Research on Photochromic Materials with Synthesis and Application of 1-(2-methyl-3-benzothienyl)-2-[2-methyl-(5-ethynyl)trimethylsilane-3-thienyl] Perfluorocyclopentene

2014 ◽  
Vol 1003 ◽  
pp. 35-38
Author(s):  
Le Le Ma ◽  
Hong Yan Xu ◽  
Gang Liu

A new unsymmetrical photochromic diarylethene compound, 1-(2-methyl-3-benzothienyl)-2-(2-methyl-(5-ethynyl) trimethylsilane-3-thienyl) perfluorocyclopentene (1o) has been synthesized, and its optoelectronic properties, such as photochromism and the fluorescence spectra of diarylethene 1o in hexane solution was investigated. The results showed that this compound exhibited reversible photochromism in solution. The maxima absorption of compound closed-ring isomer 1c are 538 nm. Its fluorescence intensity decreased along with the photochromism from open-ring isomers to closed-ring isomers upon irradiation with 297 nm UV light.

2014 ◽  
Vol 1078 ◽  
pp. 102-105
Author(s):  
Gang Li ◽  
Gang Liu ◽  
Shou Zhi Pu

A novel unsymmetrical photochromic diarylethene compound 1-(2-methyl-3-benzothienyl)-2-[3-methyl-2-thienyl] perfluorocyclopentene was designed and constructed successfully. Its optoelectronic properties have been discussed systematically, such as photochromic, fluorescence switch, kinetics experiments in hexane solution and PMMA. The consequences showed that this compound exhibited good reversible photochromism. The maxima absorption of compound closed-ring isomer 1c is 468nm. Upon irradiation with 297nm UV light, Its fluorescence intensity decreased along with the photochromism from open-ring isomers to closed-ring isomers upon irradiation with 297 nm UV light.


2014 ◽  
Vol 662 ◽  
pp. 103-106
Author(s):  
Le Le Ma ◽  
Gang Liu

A new symmetrical photochromic diarylethene 1,2-bis [2-methyl-5-(9,9-dihexyl-fluorene)-3-thienyl] perfluorocyclopentene (1o) has been synthesized, and its optoelectronic properties, such as photochromism and the fluorescence spectra of diarylethene 1o in acetonitrile solution was investigated. The maxima absorption of compound closed-ring isomer 1c is 619 nm. The open-ring isomer of the diarylethene 1o exhibited fluorescence at 390 nm. Its fluorescence intensity decreased along with the photochromism from open-ring isomers to closed-ring isomers upon irradiation with 297 nm UV light,The results showed that this compound exhibited reversible photochromism and fluorescent switching in solution after irradiation with UV light and visible light.


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.


2014 ◽  
Vol 886 ◽  
pp. 168-171 ◽  
Author(s):  
Le Le Ma ◽  
Hong Yan Xu ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene 1-(2-methyl-3-benzothiophene)-2-(2-methyl-5-aminomethane-3-thienyl) perfluorocyclopentene was synthesized and its optoelectronic properties, such as photochromism and the fluorescence spectra of diarylethene1oin acetonitrile solution was investigated. The compound exhibited good photochromism in solution with alternating irradiation by UV/Vis light, and the maxima absorption of its closed-ring isomer1care 530 nm. The open-ring isomer of the diarylethene1oexhibited relatively strong fluorescence at 375 nm. Its fluorescence intensity decreased along with the photochromism from open-ring isomers to closed-ring isomers upon irradiation with 297 nm UV light.


2011 ◽  
Vol 239-242 ◽  
pp. 2415-2418
Author(s):  
Gang Liu ◽  
Ming Liu ◽  
Shou Zhi Pu

An unsymmetrical photochromic diarylethene, 1-[2-methyl-5-(3,5-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 and in PMMA amorphous film. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light and its closed-ring isomer showed almost no fluorescence.


2012 ◽  
Vol 164 ◽  
pp. 259-262
Author(s):  
Hai Chang Ding ◽  
Chun Hong Zheng ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene, 1-(3-thienyl)-2-(2- n-butyl-5-hydroxymethyl-3-thienyl) perfluoroncyclopentene (1a), was synthesized and its optoelectronic properties, such as photochromism and fluorescence in solution and in PMMA film were investigated. This compound exhibited remarkable photochromism, changing from colorless to pink after irradiation with UV light in hexane solution. The new diarylethene also exhibited relatively strong fluorescence by photoirradiation in solution and in PMMA film, and the fluorescence intensity decreased along with the photochromism upon irradiation 297 nm light and its closed-ring isomer showed almost no fluorescence


2014 ◽  
Vol 886 ◽  
pp. 175-178
Author(s):  
Dan Dan Xue ◽  
Zhi Yuan Sun ◽  
Shou Zhi Pu

An unsymmetrical photochromic diarylethene compound, 1-(2-methyl-3-benzofuranyl)-2-[2-methyl-5-(4-cyanophenyl)-3-thienyperfluorocyclopentene was synthesized, and its photochromic properties, kinetics of the photochromic cyclization/cycloreversion and fluorescence were investigated in detail. The compound exhibited good photochromism, changing from colorless to red after irradiation with 297 nm UV light, in which absorption maxima were observed at 530 nm in hexane solution. Simultaneously, cyclization/cycloreversion kinetics of this diarylethene was researched. The open-ring isomer of the diarylethene exhibited relatively strong fluorescence at 377 nm in hexane solution (2 × 10-5 mol L-1), when excited at 327 nm. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light. The fluorescence spectra of the diarylethene are depended on the concentration.


2013 ◽  
Vol 788 ◽  
pp. 190-193
Author(s):  
Hong Jing Jia ◽  
Shou Zhi Pu ◽  
Cong Bin Fan

A new unsymmetrical photochromic diarylethene1o, which is named 1-(2-methyl-benzothiophene)-2-(2,4-dimethyl-5-thiazoly) perfluorocyclopentene, was synthesized. In the meantime, its photochromic, kinetics and fluorescence properties were investigated in detail. The result indicated that this diarylethene had good thermal stability and exhibited reversible photochromism, changing the color from colorless to orange in hexane solution upon appropriate irradiation with 297 nm UV light, respectively. What is more, the kinetic experiments illustrated that the cyclization/cycloreversion process of this compound was determined to be the zeroth/first reaction. The fluorescence intensity of diarylethene decreased dramatically along with the photochromism from open-ring isomer to closed-ring isomer upon irradiation with UV light in hexane solution. In addition, the results demonstrated that the unsymmetrical diarylethene compound1o, which we have synthesized, had attractive properties for potential application in optical storage.


2013 ◽  
Vol 473 ◽  
pp. 81-84
Author(s):  
Yong Jun Tang ◽  
Hong Yan Xu ◽  
Shou Zhi Pu

An unsymmetrical photochromic diarylethene 1-(2-methyl-3-benzothiophenyl)-2-[2-methyl-5-(4-azidomethyl)-3-thienyperfluorocyclopentene was synthesized, and its optoelectronic properties were also investigated. The results showed that this compound exhibited reversible photochromism, changing from colorless to darkorange after irradiation with UV light in solution. The open-ring isomer of the diarylethene 1o exhibited relatively strong fluorescence at 457 nm in acetonitrile solution (2×10-5 mol L-1) when excited at 287 nm. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light. The electrochemical properties indicated that the oxidation onset and the Eg of the open-ring isomer were lower than the closed-ring isomer.


2013 ◽  
Vol 763 ◽  
pp. 57-60
Author(s):  
Wei Wei Geng ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu

A unsymmetrical photochromic diarylethene, 1-(2,5-dimethyl thiazole)-2-[4-(2-cyanophenyl)-3-thieny} perfluorocyclopentene (1a),was synthesized, and its optoelectronic properties were also investigated in detail. The results showed that this compound exhibited reversible photochromism, changing from colorless to orange red 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 at 432 nm when excited at 384 nm. The fluorescence intensity declined along with the photochromism upon irradiation with 297 nm light.The diarylethene exhibited a fluorescence switches along with the photochromism from open-ring isomers to closed-ring isomers. When irradiated by UV light, the photocyclization reaction was occurred and the emission intensity of the diarylethene decreased significantly, due to producing the non-fluorescence closed-ring isomers. The back irradiation by appropriate wavelength visible light regenerated its open-ring isomers and recovered the original emission intensity.


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