Synthesis and Properties of a New Unsymmetrical Diarylethene Bearing Two Thiophene Rings

2012 ◽  
Vol 490-495 ◽  
pp. 3672-3675
Author(s):  
Hui Li ◽  
Yuan Ming Tu ◽  
Gang Liu
Keyword(s):  
Visible Light ◽  
Fluorescence Intensity ◽  
Fluorescence Property ◽  
Pmma Film ◽  
Isomeric Compound ◽  
Fluorescence Switch ◽  
Reversible Cyclization

A new unsymmetrical photochromic diarylethene has been synthesized, namely {1-(2,5-dimethyl-3-thienyl),2-[2-methyl-5-(4-trifluoromethylphenyl)-3-thienyl]}perfluorocyclopentene. Its properties, including photochromic reactivity in solution and fluorescence property both in solution and in PMMA film were investigated. It underwent reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light. The isomeric compound functioned as a fluorescence switch by photoirradiation both in solution and in PMMA film. The fluorescence intensity also showed regular changes along with the change of concentration.

Synthesis and Properties of 1-(2-methyl-5-chloro-3-thienyl)-2-(2-trifluoromethylphenyl) perfluorocyclopentene

2013 ◽  
Vol 830 ◽  
pp. 290-293
Author(s):  
Shui Jun Xia ◽  
Hai Chang Ding ◽  
Gang Liu
Keyword(s):  
Visible Light ◽  
Fluorescence Intensity ◽  
Uv Light ◽  
Solution Concentration ◽  
Pmma Film ◽  
Photochromic Properties ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Reversible Cyclization

A novel photochromic diarylethene based on thiophene and a six-membered aryl moieties 1-(2-methyl-5-chloro-3-thienyl)-2-(2-trifluoromethylphenyl) perfluorocyclopentene has been 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 in PMMA film. The fluorescence intensity of diarylethene decreased along with the photochromism from open-ring isomer to closed-ring isomer upon irradiation with 254 nm UV light in PMMA. The fluorescence intensity decreases along with the increase of solution concentration.

Synthesis, Properties and Application in Optical Recording of a New Diarylethene Bearing an Isoxazole Unit

2011 ◽  
Vol 393-395 ◽  
pp. 389-392
Author(s):  
Hui Li ◽  
Shou Zhi Pu ◽  
Wei Jun Liu
Keyword(s):  
Visible Light ◽  
Optical Storage ◽  
Optical Recording ◽  
Pmma Film ◽  
Isomeric Compound ◽  
Photostationary State ◽  
Fluorescence Switch ◽  
Synthesis Properties ◽  
Reversible Cyclization

A new photochromic diarylethene bearing an isoxazole unit has been synthesized, namely {1-(3,5-dimethyl-4-isoxazolyl), 2-[2-methyl-5-(3-methoxyphenyl)-3-thienyl]}perfluorocyclopentene. Its properties, including photochromic reactivity both in solution and in PMMA film, photoconversion ratio at photostationary state, fluorescence and optical recording property were investigated. It underwent reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light both in hexane and in PMMA. The isomeric compound also functioned as a fluorescence switch by photoirradiation. Using this dithienylethene 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.

Efficient Synthesis, Properties of a Novel Unsymmetrical Photochromic Diarylethene Based on Trifluoromethy Group and Formyl Group

2012 ◽  
Vol 602-604 ◽  
pp. 892-895
Author(s):  
Gang Liu ◽  
Long Liang ◽  
Duo Hua Jiang
Keyword(s):  
Fluorescence Intensity ◽  
Uv Light ◽  
Amorphous Film ◽  
Pmma Film ◽  
Photochromic Properties ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Synthesis Properties ◽  
Reversible Cyclization

An unsymmetrical diarylethene derivative was synthesized, and 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 599 nm in hexane and at 609 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 light in PMMA. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 419 nm when excited at 309 nm. The fluorescence intensity is highest at the concentration of 5.0×10-5 mol/L when excited at 309 nm.

Synthesis and Properties of a Novel Photochromic Diarylethene 1-(2,4-dimethyl-5-thiazolyl)-2-[2-methyl-5-(4-formylphenyl)-3-thienyl]perfluorocyclopentene

2013 ◽  
Vol 788 ◽  
pp. 198-202
Author(s):  
Xiao Ting Li ◽  
Hui Li ◽  
Shi Qiang Cui
Keyword(s):  
Fluorescence Intensity ◽  
Uv Light ◽  
Amorphous Film ◽  
Pmma Film ◽  
Photochromic Properties ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Reversible Cyclization ◽  
Hexane Solution

A new unsymmetrical photochromic diarylethene, 1-(2, 4-dimethyl-5-thiazolyl)-2-[2-methyl-5-(4-formylphenyl)-3-thienyperfluorocyclopentene (1o) were synthesized. At the same time, its photochromic properties and fluorescence switch were investigated in detail. The results showed 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 of closed-ring isomer 1c were observed at 501 nm in hexane and at 510 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. The open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 449 nm in hexane solution (2 × 10-5 mol/L) and 450 nm in PMMA amorphous film when excited at 300 nm and 292 nm, respectively. 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.

Photochromism and Fluorescence of a Novel Unsymmetrical Diarylethene Material Bearing Benzene and Thiophene Ring

2012 ◽  
Vol 164 ◽  
pp. 251-254 ◽  
Author(s):  
Shu Hong Jing ◽  
Shou Zhi Pu ◽  
Hui Li
Keyword(s):  
Visible Light ◽  
Uv Light ◽  
Thiophene Ring ◽  
Amorphous Film ◽  
Optical Storage ◽  
Optical Recording ◽  
Pmma Film ◽  
Recording Medium ◽  
Solid States ◽  
Reversible Cyclization

A new photochromic diarylethene compound, 1-[2-methyl-(5-(4- dioxolane) phenyl)-3-thienyl]-2-(2-methyl-3-benzothiophene)perfluorocyclopentene (1o)was synthesized. Its properties, including photochromism and fluorescence were investigated in detail both in solution and PMMA amorphous film. It underwent reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light in hexane. The compound showed good phtochromism both in solution and in solid states. Diarylethene 1o changed the color from colorless to purple upon irradiation with 297 nm UV light, in which absorption maxima were observed at 539 nm in hexane and at 547nm in PMMA film, respectively. Using diarylethene 1c/PMMA film as recording medium, optical recording was performed successfully. This new photochromic system also exhibited remarkable optical storage character

Synthesis, Photochromism Properties of a Hybrid Diarylethene Based on Hydroxyl Group

2011 ◽  
Vol 393-395 ◽  
pp. 385-388
Author(s):  
Duo Hua Jiang ◽  
Wei Jun Liu ◽  
Shi Qiang Cui ◽  
Gang Liu
Keyword(s):  
Visible Light ◽  
Uv Light ◽  
Amorphous Film ◽  
Methanol Solution ◽  
Fluorescence Properties ◽  
Hydroxyl Group ◽  
Pmma Film ◽  
Open Ring ◽  
Reversible Cyclization

A novel unsymmetrical diarylethene derivative 1-[2-methyl-5-(3-trifluoromethylphenyl)-3-thienyl]-2-[2-methyl-5-(4-hydroxylphenyl)-3-thienyl]hexafluorocyclopentene (1a) was successfully synthesized. The properties of the compound, including photochromic and fluorescence properties of the diarylethene were also investigated systematically. 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 593 nm in methanol and at 598 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. In methanol solution, the open-ring isomer of the diarylethene 1 exhibited relatively fluorescence at 569 nm when excited at 360 nm.

Study on Composite Photochromic Properties of New Diarylethenes Bearing Naphthyl Rings

2012 ◽  
Vol 583 ◽  
pp. 134-137
Author(s):  
Pan Pan Ren ◽  
Shou Zhi Pu
Keyword(s):  
Visible Light ◽  
Uv Light ◽  
Amorphous Film ◽  
Optoelectronic Properties ◽  
Pmma Film ◽  
Amorphous Films ◽  
Photochromic Properties ◽  
Reversible Cyclization

A novel photochromic diarylethene, 1-[(2-methyl-5-(4-fluorophenyl)-3-thienyl)]-2-(2-methyl-1-naphthyl) perfluorocyclopentene (1o), was synthesized. Its optoelectronic properties, such as photochromism in solution as well as in poly-methylmethacrylate (PMMA) amorphous films, fluorescences 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 511 nm in hexane and at 522 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light.

A Novel Unsymmetrical Diarylethene Material Bearing Double Thiophene Ring

2013 ◽  
Vol 763 ◽  
pp. 65-68
Author(s):  
Shu Hong Jing ◽  
Cong Bin Fan ◽  
Shou Zhi Pu
Keyword(s):  
Visible Light ◽  
Uv Light ◽  
Thiophene Ring ◽  
Amorphous Film ◽  
Optical Recording ◽  
Pmma Film ◽  
Recording Medium ◽  
Solid States ◽  
Reversible Cyclization

A new photochromic diarylethene compound, 1-[2-methyl-5-(3-thienyl)-3-thieny-2-[2-methyl-5-(3-benzaldehyde)-3-thieny perfluorocyclopentene (1a) was synthesized. Its properties, including photochromism and fluorescence were investigated in detail both in solution and PMMA amorphous film. It underwent reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light in hexane. The compound showed good phtochromism both in solution and in solid states. Diarylethene 1a changed the color from colorless to navy upon irradiation with 297 nm UV light, in which absorption maxima were observed at 577 nm in hexane and at 592 nm in PMMA film, respectively. Using diarylethene 1b/PMMA film as recording medium, optical recording 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.

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