Efficient Synthesis, Photochromic Properties and Application of a New Unsymmetrical Diarylethene

2011 ◽  
Vol 474-476 ◽  
pp. 1547-1550
Author(s):  
Ren Jie Wang ◽  
Hong Ying Xia ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui

A new unsymmetrical photochromic diarylethene compound, [1-(2-methyl-5-(3-fluorophenyl)-3-thienyl), 2-(2-methyl-3-benzothienyl)]perfluorocyclopentene (1o), was synthesized and its photochemical properties, such as photochromism and fluorescence in solution as well as in PMMA amorphous film were investigated in detail. The results showed that the compound exhibited remarkable photochromism, changing from colorless to violet after irradiation with 297 nm UV light both in solution and in PMMA film. Finally, using this dithienylethene as recording medium, polarization optical recording was carried out 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.


2012 ◽  
Vol 490-495 ◽  
pp. 3167-3171
Author(s):  
Ren Jie Wang ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui

A new diarylethenes [1-(2-methyl-1-naphthyl), 2-(2-methyl-5-1,3-dithiolane-3-thienyl)]perfluorocyclopentene 1o based on a hybrid structure of naphthalene and thiophene has been developed. Its properties including photochromism, kinetics and fluorescence were investigated in detail. The results indicated that the compound exhibited good photochromism, which changing from colorless to orange after irradiation with 297 nm UV light both in solution and in PMMA film. The fluorescence switching properties shown the fluorescence spectrum of diarylethene 1o was decreased remarkable along with the cyclization reactions. Finally, using this diarylethene as recording medium, polarization optical recording was carried out successfully.


2012 ◽  
Vol 455-456 ◽  
pp. 25-28 ◽  
Author(s):  
Zhi Peng Tong ◽  
Gang Liu ◽  
Shi Qiang Cui

A new unsymmetrical photochromic diarylethene 1-(2,4-dimethyl-3-isoxazol)-2-[2-methyl-5-(2-chlorophenyl) -3-thienyl] perfluorocyclopentene (1a) has been synthesized. Its photochromic properties in solution and PMMA film were investigated. Diarylethene 1a changed the color from colorless to red upon irradiation with 297 nm UV light, in which absorption maxima were observed at 515 nm in hexane and at 526 nm in PMMA film, The results demonstrated that it can be potentially used as polarization holographic optical recording medium.


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


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.


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 399-401 ◽  
pp. 1107-1110
Author(s):  
Ren Jie Wang ◽  
Gang Liu ◽  
Shi Qiang Cui ◽  
Hong Ying Xia

A new unsymmetrical photochromic diarylethene compound, 1-[(2-methyl-5-(4-dioxolane-phenyl)-3-thienyl)]-2-(5-cyano-1,5-dimethyl-4-pyrryl)perfluorocyclopentene (1o), was synthesized and its photochemical, fluorescence properties were investigated in detail both in solution and PMMA amorphous film. The results showed that the compound exhibited remarkable photochromism, changing from colorless to violet after irradiation with 297 nm UV light. Finally, using this diarylethene as recording medium, polarization optical recording was carried out successfully.


2012 ◽  
Vol 455-456 ◽  
pp. 13-16
Author(s):  
Duo Hua Jiang ◽  
Gang Liu ◽  
Wei Jun Liu

An unsymmetrical diarylethene derivative was synthesized, and its photochromic properties and fluorescence 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 548 nm in hexane and at 558 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. The PMMA film of the diarylethene 1a exhibited relatively strong fluorescence at 413 nm when excited at 311 nm. The fluorscence intensity is highest at the concentration of 1.0×10-4 mol/L when excited at 311 nm.


2011 ◽  
Vol 197-198 ◽  
pp. 452-455
Author(s):  
Ren Jie Wang ◽  
Hong Ying Xia ◽  
Shou Zhi Pu

A new photochromic diarylethene compound 1-(2, 4-dimethyl-thiazole-3-yl)-2- [2-methyl -5-(3-cyanophenyl)-3-thienyl]perfluorocyclopentene 1a was synthesized and its photochromic properties, such as phoochromism, fluorescence switch and optical recording were investigated detail. The result showed that this diarylethene compound showed good reversible photochromism. Upon irradiated UV light it changes from colorless to orange both in solution and in PMMA amorphous film. In addition, the fluorescence spectra of diarylethene 1a were nearly quenched with the concentration increased. Finally, using diarylethene 1c as recording medium, polarization optical recording was carried out successfully.


2011 ◽  
Vol 295-297 ◽  
pp. 232-235
Author(s):  
Zhi Peng Tong ◽  
Gang Liu ◽  
Shi Qiang Cui ◽  
Wei Jun Liu

A new unsymmetrical photochromic diarylethene 1-(2-ethyl-3-benzothienyl)-2-[2-octyl-5-formyl-3-thienyl]perfluorocyclopentene (1a) has been synthesized. Its photochromic properties in solution and PMMA film were investigated. Diarylethene 1a changed the color from colorless to blue upon irradiation with 297 nm UV light, in which absorption maxima were observed at 581 nm in hexane and at 582 nm in PMMA film, The results demonstrated that it can be potentially used as polarization holographic optical recording medium.


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