Glycidyl methacrylate → Propylene glycol methyl ether acetate

HRID 1618844Notes

Reaction equation

HRID 1618844 reaction equation
[C:1]([O:6][CH:7]([O:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH3:8])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:14]([O:19][CH2:20][CH:21]1[O:23][CH2:22]1)(=[O:18])[C:15]([CH3:17])=[CH2:16].C(C(C)=O)C(C)C.N(C(C)(CC)C([O-])=O)=NC(C)(CC)C([O-])=O>CCCCCCC>[C:7]([O:9][CH:10]([CH3:11])[CH2:14][O:19][CH3:20])(=[O:6])[CH3:8].[C:1]([O:6][CH:7]([O:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH3:8])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:14]([O:19][CH2:20][CH:21]1[O:23][CH2:22]1)(=[O:18])[C:15]([CH3:17])=[CH2:16]

Participants

7

Reactant 4

HCID 7837Glycidyl methacrylateHCID 7909Methyl Isobutyl KetoneHCID 219175032,2'-Azobis(methyl 2-methylpropanate)HCID 219599501-Butoxyethyl methacrylate

Product 2

HCID 7946Propylene glycol methyl ether acetateHCID 866432061-n-Butoxyethyl methacrylate glycidyl methacrylate

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

A 500 ml three-necked flask was charged with 67.1 g (0.36 mol) of 1-n-butoxyethyl methacrylate, 34.1 g (0.24 mol) of glycidyl 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 propylene glycol monomethyl ether acetate. The heptane and methyl isobutyl ketone contained in the solution were distilled off in vacuum, thereby obtaining a propylene glycol monomethyl ether acetate solution of polymer A-1 (1-n-butoxyethyl methacrylate/glycidyl 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 propylene glycol monomethyl ether acetate
  6. distillationwere distilled off in vacuum

Sources & evidence

ORD record
ord-732cc4fcff444f2f846c9ab40e5e0d26
Source dataset
uspto-grants-2014_07
Patent number
US08771907B2

Reaction notes

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