High Carrier Mobility of 3.8 cm$^{2}$ V$^{-1}$ s$^{-1}$ in Polydiacetylene Thin Films Polymerized by Electron Beam Irradiation

Kato, Tomokazu; Yasumatsu, Mao; Origuchi, Chikako; Tsutsui, Kyoji; Ueda, Y.; Adachi, Chihaya

doi:10.1143/apex.4.091601

Cited by 15 publications

(12 citation statements)

References 22 publications

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“…Grafting a polymerizable side chain onto each HBC disc and prealigning these discs into columnar arrays on a surface before their polymerization is perceived to be a plausible strategy if the polymerization does not perturb the packing much. Diacetylene (DA) derivatives are known to undergo topochemical polymerization in their crystalline state under a specific packing distance and orientation, giving a poly(ene–yne) backbone with minimum perturbation of their original crystal packing. ,− The conjugated polydiacetylene crystal is claimed to have a theoretical field-effect mobility of over 10 000 cm 2 V –1 s –1 . Micrometer-sized single crystals of poly(pentacosa-10,12-diynoic acid) were shown experimentally to give a high mobility of up to 50 cm 2 V –1 s –1 .…”

Section: Introductionmentioning

confidence: 99%

“…7,27−29 The conjugated polydiacetylene crystal is claimed to have a theoretical field-effect mobility of over 10 000 cm 2 V −1 s −1 . 30 Micrometer-sized single crystals of poly(pentacosa-10,12-diynoic acid) were shown experimentally to give a high mobility of up to 50 cm 2 V −1 s −1 . 7 However, attempts to align 1,6-di-(N-carbazolyl)-2,4-hexadiyne (DCHD) molecules into oriented thin films on the substrate only gave very poor field-effect mobility after photopolymerization, presumably because some distance mismatches before and after polymerization resulted in numerous defects within the film so that the charge transport is hampered.…”

Section: ■ Introductionmentioning

confidence: 99%

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Alignment and Photopolymerization of Hexa-peri-hexabenzocoronene Derivatives Carrying Diacetylenic Side Chains for Charge-Transporting Application

et al. 2020

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Thin films of four discotic liquid-crystalline hexaperi-hexabenzocoronene (HBC) derivatives carrying three diacetylenic side chains and three saturated alkyl chains at different positions around the central HBC core were prepared on phenyltrichlorosilane-modified SiO 2 substrate by the Chinese brush-coating method. The brush-coated films of molecules with D 3h symmetry and C 1 symmetry all exhibited anisotropic alignment with an edge-on orientation and molecular π−π stacking along the coating direction on the surface, in contrast to the spin-coated films, where a mixture of face-on and edge-on orientations was obtained. Hexagonally packed columnar structure or lamella-like columnar structure was obtained, depending on the location of the diacetylenic unit along the chain. UV irradiation of the films resulted in cross-linking/polymerization of the molecular columns. Among them, the lamella-like structure with a diacetylene unit closer to the HBC core gave more closely packed and ordered HBC arrays with the poly(ene−yne) backbones stretching along the column direction, based on a variety of experimental evidence. A thin-film transistor based on this irradiated film gave a highest mobility of 1.5 cm 2 V −1 s −1 along the column direction, which is a 3 orders of magnitude improvement over that of the monomeric film. However, for those with a diacetylenic unit extended farther away from the core, cross-linking between neighboring columns was suggested to occur and no mobility can be measured for devices based on those films.

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Section: Introductionmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

Alignment and Photopolymerization of Hexa-peri-hexabenzocoronene Derivatives Carrying Diacetylenic Side Chains for Charge-Transporting Application

et al. 2020

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“…Diacetylene (DA) derivatives, such as PCDA, are precursors to polydiacetylenes (PDAs), as a conjugated polymer. , PDAs have attracted much interest for a variety of applications, such as an organic field-effect transistor (OFET) and sensors. − PDAs are synthesized from DA monomers in the organized states through topochemical polymerization. If the distance between the diacetylene moieties is less than 0.5 nm, topochemical polymerization proceeds in the organized states by irradiation of UV light, γ-rays, and electron beams .…”

Section: Introductionmentioning

confidence: 99%

Advanced Biomimetic Approach for Crystal Growth in Nonaqueous Media: Morphology and Orientation Control of Pentacosadiynoic Acid and Applications

et al. 2015

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In nature, biological macromolecules control the growth of inorganic crystals under mild conditions in aqueous media. Inspired by biomineralization, biomimetic approaches have been studied for growth control of inorganic crystals in aqueous media by using organic molecules and polymers. The approaches were not applied to nonaqueous systems for the development of functional organic materials. Here, we have applied biomimetic approaches to growth control of organic crystals in nonaqueous media. Morphology and orientation of 10,12-pentacosadiynoic acid (PCDA) crystals, a diacetylene derivative, were controlled in organic media with the additive organic polymers and surface-modified substrates. The oriented PCDA ribbons were obtained by an advanced biomimetic approach. After topochemical polymerization, the resultant polydiacetylenes (PDA) ribbons were applied to the thermochromic materials with intercalation of metal ions and the semiconductor layer of an organic field-effect transistor. The present work implies that biomimetic approaches can be applied to morphology and orientation control of organic crystals.

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“…The poly(ene‐yne) backbones suggest their potential as semiconducting channel materials in organic electronics applications. A theoretical study anticipated that PDAs own extremely high charge mobility over 10,000 cm 2 V −1 s −1 . While very high charge mobilities up to 50 cm 2 V −1 s −1 have been demonstrated for single crystals of a number of diacetylenic derivatives upon polymerization, they are limited to nanometer‐sized or micrometer‐sized crystallites .…”

Section: Introductionmentioning

confidence: 99%

Aligning poly[1,6‐di‐(N‐carbazolyl)‐2,4‐hexadiyne] crystalline fibers as conducting channels for transistor applications

Lin

Tao

2019

J Chinese Chemical Soc

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Aligned crystallites of 1,6‐di‐(N‐carbazolyl)‐2,4‐hexadiyne (DCHD) were prepared on the phenyltrichlorosilane‐modified SiO2/Si surface using the brush‐coating method. The length and width as well as the orientation of the crystallites depend on the coating speed. At a lower coating speed of 0.2 ~ 0.3 mm/s, well‐separated fibers with a width of 1–2 μm and a length of hundreds of μm were grown along the coating direction. Higher speeds resulted in shorter fibers together with randomly oriented tiny crystallites appearing in between. The diacetylene crystallites upon UV irradiation gave polydiacetylene fibers with deformations along the fiber axis. The poly(ene‐yne) backbones were shown to align along the fiber axes. With these poly‐DCHD fibers as a conducting channel for transistor fabrication, a highest field‐effect mobility of 0.039 cm2/Vs was obtained.

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High Carrier Mobility of 3.8 cm$^{2}$ V$^{-1}$ s$^{-1}$ in Polydiacetylene Thin Films Polymerized by Electron Beam Irradiation

Cited by 15 publications

References 22 publications

Alignment and Photopolymerization of Hexa-peri-hexabenzocoronene Derivatives Carrying Diacetylenic Side Chains for Charge-Transporting Application

Alignment and Photopolymerization of Hexa-peri-hexabenzocoronene Derivatives Carrying Diacetylenic Side Chains for Charge-Transporting Application

Advanced Biomimetic Approach for Crystal Growth in Nonaqueous Media: Morphology and Orientation Control of Pentacosadiynoic Acid and Applications

Aligning poly[1,6‐di‐(N‐carbazolyl)‐2,4‐hexadiyne] crystalline fibers as conducting channels for transistor applications

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