Methyl Methacrylate → Ethyl prop-2-enoate--methyl 2-methylprop-2-enoate (1/1)

HRID 1606884Notes

Reaction equation

HRID 1606884 reaction equation
[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[CH:2]=[CH2:3].[C:8]([O:13][CH3:14])(=[O:12])[C:9]([CH3:11])=[CH2:10].S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+]>O>[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[CH:2]=[CH2:3].[C:8]([O:13][CH3:14])(=[O:12])[C:9]([CH3:11])=[CH2:10]

Participants

5

Reactant 3

HCID 6658Methyl MethacrylateHCID 8821Ethyl AcrylateHCID 62648Ammonium Persulfate

Product 1

HCID 62704Ethyl prop-2-enoate--methyl 2-methylprop-2-enoate (1/1)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

8 g. of Na alkylarylpolyoxyethylene sulfonate (trade name Triton X-200) was dissolved in 1000 ml. of water at 40° C. in a flask with stirrer and condenser. A mixture of 250 g. of ethyl acrylate and 250 g. of methyl methacrylate were separately prepared. A portion of 125 g. of above monomer mixture and 0.5 g. of ammonium persulfate were added to the flask. The temperature was gradually elevated to 85° C. while stirring. At 83° C. the polymerization reaction started and the system was maintained in the condition of moderate reflux for 5 minutes. Then the remaining part of the monomer mixture was added dropwise through a dropping funnel. At the end of addition the reaction was carried out at 90° C. for an additional hour and this permitted the polymerization reaction to proceed to near completion. The temperature was then lowered to 70° C. and the flask put under light vacuum: In this condition under slow stirring and adding water in order to maintain the original level, the unreacted monomer was stripped out to a safe concentration of <3 p.p.m. The final latex is odorless. A sample of latex was dried obtaining a dry polymer content of 33.7%.

Workup

  1. dissolutionof Na alkylarylpolyoxyethylene sulfonate (trade name Triton X-200) was dissolved in 1000 ml
  2. customat 40° C.
  3. additionA mixture of 250 g
  4. customwas gradually elevated to 85° C.
  5. customAt 83° C. the polymerization reaction
  6. temperaturethe system was maintained in the condition
  7. temperatureof moderate reflux for 5 minutes
  8. additionThen the remaining part of the monomer mixture was added dropwise through a dropping funnel
  9. additionAt the end of addition the reaction
  10. waitwas carried out at 90° C. for an additional hour
  11. customthe polymerization reaction
  12. customwas then lowered to 70° C.
  13. stirringIn this condition under slow stirring
  14. temperatureto maintain the original level
  15. concentrationthe unreacted monomer was stripped out to a safe concentration of <3
  16. customA sample of latex was dried
  17. customobtaining a dry polymer content of 33.7%

Sources & evidence

ORD record
ord-f0cd75ff98a54ed4988c69d794b9ef84
Source dataset
uspto-grants-1989_09
Patent number
US04863801

Reaction notes

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