ORGN 582 |
| Considering the importance of transparency for small molecular optical materials, three amorphous chiral binaphthol compounds were synthesized with pseudo-chiral aliphatic substitutions, Di-2-ethylhexyl-(S)-3,3'-(dinaphtho[2,1-d:1',2'-f][1,3]dioxepin-9,14-diyl)bis(2-cyanopropenate), (S)-(E,E)-5,5'-(Dinaphtho[2,1-d:1',2'-f][1,3]dioxepin-9,14-diyl)bis(2-ethylhexyl-2-cyanopenta-2,4-dienate), and Di-2-butyl-(S)-3,3'-(dinaphtho[2,1-d:1',2'-f][1,3]dioxepin-9,14-diyl)bis(2-cyanopropenate). All these three compounds showed the obvious glass transition process according to Differential Scanning Calorimeter (DSC), without any melting or crystallization phenomenon. The optical properties such as UV-Visible spectrum (UV-Vis), specific optical rotation, optical rotation dispersion (ORD) and circular dichroism (CD) were measured. High optical activity was obtained in either solution or solid film of these compounds. The thermal properties such as glass transition temperature (Tg), racemization temperature (Tr), and decomposition temperature (Td) were also characterized in solid state. Preliminary experiments showed that it is possible to racemize these solid films by heating or irradiation with a laser beam. The results indicated that this kind of chiral amorphous compound is an ideal model for the further study about optical information storage and processing. |
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Heterocycles, Aromatics, Metal-Mediated Reactions and Syntheses, Materials, Devices, and Switches
8:00 PM-10:00 PM, Wednesday, 29 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster
Division of Organic Chemistry |