Next Article in Journal
Crystal Growth of Quantum Magnets in the Rare-Earth Pyrosilicate Family R2Si2O7 (R = Yb, Er) Using the Optical Floating Zone Method
Next Article in Special Issue
Thermochemically Stable Liquid-Crystalline Gold(I) Complexes Showing Enhanced Room Temperature Phosphorescence
Previous Article in Journal
Deformation Mechanisms of Isotactic Poly-1-Butene and Its Copolymers Deformed by Plane-Strain Compression and Tension
Previous Article in Special Issue
A 1,6-Diphenylpyrene-Based, Photoluminescent Cyclophane Showing a Nematic Liquid-Crystalline Phase at Room Temperature
Article Menu
Issue 4 (April) cover image

Export Article

Open AccessArticle

2-Chloroalkoxy-Substituted Pentafluorinated Bistolanes as Novel Light-Emitting Liquid Crystals

1
Faculty of Molecular Chemistry and Engineering, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan
2
Department of Quantum Beam Science, Graduate School of Science and Engineering, Ibaraki University, 4-12-1 Naka-narusawa, Hitachi, Ibaraki 316-8511, Japan
*
Author to whom correspondence should be addressed.
Crystals 2019, 9(4), 195; https://doi.org/10.3390/cryst9040195
Received: 19 March 2019 / Revised: 2 April 2019 / Accepted: 3 April 2019 / Published: 6 April 2019
(This article belongs to the Special Issue Synthesis and Properties of Light-emitting Liquid Crystals)
  |  
PDF [4684 KB, uploaded 6 April 2019]
  |  

Abstract

In this study, we designed and synthesized novel pentafluorinated bistolane derivatives with 2-chloropentyl or 2-chlorohexyl flexible units as novel light-emitting liquid crystals (LELCs). By measuring the phase-transition behaviors, all derivatives were found to display liquid-crystalline (LC) phases during both heating and cooling processes. Among the novel bistolanes, the S- and R-configured derivatives exhibited a chiral nematic (N*) phase with a typical Grandjean optical texture. Interestingly, the chiral derivatives also exhibited a blue phase with a typical platelet texture in a narrow temperature range (2–4 °C). Photophysical measurements revealed that the 2-chloroalkoxy-substituted pentafluorinated bistolanes exhibited intense photoluminescence (PL) both in solution and in crystalline phases. The PL characteristics, especially the maximum PL wavelength, were found to switch sensitively during the heating and cooling cycles depending on the molecular aggregates through the crystal (Cr) ⇄ N* phase transition. The 2-chloroalkoxy flexible units induced dynamic changes in the LC and PL properties, providing valuable insight into the potential of various LELCs as PL sensing materials. View Full-Text
Keywords: liquid crystal; photoluminescence; fluorine; bistolane structure; chirality liquid crystal; photoluminescence; fluorine; bistolane structure; chirality
Figures

Graphical abstract

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).

Supplementary material

SciFeed

Share & Cite This Article

MDPI and ACS Style

Yamada, S.; Miyano, K.; Agou, T.; Kubota, T.; Konno, T. 2-Chloroalkoxy-Substituted Pentafluorinated Bistolanes as Novel Light-Emitting Liquid Crystals. Crystals 2019, 9, 195.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Crystals EISSN 2073-4352 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top