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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120032Generated: October 26, 2026

Acetic Acid → 2-ethyl-2-adamantyl Methacrylate p-hydroxystyrene

https://huagongshe.com/reaction/2120032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-Ethenylphenyl acetateHCID 75821—
Reactant2-Ethyl-2-methacryloyloxyadamantaneHCID 9813645—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventMethanolHCID 887—
Product2-ethyl-2-adamantyl Methacrylate p-hydroxystyreneHCID 22508392—

Reaction Steps

Into a flask were charged 250 g of the copolymer of 2-ethyl-2-adamantyl methacrylate and p-acetoxystyrene (20:80) obtained in Reference Example 5, 10.3 g (0.084 mol) of 4-dimethylaminopyridine and 202 g of methanol and the mixture was aged for 20 hours under reflux. After cooling, the reaction solution was neutralized with 7.6 g (0.126 mol) of glacial acetic acid, and precipitated by pouring into a large amount of water. The precipitated polymer was filtrated, and dissolved in acetone. The resulted solution was poured into a large amount of water to cause precipitation. This operation was repeated three times in total, to effect purification. The amount of the resulted copolymer of 2-ethyl-2-adamentyl methacrylate and p-hydroxystyrene was 95.9 g. The weight-average molecular weight was about 8600, the degree of dispersion was 1.65 (GPC method: reduced by polystyrene), and the copolymerization ratio was determined to be about 20:80 by a nuclear magnetic resonance (13C-NMR) spectrometer. This resin is called resin A5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06689531B2
Source datasetuspto-grants-2004_02
ORD IDord-6c3e1f58b506428e8ecf3645c2049329
Source noteuspto-grants-2004_02