Design, Synthesis And Optical Properties Of Chiral Aromatic Sulfonic Acid Supramolecular Compounds

In this thesis, self-assembly of three different arenesulfonic acids with series of amino acids and(non-)chiral organic amine molecules leads to the formation of thirteen compounds, which were then characterized by element analysis, IR, PL, CD, powder and single crystal X-ray diffraction. Structure analyses indicate that complex 2containing large hydrophobic amino acid presents hydrogen-bonding layer structure while complex 1 containing small hydrophobic amino acid and complex 3-5 containing hydrophilic amino acids presents 3D hydrogen-bonding supramolecular neworks. The reaction of 1,5-naphthalenedisulfonic acid and 4,4’-dihydroxybiphenyl-3,3’-disulfonic acid can only result in chiral compounds with chiral organic amines(6, 7 and 12). In contrast, the semi-rigid 5,5’-sulfonylbis(2-hydroxybenzenesulfonic acid) can induce the formation of chiral compounds with both chiral and non-chiral organic amines(10 and11). Moreover, the thirteen compounds exhibit excellent luminescent emissions in the solid state at room temperature. Meanwhile, compounds 2, 3, 6, 7 and 10-12 crystallizing in chiral space groups present obvious CD signals in their CD spectra.