DEVELOPMENT OF ELECTRONIC-AND PHOTO-FUNCTIONAL DEVICE MATERIALS VIA SYNTHESIS OF EXTENSIVELY CONJUGATED MOLECULES BEARING REDOX SYSTEMS

通过合成广泛共轭分子轴承氧化还原系统开发电子和光电功能器件材料

• 批准号: 10640523
• 负责人: ASO Yoshio
• 金额: $ 2.05万
• 依托单位: KYUSHU UNIVERSITY
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 1998
• 资助国家: 日本
• 起止时间: 1998 至 1999
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-10640523/
• 关键词: Functional device material; Extensively conjugated system; Redox system; Oligothiophene; [60]Fullerene; Photo-induced electron transfer; Organic electroluminescent device; Polycyclic heteroaromatic; オリゴチオフェン; テトラセレナフルバレン; 液晶分子; エネルギー移動

1. A series of very long oligothiophenes up to 48-mer with an interval of tetraocty1-substituted septithiophene segment has been synthesized. Their electronic absorption and emission spectra vary progressively with the increasing chain length, but the spectroscopic saturation occurs at around 20-mer. On the Other hand, their cyclic voltammograms show a progressive decrease in the first oxidation peak potential up to the 34-mer, in contrast to the electronic spectra. This indicates a more extensive charge delocalization for the cationic species of the oligothiophenes.2. [60]Fullerene-linked quarter-, octi, and duodeci-thiophenes have been synthesized, and their emission spectra demonstrate efficient intramolecular energy transfer from the thiophene moiety to the fullerene, whose rate constant largely depends on the chain length of the oligothiophene moiety. [60]Fullerene-linked quarter- and octi-thiophnes with a disulfide anchoring group have been synthesized, and a photovoltaic cell wi … More th a gold electrode modified with the octithiophene derivative showed a large photocurrent under illumination of visible light.3. A series of oligo(2,3-thienylene ethynylene)s was synthesized by repeated application of the Pd-catalyzed coupling reaction of terminal alkynes and thieny1 iodides as an essential building step. The electronic absorption and fluorescence spectra vary progressively with the increasing chain length up to the 12-mer, indicating effective conjugations.4. Triphenylenotrithiophene has been synthesized, and its unique bow1-shaped molecular structure and electronic spectra have been elucidated. The molecules are stacked in a concave-convex fashion with marked intermolecular S-S contacts.5. Chalcogen-atom-introduced tripheny1 amine systems have been synthesized as a novel class of hole-transport materials and compared their properties as well as EL characteristics utilizing them with the most commonly used HT material TPD. All the devices utilizing them emitted green light and showed higher luminous efficiency than the device using TPD. Less

1. 合成了一系列以四辛烷取代的七噻吩段为间隔，长度达48聚的超长低硫噻吩。它们的电子吸收和发射光谱随链长的增加而逐渐变化，但光谱饱和发生在20mer左右。另一方面，与电子能谱相比，它们的循环伏安图显示第一个氧化峰电位逐渐降低到34 mer。这表明低硫噻吩的阳离子种类具有更广泛的电荷离域。富勒烯连接的四分之一、八烯和十二烯噻吩已被合成，它们的发射光谱表明，分子内能量从噻吩部分转移到富勒烯，其速率常数在很大程度上取决于低硫噻吩部分的链长。本文合成了含二硫代锚定基团的富勒烯连接的四分之一和八硫代噻吩，并在可见光照射下，用该八硫代噻吩衍生物修饰的金电极显示出较大的光电流。通过pd催化末端炔与碘化噻吩的偶联反应，合成了一系列低聚物（2,3-噻吩-乙炔）s。电子吸收光谱和荧光光谱随链长增加而逐渐变化，直至12-mer，表明有效的共轭作用。合成了三苯基三噻吩，并对其独特的弓形分子结构和电子能谱进行了分析。分子以凹凸方式堆积，分子间有明显的S-S接触。本文合成了一种新型的空穴输运材料——硫原子引入三苯胺体系，并将其与最常用的高温传输材料TPD进行了性能和EL特性的比较。所有使用它们的器件都发出绿光，并且显示出比使用TPD的器件更高的发光效率。少

项目成果

Koichi Imamura: "Application of Flash Vacuum Pyrolysis to the Synthesis of Sulfur-containing Heteroaromatic Systems"Tetrahedran Letters. 40・41. 2789-2792 (1999)

Koichi Imamura：“闪蒸真空热解在含硫杂芳族系统合成中的应用”四面体快报 40・41 (1999)。

Hidetaka Nakaniski: "Molecular and Crystal Structures of 2.2': 5'.2": 5",2"'-Quaterselenophene"Synthetic Metals. 101・1-3. 639-639 (1999)

Hidetaka Nakaniski：“2.2: 5.2”的分子和晶体结构：5",2"-Quaterselenophene"合成金属。101・1-3. 639-639 (1999)

H. Nakanishi, S. Inoue, Y. Aso, T. Otsubo: ""Molecular and Crystal Structures of 2,2':5',2":5",2"- Quaterselenophene""Synth. Metals. 101(1-3). 639 (1999)

H. Nakanishi、S. Inoue、Y. Aso、T. Otsubo：“2,2:5,2":5",2"- Quaterselenophene 的分子和晶体结构”"Synth. Metals. 101(1

Takashi Yamashiro: "Intramolecular Energy Transfer of [60] Fullerene-linked Oligothiophenes"Chemistry Letters. ・5. 443-444 (1999)

Takashi Yamashiro：“[60]富勒烯连接的低聚噻吩的分子内能量转移”化学快报·5。

Kazuo Takimiya: "Synthesis and Characterization of the First Boable-Birdged Tetraselena fulvalenophanes"Amgewandte Chemie, International Edition. 37・5. 619-622 (1998)

Kazuo Takimiya：“第一个 Boable-Birdged Tetraselena fulvalenophanes 的合成和表征”Amgewandte Chemie，国际版 37・5（1998）。