Molecular Self - Assembly Based On Naphthalene And Rhodamine

In the evolution of human life, people believed that life has nothing to do with organic compounds. For more than150years, since the synthesis of urea by Friedrich Wohler in1828, organic chemistry has developed a vast array of highly sophisticated and powerful methods for the construction of ever more complex molecular structures. But chemists could not understand how single molecules become the life. The development of supramolecular chemistry gives scientists a possible way to reveal this secret. The specific molecular recognition, self-organization, highly sophisticated of supramolecular chemistry are the typical characters of organism. The supramolecular chemistry makes a new bridge to connect chemistry and biology. It is clear that the study of supramolecular chemistry gives evidence for the study of life evolution, organisms self-organized etc...In this thesis, we designed and synthesized three kind of organic molecules origined from the naphthalic and rhodamine B. on the basis of these compounds we found that supramolecules through specific non-covalent interactions like H-bonding, metal ion-ligand, Van der Waals force, hydrophobic interactions could form different self-assembly compounds. And we studied the mechanism of different molecular packing, self-assembling etc... The whole thesis could be divided into three parts:1. Different functional groups induces organogels morphology modifications1) We synthesized two organo-gelators which could gelate a variety of solvents. The different terminal group changed the behavior of molecule self-assembly and form different morphologies.2) These two compounds could form hollowly vesicles and solid spheres in acetonitrile through sol-gel transition. In different solvents they can form different self-assemblies.3) This part of work provides further insights into the morphology control especially the formation of vesicles in non-typical amphiphilic system.2. Rhodamine B based chemodosimeter for Tin(Sn4+) sensor and its application in live cell imaging1) In this part we synthesized a rhodamine B based chemodosimeter, which exhibit yellow fluorescent in neutral and red fluorescent in acid condition.2) The compound could form metal ion-ligand bond with Cu2+, Cr3+, Sn4+and exhibit strong red fluorescent. By adding EDTA, the compound coordinated with Sn4+could release the ions and restore its yellow fluorescent.3) The cell experiment verified that this chemodisimeter could be used as Sn4+cell imaging.3. Self-recognized Rhodamine B chemodosimeter for detecting amino acid.1) A multi-amido linkage rhodamine B have been synthesized.2) The molecule could form H-bond with amino acid and open the ring of rhodamine and exhibit red fluorescent.3) This molecule could be used as amino acid detector.