Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405659Generated: October 25, 2026

Diethyl Ether → Mad heaa

https://huagongshe.com/reaction/405659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantN-(2-Hydroxyethyl)acrylamide (stabilized with MEHQ)HCID 193628—
Reactant12-[(2-Methylacryloyl)amino]dodecanoic acidHCID 19386585—
CatalystAzobisisobutyronitrileHCID 6547—
SolventMethanolHCID 887—
ProductMad heaaHCID 131731618564.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

In 60.0 g of methanol were dissolved 19.14 g (67.63 mmol) of 12-methacrylamidododecanoic acid (MAD), 0.86 g (7.51 mmol) of N-hydroxyethylacrylamide (HEAA: Kohjin Co., Ltd.), and 0.33 g (1.97 mmol) of azobisisobutyronitrile (Nacalai Tesque, Inc.). Before use, azobisisobutyronitrile was recrystallized from methanol in the usual way. The solution was deaerated by bubbling argon for 60 minutes. The container was covered with a septum, and the polymerization was conducted by heating at 60° C. for 20 hours. After the completion of the polymerization reaction, the reaction solution was dropwise added into a large excess of diethyl ether, and the resulting precipitate was collected by filtration under suction. After drying under reduced pressure, 16.90 g of MAD/HEAA copolymer (90/10) was obtained (yield: 84.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08753686B2
Source datasetuspto-grants-2014_06
ORD IDord-edf1b80a6c28444db08016df6342f042
Source noteuspto-grants-2014_06