(5'-(1,3-dioxolan-2-yl)-2,2'-bithiophen-5-yl)tributylstannane | 1185044-29-4

• 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: (5'-(1,3-dioxolan-2-yl)-2,2'-bithiophen-5-yl)tributylstannane
• 英文别名: (5-(5-(1,3-dioxolan-2-yl)thiophen-2-yl)thiophen-2-yl)tributylstannane；(5’-(1,3-dioxolan-2-yl)-2,2’-bithiophen-5-yl)tributylstannane；tributyl-[5-[5-(1,3-dioxolan-2-yl)thiophen-2-yl]thiophen-2-yl]stannane
• CAS: 1185044-29-4
• 化学式: C₂₃H₃₆O₂S₂Sn
• 分子量: 527.38
• InChiKey: BPOZFXUWYKAUSD-UHFFFAOYSA-N

物化性质

• 沸点：
  542.1±60.0 °C(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.58
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  74.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5'-(1,3-dioxolan-2-yl)-2,2'-bithiophen-5-yl)tributylstannane 在 盐酸 、 四(三苯基膦)钯 、 水 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 5'-(4-(1-(4-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)phenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)phenyl)-2,2'-bithiophene-5-carbaldehyde
  参考文献：
  名称：

  Functionalized organic dyes containing a phenanthroimidazole donor for dye-sensitized solar cell applications

  摘要：

  Five functionalized organic dyes (H6-10) containing a phenanthroimidazole unit as an electron donor were synthesized and characterized for use in dye-sensitized solar cell (DSSC) applications. Under standard global AM 1.5 solar conditions, the DSSCs based on dye H6 displayed the best performance, with an incident photon-to-current conversion efficiency (IPCE) exceeding 70% at wavelengths of 400-530 nm, a short-circuit photocurrent density of 10.98 mA cm(-2), an open-circuit voltage of 0.68 V. a fill factor of 0.69, and an overall conversion efficiency of 5.12%. This efficiency is similar to 94% of that for JK2 cells (5.46%) and similar to 72% of that for N719 cells (7.07%) under the same conditions. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.074

文献信息

• New thieno[3,2-b][1]benzothiophene-based organic sensitizers containing π-extended thiophene spacers for efficient dye-sensitized solar cells
  作者：Yu Kyung Eom、Sung Ho Kang、In Taek Choi、Eunji Kim、Jeongho Kim、Myung Jong Ju、Hwan Kyu Kim

  DOI：10.1039/c5ra15100g

  日期：——

  Three new thieno[3,2-b][1]benzothiophene (TBT)-based D–π–A organic sensitizers containing the thiophene π-spacer (SGT-121, 123 and 125) have been synthesized for the application of dye-sensitized solar cell (DSSC), where TBT was employed as a new fused π-bridge unit using the advantages of good co-planarity with the linkage between the thiophene unit and the phenyl unit of the triphenylamine group

  三个新的噻吩并[3,2- b ] [1]苯并噻吩（TBT）系d-π-A含有噻吩的π间隔物（有机增感剂SGT-121，123和125）已经被用于染料的应用合成敏化太阳能电池（DSSC），其中TBT被用作新型熔融π桥单元，其优点是与噻吩单元和三苯胺基团的苯基单元之间具有良好的共面性。具体而言，dihexyloxyphenyl取代的联苯胺供体和组合TBT π桥起着多功能作用，例如，增强了π桥和供体的能力，减缓了电荷重组，并防止了D–π–A敏化剂中的染料聚集。系统地研究了SGT敏化剂的光物理，电化学和光伏性质。作为提高吸收能力的策略，各种噻吩衍生物，例如具有噻吩（T，SGT-121），联噻吩（BT，SGT-123）和噻吩并[3,2- b ]噻吩（TT，SGT）的噻吩衍生物。-125）部分被作为TBT之间的π间隔物纳入π桥和受体单元。与没有噻吩单元的SGT-127相比，噻吩π-间隔基的引入显着改善了光伏性能（特别是在光电流J
• Synthesis and characterization of dianchoring organic dyes containing 2,7-diaminofluorene donors as efficient sensitizers for dye-sensitized solar cells
  作者：Abhishek Baheti、K.R. Justin Thomas、Chuan-Pei Lee、Kuo-Chuan Ho

  DOI：10.1016/j.orgel.2013.09.038

  日期：2013.12

  New metal free dianchoring organic dyes featuring A–π–D–π–D–π–A (acceptor – π bridge – donor – π bridge – donor – π bridge – acceptor) configuration have been designed incorporating fluorene and oligothiophene units and successfully synthesized. Elongating the conjugation pathway between the donor and acceptor units altered the distance between the anchoring sites besides the absorption and redox properties

  设计了具有A–π–D–π–D–π–A（受体–π桥–供体–π桥–供体–π桥–受体）构型的新型无金属双偶合有机染料，并成功地合成了芴和低聚噻吩单元。延长供体和受体单元之间的结合路径，除了吸收和氧化还原特性外，还改变了锚定位点之间的距离。与相应的单锚定供体-π-受体同类物相比，这些染料表现出广泛而强烈的吸收。尽管含有联噻吩单元的染料显示出较低的V oc由于低的电子寿命和容易的反向电子传递，显示了高的功率转换效率，这归因于良好的光收集能力，这归因于可见光区域的强烈吸收峰和界面电子传递速率的提高。这项工作表明，锚固单元之间的较小分隔距离会增加分子层的绝缘能力，从而阻碍反向电子转移。
• Fine Tuning the Performance of DSSCs by Variation of the π-Spacers in Organic Dyes that Contain a 2,7-Diaminofluorene Donor
  作者：Abhishek Baheti、K. R. Justin Thomas、Chuan-Pei Lee、Kuo-Chuan Ho

  DOI：10.1002/asia.201200752

  日期：2012.12

  Organic dyes that contain a 2,7‐diaminofluorene‐based donor, a cyanoacrylic‐acid acceptor, and various aromatic conjugation segments, which are composed of benzene, fluorene, carbazole, and thiophene units, as a π‐bridge have been synthesized and characterized by optical, electrochemical, and theoretical investigations. The trends in the absorption and electrochemical properties of these dyes are in

  合成并表征了包含2,7-二氨基芴基供体，氰基丙烯酸受体和各种芳族共轭链段的有机染料，这些链段由苯，芴，咔唑和噻吩单元组成，为π桥。通过光学，电化学和理论研究。这些染料的吸收和电化学性质的趋势与共轭链段的给电子能力有关。因此，与相应的芴和亚苯基桥接的染料相比，在π间隔物中包含2,7-咔唑单元的染料表现出红移吸收和较低的氧化电势。但是，DSSC中芴桥连染料显示出更高的功率转换效率，这归因于它们更广泛，更强的吸收能力。2个导带。
• Organic dyes containing fluoren-9-ylidene chromophores for efficient dye-sensitized solar cells
  作者：Abhishek Baheti、K. R. Justin Thomas、Chuan-Pei Lee、Chun-Ting Li、Kuo-Chuan Ho

  DOI：10.1039/c3ta15456d

  日期：——

  containing the organic sensitizer. Incorporation of the fluorenylidene moiety dominates the optical properties of the dyes in terms of relatively broad and high molar extinction coefficient absorption when compared to the dicyanovinyl derivatives. Theoretical investigations using TDDFT simulations indicate that the trends in the excitation energies are consistent with the solution spectral data for higher

  合成了新型有机敏化剂，其在三芳基胺的供体部分包含一个或两个芴基部分，氰基丙烯酸作为受体/锚定基团以及在D–π–A结构中的芴和低聚噻吩间隔基，并被表征为用于纳米晶TiO 2的敏化剂染料敏化太阳能电池。将它们的光学，电化学和光伏性质与含有有机敏化剂的电子接受性双氰基乙烯基单元进行了比较。当与二氰基乙烯基衍生物相比时，就相对宽和高的摩尔消光系数吸收而言，并入亚芴基部分支配染料的光学性质。使用TDDFT模拟的理论研究表明，激发能的趋势与溶液光谱数据一致，这归因于胺到辅助受体电荷转移的较高波长吸收和较低波长吸收。电化学性质受芴基发色团的数目和连接链段的电子富集度的影响。使用基于亚芴基的敏化剂制造的染料敏化太阳能电池显示出比二氰基乙烯基衍生物更高的功率转换效率，这归因于其较高的光电流密度。芴基染料在日光充足的条件下（AM 1.5G，100 mW cm）表现出6.13％的高功率转换效率-2）。
• Synthesis and characterization of organic dyes containing 2,7-disubstituted carbazole π-linker
  作者：A. Venkateswararao、K.R. Justin Thomas、Chuan-Pei Lee、Kuo-Chuan Ho

  DOI：10.1016/j.tetlet.2013.05.069

  日期：2013.7

  New organic dyes containing diphenylamine donor, 2,7-carbazolyl π-linker, and cyanoacrylic acid acceptor have been synthesized and characterized. They possess red-shifted absorption with high molar extinction coefficient when compared to the corresponding dyes with fluorene or phenyl units in the conjugation. The dye-sensitized solar cells fabricated using these dyes as sensitizers exhibited power

  合成并表征了包含二苯胺供体，2,7-咔唑基π-连接基和氰基丙烯酸受体的新型有机染料。与共轭中具有芴或苯基单元的相应染料相比，它们具有高摩尔消光系数的红移吸收。使用这些染料作为敏化剂制造的染料敏化太阳能电池的功率转换效率高达6.8％，当使用鹅去氧胆酸（CDCA）阻止染料聚集时，功率转换效率提高至7.2％。带有离子液体电解质的DSSC在1000小时内显示出显着的稳定性。