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Porous shape-persistent rylene imine cages with tunable optoelectronic properties and delayed fluorescence

Hsin-Hua Huang; Kyung Seob Song; Alessandro Prescimone; Alexander Aster; Gabriel Cohen; Rajesh Mannancherry; Eric Vauthey; Ali Coskun; Tom´aˇs ˇSolomek


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  <identifier identifierType="DOI">10.5281/zenodo.5089934</identifier>
  <creators>
    <creator>
      <creatorName>Hsin-Hua Huang</creatorName>
      <affiliation>University of Basel</affiliation>
    </creator>
    <creator>
      <creatorName>Kyung Seob Song</creatorName>
      <affiliation>University of Fribourg</affiliation>
    </creator>
    <creator>
      <creatorName>Alessandro Prescimone</creatorName>
      <affiliation>University of Basel</affiliation>
    </creator>
    <creator>
      <creatorName>Alexander Aster</creatorName>
      <affiliation>University of Geneva</affiliation>
    </creator>
    <creator>
      <creatorName>Gabriel Cohen</creatorName>
      <affiliation>University of Geneva</affiliation>
    </creator>
    <creator>
      <creatorName>Rajesh Mannancherry</creatorName>
      <affiliation>University of Basel</affiliation>
    </creator>
    <creator>
      <creatorName>Eric Vauthey</creatorName>
      <affiliation>University of Geneva</affiliation>
    </creator>
    <creator>
      <creatorName>Ali Coskun</creatorName>
      <affiliation>University of Fribourg</affiliation>
    </creator>
    <creator>
      <creatorName>Tom´aˇs ˇSolomek</creatorName>
      <affiliation>University of Basel</affiliation>
    </creator>
  </creators>
  <titles>
    <title>Porous shape-persistent rylene imine cages with tunable optoelectronic properties and delayed fluorescence</title>
  </titles>
  <publisher>Zenodo</publisher>
  <publicationYear>2021</publicationYear>
  <subjects>
    <subject>cage molecule</subject>
    <subject>porous material</subject>
  </subjects>
  <dates>
    <date dateType="Issued">2021-03-09</date>
  </dates>
  <resourceType resourceTypeGeneral="Dataset"/>
  <alternateIdentifiers>
    <alternateIdentifier alternateIdentifierType="url">https://zenodo.org/record/5089934</alternateIdentifier>
  </alternateIdentifiers>
  <relatedIdentifiers>
    <relatedIdentifier relatedIdentifierType="DOI" relationType="IsVersionOf">10.5281/zenodo.5089933</relatedIdentifier>
  </relatedIdentifiers>
  <rightsList>
    <rights rightsURI="https://creativecommons.org/licenses/by/4.0/legalcode">Creative Commons Attribution 4.0 International</rights>
    <rights rightsURI="info:eu-repo/semantics/openAccess">Open Access</rights>
  </rightsList>
  <descriptions>
    <description descriptionType="Abstract">&lt;p&gt;A simultaneous combination of porosity and tunable optoelectronic properties, common in covalent organic frameworks, is rare in shape-persistent organic cages. Yet, organic cages offer important molecular advantages such as solubility and modularity. Herein, we report the synthesis of a series of chiral imine organic cages with three built-in rylene units by means of dynamic imine chemistry and we investigate their textural and optoelectronic properties. Thereby we demonstrate that the synthesized rylene cages can be reversibly reduced at accessible potentials, absorb from UV up to green light, are porous, and preferentially adsorb CO&lt;sub&gt;2&lt;/sub&gt;&amp;nbsp;over N&lt;sub&gt;2&lt;/sub&gt;&amp;nbsp;and CH&lt;sub&gt;4&lt;/sub&gt;&amp;nbsp;with a good selectivity. In addition, we discovered that the cage incorporating three perylene-3,4:9,10-bis(dicarboximide) units displays an efficient delayed fluorescence. Time-correlated single photon counting and transient absorption spectroscopy measurements suggest that the delayed fluorescence is likely a consequence of a reversible intracage charge-separation event. Rylene cages thus offer a promising platform that allows combining the porosity of processable materials and photochemical phenomena useful in diverse applications such as photocatalysis or energy storage.&lt;/p&gt;</description>
  </descriptions>
</resource>
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