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Synthesis of Furan-Substituted N-Heteroacene-Based Liquid Material and Its Acid-Recognizing Behavior

1
Program in Advanced Materials Science, Faculty of Engineering and Design, Kagawa University, 2217-20 Hayashi-cho, Takamatsu 761-0396, Japan
2
Health Research Institute, National Institute of Advanced Industrial Science and Technology (AIST), 2217-14 Hayashi-cho, Takamatsu 761-0395, Japan
3
Advanced Materials Science, Faculty of Engineering, Kagawa University, 2217-20 Hayashi-cho, Takamatsu 761-0396, Japan
*
Author to whom correspondence should be addressed.
Crystals 2019, 9(1), 51; https://doi.org/10.3390/cryst9010051
Received: 25 December 2018 / Revised: 10 January 2019 / Accepted: 15 January 2019 / Published: 17 January 2019
(This article belongs to the Special Issue Synthesis and Properties of Light-emitting Liquid Crystals)
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Abstract

In this study, we synthesized a novel N-heteroacene-based liquid material 6,7-bis(3,7,11-trimethyl-1-dodecyloxy)-2,3-difurylquinoxaline (RPNL 1), containing two furan rings. We revealed that RPNL 1 adopted a disordered liquid at 25 °C, determined by polarized optical microscopic observation, differential scanning calorimetry, and X-ray diffraction measurements. The fluorescent spectrum measurement revealed that RPNL 1 showed a blue emission at 25 °C. Dissolving benzene sulfonic acid (BSA) in RPNL 1 brought about dramatic changes in its physical properties, such as emission colors, as well as sample states. Upon recognizing BSA, photoluminescent color was changed into orange, as well as phase transition occurred from liquid to a liquid-crystalline phase. RPNL 1 can function as an acid-recognizing material, accompanied with the color changes in emission. View Full-Text
Keywords: N-heteroacene; room-temperature π-conjugated liquid; acid-recognizing liquid; fluorescent liquid; fluorescent liquid crystal N-heteroacene; room-temperature π-conjugated liquid; acid-recognizing liquid; fluorescent liquid; fluorescent liquid crystal
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
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Isoda, K.; Ikenaga, A. Synthesis of Furan-Substituted N-Heteroacene-Based Liquid Material and Its Acid-Recognizing Behavior. Crystals 2019, 9, 51.

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