1H,1H,2H,2H,3H,3H,4H,4H-perfluorodecyl bromide | 181997-60-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 1H,1H,2H,2H,3H,3H,4H,4H-perfluorodecyl bromide
• 英文别名: 1-bromo-5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluorodecane；5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluorodecylbromide；1-bromo-1H,1H,2H,2H,3H,3H,4H,4H-perfluorodecane；10-Bromo-1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorodecane
• CAS: 181997-60-4
• 化学式: C₁₀H₈BrF₁₃
• 分子量: 455.057
• InChiKey: YRVYJBQNWNWCQB-UHFFFAOYSA-N

物化性质

• 沸点：
  60 °C(Press: 4 Torr)
• 密度：
  1.637±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  1H,1H,2H,2H,3H,3H,4H,4H-perfluorodecyl bromide 在 lithium aluminium tetrahydride 、 四溴化碳 、 potassium carbonate 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 为溶剂， 反应 1.0h， 生成 3,5-bis(1H,1H,2H,2H,3H,3H,4H,4H-perfluorodecan-1-yloxy)benzyl bromide
  参考文献：
  名称：

  Synthesis of Supercritical Carbon Dioxide Soluble Perfluorinated Dendrons for Surface Modification

  摘要：

  The rational design, synthesis, and characterization of a series of novel perfluorinated dendrons 14a,b, 25a,b, 26a,b, and 18 are described. The dendrimers were designed to have a thiol at the focal point for attachment to a gold surface to enable the fabrication of self-assembled monolayers (SAMs). Perfluorinated tails were attached to the periphery to provide solubility in supercritical carbon dioxide, and to increase the hydrophobicity and the stability of self-assembled monolayers formed. Mitsunobu reactions were utilized to provide high-yielding steps allowing large-scale production of the novel dendrimers.

  DOI：

  10.1021/jo070293f
• 作为产物：
  描述：

  ethyl 5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluorodecanoate 在 lithium aluminium tetrahydride 、 硫酸 、 水 、 氢溴酸 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 1H,1H,2H,2H,3H,3H,4H,4H-perfluorodecyl bromide
  参考文献：
  名称：

  Synthèse d'acides ω perfluoroalkylalcanoı̈ques et d'ω perfluoroalkylalcanols

  摘要：

  DOI：

  10.1016/s0022-1139(99)00078-0

文献信息

• Fabrication of self-assembled dendron monolayers
  申请人：Seiko Epson Corporation

  公开号：US07524998B2

  公开（公告）日：2009-04-28

  A dendron (2) comprising a focal point (4) and a plurality of fluorinated end groups (9) is disclosed, including one having a thiol, a silane, a carboxylic acid, a phosphonate or another moiety at the focal point suitable for chemisorption to a substrate (3). A self-assembled monolayer comprising a plurality of dendrons bonded to a substrate and a device comprising the self-assembled monolayer are also disclosed.

  揭示了一种包括一个焦点（4）和多个氟化末端基团（9）的树状分子（2），其中在焦点处具有硫醇、硅烷、羧酸、膦酸酯或其他适用于化学吸附到基底（3）的基团的树状分子。还揭示了一种包括多个与基底结合的树状分子的自组装单分子层，以及包括该自组装单分子层的器件。
• Combined Stabilizing Effects of Trifluoromethyl Groups and Semifluorinated Side Chains on the Thermotropic Liquid‐Crystal Behavior of β‐Enamino Ketone Ligands and Their Bischelate Pd ^II Complexes
  作者：Alexander Martin、Carolin Mügge、Douglas L. Gin、Bertrand Donnio、Wolfgang Weigand

  DOI：10.1002/ejic.201402489

  日期：2014.11

  β-enamino ketone ligands and their corresponding bischelate PdII complexes bearing various combinations of methyl and trifluoromethyl groups at the chelating center as well as peripheral hydrocarbon and perfluorinated side chains were prepared. The effect of these structural modifications on the thermotropic liquid-crystalline behavior of both the ligands and the corresponding metal complexes was studied

  制备了几种线性β-烯氨基酮配体及其相应的双螯合PdII配合物，在螯合中心带有甲基和三氟甲基的各种组合，以及外围烃和全氟侧链。研究了这些结构修饰对配体和相应金属配合物的热致液晶行为的影响。讨论了分子结构与相应热性能之间的关系。正如预期的那样，液晶行为的持久性对两种应用的结构操作都高度敏感。一方面，螯合部分周围空间拥挤的增加显然不利于保持介晶性。另一方面，分子末端的全氟化链偶尔可以恢复它。因此，调节两个结构参数之间的平衡可以精确控制化合物的介晶性质。
• Soft self-assembled sub-5 nm scale chessboard and snub-square tilings with oligo(<i>para</i>-phenyleneethynylene) rods
  作者：Constance Nürnberger、Huanjun Lu、Xiangbing Zeng、Feng Liu、Goran Ungar、Harald Hahn、Heinrich Lang、Marko Prehm、Carsten Tschierske

  DOI：10.1039/c9cc00494g

  日期：——

  X-shaped bolapolyphiles form square liquid crystalline honeycombs with alternating fluorocarbon and carbosilane containing cells separated by walls of the π-conjugated rods.

  X形状的双亲疏水分子形成具有交替氟碳和碳硅烷细胞的正方形液晶蜂窝结构，这些细胞之间由π共轭杆壁分隔。
• Synthesis and mesomorphism of fluoroalkylated organometallic mesogens
  作者：Belkız Bilgin-Eran、Carsten Tschierske、Siegmar Diele、Ute Baumeister

  DOI：10.1039/b511758e

  日期：——

  The first examples of liquid crystalline chloro-bridged dinuclear palladium organyls carrying semiperfluorinated alkyl chains at their peripheries have been synthesised. The liquid crystalline properties were investigated using polarised optical microscopy, differential scanning calorimetry and X-ray scattering. Compounds with six semifluorinated chains and two alkyl chains show hexagonal columnar liquid-crystalline phases with dramatically enhanced mesophase stabilities compared to the related hydrocarbon derivatives, which have only monotropic discotic nematic phases. Compounds with only four semifluorinated alkyl chains and two alkyl chains exhibit enantiotropic smectic A and monotropic smectic C mesophases. Preliminary experiments with mixed systems (eight-chain compounds and six-chain compounds, as well as binary systems with dodecane or TNF) were also carried out.

  目前已合成了第一批液晶氯桥双核钯有机化合物，其外围带有半全氟烷基链。利用偏振光学显微镜、差示扫描量热法和X射线散射研究了液晶特性。与相关烃衍生物（仅具有单向盘状相）相比，具有六个半氟化链和两个烷基链的化合物显示出六边形柱状液晶相，并且介稳相稳定性显著增强。仅具有四个半氟化烷基链和两个烷基链的化合物表现出对映型层状A相和单向层状C相。此外，还进行了混合体系（八链化合物和六链化合物以及十二烷或TNF的二元体系）的初步实验。
• Effect of fluorocarbon chains on the mesomorphic properties of chiral imines and their complexes with copper(II)
  作者：Hale Ocak、Belkız Bilgin-Eran、Carsten Tschierske、Ute Baumeister、Gerhard Pelzl

  DOI：10.1039/b905104j

  日期：——

  The synthesis and mesomorphism of new chiral imine compounds incorporating a fluorocarbon chain which have calamitic molecular shape and their complexes with copper(II) are reported. The liquid crystalline properties were investigated using polarised optical microscopy, differential scanning calorimetry and X-ray diffraction. Imine compounds with a semifluorinated chain and a short chiral chain show chiral smectic mesophases with dramatically enhanced mesophase stabilities compared to the related hydrocarbon derivatives. In addition, the first examples of mesogenic chiral salicylaldiminate copper(II) complexes carrying semifluorinated alkyl chains at their peripheries have been synthesized and their liquid crystalline properties were investigated.

  报道了具有杆状分子形状的新型手性亚胺化合物及其与铜(II)配合物的合成和介晶作用。使用偏光光学显微镜、差示扫描量热法和X射线衍射研究了液晶特性。具有半氟化链和短手性链的亚胺化合物显示出手性近晶中间相，与相关烃衍生物相比，其中间相稳定性显着增强。此外，还合成了第一个在其外围带有半氟化烷基链的介晶手性水杨醛二胺铜(II)配合物，并研究了它们的液晶性质。