Design, Synthesis and Physical Properties of New Liquid Crystal Materials for Active Matrix LCD (2)

Negishi, Makoto; Ogawa, S.; Osawa, Masashi; Kawara, Tatsuo; Kusumoto, Tetsuo; Takeuchi, Kiyofumi; Takehara, Sadao; Takatsu, Haruyoshi

doi:10.1080/10587250108025059

Cited by 5 publications

(4 citation statements)

References 5 publications

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“…Fluorinated naphthalene derivatives were used in the synthesis of nematic liquid crystals, quinonoid molecules and modern anticancer drugs . For example, the fluorination of 6‐bromonaphthalen‐2‐ol with F‐TEDA‐BF 4 in solvents was employed for the preparation of fluorinated liquid crystals . The solvent‐free fluorination of 2a with an equimolar quantity of F‐TEDA‐BF 4 resulted in the formation of 1‐fluoronaphthalen‐2‐ol ( 3a ) and 1,1‐difluoro‐2(1 H )‐naphthalenone ( 4a ) in 29 and 21 % yield, respectively (Scheme ).…”

Section: Resultsmentioning

confidence: 99%

Solvent‐Free Fluorination of Electron‐Rich Aromatic Compounds with F‐TEDA‐BF₄: Toward “Dry” Processes

et al. 2017

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An effective protocol for the solvent‐free fluorination of electron‐rich aromatic compounds with 1‐chloromethyl‐4‐fluoro‐1,4‐diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F‐TEDA‐BF4) is described. The protocol allows the easy and efficient isolation of fluorinated products in high yields and purities with low E factors (kgwaste kgproduct–1) by vacuum‐sublimation without the use of any solvent. The solid‐state fluorination of naphthalen‐2‐ol was studied by differential thermal analysis, and scanning electron microscopy was used to obtain evidence for the solid‐state process. The crucial influence of alkali‐metal carbonates on the rate of the solvent‐free fluorination of hydroxynaphthalenes and estrone was demonstrated.

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Section: Resultsmentioning

confidence: 99%

Solvent‐Free Fluorination of Electron‐Rich Aromatic Compounds with F‐TEDA‐BF₄: Toward “Dry” Processes

et al. 2017

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“…We chose 2-naphthol 2a as a model substrate that proved to have high activity in electrophilic fluorination and particularly in mechanochemical fluorination [ 14 ]. The choice of substrate was also associated with the increased importance of fluorinated naphthalene derivatives in the synthesis of nematic liquid crystals [ 22 ] and polyaromatic compounds [ 23 ]. We chose a mechanical vibrating mortar grinder as a close simulation of manual grinding by mortar and pestle but in a much more controllable and reproducible manner.…”

Section: Resultsmentioning

confidence: 99%

Ionic Liquid-Assisted Grinding: An Electrophilic Fluorination Benchmark

et al. 2021

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We demonstrated the influence of liquid additives on the rate and selectivity of mechanochemical fluorination of aromatic and 1,3-dicarbonyl compounds with F-TEDA-BF4. Substoichiometric catalytic quantities of ionic liquids speed up the reaction. We proposed an improved protocol for ionic liquids-assisted fluorination that allows easy and efficient isolation of fluorinated products by vacuum sublimation. A careful choice of additive results in high yields of fluorinated products and low E-factor for the overall process. Here, we report a benchmarking study of various ionic liquids in comparison with representative molecular solvents. A lower viscosity of ionic liquid additive is typically associated with higher yields and a higher degree of difluorination. Ionic liquids with fluorous anions (triflate and triflimide) are shown to be the most efficient catalysts for ionic liquid-assisted grinding.

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“…The same strategy was used for the preparation of benzoxazole derivatives 4 (Scheme ), which were investigated as HIV‐1 reverse transcriptase inhibitors (Chapter 4.4), and also for the synthesis of liquid crystals …”

Section: Synthesis Of the Cf2cf2 Fragmentmentioning

confidence: 99%

Advances in the Synthesis and Application of Tetrafluoroethylene‐ and 1,1,2,2‐Tetrafluoroethyl‐Containing Compounds

et al. 2018

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In this review, we provide a comprehensive and critical perspective on the synthesis and application of 1,1,2,2‐tetrafluoroethyl‐ and tetrafluoroethylene‐containing compounds. These structures have been the focus of increasing attention as witnessed by a spectrum of new synthetic approaches, which have recently appeared in the literature. Likewise, applications of molecules containing the CF2CF2 fragment as pharmaceuticals, agrochemicals, pesticides, and advanced materials are described. It is expected that the number of successful applications of these compounds will increase in the future as a result of availability of the synthetic methods outlined here.

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Design, Synthesis and Physical Properties of New Liquid Crystal Materials for Active Matrix LCD (2)

Cited by 5 publications

References 5 publications

Solvent‐Free Fluorination of Electron‐Rich Aromatic Compounds with F‐TEDA‐BF₄: Toward “Dry” Processes

Solvent‐Free Fluorination of Electron‐Rich Aromatic Compounds with F‐TEDA‐BF₄: Toward “Dry” Processes

Ionic Liquid-Assisted Grinding: An Electrophilic Fluorination Benchmark

Advances in the Synthesis and Application of Tetrafluoroethylene‐ and 1,1,2,2‐Tetrafluoroethyl‐Containing Compounds

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Design, Synthesis and Physical Properties of New Liquid Crystal Materials for Active Matrix LCD (2)

Cited by 5 publications

References 5 publications

Solvent‐Free Fluorination of Electron‐Rich Aromatic Compounds with F‐TEDA‐BF4: Toward “Dry” Processes

Solvent‐Free Fluorination of Electron‐Rich Aromatic Compounds with F‐TEDA‐BF4: Toward “Dry” Processes

Ionic Liquid-Assisted Grinding: An Electrophilic Fluorination Benchmark

Advances in the Synthesis and Application of Tetrafluoroethylene‐ and 1,1,2,2‐Tetrafluoroethyl‐Containing Compounds

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Product

Resources

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Solvent‐Free Fluorination of Electron‐Rich Aromatic Compounds with F‐TEDA‐BF₄: Toward “Dry” Processes

Solvent‐Free Fluorination of Electron‐Rich Aromatic Compounds with F‐TEDA‐BF₄: Toward “Dry” Processes