Functionalized Conjugated Polymers Promoted High Performance Materials for Organic Electronic Devices


Book Description

Conjugated polymers, representing a new generation of semiconductors, have attracted tremendous attention in the past few decades attributed to their conspicuous properties, such as flexibility, light weight, stretchability and solution processability, which is promising for manufacturing low-cost, large-area, and flexible electronic devices. Moreover, performance of semiconducting behaviors could be readily modulated via manipulating chemical structure and morphology. Organic field-effect transistors (OFETs) are the elemental components in electrical circuits. Although considerable materials were synthesized and investigated, there are still numerous approaches either in novel materials or morphological control which have not been explored. Therefore, in this research, five different strategies were proposed to attain conjugated polymer-based higher performance materials for OFETs, including novel pigment monomers, polymerization method and morphological manipulation by hydrogen bonding and conjugated cross-linking. In Part I, a blue/violet pigment, benzimidazolone-dioxazine-based molecule, was employed into donor−acceptor based conjugated polymers. Through the molecular modulation, the donors with matched size for donor-acceptor packing in the conjugated polymer thin films were uncovered, revealing refined charge carrier mobilities owing to the extended conjugated length of benzimidazolone-dioxazine structure. Part II discloses the diketopyrrolopyrrole(DPP)-quaterthiophene-based donor-acceptor copolymers with latent hydrogen bonding isoindigo-bithiophene to amend the charge transport in amorphous phase via hydrogen bonding-induced aggregation after thermal treatment. Part III applied the robust hydrogen bonding interaction to directly patterning conjugated polymer thin films and their OFETs with exceptional balance of mobilities and resolution of patterns, which is compatible with conventional photolithography in integrated circuit. Part IV introduces a newfangled method to obtain conjugated polymers with controlled molecular weight in the solid state, consisting of conventional anionic-polymerization and topochemical reaction. Moreover, this strategy could be further utilized to prepare the high-performance semiconducting material, graphene nanoribbons. Part V coalesced the concepts of Part II and IV to construct conjugated cross-linking between polymer backbones through topochemical reactions on diketopyrrolopyrrole(DPP)-quaterthiophene-based copolymers with latent cross-linkable diacetylene-bithiophene moieties, ameliorating the charge transport without demolishing the favorable packing of donor-acceptor conjugated polymers.




Conjugated Polymers for Organic Electronics


Book Description

Focusing on how conjugated polymers can be designed and made for use in efficient organic electronic devices, this book covers the tools for future development of more environmentally and economically friendly devices. Including examples of interdisciplinary science, it exemplifies how chemists and physicists work together to enable the design and synthesis of high-performance material in devices, allowing polymer-based electronic devices to become viable commercial products. It provides the main classes of conjugated polymers and their applications in organic electronic devices such as transistors, light-emitting diodes, and solar cells, making this a comprehensive introduction. This complete guide includes the methods for making conjugated polymers, the properties and specific structures that make them suitable for use, and how their synthesis can be optimised to improve device performance. Written by experts in the field, this is the ideal guide for researchers and practitioners across materials science, physics, chemistry, and electrical engineering.




Advanced Chemistry and Understanding of Acene-containing Conjugated Polymers for Functional Electronics


Book Description

Conjugated organic polymers and small molecules could potentially be employed as active material for high-throughput, low-cost and large-area device fabrication through solution processing. Electronic devices employing organic systems, such as organic light emitting diodes (OLEDs), organic photovoltaic cells (OPVCs) and organic thin-film transistors (OTFTs) for sensors and displays, have seen improved performances and commercialization in the recent decade. Continuous material innovation is the key towards the achievement of higher and better performances. Among various high-performing materials, large fused ring linear acenes, such as pentacene (Pn) and anthradithiophene (ADT) have maintained the benchmark for charge transport. Okamoto et al have since employed these structures into polymer backbones for solution-processable functional materials. This thesis explores in details the utility of Pn and ADT as building blocks in conjugated polymers. A variety of material and device characterization was carried out for the new materials developed. These include: (A) regio-regular Pn-containing copolymers. The direction of conjugation-extension (from 2,9- or 2,10-positions) was found to impact molecular order and charge-transport properties. (B) 2,8-conjugation-extended ADT-cyclopentadithiophene copolymers. Adjusting the bulkiness of the central substituents on the acene was found to impact molecular packing and charge-transport properties. Triisobutylethynyl-functionalized ADT achieved a photovoltaic power conversion efficiency of 2.7% in a polymer:fullerene bulk heterojunction device. (C) 5,11-conjugation-extended ADT copolymers. To explore impact on polymer electronic and packing behavior, ADT was incorporated with its long molecular axis orthogonal to the polymer backbone via in situ desilylation and Horner Emmons condensation. Using the first methodology, copolymerization with diketopyrrolopyrrole resulted in a low-bandgap polymer due to extended electron delocalization in the direction orthogonal to backbone. This polymer showed out-of-plane layered packing structure, and a high transistor hole mobility of 0.11 cm2 V-1 s-1. The second methodology enabled the development of an ADT monomer precursor exhibiting high ambient stability. Both 5,11-conjugation extended polymers yielded photovoltaic power conversion efficiencies of around 0.8 %. Through the development of these novel monomers and polymer, this thesis demonstrates the synthetic versatility that could be applied to pentacene and ADT in polymers, and the resulting ability to engineer the materials' energy levels and packing behavior. It shows that acene-containing polymers are promising materials for organic electronic devices.




Conjugated Polymers for Next-Generation Applications, Volume 1


Book Description

Conjugated Polymers for Next-Generation Applications, Volume One: Synthesis, Properties and Optoelectrochemical Devices describes the synthesis and characterization of varied conjugated polymeric materials and their key applications, including active electrode materials for electrochemical capacitors and lithium-ion batteries, along with new ideas of functional materials for next-generation high-energy batteries, a discussion of common design procedures, and the pros and cons of conjugated polymers for certain applications. The book’s emphasis lies in the underlying electronic properties of conjugated polymers, their characterization and analysis, and the evaluation of their effectiveness for utilization in energy and electronics applications. This book is ideal for researchers and practitioners in the area of materials science, chemistry and chemical engineering. Provides an overview of the synthesis and functionalization of conjugated polymers and their composites Reviews important photovoltaics applications of conjugated polymeric materials, including their use in energy storage, batteries and optoelectronic devices Discusses conjugated polymers and their application in electronics for sensing, bioelectronics, memory, and more




Conjugated Polymers for Next-Generation Applications, Volume 2


Book Description

Conjugated Polymers for Next-Generation Applications, Volume Two: Energy Storage Devices describes the synthesis and characterization of varied conjugated polymeric materials and their key applications, including active electrode materials for electrochemical capacitors and lithium-ion batteries, along with new ideas of functional materials for next-generation high-energy batteries, a discussion of common design procedures, and the pros and cons of conjugated polymers for certain applications. The book’s emphasis lies in the underlying electronic properties of conjugated polymers, their characterization and analysis, and the evaluation of their effectiveness for utilization in energy and electronics applications. This book is ideal for researchers and practitioners in the area of materials science, chemistry and chemical engineering. Provides an overview of the synthesis and functionalization of conjugated polymers and their composites Reviews important photovoltaics applications of conjugated polymeric materials, including their use in energy storage, batteries and optoelectronic devices Discusses conjugated polymers and their application in electronics for sensing, bioelectronics, memory, and more




Organic Radical Polymers


Book Description

This book provides a detailed introduction to organic radical polymers and open-shell macromolecules. Functional macromolecules have led to marked increases in a wide range of technologies, and one of the fastest growing of these fields is that of organic electronic materials and devices. To date, synthetic and organic electronic device efforts have focused almost exclusively on closed-shell polymers despite the promise of open-shell macromolecules in myriad applications. This text represents the first comprehensive review of the design, synthesis, characterization, and device applications of open-shell polymers. In particular, it will summarize the impressive synthetic and device performance efforts that have been achieved with respect to energy storage, energy conversion, magnetic, and spintronic applications. By combining comprehensive reviews with a wealth of informative figures, the text provides the reader with a complete “molecules-to-modules” understanding of the state of the art in open-shell macromolecules. Moreover, the monograph highlights future directions for open-shell polymers in order to allow the reader to be part of the community that continues to build the field. In this way, the reader will gain a rapid understanding of the field and will have a clear pathway to utilize these materials in next-generation applications.




Organic Electronic Materials


Book Description

This review and tutorial offers a well-balanced survey of the fundamental ideas and relevant trends in modern research on both conducting polymers and organic molecular crystals. The reviews provide a more complete understanding of the underlying physics of the materials through the discussion of selected interconnected topics. The volume constitutes an insightful treatise and handy reference for researchers and students in the field.




A Study in Conjugated Polymers


Book Description

Conjugated polymers have been the focus of intense research for more than a decade now, and advances in this field are beginning to materialize in the production of high-efficiency opto-electronic materials that may led to the generation of energy without the need for fossil fuels. However, these current materials have not been shown to be capable of reaching efficiency levels high enough to be competitive with the silicon-based solar cells that are the standard today. We embarked on a journey in this work to help the next step in conjugated polymer research be attained. We have done just that through a fundamental study of dilution solution properties of these materials in addition to the synthetic pathway we have cleared so that highly functionalized conjugated polymers may be synthesized that will lead to block copolymers with tailored properties. These materials will revolutionize the field of organic photovoltaics and organic field transistors. The synthetic method for the generation of functionalized conjugated polymers described here represents an approach that can used to impart any number of functionalities onto the conjugated polymer chains which will lead directly to block copolymer systems. We have shown this ability through the synthesis of a diblock copolymer with promise of a miktoarm star block copolymer in this work. The versatility of the method developed here allows for other combinations of polymers and molecular architectures to be attainable in like manner. This work serves to provide other means by which these useful polymers may reach their maximum potential.




Hybrid Organic-Inorganic Interfaces


Book Description

Das erste Handbuch und gut zugängliche Referenzwerk zu diesem zunehmend wichtigen Thema erläutert in einem anwendungsorientierten Ansatz Synthese, Design, Charakterisierung und Simulation von Grenzflächen bei hybriden organisch-anorganischen Materialien.




Conjugated Polymer Design and Engineering for Organic Electronics


Book Description

The molecular structure of a conjugated polymer critically impacts its physical and optoelectronic properties, thus determining its ultimate performance in organic electronic devices. In this work, new polymers and derivatives are designed, synthesized, characterized, and tested in photovoltaic devices. Through device engineering and nanoscale characterization, general structure-function relationships are established to aid the design of the next-generation of high performance polymer semiconductors for organic electronic applications. Using a prototypical conjugated polymer, the influence of backbone regioregularity is examined and found to highly impact polymer crystallinity, solid state morphology and device stability. The investigation of alternative aromatic units in the backbone also led to new understandings in polymer processability and the development of promising materials for organic photovoltaics. Besides the backbone structure, the side chain choice of the polymer can significantly affect material properties and device performance as well. In fact, the side chain substitution can influence both the optoelectronic properties and the physical properties of the polymer. A sterically bulky side chain can be used to tune the donor/acceptor separation distance, which in turn determines the charge separation efficiency. The addition of a polar side group increases the dielectric constant of a polymer and improves overall charge separation. Choosing the appropriate solubilizing group can also induce solid state packing of the polymer and considerably enhance device efficiency. Finally, the influence of post-fabrication processing techniques on the crystallinity and charge transport properties of a polymer is highlighted.