DEVELOPMENT OF LONG DISTANCE CARRIER-TRANSPORT SYSTEMS BASED ON THE SYNTHESIS OF EXTENSIVELY CONJUGATED SULFUR-CONTAINING HETEROARONIATICS

基于广泛共轭含硫杂芳基合成的长距离载流子传输系统的开发

• 批准号: 12440180
• 负责人: ASO Yoshio
• 金额: $ 7.68万
• 依托单位: HIROSHIMA UNIVERSITY
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (B)
• 财政年份: 2000
• 资助国家: 日本
• 起止时间: 2000 至 2002
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-12440180/
• 关键词: Molecular Wires; Oligothiophenes; Monodispersed Oligomers; Tripodal Rigid Anchor; Self-assembled Monolayer; Photovoltaic Devices; Fullerenes; Organic EL Materials; ボール型複素多環芳香族; 焦電性; テルピリジン; 拡張共役分子; 有機EL素子; 分子コイル; 光誘起電子移動; 電界発光素子; 発光材料; 複素

1. A series of extraordinarily long oligothiophenes up to the 96-mer has been developed by taking advantage of selective iterative couplings of the completely β-blocked sexithiophene at the terminal α-positions. Their spectroscopic measurements evidently indicate that they are highly conjugated like non-substituted oligothiophene and exhibit no convergent limit for the extended conjugation up to the 96-mer yet, which is much longer than that previously speculated for polythiophenes.2. [60]Fullerene-linked quarter- and octi-thiophenes bearing a tripodal rigid anchor have been synthesized as components of highly efficient SAM-based photovoltaic cells. It has been demonstrated that the tripodal anchor plays an important role in preparing a well-organized SAM on a gold electrode, leading to marked enhancement of the photocurrent generation as compared to the reference system with a one-armed anchor. The highest quantum yield was estimated based on the number of absorbed photons to be 35% f … More or the octithiophene-based cell. The remarkably large quantum yield indicates that the long oligotbiophene chain can facilitate the generation and charge transport of photocurrent.3. Oligothiophene/fullerene dyads (nT-C60) are incorporated in photovoltaic cells, which demonstrate relatively high incident photon-to-current efficiency up to 9.7 %. The generation of high photocurrents is ascribable to the ready photoinduced charge separation of the dyads and a good oligothiophene network for hole transport. The monochromatic power conversion efficiency of the A1/16T-C60/Au device measured at 456 nm is 0.4%.4. Ter- and quater-thiophenes bearing pyrenes at the terminal α or β positions have been synthesized as novel emitting materials in organic electroluminescence devices. The efficient single layer EL devices of these compounds are fabricated by use of an Al/ultrathin LiF bilayer cathode. One of them exhibits a maximum luminance of 1860 cd/m^2 and a luminous efficiency of 0.15 lm/W, which are of the highest performance class among single-organic-layer EL devices. Less

1. 利用完全β-封闭的六聚噻吩在末端α-位置的选择性迭代偶联，开发了一系列长达96聚体的超长低聚噻吩。它们的光谱测量明显表明它们像未取代的低聚噻吩一样高度缀合，并且对于延伸至 96 聚体的缀合没有表现出收敛限制，这比之前推测的聚噻吩要长得多。2。 [60]带有三足刚性锚的富勒烯连接的季噻吩和辛噻吩已被合成为高效基于 SAM 的光伏电池的组件。事实证明，三脚锚在金电极上制备组织良好的 SAM 方面发挥着重要作用，与具有单臂锚的参考系统相比，导致光电流产生显着增强。根据吸收光子数为 35% 的八噻吩电池估计最高量子产率。巨大的量子产率表明长的寡聚联苯链可以促进光电流的产生和电荷传输。 3．低聚噻吩/富勒烯二元体 (nT-C60) 被纳入光伏电池中，表现出相对较高的入射光子到电流的效率，高达 9.7%。高光电流的产生归因于二元体的光致电荷分离和良好的空穴传输低聚噻吩网络。 A1/16T-C60/Au器件在456 nm处测量的单色功率转换效率为0.4%.4。在末端α或β位置带有芘的三噻吩和四噻吩已被合成为有机电致发光器件中的新型发光材料。这些化合物的高效单层 EL 器件是通过使用 Al/超薄 LiF 双层阴极制造的。其中一种的最大亮度为1860 cd/m^2，发光效率为0.15 lm/W，是单层有机层EL器件中性能最高的。较少的

项目成果

K.Takimiya: "Synthetic Procedure for Various Selenium-Containing Electron Donors of the Bis(Ethylenedithio)tetrathiafulvalene (BEDT-TTF) Type"Journal of the Organic Chemistry. 67・12. 4218-4227 (2002)

K.Takimiya：“双(乙撑二硫)四硫富瓦烯(BEDT-TTF)型的各种含硒电子供体的合成方法”有机化学杂志67・12 (2002)。

安蘇芳雄: "ナノスケールオリゴチオフェンの合成と物性:導電性ポリマーモデルから分子エレクトロニクス材料へ"有機合成化学協会誌. 60・1. 52-61 (2002)

麻生芳夫：“纳米级低聚噻吩的合成和物理性质：从导电聚合物模型到分子电子材料”有机合成化学学会杂志60・1（2002）。

D.Hirayama: "Large Photocurrent Generation of Gold Electrodes Modified with [60]Fullerene-Linked Oligothiophenes Bearing a Tripodal Rigid Anchor"Journal of the American Chemical Society. 124・4. 532-533 (2002)

D. Hirayama：“带有三足刚性锚的[60]富勒烯连接的寡噻吩修饰的金电极的大光电流生成”美国化学会杂志124・4（2002）。

K.Inouchi: "Oligo(octithienylene-diethynylene)s as Unprecedentedly Long Conjugated Nanomolecules"Organic Letters. 4・15. 2533-2536 (2002)

K.Inouchi：“Oligo（辛噻烯基-二乙炔基）作为前所未有的长共轭纳米分子”有机快报 4・15（2002）。

M.Fujitsuka: "Photoinduced Charge Separation and Recombination Processes in Fine Particles of Oligothiophene-C_<60>Dyad Molecules"The Journal of Physical Chemistry B. 105・41. 9930-9934 (2001)

M. Fujitsuka：“低聚噻吩-C_<60>二元分子细粒中的光致电荷分离和重组过程”物理化学杂志 B. 105・41（2001）。