Crystal Structure and High Contrast Color-/fluorescent-switching Properties of 1-[2-Methyl-5-(4-chlorophenyl)-3-thienyl]-2-(2-methoxylphenyl)hexafluorocyclopentene  

Crystal Structure and High Contrast Color-/fluorescent-switching Properties of 1-[2-Methyl-5-(4-chlorophenyl)-3-thienyl]-2-(2-methoxylphenyl)hexafluorocyclopentene

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作  者:范丛斌 段芳 蒲守智 

机构地区:[1]Jiangxi Key Laboratory of Organic Chemistry,Jiangxi Science &Technology Normal University

出  处:《Chinese Journal of Structural Chemistry》2015年第11期1675-1681,共7页结构化学(英文)

基  金:Supported by the National Natural Science Foundation of China(51373072,21363009);the Project of Natural Science Foundation of Jiangxi Province(20142BAB203005);the Program for the Top Young Innovative Talents in University(2013QNBJRC002)

摘  要:A new photochromic diarylethene, [1-(2-methyl-5-(4-chlorophenyl)-3-thienyl-2-(2- methoxylphenyl)]perfluorocyclopentene (1o, C23HIsC1F6OS) was synthesized and its structure was determined by single-crystal X-ray diffraction analysis. The crystal belongs to the triclinic system, space group Pi with a = 9.421(1), b = 10.4664(1), c = 11.2988(2), α= 88.014(1), β= 76.976(1),γ= 82.319(1)°, Z= 2, V= 1075.7(2) A3, Dc = 1.509 mg/m3, μ= 0.339 mm-1, F(000) = 496, the final R = 0.0353 and wR = 0.0922 for 3303 observed reflections (I 〉 2σ(I)). Further study demonstrated this compound underwent reversible photochromism with high contrast color-switching between colorless and blue in hexane. Upon UV/Vis irradiation, the fluorescence quenching efficiency can be attached to ca. 98% and recover to the initial state which exhibits high contrast fluorescentswitching between "on" and "off" states.A new photochromic diarylethene, [1-(2-methyl-5-(4-chlorophenyl)-3-thienyl-2-(2- methoxylphenyl)]perfluorocyclopentene (1o, C23HIsC1F6OS) was synthesized and its structure was determined by single-crystal X-ray diffraction analysis. The crystal belongs to the triclinic system, space group Pi with a = 9.421(1), b = 10.4664(1), c = 11.2988(2), α= 88.014(1), β= 76.976(1),γ= 82.319(1)°, Z= 2, V= 1075.7(2) A3, Dc = 1.509 mg/m3, μ= 0.339 mm-1, F(000) = 496, the final R = 0.0353 and wR = 0.0922 for 3303 observed reflections (I 〉 2σ(I)). Further study demonstrated this compound underwent reversible photochromism with high contrast color-switching between colorless and blue in hexane. Upon UV/Vis irradiation, the fluorescence quenching efficiency can be attached to ca. 98% and recover to the initial state which exhibits high contrast fluorescentswitching between "on" and "off" states.

关 键 词:single-crystal X-ray DIARYLETHENE PHOTOCHROMISM fluorescent-switching 

分 类 号:O626[理学—有机化学]

 

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