Small Molecules Derived from Thieno[3,4-c]pyrrole-4,6-dione (TPD) and Their Use in Solution Processed Organic Solar Cells
In this work, microwave synthesis, chemical, optical and electrochemical characterization of three small organic molecules, TPA-TPD, TPA-PT-TPD and TPA-TT-TPD with donor-acceptor structure and their use in organic photovoltaic cells are reported. For the synthesis, 5-(2-ethylhexyl)-4H-thieno[3,4-c]p...
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MDPI AG
2017-09-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/22/10/1607 |
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| author | Cesar Garcias-Morales Daniel Romero-Borja José-Luis Maldonado Arián E. Roa Mario Rodríguez J. Pablo García-Merinos Armando Ariza-Castolo |
| author_facet | Cesar Garcias-Morales Daniel Romero-Borja José-Luis Maldonado Arián E. Roa Mario Rodríguez J. Pablo García-Merinos Armando Ariza-Castolo |
| author_sort | Cesar Garcias-Morales |
| collection | DOAJ |
| description | In this work, microwave synthesis, chemical, optical and electrochemical characterization of three small organic molecules, TPA-TPD, TPA-PT-TPD and TPA-TT-TPD with donor-acceptor structure and their use in organic photovoltaic cells are reported. For the synthesis, 5-(2-ethylhexyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione was used as electron withdrawing fragment while the triphenylamine was used as electron donating fragment. Molecular electronic geometry and electronic distribution density were established by density functional theory (DFT) calculations and confirmed by optical and chemical characterization. These molecules were employed as electron-donors in the active layer for manufacturing bulk heterojunction organic solar cells, where [6,6]-phenyl C71 butyric acid methyl ester (PC71BM) was used as electron-acceptor. As cathode, Field′s metal (FM), an eutectic alloy (Bi/In/Sn: 32.5%, 51%, and 16.5%, respectively) with a melting point above 62 °C, was easily deposited by drop casting under vacuum-free process and at air atmosphere. Prepared devices based on TPA-TPD:PC71BM (1:4 w/w ratio) presented a large VOC = 0.97 V, with JSC = 7.9 mA/cm2, a FF = 0.34, then, a power conversion efficiency (PCE) of 2.6%. |
| first_indexed | 2024-12-21T13:55:43Z |
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| id | doaj.art-eb278fafae2c4b79ac327fa41a9fafb3 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-21T13:55:43Z |
| publishDate | 2017-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-eb278fafae2c4b79ac327fa41a9fafb32022-12-21T19:01:33ZengMDPI AGMolecules1420-30492017-09-012210160710.3390/molecules22101607molecules22101607Small Molecules Derived from Thieno[3,4-c]pyrrole-4,6-dione (TPD) and Their Use in Solution Processed Organic Solar CellsCesar Garcias-Morales0Daniel Romero-Borja1José-Luis Maldonado2Arián E. Roa3Mario Rodríguez4J. Pablo García-Merinos5Armando Ariza-Castolo6Research Group of Optical Properties of Materials (GPOM), Centro de Investigaciones en Óptica, A.P. 1-948, 37000 León, Guanajuato, MexicoResearch Group of Optical Properties of Materials (GPOM), Centro de Investigaciones en Óptica, A.P. 1-948, 37000 León, Guanajuato, MexicoResearch Group of Optical Properties of Materials (GPOM), Centro de Investigaciones en Óptica, A.P. 1-948, 37000 León, Guanajuato, MexicoResearch Group of Optical Properties of Materials (GPOM), Centro de Investigaciones en Óptica, A.P. 1-948, 37000 León, Guanajuato, MexicoResearch Group of Optical Properties of Materials (GPOM), Centro de Investigaciones en Óptica, A.P. 1-948, 37000 León, Guanajuato, MexicoInstituto de Investigaciones Químico Biológicas Universidad Michoacana de San Nicolás de Hidalgo Edificio B-1. Ciudad Universitaria, 58030 Morelia, Michoacán, MexicoDepartamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Avenida Instituto Politécnico Nacional 2508 Colonia San Pedro Zacatenco, 07360 Mexico, D.F., MexicoIn this work, microwave synthesis, chemical, optical and electrochemical characterization of three small organic molecules, TPA-TPD, TPA-PT-TPD and TPA-TT-TPD with donor-acceptor structure and their use in organic photovoltaic cells are reported. For the synthesis, 5-(2-ethylhexyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione was used as electron withdrawing fragment while the triphenylamine was used as electron donating fragment. Molecular electronic geometry and electronic distribution density were established by density functional theory (DFT) calculations and confirmed by optical and chemical characterization. These molecules were employed as electron-donors in the active layer for manufacturing bulk heterojunction organic solar cells, where [6,6]-phenyl C71 butyric acid methyl ester (PC71BM) was used as electron-acceptor. As cathode, Field′s metal (FM), an eutectic alloy (Bi/In/Sn: 32.5%, 51%, and 16.5%, respectively) with a melting point above 62 °C, was easily deposited by drop casting under vacuum-free process and at air atmosphere. Prepared devices based on TPA-TPD:PC71BM (1:4 w/w ratio) presented a large VOC = 0.97 V, with JSC = 7.9 mA/cm2, a FF = 0.34, then, a power conversion efficiency (PCE) of 2.6%.https://www.mdpi.com/1420-3049/22/10/1607organic small moleculesmicrowave synthesisdonor-acceptor-donor structureorganic solar cells |
| spellingShingle | Cesar Garcias-Morales Daniel Romero-Borja José-Luis Maldonado Arián E. Roa Mario Rodríguez J. Pablo García-Merinos Armando Ariza-Castolo Small Molecules Derived from Thieno[3,4-c]pyrrole-4,6-dione (TPD) and Their Use in Solution Processed Organic Solar Cells Molecules organic small molecules microwave synthesis donor-acceptor-donor structure organic solar cells |
| title | Small Molecules Derived from Thieno[3,4-c]pyrrole-4,6-dione (TPD) and Their Use in Solution Processed Organic Solar Cells |
| title_full | Small Molecules Derived from Thieno[3,4-c]pyrrole-4,6-dione (TPD) and Their Use in Solution Processed Organic Solar Cells |
| title_fullStr | Small Molecules Derived from Thieno[3,4-c]pyrrole-4,6-dione (TPD) and Their Use in Solution Processed Organic Solar Cells |
| title_full_unstemmed | Small Molecules Derived from Thieno[3,4-c]pyrrole-4,6-dione (TPD) and Their Use in Solution Processed Organic Solar Cells |
| title_short | Small Molecules Derived from Thieno[3,4-c]pyrrole-4,6-dione (TPD) and Their Use in Solution Processed Organic Solar Cells |
| title_sort | small molecules derived from thieno 3 4 c pyrrole 4 6 dione tpd and their use in solution processed organic solar cells |
| topic | organic small molecules microwave synthesis donor-acceptor-donor structure organic solar cells |
| url | https://www.mdpi.com/1420-3049/22/10/1607 |
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