Azobisisobutyronitrile → Styrene

HRID 907244Notes

Reaction equation

HRID 907244 reaction equation
CC1(C)N([O])C(C)(C)CCC1.CC(N=NC(C#N)(C)C)(C#N)C.[CH2:24]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[CH2:32]([O:36][C:37](=[O:40])[CH:38]=[CH2:39])[CH2:33][CH2:34][CH3:35]>>[CH2:24]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[CH2:32]([O:36][C:37](=[O:40])[CH:38]=[CH2:39])[CH2:33][CH2:34][CH3:35]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 168422Butyl prop-2-enoate;styreneHCID 2724126Tempo

Product 2

HCID 7501StyreneHCID 8846Butyl Acrylate

Conditions

Temperature
135 °C

Procedure

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 anhdryide (9.8 g) in 100 mL of the styrene/butylacrylate stock solution which 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=4990 with PD=1.23) solution in styrene/butylacrylate monomer.

Workup

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

Sources & evidence

ORD record
ord-97c101ae687945569061cde6b9a7be12
Source dataset
uspto-grants-2011_09
Patent number
US08013074B2

Reaction notes

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