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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2260475Generated: October 31, 2026

Acrylonitrile → Methyl Acrylamidoglycolate Methyl Ether Acrylonitrile

https://huagongshe.com/reaction/2260475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylonitrileHCID 7855—
ReactantMethyl acrylamidoglycolate methyl etherHCID 156893—
SolventMethanolHCID 887—
ProductMethyl Acrylamidoglycolate Methyl Ether AcrylonitrileHCID 131719224—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a 5 liter 3-neck round bottom flask were added 233.6 grams (1.35 mole) of methyl acrylamidoglycolate methyl ether (MAGME™), 71.6 grams (1.35 mole) of acrylonitrile, and 246.8 grams of methanol solvent. The comonomer molar mix in this Example was 50:50. The flask was equipped with a water condenser, an Argon inlet and an Argon outlet to a bubbler to ensure that a positive Argon flow was maintained in the reaction vessel throughout the polymerization period. The mixture was mechanically stirred and sparged with Argon at ambient temperature for 2 hours to dissolve the monomers and displace oxygen. To the resulting solution were added 3.05 grams (0.0186 mole) of azobisisobutyrylnitrile initiator, and the stirred solution was warmed to and maintained at 60° C. for 24 hours by means of a hot water bath. The polymer solution was next rotoevaporated to dryness leaving the solid polymer which after vacuum oven drying for 24 hours at 40° C. at about 1 millimeters Hg amounted to 284 grams (93.0 percent of theory). This polymer was used without further purification as a positive charge adjuvant in Liquid Toner 4 prepared in Example VII.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05478688
Source datasetuspto-grants-1995_12
ORD IDord-b2936bc743a348899cf8086c96f7c7c8
Source noteuspto-grants-1995_12