Research on Photochromic Materials with Synthesis and Properties of 1-(2-Methyl-3-Benzothiophene)-2-[2-Methyl-5-(3-Cyanophenyl)-3-Thienyl]Perfluorocyclopentene

2014 ◽  
Vol 662 ◽  
pp. 95-98
Author(s):  
Guang Ming Liao ◽  
Chun Hong Zheng ◽  
Shou Zhi Pu

An asymmetrical photochromic diarylethene1-(2-Methyl-3-benzothiophene)-2-[2-methyl-5-(3-cyanophenyl)-3-thienyl] perfluorocyclopentene (1o) was synthesized and its phtochromic, fluorescent properties in both solution and PMMA films were investigated in detail. This compound exhibited remarkable photochromism, upon irradiation with 297 nm UV light, the colorless solution of 1o turned to violet with a new visible absorption band centered at 535 nm (ε = 1.08 × 104 L mol-1 cm-1) attributable to the closed-ring isomer 1c. The emission intensity of diarylethene 1o in a photostationary state was quenched to ca. 32% in hexane and 43% in PMMA film.

2013 ◽  
Vol 468 ◽  
pp. 75-78
Author(s):  
Guang Ming Liao ◽  
Shou Zhi Pu ◽  
Zhi Yuan Sun

An asymmetrical photochromic diarylethene 1-[2-trifluoromethylpheny-2-[2-methyl-5-(3,5-difluorophenyl)-3-thienyperfluorocyclopentene (1o) was synthesized and its phtochromic, fluorescent properties in both solution and PMMA films were investigated in detail. This compound exhibited remarkable photochromism, upon irradiation with 297 nm UV light, the colorless solution of 1o turned to plum with a new visible absorption band centered at 544 nm (ε =3.75 × 103 L mol-1 cm-1) attributable to the closed-ring isomer 1c.The fluorescence intensity of diarylethene decreased dramatically along with the photochromism from open-ring isomer to closed-ring isomer in PMMA films and in hexane. The emission intensity of diarylethene 1o in a photostationary state was quenched to ca. 64% in hexane and 27% in PMMA films.


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.


2014 ◽  
Vol 1078 ◽  
pp. 86-89
Author(s):  
Xiao Rong Dong ◽  
Hong Yan Xu ◽  
Shou Zhi Pu

A novel photochromic diarylethene was synthesized and its photochromic and fluorescent properties were investigated. The results showed that this compound exhibited reversible photochromism, changing from colorless to amaranth after irradiation with UV light both in solution and PMMA amorphous film. In hexane, compound 1a exhibited an absorption peak at 266 nm, upon irradiation with 297 nm light, a new visible absorption band centered at 530 nm emerged while the original peak at 266 nm decreased. In PMMA amorphous film, diarylethene 1a also showed good photochromism as similar to that in solution. 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. Diarylethene 1a also exhibited good fluorescent switching both in solution and in PMMA film upon alternating irradiation with UV and visible light.


2013 ◽  
Vol 763 ◽  
pp. 61-64 ◽  
Author(s):  
Shang Hua He ◽  
Gang Liu ◽  
Shi Qiang Cui

A novel unsymmetrical photochromic diarylethene 1-(2, 5-dimethyl-3-thienyl)-2-[2-methyl-5-(2,2-dibutylfluorene)-3-thienyperfluorocyclo-pentene (1o) was synthesized and its photochromic and fluorescent properties were investigated. Diarylethene 1 changed the color from colorless to hyacinthine upon irradiation with 297 nm UV light, in which absorption maxima were observed at 554 nm in hexane and at 565 nm in PMMA amorphous film, respectively. This new photochromic system also exhibited remarkable fluorescence intensity both in solution and in PMMA film. The fluorescence spectra showed a systematic red-shift with the emission intensity of diarylethene 1 in a photo-stationary state was quenched to ca. 64%. The cyclization and cycloreversion quantum yields of 1 in hexane were determined to be 0.56 and 0.002. Polarization multiplexed image recording can be carried out in this diarylethene 1c/PMMA film as recording medium film.


2013 ◽  
Vol 763 ◽  
pp. 79-83 ◽  
Author(s):  
Xue Li ◽  
Cong Bin Fan ◽  
Gang Liu

Photochromic molecules are part of a large class of materials in which light stimulus not only induces a color variation but also affects other physicochemical properties. In the paper, an asymmetrical photochromic diarylethene, 1-(2,4-dimethyl-3-thiazole)-2-[2-methyl-5-(10-phenanthrenyl)-3-thienyPerfluorocyclopentene was synthesized and its photochromic and fluorescent properties were systematically investigated. The compound exhibited remarkable photochromic, changing from colorless to OrangeRed after irradiation with UV light both in solution and in PMMA film. In addition, its fluorescence property was also discussed. When irradiation with UV light, the fluorescence intensity declined remarkably. 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 diarylethene 1a as optical storage was performed successfully.


2013 ◽  
Vol 327 ◽  
pp. 68-72
Author(s):  
Jun Jie Song ◽  
Gang Liu ◽  
Hui Li

A new unsymmetrical isomeric photochromic diarylethene, 1-[2-methyl-3-benzothiophen-2-[2-methyl-5-(10-phenanthrenyl)-3-thienyperfluorocyclopentene, was designed and synthesized. Its photochromic and fluorescent properties were also investigated in detail. The compound exhibited excellent photochromism, changing from colorless to medium violetred after irradiation with UV light both in solution and in PMMA film. Furthermore, the fluorescence intensity of the photochromic diarylethene1adeclined remarkably, when irradiation with UV light. Using this diarylethene 1a as optical storage and fluorescence switches was performed successfully.


2013 ◽  
Vol 473 ◽  
pp. 73-76
Author(s):  
Jun Jie Song ◽  
Xue Li ◽  
Gang Liu

A new unsymmetrical isomeric photochromic diarylethene, 1-[2-methyl-3-benzene]-2-[2-methyl-5-(10-phenanthrenyl)-3-thienyperfluorocyclopentene, was designed and synthesized. Its photochromic and fluorescent properties were also investigated in detail. The compound exhibited excellent photochromism, changing from colorless to orchid after irradiation with UV light both in solution and in PMMA film. Furthermore, the fluorescence intensity of the photochromic diarylethene 1a declined remarkably, when irradiation with UV light. Using this diarylethene 1a as optical storage and fluorescence switches was performed successfully.


2013 ◽  
Vol 830 ◽  
pp. 270-273
Author(s):  
Jun Jie Song ◽  
Xue Li ◽  
Gang Liu

A new unsymmetrical isomeric photochromic diarylethene, 1-[2-methyl-3-naphthalen-2-[2-methyl-5-(10-phenanthrenyl)-3-thienyperfluorocyclopentene, was designed and synthesized. Its photochromic and fluorescent properties were also investigated in detail. The compound exhibited excellent photochromism, changing from colorless to red after irradiation with UV light both in solution and in PMMA film. Furthermore, the fluorescence intensity of the photochromic diarylethene1adeclined remarkably, when irradiation with UV light.


2011 ◽  
Vol 239-242 ◽  
pp. 3290-3293
Author(s):  
Hong Liang Liu ◽  
Shou Zhi Pu ◽  
Wei Jun Liu ◽  
Shi Qiang Cui

A novel photochromic diarylethene based on isoxazole moiety was synthesized and its photochromic and fluorescent properties were also investigated. It underwent reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light in hexane and in PMMA film. The compound exhibited remarkable photochromism, changing from colorless to purple after irradiation with UV light. When irradiation with UV light, the fluorescence intensity declined remarkably. 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.


2012 ◽  
Vol 164 ◽  
pp. 259-262
Author(s):  
Hai Chang Ding ◽  
Chun Hong Zheng ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene, 1-(3-thienyl)-2-(2- n-butyl-5-hydroxymethyl-3-thienyl) perfluoroncyclopentene (1a), was synthesized and its optoelectronic properties, such as photochromism and fluorescence in solution and in PMMA film were investigated. This compound exhibited remarkable photochromism, changing from colorless to pink after irradiation with UV light in hexane solution. The new diarylethene also exhibited relatively strong fluorescence by photoirradiation in solution and in PMMA film, and the fluorescence intensity decreased along with the photochromism upon irradiation 297 nm light and its closed-ring isomer showed almost no fluorescence


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