Aroylacetylene-Based Amino-Yne Click Polymerization toward Nitrogen-Containing Polymers
2020
Synthesis of nitrogen-containing
polymers has always been a hot
research topic for their broad applications as functional materials.
In this work, we established new, spontaneous, and atom-economic amino-yne
click polymerization for the construction of regio-/stereoregular
nitrogen-containing polymers. Aroylacetylenes, which could be facilely
prepared without using water-sensitive ethynylmagnesium bromide and
harsh reaction conditions, could be polymerized with amines in the
absence of any catalyst under ambient conditions, and poly(β-enaminone)s
with high weight-average molecular weights (Mw of up to 49 400) could be produced in excellent yields
(up to 99%). Moreover, sole E-isomer-containing polymers
could be obtained efficiently from the click polymerization of aroylacetylenes
and secondary amines, whereas absolute Z-configuration
products were prepared when using primary amines. In addition, poly(β-enaminone)s
could be degraded upon the addition of Lewis acid and primary amines
in aqueous solution and definite compounds could be generated, proving
their wide application prospects as degradable nitrogen-containing
polymers.
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