Novel organogel harnessing Excited-State Intramolecular Proton Transfer process with aggregation induced emission and photochromism

被引:28
作者
Luo, Miao [1 ]
Wang, Sheng [1 ]
Wang, Meiling [1 ]
Huang, Shaorong [1 ]
Li, Chengpeng [1 ]
Chen, Lin [2 ]
Ma, Xiang [2 ]
机构
[1] Lingnan Normal Univ, Sch Chem & Chem Engn, Coll Basic Educ, Zhanjiang 524037, Guangdong, Peoples R China
[2] E China Univ Sci & Technol, Key Lab Adv Mat & Inst Fine Chem, Meilong Rd 130, Shanghai 200237, Peoples R China
关键词
Aggregation-induced emission; Tetraphenylethylene derivatives; Organogelator; Salicylideneaniline; Photochromism; ENHANCED FLUORESCENCE EMISSION; HOST-GUEST INTERACTIONS; AQUEOUS-SOLUTION; SUPRAMOLECULAR POLYMERS; CIRCULAR-DICHROISM; PHASE-TRANSITION; HELICAL RIBBON; TETRAPHENYLETHYLENE; DERIVATIVES; BEHAVIOR;
D O I
10.1016/j.dyepig.2016.04.036
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Two novel aggregation-induced emission compounds harnessing Excited-State Intramolecular Proton Transfer process based on salicylideneaniline derived from tetraphenylethylene and cholesterol moieties were synthesized and characterized. One of the compounds could gelate in cyclohexane exhibiting gelation-induced enhanced emission and the emission intensities can be reversibly changed with the gel-solution transition by alternate cooling and heating. Moreover, this compound showed photochromic behavior both in gel and solid states under UV light irradiation due to the loose packing of the molecules and permitting the molecule to rotate, which may be a potential candidate for external stimuli responsive materials through tuning the self-assembly process of the functional gelator. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:48 / 57
页数:10
相关论文
共 60 条
[1]   Tuning Microstructures in Organogels: Gelation and Spectroscopic Properties of Mono- and Bis-cholesterol-Linked Diphenylbutadiene Derivatives [J].
Abraham, Shibu ;
Vijayaraghavan, Ratheesh K. ;
Das, Suresh .
LANGMUIR, 2009, 25 (15) :8507-8513
[2]  
[Anonymous], 2008, ANGEWANDTE CHEM, DOI [10.1002/ange.200703946, DOI 10.1002/ANGE.200703946]
[3]   Functional π-Gelators and Their Applications [J].
Babu, Sukumaran Santhosh ;
Praveen, Vakayil K. ;
Ajayaghosh, Ayyappanpillai .
CHEMICAL REVIEWS, 2014, 114 (04) :1973-2129
[4]   Emission Enhancement and Chromism in a Salen-Based Gel System [J].
Chen, Peng ;
Lu, Ran ;
Xue, Pengchong ;
Xu, Tinghua ;
Chen, Guojun ;
Zhao, Yingying .
LANGMUIR, 2009, 25 (15) :8395-8399
[5]   Multicolor Tunable Emission from Organogels Containing Tetraphenylethene, Perylenediimide, and Spiropyran Derivatives [J].
Chen, Qun ;
Zhang, Deqing ;
Zhang, Guanxin ;
Yang, Xingyuan ;
Feng, Yu ;
Fan, Qinghua ;
Zhu, Daoben .
ADVANCED FUNCTIONAL MATERIALS, 2010, 20 (19) :3244-3251
[6]   A Thermoreversible and Proton-Induced Gel-Sol Phase Transition with Remarkable Fluorescence Variation [J].
Chung, Jong Won ;
An, Byeong-Kwan ;
Park, Soo Young .
CHEMISTRY OF MATERIALS, 2008, 20 (21) :6750-6755
[7]   Aggregation-induced and crystallization-enhanced emissions of 1,2-diphenyl-3,4-bis(diphenylmethylene)-1-cyclobutene [J].
Dong, Yongqiang ;
Lam, Jacky W. Y. ;
Qin, Anjun ;
Sun, Jiaxin ;
Liu, Jianzhao ;
Li, Zhen ;
Sun, Jingzhi ;
Sung, Herman H. Y. ;
Williams, Ian D. ;
Kwok, Hoi Sing ;
Tang, Ben Zhong .
CHEMICAL COMMUNICATIONS, 2007, (31) :3255-3257
[8]   Multistimuli-Responsive Benzothiadiazole-Cored Phenylene Vinylene Derivative with Nanoassembly Properties [J].
Dou, Chuandong ;
Chen, Dong ;
Iqbal, Javed ;
Yuan, Yang ;
Zhang, Hongyu ;
Wang, Yue .
LANGMUIR, 2011, 27 (10) :6323-6329
[9]   Multiphotochromic molecular systems [J].
Fihey, Arnaud ;
Perrier, Aurelie ;
Browne, Wesley R. ;
Jacquemin, Denis .
CHEMICAL SOCIETY REVIEWS, 2015, 44 (11) :3719-3759
[10]   Photochromism and thermochromism of Schiff bases in the solid state: structural aspects [J].
Hadjoudis, E ;
Mavridis, IM .
CHEMICAL SOCIETY REVIEWS, 2004, 33 (09) :579-588