Synthesis and Mesomorphism of a Novel Triphenylene-Based Discotic Liquid Crystal with Unsaturated Side Chain
A novel triphenylene-based discotic liquid crystal 2-allylcarboxyl-3,6,7,10,11-pentapentyloxytriphenylene was synthesized. The chemical structure was determined by 1H-NMR and FT-IR spectrum, and its mesomorphism was investigated by differential scanning c
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Synthesis and Mesomorphism of a Novel Triphenylene-Based Discotic Liquid Crystal with Unsaturated Side Chain Xingtian Hao, Jianchuang Wang, Feng Hong, Shuaifeng Zhang, Chunxiu Zhang and Jialing Pu Abstract A novel triphenylene-based discotic liquid crystal 2-allylcarboxyl3,6,7,10,11-pentapentyloxytriphenylene was synthesized. The chemical structure was determined by 1H-NMR and FT-IR spectrum, and its mesomorphism was investigated by differential scanning calorimeter (DSC) and polarizing optical microscopy (POM) method. The compound showed classical texture of columnar phase in a wide mesophase temperature from the room temperature to 175 °C during cooling. It also sets the foundation of designing and preparing liquid crystal polymer due to its double bond of the side chain. Keywords Liquid crystal
126.1
Columnar phase Triphenylene
Introduction
Since the discovery of discotic liquid crystals by Chanderasekhar in 1977, there has been an ever-increasing interest in the study of its synthesis and optoelectronic property. Discotic liquid crystals can be characterized as having a rigid and usually planar aromatic core provided with flexible chains at the periphery and typically rotational symmetry. The radical anisotropy within the molecules generally induces an assembly of the molecules into columns. The molecules within these columns can stack in a variety of orientations, and the columns themselves can further
X. Hao J. Wang F. Hong S. Zhang C. Zhang (&) J. Pu Beijing Institute of Graphic Communication, Beijing, China e-mail: [email protected] X. Hao e-mail: [email protected] © Springer Science+Business Media Singapore 2016 Y. Ouyang et al. (eds.), Advanced Graphic Communications, Packaging Technology and Materials, Lecture Notes in Electrical Engineering 369, DOI 10.1007/978-981-10-0072-0_126
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self-assemble in a variety of ways [1]. Therefore, columnar phases are characteristic for rapid one-dimensional transport of charge carriers and energy. All these properties make discotic liquid crystal as a potential material in the areas of OLEDs, photoconductors, information storage, photovoltaic solar cells, etc. [2–4]. Triphenylene derivatives are easily to synthesis and purify, various in structure, having lower melting point and good thermal stability, all of which make them one of the excellent materials that have been long studied in the families of discotic liquid crystals [5, 6]. In this work, a novel triphenylene-based discotic liquid crystal 2-allylcarboxyl-3,6,7,10,11-pentapentyloxytriphenylene was synthesized to make use the advantages of triphenylene derivatives. Its chemical structure was determined by 1HNMR and FT-IR spectrum, and mesomorphism was classified by DSC and POM methods.
126.2
Experimental
Chemicals used in the synthesis if not specified were all analytic reagents (Beijing Chemical Reagents Co). The chemical structure was characterized by measuring on a Brucker DMX-300 300 MHz NMR spectrometer and FTIR-8400.
126.2.1
Synthesis of 2-allylca
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