8,12-bis(5-bromo-4-dodecylthiophen-2-yl)-2,5-bis(2-ethylhexyl)-[1,2,5]thiadiazolo[3,4-i]dithieno[3,2-a:2',3'-c]phenazine | 1537197-42-4

• 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: 8,12-bis(5-bromo-4-dodecylthiophen-2-yl)-2,5-bis(2-ethylhexyl)-[1,2,5]thiadiazolo[3,4-i]dithieno[3,2-a:2',3'-c]phenazine
• CAS: 1537197-42-4
• 化学式: C₆₄H₈₈Br₂N₄S₅
• 分子量: 1233.57
• InChiKey: YGUGWGSAZLZGOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  24.64
• 重原子数：
  75.0
• 可旋转键数：
  36.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  51.56
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  (4-十二烷基-2-噻吩基)三甲基锡烷 在 bis-triphenylphosphine-palladium(II) chloride 、 N-溴代丁二酰亚胺(NBS) 、 铁粉 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 26.0h， 生成 8,12-bis(5-bromo-4-dodecylthiophen-2-yl)-2,5-bis(2-ethylhexyl)-[1,2,5]thiadiazolo[3,4-i]dithieno[3,2-a:2',3'-c]phenazine
  参考文献：
  名称：

  Benzodithiophene–Thiadiazoloquinoxaline as an Acceptor for Ambipolar Copolymers with Deep LUMO Level and Distinct Linkage Pattern

  摘要：

  Two new conjugated copolymers, PBDTTQ-1 and PBDTTQ-2, with a distinct linked pattern between benzodithiophene-thiadiazoloquinoxaline (BDTTQ) as acceptor and bithiophene as donor were synthesized and characterized. The difference in the linkage between donor and acceptor exerts great influence on the optoelectronic properties of the two polymers. " The optical band gap decreases from 1.18 eV for PBDTTQ-1 to 1.03 eV for PBDTTQ-2, due to the lower LUMO energy level (-4.01 eV) of the latter. Moreover, density functional theory calculations demonstrate that the electron density is mainly confined on the acceptor unit in both HOMO and LUMO of PBDTTQ-1, while the electronic densities almost delocalize along the entire backbone of PBDTTQ-2, which facilitates the charge transport within the polymer chain. In contrast to PBDTTQ-1 missing any field-effect characteristics, PBDTTQ-2 exhibits ambipolar charge transporting behavior with mobilities of 1.2 x 10(-3) cm(2)/(V s) for holes and 6.0 x 10(-4) cm(2)/(V s) for electrons.

  DOI：

  10.1021/ma401938m