1-(5-(thiophen-2-yl)thiophen-2-yl)hexan-1-one | 159969-08-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 1-(5-(thiophen-2-yl)thiophen-2-yl)hexan-1-one
• 英文别名: 5'-Hexanoylbithiophene；1-(5-thiophen-2-ylthiophen-2-yl)hexan-1-one
• CAS: 159969-08-1
• 化学式: C₁₄H₁₆OS₂
• 分子量: 264.412
• InChiKey: PYTVDIHYITXCOD-UHFFFAOYSA-N

物化性质

• 熔点：
  75-76 °C(Solv: ethanol (64-17-5))
• 沸点：
  408.2±35.0 °C(Predicted)
• 密度：
  1.143±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(5-(thiophen-2-yl)thiophen-2-yl)hexan-1-one 在 氢氧化钾 、 四氯化锡 、 一水合肼 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 16.0h， 生成 5-acetyl-5'-n-hexyl-2,2'-bithiophene
  参考文献：
  名称：

  Kossmehl, Gerhard; Labahn, Bettina, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1996, vol. 51, # 2, p. 286 - 294

  摘要：

  DOI：
• 作为产物：
  描述：

  己酸 在 氯化亚砜 、 四氯化锡 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 14.0h， 生成 1-(5-(thiophen-2-yl)thiophen-2-yl)hexan-1-one
  参考文献：
  名称：

  Kossmehl, Gerhard; Labahn, Bettina, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1996, vol. 51, # 2, p. 286 - 294

  摘要：

  DOI：

文献信息

• Ligand Engineering for the Efficient Dye-Sensitized Solar Cells with Ruthenium Sensitizers and Cobalt Electrolytes
  作者：Sadig Aghazada、Peng Gao、Aswani Yella、Gabriele Marotta、Thomas Moehl、Joël Teuscher、Jacques-E. Moser、Filippo De Angelis、Michael Grätzel、Mohammad Khaja Nazeeruddin

  DOI：10.1021/acs.inorgchem.6b00842

  日期：2016.7.5

  because of the poor compatibility between the ruthenium(II) sensitizer and the cobalt redox species. To address this problem and achieve higher power conversion efficiencies (PCEs), we introduce here six new cyclometalated ruthenium(II)-based dyes developed through ligand engineering. We tested DSCs employing these ruthenium(II) complexes and achieved PCEs of up to 9.4% using cobalt(3+/2+)-based electrolytes

  在过去的20年中，基于钌（II）的染料在将染料敏化太阳能电池（DSC）转变为第三代光伏产品的成熟技术方面发挥了关键作用。但是，经典的I 3 – / I –氧化还原对限制了该技术的性能和应用。由于钌（II）敏化剂与钴氧化还原物质之间的相容性差，仅用新型的钴（3 + / 2 +）络合物取代基于碘的氧化还原对就不成功。为了解决此问题并实现更高的功率转换效率（PCE），我们在此介绍通过配体工程开发的六种新的基于环金属化钌（II）的染料。我们测试了使用这些钌（II）配合物的DSC，并使用基于钴（3 + / 2 +）的电解质实现了高达9.4％的PCE，这是迄今为止基于钌的染料的记录效率。鉴于复杂的液体DSC系统，在不同表征之间发现的分歧使我们意识到了TiO2上敏化剂负载的重要性2，这是敏化剂电子特性中的一个微妙但同样重要的因素。
• Asymmetric, efficient π-conjugated organic semiconducting chromophore for bulk-heterojunction organic photovoltaics
  作者：M. Nazim、Sadia Ameen、M. Shaheer Akhtar、Hyung Shik Shin

  DOI：10.1016/j.dyepig.2017.09.048

  日期：2018.2

  benzothiadiazole-core π-conjugated organic semiconducting chromophore (CF-BTz-ThR) containing an alkyl bithiophene donor and 3,5-bis (trifluoromethyl) benzene as acceptor unit was synthesized via Suzuki cross-coupling in a relatively cost-effective way. The synthesized chromophore was applied as an acceptor material in the solution-processed fabrication of bulk heterojunction (BHJ) organic photovoltaics (OPVs).

  通过铃木交叉偶联，以相对较低的成本，合成了一种新型的不对称苯并噻二唑核π共轭有机半导体发色团（CF-BTz-ThR），该发色团包含烷基联噻吩供体和3,5-双（三氟甲基）苯作为受体单元。有效的方法。合成的生色团被用作本体异质结（BHJ）有机光伏（OPV）的溶液加工制造中的受体材料。CF-BTz-ThR中末端己基链的存在诱导了其在常见有机溶剂中的溶解度。CF-BTz-ThR的能级对于HOMO和LUMO分别计算为-5.22 eV和-3.19 eV。对于CF-BTz-ThR：PC 61 BM（1：3，w / w）的比率，制造的器件在短路电流（J SC）的情况下达到约3.52％的功率转换效率（PCE））约为10.38 mA / cm 2，开路电压（V OC）约为0.68V。器件的合理J SC和V OC可能归因于较强的吸收和发射性能以及由于存在强吸电子的苯并噻二唑以及–CF 3单元作为电子受体。
• Devices having large organic semiconductor crystals and methods of making the same
  申请人：Akkerman Hylke

  公开号：US20050093031A1

  公开（公告）日：2005-05-05

  Semiconductor apparatus comprising: a dielectric layer comprising a surface, a portion of the surface having exposed aromatic groups; and a polycrystalline semiconductor layer comprising an organic semiconductor composition overlying and in contact with the portion of the surface, the organic semiconductor composition comprising a compound comprising a chain-like moiety, the chain-like moiety comprising a conjugated thiophene or phenyl group and comprising alkyl chains at ends of the chain-like moiety. Devices comprising semiconductor apparatus, methods for making semiconductor apparatus, and methods for making devices.

  半导体器件包括：具有表面的介电层，表面的一部分具有暴露的芳香基团；以及多晶半导体层，覆盖并接触表面的该部分，有机半导体组分包括一种化合物，该化合物包括链状基团，链状基团包括共轭噻吩或苯基团，并在链状基团的末端包括烷基链。包括半导体器件的器件、制造半导体器件的方法以及制造器件的方法。
• Apparatus having an aromatic dielectric and an aromatic organic semiconductor including an alkyl chain
  申请人：Akkerman Hylke

  公开号：US08450723B2

  公开（公告）日：2013-05-28

  Semiconductor apparatus comprising: a dielectric layer comprising a surface, a portion of the surface having exposed aromatic groups; and a polycrystalline semiconductor layer comprising an organic semiconductor composition overlying and in contact with the portion of the surface, the organic semiconductor composition comprising a compound comprising a chain-like moiety, the chain-like moiety comprising a conjugated thiophene or phenyl group and comprising alkyl chains at ends of the chain-like moiety. Devices comprising semiconductor apparatus, methods for making semiconductor apparatus, and methods for making devices.

  半导体装置包括：具有表面的介电层，表面的一部分具有裸露的芳香基团；以及多晶半导体层，覆盖并与表面的一部分接触，多晶半导体层包括有机半导体组分，该有机半导体组分包括一种化合物，该化合物包括链状基团，该链状基团包括共轭噻吩或苯基团，并在链状基团的末端包括烷基链。该半导体装置的器件，制造半导体装置的方法以及制造器件的方法。
• Efficient spirobifluorene-core electron-donor material for application in solution-processed organic solar cells
  作者：M. Nazim、Sadia Ameen、M. Shaheer Akhtar、Hyung Shik Shin

  DOI：10.1016/j.cplett.2016.09.065

  日期：2016.10

  Efficient spirobifluorene-based organic small molecule (RTh-Sp-CF3) was synthesized in a simple manner via Suzuki coupling reaction containing an alkyl bithiophene as donor and 3,5-bis (trifluoromethyl) benzene as acceptor unit. The spirobifluorene-based small molecule was utilized as an electron-donor materials with well-known electron-acceptor material, phenyl-C-61-butyric acid methyl ester (PC61BM) in the solution-processed small molecule organic solar cells (SMOSCs). The incorporation of 3,5-bis (trifluoromethyl) benzene unit as electron-acceptor has significantly tuned the energy levels of small molecule and obtained the HOMO and LUMO energy levels of 5.35 eV and 3.92 eV, respectively. SMOSCs fabricated with RTh-Sp-CF3 accomplished an overall power conversion efficiency (PCE) of similar to 2.12% with short circuit current (Jsc) of similar to 8.42 mA/cm(2) and the open-circuit voltage (Voc) of similar to 0.66 V. The reasonable Jsc and Voc of devices might be attributed to the presence of strong electron-withdrawing fluorine units in RThSp-CF3, which resulted from the improved absorption and electrochemical properties. (C) 2016 Elsevier B.V. All rights reserved.