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

HRID 574030

Reaction equation

HRID 574030 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].[C:31]([O:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)(=[O:35])[C:32]([CH3:34])=[CH2:33].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].[C:31]([O:36][CH2:37][C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)(=[O:35])[C:32]([CH3:34])=[CH2:33]

Participants

8

Reactant 5

HCID 7837Glycidyl methacrylateHCID 133602-Hydroxyethyl MethacrylateHCID 17236Benzyl methacrylateHCID 201933451-Ethoxyethyl Methacrylate (stabilized with MEHQ)HCID 219175032,2'-Azobis(methyl 2-methylpropanate)

Product 1

HCID 86655549Glycidyl methacrylate 1-ethoxyethyl methacrylate 2-hydroxyethyl methacrylate benzyl methacrylate

Reagents, catalysts & solvents 2

HCID 7909Methyl Isobutyl KetoneSolventHCID 8900HeptaneSolvent

Procedure

Into a 500 ml-volume three-neck flask, 34.1 g (0.24 mol) of glycidyl methacrylate, 28.5 g (0.18 mol) of 1-ethoxyethyl methacrylate, 7.8 g (0.06 mol) of 2-hydroxyethyl methacrylate, 21.1 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 diethylene glycol dimethyl ether, and heptane and methyl isobutyl ketone contained in the solution were removed by distillation under reduced pressure to obtain Polymer A2-6 (glycidyl methacrylate/1-ethoxyethyl methacrylate/2-hydroxyethyl methacrylate/benzyl methacrylate) as a diethylene glycol dimethyl ether 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 diethylene glycol dimethyl ether
  6. customwere removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-2cde84affcba4d439840d13b7003c35d
Source dataset
uspto-grants-2015_05
Patent number
US09034440B2

Linked notes

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