Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227205Generated: October 26, 2026

Acrylic Acid → N-propan-2-ylprop-2-enamide;prop-2-enoic acid

https://huagongshe.com/reaction/227205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylic AcidHCID 6581—
ReactantN-IsopropylacrylamideHCID 16637—
ReactantPotassium PersulfateHCID 24412—
ReactantSodium Lauryl SulfateHCID 3423265—
ReactantMethylene-bisacrylamideHCID 53800990—
SolventWaterHCID 962—
ProductN-propan-2-ylprop-2-enamide;prop-2-enoic acidHCID 157470—

Reaction Conditions

Temperature70 °C

Reaction Steps

Sodium dodecylsulfate (20 mg), N-isopropylacrylamide (2.4 g), acrylic acid (382 mg), and methylenebisacrylamide (121 mg) are dissolved in 200 ml of water, and, after a 30 minute stirring at 70° C. in a nitrogen atmosphere, a polymerization initiator (potassium persulfate 9.2 mg) is added, followed by 4 hours of stirring. The obtained particles (precursor of Example 3) are purified in water by means of dialysis, and then lyophilized. These particles (700 mg) are then dispersed in tetrahydrofuran (30 ml)/dimethylformamide (10 ml), and a tetrahydrofuran (10 ml)/dimethylformamide (50 ml) solution of dicyclohexylcarbodiimide (800 mg), hydroxybenzotriazole (500 mg), and 2,2′-(ethylenedioxy)bis(ethylamine) (1.14 g) is added at room temperature, followed by an overnight stirring. The particles are then dialyzed and lyophilized. They are dispersed in methanol (70 ml), to which 1.2 g of the chemical compound of Synthetic example 1 is added, followed by a 6 hour stirring at room temperature; this mixture is cooled in an ice bath, and 3 g of sodium cyanotrihydroborate is added, followed by an overnight stirring at room temperature. The obtained particles are dialyzed in water to obtain the target N-isopropylacrylamide/acrylic acid copolymer particles (650 mg) containing phosphorylcholine groups.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560023B2
Source datasetuspto-grants-2009_07
ORD IDord-c4b5cd0e365649caba71cfcaf7dc5d51
Source noteuspto-grants-2009_07