Synthesis of a New Photochromic Compound for Optical Storage

2010 ◽  
Vol 156-157 ◽  
pp. 462-466
Author(s):  
Shi Qiang Cui ◽  
Shou Zhi Pu ◽  
Gang Liu ◽  
Wei Jun Liu

A new photochromic compound 1-[2,5-dimethyl-3-thienyl]-2-[2-methyl-5-pyridine-3-yl-3-thieyl] perfluoroyclopentene(1a) was synthesized, its photochromic properties were examined, the result indicated that the color of the compound 1a changed from colorless to a purple one upon irradiation with 297 nm UV light, a new absorption maxima were observed at 549 and 553 nm in hexane and PMMA film, respectively. The the photochromic reaction kinetics indicated that the cyclization processes of 1 belong to the zeroth order reaction and the cycloreversion process belong to the first order reaction.This new photochromic system also exhibited remarkable optical storage character.

2012 ◽  
Vol 583 ◽  
pp. 105-108
Author(s):  
Shi Qiang Cui ◽  
Yan Hua Yang ◽  
Shou Zhi Pu

Photochromism; Diarylethene materials; Fluorecence; Reaction kinetics. Abstract. A new unsymmetrical photochromic diarylethene, 1-(2-methyl-5-phenyl-3-thienyl)-2-[2-methyl-5-(4-formyl-phenyl)-3-thienyl]perfluorocyclopentene (1a), was synthesized, and its photochromic properties and reaction kinetics were investigated, respectively. The compound exhibited good photochromism both in solution and in PMMA film with alternating irradiation by UV/Vis light. The cyclization processes of compound 1a belong to the zeroth order reaction, while the cycloreversion processes belong to the first order reaction. The optical recording results indicated that the new photochromic diarylethene can be applied in high capacity optical storage.


2014 ◽  
Vol 886 ◽  
pp. 143-146
Author(s):  
Xiao Rong Dong ◽  
Sha Sha Wei ◽  
Gang Liu ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene compound, 1-(2-methyl-3-benzothiophene)-2-[2-methyl-5-(4-aminomethanephenyl)-3-thienyperfluorocyclopentene (1a) was synthesized, its photochromic properties were examined, the result indicated that the Diarylethene 1a changed the color from colorless to purple upon irradiation with 297 nm UV light, in which absorption maxima were observed at 564 in acetonitrile. 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. This new photochromic system also exhibited fluorescence switching in acetonitrile solution.


2012 ◽  
Vol 455-456 ◽  
pp. 33-36
Author(s):  
Ren Jie Wang ◽  
Hong Ying Xia ◽  
Gang Liu ◽  
Shi Qiang Cui

A new class of diarylethenes based on a hybrid structure of thiophene and naphthalene has been developed and its properties including photochromism, kinetics and fluorescence were investigated in detail. The results showed that the compound exhibited obvious photochromism, changing from colorless to red after irradiation with 297 nm UV light both in solution and in PMMA film. The kinetic experiments indicated that the cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction in hexane solution. At last, the results demonstrated that the diarylethene compound had attractive properties for potential application in optical storage.


2012 ◽  
Vol 490-495 ◽  
pp. 3733-3737
Author(s):  
Shu Hong Jing ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui

A new photochromic diarylethene compound, 1-(2,4-dimethoxy-5-pyrimidine)-2-[2-methyl-5-(3-pyridine)-3-thienyl]perfluorocyclopentene(1a), was synthesized, and its photochromic reactivity, fluorescent and electrochemical property were also investigated. Diarylethene 1a changed the color from colorless to pink upon irradiation with UV light, in which absorption maxima were observed at 520 and 519 nm in hexane and PMMA film, respectively. The the photochromic reaction kinetics indicated that the cyclization processes of 1 belong to the zeroth order reaction and the cycloreversion process belong to the first order reaction. This new photochromic system also exhibited remarkable fluorescence switching in hexane solution and this new photochromic system also exhibited remarkable optical storage character.


2014 ◽  
Vol 1078 ◽  
pp. 86-89
Author(s):  
Xiao Rong Dong ◽  
Hong Yan Xu ◽  
Shou Zhi Pu

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.


2014 ◽  
Vol 952 ◽  
pp. 79-83
Author(s):  
Feng Xia Sun ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene compound, 1-(2-Methyl-3-benzothiophene)-2-(5-(4-ethynyl)-2-methylthiophen-3-yl)Perfluorocyclopentene (1o),was synthesized and its photochemical, fluorescence properties were investigated systematically both in solution and PMMA amorphous film. The results showed that this compound exhibited reversible photochromism, changing from colorless to pink after irradiation with 297 nm UV light both in solution and in PMMA amorphous film. The photochromic reaction kinetics indicated that the cyclization processes of 1 belong to the zeroth order reaction and the cycloreversion process belong to the first order reaction.


2013 ◽  
Vol 763 ◽  
pp. 69-73
Author(s):  
Hui Li ◽  
Yuan Ming Tu ◽  
Gang Liu

A new unsymmetrical photochromic diarylethene bearing an isoxazole moiety was developed, and its properties, including photochromism, photochromic reaction kinetics, and fluorescence properties were investigated systematically. The compound exhibited remarkable photochromism and functioned as a fluorescent photoswitch both in solution and in PMMA films. The results illustrated that the cyclization processes of diarylethene 1 belong to the zeroth order reaction when open-ring isomers changed to closed-ring isomers and the cycloreversion process belong to the first order reaction. Inaddition, using this diarylethene 1c as optical storage was performed successfully.


2013 ◽  
Vol 327 ◽  
pp. 73-77 ◽  
Author(s):  
Feng Xia Sun ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui

A novel unsymmetrical photochromic diarylethene, 1-[2-methyl-5-(3,5-difluorophenyl)- 3-thienyl]-2-(2-methyl-5-formyl-3-thienyl) perfluorocyclopentene (1) has been synthesized. Its photochromic and properties have been investigated in detail. Specifically, photochromism in solution and in polymethylmethacrylate (PMMA) amorphous films were studied. 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 photochromic reaction kinetics indicated that the cyclization processes of 1 belong to the zeroth order reaction and the cycloreversion process belong to the first order reaction. In addition, photomode rewritable optical storage using 1b was performed. The images demonstrated that the compound can be used as optical storage material.


2014 ◽  
Vol 1003 ◽  
pp. 15-18
Author(s):  
Xiao Rong Dong ◽  
Ren Jie Wang ◽  
Gang Liu ◽  
Shou Zhi Pu

A new class of unsymmetrical photochromic diarylethene bearing an isoxazole moiety was synthesized. Its photochemical properties, including photochromic behavior and kinetics, have been investigated systematically. The result indicated that the Diarylethene1achanged the color from colorless to pink irradiation with 297 nm UV light, in which absorption maxima were observed at 522 nm in hexane. The photochromic reaction kinetics indicated that the cyclization processes of1abelong to the zeroth order reaction and the cycloreversion process belong to the first order reaction.


2014 ◽  
Vol 1003 ◽  
pp. 55-58
Author(s):  
Dan Dan Xue ◽  
Guan Ming Liao ◽  
Chun Hong Zheng ◽  
Shou Zhi Pu

A new photochromic diarylethene compound bearing a rhodamine B unit, 1-(2-methyl-3-benzofuryl)-2-{2-methyl-5-[4-formyloxyethyl (rhodamine-B)] phenyl-3-thienyl} perfluorocyclopentene (1o) was synthesized, and its photochromic properties such as photochromism in solution as well as in a polymethylmethacrylate (PMMA) amorphous film were investigated specfically. 1o exhibits good photochromism upon alternating irradiation with UV light and visible light (> 510 nm) in hexane and a PMMA film. The kinetic experiments showed that the cyclization and cycloreversion processes were zeroth and first order reaction, respectively.


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