4,4'-(2,2'-oxybis(ethane-2,1-diyl)bis(oxy))bis(methylene)bis(bromobenzene) | 441799-30-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,4'-(2,2'-oxybis(ethane-2,1-diyl)bis(oxy))bis(methylene)bis(bromobenzene)
• 英文别名: 1-Bromo-4-[2-[2-[(4-bromophenyl)methoxy]ethoxy]ethoxymethyl]benzene
• CAS: 441799-30-0
• 化学式: C₁₈H₂₀Br₂O₃
• 分子量: 444.163
• InChiKey: CDCALBBXRTUKQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,4'-(2,2'-oxybis(ethane-2,1-diyl)bis(oxy))bis(methylene)bis(bromobenzene) 在 sodium periodate 、 potassium acetate 、 magnesium sulfate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 甲苯 为溶剂， 反应 47.5h， 生成 4-Methyl-2-[4-[2-[2-[[4-(4-methyl-1,3,2-dioxaborolan-2-yl)phenyl]methoxy]ethoxy]ethoxymethyl]phenyl]-1,3,2-dioxaborolane
  参考文献：
  名称：

  Malleable and Self-Healing Covalent Polymer Networks through Tunable Dynamic Boronic Ester Bonds

  摘要：

  Despite numerous strategies involving dynamic covalent bond exchange for dynamic and self-healing materials, it remains a challenge to be able to tune the malleability and self-healing properties of bulk materials through simple small molecule perturbations. Here we describe the use of tunable rates of boronic ester transesterification to tune the malleability and self-healing efficiencies of bulk materials. Specifically, we used two telechelic diboronic ester small molecules with variable transesterification kinetics to dynamically cross-link 1,2-diol-containing polymer backbones. The sample cross-linked with fast-exchanging diboronic ester showed enhanced malleability and accelerated healing compared to the slow-exchanging variant under the same conditions. Our report demonstrates the possibility of transferring small molecule kinetics to dynamic properties of bulk solid material and may serve as a guide for the rational design of tunable dynamic materials.

  DOI：

  10.1021/jacs.5b03551
• 作为产物：
  描述：

  对溴溴苄 、 二乙二醇 在 sodium hydride 作用下， 生成 4,4'-(2,2'-oxybis(ethane-2,1-diyl)bis(oxy))bis(methylene)bis(bromobenzene)
  参考文献：
  名称：

  基于硼氧化合物网络的可回收、坚固且具有高度延展性的热固性材料

  摘要：

  传统的热固性材料具有良好的材料特性，但无法再加工且难以回收。小分子环硼氧烷已被证明会发生可逆的交换反应。在本文中，我们采用硼烷作为动态交联来构建一种新型的热固性材料，该材料强度高、延展性高且可回收利用。描述了环硼氧烷网络的合成和动态机械性能。在水中加热后，该材料可以循环回其单体。凭借众多可调变量，我们预计该系统将成为开发一系列新动态材料的平台。

  DOI：

  10.1021/jacs.8b03257

文献信息

• Boroxine based dynamic thermosetting polymers
  申请人：The Regents of the University of California

  公开号：US11370889B2

  公开（公告）日：2022-06-28

  The disclosure provides for dynamic thermosetting polymers comprising boroxine crosslinks that exhibit unusual mechanical behavior by being strong, highly malleable, recyclable and fully reprocessable. The disclosure further provides methods of making the thermosetting polymers and applications thereof.

  本公开提供了包含硼氧烷交联的动态热固性聚合物，这种聚合物具有强度高、延展性强、可回收和完全可再加工等特点，表现出不同寻常的机械性能。本发明还提供了制造这种热固性聚合物的方法及其应用。
• An Enaminone-Directed Benzannulation/Macrocyclization Approach to Cyclophane Ring Systems
  作者：F. Christopher Pigge、Fatemeh Ghasedi、Nigam P. Rath

  DOI：10.1021/jo0256181

  日期：2002.6.1

  A straightforward and modular preparative approach to 1,3,5-triaroylbenzene-based functionalized cyclophane ring systems has been developed. The key cyclophane-forming macrocyclization reaction was accomplished during the course of a regioselective cross-benzannulation between bis(aryl ethynyl) ketone and enaminone reactants. Macrocyclic products with ring sizes ranging from 18-to 22-membered were successfully constructed. The composition of the tether connecting the two aryl ethynyl ketone fragments can be easily varied; consequently, this method is suitable for construction of a diverse range of structurally distinct cyclophane products. To illustrate this feature, cyclophanes possessing xylyl, alkyl, di(ethylene triamine), and di(ethylene oxy) bridging units were synthesized in isolated yields of 11-46%. Three new cyclophanes (calixarene-like macrocyles 8 and 9, as well as crownophane 18) were structurally characterized by X-ray diffractometry.
• BOROXINE BASED DYNAMIC THERMOSETTING POLYMERS
  申请人：The Regents of the University of California

  公开号：US20190352469A1

  公开（公告）日：2019-11-21

  The disclosure provides for dynamic thermosetting polymers comprising boroxine crosslinks that exhibit unusual mechanical behavior by being strong, highly malleable, recyclable and fully reprocessable. The disclosure further provides methods of making the thermosetting polymers and applications thereof.