Glycidyl methacrylate → Propylene glycol methyl ether acetate

HRID 2191184Notes

Reaction equation

HRID 2191184 reaction equation
[C:1]([O:5][CH:6]([O:8][CH2:9][CH3:10])[CH3:7])(=[O:4])[CH:2]=[CH2:3].[C:11]([O:16][CH2:17][CH:18]1[O:20][CH2:19]1)(=[O:15])[C:12]([CH3:14])=[CH2:13].[C:21]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)(=[O:25])[C:22]([CH3:24])=[CH2:23].N(C(C)(CC)C([O-])=O)=N[C:36](C)(CC)C([O-])=O>CCCCCCC.C(C(C)=O)C(C)C>[C:1]([O:5][CH:6]([O:8][CH2:9][CH3:10])[CH3:7])(=[O:4])[CH:2]=[CH2:3].[C:11]([O:16][CH2:17][CH:18]1[O:20][CH2:19]1)(=[O:15])[C:12]([CH3:14])=[CH2:13].[C:21]([O:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)(=[O:25])[C:22]([CH3:24])=[CH2:23].[C:11]([O:16][CH:17]([CH3:36])[CH2:18][O:20][CH3:19])(=[O:15])[CH3:12]

Participants

8

Reactant 4

HCID 7837Glycidyl methacrylateHCID 17236Benzyl methacrylateHCID 205502781-Ethoxyethyl acrylateHCID 219175032,2'-Azobis(methyl 2-methylpropanate)

Product 2

HCID 7946Propylene glycol methyl ether acetateHCID 866432091-Ethoxyethyl acrylate glycidyl methacrylate benzyl methacrylate

Reagents, catalysts & solvents 2

HCID 7909Methyl Isobutyl KetoneSolventHCID 8900HeptaneSolvent

Procedure

Into a 500 ml-volume three-neck flask, 43.3 g (0.3 mol) of 1-ethoxyethyl acrylate, 25.6 g (0.18 mol) of glycidyl methacrylate, 21.2 g (0.12 mol) of benzyl methacrylate and 300 ml of methyl isobutyl ketone were charged. A catalytic amount of 2,2′-azobis(methyl 2-methylpropionate) was added thereto as a radical polymerization initiator, and polymerization was allowed to proceed at 80° C. for 6 hours in a nitrogen stream. The reaction solution was cooled and then poured in a large amount of heptane to precipitate a polymer. The crystal was collected by filtration and dissolved in propylene glycol monomethyl ether acetate, and heptane and methyl isobutyl ketone contained in the solution were removed by distillation under reduced pressure to obtain Polymer A-4 (1-ethoxyethyl acrylate/glycidyl methacrylate/benzyl methacrylate) as a propylene glycol monomethyl ether acetate solution.

Workup

  1. customas a radical polymerization initiator, and polymerization
  2. temperatureThe reaction solution was cooled
  3. customto precipitate a polymer
  4. filtrationThe crystal was collected by filtration
  5. dissolutiondissolved in propylene glycol monomethyl ether acetate
  6. customwere removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-22732568e0744e97848c62fd36f5c234
Source dataset
uspto-grants-2012_12
Patent number
US08329380B2

Reaction notes

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