p-Cymene: A Sustainable Solvent that is Highly Compatible with Direct Arylation Polymerization (DArP) DOI
Liwei Ye, Barry C. Thompson

ACS Macro Letters, Год журнала: 2021, Номер 10(6), С. 714 - 719

Опубликована: Май 21, 2021

For over a decade, Direct Arylation Polymerization (DArP) has been demonstrated to be an eco-friendly, facile, and low-cost alternative conventional methodologies such as Stille polymerization for conjugated polymer synthesis. By accessing through C–H activation pathway, DArP offers reduction of synthetic steps while eliminating the generation stoichiometric, highly toxic organotin byproducts. However, major component in these reactions, solvents most prevalently employed are hazardous produced from unsustainable sources, dimethylacetamide (DMA), tetrahydrofuran (THF), toluene. Although use sustainable 2-MeTHF cyclopentyl methyl ether (CPME) recently emerged, drawbacks ethereal include need pressurized reaction setup well potential peroxide formation. While aromatic superior solubilizing polymers, very little done searching more sustainable, benign alternatives this class solvent. Herein, we report application naturally sourced, high-boiling solvent, p-cymene, first time. p-Cymene was found display excellent ability synthesis broad scope alternating copolymers with Mn up 51.3 kg/mol yields 96.2%, outperforming those prepared using CPME Structural analysis revealed exclusion defects polymers p-cymene solvent which, case 2,2′-bithiophene monomer, is challenging access DArP, DMA

Язык: Английский

Advances in applying C–H functionalization and naturally sourced building blocks in organic semiconductor synthesis DOI Creative Commons
Liwen Xing, Christine K. Luscombe

Journal of Materials Chemistry C, Год журнала: 2021, Номер 9(46), С. 16391 - 16409

Опубликована: Янв. 1, 2021

This review presents the recent advances in synthesis of organic semiconductors using C–H functionalization and naturally sourced building blocks to facilitate large-scale production commercialization semiconductors.

Язык: Английский

Процитировано

28

Strategies for the synthesis of water-soluble conjugated polymers DOI
Catherine Beaumont,

Sheerin Naqvi,

Mario Leclerc

и другие.

Trends in Chemistry, Год журнала: 2022, Номер 4(8), С. 714 - 725

Опубликована: Июнь 3, 2022

Язык: Английский

Процитировано

20

Chemically Recyclable Conjugated Polymer and One‐Shot Preparation of Thermally Stable and Efficient Bulk‐Heterojunction from Recycled Monomer DOI Creative Commons

Hyunjung Jin,

Kyuyeon Kim,

Sungmin Park

и другие.

Advanced Functional Materials, Год журнала: 2023, Номер 33(47)

Опубликована: Июль 16, 2023

Abstract Recyclable conjugated polymers are important for realizing eco‐friendly electronics with advantages of solution processability and flexibility. A recyclable polymer, PY‐TIP is developed, which a key monomer successfully extracted via mild depolymerization process reused the synthesis novel polymers. One‐shot preparation polymer acceptor its bulk‐heterojunction (BHJ) demonstrated from recycled monomer, Y5‐TA, first time resulting BHJ film shows optimal nanoscale morphology efficient charge generation transport. As result, solar cells prepared using show higher efficiency 13.08% much improved thermal mechanical stability compared those based on small molecular acceptor. These results in that various can be solid state without organic solvents purification step this strategy effective improving as well achieving high photovoltaic performance. exemplary it reproduce used to synthesize chemical structures physical properties. This work provides design guideline developing dynamic covalent bonds.

Язык: Английский

Процитировано

13

Nonhalogenated Solvent Processable and High‐Density Photopatternable Polymer Semiconductors Enabled by Incorporating Hydroxyl Groups in the Side Chains DOI

Chenying Gao,

Cheng Li, Yiming Yang

и другие.

Advanced Materials, Год журнала: 2024, Номер 36(24)

Опубликована: Март 13, 2024

Abstract Polymer semiconductors hold tremendous potential for applications in flexible devices, which is however hindered by the fact that they are usually processed halogenated solvents rather than environmentally more friendly solvents. An effective strategy to boost solubility of high‐performance polymer nonhalogenated such as tetrahydrofuran (THF) appending hydroxyl groups side chains herein presented. The results show groups, can be easily incorporated into chains, significantly improve typical p‐ and n‐types well ambipolar THF. Meanwhile, thin films these from respective THF solutions high charge mobilities. With processing developing with photopatterned presence photo‐crosslinker, mobilities patterned mostly maintained comparing those pristine films. Notably, successfully utilized solvent achieve high‐density photopatterning ≈82 000 device arrays cm −2 appended chains.

Язык: Английский

Процитировано

5

Impact of Mechanical Stress on Shellac-Based Organic Field-Effect Transistors Fabricated on Paper Substrates DOI Open Access

Daniella Skaf,

Tiago Carneiro Gomes,

Rahaf Nafez Hussein

и другие.

ACS Applied Polymer Materials, Год журнала: 2024, Номер 6(7), С. 4025 - 4036

Опубликована: Март 23, 2024

Recent advancements in the development of organic electronics have led to investigation natural, biodegradable materials achieve greener alternatives current electronics. Shellac, a natural resin material, has recently shown great potential as dielectric and substrate With this evaluation other properties, such mechanical compatibility, is necessary explore avenue naturally sourced biodegradable, flexible This work investigates effects strains on performance functional paper-based field-effect transistors through compressive tensile cyclic bending examine stability devices. Bottom-gate top-contact were fabricated paper using DPP-based polymer (semiconductor) shellac (dielectric). Finite element simulation was performed provide better understanding low high areas strain Based repetitive results, devices undergoing proved be more stable over period 1000 cycles compared with bending. Our confirms that difference Young's modulus these multilayered device structures significantly affects morphological changes during bending, presence layer conjugated mitigating alone. Tensile bilayer systems nanoscale crack formation, while resulted consistent microscale ridge maintaining both depth height cycles. Compressive exhibited superior electrical stability, experiencing slower declines charge mobility threshold voltages those subjected perpendicular channel pathway hindered carrier movement due formation cracks ridges. The direction relation transport, also influenced performance, exhibiting anisotropic properties stress. Through study, we evaluate capabilities order continue optimization environmentally friendlier objective highlight technologies.

Язык: Английский

Процитировано

5

Shellac as dielectric materials in organic field-effect transistors: from silicon to paper substrates DOI Creative Commons

Daniella Skaf,

Tiago Carneiro Gomes,

Robabeh Majidzadeh

и другие.

Flexible and Printed Electronics, Год журнала: 2023, Номер 8(2), С. 024002 - 024002

Опубликована: Май 31, 2023

Abstract Recent advances in the design and preparation of electroactive materials, particularly semiconducting conductive polymers, have resulted creation novel organic electronics with advanced functionality performance competitive that devices made silicon. With an increasing number printed being engineered produced at a larger scale, environmental cost final electronic (life cycle, impact, etc) needs to be considered. While e-waste is already growing global problem, improving sustainability emerging through careful materials selection highly desirable. In this work, we explore use shellac as sustainable greener dielectric material field-effect transistors. A examination combination diketopyrrolopyrrole-based polymers was performed on rigid substrates atomic force microscopy (AFM) fabrication thin film All from green showed good device characteristics. Building investigation, further integrated paper fabricate paper-based Thin samples based both silicon wafer were characterized by AFM investigate solid-state morphology selected materials. Through optimization architecture processing time, characteristics performances (average charge mobilities on/off current ratios) comparable those prepared wafers, confirming shellac, can advantageous used for renewable feedstocks components.

Язык: Английский

Процитировано

11

Enhancing the Solubility of Semiconducting Polymers in Eco-Friendly Solvents with Carbohydrate-Containing Side Chains DOI

Madison Mooney,

Yunfei Wang,

Audithya Nyayachavadi

и другие.

ACS Applied Materials & Interfaces, Год журнала: 2021, Номер 13(21), С. 25175 - 25185

Опубликована: Май 19, 2021

Semiconducting polymers are at the forefront of next-generation organic electronics due to their robust mechanical and optoelectronic properties. However, extended π-conjugation often leads materials with low solubilities in common solvents, thus requiring processing high-boiling-point toxic halogenated solvents generate thin-film devices. To address this environmental concern, a natural product-inspired side-chain engineering approach was used incorporate galactose-containing moieties into semiconducting toward improved processability greener solvents. Novel isoindigo-based different ratios side chains were synthesized improve semiconductors alcohol-based The addition carbohydrate-containing π-conjugated found considerably impact intermolecular aggregation microstructures solid state as confirmed by atomic force microscopy grazing-incidence wide-angle X-ray scattering. charge transport characteristics new evaluated fabrication field-effect transistors prepared from both Importantly, incorporation shown have very little detrimental on electronic properties polymer when processed green

Язык: Английский

Процитировано

22

6H-[1,2,5]Thiadiazolo[3,4-e]thieno[3,2-b]indole-flanked para-azaquinodimethane based aromatic-quinoidal polymer semiconductors with high molecular weights synthesized via direct arylation polycondensation DOI Creative Commons

Yufa Xiao,

Huaijie Fu,

Zefeng Li

и другие.

Materials Advances, Год журнала: 2023, Номер 4(8), С. 1927 - 1934

Опубликована: Янв. 1, 2023

The 6 H -[1,2,5]thiadiazolo[3,4- e ]thieno[3,2- b ]indole-flanked para -azaquinodimethane ( p -AQM)-based polymer semiconductors PQ-1 and PQ-2 are rationally designed through a π-extended aromatic-quinoidal design strategy.

Язык: Английский

Процитировано

9

Toward Eco-Friendly Solvent-Processable DPP-Based Conjugated Polymers with Siloxane Branched Side Chains: Synthesis, Properties, and Ambipolar Field-Effect Transistor Characteristics DOI
Shengzhen Liu,

Zijin You,

Ti Wu

и другие.

ACS Applied Electronic Materials, Год журнала: 2025, Номер unknown

Опубликована: Фев. 10, 2025

Язык: Английский

Процитировано

0

Precisely Regulating Interchain Aggregation and Film Crystallinity of Quinoidal Terpolymers for High-Performance Eco-friendly Transistors DOI

Runze Xie,

Quanfeng Zhou,

Pengyu Guan

и другие.

Macromolecules, Год журнала: 2025, Номер unknown

Опубликована: Март 25, 2025

Язык: Английский

Процитировано

0