Synthesis and Photochromic Properties of Diarylethene 1-[2-methyl-5-(4-trifluoromethylphenyl)-3-thienyl]-2-[2-methyl-5-(3-fluoro-4-chloro)phenyl-3-thienyl]perfluorocyclopentene

2014 ◽  
Vol 707 ◽  
pp. 48-51
Author(s):  
Dan Dan Xue ◽  
Chun Hong Zheng ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene compound, 1-[2-methyl-5-(4-trifluoromethylphenyl)-3-thienyl]-2-[2-methyl-5-(3-fluoro-4-chloro) phenyl-3-thienyl] perfluorocyclopentene (1o) was synthesized, and its properties, such as photochromism and fluorescence properties in solution as well as in PMMA amorphous film, were investigated specifically. 1o exhibits good photochromism and fluorescence upon alternating irradiation with UV light and visible light (> 510 nm) in hexane and a PMMA film.

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.


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.


2014 ◽  
Vol 1003 ◽  
pp. 55-58
Author(s):  
Dan Dan Xue ◽  
Guan Ming Liao ◽  
Chun Hong Zheng ◽  
Shou Zhi Pu

A new photochromic diarylethene compound bearing a rhodamine B unit, 1-(2-methyl-3-benzofuryl)-2-{2-methyl-5-[4-formyloxyethyl (rhodamine-B)] phenyl-3-thienyl} perfluorocyclopentene (1o) was synthesized, and its photochromic properties such as photochromism in solution as well as in a polymethylmethacrylate (PMMA) amorphous film were investigated specfically. 1o exhibits good photochromism upon alternating irradiation with UV light and visible light (> 510 nm) in hexane and a PMMA film. The kinetic experiments showed that the cyclization and cycloreversion processes were zeroth and first order reaction, respectively.


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.


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.


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.


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 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.


Sign in / Sign up

Export Citation Format

Share Document