Azobisisobutyronitrile → Styrenemaleic anhydride

HRID 1076806Notes

Reaction equation

HRID 1076806 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]1(=[O:15])[O:14][C:12](=[O:13])[CH:11]=[CH:10]1.N(C(C)(C)C#N)=NC(C)(C)C#N>CC(=O)CC>[CH:1]([C:10]1=[CH:11][C:12]([O:14][C:9]1=[O:15])=[O:13])=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 7501StyreneHCID 7923Maleic Anhydride

Product 1

HCID 54215275Styrenemaleic anhydride

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

of styrene (2 mol) and 196 gs. of maleic acid anhydride were dissolved in 1600 gs. of 2-butanone, whereafter as catalyst 0.5 gs. of azo-bis-isobutyronitrile was added. The mixture was completely polymerized in a nitrogen atmosphere in a period of approx. 4 hours, while being stirred and heated at approx. 70°-80°C. The dry, solid polymer could be obtained from the solution as a white powdery substance with a melting-point above 200°C by precipitating with methanol, filtering off, rinsing out with methanol and drying.

Workup

  1. customThe mixture was completely polymerized in a nitrogen atmosphere in a period of approx. 4 hours
  2. temperatureheated at approx. 70°-80°C
  3. customThe dry, solid polymer could be obtained from the solution as a white powdery substance with a melting-point above 200°C
  4. customby precipitating with methanol
  5. filtrationfiltering off
  6. washrinsing out with methanol
  7. customdrying

Sources & evidence

ORD record
ord-9fd41a4b4abd4e939f3da17f1cc5898c
Source dataset
uspto-grants-1976_05
Patent number
US03957908

Reaction notes

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