Ethylene glycol dimethacrylate → 2-Hydroxyethyl Methacrylate

HRID 604236Notes

Reaction equation

HRID 604236 reaction equation
[C:1]([O:6][CH2:7][CH2:8][O:9]C(=O)C(C)=C)(=[O:5])[C:2]([CH3:4])=[CH2:3].S([O-])(OCCCCCCCCCCCC)(=O)=O.[Na+]>O>[CH3:4][C:2]([C:1]([O:6][CH2:7][CH2:8][OH:9])=[O:5])=[CH2:3]

Participants

4

Reactant 2

HCID 7355Ethylene glycol dimethacrylateHCID 3423265Sodium Lauryl Sulfate

Product 1

HCID 133602-Hydroxyethyl Methacrylate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 500 mL media bottle equipped with a stir bar was charged with 4.52 g (34.8 mmol) hydroxyethyl methacrylate(HEMA) monomer, 77.74 mg (0.428 mmol) ethylene glycol dimethacrylate (EGDM), 0.2123 g (0.634 mmol) sodium dodecyl sulfate (SDS) and 240 mL milli-Q H2O. The bottle was closed with a sparging cap and purged with N2 for 1 hr at room temperature while stirring. Then, 0.166 g potassium persulfate (K2S2O8) was dissolved into 21 mL of milli-Q H2O and added to the media bottle while stirring. The bottle was transferred to a 40° C. water bath and held there for 12 hours. The resulting suspension of hydrogel particles had an opalescent blue color. The particles were analyzed by dynamic light scattering and found to have an average radius of 36.5 nm as shown in FIG. 1. The particles were purified by tangential flow filtration and are stored in an aqueous suspension. No flocculation was observed over several months.

Workup

  1. customA 500 mL media bottle equipped with a stir bar
  2. customThe bottle was closed with a sparging
  3. customcap
  4. custompurged with N2 for 1 hr at room temperature
  5. dissolutionThen, 0.166 g potassium persulfate (K2S2O8) was dissolved into 21 mL of milli-Q H2O
  6. additionadded to the media bottle
  7. stirringwhile stirring
  8. customwas transferred to a 40° C.
  9. additionThe resulting suspension of hydrogel particles
  10. filtrationThe particles were purified by tangential flow filtration
  11. waitNo flocculation was observed over several months

Sources & evidence

ORD record
ord-26d6508dd9ff485083f18b0e3abfce04
Source dataset
uspto-grants-2011_03
Patent number
US07910135B2

Reaction notes

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