Organogels derived from tetranitrated crown ethers

被引:26
作者
Langford, SJ [1 ]
Latter, MJ [1 ]
Lau, VL [1 ]
Martin, LL [1 ]
Mechler, A [1 ]
机构
[1] Monash Univ, Sch Chem, Clayton, Vic 3800, Australia
关键词
D O I
10.1021/ol060142j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 3,3',4'4'-tetranitrodibenzocrown ethers TNDB24C8 and TNDB30C10 form organogels with chloroalkanes at 3% w/v. Atomic force microscopy and scanning electron microscopy have been used to characterize the superstructure of the gels. Gels prepared using TNDB30C10 and CHCl3 are more fibrous and are ordered into elongated domains attributable to exposed parts of intermingled fibers. Differential scanning calorimetry shows that the gel aids in the formation of supercooled CHCl3 (Delta T= 21 K, Delta H-av = 19.0 +/- 1.5 W mol(-1)) and that the gel liquefies at 307 K.
引用
收藏
页码:1371 / 1373
页数:3
相关论文
共 23 条
[1]   A terpenoid-based gelator: The first arjunolic acid-derived organogelator for alcohols and mixed solvents [J].
Bag, BG ;
Maity, GC ;
Pramanik, SR .
SUPRAMOLECULAR CHEMISTRY, 2005, 17 (05) :383-385
[2]   L-Tartaric acid assisted binary organogel system: strongly enhanced fluorescence induced by supramolecular assembly [J].
Bao, CY ;
Lu, R ;
Jin, M ;
Xue, PC ;
Tan, CH ;
Liu, GF ;
Zhao, YY .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (14) :2508-2512
[3]   4′,4",5′,5"-Tetranitro-2,3: 11,12-dibenzo-1,4,7,10,13,16-hexaoxacyclooctadeca-2,11-diene acetonitrile solvate monohydrate [J].
Belousoff, MJ ;
Langford, SJ ;
Latter, MJ ;
Lau, VL .
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 :O3283-O3284
[4]   Design and application of self-assembled low molecular weight hydrogels [J].
de Loos, M ;
Feringa, BL ;
van Esch, JH .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (17) :3615-3631
[5]   Crown-linked porphyrin systems [J].
Duggan, SA ;
Fallon, G ;
Langford, SJ ;
Lau, VL ;
Satchell, JF ;
Paddon-Row, MN .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (12) :4419-4426
[6]   Water gelation by small organic molecules [J].
Estroff, LA ;
Hamilton, AD .
CHEMICAL REVIEWS, 2004, 104 (03) :1201-1217
[7]   Organogels resulting from competing self-assembly units in the gelator: Structure, dynamics, and photophysical behavior of gels formed from cholesterol-stilbene and cholesterol-squaraine gelators [J].
Geiger, C ;
Stanescu, M ;
Chen, LH ;
Whitten, DG .
LANGMUIR, 1999, 15 (07) :2241-2245
[8]   Stab lization of crown-based organogelators by charge-transfer interaction [J].
Jung, JH ;
Lee, SJ ;
Rim, JA ;
Lee, H ;
Bae, TS ;
Lee, SS ;
Shinkai, S .
CHEMISTRY OF MATERIALS, 2005, 17 (03) :459-+
[9]   Helical ribbon aggregate composed of a crown-appended cholesterol derivative which acts as an amphiphilic gelator of organic solvents and as a template for chiral silica transcription [J].
Jung, JH ;
Kobayashi, H ;
Masuda, M ;
Shimizu, T ;
Shinkai, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (36) :8785-8789
[10]   Novel host-guest organogels as stabilized by the formation of crown-ammonium pseudo-rotaxane complexes [J].
Kawano, SI ;
Fujita, N ;
Shinkai, S .
CHEMICAL COMMUNICATIONS, 2003, (12) :1352-1353