Recent Progress of Fluorinated Conjugated Polymers

Advanced Materials, Год журнала: 2024, Номер 36(32)

Опубликована: Июнь 3, 2024

Abstract In recent years, conjugated polymers have received widespread attention due to their characteristic advantages of light weight, favorable solution processability, and structural modifiability. Among various polymers, fluorinated ones developed rapidly achieve high‐performance n ‐type or ambipolar polymeric semiconductors. The uniqueness contains the high coplanarity structures, lower frontier molecular orbital energy levels, strong nonbonding interactions. this review, first building blocks, including benzene thiophene rings, B←N bridged units, fluoroalkyl side chains are summarized. Subsequently, different synthetic methods described, with a special focus on respective disadvantages. Then, these numerous structures appropriate bear in mind, properties applications such as cyclopentadithiophene‐, amide‐, imide‐based embedded systematically discussed. introduction fluorine atoms can further enhance electron‐deficiency backbone, influencing charge carrier transport performance. promising applied widely organic field‐effect transistors, solar cells, thermoelectric devices, other opto‐electric devices. Finally, outlook challenges future development is

Язык: Английский

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Recent developments in polymer semiconductors with excellent electron transport performances

Chemical Society Reviews, Год журнала: 2025, Номер unknown

Опубликована: Янв. 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.

Язык: Английский

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Bis(benzoselenadiazol)ethane: A π‐Extended Acceptor‐Dimeric Unit for Ambipolar Polymer Transistors with Hole and Electron Mobilities Exceeding 10 cm² V⁻¹ s⁻¹

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(17)

Опубликована: Март 5, 2024

Abstract The lack of ambipolar polymers with balanced hole ( μ h ) and electron mobilities e >10 cm 2 V −1 s is the main bottleneck for developing organic integrated circuits. Herein, we show design synthesis a π‐extended selenium‐containing acceptor‐dimeric unit, namely benzo[ c ][1,2,5]selenadiazol‐4‐yl)ethane (BBSeE), to address this dilemma. In comparison its sulfur‐counterpart, BBSeE demonstrates enlarged co‐planarity, selective noncovalent interactions, polarized Se−N bond, higher affinity. successful stannylation offers great opportunity access acceptor‐acceptor copolymer pN‐BBSeE, which shows narrower band gap, lower‐lying lowest unoccupied molecular orbital level (−4.05 eV), degree backbone planarity. Consequently, pN‐BBSeE‐based transistors display an ideally transporting property 10.65 10.72 , respectively. To best our knowledge, simultaneous / values >10.0 are performances ever reported polymers. addition, pN‐BBSeE excellent shelf‐storage stability, retaining over 85 % initial mobility after two months storage. Our study promising acceptor building block constructing high‐performance applied in next‐generation circuit.

Язык: Английский

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Semiconducting Polymers Based on Simple Electron‐Deficient Cyanated trans‐1,3‐Butadienes for Organic Field‐Effect Transistors

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(38)

Опубликована: Авг. 1, 2023

Developing high-performance but low-cost n-type polymers remains a significant challenge in the commercialization of organic field-effect transistors (OFETs). To achieve this objective, it is essential to design key electron-deficient units with simple structures and facile preparation processes, which can facilitate production polymers. Herein, by sequentially introducing fluorine cyano functionalities onto trans-1,3-butadiene, we developed series structurally highly building blocks, namely 1,4-dicyano-butadiene (CNDE), 3-fluoro-1,4-dicyano-butadiene (CNFDE), 2,3-difluoro-1,4-dicyano-butadiene (CNDFDE), featuring coplanar backbone deep-positioned lowest unoccupied molecular orbital (LUMO) energy levels (-3.03-4.33 eV), render them attractive for developing semiconducting Notably, all these be easily accessed two-step high-yield synthetic procedure from raw materials, thus rendering promising candidates commercial applications. Upon polymerization diketopyrrolopyrrole (DPP), three copolymers were that demonstrated unipolar transport characteristics OFETs highest electron mobility >1 cm2 V-1 s-1 . Hence, CNDE, CNFDE, CNDFDE represent class novel, simple, efficient constructing polymers, thereby providing valuable insight OFET

Язык: Английский

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A High‐Mobility n‐Type Noncovalently‐Fused‐Ring Polymer for High‐Performance Organic Thermoelectrics

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(35)

Опубликована: Июнь 10, 2024

Conjugated polymers are emerging as competitive candidates for organic thermoelectrics (OTEs). However, to make the device truly pervasive, both p- and n-type conjugated essential. Despite great efforts, no equivalents p-type benchmark PEDOT:PSS exist date mainly due low electrical conductivity (σ). Herein, a near-amorphous polymer, namely pDFSe, is reported with high σ by achieving synergy between charge transport doping efficiency. The polymer pDFSe synthesized based on an acceptor-triad moiety of diketopyrrolopyrrole-difluorobenzoselenadiazole-diketopyrrolopyrrole (DFSe), which has noncovalently-fused-ring structure reinforce backbone rigidity. Furthermore, axisymmetric thiophene-selenophene-thiophene donor introduced, enables formation microstructures. above merits ensure good efficiency without scarifying efficient intrachain charge-carrier transport. Thus, pDFSe-based transistors exhibit electron mobility up 6.15 cm

Язык: Английский

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Manipulating Crystal Stacking by Sidechain Engineering for High‐Performance N‐Type Organic Semiconductors

Advanced Functional Materials, Год журнала: 2023, Номер 33(50)

Опубликована: Авг. 28, 2023

Abstract Y‐series non‐fullerene acceptors (NFAs) have achieved great progress in organic solar cells (OSCs). Most research attention is currently paid to their molecular engineering improve the efficiency of OSCs. However, as n‐type semiconductors, relationship between packing structures and charge transport properties mostly ignored. Herein, it clarified how NFAs fundamentally determines by manipulating crystal stacking via sidechain engineering. Therefore, branched alkyl/alkoxy substitutions are taken on a reference NFA (Y6‐1O), affording three derivatives, namely 1OBO‐1, 1OBO‐2, 1OBO‐3. Results show that while replacement sidechains has little impact optical energy levels, can change motifs significantly. The single Y6‐1O with all linear forms 2D‐brickwork structure shows lower mobility. In contrast, 1OBO‐2 exhibits favorable 3D interpenetrating porous network, displaying an electron mobility 1.42 cm 2 V −1 s single‐crystal field‐effect transistors (SC‐OFETs). This value among highest for NFA‐based OFETs. study not only reveals fundamental structure–property relationships NFAs, but also suggests potential high‐performance semiconductors.

Язык: Английский

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Incorporation of Diketopyrrolopyrrole into Polythiophene for the Preparation of Organic Polymer Transistors

Molecules, Год журнала: 2024, Номер 29(1), С. 260 - 260

Опубликована: Янв. 3, 2024

Polythiophene, as a class of potential electron donor units, is widely used in organic electronics such transistors. In this work, novel polymeric material, PDPPTT-FT, was prepared by incorporating the acceptor unit into polythiophene system. The incorporation DPP molecule assists improving solubility material and provides convenient method for preparation field effect transistors via subsequent solution processing. introduction fluorine atoms forms good intramolecular conformational lock, theoretical calculations show that structure displays excellent co-planarity regularity. Grazing incidence wide-angle X-ray (GIWAXS) results indicate PDPPTT-FT highly crystalline, which facilitates carrier migration within between polymer chains. hole mobility π-conjugated high 0.30 cm2 V−1 s−1 transistor measurements, demonstrating great optoelectronics.

Язык: Английский

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Design of Novel Functional Conductive Structures and Preparation of High-Hole-Mobility Polymer Transistors by Green Synthesis Using Acceptor–Donor–Acceptor Strategies

Polymers, Год журнала: 2024, Номер 16(3), С. 396 - 396

Опубликована: Янв. 31, 2024

The design of novel acceptor molecular structures based on classical building blocks is regarded as one the efficient ways to explore application organic conjugated materials in conductivity and electronics. Here, a moiety, thiophene-vinyl-diketopyrrolopyrrole (TVDPP), was envisioned prepared with longer conjugation length more rigid structure than thiophene-diketopyrrolopyrrole (TDPP). brominated TVDPP can be sequentially bonded trimethyltin-containing benzo[c][1,2,5]thiadiazole units via Suzuki polycondensation efficiently prepare polymer PTVDPP-BSz, which features high weight excellent thermal stability. polymerization process takes only 24 h eliminates need for chlorinated solvents or toxic tin-based reagents. Density functional theory (DFT) simulations film morphology analyses verify planarity crystallinity material, respectively, facilitates achievement carrier mobility. Conductivity measurements polymeric material transistor device show hole mobility 0.34 cm2 V−1 s−1, illustrates its potential functionalized semiconductor applications.

Язык: Английский

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Manipulating single-crystal packing motifs via selenium substitution and end-group variation for high-performance n-type molecular semiconductors

Chemical Engineering Journal, Год журнала: 2024, Номер 485, С. 149536 - 149536

Опубликована: Фев. 17, 2024

Язык: Английский

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Rational Molecular Design of Diketopyrrolopyrrole‐Based n‐Type and Ambipolar Polymer Semiconductors

Chemistry - A European Journal, Год журнала: 2024, Номер 30(47)

Опубликована: Июль 31, 2024

Abstract Diketopyrrolopyrrole (DPP)‐based polymer semiconductors have drawn great attention in the field of organic electronics due to planar structure, decent solubilizing capability, and high crystallinity. However, electron‐deficient capacity DPP derivatives are not strong enough, leading relatively high‐lying lowest unoccupied molecular orbital (LUMO) energy levels corresponding polymers. As a result, n‐type ambipolar DPP‐based polymers rare their electron mobilities also lag far behind p‐type counterparts, which limits development important p‐n‐junction‐based electronic devices. Therefore, new design strategies been proposed recent years develop n‐type/ambipolar with improved performances. In this view, these summarized, including copolymerization different acceptors weak donors, flanked aromatic ring modification, DPP‐core expansion dimerization. The relationship between chemical structures thin‐film transistor performances is intensively discussed. Finally, perspective on future trends proposed.

Язык: Английский

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