Synthesis and Application of 1-(2,5-dimethyl-3-thiazolyl)-2-[2-methyl-5-phenyl-(4-vinyl)-3-thiophene]perfluorocyclopentene

2014 ◽  
Vol 1078 ◽  
pp. 90-93
Author(s):  
Fang Duan ◽  
Gang Liu ◽  
Qing Zhang

A new unsymmetrical photochromic diarylethene 1-(2,5-dimethyl-3-thiazolyl)-2-[2-methyl-5-phenyl-(4-vinyl)-3-thiophene] perfluorocyclopentene (1o) was designed and constructed successfully. And its photochromic reactivity, HPLC, kinetics were also investigated systematically. Upon alternating irradiation with UV and visible light in solution, this compound exhibited reversible photochromism, undergoing reversible cyclization and cycloreversion reactions. Diarylethene 1 changed the color from colorless to orange, in which absorption maxima were observed at 596 nm in acetonitrile. What is more, the photoconversion ratio of 1 is 37%.

2014 ◽  
Vol 707 ◽  
pp. 60-63
Author(s):  
Xiao Dong Zhang ◽  
Sha Sha Wei ◽  
Shou Zhi Pu

An unsymmetrical photochromic diarylethene, 1-[2-methyl-3-benzothiophene]-2-[2-methyl-5-(4-pentylphenyl)-3-thienyl] perfluorocyclopentene (1a), has been synthesized, and its properties including photochromism and fluorescence have been investigated. The results showed that this compound undergo reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light in solution.


2012 ◽  
Vol 164 ◽  
pp. 251-254 ◽  
Author(s):  
Shu Hong Jing ◽  
Shou Zhi Pu ◽  
Hui Li

A new photochromic diarylethene compound, 1-[2-methyl-(5-(4- dioxolane) phenyl)-3-thienyl]-2-(2-methyl-3-benzothiophene)perfluorocyclopentene (1o)was synthesized. Its properties, including photochromism and fluorescence were investigated in detail both in solution and PMMA amorphous film. It underwent reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light in hexane. The compound showed good phtochromism both in solution and in solid states. Diarylethene 1o changed the color from colorless to purple upon irradiation with 297 nm UV light, in which absorption maxima were observed at 539 nm in hexane and at 547nm in PMMA film, respectively. Using diarylethene 1c/PMMA film as recording medium, optical recording was performed successfully. This new photochromic system also exhibited remarkable optical storage character


2011 ◽  
Vol 393-395 ◽  
pp. 385-388
Author(s):  
Duo Hua Jiang ◽  
Wei Jun Liu ◽  
Shi Qiang Cui ◽  
Gang Liu

A novel unsymmetrical diarylethene derivative 1-[2-methyl-5-(3-trifluoromethylphenyl)-3-thienyl]-2-[2-methyl-5-(4-hydroxylphenyl)-3-thienyl]hexafluorocyclopentene (1a) was successfully synthesized. The properties of the compound, including photochromic and fluorescence properties of the diarylethene were also investigated systematically. The results showed that this compound exhibited reversible photochromism, undergoing reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light both in solution and in PMMA film, and its absorption maxima were observed at 593 nm in methanol and at 598 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. In methanol solution, the open-ring isomer of the diarylethene 1 exhibited relatively fluorescence at 569 nm when excited at 360 nm.


2012 ◽  
Vol 583 ◽  
pp. 134-137
Author(s):  
Pan Pan Ren ◽  
Shou Zhi Pu

A novel photochromic diarylethene, 1-[(2-methyl-5-(4-fluorophenyl)-3-thienyl)]-2-(2-methyl-1-naphthyl) perfluorocyclopentene (1o), was synthesized. Its optoelectronic properties, such as photochromism in solution as well as in poly-methylmethacrylate (PMMA) amorphous films, fluorescences switch were investigated in detail. The results showed that this compound exhibited reversible photochromism, undergoing reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light both in solution and in PMMA film, and its absorption maxima were observed at 511 nm in hexane and at 522 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light.


2014 ◽  
Vol 662 ◽  
pp. 87-90
Author(s):  
Ying Long Fu ◽  
Xue Li ◽  
Gang Liu

A new unsymmetrical photochromic diarylethene 1-(2-methyl-5-phenyl-3-thiophene)-2-[2-methyl-5-phenyl-(4-vinyl)-3-thiophene] perfluorocyclopentene (1o) has been synthesized, and its photochromic reactivity, fluorescent were also investigated. The results showed this compound exhibited reversible photochromism, undergoing reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light in solution,Diarylethene 1 changed the color from colorless to blue upon irradiation with 297 nm UV light, in which absorption maxima were observed at 596 nm in acetonitrile.


2012 ◽  
Vol 490-495 ◽  
pp. 3672-3675
Author(s):  
Hui Li ◽  
Yuan Ming Tu ◽  
Gang Liu

A new unsymmetrical photochromic diarylethene has been synthesized, namely {1-(2,5-dimethyl-3-thienyl),2-[2-methyl-5-(4-trifluoromethylphenyl)-3-thienyl]}perfluorocyclopentene. Its properties, including photochromic reactivity in solution and fluorescence property both in solution and in PMMA film were investigated. It underwent reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light. The isomeric compound functioned as a fluorescence switch by photoirradiation both in solution and in PMMA film. The fluorescence intensity also showed regular changes along with the change of concentration.


2013 ◽  
Vol 763 ◽  
pp. 65-68
Author(s):  
Shu Hong Jing ◽  
Cong Bin Fan ◽  
Shou Zhi Pu

A new photochromic diarylethene compound, 1-[2-methyl-5-(3-thienyl)-3-thieny-2-[2-methyl-5-(3-benzaldehyde)-3-thieny perfluorocyclopentene (1a) was synthesized. Its properties, including photochromism and fluorescence were investigated in detail both in solution and PMMA amorphous film. It underwent reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light in hexane. The compound showed good phtochromism both in solution and in solid states. Diarylethene 1a changed the color from colorless to navy upon irradiation with 297 nm UV light, in which absorption maxima were observed at 577 nm in hexane and at 592 nm in PMMA film, respectively. Using diarylethene 1b/PMMA film as recording medium, optical recording was performed successfully.


2011 ◽  
Vol 284-286 ◽  
pp. 2239-2242
Author(s):  
Shang Hua He ◽  
Gang Liu ◽  
Ren Jie Wang

A new unsymmetrical photochromic diarylethene bearing a pyrrole and a thiophene aryl unit 1-(5-cyan-1,2-dimethylpyrrole)-2-(5-aldehyde-2-butylthiophene) perfluorocyclopentene(1a) has been synthesized. Its properties, including photochromism and kinetics were investigated in detail. It underwent reversible cyclization and cycloreversion reactions upon alternating with UV and visible light both in solution and in PMMA film. The results showed that this compound exhibited reversible photochromism, changing from colorless to blue upon irradiation with UV light, in which absorption maximum were observed at 649 nm and 583 nm in solution and PMMA amorphous film, respectively. This new photochromic system also exhibited remarkable reaction kinetics in hexane solution.


2013 ◽  
Vol 327 ◽  
pp. 94-98
Author(s):  
Hong Yan Xu ◽  
Shou Zhi Pu ◽  
Ren Jie Wang

A novel unsymmetrical diarylethene derivative bearing both benzofuran and thiophene moieties, 1-(2-methyl--3-benzofuranyl)-2-[(2-methyl-3-thienyl-5-thienyl)-3-thieny perfluorocyclopentene (1o), was synthesized. At the same time, its photochromic properties were investigated in detail. The results showed that this compound exhibited reversible photochromism, undergoing reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light both in solution and in PMMA film, and its absorption maxima were observed at 523 nm in hexane and at 539 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. Finally, using this diarylethene as recording medium, polarization optical recording was carried out successfully.


2011 ◽  
Vol 474-476 ◽  
pp. 1569-1572
Author(s):  
Hui Li ◽  
Shou Zhi Pu ◽  
Gang Liu ◽  
Wei Jun Liu

A new photochromic diarylethene of bis(4-isoxazolyl)ethene and bis(2-phenyl)ethene was synthesized. Its properties, including photochromism and fluorescence were investigated in detail. It underwent reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light in hexane. The results showed that this compound exhibited reversible photochromism and good fluorescent switching in solution after irradiation with UV light and visible light. Using this dithienylethene 1c as optical storage recording was performed successfully.


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