Results and Discussion
The synthetic routes of monomers M1 and M3 are shown
in Scheme S1 and the structures were characterized by1H NMR, 13C NMR, and high-resolution
mass spectrometry analyses (Figure S1–S3, S5-S7). M2 could be
directly by purchased and 1H NMR spectra was shown in
Figure S4.
In previous work, we had shown that M1 could self-assemble in
chloroform to form SPs.[20] To explore the process
for adding small molecule M2 and M3 into theM1 solution (Figure 1a), the corresponding 1H
NMR spectra of the M3 (Figure S8), and a mixture of M2 and M3 (Figure S9) at different time were recorded. As shown in
Figure 1b, 0.1 equiv. of M3 were added to 50 mmol M1 .
Due to the small amount addition of M3 , SPs were not
crosslinked to a high enough degree and therefore formed a network
rather than a gel. By comparing the 1H NMR spectra of
the mixed solution at 2 h, 4 h, 8 h, 20 h, it could be determined that
the reaction was essentially complete after 8 h. The peak of the
aldehyde group of M3 at 10.05 ppm was significantly weakened,
but the peak did not disappear completely. This was due to the fact that
H2O was generated from the reaction of amine aldehyde
condensation causing the hydrolysis of newly formed imine bond, thus
leading to incomplete reaction.[21] In addition, a
new peak appeared in the range of 8.20-8.28 ppm, which also proved that
the imine bond were generated through the reaction between the amino
groups at the ends of M1 and the aldehyde groups ofM3 .[22]