5-azidocyclooct-1-ene

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 5-azidocyclooct-1-ene
• 英文别名: 5-azido-1-cyclooctene；5-Azido-1-cyclooctene；5-azidocyclooctene
• 化学式: C₈H₁₃N₃
• 分子量: 151.211
• InChiKey: PZIZTGOMQUDWJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-azidocyclooct-1-ene 在 potassium hydroxide 、 sodium hydroxide 、 三氯化磷 作用下， 以 甲醇 、 二氯甲烷 、 水 、 氯苯 、 甲苯 为溶剂， 反应 56.5h， 生成 tetrakis[cyclohexyl(methyl)amino]phosphonium methoxide
  参考文献：
  名称：

  Phosphonium-Functionalized Polyethylene: A New Class of Base-Stable Alkaline Anion Exchange Membranes

  摘要：

  A tetrakis(dialkylamino)phosphonium cation was evaluated as a functional group for alkaline anion exchange membranes (AAEMs). The base stability of [P(N(Me)Cy)(4)](+) was directly compared to that of [BnNMe3](+) in 1 M NaOD/CD3OD. The high base stability of [P(N(Me)Cy)(4)](+) relative to [BnNMe3](+) inspired the preparation of AAEM materials composed of phosphonium units attached to polyethylene. The AAEMs (hydroxide conductivity of 22 +/- 1 mS cm(-1) at 22 degrees C) were prepared using ring-opening metathesis polymerization, and their stabilities were evaluated in 15 M KOH at 22 degrees C and in 1 M KOH at 80 degrees C.

  DOI：

  10.1021/ja307466s
• 作为产物：
  描述：

  5-bromocyclooct-1-ene 在 sodium azide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以65%的产率得到5-azidocyclooct-1-ene
  参考文献：
  名称：

  适用于坚固的碱性阴离子交换膜的阳离子金属电解质

  摘要：

  化学惰性，机械韧性强的阳离子金属聚电解质被概念化并设计为耐用的阴离子交换膜（AEM）。含钴ce的环辛烯与三唑作为唯一的连接基团的开环易位聚合（ROMP），然后进行骨架加氢，产生了新型AEM，其具有类似于聚乙烯的骨架和碱稳定的钴ce阳离子用于离子迁移。这些AEM表现出出色的热，化学和机械稳定性，以及高离子电导率。

  DOI：

  10.1002/anie.201712387

文献信息

• Alkaline Stability of Low Oxophilicity Metallopolymer Anion‐Exchange Membranes
  作者：Kanika Aggarwal、Saja Bsoul、John C. Douglin、Songlin Li、Dario R. Dekel、Charles E. Diesendruck

  DOI：10.1002/chem.202103744

  日期：2022.2

  membranes in electrochemical devices, especially those requiring high alkaline stability. Using the same polymer backbone and NHC ligand, membranes are prepared using low oxophilicity metals such as Cu, Zn, Ni and Au, and their relative alkaline stabilities are compared. The Au(III) metallopolymer demonstrates unparalleled alkaline stability and good ion-conductivity.

  金属聚合物可以解决电化学装置中阴离子交换膜的许多挑战，尤其是那些需要高碱性稳定性的。使用相同的聚合物骨架和 NHC 配体，使用低亲氧性金属（如 Cu、Zn、Ni 和 Au）制备膜，并比较它们的相对碱稳定性。Au(III) 金属聚合物表现出无与伦比的碱性稳定性和良好的离子导电性。
• Preparation of metallocene containing cationic polymers for anion exchange applications
  申请人：University of South Carolina

  公开号：US10940441B2

  公开（公告）日：2021-03-09

  Chemically inert, mechanically tough, cationic metallo-polyelectrolytes designed as durable anion-exchange membranes (AEMs) via ring-opening metathesis polymerization (ROMP) of cobaltocenium-containing cyclooctene with triazole as the only linker group, followed by backbone hydrogenation to provide a new class of AEMs with a polyethylene-like framework and alkaline-stable cobaltocenium cation for ion transport, which exhibit excellent thermal, chemical and mechanical stability, as well as high ion conductivity.

  化学惰性、机械强度高、阳离子金属聚电解质通过环烯烃开环重排聚合（ROMP）设计为耐久的阴离子交换膜（AEMs），其中包含钴铁环离子含有环辛烯和唯一的连接基为三唑，随后进行骨架氢化，提供类似聚乙烯框架和碱稳定的钴铁环阳离子用于离子传输，这些AEMs表现出优异的热化学和机械稳定性以及高离子电导率。
• IONOMERS AND METHODS OF MAKING SAME AND USES THEREOF
  申请人：Coates Geoffrey W.

  公开号：US20130296499A1

  公开（公告）日：2013-11-07

  Phosphazenium-based ionomers and methods of making them are disclosed. The ionomers are useful in making membranes for fuel cells and other devices that benefit from extremely base-stable membranes. The polymers (ionomers) contain repeating units of formula: in which all of R 1 , R 2 , W, Y and Z are hydrocarbon.

  本发明公开了基于磷氮阳离子的离子聚合物及其制备方法。这些离子聚合物可用于制造燃料电池和其他需要极其碱稳定膜的设备的膜。聚合物（离子聚合物）包含如下公式的重复单元：其中R1、R2、W、Y和Z都是碳氢化合物。
• Hayward,R.C.; Whitham,G.H., Journal of the Chemical Society. Perkin transactions I, 1975, p. 2267 - 2270
  作者：Hayward,R.C.、Whitham,G.H.

  DOI：——

  日期：——
• Rational Synthesis of Metallo-Cations Toward Redox- and Alkaline-Stable Metallo-Polyelectrolytes
  作者：Tianyu Zhu、Ye Sha、Horie Adabi Firouzjaie、Xiong Peng、Yujin Cha、D. M. M. Mevan Dissanayake、Mark D. Smith、Aaron K. Vannucci、William E. Mustain、Chuanbing Tang

  DOI：10.1021/jacs.9b12051

  日期：2020.1.15

  Cations are crucial components in emerging functional polyelectrolytes for a myriad of applications. Rapid development in this area necessitates the exploration of new cations with advanced properties. Herein we describe a combination of computational and experimental design of cobaltocene metallo-cations that have distinct electronic and redox properties. One of the direct outcomes on the first synthesis of a complete set of cation derivatives is to discover highly stable cations, which are further integrated to construct metallo-polyelectrolytes as anion-exchange membranes in solid-state alkaline fuel cells. The device performance of these polyelectrolytes under highly basic and oxidative environments is competitive with many organo-polyelectrolytes.