bis-N,N'-(2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)-3,4,9,10-perylenetetracarboxylic diimide | 500883-28-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: bis-N,N'-(2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)-3,4,9,10-perylenetetracarboxylic diimide
• 英文别名: bis-N,N'-(2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)perylenetetracarboxylic diimide；bis-N,N’-(2-(2-(2-(2-thioacetylethoxy)ethoxy)ethoxy)ethyl)-3,4,9,10-perylene tetracarboxylic diimide；2,9-Bis-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethyl)-anthra[2,1,9-def;6,5,10-d'e'f']diisoquinoline-1,3,8,10-tetraone；7,18-bis[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl]-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone
• CAS: 500883-28-3
• 化学式: C₄₀H₄₂N₂O₁₂
• 分子量: 742.78
• InChiKey: XVDISNGHUIHYGO-UHFFFAOYSA-N

物化性质

• 沸点：
  907.7±65.0 °C(Predicted)
• 密度：
  1.404±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  54
• 可旋转键数：
  22
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  171
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  bis-N,N'-(2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)-3,4,9,10-perylenetetracarboxylic diimide 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到bis-N,N'-(2-(2-(2-(2-(2-cyanoethyl-N,N-diisopropylphosphoramido)ethoxy)ethoxy)ethoxy)ethyl)-3,4,9,10-perylenetetracarboxylic diimide
  参考文献：
  名称：

  可调节的分子装配编码直接的反应路径。

  摘要：

  DOI：

  10.1002/anie.200802606
• 作为产物：
  描述：

  四乙二醇单对甲苯磺酸酯 在 sodium azide 、 水 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二甲基亚砜 、 乙腈 为溶剂， 反应 46.0h， 生成 bis-N,N'-(2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)-3,4,9,10-perylenetetracarboxylic diimide
  参考文献：
  名称：

  To Fold or to Assemble?

  摘要：

  We introduce a new class of foldable oligomers consisting of alternating rigid and flexible regions. The rigid segments overlap to give pi-stacked folded conformers whose formation is driven mostly by pi-pi molecular orbital overlaps. As the oligomer concentration increases, the folded molecular structures further self-assemble into larger nanostructures. The dynamic processes of folding and self-organization are monitored with absorption, fluorescence, and NMR spectroscopies. Our results show that folding dominates at low concentrations (< approximately 1 mM) and precedes self-assembly, which occurs over the initial concentration range of approximately 1-100 mM.

  DOI：

  10.1021/ja027186h

文献信息

• Folded Perylene Diimide Loops as Mechanoresponsive Motifs
  作者：Hanna Traeger、Yoshimitsu Sagara、Derek J. Kiebala、Stephen Schrettl、Christoph Weder

  DOI：10.1002/anie.202105219

  日期：2021.7.12

  A supramolecular mechanophore that can be integrated into polymers and indicates deformation by a fluorescence color change is reported. Two perylene diimides (PDIs) were connected by a short spacer and equipped with peripheral atom transfer polymerization initiators. In the idle state, the motif folds into a loop and its emission is excimer dominated. Poly(methyl acrylate) (PMA) chains were grown

  报道了一种可以集成到聚合物中并通过荧光颜色变化指示变形的超分子机械团。两个苝二酰亚胺 (PDI) 通过短间隔物连接并配备外围原子转移聚合引发剂。在空闲状态下，主题折叠成一个循环，其发射受准分子支配。聚（丙烯酸甲酯）（PMA）链从基序中生长出来，含有机械团的聚合物与未改性的 PMA 混合，以提供在变形时显示出视觉上可辨别的荧光颜色变化的材料，这会导致环展开。响应是即时的，并且与施加的应变呈线性相关。
• Chemomechanical-force-induced folding–unfolding directly controls distinct fluorescence dual-color switching
  作者：Jian Chen、Adam W. Ziegler、Baoming Zhao、Wei Wan、Alexander D. Q. Li

  DOI：10.1039/c7cc01643c

  日期：——

  Molecular folding and unfolding switch fluorescence color from orange to green; this molecular actuation-induced fluorescence color switching is highly reversible and shows remarkable fatigue resistance.

  分子的折叠和展开可以将荧光颜色从橙色变为绿色；这种受分子驱动的荧光颜色切换具有高度可逆性，并显示出显著的抗疲劳性。
• Foldable polymers as probes
  申请人：Washington State University Research Foundation

  公开号：US07238792B2

  公开（公告）日：2007-07-03

  Disclosed herein are novel probes, which can be used to detect and identify target molecules of interest in a sample. The disclosed probes can be used to monitor conformational changes induced by molecular recognition events in addition to providing signaling the presence and/or identity of a target molecule. Methods, including solid phase synthesis techniques, for making probe molecules that exhibit changes in their optical properties upon target molecule binding are described in the disclosure. Also disclosed herein are novel chromophore moieties, which have tailored fluorescent emission spectra.

  本文披露了一种新型探针，可用于检测和识别样本中感兴趣的目标分子。所披露的探针可用于监测由分子识别事件引起的构象变化，同时提供信号表明目标分子的存在和/或身份。本文描述了用于制备探针分子的方法，包括固相合成技术，这些探针分子在与目标分子结合时会发生光学性质的变化。本文还披露了一种新型色团基团，其具有定制的荧光发射光谱。
• LYOTROPIC CHROMOPHORIC COMPOUNDS, LIQUID CRYSTAL SYSTEMS AND OPTICALLY ANISOTROPIC FILMS
  申请人：Wang Shuangxi

  公开号：US20110013124A1

  公开（公告）日：2011-01-20

  Lyotropic chromophoric compounds comprised of a naphthalimide derivative, a perylene-3,4-dicarboxylic imide derivative, or a perylenetetracarboxylic diimide derivative are described. The compounds can be used to form liquid crystal systems possessing high quality optical properties. The resulting liquid crystal systems are readily applied onto a substrate to obtain optically isotropic or anisotropic, at least partially crystalline films applicable in various fields.

  描述了由萘酰亚胺衍生物、苝-3,4-二羧酰亚胺衍生物或苝四羧二亚胺衍生物构成的亲水性色素化合物。这些化合物可用于形成具有高质量光学性能的液晶系统。所得的液晶系统可轻松涂覆在基底上，以获得在各个领域中可应用的具有光学各向同性或各向异性、至少部分结晶的薄膜。
• Cyclization and Catenation Directed by Molecular Self-Assembly
  作者：Wei Wang、LiQiong Wang、Bruce J. Palmer、Gregory J. Exarhos、Alexander D. Q. Li

  DOI：10.1021/ja061826p

  日期：2006.8.1

  conditions. The perylene cyclic dimer and its concatenated tetramer were characterized using both structural methods (NMR, mass spectroscopy) and photophysical measurements (UV-vis spectroscopy). Kinetic analyses offer informative insights about reaction pathways and possible mechanisms, which lead to the formation of complex concatenated rings. Molecular dynamic behaviors of both the monocyclic dimer and the

  我们在这里报告分子自组装可以有效地指导和增强特定的反应途径。利用苝 pi-pi 叠加弱吸引力，我们成功地从单体双-N,N'-(2-(2-(2-(2)) 的动态自组装合成了苝双酰亚胺大环二聚体和连接的二聚体-二聚体环-硫代乙酰乙氧基)乙氧基)乙氧基)乙基)苝四羧酸二酰亚胺。单环闭合和二聚体-二聚体环连接是通过二硫键的形成完成的，二硫键在碱性脱乙酰条件下很容易被空气氧化触发。苝环状二聚体及其串联四聚体使用结构方法（核磁共振、质谱）和光物理测量（紫外-可见光谱）进行表征。动力学分析提供了有关反应途径和可能机制的信息，这会导致复杂的串联环的形成。使用 NWChem 分子动力学软件模块对单环二聚体和串联二聚体-二聚体环的分子动力学行为进行建模，该模块显示了单环二聚体和串联四聚体的不同堆积活性。