1,2,3,4,5-五氟-6-[2,3,5,6-四氟-4-(2,3,4,5,6-五氟苯基)苯基]苯 | 3008-31-9

• 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: 1,2,3,4,5-五氟-6-[2,3,5,6-四氟-4-(2,3,4,5,6-五氟苯基)苯基]苯
• 英文名称: 4-pentafluorophenyl perfluoro biphenyl
• 英文别名: perfluoro p-terphenyl；perfluoro-p-terphenyl；Perfluor-p-terphenyl；1,2,3,4,5-pentafluoro-6-[2,3,5,6-tetrafluoro-4-(2,3,4,5,6-pentafluorophenyl)phenyl]benzene
• CAS: 3008-31-9
• 化学式: C₁₈F₁₄
• 分子量: 482.176
• InChiKey: OZQSEPKJIUMPRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  3.0
• 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：
  14

反应信息

• 作为反应物：
  描述：

  1,2,3,4,5-五氟-6-[2,3,5,6-四氟-4-(2,3,4,5,6-五氟苯基)苯基]苯 在 ruthenium trichloride 作用下， 生成 2,2′,2″,3,3′,3″,5,5′,5″,6,6′,6″-dodecafluoro-1,1′:4′,1″-terphenyl
  参考文献：
  名称：

  全氟低聚（对亚苯基）的光催化

  摘要：

  低聚（对亚苯基）（OPP-n）、联苯（OPP-2）全氟化成对四联苯（OPP-4），导致 OPP-n 的光谱和物理特性发生各种变化；它们的吸收光谱发生低色移，荧光量子产率降低，荧光寿命增加，氧化电位正移。所得全氟化低聚（对亚苯基）（F-OPP-n，n = 3 和 4）显示出光催化水的光还原和苯光氧化为苯酚的光催化活性。用三乙胺作为电子供体和贵金属胶体作为电子介体在 λ > 290 nm 处照射 F-OPP-3 的甲醇水溶液会导致 H2 析出，尽管通过 F-OPP-3−• 不可避免地发生光脱氟到可观的程度。

  DOI：

  10.1246/bcsj.65.3439
• 作为产物：
  描述：

  溴五氟苯 、 十氟联苯 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 27.0h， 以10%的产率得到1,2,3,4,5-五氟-6-[2,3,5,6-四氟-4-(2,3,4,5,6-五氟苯基)苯基]苯
  参考文献：
  名称：

  用于全氟渐变折射率聚合物光纤的掺杂剂

  摘要：

  一种全氟化渐变折射率聚合物光纤 (PFGI-POF) 已开发和制造用于数据通信，以提供高带宽、易于端接和布线。在 PFGI-...

  DOI：

  10.1246/bcsj.77.2121
• 作为试剂：
  描述：

  苯 在 dioxygen-(16)O 、 1,2,3,4,5-五氟-6-[2,3,5,6-四氟-4-(2,3,4,5,6-五氟苯基)苯基]苯 、 重氧水 作用下， 以 乙腈 、 苯 为溶剂， 生成 [18O]phenol 、 1,2,4-苯三酚 、 对苯二酚 、 对苯醌 、 苯酚
  参考文献：
  名称：

  A Novel Photo-induced Fenton’s Reaction. Perfluorinated Poly(p-Phenylene)-catalyzed Photohydroxylation of Benzene with O₂and H₂O to Phenol

  摘要：

  对全氟聚（对苯二甲酸）催化苯与 H218O 和 16O2 光羟基化生成苯酚的 18O 示踪研究表明，羟基化最初是由 H218O 光氧化生成的羟基自由基（H18O-）攻击发生的，但随着光催化的进行，同时产生的 H216O2 生成的羟基自由基（H16O-）也参与了进一步的羟基化。

  DOI：

  10.1246/cl.1993.565

文献信息

• Biradical with a polyfluorinated terphenylene backbone
  作者：P. A. Fedyushin、A. A. Serykh、A. S. Vinogradov、T. V. Mezhenkova、V. E. Platonov、D. I. Nasyrova、A. I. Samigullina、M. V. Fedin、I. A. Zayakin、E. V. Tretyakov

  DOI：10.1007/s11172-022-3577-0

  日期：2022.8

  A method was developed for the synthesis of perfluoro-1,1′:4′,1″-terphenyl by the reaction of chloroperfluorobenzene with zinc dust followed by the reaction of the resulting mixture of C6F5ZnCl and (C6F5)2Zn with decafluorobiphenyl in the presence of KF. The reaction of perfluoro-1,1′:4′,1″-terphenyl with tert-butylamine in an autoclave gives the aminodefluorination product, 4,4″-bis(tert-butylamino)perfluoro-1,1′:4′,1″-terphenyl, and the oxidation of the latter with m-chloroperbenzoic acid affords a new stable nitroxide biradical 4,4″-bis(N-tert-butyl-N-oxylamino)perfluoro-1,1′:4′,1″-terphenyl in quantitative yield. The molecular and crystal structures of the diamine and the biradical were established by X-ray diffraction. According to the X-ray diffraction data, the planes of the paramagnetic moieties and the aromatic rings are significantly rotated with respect to each other, resulting in weak intramolecular exchange interactions between the paramagnetic centers.

  通过氯全氟苯与锌粉反应，然后通过所得的 ZnCl和（C6F5）2Zn混合物与十氟联苯在KF存在下的反应，开发了一种全氟-1,1′:4′,1″-三联苯的合成方法。全氟-1,1′:4′,1″-三联苯与叔丁胺在高压釜中的反应可得到氨基脱氟产物4,4″-双（叔丁基氨基）全氟-1,1′:4′,1″-三联苯，后者与间氯过氧苯甲酸的氧化反应可定量生成一种新的稳定硝基全氟-1,1′:4′,1″-三联苯4,4″-双（N-叔丁基-N-氧基氨基）全氟-1,1′:4′,1″-三联苯。通过X射线衍射确定了二胺和双自由基的分子和晶体结构。根据X射线衍射数据，顺磁部分和芳香环的平面相对于彼此明显旋转，导致顺磁中心之间存在微弱的分子内交换相互作用。
• Fluorine-containing resin composition
  申请人：Asahi Glass Company Ltd.

  公开号：EP0905179A1

  公开（公告）日：1999-03-31

  A fluorine-containing resin composition comprising at least one fluorine-containing polycyclic compound (A) selected from the group consisting of the following compounds (A1), (A2) and (A3), and a polymer (B) having a fluorine-containing alicyclic structure: (A1) a fluorine-containing non-condensed polycyclic compound having at least two fluorine-containing rings bonded by a bond containing at least one member selected from the group consisting of a triazine ring, an oxygen atom, a sulfur atom, a phosphorus atom and a metal atom, each of said fluorine-containing rings being a carbon ring or a heterocyclic ring, of which some or all of hydrogen atoms are substituted by a fluorine atom or a fluorine-containing group; (A2) a fluorine-containing non-condensed polycyclic compound having at least three fluorine-containing rings bonded directly or by a bond containing a carbon atom, each of said fluorine-containing rings being a carbon ring or a heterocyclic ring, of which some or all of hydrogen atoms are substituted by a fluorine atom or a fluorine-containing group; (A3) a fluorine-containing condensed polycyclic compound which is a condensed polycyclic compound composed of at least three carbon rings or heterocyclic rings, of which some or all of hydrogen atoms are substituted by a fluorine atom or a fluorine-containing group.

  一种含氟树脂组合物，包含至少一种从以下化合物（A1）、（A2）和（A3）组成的组中选出的含氟多环化合物（A），以及一种具有含氟脂环结构的聚合物（B）： (A1) 具有至少两个含氟环的含氟非缩合多环化合物，这两个含氟环通过含有至少一个选 自三嗪环、氧原子、硫原子、磷原子和金属原子组成的组的键结合，每个所述含氟环是 碳环或杂环，其中部分或全部氢原子被氟原子或含氟基团取代； (A2) 含氟非缩合多环化合物，至少有三个含氟环直接或通过含有碳原子的键结合在一起，每个含氟环是碳环或杂环，其中部分或全部氢原子被氟原子或含氟基团取代； (A3) 含氟缩合多环化合物，它是由至少三个碳环或杂环组成的缩合多环 化合物，其中部分或全部氢原子被氟原子或含氟基团取代。
• Formation of perfluorinated polyphenylenes by multiple pentafluorophenylation using C6F5Si(CH3)3
  作者：Masakazu Nishida、Yoshio Hayakawa、Taizo Ono

  DOI：10.1016/j.jfluchem.2010.09.001

  日期：2010.12

  Pentafluorophenylation of perfluoroarenes with C6F5Si(CH3)(3) was investigated by using NMR and MALDI-TOF-MS techniques. Successive multiple pentafluorophenylation easily occurred not only on the para-position but also on the ortho-positions to provide perfluorinated p-phenylene and m-phenylene compounds. The perfluoroarenes having electron-withdrawing substituents provided oligo- to poly-(phenylene)s depending on the added amounts of C6F5Si(CH3)(3), while the perfluoroarenes having electron-donor substituents gave H(C6F4)(n)F polymers produced from C6F5H, which was the decomposed product of C6F5Si(CH3)(3). (C) 2010 Elsevier B.V. All rights reserved.
• Shtark, A. A.; Chuikova, T. V.; Shteingarts, V. D., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, # 5, p. 960 - 967
  作者：Shtark, A. A.、Chuikova, T. V.、Shteingarts, V. D.

  DOI：——

  日期：——
• SHTARK, A. A.;CHUJKOVA, T. V.;SHTEJNGARTS, V. D., ZH. ORGAN. XIMII, 1984, 20, N 5, 1055-1063
  作者：SHTARK, A. A.、CHUJKOVA, T. V.、SHTEJNGARTS, V. D.

  DOI：——

  日期：——