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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120034Generated: October 25, 2026

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

https://huagongshe.com/reaction/2120034

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 (30:70) obtained in Reference Example 7, 10.8 g (0.088 mol) of 4-dimethylaminopyridine and 239 g of methanol and the mixture was aged for 20 hours under reflux. After cooling, the reaction solution was neutralized with 8.0 g (0.133 mol) of glacial acetic acid, and precipitated by pouring into a large amount of water. The precipitated polymer was dissolved in acetone, then, 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 102.8 g. The weight-average molecular weight was about 8200, the degree of dispersion was 1.68 (GPC method: reduced by polystyrene), and the copolymerization ratio was determined to be about 30:70 by a nuclear magnetic resonance (13C-NMR) spectrometer. This resin is called resin A6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06689531B2
Source datasetuspto-grants-2004_02
ORD IDord-7b4ba0d1c5034139a1b4072b94c52353
Source noteuspto-grants-2004_02