A Novel Photochromic Diarylethene Based on Thiophene and Isoxazole Moieties for Optical Recording

2011 ◽  
Vol 239-242 ◽  
pp. 3290-3293
Author(s):  
Hong Liang Liu ◽  
Shou Zhi Pu ◽  
Wei Jun Liu ◽  
Shi Qiang Cui
Keyword(s):  
Uv Light ◽  
Optical Storage ◽  
Optical Recording ◽  
Pmma Film ◽  
Fluorescent Properties ◽  
Strong Fluorescence ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Reversible Cyclization

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.

Photochromism and Optical Recording of a Novel Diarylethene Bearing Phenanthrene Unit

2013 ◽  
Vol 763 ◽  
pp. 79-83 ◽  
Author(s):  
Xue Li ◽  
Cong Bin Fan ◽  
Gang Liu
Keyword(s):  
Uv Light ◽  
Light Stimulus ◽  
Optical Recording ◽  
Color Variation ◽  
Pmma Film ◽  
Fluorescent Properties ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Photochromic Molecules

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.

Efficient Synthesis and Properties of a Photochromic Diarylethene Bearing Thiophene and Isoxazole Moieties

2011 ◽  
Vol 295-297 ◽  
pp. 1070-1073
Author(s):  
Hong Liang Liu ◽  
Gang Liu ◽  
Shi Qiang Cui ◽  
Wei Jun Liu
Keyword(s):  
Uv Light ◽  
Amorphous Film ◽  
Optical Storage ◽  
Efficient Synthesis ◽  
Fluorescent Properties ◽  
Strong Fluorescence ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Fluorescence Switching

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.

Sythesis of a Novel Unsymmetrical Photochromic Diarylethene Compound Bearing a Six-Membered Aryl Unit

2011 ◽  
Vol 295-297 ◽  
pp. 216-219
Author(s):  
Duo Hua Jiang ◽  
Gang Liu ◽  
Wei Jun Liu ◽  
Shi Qiang Cui
Keyword(s):  
Uv Light ◽  
Amorphous Film ◽  
Pmma Film ◽  
Photochromic Properties ◽  
Strong Fluorescence ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Reversible Cyclization ◽  
Hexane Solution

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.

Syntheses and Properties of an Unsymmetrical Photochromic Diarylethene with a Methoxy Group

2011 ◽  
Vol 197-198 ◽  
pp. 421-424
Author(s):  
Duo Hua Jiang ◽  
Shou Zhi Pu ◽  
Wei Jun Liu ◽  
Pei Jian Yan ◽  
Ming Liu
Keyword(s):  
Uv Light ◽  
Amorphous Film ◽  
Pmma Film ◽  
Photochromic Properties ◽  
Strong Fluorescence ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Reversible Cyclization ◽  
Hexane Solution

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.

Synthesis of a Photochromic Diarylethene Material Bearing Fluorine Atoms for Rewritable Holographic Optical Storage

2012 ◽  
Vol 164 ◽  
pp. 166-169 ◽  
Author(s):  
Shang Hua He ◽  
Wei Jun Liu ◽  
Gang Liu
Keyword(s):  
Uv Light ◽  
Optical Storage ◽  
Optical Recording ◽  
Pmma Film ◽  
Strong Fluorescence ◽  
Reversible Transformation ◽  
Solid States ◽  
Transformation Reaction ◽  
Closed Ring ◽  
Open Ring

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

Syntheses and Properties of a Novel Unsymmetrical Photochromic Diarylethene

2011 ◽  
Vol 474-476 ◽  
pp. 1511-1514
Author(s):  
Duo Hua Jiang ◽  
Mei Ping Wu ◽  
Shou Zhi Pu ◽  
Wei Jun Liu
Keyword(s):  
Uv Light ◽  
Amorphous Film ◽  
Pmma Film ◽  
Photochromic Properties ◽  
Strong Fluorescence ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Reversible Cyclization ◽  
Hexane Solution

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 517 nm in hexane and at 523 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 395 nm when excited at 295 nm.

A Novel Unsymmetrical Photochromic Diarylethene

2011 ◽  
Vol 474-476 ◽  
pp. 1519-1522
Author(s):  
Wei Jun Liu ◽  
Yan Lu ◽  
Shou Zhi Pu
Keyword(s):  
Uv Light ◽  
Amorphous Film ◽  
Pmma Film ◽  
Photochromic Properties ◽  
Strong Fluorescence ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Reversible Cyclization ◽  
Hexane Solution

A novel unsymmetrical diarylethene derivative bearing both phenyl and thiophene moieties, in which a chlorine group was substituted at the para-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 541 nm in hexane and at 550 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 462 nm when excited at 316 nm.

Synthesis, Photochromism and Optical Recording Properties of a Diarylethene Materials Bearing an Isoxazole Unit

2012 ◽  
Vol 583 ◽  
pp. 125-129 ◽  
Author(s):  
Xiao Ting Li ◽  
Hui Li ◽  
Gang Liu
Keyword(s):  
Thermal Stability ◽  
Uv Light ◽  
Amorphous Film ◽  
Optical Storage ◽  
Optical Recording ◽  
Strong Fluorescence ◽  
Good Thermal Stability ◽  
Closed Ring ◽  
Open Ring ◽  
Hexane Solution

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.

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
Keyword(s):  
Fluorescence Intensity ◽  
Optical Storage ◽  
Optical Recording ◽  
Pmma Film ◽  
Fluorescent Properties ◽  
Strong Fluorescence ◽  
Pyridyl Group ◽  
Open Ring

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.

Efficient, Synthesis, Photochromism Properties of a Hybrid Diarylethene

2011 ◽  
Vol 197-198 ◽  
pp. 522-525
Author(s):  
Wei Jun Liu ◽  
Shou Zhi Pu ◽  
Duo Hua Jiang ◽  
Pei Jian Yan
Keyword(s):  
Fluorescence Intensity ◽  
Phenyl Ring ◽  
Uv Light ◽  
Pmma Film ◽  
Efficient Synthesis ◽  
Photochromic Properties ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Reversible Cyclization

An unsymmetrical diarylethene derivative bearing both phenyl and thiophene moieties, in which a methoxyl group was substituted at the para-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. 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 hexane.

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