Ethylene Oxide → Acetic acid, 2-hydroxy-2-[(1-oxo-2-propen-1-yl)amino]-

HRID 1789325Notes

Reaction equation

HRID 1789325 reaction equation
[C:1]([O:6]C)(=[O:5])[C:2](C)=C.[CH2:8]([O:12]C(=O)C=C)[CH2:9][CH2:10]C.[Na].C(C1C=CC([OH:28])=C(CC(C)C)C=1CC(C)C)C(C)C.C1OC1.S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+:50].[NH4+]>O>[C:8]([NH:50][CH:2]([OH:28])[C:1]([OH:6])=[O:5])(=[O:12])[CH:9]=[CH2:10]

Participants

8

Reactant 6

HCID 6354Ethylene OxideHCID 6658Methyl MethacrylateHCID 8846Butyl AcrylateHCID 62648Ammonium Persulfate2×HCID 5360545SodiumHCID 22253180Triisobutylphenol

Product 1

HCID 92230Acetic acid, 2-hydroxy-2-[(1-oxo-2-propen-1-yl)amino]-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
80 °C

Procedure

Into a polymerization vessel equipped with a reflux condenser, stirrer rod and thermometer, is added an emulsion consisting of 44 parts by weight of methyl methacrylate, 56 parts by weight of n-butyl-acrylate, 61.5 parts by weight of completely deionized water, 1.5 parts by weight of the sodium salt of a sulfated additive product of tri-isobutyl phenol and 7 moles of ethylene oxide, and of 0.25 parts by weight of ammonium peroxydisulfate over the course of 4 hours, with stirring, to a solution warmed to 80° C. and consisting of 0.04 parts by weight of ammonium peroxydisulfate and 0.02 parts by weight orf the abovementioned emulsifiers in 40 parts by weight of completely deionized water. Subsequently, the temperature is maintained at 80° C. for an additional 2 hours. A stable, coagulate-free dispersion having a solids content of about 50% is obtained.

Workup

  1. customInto a polymerization vessel equipped with a reflux condenser, stirrer rod and thermometer
  2. additionis added an emulsion
  3. temperatureSubsequently, the temperature is maintained at 80° C. for an additional 2 hours
  4. customis obtained

Sources & evidence

ORD record
ord-9bc2befe3f19445da6adb574b315731c
Source dataset
uspto-grants-1987_08
Patent number
US04689264

Reaction notes

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