CH2:24][CH2:23][O:22]1.N(C(C)(C)C#N)=NC(C)(C)C#N.[C:39](=[O:46])([O:43][CH2:44][CH3:45])[O:40][CH2:41][CH3:42]>>[C:21]1(=[O:26])[O:25][CH2:24][CH2:23][O:22]1.[C:39](=[O:46])([O:43][CH2:44][CH3:45])[O:40][CH2:41][CH3:42]

Participants

6

Conditions

Temperature
70 °C

Procedure

60.0 g of methyl methacrylate, 20.0 g of 3,4-epoxycyclohexylmethyl acrylate, 226.6 g of ethylene carbonate and 0.24 g of 2,2′-azobis(isobutyronitrile) were placed in a 500 mL capacity three-necked flask equipped with a refluxing condenser and stirred and mixed for 30 minutes while nitrogen gas was introduced into the flask. The mixture was heated to 70° C. and radical polymerization was carried out at the temperature over 8 hours. The resulting reaction mixture was cooled to 40° C. 226.6 g of diethyl carbonate and 0.24 g of 2,2′-azobis(isobutyronitrile) were added to the reaction mixture and the resulting mixture was again heated to 70° C. for carrying out radical polymerization at the temperature for another 8 hours. The resulting reaction mixture was cooled to 40° C. thereby to obtain a solution of a polymer in a concentration of 15% by weight in a solvent of ethylene carbonate/diethyl carbonate mixture.

Workup

  1. customequipped with a refluxing condenser
  2. additionmixed for 30 minutes while nitrogen gas
  3. additionwas introduced into the flask
  4. customradical polymerization
  5. customThe resulting reaction mixture
  6. temperaturewas cooled to 40° C
  7. temperaturethe resulting mixture was again heated to 70° C.
  8. custompolymerization at the temperature for another 8 hours
  9. customThe resulting reaction mixture
  10. temperaturewas cooled to 40° C.

Sources & evidence

ORD record
ord-0764a475bbd14958a0dfcc290f1a43c0
Source dataset
uspto-grants-2012_10
Patent number
US08277897B2

Reaction notes

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