Synthesis and Properties of a New Unsymmetrical Diarylethene Bearing Benzothiophene and Thiophene Rings

2013 ◽  
Vol 788 ◽  
pp. 194-197
Author(s):  
Shu Hong Jing ◽  
Shou Zhi Pu ◽  
Cong Bin Fan

A new unsymmetrical isomeric diarylethene was synthesized, namely1-[2-methyl-(5-(4-hydroxyl) phenyl) -3-thieny-2-(2-methyl-3-benzothiophene) perfluorocyclopentene (1o). Its photochromic reactivity both in solution and in PMMA film, photoconversion ratio at photostationary state, and fluorescence were investigated in detail. The compound displayed excellent photochromism both in solution and in PMMA film. The isomeric compound also functioned as a fluorescence switch and concentration dependence on the fluorescence spectrum in hexane.

2012 ◽  
Vol 455-456 ◽  
pp. 17-20
Author(s):  
Hui Li ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui

A new unsymmetrical isomeric diarylethene was synthesized, namely 1-(2,4-dimethyl-5-thiazolyl)-2-[2-methyl-5- (3-methoxyphenyl)-3-thienyl] perfluorocyclopentene (1o). Its photochromic reactivity both in solution and in PMMA film, photoconversion ratio at photostationary state, and fluorescence were investigated in detail. The compound displayed excellent photochromism both in solution and in PMMA film. The isomeric compound also functioned as a fluorescence switch and concentration dependence on the fluorescence spectrum in hexane.


2011 ◽  
Vol 393-395 ◽  
pp. 389-392
Author(s):  
Hui Li ◽  
Shou Zhi Pu ◽  
Wei Jun Liu

A new photochromic diarylethene bearing an isoxazole unit has been synthesized, namely {1-(3,5-dimethyl-4-isoxazolyl), 2-[2-methyl-5-(3-methoxyphenyl)-3-thienyl]}perfluorocyclopentene. Its properties, including photochromic reactivity both in solution and in PMMA film, photoconversion ratio at photostationary state, fluorescence and optical recording property were investigated. It underwent reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light both in hexane and in PMMA. The isomeric compound also functioned as a fluorescence switch by photoirradiation. Using this dithienylethene as optical storage was performed successfully.


2012 ◽  
Vol 490-495 ◽  
pp. 3672-3675
Author(s):  
Hui Li ◽  
Yuan Ming Tu ◽  
Gang Liu

A new unsymmetrical photochromic diarylethene has been synthesized, namely {1-(2,5-dimethyl-3-thienyl),2-[2-methyl-5-(4-trifluoromethylphenyl)-3-thienyl]}perfluorocyclopentene. Its properties, including photochromic reactivity in solution and fluorescence property both in solution and in PMMA film were investigated. It underwent reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light. The isomeric compound functioned as a fluorescence switch by photoirradiation both in solution and in PMMA film. The fluorescence intensity also showed regular changes along with the change of concentration.


2011 ◽  
Vol 295-297 ◽  
pp. 228-231
Author(s):  
Hui Li ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui

A new unsymmetrical isomeric diarylethene bearing an electron-donating methoxyl group atortho-positions of the terminal phenyl ring was synthesized, namely 1-(2,4-dimethyl-5-thiazolyl) -2-[2-methyl-5-(2-methoxyphenyl)-3-thienyl]perfluorocyclopentene (1o). The compound displayed excellent photochromism both in solution and in PMMA film. The isomeric compound also functioned as a fluorescence switch by photoirradiation in solution. In addition, cyclic voltammetry tests showed that the electron-donating methoxyl group at the terminal benzene ring had a significant effect on the electrochemical properties of the isomeric diarylethene.


2013 ◽  
Vol 763 ◽  
pp. 79-83 ◽  
Author(s):  
Xue Li ◽  
Cong Bin Fan ◽  
Gang Liu

Photochromic molecules are part of a large class of materials in which light stimulus not only induces a color variation but also affects other physicochemical properties. In the paper, an asymmetrical photochromic diarylethene, 1-(2,4-dimethyl-3-thiazole)-2-[2-methyl-5-(10-phenanthrenyl)-3-thienyPerfluorocyclopentene was synthesized and its photochromic and fluorescent properties were systematically investigated. The compound exhibited remarkable photochromic, changing from colorless to OrangeRed after irradiation with UV light both in solution and in PMMA film. In addition, its fluorescence property was also discussed. When irradiation with UV light, the fluorescence intensity declined remarkably. 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 diarylethene 1a as optical storage was performed successfully.


2011 ◽  
Vol 197-198 ◽  
pp. 522-525
Author(s):  
Wei Jun Liu ◽  
Shou Zhi Pu ◽  
Duo Hua Jiang ◽  
Pei Jian Yan

An unsymmetrical diarylethene derivative bearing both phenyl and thiophene moieties, in which a methoxyl group was substituted at the para-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. 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 hexane.


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.


2014 ◽  
Vol 886 ◽  
pp. 159-163 ◽  
Author(s):  
Xiao Dong Yu ◽  
Hong Liang Liu ◽  
Gang Liu ◽  
Shou Zhi Pu

A novel photochromic diarylethene bearing a six-membered pyrimidine as one aryl moiety was synthesized to investigate its photochromic behaviors. The diarylethene exhibited good photochromism and functioned as a fluorescence switch both in hexane and in PMMA film. The fluorescence had a remarkable initial increase with subsequent dramatic decrease with increasing concentration. The results suggested that the pyrimidine moiety played a vital role during the process of photoisomerization reaction for the diarylethene.


2012 ◽  
Vol 164 ◽  
pp. 239-242
Author(s):  
Ming Liu ◽  
Gang Liu ◽  
Shi Qiang Cui

A new photochromic diarylethene compound, 1-(2,5-dimethyl-3-thiophene)-2-[5-(4-pyridine)-2-methyl-3-thienyl]perfluorocyclopentene(1a) was synthesized. its photochromic and fluorescent properties have been investigated in detail. The results of the research showed that it has shown good photochromic behavior and fluorescence switch in solution and PMMA film. Finally, photo-mode rewritable optical storage using 1b was performed. The images demonstrated that the compound can be used as optical storage material


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.


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