Photochromism, Kinetics and Fluorescence of 1-(2-methyl-3-benzofuranyl)-2-[2-methyl-5-(4-cyanophenyl)-3-thienyl]perfluorocyclopentene

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.

2012 ◽  
Vol 490-495 ◽  
pp. 3301-3305
Author(s):  
Xiao Ting Li ◽  
Shou Zhi Pu ◽  
Hui Li

A new unsymmetrical photochromic diarylethene, 1-(2-ethyl-3-benzofuranyl)-2-(2,5 -dimethyl-3-thienyl)perfluorocyclopentene (1) was synthesized, and its photochromic properties and kinetics of the photochromic cyclization/cycloreversion were investigated. The results showed that the cyclization/cycloreversion process of these compounds were determined to be the zeroth/first order reaction.The compound exhibited good photochromism in hexane solution with alternating irradiation by UV/Vis light, and the maxima absorption of its closed-ring isomer 1c are 502 nm. The open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 402 nm in hexane solution (2 × 10-5 mol/L) and 412 nm in PMMA amorphous film when excited at 312 nm and 310 nm,respectively. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light and its closed-ring isomer showed almost no fluorescence.The fluorescence spectra of diarylethene 1o depended on the concentration.


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.


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.


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 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. 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 295-297 ◽  
pp. 212-215
Author(s):  
Wei Jun Liu ◽  
Shou Zhi Pu ◽  
Cong Bin Fan ◽  
Shi Qiang Cui

A unsymmetrical diarylethene derivative bearing both indole and phenyl moieties 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 in solution, and its absorption maxima were observed at 625 nm in hexane, 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 439 nm when excited at 385 nm.This new photochromic system also exhibited remarkable optical storage character.


2011 ◽  
Vol 239-242 ◽  
pp. 1609-1612
Author(s):  
Shi Qiang Cui ◽  
Shou Zhi Pu ◽  
Wei Jun Liu

A new photochromic compound 1-(2-ethyl-3-benzothienyl)-2- (2-n-propyl-5-formyl-3-thienyl) perfluorocyclopentene (1a) was synthesized, its photochromic properties were examined, the result indicated that the color of the compound 1a changed from colorless to a blue one upon irradiation with 297 nm UV light, a new absorption maxima were observed at 578 and 587 nm in hexane and PMMA film, respectively. The diarylethene 1a exhibited relatively strong fluorescence in hexane solution and the fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light. This new photochromic compound also exhibited remarkable holographic optical recording character.


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