Methacrylic Acid → Methacrylic acid ethylene oxide

HRID 854227Notes

Reaction equation

HRID 854227 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]([OH:24])(=[O:23])[C:20]([CH3:22])=[CH2:21].[C:25]([O:29][CH2:30][CH2:31][CH2:32][CH3:33])(=[O:28])[CH:26]=[CH2:27].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:25]([O:29][CH2:30][CH2:31][CH2:32][CH3:33])(=[O:28])[CH:26]=[CH2:27].[Na:1].[CH2:3]1[O:4][CH2:2]1.[C:19]([OH:24])(=[O:23])[C:20]([CH3:22])=[CH2:21]

Participants

9

Reactant 6

HCID 4093Methacrylic AcidHCID 7501StyreneHCID 8846Butyl AcrylateHCID 62648Ammonium Persulfate2×HCID 5360545SodiumHCID 21880491Methacrylic acid ethylene oxide

Product 2

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

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

To a reaction vessel equipped with a stirrer and a thermometer, 683 parts of water, 11 parts of sodium salt of the sulfuric acid ester of methacrylic acid ethylene oxide adduct (ELEMINOL RS-30, manufactured by Sanyo Chemical Industries, Ltd.), 68 parts of styrene, 93 parts of methacrylic acid, 115 parts of butyl acrylate, and 1 part of ammonium persulphate were poured, and stirred at 400 rpm for 15 minutes to obtain a white emulsion. The white emulsion was heated, the temperature in the system was raised to 75° C. and the reaction was performed for 5 hours. Next, 30 parts of an aqueous solution of 1% ammonium persulphate were added, and the reaction mixture was matured at 75° C. for 5 hours to obtain an aqueous dispersion liquid of a vinyl resin (copolymer of styrene-methacrylic acid-butyl acrylate-sodium salt of the sulfuric acid ester of methacrylic acid ethylene oxide adduct) [particulate emulsion 2]. The volume average particle diameter of [particulate emulsion 2] measured by a laser diffraction particle size distribution analyzer (LA-920, manufactured by SHIMADZU Corp.) was 90 nm. After drying a part of [particulate emulsion 2] and isolating the resin, the glass transition temperature (Tg) of the resin was 56° C. and the mass average molecular mass was 150,000.

Workup

  1. customTo a reaction vessel equipped with a stirrer
  2. customto obtain a white emulsion
  3. temperatureThe white emulsion was heated
  4. waitthe reaction was performed for 5 hours
  5. waitthe reaction mixture was matured at 75° C. for 5 hours

Sources & evidence

ORD record
ord-2b29a97c67554d619f06aa48662c25ce
Source dataset
uspto-grants-2007_08
Patent number
US07258959B2

Reaction notes

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