Ethylene → HCID 86759008, compound

HRID 1369047Notes

Reaction equation

HRID 1369047 reaction equation
[C:1]([O:4][CH:5]=[CH2:6])(=[O:3])[CH3:2].C=C.[C:9](OO)(C)(C)[CH3:10].OCS([O-])=O.[Na+].[C:21]([O:25][C:26]12[CH2:32][CH:29]([CH2:30][CH2:31]1)[CH2:28][CH2:27]2)(=[O:24])[CH:22]=[CH2:23]>O.S([O-])([O-])(=O)=O.[NH4+].[Fe+]>[C:1]([O:4][CH:5]=[CH2:6])(=[O:3])[CH3:2].[C:21]([O:25][C:26]12[CH2:32][CH:29]([CH2:28][CH2:27]1)[CH2:30][CH2:31]2)(=[O:24])[CH:22]=[CH2:23].[CH2:9]=[CH2:10]

Participants

8

Reactant 5

HCID 6325Ethylene2×HCID 6410tert-Butyl hydroperoxideHCID 7904Vinyl Acetate2×HCID 23509218Bicyclo[2.2.1]heptan-1-yl prop-2-enoateHCID 23689980Sodium Formaldehyde Sulfoxylate

Product 1

HCID 86759008HCID 86759008, compound

Reagents, catalysts & solvents 2

HCID 178527670HCID 178527670, compoundCatalystHCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

932 g of water, 466 g of a 20% strength, aqueous solution of a polyvinyl alcohol having a degree of hydrolysis of 88 mol % and a Höppler viscosity of 4 mPas, 5 g of iron ammonium sulfate (1% strength in water) and 1170 g of vinyl acetate were initially introduced into a polymerization vessel having a volume of 5 liters and were heated to 60° C. At the same time, 40 bar of ethylene were forced in. tert-Butyl hydroperoxide (3% strength in water) and brüggolite (sodium hydroxymethanesulfinate) (5% strength in water) were then metered in continuously, each at 14 g/h. From the beginning of the polymerization, detectable from the increase in the internal temperature, the internal temperature was increased to 80° C. 30 minutes later, the remaining monomer mixture comprising 466 g of norbornyl acrylate and 699 g of vinyl acetate was metered in continuously in 2 h at 585 g/h. Simultaneously with the monomer metering, 755 g of a 12.3% strength polyvinyl alcohol solution (polyvinyl alcohol as above) were metered at 358 g/h in the course of 2 h. The ethylene pressure was kept at 40 bar up to the end of the monomer metering. Polymerization was effected until no more heat of polymerization could be observed. To remove residual monomers, postpolymerization was effected with 15 g of tert-butyl hydroperoxide (10% strength in water) and 15 g of brüggolite (10% strength in water) after cooling to 30° C.

Workup

  1. customFrom the beginning of the polymerization, detectable from the
  2. temperatureincrease in the internal temperature
  3. temperaturethe internal temperature was increased to 80° C
  4. custom30 minutes
  5. customcontinuously in 2 h
  6. customwere metered at 358 g/h in the course of 2 h
  7. customPolymerization
  8. temperatureno more heat of polymerization
  9. customTo remove residual monomers, postpolymerization
  10. temperatureafter cooling to 30° C.

Sources & evidence

ORD record
ord-3e97fb027abc4788b0e7bf9612664e87
Source dataset
uspto-grants-2003_06
Patent number
US06576698B1

Reaction notes

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