Properties and Synthesis of a Novel Unsymmetrical Photochromic Diarylethene Functional Material

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

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.


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.


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.


2011 ◽  
Vol 295-297 ◽  
pp. 216-219
Author(s):  
Duo Hua Jiang ◽  
Gang Liu ◽  
Wei Jun Liu ◽  
Shi Qiang Cui

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.


2011 ◽  
Vol 197-198 ◽  
pp. 421-424
Author(s):  
Duo Hua Jiang ◽  
Shou Zhi Pu ◽  
Wei Jun Liu ◽  
Pei Jian Yan ◽  
Ming Liu

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.


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 399-401 ◽  
pp. 1115-1118
Author(s):  
Hui Li ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui

A new asymmetric photochromic diarylethene bearing a benzofuran unit was synthesized, namely [1-(2-methyl-3-benzofuranyl)-2-(2-methoxyphenyl)]perfluorocyclopentene (1o). Its photochromic and fluorescent properties were investigated, respectively. The compound exhibited reversible photochromism, changing from colorless to red upon irradiation with UV light both in solution and in PMMA film. The diarylethene exhibited relatively strong fluorescence at 410 nm in hexane solution and 462 nm in PMMA amorphous film when excited at 300 and 385 nm, respectively. The fluorescence intensity decreased along with the photochromism both in hexane and PMMA film upon irradiation with 297 nm light.


2011 ◽  
Vol 239-242 ◽  
pp. 1609-1612
Author(s):  
Shi Qiang Cui ◽  
Shou Zhi Pu ◽  
Wei Jun Liu

A new photochromic compound 1-(2-ethyl-3-benzothienyl)-2- (2-n-propyl-5-formyl-3-thienyl) perfluorocyclopentene (1a) was synthesized, its photochromic properties were examined, the result indicated that the color of the compound 1a changed from colorless to a blue one upon irradiation with 297 nm UV light, a new absorption maxima were observed at 578 and 587 nm in hexane and PMMA film, respectively. The diarylethene 1a exhibited relatively strong fluorescence in hexane solution and the fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light. This new photochromic compound also exhibited remarkable holographic optical recording character.


2011 ◽  
Vol 474-476 ◽  
pp. 1511-1514
Author(s):  
Duo Hua Jiang ◽  
Mei Ping Wu ◽  
Shou Zhi Pu ◽  
Wei Jun Liu

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.


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