Tuning methyl 4,6-O-benzylidene 伪-d-glucopyranosides鈥?gelation ability by minor group modifications

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• 作者：Marlon F. Abreu^a ; Ví ; tor T. Salvador^a ; Letí ; cia Vitorazi^a ; Carlos E.N. Gatts^b ; Denise R. dos Santos^b ; Rosana Giacomini^b ; Sergio L. Cardoso^b ; Paulo C.M.L. Miranda^a ; ^{miranda@iqm.unicamp.br}
• 关键词：LMOG ; SAFIN ; Organogelators ; Self-assembly
• 刊名：Carbohydrate Research
• 出版年：2012
• 期刊代码：15_00086215
• 类别：ch
• 出版时间：15 May, 2012
• 卷：353
• 期：Complete
• 页码：69-78
• 文件大小：1423 K

摘要

Ten methyl 4,6-O-benzylidene 伪-d-glucopyranosides were synthesized for the purpose of studying systematically the effect of small group changes at position 4 of the aromatic ring on the ability to gelate organic solvents. The gelation properties are discussed on the basis of small angle X-ray scattering (SAXS), Fourier transform infrared spectroscopy (FTIR), differential scanning calorimetry (DSC) measurements, and scanning electron microscopy (SEM) observations. Sol-gel transition temperatures were determined simultaneously by DSC and temperature-dependent FTIR measurements. The current study emphasizes that carbohydrates furnish not only valuable information about structural requirements for organogelator design, but also for molecular assembly systems in general.