Azobisisobutyronitrile → Styrene

HRID 1779876Notes

Reaction equation

HRID 1779876 reaction equation
C([O:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[CH2:11])=[CH:8][CH:7]=1)(C)(C)C.[CH2:14]=[CH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.CC(N=NC(C#N)(C)C)(C#N)C>O1CCOCC1>[OH:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[CH2:11])=[CH:8][CH:7]=1.[CH2:14]=[CH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

6

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 7501StyreneHCID 5775311-(Tert-butoxy)-4-ethenylbenzene

Product 2

HCID 7501StyreneHCID 624534-Vinylphenol

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

300 g of p-t-butoxystyrene, 30 g of styrene, and 1.6 g of azobis-iso-butylonitrile were dissolved in 330 g of dioxane, and reacted for 12 hours under a nitrogen atmosphere at 70° C. After the reaction, unreacted monomers were removed to obtain a copolymer of p-hydroxystyrene and styrene. This resin was hydrolyzed with an acid to produce 180 g of a copolymer of p-hydroxystyrene and styrene with Mw of 18,000. NMR measurement confirmed that the molar ratio of p-hydroxystyrene and styrene was 85:15.

Workup

  1. customreacted for 12 hours under a nitrogen atmosphere at 70° C
  2. customAfter the reaction, unreacted monomers
  3. customwere removed

Sources & evidence

ORD record
ord-7d6daa605c624221bfe40cfaec067b45
Source dataset
uspto-grants-1997_05
Patent number
US05629135

Reaction notes

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