Ethyl Acrylate → Ethyl Acrylate Butyl Acrylate Monoethyl Fumarate

HRID 28076

Reaction equation

HRID 28076 reaction equation
[OH-].[Na+].[OH-].[K+].[C:5]([O:12][CH2:13][CH3:14])(=[O:11])/[CH:6]=[CH:7]/[C:8]([O-:10])=[O:9].C(OCC)(=O)C=C.[C:22]([O:26][CH2:27][CH2:28][CH2:29][CH3:30])(=[O:25])[CH:23]=[CH2:24]>C(Cl)(Cl)Cl>[C:5]([O:12][CH2:13][CH3:14])(=[O:11])[CH:6]=[CH2:7].[C:22]([O:26][CH2:27][CH2:28][CH2:29][CH3:30])(=[O:25])[CH:23]=[CH2:24].[C:5]([O:12][CH2:13][CH3:14])(=[O:11])/[CH:6]=[CH:7]/[C:8]([O-:10])=[O:9]

Participants

7

Reactant 5

HCID 8821Ethyl AcrylateHCID 8846Butyl AcrylateHCID 14797Potassium HydroxideHCID 14798Sodium HydroxideHCID 58782252-Butenedioic acid, monoethyl ester

Product 1

HCID 86737234Ethyl Acrylate Butyl Acrylate Monoethyl Fumarate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Coagulated polymer was washed by chopping in a blender with water, twice dissolved in acetone and reprecipitated in water in a blender, then air-dried, vacuum-oven dried 3.5 hrs. at 72° C., and finally mill-dried at about 130° C. Yield: 254 g. The terpolymer produced had an inherent viscosity (chloroform, 30° C.) of 1.51 deciliters/gram and an acid content of 0.24 meq./gram (titration with aqueous sodium hydroxide), or 0.23 meq./gram (titration with alcoholic potassium hydroxide). The terpolymer had 3.3 percent monoethyl fumarate; the remainder was believed to be about equally divided between ethyl acrylate and butyl acrylate.

Workup

  1. washCoagulated polymer was washed
  2. dissolutiontwice dissolved in acetone
  3. customreprecipitated in water in a blender
  4. customair-dried
  5. customvacuum-oven dried 3.5 hrs
  6. customat 72° C., and finally mill-dried at about 130° C
  7. customThe terpolymer produced

Sources & evidence

ORD record
ord-35eb3f27865c494eb6a02a5dc4b3fcd8
Source dataset
uspto-grants-1980_09
Patent number
US04225476

Linked notes

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