三甲基锡烷(5-辛基-2-噻吩基)- | 1194576-27-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 三甲基锡烷(5-辛基-2-噻吩基)-
• 英文名称: 5-octyl-2-trimethylstannylthiophene
• 英文别名: 2-trimethylstannyl-5-octylthiophene；trimethyl(5-octylthiophen-2-yl)stannane；2-trimethyltin-5-octylthiophene；Trimethyl-(5-octylthiophen-2-yl)stannane
• CAS: 1194576-27-6
• 化学式: C₁₅H₂₈SSn
• 分子量: 359.163
• InChiKey: NZYQWBONUWGFJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  三甲基锡烷(5-辛基-2-噻吩基)- 在 bis-triphenylphosphine-palladium(II) chloride 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 2,3-di(5-octylthiophen-2-yl)thiophene-5-carbaldehyde
  参考文献：
  名称：

  Toward Optimization of Oligothiophene Antennas: New Ruthenium Sensitizers with Excellent Performance for Dye-Sensitized Solar Cells

  摘要：

  This paper reports on the design and synthesis of three new ruthenium sensitizers, as well as the optimization of their linear or dendritic light-harvesting oligothiophene antennas to achieve superior device performance. The three new ruthenium sensitizers, [Ru(dcbpy)(obtip)(NCS)(2)] (JF-5, dcbpy = 4,4'-dicarboxylic obtip = 2-(5-octyl-(2,2'-bithiophen)-5'-yl)-1H-imidazo[4,51][1,10]-phenanthroline), [Ru(dcbpy)(ottip)(NCS)(2)] (JF-6, ottip = 2-(5-octyl-2,2',5',2 ''-terthiophen)-5 ''-yl)-1H-imidazo[4,5-f][1,10]-phenanthroline), and [Ru(dcbpy)(dottip)(NCS)(2)] (JF-7, dottip = di-(5-octylthiophen-2-ypthiophen-5-yl)-1H-imidazo[4,5-f][1,10]phenanthroline), were synthesized in a typical one-pot reaction. The ruthenium sensitizer JF-5 incorporating a linear and planar 2,2'-bithiophene antenna showed the best DSCs performance (9.5%; compared to N3, 8.8%). The difference in the performance of these sensitizers demonstrates that elongating the linear and planar light-harvesting antenna result in an enhancement in MLCT intensity, but a reduction in the quantity of dye-loading. This finding not only permitted the power-conversion efficiency in ruthenium sensitizers containing oligothiophene antennas to be optimized, but also points to a promising direction for molecule engineering in DSCs.

  DOI：

  10.1021/cm100770x

文献信息

• All-thiophene-substituted N-heteroacene electron-donor materials for efficient organic solar cells
  作者：Yubao Zhang、Jiulin Shi、Xingdao He、Guoli Tu

  DOI：10.1039/c6ta03784d

  日期：——

  N-Heteroacenes could be employed as efficient electron-donor materials when substituted with thiophene groups.

  N-杂蒽在与噻吩基团取代时可作为高效的电子给体材料。
• ホウ素チエニルジピロメテン型の蛍光化合物及びそれらの用途
  申请人：サントレ ナティオナル ド ラ ルシェルシェ シアンティフィク

  公开号：JP2015524800A

  公开（公告）日：2015-08-27

  本発明は、ホウ素化チエニルジピロメテン蛍光化合物、それらの調製プロセス、及びプラスチックエレクトロニクス分野における電子供与体としての、特にバルクヘテロ接合型光起電力セルの光活性層の製造又は電界効果トランジスタの製造のためのそれらの用途にも関する。

  本发明涉及硼化硫基二吡咯烷蒙特光化合物，它们的制备过程，以及在塑料电子领域中作为电子给体，特别是用于制造体积异质结光电池的光活性层或电场效应晶体管的制造的应用。
• Impact of the arrangement of functional moieties within small molecular systems for solution processable bulk heterojunction solar cells
  作者：Pierre-Olivier Schwartz、Elena Zaborova、Rony Bechara、Patrick Lévêque、Thomas Heiser、Stéphane Méry、Nicolas Leclerc

  DOI：10.1039/c3nj00218g

  日期：——

  A series of molecules based on thienofluorene derivatives as electron donating (D) and benzothiadiazole as electron accepting (A) moieties have been assembled into DAD and ADA architectures in order to investigate the influence of the way of assembling the D and A units along the conjugated backbone, on the photovoltaic performances of bulk heterojunction solar cells. It was found that the major difference in going from ADA to DAD architecture is the change in molecular organization (nematic to crystalline), which increases the charge transport mobility and probably also affects the structural organization in blends with PCBM that ultimately leads to higher photovoltaic performances.

  基于噻吩芴衍生物作为给电子基团(D)和苯并噻二唑作为受电子基团(A)的一系列分子被组装成DAD和ADA结构，以研究D和A单元沿共轭主链的组装方式对体相异质结太阳能电池光伏性能的影响。研究发现，从ADA到DAD结构的主要区别在于分子组织形式的改变(从向列相到晶相)，这提高了电荷传输迁移率，并可能影响与PCBM共混时的结构组织，最终导致更高的光伏性能。
• Fluorenone core donor–acceptor–donor π-conjugated molecules end-capped with dendritic oligo(thiophene)s: synthesis, liquid crystalline behaviour, and photovoltaic applications
  作者：Frédéric Lincker、Benoît Heinrich、Rémi De Bettignies、Patrice Rannou、Jacques Pécaut、Benjamin Grévin、Adam Pron、Bertrand Donnio、Renaud Demadrille

  DOI：10.1039/c0jm02437f

  日期：——

  We have synthesized a new series of donor–acceptor–donor (D–A–D) π-conjugated molecules, consisting of fluorenone core end-capped with dendritic oligo(thiophene)s of increasing generation (abbreviated as FG0, FG1, and FG2). In view of the application of these new organic semiconductors in photovoltaic devices, we have explored their spectroscopic, redox, and structural properties. The thermal behaviour of the new organic semiconductors was investigated by differential scanning calorimetry and polarized-light optical microscopy. Liquid crystalline behaviour has been found in the case of FG1, corresponding to a smectic ordering with a triclinic symmetry (Smobl) upon heating, as confirmed by variable temperature small-angle X-ray diffraction studies. In order to evaluate their photovoltaic performances, devices with an active area of 0.28 cm2 were fabricated. Under AM1.5 simulated sunlight (100 mW cm−2) conditions, a device containing FG1/[70]PCBM blends showed a power conversion efficiency of ca. 0.8%.

  我们合成了一系列新的供体-受体-供体（D-A-D）Β-共轭分子，由芴酮核心和枝状低聚（噻吩）末端封端组成，低聚（噻吩）的世代数不断增加（分别简写为FG0、FG1和FG2）。鉴于这些新型有机半导体在光伏器件中的应用，我们对其光谱、氧化还原和结构特性进行了研究。通过差示扫描量热法和偏振光光学显微镜研究了新型有机半导体的热行为。在FG1的情况下发现了液晶行为，在加热时与具有三斜对称性的层状有序（Smobl）相对应，这一点得到了可变温度小角X射线衍射研究的证实。为了评估其光伏性能，我们制造了有效面积为0.28 cm2的器件。在AM1.5模拟太阳光（100 mW cm-2）条件下，含有FG1/[70]PCBM混合物的器件的功率转换效率约为0.8%。
• CN116284042
  申请人：——

  公开号：——

  公开（公告）日：——