From simple Katritzky salts to AIEgens: mechanochromic luminescence and heparin detection

Lin, Faxu1,2; Feng, Yang1; Liu, Xiaoqing3; Wang, Lei1; Yu, Zhen-Qiang2,4; Liu, Yi1,4

2020-05

10.1039/c9qm00783k

Materials Chemistry Frontiers   影响因子和分区

2052-1537

2052-1537

Developing and exploring efficient fluorophores are of fundamental significance for sensing and tracking chemical or biological species and processes. Herein, a series of novel AIEgens derived from Katritzky pyridinium salts have been readily synthesized via a condensation reaction between their corresponding pyrylium precursors and versatile primary amines such as alkylamine and amino acid derivatives. The model compound TPP1 with a 2,4,6-triphenylpyridinium skeleton showed a smooth AIE curve without an inflection point, and the emission enhancement was attributed to the formation of water clusters around the pyridinium ring and the subsequent nano-aggregate formation, which hindered their intramolecular motions. Moreover, tetraphenylethene moiety-conjugated Katritzky salts retained classical AIE properties and were endowed with larger Stokes shifts and red-shifted emissions. Moreover, all these cationic AIE-active chromophores exhibited obvious mechanofluorochromism behaviors with red-shifted luminescence upon grinding and blue-shifted emission after solvent annealing. The existence of the positively charged pyridinium ring endowed these luminogens with the capability to selectively detect Heparin in aqueous media from other ionic biopolymers.

SCI ; EI

英语

其他

National Natural Science Foundation of China[21704065][21674065] ; Innovation Research Foundation of Shenzhen[JCYJ20170817100547775] ; Shenzhen University[2018005]

Chemistry ; Materials Science

Chemistry, Multidisciplinary ; Materials Science, Multidisciplinary

WOS:000534239200019

ROYAL SOC CHEMISTRY

20202408802673

Amines ; Biopolymers ; Blue shift ; Chromophores ; Condensation reactions ; Luminescence ; Polysaccharides ; Red Shift

Biological Materials and Tissue Engineering:461.2 ; Light/Optics:741.1 ; Chemical Reactions:802.2 ; Organic Compounds:804.1 ; Polymeric Materials:815.1 ; Organic Polymers:815.1.1

Web of Science

1.Shenzhen Univ, Guangdong Res Ctr Interfacial Engn Funct Mat, Shenzhen Key Lab Polymer Sci & Technol, Coll Mat Sci & Engn, Shenzhen 518060, Peoples R China
2.Shenzhen Univ, Sch Chem & Environm Engn, Shenzhen 518060, Peoples R China
3.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518005, Peoples R China
4.Shenzhen Univ, Ctr AIE Res, Shenzhen 518060, Peoples R China

Lin, Faxu,Feng, Yang,Liu, Xiaoqing,et al. From simple Katritzky salts to AIEgens: mechanochromic luminescence and heparin detection[J]. Materials Chemistry Frontiers,2020,4(5):1492-1499.

Lin, Faxu,Feng, Yang,Liu, Xiaoqing,Wang, Lei,Yu, Zhen-Qiang,&Liu, Yi.(2020).From simple Katritzky salts to AIEgens: mechanochromic luminescence and heparin detection.Materials Chemistry Frontiers,4(5),1492-1499.

Lin, Faxu,et al."From simple Katritzky salts to AIEgens: mechanochromic luminescence and heparin detection".Materials Chemistry Frontiers 4.5(2020):1492-1499.