Heterocyclic Annelated Di(perylene bisimide): Constructing Bowl-Shaped Perylene Bisimides by the Combination of Steric Congestion and Ring Strain

2009 ◽  
Vol 74 (16) ◽  
pp. 6275-6282 ◽  
Author(s):  
Hualei Qian ◽  
Wan Yue ◽  
Yonggang Zhen ◽  
Simone Di Motta ◽  
Eugenio Di Donato ◽  
...  
Keyword(s):  
Ring Strain ◽  
Perylene Bisimide ◽  
Perylene Bisimides

scholarly journals Insight into the Self-Assembly of Water-Soluble Perylene Bisimide Derivatives Through a Combined Computational and Experimental Approach

2019 ◽  
Author(s):  
Emily R. Draper ◽  
Liam Wilbraham ◽  
Dave J. Adams ◽  
Matthew Wallace ◽  
Martijn Zwijnenburg
Keyword(s):  
Density Functional Theory ◽  
Self Assembly ◽  
Density Functional ◽  
Colloidal Stability ◽  
Water Soluble ◽  
The Self ◽  
Functional Theory ◽  
Perylene Bisimide ◽  
Aggregate Growth ◽  
Perylene Bisimides

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.

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

Nanoscale ◽  
2019 ◽  
Vol 11 (34) ◽  
pp. 15917-15928 ◽  
Author(s):  
Emily R. Draper ◽  
Liam Wilbraham ◽  
Dave J. Adams ◽  
Matthew Wallace ◽  
Ralf Schweins ◽  
...  
Keyword(s):  
Amino Acid ◽  
Self Assembly ◽  
Experimental Approach ◽  
Water Soluble ◽  
The Self ◽  
Experimental Techniques ◽  
Perylene Bisimide ◽  
Perylene Bisimides ◽  
Insight Into

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

Dynamic DNA architectures: spontaneous DNA strand exchange and self-sorting driven by perylene bisimide interactions

2015 ◽  
Vol 51 (92) ◽  
pp. 16530-16533 ◽  
Author(s):  
Martin Weiser ◽  
Hans-Achim Wagenknecht
Keyword(s):  
Strand Exchange ◽  
Perylene Bisimide ◽  
Dna Strand Exchange ◽  
Dna Strand ◽  
Perylene Bisimides

Three differently bay-substituted perylene bisimides together with the conventional unsubstituted chromophore were synthetically incorporated as homodimers in DNA double strands and undergo spontaneous strand exchange if mixed together.

scholarly journals pH dependent photocatalytic hydrogen evolution by self-assembled 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 ◽  
...  
Keyword(s):  
Photocatalytic Activity ◽  
Hydrogen Evolution ◽  
Self Assembly ◽  
The Self ◽  
Photocatalytic Hydrogen Evolution ◽  
Perylene Bisimide ◽  
Ph Dependent ◽  
Self Assembled ◽  
Perylene Bisimides

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

Perylene bisimide as the cathode modifier in organic photovoltaics: the role of aggregation morphology on the interlayer performance

RSC Advances ◽  
2015 ◽  
Vol 5 (50) ◽  
pp. 39973-39977 ◽  
Author(s):  
Wenqiang Zhang ◽  
Shu Zhong ◽  
Li Nian ◽  
Yulan Chen ◽  
Zengqi Xie ◽  
...  
Keyword(s):  
Organic Photovoltaics ◽  
Organic Photovoltaic ◽  
Device Performance ◽  
Photovoltaic Devices ◽  
Organic Photovoltaic Devices ◽  
Perylene Bisimide ◽  
Perylene Bisimides ◽  
Cathode Interlayer

Nanorods and nanoparticles of perylene bisimides (PBI-1) were prepared and applied as cathode interlayer in organic photovoltaic devices. The device performance showed important relation with the morphology of the interlayer.

scholarly journals Insight into the Self-Assembly of Water-Soluble Perylene Bisimide Derivatives Through a Combined Computational and Experimental Approach

2019 ◽  
Author(s):  
Emily R. Draper ◽  
Liam Wilbraham ◽  
Dave J. Adams ◽  
Matthew Wallace ◽  
Martijn Zwijnenburg
Keyword(s):  
Density Functional Theory ◽  
Self Assembly ◽  
Density Functional ◽  
Colloidal Stability ◽  
Water Soluble ◽  
The Self ◽  
Functional Theory ◽  
Perylene Bisimide ◽  
Aggregate Growth ◽  
Perylene Bisimides

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.

scholarly journals Aligning self-assembled perylene bisimides in a magnetic field

2018 ◽  
Vol 54 (78) ◽  
pp. 10977-10980 ◽  
Author(s):  
Emily R. Draper ◽  
Matthew Wallace ◽  
Dirk Honecker ◽  
Dave J. Adams
Keyword(s):  
Magnetic Field ◽  
Thin Films ◽  
Neutron Scattering ◽  
Small Angle ◽  
Small Angle Neutron Scattering ◽  
Electrochemical Techniques ◽  
Perylene Bisimide ◽  
Self Assembled ◽  
Perylene Bisimides

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.

Conjugated polymer acceptors based on fused perylene bisimides with a twisted backbone for non-fullerene solar cells

2017 ◽  
Vol 8 (21) ◽  
pp. 3300-3306 ◽  
Author(s):  
Xudong Jiang ◽  
Yunhua Xu ◽  
Xiaohui Wang ◽  
Fan Yang ◽  
Andong Zhang ◽  
...  
Keyword(s):  
Solar Cells ◽  
High Power ◽  
Conjugated Polymer ◽  
Power Conversion ◽  
Electron Acceptors ◽  
High Electron ◽  
High Electron Mobility ◽  
Perylene Bisimide ◽  
Perylene Bisimides ◽  
Conversion Efficiencies

Electron acceptors based on fused perylene bisimide dimers with a twisted backbone were developed to show high electron mobility and isotropic crystalline properties, resulting in high power conversion efficiencies in non-fullerene solar cells.

Selectively detecting trace picric acid by reduced perylene bisimide with POSS substituents and their nanoaggregates

RSC Advances ◽  
2015 ◽  
Vol 5 (37) ◽  
pp. 29262-29265 ◽  
Author(s):  
Bo Yu ◽  
Jiajun Ma ◽  
Yujuan Zhang ◽  
Gang Zou ◽  
Qijin Zhang
Keyword(s):  
Picric Acid ◽  
Polyhedral Oligomeric Silsesquioxane ◽  
Selective Detection ◽  
Perylene Bisimide ◽  
Perylene Bisimides ◽  
Oligomeric Silsesquioxane

Reduced perylene bisimides (PBIs) with two substituents of polyhedral oligomeric silsesquioxane (POSS) are designed and synthesized for rapid and selective detection of picric acid in THF solution.

Synthetic Routes to Core-fluorinated Perylene Bisimide Dyes and their Properties

2009 ◽  
Vol 64 (6) ◽  
pp. 735-746 ◽  
Author(s):  
Rüdiger Schmidt ◽  
Peter Osswald ◽  
Martin Könemann ◽  
Frank Würthner
Keyword(s):  
Potassium Fluoride ◽  
Quantum Yields ◽  
Primary Amines ◽  
Yellow Emission ◽  
Exchange Reactions ◽  
Hydrogen Atoms ◽  
Perylene Bisimide ◽  
Fluorescence Quantum Yields ◽  
Halogen Exchange ◽  
Perylene Bisimides

Numerous core-fluorinated perylene bisimide (PBI) dyes with various substituents at the imide positions have been synthesized by different methods. Core-difluorinated PBIs 4a-f are obtained by imidization of difluoro-substituted perylene bisanhydride 1 with appropriate primary amines or, alternatively, by nucleophilic halogen exchange reactions (Halex process) of the corresponding dibromosubstituted PBIs 2a-d,f with potassium fluoride. Core-tetrafluorinated PBIs 5a-c could also be synthesized by halogen exchange reactions of the respective tetrachlorinated PBIs 3a-c. In particular, core-fluorinated perylene bisimide pigments 4h, 5h containing hydrogen atoms in the imide positions could be obtained for the first time by deprotection of α-methylbenzyl-substituted precursors. Compared with core-unsubstituted perylene bisimides, these fluorinated dyes display hypsochromically shifted absorption and fluorescence spectra, and they exhibit fluorescence quantum yields up to unity, enabling bright yellow emission. The electrochemical properties of these electron-poor perylene bisimides have been studied. Furthermore, the packing features of a tetrafluorinated PBI derivative in the solid state have been discussed.

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