Glycidyl methacrylate → Glycidyl methacrylate 1-ethoxyethyl methacrylate 2-hydroxyethyl methacrylate

HRID 1618840Notes

Reaction equation

HRID 1618840 reaction equation
[C:1]([O:6][CH2:7][CH:8]1[O:10][CH2:9]1)(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:11]([O:16][CH:17]([O:19][CH2:20][CH3:21])[CH3:18])(=[O:15])[C:12]([CH3:14])=[CH2:13].[C:22]([O:27][CH2:28][CH2:29][OH:30])(=[O:26])[C:23]([CH3:25])=[CH2:24].N(C(C)(CC)C([O-])=O)=NC(C)(CC)C([O-])=O>CCCCCCC.C(C(C)=O)C(C)C>[C:1]([O:6][CH2:7][CH:8]1[O:10][CH2:9]1)(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:11]([O:16][CH:17]([O:19][CH2:20][CH3:21])[CH3:18])(=[O:15])[C:12]([CH3:14])=[CH2:13].[C:22]([O:27][CH2:28][CH2:29][OH:30])(=[O:26])[C:23]([CH3:25])=[CH2:24]

Participants

7

Reactant 4

HCID 7837Glycidyl methacrylateHCID 133602-Hydroxyethyl MethacrylateHCID 201933451-Ethoxyethyl Methacrylate (stabilized with MEHQ)HCID 219175032,2'-Azobis(methyl 2-methylpropanate)

Product 1

HCID 86655548Glycidyl methacrylate 1-ethoxyethyl methacrylate 2-hydroxyethyl methacrylate

Reagents, catalysts & solvents 2

HCID 7909Methyl Isobutyl KetoneSolventHCID 8900HeptaneSolvent

Procedure

A 500 ml three-necked flask was charged with 34.1 g (0.24 mol) of glycidyl methacrylate, 38.0 g (0.24 mol) of 1-ethoxyethyl methacrylate, 15.6 g (0.12 mol) of 2-hydroxyethyl methacrylate and 300 ml of methyl isobutyl ketone. A catalytic amount of 2,2′-azobis(methyl 2-methylpropionate) as a radical polymerization initiator was added to the mixture, and polymerization was performed in a nitrogen stream at 80° C. for six hours. The obtained reaction liquid was cooled, and poured in a large volume of heptane, thereby precipitating a polymer. The polymer crystal was collected by filtration, and dissolved in diethylene glycol dimethyl ether. The heptane and methyl isobutyl ketone contained in the solution were distilled off in vacuum, thereby obtaining a diethylene glycol dimethyl ether solution of polymer A2-5 (glycidyl methacrylate/1-ethoxyethyl methacrylate/2-hydroxyethyl methacrylate).

Workup

  1. customThe obtained reaction liquid
  2. temperaturewas cooled
  3. customprecipitating a polymer
  4. filtrationThe polymer crystal was collected by filtration
  5. dissolutiondissolved in diethylene glycol dimethyl ether
  6. distillationwere distilled off in vacuum

Sources & evidence

ORD record
ord-985a19afa6364699913590525c67d441
Source dataset
uspto-grants-2014_07
Patent number
US08771907B2

Reaction notes

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