Efficient Synthesis, Photochromism and Fluorescence Properties of a Novel Diarylethene Bearing a Naphthalene

2014 ◽  
Vol 1003 ◽  
pp. 59-62
Author(s):  
Hong Yan Xu ◽  
Le Le Ma ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene compound 1a was synthesized and its photochromism were investigated. The compound exhibited good photochromism in solution and PMMA films with alternating irradiation by UV/Vis light, and the maxima absorption of its closed-ring isomer (1b) are 536 nm in hexane and 552 nm in PMMA films. The open-ring isomer of the diarylethene 1a exhibited relatively strong fluorescence at 441 nm when excited at 290 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. 1070-1073
Author(s):  
Hong Liang Liu ◽  
Gang Liu ◽  
Shi Qiang Cui ◽  
Wei Jun Liu

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.


2011 ◽  
Vol 197-198 ◽  
pp. 522-525
Author(s):  
Wei Jun Liu ◽  
Shou Zhi Pu ◽  
Duo Hua Jiang ◽  
Pei Jian Yan

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.


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 952 ◽  
pp. 96-99
Author(s):  
Hong Yan Xu ◽  
Xiao Rong Dong ◽  
Shou Zhi Pu

A new fluorescence switch molecule based on a photochromic diarylethene and a fluorene unit was designed and constructed successfully. The compound exhibited good photochromism in acetonitrile with alternating irradiation by UV/Vis light, and the maxima absorption of its closed-ring isomer (1b) are 565nm. The open-ring isomer of the diarylethene1aexhibited relatively strong fluorescence at 420 nm when excited at 290 nm. 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 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.


2013 ◽  
Vol 788 ◽  
pp. 190-193
Author(s):  
Hong Jing Jia ◽  
Shou Zhi Pu ◽  
Cong Bin Fan

A new unsymmetrical photochromic diarylethene1o, which is named 1-(2-methyl-benzothiophene)-2-(2,4-dimethyl-5-thiazoly) perfluorocyclopentene, was synthesized. In the meantime, its photochromic, kinetics and fluorescence properties were investigated in detail. The result indicated that this diarylethene had good thermal stability and exhibited reversible photochromism, changing the color from colorless to orange in hexane solution upon appropriate irradiation with 297 nm UV light, respectively. What is more, the kinetic experiments illustrated that the cyclization/cycloreversion process of this compound was determined to be the zeroth/first reaction. The fluorescence intensity of diarylethene decreased dramatically along with the photochromism from open-ring isomer to closed-ring isomer upon irradiation with UV light in hexane solution. In addition, the results demonstrated that the unsymmetrical diarylethene compound1o, which we have synthesized, had attractive properties for potential application in optical storage.


2012 ◽  
Vol 164 ◽  
pp. 247-250 ◽  
Author(s):  
Xiao Ting Li ◽  
Hui Li ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene, 1-(2,5-dimethyl-3-thienyl)-2-(2 -methyl-5-p-tolyl-3-thienyl)perfluorocyclopentene (1) was synthesized, and its photochromic and fluorescence properties were investigated. The results showed the compound exhibited good photochromism in hexane solution and in PMMA amorphous film with alternating irradiation by UV/Vis light, the maxima absorption of its closed-ring isomer 1c are 541 nm and 551 nm respectively. The open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 360 nm in hexane solution (5 × 10-5 mol/L) when excited at 305 nm. 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 1 in hexane increase from 1 × 10-6 mol/L to 1 × 10-3 mol/L, the fluorescence intensity of the open-ring isomer become strong first, then become weak


2013 ◽  
Vol 473 ◽  
pp. 93-96
Author(s):  
Hong Yan Xu ◽  
Ren Jie Wang ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene compound1awas synthesized and its photochromism were investigated, such as photochromism and kinetics in solution. The compound exhibited good photochromism in solution with alternating irradiation by UV/Vis light, and the maxima absorption of its closed-ring isomer1bare 515nm. The open-ring isomer of the diarylethene1aexhibited relatively strong fluorescence at 424 nm when excited at 280 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.


2011 ◽  
Vol 295-297 ◽  
pp. 224-227
Author(s):  
Ming Liu ◽  
Ren Jie Wang ◽  
Gang Liu

A new photochromic diarylethene compound, 1-(2-methyl-5-(2,4-difluorophenyl)-3-thienyl)-2-(2-cyanophenyl)perfluorocyclopentene (1a), was synthesized and its photochromism and photo-induced anisotropy was investigated. The results showed that this compound exhibited reversible photochromism, changing from colorless to purple after irradiation with UV light both in solution and in PMMA amorphous film. In hexane, the open-ring isomer of the diarylethene 1a exhibited relatively strong fluorescence at 459 nm when excited at 316 nm. The fluorescence intensity decreased along with the photochromism upon irradiation with 297 nm light and its closed-ring isomer showed weak fluorescence.


Sign in / Sign up

Export Citation Format

Share Document