Dicationic imidazolium-based ionic liquids and ionic liquid crystals with variously positioned fluoro substituents

被引:52
作者
Li, Xiaoju [1 ]
Bruce, Duncan W. [2 ]
Shreeve, Jean'ne M. [1 ]
机构
[1] Univ Idaho, Dept Chem, Moscow, ID 83844 USA
[2] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
关键词
DIALKYLDIMETHYLAMMONIUM BROMIDES; COLUMNAR; DERIVATIVES; PHASES; MOLECULES; SALTS; POLYMERIZATION; CONDUCTIVITY; COMPLEXES; MESOPHASE;
D O I
10.1039/b912873e
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of new dicationic imidazolium-based organic salts bearing fluoro substituents on the bent-core unit and/or linker benzene-ring positions has been synthesized and characterized. The properties of these salts, including transition and decomposition temperatures, and density were determined, indicating that their performance is strongly dependent on the positions of the fluoro substituents, the number of carbon atoms in the alkyl group, and the anion present. Examination by polarized optical microscopy showed that the four salts (compounds 4c, 7a, 7b and 8b, where the alkyl group was C12H25-) were mesomorphic and these data were supported by DSC measurements.
引用
收藏
页码:8232 / 8238
页数:7
相关论文
共 54 条
[1]   Crystal structures of symmetrical tetra-n-alkyl ammonium and phosphonium halides.: Dissection of competing interactions leading to "biradial" and "tetraradial" shapes [J].
Abdallah, DJ ;
Bachman, RE ;
Perlstein, J ;
Weiss, RG .
JOURNAL OF PHYSICAL CHEMISTRY B, 1999, 103 (43) :9269-9278
[2]   Smectic liquid-crystalline phases of quaternary group VA (especially phosphonium) salts with three equivalent long n-alkyl chains.: How do layered assemblies form in liquid-crystalline and crystalline phases? [J].
Abdallah, DJ ;
Robertson, A ;
Hsu, HF ;
Weiss, RG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (13) :3053-3062
[3]   A NEW SMECTIC MESOPHASE WITH 2-DIMENSIONAL TETRAGONAL SYMMETRY FROM DIALKYLDIMETHYLAMMONIUM BROMIDES-ST [J].
ALAMI, E ;
LEVY, H ;
ZANA, R ;
WEBER, P ;
SKOULIOS, A .
LIQUID CRYSTALS, 1993, 13 (02) :201-212
[4]   Ionic liquid crystals [J].
Binnemans, K .
CHEMICAL REVIEWS, 2005, 105 (11) :4148-4204
[5]   Liquid-crystalline ionic liquids [J].
Bowlas, CJ ;
Bruce, DW ;
Seddon, KR .
CHEMICAL COMMUNICATIONS, 1996, (14) :1625-1626
[6]   Mesogenic, trimeric, halogen-bonded complexes from alkoxystilbazoles and 1,4-diiodotetrafluorobenzene [J].
Bruce, Duncan W. ;
Metrangolo, Pierangelo ;
Meyer, Franck ;
Prasang, Carsten ;
Resnati, Giuseppe ;
Terraneo, Giancarlo ;
Whitwood, Adrian C. .
NEW JOURNAL OF CHEMISTRY, 2008, 32 (03) :477-482
[7]   Introduction: new directions in liquid crystal science [J].
Bruce, Duncan W. ;
Goodby, John W. ;
Sambles, J. Roy ;
Coles, Harry J. .
PHILOSOPHICAL TRANSACTIONS OF THE ROYAL SOCIETY A-MATHEMATICAL PHYSICAL AND ENGINEERING SCIENCES, 2006, 364 (1847) :2567-2571
[8]   POLYMORPHISM IN ANHYDROUS AMPHIPHILIC SYSTEMS - LONG-CHAIN PRIMARY NORMAL-ALKYLAMMONIUM CHLORIDES [J].
BUSICO, V ;
CERNICCHLARO, P ;
CORRADINI, P ;
VACATELLO, M .
JOURNAL OF PHYSICAL CHEMISTRY, 1983, 87 (09) :1631-1635
[9]   Synthesis and characterization of mesogenic disklike benzenetricarboxylates containing diacetylenic groups and their polymerization [J].
Chang, JY ;
Yeon, JR ;
Shin, YS ;
Han, MJ ;
Hong, SK .
CHEMISTRY OF MATERIALS, 2000, 12 (04) :1076-1082
[10]  
Demus D., 1998, Handbook of liquid crystals, V3