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Columnar Liquid Crystalline Self-Assembly of Hydrogen-Bonded Rod-Coil Diblock Complexes Created from Pyrazole/Benzoic acid Derivatives

Authors
Kim, Ho-JoongCho, SungPark, Jung Su
Issue Date
Nov-2015
Publisher
WILEY-V C H VERLAG GMBH
Keywords
Self-assembly; Nanostructure; Liquid crystal; Pyrazole
Citation
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.36, no.11, pp 2740 - 2745
Pages
6
Journal Title
BULLETIN OF THE KOREAN CHEMICAL SOCIETY
Volume
36
Number
11
Start Page
2740
End Page
2745
URI
https://scholarworks.sookmyung.ac.kr/handle/2020.sw.sookmyung/10177
DOI
10.1002/bkcs.10556
ISSN
0253-2964
1229-5949
Abstract
We synthesized hydrogen-bonded rod-coil diblock complexes having both a rigid rod and a flexible coil by combining bithiophene-conjugated pyrazole derivatives and alkoxy-substituted benzoic acid derivatives. Their self-assembled nanostructures were investigated using polarized optical microscopy, molecular modeling, and X-ray scattering in liquid crystalline (LC) state. They form different types of supramolecular LC phases depending on the numbers and lengths of alkoxy substituents in the benzoic acids. Diblock complexes with low volume ratios of aliphatic coils to rod segments (dioctyloxy chains) self-assembled into lamellar phases; systems with higher ratios (didodecyloxy, trioctyloxy, and tridodecyloxy chains) formed columns. In these columnar structures, two pyrazoles and two benzoic acids formed an aromatic tetramer core through N-HO and O-HN hydrogen bonds. Two sets of aromatic tetramers surrounded by flexible aliphatic chains were then stacked to give columnar phases. These are novel examples of supramolecular LC structures comprising hydrogen-bonded pyrazole-benzoic acid derivatives with tetrameric rigid aromatic scaffolds.
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