Photochromism and Fluorescence of a Novel Unsymmetrical Diarylethene Material Bearing Benzene and Thiophene Ring

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

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.


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 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.


2010 ◽  
Vol 156-157 ◽  
pp. 655-659 ◽  
Author(s):  
Pei Jian Yan ◽  
Zhi Peng Tong ◽  
Shou Zhi Pu ◽  
Wei Jun Liu

A novel photochromic diarylethene, 1-(2-ethyl-benzothiophen-3-yl)-2-(2-methyl-5-(2-cyanophenyl)thien-3-yl)perfluorocyclopentene(1o) was synthesized, and its photochromic and fluorescent properties were investigated. This compound exhibited reversible photochromism, changing from colorless to purle after irradiation with UV light both in solution and in poly-methyl methacrylate (PMMA) amorphous film. Also, it exhibited remarkable fluorescence switching in the solid state. When we used diarylethene 1c/PMMA film as recording medium, rewritable holographic optical storage was performed successfully. The results demonstrated that the diarylethene compound had attractive properties for polarization holographic optical recording, such as high photosensitivity, high spatial resolution, excellent fatigue-resistance.


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.


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.


2012 ◽  
Vol 583 ◽  
pp. 121-124
Author(s):  
Hui Li ◽  
Yuan Ming Tu ◽  
Gang Liu

A novel unsymmetrical photochromic diarylethene bearing bisthiophene moiety 1-[2,5-dimethyl-3-thienyl]-2-[2-methyl-5-(2-methylphenyl)-3-thienyl]perfluoroyclopentene (1o) was synthesized and its photochromic, fluorescent and optical storage properties were also investigated. The compounds exhibited remarkable photochromism both in solution and in PMMA film. The result indicated that the diarylethene 1o changed the color from colorless to purple upon irradiation with 297 nm UV light, in which absorption maxima were observed at 527 and 541 nm in hexane and PMMA film, respectively. The open-ring isomer of the diarylethene 1 also exhibited relatively strong fluorescence both in hexane and PMMA film. The fluorescence intensity declined along with the photochromism upon irradiation with 297 nm light. In addition, optical recording using diarylethene 1c as recording medium was carried out successfully.


2011 ◽  
Vol 393-395 ◽  
pp. 1506-1509
Author(s):  
Wei Jun Liu ◽  
Wei Ping Wang ◽  
Cong Bin Fan ◽  
Gang Liu

A novel unsymmetrical diarylethene derivative 1-[2-methyl-5-(3-trifluoromethylphenyl)-3-thienyl]-2-[2-methyl-5-(4-methoxyphenyl)-3-thienyl]hexafluorocyclopentene (1a) was designed and successfully synthesized. The properties of the compound, including photochromic and electrochemical properties of the diarylethene were also investigated systematically. The results showed that this compound exhibited reversible photochromism, 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 606 nm in methanol and at 613 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. Besides, the electrochemcial switching property can be potential use for electrochemistry data storage.


2011 ◽  
Vol 327 ◽  
pp. 45-48
Author(s):  
Hui Li ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui

A new unsymmetrical photochromic diarylethene, 1-(3,5-dimethyl-4-isoxazolyl)-2- [2-methyl-5-(3-methylphenyl)-3-thienyl]perfluorocyclopentene (1o) was synthesized. Its properties, including photochromic reactivity both in solution and in PMMA film, photoconversion ratio at photostationary state, fluorescence and optical recording property were investigated. The diarylethene underwent reversible photochromism, changing from colorless to purple after irradiation with UV light or visible light both in hexane and PMMA film. In hexane, the diarylethene exhibited relatively strong fluorescence switching. Using the diarylethene 1c as optical storage was performed successfully.


2011 ◽  
Vol 327 ◽  
pp. 72-75
Author(s):  
Shang Hua He ◽  
Gang Liu ◽  
Ren Jie Wang

A novel photochromic diarylethene based on thiophene moiety was synthesized and its photochromic and fluorescent properties were also investigated. This compound exhibited reversible photochromism, changing from colorless to violet after irradiation with UV light. It underwent reversible cyclization and cycloreversion reactions upon alternating with UV and visible light both in solution and in poly-methyl methacrylate (PMMA) amorphous film. Also, it exhibited remarkable fluorescence switching in the solid state. Using this dithienylethene 1c as optical storage was performed successfully.


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