Table 2.
Results of Polymerization of Natural Product-Based VCP Monomers at 28 °C Irradiated with a White LEDa
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|---|---|---|---|---|---|---|---|---|---|
| entry | monomer | PC | [M]/[I]/[PC] | time (h) | convb (%) | Mnc (kDa) | Ð (Mw/Mn)c | I*d (%) | SLb (%) |
| 1 | EtVCP-VE | 1 | 500/10/1 | 6 | 96 | 31.6 | 1.29 | 91 | 96 |
| 2 | EtVCP-VE | 2 | 500/10/1 | 6 | 98 | 30.8 | 1.54 | 96 | 96 |
| 3 | EtVCP-VE | 3 | 500/10/1 | 6 | 91 | 27.2 | 1.62 | 101 | 95 |
| 4e | EtVCP-VE | 1 | 500/10/1 | 6 | 94 | 27.6 | 1.23 | 103 | 96 |
| 5e | EtVCP-VE | 1 | 500/10/0.5 | 6 | 99 | 31.6 | 1.35 | 94 | 96 |
| 6e | EtVCP-VE | 1 | 500/10/0.1 | 6 | 95 | 28.8 | 1.61 | 99 | 96 |
| 7e | EtVCP-VE | 1 | 500/10/2 | 6 | 91 | 30.4 | 1.45 | 81 | 95 |
| 8e | EtVCP-VE | 1 | 250/10/1 | 6 | 73 | 13.9 | 1.15 | 81 | 92 |
| 9e | EtVCP-VE | 1 | 500/20/1 | 6 | 84 | 15.7 | 1.15 | 82 | 92 |
| 10e | EtVCP-VE | 1 | 1000/10/1 | 6 | 90 | 42.2 | 1.59 | 128 | 95 |
| 11 | EtVCP-U | 1 | 500/10/1 | 6 | 90 | 29.4 | 1.77 | 84 | 95 |
| 12e | EtVCP-U | 1 | 500/10/1 | 6 | 99 | 33.7 | 1.67 | 81 | 93 |
| 13f | EtVCP-U | 3 | 500/10/1 | 6 | 99 | 33.9 | 1.35 | 81 | 95 |
| 14 | EtVCP-DA | 1 | 500/10/1 | 6 | 90 | 21.6 | 1.51 | 94 | 81 |
| 15 | EtVCP-DA | 2 | 500/10/1 | 6 | 82 | 12.3 | 1.57 | 153 | 76 |
| 16 | EtVCP-DA | 3 | 500/10/1 | 12 | 61 | 14.9 | 1.48 | 95 | 75 |
| 17e | EtVCP-C1 | 1 | 500/10/1 | 12 | 96 | 28.5 | 1.21 | 94 | 94 |
| 18e | EtVCP-C2 | 1 | 500/10/1 | 12 | 90 | 30.9 | 1.32 | 97 | 78 |
Polymerizations performed using 0.5 mmol of monomer, DBMM as the initiator, 0.5 mL of anhydrous EtOAc, and irradiated by 1.6 W white LED at 28 °C.
Measured by crude 1H NMR. SL = l/(l + c).
Measured by GPC.
Initiator efficiency (I*) = Mn,theo/Mn,measured × 100%, where Mn,theo = MW(initiator) + MW(monomer) × conversion × ([monomer]/[initiator]).
PhCl was used as the solvent.
1,2-Dichloroethane (DCE) was used as the solvent.
