Azobisisobutyronitrile → Maleimide styrene

HRID 1722809Notes

Reaction equation

HRID 1722809 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-76200499d47a41529a350461107e8fb8
Source dataset
uspto-grants-1989_08
Patent number
US04857435

Reaction notes

Loading…