1,8-Bis[2-[4-(didodecylamino)phenyl]ethynyl]pyrene-4,5-dione | 1453792-11-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1,8-Bis[2-[4-(didodecylamino)phenyl]ethynyl]pyrene-4,5-dione
• 英文别名: 1,8-bis[2-[4-(didodecylamino)phenyl]ethynyl]pyrene-4,5-dione
• CAS: 1453792-11-4
• 化学式: C₈₀H₁₁₄N₂O₂
• 分子量: 1135.8
• InChiKey: VTZGVCZFSCJSSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  30.1
• 重原子数：
  84
• 可旋转键数：
  50
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,8-Bis[2-[4-(didodecylamino)phenyl]ethynyl]pyrene-4,5-dione 在 苄基三甲基氢氧化铵 、 磺酰胺 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 1.0h， 以18%的产率得到4-[2-[15-[2-[4-(didodecylamino)phenyl]ethynyl]-4,4-dioxo-4lambda6-thia-3,5-diazapentacyclo[9.6.2.02,6.07,19.014,18]nonadeca-1(18),2,5,7(19),8,10,12,14,16-nonaen-10-yl]ethynyl]-N,N-didodecylaniline
  参考文献：
  名称：

  芘供体-受体-供体发色团中不同受体的光学效应

  摘要：

  通过 DFT 计算描述和比较了三种供体-受体-供体 (D-A-D) 芘发色团。通过芘骨架证明了低能光子吸收和低能电化学还原的两种性质。通过化学氧化或安装二氧化噻二唑杂环来改变芘核的电子受体强度，导致形成吸收带高达 900 nm 和 LUMO 能级约为 –4.1 eV 与真空的 D-A-D 发色团.

  DOI：

  10.1002/ejoc.201700630
• 作为产物：
  描述：

  C₉₂H₁₄₄N₂O₂Si₂ 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 以74%的产率得到1,8-Bis[2-[4-(didodecylamino)phenyl]ethynyl]pyrene-4,5-dione
  参考文献：
  名称：

  Tuning Light Absorption in Pyrene: Synthesis and Substitution Effects of Regioisomeric Donor–Acceptor Chromophores

  摘要：

  Three isomeric donor-acceptor (DA) chromophores based on pyrene were synthesized to study the effects of substitution pattern on intramolecular charge-transfer absorption through pyrene. These chromophores are nonfluorescent and absorb light in the long-wavelength region approaching 700 nm, making them promising light-harvesters. Their optical properties depend greatly on the substitution pattern of the donor, but their electrochemical properties are relatively unaffected.

  DOI：

  10.1021/ol402172x

文献信息

• Tuning Light Absorption in Pyrene: Synthesis and Substitution Effects of Regioisomeric Donor–Acceptor Chromophores
  作者：Samantha N. Keller、Nicole L. Veltri、Todd C. Sutherland

  DOI：10.1021/ol402172x

  日期：2013.9.20

  Three isomeric donor-acceptor (DA) chromophores based on pyrene were synthesized to study the effects of substitution pattern on intramolecular charge-transfer absorption through pyrene. These chromophores are nonfluorescent and absorb light in the long-wavelength region approaching 700 nm, making them promising light-harvesters. Their optical properties depend greatly on the substitution pattern of the donor, but their electrochemical properties are relatively unaffected.
• Optical Effect of Varying Acceptors in Pyrene Donor-Acceptor-Donor Chromophores
  作者：Samantha N. Keller、Ashley D. Bromby、Todd C. Sutherland

  DOI：10.1002/ejoc.201700630

  日期：2017.7.25

  Three donor–acceptor–donor (D–A–D) pyrene chromophores are described and compared by DFT computations. The two properties of low energy photon absorption and low energy electrochemical reduction are demonstrated through a pyrene framework. Altering the electron-acceptor strength of the pyrene core by chemical oxidation or installation of a thiadiazole dioxide heterocycle results in the formation of

  通过 DFT 计算描述和比较了三种供体-受体-供体 (D-A-D) 芘发色团。通过芘骨架证明了低能光子吸收和低能电化学还原的两种性质。通过化学氧化或安装二氧化噻二唑杂环来改变芘核的电子受体强度，导致形成吸收带高达 900 nm 和 LUMO 能级约为 –4.1 eV 与真空的 D-A-D 发色团.