Triarylamine/Bithiophene Copolymer with Enhanced Quinoidal Character as Hole‐Transporting Material for Perovskite Solar Cells

Lin, Hao‐Sheng; Doba, Takahiro; Sato, Wataru; Shang, Rui; Nakamura, Eiichi

doi:10.1002/ange.202203949

“…In the following year, Matsuo, Shang and Nakamura harnessed this reaction to assemble triarylamine/bithiophene copolymers. 135 The insertion of a bithiophene unit into the polytriarylamine skeleton, a well-known HTM, 136 addressed issues of suboptimal conductivity and severe recombination at the interface between the perovskite layer and the holetransporting layer (HTL) in solar cell devices. This strategic integration led to enhanced conjugation across four quinoidal rings in the radical cation state, a deepened HOMO energy level and the effective passivation of the surface defect sites within the perovskite layer (Scheme 24A).…”

Section: Development Of Polymermentioning

confidence: 99%

Discovery of Organic Optoelectronic Materials Powered by Oxidative Ar–H/Ar–H Coupling

Yang,

Wu,

Bin

et al. 2024

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Efficient and streamlined synthetic methods that facilitate the rapid build-up of structurally diverse π-conjugated systems are of paramount importance in the quest for organic optoelectronic materials. Among these methods, transition-metalcatalyzed oxidative Ar−H/Ar−H coupling reactions between two (hetero)arenes have emerged as a concise and effective approach for generating a wide array of bi(hetero)aryl and fused heteroaryl structures. This innovative approach bypasses challenges associated with substrate pre-activation processes, thereby allowing for the creation of frameworks that were previously beyond reach using conventional Ar−X/Ar−M coupling reactions. These inherent advantages have ushered in new design patterns for organic optoelectronic molecules that deviate from traditional methods. This ground-breaking approach enables the transcendence of the limitations of repetitive material structures, ultimately leading to the discovery of novel high-performance materials. In this Perspective, we provide an overview of recent advances in the development of organic optoelectronic materials through the utilization of transition-metal-catalyzed oxidative Ar−H/Ar−H coupling reactions. We introduce several notable synthetic strategies in this domain, covering both directed and non-directed oxidative Ar−H/Ar−H coupling strategies, dual chelation-assisted strategy and directed ortho-C−H arylation/cyclization strategy. Additionally, we shed light on the role of oxidative Ar−H/Ar−H coupling reactions in the advancement of high-performance organic optoelectronic materials. Finally, we discuss the current limitations of existing protocols and offer insights into the future prospects for this field.

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Tuning Hole Transport Properties via Pyrrole Derivation for High‐Performance Perovskite Solar Cells

Zhou

¹

,

Li

²

,

Tan

³

et al. 2023

Angewandte Chemie

3

0

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Hole transport materials (HTMs) with high hole mobility, good band alignment and ease of fabrication are highly desirable for perovskite solar cells (PSCs). Here, we designed and synthesized novel organic HTMs, named T3, which can be synthesized in high yields with commercially available materials, featuring a substituted pyrrole core and triphenylamine peripheral arms. The capability of functionalization in the final synthetic step provides an efficient way to obtain a variety of T3‐based HTMs with tunable energy levels and other properties. Among them, fluorine‐substituted T3 (T3‐F) exhibits the best band alignment and hole extraction properties, leading to PSCs with outstanding PCEs of 24.85 % and 24.03 % (certified 23.46 %) for aperture areas of 0.1 and 1 cm2, respectively. The simple structure and tunable performance of T3 can inspire further optimization for efficient PSCs.

show abstract

Tuning Hole Transport Properties via Pyrrole Derivation for High‐Performance Perovskite Solar Cells

Zhou

¹

,

Li

²

,

Tan

³

et al. 2023

View full text Add to dashboard Cite

Hole transport materials (HTMs) with high hole mobility, good band alignment and ease of fabrication are highly desirable for perovskite solar cells (PSCs). Here, we designed and synthesized novel organic HTMs, named T3, which can be synthesized in high yields with commercially available materials, featuring a substituted pyrrole core and triphenylamine peripheral arms. The capability of functionalization in the final synthetic step provides an efficient way to obtain a variety of T3‐based HTMs with tunable energy levels and other properties. Among them, fluorine‐substituted T3 (T3‐F) exhibits the best band alignment and hole extraction properties, leading to PSCs with outstanding PCEs of 24.85 % and 24.03 % (certified 23.46 %) for aperture areas of 0.1 and 1 cm2, respectively. The simple structure and tunable performance of T3 can inspire further optimization for efficient PSCs.

show abstract

Triarylamine/Bithiophene Copolymer with Enhanced Quinoidal Character as Hole‐Transporting Material for Perovskite Solar Cells

Cited by 3 publications

References 93 publications

Discovery of Organic Optoelectronic Materials Powered by Oxidative Ar–H/Ar–H Coupling

Discovery of Organic Optoelectronic Materials Powered by Oxidative Ar–H/Ar–H Coupling

Tuning Hole Transport Properties via Pyrrole Derivation for High‐Performance Perovskite Solar Cells

Tuning Hole Transport Properties via Pyrrole Derivation for High‐Performance Perovskite Solar Cells

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