1-pyrenebutyl acrylate | 877066-81-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1-pyrenebutyl acrylate
• 英文别名: 4-(pyren-1-yl)butyl acrylate；4-(Pyren-1-YL)butyl prop-2-enoate；4-pyren-1-ylbutyl prop-2-enoate
• CAS: 877066-81-4
• 化学式: C₂₃H₂₀O₂
• 分子量: 328.411
• InChiKey: XOYPDEVOCWZGPN-UHFFFAOYSA-N

物化性质

• 沸点：
  512.3±29.0 °C(Predicted)
• 密度：
  1.190±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-(1-芘基)-1-丁醇 、 丙烯酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 1-pyrenebutyl acrylate
  参考文献：
  名称：

  波长分辨 PhotoATRP

  摘要：

  光诱导可逆失活自由基聚合（RDRP）的仔细映射是其在软物质材料设计中应用的先决条件。在这里，我们使用纳秒脉冲激光聚合 (PLP) 探索光化学诱导原子转移自由基聚合 (ATRP) 的波长依赖性行为。丙烯酸甲酯在相同光子通量下的光化学反应性在转化率、数均分子量和所得聚合物的分散性方面与铜 (II) 催化剂在 305-550 nm 范围内的吸收光谱相对应。我们观察到作用光谱相对于铜 (II) 催化剂的吸收光谱发生红移。数均分子量和分散度均表现出波长依赖性，而分子量和转化率保持线性相关。报告的数据允许明智地选择 photoATRP 的最佳波长。

  DOI：

  10.1021/jacs.1c11259

文献信息

• PEGDA-based luminescent polymers prepared by frontal polymerization
  作者：Javier Illescas、Yessica S. Ramírez-Fuentes、Gerardo Zaragoza-Galán、Pasquale Porcu、Alberto Mariani、Ernesto Rivera

  DOI：10.1002/pola.27768

  日期：2015.12.15

  ABSTRACTFrontal polymerization (FP) of poly(ethylene glycol) diacrylate (PEGDA) was carried out using benzoyl peroxide (BPO) as radical initiator. In addition, a pyrene containing monomer, 1‐pyrenebutyl acrylate (PyBuAc), was incorporated as a fluorescent probe in order to obtain luminescent materials with different chromophore contents. The resulting polymers were characterized by FT‐IR spectroscopy in the solid state and their thermal properties were determined by thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). Moreover, the optical properties of these materials were studied by absorption and fluorescence spectroscopy. The maximum amount of the incorporated pyrene‐containing monomer into the polymer matrix was limited to 1 wt % by the polymerization process. The obtained labeled polymers poly(PEGDA‐co‐PyBuAc) exhibited a broad absorption band at 345 nm. The fluorescence spectra of these polymers exhibited mainly “monomer emission” so that no excimer emission was observed. It is possible to tune the color of the emitted light by varying the pyrene content in the samples. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 2890–2897
• Rational Design of Single-Chain Polymeric Nanoparticles That Kill Planktonic and Biofilm Bacteria
  作者：Thuy-Khanh Nguyen、Shu Jie Lam、Kitty K. K. Ho、Naresh Kumar、Greg G. Qiao、Suhelen Egan、Cyrille Boyer、Edgar H. H. Wong

  DOI：10.1021/acsinfecdis.6b00203

  日期：2017.3.10

  Infections caused by multidrug-resistant bacteria are on the rise and, therefore, new antimicrobial agents are required to prevent the onset of a postantibiotic era. In this study, we develop new antimicrobial compounds in the form of single-chain polymeric nanoparticles (SCPNs) that exhibit excellent antimicrobial activity against Gram-negative bacteria (e.g., Pseudomonas aeruginosa) at micromolar concentrations (e.g., 1.4 mu M) and remarkably kill =99.99% of both planktonic cells and biofilm within an hour. Linear random copolymers, which comprise oligoethylene glycol (OEG), hydrophobic, and amine groups, undergo self-folding in aqueous systems due to intramolecular hydrophobic interactions to yield these SCPNs. By systematically varying the hydrophobicity of the polymer, we can tune the extent of cell membrane wall disruption, which in turn governs the antimicrobial activity and rate of resistance acquisition in bacteria. We also show that the incorporation of OEG groups into the polymer design is essential in preventing complexation with proteins in biological medium, thereby maintaining the antimicrobial efficacy of the compound even in in vivo mimicking conditions. In comparison to the last-resort antibiotic colistin, our lead agents have a higher therapeutic index (by ca. 23 times) and hence better biocompatibility. We believe that the SCPNs developed here have potential for clinical applications and the information pertaining to their structureactivity relationship will be valuable toward the general design of synthetic antimicrobial (macro)molecules.
• Wavelength-Resolved PhotoATRP
  作者：Martina Nardi、Eva Blasco、Christopher Barner-Kowollik

  DOI：10.1021/jacs.1c11259

  日期：2022.1.26

  The careful mapping of photoinduced reversible-deactivation radical polymerizations (RDRP) is a prerequisite for their applications in soft matter materials design. Here, we probe the wavelength-dependent behavior of photochemically induced atom transfer radical polymerization (ATRP) using nanosecond pulsed-laser polymerization (PLP). The photochemical reactivities at identical photon fluxes of methyl

  光诱导可逆失活自由基聚合（RDRP）的仔细映射是其在软物质材料设计中应用的先决条件。在这里，我们使用纳秒脉冲激光聚合 (PLP) 探索光化学诱导原子转移自由基聚合 (ATRP) 的波长依赖性行为。丙烯酸甲酯在相同光子通量下的光化学反应性在转化率、数均分子量和所得聚合物的分散性方面与铜 (II) 催化剂在 305-550 nm 范围内的吸收光谱相对应。我们观察到作用光谱相对于铜 (II) 催化剂的吸收光谱发生红移。数均分子量和分散度均表现出波长依赖性，而分子量和转化率保持线性相关。报告的数据允许明智地选择 photoATRP 的最佳波长。