Issue 2, 2018

Controllable supramolecular self-assemblies (rods–wires–spheres) and ICT/PET based perylene probes for palladium detection in solution and the solid state

Abstract

Control over the self-assembly of bay functionalized perylene diimides and the response of these self-assembled materials towards analytes in mixed aqueous–organic media is important to consider the potential of this intriguing dye family in supramolecular chemistry. Herein, we have designed and synthesized allylcarbonate-functionalized perylene diimide AC-PDI which shows solvent dependent supramolecular nanostructures and could readily self-assemble into nanorods of tens of μm in length in CH3CN, but the length of the rods drammatically decreased to 0.8–1.2 μm in a H2O : CH3CN (1 : 1, v/v) mixture. Interestingly, AC-PDI self-assembles into nanowires of several tens of μm in length in a 30% H2O:DMSO mixture and forms only nanospheres in ethyl acetate. AC-PDI can be used as a near-infrared (NIR) colorimetric (λabs 685 nm) and fluorescent (λem 530/570 nm) probe for selective detection of Pd0 [LOD = 39 nM (UV); 45 nM (FI)]. Furthemore, TLC strips coated with the AC-PDI probe could detect 0.58 pg cm−2 of Pd0 in the solid state. The mechanism of interaction of AC-PDI with Pd0 has been confirmed by 1H NMR titration, kinetic and morphological studies.

Graphical abstract: Controllable supramolecular self-assemblies (rods–wires–spheres) and ICT/PET based perylene probes for palladium detection in solution and the solid state

Supplementary files

Article information

Article type
Paper
Submitted
02 Oct 2017
Accepted
04 Dec 2017
First published
05 Dec 2017

New J. Chem., 2018,42, 1010-1020

Controllable supramolecular self-assemblies (rods–wires–spheres) and ICT/PET based perylene probes for palladium detection in solution and the solid state

K. Kumar, G. Bhargava, S. Kumar and P. Singh, New J. Chem., 2018, 42, 1010 DOI: 10.1039/C7NJ03751A

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