Crystal design using multipolar electrostatic interactions: A concept study for organic electronics

Using a simple synthetic protocol, heterohexacene analogues with a quadrupolar distribution of partial charges are readily available. In contrast to most other acenes, these compounds crystallize with a slipped-stack, brickwork-like packing which is mainly controlled by electrostatic interactions. T...

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Main Authors: Peer Kirsch, Qiong Tong, Harald Untenecker
Format: Article
Language:English
Published: Beilstein-Institut 2013-11-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.9.272
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author Peer Kirsch
Qiong Tong
Harald Untenecker
author_facet Peer Kirsch
Qiong Tong
Harald Untenecker
author_sort Peer Kirsch
collection DOAJ
description Using a simple synthetic protocol, heterohexacene analogues with a quadrupolar distribution of partial charges are readily available. In contrast to most other acenes, these compounds crystallize with a slipped-stack, brickwork-like packing which is mainly controlled by electrostatic interactions. This type of packing offers an advantage for organic semiconductors, because it allows more isotropic charge transport compared to the “herring bone” stacking observed for other acenes.
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spelling doaj.art-a88e837f53ed49618e54bbe44ee1f2092022-12-21T22:04:59ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972013-11-01912367237310.3762/bjoc.9.2721860-5397-9-272Crystal design using multipolar electrostatic interactions: A concept study for organic electronicsPeer Kirsch0Qiong Tong1Harald Untenecker2Merck KGaA, Liquid Crystal R&D Chemistry, Frankfurter Str. 250, D-64392 Darmstadt, Germany, Tel: (+49)6151-72-41118, Fax: (+49)6151-72-2593Merck KGaA, Liquid Crystal R&D Chemistry, Frankfurter Str. 250, D-64392 Darmstadt, Germany, Tel: (+49)6151-72-41118, Fax: (+49)6151-72-2593Merck KGaA, Liquid Crystal R&D Chemistry, Frankfurter Str. 250, D-64392 Darmstadt, Germany, Tel: (+49)6151-72-41118, Fax: (+49)6151-72-2593Using a simple synthetic protocol, heterohexacene analogues with a quadrupolar distribution of partial charges are readily available. In contrast to most other acenes, these compounds crystallize with a slipped-stack, brickwork-like packing which is mainly controlled by electrostatic interactions. This type of packing offers an advantage for organic semiconductors, because it allows more isotropic charge transport compared to the “herring bone” stacking observed for other acenes.https://doi.org/10.3762/bjoc.9.272aromatic stackingcharge carrier transportcrystal designelectrostatic controlorganic semiconductororgano-fluorine
spellingShingle Peer Kirsch
Qiong Tong
Harald Untenecker
Crystal design using multipolar electrostatic interactions: A concept study for organic electronics
Beilstein Journal of Organic Chemistry
aromatic stacking
charge carrier transport
crystal design
electrostatic control
organic semiconductor
organo-fluorine
title Crystal design using multipolar electrostatic interactions: A concept study for organic electronics
title_full Crystal design using multipolar electrostatic interactions: A concept study for organic electronics
title_fullStr Crystal design using multipolar electrostatic interactions: A concept study for organic electronics
title_full_unstemmed Crystal design using multipolar electrostatic interactions: A concept study for organic electronics
title_short Crystal design using multipolar electrostatic interactions: A concept study for organic electronics
title_sort crystal design using multipolar electrostatic interactions a concept study for organic electronics
topic aromatic stacking
charge carrier transport
crystal design
electrostatic control
organic semiconductor
organo-fluorine
url https://doi.org/10.3762/bjoc.9.272
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