Styrene → Styrenemaleic anhydride

HRID 2286829Notes

Reaction equation

HRID 2286829 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.C1(C)C=CC=CC=1>[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 2

HCID 7501StyreneHCID 7923Maleic Anhydride

Product 1

HCID 54215275Styrenemaleic anhydrideYield 98.4%

Reagents, catalysts & solvents 2

HCID 6547AzobisisobutyronitrileCatalystHCID 1140TolueneSolvent

Conditions

Temperature
90 °C

Procedure

A flask similar to that used in Example A was charged with 156.0 g of styrene, 147.0 g of maleic anhydride, 2.0 g of azobisisobutyronitrile and 2,400 ml of toluene. The mixture was heated at 90° C. for 1 hour while agitated under a nitrogen atmosphere so as to carry out the required reaction. After the reaction, the reaction mixture was condensed and petroleum ether about 10 times as much as the condensed mixture by volume was added to the condensed reaction mixture so as to precipitate the resultant cooligomer. The cooligomer thus obtained was washed with 500 g of petroleum ether three times and, then, dried, thereby obtaining 295 g of styrene-maleic anhydride cooligomer having a number average molecular weight of 8,500.

Workup

  1. customA flask similar to that used in Example A
  2. customreaction
  3. customAfter the reaction
  4. additionwas added to the condensed reaction mixture so as
  5. customto precipitate the resultant cooligomer
  6. customThe cooligomer thus obtained
  7. washwas washed with 500 g of petroleum ether three times
  8. customdried

Sources & evidence

ORD record
ord-d3ec13f8a2de4d02976334729ea9ad03
Source dataset
uspto-grants-1981_05
Patent number
US04268463

Reaction notes

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