Synthesis and characterization of all-conjugated hard-soft-hard ABA triblock copolythiophenes

Miyane, Satoshi; Mori, Hideharu; Higashihara, Tomoya

doi:10.1007/s00542-015-2627-z

Cited by 14 publications

(21 citation statements)

References 24 publications

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“… SEC traces of (a) P3HT ( M n = 26,600, Đ = 1.11) and P3HT‐ b ‐P3SiHT ( P1 : M n = 36,400, Đ = 1.11, P3HT = 73 wt %, P2 : M n = 44,100, Đ = 1.17, P3HT = 60 wt %, P3 : M n = 50,600, Đ = 1.25, P3HT = 53 wt %) and (b) P3HT‐ b ‐P3SiHT‐ b ‐P3HT ( P4 : M n = 20,000, Đ = 1.19, P3HT = 48 wt %) (ref. ).…”

Section: Resultsmentioning

confidence: 97%

“… DSC thermograms of P3HT, P3HT‐ b ‐P3SiHT ( P1–P3 ), P3HT‐ b ‐P3SiHT‐ b ‐P3HT ( P4 ) (ref. ) and P3SiHT.…”

Section: Resultsmentioning

confidence: 99%

“…Tetrahydrofuran (THF, 99.5%, Wako Chemicals Co., Ltd.) was refluxed over sodium benzophenone under nitrogen for 2 h, then distilled just before use. P3HT was synthesized by modifying the method previously reported and P3SiHT was synthesized according to the literature …”

Section: Methodsmentioning

confidence: 99%

“…Indeed, the films of siloxane‐containing polythiophenes showed 2 orders of magnitude smaller Young's modulus and 20 times higher elongation at break than P3HT. Previously, we also synthesized a regioregular polythiophene derivative with a trisiloxane group in the side chains via a hexamethylene spacer (P3SiHT) as shown in Figure . Interestingly, P3SiHT showed fluidity even at room temperature.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of block copolymers comprised of poly(3‐hexylthiophene) segment with trisiloxane side chains and their application to organic thin film transistor

Miyane

Wen

Chen

et al. 2018

J. Polym. Sci. Part A: Polym. Chem.

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The demand of stretchability for a semiconducting polymer has increased to realize wearable devices and sensors. However, studies involving intrinsically stretchable π‐conjugated polymers are still limited. Here, we develop a soft‐polythiophene derivative, P3SiHT, with a trisiloxane unit in the side chains via a hexylene spacer unit. In addition, diblock (P3HT‐b‐P3SiHT) and triblock (P3HT‐b‐P3SiHT‐b‐P3HT) copolymers could be synthesized based on Kumada catalyst‐transfer polycondensation. The results of atomic force microscopy and grazing incidence small‐angle X‐ray scattering indicate that the block copolymer thin films form a phase‐separated structure between the P3HT and P3SiHT domains. The organic thin film transistor devices were prepared to assess the electrical properties of the block polymers. As a result, the block copolymers showed comparable or even higher hole mobility than that of P3HT homopolymer, thus due to the enhanced phase‐separation and thereby charge transportation. The mechanical test of the bulk films indicates that P3HT‐b‐P3SiHT‐b‐P3HT shows lower tensile modulus and longer elongation at break than P3HT homopolymer and other diblock copolymers. © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 1787–1794

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Section: Resultsmentioning

confidence: 97%

“… DSC thermograms of P3HT, P3HT‐ b ‐P3SiHT ( P1–P3 ), P3HT‐ b ‐P3SiHT‐ b ‐P3HT ( P4 ) (ref. ) and P3SiHT.…”

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis of block copolymers comprised of poly(3‐hexylthiophene) segment with trisiloxane side chains and their application to organic thin film transistor

Miyane

Wen

Chen

et al. 2018

J. Polym. Sci. Part A: Polym. Chem.

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“…The combination of multiple polymers allows for a tuning of the properties of the final device by either altering the properties of the individual components, or by controlling the morphology, both of which can be advantageous for stretchable systems. 110 Block copolymers Block copolymers represent unique solutions to the problem of balancing the electrical and mechanical requirements of stretchable solar cells. When two chemically different polymers are used to synthesize a single block copolymer, the material tends to aggregate into phases that are rich in one segment or the other owing to a lack of polymer-polymer solubility.…”

Section: Block and Random Copolymersmentioning

confidence: 99%

Structure and design of polymers for durable, stretchable organic electronics

Onorato

Pakhnyuk

Luscombe

2016

Polym J

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The field of stretchable electronics has recently gained significant interest from the academic community, with a focus on producing materials that demonstrate reliable electrical performance with improved response to mechanical deformation. This review highlights the recent progress in understanding the relationships between the mechanical behavior and electrical performance of such devices. Potential solutions can take the form of intrinsically elastic polymers, polymer semiconductor/ elastomer blends and alternative engineering-oriented approaches, which are discussed herein. Trends and design strategies are beginning to manifest in this early stage of the stretchable electronics field. The development of stretchable electrical systems can provide unique applications of organic electronics.

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Taming Charge Transport and Mechanical Properties of Conjugated Polymers with Linear Siloxane Side Chains

et al. 2021

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A series of conjugated polymers on the basis of diketopyrrolopyrrole and thienothiophene with different lengths of linear hybrid siloxane-terminal side chains were designed and synthesized. The number of silicon atoms in the side chains was 3, 5, and 7 (PTDPPTT-Si-3, PTDPPTT-Si-5, and PTDPPTT-Si-7, respectively, with two accompanying reference polymers, PTDPPTT-Ref-1 and PTDPPTT-Ref-2). Compared with PTDPPTT-Si-3, PTDPPTT-Si-5 and PTDPPTT-Si-7 had longer siloxane-terminal groups, which allowed them to maintain higher solution processability and excellent mobilities of 2.44 and 2.18 cm −2 V −1 s −1 , respectively. In addition, the extended siloxane segment has high flexibility, which provides a good opportunity to improve the mechanical properties of rigid conjugated polymers. PTDPPTT-Si-7 exhibited excellent ductility and a low tensile modulus of 108 ± 21 MPa and retained 80% of its initial electrical properties under 100% stretching, indicating that long linear siloxane side chainmodified semiconductor polymers have great potential for wearable electronics. Our research provides an important guiding principle concerning the molecular engineering of semiconductor polymers with siloxane side chains.

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Synthesis and characterization of all-conjugated hard-soft-hard ABA triblock copolythiophenes

Cited by 14 publications

References 24 publications

Synthesis of block copolymers comprised of poly(3‐hexylthiophene) segment with trisiloxane side chains and their application to organic thin film transistor

Synthesis of block copolymers comprised of poly(3‐hexylthiophene) segment with trisiloxane side chains and their application to organic thin film transistor

Structure and design of polymers for durable, stretchable organic electronics

Taming Charge Transport and Mechanical Properties of Conjugated Polymers with Linear Siloxane Side Chains

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