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Influence of the Donor Size in D−π–A Organic Dyes for Dye-Sensitized Solar Cells
We report two new molecularly engineered push–pull dyes, i.e., YA421 and YA422, based on substituted quinoxaline as a π-conjugating linker and bulky-indoline moiety as donor and compared with reported IQ4 dye. Benefitting from increased steric hindrance with the introduction of bis(2,4-dihexyloxy)be...
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Published in: | Journal of the American Chemical Society 2014-04, Vol.136 (15), p.5722-5730 |
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creator | Yang, Jiabao Ganesan, Paramaguru Teuscher, Joël Moehl, Thomas Kim, Yong Joo Yi, Chenyi Comte, Pascal Pei, Kai Holcombe, Thomas W Nazeeruddin, Mohammad Khaja Hua, Jianli Zakeeruddin, Shaik M Tian, He Grätzel, Michael |
description | We report two new molecularly engineered push–pull dyes, i.e., YA421 and YA422, based on substituted quinoxaline as a π-conjugating linker and bulky-indoline moiety as donor and compared with reported IQ4 dye. Benefitting from increased steric hindrance with the introduction of bis(2,4-dihexyloxy)benzene substitution on the quinoxaline, the electron recombination between redox electrolyte and the TiO2 surface is reduced, especially in redox electrolyte employing Co(II/III) complexes as redox shuttles. It was found that the open circuit photovoltages of IQ4, YA421, and YA422 devices with cobalt-based electrolyte are higher than those with iodide/triiodide electrolyte by 34, 62, and 135 mV, respectively. Moreover, the cells employing graphene nanoplatelets on top of gold spattered film as a counter electrode (CE) show lower charge-transfer resistance compared to platinum as a CE. Consequently, YA422 devices deliver the best power conversion efficiency due to higher fill factor, reaching 10.65% at AM 1.5 simulated sunlight. Electrochemical impedance spectroscopy and transient absorption spectroscopy analysis were performed to understand the electrolyte influence on the device performances with different counter electrode materials and donor structures of donor−π–acceptor dyes. Laser flash photolysis experiments indicate that even though the dye regeneration of YA422 is slower than that of the other two dyes, the slower back electron transfer of YA422 contributes to the higher device performance. |
doi_str_mv | 10.1021/ja500280r |
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Benefitting from increased steric hindrance with the introduction of bis(2,4-dihexyloxy)benzene substitution on the quinoxaline, the electron recombination between redox electrolyte and the TiO2 surface is reduced, especially in redox electrolyte employing Co(II/III) complexes as redox shuttles. It was found that the open circuit photovoltages of IQ4, YA421, and YA422 devices with cobalt-based electrolyte are higher than those with iodide/triiodide electrolyte by 34, 62, and 135 mV, respectively. Moreover, the cells employing graphene nanoplatelets on top of gold spattered film as a counter electrode (CE) show lower charge-transfer resistance compared to platinum as a CE. Consequently, YA422 devices deliver the best power conversion efficiency due to higher fill factor, reaching 10.65% at AM 1.5 simulated sunlight. Electrochemical impedance spectroscopy and transient absorption spectroscopy analysis were performed to understand the electrolyte influence on the device performances with different counter electrode materials and donor structures of donor−π–acceptor dyes. Laser flash photolysis experiments indicate that even though the dye regeneration of YA422 is slower than that of the other two dyes, the slower back electron transfer of YA422 contributes to the higher device performance.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja500280r</identifier><identifier>PMID: 24655036</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Journal of the American Chemical Society, 2014-04, Vol.136 (15), p.5722-5730</ispartof><rights>Copyright © 2014 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a315t-3c9c5a370297a8b9eefae96d4a1758a2e29e39d32709af257389866a05dbc2ab3</citedby><cites>FETCH-LOGICAL-a315t-3c9c5a370297a8b9eefae96d4a1758a2e29e39d32709af257389866a05dbc2ab3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24655036$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yang, Jiabao</creatorcontrib><creatorcontrib>Ganesan, Paramaguru</creatorcontrib><creatorcontrib>Teuscher, Joël</creatorcontrib><creatorcontrib>Moehl, Thomas</creatorcontrib><creatorcontrib>Kim, Yong Joo</creatorcontrib><creatorcontrib>Yi, Chenyi</creatorcontrib><creatorcontrib>Comte, Pascal</creatorcontrib><creatorcontrib>Pei, Kai</creatorcontrib><creatorcontrib>Holcombe, Thomas W</creatorcontrib><creatorcontrib>Nazeeruddin, Mohammad Khaja</creatorcontrib><creatorcontrib>Hua, Jianli</creatorcontrib><creatorcontrib>Zakeeruddin, Shaik M</creatorcontrib><creatorcontrib>Tian, He</creatorcontrib><creatorcontrib>Grätzel, Michael</creatorcontrib><title>Influence of the Donor Size in D−π–A Organic Dyes for Dye-Sensitized Solar Cells</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>We report two new molecularly engineered push–pull dyes, i.e., YA421 and YA422, based on substituted quinoxaline as a π-conjugating linker and bulky-indoline moiety as donor and compared with reported IQ4 dye. Benefitting from increased steric hindrance with the introduction of bis(2,4-dihexyloxy)benzene substitution on the quinoxaline, the electron recombination between redox electrolyte and the TiO2 surface is reduced, especially in redox electrolyte employing Co(II/III) complexes as redox shuttles. It was found that the open circuit photovoltages of IQ4, YA421, and YA422 devices with cobalt-based electrolyte are higher than those with iodide/triiodide electrolyte by 34, 62, and 135 mV, respectively. Moreover, the cells employing graphene nanoplatelets on top of gold spattered film as a counter electrode (CE) show lower charge-transfer resistance compared to platinum as a CE. Consequently, YA422 devices deliver the best power conversion efficiency due to higher fill factor, reaching 10.65% at AM 1.5 simulated sunlight. Electrochemical impedance spectroscopy and transient absorption spectroscopy analysis were performed to understand the electrolyte influence on the device performances with different counter electrode materials and donor structures of donor−π–acceptor dyes. Laser flash photolysis experiments indicate that even though the dye regeneration of YA422 is slower than that of the other two dyes, the slower back electron transfer of YA422 contributes to the higher device performance.</description><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNpt0LtOwzAUBmALgWgpDLwA8oIEQ8CXOo7HquVSqRJD6Rw5yQmkSu1iJ0OZOjLDg_EOfRKMWjox2T769MvnR-ickhtKGL2da0EIS4g7QF0qGIkEZfEh6pIwjWQS8w468X4enn2W0GPUYf1YCMLjLpqNTVm3YHLAtsTNK-CRNdbhafUOuDJ4tPn4_F5v1l8D_ORetKlyPFqBx2Uw4RJNwfiqCbjAU1trh4dQ1_4UHZW69nC2O3todn_3PHyMJk8P4-FgEmlORRPxXOVCc0mYkjrJFECpQcVFX1MpEs2AKeCq4EwSpUsmJE9UEseaiCLLmc54D11tc5fOvrXgm3RR-Tz8QBuwrU-p4CqsyqQM9HpLc2e9d1CmS1cttFullKS_Lab7FoO92MW22QKKvfyrLYDLLdC5T-e2dSZs-U_QDy4CeVA</recordid><startdate>20140416</startdate><enddate>20140416</enddate><creator>Yang, Jiabao</creator><creator>Ganesan, Paramaguru</creator><creator>Teuscher, Joël</creator><creator>Moehl, Thomas</creator><creator>Kim, Yong Joo</creator><creator>Yi, Chenyi</creator><creator>Comte, Pascal</creator><creator>Pei, Kai</creator><creator>Holcombe, Thomas W</creator><creator>Nazeeruddin, Mohammad Khaja</creator><creator>Hua, Jianli</creator><creator>Zakeeruddin, Shaik M</creator><creator>Tian, He</creator><creator>Grätzel, Michael</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20140416</creationdate><title>Influence of the Donor Size in D−π–A Organic Dyes for Dye-Sensitized Solar Cells</title><author>Yang, Jiabao ; Ganesan, Paramaguru ; Teuscher, Joël ; Moehl, Thomas ; Kim, Yong Joo ; Yi, Chenyi ; Comte, Pascal ; Pei, Kai ; Holcombe, Thomas W ; Nazeeruddin, Mohammad Khaja ; Hua, Jianli ; Zakeeruddin, Shaik M ; Tian, He ; Grätzel, Michael</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a315t-3c9c5a370297a8b9eefae96d4a1758a2e29e39d32709af257389866a05dbc2ab3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yang, Jiabao</creatorcontrib><creatorcontrib>Ganesan, Paramaguru</creatorcontrib><creatorcontrib>Teuscher, Joël</creatorcontrib><creatorcontrib>Moehl, Thomas</creatorcontrib><creatorcontrib>Kim, Yong Joo</creatorcontrib><creatorcontrib>Yi, Chenyi</creatorcontrib><creatorcontrib>Comte, Pascal</creatorcontrib><creatorcontrib>Pei, Kai</creatorcontrib><creatorcontrib>Holcombe, Thomas W</creatorcontrib><creatorcontrib>Nazeeruddin, Mohammad Khaja</creatorcontrib><creatorcontrib>Hua, Jianli</creatorcontrib><creatorcontrib>Zakeeruddin, Shaik M</creatorcontrib><creatorcontrib>Tian, He</creatorcontrib><creatorcontrib>Grätzel, Michael</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yang, Jiabao</au><au>Ganesan, Paramaguru</au><au>Teuscher, Joël</au><au>Moehl, Thomas</au><au>Kim, Yong Joo</au><au>Yi, Chenyi</au><au>Comte, Pascal</au><au>Pei, Kai</au><au>Holcombe, Thomas W</au><au>Nazeeruddin, Mohammad Khaja</au><au>Hua, Jianli</au><au>Zakeeruddin, Shaik M</au><au>Tian, He</au><au>Grätzel, Michael</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Influence of the Donor Size in D−π–A Organic Dyes for Dye-Sensitized Solar Cells</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2014-04-16</date><risdate>2014</risdate><volume>136</volume><issue>15</issue><spage>5722</spage><epage>5730</epage><pages>5722-5730</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><abstract>We report two new molecularly engineered push–pull dyes, i.e., YA421 and YA422, based on substituted quinoxaline as a π-conjugating linker and bulky-indoline moiety as donor and compared with reported IQ4 dye. Benefitting from increased steric hindrance with the introduction of bis(2,4-dihexyloxy)benzene substitution on the quinoxaline, the electron recombination between redox electrolyte and the TiO2 surface is reduced, especially in redox electrolyte employing Co(II/III) complexes as redox shuttles. It was found that the open circuit photovoltages of IQ4, YA421, and YA422 devices with cobalt-based electrolyte are higher than those with iodide/triiodide electrolyte by 34, 62, and 135 mV, respectively. Moreover, the cells employing graphene nanoplatelets on top of gold spattered film as a counter electrode (CE) show lower charge-transfer resistance compared to platinum as a CE. Consequently, YA422 devices deliver the best power conversion efficiency due to higher fill factor, reaching 10.65% at AM 1.5 simulated sunlight. Electrochemical impedance spectroscopy and transient absorption spectroscopy analysis were performed to understand the electrolyte influence on the device performances with different counter electrode materials and donor structures of donor−π–acceptor dyes. Laser flash photolysis experiments indicate that even though the dye regeneration of YA422 is slower than that of the other two dyes, the slower back electron transfer of YA422 contributes to the higher device performance.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>24655036</pmid><doi>10.1021/ja500280r</doi><tpages>9</tpages></addata></record> |
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title | Influence of the Donor Size in D−π–A Organic Dyes for Dye-Sensitized Solar Cells |
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