Water → alpha-Methylene-gamma-butyrolactone acrylonitrile p-styrene sulfonate

HRID 83953

Reaction equation

HRID 83953 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[CH2:5]=[C:6]1[CH2:11][CH2:10][O:9][C:7]1=[O:8].[CH2:12]=[CH:13][C:14]1[CH:19]=[CH:18][C:17]([S:20]([O-:23])(=[O:22])=[O:21])=[CH:16][CH:15]=1.[Na+].O.C(OOC(C)(C)C)(C)(C)C>>[CH2:5]=[C:6]1[CH2:11][CH2:10][O:9][C:7]1=[O:8].[C:1](#[N:4])[CH:2]=[CH2:3].[CH2:12]=[CH:13][C:14]1[CH:15]=[CH:16][C:17]([S:20]([O-:23])(=[O:22])=[O:21])=[CH:18][CH:19]=1

Participants

6

Reactant 5

HCID 962WaterHCID 7855AcrylonitrileHCID 8033Di-tert-butyl peroxideHCID 68352alpha-Methylene butyrolactoneHCID 3571582Sodium 4-styrenesulfonate

Product 1

HCID 86762801alpha-Methylene-gamma-butyrolactone acrylonitrile p-styrene sulfonate

Conditions

Temperature
160 °C

Procedure

To a high-pressure stainless steel reactor with overhead stirring is added 7.82 g (0.147 mol) of acrylonitrile, 7.82 g (7.97×10−2 mol) of α-methylene-γ-butyrolactone, 0.50 g (2.42×10−3 mol) of sodium p-styrene sulfonate and 36.88 g (2.05 mol) of water. The reactor is purged with nitrogen and 0.78 g (5.33×10−3 mol) di-tert-butyl peroxide is added to the reaction mixture before the reactor is tightly closed and heated to 160° C. After 10 minutes at 160° C., the polymerization is allowed to cool to room temperature before drying the polymer under vacuum at elevated temperature for isolation.

Workup

  1. additionis added to the reaction mixture before the reactor
  2. customis tightly closed
  3. temperatureto cool to room temperature
  4. custombefore drying the polymer under vacuum at elevated temperature for isolation

Sources & evidence

ORD record
ord-3ce3c6904c8c4ded9cf8fea90d96f1ec
Source dataset
uspto-grants-2014_09
Patent number
US08846817B2

Linked notes

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