Synthesis and properties of 1-(2-cyanophenyl)-2-[2-methyl-5-(3,5-difluorophenyl)-3-thienyl]perfluorocyclopentene

被引:0
作者
Xue, Dandan [1 ]
Pu, Shouzhi [1 ]
Sun, Zhiyuan [1 ]
机构
[1] Jiangxi Sci & Technol Normal Univ, Jiangxi Key Lab Organ Chem, Nanchang 330013, Peoples R China
来源
RESEARCH ON MATERIAL ENGINEERING AND MANUFACTURING ENGINEERING | 2014年 / 468卷
关键词
photochromic; diarylethene; fluorescence; DIARYLETHENE;
D O I
10.4028/www.scientific.net/AMM.468.87
中图分类号
TH [机械、仪表工业];
学科分类号
0802 ;
摘要
An unsymmetrical photochromic diarylethene was synthesized and its photochromism and fluorescent properties were investigated in detail. The compound exhibited remarkable photochromism, changing from colorless to violet after irradiation with 297 nm UV light, in which absorption maxima were observed at 535 rim in hexane and at 541 nm in PMMA amorphous films, respectively. The fluorescence intensity of diarylethene 1o decreased upon irradiation with 297 nm UV light, in which fluorescence peaks were observed at 448 rim in hexane and at 426 nm in PMMA amorphous films, respectively. And the modulation efficiency were 12% and 75% in both hexane and PMMA films.
引用
收藏
页码:87 / 90
页数:4
相关论文
共 14 条
[1]   Reversible near-infrared fluorescence switch by novel photochromic unsymmetrical-phthalocyanine hybrids based on bisthienylethene [J].
Chen, BZ ;
Wang, MZ ;
Wu, YQ ;
Tian, H .
CHEMICAL COMMUNICATIONS, 2002, (10) :1060-1061
[2]   Synthesis and photochromic properties of functional diarylethene with a 2,5-dihydrothiophene bridging unit [J].
Chen, Y ;
Zeng, DX ;
Fan, MG .
ORGANIC LETTERS, 2003, 5 (09) :1435-1437
[3]   Substituent position effect on the properties of isomeric photochromic diarylethenes bearing chlorine atoms [J].
Fan, Congbin ;
Pu, Shouzhi ;
Liu, Gang ;
Yang, Tianshe .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2008, 194 (2-3) :333-343
[4]  
Hoshino M., 1995, PHOTOCHEM PHOTOBIO A, V105, P75
[5]   Diarylethenes for memories and switches [J].
Irie, M .
CHEMICAL REVIEWS, 2000, 100 (05) :1685-1716
[6]   Reversible diastereoselective photocyclization of a diarylethene in a single-crystalline phase [J].
Kodani, T ;
Matsuda, K ;
Yamada, T ;
Kobatake, S ;
Irie, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (40) :9631-9637
[7]   Photophysics of closed- and open-ring isomers of a diarylethene with a carboxylic anchor group [J].
Kuehn, S. ;
Friede, S. ;
Zastrow, M. ;
Gahl, C. ;
Rueck-Braun, K. ;
Elsaesser, T. .
CHEMICAL PHYSICS LETTERS, 2012, 542 :94-98
[8]   1,2-Bis (3,5-dimethyl dithioene [3,2-b:2′,3′-d]thiophene-2-yl) perfluorocyclopentene: synthesis and photochromic reaction in solution and LB films [J].
Lin, Hui ;
Xu, Wei ;
Zhu, Daoben .
JOURNAL OF MATERIALS CHEMISTRY, 2010, 20 (05) :884-890
[9]   Efficient synthesis and properties of isomeric photochromic diarylethenes having a pyrrole unit [J].
Pu, Shouzhi ;
Liu, Gang ;
Shen, Liang ;
Xu, Jingkun .
ORGANIC LETTERS, 2007, 9 (11) :2139-2142
[10]   Ultimate diastereoselectivity in the ring closure of photochromic diarylethene possessing facial chirality [J].
Shiozawa, Tatsuya ;
Hossain, Mohammed K. ;
Ubukata, Takashi ;
Yokoyama, Yasushi .
CHEMICAL COMMUNICATIONS, 2010, 46 (26) :4785-4787