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Related Experiment Videos

Thermal polymorphic transformation of p-tert-Butylcalix

Nomura1, Takagaki, Nakaoka

  • 1Industrial Technology Center of Wakayama Prefecture, 60 Ogura, Wakayama 649-6261, Japan.

The Journal of Organic Chemistry
|September 16, 2000
PubMed
Summary

Polymorphism in p-tert-butylcalix[4]arene derivatives was studied. Heating solids causes structural changes and altered hydrogen bonding, controlled by thermal history.

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Area of Science:

  • Supramolecular Chemistry
  • Materials Science

Background:

  • Calixarenes are macrocyclic compounds with tunable properties.
  • Amino acid functionalization can stabilize specific structures.
  • Polymorphism is crucial for solid-state material properties.

Purpose of the Study:

  • Investigate the solid-state polymorphism of p-tert-butylcalix[4]arene derivatives.
  • Understand the role of amino acid groups in stabilizing the pseudocavity.
  • Analyze the influence of thermal history on structural transformations.

Main Methods:

  • Synthesis of p-tert-butylcalix[4]arene derivatives with amino acid groups.
  • Solid-state heating experiments to induce polymorphic transformations.
  • Analysis of structural changes using techniques sensitive to conformation and hydrogen bonding.

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Main Results:

  • The calixarene derivatives exhibit polymorphic transformations upon heating.
  • These transformations are dependent on the thermal history of the solid samples.
  • Changes in the calixarene skeleton conformation and hydrogen bonding patterns were observed.

Conclusions:

  • The amino acid groups contribute to stabilizing the hydrophilic pseudocavity via hydrogen bonding.
  • Thermal history dictates the polymorphic behavior of these calixarene derivatives.
  • Understanding this polymorphism is key for controlling their solid-state properties.