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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1264141Generated: October 25, 2026

Oxygen → styrene N-cyclohexyl maleimide

https://huagongshe.com/reaction/1264141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxygenHCID 977—
ReactantStyreneHCID 7501—
Reactant(1-Bromoethyl)benzeneHCID 11454—
Reactant1H-Pyrrole-2,5-dione, 1-cyclohexyl-HCID 74203—
Reactant4,4'-Bis(1-butylpentyl)-2,2'-bipyridineHCID 174984—
Productstyrene N-cyclohexyl maleimideHCID 86758900—

Reaction Steps

The following amounts of reagents were weighed into glass tube under ambient temperature: 12 mg (8.37×10−2 mmol) of CuBr, 0.45 mL (0.41 g, 4.4 mmol) of deinhibited styrene, 0.72 g (4.4 mmol) N-cyclohexyl maleimide, 60 mg (0.175 mmol) 4,4′-di-(5-nonyl)-2,2′-bipyridine, and 12 μL (8.8×10−2 mmol) 1-phenylethyl bromide. Two “freeze-pump-thaw” cycles were performed on the content of tube in order to ensure that oxygen was removed from the polymerization solution. The tube was sealed under vacuum and placed in an oil bath thermostated at 110° C. After 7 h the tube was broken and the contents dissolved in 10 mL of THF. Conversion of the monomer, measured using GC was 98% for both monomers, and the molecular weight and polydispersity measured by GPC were Mn=4700, and Mw/Mn=1.22. From 1H NMR spectrum the content of styrene in copolymer was 50%. DSC measurement showed one Tg=270° C. The initial temperature of decomposition of the alternating copolymer determined from TGA was 430° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06541580B1
Source datasetuspto-grants-2003_04
ORD IDord-251a36f86e764ab3851f2691a90fc6cc
Source noteuspto-grants-2003_04