5,5-difluoro-10-(4-((11-methacrylamidoundecyl)oxy)phenyl)-1,3,7,9-tetramethyl-8-sulfo-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium | 1372764-18-5

• 英文名称: 5,5-difluoro-10-(4-((11-methacrylamidoundecyl)oxy)phenyl)-1,3,7,9-tetramethyl-8-sulfo-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium
• CAS: 1372764-18-5
• 化学式: C₃₄H₄₆BF₂N₃O₅S
• 分子量: 657.63
• InChiKey: XDYIFXKYDQXTQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
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• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  5,5-difluoro-10-(4-((11-methacrylamidoundecyl)oxy)phenyl)-1,3,7,9-tetramethyl-8-sulfo-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium 在 碳酸氢钠 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以0.21 g的产率得到
  参考文献：
  名称：

  One-Pot Production of Fluorescent Surface-Labeled Polymeric Nanoparticles via Miniemulsion Polymerization with Bodipy Surfmers

  摘要：

  New molecules combining the functionalities of surface activity, polymerizability, and fluorescent properties within one molecule that could be seen as a fluorescent surfmer (surfactant and monomer) were successfully synthesized. A long hydrocarbon tail capped with a methacrylamide unit was anchored to a mono- or double-sutfonated Bodipy core. Time-resolved fluorescence measurements in aqueous solutions of the dyes enable one to trace the micelle formation and to find strong polarity dependence of fluorescence properties of the dyes. By using these molecules, polystyrene nanoparticles with fluorescent interfaces were synthesized via miniemulsion polymerization. The surfmers can be used alone or as surfactant additional to sodium dodecyl sulfate that provides stable emulsions and dispersions with a wide range (100-250 nm) of realizable particle sizes after polymerization. All synthesized nanoparticles showed bright fluorescence and can be easily investigated with conventional fluorescent confocal microscopy. Only the fluorescence of particles with double-sulfonated surfmer used is strongly sensitive to fluorescent quenchers as sodium iodide or methyl viologene dissolved in the continuous phase. In contrast, the fluorescence of nanoparticles labeled with the monosulfonated surfmer is only weakly quenched that might be explained by specific orientation of the Bodipy core at particle/water interface.

  DOI：

  10.1021/ma300090a
• 作为产物：
  描述：

  5,5-difluoro-10-(4-((11-methacrylamidoundecyl)oxy)phenyl)-1,3,7,9-tetramethyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium 在 氯磺酸 、 2,6-二叔丁基-4-甲基苯酚 作用下， 以 二氯甲烷 为溶剂， 反应 1.75h， 生成 5,5-difluoro-10-(4-((11-methacrylamidoundecyl)oxy)phenyl)-1,3,7,9-tetramethyl-8-sulfo-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium
  参考文献：
  名称：

  One-Pot Production of Fluorescent Surface-Labeled Polymeric Nanoparticles via Miniemulsion Polymerization with Bodipy Surfmers

  摘要：

  New molecules combining the functionalities of surface activity, polymerizability, and fluorescent properties within one molecule that could be seen as a fluorescent surfmer (surfactant and monomer) were successfully synthesized. A long hydrocarbon tail capped with a methacrylamide unit was anchored to a mono- or double-sutfonated Bodipy core. Time-resolved fluorescence measurements in aqueous solutions of the dyes enable one to trace the micelle formation and to find strong polarity dependence of fluorescence properties of the dyes. By using these molecules, polystyrene nanoparticles with fluorescent interfaces were synthesized via miniemulsion polymerization. The surfmers can be used alone or as surfactant additional to sodium dodecyl sulfate that provides stable emulsions and dispersions with a wide range (100-250 nm) of realizable particle sizes after polymerization. All synthesized nanoparticles showed bright fluorescence and can be easily investigated with conventional fluorescent confocal microscopy. Only the fluorescence of particles with double-sulfonated surfmer used is strongly sensitive to fluorescent quenchers as sodium iodide or methyl viologene dissolved in the continuous phase. In contrast, the fluorescence of nanoparticles labeled with the monosulfonated surfmer is only weakly quenched that might be explained by specific orientation of the Bodipy core at particle/water interface.

  DOI：

  10.1021/ma300090a