7,7'-(4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene-2,6-diyl)bis(4-(5'-hexyl-[2,2'-bithiophene]-5-yl)benzo[c][1,2,5]thiadiazole) | 1401032-27-6

• 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: 7,7'-(4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene-2,6-diyl)bis(4-(5'-hexyl-[2,2'-bithiophene]-5-yl)benzo[c][1,2,5]thiadiazole)
• 英文别名: 7,7′-(4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b′]dithiophene-2,6-diyl)bis(6-fluoro-4-(5′-hexyl-[2,2′-bithiophen]-5-yl)benzo[c][1,2,5]thiadiazole)；5,5′-bis{(4-(7-hexylthiophen-2-yl)thiophen-2-yl)-[1,2,5]thiadiazolobenzene}-3,3′-di-2-ethylhexylsilylene-2,2′-bithiophene；4-[7,7-Bis(2-ethylhexyl)-10-[7-[5-(5-hexylthiophen-2-yl)thiophen-2-yl]-2,1,3-benzothiadiazol-4-yl]-3,11-dithia-7-silatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-4-yl]-7-[5-(5-hexylthiophen-2-yl)thiophen-2-yl]-2,1,3-benzothiadiazole
• CAS: 1401032-27-6
• 化学式: C₆₄H₇₄N₄S₈Si
• 分子量: 1183.93
• InChiKey: ZPQAYODAAFZOPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.29
• 重原子数：
  77
• 可旋转键数：
  28
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  278
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  44’-双(2-乙基己酯)-55’-双(三甲基锡)-噻吩[32-b:23-d]硅杂环戊二烯 、 4-bromo-7-(5'-hexyl-2,2'-bithiophen-5-yl)benzo[c][1,2,5]thiadiazole 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以86%的产率得到7,7'-(4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene-2,6-diyl)bis(4-(5'-hexyl-[2,2'-bithiophene]-5-yl)benzo[c][1,2,5]thiadiazole)
  参考文献：
  名称：

  通过控制氟的取代以及对有机太阳能电池和钙钛矿太阳能电池的光伏性能的影响来增强小分子半导体的电荷传输性能†

  摘要：

  我们基于7,7'-（4,4-双（2-乙基己基）-4 H -silolo [3,2- b：4,5 - b '] dithiophene-2,6-制备了一系列小分子具有不同氟取代方式（0F-4F）的二基）双（4-（5'-己基-[2,2'-联噻吩] -5-基）苯并[ c ] [1,2,5]噻二唑）。取决于并入苯并[ c ] [1,2,5]噻二唑单元中的氟原子的对称性和数量，它们在膜中显示出非常不同的光学和形态学性质。与1F相比，具有对称和偶数个氟取代图形的2F和4F在薄膜中显示出改进的分子堆积结构和更高的结晶性和3F，因此2F达到了最高的OTFT迁移率，其次是4F。在使用PC 71 BM制造的体异质结太阳能电池中，2F以8.14％的效率实现了最高的光伏性能，而0F则以1.28％的效率实现了最低的效率。此外，以2F作为无掺杂空穴传输材料制备的平面型钙钛矿太阳能电池（PSC）由于其高的电荷传输性能而显示出14

  DOI：

  10.1039/c6sc02448c

文献信息

• Organic solar cell and method for fabricating the same
  申请人：KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY

  公开号：US10256423B2

  公开（公告）日：2019-04-09

  An organic solar cell is provided. The organic solar cell includes a photoactive layer in which a low molecular weight conjugated compound as a first organic semiconductor material is mixed with an appropriate amount of a second organic semiconductor material. The first organic semiconductor material includes both electron donors and electron acceptors. The presence of the electron donors and the electron acceptors in the first organic semiconductor material improves the morphology of the photoactive layer, leading to high efficiency of the organic solar cell.

  提供了一种有机太阳能电池。该有机太阳能电池包括一个光活性层，在该光活性层中，将低分子量共轭化合物作为第一有机半导体材料与适量的第二有机半导体材料混合。第一有机半导体材料包括电子给体和电子受体。第一有机半导体材料中电子给体和电子受体的存在改善了光活性层的形态，从而提高了有机太阳能电池的效率。
• Solar Cell Efficiency, Self-Assembly, and Dipole–Dipole Interactions of Isomorphic Narrow-Band-Gap Molecules
  作者：Christopher J. Takacs、Yanming Sun、Gregory C. Welch、Louis A. Perez、Xiaofeng Liu、Wen Wen、Guillermo C. Bazan、Alan J. Heeger

  DOI：10.1021/ja3050713

  日期：2012.10.10

  We examine the correlations of the dipole moment and conformational stability to the self-assembly and solar cell performance within a series of isomorphic, solution-processable molecules. These charge-transfer chromophores are described by a D-1-A-D-A-D-1 structure comprising electron-rich 2-hexylbithiophene and 3,3'-di-2-ethylhexylsilylene-2,2'-bithiophene moieties as the donor units D-1 and D, respectively. The building blocks 2,1,3-benzothiadiazole (BT) and [1,2,5]thiadiazolo[3,4-c]pyridine (PT) were used as the electron-deficient acceptor units A. Using a combination of UV-visible spectroscopy, field-effect transistors, solar cell devices, grazing incident wide-angle X-ray scattering, and transmission electron microscopy, three PT-containing compounds (1-3) with varying regiochemistry and symmetry, together with the BT-based compound 5,5'-bis(4-(7-hexylthiophen-2-yl)thiophen-2-yl)-[1,2,5]thiadiazolobenzene}-3,3'-di-2-ethylhexylsilylene-2,2'-bithiophene (4), are compared and contrasted in solution, in thin films, and as blends with the electron acceptor [6,6]-phenyl-C-70-butyric acid methyl ester. The molecules with symmetric orientations of the PT acceptor, 1 and 2, yield highly ordered blended thin films. The best films, processed with the solvent additive 1,8-diiodooctane, show donor "crystallite" length scales on the order or 15-35 nm and photovoltaic power conversion efficiencies (PCEs) of 7.0 and 5.6%, respectively. Compound 3, with an unsymmetrical orientation of PT heterocycles, shows subtle differences in the crystallization behavior and a best PCE of 3.2%. In contrast, blends of the BT-containing donor 4 are highly disordered and give PCEs below 0.2%. We speculate that the differences in self-assembly arise from the strong influence of the BT acceptor and its orientation on the net dipole moment and geometric description of the chromophore.