Table 3.
Results of the hydrogenation/re‐etherification of the polyesters shown in Figure 5.[a]
Entry | Polyester |
M
n(GPC)[b]
[g mol−1] |
M
w(GPC)[b]
[g mol−1] |
M
n(GPC)[c]
[g mol−1] |
M
w(GPC)[c]
[g mol−1] |
M
n(NMR)[c,d]
[g mol−1] |
Conv.[e] [%] | Yield[f] [%] |
---|---|---|---|---|---|---|---|---|
1 | PHDD | 4200 | 13 000 | 600 | 2000 | 614 | >99 | 80 |
2[g] | PHA | 3000 | 13 000 | 900 | 2100 | 892 | 96 | 90 |
3 | PEGP | 3200 | 13 000 | n.d. | n.d. | n.d. | 49[i] | n.a. |
4[h] | PBA | 4200 | 11 000 | 700 | 1100 | 563 | >99 | >99 |
5 | C36‐co‐PHA | 2400 | 4000 | 1500 | 2800 | 1000 | >99 | 80 |
6[j] | PHA+1,4‐BDM | – | – | 1100 | 2000 | 1238 | >99 | 89 |
[a] Conditions (unless otherwise stated): Polymer (3.0 g), Ru(acac)3 (3 mol %), Triphos (4.5 mol %), Al(OTf)3 (7.5 mol %), THF (30 mL), 40 bar H2 at RT, 140 °C, 24 h. [b] Determined by GPC with THF as eluent, before hydrogenation of the polyester sample. [c] Measured after hydrogenation. [d] Calculated from NMR spectra by end group analysis. [e] Conversion of COOR groups as analyzed by NMR spectroscopy. [f] Calculated w.r.t. the theoretical conversion of all ester groups into ether groups. [g] T=180 °C; [h] Ru(acac)3 (2 mol %), Triphos (3 mol %), Al(OTf)3 (5 mol %). [i] Determined from hydrogen consumption. [j] 1,4‐benzene dimethanol (22 mol %) was added; yield based only on the ether groups obtained by the conversion of original ether groups.