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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975889Generated: October 26, 2026

Azobisisobutyronitrile → Propyl maleimide t-butyl 5-norbornene-2-carboxylate 3-hydroxypropyl 5-norbornene-2-carboxylate

https://huagongshe.com/reaction/1975889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantBicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl esterHCID 15607334—
ReactantPropyl maleimideHCID 21880478—
Reactant3-Hydroxypropyl 5-norbomene-2-carboxylateHCID 23502028—
SolventTetrahydrofuranHCID 8028—
ProductPropyl maleimide t-butyl 5-norbornene-2-carboxylate 3-hydroxypropyl 5-norbornene-2-carboxylateHCID 8675664782%

Reaction Steps

Propyl maleimide (1 mol.), t-butyl 5-norbornene-2-carboxylate (0.5 mol.), and 3-hydroxypropyl 5-norbornene-2-carboxylate (0.5 mol.) were dissolved in 50 g to 300 g of tetrahydrofuran (THF), 2 g to 15 g of 2,2′-azobisisobutyronitrile (AIBN) were added thereto, then the resultant solution was reacted at a temperature of 60° C. to 70° C. in a nitrogen atmosphere for 10 hours. After a high molecular weight was achieved by the reaction, the resultant product was precipitated in an ethyl ether or hexane solvent. The gathered precipitate was dried, and the desired poly(propyl maleimide/t-butyl 5-norbornene-2-carboxylate/3-hydroxypropyl 5-norbornene-2-carboxylate) polymer was obtained at a yield of about 82%. NMR spectra of the polymer is illustrated in FIG. 3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06225020B1
Source datasetuspto-grants-2001_05
ORD IDord-43a23beb0e4e480a8b474e2599a4b5d1
Source noteuspto-grants-2001_05