Ethylene → Ethylene/Vinyl Acetate Maleic Anhydride

HRID 1282899

Reaction equation

HRID 1282899 reaction equation
[C:1](OCC)(=O)[CH:2]=C.[C:8]1(=[O:14])[O:13][C:11](=[O:12])[CH:10]=[CH:9]1.C(OCC=C)(=O)C=C.N(C(C)(C)C#N)=NC(C)(C)C#N.B(F)(F)F.C=C>CC(C)=O.C(Cl)Cl>[CH2:1]=[CH2:2].[C:11]([O:13][CH:8]=[CH2:9])(=[O:12])[CH3:10].[C:11]1(=[O:12])[O:13][C:8](=[O:14])[CH:9]=[CH:10]1

Participants

9

Reactant 6

HCID 6325Ethylene2×HCID 6356Boron trifluorideHCID 6547AzobisisobutyronitrileHCID 7923Maleic AnhydrideHCID 8821Ethyl AcrylateHCID 13835Allyl acrylate

Product 1

HCID 86650683Ethylene/Vinyl Acetate Maleic Anhydride

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6344DichloromethaneSolvent

Procedure

A 7.57-liter stirred autoclave was charged under nitrogen with 4000 ml. of methylene chloride, 400 grams of ethyl acrylate, 20 grams of maleic anhydride, 1.2 grams of allyl acrylate, and 1.0 gram of azobis(isobutyronitrile). It was then sealed, charged with 300 grams of boron trifluoride, and pressured to 21 kg./sq. cm. with ethylene. The subsequent copolymerization at 25°C. was continued until pressure measurement indicated that ethylene uptake had ceased (about two hours later). The reaction was quenched by addition of 1 liter of diethyl ether. Volatiles were removed by steam-stripping in a well-ventilated hood. The terpolymer thereby obtained was dissolved in acetone, precipitated in water in a blender, and oven-dried. Yield: 415 grams.

Workup

  1. additionwas charged under nitrogen with 4000 ml
  2. customIt was then sealed
  3. customThe subsequent copolymerization at 25°C.
  4. customabout two hours
  5. customThe reaction was quenched by addition of 1 liter of diethyl ether
  6. customVolatiles were removed by steam-stripping in a well-ventilated hood
  7. customThe terpolymer thereby obtained
  8. customprecipitated in water in a blender
  9. customoven-dried

Sources & evidence

ORD record
ord-cac7230d2ca34192bbbbc3f851449e8a
Source dataset
uspto-grants-1976_08
Patent number
US03972961

Linked notes

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