Pyrrole Based Donor-acceptor Building Blocks for Organic Field-effect Transistors


Book Description

The class of organic semiconductors is a definite contender for replacing high-cost silicon semiconductors owing to unique advantages such as solution processability, flexibility, lightweight, low cost, and the ability to do multiple structural modifications. Hence, a remarkable amount of scientific research has been carried out to improve the electronic properties of these materials. Throughout the past two decades, many improvements in the field have achieved by designing novel building blocks. There remains the possibility, however, for performance improvement through areas that has paid less attention in both conventional and non-conventional building blocks. Because of the appealing performance of organic semiconductors, it is highly desirable to seek and develop new building blocks for the next generation of organic electronics. In this dissertation, the fundamentals, history, and recent developments of conventional and nonconventional materials are covered briefly in the first chapter. Operation principles, charge transport of organic field effect transistors is introduced. Compared to conventional thiophenebased p-electron donor materials, promising non-conventional pyrrole-based donor materials employed in organic field effect transistors are discussed and summarized. Chapter 2 describes the effect on organic field effect transistor (OFET) properties of a donor-acceptor polymer consist of a branched ester functionalized bithiophene copolymerized with thiophene vinyl thiophene donor. The influence on frontier molecular orbital energy levels, UV-vis absorption, electrochemical properties, OFET parameters and morphological effects were investigated. In chapter 3, the effect of furan spacer group on a thieno[3,2-b]pyrrole and diketopyrrolopyrrole based copolymer is discussed. Upon changing similar flanking groups, the polymer showed a high hole mobility of 0.42 cm2 /V s while the on-to-off ratio exhibited a drastic improvement ~105 . Chapter 4 describes the incorporation of selenium hetero atom in the pyrrole fused rings to yield seleno[3,2-b]pyrrole based small molecules replacing thieno[3,2-b]pyrrole to extend the knowledge of OFETs activity of seleno[3,2-b]pyrrole in banana shaped small molecules. They exhibited moderate charge carrier properties ~10-2 cm2 /V s hole mobility. In the Chapter 5 (attached as an appendix), a study on oxidative degradation of polypropylene mesh in Escherichia coli (E. coli.) environment is disscussed. Medical implants of polypropylene (PP) mesh have demonstrated biodegradation inside the body. Among the many possible factors, bacterial colonization is believed to be one of the causes for biodegradation. To gain insights on this hypothesis PP mesh samples were tested in Luria-Bertani broth containing E. coli and the experimental results demonstrated qualitative and quantitative bioerosion, confirming the oxidative degradation in vitro.







Synthesis and Characterization of Rhieno[3,2-b]pyrrole Based Organic Semiconductors for Organic Field Rffect Transistors


Book Description

Organic semiconductors (OSCs) are used as electro-active materials across numerous different applications, such as organic photovoltaics (OPVs), organic light emitting diodes (OLEDs), and organic field effect transistors (OFETs). This versatility owes to their low cost, light weight, flexibility, solution processability, and ease of large area fabrication. Tremendous efforts have been devoted to designing OSCs with various building blocks in order to obtain more desirable optoelectronic properties. However, there is still a high demand for further improvements in OSC properties. The development of pyrrole-based OSCs for organic electronic applications, fused ring systems containing S,N-heteroacenes, and the working principles of OFETs are discussed in Chapter 1, along with a summary of performance of S,N-heteroacene materials in organic electronic applications. Chapter 2 discusses the tunable optoelectronic properties of thieno[3,2-b]pyrrolebased organic semiconductors synthesized by varying the p-linker. Chapter 3 discusses the effects of using selenophene as a p-spacer in thieno[3,2-b]pyrrole and benzo[c][1,2,5]thiadiazole based donor-acceptor molecule on OFETs parameters. The change of the p-spacer to selenophene in the molecule affects its bond curvature and, consequently the molecule adopted less bond curvature compared to its furan and thiophene analogs. The molecule showed p-type charge carrier mobility characteristics in devices with bottom-gate/bottom-contact configuration. Chapter 4 describes how the change of p-spacer to acquire different backbone curvatures in small molecules synthesized with thieno[3,2-b]pyrrole and benzo[c][1,2,5]thiadiazole impacted p-type OFETs characteristics. Two spacers, bithiophene and thieno[3,2-b]thiophene, produced two different backbone curvature and resulted in a drastic difference in their OFET performance.




Organic Optoelectronic Materials


Book Description

This volume reviews the latest trends in organic optoelectronic materials. Each comprehensive chapter allows graduate students and newcomers to the field to grasp the basics, whilst also ensuring that they have the most up-to-date overview of the latest research. Topics include: organic conductors and semiconductors; conducting polymers and conjugated polymer semiconductors, as well as their applications in organic field-effect-transistors; organic light-emitting diodes; and organic photovoltaics and transparent conducting electrodes. The molecular structures, synthesis methods, physicochemical and optoelectronic properties of the organic optoelectronic materials are also introduced and described in detail. The authors also elucidate the structures and working mechanisms of organic optoelectronic devices and outline fundamental scientific problems and future research directions. This volume is invaluable to all those interested in organic optoelectronic materials.




Non-conventional Building Blocks for Organic Electronics


Book Description

Organic semiconductors are potential candidates for replacing high-cost silicon electronics for low-end applications where high mobilities are not required. Owing to unique advantages such as solution processability, flexibility, lightweight, low cost with countless structural modifications, organic semiconductors can be realized for many applications using high throughput roll-to-roll fabrication techniques. Hence, a remarkable amount of scientific efforts have been dedicated to improving electronic and physical properties of these materials. Throughout the past two decades, many improvements in the field have been achieved by designing novel building blocks. Since efficiencies and mobilities in organic solar cells and transistors have stagnated, it is highly desirable to seek and develop non-conventional building blocks for organic electronics. In this dissertation, the fundamentals and recent developments of non-conventional materials are covered in Chapter 1. Operation principles, charge transport of organic field effect transistors and organic photovoltaics are introduced. Compared to conventional thiophene-based -electron donor materials, promising non-conventional pyrrole based donor materials employed in organic electronics are discussed and summarized. Similarly, non-conventional electron acceptors could be used to fabricate organic solar cells. By using inorganic semiconducting quantum dots (QDs), organic-inorganic hybrid solar cells could be fabricated. Different systems with polymer: QD solar cells are also discussed and summarized in chapter 1. Chapter 2 describes the effect on organic field effect transistor (OFET) properties of two novel small molecules containing terminal N-dodecylthieno[3,2-b]pyrrole (TP) donors and N-dodecylfuro[3,2-b]pyrrole (FP) donors with a central thiophene flanked 5,6-difluorobenzo[c][1,2,5]thiadiazole (FBT) acceptor. The influence on frontier molecular orbital energy levels, UV-vis absorption, electrochemical properties, OFET parameters and morphological effects were investigated. In chapter 3, the effect of flanking group on banana shape small molecules is discussed by using terminal N-dodecylthieno[3,2-b]pyrrole (TP) donors, and thiophene or furan flanked benzo[c][1,2,5]thiadiazole (BT) central units. Upon changing similar flanking groups, the curvature of the small molecules was changed. Thiophene flanked small molecule showed high hole mobility of 0.08 cm2 /V s while furan flanked small molecule performs poorly due to both heteroatom effect and the degree of curvature. Chapter 4 describes the extension of thieno[3,2-b]pyrrole based small molecules to polymers. A Novel conjugated polymer is synthesized by copolymerizing N-methylthieno[3,2-b]pyrrole and 2,5-bis(2-octyldodecyl)-3,6-di(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione (DPP) via Stille coupling polymerization. With an optimized molecular weight, the polymer exhibited high hole mobility of 0.12 cm2 /V s in OFET devices. The high hole mobility reflects the potential of the thieno[3,2-b]pyrrole building block. Inorganic QDs also can be employed as electron acceptors compared to conventional fullerene derivatives in bulk heterojunction (BHJ) solar cells. However, they do not outperform conventional fullerene counterparts. Therefore in chapter 5, a facile method is described to generate thiol functionalized block copolymers to improve the interaction between photoactive polymers and QDs. By incorporating only 17 mol% of the thiol containing block a two-fold increase in power conversion efficiency was observed. The improved interaction was supported by atomic force microscopy and photoluminescence quenching studies.




Design, Synthesis, and Structure-Property Relationship Study of Polymer Field-Effect Transistors


Book Description

The book summarizes Ting Lei’s PhD study on a series of novel conjugated polymers for field-effect transistors (FETs). Studies contain many aspects of polymer FETs, including backbone design, side-chain engineering, property study, conformation effects and device fabrication. The research results have previously scattered in many important journals and conferences worldwide. The book is likely to be of interest to university researchers, engineers and graduate students in materials sciences and chemistry who wish to learn some principles, strategy, and applications of polymer FETs.




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.




Organic Flexible Electronics


Book Description

Organic Electronics is a novel field of electronics that has gained an incredible attention over the past few decades. New materials, device architectures and applications have been continuously introduced by the academic and also industrial communities, and novel topics have raised strong interest in such communities, as molecular doping, thermoelectrics, bioelectronics and many others.Organic Flexible Electronics is mainly divided into three sections. The first part is focused on the fundamentals of organic electronics, such as charge transport models in these systems and new approaches for the design and synthesis of novel molecules. The first section addresses the main challenges that are still open in this field, including the important role of interfaces for achieving high-performing devices or the novel approaches employed for improving reliability issues.The second part discusses the most innovative devices which have been developed in recent years, such as devices for energy harvesting, flexible batteries, high frequency circuits, and flexible devices for tattoo electronics and bioelectronics.Finally the book reviews the most important applications moving from more standard flexible back panels to wearable and textile electronics and more futuristic applications like ingestible systems. Reviews the fundamental properties and methods for optimizing organic electronic materials including chemical doping and techniques to address stability issues Discusses the most promising organic electronic devices for energy, electronics, and biomedical applications Addresses key applications of organic electronic devices in imagers, wearable electronics, bioelectronics




Conjugated Polymers


Book Description

The Fourth Edition of the Handbook of Conducting Polymers, Two-Volume Set continues to be the definitive resource on the topic of conducting polymers. Completely updated with an extensive list of authors that draws on past and new contributors, the book takes into account the significant developments both in fundamental understanding and applications since publication of the previous edition. One of two volumes comprising the comprehensive Handbook, Conjugated Polymers: Perspective, Theory, and New Materials features new chapters on the fundamental theory and new materials involved in conducting polymers. It discusses the history of physics and chemistry of these materials and the theory behind them. Finally, it details polymer and materials chemistry including such topics as conjugated block copolymers, metal-containing conjugated polymers, and continuous flow processing. Aimed at researchers, advanced students, and industry professionals working in materials science and engineering, this book covers fundamentals, recent progress, and new materials involved in conducting polymers and includes a wide-ranging listing of comprehensive chapters authored by an international team of experts.




Directory of Graduate Research


Book Description

Faculties, publications and doctoral theses in departments or divisions of chemistry, chemical engineering, biochemistry and pharmaceutical and/or medicinal chemistry at universities in the United States and Canada.