1-((12-bromododecyl)oxy)-4-iodobenzene | 878476-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-((12-bromododecyl)oxy)-4-iodobenzene
• 英文别名: 1-((12-Bromododecyl)oxy)-4-iodobenzene；1-(12-bromododecoxy)-4-iodobenzene
• CAS: 878476-53-0
• 化学式: C₁₈H₂₈BrIO
• 分子量: 467.228
• InChiKey: XECDGHIPFKQZQA-UHFFFAOYSA-N

物化性质

• 沸点：
  458.4±20.0 °C(Predicted)
• 密度：
  1.414±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-((12-bromododecyl)oxy)-4-iodobenzene 在 四(三苯基膦)钯 、 sodium carbonate 、 potassium carbonate 作用下， 以 乙醇 、 水 、 丙酮 、 甲苯 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  用于大环化和自释放的多孔纳米片组装

  摘要：

  由于从药物发现到纳米材料的各种潜在应用，大环结构是具有挑战性的合成目标。然而，由于线性链折叠的熵惩罚引起的合成困难，它们的使用受到很大限制。在这里，我们报告了具有二维有序内腔的单层多孔纳米片，它们充当高效的大环发生器，改变线性底物以在甲醇水溶液中作为大环释放。具有疏水腔的纳米片以几乎完美的吸收包裹线性基底，进行清洁环化，然后作为纯大环自发释放。从溶液中沉淀出来的大环的自分离导致大环生成的重复循环，

  DOI：

  10.1021/jacs.9b11004
• 作为产物：
  描述：

  1,12-二溴十二烷 、 4-碘苯酚 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 28.0h， 以60.6%的产率得到1-((12-bromododecyl)oxy)-4-iodobenzene
  参考文献：
  名称：

  High efficiency luminescent liquid crystal: aggregation-induced emission strategy and biaxially oriented mesomorphic structure

  摘要：

  将聚集诱导发射的活性发光剂和介质剂合理地结合在一起，可产生固态效率很高的发光液晶，从而解决了在制造发光介质膜时通常会出现的聚集引起的淬灭问题。

  DOI：

  10.1039/c2jm15712h

文献信息

• High efficiency luminescent liquid crystal: aggregation-induced emission strategy and biaxially oriented mesomorphic structure
  作者：Wang Zhang Yuan、Zhen-Qiang Yu、Ping Lu、Chunmei Deng、Jacky W. Y. Lam、Zhiming Wang、Er-Qiang Chen、Yuguang Ma、Ben Zhong Tang

  DOI：10.1039/c2jm15712h

  日期：——

  Rational combination of aggregation-induced emission active luminogens and mesogens generates high solid-state efficiency luminescent liquid crystals, thus resolving the problem of aggregation-caused quenching normally occurs in the fabrication of luminescent mesomorphic films.

  将聚集诱导发射的活性发光剂和介质剂合理地结合在一起，可产生固态效率很高的发光液晶，从而解决了在制造发光介质膜时通常会出现的聚集引起的淬灭问题。
• Characterization of Self-Assembled Monolayers of Fullerene Derivatives on Gold Surfaces:  Implications for Device Evaluations
  作者：Yasuhiro Shirai、Long Cheng、Bo Chen、James M. Tour

  DOI：10.1021/ja063451d

  日期：2006.10.1

  The widely employed approach to self-assembly of fullerene derivatives on gold can be complicated due to multilayer formations and head-to-tail assemblies resulting from the strong fullerene-fullerene and fullerene-gold interactions. These anomalies were not examined in detail in previous studies on fullerene self-assembled monolayers (SAMs) but were clearly detected in the present work using surface characterization techniques including ellipsometry, cyclic voltammetry (CV), and X-ray photoelectron spectroscopy (XPS). This is the first time that SAMs prepared from fullerene derivatives of thiols/thiol esters/disulfides have been analyzed in detail, and the complications due to multilayer formations and head-to-tail assemblies were revealed. Specifically, we designed and synthesized several fullerene derivatives based on thiols, thiol acetates, and disulfides to address the characterization requirements, and these are described and delineated. These studies specifically address the need to properly characterize and control fullerene-thiol assemblies on gold before evaluating subsequent device performances.
• Fullerene/Thiol-Terminated Molecules
  作者：Yasuhiro Shirai、Jason M. Guerrero、Takashi Sasaki、Tao He、Huanjun Ding、Guillaume Vives、Byung-Chan Yu、Long Cheng、Austen K. Flatt、Priscilla G. Taylor、Yongli Gao、James M. Tour

  DOI：10.1021/jo901701j

  日期：2009.10.16

  A series of fullerene-terminated oligo(phenylene ethynylene) (OPEs) have been synthesized for potential use in electronic or optoelectronic device monolayers. Electronic properties such as the energy levels and the distribution of HOMOs and LUMOs of fullerene-terminated OPEs have been calculated using the ab initio method at the B3LYP/6-31G(d) level. The calculations have revealed the concentration of frontier orbitals on the fullerene cage and a narrow distribution of HOMO-LUMO energy gaps. Ultraviolet photoelectron spectroscopy and inverse photoemission spectroscopy studies have been performed to further examine the electronic properties of the fullerene-terminated OPEs on gold surfaces. The obtained broad photoelectron spectra Suggest that there are strong intermolecular interactions in the fullerene self-assembled monolayers, and the small bandgap (similar to 1.5 eV), determined by the photoelectron spectroscopy, indicates the unique nature of the fullerene-terminated OPEs in which the C-60 moiety can be connected to the Au surface through the conjugated OPE backbone.
• 1-((12-Bromododecyl)oxy)-4-((4-(4-pentylcyclohexyl)phenyl)ethynyl) benzene: Liquid crystal with aggregation-induced emission characteristics
  作者：YaFei Chen、JieSheng Lin、WangZhang Yuan、ZhenQiang Yu、Jacky WingYip Lam、Ben Zhong Tang

  DOI：10.1007/s11426-013-4950-5

  日期：2013.9

  The luminescent liquid crystals (LLCs) are expected to solve the conflicts between the aggregation caused quenching and the requirement of aggregation or self-organization for LCs. Herein, we developed a new strategy of applying aggregation-induced emission (AIE) phenomenon to the molecular design of LCs towards LLCs. In this report, a calamitic liquid crystal based on tolane with AIE characteristics was successfully synthesized and the chemical structure was characterized by 1H, 13C NMR, and matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) high-resolution mass spectra. The fluorescence behavior was studied by fluorescence spectroscopy and the liquid crystal phase behaviors were investigated by differential scanning calorimetry (DSC), polarized optical microscopy (POM). The crystal structure was obtained by X-ray diffraction crystallography with P1 space group. Results demonstrated that the sample was AIE active and the LC phases sequence during cooling was nematic, smectic C and smectic B phase.

  发光液晶（LLCs）旨在解决液晶由于聚集引起的淬灭与其对聚集或自组织需求之间的矛盾。在此，我们开发了一种新策略，即将聚集诱导发光（AIE）现象应用于液晶分子的设计上，以实现LLCs。本报告中，成功合成了一种基于对甲苯的具AIE特性的柱状液晶，并通过1H、13C NMR和基质辅助激光解吸/电离飞行时间（MALDI-TOF）高分辨质谱对其化学结构进行了表征。通过荧光光谱学研究了荧光行为，并利用差示扫描量热法（DSC）和偏光光学显微镜（POM）考察了液晶相行为。通过X射线衍射结晶学采用P1空间群获取了晶体结构。结果显示样品具AIE活性，且在冷却过程中，液晶相序列为向列相、层状C相和层状B相。
• Porous Nanosheet Assembly for Macrocyclization and Self-Release
  作者：Xin Liu、Xiaobin Zhou、Bowen Shen、Yongju Kim、Huaxin Wang、Wanting Pan、Jehan Kim、Myongsoo Lee

  DOI：10.1021/jacs.9b11004

  日期：2020.1.29

  structures are challenging synthetic targets owing to various potential applications ranging from drug discovery to nanomaterials. Their use, however, is highly limited due to synthetic difficulties arising from entropic penalty for folding of linear chains. Here we report single-layered porous nanosheets with 2-D ordered internal cavities that act as a highly efficient macrocycle generator, changing linear

  由于从药物发现到纳米材料的各种潜在应用，大环结构是具有挑战性的合成目标。然而，由于线性链折叠的熵惩罚引起的合成困难，它们的使用受到很大限制。在这里，我们报告了具有二维有序内腔的单层多孔纳米片，它们充当高效的大环发生器，改变线性底物以在甲醇水溶液中作为大环释放。具有疏水腔的纳米片以几乎完美的吸收包裹线性基底，进行清洁环化，然后作为纯大环自发释放。从溶液中沉淀出来的大环的自分离导致大环生成的重复循环，