Methacrylic Acid → HCID 88159785, compound

HRID 593239Notes

Reaction equation

HRID 593239 reaction equation
[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:8]([OH:13])(=[O:12])[C:9]([CH3:11])=[CH2:10].[C:14]([O:19][CH2:20][CH2:21][O:22][C:23](=[O:27])[C:24]([CH3:26])=[CH2:25])(=[O:18])[C:15]([CH3:17])=[CH2:16].S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+]>>[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:8]([OH:13])(=[O:12])[C:9]([CH3:11])=[CH2:10].[C:14]([O:19][CH2:20][CH2:21][O:22][C:23](=[O:27])[C:24]([CH3:26])=[CH2:25])(=[O:18])[C:15]([CH3:17])=[CH2:16]

Participants

5

Reactant 4

HCID 4093Methacrylic AcidHCID 6658Methyl MethacrylateHCID 7355Ethylene glycol dimethacrylateHCID 62648Ammonium Persulfate

Product 1

HCID 88159785HCID 88159785, compound

Conditions

Temperature
80 °C

Procedure

Poly(MMA/MAA/EGDMa) microgel (Microgel 2A) was prepared using seed-feed emulsion polymerisation. A seed monomer mixture containing Methyl methacrylate (MMA) (Aldrich, 139.3 g), Methacrylic acid (MAA) (Aldrich, 60.1 g) and Ethyleneglycol dimethacrylate (EGDMa) (Aldrich, 2.1 g) was prepared and 25.2 g (8.8% of total monomer) of the mixture added to a pre-purged (N2), stirred, solution of sodium dodecylsulphate (BDH, 1.75 g in 500 g of water), which had been heated to 80° C. K2HPO4 (2.55 g of 7% w/w solution in water) and ammonium persulphate (4.50 g of 3% w/w solution in water) were immediately added whilst maintaining a nitrogen atmosphere. A feed monomer mixture containing MMA (273.1 g), MAA (134.0 g) and EGDMa (1.7 g) was prepared. After the appearance of a slight blue turbidity, 264 g (91.2% of total monomer) of the feed monomer mixture was added at a constant rate over a 90 min period. Additional ammonium persulphate (2.73 g of 3% solution in water) was added and the temperature maintained for a further 2 h. The microgel was extensively dialysed against Milli-Q quality water. The average particle size of the particles in the collapsed state was about 100 nm. The swollen state diameter was about 260 nm at pH=7.4

Workup

  1. customseed-feed emulsion polymerisation
  2. customwas prepared
  3. customa pre-purged (N2)
  4. additionK2HPO4 (2.55 g of 7% w/w solution in water) and ammonium persulphate (4.50 g of 3% w/w solution in water) were immediately added
  5. temperaturewhilst maintaining a nitrogen atmosphere
  6. additionA feed monomer mixture containing MMA (273.1 g), MAA (134.0 g) and EGDMa (1.7 g)
  7. customwas prepared
  8. temperaturethe temperature maintained for a further 2 h
  9. customThe microgel was extensively dialysed against Milli-Q quality water

Sources & evidence

ORD record
ord-30f473e99cbd436e9bfd3424a6e53003
Source dataset
uspto-grants-2016_01
Patent number
US09242028B2

Reaction notes

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