Efficient Synthesis, Properties of a Novel Unsymmetrical Photochromic Diarylethene Based on Benzothiophene and Thienyl Group

2012 ◽  
Vol 455-456 ◽  
pp. 13-16
Author(s):  
Duo Hua Jiang ◽  
Gang Liu ◽  
Wei Jun Liu

An unsymmetrical diarylethene derivative was synthesized, and 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 548 nm in hexane and at 558 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. The PMMA film of the diarylethene 1a exhibited relatively strong fluorescence at 413 nm when excited at 311 nm. The fluorscence intensity is highest at the concentration of 1.0×10-4 mol/L when excited at 311 nm.

2011 ◽  
Vol 327 ◽  
pp. 49-52
Author(s):  
Duo Hua Jiang ◽  
Gang Liu ◽  
Wei Jun Liu

An unsymmetrical diarylethene derivative was synthesized and 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 524 nm in hexane and at 532 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. The PMMA film of the diarylethene 1a exhibited relatively strong fluorescence at 415 nm when excited at 318 nm. The fluorscence intensity is highest at the concentration of 1.0×10-4 mol/L when excited at 300 nm.


2011 ◽  
Vol 239-242 ◽  
pp. 843-846
Author(s):  
Duo Hua Jiang ◽  
Wei Ping Wang ◽  
Shou Zhi Pu ◽  
Wei Jun Liu

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, and its absorption maxima were observed at 497 nm in hexane and at 510 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 408 nm when excited at 361 nm.


2012 ◽  
Vol 164 ◽  
pp. 280-283
Author(s):  
Wei Jun Liu ◽  
Wei Ping Wang ◽  
Duo Hua Jiang ◽  
Gang Liu

An unsymmetrical diarylethene derivative was synthesized, and 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 574 nm in hexane and at 579 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. The diarylethene 1a in hexane solution exhibited relatively strong fluorescence at 413 nm when excited at 322 nm. The fluorscence intensity is highest at the concentration of 1.0×10-4 mol/L when excited at 322 nm.


2011 ◽  
Vol 239-242 ◽  
pp. 1605-1608
Author(s):  
Duo Hua Jiang ◽  
Wei Ping Wang ◽  
Shou Zhi Pu ◽  
Wei Jun Liu

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, and its absorption maxima were observed at 497 nm in hexane and at 510 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 408 nm when excited at 361 nm.


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.


2012 ◽  
Vol 602-604 ◽  
pp. 892-895
Author(s):  
Gang Liu ◽  
Long Liang ◽  
Duo Hua Jiang

An unsymmetrical diarylethene derivative was synthesized, and 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 599 nm in hexane and at 609 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 light in PMMA. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 419 nm when excited at 309 nm. The fluorescence intensity is highest at the concentration of 5.0×10-5 mol/L when excited at 309 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.


2012 ◽  
Vol 490-495 ◽  
pp. 3722-3725 ◽  
Author(s):  
Duo Hua Jiang ◽  
Gang Liu ◽  
Wei Jun Liu ◽  
Shi Qiang Cui

An unsymmetrical diarylethene derivative bearing both phenyl and benzofuranyl, in which a trifluoromethyl 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, and its absorption maxima were observed at 498 nm in hexane and at 505 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. In hexane solution, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 419 nm when excited at 330 nm


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.


2011 ◽  
Vol 474-476 ◽  
pp. 1519-1522
Author(s):  
Wei Jun Liu ◽  
Yan Lu ◽  
Shou Zhi Pu

A novel unsymmetrical diarylethene derivative bearing both phenyl and thiophene moieties, in which a chlorine 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, and its absorption maxima were observed at 541 nm in hexane and at 550 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 462 nm when excited at 316 nm.


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