Synthesis and field-effect transistor properties of a diseleno[3,2-b:2′,3′-d]silole-based donor–acceptor copolymer: investigation of chalcogen effect

Pao, Yu Chieh; Yang, Cheng Tai; Lai, Yinchieh; Huang, Wen; Hsu, Chain‐Shu; Cheng, Yen‐Ju

doi:10.1039/c6py00765a

Cited by 10 publications

(5 citation statements)

References 39 publications

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“…Substitution of chalcogen species from sulfur to selenium in the π-conjugation backbones can advantageously adjust both intrinsic optoelectronic properties and intermolecular interactions of the molecules. − The looser electron cloud delocalization around the more polarizable selenium atom enables stronger orbital overlap between selenium and the π-conjugating system, leading to a higher quinoid resonance character at ground state, which reduces the aromaticity and narrows the band gap of selenophene. , The interaction between lone pairs on different selenium atoms is also stronger as they do not contribute to the aromaticity of the π-conjugating system as much as the sulfur. As a result, intermolecular Se–Se interactions are stronger than S–S interactions, which is helpful for improving charge carrier mobilities .…”

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confidence: 99%

Regio-Specific Selenium Substitution in Non-Fullerene Acceptors for Efficient Organic Solar Cells

et al. 2019

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A set of isomeric ladder type non-fullerene acceptors (NFAs), SRID-4F and TRID-4F, was designed and synthesized to systematically investigate the structure–property relationship of selenium substitution on A-D-A type NFAs. It was found that regio-specific selenium substitution not only affects the optical and electrochemical properties but also changes the morphology of thin films. Photovoltaic devices based on SRID-4F showed a high power conversion efficiency of >13% when paired with polymeric donor PBDB-T-2F.

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confidence: 99%

Regio-Specific Selenium Substitution in Non-Fullerene Acceptors for Efficient Organic Solar Cells

et al. 2019

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“…The DSS modified in this way was copolymerized with a diketopyrrolopyrrole acceptor (DPP), as a result of which a donor–acceptor copolymer was obtained. Selenophene based PDSSDPP shows the mobility of 2.47 × 10 −2 cm 2 V −1 s −1 , suggesting that the DSS unit and its polymers are promising for use in OFET [ 89 ].…”

Section: Application In Different Fieldsmentioning

confidence: 99%

Conducting Silicone-Based Polymers and Their Application

et al. 2021

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Over the past two decades, both fundamental and applied research in conducting polymers have grown rapidly. Conducting polymers (CPs) are unique due to their ease of synthesis, environmental stability, and simple doping/dedoping chemistry. Electrically conductive silicone polymers are the current state-of-the-art for, e.g., optoelectronic materials. The combination of inorganic elements and organic polymers leads to a highly electrically conductive composite with improved thermal stability. Silicone-based materials have a set of extremely interesting properties, i.e., very low surface energy, excellent gas and moisture permeability, good heat stability, low-temperature flexibility, and biocompatibility. The most effective parameters constructing the physical properties of CPs are conjugation length, degree of crystallinity, and intra- and inter-chain interactions. Conducting polymers, owing to their ease of synthesis, remarkable environmental stability, and high conductivity in the doped form, have remained thoroughly studied due to their varied applications in fields like biological activity, drug release systems, rechargeable batteries, and sensors. For this reason, this review provides an overview of organosilicon polymers that have been reported over the past two decades.

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“…Moreover, intermolecular Se–Se interactions in selenophene containing conjugated systems facilitate better charge transport in the organic semiconductors . In arene-fused selenophenes (e.g., benzo[ b ]selenophene), an additional delocalization through arene core helps them to give a better response in organic electronic devices. , Additionally, some selenophene based compounds show significant antibacterial, antiparasitics, antidepressant, and antioxidant activities.…”

Section: Introductionmentioning

confidence: 99%

Polycyclic Arene-Fused Selenophenes via Site Selective Selenocyclization of Arylethynyl Substituted Polycyclic Arenes

Karmakar

Kumar

et al. 2021

J. Org. Chem.

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Arene-fused selenophenes were synthesized by a redox neutral process from arylethynyl substituted polycyclic arenes using selenium powder in refluxing N-methyl-2-pyrrolidone (NMP) with the assistance of the residual water in NMP as a catalytic proton source. The site-selective nature of this selenocyclization produces trans-alkenes as a competitive product, which is dependent on the π-electron donation ability of polycyclic arenes and the kind of arylethynyl group attached to it. DFT calculations were performed to understand the site selectivity in the selenophene formation reaction. The HOMO coefficient on the carbon adjacent to carbon having arylalkyne substituent of the polycyclic arene correlates with the selenocyclization tendency of the substrate. The wavelength of absorption and emission and quantum yield of emission increase with increasing the number of fused benzene rings in the polycyclic unit (from naphthalene to pyrene).

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Synthesis and field-effect transistor properties of a diseleno[3,2-b:2′,3′-d]silole-based donor–acceptor copolymer: investigation of chalcogen effect

Abstract: We have designed and synthesized a tricyclic diseleno[3,2-b:2′,3′-d]silole (DSS) wherein the 3,3′-position of a biselenophene is bridged by a dioctylsilyl moiety.

Cited by 10 publications

References 39 publications

Regio-Specific Selenium Substitution in Non-Fullerene Acceptors for Efficient Organic Solar Cells

Regio-Specific Selenium Substitution in Non-Fullerene Acceptors for Efficient Organic Solar Cells

Conducting Silicone-Based Polymers and Their Application

Polycyclic Arene-Fused Selenophenes via Site Selective Selenocyclization of Arylethynyl Substituted Polycyclic Arenes

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