Broadly Applicable Synthesis of Heteroarylated Dithieno[3,2-b:2′,3′-d]pyrroles for Advanced Organic Materials – Part 2: Hole-Transporting Materials for Perovskite Solar Cells

Bäuerle, Peter; Almaki, Masaud; Alanzi, Anwar; Gao, Jing; Lorenz, Christoph; Vogt, Astrid; Eickemeyer, Felix T.; Zakkeruddin, Shaik; Grätzel, Michaël

doi:10.1055/a-1972-5978

Cited by 4 publications

(3 citation statements)

References 68 publications

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“…First results of the application of ethynylated DTPyz 17 as a model-HTM in non-optimized mesoscopic triplecation perovskite solar cells resulted in a respectable power conversion efficiency (PCE) of 15.7 %. [16] Optical, redox, and energetic data of our TAA-substituted DTPyzs and the PCE for 17 in solar cells well compare to other structurally related α,α'and tetra-TAA-substituted HTMs with different cores, such as diarylated cyclopentadithiophene, [13] tetraarylated BDT [17] and cyclopentadiene [18] as well as corresponding dithienopyrroles [17,19] and just vary with respect to the electronic character of the core unit.…”

Section: Electrochemical Characterizationmentioning

confidence: 63%

Functional Dithienopyrazines: Structure‐Property Relationships**

2023

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Dithienopyrazines are only scarcely used as building blocks in organic electronic materials. Here, we report efficient preparation and investigation of syn-and anti-dithienopyrazines, which were functionalized with triaraylamine units to provide different series of donor-acceptor-donor-type materials. The characterization of the optoelectronic properties resulted in valuable structure-property relationships and allowed for the elucidation of the influence of structural effects such as core structure (syn vs anti), type of substituents (directly arylated vs ethynylated aryl), and substitution pattern (α,α'-vs β,β'vs fourfold substitution). Finally, first application of a dithienopyrazine derivative as model for hole-transport materials tailored for organic electronic devices has been realized.

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Section: Electrochemical Characterizationmentioning

confidence: 63%

Functional Dithienopyrazines: Structure‐Property Relationships**

2023

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“…3. The ethynylated DTPyzs (17)(18)(19)(20)(21)(22) absorb as well red-shifted compared to the directly arylated series (7-9, 13-15) due to the increased conjugation by the triple bonds.…”

Section: Optical and Redox Properties And Structure-property Relation...mentioning

confidence: 99%

“…Eg ,'-and tetra-TAA-substituted HTMs, such as diarylated cyclopentadithiophene, [13] tetraarylated BDT [17] and cyclopentadiene [18] as well as corresponding dithienopyrroles [17,19] and just vary with respect to the electronic character of the core unit.…”

Section: Electrochemical Characterizationmentioning

confidence: 99%

Functional Dithienopyrazines – Structure-Property Relationships

Bäuerle

Mena‐Osteritz

Kreuzer³

2023

Preprint

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Dithienopyrazines are only scarcly used as building blocks in organic electronic materials. Here, we report efficient preparation and investigation of syn- and anti-dithienopyrazines, which were functionalized with triaraylamine units to provide different series of donor-acceptor-donor-type materials. The characterization of the optoelectronic properties resulted in valuable structure-property relationships and allowed for the elucidation of the influence of structural effects such as core structure (syn vs anti), type of substituents (directly arylated vs ethynylated aryl), and substitution pattern (a,a‘- vs ß,ß‘- vs fourfold substitution). Finally, first application of a dithienopyrazine derivative as model for hole-transport materials tailored for organic electronic devices has been realized.

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Microencapsulated Perovskite Crystals via In Situ Permeation Growth from Polymer Microencapsulation‐Expansion‐Contraction Strategy: Advancing a Record Long‐Term Stability beyond 10 000 h for Perovskite Solar Cells

Xu,

Wang,

Liu

et al. 2024

Advanced Materials

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Organic metal halide perovskite solar cells (PSCs) bearing both high efficiency and durability were predominantly challenged by inadequate crystallinity of perovskite. Herein, a polymer microencapsulation‐expansion‐contraction (MEC) strategy was proposed for the first time to optimize the crystallization behavior of perovskite, typically by adeptly harnessing the swelling and deswelling characteristics of poly(4‐Acrylamidopyridine) (poly(4‐AcM)) network on PbI2 surface. It can effectively retard the crystallization rate of perovskite, permitting meliorative crystallinity featured by increased grain size from 0.74 to 1.32 μm and reduced trap density from 1.12 × 1016 to 2.56 × 1015 cm−3. Moverover, profiting from the protection of poly(4‐AcM) microencapsulation layer, the degradation of the perovskite was markedly suppressed. Resultant PSCs gained a robust power conversion effiency (PCE) of 24.04%. Typically, they maintained 91% of their initial PCE for 13,008 hours in a desiccated ambient environment and retained 92% PCE after storage for 4,000 hours with a relative humidity of 50±10%, which is the state‐of‐the‐art long‐term stability among the reported contributions.This article is protected by copyright. All rights reserved

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Broadly Applicable Synthesis of Heteroarylated Dithieno[3,2-b:2′,3′-d]pyrroles for Advanced Organic Materials – Part 2: Hole-Transporting Materials for Perovskite Solar Cells

Cited by 4 publications

References 68 publications

Functional Dithienopyrazines: Structure‐Property Relationships**

Functional Dithienopyrazines: Structure‐Property Relationships**

Functional Dithienopyrazines – Structure-Property Relationships

Microencapsulated Perovskite Crystals via In Situ Permeation Growth from Polymer Microencapsulation‐Expansion‐Contraction Strategy: Advancing a Record Long‐Term Stability beyond 10 000 h for Perovskite Solar Cells

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