T-grafting BODIPY-Based Photosensitizers: The Synthesis of 2,6-Diethylacrylic-8-(<i>o</i>-methoxyphenyl)BODIPY and Its DSSC Performance
A new T-grafting photosensitizer of Dye-Sensitized Solar Cell (DSSC) has been developed by aligning Donor-Acceptor (D-A) group in an axially chiral BODIPY. Synthesis of the dye was conducted over a linear approach involving one-pot, non-oxidative synthesis of 1,3,5,7-tetramethyl-8-(o-methoxyphenyl)B...
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Department of Chemistry, Universitas Gadjah Mada
2023-01-01
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Series: | Indonesian Journal of Chemistry |
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Online Access: | https://jurnal.ugm.ac.id/ijc/article/view/76919 |
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author | Reinner Ishaq Lerrick Wastiana Bere Meliana Da Silva Braga Agus Supriyanto Ali Hashem Essa |
author_facet | Reinner Ishaq Lerrick Wastiana Bere Meliana Da Silva Braga Agus Supriyanto Ali Hashem Essa |
author_sort | Reinner Ishaq Lerrick |
collection | DOAJ |
description | A new T-grafting photosensitizer of Dye-Sensitized Solar Cell (DSSC) has been developed by aligning Donor-Acceptor (D-A) group in an axially chiral BODIPY. Synthesis of the dye was conducted over a linear approach involving one-pot, non-oxidative synthesis of 1,3,5,7-tetramethyl-8-(o-methoxyphenyl)BODIPY, bromination, and finally C2/C6 ethyl acrylate Pd-Heck coupling to produce 65% of 2-ethylacrylic-1,3,5,7-tetramethyl-8-(o-methoxyphenyl)BODIPY (BOD-8) and 35% of 2,6-diethylacrylic-1,3,5,7-tetramethyl-8-(o-methoxyphenyl)BODIPY (BOD-9), both characterized by the appearance of acrylic alkenes at 6.05, and 7.63 ppm for BOD-8, and the additional 5.43, 7.80 ppm doublet peaks for BOD-9. The resulting dye showed excellent photon harvesting-related photovoltaic properties and electronic injection and regeneration processes where the acrylic esters were found to be the Donor and the aryl was the Acceptor. Eventually, the dye produced a current at 0.5% efficiency, similar to the horizontal D-A DSSC photosensitizer design. |
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issn | 1411-9420 2460-1578 |
language | English |
last_indexed | 2024-04-10T15:37:03Z |
publishDate | 2023-01-01 |
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series | Indonesian Journal of Chemistry |
spelling | doaj.art-c78dc1c77a6a4bc5936e2a86e1ee46292023-02-13T04:11:34ZengDepartment of Chemistry, Universitas Gadjah MadaIndonesian Journal of Chemistry1411-94202460-15782023-01-0123123224110.22146/ijc.7691933193T-grafting BODIPY-Based Photosensitizers: The Synthesis of 2,6-Diethylacrylic-8-(<i>o</i>-methoxyphenyl)BODIPY and Its DSSC PerformanceReinner Ishaq Lerrick0Wastiana Bere1Meliana Da Silva Braga2Agus Supriyanto3Ali Hashem Essa4Department of Chemistry, Faculty of Science and Engineering, University of Nusa Cendana, Jl. Adi Sucipto, Penfui-Kupang 85118, NTT, IndonesiaDepartment of Chemistry, Faculty of Science and Engineering, University of Nusa Cendana, Jl. Adi Sucipto, Penfui-Kupang 85118, NTT, IndonesiaDepartment of Chemistry, Faculty of Science and Engineering, University of Nusa Cendana, Jl. Adi Sucipto, Penfui-Kupang 85118, NTT, IndonesiaDepartment of Physics, Faculty of Mathematics and Natural Sciences, Universitas Sebelas Maret, Jl. Ir. Sutami 36A, Kentingan, Surakarta 57126, IndonesiaDepartment of Chemistry, College of Science, University of Basrah, Basrah 61004, IraqA new T-grafting photosensitizer of Dye-Sensitized Solar Cell (DSSC) has been developed by aligning Donor-Acceptor (D-A) group in an axially chiral BODIPY. Synthesis of the dye was conducted over a linear approach involving one-pot, non-oxidative synthesis of 1,3,5,7-tetramethyl-8-(o-methoxyphenyl)BODIPY, bromination, and finally C2/C6 ethyl acrylate Pd-Heck coupling to produce 65% of 2-ethylacrylic-1,3,5,7-tetramethyl-8-(o-methoxyphenyl)BODIPY (BOD-8) and 35% of 2,6-diethylacrylic-1,3,5,7-tetramethyl-8-(o-methoxyphenyl)BODIPY (BOD-9), both characterized by the appearance of acrylic alkenes at 6.05, and 7.63 ppm for BOD-8, and the additional 5.43, 7.80 ppm doublet peaks for BOD-9. The resulting dye showed excellent photon harvesting-related photovoltaic properties and electronic injection and regeneration processes where the acrylic esters were found to be the Donor and the aryl was the Acceptor. Eventually, the dye produced a current at 0.5% efficiency, similar to the horizontal D-A DSSC photosensitizer design.https://jurnal.ugm.ac.id/ijc/article/view/76919dssc photosensitizert-grafted alignmentaxially chiral bodipy |
spellingShingle | Reinner Ishaq Lerrick Wastiana Bere Meliana Da Silva Braga Agus Supriyanto Ali Hashem Essa T-grafting BODIPY-Based Photosensitizers: The Synthesis of 2,6-Diethylacrylic-8-(<i>o</i>-methoxyphenyl)BODIPY and Its DSSC Performance Indonesian Journal of Chemistry dssc photosensitizer t-grafted alignment axially chiral bodipy |
title | T-grafting BODIPY-Based Photosensitizers: The Synthesis of 2,6-Diethylacrylic-8-(<i>o</i>-methoxyphenyl)BODIPY and Its DSSC Performance |
title_full | T-grafting BODIPY-Based Photosensitizers: The Synthesis of 2,6-Diethylacrylic-8-(<i>o</i>-methoxyphenyl)BODIPY and Its DSSC Performance |
title_fullStr | T-grafting BODIPY-Based Photosensitizers: The Synthesis of 2,6-Diethylacrylic-8-(<i>o</i>-methoxyphenyl)BODIPY and Its DSSC Performance |
title_full_unstemmed | T-grafting BODIPY-Based Photosensitizers: The Synthesis of 2,6-Diethylacrylic-8-(<i>o</i>-methoxyphenyl)BODIPY and Its DSSC Performance |
title_short | T-grafting BODIPY-Based Photosensitizers: The Synthesis of 2,6-Diethylacrylic-8-(<i>o</i>-methoxyphenyl)BODIPY and Its DSSC Performance |
title_sort | t grafting bodipy based photosensitizers the synthesis of 2 6 diethylacrylic 8 i o i methoxyphenyl bodipy and its dssc performance |
topic | dssc photosensitizer t-grafted alignment axially chiral bodipy |
url | https://jurnal.ugm.ac.id/ijc/article/view/76919 |
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