4,5,10,11-tetraoctylanthra[1,2-b:5,6-b']dithiophene | 1379672-14-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,5,10,11-tetraoctylanthra[1,2-b:5,6-b']dithiophene
• CAS: 1379672-14-6
• 化学式: C₅₀H₇₄S₂
• 分子量: 739.27
• InChiKey: WBRZDSLMYGXQOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.03
• 重原子数：
  52.0
• 可旋转键数：
  28.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-溴辛烷 在 四(三苯基膦)钯 、 四(三苯基膦)铂 、 potassium carbonate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 85.0h， 生成 4,5,10,11-tetraoctylanthra[1,2-b:5,6-b']dithiophene
  参考文献：
  名称：

  New Angular-Shaped and Isomerically Pure Anthradithiophene with Lateral Aliphatic Side Chains for Conjugated Polymers: Synthesis, Characterization, and Implications for Solution-Prossessed Organic Field-Effect Transistors and Photovoltaics

  摘要：

  An isomerically pure anti-anthradithiophene (aADT) arranged in an angular shape is developed. Formation of the framework of aADT incorporating four lateral alkyl substituents was accomplished by a one-pot benzannulation via multiple Suzuki coupling. This newly designed 2,8-stannylated aADT monomer was copolymerized with a ditheniodiketopyrrolopyrrole (DPP) unit and a bithiophene unit, respectively, to furnish an alternating donor-acceptor copolymer poly(anthradithiophene-alt-dithienyldiketopyrrolopyrrole) (PaADTDPP) and a thiophene-rich poly(anthradithiophene-alt-bithiophene) (PaADTT). PaADTT with crystalline nature achieved a high FET mobility of 7.9 x 10(-2) cm(-2) V-1 s(-1) with an on-off ratio of 1.1 x 10(7). The photovoltaic device based on the PaADTDPP:PC71BM (1:2.5, w/w) blend exhibited a V-oc, of 0.66 V, a J(sc) of 9.49 mA/cm(2), and a FF of 58.4%, delivering a power conversion efficiency (PCE) of 3.66%. By adding 1.5 vol % 1-chloronaphthalene (CN) as a processing additive, the PCE can be improved to 4.24%. We demonstrated that these angular-shaped and alkylated aADT-based polymers have better organic photovoltaic (OPVs) and field-effect transistor (FETs) characteristics than the linear-shaped ADT-containing polymers.

  DOI：

  10.1021/cm301176s