Manipulating Molecular Stacking to Achieve High Electron Mobility in 2D Conjugated Ultra‐Narrow Bandgap Non‐Fullerene Acceptors with Absorption Beyond 1000 nm DOI
Xunfan Liao, Mingtao Liu,

Wenchao Xie

et al.

Advanced Functional Materials, Journal Year: 2024, Volume and Issue: 34(40)

Published: June 20, 2024

Abstract N‐type organic semiconductors are essential for the advancement of electronic devices. However, in relation to extensive research on n‐type and p‐type polymers, studies high‐mobility small‐molecule (SMSCs) limited. Here, a series ultra‐narrow bandgap SMSCs developed an A‐D‐A‐type structure. These feature exceptionally large π‐conjugated area, leading strong intramolecular charge transfer robust π‐π interactions. For first time, central core terminal halogenation employed control molecular surface electrostatic potential distribution, thereby regulating stacking area (S ) studying their correlation. The reveals that, with edge‐on arrangement, introducing fluorine into 2D can reduce S , which is detrimental electron mobility ( µ e field‐effect transistors (OFETs). Conversely, chlorination facilitates injection improves . Consequently, DTPC‐OD‐4Cl, featuring shorter alkyl side chains non‐fluorinated undergoing chlorination, achieved highest up 0.52 cm 2 V −1 s ranking among values reported A‐D‐A type SMSCs. This work not only systematically investigated influence structure but also provided novel insights designing more efficient

Language: Английский

Recent advances in n-type and ambipolar organic semiconductors and their multi-functional applications DOI
Yihan Zhang,

Yongshuai Wang,

Can Gao

et al.

Chemical Society Reviews, Journal Year: 2023, Volume and Issue: 52(4), P. 1331 - 1381

Published: Jan. 1, 2023

A comprehensive summary and deep insights into the synthesis, characterization multi-functional device applications of n-type ambipolar organic semiconductors are provided in this study.

Language: Английский

Citations

161
Recent Research Progress of Organic Small‐Molecule Semiconductors with High Electron Mobilities DOI
Jiadi Chen, Weifeng Zhang, Liping Wang

et al.

Advanced Materials, Journal Year: 2022, Volume and Issue: 35(11)

Published: Dec. 15, 2022

Organic electronics has made great progress in the past decades, which is inseparable from innovative development of organic electronic devices and diversity semiconductor materials. It worth mentioning that both these advances are inextricably linked to high-performance materials, especially representative n-type small-molecule materials with high electron mobilities. The small molecules have advantages simple synthesis process, strong intermolecular stacking, tunable molecular structure, easy functionalize structures. Furthermore, a remarkable important component for constructing complementary logic circuits p-n heterojunction Therefore, semiconductors play an extremely role field basis industrialization functional devices. This review focuses on modification strategies mobility at level, discusses detail applications field-effect transistors, light-emitting photodetectors, gas sensors.

Language: Английский

Citations

102
Functionalized Phenanthrene Imide‐Based Polymers for n‐Type Organic Thin‐Film Transistors DOI
Jie Yang, Jianfeng Li, Xiage Zhang

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(17)

Published: March 6, 2024

Abstract High‐performing n‐type polymers are crucial for the advance of organic electronics field, however strong electron‐deficient building blocks with optimized physicochemical properties constructing them still limited. The imide‐functionalized polycyclic aromatic hydrocarbons ( PAH s) extended π‐conjugated framework, high electron deficiency and good solubility serve as promising candidates developing high‐performance polymers. Among s, phenanthrene PhA ) features a well‐delocalized π‐system multiple modifiable active sites . However, ‐based imides seldom studied, mainly attributed to synthetic challenge. Herein, we report two functionalized CPOI CPCNI , by simultaneously incorporating imide carbonyl or dicyanomethylene onto Notably, dicyanomethylene‐modified exhibits well stabilized LUMO energy level (−3.84 eV), synergetic inductive effect from cyano groups. Subsequently, based on PCPOI‐Tz PCPCNI‐Tz were developed. Applied thin‐film transistors, owing electron‐deficiency polymer shows an improved mobility largely decreased threshold voltage compared This work affords structurally novel highlights effectiveness dual functionalization s electron‐withdrawing groups devising

Language: Английский

Citations

18
Recent developments in polymer semiconductors with excellent electron transport performances DOI
Yunchao Zhang, Weifeng Zhang, Zhihui Chen

et al.

Chemical Society Reviews, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This review describes the design considerations, bonding modes between monomers, structural modification strategies, and applications of polymer semiconductors with excellent electron transport performances.

Language: Английский

Citations

3
Multiple-boron–nitrogen (multi-BN) doped π-conjugated systems for optoelectronics DOI
Xiaobin Chen,

Dehui Tan,

Deng‐Tao Yang

et al.

Journal of Materials Chemistry C, Journal Year: 2022, Volume and Issue: 10(37), P. 13499 - 13532

Published: Jan. 1, 2022

This review covers recent advances in multiple boron–nitrogen doped π-conjugated systems including their synthetic strategies and applications optoelectronic devices.

Language: Английский

Citations

62
Keeping the chromophores crossed: evidence for null exciton splitting DOI Creative Commons

M. P. Lijina,

Alfy Benny, Ebin Sebastian

et al.

Chemical Society Reviews, Journal Year: 2023, Volume and Issue: 52(19), P. 6664 - 6679

Published: Jan. 1, 2023

Attempts to identify and probe atypical molecular aggregates focusing on the less explored null aggregates. The aggregate was foretold by Kasha possess exciton interaction leading spectroscopically uncoupled assembly.

Language: Английский

Citations

27
n‐Type Glycolated Imide‐Fused Polycyclic Aromatic Hydrocarbons with High Capacity for Liquid/Solid‐Electrolyte‐based Electrochemical Devices DOI

Yaping Yu,

Genming Zhu,

Liuyuan Lan

et al.

Advanced Functional Materials, Journal Year: 2023, Volume and Issue: 33(22)

Published: Feb. 26, 2023

Abstract Currently, n‐type small‐molecule mixed ionic‐electronic conductors remain less explored and their molecular design rules are not mature enough. Herein, two glycolated imide‐fused polycyclic aromatic hydrocarbons (IPAHs), d‐gdiPDI t‐gdiPDI, developed to probe the effects of conformation on electronic, electrochemical, morphological, coupled transport properties. It is found that highly twisted scaffold in d‐gdiPDI, compared nearly planar one has a strong positive effect charge storage properties thus performance organic electrochemical transistors (OECTs). exhibits volumetric capacitance 657 F cm −3 , obviously outperforming t‐gdiPDI (261 ), which highest value reported date for OECT materials. Moreover, high charge‐storage capacity up 479 g −1 observed d‐gdiPDI. Arising from such coupling characteristic, d‐gdiPDI‐based OECTs present ≈2 × times higher geometry‐normalized transconductance ( m,norm ) 105.3 mS relative counterparts. Significantly, further application solid‐electrolyte delivers 142.4 . These findings indicate IPAHs very promising candidates highlight superiority twisting manipulation materials toward high‐performance devices.

Language: Английский

Citations

25
BN‐Isosteres of Nonacene with Antiaromatic B2C4 and N2C4 Heterocycles: Synthesis and Strong Luminescence** DOI
Cheng Chen, Zhidong Chang,

Yongkang Guo

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 12, 2024

Embedding both boron and nitrogen into the backbone of acenes to generate their isoelectronic structures has significantly enriched acene chemistry offer appealing properties. However, only small BN‐heteroacenes have been extensively investigated, with BN‐heptacenes as hitherto longest homologue. Herein, we report synthesis three new nonacene BN‐isosteres via incorporating antiaromatic B2C4 N2C4 heterocycles, representing a length record for BN‐heteroacenes. The distance between rings affects contribution charge‐separated resonance forms, leading tunable antiaromaticity two heterocycles. adjusted local manifests substantial influence on molecular orbital arrangement, consequently, radiative transition rate BN‐3 is greatly enhanced compared BN‐1 BN‐2, realizing high fluorescence quantum yield 92%. This work provides novel design concept large reveals importance BN/CC isosterism luminescent

Language: Английский

Citations

10
A Resonating B, N Covalent Bond and Coordination Bond in Aromatic Compounds and Conjugated Polymers DOI
Xingxin Shao,

Mengyu Liu,

Jun Liu

et al.

Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 61(34)

Published: June 15, 2022

We herein report an organoboron compound (SBN-1) based on N-B←N units with a balanced resonance hybrid of B, N single bond (B-N) and coordination (B←N). Despite the different chemical environments two nitrogen atoms in unit, single-crystal structure reveals that bonds have similar lengths ca. 1.55 Å are almost equivalent. The nature contributes to excellent stability photostability SBN-1. SBN-1 show strong electron-withdrawing capability large dipole, resulting red-shifted absorption spectrum, downshifted LUMO/HOMO energy levels, drastically altered molecular packing behaviors solid state. can be used as building block construct small band gap conjugated polymers. discovered this work provides new insight into design stable molecules polymers for practical applications.

Language: Английский

Citations

33
Wide-range color-tunable polycyclo-heteraborin multi-resonance emitters containing B–N covalent bonds DOI Creative Commons
Guoyun Meng,

Hengyi Dai,

Jianping Zhou

et al.

Chemical Science, Journal Year: 2022, Volume and Issue: 14(4), P. 979 - 986

Published: Dec. 19, 2022

Boron- and nitrogen (BN)-fused polycyclic aromatic frameworks with amine-directed formation of B-N covalent bonds have the potential to form a new family facile-synthesis multi-resonance luminophores, which, however, still face imperative challenges in diversifying molecular design narrow emission bandwidth tune colors. Here, we demonstrate strategic implementation bond containing polycyclo-heteraborin emitters wide-range colors from deep-blue yellow-green (442-552 nm), small full-width at half-maxima only 19-28 nm high photoluminescence efficiencies, by stepwise modifying basic para B-π-B structures heteroatoms. The corresponding electroluminescent devices show superior maximum external quantum efficiencies an exceptional low-efficiency roll-off, retaining 21.0%, 23.6% 22.1% for sky-blue, green luminance 5000 cd m-2, respectively.

Language: Английский

Citations

31