Design And Synthesis Of Hydrogen-bonded Organic Frameworks

Supramolecular chemistry is a science that study the molecules aggregates based on the interaction between non-covalent molecular. And for the past few years, it’s widely applied in material science, bioscience, nanoscience and information science, it’s considered as one of the most important sources for the new conceptions and technologies in 21 th century. The non-covalent interactions include hydrogen bonds, coordination bonds, hydrophobic interaction et al., among these non-covalent interactions, the typical one- hydrogen bond was widely paid attention for its highly oriention, muti-formation and the importance to lives, although it’s not the strongest(normally 4.2 —29.4 k J·mol- 1). Due to the importance of hydrogen bond, it’s studied in many fields, material science included. Hydrogen-bonded organic frameworks(HOFs) were paid attention due to its low density, high surface and great gas separation performance which made HOFs possible applied in gas storage and separation. And we focus on the study of HOFs that constructed by the new designed and synthesized monomers, includes two main parts in this thesis:(1) We designed and synthesized a new monomer which contains several potential hydrogen bond interactions, and we used three solvent systems- DEF& ethanol, DMF& ethanol and DMSO& ethanol. By changing the solvent systems, we got 3 crystals(SOF-C@DEF 、 SOF-C@DMF 、 SOF-C@DMSO) with different structures. Then we analyzed the structures of the crystals, and the crystals were constructed by the basic units, the dimension of the basic unit(D) is related to the number of the monomer molecular that participated in the formation of hydrogen bonds(n), D=n-2.(2) We designed and synthesized a monomer that was based on TPE as the fluorophore and DAT as hydrogen-bonding part. Through the evaporation of solvent, we got HOF-1111 crystal, then we analyzed its structure with SXRD. Then we studied the fluorescence of HOF-1111 by fluorescence spectrum, fluorescence time decay et al. And we studied the fluorescence quenching and fluorescence enhancement by two kinds of aromatic compounds with electron-donating and electron-withdrawing groups, which showed potential application of HOF-1111 as a sensor to detect aromatic compounds.