Organic Transistors Based on Highly Crystalline Donor–Acceptor π-Conjugated Polymer of Pentathiophene and Diketopyrrolopyrrole DOI Creative Commons
Shiwei Ren, Zhuoer Wang, Jinyang Chen

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(2), P. 457 - 457

Published: Jan. 17, 2024

Oligomers and polymers consisting of multiple thiophenes are widely used in organic electronics such as transistors sensors because their strong electron-donating ability. In this study, a solution to the problem poor solubility polythiophene systems was developed. A novel π-conjugated polymer material, PDPP-5Th, synthesized by adding electron acceptor unit, DPP, system with long alkyl side chain, which facilitated processing material for preparation devices. Meanwhile, presence multicarbonyl groups within DPP molecule donor–acceptor interactions internal further improved hole-transport properties polythiophene-based material. The weak forces present molecules that promoted structural coplanarity were analyzed using theoretical simulations. Furthermore, grazing incidence wide-angle X-ray scanning (GIWAXS) results indicated PDPP-5Th features high crystallinity, is favorable efficient carrier migration between chains. showed hole transport 0.44 cm2 V−1 s−1 conductivity testing. Our investigations demonstrate great potential field optoelectronics.

Language: Английский

Naphthodithiophenediimide–Bithiopheneimide Copolymers for High‐Performance n‐Type Organic Thermoelectrics: Significant Impact of Backbone Orientation on Conductivity and Thermoelectric Performance DOI Creative Commons
Yang Wang, Kazuo Takimiya

Advanced Materials, Journal Year: 2020, Volume and Issue: 32(30)

Published: June 22, 2020

Abstract The development of n‐type conjugated polymers with high electrical conductivity (σ) has continued to pose a massive challenge in organic thermoelectrics (OTEs). New structural insights into the charge‐carrier transport are necessitated for realization high‐performance OTEs. In this study, three new copolymers, named pNB, pNB‐Tz, and pNB‐TzDP, consisting naphthodithiophenediimide (NDTI) bithiopheneimide (BTI) units, synthesized by direct arylation polymerization. backbone orientation is altered incorporating thiazole units tuning branching point side chain. alteration from face‐on bimodal both edge‐on fractions significantly impacts σ power factors (PFs) polymers. As result, orientation, demonstrates up 11.6 S cm −1 PF 53.4 µW m K −2 , which among highest solution‐processed n‐doped reported so far. Further studies reveal that pNB‐TzDP introduces 3D conduction channels leads better accommodation dopants, should be key excellent thermoelectric performance.

Language: Английский

Citations

145
A Distannylated Monomer of a Strong Electron‐Accepting Organoboron Building Block: Enabling Acceptor–Acceptor‐Type Conjugated Polymers for n‐Type Thermoelectric Applications DOI
Changshuai Dong,

Sihui Deng,

Bin Meng

et al.

Angewandte Chemie International Edition, Journal Year: 2021, Volume and Issue: 60(29), P. 16184 - 16190

Published: May 7, 2021

Abstract Acceptor–acceptor (A‐A) copolymerization is an effective strategy to develop high‐performance n‐type conjugated polymers. However, the development of A‐A type polymers challenging due synthetic difficulty. Herein, a distannylated monomer strong electron‐deficient double B←N bridged bipyridine (BNBP) unit readily synthesized and used by Stille polycondensation. The resulting show ultralow LUMO energy levels −4.4 eV, which among lowest value reported for organoboron After n‐doping, exhibit electric conductivity 7.8 S cm −1 power factor 24.8 μW m K −2 . This performance best polymer thermoelectric materials. These results demonstrate great potential thermoelectrics.

Language: Английский

Citations

111
Record‐High Electron Mobility Exceeding 16 cm2 V−1 s−1 in Bisisoindigo‐Based Polymer Semiconductor with a Fully Locked Conjugated Backbone DOI
Weifeng Zhang, Keli Shi, Jing Lai

et al.

Advanced Materials, Journal Year: 2023, Volume and Issue: 35(17)

Published: Feb. 28, 2023

Abstract Polymer semiconductors with mobilities exceeding 10 cm 2 V − 1 s , especially ambipolar and n‐type polymer semiconductors, are still rare, although they of great importance for fabricating field‐effect transistors (PFETs) toward commercial high‐grade electronics. Herein, two novel donor−acceptor copolymers, PNFFN‐DTE PNFFN‐FDTE, designed synthesized based on the electron‐deficient bisisoindigo (NFFN) electron‐rich dithienylethylenes (DTE or FDTE). The copolymer PNFFN‐DTE, containing NFFN DTE, possesses a partially locked polymeric conjugated backbone, whereas FDTE, has fully one. Fluorine atoms in FDTE not only induce formation additional CH∙∙∙F hydrogen bonds, but also lower frontier molecular orbitals PNFFN‐FDTE. Both PNFFN‐FDTE form more ordered packing thin films prepared from solution bicomponent solvent 1,2‐dichlorobenzene (DCB) 1‐chloronaphthalene (with volume ratio 99.2/0.8) than pure DCB. copolymers‐based flexible PFETs exhibit charge‐transport properties. Notably, solvent‐processed PNFFN‐FDTE‐based afford high electron mobility 16.67 −1 which is highest electron‐transport reported so far. attributed to its dense packing, much matched LUMO energy level.

Language: Английский

Citations

44
General room-temperature Suzuki–Miyaura polymerization for organic electronics DOI

Haigen Xiong,

Qijie Lin,

Yu Lu

et al.

Nature Materials, Journal Year: 2024, Volume and Issue: 23(5), P. 695 - 702

Published: Jan. 29, 2024

Language: Английский

Citations

27
Acceptor Modulation Strategies for Improving the Electron Transport in High‐Performance Organic Field‐Effect Transistors DOI
Jinyang Chen, Jie Yang, Yunlong Guo

et al.

Advanced Materials, Journal Year: 2021, Volume and Issue: 34(22)

Published: Oct. 4, 2021

High-performance ambipolar and electronic type semiconducting polymers are essential for fabricating various organic optoelectronic devices complementary circuits. This review summarizes the strategies of improving electron transport via acceptor modulation strategies, which include use single, dual, triple, multiple, all acceptors as well fusion multiple identical to obtain new heterocyclic acceptors. To further improve polymers, introduction strong electron-withdrawing groups can enhance ability donors acceptors, thereby facilitating injection suppressing hole accumulation. In addition, relationships between molecular structure, frontier orbital energy levels, thin film morphology, microstructure, processing conditions, device performances also comprehensively discussed. Finally, challenges encountered in this research area proposed future outlook is presented.

Language: Английский

Citations

87
Distannylated Bithiophene Imide: Enabling High‐Performance n‐Type Polymer Semiconductors with an Acceptor–Acceptor Backbone DOI
Yongqiang Shi, Han Guo, Jiachen Huang

et al.

Angewandte Chemie International Edition, Journal Year: 2020, Volume and Issue: 59(34), P. 14449 - 14457

Published: May 30, 2020

A distannylated electron-deficient bithiophene imide (BTI-Tin) monomer was synthesized and polymerized with imide-functionalized co-units to afford homopolymer PBTI copolymer P(BTI-BTI2), both featuring an acceptor-acceptor backbone high molecular weight. Both polymers exhibited excellent unipolar n-type character in transistors electron mobility up 2.60 cm2 V-1 s-1 . When applied as acceptor materials all-polymer solar cells, P(BTI-BTI2) achieved power-conversion efficiency (PCE) of 6.67 % 8.61 %, respectively. The PCE (6.67 %) polymer PBTI, from the monomer, is much higher than that (0.14 same PBTI*, typical dibrominated monomer. also those (<1 homopolymers monomers. results demonstrate success BTI-Tin for accessing greatly improved device performance.

Language: Английский

Citations

83
An all-C–H-activation strategy to rapidly synthesize high-mobility well-balanced ambipolar semiconducting polymers DOI Creative Commons
Tao Shen, Wenhao Li, Yan Zhao

et al.

Matter, Journal Year: 2022, Volume and Issue: 5(6), P. 1953 - 1968

Published: April 27, 2022

Language: Английский

Citations

39
Doped/Undoped A1‐A2 Typed Copolymers as ETLs for Highly Efficient Organic Solar Cells DOI

Lisi Yang,

Shuaishuai Shen,

Xiang Chen

et al.

Advanced Functional Materials, Journal Year: 2023, Volume and Issue: 33(36)

Published: May 13, 2023

Abstract The electron transport layer (ETL) is a critical component in achieving high device performance and stability organic solar cells. Conjugated polyelectrolytes (CPEs) have become an attractive alternative due to film‐forming properties ease of preparation. However, p‐type CPEs generally exhibit poor charge mobility conductivity, incorporation electron‐withdrawing units forming alternated D‐A conjugated backbone can make up for these deficiencies. Herein, the ratio withdrawing moieties are further increased two poly(A1‐alt‐A2) typed PIIDNDI‐Br PDPPNDI‐Br based on combination naphthalene diimide (NDI) with isoindigo (IID) or diketopyrrolopyrrole (DPP) via direct arylation polycondensation synthesized. These possess excellent alcohol solubility, suitable lowest unocuppied molecular orbital energy level, work function tunability. Surprisingly, IID DPP generate distinct self‐doping behaviors, which confirmed by UV–vis absorption ESR spectra. no matter doped undoped, both present better charge‐transporting conductivity when utilized as ETLs. display good universal compatibility blend PM6:Y6 PM6:L8‐BO, PCEs 18.32% 18.36% obtained, respectively, also storage stability. In short, different acceptors demonstrates efficient strategy design highly ETLs photovoltaic devices.

Language: Английский

Citations

24
Cyano‐Functionalized Pyrazine: A Structurally Simple and Easily Accessible Electron‐Deficient Building Block for n‐Type Organic Thermoelectric Polymers DOI

Lijun Tu,

Junwei Wang, Ziang Wu

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(11)

Published: Jan. 24, 2024

Abstract Developing low‐cost and high‐performance n‐type polymer semiconductors is essential to accelerate the application of organic thermoelectrics (OTEs). To achieve this objective, it critical design strong electron‐deficient building blocks with simple structure easy synthesis, which are for development semiconductors. Herein, we synthesized two cyano‐functionalized highly blocks, namely 3,6‐dibromopyrazine‐2‐carbonitrile (CNPz) 3,6‐Dibromopyrazine‐2,5‐dicarbonitrile (DCNPz), feature structures facile synthesis. CNPz DCNPz can be obtained via only one‐step reaction three‐step reactions from cheap raw materials, respectively. Based on DCNPz, acceptor–acceptor (A–A) polymers, P(DPP‐CNPz) P(DPP‐DCNPz) successfully developed, featuring deep‐positioned lowest unoccupied molecular orbital (LUMO) energy levels, beneficial thin‐film transistors (OTFTs) OTEs performance. An optimal unipolar electron mobility 0.85 1.85 cm 2 V −1 s P(DPP‐DCNPz), When doped N ‐DMBI, show high electrical conductivities/power factors 25.3 S /41.4 μ W m K −2 , 33.9 /30.4 Hence, pyrazine represent a new class structurally simple, readily accessible block constructing

Language: Английский

Citations

14
Molecular Regioisomerism of Benzobisthiazole‐Based Conjugated Polymers Promotes Photocatalytic Hydrogen Production DOI
Yongpan Hu, Xue Ding,

Jie Feng

et al.

Advanced Functional Materials, Journal Year: 2024, Volume and Issue: 34(30)

Published: June 16, 2024

Abstract Polymer semiconductors hold great promise for photocatalytic hydrogen production due to their diverse structures and functions. Nevertheless, performances are usually compromised by rapid charge recombination. Herein, a molecular regioisomerism strategy of benzobisthiazole (BT)‐based conjugated polymers is proposed manipulating optoelectronic properties through varying the conjugation directions BT units. Despite subtle structural differences, 4,8‐subsituted sample LCP‐BT‐48 exhibits an remarkably improved separation capability sixfold increase in rate comparison with those 2,6‐subsituted counterpart. Theoretical analysis demonstrates that superior property attributed its sp 2 carbon‐conjugated skeletons enhanced local polarization electric field between neighboring π ‐units. This work provides new paradigm regulating charge‐transfer dynamics efficient photocatalysis.

Language: Английский

Citations

11