DDQ as an effective p-type dopant for the hole-transport material X1 and its application in stable solid-state dye-sensitized solar cells

Zhang, Yanyun; Yang, Xichuan; Wang, Weihan; Wang, Xiuna; Sun, Licheng

doi:10.1016/j.jechem.2017.12.003

Cited by 10 publications

(4 citation statements)

References 27 publications

(30 reference statements)

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“…Theoretical calculations showed that the electronic state of the active site of sp-hybridized C was adjusted to favor the adsorption of the OOH* reaction intermediate. F4TCNQ had strong electrical absorption, and the molecular size matched the topological ordered pore size of GDY, which facilitated the combination of the two and the elimination of steric hindrance . They constructed several FTG models (Figure a) and calculated their thermodynamic stability using DFT.…”

Section: Structure Of Gdy-based Nanostructuresmentioning

confidence: 99%

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Review of Graphdiyne-Based Nanostructures and Their Applications

Li,

Cui,

Zhang

et al. 2023

ACS Appl. Nano Mater.

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Graphdiyne (GDY) is a carbon allotrope that has attracted great attention since it was first synthesized in 2010. The sp-hybridized carbon atoms give GDY many fascinating properties. In recent years, GDY-based nanostructures have been proved to demonstrate significant advantages in various fields through experiments and theoretical calculations. With the aim of comprehensively introducing the configuration of GDY-based nanostructures at the microscopic level, this review begins from the structure of GDY, followed by introducing the compound structures of GDY with atoms, molecules, ions, and nanoparticles. Recent progress and achievements on the syntheses of GDY and GDY-based nanostructures are overviewed. Subsequently, the application of GDY-based nanostructures in catalysis, energy storage, and biology are summarized. Finally, the current development status of GDY-based nanostructures is summarized, and the future development direction is prospected.

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Section: Structure Of Gdy-based Nanostructuresmentioning

confidence: 99%

“…F4TCNQ had strong electrical absorption, and the molecular size matched the topological ordered pore size of GDY, which facilitated the combination of the two and the elimination of steric hindrance. 50 They constructed several FTG models (Figure 4a) and calculated their thermodynamic stability using DFT.…”

Section: Structure Of Gdy/mentioning

confidence: 99%

Review of Graphdiyne-Based Nanostructures and Their Applications

Li,

Cui,

Zhang

et al. 2023

ACS Appl. Nano Mater.

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“…In solution, DDQ associates through π–π interactions with aromatic hydrocarbons such as fluorene, naphthalene, and perylene, , and is used as a powerful oxidant in organic synthesis . Early doping studies used DDQ to increase the conductivity in OFETs of polythiophenes − as well as small-molecule organic semiconductors. , Charge transfer salts containing DDQ have also been investigated, with examples that include radical ion salts of either alkali metals, metallocenes, or tetraethylammonium, and several complexes with TTF and derivatives. − The strength of the charge transfer interaction can be tracked via IR spectroscopy, ,,, where studies demonstrate that the neutral DDQ nitrile stretch ν CN is seen around 2234 cm –1 , but shifts to lower frequencies when reduced. ,, …”

Section: Introductionmentioning

confidence: 99%

“…70,71 Charge transfer salts containing DDQ have also been investigated, with examples that include radical ion salts of either alkali metals, 72 metallocenes, 73 or tetraethylammonium, 74 and several complexes with TTF and derivatives. 75−77 The strength of the charge transfer interaction can be tracked via IR spectroscopy, 62,73,78,79 where studies demonstrate that the neutral DDQ nitrile stretch ν C�N is seen around 2234 cm −1 , 80 but shifts to lower frequencies when reduced. 72,73,75 We have characterized the TDPP/DDQ complex with single-crystal X-ray crystallography, where we find strong intermolecular coupling not only between the donor and acceptor but also between TDPP units within the crystal structure.…”

Section: ■ Introductionmentioning

confidence: 99%

Molecular p-Doping in Thiophene Diketopyrrolopyrrole Thin Films through Formation of a Charge Transfer Complex

Ourgessa,

McClellan,

Johnston

et al. 2023

J. Phys. Chem. C

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Molecular doping can increase conductivity in organic semiconductor solids through the addition of an electron donor or acceptor into the organic host matrix, when ground state charge transfer interactions are induced between the matrix and the dopant that facilitate carrier transport. Aryl-substituted diketopyrrolopyrroles are common motifs in both small molecules and polymers used for organic electronics, but their molecular doping has only begun to be explored. In this work, we describe a ground state charge transfer complex between a bis(thiophene) diketopyrrolopyrrole (TDPP) as the donor and 2,3-dicyano-5,6-dichlorobenzoquinone (DDQ) as the acceptor. DDQ is a low-cost, relatively stable electron acceptor that we propose is a promising molecular dopant for TDPP-based organic materials. We report the structure of the TDPP/DDQ 1:1 co-crystal, within which we observe strong π–π interactions not only between TDPP and DDQ but also between TDPPs. In thin films prepared from a 1:1 precursor solution, we characterize the energy of the low-energy charge transfer band with UV–Vis absorption spectroscopy and observe a shift in the DDQ nitrile stretch to a lower frequency through Fourier transform infrared (FTIR) spectroscopy, confirming the presence of the ground state charge transfer complex. Single-crystal bond lengths and density functional theory are used to estimate the degree of charge transfer.

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Metal‐Free Organic Dyes for NiO‐Based Dye‐Sensitized Solar Cells: Recent Developments and Future Perspectives

Naik,

Elias,

Keremane

et al. 2024

Energy Tech

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The increasing global demand for energy and growing environmental concerns emphasize the crucial role of solar energy as a sustainable and nondepletable resource. Solar cells, particularly dye‐sensitized solar cells (DSSCs), have gained prominence due to their efficient conversion of solar power, ecofriendly manufacturing processes, and noteworthy stability. Current research in sustainable energy focuses on transitioning from metal‐based to metal‐free organic materials. Tandem solar cells, combining n‐type and p‐type semiconductors sensitized with diverse photoactive dyes, show potential to surpass thermodynamic limits in photon conversion efficiency. Notably, the exploration of n‐type DSSCs as photoanodes in tandem architectures is promising. However, the absence of efficient p‐type photoactive cathodes remains a significant obstacle. Global research efforts are dedicated to addressing charge recombination issues in NiO‐based devices to enhance the efficiency of p‐type DSSCs. The success of any DSSC hinges on the selection of dyes/sensitizers with suitable anchoring groups, wide absorption in the visible–NIR region, and a high extinction coefficient. This article comprehensively reviews advancements in developing highly efficient p‐type sensitizers, emphasizing their pivotal role in unlocking the full potential of tandem solar cells.

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DDQ as an effective p-type dopant for the hole-transport material X1 and its application in stable solid-state dye-sensitized solar cells

Cited by 10 publications

References 27 publications

Review of Graphdiyne-Based Nanostructures and Their Applications

Review of Graphdiyne-Based Nanostructures and Their Applications

Molecular p-Doping in Thiophene Diketopyrrolopyrrole Thin Films through Formation of a Charge Transfer Complex

Metal‐Free Organic Dyes for NiO‐Based Dye‐Sensitized Solar Cells: Recent Developments and Future Perspectives

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