Synthesis of a Photochromic Diarylethene Having Thiazole and a Pyridyl Group for Optical Recording

2010 ◽  
Vol 156-157 ◽  
pp. 650-654 ◽  
Author(s):  
Hui Li ◽  
Yong Liang Xia ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui

A new unsymmetrical photochromic diarylethene namly 1-(2,4-dimethyl-5- thiazolyl)-2- [(2-methyl-5-(2-pyridyl)-3-thienyl)]perfluorocyclopentene was synthesized, and its photochromic and fluorescent properties were also investigated. The compound exhibited good photochromism both in solution and in PMMA film. In PMMA film, The open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 427 nm when excited at 320 nm. The fluorescence intensity declined along with the photochromism upon irradiation with 297 nm light. Using this dithienylethene 1b as optical storage was performed successfully.

2012 ◽  
Vol 583 ◽  
pp. 121-124
Author(s):  
Hui Li ◽  
Yuan Ming Tu ◽  
Gang Liu

A novel unsymmetrical photochromic diarylethene bearing bisthiophene moiety 1-[2,5-dimethyl-3-thienyl]-2-[2-methyl-5-(2-methylphenyl)-3-thienyl]perfluoroyclopentene (1o) was synthesized and its photochromic, fluorescent and optical storage properties were also investigated. The compounds exhibited remarkable photochromism both in solution and in PMMA film. The result indicated that the diarylethene 1o changed the color from colorless to purple upon irradiation with 297 nm UV light, in which absorption maxima were observed at 527 and 541 nm in hexane and PMMA film, respectively. The open-ring isomer of the diarylethene 1 also exhibited relatively strong fluorescence both in hexane and PMMA film. The fluorescence intensity declined along with the photochromism upon irradiation with 297 nm light. In addition, optical recording using diarylethene 1c as recording medium was carried out successfully.


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.


2011 ◽  
Vol 474-476 ◽  
pp. 1561-1564
Author(s):  
Tao Feng Wang ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui

A new photochromic diarylethene of bis(3-methyl-2-thienyl)ethene and bis(2-methyl-3- benzofuran)ethene was synthesized. Its photochromic, fluorescent and optical strorage properties were investigated. The compounds exhibited remarkable photochromism both in solution and in PMMA film. In hexane, the open-ring isomer of the diarylethene 1 exhibited relatively strong and clear fluorescent switches when excited at 270 nm. The fluorescence intensity declined along with the photochromism upon irradiation with 297 nm light. The results showed that the cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction. This new photochromic system also exhibited remarkable optical storage character.


2011 ◽  
Vol 327 ◽  
pp. 53-56
Author(s):  
Hong Liang Liu ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui ◽  
Wei Jun Liu

A novel photochromic diarylethene based on pyrazole moiety was synthesized and its photochromic and fluorescent properties were also investigated. The compound exhibited remarkable photochromism, changing from colorless to purple after irradiation with UV light both in solution and in PMMA film. In hexane solution and in PMMA film, the open-ring isomer of the diarylethene 1 exhibited relatively remarkable fluorescence. The results indicated that the pyrazole moiety played a very important role during the process of photochromic reaction for the diarylethene derivative. Using this dithienylethene 1c as optical storage was performed successfully.


2012 ◽  
Vol 164 ◽  
pp. 166-169 ◽  
Author(s):  
Shang Hua He ◽  
Wei Jun Liu ◽  
Gang Liu

Photochromism is referred to as a photoinduced reversible transformation reaction between two isomers, open and closed, with different absorption spectra upon irradiation with light of an appropriate wavelength. A new photochromic diarylethene, 1-[2-methyl-5-(3, 5-difluorophenyl)-3-thienyl]-2-(2-methyl-3-benzofuran)perfluorocyclopentene(1o), has ben synthesized. The compound showed good phtochromism both in solution and in solid states. Diarylethene 1o changed the color from colorless to magenta upon irradiation with 313 nm UV light, in which absorption maxima were observed at 523 nm in hexane and at 529 nm in PMMA film, respectively. Especially, the diarylethene exhibited a relatively strong fluorescence switches along with the phtochromism from open-ring isomers to closed-ring isomers in solid states. Using diarylethene 1c/PMMA film as recording medium, optical recording was performed successfully. This new photochromic system also exhibited remarkable optical storage character


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.


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.


2011 ◽  
Vol 295-297 ◽  
pp. 1070-1073
Author(s):  
Hong Liang Liu ◽  
Gang Liu ◽  
Shi Qiang Cui ◽  
Wei Jun Liu

A novel photochromic diarylethene based on isoxazole moiety was synthesized and its photochromic and fluorescent properties were also investigated. This compound exhibited reversible photochromism, changing from colorless to red after irradiation with UV light both in solution and in poly-methyl methacrylate (PMMA) amorphous film. Also, it exhibited remarkable fluorescence switching in the solid state. 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.


2013 ◽  
Vol 327 ◽  
pp. 83-88
Author(s):  
Sha Sha Wei ◽  
Ren Jie Wang ◽  
Gang Liu

A new unsymmetrical photochromic diarylethene with an acetal unit was synthesized and its photochromic and fluorescent properties were also investigated. The compound exhibited remarkable photochromism both in solution and PMMA film. In PMMA film, the open-ring isomer of the diarylethene 1o exhibited relatively strong fluorescence at 377 nm when excited at 372 nm. All results indicated that the acetal unit played an important role during the process of photochromic reaction for the diarylethene derivatives.


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.


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