1-(4-溴丁氧基甲基)芘 | 392286-83-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 中文名称: 1-(4-溴丁氧基甲基)芘
• 英文名称: 1-((4-bromobutoxy)methyl)pyrene
• 英文别名: 1-[(4-Bromobutoxy)methyl]pyrene；1-(4-bromobutoxymethyl)pyrene
• CAS: 392286-83-8
• 化学式: C₂₁H₁₉BrO
• 分子量: 367.285
• InChiKey: ZFEXRVFZGLLAHH-UHFFFAOYSA-N

物化性质

• 沸点：
  500.2±33.0 °C(Predicted)
• 密度：
  1.391±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 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-(4-溴丁氧基甲基)芘 以 乙酸乙酯 、 乙腈 为溶剂， 反应 24.0h， 生成 4,4'-(1,3-phenylenebis(methylene))bis(1-(4-(pyren-1-ylmethoxy)butyl)-1,4-diazoniabicyclo[2.2.2]octane)
  参考文献：
  名称：

  1,4-Diazobicyclo(2,2,2)octane-modified multi-ammonium derivatives as ratiometric fluorescent sensors for lipopolysaccharide

  摘要：

  A series of pyrene derivatives bearing multi-quaternary ammonium 1,4-diazobicyclo(2,2,2)octane groups were synthesised as ratiometric fluorescent sensors for lipopolysaccharide (LPS) in aqueous solution. Ratiometric changes in fluorescence spectra of the sensors were observed from the pyrene monomerexcimer conversion which is modulated by the supramolecular self-assembly between sensors and LPS. These sensors show high selectivity towards LPS with the detection limit down to tens of nanomolar levels. The interaction mechanism between the sensors and LPS was also discussed.

  DOI：

  10.1080/10610278.2012.732224
• 作为产物：
  描述：

  1-芘甲醛 在 甲醇 、 sodium tetrahydroborate 、 十六烷基三甲基溴化铵 、 sodium hydroxide 作用下， 生成 1-(4-溴丁氧基甲基)芘
  参考文献：
  名称：

  1,4-Diazobicyclo(2,2,2)octane-modified multi-ammonium derivatives as ratiometric fluorescent sensors for lipopolysaccharide

  摘要：

  A series of pyrene derivatives bearing multi-quaternary ammonium 1,4-diazobicyclo(2,2,2)octane groups were synthesised as ratiometric fluorescent sensors for lipopolysaccharide (LPS) in aqueous solution. Ratiometric changes in fluorescence spectra of the sensors were observed from the pyrene monomerexcimer conversion which is modulated by the supramolecular self-assembly between sensors and LPS. These sensors show high selectivity towards LPS with the detection limit down to tens of nanomolar levels. The interaction mechanism between the sensors and LPS was also discussed.

  DOI：

  10.1080/10610278.2012.732224

文献信息

• A new supramolecular POSS electroluminescent material
  作者：Yu-Lin Chu、Chih-Chia Cheng、Ya-Ping Chen、Ying-Chieh Yen、Feng-Chih Chang

  DOI：10.1039/c2jm00095d

  日期：——

  A new polyhedral oligomeric silsesquioxane (POSS) core star-like supramolecular blue-light electroluminescent material, 4-uracilbutyl-1-methylpyrene ether (U-PY)/octakis[dimethyl(N-(6-acetamidopyridin-2 yl))siloxy] silsesquioxane (ODAP-POSS) has been synthesized. This U-PY/ODAP-POSS contains eight pyrene chromophore arms formed through complementary uracil-diamidopyridine (U-DAP) pairs and exhibits high quantum efficiencies and good solution processing properties. The photoluminescence spectra of U-PY/ODAP-POSS (50/50) reveal that the color is stable after heating the sample at 150 °C for 1 h, in contrast, the pyrene/ODAP-POSS (50/50) shows significant thermal quenching. An electroluminescence (EL) device based on U-PY/ODAP-POSS exhibits higher maximum brightness and higher luminance efficiency relative to that of the U-PY. In addition, U-PY/ODAP-POSS also behaves as an effective dopant that enhances energy transfer from itself to MEH-PPV. The U-PY/ODAP-POSS-doped MEH-PPV blends exhibit high luminance efficiency, 1.45 times greater than MEH-PPV.

  合成了一种新的多面体低聚硅烷(聚硅氧烷)核心星形超分子蓝光电致发光材料，4-尿嘧啶丁基-1-甲基芘醚(U-PY)/八聚[二甲基(N-(6-乙酰氨基吡啶-2-基))硅氧]聚硅氧烷(ODAP-POSS)。该U-PY/ODAP-POSS包含八个通过互补的尿嘧啶-二酰氨基吡啶(U-DAP)对形成的芘色素臂，表现出高量子效率和良好的溶液加工性能。U-PY/ODAP-POSS (50/50)的光致发光谱显示，样品在150°C加热1小时后颜色稳定，而芘/ODAP-POSS (50/50)则表现出显著的热淬火。基于U-PY/ODAP-POSS的电致发光(EL)器件相对于U-PY表现出更高的最大亮度和更高的亮度效率。此外，U-PY/ODAP-POSS还作为一种有效的掺杂剂，增强了其自身向MEH-PPV的能量转移。掺杂U-PY/ODAP-POSS的MEH-PPV混合物展现出高亮度效率，比MEH-PPV高出1.45倍。
• Nickel-catalyzed C–H activation of purine bases with alkyl halides
  作者：Zhixiong Ruan、Debasish Ghorai、Giuseppe Zanoni、Lutz Ackermann

  DOI：10.1039/c7cc05011a

  日期：——

  C–H alkylations of purine nucleosides were achieved by means of user-friendly nickel catalysis with ample substrate scope and high levels of chemo, site and regio control, which among others enabled the direct fluorescent labeling of purines in terms of late stage diversification.

  嘌呤核苷的C–H烷基化是通过用户友好的镍催化，具有足够的底物范围以及高水平的化学，位点和区域控制来实现的，其中包括在后期多样化方面可以直接对嘌呤进行荧光标记。
• Recognition of substituted cytosine derivatives by the base pairing with guanine connected to pyrene
  作者：Takahiro Kawai、Masashi Ikegami、Kiyohiko Kawai、Tetsuro Majima、Yoshinobu Nishimura、Tatsuo Arai

  DOI：10.1016/j.cplett.2005.03.057

  日期：2005.5

  The association constant between guanine and a series of cytosine derivatives in dichloromethane was determined by fluorescence quenching experiment of pyrene connected to guanine with methylene spacer. The association constant for guanine with 5-methyl-cytosine is found to be higher than that with cytosine. This enables us to distinguish target cytosine from its derivatives. (c) 2005 Elsevier B.V. All rights reserved.
• 1,4-Diazobicyclo(2,2,2)octane-modified multi-ammonium derivatives as ratiometric fluorescent sensors for lipopolysaccharide
  作者：Wenwen Zhao、Jiasheng Wu、Weimin Liu、Pengfei Wang

  DOI：10.1080/10610278.2012.732224

  日期：2013.2

  A series of pyrene derivatives bearing multi-quaternary ammonium 1,4-diazobicyclo(2,2,2)octane groups were synthesised as ratiometric fluorescent sensors for lipopolysaccharide (LPS) in aqueous solution. Ratiometric changes in fluorescence spectra of the sensors were observed from the pyrene monomerexcimer conversion which is modulated by the supramolecular self-assembly between sensors and LPS. These sensors show high selectivity towards LPS with the detection limit down to tens of nanomolar levels. The interaction mechanism between the sensors and LPS was also discussed.