研究者詳細 - 原　道寛

論文 - 原　道寛

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Fabrication and Characterization of Co-Sensitized Dye Solar Cells Using Energy Transfer from Spiropyran Derivatives to SQ2 Dye 査読国際誌

Michihiro Hara, Ryuhei Ejima

Molecules 29 ( 20 ) 4896 2024年10月

We developed dye-sensitized solar cells (DSSCs) using 1,5-carboxy-2-[[3-[(2,3-dihydro-1,1-dimethyl-3-ethyl-1H-benzo[e]indol-2-ylidene)methyl]-2-hydroxy-4-oxo-2-cyclobuten-1-ylidene]methyl]-3,3-dimethyl-1-octyl-3H-indolium and 1,3,3-trimethyl indolino-6′-nitrobenzopyrylospiran. The DSSCs incorporate photochromic molecules to regulate photoelectric conversion properties. We irradiated photoelectrodes adsorbed with SQ2/SPNO2 using both UV and visible light and observed the color changes in these photoelectrodes. Following UV irradiation, the transmittance at 540 nm decreased by 20%, while it increased by 15% after visible light irradiation. This indicates that SPNO2 on the DSSCs is photoisomerized from the spiropyran form (SP) to the photomerocyanine (PMC) form under UV light. The photoelectric conversion efficiency (η) of the DSSCs increased by 0.15% following 5 min of UV irradiation and decreased by 0.07% after 5 min of visible light irradiation. However, direct electron injection from PMC seems challenging, suggesting that the mechanism for improved photoelectric conversion in these DSSCs is likely due to Förster resonance energy transfer (FRET) from PMC to the SQ2 dye. The findings suggest that the co-sensitization of DSSCs by PMC-SQ2 and SQ2 alone, facilitated by their respective photoabsorption, results in externally responsive and co-sensitized solar cells. This study provides valuable insights into the development of advanced DSSCs with externally controllable photoelectric conversion properties via the strategic use of photochromic molecules and energy transfer mechanisms, advancing future solar energy applications.

Diarylethene derivative photoionization control via two-color two-laser optical manipulation in the presence of cyclodextrins 査読国際誌

Michihiro Hara

Optical Materials 154 115698 2024年6月

In this study, the photodynamics of 1,2-bis(2,4-dimethyl-5-phenyl-3-thienyl)-3,3,4,4,5,5-hexafluoro-1-cyclopentene (DE) was investigated in the presence of α-, β- and γ-cyclodextrin (CD) inclusion complexes and under the influence of one- and two-laser excitations. Thus, this study aimed to elucidate the ionization quantum yield of DE and how it is affected by the type of CD and laser configuration. Specifically, DE/CD was flash photolyzed using a single laser (355 nm) or a double laser (355 nm and 532 nm) and observed at a wavelength of 720 nm to examine the transient absorption of hydrated electrons. The ionization efficiency with the two lasers was found to exceed that with the single laser. This suggests the existence of a two-step process involving S0→S1 and S1→Sn singlet transitions in the two-photon ionization (TPI) of DE. Furthermore, when the ring-closing isomer of DE was initiated via laser irradiation at 532 nm, the photoionization efficiency increased, especially in the presence of γ-CD. This implies that the 532-nm irradiation, which is not directly involved in TPI, contributed to promoting the TPI of DE, thus increasing its photo-steady state (saturation). Thus, the possibility of using CD-containing lasers to control photochemical reactions with photo-steady state processes was demonstrated. This investigation contributes to a broader understanding of the potential applications and underlying mechanisms of photochromic materials influenced by multi-laser interactions.

Decomposition of Unpolarized Fluorescence Spectrum of Uniaxially Oriented 1,3,5-Triphenylbenzene Microcrystals Into Polarized Fluorescence Spectra 査読国際誌

Michihiro Hara, Tatsuya Takeshita, Hiroyuki Kurata, Tsunehisa Kimura

Journal of Fluorescence 33 1559 - 1563 2023年2月

Luminescence from solids such as crystals and aggregates is of growing academic and industrial interest. In this study, we report decomposition of the unpolarized fluorescence spectrum of uniaxially oriented 1,3,5-triphenylbenzene (TPB) microcrystals into four polarized spectra measured with polarizer (V: vertical and H: horizontal) and analyser (V: vertical and H: horizontal), where V and H indicate perpendicular and parallel to the layer of TPB molecules in the crystal, respectively. Resolved spectra were interpreted in terms of the molecular and excimer like (J- and H-dimer) emissions. The origin of the excimer like emissions was discussed in relation to the molecular packing in the crystal. It was shown that polarized crystal fluorescence can provide insight into the excitation/emission process in the crystal. Although preliminary, this study demonstrates the potential of polarized fluorescence to elucidate the luminescent mechanism.

エコデバイスとしてのシクロデキストリンポリマー層を含む有機EL素子の作製と評価-ｍ-MTDATA/PBD系- 査読

原道寛,江島隆平,川端隆志

福井工業大学研究紀要 ( 53 ) 79 - 87 2023年10月

本研究では、シクロデキストリンポリマー層を含む有機ELの作製と特性評価について報告する。有機EL素子は、4,4',4"-トリス[フェニル(m-トリル)アミノ]トリフェニルアミン(m-MTDATA)、シクロデキストリンポリマー(CDP)、2-(4-tert-ビフェニリル)-5-(4-tert-ブチルフェニル)-l,3,4-オキサジアゾール(PBD)、LiFおよびAlをITOガラス上に蒸着して作製した。このOLEDは、CDPの存在下でm-MTDATAとPBD（エキシプレックス）の蛍光に起因する緑色の発光を示し、最高輝度は1947 cd m-2に達した（Non）。我々の研究により、キャビティサイズの増大による封入効果の弱化が、エキシプレックス発光の抽出を容易にしていることが明らかになった。さらに、CDPの存在が界面の構造変化を引き起こし、OLEDの励起状態過程におけるエネルギー移動経路に影響を与えることが観察された。これらの知見は、エキシプレックスをベースとしたOLEDの設計と、有機エレクトロニクス分野への応用の可能性について重要な示唆を与えるものである。

シクロデキストリン共存下における266-nmレーザー光照射によるCis-1,2-dicyano-a,2-bis-(2,4,5-trimethyl-3-thienyl)etheneの2光子イオン化

原道寛,川島直大

福井工業大学研究紀要 ( 52 ) 55 - 62 2022年10月

Fabrication and Characterisation of Organic EL Devices in the Presence of Cyclodextrin as an Interlayer 査読

Michihiro Hara, Takao Umeda, Hiroyuki Kurata

Sensors 21 ( 11 ) 3666 - 3674 2021年5月

Effect of cyclodextrin cavity size on the photovoltaic performance of unanchored ruthenium(II) polypyridine complex-containing dye-sensitized solar cells(査読有) 査読

Michihiro Hara, Tatsuya Takeshita, Takao Umeda

Journal of Photonics for Energy 10 ( 4 ) 045503 2020年11月

シクロデキストリンを用いたトリシクラゾールの2光子イオン化

原道寛,淺田梨那,箕﨑知香,森川清香

福井工業大学研究紀要 50 121 - 129 2020年10月

2レーザー光照射によるフルオレン誘導体の光イオン化

原道寛,林汰良,箕﨑知香

福井工業大学研究紀要 49 111 - 118 2019年12月

2レーザー光照射によるジアリールエテンの２光子イオン化

原道寛,箕﨑知香,竹下達哉

福井工業大学研究紀要 48 75 - 82 2018年6月

シクロデキストリンを用いたジフェニルアセチレンの２光子イオン化

原道寛,鳥取央,箕﨑知香,上松拍章,竹下達哉

福井工業大学研究紀要 48 83 - 90 2018年6月

ポルフィリン誘導体を含む色素増感太陽電池の作製と評価

梅田孝男,宮川佳佑,竹下達哉,原道寛

福井工業大学研究紀要 48 98 - 105 2018年6月

Photoionization and trans-to-cis isomerization of β-cyclodextrin-encapsulated azobenzene induced by two-color two-laser-pulse excitation 査読

Tatsuya Takeshita, Michihiro Hara

Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 193 ( 15 ) 475 - 479 2018年3月

Light-Driven Proton Release of Spirobenzopyran-Derived Protonated Photomerocyanine in Cyclodextrin Aqueous Solution 査読

Tatsuya Takeshita, Atsushi Yano, Michihiro Hara

ChemistrySELECT 2 ( 34 ) 11288 - 11292 2017年12月

Protonated photomerocyanine (PMCH), which is a ring-opening isomer of spirobenzopyran, functions as a metastable-state photoacid (PAH) driven by blue or visible light. Enhancement of the proton photodissociation efficiency and thermal stability of the deprotonated isomer facilitates pH adjustments and control by light irradiation. In this article, we report the proton photodissociation of PMCH based on 1,3,3-trimethylindolino-8’-methoxybenzopyrylospiran (1) in an aqueous cyclodextrin (CD) solution. In the aqueous solution, the spirobenzopyran form of 1 underwent a spontaneous ring-opening reaction and formed the thermodynamically stable PMCH form of 1 (PMCH-1). After a laser flash at 355 nm, the photomerocyanine form of 1 (PMC-1) was generated by proton photodissociation from the singlet excited state of PMCH-1. The quantum yield of the proton photodissociation was changed by the stoichiometry or binding constant of the inclusion complex between PMCH-1 and CD. Additionally, the encapsulation effects of CD inhibited the re-protonation of PMC-1. We conclude that these findings are useful for pH adjustment and control using PAHs based on PMCH.

シクロデキストリンを用いたピレンの２光子イオン化

竹下達哉,上松伯章,佐々木美緒,原道寛

福井工業大学研究紀要 47 137 - 144 2017年5月

シクロデキストリン共存下におけるピセンの２光子イオン化

竹下達哉,久保葉月,箕﨑知香,矢野篤,原道寛

福井工業大学研究紀要 47 145 - 152 2017年5月

フィルム型有機エレクトロルミネッセンスの作製と評価

竹下達哉,宮川佳佑,小西健哉,高橋由佳,梅田孝男,原道寛

福井工業大学研究紀要 47 153 - 159 2017年5月

Improvement of photoionization efficiency of diarylethene-cyclodextrin complexes by using multi-laser pulse excitation(査読あり) 査読

Tatsuya Takeshita, Hiroyuki Kurata, Michihiro Hara

Journal of Photochemistry and Photobiology A: Chemistry 344 28 - 35 2017年4月

Fabrication of a dye-sensitized solar cell containing a noncarboxylated spiropyran-derived photomerocyanine with cyclodextrin 査読

Tatsuya Takeshita, Takao Umeda, Michihiro Hara

Journal of Photochemistry and Photobiology A: Chemistry 333 87 - 91 2017年1月

The fabrication, photovoltaic conversion, and photo-response of dye-sensitized solar cell (DSSC) containing a noncarboxylated spiropyran 1,3,3-trimethylindolino-β-naphthopyrylospiran (1) and carboxymethyl-β-cyclodextrin sodium salt (CM-β-CD) were investigated for the first time. In fact, we found the adsorption of photomerocyanine form (PMC) of 1 and inclusion complexes between the PMC and CM-β-CD (PMC/CM-β-CD) to the TiO2 surface. The formation of PMC/CM-β-CD was confirmed by fluorescence spectroscopy. The incident photon-to-current conversion efficiency (IPCE) of the PMC-containing DSSC obtained 4.1% under 570-nm light irradiation, and the highest IPCE reached 11.1% by inclusion effect of CM-β-CD. Similar, the fillfactor and the open-circuit voltage were improved by CM-β-CD layer. The IPCE value of PMC/CM-β-CD-containing DSSC was decreased by visible light treatment, and it was considered that decrease of IPCE values are attributed to the formation of PMC isomer. Therefore, we demonstrated the photovoltaic conversion and photoresponsivity of the DSSC by incorporating a noncarboxylated PMC with inclusion effect of CM-β-CD layer.

バイオマス材料を用いた色素増感太陽電池の作製および特性評価

竹下達哉,塚本莉子,梅田孝男,原道寛

福井工業大学研究紀要 ( 46 ) 188 - 195 2016年6月

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