Synthesis of new D-A1–D-A2 type low bandgap terpolymers based on different thiadiazoloquinoxaline acceptor units for efficient polymer solar cells

Two low bandgap D-A1–D-A2 conjugated copolymers, namely denoted as P1 (non-fluorine substituted thiadiazoloquinoxaline A2) and P2 (fluorine substituted thiadiazoloquinoxaline A2) with the same D (thiophene) and A1 (benzothiadiazole) groups were synthesized in order to investigate the effect of fluor...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:RSC advances 2016-01, Vol.6 (75), p.71232-71244
Hauptverfasser: Keshtov, M. L., Kuklin, S. A., Radychev, N. A., Ostapov, I. E., Nikolaev, A. Y., Konstantinov, I. O., Krayushkin, M. M., Koukaras, E. N., Sharma, Abhishek, Sharma, G. D.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 71244
container_issue 75
container_start_page 71232
container_title RSC advances
container_volume 6
creator Keshtov, M. L.
Kuklin, S. A.
Radychev, N. A.
Ostapov, I. E.
Nikolaev, A. Y.
Konstantinov, I. O.
Krayushkin, M. M.
Koukaras, E. N.
Sharma, Abhishek
Sharma, G. D.
description Two low bandgap D-A1–D-A2 conjugated copolymers, namely denoted as P1 (non-fluorine substituted thiadiazoloquinoxaline A2) and P2 (fluorine substituted thiadiazoloquinoxaline A2) with the same D (thiophene) and A1 (benzothiadiazole) groups were synthesized in order to investigate the effect of fluorine atoms on the photovoltaic performance of polymer solar cells. The electrochemical properties demonstrate that the highest occupied molecular orbital (HOMO) energy level lowered from −5.08 eV (for P1 ) to −5.16 eV (for P2 ), whereas the lowest unoccupied molecular orbital (LUMO) energy levels remain nearly the same. These copolymers showed strong absorption in the wavelength range 300–1100 nm and have a bandgap of around 1.08 and 1.11 eV for P1 and P2 , respectively. After the optimization of the weight ratio and concentration of solvent additives 1-chloronaphathalene (CN), the highest power conversion efficiencies of bulk heterojunction polymer solar cells achieved were up to 5.30% and 7.21% for P1 and P2 as donor and PC 71 BM as acceptor. The enhanced V oc and J sc for the P2 based device can be mainly ascribed to the lower HOMO energy levels and higher hole mobility and better morphology of the fluorinated copolymer P2  : PC 71 BM blend.
doi_str_mv 10.1039/C6RA14537J
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1835670056</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1835670056</sourcerecordid><originalsourceid>FETCH-LOGICAL-c264t-f31968f43ab2c728bfaa3018087dff29221ceffc8294062b9ae9ca78c2ecf90e3</originalsourceid><addsrcrecordid>eNpNUMtOwzAQtBBIVKUXvsBHhBTwI3GSY1XeqoTE4xw5zpoapXawXZVw4h_gC_kSUrUS7GVGq9nZ0SB0TMkZJbw8n4mHKU0znt_toREjqUgYEeX-P36IJiG8kmFERpmgI_T92Nu4gGACdhpbWOOLZEp_Pr8GYDj2HeDWrXEtbfMiOxzBd67tl-DDsAvQYGdxY7QGDzbiuDCyMfLDte5tZax7l62xgKVS0EXn8cqaGLAeGGhtlNnc7PxwcK30WEHbhiN0oGUbYLLDMXq-unya3STz--vb2XSeKCbSmGhOS1HolMuaqZwVtZaSE1qQIm-0ZiVjVA1_VMHKlAhWlxJKJfNCMVC6JMDH6GTr2_khL4RYLU3YJJAW3CpUtOCZyAnJxCA93UqVdyF40FXnzVL6vqKk2rRf_bXPfwEtBnsn</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1835670056</pqid></control><display><type>article</type><title>Synthesis of new D-A1–D-A2 type low bandgap terpolymers based on different thiadiazoloquinoxaline acceptor units for efficient polymer solar cells</title><source>Royal Society Of Chemistry Journals 2008-</source><creator>Keshtov, M. L. ; Kuklin, S. A. ; Radychev, N. A. ; Ostapov, I. E. ; Nikolaev, A. Y. ; Konstantinov, I. O. ; Krayushkin, M. M. ; Koukaras, E. N. ; Sharma, Abhishek ; Sharma, G. D.</creator><creatorcontrib>Keshtov, M. L. ; Kuklin, S. A. ; Radychev, N. A. ; Ostapov, I. E. ; Nikolaev, A. Y. ; Konstantinov, I. O. ; Krayushkin, M. M. ; Koukaras, E. N. ; Sharma, Abhishek ; Sharma, G. D.</creatorcontrib><description>Two low bandgap D-A1–D-A2 conjugated copolymers, namely denoted as P1 (non-fluorine substituted thiadiazoloquinoxaline A2) and P2 (fluorine substituted thiadiazoloquinoxaline A2) with the same D (thiophene) and A1 (benzothiadiazole) groups were synthesized in order to investigate the effect of fluorine atoms on the photovoltaic performance of polymer solar cells. The electrochemical properties demonstrate that the highest occupied molecular orbital (HOMO) energy level lowered from −5.08 eV (for P1 ) to −5.16 eV (for P2 ), whereas the lowest unoccupied molecular orbital (LUMO) energy levels remain nearly the same. These copolymers showed strong absorption in the wavelength range 300–1100 nm and have a bandgap of around 1.08 and 1.11 eV for P1 and P2 , respectively. After the optimization of the weight ratio and concentration of solvent additives 1-chloronaphathalene (CN), the highest power conversion efficiencies of bulk heterojunction polymer solar cells achieved were up to 5.30% and 7.21% for P1 and P2 as donor and PC 71 BM as acceptor. The enhanced V oc and J sc for the P2 based device can be mainly ascribed to the lower HOMO energy levels and higher hole mobility and better morphology of the fluorinated copolymer P2  : PC 71 BM blend.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/C6RA14537J</identifier><language>eng</language><subject>Copolymers ; Devices ; Energy gaps (solid state) ; Energy levels ; Fluorine ; Molecular orbitals ; Photovoltaic cells ; Solar cells</subject><ispartof>RSC advances, 2016-01, Vol.6 (75), p.71232-71244</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c264t-f31968f43ab2c728bfaa3018087dff29221ceffc8294062b9ae9ca78c2ecf90e3</citedby><cites>FETCH-LOGICAL-c264t-f31968f43ab2c728bfaa3018087dff29221ceffc8294062b9ae9ca78c2ecf90e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids></links><search><creatorcontrib>Keshtov, M. L.</creatorcontrib><creatorcontrib>Kuklin, S. A.</creatorcontrib><creatorcontrib>Radychev, N. A.</creatorcontrib><creatorcontrib>Ostapov, I. E.</creatorcontrib><creatorcontrib>Nikolaev, A. Y.</creatorcontrib><creatorcontrib>Konstantinov, I. O.</creatorcontrib><creatorcontrib>Krayushkin, M. M.</creatorcontrib><creatorcontrib>Koukaras, E. N.</creatorcontrib><creatorcontrib>Sharma, Abhishek</creatorcontrib><creatorcontrib>Sharma, G. D.</creatorcontrib><title>Synthesis of new D-A1–D-A2 type low bandgap terpolymers based on different thiadiazoloquinoxaline acceptor units for efficient polymer solar cells</title><title>RSC advances</title><description>Two low bandgap D-A1–D-A2 conjugated copolymers, namely denoted as P1 (non-fluorine substituted thiadiazoloquinoxaline A2) and P2 (fluorine substituted thiadiazoloquinoxaline A2) with the same D (thiophene) and A1 (benzothiadiazole) groups were synthesized in order to investigate the effect of fluorine atoms on the photovoltaic performance of polymer solar cells. The electrochemical properties demonstrate that the highest occupied molecular orbital (HOMO) energy level lowered from −5.08 eV (for P1 ) to −5.16 eV (for P2 ), whereas the lowest unoccupied molecular orbital (LUMO) energy levels remain nearly the same. These copolymers showed strong absorption in the wavelength range 300–1100 nm and have a bandgap of around 1.08 and 1.11 eV for P1 and P2 , respectively. After the optimization of the weight ratio and concentration of solvent additives 1-chloronaphathalene (CN), the highest power conversion efficiencies of bulk heterojunction polymer solar cells achieved were up to 5.30% and 7.21% for P1 and P2 as donor and PC 71 BM as acceptor. The enhanced V oc and J sc for the P2 based device can be mainly ascribed to the lower HOMO energy levels and higher hole mobility and better morphology of the fluorinated copolymer P2  : PC 71 BM blend.</description><subject>Copolymers</subject><subject>Devices</subject><subject>Energy gaps (solid state)</subject><subject>Energy levels</subject><subject>Fluorine</subject><subject>Molecular orbitals</subject><subject>Photovoltaic cells</subject><subject>Solar cells</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNpNUMtOwzAQtBBIVKUXvsBHhBTwI3GSY1XeqoTE4xw5zpoapXawXZVw4h_gC_kSUrUS7GVGq9nZ0SB0TMkZJbw8n4mHKU0znt_toREjqUgYEeX-P36IJiG8kmFERpmgI_T92Nu4gGACdhpbWOOLZEp_Pr8GYDj2HeDWrXEtbfMiOxzBd67tl-DDsAvQYGdxY7QGDzbiuDCyMfLDte5tZax7l62xgKVS0EXn8cqaGLAeGGhtlNnc7PxwcK30WEHbhiN0oGUbYLLDMXq-unya3STz--vb2XSeKCbSmGhOS1HolMuaqZwVtZaSE1qQIm-0ZiVjVA1_VMHKlAhWlxJKJfNCMVC6JMDH6GTr2_khL4RYLU3YJJAW3CpUtOCZyAnJxCA93UqVdyF40FXnzVL6vqKk2rRf_bXPfwEtBnsn</recordid><startdate>20160101</startdate><enddate>20160101</enddate><creator>Keshtov, M. L.</creator><creator>Kuklin, S. A.</creator><creator>Radychev, N. A.</creator><creator>Ostapov, I. E.</creator><creator>Nikolaev, A. Y.</creator><creator>Konstantinov, I. O.</creator><creator>Krayushkin, M. M.</creator><creator>Koukaras, E. N.</creator><creator>Sharma, Abhishek</creator><creator>Sharma, G. D.</creator><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20160101</creationdate><title>Synthesis of new D-A1–D-A2 type low bandgap terpolymers based on different thiadiazoloquinoxaline acceptor units for efficient polymer solar cells</title><author>Keshtov, M. L. ; Kuklin, S. A. ; Radychev, N. A. ; Ostapov, I. E. ; Nikolaev, A. Y. ; Konstantinov, I. O. ; Krayushkin, M. M. ; Koukaras, E. N. ; Sharma, Abhishek ; Sharma, G. D.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c264t-f31968f43ab2c728bfaa3018087dff29221ceffc8294062b9ae9ca78c2ecf90e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Copolymers</topic><topic>Devices</topic><topic>Energy gaps (solid state)</topic><topic>Energy levels</topic><topic>Fluorine</topic><topic>Molecular orbitals</topic><topic>Photovoltaic cells</topic><topic>Solar cells</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Keshtov, M. L.</creatorcontrib><creatorcontrib>Kuklin, S. A.</creatorcontrib><creatorcontrib>Radychev, N. A.</creatorcontrib><creatorcontrib>Ostapov, I. E.</creatorcontrib><creatorcontrib>Nikolaev, A. Y.</creatorcontrib><creatorcontrib>Konstantinov, I. O.</creatorcontrib><creatorcontrib>Krayushkin, M. M.</creatorcontrib><creatorcontrib>Koukaras, E. N.</creatorcontrib><creatorcontrib>Sharma, Abhishek</creatorcontrib><creatorcontrib>Sharma, G. D.</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Keshtov, M. L.</au><au>Kuklin, S. A.</au><au>Radychev, N. A.</au><au>Ostapov, I. E.</au><au>Nikolaev, A. Y.</au><au>Konstantinov, I. O.</au><au>Krayushkin, M. M.</au><au>Koukaras, E. N.</au><au>Sharma, Abhishek</au><au>Sharma, G. D.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of new D-A1–D-A2 type low bandgap terpolymers based on different thiadiazoloquinoxaline acceptor units for efficient polymer solar cells</atitle><jtitle>RSC advances</jtitle><date>2016-01-01</date><risdate>2016</risdate><volume>6</volume><issue>75</issue><spage>71232</spage><epage>71244</epage><pages>71232-71244</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>Two low bandgap D-A1–D-A2 conjugated copolymers, namely denoted as P1 (non-fluorine substituted thiadiazoloquinoxaline A2) and P2 (fluorine substituted thiadiazoloquinoxaline A2) with the same D (thiophene) and A1 (benzothiadiazole) groups were synthesized in order to investigate the effect of fluorine atoms on the photovoltaic performance of polymer solar cells. The electrochemical properties demonstrate that the highest occupied molecular orbital (HOMO) energy level lowered from −5.08 eV (for P1 ) to −5.16 eV (for P2 ), whereas the lowest unoccupied molecular orbital (LUMO) energy levels remain nearly the same. These copolymers showed strong absorption in the wavelength range 300–1100 nm and have a bandgap of around 1.08 and 1.11 eV for P1 and P2 , respectively. After the optimization of the weight ratio and concentration of solvent additives 1-chloronaphathalene (CN), the highest power conversion efficiencies of bulk heterojunction polymer solar cells achieved were up to 5.30% and 7.21% for P1 and P2 as donor and PC 71 BM as acceptor. The enhanced V oc and J sc for the P2 based device can be mainly ascribed to the lower HOMO energy levels and higher hole mobility and better morphology of the fluorinated copolymer P2  : PC 71 BM blend.</abstract><doi>10.1039/C6RA14537J</doi><tpages>13</tpages></addata></record>
fulltext fulltext
identifier ISSN: 2046-2069
ispartof RSC advances, 2016-01, Vol.6 (75), p.71232-71244
issn 2046-2069
2046-2069
language eng
recordid cdi_proquest_miscellaneous_1835670056
source Royal Society Of Chemistry Journals 2008-
subjects Copolymers
Devices
Energy gaps (solid state)
Energy levels
Fluorine
Molecular orbitals
Photovoltaic cells
Solar cells
title Synthesis of new D-A1–D-A2 type low bandgap terpolymers based on different thiadiazoloquinoxaline acceptor units for efficient polymer solar cells
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-25T18%3A42%3A39IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20of%20new%20D-A1%E2%80%93D-A2%20type%20low%20bandgap%20terpolymers%20based%20on%20different%20thiadiazoloquinoxaline%20acceptor%20units%20for%20efficient%20polymer%20solar%20cells&rft.jtitle=RSC%20advances&rft.au=Keshtov,%20M.%20L.&rft.date=2016-01-01&rft.volume=6&rft.issue=75&rft.spage=71232&rft.epage=71244&rft.pages=71232-71244&rft.issn=2046-2069&rft.eissn=2046-2069&rft_id=info:doi/10.1039/C6RA14537J&rft_dat=%3Cproquest_cross%3E1835670056%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1835670056&rft_id=info:pmid/&rfr_iscdi=true