Synthesis and properties of optically active 1,3-diols and their derivatives as chiral dopants for ferroelectric liquid crystals |
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| Authors: | Tetsuo Kusumoto Ken-Ichi Sato Kumiko Ogino Tamejiro Hiyama Sadao Takehara Masashi Osawa |
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| Institution: | 1. Sagami Chemical Research Center , 4-4-1 Nishiohnuma, Sagamihara , Kanagawa , 229 , Japan;2. Sagami Chemical Research Center , 4-4-1 Nishiohnuma, Sagamihara , Kanagawa , 229 , Japan;3. Research Laboratory of Resources Utilization, Tokyo Institute of Technology , 4259 Nagatsuta, Midori-ku, Yokohama , Kanagawa , 227 , Japan;4. Dainippon Ink and Chemicals, Inc. , 4472-1 Komuro, Ina-machi, Kita-adachi-gun, Saitama , 362 , Japan |
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| Abstract: | Abstract New chiral dopants β-hydroxy ketones 1, 1,3-diols 2, 1,3-dioxanes 3 and 1,3-dioxan-2-ones 4 were designed and synthesized. Reaction of (R)-1,2-epoxyoctane with carbanions derived from 2-(4-substituted phenyl)-1,3-dithianes followed by hydrolysis of the resulting hydroxy dithianes afforded 1. Reduction of 1 gave the diols 2, which yielded 3 upon acetalization and 4 upon carbonation. The syn isomers of 2, 3, and 4 exhibited larger spontaneous polarizations, when applied as chiral dopants, than the anti isomers or hydroxy ketones 1. |
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