Styrene → Butyl prop-2-enoate;styrene

HRID 2417633Notes

Reaction equation

HRID 2417633 reaction equation
[Na].C(OC=C)(=O)C.P([O-])([O-])(O)=O.[C:13]([O:17][CH2:18][CH2:19][CH2:20][CH3:21])(=[O:16])[CH:14]=[CH2:15].[CH2:22]=[CH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.S(OOS([O-])(=O)=O)([O-])(=O)=O.[K+].[K+]>>[C:13]([O:17][CH2:18][CH2:19][CH2:20][CH3:21])(=[O:16])[CH:14]=[CH2:15].[CH2:22]=[CH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

7

Reactant 6

HCID 7501Styrene2×HCID 7904Vinyl AcetateHCID 8846Butyl Acrylate2×HCID 24412Potassium Persulfate2×HCID 3681305Hydrogen phosphateHCID 5360545Sodium

Product 1

HCID 168422Butyl prop-2-enoate;styrene

Conditions

Temperature
70 °C

Procedure

A 500 ml. glass polymerization vessel equipped with a refulx condenser, a dropping funnel, a thermometer and a stirrer was charged with 110 parts of a 5.7% aqueous solution of sodium N-sulfoisobutyleneacrylamide/vinyl acetate copolymer (molar ratio: 10/90, [η]: 1.13 dl./g.) (hereinafter referred to as "copolymer A") as an emulsifier and 10 parts of a 10% aqueous solution of dissodium hydrogenphosphate as a pH controlling agent, and the temperature was raised to 70° C. with stirring at a rate of 200 r.p.m. To the vessel were then added 6 parts of butyl acrylate, 6 parts of styrene and 3.1 parts of a 4% aqueous solution of potassium persulfate to initiate emulsion polymerization. After initial polymerization at that temperature for 30 minutes, the polymerization was further continued at 75° C. for 4 hours, while continuously adding dropwise 53 parts of butyl acrylate and 53 parts of styrene over 4 hours and adding 9.4 parts of a 4% aqueous solution of potassium persulfate in two portions. The reaction mixture was further maintained at 75° C. for 1.5 hours to complete the polymerization to give an emulsion of butyl acrylate/styrene copolymer.

Workup

  1. customglass polymerization vessel
  2. customequipped with a refulx condenser, a dropping funnel
  3. customemulsion polymerization
  4. customAfter initial polymerization at that temperature for 30 minutes
  5. temperatureThe reaction mixture was further maintained at 75° C. for 1.5 hours
  6. customthe polymerization

Sources & evidence

ORD record
ord-e10198a0e2c34e3dbdc27cffe36e0786
Source dataset
uspto-grants-1984_09
Patent number
US04469839

Reaction notes

Loading…