A New Photochromic Diarylethene for Reversible Molecule Switching Properties Based on Pyrrole and Thiophene

2011 ◽  
Vol 284-286 ◽  
pp. 2239-2242
Author(s):  
Shang Hua He ◽  
Gang Liu ◽  
Ren Jie Wang
Keyword(s):  
Visible Light ◽  
Reaction Kinetics ◽  
Absorption Maximum ◽  
Uv Light ◽  
Amorphous Film ◽  
Pmma Film ◽  
Reversible Cyclization ◽  
Hexane Solution

A new unsymmetrical photochromic diarylethene bearing a pyrrole and a thiophene aryl unit 1-(5-cyan-1,2-dimethylpyrrole)-2-(5-aldehyde-2-butylthiophene) perfluorocyclopentene(1a) has been synthesized. Its properties, including photochromism and kinetics were investigated in detail. It underwent reversible cyclization and cycloreversion reactions upon alternating with UV and visible light both in solution and in PMMA film. The results showed that this compound exhibited reversible photochromism, changing from colorless to blue upon irradiation with UV light, in which absorption maximum were observed at 649 nm and 583 nm in solution and PMMA amorphous film, respectively. This new photochromic system also exhibited remarkable reaction kinetics in hexane solution.

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.

Study on Material Properties with Synthesis and Property of a Novel Unsymmetrical Photochromic Diarylethene

2013 ◽  
Vol 327 ◽  
pp. 94-98
Author(s):  
Hong Yan Xu ◽  
Shou Zhi Pu ◽  
Ren Jie Wang
Keyword(s):  
Visible Light ◽  
Material Properties ◽  
Uv Light ◽  
Amorphous Film ◽  
Optical Recording ◽  
Pmma Film ◽  
Recording Medium ◽  
Photochromic Properties ◽  
Reversible Cyclization

A novel unsymmetrical diarylethene derivative bearing both benzofuran and thiophene moieties, 1-(2-methyl--3-benzofuranyl)-2-[(2-methyl-3-thienyl-5-thienyl)-3-thieny perfluorocyclopentene (1o), was synthesized. At the same time, its photochromic properties 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 523 nm in hexane and at 539 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. Finally, using this diarylethene as recording medium, polarization optical recording was carried out successfully.

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 and Photochromism Properties of a Novel Hybrid Diarylethene

2011 ◽  
Vol 393-395 ◽  
pp. 1506-1509
Author(s):  
Wei Jun Liu ◽  
Wei Ping Wang ◽  
Cong Bin Fan ◽  
Gang Liu
Keyword(s):  
Visible Light ◽  
Electrochemical Properties ◽  
Data Storage ◽  
Uv Light ◽  
Amorphous Film ◽  
Pmma Film ◽  
Switching Property ◽  
Reversible Cyclization ◽  
Potential Use

A novel unsymmetrical diarylethene derivative 1-[2-methyl-5-(3-trifluoromethylphenyl)-3-thienyl]-2-[2-methyl-5-(4-methoxyphenyl)-3-thienyl]hexafluorocyclopentene (1a) was designed and successfully synthesized. The properties of the compound, including photochromic and electrochemical properties of the diarylethene were also investigated systematically. The results showed that this compound exhibited reversible photochromism, 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 606 nm in methanol and at 613 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. Besides, the electrochemcial switching property can be potential use for electrochemistry data storage.

Synthesis, Optoelectronic Properties of a Novel Photochromic Diarylethene Bearing Phenyl and Thienyl Group

2011 ◽  
Vol 239-242 ◽  
pp. 843-846
Author(s):  
Duo Hua Jiang ◽  
Wei Ping Wang ◽  
Shou Zhi Pu ◽  
Wei Jun Liu
Keyword(s):  
Uv Light ◽  
Amorphous Film ◽  
Pmma Film ◽  
Photochromic Properties ◽  
Strong Fluorescence ◽  
Fluorescence Switch ◽  
Thienyl Group ◽  
Open Ring ◽  
Reversible Cyclization ◽  
Hexane Solution

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, and its absorption maxima were observed at 497 nm in hexane and at 510 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 408 nm when excited at 361 nm.

Synthesis, Optoelectronic Properties of a Novel Photochromic Diarylethene Bearing Phenyl and Benzofuran Group

2012 ◽  
Vol 490-495 ◽  
pp. 3722-3725 ◽  
Author(s):  
Duo Hua Jiang ◽  
Gang Liu ◽  
Wei Jun Liu ◽  
Shi Qiang Cui
Keyword(s):  
Phenyl Ring ◽  
Uv Light ◽  
Amorphous Film ◽  
Pmma Film ◽  
Photochromic Properties ◽  
Strong Fluorescence ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Reversible Cyclization ◽  
Hexane Solution

An unsymmetrical diarylethene derivative bearing both phenyl and benzofuranyl, in which a trifluoromethyl 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 498 nm in hexane and at 505 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 419 nm when excited at 330 nm

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