Azobisisobutyronitrile → Maleimide styrene

HRID 345914Notes

Reaction equation

HRID 345914 reaction equation
[C:1]1(=[O:7])[NH:5][C:4](=[O:6])[CH:3]=[CH:2]1.[CH2:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.N(C(C)(C)C#N)=NC(C)(C)C#N.C(S)CCCCCCCCCCC>>[C:4]1(=[O:6])[NH:5][C:1](=[O:7])[CH:2]=[CH:3]1.[CH2:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 4

HCID 6547AzobisisobutyronitrileHCID 7501StyreneHCID 81951-DodecanethiolHCID 10935Maleimide

Product 1

HCID 66643759Maleimide styrene

Procedure

Maleimide-styrene copolymer was prepared by copolymerizing, in a sealed tube and in the absence of air, 4.00 g of maleimide (obtained from Eastman Kodak) with 4.29 g of styrene (obtained from Fischer Scientific) dissolved in a suitable solvent. Azobisisobutyronitrile (42 mg) was used as the initiator. The tube containing the reaction mixture was deoxygenated with argon for 10 mins. The tube was sealed and heated in an oven, in a solvent, for a reaction time, and at the temperature as shown in Table III to obtain copolymers of different molecular weights. In Runs #3 and 5, 0.27 g of dodecanethiol, a chain transfer agent, was added to the reaction mixture before heating to lower the molecular weight.

Workup

  1. dissolutiondissolved in a suitable solvent
  2. additionThe tube containing the reaction mixture
  3. customwas deoxygenated with argon for 10 mins
  4. customThe tube was sealed
  5. temperatureheated in an oven, in a solvent, for a reaction time
  6. customto obtain copolymers of different molecular weights
  7. temperaturebefore heating

Sources & evidence

ORD record
ord-210f39658a5f495087cd3f06537696af
Source dataset
uspto-grants-1991_10
Patent number
US05059513

Reaction notes

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