Methacrylic Acid → Methacrylic acid ethylene oxide

HRID 2356186Notes

Reaction equation

HRID 2356186 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 by mass of water, 11 parts by mass 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 by mass of styrene, 83 parts by mass of methacrylic acid, 110 parts by mass of butyl acrylate, 12 parts by mass of butyl thioglycollate, and 1 part by mass 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 by mass of an aqueous solution of 1% by mass 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 average particle diameter of 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 72° C. and the mass average molecular mass 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-80cd8269c155479aa4b042877ca3df9d
Source dataset
uspto-grants-2010_07
Patent number
US07759036B2

Reaction notes

Loading…