1,3,5-三(4-乙烯苯基)苯 | 944155-02-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,3,5-三(4-乙烯苯基)苯
• 英文名称: 1,3,5-tri(4-vinylphenyl)benzene
• 英文别名: 4,4''-Divinyl-5'-(4-vinylphenyl)-1,1':3',1''-terphenyl；1,3,5-tris(4-ethenylphenyl)benzene
• CAS: 944155-02-6
• 化学式: C₃₀H₂₄
• 分子量: 384.521
• InChiKey: SLQILMMSNMTAQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  苯乙烯 、 1,3,5-三(4-乙烯苯基)苯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium chloride 、 四丁基醋酸铵 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以54%的产率得到1,3,5-tris(stilbenyl) benzene
  参考文献：
  名称：

  Direct Detection of RDX Vapor Using a Conjugated Polymer Network

  摘要：

  1,3,5-Trinitroperhydro-1,3,5-triazine (RDX) is a principal component of plastic explosives used in acts of terrorism and within improvised explosive devices, among others. Approaches to detect RDX compatible with remote, "stand-off" sampling that do not require preconcentration strategies, such as the swabs commonly employed in airports, will benefit military and civilian security. Such detection remains a significant challenge because RDX is 10(3) less volatile than 1,3,5-trinitrotoluene (TNT), corresponding to a parts-pertrillion vapor pressure under ambient conditions. Therefore, while fluorescence quenching of conjugated polymers is sufficiently sensitive to detect TNT vapors, RDX vapor detection is undemonstrated. Here we report a cross-linked phenylene vinylene polymer network whose fluorscence is quenched by trace amounts of RDX introduced from solution or the vapor phase. Fluorescence quenching is reduced, but remains significant, when partially degraded RDX is employed, suggesting that the polymer responds to RDX itself. The polymer network also responds to TNT and PETN similarly introduced from solution or the vapor phase. Pure solvents, volatile amines, and the outgassed vapors from lipstick or sunscreen do not quench polymer fluorscence. The established success of TNT sensors based on fluorescence quenching makes this a material of interest for real-world explosive sensors and will motivate further interest in cross-linked polymers and framework materials for sensing applicaitons.

  DOI：

  10.1021/ja402668e
• 作为产物：
  描述：

  1,3,5-三苯基苯 在 aluminum (III) chloride 、 lithium aluminium tetrahydride 、 2,2,6,6-四甲基哌啶氧化物 、 氢溴酸 、 三氟甲烷磺酸亚铜(I)苯联合体 (2:1) 、 铜 、 溶剂黄146 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 四氢呋喃 、 二硫化碳 、 二氯甲烷 、 乙腈 为溶剂， 反应 112.0h， 生成 1,3,5-三(4-乙烯苯基)苯
  参考文献：
  名称：

  刚性多维烷氧基胺：多功能构建基块库

  摘要：

  从市售前体中以多步法合成了新颖的多维烷氧基胺库，具有很高的收率。简单的步骤可以生成线性，三角形平面，正方形平面和四面体形状的烷氧基胺。这些构建基块可用于经典的由氮氧化物介导的聚合反应，从而导致星形聚合物或氮氧化物交换反应，从而形成动态的可调框架。

  DOI：

  10.1002/ejoc.202001415

文献信息

• CROSS-LINKED POLYMER NETWORKS AND METHODS OF MAKING AND USING SAME
  申请人：CORNELL UNIVERSITY

  公开号：US20160002421A1

  公开（公告）日：2016-01-07

  Cross-linked polymer networks that are at least partially conjugated (e.g., phenylene vinylene polymer networks). The cross-linked polymer networks may be thin-films disposed on a substrate. The cross-linked polymer network may be covalently bonded to the substrate. The cross-linked polymer networks can be used, for example, in methods of detecting explosives (e.g., RDX (cyclotrimethylenetrinitramine)) and degradation products thereof.

  至少部分共轭的交联聚合物网络（例如苯乙烯乙烯聚合物网络）。这些交联聚合物网络可以是薄膜，覆盖在基底上。交联聚合物网络可能与基底形成共价键。这些交联聚合物网络可以用于检测爆炸物（例如RDX（三硝基三甲胺））及其降解产物的方法中。
• 10.1002/cctc.202400951
  作者：Wang, Ying、Ji, Mengyuan、Wu, Guohao、Wang, Yawen、Zhang, Yanhua

  DOI：10.1002/cctc.202400951

  日期：——

  The semi-hydrogenation of terminal alkynes is successfully achieved with NaBH4 catalyzed by recyclable palladium nanowires (PdNWs) under ambient conditions. With only 0.32 mol % of catalyst loading, the reaction gives the hydrogenated products with up to 98 % overall yields, in which 97 % are semi-hydrogenated products. The method expands the application of metal nanomaterials in organic syntheses

  在环境条件下，用可回收钯纳米线 （PdNW） 催化的 NaBH4 成功实现了末端炔烃的半氢化。只需 0.32 mol % 的催化剂负载量，该反应即可使氢化产物的总产率高达 98%，其中 97% 是半氢化产物。该方法扩展了金属纳米材料在有机合成中的应用。
• Rigid Multidimensional Alkoxyamines: A Versatile Building Block Library
  作者：Yannick Matt、Isabelle Wessely、Lisa Gramespacher、Manuel Tsotsalas、Stefan Bräse

  DOI：10.1002/ejoc.202001415

  日期：2021.1.15

  A library of novel, multidimensional alkoxyamines was synthesized in a multistep procedure from commercial precursors with very good yields. The easy procedures lead to linear, trigonal planar, square planar, and tetrahedral shaped alkoxyamines. These building blocks can be used for classical nitroxide mediated polymerization leading to star‐shaped polymers or nitroxide exchange reactions resulting

  从市售前体中以多步法合成了新颖的多维烷氧基胺库，具有很高的收率。简单的步骤可以生成线性，三角形平面，正方形平面和四面体形状的烷氧基胺。这些构建基块可用于经典的由氮氧化物介导的聚合反应，从而导致星形聚合物或氮氧化物交换反应，从而形成动态的可调框架。
• Direct Detection of RDX Vapor Using a Conjugated Polymer Network
  作者：Deepti Gopalakrishnan、William R. Dichtel

  DOI：10.1021/ja402668e

  日期：2013.6.5

  1,3,5-Trinitroperhydro-1,3,5-triazine (RDX) is a principal component of plastic explosives used in acts of terrorism and within improvised explosive devices, among others. Approaches to detect RDX compatible with remote, "stand-off" sampling that do not require preconcentration strategies, such as the swabs commonly employed in airports, will benefit military and civilian security. Such detection remains a significant challenge because RDX is 10(3) less volatile than 1,3,5-trinitrotoluene (TNT), corresponding to a parts-pertrillion vapor pressure under ambient conditions. Therefore, while fluorescence quenching of conjugated polymers is sufficiently sensitive to detect TNT vapors, RDX vapor detection is undemonstrated. Here we report a cross-linked phenylene vinylene polymer network whose fluorscence is quenched by trace amounts of RDX introduced from solution or the vapor phase. Fluorescence quenching is reduced, but remains significant, when partially degraded RDX is employed, suggesting that the polymer responds to RDX itself. The polymer network also responds to TNT and PETN similarly introduced from solution or the vapor phase. Pure solvents, volatile amines, and the outgassed vapors from lipstick or sunscreen do not quench polymer fluorscence. The established success of TNT sensors based on fluorescence quenching makes this a material of interest for real-world explosive sensors and will motivate further interest in cross-linked polymers and framework materials for sensing applicaitons.