Efficient Synthesis and Photochromic Properties of a New Unsymmetrical Photochromic Diarylethene Base on Naphthalene Unit

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.

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.


2011 ◽  
Vol 239-242 ◽  
pp. 2419-2422
Author(s):  
Zhi Peng Tong ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui ◽  
Wei Jun Liu

A newunsymmetrical photochromic diarylethene 1-(2-cyanophenyl)-2-[2-methy-5-(3-fluorophenyl)-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 purple upon irradiation with 297 nm UV light, in which absorption maxima were observed at 540 nm in hexane and at 545 nm in PMMA film, respectively. This new photochromic system also exhibited remarkable fluorescence switching in the solid state. The results demonstrated that it can be potentially used as polarization holographic optical recording medium.


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 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.


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 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 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.


2011 ◽  
Vol 239-242 ◽  
pp. 1609-1612
Author(s):  
Shi Qiang Cui ◽  
Shou Zhi Pu ◽  
Wei Jun Liu

A new photochromic compound 1-(2-ethyl-3-benzothienyl)-2- (2-n-propyl-5-formyl-3-thienyl) perfluorocyclopentene (1a) was synthesized, its photochromic properties were examined, the result indicated that the color of the compound 1a changed from colorless to a blue one upon irradiation with 297 nm UV light, a new absorption maxima were observed at 578 and 587 nm in hexane and PMMA film, respectively. The diarylethene 1a exhibited relatively strong fluorescence in hexane solution and the fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light. This new photochromic compound also exhibited remarkable holographic optical recording character.


2011 ◽  
Vol 295-297 ◽  
pp. 1038-1041
Author(s):  
Ren Jie Wang ◽  
Gang Liu ◽  
Hong Ying Xia ◽  
Shi Qiang Cui

A novel photochromic diarylethene bearing a six-membered aryl unit, 1-[2-methyl-5-(3-fluorophenyl)-3-thienyl]-2-(2-methoxylphenyl)perfluorocyclopentene (1o), was synthesized and its photochromic properties, fluorescence switch and optical recording were investigated in detail. This compound exhibited remarkable photochromism, changing from colorless to blue after irradiation with 297 nm UV light both in solution and in PMMA film, respectively. The new diarylethene also exhibited excellent fluorescence intensity and fluorescence switches by photoirradiation in hexane solution. Finally, photo-mode rewritable optical storage using 1o was performed. The images demonstrated that the compound as optical storage material was very sensitive responding to 633 nm recording laser, and the recorded-signals were provided with high S/N ratio.


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


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