反応 #2171025

反応方程式

cysteamine hydrochloride

α,α′-azodiiso-butyramidine dihydrochloride

acryloyl morpholine

N-hydroxyethyl acrylamide

→

N-acryloyl Morpholine 2-hydroxyethyl Acrylamide

溶媒

water

反応条件

後処理

1. 1
   その他The apparatus is evacuated to 100 mbar
2. 2
   workup.ADDITIONfilled with argon
3. 3
   温度cooled to room temperature
4. 4
   その他An analytical sample is freeze-dried
5. 5
   workup.ADDITIONThe remaining mixture is adjusted to pH=10 by addition of 30% KOH solution
6. 6
   その他Salts and low molecular weight residues such as unreacted chain transfer agent are removed by reverse osmosis
7. 7
   その他equipped with a Millipore Helicon RO-4 Nanomax 50 membrane operating at a pressure of 15 bar
8. 8
   その他The product is isolated from the obtained retentate
9. 9
   その他by freeze-drying
10. 10
    その他result 0.95 mmol/g NH2 corresponding to an average molecular weight of the co-telomer of 1050 g/mol

実験手順

A 1000 mL three-necked round bottom flask is charged with a solution of 28.4 9 (250 mmol) cysteamine hydrochloride in 400 mL deionized water. 407 mg (1.5 mmol) α,α′-azodiiso-butyramidine dihydrochloride and 70.6 g (500 mmol) acryloyl morpholine and 28.8 g (250 mmol) N-hydroxyethyl acrylamide are added. An intensive cooler and an internal thermometer are connected to the flask. The apparatus is evacuated to 100 mbar and filled with argon. This is repeated five times. The mixture is heated to 60° C. for four hours and then cooled to room temperature. An analytical sample is freeze-dried and the monomer conversion is determined by 1H-NMR spectroscopy. No resonances corresponding to C═C double bonds can be detected, indicating >98% conversion of the monomer. The remaining mixture is adjusted to pH=10 by addition of 30% KOH solution. Salts and low molecular weight residues such as unreacted chain transfer agent are removed by reverse osmosis using a Millipore Proscale system equipped with a Millipore Helicon RO-4 Nanomax 50 membrane operating at a pressure of 15 bar. The product is isolated from the obtained retentate by freeze-drying. Yield: 85 g of a white powder. The concentration of amino-groups is determined by functional group titration, result 0.95 mmol/g NH2 corresponding to an average molecular weight of the co-telomer of 1050 g/mol. GPC-analysis indicates a monomodal molecular weight distribution and the absence of high molecular weight polymer.

出典