Journal
JOURNAL OF PHYSICAL CHEMISTRY LETTERS
Volume 6, Issue 10, Pages 1813-1818Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jpclett.5b00703
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Funding
- Ministry of Education, Culture, Sports, Science, and Technology of Japan
- Management Expenses Grants for National Universities of Japan
- Grants-in-Aid for Scientific Research [26410034, 26410064, 15H03791, 15K13664, 26102007, 26102012] Funding Source: KAKEN
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Organic materials with diverse molecular designs show multifunctional properties such as coupled ferroelectric, optical, ferromagnetic, and transport properties. We report the design of an alkylamide-substituted pyrene derivative displaying fluorescent ferroelectric properties coupled with electron transport properties. In solution phase, this compound displayed concentration-dependent fluorescence, whereas in xerogels, a fluorescent green organogel (>0.1 mM) and entangled nanofibers were observed. A discotic hexagonal columnar liquid crystalline phase was observed above 295 K due to intermolecular hydrogen bonding and pi-stacking interactions. The direction of the hydrogen-bonded chains could be inverted by the application of an external electric field along the pi-stacked column, resulting in ferroelectric polarization-electric field (P-E) hysteresis. The local electric field arising from the ferroelectric macrodipole moment arrangement along the pi-stacking direction affected the electron transport properties on the pi-stack of pyrenes, thus confirming the current-switching phenomena according to P-E hysteresis. We report that multifunctional properties such as ferroelectricity, fluorescence, and electron transport switching were successfully achieved in hydrogen-bonded dynamic pi-molecular assemblies.
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