11-[2,5-bis(bromomethyl)-4-methoxyphenoxy]undecyl acetate | 443919-81-1

• 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: 11-[2,5-bis(bromomethyl)-4-methoxyphenoxy]undecyl acetate
• CAS: 443919-81-1
• 化学式: C₂₂H₃₄Br₂O₄
• 分子量: 522.318
• InChiKey: IIBCEFQYRAEZBH-UHFFFAOYSA-N

物化性质

• 沸点：
  530.8±45.0 °C(Predicted)
• 密度：
  1.312±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.94
• 重原子数：
  28.0
• 可旋转键数：
  16.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  11-[2,5-bis(bromomethyl)-4-methoxyphenoxy]undecyl acetate 在 sodium hydroxide 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 32.0h， 生成 11-(2,5-bis{(E)-2-[4-(diethylamino)phenyl]ethenyl}-4-methoxyphenoxy)-1-undecanol
  参考文献：
  名称：

  Five Orders-of-Magnitude Enhancement of Two-Photon Absorption for Dyes on Silver Nanoparticle Fractal Clusters

  摘要：

  Strong enhancement of the two-photon absorption of organic molecules near silver nanoparticle fractal clusters has been observed and has been exploited to yield composite materials with very strong two-photon absorption and two-photon-excited fluorescence properties. Measurements on cluster films coated with chromophoric polymer or with thiol-bound chromophores give spatially-averaged enhancements of 1000 and 20 000, respectively. Two-photon fluorescence microscopy studies show that the enhancements are spatially inhomogeneous, with peak-enhancement factors of greater than or equal to 10 000 (polymer/cluster) and greater than or equal to 160 000 (thiol chromophore/cluster), and excitation frequency dependent. These results are in accord with theoretical predictions of local-field effects due to strong localization of collective plasmon modes in fractal metal clusters, and demonstrate an approach to ultrasensitive two-photon processes.

  DOI：

  10.1021/jp014675f
• 作为产物：
  描述：

  11-溴-1-十一醇 在 氢溴酸 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 49.0h， 生成 11-[2,5-bis(bromomethyl)-4-methoxyphenoxy]undecyl acetate
  参考文献：
  名称：

  Five Orders-of-Magnitude Enhancement of Two-Photon Absorption for Dyes on Silver Nanoparticle Fractal Clusters

  摘要：

  Strong enhancement of the two-photon absorption of organic molecules near silver nanoparticle fractal clusters has been observed and has been exploited to yield composite materials with very strong two-photon absorption and two-photon-excited fluorescence properties. Measurements on cluster films coated with chromophoric polymer or with thiol-bound chromophores give spatially-averaged enhancements of 1000 and 20 000, respectively. Two-photon fluorescence microscopy studies show that the enhancements are spatially inhomogeneous, with peak-enhancement factors of greater than or equal to 10 000 (polymer/cluster) and greater than or equal to 160 000 (thiol chromophore/cluster), and excitation frequency dependent. These results are in accord with theoretical predictions of local-field effects due to strong localization of collective plasmon modes in fractal metal clusters, and demonstrate an approach to ultrasensitive two-photon processes.

  DOI：

  10.1021/jp014675f

文献信息

• Ultrabright Supramolecular Beacons Based on the Self-Assembly of Two-Photon Chromophores on Metal Nanoparticles
  作者：Francesco Stellacci、Christina A. Bauer、Timo Meyer-Friedrichsen、Wim Wenseleers、Seth R. Marder、Joseph W. Perry

  DOI：10.1021/ja0281277

  日期：2003.1.1

  Silver nanoparticles coated with a self-assembled layer of approximately 2500 chromophoric alkylthiol ligands, that exhibit a huge per particle two-photon absorption cross section (2.7 x 10-45 cm4 s photon-1) and a high fluorescence quantum yield (0.33), are reported. Polyfunctionalized variants of these nanoparticles have been produced that show reasonable solubility in water/ethanol mixtures. By virtue of the large number of tethered chromophores, these particles act as strongly two-photon absorbing nanobeacons and may have applications in fluorescence imaging and sensing.