4.8 Article

Separation of Linear and Branched Alkanes Using Host-Guest Complexation of Cyclic and Branched Alkane Vapors by Crystal State Pillar[6]arene

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 6, Pages 1592-1595

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201711575

Keywords

alkanes; host-guest chemistry; macrocyclic compounds; pillar[n]arenes; separation

Funding

  1. MEXT Japan [2601, 15H00990, 16H04130]
  2. JST PRESTO [JPMJPR1313, JPMJPR141B]
  3. Kanazawa University CHOZEN Project
  4. Grants-in-Aid for Scientific Research [15H00990, 16H04130] Funding Source: KAKEN

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Activated crystals of pillar[6] arene produced by removing the solvent upon heating were able to take up branched and cyclic alkane vapors as a consequence of their gate-opening behavior. The uptake of branched and cyclic alkane vapors by the activated crystals of pillar[6] arene induced a crystal transformation to form one-dimensional channel structures. However, the activated crystals of pillar[6] arene hardly took up linear alkane vapors because the cavity size of pillar[6] arene is too large to form stable complexes with linear alkanes. This shape-selective uptake behavior of pillar[6] arene was further utilized for improving the research octane number of an alkane mixture of isooctane and n-heptane: interestingly, the research octane number was dramatically improved from a low research octane number (17%) to a high research octane number (> 99%) using the activated crystals of pillar[6] arene.

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