Table 3.
Reaction parameters for the copper-catalyzed azide-alkyne cycloaddition reaction of P2HEB-azide and PPDL-alkyne using CuI(OAc) as a catalyst and TBD as a base.a
| PPDL-alkyne | P2HEB-azide | CuI(OAc) | PPDL-triazole-P2HEB | |||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Mn b / g mol-1 | PDIb | n / mmol | Mn b / g mol-1 | PDIb | n / mmol | nc / mmol | Mn b / g mol-1 | PDIb | mol%d PPDL | mol%d P2HEB | mass%e PPDL | mass%e P2HEB |
| 6,100 | 2.45 | 0.0153 | 750 | 1.67 | 0.0459 | 0.0153 | 7,900 | 1.74 | 79 | 21 | 85 | 15 |
| 21,000 | 1.72 | 0.0238 | 15,000 | 1.24 | 0.0714 | 0.0238 | 32,000 | 1.43 | 66 | 34 | 74 | 26 |
| 22,000 | 2.16 | 0.0110 | 24,000 | 1.23 | 0.0330 | 0.0110 | 48,000 | 1.47 | 57 | 43 | 66 | 34 |
| 30,000 | 1.62 | 0.0200 | 19,000 | 1.33 | 0.0600 | 0.0200 | 44,000 | 1.41 | 52 | 48 | 61 | 39 |
| 6,100 | 2.45 | 0.0125 | 24,000 | 1.23 | 0.0041 | 0.0041 | 30,000 | 1.23 | 21 | 79 | 28 | 72 |
Reactions were performed for two days at ambient temperature in chloroform (1-2 mL).
Number-average molecular mass and polydispersity index were determined by GPC in chloroform using PMMA standards.
The same molar amount was used for TBD.
Molar ratios were determined by 1H NMR spectroscopy.
Calculated using the molar percentage and molecular mass of the repeat units, with M(PDL) = 240.38 g mol-1 and M(2,3-DHB) = 164.16 g mol-1.