4-[(1-pyrenyl)methoxy]phthalonitrile | 1350474-14-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 4-[(1-pyrenyl)methoxy]phthalonitrile
• 英文别名: 4-(pyren-1-ylmethoxy)phthalonitrile；4-(1-pyrenylmethoxy)phthalonitrile
• CAS: 1350474-14-4
• 化学式: C₂₅H₁₄N₂O
• 分子量: 358.399
• InChiKey: ORXZYCJVZDDGIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.91
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  56.81
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-[(1-pyrenyl)methoxy]phthalonitrile 在 lithium 、 盐酸 、 水 作用下， 以 戊醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 、 、 、
  参考文献：
  名称：

  Synthesis and photophysical properties phthalocyanine–pyrene dyads

  摘要：

  Metal-free, zinc (II) and nickel(II) phthalocyanines (3-5) with a 1-pyrenylmethoxy substituent on each benzo group were prepared from 4-(1-pyrenylmethoxy)phthalonitrile (2). The new compounds have been characterized by elemental analyses, IR, UV/vis, mass and H-1 NMR spectroscopy. The electronic spectra exhibit an intense pi-pi* transition of pyrene unit identity together with characteristic Q and B bands of the phthalocyanine core. The energy transfer to phthalocyanine core and radiative decays of the pyrene emission and phthalocyanine core were examined. Energy transfer through methoxy bridges has been confirmed by ultraviolet irradiation of pyrene antenna leading to red light emission in 3 and 4. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.08.013
• 作为产物：
  描述：

  1-芘甲醛 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 为溶剂， 反应 22.0h， 生成 4-[(1-pyrenyl)methoxy]phthalonitrile
  参考文献：
  名称：

  使用基于BODIPY，pyr和酞菁的结合物进行细胞成像

  摘要：

  已经合成了旨在吸收光谱的蓝色/绿色区域并发射绿色/红色区域的荧光探针（以二重体-五重体的形式），并通过分光荧光法进行了研究，并用于细胞成像。酞菁的芘的合成1用pyrenyldicyanobenzene的cyclotetramerization实现，而酞菁类BODIPY 2c中通过的Sonogashira tetraiodophthalocyanine和内消旋- alkynylBODIPY之间偶联合成。从pyr甲醛和二甲基吡咯开始，将标准的四步BODIPY合成应用于BODIPY- py dyad 3。1 H，13 C，19 F，11BNMR，ICP，MS和UV / Vis光谱分析表明2c是BODIPY-Pc共轭物的混合物，对应于每个Pc单元平均BODIPY为2.5 BODIPY的比例，其中其bis，tris，tetrakis组分无法分离。荧光发射研究（THF中的μM浓度）表明，探针的设计允许

  DOI：

  10.1016/j.bmc.2017.11.050

文献信息

• Distribution of single-walled carbon nanotubes in pyrene containing liquid crystalline asymmetric zinc phthalocyanine matrix
  作者：Sinem Tuncel、Esra Nur Kaya、Mahmut Durmuş、Tamara Basova、Ayşe Gül Gürek、Vefa Ahsen、Hikmat Banimuslem、Aseel Hassan

  DOI：10.1039/c3dt52736k

  日期：——

  A novel pyrene containing asymmetric Zn(II) phthalocyanine (AB3 type) was synthesized and characterized by various spectroscopic techniques as well as elemental analysis. A symmetric polyoxyethylene substituted Zn(II) phthalocyanine (B4 type) derivative was also prepared in order to compare the properties and determine the effect of the pyrene group on the phthalocyanine molecule. Composites of synthesized zinc(II) phthalocyanine–single wall carbon nanotubes (ZnPc–SWCNTs) containing 1 and 2 wt% carbon nanotubes were prepared by mixing these two components in dichloromethane followed by removal of the solvent and drying under vacuum. The liquid crystalline properties of the pure compounds and their composites were investigated in comparison with symmetric polyoxyethylene substituted Zn(II) phthalocyanine (B4 type) by using polarized optical microscopy, differential scanning calorimetry and X-ray diffraction analysis. The distribution of the SWCNTs in the ordered matrix of the columnar mesophase of these derivatives was studied by the method of polarized Raman spectroscopy and scanning electron microscopy (SEM). It was shown that the nature of the mesophases was not altered in these composites. The I(V) dependencies for the films deposited onto interdigitated electrodes were measured and it was shown that the lateral conductivity tends to increase with increasing SWCNT concentration.

  合成了一种新型含芘不对称锌（II）酞菁（AB3 型），并通过各种光谱技术和元素分析对其进行了表征。同时还制备了一种对称的聚氧乙烯取代锌（II）酞菁（B4 型）衍生物，以比较其性质并确定芘基对酞菁分子的影响。将合成的锌(II)酞菁-单壁碳纳米管（ZnPc-SWCNTs）在二氯甲烷中混合，然后除去溶剂并在真空中干燥，制备出含有 1 和 2 wt%碳纳米管的复合材料。通过偏振光学显微镜、差示扫描量热法和 X 射线衍射分析，将纯化合物及其复合材料与对称聚氧乙烯取代锌（II）酞菁（B4 型）进行比较，研究了它们的液晶特性。利用偏振拉曼光谱和扫描电子显微镜（SEM）的方法研究了这些衍生物的柱状介相有序基体中 SWCNT 的分布。结果表明，在这些复合材料中，介相的性质没有改变。测量了沉积在交错电极上的薄膜的 I(V) 相关性，结果表明横向电导率随着 SWCNT 浓度的增加而增加。