Methacrylic Acid → Methacrylic acid ethylene oxide

HRID 1375312Notes

Reaction equation

HRID 1375312 reaction equation
[Na:1].[CH2:2]1[O:4][CH2:3]1.[C:5]([OH:10])(=[O:9])[C:6]([CH3:8])=[CH2:7].[CH2:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:19]([O:23][CH2:24][CH2:25][CH2:26][CH3:27])(=[O:22])[CH:20]=[CH2:21].S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+]>O>[CH:11]([CH2:7][C:6](=[CH2:8])[C:5]([OH:10])=[O:9])=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:19]([O:23][CH2:24][CH2:25][CH2:26][CH3:27])(=[O:22])[CH:20]=[CH2:21].[Na:1].[C:5]([OH:10])(=[O:9])[C:6]([CH3:8])=[CH2:7].[CH2:3]1[O:4][CH2:2]1

Participants

9

Reactant 6

HCID 4093Methacrylic Acid2×HCID 6354Ethylene OxideHCID 7501StyreneHCID 8846Butyl AcrylateHCID 62648Ammonium Persulfate2×HCID 5360545Sodium

Product 2

HCID 21880491Methacrylic acid ethylene oxideHCID 86591398Styrene-methacrylic acid butyl acrylate sodium

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

Into a reactor equipped with a stirring rod and a thermometer were poured 683 parts of water, 11 parts of sodium salt of sulfuric acid ester of ethylene oxide adduct of methacrylic acid (trade name: Eleminol RS-30, manufactured by Sanyo Chemical Industries, Ltd.), 83 parts of styrene, 83 parts of methacrylic acid, 110 parts of butyl acrylate, and 1 part of ammonium persulfate; and the mixture was stirred at 3,800 rpm for 30 minutes to yield a white emulsion. The emulsion was heated to 75° C. and was allowed to react for 4 hours. The reaction mixture was further treated with 30 parts of a 1% aqueous solution of ammonium persulfate, was aged at 75° C. for 6 hours, thereby yielded an aqueous dispersion of vinyl resin i.e. a copolymer of styrene-methacrylic acid-butyl acrylate-sodium salt of sulfate ester of methacrylic acid-ethylene oxide adduct (hereinafter referring to as [Fine particles dispersion 1]). [Fine Particle Dispersion 1] had a volume-average particle diameter of 110 nm by the laser diffraction/particle size distribution analyzer LA-920 (manufactured by Horiba, Ltd.). A part of [Fine Particle Dispersion 1] was dried to isolate the resin component. The resin component had a Tg of 58° C. and a mass-average molecular mass of about 130,000.

Workup

  1. customInto a reactor equipped with a stirring rod
  2. customto yield a white emulsion
  3. customto react for 4 hours
  4. waitwas aged at 75° C. for 6 hours

Sources & evidence

ORD record
ord-173a400bc030417baf7dae3a693097b1
Source dataset
uspto-grants-2007_01
Patent number
US07169525B2

Reaction notes

Loading…