Synthesis and Properties of 1-(2-methyl-3-benzothienyl)-2-[2-methyl-5-(3-trifluoromethyl)-3-thienyl]perfluorocyclopentene

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.

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.


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 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.


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 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.


2013 ◽  
Vol 788 ◽  
pp. 215-218
Author(s):  
Zhi Yuan Sun ◽  
Hui Li ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene, 1-(2,4-dimethoxy-5-pyrimidinyl)- 2-(2-methyl-5-pyridine-3-thienyl) perfluoroncyclopentene (1a) was synthesized and its photochemical and fluorescent properties were inverstigated. The measurement results demonstrated that the compound had good photochromism in hexane solution upon irradiation with 297 nm UV light. And the cyclization process of the compound were determined to be the zeroth order reaction by UV-Vis spectra. Besides, the open-ring isomer of the diarylethene exhibited relatively stronger fluorescence at 406 nm when excited at 289 nm in hexane solution.


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 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.


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.


2011 ◽  
Vol 399-401 ◽  
pp. 1055-1058
Author(s):  
Shang Hua He ◽  
Gang Liu ◽  
Shi Qiang Cui

In the present study, we designed a novel unsymmetrical isomeric diarylethene derivative bearing both thiophene and anthracene moieties. Its photochromic properties and fluorescence were investigated in detail. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence. The photochromic reaction kinetics indicated that the cyclization process of 1o belongs to the zeroth order reaction and the cycloreversion process belongs to the first order reaction. This new photochromic system also exhibited remarkable optical storage character.


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