Table 1.
Radical (co)polymerizations of DMMA (N,N-dimethylmethacrylamide) and DMαHAA (N,N-dimethyl-α-(hydroxymethyl)acrylamide) with DEAA (N,N-diethylacrylamide).
| Run 1 | M1 (mmol) | DEAA (mmol) | Solvent | Yield (%) | Composition 2 | Mn 3 | Mw/Mn 3 | |
|---|---|---|---|---|---|---|---|---|
| M1 | M2 | |||||||
| 1 | DMMA (1.90) | - | - (bulk) | 0 | No polymeric products | |||
| 2 | DMαHAA (2.00) | - | - (bulk) | 0 | No polymeric products | |||
| 3 | - | (3.12) | 1,4-dioxane | 78 | 0 | 100 | 25,000 | 1.71 |
| 4 | DMMA (1.60) | (1.49) | 1,4-dioxane | 35 | 23 | 77 | 5,500 | 1.44 |
| 5 | DMαHAA (1.65) | (1.53) | 1,4-dioxane | 57 | 20 | 80 | 1,400 | 2.90 |
| 6 | DMαHAA (1.50) | (1.57) | CHCl3 | 48 | 24 | 76 | 3,400 | 1.57 |
| 7 | DMαHAA (1.57) | (1.50) | DMF | 71 | 25 | 75 | 4,600 | 1.87 |
| 8 | DMαHAA (1.51) | (1.49) | Ethanol | 0 | No polymeric products | |||
| 9 4 | DMαHAA (1.56) | (1.55) | H2O | 33.1 | 4 | 96 | 25,000 | 1.77 |
1 Polymerization was initiated with AIBN (1 mol %) at 60 °C for 16 h in bulk or solvent (3.0 mL); 2 Determined by 1H NMR (400 MHz, CDCl3, 25 °C); 3 Determined by SEC (PS standards, THF, 40 °C); 4 Initiated by 2,2′-Azobis(4-methoxy-2,4-dimethylvaleronitrile).