Study on the thermotropic properties of highly fluorinated 1,2,4-oxadiazolylpyridinium salts and their perspective applications as ionic liquid crystals

被引：59
作者：
Lo Celso, Fabrizio
Pibiri, Ivana
Triolo, Alessandro
Triolo, Roberto
Pace, Andrea
Buscemi, Silvestre
Vivona, Nicolo
机构：
[1] Univ Palermo, Dipartimento Chim Fis F Accascina, I-90128 Palermo, Italy
[2] Univ Palermo, Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
[3] CNR, Ist Proc Chimicofis, Sez Messina, I-98123 Messina, Italy
来源：
JOURNAL OF MATERIALS CHEMISTRY | 2007年 / 17卷 / 12期
关键词：
D O I：
10.1039/b615190f
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 new series of fluorinated salts, iodides and trifluoromethanesulfonates, was synthesized from perfluoroalkylated 1,2,4-oxadiazolylpyridines. Their thermotropic properties were investigated by combined temperature resolved small angle and wide angle X-ray scattering, differential scanning calorimetry and polarised optical microscopy. The UV-visible and photoluminescence properties were studied for all compounds. The results showed for two compounds the existence of an enantiotropic mesomorphic smectic liquid crystal phase. All iodides showed thermochromism phenomena suggesting prospective applications in optoelectronics.
引用
收藏
页码：1201 / 1208
页数：8
相关论文
共 36 条
[1]   Ionic liquid crystals [J].
Binnemans, K .
CHEMICAL REVIEWS, 2005, 105 (11) :4148-4204
[2]   HIGHLY POLARIZABLE BIARYL SALTS FOR LIQUID-CRYSTALS AND NONLINEAR OPTICS - SYNTHESIS AND PROPERTIES OF A PHENOL PYRIDINIUM TRIFLATE [J].
BOY, P ;
COMBELLAS, C ;
MATHEY, G ;
PALACIN, S ;
PERSOONS, A ;
THIEBAULT, A ;
VERBIEST, T .
ADVANCED MATERIALS, 1994, 6 (7-8) :580-583
[3]   Fluorinated heterocyclic compounds - The first example of an irreversible ring-degenerate rearrangement on five-membered heterocycles by attack of an external bidentate nucleophile [J].
Buscemi, S ;
Pace, A ;
Pibiri, I ;
Vivona, N ;
Lanza, CZ ;
Spinelli, D .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (05) :974-980
[4]   Fluorinated heterocyclic compounds. An expedient route to 5-perfluoroalkyl-1,2,4-triazoles via an unusual hydrazinolysis of 5-perfluoroalkyl-1,2,4-oxadiazoles: First examples of an ANRORC-like reaction in 1,2,4-oxadiazole derivatives [J].
Buscemi, S ;
Pace, A ;
Pibiri, I ;
Vivona, N ;
Spinelli, D .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (02) :605-608
[5]  
*CAMBR SOFT CORP, 1985, CALC US CHEM3D V 8 0
[6]   SYNTHESIS AND THERMOLYSIS OF IMIDAZOLE QUATERNARY-SALTS [J].
CHAN, BKM ;
CHANG, NH ;
GRIMMETT, MR .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1977, 30 (09) :2005-2013
[7]  
Clapp L.B., 1984, COMPREHENSIVE HETERO, V6, P365, DOI DOI 10.1016/B978-008096519-2.00089-8
[8]   1,2,4-OXADIAZOLES [J].
CLAPP, LB .
ADVANCES IN HETEROCYCLIC CHEMISTRY, 1976, 20 :65-116
[9]   Javelin-, hockey stick-, and boomerang-shaped liquid crystals.: Structural variations on p-quinquephenyl [J].
Dingemans, TJ ;
Murthy, NS ;
Samulski, ET .
JOURNAL OF PHYSICAL CHEMISTRY B, 2001, 105 (37) :8845-8860
[10]   Synthesis of 3,5-disubstituted-1,2,4-oxadiazoles using tetrabutylammonium fluoride as a mild and efficient catalyst [J].
Gangloff, AR ;
Litvak, J ;
Shelton, EJ ;
Sperandio, D ;
Wang, VR ;
Rice, KD .
TETRAHEDRON LETTERS, 2001, 42 (08) :1441-1443
1234