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Polymerization generates chiral centers along the entire backbone of a polymer chain. Accordingly, the stereochemistry of the substituent group has a significant effect on polymer properties. Polymers formed from monosubstituted alkene monomers feature chiral carbons at every alternate position in the polymer backbone. Relative to the predominant orientation of substituents at the adjacent chiral carbons, the polymer can exist in three different configurations: isotactic, syndiotactic, and...
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In this lesson, we delve into the role of ring conformation and its stability, which determines the spatial arrangement and, consequently, the molecular symmetry and stereoisomerism of cyclic compounds. 1,2-Dimethylcyclohexane is used as a case study to evaluate the possible number of stereoisomers. Here, given the multiple (n = 2) chiral centers, there are 2n = 4 possible configurations that lack a plane of symmetry, as the ring skeleton exists in a non-planar chair conformation. In addition,...
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Controlling the Multiple Chiroptical Inversion in Biphasic Liquid-Crystalline Polymers.

Xiaoxiao Cheng1, Tengfei Miao1, Yafei Ma1

  • 1Suzhou Key Laboratory of Macromolecular Design and Precision Synthesis, State and Local Joint Engineering Laboratory for Novel Functional Polymeric Materials, Jiangsu Engineering Laboratory of Novel Functional Polymeric Materials, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, 215123, China.

Angewandte Chemie (International Ed. in English)
|September 10, 2021
PubMed
Summary

Researchers controlled supramolecular chirality in azobenzene polymers by tuning alkyl chain lengths during in-situ polymerization. This modulation influences chiroptical properties and liquid-crystalline behavior, offering insights into chirality origins.

Keywords:
azobenzenechiralityliquid-crystalline polymerspolymerization-induced self-assemblysupramolecular chemistry

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Area of Science:

  • Supramolecular Chemistry
  • Polymer Science
  • Organic Chemistry

Background:

  • Controlling chirality and helicity is crucial for understanding nature's chiral phenomena.
  • Azobenzene (Azo) derivatives are key photoresponsive materials.

Purpose of the Study:

  • To design and synthesize structurally similar Azo vinyl monomers with chiral stereocenters and varying achiral tail lengths.
  • To investigate the modulation of chiroptical properties and supramolecular chirality in Azo-polymer assemblies.

Main Methods:

  • Synchronous polymerization, supramolecular stacking, and self-assembly techniques were employed.
  • Chiroptical properties were analyzed, alongside liquid-crystalline (LC) characterization.
  • The influence of tail length, degree of polymerization (DP), UV light, temperature, and aging time was studied.

Main Results:

  • Multiple chiroptical inversions in Azo-polymer supramolecular assemblies were modulated by tail length and DP during in-situ polymerization.
  • Amorphous-to-LC phase transitions and biphasic LC interconversions were observed.
  • These transitions facilitated the transcription of intra-chain π-π stacking and inter-chain H- and J-aggregation, controlling dynamic supramolecular chirality.

Conclusions:

  • The study demonstrates a method to dynamically control supramolecular chirality in Azo-polymer assemblies through tailored monomer design and polymerization conditions.
  • The observed chiroptical inversions are linked to liquid-crystalline phase transitions and specific aggregation behaviors.
  • This work provides a deeper understanding of the origin and control of chirality in complex molecular systems.