| 607716-34-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• CAS: 607716-34-7
• 化学式: C₃₂H₄₁NSn
• 分子量: 558.394
• InChiKey: JFVDCFBJHBZSEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  34.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4,9-二溴-2,7-二(2-辛基十二烷基)苯并[lmn][3,8]邻二氮杂菲-1,3,6,8(2H,7H)-四酮 、 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 2.5h， 以84%的产率得到4,9-bis((4-(diphenylamino)phenyl)ethynyl)-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone
  参考文献：
  名称：

  Extended π-Conjugated Molecules Derived from Naphthalene Diimides toward Organic Emissive and Semiconducting Materials

  摘要：

  In this paper, a new synthetic way to modify naphthalene diimide (NDI) at "shoulder" positions is reported. The key step of the transformation is the intramolecular cyclization involving ethynyl and imidecarbonyl groups. The structure of the intermediate pyrylium cation was confirmed by X-ray crystal structural analysis. New conjugated molecules 1a-g were successfully synthesized in acceptable yields. Their absorption and fluorescence spectra were measured. Among them 1c-f are strongly emissive in solutions. Furthermore, 1b-f are also fluorescent in their solid states; in particular, 1b exhibits a typical aggregation-induced enhanced emission feature. Yellow-emissive microfibrils of Id show potential optical waveguide behavior. HOMO/LUMO energies of 1a-f were determined based on their cyclic voltammograms. The results also reveal that HOMO/LUMO energies of these new conjugated molecules are influenced by the two flanking moieties. Notably, the thin film of 1c that is emissive shows p-type semiconducting behavior with hole mobility up to 0.0063 cm(2) V-1 s(-1) based on the transfer and output characteristics of the OFET (organic field effect transistor).

  DOI：

  10.1021/jo302677k

文献信息

• High-performance dye-sensitized solar cells based on 5,6-bis-hexyloxy-benzo[2,1,3]thiadiazole
  作者：Hsien-Hsin Chou、Yung-Chung Chen、Hsuan-Jui Huang、Ting-Hui Lee、Jiann T. Lin、Chiitang Tsai、Kellen Chen

  DOI：10.1039/c2jm30427a

  日期：——

  New dipolar compounds containing a 5,6-bis-hexyloxy-benzo[2,1,3]thiadiazole entity in the conjugated spacer between the electron donating arylamine and the electron accepting 2-cyanoacrylic acid have been synthesized. These compounds were used as the sensitizers for efficient dye-sensitized solar cells. Compared to the congeners without the hexyloxy chains, the new dyes effectively suppress the dark currents and significantly improve the cell performance. The best conversion efficiency reached ∼92% of the N719-based standard DSSC fabricated and measured under similar conditions (AM 1.5 irradiation).

  合成了新的偶极化合物，其在给电子芳基胺和受电子2-氰基丙烯酸之间的共轭间隔基中含有5,6-双己氧基-苯并[2,1,3]噻二唑实体。这些化合物被用作高效染料敏化太阳能电池的敏化剂。与不含己氧基链的同系物相比，新型染料有效抑制暗电流并显着提高电池性能。在类似条件（AM 1.5 辐照）下制造和测量的基于 N719 的标准 DSSC 的最佳转换效率达到约 92%。