Fluorinated azo dyes. II. Synthesis and spectral properties of 2,6-difluoro-4 and 2,3,5,6-tetrafluoro-4-aminoazobenzene and their N-methylated and 4'-ethyl derivatives

Namkung, Moses J.; Naimy, Norma K.; Cole, C.-A.; Ishikawa, Nobuo; Fletcher, T. Lloyd

doi:10.1021/jo00828a041

Cited by 14 publications

(1 citation statement)

References 4 publications

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“…In particular, fluorinated azobenzene‐derivatives are reported to show outstanding advantages in boosting the visible light response capability and the cis ‐configuration stability . The small radius of fluorine atom helps maintaining the conjugated planar geometry of azobenzene and the large electronegativity of fluorine atoms displays a strong electron‐withdrawing effect . Recently, Yu and co‐workers elegantly linked the fluorinated and non‐fluorinated azobenzene in one binaphthalene dopant via chemical bonding, and achieved red, green, and blue—three primary colors with a black background (RGBB)—on the basis of piecewise reflection tuning of the doped CLCs .…”

Section: Methodsmentioning

confidence: 99%

Visible Light Rewritable and Long‐Lived Colors in Cholesteric Liquid Crystals: A Facile Co‐Doping Strategy

Zhao

Wang

et al. 2019

Macromol. Rapid Commun.

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Photoresponsive cholesteric liquid crystals (CLCs) are able to selectively reflect colors upon light exposure. Yet, it still remains a formidable challenge to realize simultaneous rewriting and long‐life color in CLCs using visible light. Herein, guided by time dependent density functional theory (TD‐DFT) computation, an octafluorinated binaphthyl azobenzene is synthesized to achieve the fast response and long‐life color upon visible light exposure. Subsequently, based on the solubility parameter, uniform CLCs are formulated through a facile co‐doping strategy. Interestingly, the CLCs change reflection colors from blue to green, red, and then into the near infrared region in seconds upon 550 nm light illumination. The completely reversible process is readily accessable upon 450 nm irradiation. More importantly, each color is independently stable for ≈24 h in the dark.

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Section: Methodsmentioning

confidence: 99%