Synthesis and Properties of [1-(3,5-dimethyl-4-iodoisoxazole)-2-(2-methyl-(5-ethynyl)trimethylsilane-3-thienyl)perfluorocyclopentene

2014 ◽  
Vol 707 ◽  
pp. 44-47
Author(s):  
Zhao Yan Tian ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu

A photochromic diarylethene of [1-(3,5-dimethyl-4-iodoisoxazole)-2-(2-methyl-(5-ethynyl) trimethylsilane-3-thienyl) perfluorocyclopentene (1o) was synthesized and characterized. Its properties, including photochromic behavior and fluorescent properties have been investigated. Upon irradiation with UV light with the extended response time, the diarylethene underwent a ring opening reaction to produce closed forms and color change in solution. The results showed the compound exhibited good photochromism in acetonitrile solution. The kinetic experiments showed that the cyclization and cycloreversion processes were zeroth and first order reaction, respectively. Moreover, diarylethene1oalso exhibited obviously fluorescence switches along with the photochromism.

2014 ◽  
Vol 1003 ◽  
pp. 47-50 ◽  
Author(s):  
Zhao Yan Tian ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu

A photochromic diarylethene of 1-(2-methyl-1-benzofuran-3-yl)-2-(2-methyl-5-(4-benzylamine)-3-thienyl)) perfluorocyclopentene was synthesized and characterized. Upon irradiation with UV light with the extended response time, the diarylethene underwent a ring opening reaction to produce opened forms and color change both in solution and in a PMMA amorphous film. Its properties, including photochromic behavior and fluorescent properties have been investigated. The results showed the compound exhibited good photochromism in acetonitrile solution and in PMMA amorphous film.


2014 ◽  
Vol 1078 ◽  
pp. 82-85
Author(s):  
Mei Li Cai ◽  
Zhao Yan Tian ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu

A new photochromic diarylethene of 1-(3,5-dimethyl-4-isoxazole)-2- (2-methyl-(5-ethynyl)-3-thienyl) perfluorocyclopentene (1o) was synthesized. Its photochromic and fluorescence properties were investigated systematically. Upon irradiation with UV light with the extended response time, the diarylethene underwent a ring opening reaction to produce closed forms and color change in solution. The results showed the compound exhibited good photochromism in hexane solution. The kinetic experiments showed that the cyclization and cycloreversion processes were zeroth and first order reaction, respectively. Moreover, diarylethene1oalso exhibited obviously fluorescence switches along with the photochromism.


2014 ◽  
Vol 1078 ◽  
pp. 98-101
Author(s):  
Guan Ming Liao ◽  
Chun Hong Zheng ◽  
Shou Zhi Pu

An asymmetrical photochromic diarylethene1-(2-Methyl-3-benzothiophene)-2-[2-methyl-5-(3-fluoro-4-chloro) phenyl-3-thienyl] perfluorocyclopentene (1o) was synthesized and its phtochromic, fluorescent properties were investigated in detail. This compound exhibited remarkable photochromism, upon irradiation with 297 nm UV light, the colorless solution of 1o turned to violetred with a new visible absorption band centered at 538 nm (ε = 1.17 × 104 L mol-1 cm-1) attributable to the closed-ring isomer 1c. The kinetic experiments showed that the cyclization and cycloreversion processes were zeroth and first order reaction, respectively. Moreover, diarylethene 1o also exhibited obviously fluorescence switches along with the photochromism.The emission intensity of diarylethene 1o in a photostationary state was quenched to ca. 27% in hexane.


2014 ◽  
Vol 1078 ◽  
pp. 86-89
Author(s):  
Xiao Rong Dong ◽  
Hong Yan Xu ◽  
Shou Zhi Pu

A novel photochromic diarylethene was synthesized and its photochromic and fluorescent properties were investigated. The results showed that this compound exhibited reversible photochromism, changing from colorless to amaranth after irradiation with UV light both in solution and PMMA amorphous film. In hexane, compound 1a exhibited an absorption peak at 266 nm, upon irradiation with 297 nm light, a new visible absorption band centered at 530 nm emerged while the original peak at 266 nm decreased. In PMMA amorphous film, diarylethene 1a also showed good photochromism as similar to that in solution. The photochromic reaction kinetics indicated that the cyclization processes of 1a belong to the zeroth order reaction and the cycloreversion process belong to the first order reaction. Diarylethene 1a also exhibited good fluorescent switching both in solution and in PMMA film upon alternating irradiation with UV and visible light.


2013 ◽  
Vol 473 ◽  
pp. 77-80
Author(s):  
Zhi Yuan Sun ◽  
Dan Dan Xue ◽  
Shou Zhi Pu

An unsymmetrical photochromic diarylethene 1-(2-trifluoromethylphenyl)-2-[2-methyl-5-(3-N,N-dimethylphenyl)-3-thienyperfluorocyclopentene (1a) was synthesized and its photochromism, fluorescent properties and reaction kinetics of cyclization and cycloreversion were studied in detail. The compound exhibited remarkable photochromism and its absorption maxima were observed at 552 nm in hexane and at 569 nm in PMMA films upon irradiation with 297 nm UV light. The fluorescence intensity of diarylethene decreased upon irradiation with 297 nm UV light. In addiation, reaction kinetics of the cyclization and cycloreversion processes of the compound were determined to be the zeroth and first order reaction by UV-Vis spectra, respectively.


2014 ◽  
Vol 886 ◽  
pp. 143-146
Author(s):  
Xiao Rong Dong ◽  
Sha Sha Wei ◽  
Gang Liu ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene compound, 1-(2-methyl-3-benzothiophene)-2-[2-methyl-5-(4-aminomethanephenyl)-3-thienyperfluorocyclopentene (1a) was synthesized, its photochromic properties were examined, the result indicated that the Diarylethene 1a changed the color from colorless to purple upon irradiation with 297 nm UV light, in which absorption maxima were observed at 564 in acetonitrile. The photochromic reaction kinetics indicated that the cyclization processes of 1a belong to the zeroth order reaction and the cycloreversion process belong to the first order reaction. This new photochromic system also exhibited fluorescence switching in acetonitrile solution.


2014 ◽  
Vol 662 ◽  
pp. 83-86
Author(s):  
Fang Duan ◽  
Gang Liu

A new asymmetrical photochromic diarylethene 1-(2-cyano-1,5-dimethyl-4-pyrryl)-2-{2-methyl-[5-(4-methylene-hydroxyl) phenyl]-3-thienyl} perflu-orocyclopentene (1o) was synthesized and its photochromic properties were investigated systematically. Upon irradiation with 297 nm UV light, 1o exhibited photochromism in acetonitrile solution and in a PMMA amorphous film. The kinetic experiments showed that the cyclization and cycloreversion processes were zeroth and first order reaction, respectively. In addition, diarylethene 1o also exhibited obvious fluorescence switches along with the photochromism.


2012 ◽  
Vol 164 ◽  
pp. 243-246
Author(s):  
Ren Jie Wang ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu

A new photochromic diarylethene compound 1-(2-methylnaphthyl)-2-(3, 5-dimethyl-4-isoxazolyl)perfluorocyclopentene (1o), was synthesized and its photochromic and fluorescent properties were investigated. Diarylethene 1o changed the color from colorless to yellow upon irraditation with 297 nm UV light, which the absorption maxima were observed at 446 nm in hexane solution. The kinetic experiments indicated that the cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction in hexane solution. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light and its closed-ring isomer showed weak fluorescence


2014 ◽  
Vol 662 ◽  
pp. 79-82
Author(s):  
Xiao Rong Dong ◽  
Ren Jie Wang ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene1o, which contains condensed nucleus was synthesized. Its photochromic both in hexane solution and in PMMA film and kinetics experiment were investigated in detail. The result indicated that this diarylethene had reversible photochromism, changing the color from colorless to purple in hexane solution upon appropriate irradiation with 297 nm UV light, respectively. What’s more, The kinetic experiments showed that the cyclization and cycloreversion processes were zeroth and first order reaction, respectively. This new photochromic system also exhibited fluorescence switching in acetonitrile solution.


2014 ◽  
Vol 1003 ◽  
pp. 15-18
Author(s):  
Xiao Rong Dong ◽  
Ren Jie Wang ◽  
Gang Liu ◽  
Shou Zhi Pu

A new class of unsymmetrical photochromic diarylethene bearing an isoxazole moiety was synthesized. Its photochemical properties, including photochromic behavior and kinetics, have been investigated systematically. The result indicated that the Diarylethene1achanged the color from colorless to pink irradiation with 297 nm UV light, in which absorption maxima were observed at 522 nm in hexane. The photochromic reaction kinetics indicated that the cyclization processes of1abelong to the zeroth order reaction and the cycloreversion process belong to the first order reaction.


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