Methacrylic Acid → Methacrylic acid ethylene oxide

HRID 1374508Notes

Reaction equation

HRID 1374508 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 provided 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.), 80 parts of styrene, 83 parts of methacrylic acid, 110 parts of butyl acrylate, 12 parts of butyl thioglycollate, and 1 part of ammonium persulphate were introduced, and stirred at 400 rpm/minute 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 was 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). This aqueous solution was taken as “particulate emulsion 1”. The volume mean particle diameter of the “particulate emulsion 1” measured by a laser diffraction particle size distribution analyzer (LA-920, manufactured by SHIMADZU Corp.) was 120 nm. After drying part of “particulate emulsion 1” and isolating the resin, the glass transition temperature (Tg) of the resin was 42° C. and the weight average molecular weight was 30,000.

Workup

  1. customTo a reaction vessel provided 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-e5f63cdf47c04deab927ef72d6c6abf5
Source dataset
uspto-grants-2007_01
Patent number
US07166403B2

Reaction notes

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