Synthesis, Photochromism and Fluorescent Switch of 1-(2-methyl-1-benzofuran-3-yl)-2-(2-methyl-5-(4-benzylamine)-3-thienyl)) perfluorocyclopentene

2014 ◽  
Vol 1003 ◽  
pp. 47-50 ◽  
Author(s):  
Zhao Yan Tian ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu
Keyword(s):  
Response Time ◽  
Ring Opening ◽  
Color Change ◽  
Uv Light ◽  
Amorphous Film ◽  
Acetonitrile Solution ◽  
Fluorescent Properties ◽  
Photochromic Behavior ◽  
Fluorescent Switch ◽  
Ring Opening Reaction

A photochromic diarylethene of 1-(2-methyl-1-benzofuran-3-yl)-2-(2-methyl-5-(4-benzylamine)-3-thienyl)) perfluorocyclopentene was synthesized and characterized. Upon irradiation with UV light with the extended response time, the diarylethene underwent a ring opening reaction to produce opened forms and color change both in solution and in a PMMA amorphous film. Its properties, including photochromic behavior and fluorescent properties have been investigated. The results showed the compound exhibited good photochromism in acetonitrile solution and in PMMA amorphous film.

Synthesis and Properties of [1-(3,5-dimethyl-4-iodoisoxazole)-2-(2-methyl-(5-ethynyl)trimethylsilane-3-thienyl)perfluorocyclopentene

2014 ◽  
Vol 707 ◽  
pp. 44-47
Author(s):  
Zhao Yan Tian ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu
Keyword(s):  
Response Time ◽  
Ring Opening ◽  
Color Change ◽  
Uv Light ◽  
Order Reaction ◽  
Acetonitrile Solution ◽  
Fluorescent Properties ◽  
Photochromic Behavior ◽  
First Order ◽  
Ring Opening Reaction

A photochromic diarylethene of [1-(3,5-dimethyl-4-iodoisoxazole)-2-(2-methyl-(5-ethynyl) trimethylsilane-3-thienyl) perfluorocyclopentene (1o) was synthesized and characterized. Its properties, including photochromic behavior and fluorescent properties have been investigated. Upon irradiation with UV light with the extended response time, the diarylethene underwent a ring opening reaction to produce closed forms and color change in solution. The results showed the compound exhibited good photochromism in acetonitrile solution. The kinetic experiments showed that the cyclization and cycloreversion processes were zeroth and first order reaction, respectively. Moreover, diarylethene1oalso exhibited obviously fluorescence switches along with the photochromism.

Synthesis and Properties of 1-(3,5-dimethyl-4-isoxazole)-2-(2-methyl-(5-ethynyl)-3-thienyl)perfluorocyclopentene

2014 ◽  
Vol 1078 ◽  
pp. 82-85
Author(s):  
Mei Li Cai ◽  
Zhao Yan Tian ◽  
Shi Qiang Cui ◽  
Shou Zhi Pu
Keyword(s):  
Response Time ◽  
Ring Opening ◽  
Color Change ◽  
Uv Light ◽  
Order Reaction ◽  
First Order Reaction ◽  
Fluorescence Properties ◽  
First Order ◽  
Ring Opening Reaction ◽  
Hexane Solution

A new photochromic diarylethene of 1-(3,5-dimethyl-4-isoxazole)-2- (2-methyl-(5-ethynyl)-3-thienyl) perfluorocyclopentene (1o) was synthesized. Its photochromic and fluorescence properties were investigated systematically. Upon irradiation with UV light with the extended response time, the diarylethene underwent a ring opening reaction to produce closed forms and color change in solution. The results showed the compound exhibited good photochromism in hexane solution. The kinetic experiments showed that the cyclization and cycloreversion processes were zeroth and first order reaction, respectively. Moreover, diarylethene1oalso exhibited obviously fluorescence switches along with the photochromism.

Synthesis and Property of a New Photochromic Diarylethene Bearing Thiophene and a Six-Membered Aryl Unit

2011 ◽  
Vol 197-198 ◽  
pp. 448-451 ◽  
Author(s):  
Hong Liang Liu ◽  
Shou Zhi Pu ◽  
Hui Li ◽  
Gang Liu
Keyword(s):  
Fluorescence Intensity ◽  
Uv Light ◽  
Amorphous Film ◽  
Solution Concentration ◽  
Fluorescent Properties ◽  
Strong Fluorescence ◽  
Photochromic Behavior

A novel photochromic diarylethene based on thiophene and a six-membered aryl moieties 1-[(2-methyl-5-(p-methylphenyl)-3-thienyl)]-2-[(2-trifluoromethylphenyl)]perfluorocyclopentene(1a) has been synthesized. Its properties, including photochromic behavior and fluorescent properties, have been 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. The fluorescence intensity decreased along with the increase of solution concentration. The diarylethene exhibited relatively strong fluorescence at different solvent.

Study on Photochromic Materials with a Novel Photochromic Diarylethene use for Polarization Holographic Recording

2013 ◽  
Vol 763 ◽  
pp. 61-64 ◽  
Author(s):  
Shang Hua He ◽  
Gang Liu ◽  
Shi Qiang Cui
Keyword(s):  
Fluorescence Spectra ◽  
Uv Light ◽  
Amorphous Film ◽  
Quantum Yields ◽  
Holographic Recording ◽  
Pmma Film ◽  
Recording Medium ◽  
Fluorescent Properties ◽  
Image Recording ◽  
Photochromic Materials

A novel unsymmetrical photochromic diarylethene 1-(2, 5-dimethyl-3-thienyl)-2-[2-methyl-5-(2,2-dibutylfluorene)-3-thienyperfluorocyclo-pentene (1o) was synthesized and its photochromic and fluorescent properties were investigated. Diarylethene 1 changed the color from colorless to hyacinthine upon irradiation with 297 nm UV light, in which absorption maxima were observed at 554 nm in hexane and at 565 nm in PMMA amorphous film, respectively. This new photochromic system also exhibited remarkable fluorescence intensity both in solution and in PMMA film. The fluorescence spectra showed a systematic red-shift with the emission intensity of diarylethene 1 in a photo-stationary state was quenched to ca. 64%. The cyclization and cycloreversion quantum yields of 1 in hexane were determined to be 0.56 and 0.002. Polarization multiplexed image recording can be carried out in this diarylethene 1c/PMMA film as recording medium film.

Efficient Synthesis and Properties of a Photochromic Diarylethene Bearing Thiophene and Isoxazole Moieties

2011 ◽  
Vol 295-297 ◽  
pp. 1070-1073
Author(s):  
Hong Liang Liu ◽  
Gang Liu ◽  
Shi Qiang Cui ◽  
Wei Jun Liu
Keyword(s):  
Uv Light ◽  
Amorphous Film ◽  
Optical Storage ◽  
Efficient Synthesis ◽  
Fluorescent Properties ◽  
Strong Fluorescence ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Fluorescence Switching

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.

A New Unsymmetrical Diarylethene for Reversible Holographic Recording

2010 ◽  
Vol 156-157 ◽  
pp. 655-659 ◽  
Author(s):  
Pei Jian Yan ◽  
Zhi Peng Tong ◽  
Shou Zhi Pu ◽  
Wei Jun Liu
Keyword(s):  
High Spatial Resolution ◽  
Uv Light ◽  
Amorphous Film ◽  
Optical Recording ◽  
Holographic Recording ◽  
Pmma Film ◽  
Recording Medium ◽  
Fluorescent Properties ◽  
Fluorescence Switching ◽  
High Photosensitivity

A novel photochromic diarylethene, 1-(2-ethyl-benzothiophen-3-yl)-2-(2-methyl-5-(2-cyanophenyl)thien-3-yl)perfluorocyclopentene(1o) was synthesized, and its photochromic and fluorescent properties were investigated. This compound exhibited reversible photochromism, changing from colorless to purle 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. When we used diarylethene 1c/PMMA film as recording medium, rewritable holographic optical storage was performed successfully. The results demonstrated that the diarylethene compound had attractive properties for polarization holographic optical recording, such as high photosensitivity, high spatial resolution, excellent fatigue-resistance.

Synthesis and Photochromism Studies of 1-(2-methyl-3-benzofuran)-2-[2-methyl-5-naphthyl-3-thienyl]perfluorocyclopentene

2014 ◽  
Vol 1078 ◽  
pp. 86-89
Author(s):  
Xiao Rong Dong ◽  
Hong Yan Xu ◽  
Shou Zhi Pu
Keyword(s):  
Absorption Band ◽  
Uv Light ◽  
Amorphous Film ◽  
Order Reaction ◽  
Pmma Film ◽  
Zeroth Order ◽  
Fluorescent Properties ◽  
Visible Absorption ◽  
First Order ◽  
Photochromic Reaction

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.

Photochromic Kinetics of a Diarylethene Bearing an Azido Moiety in Solution and in PMMA Amorphous Film

2013 ◽  
Vol 473 ◽  
pp. 69-72
Author(s):  
Le Le Ma ◽  
Shui Jun Xia ◽  
Gang Liu
Keyword(s):  
Uv Light ◽  
Amorphous Film ◽  
Strong Fluorescence ◽  
Fluorescent Switch ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Kinetics Of

A new photoinduced fluorescent switch based on a photochromic diarylethene, 1-(2-methyl-3-benzothiophenyl)-2-[2-methyl-5-(4-azidomethylphenyl)-3-thienyperfluorocyclope-ntene was synthesized and its photochromism was investigated. The results showed that this compound exhibited reversible photochromism, changing from colorless to purple upon irradiation with UV light both in solution and in PMMA amorphous film. In acetonitrile, the open-ring isomer of the diarylethene1oexhibited relatively strong fluorescence at 473 nm when excited at 320 nm. The results demonstrated that the diarylethene can be also functioned as a fluorescence switch.

Photocatalytic Degradation of Carbaryl over Novel MWNT-TiO2 Nanocomposite under Visible Light Irradiation

2011 ◽  
Vol 233-235 ◽  
pp. 476-480
Author(s):  
Ke Dai ◽  
Hai Bo Chen ◽  
Xu Li ◽  
Hao Chen ◽  
Qiao Yun Huang
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Ring Opening ◽  
Uv Light ◽  
Light Irradiation ◽  
Photodegradation Efficiency ◽  
Uv Light Irradiation ◽  
Ring Opening Reaction ◽  
Visible Light Driven ◽  
Direct Growth

The MWNT-TiO2nanocomposite was synthesized via direct growth of TiO2nanoparticles on the surface of the functionalized MWNTs by the hydrothermal treatment and utilized as the photocatalyst in the carbaryl degradation under both visible light and UV light irradiation. Visible-light-driven activity and enhanced UV-light-driven activity are both achieved as the composite MWNTs with TiO2can efficiently enhance the light absorption and charge separation and then photocatalytic activity. The photodegradation efficiency of carbaryl was examined by HPLC and IC techniques, which demonstrates that carbaryl can be readily degraded under visible light irradiation. Based on the obtained experimental results, assisted with the computer simulation of carbaryl molecule on PM3 level, it is presumed that the degradation of carbaryl starts with the break of N21-C23 and C19-N21 bonds and ends in the generation of naphthalen-1-ol before the ring-opening reaction.

Synthesis and Properties Study of 1-(2,4-dimethoxyl-5-pyrimidinyl)-2-[2-methyl-5-(4-n-pentylbenzene)-3-thienyl] Perfluorocyclopentene

2014 ◽  
Vol 952 ◽  
pp. 75-78
Author(s):  
Jing Jing Liu ◽  
Hong Jing Jia ◽  
Shou Zhi Pu
Keyword(s):  
Uv Light ◽  
Initial Increase ◽  
Pmma Film ◽  
Fluorescent Properties ◽  
Dramatic Decrease ◽  
Photochromic Behavior ◽  
Pyrimidine Moiety

A novel photochromic diarylethene based on a six-membered pyrimidine moiety 1-(2,4-dimethoxyl-5-pyrimidinyl)-2-[2-methyl-5-(4-n-pentylbenzene)-3-thienyl] perfluorocyclopent-ene has been synthesized. Its properties, including photochromic behavior and fluorescent properties, have been investigated. The compounds exhibited remarkable photochromism, changing from colorless to red after irradiation with UV light both in solution and in PMMA film. The fluorescence had a remarkable initial increase with subsequent dramatic decrease with increasing concentration. The results indicated that the pyrimidine moiety played a very important role during the process of photoisomerization reactions.

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