(4-hexyl-5-(3-hexylthiophen-2-yl)thiophen-2-yl)trimethylstannane | 1589072-37-6

• 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: (4-hexyl-5-(3-hexylthiophen-2-yl)thiophen-2-yl)trimethylstannane
• CAS: 1589072-37-6
• 化学式: C₂₃H₃₈S₂Sn
• 分子量: 497.397
• InChiKey: SMVVYRFXVWPDCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.27
• 重原子数：
  26.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-bromo-5-fluoro-7-(5-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole 、 (4-hexyl-5-(3-hexylthiophen-2-yl)thiophen-2-yl)trimethylstannane 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 1.03h， 以67%的产率得到5-fluoro-4-(4-hexyl-5-(3-hexylthiophen-2-yl)thiophen-2-yl)-7-(5-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole
  参考文献：
  名称：

  Topological Considerations for the Design of Molecular Donors with Multiple Absorbing Units

  摘要：

  The molecule AT1, with two weakly conjugated chromophores, was designed, synthesized, and examined within the context of its film forming tendencies. While the addition of the second chromophore to the central core enables broadening of the absorption spectrum, this change is mostly apparent in films that are grown slowly. Grazing incidence X-ray scattering (GI-WAXS) analysis indicates that these spectral characteristics correspond to an increase in solid state ordering. This information, in combination with differential scanning calorimetry, suggests that the overall molecular shape provides a kinetic barrier to crystallization. As a result, one finds the absence of molecular order when AT1 is combined with PC71BM in solution-cast blends. These findings highlight the importance of molecular topology when designing molecular components for solar cell devices.

  DOI：

  10.1021/ja501711m
• 作为产物：
  描述：

  2-溴-3-己基噻吩 在 potassium fluoride 、 正丁基锂 、 palladium diacetate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 生成 (4-hexyl-5-(3-hexylthiophen-2-yl)thiophen-2-yl)trimethylstannane
  参考文献：
  名称：

  Topological Considerations for the Design of Molecular Donors with Multiple Absorbing Units

  摘要：

  The molecule AT1, with two weakly conjugated chromophores, was designed, synthesized, and examined within the context of its film forming tendencies. While the addition of the second chromophore to the central core enables broadening of the absorption spectrum, this change is mostly apparent in films that are grown slowly. Grazing incidence X-ray scattering (GI-WAXS) analysis indicates that these spectral characteristics correspond to an increase in solid state ordering. This information, in combination with differential scanning calorimetry, suggests that the overall molecular shape provides a kinetic barrier to crystallization. As a result, one finds the absence of molecular order when AT1 is combined with PC71BM in solution-cast blends. These findings highlight the importance of molecular topology when designing molecular components for solar cell devices.

  DOI：

  10.1021/ja501711m

文献信息

• Low bandgap polymers based on bay-annulated indigo for organic photovoltaics: Enhanced sustainability in material design and solar cell fabrication
  作者：Jeroen Brebels、Karine C.C.W.S. Klider、Mathias Kelchtermans、Pieter Verstappen、Melissa Van Landeghem、Sabine Van Doorslaer、Etienne Goovaerts、Jarem R. Garcia、Jean Manca、Laurence Lutsen、Dirk Vanderzande、Wouter Maes

  DOI：10.1016/j.orgel.2017.07.037

  日期：2017.11

  natural indigo dye, bay-annulated indigo, combined with electron-rich thiophene and 4H-dithieno[3,2-b:2′,3′-d]pyrrole units. The synthetic protocol (starting from indigo) is optimized and the final materials are thoroughly analyzed. MALDI-TOF mass spectrometry provides detailed information on the structural composition of the polymers. Best solar cell efficiencies are obtained for polymer:fullerene

  尽管有机光伏（OPV）领域的研究仍仅着眼于效率，但为提高生产过程的可持续性而做出的努力以及包含器件堆栈的材料对于实现真正可再生能源的承诺也同样至关重要。在这项研究中，朝这个方向采取了许多步骤。所有的光敏聚合物都包含一个受自然靛蓝染料启发的缺电子结构单元，月桂色靛蓝，富电子噻吩和4 H-二硫代[3,2- b：2'，3'- d]吡咯单元。优化了合成方案（从靛蓝开始），并对最终材料进行了全面分析。MALDI-TOF质谱提供了有关聚合物结构组成的详细信息。对于从原始非卤代溶剂（邻二甲苯）旋涂的聚合物：富勒烯共混物，可获得最佳太阳能电池效率，强烈建议降低其对OPV的生态足迹，这对于大规模生产和商业化是必不可少的。
• Oligothiophene‐Ring‐Strapped Perylene Bisimides: Functionalizable Coaxial Donor–Acceptor Macrocycles
  作者：Sairam Dnyaneshwar Veer、Vivek Chandrakant Wakchaure、Kiran Asokan、Ruchi Dixit、Tanmay Goswami、Ramchandra Saha、Rajesh Gonnade、Hirendra N. Ghosh、Sukumaran Santhosh Babu

  DOI：10.1002/anie.202212934

  日期：2023.1.16

  trapped perylene bisimide was synthesized, and the perpendicular donor–acceptor orientation was confirmed by single-crystal analysis. This functionalizable macrocycle enabled the synthesis of the corresponding linear dimer and 2D polymer. The precise positioning and preferred orientation of donor and acceptor units in this macrocycle led to ultrafast electron transfer and long-lived charge separation

  合成了一种由低聚噻吩环带苝双酰亚胺组成的新大环化合物，并通过单晶分析证实了垂直的供体-受体取向。这种可官能化的大环化合物能够合成相应的线性二聚体和二维聚合物。在这个大环中供体和受体单元的精确定位和优选方向导致超快电子转移和长寿命电荷分离。