1:1 perylene-7,7,8,8-tetracyanoquinodimethane complex | 38330-05-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 1:1 perylene-7,7,8,8-tetracyanoquinodimethane complex
• 英文别名: (perylene)(7,7,8,8-tetracyanoquinodimethane)；perylene:tetracyanoquinodimethane cocrystal；TCNQ perylene；2-[4-(dicyanomethylidene)cyclohexa-2,5-dien-1-ylidene]propanedinitrile;perylene
• CAS: 38330-05-1
• 化学式: C₁₂H₄N₄*C₂₀H₁₂
• 分子量: 456.506
• InChiKey: MCUMBQRZJKKVIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.82
• 重原子数：
  36
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苝 、 7,7,8,8-四氰基对苯二醌二甲烷 以 苯 为溶剂， 反应 2.25h， 生成 1:1 perylene-7,7,8,8-tetracyanoquinodimethane complex
  参考文献：
  名称：

  Solvent-Dependent Stoichiometry in Perylene–7,7,8,8-Tetracyanoquinodimethane Charge Transfer Compound Single Crystals

  摘要：

  Perylene forms three binary compounds with TCNQ. Using a physical vapor transport (PVT) method, mixtures of P1T1 (perylene1TCNQ1), P2T1 (perylene2TCNQ1), and P3T1 (perylene3TCNQ1) crystals can be grown simultaneously. Solution-grown crystals exhibit a stoichiometry that depends on the solvent used and not on the initial stoichiometry of the perylene and TCNQ: only single crystals of P1T1 were grown from toluene, and only P3T1, from benzene. Precipitationdissolution theory was employed to explain this phenomenon. We found that P1T1 is less soluble than P3T1 in toluene, which resulted in its preponderant growth from this solvent. Using the same argument, we could also explain the growth of P3T1 from benzene. Crystallization of P2T1 from solution was not possible. In addition, steady-state and time-resolved fluorescence measurements indicate that the difference in solubility of TCNQ in benzene and toluene leads to different fluorescence spectra due to selective crystallization of P1T1 and P3T1 from toluene and benzene.

  DOI：

  10.1021/cg501206f

文献信息

• Third-order nonlinear optical element
  申请人：Toray Industries, Inc.

  公开号：US05290485A1

  公开（公告）日：1994-03-01

  A third-order nonlinear optical element showing wide employable wave-length range of input light, high speed operation and low light intensity of input light is disclosed. The third-order nonlinear optical element of the present invention has at least two substantially optically smooth surfaces and comprise a charge-transfer complex consisting essentially of (i) at least one electron-accepting component selected from the group consisting of cyano compounds, quinones, nitro compounds, acid anhydride, halogenes, and halogenated carbons; and (ii) at least one electron-donating component selected from the group consisting of unsaturated cyclic hydrocarbon compounds, unsaturated heterocyclic compounds, chalcogen-containing compounds, quarternary unsaturated heterocyclic compounds and metals The charge-transfer complex of nonlinear optical element of the present invention is formed of said at least one electron-accepting component and said at least one electron-donating component in the ground state and at least one of said components is an organic compound having .pi.-conjugated system.

  本发明公开了一种第三阶非线性光学元件，该元件显示出广泛可用的输入光波长范围、高速操作和低输入光强度。本发明的第三阶非线性光学元件具有至少两个基本光滑的表面，并包括一个电荷转移复合物，其基本上由（i）从氰化物化合物、醌、硝基化合物、酸酐、卤素和卤化碳中选择的至少一个电子受体组分和（ii）从不饱和环烃化合物、不饱和杂环化合物、含硫元素的化合物、季铵盐不饱和杂环化合物和金属中选择的至少一个电子给体组分组成。本发明的非线性光学元件的电荷转移复合物由所述至少一个电子受体组分和所述至少一个电子给体组分在基态下形成，其中至少一个组分是具有π-共轭系统的有机化合物。
• Method of operating third-order nonlinear optical element
  申请人：Toray Industries, Inc.

  公开号：US05368782A1

  公开（公告）日：1994-11-29

  A third-order nonlinear optical element showing wide employable wave-length range of input light, high speed operation and low light intensity of input light is disclosed. The third-order nonlinear optical element of the present invention has at least two substantially optically smooth surfaces and comprise a charge-transfer complex consisting essentially of (i) at least one electron-accepting component selected from the group consisting of cyano compounds, quinones, nitro compounds, acid anhydride, halogenes, and halogenated carbons; and (ii) at least one electron-donating component selected from the group consisting of unsaturated cyclic hydrocarbon compounds, unsaturated heterocyclic compounds, chalcogen-containing compounds, quarternary unsaturated heterocyclic compounds and metals. The charge-transfer complex of nonlinear optical element of the present invention is formed of said at least one electron-accepting component and said at least one electron-donating component in the ground state and at least one of said components is an organic compound having .pi.-conjugated system.

  本发明公开了一种第三阶非线性光学元件，其显示出可广泛应用的输入光波长范围、高速操作和低输入光强度。本发明的第三阶非线性光学元件至少具有两个基本光滑的表面，并包括一个电荷转移复合物，其基本上由（i）选择自氰化合物、醌、硝基化合物、酸酐、卤素和卤代碳的羰基化合物中至少一种电子受体组成；以及（ii）选择自不饱和环烃化合物、不饱和杂环化合物、含硫族元素的化合物、季铵盐不饱和杂环化合物和金属的化合物中至少一种电子给体组成。本发明的非线性光学元件的电荷转移复合物由所述至少一种电子受体组分和所述至少一种电子给体组分在基态下形成，且其中至少一种组分是具有π-共轭系统的有机化合物。