Effect of the Ortho Alkylation of Perylene Bisimides on the Alignment and Self-Assembly Properties

The effect of the ortho alkylation of perylene bisimides on the alignment and self-assembly properties has been studied. It was found that the dichroic properties of perylene bisimides in a liquid crystal host can be reversed with a single synthetic step by ortho alkylation. Furthermore, a solvent-i...

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Autores principales: Dasgupta, Debarshi, Kendhale, Amol M, Debije, Michael G, ter Schiphorst, Jeroen, Shishmanova, Ivelina K, Portale, Giuseppe, Schenning, Albertus P H J
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Blackwell Publishing Ltd 2014
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4232268/
https://www.ncbi.nlm.nih.gov/pubmed/25478308
http://dx.doi.org/10.1002/open.201402011
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author Dasgupta, Debarshi
Kendhale, Amol M
Debije, Michael G
ter Schiphorst, Jeroen
Shishmanova, Ivelina K
Portale, Giuseppe
Schenning, Albertus P H J
author_facet Dasgupta, Debarshi
Kendhale, Amol M
Debije, Michael G
ter Schiphorst, Jeroen
Shishmanova, Ivelina K
Portale, Giuseppe
Schenning, Albertus P H J
author_sort Dasgupta, Debarshi
collection PubMed
description The effect of the ortho alkylation of perylene bisimides on the alignment and self-assembly properties has been studied. It was found that the dichroic properties of perylene bisimides in a liquid crystal host can be reversed with a single synthetic step by ortho alkylation. Furthermore, a solvent-induced growth of ultralong organic n-type semiconducting fibrils from non-ortho-alkylated perylene bisimide was observed. Ortho substitution of the perylene bisimide core alters the mode of fibrillar growth, leading to isotropic crystallization.
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spelling pubmed-42322682014-12-04 Effect of the Ortho Alkylation of Perylene Bisimides on the Alignment and Self-Assembly Properties Dasgupta, Debarshi Kendhale, Amol M Debije, Michael G ter Schiphorst, Jeroen Shishmanova, Ivelina K Portale, Giuseppe Schenning, Albertus P H J ChemistryOpen Communications The effect of the ortho alkylation of perylene bisimides on the alignment and self-assembly properties has been studied. It was found that the dichroic properties of perylene bisimides in a liquid crystal host can be reversed with a single synthetic step by ortho alkylation. Furthermore, a solvent-induced growth of ultralong organic n-type semiconducting fibrils from non-ortho-alkylated perylene bisimide was observed. Ortho substitution of the perylene bisimide core alters the mode of fibrillar growth, leading to isotropic crystallization. Blackwell Publishing Ltd 2014-08 2014-07-09 /pmc/articles/PMC4232268/ /pubmed/25478308 http://dx.doi.org/10.1002/open.201402011 Text en © 2014 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. http://creativecommons.org/licenses/by-nc/3.0/ This is an open access article under the terms of the Creative Commons Attribution-NonCommercial License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Communications
Dasgupta, Debarshi
Kendhale, Amol M
Debije, Michael G
ter Schiphorst, Jeroen
Shishmanova, Ivelina K
Portale, Giuseppe
Schenning, Albertus P H J
Effect of the Ortho Alkylation of Perylene Bisimides on the Alignment and Self-Assembly Properties
title Effect of the Ortho Alkylation of Perylene Bisimides on the Alignment and Self-Assembly Properties
title_full Effect of the Ortho Alkylation of Perylene Bisimides on the Alignment and Self-Assembly Properties
title_fullStr Effect of the Ortho Alkylation of Perylene Bisimides on the Alignment and Self-Assembly Properties
title_full_unstemmed Effect of the Ortho Alkylation of Perylene Bisimides on the Alignment and Self-Assembly Properties
title_short Effect of the Ortho Alkylation of Perylene Bisimides on the Alignment and Self-Assembly Properties
title_sort effect of the ortho alkylation of perylene bisimides on the alignment and self-assembly properties
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4232268/
https://www.ncbi.nlm.nih.gov/pubmed/25478308
http://dx.doi.org/10.1002/open.201402011
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