7,7'-bis(5-butyl-2-thienyl)-4,4'-bis(2,1,3-benzothiadiazole) | 1338565-48-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 英文名称: 7,7'-bis(5-butyl-2-thienyl)-4,4'-bis(2,1,3-benzothiadiazole)
• 英文别名: 4-(5-Butylthiophen-2-yl)-7-[4-(5-butylthiophen-2-yl)-2,1,3-benzothiadiazol-7-yl]-2,1,3-benzothiadiazole；4-(5-butylthiophen-2-yl)-7-[4-(5-butylthiophen-2-yl)-2,1,3-benzothiadiazol-7-yl]-2,1,3-benzothiadiazole
• CAS: 1338565-48-2
• 化学式: C₂₈H₂₆N₄S₄
• 分子量: 546.805
• InChiKey: INRKSXCRDSIYKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  165
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-(5-butyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 、 7,7'-dibromo-4,4'-bis(2,1,3-benzothiadiazole) 在 四(三苯基膦)钯 、 四丁基溴化铵 、 sodium carbonate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 24.0h， 以78%的产率得到7,7'-bis(5-butyl-2-thienyl)-4,4'-bis(2,1,3-benzothiadiazole)
  参考文献：
  名称：

  Synthesis and characterization of donor–acceptor type 4,4′-bis(2,1,3-benzothiadiazole)-based copolymers

  摘要：

  A series of novel donor acceptor type polymers based on 4,4'-bis(2,1,3-benzothiadiazole) were synthesized and characterized. Two soluble regioregular tail-to-tail and head-to-head coupled polymers, poly[7,7'-bis(3-octyl-2-thienyl)-4,4'-bis(2,1,3-benzothiadiazole)] poly[3TBB3T], and poly[7,7'-bis(4-octyl-2-thienyl)-4,4'-bis(2,1,3-benzothiadiazole)] poly[4TBB4T] were synthesized by FeCl3-mediated oxidative polymerization. To further decrease the band gap of the polymers, vinylene spacers were incorporated into the polymer backbone by Stille coupling of the corresponding monomers and (E)-1,2-bis(tributylstannyl)ethene. A crystal structure of a monomer analog shows near planar arrangement of the aromatic units in the solid state. The optical properties of the monomers and polymers were investigated by steady-state absorption and photoluminescence spectroscopy. Cyclic voltammetry measurements indicate that the polymers could be employed as acceptor materials in polymer polymer bulk heterojunction solar cells due to their low LUMO energy of about -4.0 eV. A maximum photovoltaic power conversion efficiency of about 0.3% was observed for a 1:1 blend of regioregular poly(3-hexylthiophene) (rr-P3HT) and poly[4TBB4T] and the origin of the moderate efficiency is discussed by interpreting the device current-voltage characteristics, external quantum efficiency and incident light intensity dependence of the power conversion efficiency. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2011.07.053