Synthesis a New Function Materials and Photochromic Properties of Diarylethene Bearing a Naphthalene and Isoxazole Moiety

2012 ◽  
Vol 164 ◽  
pp. 243-246
Author(s):  
Ren Jie Wang ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu

A new photochromic diarylethene compound 1-(2-methylnaphthyl)-2-(3, 5-dimethyl-4-isoxazolyl)perfluorocyclopentene (1o), was synthesized and its photochromic and fluorescent properties were investigated. Diarylethene 1o changed the color from colorless to yellow upon irraditation with 297 nm UV light, which the absorption maxima were observed at 446 nm in hexane solution. The kinetic experiments indicated that the cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction in hexane solution. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light and its closed-ring isomer showed weak fluorescence

2014 ◽  
Vol 1078 ◽  
pp. 98-101
Author(s):  
Guan Ming Liao ◽  
Chun Hong Zheng ◽  
Shou Zhi Pu

An asymmetrical photochromic diarylethene1-(2-Methyl-3-benzothiophene)-2-[2-methyl-5-(3-fluoro-4-chloro) phenyl-3-thienyl] perfluorocyclopentene (1o) was synthesized and its phtochromic, fluorescent properties were investigated in detail. This compound exhibited remarkable photochromism, upon irradiation with 297 nm UV light, the colorless solution of 1o turned to violetred with a new visible absorption band centered at 538 nm (ε = 1.17 × 104 L mol-1 cm-1) attributable to the closed-ring isomer 1c. The kinetic experiments showed that the cyclization and cycloreversion processes were zeroth and first order reaction, respectively. Moreover, diarylethene 1o also exhibited obviously fluorescence switches along with the photochromism.The emission intensity of diarylethene 1o in a photostationary state was quenched to ca. 27% in hexane.


2013 ◽  
Vol 473 ◽  
pp. 77-80
Author(s):  
Zhi Yuan Sun ◽  
Dan Dan Xue ◽  
Shou Zhi Pu

An unsymmetrical photochromic diarylethene 1-(2-trifluoromethylphenyl)-2-[2-methyl-5-(3-N,N-dimethylphenyl)-3-thienyperfluorocyclopentene (1a) was synthesized and its photochromism, fluorescent properties and reaction kinetics of cyclization and cycloreversion were studied in detail. The compound exhibited remarkable photochromism and its absorption maxima were observed at 552 nm in hexane and at 569 nm in PMMA films upon irradiation with 297 nm UV light. The fluorescence intensity of diarylethene decreased upon irradiation with 297 nm UV light. In addiation, reaction kinetics of the cyclization and cycloreversion processes of the compound were determined to be the zeroth and first order reaction by UV-Vis spectra, respectively.


2014 ◽  
Vol 1003 ◽  
pp. 27-30
Author(s):  
Guan Ming Liao ◽  
Dan Dan Xue ◽  
Chun Hong Zheng ◽  
Shou Zhi Pu

An asymmetrical photochromic diarylethene 1-(3,5-Dimethyl-4-isoxazolyl)-2-[2-methyl-5-(p-ethoxyphenyl)-3-thienyl] perfluorocyclopentene (1o) was synthesized and its photochromic properties were investigated. Upon irradiation with 297 nm UV light, 1o exhibited photochromism in hexane solution. The kinetic experiments showed that the cyclization and cycloreversion processes were zeroth and first order reaction, respectively. Moreover, diarylethene 1o also exhibited obviously fluorescence switches along with the photochromism.


2014 ◽  
Vol 1078 ◽  
pp. 106-109
Author(s):  
Jing Jing Liu ◽  
Hong Jing Jia ◽  
Shou Zhi Pu

A novel asymmetrical photochromic diarylethene 1-(2-methyl-3-benzothienyl)-2-[2-methyl-5-(3-trifluoromethyl)-3-thienyl] perfluorocyclopentene was synthesized and its photochromic and fluorescent properties were also investigated. The compound exhibited remarkable photochromism, changing from colorless to red after irradiation with UV light and the open-ring isomer of the diarylethene 1 exhibited relatively remarkable fluorescence in hexane solution. The cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction.


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.


2014 ◽  
Vol 886 ◽  
pp. 155-158
Author(s):  
Guan Ming Liao ◽  
Zhi Yuan Sun ◽  
Shou Zhi Pu

An asymmetrical photochromic diarylethene 1-[2,5-dimethyl-3-thieny-2-[2-methyl-5-(p-N,N-dimethylaminophenyl)-3-thienyperfluorocyclopentene was synthesized and its photochemical properties were investigated in detail. The results demonstrated that the compound has excellent photochromic properties and good fluoresence. The cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction. The fluorescence intensity increased with increasing concentration, but when the concentration increased enough high, the fluorescence intensity decreased rapidly.


2013 ◽  
Vol 830 ◽  
pp. 278-281
Author(s):  
Zhi Yuan Sun ◽  
Wei Wei Geng ◽  
Shou Zhi Pu

A new photochromic diarylethene compound 1-(2-cyan-3-phenyl)-2-[5-(4-cyanobenzene) -2-methyl-3-thienyl] perfluorocyclopentene was synthesized. And their properties inculding photochromis, fluorescence in both hexane and solid films, reaction kinetics of cyclization and cycloreversion were studied. And its absorption maxima were observed at 539 nm in hexane and at 552 nm in PMMA films, respectively, upon irradiation with 313 nm UV light. The fluorescence intensity of diarylethene decreased upon irradiation with 313 nm UV light. Besides, the cyclization and cycloreversion processes of the compound were determined to be the zeroth and first order reaction by UV-Vis spectra, respectively.


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.


2014 ◽  
Vol 886 ◽  
pp. 143-146
Author(s):  
Xiao Rong Dong ◽  
Sha Sha Wei ◽  
Gang Liu ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene compound, 1-(2-methyl-3-benzothiophene)-2-[2-methyl-5-(4-aminomethanephenyl)-3-thienyperfluorocyclopentene (1a) was synthesized, its photochromic properties were examined, the result indicated that the Diarylethene 1a changed the color from colorless to purple upon irradiation with 297 nm UV light, in which absorption maxima were observed at 564 in acetonitrile. The photochromic reaction kinetics indicated that the cyclization processes of 1a belong to the zeroth order reaction and the cycloreversion process belong to the first order reaction. This new photochromic system also exhibited fluorescence switching in acetonitrile solution.


2014 ◽  
Vol 1003 ◽  
pp. 55-58
Author(s):  
Dan Dan Xue ◽  
Guan Ming Liao ◽  
Chun Hong Zheng ◽  
Shou Zhi Pu

A new photochromic diarylethene compound bearing a rhodamine B unit, 1-(2-methyl-3-benzofuryl)-2-{2-methyl-5-[4-formyloxyethyl (rhodamine-B)] phenyl-3-thienyl} perfluorocyclopentene (1o) was synthesized, and its photochromic properties such as photochromism in solution as well as in a polymethylmethacrylate (PMMA) amorphous film were investigated specfically. 1o exhibits good photochromism upon alternating irradiation with UV light and visible light (> 510 nm) in hexane and a PMMA film. The kinetic experiments showed that the cyclization and cycloreversion processes were zeroth and first order reaction, respectively.


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