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https://hdl.handle.net/1822/48399
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Campo DC | Valor | Idioma |
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dc.contributor.author | Fernandes, Sara Sofia Marques | por |
dc.contributor.author | Mesquita, I. | por |
dc.contributor.author | Andrade, L. | por |
dc.contributor.author | Mendes, A. | por |
dc.contributor.author | Justino, Licinia L. G. | por |
dc.contributor.author | Burrows, H. D. | por |
dc.contributor.author | Raposo, M. Manuela M. | por |
dc.date.accessioned | 2017-12-18T14:08:48Z | - |
dc.date.issued | 2017 | - |
dc.date.submitted | 2017 | - |
dc.identifier.citation | Fernandes, S. S. M.; Mesquita, I.; Andrade, L.; Mendes, A.; Justino, L. L. G. Burrows, H. D.; Raposo, M. M. M. Synthesis and characterization of push-pull bithiophene and thieno[3,2-b]thiophene derivatives bearing an ethyne linker as sensitizers for dye-sensitized solar cells. Org. Electronics 2017, 49, 194-205. | por |
dc.identifier.issn | 1566-1199 | por |
dc.identifier.uri | https://hdl.handle.net/1822/48399 | - |
dc.description.abstract | Five push-pull heterocyclic dyes 4-7, and 9 were synthesized and characterized in order to study the variations in the optical, electronic and photovoltaic properties induced by structural modifications, i.e. different spacer units and anchoring groups. The final push-pull conjugated dyes 6-7 and 9 are formed by a N,N-dimethylaniline donor moiety conjugated with bithiophene, ethynyl-bithiophene or ethynyl-thieno[3,2-b]thiophene spacers and cyanoacetic acid or rhodanine-3-acetic acid as anchoring group. The synthesis of the precursor aldehydes 4-5 was accomplished through a Sonogashira coupling, on the other hand, compound 8 was prepared by Suzuki coupling. Knoevenagel condensation of aldehydes 4, 5 and 8 with cyanoacetic acid or rhodamine-3-acetic acid afforded the final push-pull dyes 6, 7 and 9. Information on conformation, electronic structure and electron distribution was obtained by DFT and TDDFTcalculations. This multidisciplinary study regarding the evaluation of the optical, redox and photovoltaic properties of the dyes reveals that compound 7, bearing an ethynyl-bithiophene spacer conjugated with a cyanoacetic acid anchoring group, has the highest conversion efficiency (3.51 %) as dye sensitizer in nanocrystalline TiO2 solar cells. Co-adsorption studies were also performed for dyes 6-7 with N719 as co-adsorbent, and this enhanced dye efficiencies by 33-45 %. The best cell performance was obtained by co-adsorbing N719 and dye 7 (75/25 vol%) with 4.66 % efficiency. | por |
dc.description.sponsorship | Laboratory for Advanced Computing at the University of Coimbra | por |
dc.description.sponsorship | Thanks are due to: Fundaçao para a Ci ~ encia e a Tecnologia for ^ PhD grants to S. S. M. Fernandes (SFRH/BD/87786/2012), and I. Mesquita (PD/BD/105985/2014) and a postdoctoral grant to L.L.G.Justino. (SFRH/BPD/97026/2013); FEDER-COMPETE for financial support through the CQ/UM PEst-C/QUI/UI0686/2013 (FCOMP- 01-0124-FEDER-037302); European Research Council (Contract no: 321315) for funding. H. D. Burrows are grateful for funding from Centro de Química de Coimbra, which is supported by the FC through the programmes UID/QUI/UI0313/2013 and COMPETE. The NMR spectrometer Bruker Avance III 400 is part of the National NMR Network and was purchased within the framework of the National Program for Scientific Re-equipment, contract REDE/1517/ RMN/2005 with funds from POCI 2010 (FEDER) and FCT. The authors also thank the Laboratory for Advanced Computing at the University of Coimbra for providing computing resources that have contributed to the research results reported in this paper (URL http://www.lca.uc.pt). The authors would like also to acknowledge A. I. Pereira for sequential co-adsorption devices and Dr. D. Ivanou for IPCE experiments. | por |
dc.language.iso | eng | por |
dc.publisher | Elsevier 1 | por |
dc.relation | PhD grants to S. S. M. Fernandes (SFRH/BD/87786/2012) | por |
dc.relation | PhD grants to I. Mesquita (PD/BD/105985/2014) | por |
dc.relation | Postdoctoral grant to L.L.G.Justino. (SFRH/BPD/97026/2013) | por |
dc.relation | FEDER-COMPETE for financial support through the CQ/UM PEst-C/QUI/UI0686/2013 (FCOMP-01-0124-FEDER-037302) | por |
dc.relation | UID/QUI/UI0313/2013 and COMPETE | por |
dc.rights | openAccess | - |
dc.subject | Dye sensitized solar cells | por |
dc.subject | Metal-free organic dyes | por |
dc.subject | Bithiophene | por |
dc.subject | Thieno[3,2-b]thiophene | por |
dc.subject | Cyanoacetic acid | por |
dc.subject | Rhodanine-3-acetic acid | por |
dc.subject | Co-adsorption | por |
dc.title | Synthesis and characterization of push-pull bithiophene and thieno[3,2-b]thiophene derivatives bearing an ethyne linker as sensitizers for dye-sensitized solar cells | por |
dc.type | article | por |
dc.peerreviewed | yes | por |
dc.relation.publisherversion | http://dx.doi.org/10.1016/j.orgel.2017.06.048 | por |
oaire.citationStartPage | 194 | por |
oaire.citationEndPage | 205 | por |
oaire.citationVolume | 49 | por |
dc.identifier.eissn | 1878-5530 | por |
dc.identifier.doi | 10.1016/j.orgel.2017.06.048 | por |
dc.subject.fos | Ciências Naturais::Ciências Químicas | por |
dc.description.publicationversion | info:eu-repo/semantics/publishedVersion | por |
dc.subject.wos | Science & Technology | por |
sdum.journal | Organic Electronics | por |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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Organic Electronics 2017, 49, 194-205.pdf | manuscrito | 2,24 MB | Adobe PDF | Ver/Abrir |