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"Push-push and push-pull" polystannanes.

J S Dhindsa1, B F Jacobs, A J Lough

  • 1Department of Chemistry and Biology, Ryerson University, 350 Victoria St. Toronto ON, M5B2K3, Canada. daniel.foucher@ryerson.ca.

Dalton Transactions (Cambridge, England : 2003)
|September 25, 2018
PubMed
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This study details the creation of novel tin-based polymers with electron-donating or withdrawing groups. Push-pull polymers exhibit enhanced stability against photodegradation compared to push-push polymers.

Area of Science:

  • Organometallic Chemistry
  • Polymer Science
  • Materials Science

Background:

  • Tin-containing polymers (polystannanes) are of interest for their unique electronic properties.
  • Tailoring substituents on the tin backbone allows for tuning of polymer characteristics.
  • Understanding the relationship between polymer structure and stability is crucial for material development.

Purpose of the Study:

  • To synthesize and characterize polystannanes with "push" (electron-donating) or "pull" (electron-withdrawing) moieties.
  • To investigate the polymerization behavior and properties of these novel tin-based materials.
  • To evaluate the photodegradation resistance of polymers with different electronic substituent arrangements.

Main Methods:

  • Synthesis of tin dihydride monomers via chlorination and reduction of tetraaryl stannanes.

Related Experiment Videos

  • Polymerization techniques including dehydrogenative coupling (using Wilkinson's catalyst) and condensation polymerization.
  • Characterization using NMR spectroscopy (1H, 13C, 119Sn, 19F), mass spectrometry (MS), elemental analysis (EA), and triple detection gel permeation chromatography (GPC).

    • Main Results:

    • Successful synthesis of homopolymers and alternating copolymers with varying electronic substituents.
    • Demonstrated that electron-withdrawing groups hinder homopolymerization, leading to oligomeric species.
    • Alternating "push-push" and "push-pull" polymers were synthesized with molecular weights between 1.07 × 10^4 and 1.95 × 10^4 Da.
    • UV-Vis spectroscopy revealed rapid photodegradation, with "push-pull" polymers showing greater stability than "push-push" polymers.

    Conclusions:

    • Polystannanes with tunable electronic properties can be synthesized using various polymerization methods.
    • The electronic nature of substituents significantly impacts polymerization success and polymer stability.
    • "Push-pull" polystannanes exhibit improved resistance to photodegradation, highlighting their potential for specific applications.