Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 441291Generated: October 30, 2026

Toluene → Styrene

https://huagongshe.com/reaction/441291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantAzobisisobutyronitrileHCID 6547—
SolventMethanolHCID 887—
ProductStyreneHCID 7501—
Product2-Vinyl-2-imidazolineHCID 82736—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 17.0 parts 2-vinyl-2-imidazoline, 43.0 parts of styrene and 140.0 parts of toluene is prepared in a suitable polymerization vessel equipped with means for stirring and deaeration and temperature controls. After deaeration for 1 hour with a stream of nitrogen, the temperature is raised to 60° C. and polymerization is initiated by the addition of 100 ppm (based on total weight of imidazoline) of azobisisobutyronitrile as a 1.0% solution in methanol. After allowing the polymerization to proceed overnight at a temperature of 60°-70° C., the polymer is precipitated from the resulting viscous solution by pouring it into an excess of methanol with vigorous stirring. The resultant yellowish colored polymer is redissolved in toluene and then reprecipitated once more by pouring into methanol. IR and NMR analysis of dried polymer show about 75 mole percent styrene and 25 mole percent 2-vinyl-2-imidazoline incorporated into the copolymer. A sample of the polymer is an effective sizing agent for 50/50 Albacel-Astracel pulp (bleached hardwood-softwood Kraft pulp).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04039542
Source datasetuspto-grants-1977_08
ORD IDord-474db03aefb04d189288a6730788ee7e
Source noteuspto-grants-1977_08