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 Kayoko Nakamura |
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Institution: |
a Sagami Chemical Research Center, Sagamihara, Kanagawa, Japan
b Research Laboratory of Resources Utilization, Tokyo Institute of Technology, Yokohama, Kanagawa, Japan
c Dainippon Ink and Chemicals, Inc., Saitama, Japan |
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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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