Ethylene → Ethylene/Ethyl Acrylate Allyl Acrylate Maleic Anhydride

HRID 28072

Reaction equation

HRID 28072 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:15]([O:19][CH2:20][CH:21]=[CH2:22])(=[O:18])[CH:16]=[CH2:17].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:15]([O:19][CH2:20][CH3:21])(=[O:18])[CH:16]=[CH2:17].[C:15]([O:19][CH2:20][CH:21]=[CH2:22])(=[O:18])[CH:16]=[CH2:17].[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 86737232Ethylene/Ethyl Acrylate Allyl Acrylate 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. 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 one 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-64a9bf2ab9ad4033bab0329dec4fa910
Source dataset
uspto-grants-1980_09
Patent number
US04225476

Linked notes

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