TY - JOUR
T1 - Facile Direct C-H Arylation Polymerization of Conjugated Polymer, PDCBT, for Organic Solar Cells
AU - Jang, Soo Young
AU - Kim, In bok
AU - Kim, Yunseul
AU - Lim, Dae Hee
AU - Kang, Hongkyu
AU - Heeney, Martin
AU - Kim, Dong Yu
N1 - Generated from Scopus record by KAUST IRTS on 2023-02-14
PY - 2022/10/1
Y1 - 2022/10/1
N2 - Direct arylation polymerization (DArP) is a synthetic method for conjugated polymers; in DArP, organometallic functionalization steps are omitted and there are no toxic byproducts. As a result, it is considered a more sustainable alternative compared to conventional methods such as Stille polymerization. To explore the possibility of DArP-based polymers as donor materials in organic solar cells (OSCs), a series of conjugated polymers based on the structure of PDCBT (poly[2,2''''-bis[[(2-butyloctyl)oxy]carbonyl][2,2':5',2'':5'',2'''-quaterthiophene]-5,5'''-diyl]) are synthesized using DArP and Stille polymerization. By controlling the monomer concentration and reaction time in DArP, DArP-5 with the highest Mn (21.9 kDa) can be obtained and its optoelectronic properties, electrochemical properties, and microscopic molecular ordering are comparable to those of Stille-based PDCBT (Stille-P). Analysis of the polymer structure indicates no structural defects such as crosslinking from undesired β-coupling reactions in DArP-5. Upon blending with the PC71BM acceptor molecule, an increase in the crystallite size of DArP-5 is also observed. In OSC devices with a polymer:PC71BM bulk-heterojunction photoactive layer, DArP-5 demonstrates a comparable power conversion efficiency of 5.8% with that of Stille-P (5.5%). These results prove that DArP is suitable for synthesizing PDCBT, and DArP-based PDCBT can be used in OSCs as an alternative of Stille-based one.
AB - Direct arylation polymerization (DArP) is a synthetic method for conjugated polymers; in DArP, organometallic functionalization steps are omitted and there are no toxic byproducts. As a result, it is considered a more sustainable alternative compared to conventional methods such as Stille polymerization. To explore the possibility of DArP-based polymers as donor materials in organic solar cells (OSCs), a series of conjugated polymers based on the structure of PDCBT (poly[2,2''''-bis[[(2-butyloctyl)oxy]carbonyl][2,2':5',2'':5'',2'''-quaterthiophene]-5,5'''-diyl]) are synthesized using DArP and Stille polymerization. By controlling the monomer concentration and reaction time in DArP, DArP-5 with the highest Mn (21.9 kDa) can be obtained and its optoelectronic properties, electrochemical properties, and microscopic molecular ordering are comparable to those of Stille-based PDCBT (Stille-P). Analysis of the polymer structure indicates no structural defects such as crosslinking from undesired β-coupling reactions in DArP-5. Upon blending with the PC71BM acceptor molecule, an increase in the crystallite size of DArP-5 is also observed. In OSC devices with a polymer:PC71BM bulk-heterojunction photoactive layer, DArP-5 demonstrates a comparable power conversion efficiency of 5.8% with that of Stille-P (5.5%). These results prove that DArP is suitable for synthesizing PDCBT, and DArP-based PDCBT can be used in OSCs as an alternative of Stille-based one.
UR - https://onlinelibrary.wiley.com/doi/10.1002/marc.202200405
UR - http://www.scopus.com/inward/record.url?scp=85135902514&partnerID=8YFLogxK
U2 - 10.1002/marc.202200405
DO - 10.1002/marc.202200405
M3 - Article
C2 - 35938972
SN - 1521-3927
VL - 43
JO - Macromolecular Rapid Communications
JF - Macromolecular Rapid Communications
IS - 20
ER -