Multifunctional\nPolymer Synthesis via Sequential Postpolymerization\nModification Using a Single Aldehyde Repeat Unit: Allylation and Orthogonal\nEsterification and Thiol–ene Reaction

Herein, we present a highly efficient method for synthesizing\nmultifunctional\npolymers. This method involves the sequential postpolymerization modification\n(PPM) of a highly reactive aldehyde polymer. We introduce an allylic\nalcohol functionality into the polymer backbone via Barbier-type allylation,\na process facilitated by easy-to-handle indium(0) powder. This step\nenables the formation of orthogonal pendants, secondary alcohol, and\nterminal alkene, which can be further functionalized through esterification\nand thiol–ene click reactions. All of these processes are carried\nout under mild conditions, ensuring high efficiency and a wide range\nof functional groups. Our study underscores PPM’s operational\nsimplicity and versatility in developing advanced polymer materials\nand expanding the scope of multifunctional polymer design.

Publication Details

Journal
Figshare
Published
2024-10-09
DOI
https://doi.org/10.1021/acsmacrolett.4c00618.s001
Primary Topic
Advanced Polymer Synthesis and Characterization
Type
article
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article

Multifunctional\nPolymer Synthesis via Sequential Postpolymerization\nModification Using a Single Aldehyde Repeat Unit: Allylation and Orthogonal\nEsterification and Thiol–ene Reaction

Figshare
Advanced Polymer Synthesis and Characterization
article

Multifunctional\nPolymer Synthesis via Sequential Postpolymerization\nModification Using a Single Aldehyde Repeat Unit: Allylation and Orthogonal\nEsterification and Thiol–ene Reaction

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Abstract

Herein, we present a highly efficient method for synthesizing\nmultifunctional\npolymers. This method involves the sequential postpolymerization modification\n(PPM) of a highly reactive aldehyde polymer. We introduce an allylic\nalcohol functionality into the polymer backbone via Barbier-type allylation,\na process facilitated by easy-to-handle indium(0) powder. This step\nenables the formation of orthogonal pendants, secondary alcohol, and\nterminal alkene, which can be further functionalized through esterification\nand thiol–ene click reactions. All of these processes are carried\nout under mild conditions, ensuring high efficiency and a wide range\nof functional groups. Our study underscores PPM’s operational\nsimplicity and versatility in developing advanced polymer materials\nand expanding the scope of multifunctional polymer design.

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Advanced Polymer Synthesis and Characterization
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