Azobisisobutyronitrile → HCID 87107351, compound

HRID 1668271Notes

Reaction equation

HRID 1668271 reaction equation
[CH3:1][N:2]([CH3:7])[C:3](=[O:6])[CH:4]=[CH2:5].[C:8]([O:13][CH2:14][CH:15]1[O:17][CH2:16]1)(=[O:12])[C:9]([CH3:11])=[CH2:10].CC(N=NC(C#N)(C)C)(C#N)C.O1CCCC1>CCOCC>[CH3:1][N:2]([CH3:7])[C:3](=[O:6])[CH:4]=[CH2:5].[C:8]([O:13][CH2:14][CH:15]1[O:17][CH2:16]1)(=[O:12])[C:9]([CH3:11])=[CH2:10]

Participants

6

Reactant 4

HCID 6547AzobisisobutyronitrileHCID 7837Glycidyl methacrylateHCID 8028TetrahydrofuranHCID 17587N,N-Dimethylacrylamide

Product 1

HCID 87107351HCID 87107351, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
40 °C

Procedure

The DMA/GMA copolymer of Example 13 was prepared by the following procedure. To a 1 L reaction flask were added distilled N,N-dimethylacrylamide (DMA, 48 g, 0.48 moles), distilled glycidyl methacrylate (GMA, 12 g, 0.08 moles) Vazo 64 initiator (AIBN, 0.1 g, 0.0006 moles) and anhydrous tetrahydrofuran (500 ml). The reaction vessel was fitted with a mechanical stirrer, condenser, thermal controller and a nitrogen inlet. Nitrogen was bubbled through the solution for 15 minutes to remove any dissolved oxygen. The reaction flask was then heated to 40° C. under a passive blanket of nitrogen for 168 hours. The reaction mixture was then added slowly to ethyl ether (1.5 L) with good mechanical stirring. The reactive polymer precipitated and organic solvents were decanted off. The solid was collected by filtration and placed in a vacuum oven to remove the ether leaving 58.2 g of reactive polymer (97% yield). The reactive polymer was placed in a desiccator for storage until use.

Workup

  1. customTo a 1 L reaction flask
  2. additionwere added
  3. customThe reaction vessel was fitted with a mechanical stirrer, condenser
  4. customNitrogen was bubbled through the solution for 15 minutes
  5. customto remove any dissolved oxygen
  6. additionThe reaction mixture was then added slowly to ethyl ether (1.5 L) with good mechanical stirring
  7. customThe reactive polymer precipitated
  8. customorganic solvents were decanted off
  9. filtrationThe solid was collected by filtration

Sources & evidence

ORD record
ord-908d8603a3c046dcb19e9e3644ab296f
Source dataset
uspto-grants-2011_08
Patent number
US07988988B2

Reaction notes

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