Synthesis and Properties of a Novel Unsymmetrical Diarylethene with a Benzothiophene and a Thiazole Group

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.

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.


2014 ◽  
Vol 1003 ◽  
pp. 23-26
Author(s):  
Hong Jing Jia ◽  
Ying Long Fu ◽  
Cong Bin Fan

A new unsymmetrical photochromic diarylethene1o, which is named [1-(2-methyl-benzothiophene)-2-(2-cyano-1,5-dimethyl-4-pyrryl)]perfluorocyclopentene, was synthesized. We used it to accomplish recording by optical storage technology as memory medium. Then its photochromic both in hexane solution and in PMMA film and kinetics experiment were investigated in detail. The result indicated that this diarylethene had good thermal stability and exhibited reversible photochromism, changing the color from colorless to violet 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 results demonstrated that the unsymmetrical diarylethene compound1o, which we have synthesized, had attractive properties for potential application in optical storage.


2013 ◽  
Vol 327 ◽  
pp. 63-67
Author(s):  
Hong Jing Jia ◽  
Shou Zhi Pu

A novel unsymmetrical photochromic diarylethene derivative, which is named 1-[2-methyl-benzofuran]-2-[2-methyl-5-(3-trifluoromethyl)-3-thienyperfluorocyclopentene, was synthesized. At the same time, its photochromic, kinetics and fluorescence properties were investigated detail. The result indicated that this compound had good thermal stability and exhibited reversible photochromism, changing the color from colorless to crimson both in hexane and PMMA film upon irradiation with 297 nm UV light, respectively. In hexane, the kinetic experiments showed that the cyclization/cycloreversion process of the 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 appropriate UV light in hexane solution. In addition, the results demonstrated that the unsymmetrical diarylethene compound, which we have synthesized, had attractive properties for potential application in optical storage.


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 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.


2014 ◽  
Vol 1003 ◽  
pp. 59-62
Author(s):  
Hong Yan Xu ◽  
Le Le Ma ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene compound 1a was synthesized and its photochromism were investigated. The compound exhibited good photochromism in solution and PMMA films with alternating irradiation by UV/Vis light, and the maxima absorption of its closed-ring isomer (1b) are 536 nm in hexane and 552 nm in PMMA films. The open-ring isomer of the diarylethene 1a exhibited relatively strong fluorescence at 441 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.


2012 ◽  
Vol 164 ◽  
pp. 247-250 ◽  
Author(s):  
Xiao Ting Li ◽  
Hui Li ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene, 1-(2,5-dimethyl-3-thienyl)-2-(2 -methyl-5-p-tolyl-3-thienyl)perfluorocyclopentene (1) was synthesized, and its photochromic and fluorescence properties were investigated. The results showed the compound exhibited good photochromism in hexane solution and in PMMA amorphous film with alternating irradiation by UV/Vis light, the maxima absorption of its closed-ring isomer 1c are 541 nm and 551 nm respectively. The open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 360 nm in hexane solution (5 × 10-5 mol/L) when excited at 305 nm. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light. The fluorescence intensity of diarylethene 1o also depended on the concentration. When the concentration of diarylethene 1 in hexane increase from 1 × 10-6 mol/L to 1 × 10-3 mol/L, the fluorescence intensity of the open-ring isomer become strong first, then become weak


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.


2013 ◽  
Vol 763 ◽  
pp. 74-78
Author(s):  
Xiao Ting Li ◽  
Hui Li ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene, 1-[2, 4-dimethyl-5-thiazoly-2-[2-methyl-5-(3-methylphenyl)-3-thienyperfluorocyclopentene (1o) were synthesized, and its properties, such as photochromism in solution as well as in poly-methylmethacrylate (PMMA) amorphous films, and fluorescence properties were investigated in detail. The results showed the compound exhibited good photochromism in hexane solution and in PMMA amorphous film, the maxima absorption of its closed-ring isomer 1c are 492 nm and 498 nm respectively. The open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 465 nm in hexane solution (5 × 10-5 mol/L) when excited at 289 nm. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light. The fluorescence intensity of diarylethene 1o also depended on the concentration. When the concentration of diarylethene 1o in hexane increase from 1 × 10-6 mol/L to 2 × 10-4 mol/L, the fluorescence intensity of the open-ring isomer become strong first, then become weak.


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