4,5-bis(2-ethylhexylsulfonyl)phthalonitrile | 1579998-64-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,5-bis(2-ethylhexylsulfonyl)phthalonitrile
• CAS: 1579998-64-3
• 化学式: C₂₄H₃₆N₂O₄S₂
• 分子量: 480.693
• InChiKey: XWRDKGNOOBZNRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.41
• 重原子数：
  32.0
• 可旋转键数：
  14.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  115.86
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4'-[4-(hydroxymethyl)phenyl]phthalonitrile 、 4,5-bis(2-ethylhexylsulfonyl)phthalonitrile 、 zinc diacetate 以 N,N-二甲基甲酰胺 、 邻二氯苯 为溶剂， 反应 18.0h， 以15%的产率得到
  参考文献：
  名称：

  Electron-Donating Behavior of Few-Layer Graphene in Covalent Ensembles with Electron-Accepting Phthalocyanines

  摘要：

  We describe herein the first example of highly exfoliated graphene covalently linked to electron accepting phthalocyanines. The functionalization of the nanocarbon surface with alkylsulfonyl phthalocyanines was attained by means of a "click" chemistry protocol. The new ensemble was fully characterized (thermogravimetric analysis, atomic force microscopy, transmission electron microscopy and Raman, as well as ground-state absorption) and was studied in terms of electron donor-acceptor interactions in the ground and in the excited state. In particular, a series of steady-state and time-resolved spectroscopy experiments demonstrated photoinduced electron transfer from the graphene to the electron-accepting phthalocyanines. This is the first example of an electron dono-acceptor nanoconjugate, that is, few-layer graphene/phthalocyanine, pinpointing the uncommon electron donating character of graphene.

  DOI：

  10.1021/ja411830x
• 作为产物：
  描述：

  4,5-bis(2-ethylhexylthio)phthalonitrile 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以70%的产率得到4,5-bis(2-ethylhexylsulfonyl)phthalonitrile
  参考文献：
  名称：

  Electron-Donating Behavior of Few-Layer Graphene in Covalent Ensembles with Electron-Accepting Phthalocyanines

  摘要：

  We describe herein the first example of highly exfoliated graphene covalently linked to electron accepting phthalocyanines. The functionalization of the nanocarbon surface with alkylsulfonyl phthalocyanines was attained by means of a "click" chemistry protocol. The new ensemble was fully characterized (thermogravimetric analysis, atomic force microscopy, transmission electron microscopy and Raman, as well as ground-state absorption) and was studied in terms of electron donor-acceptor interactions in the ground and in the excited state. In particular, a series of steady-state and time-resolved spectroscopy experiments demonstrated photoinduced electron transfer from the graphene to the electron-accepting phthalocyanines. This is the first example of an electron dono-acceptor nanoconjugate, that is, few-layer graphene/phthalocyanine, pinpointing the uncommon electron donating character of graphene.

  DOI：

  10.1021/ja411830x

文献信息

• Combining Electron-Accepting Phthalocyanines and Nanorod-like CuO Electrodes for p-Type Dye-Sensitized Solar Cells
  作者：Oliver Langmar、Carolina R. Ganivet、Annkatrin Lennert、Rubén D. Costa、Gema de la Torre、Tomás Torres、Dirk M. Guldi

  DOI：10.1002/anie.201501550

  日期：2015.6.22

  route is reported for the synthesis of two electron‐accepting phthalocyanines featuring linkers with different lengths as sensitizers for p‐type dye‐sensitized solar cells (DSSCs). Importantly, our devices based on novel nanorod‐like CuO photocathodes showed high efficiencies of up to 0.191 %: the highest value reported to date for CuO‐based DSSCs.

  据报道，有两种合成具有电子接受能力的酞菁类化合物的路线，这些酞菁类化合物具有不同的长度，作为p型染料敏化太阳能电池（DSSC）的敏化剂。重要的是，我们基于新型纳米棒状CuO光电阴极的设备显示出高达0.191％的高效率：迄今为止报道的基于CuO的DSSC的最高价值。