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submitted on 21.10.2019 and posted on 23.10.2019by Han Si, Kaojin Wang, Bo Song, Anjun Qin, Ben Zhong Tang
The proposition of
click chemistry has provided a quick channel for saccharides modification, which
has always been worth exploring. Click reaction of hydroxyl groups possessed by
saccharides is thus highly desirable to be developed. In this paper, we report
hydroxyl-yne click polymerization using ester activated alkynes and alcoholic hydroxyl groups. The
polymers, poly(vinyl ether ester)s (PVEEs), were obtained with high weight-average
molecular weights up to 71 000 were obtained in excellent yields up to 99%
using a commercially organic base of bicyclo[2.2.2]-1,4-diazaotane (DABCO) as
catalyst under ambient conditions. The obtained polymers possess high thermal
stability and low cytotoxicity. Both semi-crystalline and amorphous polymers were
obtained due to the different flexibility of monomers. Upon incorporating
aggregation-induced emission (AIE) moiety of tetraphenylethylene (TPE), the resultant
polymers displayed typical AIE characteristics. This work provides a potential
strategy for saccharides modification via the hydroxyl-yne click reaction.