| 1520689-08-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• CAS: 1520689-08-0
• 化学式: C₄₇H₄₅N
• 分子量: 623.881
• InChiKey: AARJENIZUYQNRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.72
• 重原子数：
  48.0
• 可旋转键数：
  3.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  4.93
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  5,15-dibromo-10,20-bis[2,6-di(dodecyloxy)phenyl]porphyrin zinc(II) 、 在 四(三苯基膦)钯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以74 mg的产率得到
  参考文献：
  名称：

  [EN] PERYLENE FUNCTIONALIZED PORPHYRIN DYES FOR DYE-SENSITIZED SOLAR CELLS
  [FR] COLORANTS PORPHYRINIQUES FONCTIONNALISÉS PAR UN PÉRYLÈNE ET CELLULES SOLAIRES SENSIBILISÉES PAR COLORANTS

  摘要：

  本发明涉及染料敏化太阳能电池的染料，特别是针对染料敏化太阳能电池的苝功能化卟啉染料。本发明还涉及一种包含苝功能化卟啉基团的染料分子。

  公开号：

  WO2015005869A1

文献信息

• N-Annulated perylene substituted zinc–porphyrins with different linking modes and electron acceptors for dye sensitized solar cells
  作者：Jie Luo、Jing Zhang、Kuo-Wei Huang、Qingbiao Qi、Shaoqiang Dong、Jie Zhang、Peng Wang、Jishan Wu

  DOI：10.1039/c6ta02509a

  日期：——

  Three new N-annulated perylene (NP) substituted porphyrin dyes WW-7–WW-9 with different linking modes and accepting groups were synthesized and applied in Co(II)/(III) based dye sensitized solar cells (DSCs). The bay-linked porphyrins WW-7 and WW-8 exhibited moderate power conversion efficiency (PCE = 4.4% and 4.8%, respectively), while the peri-linked porphyrin dye WW-9 showed a PCE up to 9.2% which

  合成了三种具有不同连接方式和接受基团的新的N环per取代的卟啉染料WW-7-WW-9 WW-7-WW-9，并将其应用于基于Co（II）/（III）的染料敏化太阳能电池（DSC）。的托架-连接的卟啉WW-7和WW-8表现出中等的功率转换效率（PCE = 4.4％和4.8％），而迫-连接的卟啉染料WW-9表现出PCE高达9.2％，这是略低比我们的参考染料WW-6。进行了详细的物理测量（光学和电化学），DFT计算和光伏表征，以了解结构变化如何影响其光收集能力，分子轨道轮廓，能级排列以及最终的光伏性能。事实证明，基于WW-7和WW-8的电池效率较低，可能归因于bay取代的NP和苯基乙炔基取代的卟啉单元之间的弱π共轭作用。与锚定基团相比，在锚定基团上引入苯并噻二唑受体已引起WW-8和WW-9的IPCE作用谱显着红移，分别约为90 nm和50 nm。分别为WW-7和WW-6。但是，观察到效率较低的电子
• <i>N</i>-Annulated Perylene as An Efficient Electron Donor for Porphyrin-Based Dyes: Enhanced Light-Harvesting Ability and High-Efficiency Co(II/III)-Based Dye-Sensitized Solar Cells
  作者：Jie Luo、Mingfei Xu、Renzhi Li、Kuo-Wei Huang、Changyun Jiang、Qingbiao Qi、Wangdong Zeng、Jie Zhang、Chunyan Chi、Peng Wang、Jishan Wu

  DOI：10.1021/ja409291g

  日期：2014.1.8

  Porphyrin-based dyes recently have become good candidates for dye-sensitized solar cells (DSCs). However, the bottleneck is how to further improve their light-harvesting ability. In this work, N-annulated perylene (NP) was used to functionalize the Zn-porphyrin, and four "push-pull"-type NP-substituted and fused porphyrin dyes with intense absorption in the visible and even in the near-infrared (NIR) region were synthesized. Co(II/III)-based DSC device characterizations revealed that dyes WW-5 and WW-6, in which an ethynylene spacer is incorporated between the NP and porphyrin core, showed pantochromatic photon-to-current conversion efficiency action spectra in the visible and NIR region, with a further red-shift of about 90 and 60 nm, respectively, compared to the benchmark molecule YD2-o-C8. As a result, the short-circuit current density was largely increased, and the devices displayed power conversion efficiencies as high as 10.3% and 10.5%, respectively, which is comparable to that of the YD2-o-C8 cell (eta = 10.5%) under the same conditions. On the other hand, the dye WW-3 in which the NP unit is directly attached to the porphyrin core showed a moderate power conversion efficiency (eta = 5.6%) due to the inefficient if-conjugation, and the NP-fused dye WW-4 exhibited even poorer performance due to its low-lying LUMO energy level and nondisjointed HOMO/LUMO profile. Our detailed physical measurements (optical and electrochemical), density functional theory calculations, and photovoltaic characterizations disclosed that the energy level alignment, the molecular orbital profile, and dye aggregation all played very important roles on the interface electron transfer and charge recombination kinetics.