Hydrogen-bonded perylene bisimide J-aggregate aqua material

Abstract

A water-soluble perylene bisimide dye self-assembles in aqueous media into thermoresponsive aqua materials with photoluminescence within the biological transparency window.

A Water‐Soluble Perylene Bisimide Cyclophane as a Molecular Probe for the Recognition of Aromatic Alkaloids

“…In H 2 O, the absorption spectrum of [2PBI] ‐ 1 shows a slight redshift of 15 nm when compared to the spectrum in CHCl 3 and a considerable decrease in intensity of about 20 %, which are known trends for PBIs in aqueous environment . In H 2 O, cyclophane [2PBI] ‐ 1 is virtually non‐fluorescent (<0.1 %).…”

Crystal Engineering of 1D Exciton Systems Composed of Single‐ and Double‐Stranded Perylene Bisimide J‐Aggregates

“…In our previous work, we applied the concept of hydrogen bond directed self‐assembly to the class of at bay area fourfold phenoxy‐substituted PBIs ( Figure ). By this, well‐defined J‐aggregates could be achieved with stacking motifs from double‐ up to sextuple‐stranded helices in solution, [ 27,28 ] in gels, [ 29,30 ] and in the liquid‐crystalline state. [ 31–33 ] In‐depth photophysical studies for these J‐aggregates revealed highly desired properties including outstanding fluorescence quantum yields up to 90%, strong exciton coupling, and exciton migration for distances up to 100 nm.…”

Insight into the self-assembly of water-soluble perylene bisimide derivatives through a combined computational and experimental approach

“…The alkyl-chain functionalised PBIs can form organogels [13][14][15][16] upon lowering the solution temperature or increasing the PBI concentration. PBIs functionalised with oligo(ethylene glycol) groups can form hydrogels upon mixing with water 17,18 and PBIs functionalised with ionisable groups can form hydrogels [2][3][4][5][6]12,[19][20][21][22] upon neutralisation of the charge. Both organic and water-soluble functionalised PBIs have also reported to be able to form columnar liquid crystalline systems.…”