Polymers with Pendant Water-soluble Tetrafluorobenzene Sulfonic Acid Activated Esters: Synthesis, Stability, and Use for Glycopolymers in Water

Polymers with Pendant Water-soluble Tetrafluorobenzene Sulfonic Acid Activated Esters: Synthesis, Stability, and Use for Glycopolymers in Water
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具有侧链水溶性四氟苯磺酸活化酯的聚合物:水中糖聚合物的合成、稳定性和用途

DOI:
10.1002/macp.202200072
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发表时间:
2022
影响因子:
2.5
通讯作者:
Tomonari Tanaka
Tomonari Tanaka
中科院分区:
化学4区
文献类型:
--
作者:
Sotaro Tsuji;Kazuma Kobayashi;Toshiki Fujii;Hiroaki Imoto;Kensuke Naka;Yuji Aso;Hitomi Ohara;Tomonari Tanaka

文献摘要

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Functional polymers can be synthesized via post‐polymerization modification with pendant‐activated ester groups on their backbones. There are, however, few reports on polymers bearing water‐soluble activated ester groups, as they are unstable in water. Herein, novel monomers and polymers bearing water‐soluble tetrafluorobenzene sulfonic acid (sulfoTFB) activated ester groups are reported. The corresponding sulfoTFB‐bearing polymers are successfully synthesized via controlled radical polymerization. The stabilities of the sulfoTFB‐bearing monomers and polymers are significantly improved by the introduction of an alkanediyl linker into sulfoTFB. The stability of sulfoTFB is found to be significantly improved when the linker is longer than a butanediyl linker, increasing in line with the length of the alkanediyl linker. The resulting sulfoTFB‐bearing polymer is used for synthesizing oligosaccharide‐grafted glycopolymers, which binds to lectin with high binding affinity, via post‐polymerization modification in water. This study thus details the preparation, investigation, and use of novel polymers with pendant water‐soluble sulfoTFB groups for post‐polymerization modification in water.