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Directed Functionalization Tailors the Polarized Emission and Waveguiding Properties of Anthracene-Based Molecular Crystals

  • Andrea Camposeo
  • , Devin B. Granger
  • , Sean R. Parkin
  • , Davide Altamura
  • , Cinzia Giannini
  • , John E. Anthony
  • , Dario Pisignano

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

Abstract

Organic semiconducting crystals are characterized by anisotropic optical and electronic properties, which can be tailored by controlling the packing of the constituent molecules in the crystal unit cell. Here, the synthesis, structural characterization, and emission of anthracene derivatives are focused to correlate directed functionalization and optical properties. These compounds are easily and scalably prepared by standard synthesis techniques, and alterations in functional groups yield materials with either exclusive edge-to-face or face-to-face solid-state interactions. The resulting crystals feature either platelet or needle shapes, and the emission exhibits polarization ratios up to 5 at room temperature. In needle-shaped crystals, self-waveguiding of the emission is also observed with propagation loss coefficients as low as 1.3 dB mm -1 . Moreover, optical coupling between crossing crystalline microwires is found and characterized. The combination of optical anisotropy and emission self-waveguiding opens interesting routes for the exploitation of these active materials in photonic applications, including optical integrated circuits and microscale light sources.

Original languageEnglish
Pages (from-to)1775-1783
Number of pages9
JournalChemistry of Materials
Volume31
Issue number5
DOIs
StatePublished - Mar 12 2019

Bibliographical note

Publisher Copyright:
© 2019 American Chemical Society.

Funding

The research leading to these results has received funding from the European Research Council under the European Union's Horizon 2020 Research and Innovation Programme (Grant agreement no. 682157, 'xPRINT'). D.P. also acknowledges the support from the project PRA-2018-34 (ANISE) from the University of Pisa. J.E.A. and D.B.G. thank the National Science Foundation (CMMI-1255494) for support of the synthesis of new organic semiconductors. We thank Dr B. Purushothaman for investigating the synthesis of fluorinated anthracenes. The research leading to these results has received funding from the European Research Council under the European Union\u2019s Horizon 2020 Research and Innovation Programme (Grant agreement no. 682157, \u201CxPRINT\u201D). D.P. also acknowledges the support from the project PRA_2018_34 (ANISE) from the University of Pisa. J.E.A. and D.B.G. thank the National Science Foundation (CMMI-1255494) for support of the synthesis of new organic semiconductors. We thank Dr B. Purushothaman for investigating the synthesis of fluorinated anthracenes.

FundersFunder number
Università di Pisa
H2020 European Research Council
Horizon 2020 Framework ProgrammePRA_2018_34, 682157, CMMI-1255494
U.S. Department of Energy Chinese Academy of Sciences Guangzhou Municipal Science and Technology Project Oak Ridge National Laboratory Extreme Science and Engineering Discovery Environment National Science Foundation National Energy Research Scientific Computing Center National Natural Science Foundation of ChinaCMMI-1255494

    ASJC Scopus subject areas

    • General Chemistry
    • General Chemical Engineering
    • Materials Chemistry

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