Polymerization of 1-chloro-2-benzaldehyde-acetylene using an NHC-Pd/AgOTf catalyst and post-polymerization modification

Literature Information

Publication Date 2017-08-04
DOI 10.1039/C7PY01110E
Impact Factor 5.582
Authors

Yanmei Wang, Wenjie Wang, Xiao Wang, Xiao Cheng, Anjun Qin, Jing Zhi Sun


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Abstract

We report the synthesis of a poly(1-chloro-2-phenylacetylene) derivative with an electron-withdrawing substituent on the phenyl group. A combination of an N-heterocyclic carbene-based Pd catalyst (NHC-Pd) with silver trifluoromethyl sulfonate (AgOTf) formed an active catalytic system for the polymerization of 1-chloro-2-(para-substituted)-phenylacetylenes. Based on this active catalytic system, functional poly(di-substituted acetylene) (PDSA) bearing an aldehyde group (P3) was obtained in high yield. The exceptional P3 bearing a reactive aldehyde group on its side chain was used as a precursor to be subsequently modified with amines to generate a novel PDSA (P3-ppm) possessing Schiff-base functionalities in good yield.

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Polymer Chemistry

Polymer Chemistry
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