N,N'-di-(2',6'-diisopropylphenyl)-2,6-dicyanonaphthalene-1,8,4,5-tetracarboxylic acid bisimide | 958872-52-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N,N'-di-(2',6'-diisopropylphenyl)-2,6-dicyanonaphthalene-1,8,4,5-tetracarboxylic acid bisimide
• 英文别名: NDI(CN)2；6,13-Bis[2,6-di(propan-2-yl)phenyl]-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-2,9-dicarbonitrile；6,13-bis[2,6-di(propan-2-yl)phenyl]-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-2,9-dicarbonitrile
• CAS: 958872-52-1
• 化学式: C₄₀H₃₆N₄O₄
• 分子量: 636.75
• InChiKey: IAQDLYZIINIWHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  48
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N,N'-di-(2',6'-diisopropylphenyl)-2,6-dibromonaphthalene-1,8,4,5-tetracarboxylic acid bisimide 、 氰化锌 在 tris-(dibenzylideneacetone)dipalladium(0) 1,1'-双(二苯基膦)二茂铁 作用下， 以 1,4-二氧六环 为溶剂， 反应 40.0h， 以100%的产率得到N,N'-di-(2',6'-diisopropylphenyl)-2,6-dicyanonaphthalene-1,8,4,5-tetracarboxylic acid bisimide
  参考文献：
  名称：

  Syntheses and properties of core-substituted naphthalene bisimides with aryl ethynyl or cyano groups

  摘要：

  本文报告了在萘核的第 2 和第 6 位被氰基、吡咯烷基、4-苯乙炔基、4-乙炔基-N,N-二己基苯胺或 4-氰基苯基取代的新萘双亚胺的合成、吸收和发射光谱以及电化学和光谱电化学特性。这五种新化合物的合成有一个共同的前体：2,6-二溴萘四羧酸二酐。我们的研究表明，芳基乙炔基取代基能使萘二亚胺的吸光度发生红移并提高荧光量子产率，从而使这些新化合物成为潜在的有用染料。与萘核直接相连的氰基大大降低了分子的两个第一还原电位。后一种化合物的自由基阴离子具有较大的电子亲和力和稳定性，因此非常适合传输电子或作为电子受体。

  DOI：

  10.1039/b704489e

文献信息

• Process for preparing a crystalline organic semiconductor material
  申请人：BASF SE

  公开号：US10224485B2

  公开（公告）日：2019-03-05

  Provided are a process for preparing a crystalline organic semiconductor material wherein the conditions of crystallization lead to the formation of crystals at the gas liquid interface having advantageous semiconductor properties, the obtained crystalline organic semiconductor material and the use thereof for the production of organic semiconductor devices, in particular organic field effect transistors and organic solar cells.

  本发明提供了一种制备结晶有机半导体材料的工艺，在该工艺中，结晶条件导致在气液界面上形成具有良好半导体特性的晶体，所获得的结晶有机半导体材料及其用于生产有机半导体器件，特别是有机场效应晶体管和有机太阳能电池。
• Organic semiconductor composition comprising a liquid medium
  申请人：BASF SE

  公开号：US10454037B2

  公开（公告）日：2019-10-22

  Disclosed are a novel semiconductor composition comprising at least one organic semiconductor in a liquid medium and the use thereof the production of organic semiconductor devices, in particular organic field effect transistors, organic solar cells, light-emitting diodes and sensors.

  本发明公开了一种新型半导体组合物，该组合物由液体介质中的至少一种有机半导体组成，并利用该组合物生产有机半导体器件，特别是有机场效应晶体管、有机太阳能电池、发光二极管和传感器。
• ORGANIC SEMICONDUCTOR COMPOSITION COMPRISING A LIQUID MEDIUM
  申请人：BASF SE

  公开号：US20170250347A1

  公开（公告）日：2017-08-31

  Disclosed are a novel semiconductor composition comprising at least one organic semiconductor in a liquid medium and the use thereof the production of organic semiconductor devices, in particular organic field effect transistors, organic solar cells, light-emitting diodes and sensors.
• PROCESS FOR PREPARING A CRYSTALLINE ORGANIC SEMICONDUCTOR MATERIAL
  申请人：BASF SE

  公开号：US20170237005A1

  公开（公告）日：2017-08-17

  Provided are a process for preparing a crystalline organic semiconductor material wherein the conditions of crystallization lead to the formation of crystals at the gas liquid interface having advantageous semiconductor properties, the obtained crystalline organic semiconductor material and the use thereof for the production of organic semiconductor devices, in particular organic field effect transistors and organic solar cells.
• [EN] PROCESS FOR PREPARING CRYSTALLINE ORGANIC SEMICONDUCTOR MATERIAL<br/>[FR] PROCÉDÉ DE PRÉPARATION DE MATÉRIAU SEMI-CONDUCTEUR ORGANIQUE CRISTALLIN
  申请人：BASF SE

  公开号：WO2016027218A1

  公开（公告）日：2016-02-25

  Provided are a process for preparing a crystalline organic semiconductor material wherein the conditions of crystallization lead to the formation of crystals at the gas liquid interface having advantageous semiconductor properties, the obtained crystalline organic semiconductor material and the use thereof for the production of organic semiconductor devices, in particular organic field effect transistors and organic solar cells.