Oxidative desulfurization-fluorination - Facile synthesis of organofluorine compounds and development of fluorine - Containing novel liquid-crystalline materials -

Kiyoshi Kanie, Manabu Kuroboshi, Tamejiro Hiyama

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4 Citations (Scopus)

Abstract

The oxidative desulfurization-fluorination reaction of organosulfur compounds using an N-halo imide and a fluoride source is demonstrated to be an effective and mild fluorination method that allows to synthesize various types of organofluorine compounds containing a difluoromethylene unit, trifluoromethyl-substituted aromatics, trifluoromethyl ethers, and N-trifluoromethylamines in high yields with high chemoselectivity. Herein briefly summarized are the synthetic procedures for such organofluorine compounds and scope and limitations of the reaction. The reaction is applied to the synthesis of novel liquid-crystalline materials having a fluorine functional group such as an N-trifluoromethylamino, trifluoromethoxy, or 1,2-difluoroethylene group. The fluorine-containing liquid-crystalline materials are compared with the corresponding non-fluorinated materials in respect to phase transition behaviors and electro-optical properties. The novel fluorine-containing liquid crystals are shown to be suitable for not only super twisted nematic (STN) but also thin film transistor (TFT)-addressed liquid crystal displays.

Original languageEnglish
Pages (from-to)749-762
Number of pages14
JournalNippon Kagaku Kaishi / Chemical Society of Japan - Chemistry and Industrial Chemistry Journal
Volume2000
Issue number11
Publication statusPublished - 2000

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Liquid Crystals
Fluorination
Fluorine
Desulfurization
Crystalline materials
Liquids
Imides
Ethers
Thin film transistors
Liquid crystal displays
Fluorides
Liquid crystals
Functional groups
Optical properties
Phase transitions

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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abstract = "The oxidative desulfurization-fluorination reaction of organosulfur compounds using an N-halo imide and a fluoride source is demonstrated to be an effective and mild fluorination method that allows to synthesize various types of organofluorine compounds containing a difluoromethylene unit, trifluoromethyl-substituted aromatics, trifluoromethyl ethers, and N-trifluoromethylamines in high yields with high chemoselectivity. Herein briefly summarized are the synthetic procedures for such organofluorine compounds and scope and limitations of the reaction. The reaction is applied to the synthesis of novel liquid-crystalline materials having a fluorine functional group such as an N-trifluoromethylamino, trifluoromethoxy, or 1,2-difluoroethylene group. The fluorine-containing liquid-crystalline materials are compared with the corresponding non-fluorinated materials in respect to phase transition behaviors and electro-optical properties. The novel fluorine-containing liquid crystals are shown to be suitable for not only super twisted nematic (STN) but also thin film transistor (TFT)-addressed liquid crystal displays.",
author = "Kiyoshi Kanie and Manabu Kuroboshi and Tamejiro Hiyama",
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AU - Kuroboshi, Manabu

AU - Hiyama, Tamejiro

PY - 2000

Y1 - 2000

N2 - The oxidative desulfurization-fluorination reaction of organosulfur compounds using an N-halo imide and a fluoride source is demonstrated to be an effective and mild fluorination method that allows to synthesize various types of organofluorine compounds containing a difluoromethylene unit, trifluoromethyl-substituted aromatics, trifluoromethyl ethers, and N-trifluoromethylamines in high yields with high chemoselectivity. Herein briefly summarized are the synthetic procedures for such organofluorine compounds and scope and limitations of the reaction. The reaction is applied to the synthesis of novel liquid-crystalline materials having a fluorine functional group such as an N-trifluoromethylamino, trifluoromethoxy, or 1,2-difluoroethylene group. The fluorine-containing liquid-crystalline materials are compared with the corresponding non-fluorinated materials in respect to phase transition behaviors and electro-optical properties. The novel fluorine-containing liquid crystals are shown to be suitable for not only super twisted nematic (STN) but also thin film transistor (TFT)-addressed liquid crystal displays.

AB - The oxidative desulfurization-fluorination reaction of organosulfur compounds using an N-halo imide and a fluoride source is demonstrated to be an effective and mild fluorination method that allows to synthesize various types of organofluorine compounds containing a difluoromethylene unit, trifluoromethyl-substituted aromatics, trifluoromethyl ethers, and N-trifluoromethylamines in high yields with high chemoselectivity. Herein briefly summarized are the synthetic procedures for such organofluorine compounds and scope and limitations of the reaction. The reaction is applied to the synthesis of novel liquid-crystalline materials having a fluorine functional group such as an N-trifluoromethylamino, trifluoromethoxy, or 1,2-difluoroethylene group. The fluorine-containing liquid-crystalline materials are compared with the corresponding non-fluorinated materials in respect to phase transition behaviors and electro-optical properties. The novel fluorine-containing liquid crystals are shown to be suitable for not only super twisted nematic (STN) but also thin film transistor (TFT)-addressed liquid crystal displays.

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