2,7-dibromo-9-(1-decyl-undecylidene)-fluorene | 738580-13-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,7-dibromo-9-(1-decyl-undecylidene)-fluorene
• 英文别名: 2,7-dibromo-9-(1'-decylundecylidene)fluorene；2,7-dibromo-9-(bisdecyl-methylene)fluorene；2,7-Dibromo-9-henicosan-11-ylidenefluorene
• CAS: 738580-13-7
• 化学式: C₃₄H₄₈Br₂
• 分子量: 616.563
• InChiKey: FAADJYCHZOLJCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.4
• 重原子数：
  36
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2,7-dibromo-9-(1-decyl-undecylidene)-fluorene 、 2-[9-(1-decyl-undecylidene)-fluoren-2-yl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 在 四(三苯基膦)钯 potassium carbonate 作用下， 以 甲苯 为溶剂， 以70%的产率得到9,9',9''-tris(1-decyl-undecylidene)-[2,2';7',2'']terfluorene
  参考文献：
  名称：

  单分散低聚芴基的合成与光学性能

  摘要：

  报道了第一系列的单分散低聚（芴基）的合成。合成序列设想作为关键步骤，获得（a）通过Ni（cod）2促进合适的7-溴-芴基硼酸酯的均偶联和（b）双-pinacolboronate芴基三聚体和Ni（cod）2形成的四聚体促进了7-溴芴基硼酸酯与0.5当量的相应2,7-二溴芴叉衍生物的偶联。研究了所获得的低聚物的光学性质。在OF3的情况下，将光学性能与适当合成的含芴酮的模型化合物的光学性能进行了比较。

  DOI：

  10.1016/j.tetlet.2008.01.126
• 作为产物：
  描述：

  2,7-dibromo-9-(bis(methylsulfanyl)methylene)fluorene 、 Decylmagnesium bromide 在 dilithium tetrachlorocuprate sodium hydroxide 、 水 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 4.17h， 以68%的产率得到2,7-dibromo-9-(1-decyl-undecylidene)-fluorene
  参考文献：
  名称：

  Process of preparing disubstituted 9-alkylidenefluorenes and derivatives thereof

  摘要：

  公开号：

  EP1468988B1

文献信息

• Synthesis and optical behaviour of monodispersed oligo(fluorenylidene)s
  作者：Roberto Grisorio、Piero Mastrorilli、Giuseppe Ciccarella、Gian Paolo Suranna、Cosimo Francesco Nobile

  DOI：10.1016/j.tetlet.2008.01.126

  日期：2008.3

  The synthesis of the first series of monodispersed oligo(fluorenylidene)s is reported. The synthetic sequence envisages as key steps the obtainment (a) of a bis-pinacolboronate fluorenylidene dimer by a Ni(cod)2 promoted homocoupling of the suitable 7-bromo-fluorenylidene boronic ester and (b) of the bis-pinacolboronate fluorenylidene trimer and tetramer by a Ni(cod)2 promoted coupling of a 7-bromo-fluorenylidene

  报道了第一系列的单分散低聚（芴基）的合成。合成序列设想作为关键步骤，获得（a）通过Ni（cod）2促进合适的7-溴-芴基硼酸酯的均偶联和（b）双-pinacolboronate芴基三聚体和Ni（cod）2形成的四聚体促进了7-溴芴基硼酸酯与0.5当量的相应2,7-二溴芴叉衍生物的偶联。研究了所获得的低聚物的光学性质。在OF3的情况下，将光学性能与适当合成的含芴酮的模型化合物的光学性能进行了比较。
• Process of preparing a disubstituted 9-alkylidenefluorene or a derivative thereof
  申请人：——

  公开号：US20040256616A1

  公开（公告）日：2004-12-23

  The invention relates to a process of preparing disubstituted 9-alkylidenefluorenes and structure analogous compounds, to novel compounds and intermediates prepared by this process, their use for the preparation of conjugated polymers and copolymers thereof, and to novel polymers and copolymers thereby prepared.

  本发明涉及一种制备双取代的9-烷基亚乙烯基芴及类似化合物的过程，以及由该过程制备的新化合物和中间体，它们用于制备共轭聚合物和共聚物，以及由此制备的新聚合物和共聚物。
• Process of preparing disubstituted 9-alkylidenefluorenes and derivatives thereof
  申请人：Merck Patent GmbH

  公开号：EP1468988B1

  公开（公告）日：2006-12-20
• US6943275B2
  申请人：——

  公开号：US6943275B2

  公开（公告）日：2005-09-13
• Alkylidene Fluorene Liquid Crystalline Semiconducting Polymers for Organic Field Effect Transistor Devices
  作者：Martin Heeney、Clare Bailey、Mark Giles、Maxim Shkunov、David Sparrowe、Steve Tierney、Weimin Zhang、Iain McCulloch

  DOI：10.1021/ma049798n

  日期：2004.7.1

  Organic electronic devices comprising arrays of organic field effect transistors (OFETs) are expected to create a range of novel applications for which the ability to be fabricated in large areas, on flexible substrates, with nonconventional shapes, and at low cost are key enabling factors. To improve the electrical performance of such devices, new solution processable organic semiconductors are required with high charge carrier mobilities and environmental stability. This work describes the molecular design of a p-type charge transport liquid crystalline polymer, in an attempt to control the factors responsible for both mobility and stability. Molecules were designed that were able to exhibit closely packed, 7 stacked morphologies, which can result in efficient intermolecular charge hopping and hence high mobility. Molecular manipulation of the conjugated pi electron system was required to optimize the HOMO energy level, to both resist oxidation and be able to readily accept holes from a source electrode.