Synthesis and the effect of alkyl chain length on photochromic properties of diarylethene derivatives

被引:5
|
作者
Huang, Xiao-Qin [1 ]
Fan, Cong-Bin [1 ]
Liu, Gang [1 ]
Pu, Shou-Zhi [1 ]
机构
[1] Jiangxi Sci & Technol Normal Univ, Jiangxi Key Lab Organ Chem, Nanchang 330013, Jiangxi, Peoples R China
基金
中国国家自然科学基金;
关键词
Photochromism; Diarylethene; Alkyl chain length; Pyrrole and thiophene units; FATIGUE; DITHIENYLETHENES; MEMORIES; SENSOR;
D O I
10.1016/j.tet.2018.12.063
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new class of photochromic diarylethenes bearing pyrrole and thiophene units with different length of alkyl chains at 2-position of thiophene rings have been synthesized. Their characteristics, including photochromism and fatigue resistance were investigated systematically, and each diarylethene derivative showed good photochromic properties whether in solution or in PMMA films. The alkyl group moiety was connected directly to the central cyclopentene ring as a heteroaryl unit and availably participated in photoisomerization reaction. And some properties, for example, the conversion ratio in the photostationary state(PSS) and the absorption coefficient of the ring-closed isomers in acetonitrile were significantly affected by the alkyl chain length. The results revealed that substituents of alkyl chain played an important role in the photoisomerization process of diarylethenes. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码:784 / 790
页数:7
相关论文
共 50 条
  • [1] Synthesis and the effect of alkyl chain length on optoelectronic properties of diarylethene derivatives
    Zheng, Chunhong
    Pu, Shouzhi
    Xu, Jingkun
    Luo, Mingbiao
    Huang, Dechao
    Shen, Liang
    TETRAHEDRON, 2007, 63 (25) : 5437 - 5449
  • [2] Synthesis and photochromic properties of diarylethene derivatives
    Zhou, XH
    Zhang, FS
    Guo, HB
    SIXTH INTERNATIONAL SYMPOSIUM ON OPTICAL STORAGE (ISOS 2002), 2003, 5060 : 48 - 50
  • [3] Long alkyl chain effect on refractive index change in photochromic diarylethene derivatives polymethylmethacrylate films
    Yoshida, T
    Arishima, K
    Hoshino, M
    Ebisawa, F
    Sukegawa, K
    Ishikawa, A
    Kobayashi, T
    Hanazawa, M
    Horikawa, Y
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 212 : 239 - PMSE
  • [4] Synthesis of Bis-Thioacid Derivatives of Diarylethene and Their Photochromic Properties
    Aryal, Pramod
    Bietsch, Jonathan
    Grandhi, Gowri Sankar
    Chen, Richard
    Adhikari, Surya B.
    Sarabamoun, Ephraiem S.
    Choi, Joshua J.
    Wang, Guijun
    ACS OMEGA, 2024, 9 (48): : 47489 - 47499
  • [5] Synthesis of tetrathiafulvalene derivatives with photochromic diarylethene moieties
    Uchida, K
    Masuda, G
    Aoi, Y
    Nakayama, K
    Irie, M
    CHEMISTRY LETTERS, 1999, (10) : 1071 - 1072
  • [6] Synthesis and photochromic properties of novel diarylethene
    Li, GZ
    Pu, SZ
    Xu, JK
    Shen, L
    Xiao, Q
    Zhao, JQ
    ICO20: MATERIALS AND NANOSTRUCTURES, 2006, 6029
  • [7] Materials with Synthesis and Properties of photochromic diarylethene
    Xue, Yaming
    Sun, Fengxia
    Pu, Shouzhi
    MECHANICAL ENGINEERING, INTELLIGENT SYSTEM AND APPLIED MECHANICS, 2014, 473 : 89 - 92
  • [8] Synthesis and Photochromic Properties of a Novel Diarylethene Derivative
    Zheng, Chunhong
    Pu, Shouzhi
    Fan, Congbin
    Liu, Weijun
    ADVANCES IN MATERIALS SCIENCE-BOOK, 2011, 327 : 41 - +
  • [9] Synthesis and Properties of a Blue Photochromic Diarylethene Derivative
    Liu, Weijun
    Zhang, Caimei
    Pu, Shouzhi
    Cui, Shiqiang
    ADVANCED MANUFACTURING TECHNOLOGY, PTS 1, 2, 2011, 156-157 : 1639 - 1643
  • [10] Photochromic properties of diarylethene maleimide derivatives in polar solvents
    Yamaguchi, T
    Irie, M
    CHEMISTRY LETTERS, 2004, 33 (10) : 1398 - 1399