Benzyl methacrylate → Propylene glycol methyl ether acetate

HRID 1618850Notes

Reaction equation

HRID 1618850 reaction equation
[C:1]([O:6][CH:7]([O:9][CH2:10][CH3:11])[CH3:8])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:12]([O:17][CH2:18][CH:19]([CH:22]1[CH2:25][O:24][CH2:23]1)[CH2:20][CH3:21])(=[O:16])[C:13]([CH3:15])=[CH2:14].[C:26]([O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)(=[O:30])[C:27]([CH3:29])=[CH2:28].N(C(C)(CC)C([O-])=O)=NC(C)(CC)C([O-])=O>CCCCCCC.C(C(C)=O)C(C)C>[C:7]([O:9][CH:10]([CH3:11])[CH2:12][O:17][CH3:18])(=[O:6])[CH3:8].[C:1]([O:6][CH:7]([O:9][CH2:10][CH3:11])[CH3:8])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:12]([O:17][CH2:18][CH:19]([CH:22]1[CH2:23][O:24][CH2:25]1)[CH2:20][CH3:21])(=[O:16])[C:13]([CH3:15])=[CH2:14].[C:26]([O:31][CH2:32][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)(=[O:30])[C:27]([CH3:29])=[CH2:28]

Participants

8

Reactant 4

HCID 17236Benzyl methacrylateHCID 201933451-Ethoxyethyl Methacrylate (stabilized with MEHQ)HCID 219175032,2'-Azobis(methyl 2-methylpropanate)HCID 67321348HCID 67321348, compound

Product 2

HCID 7946Propylene glycol methyl ether acetateHCID 67321347HCID 67321347, compound

Reagents, catalysts & solvents 2

HCID 7909Methyl Isobutyl KetoneSolventHCID 8900HeptaneSolvent

Procedure

A 500 ml three-necked flask was charged with 47.5 g (0.3 mol) of 1-ethoxyethyl methacrylate, 33.2 g (0.18 mol) of 2-(3-oxacyclobutyl)butyl methacrylate, 21.2 g (0.12 mol) of benzyl 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-8 (1-ethoxyethyl methacrylate/2-(3-oxacyclobutyl)butyl methacrylate/benzyl 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-084055941a464c07ac4d7b73aa19413e
Source dataset
uspto-grants-2014_07
Patent number
US08771907B2

Reaction notes

Loading…