[60]fullerene can reinforce the organogel structure of porphyrin-appended cholesterol derivatives: Novel odd-even effect of the (CH2)n spacer on the organogel stability

Langmuir

Volumn 17, Issue 19, 2001, Pages 5825-5833

  Ishi i, Tsutomu ^a   Iguchi, Ritsuko ^a   Snip, Erwin ^a   Ikeda, Masato ^b   Shinkai, Seiji ^a,b  

^a JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^b KYUSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANOGEL STRUCTURE;

ABSORPTION; AROMATIC HYDROCARBONS; COMPLEXATION; FULLERENES; GELATION; PHASE TRANSITIONS; SOL-GELS; SOLVENTS; ULTRAVIOLET SPECTROSCOPY;

CHOLESTEROL;

EID: 0035909167     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la0107749     Document Type: Article

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53. Secondary interaction between two neighboring porphyrins in different fibers would be possible to stabilize the gel structure even in the absence of [60]fullerene, and it seems to be reflected by the complicated CD pattern in Figure 4b. However, such a secondary interaction occurs mainly at the junction points to form aggregates of one-dimensional fibers. It is expected that the population of the secondary interaction is much smaller than that of the main porphyrin-porphyrin interaction in the one-dimensional fibers. We concluded that the complicated CD pattern in Figure 4b is mainly ascribed to the less ordered gel structure of 5a in the absence of [60]fullerene.
54. The detection of the C=O stretching bands was very difficult due to the overlap with the solvent toluene bands.
55. Table 2 indicates that 5c in the absence of [60]fullerene could not gelate benzene at 5 °C. This is attributed to cryoscopy induced by the gelator.
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57. Now it is not clear whether the twisted aggregate structure found in the SEM picture (Figure 7b) can be ascribed to the helical structure of the one-dimensional fiber and/or the chiral aggregate mode of the small fibers. Monitoring the gel formation by AFM (ref 24) and by synchroton small-angle X-ray scattering (e.g.: Sakurai, K.; Oho, Y.; Jung, J.H.; Okamoto, S.; Sakurai, S.; Shinkai, S. J. Chem. Soc., Perkin Trans. 2 2001, 108-112) would be effective methods to check the nature of the twisted structure. However, those measurements were difficult due to the stability problem of the gel.
58. In the cases of metalloporphyrin systems, van der Waals interaction, charge-transfer interaction between porphyrin and fullerene systems, and metal-ligand-type interaction between central metal atom and fullerene π system have been proposed by several groups as main forces of interaction (see ref 15). In the 5/[60]fullerene system, Zn(II)-ligand-type interaction would play an important role along with van der Waals interaction and charge-transfer interaction, because the free porphyrin appended gelator 4 did not form a stable gel in the presence of [60]fullerene. However, it is difficult to say which type of interaction is the main force here.