5,5'-二溴-4,4'-二十四烷基-2,2'-联噻吩 | 888491-16-5

• 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'-二溴-4,4'-二十四烷基-2,2'-联噻吩
• 英文名称: 2,2'-dibromo-3,3'-bis(n-tetradecyl)-5,5'-bithiophene
• 英文别名: 5,5'-Dibromo-4,4'-ditetradecyl-2,2'-bithiophene；2-bromo-5-(5-bromo-4-tetradecylthiophen-2-yl)-3-tetradecylthiophene
• CAS: 888491-16-5
• 化学式: C₃₆H₆₀Br₂S₂
• 分子量: 716.812
• InChiKey: YWKJVWGQFAPEDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.6
• 重原子数：
  40
• 可旋转键数：
  27
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-溴-3-十四烷基噻吩 在 potassium fluoride 、 二(氰基苯)二氯化钯 、 silver nitrate 作用下， 以 二甲基亚砜 为溶剂， 以57%的产率得到5,5'-二溴-4,4'-二十四烷基-2,2'-联噻吩
  参考文献：
  名称：

  Benzo[1,2-b:4,5-b′]dithiophene-based copolymers applied in bottom-contact field-effect transistors

  摘要：

  Three copolymers of benzo[1,2-b:4,5-b ']dithiophene and 3,3'-bis(alkyl)-5,5'-bithiophene (dodecyl, tetradecyl and hexadecyl side chains) have been synthesized through Stille copolymerization. The polymers have number-average molecular weights over 20 kg/mol, are well-packed in the bulk and thin film, and possess an ionization potential of -5.1 eV in thin film, which offers stability versus oxidation in environmental conditions. The thin film packing of the polymer with dodecyl side chains leads to an excimeric emission upon excitation, which is not observed for longer side chain lengths. The presence of the dimers responsible for this excimer formation results in a device performance improvement as well. Field-effect transistors fabricated from these copolymers have On/Off ratios >10(7), equal saturation and linear hole mobilities above 10(-2) cm(2)/Vs, almost no hysteresis and turn-on voltages around 0 V in bottom-contact devices. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.05.022

文献信息

• SEMICONDUCTOR MATERIALS PREPARED FROM DITHIENYLVINYLENE COPOLYMERS
  申请人：Mishra Ashok Kumar

  公开号：US20120217482A1

  公开（公告）日：2012-08-30

  Disclosed are new semiconductor materials prepared from dithienylvinylene copolymers with aromatic or heteroaromatic π-conjugated systems. Such copolymers, with little or no post-deposition heat treatment, can exhibit high charge carrier mobility and/or good current modulation characteristics. In addition, the polymers of the present teachings can possess certain processing advantages such as improved solution-processability and low annealing temperature.

  本发明揭示了由含芳香或杂芳香π-共轭系统的二噻吩乙烯共聚物制备的新型半导体材料。这种共聚物在很少或没有沉积后热处理的情况下，可以表现出高载流子迁移率和/或良好的电流调制特性。此外，本发明所述的聚合物还具有某些加工优点，如改善的溶液加工性和低退火温度。
• NANOPARTICLES
  申请人：THE UNIVERSITY OF MANCHESTER

  公开号：US20160237205A1

  公开（公告）日：2016-08-18

  The present invention relates to nanoparticles of π-conjugated polymers. The present invention also relates to an aqueous composition comprising these polymeric nanoparticles, to processes for making the nanoparticles, and to the use of these nanoparticles in the fabrication of electronic devices and components.

  本发明涉及π-共轭聚合物的纳米颗粒。本发明还涉及包含这些聚合物纳米颗粒的水性组合物，制备纳米颗粒的工艺以及将这些纳米颗粒用于制造电子器件和元件的用途。
• Tuning Electronic and Morphological Properties for High‐Performance Wavelength‐Selective Organic Near‐Infrared Cavity Photodetectors
  作者：Jochen Vanderspikken、Quan Liu、Zhen Liu、Tom Vandermeeren、Tom Cardeynaels、Sam Gielen、Bruno Van Mele、Niko Van den Brande、Benoît Champagne、Koen Vandewal、Wouter Maes

  DOI：10.1002/adfm.202108146

  日期：2022.2

  absorption strength. This is exploited to extend the detection range of organic narrow-band photodetectors with a full-width-at-half-maximum of 30–38 nm to wavelengths between 840 and 1340 nm, yielding detectivities in the range of 5 × 1011 to 1.75 × 1010 Jones, despite the low CT state energy of 0.98 eV. The broad wavelength tuning range achieved using a single polymer:fullerene blend renders this system

  将紧凑型光谱近红外 (NIR) 光探测器结合到各种可穿戴和手持设备中开辟了新的应用，例如现场医疗诊断。为了超出硅的检测窗口，即超过 1000 nm，有机半导体因其可调谐吸收而极具吸引力。特别是，有机 NIR 波长选择检测器通过将表现出弱分子间电荷转移 (CT) 吸收的供体：受体薄膜结合到光学微腔结构中来实现。在这项工作中，众所周知的 PBTTT 供体聚合物的烷基侧链被烷氧基取代基取代，从而使聚合物的 CT 吸收发生红移：PC 61BM 混合。结果表明，当改变一半的侧链时，PBTTT 聚合物独特的富勒烯插层特征得以保留，从而使聚合物：富勒烯界面面积最大化，从而使 CT 吸收强度最大化。这被用来将有机窄带光电探测器的探测范围扩大到 30-38 nm 的半峰宽到 840 和 1340 nm 之间的波长，从而产生 5 × 10 11到 1.75范围内的探测率× 10 10琼斯，尽管 CT 态能量为
• Semiconductor materials prepared from dithienylvinylene copolymers
  申请人：BASF SE

  公开号：EP2626375A1

  公开（公告）日：2013-08-14

  Disclosed are new semiconductor materials prepared from dithienylvinylene copolymers with aromatic or heteroaromatic π-conjugated systems. Such copolymers, with little or no post-deposition heat treatment, can exhibit high charge carrier mobility and/or good current modulation characteristics. In addition, the polymers of the present teachings can possess certain processing advantages such as improved solution-processability and low annealing temperature.

  所公开的是由具有芳香族或杂芳族 π 共轭体系的二噻吩乙烯共聚物制备的新型半导体材料。这种共聚物几乎不需要沉积后热处理，就能表现出高电荷载流子迁移率和/或良好的电流调制特性。此外，本发明的聚合物还具有某些加工优势，如改善的溶液加工性和较低的退火温度。
• Solution-processable indenofluorenes and methods to generate solution-processable indenofluorenes
  申请人：International Business Machines Corporation

  公开号：US11312820B2

  公开（公告）日：2022-04-26

  In an embodiment, a composition is provided that includes an indenofluorene moiety; an alkyl radical, an aryl radical, or a heteroaryl radical chemically bound to the indenofluorene moiety; and an electron donor moiety bound to the indenofluorene moiety. In another embodiment, a device is provided that includes compositions described herein. In another embodiment, a method of forming a donor-acceptor small molecule or a donor-acceptor copolymer is provided that includes forming an indenofluorene moiety; forming an electron donor moiety; and reacting the indenofluorene moiety with the electron donor moiety in a cross-coupling reaction.

  在一个实施方案中，提供了一种组合物，其中包括茚芴分子；与茚芴分子化学结合的烷基、芳基或杂芳基；以及与茚芴分子结合的电子供体分子。在另一个实施方案中，提供了一种包括本文所述组合物的装置。在另一个实施方案中，提供了一种形成供体-受体小分子或供体-受体共聚物的方法，该方法包括形成茚芴分子；形成电子供体分子；以及在交叉偶联反应中使茚芴分子与电子供体分子反应。