Proton-sensitive fluorescent organogels.
Proton-sensitive fluorescent organogels.
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DOI：
10.1039/b210968a
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发表时间：
2003-02
影响因子：
3.2
通讯作者：
K. Sugiyasu;Norifumi Fujita;M. Takeuchi;S. Yamada;S. Shinkai
中科院分区：
文献类型：
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作者：
K. Sugiyasu;Norifumi Fujita;M. Takeuchi;S. Yamada;S. Shinkai
合成了一种胆固醇基凝胶剂（1）及其非凝胶对照化合物（2）。在本文测试的19种溶剂中，胶凝因子1可以胶凝包括醇、偶极非质子溶剂、有机酸和碱（三乙胺）的11种溶剂，表明1充当通用胶凝因子。TEM观察给出了显示纤维状聚集体缠结在三维网络结构中的视觉图像。在荧光测量中，大多数凝胶在394 nm处提供最大发射（紫色发射），而只有乙酸凝胶在522 nm处提供最大发射（黄色发射）。因此，质子化的1，10-菲咯啉氮（由三氟乙酸）在凝胶相的荧光性质的影响进行了详细研究。结果表明，1 × H+的荧光强度在凝胶相中变得特别强，这可能是由于从中性1 × H+到质子化1 × H+的能量转移以及1 × H+分子运动的限制。这一发现表明，凝胶系统不仅可以作为一种新的质子敏感荧光系统，而且可以作为一种新的介质，用于设计有效的能量转移系统。
A 1,10-phenanthroline-appended cholesterol-based gelator (1) and its nongelling reference compound (2) were synthesized. Among 19 solvents tested herein, gelator 1 could gelate 11 solvents including alcohols, dipolar aprotic solvents, organic acids and a base (triethylamine), indicating that 1 acts as a versatile gelator. The TEM observation gave a visual image showing that fibrillar aggregates are entangled in the three-dimensional network structure. In the fluorescence measurements, most gels afforded an emission maximum at 394 nm (purple emission), whereas only the acetic acid gel afforded an emission maximum at 522 nm (yellow emission). Thus, the influence of protonation of the 1,10-phenanthroline nitrogens (by trifluoroacetic acid) on the fluorescence properties in the gel phase was investigated in detail. The results have established that the fluorescence intensity of 1 x H+ becomes particularly strong in the gel phase, presumably because of the energy transfer from neutral 1* to protonated 1 x H+ and the restriction of the 1 x H+ molecular motion. The finding suggests the possibility that the gel system would be useful not only as a new proton-sensitive fluorescence system but also as a new medium for designing efficient energy transfer systems.