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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 574027Generated: October 25, 2026

Methacrylic Acid → 3,4-Epoxycyclohexylmethyl methacrylate benzyl methacrylate methacrylic acid

https://huagongshe.com/reaction/574027

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethacrylic AcidHCID 4093—
ReactantBenzyl methacrylateHCID 17236—
Reactant(7-Oxabicyclo(4.1.0)heptan-3-yl)methyl 2-methylprop-2-enoateHCID 14645478—
Reactant2,2'-Azobis(methyl 2-methylpropanate)HCID 21917503—
SolventMethyl Isobutyl KetoneHCID 7909—
SolventHeptaneHCID 8900—
Product3,4-Epoxycyclohexylmethyl methacrylate benzyl methacrylate methacrylic acidHCID 86655546—

Reaction Steps

Into a 500 ml-volume three-neck flask, 58.9 g (0.30 mol) of 3,4-epoxycyclohexylmethyl methacrylate (Cyclomer M100, produced by Daicel Chemical Industries, Ltd.), 31.7 g (0.18 mol) of benzyl methacrylate, 10.3 g (0.12 mol) of methacrylic acid 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 A2-3 (3,4-epoxycyclohexylmethyl methacrylate/benzyl methacrylate/methacrylic acid) as a diethylene glycol dimethyl ether solution.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034440B2
Source datasetuspto-grants-2015_05
ORD IDord-f0b569f1ff9d4984a01f8dd1979814df
Source noteuspto-grants-2015_05