Functional organogel with α-cyanostilbene scaffold: Aggregation enhanced emission and picric acid sensing

被引:12
作者
Dahiwadkar, Rahul [1 ]
Murugan, Arumugavel [1 ]
Johnson, Delna [1 ]
Chakraborty, Rik [2 ]
Thiruvenkatam, Vijay [3 ]
Kanvah, Sriram [1 ]
机构
[1] Indian Inst Technol Gandhinagar, Dept Chem, Gandhinagar 382055, India
[2] Indian Inst Technol, Deparment Phys, Gandhinagar 382055, Gujarat, India
[3] Indian Inst Technol, Deparment Biol Engn, Gandhinagar 382055, Gujarat, India
关键词
Aggregation induced emission; Cyanostilbenes; Organogels; Nitro; -explosives; SOFT MATTER; DERIVATIVES;
D O I
10.1016/j.jphotochem.2022.114227
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of alkyl-substituted trifluoromethyl cyanostilbene derivatives were designed, synthesized, and evaluated for their photophysical properties and organogel formation. In water, the molecules exhibit excellent aggregation-induced emission (AIE) properties, and the fluorophores substituted with bis (3,5-trifluoromethyl groups) contribute to the formation of stable organo-gels in ethanol under ambient conditions. Scanning Electron Microscopy (SEM) images of the gels show fiber/rod-like morphology different from the anisotropic morphology obtained in the solution state. Single-crystal XRD reveals favorable non-covalent interactions that aid in forming stable organo-gels, and rheological studies indicate good stability of the orange. The organogels show promise in detecting nitro aromatic compounds such as picric acid both in gel-and sol-state.
引用
收藏
页数:10
相关论文
共 45 条
[1]  
Abdallah DJ, 2000, ADV MATER, V12, P1237
[2]   Personal Perspective on Understanding Low Molecular Weight Gels [J].
Adams, Dave J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (25) :11047-11053
[3]   Enhanced emission and its switching in fluorescent organic nanoparticles [J].
An, BK ;
Kwon, SK ;
Jung, SD ;
Park, SY .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (48) :14410-14415
[4]   Strongly fluorescent organogel system comprising fibrillar self-assembly of a trifluoromethyl-based cyanostilbene derivative [J].
An, BK ;
Lee, DS ;
Lee, JS ;
Park, YS ;
Song, HS ;
Park, SY .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (33) :10232-10233
[5]   π-Conjugated Cyanostilbene Derivatives: A Unique Self-Assembly Motif for Molecular Nanostructures with Enhanced Emission and Transport [J].
An, Byeong-Kwan ;
Gierschner, Johannes ;
Park, Soo Young .
ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (04) :544-554
[6]   Excited State Processes in Linear π-System-Based Organogels [J].
Babu, Sukumaran S. ;
Kartha, Kalathil K. ;
Ajayaghosh, Ayyappanpillai .
JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 2010, 1 (23) :3413-3424
[7]   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
[8]   Protonation- and electrostatic-interaction-based fluorescence probes for the selective detection of picric acid (2,4,6-trinitrophenol) - an explosive material [J].
Dhiman, Sukhvinder ;
Singla, Nancy ;
Ahmad, Manzoor ;
Singh, Prabhpreet ;
Kumar, Subodh .
MATERIALS ADVANCES, 2021, 2 (20) :6466-6498
[9]   OLEX2: a complete structure solution, refinement and analysis program [J].
Dolomanov, Oleg V. ;
Bourhis, Luc J. ;
Gildea, Richard J. ;
Howard, Judith A. K. ;
Puschmann, Horst .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2009, 42 :339-341
[10]   Supramolecular Hydrogelators and Hydrogels: From Soft Matter to Molecular Biomaterials [J].
Du, Xuewen ;
Zhou, Jie ;
Shi, Junfeng ;
Xu, Bing .
CHEMICAL REVIEWS, 2015, 115 (24) :13165-13307