Distinction between PTB7-Th samples prepared from Pd(PPh3)4 and Pd2(dba)3/P(o-tol)3 catalysed stille coupling polymerization and the resultant photovoltaic performance

Gao, Jianhong; Wang, Wei; Zhang, Shoujie; Xiao, Shengqiang; Zhan, Chun; Yang, Mingyan; Lu, Xinhui; You, Wei

doi:10.1039/c7ta09464g

Cited by 26 publications

(25 citation statements)

References 55 publications

(67 reference statements)

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“…Such increased degree of crystallinity is known to induce a larger interchainmolecular interaction leading to more delocalized conjugated π electrons, consequently producing a low band gap and enhanced optical π-π * transition resulting in a more effective photon absorption (Motaung et al, 2009) as depicted in Figure 2. Pristine PBDB-T used as a donor shows Raman modes at 1,427, 1,452, 1,487, and 1,540 cm −1 , which are assigned to the C α =C β symmetric stretching mode, antisymmetric stretch mode of C α =C β , skeletal stretching mode of C β -C β and antisymmetric C α -S-C α ring skeleton that depict distortion of the in-plane vibrations of the thiophene ring of PBDB-T (Gao et al, 2018). Other less intense peaks are at 1,075, 1,231, and 1,598 cm −1 and may be assigned to the stretching mode of C β -C alkyl , C-H bending mode, and antisymmetric stretch mode of C α =C β , respectively (Kabongo et al, 2016).…”

Section: Raman Spectroscopymentioning

confidence: 99%

Comparative Investigation of Fullerene PC71BM and Non-fullerene ITIC-Th Acceptors Blended With P3HT or PBDB-T Donor Polymers for PV Applications

et al. 2021

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Fundamentally, organic solar cells (OSCs) with a bulk-heterojunction active layer are made of at least two electronically dissimilar molecules, in which photoabsorption in one (donor) generates Frenkel excitons. The formation of free charge carriers emerge after exciton dissociation at the donor:acceptor interface. In the past decade, most of the progress in enhanced device performance has been steered by the rapid development of novel donor and acceptor materials and on device engineering. Among these donor materials, regioregular poly(3-hexylthiophene) (P3HT) produced better performance despite the mismatch of its absorption coefficient with the solar emission spectrum. Comparatively the donor PBDB-T exhibits an outstanding absorption coefficient with a deeper-lying highest occupied molecular orbital (HOMO) level. Previously most of the efficient acceptors were based on fullerene molecules characterized by limited photoabsorption and stability. In contrast, the recently developed non-fullerene OSCs have a tunable absorption spectrum and exhibit improved stability. In this work, we explore the fundamental sources of the differences in the device performance for different blend compositions made of fullerene derivative (PC71BM) and non-fullerene (ITIC-Th) when paired with the polymer donors P3HT and PBDB-T. The characteristic changes of the optical properties of these blends and their roles in device performance are also investigated. We also studied charge generation where PBDB-T:PC71BM showed the highest maximum exciton generation rate (Gmax) of 3.22 × 1028 s–1 while P3HT: ITIC-Th gave the lowest (0.96 × 1028 s–1). Also noted, PC71BM based counterparts gave better charge transfer capabilities as seen from the lower PL quenching and higher charge carrier dissociation plus collection probability P(E,T) derived from a plot of Jph/Jsat ratio under short-circuit conditions against the effective voltages.

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Section: Raman Spectroscopymentioning

confidence: 99%

Comparative Investigation of Fullerene PC71BM and Non-fullerene ITIC-Th Acceptors Blended With P3HT or PBDB-T Donor Polymers for PV Applications

et al. 2021

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“…Several techniques have been developed for coupling of C-C bond, which can be exemplified by Heck [17], Suzuki [18], Negishi [19], Sonogashira [20], Kumada [21], and Stille [22] coupling reactions, etc. Various metals such as palladium, rhodium, ruthenium, copper, zinc, tin, magnesium, etc [23].…”

Section: Introductionmentioning

confidence: 99%

Pd Supported IRMOF-3: Heterogeneous, Efficient and Reusable Catalyst for Heck Reaction

et al. 2019

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IRMOF-3 with a high surface area prepared by a hydrothermal method was used for deposition of Pd(OAc) 2 on IRMOF-3 particles. The final catalyst was characterized with FT-IR, nitrogen physisorption, thermogravimetry, scanning electron microscopy, transmission electron microscopy combined with energy dispersive X-ray analysis, wide angle X-ray diffraction spectroscopy and X-ray photoelectron spectroscopy. The prepared porous catalyst was effectively used in the Heck coupling reaction in the presence of an organic base. The reaction parameters such as the type of base, amounts of catalyst and solvents, temperature were optimized. The catalyst was then easily separated, washed, and reused 4 times without significant losses of catalytic activity.

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“…When mixing DICTF-TEG with the polymer donor of PTB7-Th, weak (100) reflections at ∼0.28 Å −1 along both the in-plane and out-ofplane directions can be observed, which can be most likely ascribed to the interchain stacking between the alkyl side chains of PTB7-Th in considering together the structure feature of the neat film of DICTF-TEG as indicated in Figure 2. 40 In addition, a (200) reflection at q = 0.50 Å −1 assigned to DICTF-TEG can still be observed along the out-of-plane direction. Importantly, a much broader reflection at ∼1.8 Å −1 in the out-of-plane direction is observed, which could be discernibly resolved as two reflections roughly at ∼1.78 Å −1 (corresponding to a π−π stacking distance of 3.53 Å) and ∼1.83 Å −1 (with a π−π stacking distance of 3.43 Å) corresponding to the (010) reflections of PTB7-Th and DICTF-TEG.…”

Section: Resultsmentioning

confidence: 97%

Effect of Replacing Alkyl Side Chains with Triethylene Glycols on Photovoltaic Properties of Easily Accessible Fluorene-Based Non-Fullerene Molecular Acceptors: Improve or Deteriorate?

Zhang

Gao

Wang

et al. 2018

ACS Appl. Energy Mater.

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Hydrophilic oligo(ethylene glycol) (OEG) side chains are more flexible than alkyl chains and can facilitate the π−π stacking of conjugated polymer backbones, which has been proven to be a key structural feature leading to better device performance in polymer:fullerene blend polymer solar cells (PSCs). So far, little has been known about the influence of OEG side chains on the performance of non-fullerene acceptors in polymer:non-fullerene acceptor blends. Based on an easily accessible conjugated backbone of dicyanomethylene indanone−thiophene−fluorene−thiophene−dicyanometnylene indanone (DICTF), two non-fullerene molecular acceptors were synthesized with decyl (DICTF-C10) and triethylene glycol monoether (DICTF-TEG) side chains to blend with the polymer donor of PTB7-Th for PSCs. Replacing the decyl side chains with the TEGs on DICTF does improve the π−π stacking between the conjugated backbones as expected. For DICTF-TEG, nevertheless, forming the BHJ blend with the PTB7-Th donor leads to unfavorable film morphology structure of the active blend and deteriorated device performance with much lower PCE of 3.09% compared to the blend of PTB7-Th:DICTF-C10 with the maximum PCE of 6.93% at optimized conditions. It is found that charge generation, transport, and recombination within the PSC devices of the two acceptors were greatly impacted by introducing TEG side chains instead of alkyls into the conjugated backbone of DICTF. This comparative study on understanding the side chain effect on device performance allows the establishment of guidance on molecular engineering of non-fullerene molecular acceptors to obtain high performance PSCs.

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Distinction between PTB7-Th samples prepared from Pd(PPh₃)₄ and Pd₂(dba)₃/P(o-tol)₃ catalysed stille coupling polymerization and the resultant photovoltaic performance

Abstract: The polymerization of PTB7-Th by Stille cross-coupling condensations with different catalysts leads to varied structures and photovoltaic performance.

Cited by 26 publications

References 55 publications

Comparative Investigation of Fullerene PC71BM and Non-fullerene ITIC-Th Acceptors Blended With P3HT or PBDB-T Donor Polymers for PV Applications

Comparative Investigation of Fullerene PC71BM and Non-fullerene ITIC-Th Acceptors Blended With P3HT or PBDB-T Donor Polymers for PV Applications

Pd Supported IRMOF-3: Heterogeneous, Efficient and Reusable Catalyst for Heck Reaction

Effect of Replacing Alkyl Side Chains with Triethylene Glycols on Photovoltaic Properties of Easily Accessible Fluorene-Based Non-Fullerene Molecular Acceptors: Improve or Deteriorate?

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