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�������� The liquid crystal material with trifluoromethyl substitutent is a very important liquid

crystal monomer to combine mixture in the application of display area. In this paper, a kind of liquid

crystal material with trifluoromethyl substitutent was synthesized by traditional method of

Sonogashira coupling reaction, the reaction mechanism and reaction conditions were then obtained.

In addition, the synthesized compound was characterized by FT-IR and 1H-NMR to confirm the

consistent structure with target compound.

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Liquid crystal (LCs), was a kind of phase state [1-3]. In the middle of twentieth Century, LCs was

widely used in thin display technology for its special physicochemical and optoelectronic properties

[4-7]. People were not familiar such much to the plasma and liquid crystal phase compared with the

gas, liquid and solid. Liquid crystal phase was formed by molecular’s special shape, they could flow,

but possesed optical properties of crystallization [8-11].

The LCs was a material with a liquid crystal phase in a certain temperature range, even though it

was crystallization at low temperature [12-14]. And LCs was usually a kind of organic compound,

which was named carbon compound center [15]. At the same time, if the LCs was formed with more

varity substances, which was combined in intermolecular forces, the LCs had special optical

properties and was sensitive to electromagnetic field [16, 17]. In the present work, our objective is to obtain a novel of liquid crystal molecule with

trifluoromethyl substitutent based on tolane. The synthesis and mesomorphic properties will been presented that were made in order to investigate the effect of these modifications.

������������

����������Reagents were purchased from commercial sources (Aldrich) and used without further

purification. Triethylamine (TEA) and tetrahydrofuran (THF) were distilled and purged with argon

before use. 1H-NMR spectra of the samples were recorded with a Bruker DMS-400 spectrometer

instrument. Fourier transform infrared spectroscopy (FT-IR, Perkin Elmer Spectrum One) was also

measured.

���������� The preparative routes for the liquid crystalline compounds of trifluoromethyl

substitutent were shown in Figure 1.

Advanced Materials Research Vols. 785-786 (2013) pp 690-692Online available since 2013/Sep/04 at www.scientific.net© (2013) Trans Tech Publications, Switzerlanddoi:10.4028/www.scientific.net/AMR.785-786.690

All rights reserved. No part of contents of this paper may be reproduced or transmitted in any form or by any means without the written permission of TTP,www.ttp.net. (ID: 128.210.126.199, Purdue University Libraries, West Lafayette, United States of America-21/09/13,04:49:47)

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Figure 1. Reagents and conditions: (�) TMSA, TEA, THF, CuI, PPh3, PdCl2(PPh3)2, 30 °C, 10 h; (�)

MeOH, THF, K2CO3, rt, 2 h; () TAE, THF, PdCl2(PPh3)2, CuI, PPh3, 30 °C, 10 h.

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Figure 2. FT-IR of compound �.

Figure 3.

1H-NMR of compound �.

Advanced Materials Research Vols. 785-786 691

Fourier transform infrared spectroscopy (FT-IR, Perkin Elmer Spectrum One) was used to

characterize the structure of compound �, and the main peaks were: 3089, 2930, 2856, 2215, 1608,

1505, 1472, 1326, 1167, 1129, 1014, 843, 811 (cm-1

).

1H-NMR spectra of compound � were recorded with a Bruker DMS-400 spectrometer instrument.

The result interpreted: 1H-NMR (400 MHz, CDCl3) (δ, ppm): δ = 0.89 (t, 3H), 1.33 (m, 24H), 1.64

(m, 2H), 2.63 (t, 2H), 7.26 (d, 2H, J = 7.2 Hz), 7.49 (d, 2H, J = 7.6 Hz), 7.59 (m, 8H).

It was shown in Figure 2 and Figure 3 that the synthesized compound was the target compound �.

������������

Based on the results of this study, it was safe to conclude that this product, an important liquid crystal

monomer with trifluoromethyl substitutent based on tolane had been synthesized by traditional

method of Sonogashira coupling reaction. During the synthesis, the reaction mechanism and reaction

conditions had been obtained, and then the structure of the product was confirmed by FT-IR and 1H-NMR.

��-��.�� /�������

This work was supported by Scholastic Science Research Foundation of Xijing University (Grant No.

XJ120230 and XJ120233).

�0��������

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