Azobisisobutyronitrile → Vinyl acetate sodium ethylenesulfonate

HRID 1076944Notes

Reaction equation

HRID 1076944 reaction equation
[C:1]([O:4][CH:5]=[CH2:6])(=[O:3])[CH3:2].[CH2:7]=[CH:8][S:9]([O-:12])(=[O:11])=[O:10].[Na+:13].CC(N=NC(C#N)(C)C)(C#N)C>CO>[C:1]([O:4][CH:5]=[CH2:6])(=[O:3])[CH3:2].[CH2:7]=[CH:8][S:9]([O-:12])(=[O:11])=[O:10].[Na+:13]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 7904Vinyl Acetate2×HCID 3270262Sodium vinylsulfonate

Product 1

HCID 131710246Vinyl acetate sodium ethylenesulfonate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 1,000 ml. glass polymerization vessel equipped with a reflux condenser, a dropping funnel, a thermometer and a stirrer was charged with 320 parts of vinyl acetate, 130 parts of methanol, 15 parts of 30% aqueous solution of sodium ethylenesulfonate and 0.2% by mole of azobisisobutylonitrile per the vinyl acetate. After carrying out the polymerization at a temperature of 60° to 65°C. for 8 hours, the residual vinyl acetate was removed by a conventional method to give vinyl acetate-sodium ethylenesulfonate copolymer containing 2.3% by mole of sodium ethylenesulfonate unit. Then the copolymer was hydrolyzed by a conventional method to give a modified PVA of which degree of hydrolysis in vinyl acetate unit was 99% by mole.

Workup

  1. customglass polymerization vessel
  2. customequipped with a reflux condenser, a dropping funnel
  3. customthe polymerization at a temperature of 60° to 65°C. for 8 hours
  4. customthe residual vinyl acetate was removed by a conventional method

Sources & evidence

ORD record
ord-3cd5ee600b35427fb7f893bffc505f65
Source dataset
uspto-grants-1976_05
Patent number
US03959205

Reaction notes

Loading…