Azobisisobutyronitrile → Styrene

HRID 2220725Notes

Reaction equation

HRID 2220725 reaction equation
[C:1]1(=O)[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[CH3:8][C:9]1(C)N([O])[C:13]([CH3:17])(C)[CH2:12][CH2:11][CH2:10]1.CC(N=NC(C#N)(C)C)(C#N)C>C=CC1C=CC=CC=1.C(OC(=O)C=C)CCC>[CH2:1]=[CH:2][C:3]1[CH:4]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH2:11]([O:6][C:4](=[O:5])[CH:3]=[CH2:2])[CH2:12][CH2:13][CH3:17]

Participants

6

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 7923Maleic Anhydride2×HCID 2724126Tempo

Product 2

HCID 7501StyreneHCID 8846Butyl Acrylate

Reagents, catalysts & solvents 1

HCID 168422Butyl prop-2-enoate;styreneSolvent

Conditions

Temperature
135 °C

Procedure

Incorporation of maleic anhydride into an emulsion aggregation particle at the bulk polymerization step. A stock solution of styrene (390 mL) and butylacrylate (110 ml) was prepared and to 400 ml was added TEMPO (3.12 g, (0.02 mole) and vazo 64 initiator (2.0 g 0.0125 mole). This was heated under a nitrogen atmosphere to 135° C. (bath temperature) and then added to it dropwise a solution- of maleic anhydride (9.8 g) in 100 mL of the styrene/butylacrylate stock solution that had been deoxygenated using nitrogen. The addition was done over a 30 minute period after which it was stirred for 5 more minutes and then cooled to afford a poly(styrene/maleic anhydride-b-styrene/butylacrylate) (Mn=4,990 with PD=1.93) solution in styrenebutylacrylate monomer.

Workup

  1. customhad been deoxygenated
  2. additionThe addition
  3. temperaturecooled

Sources & evidence

ORD record
ord-323ccb0619884ac286d49f2f0137600c
Source dataset
uspto-grants-2008_08
Patent number
US07417787B2

Reaction notes

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