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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Main Authors: Reinner Ishaq Lerrick, Wastiana Bere, Meliana Da Silva Braga, Agus Supriyanto, Ali Hashem Essa
Format: Article
Language:English
Published: Department of Chemistry, Universitas Gadjah Mada 2023-01-01
Series:Indonesian Journal of Chemistry
Subjects:
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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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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