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

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 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.


2013 ◽  
Vol 327 ◽  
pp. 78-82
Author(s):  
Zhi Yuan Sun ◽  
Xiao Dan Zhang ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu

A novel unsymmetrical photochromic diarylethene 1-(2-methyl-3-benzofuran)-2-[5-(2-methylbenzene)-2-methyl-3-thieny perfluorocyclopentene1owas synthesized, then its photochromic, Kinetics and fluorescence properties were investigated. The results showed that the diarylethene compound had good photochromism upon irradiation with 297 nm UV light, in which the absorption maximum were observed at 510 nm in hexane solution and 524 nm in poly methyl methacrylate (PMMA) film. Besides, the cyclization and cycloreversion process of the compound were determined to be the zeroth and first order reaction by UV-Vis spectra, respectively. And, the open-ring isomer of the diarylethene exhibited relatively stronger fluorescence at 427 nm when excited at 273 nm in hexane solution.


2014 ◽  
Vol 952 ◽  
pp. 79-83
Author(s):  
Feng Xia Sun ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene compound, 1-(2-Methyl-3-benzothiophene)-2-(5-(4-ethynyl)-2-methylthiophen-3-yl)Perfluorocyclopentene (1o),was synthesized and its photochemical, fluorescence properties were investigated systematically both in solution and PMMA amorphous film. The results showed that this compound exhibited reversible photochromism, changing from colorless to pink after irradiation with 297 nm UV light both in solution and in PMMA amorphous film. The photochromic reaction kinetics indicated that the cyclization processes of 1 belong to the zeroth order reaction and the cycloreversion process belong to the first order reaction.


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 1003 ◽  
pp. 27-30
Author(s):  
Guan Ming Liao ◽  
Dan Dan Xue ◽  
Chun Hong Zheng ◽  
Shou Zhi Pu

An asymmetrical photochromic diarylethene 1-(3,5-Dimethyl-4-isoxazolyl)-2-[2-methyl-5-(p-ethoxyphenyl)-3-thienyl] perfluorocyclopentene (1o) was synthesized and its photochromic properties were investigated. Upon irradiation with 297 nm UV light, 1o exhibited photochromism in hexane solution. 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.


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 1078 ◽  
pp. 106-109
Author(s):  
Jing Jing Liu ◽  
Hong Jing Jia ◽  
Shou Zhi Pu

A novel asymmetrical photochromic diarylethene 1-(2-methyl-3-benzothienyl)-2-[2-methyl-5-(3-trifluoromethyl)-3-thienyl] perfluorocyclopentene was synthesized and its photochromic and fluorescent properties were also investigated. The compound exhibited remarkable photochromism, changing from colorless to red after irradiation with UV light and the open-ring isomer of the diarylethene 1 exhibited relatively remarkable fluorescence in hexane solution. The cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction.


2012 ◽  
Vol 455-456 ◽  
pp. 33-36
Author(s):  
Ren Jie Wang ◽  
Hong Ying Xia ◽  
Gang Liu ◽  
Shi Qiang Cui

A new class of diarylethenes based on a hybrid structure of thiophene and naphthalene has been developed and its properties including photochromism, kinetics and fluorescence were investigated in detail. The results showed that the compound exhibited obvious photochromism, changing from colorless to red after irradiation with 297 nm UV light both in solution and in PMMA film. The kinetic experiments indicated that the cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction in hexane solution. At last, the results demonstrated that the diarylethene compound had attractive properties for potential application in optical storage.


2012 ◽  
Vol 490-495 ◽  
pp. 3733-3737
Author(s):  
Shu Hong Jing ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui

A new photochromic diarylethene compound, 1-(2,4-dimethoxy-5-pyrimidine)-2-[2-methyl-5-(3-pyridine)-3-thienyl]perfluorocyclopentene(1a), was synthesized, and its photochromic reactivity, fluorescent and electrochemical property were also investigated. Diarylethene 1a changed the color from colorless to pink upon irradiation with UV light, in which absorption maxima were observed at 520 and 519 nm in hexane and PMMA film, respectively. The the photochromic reaction kinetics indicated that the cyclization processes of 1 belong to the zeroth order reaction and the cycloreversion process belong to the first order reaction. This new photochromic system also exhibited remarkable fluorescence switching in hexane solution and this new photochromic system also exhibited remarkable optical storage character.


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