The Experts below are selected from a list of 360 Experts worldwide ranked by ideXlab platform
Kensuke Naka - One of the best experts on this subject based on the ideXlab platform.
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Superior light-resistant dithieno[3,2-b:2',3'-d]arsole-based polymers exhibiting ultrastable amplified spontaneous emission.
Chemical communications (Cambridge England), 2021Co-Authors: Chieko Yamazawa, Hiroaki Imoto, Yoshinori Hirano, Naoto Tsutsumi, Kensuke NakaAbstract:Herein, by amplified spontaneous emission measurements, dithieno[3,2-b:2',3'-d]arsole (DTA)-bithiophene (DTA-BT) and DTA-ethynylbenzene (DTA-EB) polymer films exhibited considerable photostability under continuous pulsed pumping excitation for at least 15 h at the pumping energies, 28.9 and 20.7 μJ, respectively, showing an outstanding high light-resistance among the polymer-based gain media.
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2,3-Diarylbenzo[b]arsole: structural modification and polymerization for tuning of photophysical properties.
Chemistry (Weinheim an der Bergstrasse Germany), 2021Co-Authors: Kosuke Ishijima, Hiroaki Imoto, Susumu Tanaka, Kensuke NakaAbstract:2,3-Diarylbenzo[ b ]Arsoles were synthesized from zirconacycles and diiodophenylarsine. The structural modification to the luminophore was attained through diarylacetylene precursors, Suzuki-Miyaura coupling, and oxidation of the arsenic atom. The emission properties were controlled according to these modifications. The 2,3-diarylbenzo[ b ]Arsoles showed aggregation induced emission enhancement; the stronger emission was observed in the solid states than in solutions. In addition, Suzuki-Miyaura polycondensation and olefin metathesis polymerization produced main- and side-chain polymers, respectively. The resultant polymers showed different emission behaviors such as aggregation caused quenching and aggregation induced emission enhancement.
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2-Arylbenzo[b]Arsoles: an experimental and computational study on the relationship between structural and photophysical properties
Dalton transactions (Cambridge England : 2003), 2020Co-Authors: Kosuke Ishijima, Hiroaki Imoto, Susumu Tanaka, Kensuke NakaAbstract:Benzo[b]arsole derivatives, being arsenic analogues of indole, were synthesized by utilizing a safely prepared arsenic precursor. The structural and photophysical properties of the obtained 2-arylbenzo[b]Arsoles were experimentally and computationally studied in comparison with those of 1,2,5-triarylArsoles and 9-phenylarsafluorene. It was found that the emission color and/or quantum yield were significantly affected by substituents on the luminescent center and metal-coordination to the arsenic atom. This is the first study on the structure–property relationship of benzo[b]arsole derivatives.
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Peraryl Arsoles: Practical Synthesis, Electronic Structures, and Solid-State Emission Behaviors.
Chemistry: A European Journal, 2018Co-Authors: Hiroaki Imoto, Aya Urushizaki, Ikuo Kawashima, Kensuke NakaAbstract:: 2,3,4,5-Tetraaryl-1-phenylArsoles were synthesized by utilizing safely generated diiodophenylarsine and zirconacyclopentadienes. The obtained peraryl Arsoles showed aggregation-induced emission (AIE), where intense emission was observed in the solid states (quantum yields up to 0.61), whereas the corresponding solutions were very weakly emissive. The optical and electronic properties were examined by experimental and computational methods. It was elucidated that the aryl groups at the 2,5-positions affected the frontier orbitals and the aromaticity of the arsole core. On the other hand, those at the 1,3,5-positions were perpendicular to the luminophore and effective for a restriction of aggregation-caused quenching. Because the lone pair of the arsenic atom has a sufficient coordination ability due to the low aromaticity of the arsole moiety, a gold(I) chloride complex of 1,2,3,4,5-pentaphenylarsole was synthesized. The complex formation caused a blue shift of the emission from the bare ligand. Interestingly, the complex showed luminescent mechanochromism; grinding the crystals with a blue emission (λem =445 nm) gave amorphous samples with a greenish-blue emission (λem =496 nm).
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Multi-mode emission color tuning of dithieno[3,2-b:2′,3′-d]Arsoles
Journal of Materials Chemistry C, 2017Co-Authors: Hiroaki Imoto, Ikuo Kawashima, Chieko Yamazawa, Susumu Tanaka, Kensuke NakaAbstract:The electronic structures of dithienoArsoles, which were prepared through a facile and safe synthetic procedure, were tuned in multiple ways: structural modification of the π-conjugated system and reactions of the arsenic atom. Suzuki–Miyaura coupling reaction proceeded without coordination to the catalyst or oxidation during the reaction, though the lone pair of the arsenic atom was not protected. As a result, the emission color was successfully controlled. Moreover, oxidation and coordination of the arsenic atom effectively changed the electronic structures, resulting in emission color change. Theoretical calculations revealed that the LUMO levels were significantly lowered by oxidation and coordination. High air-stability and moderate coordination ability of a trivalent arsenic atom enabled various such transformations for emission color tuning.
Hiroaki Imoto - One of the best experts on this subject based on the ideXlab platform.
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Superior light-resistant dithieno[3,2-b:2',3'-d]arsole-based polymers exhibiting ultrastable amplified spontaneous emission.
Chemical communications (Cambridge England), 2021Co-Authors: Chieko Yamazawa, Hiroaki Imoto, Yoshinori Hirano, Naoto Tsutsumi, Kensuke NakaAbstract:Herein, by amplified spontaneous emission measurements, dithieno[3,2-b:2',3'-d]arsole (DTA)-bithiophene (DTA-BT) and DTA-ethynylbenzene (DTA-EB) polymer films exhibited considerable photostability under continuous pulsed pumping excitation for at least 15 h at the pumping energies, 28.9 and 20.7 μJ, respectively, showing an outstanding high light-resistance among the polymer-based gain media.
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2,3-Diarylbenzo[b]arsole: structural modification and polymerization for tuning of photophysical properties.
Chemistry (Weinheim an der Bergstrasse Germany), 2021Co-Authors: Kosuke Ishijima, Hiroaki Imoto, Susumu Tanaka, Kensuke NakaAbstract:2,3-Diarylbenzo[ b ]Arsoles were synthesized from zirconacycles and diiodophenylarsine. The structural modification to the luminophore was attained through diarylacetylene precursors, Suzuki-Miyaura coupling, and oxidation of the arsenic atom. The emission properties were controlled according to these modifications. The 2,3-diarylbenzo[ b ]Arsoles showed aggregation induced emission enhancement; the stronger emission was observed in the solid states than in solutions. In addition, Suzuki-Miyaura polycondensation and olefin metathesis polymerization produced main- and side-chain polymers, respectively. The resultant polymers showed different emission behaviors such as aggregation caused quenching and aggregation induced emission enhancement.
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2-Arylbenzo[b]Arsoles: an experimental and computational study on the relationship between structural and photophysical properties
Dalton transactions (Cambridge England : 2003), 2020Co-Authors: Kosuke Ishijima, Hiroaki Imoto, Susumu Tanaka, Kensuke NakaAbstract:Benzo[b]arsole derivatives, being arsenic analogues of indole, were synthesized by utilizing a safely prepared arsenic precursor. The structural and photophysical properties of the obtained 2-arylbenzo[b]Arsoles were experimentally and computationally studied in comparison with those of 1,2,5-triarylArsoles and 9-phenylarsafluorene. It was found that the emission color and/or quantum yield were significantly affected by substituents on the luminescent center and metal-coordination to the arsenic atom. This is the first study on the structure–property relationship of benzo[b]arsole derivatives.
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Peraryl Arsoles: Practical Synthesis, Electronic Structures, and Solid-State Emission Behaviors.
Chemistry: A European Journal, 2018Co-Authors: Hiroaki Imoto, Aya Urushizaki, Ikuo Kawashima, Kensuke NakaAbstract:: 2,3,4,5-Tetraaryl-1-phenylArsoles were synthesized by utilizing safely generated diiodophenylarsine and zirconacyclopentadienes. The obtained peraryl Arsoles showed aggregation-induced emission (AIE), where intense emission was observed in the solid states (quantum yields up to 0.61), whereas the corresponding solutions were very weakly emissive. The optical and electronic properties were examined by experimental and computational methods. It was elucidated that the aryl groups at the 2,5-positions affected the frontier orbitals and the aromaticity of the arsole core. On the other hand, those at the 1,3,5-positions were perpendicular to the luminophore and effective for a restriction of aggregation-caused quenching. Because the lone pair of the arsenic atom has a sufficient coordination ability due to the low aromaticity of the arsole moiety, a gold(I) chloride complex of 1,2,3,4,5-pentaphenylarsole was synthesized. The complex formation caused a blue shift of the emission from the bare ligand. Interestingly, the complex showed luminescent mechanochromism; grinding the crystals with a blue emission (λem =445 nm) gave amorphous samples with a greenish-blue emission (λem =496 nm).
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Multi-mode emission color tuning of dithieno[3,2-b:2′,3′-d]Arsoles
Journal of Materials Chemistry C, 2017Co-Authors: Hiroaki Imoto, Ikuo Kawashima, Chieko Yamazawa, Susumu Tanaka, Kensuke NakaAbstract:The electronic structures of dithienoArsoles, which were prepared through a facile and safe synthetic procedure, were tuned in multiple ways: structural modification of the π-conjugated system and reactions of the arsenic atom. Suzuki–Miyaura coupling reaction proceeded without coordination to the catalyst or oxidation during the reaction, though the lone pair of the arsenic atom was not protected. As a result, the emission color was successfully controlled. Moreover, oxidation and coordination of the arsenic atom effectively changed the electronic structures, resulting in emission color change. Theoretical calculations revealed that the LUMO levels were significantly lowered by oxidation and coordination. High air-stability and moderate coordination ability of a trivalent arsenic atom enabled various such transformations for emission color tuning.
Martin Heeney - One of the best experts on this subject based on the ideXlab platform.
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dithieno 3 2 b 2 3 d arsole containing conjugated polymers in organic photovoltaic devices
Dalton Transactions, 2019Co-Authors: Joshua P. Green, Munazza Shahid, Adam Creamer, Jessica R Durrant, Martin HeeneyAbstract:Arsole-derived conjugated polymers are a relatively new class of materials in the field of organic electronics. Herein, we report the synthesis of two new donor polymers containing fused dithieno[3,2-b:2′,3′-d]arsole units and report their application in bulk heterojunction solar cells for the first time. Devices based upon blends with PC71BM display high open circuit voltages around 0.9 V and demonstrate power conversion efficiencies around 4%.
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Synthesis of a Luminescent Arsolo[2,3-d:5,4-d′]bis(thiazole) Building Block and Comparison to Its Phosphole Analogue
Organometallics, 2017Co-Authors: Joshua P. Green, Jameel Marafie, Samuel J Cryer, Andrew J. P. White, Martin HeeneyAbstract:The synthesis of 4-phenyl-4H-arsolo[2,3-d:5,4-d′]bis(thiazole) is reported, and its properties are compared to those of the previously prepared phosphole analogue. By comparison of their single-crystal structures, the harmonic oscillator model of heterocyclic electron delocalization (HOMHED) was used to directly compare the aromatic character of the two systems. The findings demonstrate that, although both compounds can be considered aromatic, the phosphole-containing compound had a greater degree of aromatic character than its arsole analogue. The arsole derivative exhibited excellent stability in ambient air with no formation of the arsole oxide observed upon storage. The absorption and photoluminescence spectra of the arsole derivate were subtly altered in comparison to the phosphole derivative, suggesting that changing pnictogenic atoms in such fused-ring systems to heavier analogues could be a viable way of tuning both the ambient stability and optoelectronic properties of such materials.
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Synthesis of a Luminescent Arsolo[2,3-d:5,4-d′]bis(thiazole) Building Block and Comparison to Its Phosphole Analogue
2017Co-Authors: Joshua P. Green, Jameel Marafie, Samuel J Cryer, Andrew J. P. White, Martin HeeneyAbstract:The synthesis of 4-phenyl-4H-arsolo[2,3-d:5,4-d′]bis(thiazole) is reported, and its properties are compared to those of the previously prepared phosphole analogue. By comparison of their single-crystal structures, the harmonic oscillator model of heterocyclic electron delocalization (HOMHED) was used to directly compare the aromatic character of the two systems. The findings demonstrate that, although both compounds can be considered aromatic, the phosphole-containing compound had a greater degree of aromatic character than its arsole analogue. The arsole derivative exhibited excellent stability in ambient air with no formation of the arsole oxide observed upon storage. The absorption and photoluminescence spectra of the arsole derivate were subtly altered in comparison to the phosphole derivative, suggesting that changing pnictogenic atoms in such fused-ring systems to heavier analogues could be a viable way of tuning both the ambient stability and optoelectronic properties of such materials
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an air stable semiconducting polymer containing dithieno 3 2 b 2 3 d arsole
Angewandte Chemie, 2016Co-Authors: Joshua P. Green, Rebecca Kilmurray, Thomas D. Anthopoulos, Martyn A Mclachlan, Martin HeeneyAbstract:: Arsole-containing conjugated polymers are a practically unexplored class of materials despite the high interest in their phosphole analogues. Herein we report the synthesis of the first dithieno[3,2-b;2',3'-d]arsole derivative, and demonstrate that it is stable to ambient oxidation in its +3 oxidation state. A soluble copolymer is obtained by a palladium-catalyzed Stille polymerization and demonstrated to be a p-type semiconductor with promising hole mobility, which was evaluated by field-effect transistor measurements.
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Putting arsole to work: an air-stable semiconducting polymer containing dithieno[3,2-b:2’,3’-d]arsole
2016Co-Authors: Joshua Green, Martin HeeneyAbstract:Data for the figures found in the paper "Putting Arsoles to work: an air-stable semiconducting polymer containing dithieno[3,2-b:2’,3’-d]arsole
Joshua P. Green - One of the best experts on this subject based on the ideXlab platform.
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dithieno 3 2 b 2 3 d arsole containing conjugated polymers in organic photovoltaic devices
Dalton Transactions, 2019Co-Authors: Joshua P. Green, Munazza Shahid, Adam Creamer, Jessica R Durrant, Martin HeeneyAbstract:Arsole-derived conjugated polymers are a relatively new class of materials in the field of organic electronics. Herein, we report the synthesis of two new donor polymers containing fused dithieno[3,2-b:2′,3′-d]arsole units and report their application in bulk heterojunction solar cells for the first time. Devices based upon blends with PC71BM display high open circuit voltages around 0.9 V and demonstrate power conversion efficiencies around 4%.
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Effect of Arsenic Coordination State on the Structure, Aromaticity, and Optical Properties of Dithieno[3,2-b:2 ',3 '-d]Arsoles
European Journal of Inorganic Chemistry, 2018Co-Authors: Joshua P. Green, Arvind K. Gupta, Andreas OrthaberAbstract:A silylated derivative of 4-phenyl-dithieno[3,2-b:2 ',3 '-d]arsole (DTAs) was synthesized, and the effect of coordinating of DTAs compounds to Pd on their structural and optical properties was inve ...
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Effect of Arsenic Coordination State on the Structure, Aromaticity, and Optical Properties of Dithieno[3,2‐b:2′,3′‐d]Arsoles
European Journal of Inorganic Chemistry, 2018Co-Authors: Joshua P. Green, Arvind K. Gupta, Andreas OrthaberAbstract:A silylated derivative of 4-phenyl-dithieno[3,2-b:2 ',3 '-d]arsole (DTAs) was synthesized, and the effect of coordinating of DTAs compounds to Pd on their structural and optical properties was inve ...
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Synthesis of a Luminescent Arsolo[2,3-d:5,4-d′]bis(thiazole) Building Block and Comparison to Its Phosphole Analogue
Organometallics, 2017Co-Authors: Joshua P. Green, Jameel Marafie, Samuel J Cryer, Andrew J. P. White, Martin HeeneyAbstract:The synthesis of 4-phenyl-4H-arsolo[2,3-d:5,4-d′]bis(thiazole) is reported, and its properties are compared to those of the previously prepared phosphole analogue. By comparison of their single-crystal structures, the harmonic oscillator model of heterocyclic electron delocalization (HOMHED) was used to directly compare the aromatic character of the two systems. The findings demonstrate that, although both compounds can be considered aromatic, the phosphole-containing compound had a greater degree of aromatic character than its arsole analogue. The arsole derivative exhibited excellent stability in ambient air with no formation of the arsole oxide observed upon storage. The absorption and photoluminescence spectra of the arsole derivate were subtly altered in comparison to the phosphole derivative, suggesting that changing pnictogenic atoms in such fused-ring systems to heavier analogues could be a viable way of tuning both the ambient stability and optoelectronic properties of such materials.
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an air stable semiconducting polymer containing dithieno 3 2 b 2 3 d arsole
Angewandte Chemie, 2016Co-Authors: Joshua P. Green, Rebecca Kilmurray, Thomas D. Anthopoulos, Martyn A Mclachlan, Martin HeeneyAbstract:: Arsole-containing conjugated polymers are a practically unexplored class of materials despite the high interest in their phosphole analogues. Herein we report the synthesis of the first dithieno[3,2-b;2',3'-d]arsole derivative, and demonstrate that it is stable to ambient oxidation in its +3 oxidation state. A soluble copolymer is obtained by a palladium-catalyzed Stille polymerization and demonstrated to be a p-type semiconductor with promising hole mobility, which was evaluated by field-effect transistor measurements.
Susumu Tanaka - One of the best experts on this subject based on the ideXlab platform.
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2,3-Diarylbenzo[b]arsole: structural modification and polymerization for tuning of photophysical properties.
Chemistry (Weinheim an der Bergstrasse Germany), 2021Co-Authors: Kosuke Ishijima, Hiroaki Imoto, Susumu Tanaka, Kensuke NakaAbstract:2,3-Diarylbenzo[ b ]Arsoles were synthesized from zirconacycles and diiodophenylarsine. The structural modification to the luminophore was attained through diarylacetylene precursors, Suzuki-Miyaura coupling, and oxidation of the arsenic atom. The emission properties were controlled according to these modifications. The 2,3-diarylbenzo[ b ]Arsoles showed aggregation induced emission enhancement; the stronger emission was observed in the solid states than in solutions. In addition, Suzuki-Miyaura polycondensation and olefin metathesis polymerization produced main- and side-chain polymers, respectively. The resultant polymers showed different emission behaviors such as aggregation caused quenching and aggregation induced emission enhancement.
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2-Arylbenzo[b]Arsoles: an experimental and computational study on the relationship between structural and photophysical properties
Dalton transactions (Cambridge England : 2003), 2020Co-Authors: Kosuke Ishijima, Hiroaki Imoto, Susumu Tanaka, Kensuke NakaAbstract:Benzo[b]arsole derivatives, being arsenic analogues of indole, were synthesized by utilizing a safely prepared arsenic precursor. The structural and photophysical properties of the obtained 2-arylbenzo[b]Arsoles were experimentally and computationally studied in comparison with those of 1,2,5-triarylArsoles and 9-phenylarsafluorene. It was found that the emission color and/or quantum yield were significantly affected by substituents on the luminescent center and metal-coordination to the arsenic atom. This is the first study on the structure–property relationship of benzo[b]arsole derivatives.
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Multi-mode emission color tuning of dithieno[3,2-b:2′,3′-d]Arsoles
Journal of Materials Chemistry C, 2017Co-Authors: Hiroaki Imoto, Ikuo Kawashima, Chieko Yamazawa, Susumu Tanaka, Kensuke NakaAbstract:The electronic structures of dithienoArsoles, which were prepared through a facile and safe synthetic procedure, were tuned in multiple ways: structural modification of the π-conjugated system and reactions of the arsenic atom. Suzuki–Miyaura coupling reaction proceeded without coordination to the catalyst or oxidation during the reaction, though the lone pair of the arsenic atom was not protected. As a result, the emission color was successfully controlled. Moreover, oxidation and coordination of the arsenic atom effectively changed the electronic structures, resulting in emission color change. Theoretical calculations revealed that the LUMO levels were significantly lowered by oxidation and coordination. High air-stability and moderate coordination ability of a trivalent arsenic atom enabled various such transformations for emission color tuning.
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multi mode emission color tuning of dithieno 3 2 b 2 3 d Arsoles
Journal of Materials Chemistry C, 2017Co-Authors: Hiroaki Imoto, Ikuo Kawashima, Chieko Yamazawa, Susumu Tanaka, Kensuke NakaAbstract:The electronic structures of dithienoArsoles, which were prepared through a facile and safe synthetic procedure, were tuned in multiple ways: structural modification of the π-conjugated system and reactions of the arsenic atom. Suzuki–Miyaura coupling reaction proceeded without coordination to the catalyst or oxidation during the reaction, though the lone pair of the arsenic atom was not protected. As a result, the emission color was successfully controlled. Moreover, oxidation and coordination of the arsenic atom effectively changed the electronic structures, resulting in emission color change. Theoretical calculations revealed that the LUMO levels were significantly lowered by oxidation and coordination. High air-stability and moderate coordination ability of a trivalent arsenic atom enabled various such transformations for emission color tuning.
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facile synthesis and properties of dithieno 3 2 b 2 3 d Arsoles
Dalton Transactions, 2016Co-Authors: Takuji Kato, Hiroaki Imoto, Makoto Ishidoshiro, Susumu Tanaka, Kensuke NakaAbstract:Dithieno[3,2-b:2′,3′-d]Arsoles have been synthesized via a safe and easy synthetic procedure, in which volatile arsenic intermediates are excluded. The obtained dithienoarsole derivatives were stable in the ambient atmosphere, unlike their phosphorus analogues, dithienophospholes. The Suzuki–Miyaura coupling reaction is applicable for structural modification and expansion of the π-conjugated system, and carried out the polymerization of the compounds. DithienoArsoles showed an intense emission not only in solution but also in the solid state, and their molecular packing was analyzed by X-ray crystallography. The main-chain type dithienoarsole polymer formed a luminescent film. This work has demonstrated that dithienoarsole is a promising building block for luminescent materials.