Design, Synthesis, and Characterization of 1,3,5-Tri(1H-benzo[d]imidazol-2-yl)benzene-Based Fluorescent Supramolecular Columnar Liquid Crystals with a Broad Mesomorphic Range

被引：48

作者：

Xiong, Jin-Feng ^{[1
,2
]}

Luo, Shi-He ^{[3
]}

Huo, Jing-Pei ^{[4
]}

Liu, Jin-Yan ^{[1
,2
]}

Chen, Shui-Xia ^{[3
,4
]}

Wang, Zhao-Yang ^{[1
,2
]}

机构：

[1] S China Normal Univ, Sch Chem & Environm, Guangzhou 510006, Guangdong, Peoples R China

[2] Minist Educ, Key Lab Theoret Chem Environm, Guangzhou 510006, Guangdong, Peoples R China

[3] Sun Yat Sen Univ, Sch Chem & Chem Engn, PCFM & DSAPM Lab, Guangzhou 510275, Guangdong, Peoples R China

[4] S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510640, Guangdong, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 17期

基金：

中国国家自然科学基金;

关键词：

HYDROGEN-BONDED COMPLEXES; DERIVATIVES; ASSEMBLIES; MESOPHASES; CHAINS; ANION; BOXES;

D O I：

10.1021/jo5016954

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new kind of supramolecular columnar liquid crystal T A with a broad mesomorphic range (up to 164.9 degrees C), good thermal stability, and strong fluorescence is designed and formed by the H-bonding between 1,3,5-tri(1H-benzo[d]imidazol-2-yl)benzene (T) and serial gallic acid derivatives (A). Two components are easily available because of simple routes, common reactions, high yields, commercial starting materials, and inexpensive catalysts. The introduction of the 1,2,3-triazole structure into component A makes the textures different and is slightly disadvantageous for the T-A complexes.

引用

页码：8366 / 8373

页数：8

共 38 条

[1] High-Optical-Quality Ferroelectric Film Wet-Processed from a Ferroelectric Columnar Liquid Crystal as Observed by Non-linear-Optical Microscopy [J].

Araoka, Fumito ;

Masuko, Shiori ;

Kogure, Akinori ;

Miyajima, Daigo ;

Aida, Takuzo ;

Takezoe, Hideo .

ADVANCED MATERIALS, 2013, 25 (29) :4014-4017

[2] Study of the Photoinduced Supramolecular Chirality in Columnar Liquid Crystals by Infrared and VCD Spectroscopies [J].

Aviles Moreno, Juan Ramon ;

Lopez Gonzalez, Juan Jesus ;

Partal Urena, Francico ;

Vera, Francisco ;

Blanca Ros, M. ;

Sierra, Teresa .

JOURNAL OF PHYSICAL CHEMISTRY B, 2012, 116 (16) :5090-5096

[3] Propeller-like hydrogen-bonded banana-melamine complexes inducing helical supramolecular organizations [J].

Barberá, J ;

Puig, L ;

Romero, P ;

Serrano, JL ;

Sierra, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (13) :4487-4492

[4] Self-Assembled Pentacenequinone Derivative for Trace Detection of Picric Acid [J].

Bhalla, Vandana ;

Gupta, Ankush ;

Kumar, Manoj ;

Rao, D. S. Shankar ;

Prasad, S. Krishna .

ACS APPLIED MATERIALS & INTERFACES, 2013, 5 (03) :672-679

[5] Tailoring thermotropic cubic mesophases: amphiphilic polyhydroxy derivatives [J].

Borisch, K ;

Diele, S ;

Goring, P ;

Kresse, H ;

Tschierske, C .

JOURNAL OF MATERIALS CHEMISTRY, 1998, 8 (03) :529-543

[6] Functional Organic Materials Based on Polymerized Liquid-Crystal Monomers: Supramolecular Hydrogen-Bonded Systems [J].

Broer, Dirk J. ;

Bastiaansen, Cees M. W. ;

Debije, Michael G. ;

Schenning, Albertus P. H. J. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (29) :7102-7109

[7] New Polyalkynyl Dendrons and Dendrimers: "Click" Chemistry with Azidomethylferrocene and Specific Anion and Cation Electrochemical Sensing Properties of the 1,2,3-Triazole-Containing Dendrimers [J].

Camponovo, Jeremy ;

Ruiz, Jaime ;

Cloutet, Eric ;

Astruc, Didier .

CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (12) :2990-3002

[8] Synthesis and NMR spectral assignments of novel nitrogen and sulfur heterocyclic compounds [J].

Chandrashekhar, N. ;

Thomas, Bejoy ;

Gayathri, V. ;

Ramanathan, K. V. ;

Gowda, N. M. Nanje .

MAGNETIC RESONANCE IN CHEMISTRY, 2008, 46 (08) :769-774

[9] Quasi Temperature Independent Electron Mobility in Hexagonal Columnar Mesophases of an H-Bonded Benzotristhiophene Derivative [J].

Demenev, Andrey ;

Eichhorn, S. Holger ;

Taerum, Tyler ;

Perepichka, Dmitrii F. ;

Patwardhan, Sameer ;

Grozema, Ferdinand C. ;

Siebbeles, Laurens D. A. ;

Klenkler, Richard .

CHEMISTRY OF MATERIALS, 2010, 22 (04) :1420-1428

[10] Synthesis of novel symmetrical tetra- and hexacatenar di-amides containing 1,3,4-thiadiazole units and a study of their mesomorphic and luminescence properties [J].

Elgueta, E. Y. ;

Parra, M. L. ;

Diaz, E. W. ;

Barbera, J. .

LIQUID CRYSTALS, 2014, 41 (06) :861-871

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