Synthesis, Properties and Application in Optical Memory of a Photochromic Diarylethene Bearing Chlorine Atoms

2011 ◽  
Vol 239-242 ◽  
pp. 1674-1677 ◽  
Author(s):  
Ming Liu ◽  
Shou Zhi Pu ◽  
Gang Liu

A new unsymmetrical photochromic diarylethene compound, 1-(2,4-dimethyl-5-thiazolyl)-2-[5-(2-chlorobenzene)-2-methyl-3-thienyl]perfluorocyclopentene(1a), was synthesized and its photochromism and photo-induced anisotropy was investigated. Diarylethene 1a changed the color from colorless to Orange-red upon irradiation with 297 nm UV light, in which absorption maxima were observed at 479 nm in hexane and at 485 nm in PMMA amorphous film, respectively. It also showed good photochromism and functioned as an effective fluorescent photoswitch in solution. In hexane, the open-ring isomer of the diarylethene 1a exhibited relatively strong fluorescence at 428 nm when excited at 315 nm. This new photochromic system also exhibited remarkable optical storage character.

2011 ◽  
Vol 295-297 ◽  
pp. 224-227
Author(s):  
Ming Liu ◽  
Ren Jie Wang ◽  
Gang Liu

A new photochromic diarylethene compound, 1-(2-methyl-5-(2,4-difluorophenyl)-3-thienyl)-2-(2-cyanophenyl)perfluorocyclopentene (1a), was synthesized and its photochromism and photo-induced anisotropy was investigated. The results showed that this compound exhibited reversible photochromism, changing from colorless to purple after irradiation with UV light both in solution and in PMMA amorphous film. In hexane, the open-ring isomer of the diarylethene 1a exhibited relatively strong fluorescence at 459 nm when excited at 316 nm. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light and its closed-ring isomer showed weak fluorescence.


2012 ◽  
Vol 583 ◽  
pp. 125-129 ◽  
Author(s):  
Xiao Ting Li ◽  
Hui Li ◽  
Gang Liu

A new unsymmetrical photochromic diarylethene, 1-(3,5-dimethyl-4-isoxazolyl)-2-[2-methyl-5-(4-formylphenyl)-3- thienyl]perfluorocyclopentene(1a) were synthesized, and its properties, such as photochromism and fluorescence properties, were investigated in detail. The results showed that this compound had good thermal stability and exhibited reversible photochromism, changing from colorless to darkred after irradiation with UV light both in solution and in PMMA amorphous film, the maxima absorption of its closed-ring isomer 1b are 529 nm and 541 nm respectively. The open-ring isomer of the diarylethene 1a exhibited relatively strong fluorescence at 492 nm in hexane solution (2 × 10-5 mol/L) when excited at 418 nm. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light. This new photochromic system also exhibited remarkable optical storage character.


2011 ◽  
Vol 295-297 ◽  
pp. 1070-1073
Author(s):  
Hong Liang Liu ◽  
Gang Liu ◽  
Shi Qiang Cui ◽  
Wei Jun Liu

A novel photochromic diarylethene based on isoxazole moiety was synthesized and its photochromic and fluorescent properties were also investigated. This compound exhibited reversible photochromism, changing from colorless to red 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. The results showed that the diarylethene exhibited a relatively strong fluorescence switch along with the photochromism from open-ring isomer to closed-ring isomer. Using this dithienylethene 1c as optical storage was performed successfully.


2011 ◽  
Vol 474-476 ◽  
pp. 1259-1262
Author(s):  
Ming Liu ◽  
Wei Li ◽  
Shou Zhi Pu ◽  
Gang Liu ◽  
Shi Qiang Cui

A new photochromic diarylethene compound, 1-[2-methyl-3-benzothiophene]-2- [5-(3-chlorobenzene)-2-methyl-3-thienyl]perfluorocyclopentene(1a), was synthesized and its photochromism and photo-induced anisotropy was investigated. It showed good photochromism and functioned as an effective fluorescent photoswitch in solution. In hexane, the open-ring isomer of the diarylethene 1a exhibited relatively strong fluorescence at 417 nm when excited at 315 nm. In PMMA film, diarylethene 1a also showed good photochromism.


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.


2011 ◽  
Vol 474-476 ◽  
pp. 1591-1594
Author(s):  
Gang Liu ◽  
Ming Liu ◽  
Qing Zhang ◽  
Shou Zhi Pu ◽  
Wei Jun Liu

A unsymmetrical photochromic diarylethene, 1-[2-methyl-5-(3,4-difluorophenyl) -3-thienyl]-2- (2-cyano-1,5-dimethyl-4-pyrryl) perfluorocyclopentene (1o), was synthesized, and its optoelectronic properties were also investigated. The results showed that this compound exhibited reversible photochromism changing from colorless to blue after irradiation with UV light both in solution and in PMMA amorphous film. The open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence both in hexane solution. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light and its closed-ring isomer showed almost no fluorescence. Using diarylethene 1 as recording medium, polarization holographic optical recording was carried out successfully.


2011 ◽  
Vol 295-297 ◽  
pp. 216-219
Author(s):  
Duo Hua Jiang ◽  
Gang Liu ◽  
Wei Jun Liu ◽  
Shi Qiang Cui

A novel unsymmetrical diarylethene derivative bearing both indole and thiophene moieties, in which a cyanol group was substituted at the meta-positions of the terminal phenyl ring, was synthesized. At the same time, 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 592 nm in hexane and at 607 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. The fluorescence intensity of diarylethene decreased dramatically along with the photochromism from open-ring isomer to closed-ring isomer upon irradiation with 297 nm UV light in PMMA. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 426 nm when excited at 350 nm.


2012 ◽  
Vol 602-604 ◽  
pp. 892-895
Author(s):  
Gang Liu ◽  
Long Liang ◽  
Duo Hua Jiang

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 599 nm in hexane and at 609 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. The fluorescence intensity of diarylethene decreased dramatically along with the photochromism from open-ring isomer to closed-ring isomer upon irradiation with 297 nm light in PMMA. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 419 nm when excited at 309 nm. The fluorescence intensity is highest at the concentration of 5.0×10-5 mol/L when excited at 309 nm.


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. 421-424
Author(s):  
Duo Hua Jiang ◽  
Shou Zhi Pu ◽  
Wei Jun Liu ◽  
Pei Jian Yan ◽  
Ming Liu

A novel unsymmetrical diarylethene derivative bearing both phenyl and thiophene moieties, in which a trifluoromethyl group was substituted at the meta-positions of the terminal phenyl ring, was synthesized. At the same time, 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 584 nm in hexane and at 593 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. The fluorescence intensity of diarylethene decreased dramatically along with the photochromism from open-ring isomer to closed-ring isomer upon irradiation with 297 nm UV light in PMMA. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 420 nm when excited at 322 nm.


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