- Functional organogel based on a salicylideneaniline derivative with enhanced fluorescence emission and photochromism
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A new organogelator based on a salicylideneaniline derivative with cholesterol moieties was synthesized, and it was proposed that it could gelate various organic solvents, such as 1-butanol, 1-octanol, butyl acetate, tetrachloromethane, benzene, toluene through combination with a gelation test. From the results of analysis by UV/Vis absorption, circular dichroism (CD), X-ray diffraction (XRD), scanning electron microscopy (SEM), and transmission electron microscopy (TEM) studies and semiempirical (AMI) calculations, we believed that the gelator molecules could self-assemble into left-handed helical nanofibers through unimolecular layer packing, which further twisted into the thicker fibers and constructed 3D networks in the gel phase. Interestingly, the organogel exhibited strong fluorescence enhancement relative to a solution of the same concentration because of the formation of J aggregations. Meanwhile, photochromism of the organogel could take place under UV-light irradiation. Both strong fluorescence emission and photochromism properties were concurrent in one system based on a salicylideneaniline derivative. It was suggested that the self-assembly of the functional organogelator could lead to unique photophysical properties.
- Xue, Pengchong,Lu, Ran,Chen, Guojun,Zhang, Yuan,Nomoto, Hiroyuki,Takafuji, Makoto,Ihara, Hirotaka
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- Novel organogel harnessing Excited-State Intramolecular Proton Transfer process with aggregation induced emission and photochromism
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Two novel aggregation-induced emission compounds harnessing Excited-State Intramolecular Proton Transfer process based on salicylideneaniline derived from tetraphenylethylene and cholesterol moieties were synthesized and characterized. One of the compounds could gelate in cyclohexane exhibiting gelation-induced enhanced emission and the emission intensities can be reversibly changed with the gel-solution transition by alternate cooling and heating. Moreover, this compound showed photochromic behavior both in gel and solid states under UV light irradiation due to the loose packing of the molecules and permitting the molecule to rotate, which may be a potential candidate for external stimuli-responsive materials through tuning the self-assembly process of the functional gelator.
- Luo, Miao,Wang, Sheng,Wang, Meiling,Huang, Shaorong,Li, Chengpeng,Chen, Lin,Ma, Xiang
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