Synthesis and Properties of a New Diarylethene Bearing Isoxazole Moieties

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.

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.


2014 ◽  
Vol 1003 ◽  
pp. 51-54
Author(s):  
Shui Jun Xia ◽  
Xiao Rong Dong ◽  
Gang Liu

A new symmetrical photochromic diarylethene, 1,2-bis-[2-methyl-5-(9,9-dibutyl-9H-fluorene) -3-thienyl] perfluorocyclopentene (1a), was synthesized and its optoelectronic properties, such as photochromism in solution and fluorescence were investigated. 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. The new diarylethene also exhibited relatively strong fluorescence by photoirradiation in solution and the fluorescence intensity decreased along with the photochromism upon irradiation 297 nm light and its closed-ring isomer showed almost no fluorescence.


2014 ◽  
Vol 952 ◽  
pp. 105-108
Author(s):  
Shi Qiang Cui ◽  
Feng Xia Sun ◽  
Shou Zhi Pu

A new unsymmetrical photochromic diarylethene compound, 1-(2-methyl-3-benzofuranyl)-2-[2-methyl-5-(2-methyl-6-pyridyl)-3-thienyl] perfluorocyclopentene (1o), was synthesized and its photochemical, fluorescence properties were investigated systematically both in solution and PMMA amorphous film. The photochromic reaction kinetics results indicated that the cyclization processes of1obelong to the zeroth order reaction and the cycloreversion process belong to the first order reaction.


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.


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.


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.


2013 ◽  
Vol 763 ◽  
pp. 53-56
Author(s):  
Hai Chang Ding ◽  
Chun Hong Zheng ◽  
Gang Liu

A new unsymmetrical photochromic diarylethene 1-(2-methyl-benzothiophenyl) - 2-((5-(9, 9-dibutyl-fluorenyl)-2-methylthiophen-3-yl)) perfluoroncyclopentene (1o), was synthesized and its optoelectronic properties, such as photochromism in solution as well as in poly-methylmethacrylate (PMMA) amorphous films and fluorescence were investigated. The photochromic reaction kinetics indicated that the cyclization process of 1o belongs to the zeroth order reaction and the cycloreversion process belongs to the first order reaction. When the concentration at 5 × 10-5 mol/L the fluorescence peak have the maximum.


2011 ◽  
Vol 474-476 ◽  
pp. 1561-1564
Author(s):  
Tao Feng Wang ◽  
Shou Zhi Pu ◽  
Shi Qiang Cui

A new photochromic diarylethene of bis(3-methyl-2-thienyl)ethene and bis(2-methyl-3- benzofuran)ethene was synthesized. Its photochromic, fluorescent and optical strorage properties were investigated. The compounds exhibited remarkable photochromism both in solution and in PMMA film. In hexane, the open-ring isomer of the diarylethene 1 exhibited relatively strong and clear fluorescent switches when excited at 270 nm. The fluorescence intensity declined along with the photochromism upon irradiation with 297 nm light. The results showed that the cyclization/cycloreversion process of the compound was determined to be the zeroth/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 707 ◽  
pp. 52-55
Author(s):  
Ya Ming Xue ◽  
Ren Jie Wang ◽  
Shou Zhi Pu

An unsymmetrical photochromic diarylethene1o, which is named 1-[2-methyl-3-benzofuran]-2-[2-methyl-5-(4-pentylphenyl)-3-thienyl] perfluorocyclopentene, has been synthesized, and its properties including photochromism and fluorescence have been investigated. The compound exhibited remarkable photochromism, changing from colorless to light pink after irradiation with 297 nm UV light. The photochromic reaction kinetics was studied in solution and their cyclization/cycloreversion processes belong to zeroth/first order reaction in acetonitrile.


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