Methacrylic Acid → Methacrylic acid ethylene oxide

HRID 2172399Notes

Reaction equation

HRID 2172399 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

A reaction container equipped with a stirring rod and a thermometer was charged with 683 parts of water, 11 parts of sodium salt of sulfuric acid ester of ethylene oxide adduct of methacrylic acid (ELEMINOL RS-30, product of Sanyo Chemical Industries Ltd.), 83 parts of styrene, 83 parts of methacrylic acid, 110 parts of butyl acrylate and 1 part of ammonium persulfate. The resultant mixture was stirred at 400 rpm for 15 min to thereby obtain a white emulsion. The white emulsion was heated to a system temperature of 75° C. and was allowed to react for 5 hours. Then, 30 parts by mass of a 1% by mass aqueous ammonium persulfate solution was added to the reaction mixture, followed by aging at 75° C. for 5 hours, to thereby obtain an aqueous dispersion [particle dispersion liquid 1] of a vinyl resin (a copolymer of styrene-methacrylic acid-butyl acrylate-sodium salt of sulfate ester of methacrylic acid-ethylene oxide adduct). The volume average particle diameter of the obtained [particle dispersion liquid 1] was found to be 0.10 μm, when measured using a laser diffraction/scattering particle size distribution analyzer (LA-920, product of Horiba, Ltd.). Part of the [particle dispersion liquid 1] was dried to isolate resin. This resin was found to have a Tg of 57° C. and a weight average molecular weight of 121,000.

Workup

  1. customA reaction container equipped with a stirring rod
  2. customto thereby obtain a white emulsion
  3. customto react for 5 hours

Sources & evidence

ORD record
ord-2bc334ae9f4244e38ebca10978e11d55
Source dataset
uspto-grants-2015_06
Patent number
US09052621B2

Reaction notes

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