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Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
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Acyclic diene metathesis polymerization or ADMET polymerization involves cross-metathesis of terminal dienes, such as 1,8-nonadiene, to give linear unsaturated polymer and ethylene. As ADMET is a reversible process, the formed ethylene gas must be removed from the reaction mixture to complete the polymerization process.
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
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Disulfide-Mediated Reversible Polymerization toward Intrinsically Dynamic Smart Materials.

Qi Zhang1,2, Da-Hui Qu1, Ben L Feringa1,2

  • 1Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China.

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Summary

Dynamic covalent chemistry using 1,2-dithiolanes enables adaptable polymers and materials. This research explores their reversible polymerization for smart material design, addressing challenges and future potential.

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Area of Science:

  • Materials Science
  • Polymer Chemistry
  • Supramolecular Chemistry

Background:

  • Dynamic chemistry is crucial for designing smart materials with adaptive, responsive, and recyclable properties.
  • Supramolecular and dynamic covalent chemistry provide tools for creating dynamic polymers and materials.
  • 1,2-dithiolanes serve as a key building block, utilizing reversible disulfide bonds for dynamic material construction.

Purpose of the Study:

  • To explore the dynamic chemistry of 1,2-dithiolanes as a versatile scaffold for smart materials.
  • To summarize the current state-of-the-art in 1,2-dithiolane-based dynamic materials.
  • To provide an overview of challenges and future directions in this research area.

Main Methods:

  • Review of literature on dynamic covalent chemistry and supramolecular polymers.
  • Analysis of the reversible polymerization mechanisms of 1,2-dithiolanes.
  • Synthesis and characterization of materials incorporating 1,2-dithiolane units (implied).

Main Results:

  • 1,2-dithiolanes enable a unique class of dynamic materials by forming dynamic covalent disulfide bonds.
  • These materials bridge the properties of supramolecular polymers and adaptable covalent networks.
  • The reversible nature of dithiolane polymerization allows for material adaptation, response, repair, and recycling.

Conclusions:

  • 1,2-dithiolanes represent a versatile structural unit for the rational design of advanced smart materials.
  • Further research is needed to overcome fundamental challenges and unlock the full potential of these dynamic materials.
  • Future directions include exploring novel applications and optimizing material properties based on dithiolane chemistry.