N,N'-bis(1H,1H-perfluorobutyl)-1,7-dicyanoperylene-3,4:9,10-bis(dicarboxamide)

• 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: N,N'-bis(1H,1H-perfluorobutyl)-1,7-dicyanoperylene-3,4:9,10-bis(dicarboxamide)
• 英文别名: N,N'-bis(1H,1H-perfluorobutyl)-1,7-dicyano-perylene-3,4:9,10-bis(dicarboximide)；N,N′-bis(perfluorobutyl)-1,7-dicyanoperylene-3,4:9,10-bis(dicarboximide)；PDIF-(CN)2；1,7-Dicyano-N,N'-bis(2,2,3,3,4,4,4-heptafluorobutyl)perylene-3,4:9,10-bis(dicarbimide)；7,18-bis(2,2,3,3,4,4,4-heptafluorobutyl)-6,8,17,19-tetraoxo-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaene-11,22-dicarbonitrile
• 化学式: C₃₄H₁₀F₁₄N₄O₄
• 分子量: 804.455
• InChiKey: TULREIQOGMNKIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  56
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  1,7-二溴-3,4,9,10-苝四羧基双酐 在 1,1'-双(二苯基膦)二茂铁 、 tris-(dibenzylideneacetone)dipalladium(0) 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 N-甲基吡咯烷酮 为溶剂， 反应 19.0h， 生成 N,N'-bis(1H,1H-perfluorobutyl)-1,7-dicyanoperylene-3,4:9,10-bis(dicarboxamide)
  参考文献：
  名称：

  具有多种处理能力的高迁移率空气稳定型n型半导体：dicyanoperylene-3,4：9,10-bis（dicarboximides）。

  摘要：

  DOI：

  10.1002/anie.200461324

文献信息

• Perylene n-type semiconductors and related devices
  申请人：Marks J. Tobin

  公开号：US20050176970A1

  公开（公告）日：2005-08-11

  Mono- and diimide perylene and naphthalene compounds, N- and core-substituted with electron-withdrawing groups, for use in the fabrication of various device structures.

  单亚胺和二亚胺苝和萘化合物，N-和核取代为电子受体基团，用于制备各种器件结构。
• 1,6- and 1,7-Regioisomers of Dicyano-Substituted Perylene Bisimides: Synthesis, Optical and Electrochemical Properties
  作者：Hsing-Yang Tsai、Che-Wei Chang、Chi-Wei Lin、Kew-Yu Chen

  DOI：10.1002/jccs.201400191

  日期：2015.3

  dicyano‐substituted perylene bisimides (1,6‐C and 1,7‐C) were synthesized and successfully isolated from their regioisomeric mixture using conventional methods of separation, and subsequently characterized by 400 MHz 1H NMR spectroscopy. This is the first time that the 1,6‐dicyanoperylene bisimide 1,6‐C has been obtained in pure form. Moreover, the optical and electrochemical properties of 1,6‐C and 1,7‐C

  在这项研究中，合成了二氰基取代的bi双酰亚胺（1,6- C和1,7- C）的1,6-和1,7-区域异构体，并使用常规分离方法成功地从它们的区域异构体混合物中分离出来，随后通过400 MHz 1 H NMR谱表征。这是首次以纯净形式获得1,6-二氰基亚丙基双酰亚胺1,6- C。此外，1,6-光学和电化学性能Ç和1,7- Ç被认为是几乎相同的。报告了对两种染料进行的随时间变化的密度泛函理论计算，以合理化其电子结构和光学性质。
• 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 n-Channel Transistors Based on Core-Cyanated Perylene Carboxylic Diimide Derivatives
  作者：R. Thomas Weitz、Konstantin Amsharov、Ute Zschieschang、Esther Barrena Villas、Dipak K. Goswami、Marko Burghard、Helmut Dosch、Martin Jansen、Klaus Kern、Hagen Klauk

  DOI：10.1021/ja074675e

  日期：2008.4.1

  Five core-cyanated perylene carboxylic diimides end-functionalized with fluorine-containing linear and cyclic substituents have been synthesized and employed in the fabrication of air-stable n-channel organic thin-film field-effect transistors with carrier mobilities up to 0.1 cm(2)/Vs. The relationships between molecular structure, thin-film morphology, substrate temperature during vacuum deposition, transistor performance, and air stability have been investigated. Our experiments led us to conclude that the role of the fluorine functionalization in the air-stable n-channel operation of the transistors is different than previously thought.