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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 621395Generated: October 23, 2026

Hydroquinone → 1,2-Diethenylbenzene

https://huagongshe.com/en/reaction/621395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroquinoneHCID 785—
ReactantPhenolHCID 996—
ReactantMethacrylic AcidHCID 4093—
ReactantDicyclopentadieneHCID 6492—
ReactantEthyltriphenylphosphonium acetateHCID 94470—
SolventStyreneHCID 7501—
Product1,2-DiethenylbenzeneHCID 66666—

Reaction Steps

A reactor is charged with 600 g of an epoxy resin prepared from dicyclopentadiene and phenol having an average functionality of about 3.2 and an epoxide equivalent weight (EEW) of 265. The resin is heated at 120° C. for 1 hour with 0.43 g of a 70 weight percent methanolic solution of ethyltriphenylphosphonium acetate.acetic acid complex catalyst with a nitrogen sparge. To the resulting mixture is added 200 g of the diglycidyl ether of bisphenol A having an EEW of 179 thereby forming a homogeneous solution having an EEW of 208. The mixture of epoxy resins is reacted catalytically with a stoichiometric equivalent amount (322 g) of glacial methacrylic acid in the presence of air and 400 ppm hydroquinone at 100° C. to 115° C. until a 1.1% acid concentration is reached. The vinyl ester resin is dissolved in 508 g of styrene and 127 g of divinyl benzene to yield a blend containing about 36 percent monomeric diluent by weight. The diluent contained 80% by weight styrene and 20% by weight divinylbenzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04824500
Source datasetuspto-grants-1989_04
ORD IDord-61b961003bca40aa8f4328879d0b5e2c
Source noteuspto-grants-1989_04