2,5-Dibromo-8,12-bis(4,5-didodecylthiophen-2-yl) [1,2,5]thiadiazolo[3,4-i]dithieno[3,2-a:2',3'-c]phenazine | 1537197-37-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,5-Dibromo-8,12-bis(4,5-didodecylthiophen-2-yl) [1,2,5]thiadiazolo[3,4-i]dithieno[3,2-a:2',3'-c]phenazine
• 英文别名: 16,21-dibromo-4,10-bis(4,5-didodecylthiophen-2-yl)-7,17,20-trithia-2,6,8,12-tetrazahexacyclo[11.10.0.03,11.05,9.014,18.019,23]tricosa-1,3,5,8,10,12,14(18),15,19(23),21-decaene
• CAS: 1537197-37-7
• 化学式: C₇₂H₁₀₄Br₂N₄S₅
• 分子量: 1345.78
• InChiKey: BQLBLITYYFMRIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  28.05
• 重原子数：
  83.0
• 可旋转键数：
  46.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  2-溴-3-十二烷基噻吩 在 bis-triphenylphosphine-palladium(II) chloride 、 正丁基锂 、 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 铁粉 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 溶剂黄146 为溶剂， 反应 118.25h， 生成 2,5-Dibromo-8,12-bis(4,5-didodecylthiophen-2-yl) [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

文献信息

• Random D1–A1–D1–A2 terpolymers based on diketopyrrolopyrrole and benzothiadiazolequinoxaline (BTQx) derivatives for high-performance polymer solar cells
  作者：M. L. Keshtov、S. A. Kuklin、I. O. Konstantinov、I. E. Ostapov、E. E. Makhaeva、A. Yu. Nikolaev、Zh. Xie、Y. Zou、Ganesh D. Sharma

  DOI：10.1039/c8nj05905e

  日期：——

  level. PSCs based on P13 (BDT–DPP50–BTQx50) exhibited a Voc of 0.86 V, a Jsc of 15.74 mA cm−2, and an FF of 0.68, leading to a high PCE of 9.20%, which is higher than that for D–A copolymers, i.e., P11 (7.37%) and P15 (8.11%). These results demonstrate that random terpolymerization is a simple and practical approach for optimization of a conjugated polymer donor for efficient polymer solar cells.

  我们合成并表征了一系列新的无规三元共聚物，它由两个电子接受嵌段，二酮吡咯并吡咯（DPP）和苯并噻二唑并恶唑啉（BTQx）以及一个供电子苯并[1,2- b：4,5- b ']二噻吩（ BDT）单元，其中BTQx嵌段与DPP嵌段的摩尔比不同（BTQx分别为25％，50％和75％）。研究了无规三元共聚物的组成对理化性质和光伏性能的影响。三元共聚物共轭主链中DPP和BTQx嵌段的不同组成对无规三元共聚物的电化学和光学性质具有至关重要的影响。这些三元共聚物与PC 71一起用作供体。BM作为溶液处理的聚合物太阳能电池的受体。在所有三元共聚物中，单体组成为BTQx和DPP（50:50）的P13（BDT-DPP50-BTQx50）表现出出色的聚光能力，高的载流子迁移率和低的HOMO能级。基于P13的PSC （BDT–DPP50–BTQx50）的V oc为0.86 V，J sc为15.74 mA cm -2，且FF为0