Photochromic Kinetics of a Diarylethene Bearing an Azido Moiety in Solution and in PMMA Amorphous Film

2013 ◽  
Vol 473 ◽  
pp. 69-72
Author(s):  
Le Le Ma ◽  
Shui Jun Xia ◽  
Gang Liu

A new photoinduced fluorescent switch based on a photochromic diarylethene, 1-(2-methyl-3-benzothiophenyl)-2-[2-methyl-5-(4-azidomethylphenyl)-3-thienyperfluorocyclope-ntene was synthesized and its photochromism was investigated. The results showed that this compound exhibited reversible photochromism, changing from colorless to purple upon irradiation with UV light both in solution and in PMMA amorphous film. In acetonitrile, the open-ring isomer of the diarylethene1oexhibited relatively strong fluorescence at 473 nm when excited at 320 nm. The results demonstrated that the diarylethene can be also functioned as a fluorescence switch.

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 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 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.


2014 ◽  
Vol 952 ◽  
pp. 96-99
Author(s):  
Hong Yan Xu ◽  
Xiao Rong Dong ◽  
Shou Zhi Pu

A new fluorescence switch molecule based on a photochromic diarylethene and a fluorene unit was designed and constructed successfully. The compound exhibited good photochromism in acetonitrile with alternating irradiation by UV/Vis light, and the maxima absorption of its closed-ring isomer (1b) are 565nm. The open-ring isomer of the diarylethene1aexhibited relatively strong fluorescence at 420 nm when excited at 290 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. 843-846
Author(s):  
Duo Hua Jiang ◽  
Wei Ping Wang ◽  
Shou Zhi Pu ◽  
Wei Jun Liu

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, and its absorption maxima were observed at 497 nm in hexane and at 510 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 408 nm when excited at 361 nm.


2012 ◽  
Vol 490-495 ◽  
pp. 3722-3725 ◽  
Author(s):  
Duo Hua Jiang ◽  
Gang Liu ◽  
Wei Jun Liu ◽  
Shi Qiang Cui

An unsymmetrical diarylethene derivative bearing both phenyl and benzofuranyl, in which a trifluoromethyl 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, and its absorption maxima were observed at 498 nm in hexane and at 505 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 419 nm when excited at 330 nm


2011 ◽  
Vol 474-476 ◽  
pp. 1511-1514
Author(s):  
Duo Hua Jiang ◽  
Mei Ping Wu ◽  
Shou Zhi Pu ◽  
Wei Jun 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 517 nm in hexane and at 523 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 395 nm when excited at 295 nm.


2011 ◽  
Vol 239-242 ◽  
pp. 1605-1608
Author(s):  
Duo Hua Jiang ◽  
Wei Ping Wang ◽  
Shou Zhi Pu ◽  
Wei Jun Liu

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, and its absorption maxima were observed at 497 nm in hexane and at 510 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 408 nm when excited at 361 nm.


2011 ◽  
Vol 474-476 ◽  
pp. 1519-1522
Author(s):  
Wei Jun Liu ◽  
Yan Lu ◽  
Shou Zhi Pu

A novel unsymmetrical diarylethene derivative bearing both phenyl and thiophene moieties, in which a chlorine 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, and its absorption maxima were observed at 541 nm in hexane and at 550 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 462 nm when excited at 316 nm.


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.


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