anthracene-2,3-dicarbonitrile | 40723-91-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: anthracene-2,3-dicarbonitrile
• CAS: 40723-91-9
• 化学式: C₁₆H₈N₂
• 分子量: 228.253
• InChiKey: ZDOLIEFMOFUAHC-UHFFFAOYSA-N

物化性质

• 沸点：
  508.4±33.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  anthracene-2,3-dicarbonitrile 在 三乙基硅烷 、 2,2'-联喹啉 、 palladium diacetate 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 氯仿 、 水 、 二甲基亚砜 为溶剂， 生成 1,3-Diphenylanthrafuran
  参考文献：
  名称：

  [EN] FUSED RING COMPOUND AND APPLICATION THEREOF IN ORGANIC ELECTRONIC DEVICE
  [FR] COMPOSÉ CYCLIQUE FUSIONNÉ ET SON APPLICATION DANS UN DISPOSITIF ÉLECTRONIQUE ORGANIQUE
  [ZH] 一种稠环化合物及其在有机电子器件的应用

  摘要：

  一种稠环化合物及其在有机电子器件的应用，特别是在有机发光二极管中的应用。还记载了一种含有稠环化合物的有机电子器件，特别是有机发光二极管，传感器，显示，传感及其他技术中的应用。

  公开号：

  WO2022148466A1
• 作为产物：
  描述：

  蒽-2,3-甲酰亚胺 在 吡啶 、 ammonium hydroxide 、 三氯氧磷 作用下， 反应 25.5h， 生成 anthracene-2,3-dicarbonitrile
  参考文献：
  名称：

  Phthalonaphthalocyanines:  New Far-Red Dyes for Spectral Hole Burning

  摘要：

  Mixed phthalocyanines carrying one anthracene (Pc(3)An) or substituted naphthalene nucleus (Pc(3)NcR(2), R = H, OCH3, or SC12H25) are proposed as low-temperature photochroms for spectral hole burning. Solubility of these compounds in polymers was greatly enhanced by introducing the 2,4-dimethyl-3-pentoxy substituent to the remaining three benzopyrrolic fragments. The wavelengths and intensities of the Q transitions (S-1 and S-2) were measured for two prototropic tautomers having different position of the pair of inner protons. The average energy of the two lowest transitions is very similar in both tautomers, although the S-1-S-2 Splitting is much smaller in the less stable form. The relative equilibrium concentration of the tautomers at room temperature depends on the electron releasing properties of the substituents. This allows one to predict the positions of protons in each form. Absorption dichroism of stretched polyethylene films was used in order to establish the direction of the S-1 and S-2 transition dipole moments in the molecular framework. The tautomers can be completely converted into each other at 10 K by light with quantum yields of (1-2) x 10(-3) and (5-8) x 10(-3), respectively, depending on the direction of the process. Most probably the phototransformation occurs in the vibrationally relaxed triplet state via the tunneling of a single proton which results in an intermediate state with cis-configuration of protons. The photochemically accumulated less stable form decays at higher temperatures (T) as a result of a thermally activated tunneling process at characteristic T of 115 and 153 K for protonated and deuterated Pc(3)Nc, respectively. The strength of linear electron-photon coupling (EPC), which is crucial from the point of view of spectral hole burning, is characterized by Debye-Waller factors (DWFs) about 0.6-0.75, depending on the compound and the polymer matrix. The T dependence of quasihomogeneous hole width (T-qh) obeys a power law with coefficients 2.5 +/- 0.5 (between 6 and 30-45 K). In different polymer hosts, the DWF increases and the hole width decreases in the following order: polystyrene, poly(vinyl butyral) > polyethylene. The strength of EPC for the lowest transitions is similar in both tautomeric forms. A slight enhancement of the EPC strength in the series of dyes Pc(3)Nc(OCH3)(2) similar to Pc(3)Nc < Pc(3)Nc(SC12H25)(2) < Pc(3)An is correlated with the increase of electron-withdrawing power of substituents, plausibly, as a result of the increase of dipole moment change upon electronic excitation. Spectroscopic properties, phototautomerization quantum yields, and the EPC strength of mixed phthalocyanines were compared with those of chlorin and porphyrins.

  DOI：

  10.1021/jp971586n

文献信息

• Iterative synthesis of acenesvia homo-elongation
  作者：Chih-Hsiu Lin、Ke-Han Lin、Bikash Pal、Li-Der Tsou

  DOI：10.1039/b814840f

  日期：——

  Starting from aromaticortho-dialdehydes, we devised a homo-elongation protocol that combines a Wittig olefination and subsequent intramolecular Knoevenagel condensation to produce acene diesters and dinitriles.

  从芳香邻二醛出发，我们设计了一套同系延长方案，结合了Wittig烯化反应和随后的分子内Knoevenagel缩合反应，以生成并五烷二酯和二腈。
• USE OF PHTHALOCYANINE COMPOUNDS WITH ARYL OR HETARYL SUBSTITUENTS IN ORGANIC SOLAR CELLS
  申请人：Sundarraj Sudhakar

  公开号：US20120068123A1

  公开（公告）日：2012-03-22

  The present invention relates to organic solar cell comprising at least one photoactive region comprising an organic donor material in contact with an organic acceptor material and forming a donor-acceptor heterojunction, wherein the photoactive region comprises at least one compound of the formulae Ia and/or Ib where M, (R a ) m and (R b ) n as described in the claims and description. Furthermore, the present invention relates to compounds of formulae Ia and Ib, wherein M, (R a ) m and n are as described in the claims and description and R b is fluorine and to a process for preparing them.

  本发明涉及一种有机太阳能电池，包括至少一个光活性区域，该区域包括与有机受体材料接触的有机给体材料，并形成给体-受体异质结，其中光活性区域包括至少一种式Ia和/或Ib的化合物，其中M、(Ra)mand (Rb)nas在权利要求和说明书中描述。此外，本发明还涉及式Ia和Ib的化合物，其中M、(Ra)mand n如权利要求和说明书中所述，Rb是氟，并提供一种制备它们的方法。
• Use of near infrared sensitive chromophores in optical recording media
  申请人：HOECHST CELANESE CORPORATION

  公开号：EP0275161A2

  公开（公告）日：1988-07-20

  Provided is an optical information recording medium and a method of recording information thereon. The information layer of the recording medium comprises an anthracyanine or phenanthra­cyanine chromophore compound. In a preferred embodiment, the chromophore is substituted with at least one substituent confer­ring film forming properties to the chromophore, e.g., a monomer or oligomeric substituent comprised of acid, amide or ester units. The resulting information layer exhibits strong absorp­tion in the range of from about 780-850 nm. Employing an anthracyanine or phenanthracyanine chromophore substituted with a film forming substituent further offers the advantages of a single component material exhibiting good thermomechanical properties.

  本文提供了一种光学信息记录介质及其信息记录方法。记录介质的信息层包括蒽环族或菲环族发色团化合物。在一个优选的实施方案中，发色团被至少一种赋予发色团成膜特性的取代基取代，例如由酸、酰胺或酯单元组成的单体或低聚取代基。由此产生的信息层在约 780-850 纳米范围内具有很强的吸收性。使用被成膜取代基取代的蒽或菲发色团，还能使单组分材料具有良好的热机械性能。
• Polymers functionalized with polycyano compounds
  申请人：BRIDGESTONE CORPORATION

  公开号：US10081688B2

  公开（公告）日：2018-09-25

  A method for preparing a functionalized polymer, the method comprising the steps of polymerizing monomer to form a reactive polymer, and reacting the reactive polymer with a polycyano compound.

  一种制备功能化聚合物的方法，该方法包括以下步骤：使单体聚合形成反应性聚合物，以及使反应性聚合物与聚氰化合物反应。
• OPTICAL DATA STORAGE
  申请人：Ciba Specialty Chemicals Holding, Inc.

  公开号：EP1920436A2

  公开（公告）日：2008-05-14