Optically Active Helical Poly(3,5-disubstituted phenylacetylene): Conformation Regulation, Chirality Transfer, and Self-assembly

Sheng Wang; Jie Zhang; Xin-hua Wan

doi:10.11777/j.issn1000-3304.2021.21096

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Optically Active Helical Poly(3,5-disubstituted phenylacetylene): Conformation Regulation, Chirality Transfer, and Self-assembly

Feature Articles | 更新时间：2022-09-30

- Optically Active Helical Poly(3,5-disubstituted phenylacetylene): Conformation Regulation, Chirality Transfer, and Self-assembly
- ACTA POLYMERICA SINICA Vol. 52, Issue 8, Pages: 898-911(2021)
- 作者机构：
  
  北京分子科学国家实验室高分子化学与物理教育部重点实验室北京大学化学与分子工程学院北京 100871
- 作者简介：
- 基金信息：
- DOI：10.11777/j.issn1000-3304.2021.21096
  CLC：
- Published：20 August 2021，
  
  Published Online：21 June 2021，
  
  Received：25 March 2021，
  
  Revised：07 May 2021，
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汪胜,张洁,宛新华.光学活性螺旋聚(3,5-二取代苯乙炔)：构象调控、手性传递与自组装[J].高分子学报,2021,52(08):898-911.

Wang Sheng,Zhang Jie,Wan Xin-hua.Optically Active Helical Poly(3,5-disubstituted phenylacetylene): Conformation Regulation, Chirality Transfer, and Self-assembly[J].ACTA POLYMERICA SINICA,2021,52(08):898-911.
汪胜,张洁,宛新华.光学活性螺旋聚(3,5-二取代苯乙炔)：构象调控、手性传递与自组装[J].高分子学报,2021,52(08):898-911. DOI： 10.11777/j.issn1000-3304.2021.21096.

Wang Sheng,Zhang Jie,Wan Xin-hua.Optically Active Helical Poly(3,5-disubstituted phenylacetylene): Conformation Regulation, Chirality Transfer, and Self-assembly[J].ACTA POLYMERICA SINICA,2021,52(08):898-911. DOI： 10.11777/j.issn1000-3304.2021.21096.

摘要

聚苯乙炔衍生物是重要的动态螺旋聚合物，具有丰富可调的螺旋构象，在手性识别、对映体拆分、不对称催化、多通道传感、圆偏振发光等领域的潜在应用正受到越来越多的关注. 本文总结了近年来笔者在聚(3

5-二取代苯乙炔)研究中取得的主要进展，包括：

cis-cisoid

螺旋构象的形成条件、影响因素与调控规律，手性双重传递模式与可调控的手性放大规律，有趣的自组装行为和超分子结构. 最后，对螺旋聚苯乙炔衍生物手性功能材料今后的研究作了展望.

Abstract

Poly(phenylacetylene) (PPA) derivatives are important dynamic helical polymers with rich and adjustable helical conformations

which have received ever-increasing attention due to their potential applications in the fields of chiral recognition

enantiomeric resolution

asymmetric catalysis

multi-channel sensor

circularly polarized luminescence

etc.

This feature article summarizes the recent research progress of our group on poly-(3

5-disubstituted phenylacetylene)

including the influencing factors and regulation rules of

cis-cisoid

helical conformation

a novel doublet chirality transfer (DCT) mode

the adjustable chiral amplification

as well as its interesting self-assembly behavior. By introducing intramolecular hydrogen bonding or n→

* interactions

cis-cisoid

helix can be obtained and stabilized in solution

the formation of which can be tuned by changing the size of pendant groups

solvents

additives

and temperature

etc

. Based on this disubstitution structure

a new model of doublet chirality transfer is put forward

which can be used to design various PPA functional materials and attenuate the possible antagonism. To achieve a good DCT

high

cis

structure of main chain

and strong intramolecular hydrogen bonds are indispensible. Different chiral amplifications in a single copolymer system

normal and abnormal "sergeants-and-soldiers" effects

can be achieved by tuning the conformational transition between

cis-cisoid

and

cis-transoid

helices

which can be well-explained by using the modified Ising model. Moreover

interesting self-assembly behavior including the self-assembly of amphiphilic rod-rod block copolymers and the conformational transition-induced self-assembly are observed in poly(3

5-disubstituted phenylacetylene). For the former

by modulating the composition of block copolymers

water contents

and initial copolymer concentration

the aggregates can transform from the spherical micelles to the worm-like micelles

multi-arm worm-like micelles

and vesicles. For the latter

hydrogen bonds driven conformation autoregulation and sol-gel transition are achieved for PPA homopolymer. The self-assembly structures can sequentially evolve from vesicles to nanobelts to helical strands during the process of conformational transition for PPA block copolymers. Finally

the future research directions of poly(3

5-disubstituted phenylacetylene) as chiral functional materials are prospected.

关键词

聚(35-二取代苯乙炔)螺旋构象手性传递手性放大自组装

Keywords

Poly(3‍5-disubstituted phenylacetylene)Helical conformationChirality transferChiral amplificationSelf-assembly

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State Key Laboratory of Chemical Resource Engineering, Beijing Advanced Innovation Center for Soft Matter Science and Engineering, Beijing University of Chemical Technology

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