Understanding of copolymers containing pyridine and selenophene simultaneously and their polarity conversion in transistors

Kang, So‐Huei; Han, Myeonggeun; Cho, Yongjoon; Hong, Jisu; Heo, Seongmin; Jeong, Seonghun; Noh, Yong‐Young; Yang, Changduk

doi:10.1039/c9qm00739c

Cited by 6 publications

(3 citation statements)

References 70 publications

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“…Yang and co-workers also synthesized PyDPP-based polymers P84 and P85 containing selenophene as the donor unit. 40 The OFET performance was studied as a function of the branching positions of the side chains. P84, containing branched F I G U R E 5 Chemical structures of DPP polymers (P70-P94).…”

Section: Dpp-derived Polymers For Ofet'smentioning

confidence: 99%

Recent progress in lactam‐based polymer semiconductors for organic electronic devices

Park

Lim

et al. 2021

Journal of Polymer Science

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Numerous polymer semiconductor materials with alternating electron donorelectron acceptor (D-A) structures have attracted immense attention because they exhibit excellent semiconductor performance and solution processability. These materials can be used for the fabrication of various lightweight and flexible electronic devices. In this review, we provide a brief overview of the structural features and important properties of lactams whose performance can be enhanced by introducing an acceptor in the design of D-A-type polymer semiconductor materials. The focus is on polymer semiconductor materials with lactams in their structures, such as diketopyrrolo[3,4-c]pyrrole, naphthalene diimide, isoindigo, 2,2-bithiophene-3,3-dicarboximide, and thieno[3,4-c]pyrrole-4,6-dione. The recent advances made in the field in the last 3 years are discussed. In addition, the application of polymers for the fabrication of organic electronic devices and the progress in the field are discussed.

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Section: Dpp-derived Polymers For Ofet'smentioning

confidence: 99%

Recent progress in lactam‐based polymer semiconductors for organic electronic devices

Park

Lim

et al. 2021

Journal of Polymer Science

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“…Among the organic p-conjugated molecules, dye/pigment molecules, such as perylenediimide (PDI), naphthalenediimide (NDI), isoindigo (IID), and diketopyrrolopyrrole (DPP), have been widely used as acceptors to construct n-type molecular semiconductors. [21][22][23] On the other hand, fused-ring electrondeficient small molecules are another important class of n-type molecular semiconductor. In 2016, Zhan and coworkers reported a planar fused-ring electron-deficient small molecule (ICC6IDT-IC) based on indacenodithiophene (IDT) for highperformance OPVs.…”

Section: Introductionmentioning

confidence: 99%

Backbone-shape engineering of fused-ring electron-deficient molecular semiconductors for unipolar n-type organic transistors: synthesis, conformation changes, and structure–property correlations

Chen,

Wu,

Chen

et al. 2024

Mater. Chem. Front.

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“…Moreover, varying chalcogen heteroatoms of heteroaromatic systems in semiconductors have directly influenced optoelectronic properties and OFET performance. ,− Particularly, changing heteroatom from sulfur to selenium in the standard spacers of organic semiconductors, such as thiophene and thiophene-vinyl-thiophene, has improved the charge carrier mobility of the materials. − Furthermore, structurally diverse, selenophene consisting OFET materials have shown hole, , electron, − and ambipolar , type charge carrier transporting properties with good charge carrier mobilities (>0.1 cm 2 V –1 s –1 ). Selenophene containing donor and acceptor semiconducting materials have been used in organic solar cells to improve power conversion efficiencies and short-circuit current densities. − Selenophene containing conjugated polymers ,− were used in solar cells and OFETs. However, only a few donor–acceptor conjugated small molecules containing selenophene were tested for solar cells − and OFETs applications.…”

Section: Introductionmentioning

confidence: 99%

Incorporation of Selenopheno[3,2-b]pyrrole into Benzothiadiazole-Based Small Molecules for Organic Field-Effect Transistors

Gamage

Gedara

et al. 2021

ACS Appl. Electron. Mater.

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Incorporating selenophene into organic semiconductors has recently shown promising results in both organic solar cells (OSCs) and organic field-effect transistors (OFETs). In most studies, replacing thiophene with selenophene has improved the performance in OSCs and OFETs. However, some other reports do not show the same trend. Therefore, the structure−property relationship of selenophene-containing semiconducting materials is still to be investigated and understood. On the other hand, reports have shown that thiophene flanked benzothiadiazole-and thieno-[3,2-b]pyrrole-based donor−acceptor−donor molecular architecture gave a banana-shaped small organic conjugated molecule with moderate OFETs performance. To understand the structure− property relationship and influence on OFETs performance, by replacing thiophene with selenophene in chalcogenopheno[3,2-b]pyrrole, we report a nonconventional fused ring system, estermonocapped selenopheno[3,2-b]pyrrole, which was coupled with chalcogenophene spacer flanked benzothiadiazole to yield two curved small organic conjugated molecules, diethyl 2,2′-(5,5′-(benzo[c][1,2,5]thiadiazole-4,7-diyl)bis(thiophene-5,2-diyl))bis(4dodecyl-4H-selenopheno[3,2-b]pyrrole-5-carboxylate (BT-2T-2SeP) and diethyl 2,2′-(benzo[c][1,2,5]thiadiazole-4,7-diylbis-(selenophene-5,2-diyl))bis(4-dodecyl-4H-selenopheno[3,2-b]pyrrole-5-carboxylate (BT-2Se- 2SeP). This is the first report of selenopheno [3,2-b]pyrrole incorporated in donor−acceptor small conjugated organic molecules for OFETs applications. BT-2T-2SeP and BT-2Se-2SeP exhibited comparable maximum hole mobilities of 8.82 × 10 −3 cm 2 V −1 s −1 and 1.44 × 10 −2 cm 2 V −1 s −1 , respectively. Furthermore, these molecules exhibited lower threshold voltages between 0-(−5) V and high on−off current ratios of 10 4 and ∼10 5 , respectively, for BT-2T-2SeP and BT-2Se-2SeP.

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Understanding of copolymers containing pyridine and selenophene simultaneously and their polarity conversion in transistors

Abstract: Two n-type pyridine and selenophene-containing polymers were synthesized and the structure–property relationships were investigated, followed by polarity switching from ambipolarity to unipolar characteristics via the doping method.

Cited by 6 publications

References 70 publications

Recent progress in lactam‐based polymer semiconductors for organic electronic devices

Recent progress in lactam‐based polymer semiconductors for organic electronic devices

Backbone-shape engineering of fused-ring electron-deficient molecular semiconductors for unipolar n-type organic transistors: synthesis, conformation changes, and structure–property correlations

Incorporation of Selenopheno[3,2-b]pyrrole into Benzothiadiazole-Based Small Molecules for Organic Field-Effect Transistors

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