四(4-羧乙基氧基苯基)乙烯 | 1306201-16-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 四(4-羧乙基氧基苯基)乙烯
• 英文名称: 2,2',2'',2'''-((ethene-1,1,2,2-tetrayltetrakis(benzene-4,1-diyl))tetrakis(oxy))tetraacetic acid
• 英文别名: 2,2',2'',2'''-((Ethene-1,1,2,2-tetrayltetrakis(benzene-4,1-diyl))tetrakis(oxy))tetraacetic acid；2-[4-[1,2,2-tris[4-(carboxymethoxy)phenyl]ethenyl]phenoxy]acetic acid
• CAS: 1306201-16-0
• 化学式: C₃₄H₂₈O₁₂
• 分子量: 628.589
• InChiKey: PZISKVVTXSIUMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  46
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  186
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  四(4-羧乙基氧基苯基)乙烯 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以91 %的产率得到sodium 2,2′,2″,2‴-((ethane-1,1,2,2-tetrakis(benzene-4,1-diyl)))tetrakis(oxy)tetraacetate
  参考文献：
  名称：

  10.1039/d4ob00478g

  摘要：

  DOI：

  10.1039/d4ob00478g
• 作为产物：
  描述：

  tetraethyl 2,2′,2″,2‴-((ethane-1,1,2,2-tetrakis(benzene-4,1-diyl)))tetrakis-(oxy)tetraacetate 在 水 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以82%的产率得到四(4-羧乙基氧基苯基)乙烯
  参考文献：
  名称：

  由四苯基乙烯四羧酸和双（吡啶）通过电荷辅助氢键制备的半导体有机组件

  摘要：

  晶体工程原理已应用于酸官能化四苯基乙烯衍生物和三种不同双（吡啶）[4,4'-双（吡啶基）乙烯、4,4'-双（吡啶基）乙烷之间的超分子组装的构建，和 4,4'-联吡啶]。每个组件都有结构特征，每个样品内的电荷转移相互作用在视觉上是显而易见的。量子化学计算用于确定晶体带结构和带隙大小，并使用导电探针原子力显微镜（CP-AFM）测量材料的电性能。晶体显示出电荷载流子能力，并且半导体的大小作为双（吡啶）组分中的共轭函数而系统地变化。结合 4,4'-双（吡啶基）乙烯和 4,

  DOI：

  10.1021/ja203001z

文献信息

• A General Strategy To Construct Fluorogenic Probes from Charge-Generation Polymers (CGPs) and AIE-Active Fluorogens through Triggered Complexation
  作者：Changhua Li、Tao Wu、Chunyan Hong、Guoqing Zhang、Shiyong Liu

  DOI：10.1002/anie.201105735

  日期：2012.1.9

  Trip the light of plastic: An aqueous fluorogenic sensing system consisting of selective and specific analyte‐triggerable charge‐generation polymers (CGPs) and a negatively charged aggregation‐induced emission active fluorogen (TPE‐COOH4) is presented. In the presence of a triggering analyte of interest, the CGPs undergo electrostatic complexation with TPE‐COOH4 leading to intense fluorescence emission

  轻触塑料：介绍了一种水性荧光传感系统，该系统由选择性的和特定的可触发分析物的电荷生成聚合物（CGP）和带负电荷的聚集诱导的发射活性氟（TPE-COOH 4）组成。在存在感兴趣的触发分析物的情况下，由于TPE-COOH 4的聚集，CGP与TPE-COOH 4发生静电络合，导致强烈的荧光发射。
• A Fluorogenic Probe with Aggregation-Induced Emission Characteristics for Carboxylesterase Assay through Formation of Supramolecular Microfibers
  作者：Xiaojing Wang、Huan Liu、Jingwen Li、Kaiguo Ding、Zhonglin Lv、Yonggang Yang、Hong Chen、Xinming Li

  DOI：10.1002/asia.201301326

  日期：2014.3

  Herein, we report a novel fluorescent “light‐up” probe useful for carboxylesterase assay that is based on a tetraphenylethylene derivative containing carboxylic ester groups. The specific cleavage of the carboxylic ester bonds by carboxylesterase results in the generation of a relatively hydrophobic moiety that self‐assembles into supramolecular microfibers, thus giving rise to “turn‐on” fluorescent signals

  在本文中，我们报告了一种新型的荧光“发光”探针，该探针可用于基于基于羧酸酯基团的四苯基乙烯衍生物的羧酸酯酶测定。羧酸酯酶对羧酸酯键的特异性切割导致产生相对疏水的部分，该部分自组装成超分子微纤维，从而产生“开启”荧光信号。实现了对羧酸酯酶的高灵敏度，检测限低至29 p M，这远低于基于其他荧光方法的相应检测方法。
• Self-assembly of supramolecular polymers in water from tetracationic and tetraanionic monomers in water through cooperative electrostatic attraction and aromatic stacking
  作者：Ya-Kun Zhao、Zhong-Zheng Gao、Hui Wang、Dan-Wei Zhang、Zhan-Ting Li

  DOI：10.1016/j.cclet.2018.10.016

  日期：2019.1

  The cooperative electrostatic attraction and pi-pi aromatic stacking interactions between tetrahedral tetrapyridinium TP and three tetraanionic tetraphenylethylene derivatives TPE-1 similar to 3 led to the formation of a new kind of supramolecular polymer networks in water, which have been confirmed by H-1 NMR, fluorescence, isothermal titration calorimetric (ITC) and dynamic light scattering (DLS) experiments. ITC studies show that the contributions of enthalpy and entropy were comparable, reflecting the importance of hydrophobicity in driving the intermolecular aromatic stacking. DLS experiments indicate that the linear supramolecular polymers formed by these tetratopic monomers further aggregated into networks of 10(2)-nm size. (C) 2018 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
• Jellyfish-inspired smart tetraphenylethene lipids with unique AIE fluorescence, thermal response, and cell membrane interaction
  作者：Yujie Zheng、Yu Li、Changsheng Ke、Mojie Duan、Lijun Zhu、Xin Zhou、Minghui Yang、Zhong-Xing Jiang、Shizhen Chen

  DOI：10.1039/d3tb02068a

  日期：2024.2.28

  Smart lipids with fluorescence emission, thermal response, and polyethylene glycolation (PEGylation) functions can be highly valuable for formulation, image-traceable delivery, and targeted release of payloads.
• Semiconducting Organic Assemblies Prepared from Tetraphenylethylene Tetracarboxylic Acid and Bis(pyridine)s via Charge-Assisted Hydrogen Bonding
  作者：Pradeep P. Kapadia、Lindsay R. Ditzler、Jonas Baltrusaitis、Dale C. Swenson、Alexei V. Tivanski、F. Christopher Pigge

  DOI：10.1021/ja203001z

  日期：2011.6.8

  tetraphenylethylene derivative and three different bis(pyridine)s [4,4'-bis(pyridyl)ethylene, 4,4'-bis(pyridyl)ethane, and 4,4'-bipyridine]. Each assembly was structurally characterized, and charge transfer interactions within each sample were visually apparent. Quantum chemical calculations were used to determine crystal band structure and band gap magnitude, and electrical properties of the materials were measured

  晶体工程原理已应用于酸官能化四苯基乙烯衍生物和三种不同双（吡啶）[4,4'-双（吡啶基）乙烯、4,4'-双（吡啶基）乙烷之间的超分子组装的构建，和 4,4'-联吡啶]。每个组件都有结构特征，每个样品内的电荷转移相互作用在视觉上是显而易见的。量子化学计算用于确定晶体带结构和带隙大小，并使用导电探针原子力显微镜（CP-AFM）测量材料的电性能。晶体显示出电荷载流子能力，并且半导体的大小作为双（吡啶）组分中的共轭函数而系统地变化。结合 4,4'-双（吡啶基）乙烯和 4,