Synthesis and Properties of 1-[2-trifluoromethylpheny-2-[2-methyl-5-(3,5-difluorophenyl)-3-thienyl] perfluorocyclopentene

2013 ◽  
Vol 468 ◽  
pp. 75-78
Author(s):  
Guang Ming Liao ◽  
Shou Zhi Pu ◽  
Zhi Yuan Sun
Keyword(s):  
Absorption Band ◽  
Fluorescence Intensity ◽  
Emission Intensity ◽  
Uv Light ◽  
Fluorescent Properties ◽  
Visible Absorption ◽  
Photostationary State ◽  
Closed Ring ◽  
Open Ring

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.

Synthesis and Properties of 1-(2-Methyl-3-benzothiophene)-2-[2-methyl-5-(3-fluoro-4-chloro)phenyl-3-thienyl]perfluorocyclopentene

2014 ◽  
Vol 1078 ◽  
pp. 98-101
Author(s):  
Guan Ming Liao ◽  
Chun Hong Zheng ◽  
Shou Zhi Pu
Keyword(s):  
Absorption Band ◽  
Emission Intensity ◽  
Uv Light ◽  
Order Reaction ◽  
First Order Reaction ◽  
Fluorescent Properties ◽  
Visible Absorption ◽  
First Order ◽  
Photostationary State ◽  
Closed Ring

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.

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
Keyword(s):  
Absorption Band ◽  
Emission Intensity ◽  
Uv Light ◽  
Pmma Film ◽  
Fluorescent Properties ◽  
Visible Absorption ◽  
Photostationary State ◽  
Closed Ring ◽  
Photochromic Materials

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.

Synthesis New Photochromic Diarylethenes 1-(2,5-dimethyl thiazole)-2-[4-(2-cyanophenyl)-3-thienyl]} Perfluorocyclopentene

2013 ◽  
Vol 763 ◽  
pp. 57-60
Author(s):  
Wei Wei Geng ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu
Keyword(s):  
Visible Light ◽  
Fluorescence Intensity ◽  
Emission Intensity ◽  
Uv Light ◽  
Optoelectronic Properties ◽  
Strong Fluorescence ◽  
Closed Ring ◽  
Open Ring

A unsymmetrical photochromic diarylethene, 1-(2,5-dimethyl thiazole)-2-[4-(2-cyanophenyl)-3-thieny} perfluorocyclopentene (1a),was synthesized, and its optoelectronic properties were also investigated in detail. The results showed that this compound exhibited reversible photochromism, changing from colorless to orange red 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 at 432 nm when excited at 384 nm. The fluorescence intensity declined along with the photochromism upon irradiation with 297 nm light.The diarylethene exhibited a fluorescence switches along with the photochromism from open-ring isomers to closed-ring isomers. When irradiated by UV light, the photocyclization reaction was occurred and the emission intensity of the diarylethene decreased significantly, due to producing the non-fluorescence closed-ring isomers. The back irradiation by appropriate wavelength visible light regenerated its open-ring isomers and recovered the original emission intensity.

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.

Synthesis and Application of 1-(2-methyl-3-benzothienyl)-2-[3-methyl-2-thienyl]perfluorocyclopentene

2014 ◽  
Vol 1078 ◽  
pp. 102-105
Author(s):  
Gang Li ◽  
Gang Liu ◽  
Shou Zhi Pu
Keyword(s):  
Fluorescence Intensity ◽  
Uv Light ◽  
Optoelectronic Properties ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Hexane Solution

A novel unsymmetrical photochromic diarylethene compound 1-(2-methyl-3-benzothienyl)-2-[3-methyl-2-thienyl] perfluorocyclopentene was designed and constructed successfully. Its optoelectronic properties have been discussed systematically, such as photochromic, fluorescence switch, kinetics experiments in hexane solution and PMMA. The consequences showed that this compound exhibited good reversible photochromism. The maxima absorption of compound closed-ring isomer 1c is 468nm. Upon irradiation with 297nm UV light, Its fluorescence intensity decreased along with the photochromism from open-ring isomers to closed-ring isomers upon irradiation with 297 nm UV light.

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.

Research on Photochromic Materials with Synthesis and Application of 1-(2-methyl-3-benzothienyl)-2-[2-methyl-(5-ethynyl)trimethylsilane-3-thienyl] Perfluorocyclopentene

2014 ◽  
Vol 1003 ◽  
pp. 35-38
Author(s):  
Le Le Ma ◽  
Hong Yan Xu ◽  
Gang Liu
Keyword(s):  
Fluorescence Intensity ◽  
Fluorescence Spectra ◽  
Uv Light ◽  
Optoelectronic Properties ◽  
Closed Ring ◽  
Open Ring ◽  
Photochromic Materials ◽  
Hexane Solution

A new unsymmetrical photochromic diarylethene compound, 1-(2-methyl-3-benzothienyl)-2-(2-methyl-(5-ethynyl) trimethylsilane-3-thienyl) perfluorocyclopentene (1o) has been synthesized, and its optoelectronic properties, such as photochromism and the fluorescence spectra of diarylethene 1o in hexane solution was investigated. The results showed that this compound exhibited reversible photochromism in solution. The maxima absorption of compound closed-ring isomer 1c are 538 nm. Its fluorescence intensity decreased along with the photochromism from open-ring isomers to closed-ring isomers upon irradiation with 297 nm UV light.

Synthesis and Photochromism Studies of 1-(2-methyl-3-benzofuran)-2-[2-methyl-5-naphthyl-3-thienyl]perfluorocyclopentene

2014 ◽  
Vol 1078 ◽  
pp. 86-89
Author(s):  
Xiao Rong Dong ◽  
Hong Yan Xu ◽  
Shou Zhi Pu
Keyword(s):  
Absorption Band ◽  
Uv Light ◽  
Amorphous Film ◽  
Order Reaction ◽  
Pmma Film ◽  
Zeroth Order ◽  
Fluorescent Properties ◽  
Visible Absorption ◽  
First Order ◽  
Photochromic Reaction

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.

Synthesis and Properties of 1,2-Bis[2-Methyl-5-(9,9-Dihexyl-Fluorene)-3-Thienyl]Perfluorocyclopentene

2014 ◽  
Vol 662 ◽  
pp. 103-106
Author(s):  
Le Le Ma ◽  
Gang Liu
Keyword(s):  
Visible Light ◽  
Fluorescence Intensity ◽  
Fluorescence Spectra ◽  
Uv Light ◽  
Optoelectronic Properties ◽  
Acetonitrile Solution ◽  
Closed Ring ◽  
Open Ring

A new symmetrical photochromic diarylethene 1,2-bis [2-methyl-5-(9,9-dihexyl-fluorene)-3-thienyl] perfluorocyclopentene (1o) has been synthesized, and its optoelectronic properties, such as photochromism and the fluorescence spectra of diarylethene 1o in acetonitrile solution was investigated. The maxima absorption of compound closed-ring isomer 1c is 619 nm. The open-ring isomer of the diarylethene 1o exhibited fluorescence at 390 nm. Its fluorescence intensity decreased along with the photochromism from open-ring isomers to closed-ring isomers upon irradiation with 297 nm UV light,The results showed that this compound exhibited reversible photochromism and fluorescent switching in solution after irradiation with UV light and visible light.

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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