Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 430911Generated: October 27, 2026

Sulfuric Acid → p-Hydroxystyrene p-tetrahydropyranyloxystyrene

https://huagongshe.com/reaction/430911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant4-EthynylphenolHCID 32758—
Solvent1,2-DimethoxyethaneHCID 8071—
Productp-Hydroxystyrene p-tetrahydropyranyloxystyreneHCID 67686066—

Reaction Steps

16.2 Grams of poly(p-hydroxystyrene) [Mw: about 15000, Mw/Mn: 1.14 (GPC method: polystyrene as standard); Nippon Soda Co., Ltd.] was dissolved in 180 ml of 1,2-dimethoxyethane, and 4.1 g of 3,4-dihydro-2H-pyrane and 0.7 ml of sulfuric acid were added thereto, followed by conducting a reaction at 30 to 40° C. for 15 hours with stirring. After the reaction, the resultant was concentrated under reduced pressure, and the residue was neutralized in sodium carbonate and poured into 2000 ml of water to precipitate out. The precipitated polymer was filtered, washed with water and dried under reduced pressure to give 18.0 g of poly(p-tetrahydropyranyloxystyrene/p-hydroxystyrene) as white powders. A ratio of p-tetrahydropyranyloxystyrene unit and p-hydroxystyrene unit of the obtained polymer was about 30:70 by 1HNMR. Mw: about 18000, Mw/Mn:1.14 (GPC method: polystyrene as standard).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06656660B1
Source datasetuspto-grants-2003_12
ORD IDord-395a73a48316429eb5b214016880d565
Source noteuspto-grants-2003_12