V[subscript OC] enhancement in polymer solar cells with isobenzofulvene–C[subscript 60] adducts
We report the use of isobenzofulvene–C[subscript 60] adducts in bulk heterojunction organic solar cells, synthesized via the [4 + 2] cycloaddition of C[subscript 60] with an in situ generated isobenzofulvene intermediate. The LUMO energy levels of these adducts are 20–180 meV higher than that of PCB...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | en_US |
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Elsevier
2018
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| Online Access: | http://hdl.handle.net/1721.1/114552 https://orcid.org/0000-0002-1687-2482 https://orcid.org/0000-0002-0960-2580 |
| _version_ | 1811074350428717056 |
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| author | Han, Ggoch Ddeul Maurano, Andrea Weis, Jonathan Garrett Bulovic, Vladimir Swager, Timothy M |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Han, Ggoch Ddeul Maurano, Andrea Weis, Jonathan Garrett Bulovic, Vladimir Swager, Timothy M |
| author_sort | Han, Ggoch Ddeul |
| collection | MIT |
| description | We report the use of isobenzofulvene–C[subscript 60] adducts in bulk heterojunction organic solar cells, synthesized via the [4 + 2] cycloaddition of C[subscript 60] with an in situ generated isobenzofulvene intermediate. The LUMO energy levels of these adducts are 20–180 meV higher than that of PCBM ([6,6]-phenyl-C[subscript 61]-butyric acid methyl ester). This large increase of the LUMO level is attributed to cofacial π-orbital interactions between the fullerene surface and the isobenzofulvene π–system (aromatic ring and double bond). Raised LUMO levels of fullerenes, together with their desirably slow recombination dynamics, led to higher open-circuit voltages (V[subscript OC]) in bulk heterojunction polymer solar cells (up to 0.75 V for bisadducts) relative to cells tested in parallel using the well-known PCBM as the fullerene acceptor. In addition to enhanced V[subscript OC], the short-circuit current densities (J[subscriptSC]) were improved in the devices containing the epoxide analogs of the isobenzofulvene–C[subscript 60]. Notably the epoxide derivative of the monoadduct (IBF–Ep) exhibited ∼20% enhancement of power conversion efficiency (PCE) compared to reference P3HT:PCBM solar cells. A combination of optical and electronic methods was used to investigate the origin of the PCE enhancement observed with these new fullerene acceptors with particular attention to the increased V[subscript OC]s. |
| first_indexed | 2024-09-23T09:47:40Z |
| format | Article |
| id | mit-1721.1/114552 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T09:47:40Z |
| publishDate | 2018 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | mit-1721.1/1145522022-09-26T13:49:02Z V[subscript OC] enhancement in polymer solar cells with isobenzofulvene–C[subscript 60] adducts Han, Ggoch Ddeul Maurano, Andrea Weis, Jonathan Garrett Bulovic, Vladimir Swager, Timothy M Massachusetts Institute of Technology. Department of Chemistry Massachusetts Institute of Technology. Research Laboratory of Electronics Swager, Timothy M. Han, Ggoch Ddeul Maurano, Andrea Weis, Jonathan Garrett Bulovic, Vladimir Swager, Timothy M We report the use of isobenzofulvene–C[subscript 60] adducts in bulk heterojunction organic solar cells, synthesized via the [4 + 2] cycloaddition of C[subscript 60] with an in situ generated isobenzofulvene intermediate. The LUMO energy levels of these adducts are 20–180 meV higher than that of PCBM ([6,6]-phenyl-C[subscript 61]-butyric acid methyl ester). This large increase of the LUMO level is attributed to cofacial π-orbital interactions between the fullerene surface and the isobenzofulvene π–system (aromatic ring and double bond). Raised LUMO levels of fullerenes, together with their desirably slow recombination dynamics, led to higher open-circuit voltages (V[subscript OC]) in bulk heterojunction polymer solar cells (up to 0.75 V for bisadducts) relative to cells tested in parallel using the well-known PCBM as the fullerene acceptor. In addition to enhanced V[subscript OC], the short-circuit current densities (J[subscriptSC]) were improved in the devices containing the epoxide analogs of the isobenzofulvene–C[subscript 60]. Notably the epoxide derivative of the monoadduct (IBF–Ep) exhibited ∼20% enhancement of power conversion efficiency (PCE) compared to reference P3HT:PCBM solar cells. A combination of optical and electronic methods was used to investigate the origin of the PCE enhancement observed with these new fullerene acceptors with particular attention to the increased V[subscript OC]s. 2018-04-04T20:49:06Z 2018-04-04T20:49:06Z 2016-01 2016-01 Article http://purl.org/eprint/type/JournalArticle 1566-1199 http://hdl.handle.net/1721.1/114552 Han, Ggoch Ddeul, Andrea Maurano, Jonathan G. Weis, Vladimir Bulović, and Timothy M. Swager. “V[subscript OC] enhancement in polymer solar cells with isobenzofulvene–C[subscript 60] adducts.” Organic Electronics 31 (April 2016): 48–55 © 2016 Elsevier B.V. https://orcid.org/0000-0002-1687-2482 https://orcid.org/0000-0002-0960-2580 en_US http://dx.doi.org/10.1016/j.orgel.2016.01.008 Organic Electronics Creative Commons Attribution-NonCommercial-NoDerivs License http://creativecommons.org/licenses/by-nc-nd/4.0/ application/pdf Elsevier Prof. Swager via Erja Kajosalo |
| spellingShingle | Han, Ggoch Ddeul Maurano, Andrea Weis, Jonathan Garrett Bulovic, Vladimir Swager, Timothy M V[subscript OC] enhancement in polymer solar cells with isobenzofulvene–C[subscript 60] adducts |
| title | V[subscript OC] enhancement in polymer solar cells with isobenzofulvene–C[subscript 60] adducts |
| title_full | V[subscript OC] enhancement in polymer solar cells with isobenzofulvene–C[subscript 60] adducts |
| title_fullStr | V[subscript OC] enhancement in polymer solar cells with isobenzofulvene–C[subscript 60] adducts |
| title_full_unstemmed | V[subscript OC] enhancement in polymer solar cells with isobenzofulvene–C[subscript 60] adducts |
| title_short | V[subscript OC] enhancement in polymer solar cells with isobenzofulvene–C[subscript 60] adducts |
| title_sort | v subscript oc enhancement in polymer solar cells with isobenzofulvene c subscript 60 adducts |
| url | http://hdl.handle.net/1721.1/114552 https://orcid.org/0000-0002-1687-2482 https://orcid.org/0000-0002-0960-2580 |
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