Nitrile compounds are abundant, stable, cheap, and readily
available
natural and chemical industrial sources. However, the efficient conversion
of nitrile monomers to functional polymers is mostly limited due to
their inert reactivity, and developing efficient polymerizations based
on nitrile monomers under very mild conditions is still a big challenge.
In this work, a facile and powerful base-catalyzed acetonitrile-azide
click polymerization was successfully established under ambient conditions.
This polymerization also enjoys the merits of short reaction time
(15 min), 100% atom economy, transition-metal-free catalyst system,
and regioselectivity. A series of poly(5-amino-1,2,3-triazole)s (PATAs)
with high weight-average molecular weights (M
w, up to 204,000) were produced in excellent yields (up to
99%). The PATAs containing tetraphenylethene (TPE) moieties exhibit
unique aggregation-induced emission (AIE) characteristics, which could
be used to sensitively detect Fe(III) ions with a low limit of detection
(1.205 × 10–7 M) and to specifically image
lysosomes of living cells. Notably, PATAs could be facilely post-modified
due to their containing primary amino groups in the polymer chains
even through a one-pot tandem reaction. Thus, this work not only establishes
a new powerful click polymerization to convert stable nitriles but
also generates a series of PATAs with versatile properties for diverse
applications.