5,5'-双（（5-全氟己基）噻吩-2-基）-2,2'-联噻吩 | 446043-85-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 中文名称: 5,5'-双（（5-全氟己基）噻吩-2-基）-2,2'-联噻吩
• 英文名称: 5,5'''-bisperfluorohexyl-2,2':5',2'':5'',2'''-quaterthiophene
• 英文别名: 5,5'''-bis(tridecafluorohexyl)-2,2':5',2'':5'',2'''-quaterthiophene；5,5'''-diperfluorohexyl-2,2':5',2'':5'',2'''-quaterthiophene；2-(1,1,2,2,3,3,4,4,5,5,6,6,6-Tridecafluorohexyl)-5-[5-[5-[5-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophene
• CAS: 446043-85-2
• 化学式: C₂₈H₈F₂₆S₄
• 分子量: 966.594
• InChiKey: UBMTYFFPSPVBSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.3
• 重原子数：
  58
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  30

安全信息

• WGK Germany：
  3

反应信息

• 作为产物：
  描述：

  5-全氟己基-5'-溴-2,2'-二噻吩 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 caesium carbonate 、 异丙醇 、 维生素 C 作用下， 120.0 ℃ 、14.0 MPa 条件下， 反应 1.0h， 以21.8%的产率得到5,5'-双（（5-全氟己基）噻吩-2-基）-2,2'-联噻吩
  参考文献：
  名称：

  用超临界二氧化碳作为绿色溶剂合成和纯化5,5′-双（三氟氟己基）-2,2′：5′，2″：5″，2′-四噻吩的一种新方法n型有机半导体材料

  摘要：

  我们研究了5,5′-双（三氟铝己基）-2,2′：5′，2″：5″，2′-四噻吩（BFH-4 T，n型有机半导体材料）的合成及纯化使用超临界二氧化碳（scCO 2）作为绿色溶剂。BFH-4T通过TDAE在良好的选择性和高收率获得/的PdCl 2催化的5-溴-5'的还原偶合反应- （十三氟）-2,2'-二噻吩在SCCO 2。我们还通过将scCO 2传递到反应容器中而成功建立了反应混合物的纯化方法。产物为BFH-4T的黄色粉末，纯度大于99％，并且不包含Pd催化剂。

  DOI：

  10.1016/j.tetlet.2017.12.071

文献信息

• Building Blocks for N-Type Molecular and Polymeric Electronics. Perfluoroalkyl- versus Alkyl-Functionalized Oligothiophenes (nTs; <i>n</i> = 2−6). Systematic Synthesis, Spectroscopy, Electrochemistry, and Solid-State Organization
  作者：Antonio Facchetti、Myung-Han Yoon、Charlotte L. Stern、Geoffrey R. Hutchison、Mark A. Ratner、Tobin J. Marks

  DOI：10.1021/ja048988a

  日期：2004.10.1

  The synthesis, comparative physicochemical properties, and solid-state structures of five oligothiophene (nT) series differing in substituent nature and attachment, regiochemistry, and oligothiophene core length (n) are described. These five series include the following 25 compounds: (i) alpha,omega-diperfluorohexyl-nTs 1 (DFH-nTs, n = 2-6), (ii) beta,beta'-diperfluorohexyl-nTs 2 (isoDFH-nTs, n = 2-6)

  描述了在取代基性质和连接、区域化学和低聚噻吩核心长度 (n) 方面不同的五个低聚噻吩 (nT) 系列的合成、比较物理化学性质和固态结构。这五个系列包括以下 25 种化合物：(i) alpha,omega-diperfluorohexyl-nTs 1 (DFH-nTs, n = 2-6), (ii) beta,beta'-diperfluorohexyl-nTs 2 (isoDFH-nTs, n = 2-6), (iii) α,omega-二己基-nTs 3 (DH-nTs, n = 2-6), (iv) β,β'-二己基-nTs 4 (isoDH-nTs, n = 2- 6)，和 (v) 未取代的低聚噻吩 5（alphanTs，n = 2-6）。所有新化合物均通过元素分析、质谱和多核 NMR 光谱进行表征。为了定量地探讨和解决共轭核取代的化学和区域化学如何影响分子和固态特性，通过差示扫描量
• n-Type Thiophene Semiconductors
  申请人：Marks Tobin J.

  公开号：US20080293937A1

  公开（公告）日：2008-11-27

  The new fluorocarbon-functionalized and/or heterocycle-modified polythiophenes, in particular, α,ω-diperfluorohexylsexithiophene DFH-6T can be straightforwardly prepared in high yield and purity. Introduction of such modifications to a thiophene core affords enhanced thermal stability and volatility, and increased electron affinity versus the unmodified compositions of the prior art. Evaporated films behave as n-type semiconductors, and can be used to fabricate thin film transistors with FET mobilities ˜0.01 cm 2 /Vs—some of the highest reported to date for n-type organic semiconductors.

  新的氟碳功能化和/或杂环改性的聚噻吩，特别是α,ω-双氟己基六噻吩DFH-6T可以直接高产率和纯度制备。将这些修饰引入到噻吩核心可以提高热稳定性和挥发性，增加电子亲和力，相比先前艺术中未经修改的组分。蒸发膜表现为n型半导体，可用于制备具有FET迁移率˜0.01 cm2/Vs的薄膜晶体管-这是迄今为止报道的n型有机半导体中最高的一些值。
• CONDUCTIVE POLYMER ELECTRODES, WIRING ELEMENTS, AND USE THEREOF IN HEALTH AND SPORTS MONITORING
  申请人：University of Connecticut

  公开号：US20180014780A1

  公开（公告）日：2018-01-18

  Disclosed herein are conductive polymer electrodes and wiring elements for use as the conductive element in health monitoring applications, and more specifically to conductive polymer fabric electrodes or conductive polymer fabric wiring elements for use as the conductive element in pads for health monitoring applications and other wearable monitoring systems.
• A SUBSTRATE WITH A POLAR ELASTOMER DIELECTRIC AND A METHOD OF COATING A SUBSTRATE WITH A POLAR ELASTOMER DIELECTRIC
  申请人：CORNING INCORPORATED

  公开号：US20200115584A1

  公开（公告）日：2020-04-16

  A polar elastomer dielectric layer is formed on a substrate by dynamically dispensing a solution containing the polar elastomer on the substrate and curing it at an elevated temperature. The polar elastomer can include poly(vinylidene fluoride-co-hexa-fluoropropylene) (e-PVDF-HFP). They dynamic dispensing process can include spinning the substrate at a first speed, depositing the polar elastomer solution on the substrate, and spinning the substrate at a second speed.
• DEVICE AND METHOD FOR NEUROSTIMULATION
  申请人：RAMOT AT TEL-AVIV UNIVERSITY LTD.

  公开号：US20200316370A1

  公开（公告）日：2020-10-08

  An efficient nanoscale semiconducting optoelectronic system, containing a P/N acceptor donor organic hetrojunction which is optimized for neuronal stimulation—an organic electrolytic photocapacitor. The devices comprise a thin (80 nm) trilayer of metal and p-n semiconducting organic nanocrystals. When illuminated in physiological solution, these metal-semiconductor devices charge up, transducing light pulses into localized displacement currents that are strong enough to electrically stimulate neurons with safe light intensities.