Synthesis, Properties and Application in Optical Memory of a Novel Photochromic Diarylethene Bearing an Anthracene Ring

2011 ◽  
Vol 399-401 ◽  
pp. 1055-1058
Author(s):  
Shang Hua He ◽  
Gang Liu ◽  
Shi Qiang Cui

In the present study, we designed a novel unsymmetrical isomeric diarylethene derivative bearing both thiophene and anthracene moieties. Its photochromic properties and fluorescence were investigated in detail. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence. The photochromic reaction kinetics indicated that the cyclization process of 1o belongs to the zeroth order reaction and the cycloreversion process belongs to the first order reaction. This new photochromic system also exhibited remarkable optical storage character.

2012 ◽  
Vol 490-495 ◽  
pp. 3733-3737
Author(s):  
Shu Hong Jing ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui

A new photochromic diarylethene compound, 1-(2,4-dimethoxy-5-pyrimidine)-2-[2-methyl-5-(3-pyridine)-3-thienyl]perfluorocyclopentene(1a), was synthesized, and its photochromic reactivity, fluorescent and electrochemical property were also investigated. Diarylethene 1a changed the color from colorless to pink upon irradiation with UV light, in which absorption maxima were observed at 520 and 519 nm in hexane and PMMA film, respectively. The the photochromic reaction kinetics indicated that the cyclization processes of 1 belong to the zeroth order reaction and the cycloreversion process belong to the first order reaction. This new photochromic system also exhibited remarkable fluorescence switching in hexane solution and this new photochromic system also exhibited remarkable optical storage character.


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.


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.


2012 ◽  
Vol 455-456 ◽  
pp. 33-36
Author(s):  
Ren Jie Wang ◽  
Hong Ying Xia ◽  
Gang Liu ◽  
Shi Qiang Cui

A new class of diarylethenes based on a hybrid structure of thiophene and naphthalene has been developed and its properties including photochromism, kinetics and fluorescence were investigated in detail. The results showed that the compound exhibited obvious photochromism, changing from colorless to red after irradiation with 297 nm UV light both in solution and in PMMA film. The kinetic experiments indicated that the cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction in hexane solution. At last, the results demonstrated that the diarylethene compound had attractive properties for potential application in optical storage.


2013 ◽  
Vol 327 ◽  
pp. 78-82
Author(s):  
Zhi Yuan Sun ◽  
Xiao Dan Zhang ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu

A novel unsymmetrical photochromic diarylethene 1-(2-methyl-3-benzofuran)-2-[5-(2-methylbenzene)-2-methyl-3-thieny perfluorocyclopentene1owas synthesized, then its photochromic, Kinetics and fluorescence properties were investigated. The results showed that the diarylethene compound had good photochromism upon irradiation with 297 nm UV light, in which the absorption maximum were observed at 510 nm in hexane solution and 524 nm in poly methyl methacrylate (PMMA) film. Besides, the cyclization and cycloreversion process of the compound were determined to be the zeroth and first order reaction by UV-Vis spectra, respectively. And, the open-ring isomer of the diarylethene exhibited relatively stronger fluorescence at 427 nm when excited at 273 nm in hexane solution.


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. 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.


2010 ◽  
Vol 156-157 ◽  
pp. 462-466
Author(s):  
Shi Qiang Cui ◽  
Shou Zhi Pu ◽  
Gang Liu ◽  
Wei Jun Liu

A new photochromic compound 1-[2,5-dimethyl-3-thienyl]-2-[2-methyl-5-pyridine-3-yl-3-thieyl] perfluoroyclopentene(1a) was synthesized, its photochromic properties were examined, the result indicated that the color of the compound 1a changed from colorless to a purple one upon irradiation with 297 nm UV light, a new absorption maxima were observed at 549 and 553 nm in hexane and PMMA film, respectively. The the photochromic reaction kinetics indicated that the cyclization processes of 1 belong to the zeroth order reaction and the cycloreversion process belong to the first order reaction.This new photochromic system also exhibited remarkable optical storage character.


2013 ◽  
Vol 763 ◽  
pp. 69-73
Author(s):  
Hui Li ◽  
Yuan Ming Tu ◽  
Gang Liu

A new unsymmetrical photochromic diarylethene bearing an isoxazole moiety was developed, and its properties, including photochromism, photochromic reaction kinetics, and fluorescence properties were investigated systematically. The compound exhibited remarkable photochromism and functioned as a fluorescent photoswitch both in solution and in PMMA films. The results illustrated that the cyclization processes of diarylethene 1 belong to the zeroth order reaction when open-ring isomers changed to closed-ring isomers and the cycloreversion process belong to the first order reaction. Inaddition, using this diarylethene 1c as optical storage was performed successfully.


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.


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