Methacrylic Acid → HCID 22610349, compound

HRID 1713956Notes

Reaction equation

HRID 1713956 reaction equation
C([O:4][CH2:5][CH3:6])(=O)C.[C:7]([OH:12])(=[O:11])[C:8]([CH3:10])=[CH2:9].[N:13]([C:21](C)(CC)[C:22]#N)=NC(C)(CC)C#N>C[Si](N[Si](C)(C)C)(C)C>[CH:21]([N:13]1[CH2:8][CH2:10][CH2:6][C:5]1=[O:4])=[CH2:22].[C:7]([OH:12])(=[O:11])[C:8]([CH3:10])=[CH2:9]

Participants

5

Reactant 3

HCID 4093Methacrylic AcidHCID 8857Ethyl AcetateHCID 930792,2'-Azobis(2-methylbutyronitrile)

Product 1

HCID 22610349HCID 22610349, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 13838HexamethyldisilazaneSolvent

Procedure

A 25 ml reaction vessel was charged with 12 g ethyl acetate, 3.54 g (0.008 mol) TRIS, 0.26 g (0.002 mol) NVP, 0.21 g (0.002 mol) methacrylic acid (MA) and 0.08 g. 2,2′-azobis(2-methylbutanenitrile). After nitrogen flushing for 3 minutes, the vessel was closed and placed in an oil bath. The polymerization was run for 16 hours at 63-82° C. The polymer was precipitated into water, filtered, dissolved in acetone, precipitated in water and dried at 50° C. resulting in a 58% yield. The polymer was partially soluble in HMDS at 10 wt % polymer in the liquid. When cast on glass the dried film had a moderate number of domains between 0.01 mm and 0.05 mm (test defined, Examples 28-30). A 10 mil thick film of the dried polymer had a moisture vapor transmission rate of 199 g/m2/24 hr. The dried film had an elongation of 87% (test defined, Examples 15-24). When applied to human forearm the dried polymer film adhered for 3 days.

Workup

  1. customA 25 ml reaction vessel
  2. customthe vessel was closed
  3. customplaced in an oil bath
  4. waitThe polymerization was run for 16 hours at 63-82° C
  5. customThe polymer was precipitated into water
  6. filtrationfiltered
  7. dissolutiondissolved in acetone
  8. customprecipitated in water
  9. customdried at 50° C.
  10. customresulting in a 58% yield
  11. customa moisture vapor transmission rate of 199 g/m2/24 hr
  12. waitadhered for 3 days

Sources & evidence

ORD record
ord-546956c37086493db6a96f8ee42c3771
Source dataset
uspto-grants-2010_09
Patent number
US07795326B2

Reaction notes

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