Reaction #2146715

ord-0764a475bbd14958a0dfcc290f1a43c0

Reaction equation

CCOC(=O)OCC
diethyl carbonate
CC(C)(C#N)N=NC(C)(C)C#N
2,2′-azobis(isobutyronitrile)
C=C(C)C(=O)OC
methyl methacrylate
C=CC(=O)OCC1CCC2OC2C1
3,4-epoxycyclohexylmethyl acrylate
O=C1OCCO1
ethylene carbonate
CC(C)(C#N)N=NC(C)(C)C#N
2,2′-azobis(isobutyronitrile)
CCOC(=O)OCC.O=C1OCCO1
ethylene carbonate diethyl carbonate

Conditions

Temperature
70°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherequipped with a refluxing condenser
  2. 2
    workup.ADDITIONmixed for 30 minutes while nitrogen gas
  3. 3
    workup.ADDITIONwas introduced into the flask
  4. 4
    Otherradical polymerization
  5. 5
    OtherThe resulting reaction mixture
  6. 6
    Temperaturewas cooled to 40° C
  7. 7
    Temperaturethe resulting mixture was again heated to 70° C.
  8. 8
    Otherpolymerization at the temperature for another 8 hours
  9. 9
    OtherThe resulting reaction mixture
  10. 10
    Temperaturewas cooled to 40° 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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08277897B2uspto-grants-2012_10