Table 1. Ring-opening polymerization of 2,3-Dihydro-5H-1,4-benzodioxepin-5-one (2,3-DHB) using TBD as a catalyst under various conditions.a .
| Initiator | nTBD b / mmol | n2,3-DHB / mmol | c2,3-DHB / mg mL-1 | Mcal. c / g mol-1 | Conv.d / % | Mn e / g mol-1 | PDIe |
|---|---|---|---|---|---|---|---|
| Benzyl alcohol | 0.173 | 3.11 | 1,020 | 3,000 | 57 | 1,800 | 1.18 |
| 0.011 | 3.11 | 1,020 | 45,000 | 50 | 21,000 | 1.19 | |
| 0.011 | 3.11 | 1,700 | 45,000 | 71 | 31,000 | 1.35 | |
| 0.057 | 12.2 | 2,857 | 35,000 | 79 | 28,000 | 1.13 | |
| Azido propanol | 0.300 | 1.83 | 2,727 | 1,000 | 76f | 750f | 1.67 |
| 0.250 | 3.05 | 2,941 | 2,000 | 54 | 1,100 | 1.31 | |
| 0.080 | 9.75 | 2,909 | 20,000 | 69 | 15,000 | 1.24 | |
| 0.100 | 12.2 | 3,333 | 20,000 | 87 | 19,000 | 1.33 | |
| 0.053 | 9.75 | 2,909 | 30,000 | 72 | 24,000 | 1.23 |
Reactions were performed for three days at 40°C in chloroform.
The same molar amount was used for the initiator.
Molecular mass calculated from the ratio of the reactants used.
Conversion to polymer was determined by 1H NMR spectroscopy.
The number-average molecular weight Mn and polydispersity index PDI were determined by GPC in chloroform using PMMA standards.
Conversion and molecular mass of this entry refer to an average of the polymeric and oligomeric species obtained for this reaction.