Synthesis of C3-Symmetric Triazine-Based Derivatives: Study of their AIEE, Mechanochromic Behaviors, and Detection of Picric Acid and Uric Acid in Aqueous Medium

被引:7
作者
Muniyasamy, Harikrishnan [1 ]
Chinnadurai, Chithiraikumar [1 ]
Nelson, Malini [1 ]
Veeramanoharan, Ashokkumar [1 ]
Sepperumal, Murugesan [1 ]
Ayyanar, Siva [1 ]
机构
[1] Madurai Kamaraj Univ, Sch Chem, Dept Inorgan Chem, Supramol & Organometall Chem Lab, Madurai 625021, Tamil Nadu, India
关键词
AGGREGATION-INDUCED EMISSION; INTRAMOLECULAR CHARGE-TRANSFER; HIGHLY SELECTIVE DETECTION; HOLE TRANSPORT MATERIALS; PEROVSKITE SOLAR-CELLS; WHITE-LIGHT EMISSION; PHOTOPHYSICAL PROPERTIES; TRACE DETECTION; FLUORESCENCE; SOLVENT;
D O I
10.1021/acs.iecr.1c00827
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
A smart accessible D-A with a tripod shape of triazine derivatives such as TZOME, TZSET, and TZNET was synthesized through simple Suzuki-Miyaura coupling and cyano cyclization reaction. Remarkably, TZNET has excellent optical properties compared to TZOME and TZSET. In particular, TZNET exhibits enhanced emission, induced through aggregation and mechanochromic luminescence. More interestingly, AIEE-fluorescent TZNET has a turnoff fluorescence sensor for picric acid with an LOD of 203 nM and a turn-on sensor for uric acid with an LOD of 209 nM. To the best of our knowledge, this is the first dual-coupled sensor for picric acid and uric acid in an aqueous medium.
引用
收藏
页码:7987 / 7997
页数:11
相关论文
共 73 条
[1]   V-Shaped 4,6-Bis(arylvinyl)pyrimidine Oligomers: Synthesis and Optical Properties [J].
Achelle, Sylvain ;
Nouira, Ines ;
Pfaffinger, Bernd ;
Ramondenc, Yvan ;
Ple, Nelly ;
Rodriguez-Lopez, Julian .
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (10) :3711-3717
[2]   Theoretical Investigation of Hole Transporter Materials for Energy Devices [J].
Alberga, Domenico ;
Mangiatordi, Giuseppe Felice ;
Labat, Frederic ;
Ciofini, Ilaria ;
Nicolotti, Orazio ;
Lattanzi, Gianluca ;
Adamo, Carlo .
JOURNAL OF PHYSICAL CHEMISTRY C, 2015, 119 (42) :23890-23898
[3]   URIC-ACID PROVIDES AN ANTIOXIDANT DEFENSE IN HUMANS AGAINST OXIDANT-CAUSED AND RADICAL-CAUSED AGING AND CANCER - A HYPOTHESIS [J].
AMES, BN ;
CATHCART, R ;
SCHWIERS, E ;
HOCHSTEIN, P .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1981, 78 (11) :6858-6862
[4]  
Ashokkumar B., 2021, J MOL LIQ, V334
[5]   Porous material for absorption and luminescent detection of aromatic molecules in water [J].
Bai, Y ;
He, GJ ;
Zhao, YG ;
Duan, CY ;
Dang, DB ;
Meng, QJ .
CHEMICAL COMMUNICATIONS, 2006, (14) :1530-1532
[6]   Triphenylamino -Cyanovinyl- and Cyanoaryl-Based Fluorophores: Solvatochromism, Aggregation-Induced Emission and Electrochemical Properties [J].
Balasaravanan, Rajendiran ;
Sadhasivam, Velu ;
Sivaraman, Gandhi ;
Siva, Ayyanar .
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 5 (03) :399-410
[7]   Mercury-Modulated Supramolecular Assembly of a Hexaphenylbenzene Derivative for Selective Detection of Picric Acid [J].
Bhalla, Vandana ;
Kaur, Sharanjeet ;
Vij, Varun ;
Kumar, Manoj .
INORGANIC CHEMISTRY, 2013, 52 (09) :4860-4865
[8]   Self-Assembled Pentacenequinone Derivative for Trace Detection of Picric Acid [J].
Bhalla, Vandana ;
Gupta, Ankush ;
Kumar, Manoj ;
Rao, D. S. Shankar ;
Prasad, S. Krishna .
ACS APPLIED MATERIALS & INTERFACES, 2013, 5 (03) :672-679
[9]   Soluble Diazaiptycenes: Materials for Solution-Processed Organic Electronics [J].
Biegger, Philipp ;
Stolz, Sebastian ;
Intorp, Sebastian N. ;
Zhang, Yexiang ;
Engelhart, Jens U. ;
Rominger, Frank ;
Hardcastle, Kenneth I. ;
Lemmer, Uli ;
Qian, Xuhong ;
Hamburger, Manuel ;
Bunz, U. H. F. .
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (01) :582-589
[10]   Benzimidazole-Branched Isomeric Dyes: Effect of Molecular Constitution on Photophysical, Electrochemical, and Photovoltaic Properties [J].
Bodedla, Govardhana Babu ;
Thomas, K. R. Justin ;
Fan, Miao-Syuan ;
Ho, Kuo-Chuan .
JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (02) :640-653