| 1520688-98-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• CAS: 1520688-98-5
• 化学式: C₄₅H₄₄BrN
• 分子量: 678.755
• InChiKey: CWQSWNDHFVFFRG-UHFFFAOYSA-N

物化性质

• 沸点：
  722.3±52.0 °C(predicted)
• 密度：
  1.21±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13.5
• 重原子数：
  47.0
• 可旋转键数：
  3.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  、 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺-d7 、 甲苯 为溶剂， 反应 36.0h， 以69%的产率得到
  参考文献：
  名称：

  具有强近红外一光子和二光子吸收能力的N环Per取代的和融合的卟啉二聚体

  摘要：

  沿S 0 –S 1电子跃迁轴将两个N环per萘（NP）单元与稠合的卟啉二聚体融合，产生了新的近红外（NIR）染料1 a / 1 b，具有非常强的吸收性（ε>超过1250 nm的距离为1.3×10 5 M -1  cm -1）。两种化合物均显示出适中的NIR荧光，对于1a和1b，其荧光量子产率分别为4.4×10 -6和6.0×10 -6。NP取代的卟啉二聚体2 a / 2 b 通过受控的氧化偶合和环脱氢也可得到三价铁，它们显示出稠合的卟啉二聚体和NP发色团的叠加吸收。飞秒瞬态吸收测量研究了所有这些化合物的激发态动力学，揭示了卟啉二聚体的行为。这些新的生色团还由于扩展的π共轭，在NIR区域具有良好的非线性光学敏感性，并具有较大的双光子吸收截面。进行了随时间变化的密度泛函理论计算，以帮助我们了解它们的电子结构和吸收光谱。

  DOI：

  10.1002/chem.201405574

文献信息

• [EN] PERYLENE FUNCTIONALIZED PORPHYRIN DYES FOR DYE-SENSITIZED SOLAR CELLS<br/>[FR] COLORANTS PORPHYRINIQUES FONCTIONNALISÉS PAR UN PÉRYLÈNE ET CELLULES SOLAIRES SENSIBILISÉES PAR COLORANTS
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2015005869A1

  公开（公告）日：2015-01-15

  The invention relates to dyes for dye-sensitized solar cells, and in particular, to perylene functionalized porphyrin dyes for dye-sensitized solar cells. The invention further relates to a dye molecule comprising perylene functionalized porphyrin moiety.

  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。
• N-Annulated perylene as a donor in cyclopentadithiophene based sensitizers: the effect of the linking mode
  作者：Jie Luo、Xingzhu Wang、Li Fan、Gongqiang Li、Qingbiao Qi、Kuo-Wei Huang、Teck Lip Dexter Tam、Jie Zhang、Qing Wang、Jishan Wu

  DOI：10.1039/c5tc03623b

  日期：——

  N-Annulated perylene (NP) functionalized cyclopentadithiophene dyes with different linking modes were synthesized and the peri-NP linked dye CPD-1 gave power conversion efficiency of 7.82% in Co(II)/(III) based dye-sensitized solar cells.

  合成了具有不同连接模式的N-环化苝（NP）功能化环戊二硫苯染料，并且peri-NP连接的染料CPD-1在基于Co（II）/（III）的染料敏化太阳能电池中给出了7.82％的功率转换效率。
• <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.