Ethylene → Ethylene/Vinyl Acetate Maleic Anhydride

HRID 2057349Notes

Reaction equation

HRID 2057349 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 one 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. customIt was then sealed
  2. customThe subsequent copolymerization at 25° C.
  3. customabout two hours
  4. customThe reaction was quenched by addition of one liter of diethyl ether
  5. customVolatiles were removed by steam-stripping in a well-ventilated hood
  6. customThe terpolymer thereby obtained
  7. customprecipitated in water in a blender
  8. customoven-dried

Sources & evidence

ORD record
ord-93ca14c8ad5143a0bdb7fab38d329b3b
Source dataset
uspto-grants-1980_07
Patent number
USRE030322

Reaction notes

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