Synthesis of Controllable Polymers with Precise Side-chain Structures <italic style="font-style: italic">via</italic> Boronate-tag

Jie Yun; Chao-ran Xu; Zhi-kang Xie; Yu-xuan Du; Jin Dong; Xiang-cheng Pan

doi:10.11777/j.issn1000-3304.2024.24009

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Synthesis of Controllable Polymers with Precise Side-chain Structures via Boronate-tag

Research Article | 更新时间：2024-09-25

- Synthesis of Controllable Polymers with Precise Side-chain Structures via Boronate-tag
  增强出版
- Acta Polymerica Sinica Vol. 55, Issue 7, Pages: 881-890(2024)
- 作者机构：
  
  聚合物分子工程国家重点实验室复旦大学高分子科学系上海 200438
- 作者简介：
  
  Xiang-cheng Pan, E-mail: panxc@fudan.edu.cn
- 基金信息：
- DOI：10.11777/j.issn1000-3304.2024.24009
  CLC：
- Published：20 July 2024，
  
  Published Online：10 April 2024，
  
  Received：12 January 2024，
  
  Accepted：22 February 2024
- 稿件说明：
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云杰, 徐超然, 谢志康, 杜昱璇, 董进, 潘翔城. 基于硼酸酯标签制备具有精确侧基结构的可控聚合物. 高分子学报, 2024, 55(7), 881-890

Yun, J.; Xu, C. R.; Xie, Z. K.; Du, Y. X.; Dong, J.; Pan, X. C. Synthesis of controllable polymers with precise side-chain structures via boronate-tag. Acta Polymerica Sinica, 2024, 55(7), 881-890
云杰, 徐超然, 谢志康, 杜昱璇, 董进, 潘翔城. 基于硼酸酯标签制备具有精确侧基结构的可控聚合物. 高分子学报, 2024, 55(7), 881-890 DOI： 10.11777/j.issn1000-3304.2024.24009.

Yun, J.; Xu, C. R.; Xie, Z. K.; Du, Y. X.; Dong, J.; Pan, X. C. Synthesis of controllable polymers with precise side-chain structures via boronate-tag. Acta Polymerica Sinica, 2024, 55(7), 881-890 DOI： 10.11777/j.issn1000-3304.2024.24009.

摘要

结构精确的聚合物在生物医药、信息储存、分级组装等领域具有重要作用，而其制备一直是高分子合成领域的挑战之一. 本工作基于

-甲基亚氨二乙酸(MIDA)硼酸酯作为液相迭代合成中的标签，制备了4种不同结构的噻吩-苯基侧基的单体，对其经可控自由基聚合制备得精确侧基结构的聚合物. 聚合物的紫外可见光谱和荧光发射光谱显示了不同侧基结构聚合物具有不同的光学性质，而这些聚合物在热性质和结晶性质方面呈现相似性，这来源于其相同的主链结构和同种成分的侧基. 建立了MIDA硼酸酯标签合成精确侧基单体的方法，为实现聚合物侧基的精准调控提供了思路和可行方法.

Abstract

Polymers with precise structures possess important roles in biomedicine

information storage

hierarchical assembly

etc

hile their preparation has always been a challenge in the field of polymer synthesis.

-Methyliminodiacetic acid (MIDA) boronates

employed as tags in liquid-phase iterative synthesis

were widely utilized in Suzuki-Miyaura coupling reactions as stable boronic acid precursors for the construction of a variety of organic molecules. In this study

four monomers with different structures of thiophene-phenyl side chains were prepared based on MIDA boronates tags. Precise aryl side-chain linkages were created through several coupling reactions between boronic acids and aryl bromides containing MIDA boronates. Further MIDA boronates can be converted into hydroxyl functional groups

allowing for further modification and introduction of vinyl functional groups to synthesize polymerizable monomers. Different monomers were employed in the controlled radical polymerization to yield polymers with precisely controlled side-chain structures. UV-Vis and fluorescence spectra of the polymers revealed distinct optical properties based on different side-chain structures

while similarities in thermal and crystalline properties were observed due to their identical main-chain structures and similar side-chain compositions. This work establishes a methodology for synthesizing precisely controlled side-chain monomers using MIDA boronate labels

providing insights and feasible approaches for the accurate modulation of polymer side chains.

关键词

序列精准聚合物硼酸酯可控/活性聚合

Keywords

Sequence-defined polymersBoronic acid esterControlled/living polymerization

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Synthesis of Controllable Polymers with Precise Side-chain Structures via Boronate-tag

DOI：10.11777/j.issn1000-3304.2024.24009

摘要

Abstract

关键词

Keywords

references