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

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.

2014 ◽  
Vol 662 ◽  
pp. 103-106
Author(s):  
Le Le Ma ◽  
Gang Liu

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.


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.


2014 ◽  
Vol 886 ◽  
pp. 168-171 ◽  
Author(s):  
Le Le Ma ◽  
Hong Yan Xu ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene 1-(2-methyl-3-benzothiophene)-2-(2-methyl-5-aminomethane-3-thienyl) perfluorocyclopentene was synthesized and its optoelectronic properties, such as photochromism and the fluorescence spectra of diarylethene1oin acetonitrile solution was investigated. The compound exhibited good photochromism in solution with alternating irradiation by UV/Vis light, and the maxima absorption of its closed-ring isomer1care 530 nm. The open-ring isomer of the diarylethene1oexhibited relatively strong fluorescence at 375 nm. Its fluorescence intensity decreased along with the photochromism from open-ring isomers to closed-ring isomers upon irradiation with 297 nm UV light.


2011 ◽  
Vol 239-242 ◽  
pp. 2415-2418
Author(s):  
Gang Liu ◽  
Ming Liu ◽  
Shou Zhi Pu

An unsymmetrical photochromic diarylethene, 1-[2-methyl-5-(3,5-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 and in PMMA amorphous film. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light and its closed-ring isomer showed almost no fluorescence.


2013 ◽  
Vol 473 ◽  
pp. 81-84
Author(s):  
Yong Jun Tang ◽  
Hong Yan Xu ◽  
Shou Zhi Pu

An unsymmetrical photochromic diarylethene 1-(2-methyl-3-benzothiophenyl)-2-[2-methyl-5-(4-azidomethyl)-3-thienyperfluorocyclopentene was synthesized, and its optoelectronic properties were also investigated. The results showed that this compound exhibited reversible photochromism, changing from colorless to darkorange after irradiation with UV light in solution. The open-ring isomer of the diarylethene 1o exhibited relatively strong fluorescence at 457 nm in acetonitrile solution (2×10-5 mol L-1) when excited at 287 nm. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light. The electrochemical properties indicated that the oxidation onset and the Eg of the open-ring isomer were lower than the closed-ring isomer.


2012 ◽  
Vol 164 ◽  
pp. 150-153
Author(s):  
Wei Wei Geng ◽  
Cong Bin Fan ◽  
Shou Zhi Pu

A unsymmetrical photochromic diarylethene, 1-{[2-methyl-5-(1,3-dioxolane)-3-thienyl]} -2-[2-methyl-5-(4-cyanophenyl)-3-thienyl]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 blue violet after irradiation with UV light both in solution and in PMMA amorphous film.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


2012 ◽  
Vol 164 ◽  
pp. 259-262
Author(s):  
Hai Chang Ding ◽  
Chun Hong Zheng ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene, 1-(3-thienyl)-2-(2- n-butyl-5-hydroxymethyl-3-thienyl) perfluoroncyclopentene (1a), was synthesized and its optoelectronic properties, such as photochromism and fluorescence in solution and in PMMA film were investigated. This compound exhibited remarkable photochromism, changing from colorless to pink after irradiation with UV light in hexane solution. The new diarylethene also exhibited relatively strong fluorescence by photoirradiation in solution and in PMMA film, and the fluorescence intensity decreased along with the photochromism upon irradiation 297 nm light and its closed-ring isomer showed almost no fluorescence


2013 ◽  
Vol 468 ◽  
pp. 75-78
Author(s):  
Guang Ming Liao ◽  
Shou Zhi Pu ◽  
Zhi Yuan Sun

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.


2014 ◽  
Vol 1078 ◽  
pp. 102-105
Author(s):  
Gang Li ◽  
Gang Liu ◽  
Shou Zhi Pu

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.


2014 ◽  
Vol 1003 ◽  
pp. 35-38
Author(s):  
Le Le Ma ◽  
Hong Yan Xu ◽  
Gang Liu

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.


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