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New low band gap thieno[3,4-b]thiophene-based polymers with deep HOMO levels for organic solar cells

Par Conseil national de recherches du Canada

DOITrouver le DOI : https://doi.org/10.1039/c1jm11229e
AuteurRechercher : 1; Rechercher : 1; Rechercher : 2; Rechercher : 1; Rechercher : 1; Rechercher : 1; Rechercher : 2; Rechercher : 1
Affiliation
  1. Conseil national de recherches du Canada. Institut des sciences des microstructures du CNRC
  2. Conseil national de recherches du Canada. Institut de technologie des procédés chimiques et de l'environnement du CNRC
FormatTexte, Article
Sujetalkoxy chains; alkyl chain; band gap energy; bulk heterojunction solar cells; electron acceptor; electron donors; electron-donating; electronwithdrawing; fluorine atoms; high power conversion; HOMO energy levels; low band gap; organic solar cell; side-chains; conversion efficiency; electrons; energy gap; fluorine; heterojunctions; hole mobility; ketones; open circuit voltage; organic polymers; thiophene
Résumé
Two new soluble alternating alkyl-substituted benzo[1,2-b:4,5-b′] dithiophene and ketone-substituted thieno[3,4-b]thiophene copolymers were synthesized and characterized. We found that grafting 3-butyloctyl side chains to the benzo[1,2-b:4,5-b′]dithiophene unit at C4 and C8 afforded the resulting polymer (P1) a high hole mobility (∼10⁻² cm² Vs⁻¹) and a low-lying HOMO energy level (5.22 eV). Preliminary experiments in bulk heterojunction solar cells using P1 as the electron donor demonstrated a high power conversion efficiency of 4.8% even with PC 61BM as the electron acceptor. The introduction of an electron-withdrawing fluorine atom into the thieno[3,4-b]thiophene unit at the C3 position (P2) lowers the HOMO energy level and consequently improves the open circuit voltage from 0.78 to 0.86 V. These values are about 0.1 V higher than those reported for their analogues based on alkoxy-substituted benzo[1,2-b:4,5-b′]dithiophene. This work demonstrates that the replacement of the alkoxy chains on the benzo[1,2-b:4,5-b′]dithiophene unit with less electron-donating alkyl chains is able to lower the HOMO energy levels of this class of polymers without increasing their band gap energy. © 2011 The Royal Society of Chemistry.
Date de publication
Maison d’éditionRoyal Society of Chemistry
Dans
  • Journal of Materials Chemistry 21, nº 29 (17 juin 2011) : 10920–10928.
Langueanglais
Publications évaluées par des pairsOui
Numéro NPARC21271383
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Identificateur de l’enregistrement21de0e7e-79d7-40e8-affc-6374fd678f06
Enregistrement créé2014-03-24
Enregistrement modifié2024-01-11
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