4,5-双(5-己基噻吩-2-基)噻吩-2-甲醛 | 705240-03-5

• 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
• 中文名称: 4,5-双(5-己基噻吩-2-基)噻吩-2-甲醛
• 英文名称: 5,5''-dihexyl-[2,2';3',2'']terthiophene-5'-carbaldehyde
• 英文别名: 5,5″-dihexyl-[2,2′:3′,2″-terthiophene]-5′-carbaldehyde；4,5-Bis(5-hexyl-2-thienyl)thiophene-2-carbaldehyde；4,5-bis(5-hexylthiophen-2-yl)thiophene-2-carbaldehyde
• CAS: 705240-03-5
• 化学式: C₂₅H₃₂OS₃
• 分子量: 444.726
• InChiKey: WNWFXFANVPHYSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  29
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-正己基噻吩 在 N-溴代丁二酰亚胺(NBS) 、 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 碘 、 magnesium 、 三氯氧磷 作用下， 以 乙醚 、 氯仿 、 1,2-二氯乙烷 为溶剂， 反应 26.0h， 生成 4,5-双(5-己基噻吩-2-基)噻吩-2-甲醛
  参考文献：
  名称：

  Synthesis and photovoltaic properties of a star-shaped molecule based on a triphenylamine core and branched terthiophene end groups

  摘要：

  我们合成了一种新的星形供体-受体分子，可用作溶液处理大块异质结有机太阳能电池（OSC）的供体材料。该分子由一个作为核心的三苯胺（TPA）单元和一个具有三个臂的供体单元组成，三个臂分别含有苯并[1,2,5]噻二唑（BT）受体单元和 5,5″-二己基-2,2′:3′,2″-噻吩（tTh）末端基团。该分子被命名为 S(TPA-BT-tTh)，在波长 300-650 纳米范围内具有宽吸收带，空穴迁移率高达 1.1×10-4 cm2 V-1 s-1。以 S（TPA-BT-tTh）为供体、[6,6]-苯基 C71-丁酸甲酯（PC70BM）为受体（1:3，w/w）的 OSC 器件在 AM.1.5 和 100 mW/cm2 的照明条件下，功率转换效率为 2.28%，短路电流密度为 6.39 mA/cm2。

  DOI：

  10.1007/s11426-013-4878-9

文献信息

• Thiophene Dendron Jacketed Poly(amidoamine) Dendrimers:  Nanoparticle Synthesis and Adsorption on Graphite
  作者：Suxiang Deng、Jason Locklin、Derek Patton、Akira Baba、Rigoberto C. Advincula

  DOI：10.1021/ja046144l

  日期：2005.2.1

  The peripheral functionalization of amine-terminated fourth-gene ration poly(amidoamine) (PAMAM) with thiophene dendrons and the preparation of dendrimer-encapsulated metal nanoparticles are described. Interesting nanoparticle stabilization and energy-transfer properties were observed with these hybrid materials. The synthesis involved imine coupling of the dendron derivatives to the peripheral amine groups of PAMAM followed by reduction. The formation of these metal-organic nanoparticle hybrid materials was monitored by UV-vis spectroscopy. The complexation of metal ions and the stabilization effect of PAMAM on metal nanoparticles were investigated by FT-IR. Energy transfer was observed between the metal surface plasmon absorption and fluorescence of the terthiophene dendrons. Non-contact magnetic-AC mode AFM imaging revealed the formation of monodispersed and very stable nanoparticles adsorbed on an HOPG flat substrate.
• Synthesis and photovoltaic properties of a star-shaped molecule based on a triphenylamine core and branched terthiophene end groups
  作者：Lei Gao、Jing Zhang、Chang He、SuLing Shen、Yi Zhang、HongTao Liu、QingJiang Sun、YongFang Li

  DOI：10.1007/s11426-013-4878-9

  日期：2013.7

  A new star-shaped donor-acceptor molecule has been synthesized for application as the donor material in solution-processed bulk-heterojunction organic solar cells (OSCs). The molecule consists of a triphenylamine (TPA) unit as the core and a donor unit with three arms containing benzo[1,2,5]thiadiazole (BT) acceptor units and 5,5″-dihexyl-2,2′:3′,2″-terthiophene (tTh) end groups. The molecule, denoted S(TPA-BT-tTh), exhibits a broad absorption band in the wavelength range 300–650 nm and high hole mobility of 1.1×10−4 cm2 V−1 s−1. An OSC device based on S(TPA-BT-tTh) as donor and [6,6]-phenyl C71-butyric acid methyl ester (PC70BM) as the acceptor (1:3, w/w) exhibited a power conversion efficiency of 2.28% with a short circuit current density of 6.39 mA/cm2 under illumination of AM.1.5, 100 mW/cm2.

  我们合成了一种新的星形供体-受体分子，可用作溶液处理大块异质结有机太阳能电池（OSC）的供体材料。该分子由一个作为核心的三苯胺（TPA）单元和一个具有三个臂的供体单元组成，三个臂分别含有苯并[1,2,5]噻二唑（BT）受体单元和 5,5″-二己基-2,2′:3′,2″-噻吩（tTh）末端基团。该分子被命名为 S(TPA-BT-tTh)，在波长 300-650 纳米范围内具有宽吸收带，空穴迁移率高达 1.1×10-4 cm2 V-1 s-1。以 S（TPA-BT-tTh）为供体、[6,6]-苯基 C71-丁酸甲酯（PC70BM）为受体（1:3，w/w）的 OSC 器件在 AM.1.5 和 100 mW/cm2 的照明条件下，功率转换效率为 2.28%，短路电流密度为 6.39 mA/cm2。