(3,4-dimethoxythiophen-2-yl)-trimethylstannane | 1213267-44-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3,4-dimethoxythiophen-2-yl)-trimethylstannane
• CAS: 1213267-44-7
• 化学式: C₉H₁₆O₂SSn
• 分子量: 307.001
• InChiKey: RUNVDMFQDUQRNX-UHFFFAOYSA-N

物化性质

• 沸点：
  294.2±50.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.31
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (3,4-dimethoxythiophen-2-yl)-trimethylstannane 、 4,7-bis(5-bromo-3,4-bis[2-ethylhexyloxy]-2-thienyl)-2,1,3-benzothiadiazole 在 trans-bis(triphenylphosphine)palladium dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以43%的产率得到
  参考文献：
  名称：

  Green Dioxythiophene-Benzothiadiazole Donor−Acceptor Copolymers for Photovoltaic Device Applications

  摘要：

  With the perspectiveof producing power-generating displays of various colors based on pi-conjugated semiconducting polymers, we have developed a synthetic design aimed at addressing color states commonly difficult to attain. Herein, we report on the structure-property relationships and performance in photovoltaic devices of a series of green-colored donor-acceptor (DA) pi-conjugated polymers ocmprised of electron-rich 3,4-dioxythiophenes (DOTs) and the electron-deficient 2,1,3-benzothiadiazole (BTD). In particular, the synthesis and chamical polymerization of two DOT-BTD regiosymmetric oligomers (pentamers M2 and M3), that can be chemically oxidized to yield two-band absorbing polymers with a transmission window in the 480-560 nm range hence reflecting/transmitting the color green (P2 and P3), is reported. The optical and electrocemical properties of P2 and P3 are described and compared to those of a blue-colored parent polymer (P1) obtained via the polymerization of a smaller DOT-BTD oligomeric precursor (trimer M1). The photovoltaic (PV) properties of P1-P3 were investigated in DA bulk heterojunction (BHJ) devices with PC60BM as the acceptor. P2 and P3 affored green-colored devices with up to 1.9% power conversion efficiency (PCE) under AM 1.5 G solar illumination. Taking into account the differences in polymer energy band structure, we have replaced PEDOT:PSS by MoO3 and optimized the solar-cell device configuration for the most efficient polymer derivative (P3), demonstrating up to a 2.71% PCE. Insight into the morphology and charge transport of these polymers in blends with PCBM is provided and related to the synthetic design and PV device performance.

  DOI：

  10.1021/cm903495b