2-(4-(bis(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)methyl)phenoxy)ethan-1-ol | 1444405-23-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-(bis(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)methyl)phenoxy)ethan-1-ol
• CAS: 1444405-23-5
• 化学式: C₂₅H₃₄N₂O₂
• 分子量: 394.557
• InChiKey: FSMXEBVNELWFSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.25
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  61.04
• 氢给体数：
  3.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(4-(bis(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)methyl)phenoxy)ethan-1-ol 在 三氟化硼乙醚 、 四氯苯醌 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.03h， 以318 mg的产率得到2,6-diethyl-4,4-difluoro-8-(4-(2-hydroxyethoxy)phenyl)-1,3,5,7-tetramethyl-4-bora-3a,4adiaza-s-indacene
  参考文献：
  名称：

  Ultrabright Fluorescent Polymeric Nanoparticles Made from a New Family of BODIPY Monomers

  摘要：

  Four novel BODIPY derivatives (pi-) functionalized by different polymerizable groups, styrene (S), phenyl acrylate (PhA), ethyl methacrylate (EtMA) and ethyl acrylate (EtA) have been synthesized. Following a formerly established one-pot RAFT miniemulsion polymerization process (Grazon Macromol. Rapid Commun. 2011, 32, 699-705), the fluorophores were copolymerized in a controlled way at 2.6 mol % with styrene in water. On the basis of the polymerization-induced self-assembly (PISA) principle, the copolymers assembled during their formation into fluorescent nanoparticles. The distribution of the fluorescent monomers along the polymer backbone was monitored by kinetic studies of the copolymerization reaction. Fluorescent stationary and time-resolved spectroscopy was then performed on both the monomers and the nanoparticles (NPs) and the observed differences are discussed in view of the distribution of the fluorescent monomers in the polymer chain. With two of the novel fluorescent monomers (pi S and pi PhA), the brightness of the NPs could be significantly improved (by a factor 2) compared to particles comprising the other BODIPY monomers. The obtained particles were 200 to 2000 times brighter than usual quantum dots and 40 to 300 times brighter than most of the fluorescent polymeric nanoparticles reported in the literature.

  DOI：

  10.1021/ma400590q
• 作为产物：
  描述：

  2,4-二甲基-3-乙基吡咯 、 4-(2-羟基乙氧基)苯甲醛 在 三氟乙酸 、 calcium chloride 作用下， 以 二氯甲烷 为溶剂， 生成 2-(4-(bis(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)methyl)phenoxy)ethan-1-ol
  参考文献：
  名称：

  Ultrabright Fluorescent Polymeric Nanoparticles Made from a New Family of BODIPY Monomers

  摘要：

  Four novel BODIPY derivatives (pi-) functionalized by different polymerizable groups, styrene (S), phenyl acrylate (PhA), ethyl methacrylate (EtMA) and ethyl acrylate (EtA) have been synthesized. Following a formerly established one-pot RAFT miniemulsion polymerization process (Grazon Macromol. Rapid Commun. 2011, 32, 699-705), the fluorophores were copolymerized in a controlled way at 2.6 mol % with styrene in water. On the basis of the polymerization-induced self-assembly (PISA) principle, the copolymers assembled during their formation into fluorescent nanoparticles. The distribution of the fluorescent monomers along the polymer backbone was monitored by kinetic studies of the copolymerization reaction. Fluorescent stationary and time-resolved spectroscopy was then performed on both the monomers and the nanoparticles (NPs) and the observed differences are discussed in view of the distribution of the fluorescent monomers in the polymer chain. With two of the novel fluorescent monomers (pi S and pi PhA), the brightness of the NPs could be significantly improved (by a factor 2) compared to particles comprising the other BODIPY monomers. The obtained particles were 200 to 2000 times brighter than usual quantum dots and 40 to 300 times brighter than most of the fluorescent polymeric nanoparticles reported in the literature.

  DOI：

  10.1021/ma400590q