New cholesterol-based gelators with maleimide unit and the relevant Michael adducts: chemoresponsive organogels
Qun Chen1, Deqing Zhang, Guanxin Zhang
1Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
Abstract:
Compound 1 containing cholesteryl and maleimide units can gel a few organic solvents such as cyclohexane. It is interesting to note that the gel-sol transition can be triggered by addition of trace amounts of thiol and triethylamine. In this regard, we successfully demonstrate the proof of principle for designing chemoresponsive gels by incorporating the reactive groups into the gelators. Additionally, the Michael adducts 2 and 3 were prepared. Compounds 2 and 3 can also gel several organic solvents. The results also show that slight molecular structural variation has a large effect on the gelation ability of the compound. These organogels were characterized with SEM, AFM, CD, and XRD. Interestingly, gelation-induced CD spectra were observed for gels of 1, 2, and 3.
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