scholarly journals Impact of subtle change in branched amino acid on the assembly and properties of perylene bisimide hydrogels

2021 ◽  
Author(s):  
Jacquelyn Grace G Egan ◽  
Glen Brodie ◽  
Daniel McDowall ◽  
Andrew J Smith ◽  
Charlotte J. C. Edwards-Gayle ◽  
...  

Here in we investigate how apparent slight changes to the chemical structure of amino acid-functionalized perylene bisimides (PBIs) affect the self-assembled aggregates formed and their resulting physical and optical properties....

Nanoscale ◽  
2019 ◽  
Vol 11 (34) ◽  
pp. 15917-15928 ◽  
Author(s):  
Emily R. Draper ◽  
Liam Wilbraham ◽  
Dave J. Adams ◽  
Matthew Wallace ◽  
Ralf Schweins ◽  
...  

We use a combination of computational and experimental techniques to study the self-assembly and gelation of amino-acid functionalised water-soluble perylene bisimides.


2017 ◽  
Vol 5 (16) ◽  
pp. 7555-7563 ◽  
Author(s):  
Michael C. Nolan ◽  
James J. Walsh ◽  
Laura L. E. Mears ◽  
Emily R. Draper ◽  
Matthew Wallace ◽  
...  

We show the importance of the self-assembly of a perylene bisimide on its photocatalytic activity.


2019 ◽  
Author(s):  
Emily R. Draper ◽  
Liam Wilbraham ◽  
Dave J. Adams ◽  
Matthew Wallace ◽  
Martijn Zwijnenburg

We use a combination of computational and experimental techniques to study the self-assembly and gelation of water-soluble perylene bisimides derivatised at the imide position with an amino acid. Specifically, we study the likely structure of self-assembled aggregates of the alanine-functionalised perylene bisimide (PBI-A) and the thermodynamics of their formation using density functional theory and predict the UV-vis spectra of such aggregates using time-dependent density functional theory. We compare these predictions to experiments in which we study the evolution of the UV-Vis and NMR spectra and rheology of alkaline PBI-A solutions when gradually decreasing the pH. Based on the combined computational and experimental results, we show that PBI-A self-assembles at all pH values but that aggregates grow in size upon protonation. Gelation is driven not by aggregate growth but reduction of the aggregation surface-charge and a decrease in the colloidal stability of the aggregation with respect to agglomeration.


2009 ◽  
Vol 1154 ◽  
Author(s):  
Sivamurugan Vajiravelu ◽  
suresh valiyaveettil

AbstractHerein we report on the synthesis of perylene diimide (PDI) based P1 and P2 conjugated polymers via Suzuki polymerization. The chemical structure of the polymers was elucidated using GPC, 1H, 13C NMR and elemental analysis. The absorption spectra of polymers were in the visible region from 250 – 800 nm in solution and in solid state. The optical band gap was (Egopt) found to be between 1.60 – 1.83 eV in solid state.


2019 ◽  
Author(s):  
Emily R. Draper ◽  
Liam Wilbraham ◽  
Dave J. Adams ◽  
Matthew Wallace ◽  
Martijn Zwijnenburg

We use a combination of computational and experimental techniques to study the self-assembly and gelation of water-soluble perylene bisimides derivatised at the imide position with an amino acid. Specifically, we study the likely structure of self-assembled aggregates of the alanine-functionalised perylene bisimide (PBI-A) and the thermodynamics of their formation using density functional theory and predict the UV-vis spectra of such aggregates using time-dependent density functional theory. We compare these predictions to experiments in which we study the evolution of the UV-Vis and NMR spectra and rheology of alkaline PBI-A solutions when gradually decreasing the pH. Based on the combined computational and experimental results, we show that PBI-A self-assembles at all pH values but that aggregates grow in size upon protonation. Gelation is driven not by aggregate growth but reduction of the aggregation surface-charge and a decrease in the colloidal stability of the aggregation with respect to agglomeration.


2018 ◽  
Vol 54 (78) ◽  
pp. 10977-10980 ◽  
Author(s):  
Emily R. Draper ◽  
Matthew Wallace ◽  
Dirk Honecker ◽  
Dave J. Adams

Directional dependent photoresponsive perylene bisimide thin films can be made by aligning and drying under a magnetic field. This can be monitored by NMR and small angle neutron scattering and assessed by imaging and electrochemical techniques.


2012 ◽  
Vol 48 (59) ◽  
pp. 7407 ◽  
Author(s):  
Janja Makarević ◽  
Zoran Štefanić ◽  
Lucija Horvat ◽  
Mladen Žinić

2020 ◽  
Author(s):  
Daniel McDowall ◽  
Ben Greeves ◽  
Kate McAulay ◽  
Ana Fuentes-Caparros ◽  
Lisa Thomson ◽  
...  

Amino acid functionalised perylene bisimides (PBIs) form self-assembled structures in solution, the nature of which depends on the local environment. Using a high throughput photocatalysis set-up, we have studied five PBIs for the hydrogen evolution reaction (HER) under a range of conditions (pH and hole scavenger concentration) across 350 experiments to explore the relationship between supramolecular structure and photocatalytic activity. Using small angle X-ray scattering (SAXS), we show that photocatalytic activity is determined by the nature of the self-assembled aggregate that is formed with a correlation between the presence of charged flexible cylindrical aggregates and high levels of H2. Our work highlights the complexity of designing supramolecular photocatalysts, and also the power of tuning activity by the type of aggregate that is formed.


RSC Advances ◽  
2019 ◽  
Vol 9 (22) ◽  
pp. 12585-12589 ◽  
Author(s):  
Fa-Heng Zhang ◽  
Rui-Xue Jiang ◽  
Wei Cao ◽  
Bin Du ◽  
Ding-Yuan Cao ◽  
...  

Anisotropic fluorescent nanofibers constructed from the self-assembled perylene bisimide derivative and poly(vinylidene fluoride) show high sensitivity and short response time to aniline vapor.


2020 ◽  
Author(s):  
Daniel McDowall ◽  
Ben Greeves ◽  
Kate McAulay ◽  
Ana Fuentes-Caparros ◽  
Lisa Thomson ◽  
...  

Amino acid functionalised perylene bisimides (PBIs) form self-assembled structures in solution, the nature of which depends on the local environment. Using a high throughput photocatalysis set-up, we have studied five PBIs for the hydrogen evolution reaction (HER) under a range of conditions (pH and hole scavenger concentration) across 350 experiments to explore the relationship between supramolecular structure and photocatalytic activity. Using small angle X-ray scattering (SAXS), we show that photocatalytic activity is determined by the nature of the self-assembled aggregate that is formed with a correlation between the presence of charged flexible cylindrical aggregates and high levels of H2. Our work highlights the complexity of designing supramolecular photocatalysts, and also the power of tuning activity by the type of aggregate that is formed.


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