Methacrylic Acid → HCID 88159785, compound

HRID 593240Notes

Reaction equation

HRID 593240 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]>>[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

4

Reactant 3

HCID 4093Methacrylic AcidHCID 6658Methyl MethacrylateHCID 7355Ethylene glycol dimethacrylate

Product 1

HCID 88159785HCID 88159785, compound

Conditions

Temperature
80 °C

Procedure

A variation of the method used to prepare Microgel 2A (above) was also used. Poly(MMA/MAA/EGDMa) microgel was prepared using seed-feed emulsion polymerisation. A seed monomer mixture containing Methyl methacrylate (MMA) (Aldrich, 125.6 g), Methacrylic acid (MAA) (Aldrich, 58.7 g) and Ethyleneglycol dimethacrylate (EGDMa) (Aldrich, 1.94 g) was prepared and 14.0 g (7.5%) of the mixture added to a pre-purged (N2), stirred, solution of sodium dodecylsulphate and sodium chloride (BDH, 0.14 g and Aldrich, 0.44 g respectively, in 200 g of water), which had been heated to 80° C. K2HPO4 (2.56 g of 7% w/w solution in water) and ammonium persulphate (2.57 g of 5% w/w solution in water) were immediately added whilst maintaining a nitrogen atmosphere. The remaining monomer mixture 172 g (92.5%) was added to a stirred solution of sodium dodecylsulphate (BDH, 0.17 g in 300 g of water). After one hour of reaction, the feed monomer mixture, under constant stirring, was added to the reaction at a constant rate over a 105 min period. The reaction temperature was maintained for a further 2 h. The microgel was extensively centrifuged and washed with Milli-Q quality water. The average particle size of the particles in the collapsed state was about 250 nm. The swollen state diameter was about 700 nm at pH=7.5 (1425 nm at pH=8.1).

Workup

  1. customseed-feed emulsion polymerisation
  2. customwas prepared
  3. customa pre-purged (N2)
  4. additionK2HPO4 (2.56 g of 7% w/w solution in water) and ammonium persulphate (2.57 g of 5% w/w solution in water) were immediately added
  5. temperaturewhilst maintaining a nitrogen atmosphere
  6. additionThe remaining monomer mixture 172 g (92.5%) was added to a stirred solution of sodium dodecylsulphate (BDH, 0.17 g in 300 g of water)
  7. customAfter one hour of reaction
  8. additionthe feed monomer mixture, under constant stirring, was added to the reaction at a constant rate over a 105 min period
  9. temperatureThe reaction temperature was maintained for a further 2 h
  10. washwashed with Milli-Q quality water

Sources & evidence

ORD record
ord-c9e2b34483a04653bc429c39caedc09d
Source dataset
uspto-grants-2016_01
Patent number
US09242028B2

Reaction notes

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