Dicyanovinyl-substituted oligothiophenes: Structure-property relationships and application in vacuum-processed small molecule organic solar cells

Efficient synthesis of a series of terminally dicyanovinyl (DCV)-substituted oligothiophenes, DCV<em>n</em>T 1-6, without solubilizing side chains synthesized via a novel convergent approach and their application as electron donors in vacuum-processed m-i-p-type planar and p-i-n-type bul...

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Main Authors: Fitzner, R, Reinold, E, Mishra, A, Mena-Osteritz, E, Bäuerle, P, Ziehlke, H, Körner, C, Leo, K, Riede, M, Weil, M, Tsaryova, O, Weiß, A, Uhrich, C, Pfeiffer, M
Format: Journal article
Sprog:English
Udgivet: Wiley 2011
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author Fitzner, R
Reinold, E
Mishra, A
Mena-Osteritz, E
Bäuerle, P
Ziehlke, H
Körner, C
Leo, K
Riede, M
Weil, M
Tsaryova, O
Weiß, A
Uhrich, C
Pfeiffer, M
author_facet Fitzner, R
Reinold, E
Mishra, A
Mena-Osteritz, E
Bäuerle, P
Ziehlke, H
Körner, C
Leo, K
Riede, M
Weil, M
Tsaryova, O
Weiß, A
Uhrich, C
Pfeiffer, M
author_sort Fitzner, R
collection OXFORD
description Efficient synthesis of a series of terminally dicyanovinyl (DCV)-substituted oligothiophenes, DCV<em>n</em>T 1-6, without solubilizing side chains synthesized via a novel convergent approach and their application as electron donors in vacuum-processed m-i-p-type planar and p-i-n-type bulk heterojunction organic solar cells is described. Purification of the products via gradient sublimation yields thermally highly stable organic semiconducting materials in single crystalline quality which allows for X-ray structure analysis. Important insights into the packing features and intermolecular interactions of these promising solar cell materials are provided. Optical absorption spectra and electrochemical properties of the oligomers are investigated and valuable structure-property relationships deduced. Photovoltaic devices incorporating DCV<em>n</em>Ts 4-6 showed power conversion efficiencies up to 2.8% for planar and 5.2% for bulk heterojunction organic solar cells under full sun illumination (mismatch corrected simulated AM 1.5G sunlight). The 5.2% efficiency shown here represents one of the highest values ever reported for organic vacuum-deposited single heterojunction solar cells. © 2011 WILEY-VCH Verlag GmbH and Co. KGaA, Weinheim.
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spelling oxford-uuid:bc6d344c-5200-4429-a3db-c761a242e0c02022-03-27T05:24:19ZDicyanovinyl-substituted oligothiophenes: Structure-property relationships and application in vacuum-processed small molecule organic solar cellsJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:bc6d344c-5200-4429-a3db-c761a242e0c0EnglishSymplectic Elements at OxfordWiley2011Fitzner, RReinold, EMishra, AMena-Osteritz, EBäuerle, PZiehlke, HKörner, CLeo, KRiede, MWeil, MTsaryova, OWeiß, AUhrich, CPfeiffer, MEfficient synthesis of a series of terminally dicyanovinyl (DCV)-substituted oligothiophenes, DCV<em>n</em>T 1-6, without solubilizing side chains synthesized via a novel convergent approach and their application as electron donors in vacuum-processed m-i-p-type planar and p-i-n-type bulk heterojunction organic solar cells is described. Purification of the products via gradient sublimation yields thermally highly stable organic semiconducting materials in single crystalline quality which allows for X-ray structure analysis. Important insights into the packing features and intermolecular interactions of these promising solar cell materials are provided. Optical absorption spectra and electrochemical properties of the oligomers are investigated and valuable structure-property relationships deduced. Photovoltaic devices incorporating DCV<em>n</em>Ts 4-6 showed power conversion efficiencies up to 2.8% for planar and 5.2% for bulk heterojunction organic solar cells under full sun illumination (mismatch corrected simulated AM 1.5G sunlight). The 5.2% efficiency shown here represents one of the highest values ever reported for organic vacuum-deposited single heterojunction solar cells. © 2011 WILEY-VCH Verlag GmbH and Co. KGaA, Weinheim.
spellingShingle Fitzner, R
Reinold, E
Mishra, A
Mena-Osteritz, E
Bäuerle, P
Ziehlke, H
Körner, C
Leo, K
Riede, M
Weil, M
Tsaryova, O
Weiß, A
Uhrich, C
Pfeiffer, M
Dicyanovinyl-substituted oligothiophenes: Structure-property relationships and application in vacuum-processed small molecule organic solar cells
title Dicyanovinyl-substituted oligothiophenes: Structure-property relationships and application in vacuum-processed small molecule organic solar cells
title_full Dicyanovinyl-substituted oligothiophenes: Structure-property relationships and application in vacuum-processed small molecule organic solar cells
title_fullStr Dicyanovinyl-substituted oligothiophenes: Structure-property relationships and application in vacuum-processed small molecule organic solar cells
title_full_unstemmed Dicyanovinyl-substituted oligothiophenes: Structure-property relationships and application in vacuum-processed small molecule organic solar cells
title_short Dicyanovinyl-substituted oligothiophenes: Structure-property relationships and application in vacuum-processed small molecule organic solar cells
title_sort dicyanovinyl substituted oligothiophenes structure property relationships and application in vacuum processed small molecule organic solar cells
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