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...
Main Authors: | , , |
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Format: | Article |
Language: | English |
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Beilstein-Institut
2013-11-01
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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. |
first_indexed | 2024-12-17T03:42:32Z |
format | Article |
id | doaj.art-a88e837f53ed49618e54bbe44ee1f209 |
institution | Directory Open Access Journal |
issn | 1860-5397 |
language | English |
last_indexed | 2024-12-17T03:42:32Z |
publishDate | 2013-11-01 |
publisher | Beilstein-Institut |
record_format | Article |
series | Beilstein Journal of Organic Chemistry |
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 |
work_keys_str_mv | AT peerkirsch crystaldesignusingmultipolarelectrostaticinteractionsaconceptstudyfororganicelectronics AT qiongtong crystaldesignusingmultipolarelectrostaticinteractionsaconceptstudyfororganicelectronics AT haralduntenecker crystaldesignusingmultipolarelectrostaticinteractionsaconceptstudyfororganicelectronics |