[1,1'-联苯基]-2,2',5,5'-四醇 | 4371-32-8

• 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: [1,1'-联苯基]-2,2',5,5'-四醇
• 英文名称: 2,2′,5,5′-tetrahydroxybiphenyl
• 英文别名: 2,2',5,5'-tetrahydroxybiphenyl；[1,1'-Biphenyl]-2,2',5,5'-tetrol；2-(2,5-dihydroxyphenyl)benzene-1,4-diol
• CAS: 4371-32-8
• 化学式: C₁₂H₁₀O₄
• 分子量: 218.209
• InChiKey: PFHTYDZPRYLZHX-UHFFFAOYSA-N

物化性质

• 熔点：
  131 °C
• 沸点：
  518.2±50.0 °C(Predicted)
• 密度：
  1.470±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

安全信息

• 海关编码：
  2906299090

反应信息

• 作为反应物：
  描述：

  [1,1'-联苯基]-2,2',5,5'-四醇 在 zeolite HSZ-360 作用下， 以 various solvent(s) 为溶剂， 反应 5.0h， 以33%的产率得到2,8-Dihydroxydibenzofuran
  参考文献：
  名称：

  Arienti, Attilio; Bigi, Franca; Maggi, Raimondo, Journal of the Chemical Society. Perkin transactions I, 1997, # 9, p. 1391 - 1393

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-二甲氧基苯硼酸 在 四(三苯基膦)钯 、 potassium carbonate 、 sodium fluoride 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 52.0h， 生成 [1,1'-联苯基]-2,2',5,5'-四醇
  参考文献：
  名称：

  Electrochemically manipulating the redox state of 2,2′,5,5′-tetrahydroxybiphenyl as a new organic Li-rich cathode for Li-ion batteries

  摘要：

  For the first time, a small organic molecule of 2,2',5,5'-tetrahydroxybiphenyl (BP4OH) is synthesized as a new organic cathode for Li-ion batteries. After setting reduction in the 1st cycle in Li-ion half cells (reduction -> oxidation), BP4OH can be in-situ transformed to its salt of lithium 2,2'-bis[benzene-1,4-bis(olate)] (BP4OLi) on Al foil. The resulting BP4OLi is a Li-rich organic cathode and exhibits very good cell performance. For example, the average capacity of similar to 155 mAh g(-1) for the BP4OLi electrode is realized during 600 cycles (500 mA g(-1)). On the other hand, after setting oxidation in the 1st cycle (oxidation -> reduction), BP4OH can be in-situ tuned to its oxidized state of 2,2'-bis(1,4-benzoquinone) (BBQ). Interestingly, the resulting BBQ can be still redox-active and show satisfactory cell performance. For instance, the average capacity of similar to 101 mAh g(-1) for the BBQ electrode can be obtained for 600 cycles (500 mA g(-1)). This work reveals very interesting redox behaviors of organic electrodes.

  DOI：

  10.1016/j.orgel.2020.105661

文献信息

• METHOD FOR PREPARING HYDROQUINONES AND DIHYDROXYBIPHENYL COMPOUNDS FROM MIXTURES OF BROMOPHENOLS AND BENZOQUINONES
  申请人：General Electric Company

  公开号：US20040199027A1

  公开（公告）日：2004-10-07

  A method is described for the simultaneous preparation of p-bromophenols and p-benzoquinones, intermediates useful in the preparation of hydroquinones and 4,4′-dihydroxybiphenyls, respectively. Hydroquinones and 4,4′-dihydroxybiphenyls are useful monomers for the preparation of a variety of polymers. The method also comprises reducing the p-benzoquinone to its corresponding hydroquinone in the presence of the p-bromophenol. Limiting the amount of HBr present in the reaction mixture was shown to control the amount of benzoquinone produced. The method also allows for the recycling of many of the reagents used, thereby reducing the cost of producing each monomer.

  描述了一种同时制备对溴苯酚和对苯醌的方法，这些中间体在制备对羟基苯酚和4,4'-二羟基联苯中很有用。对羟基苯酚和4,4'-二羟基联苯是制备各种聚合物的有用单体。该方法还包括在对溴苯酚存在的情况下将对苯醌还原为其相应的对羟基苯酚。据显示，限制反应混合物中存在的HBr的量可以控制产生的苯醌的量。该方法还允许回收使用的许多试剂，从而降低生产每种单体的成本。
• Regiochemical control in the oxidative coupling of metal phenolates: Highly selective synthesis of symmetric, hydroxylated biaryls
  作者：Giovanni Sartori、Raimondo Maggi、Franca Bigi、Attilio Arienti、Giuseppe Casnati

  DOI：10.1016/0040-4039(92)88178-8

  日期：1992.4

  Oxidative coupling of highly coordinating metal phenolates promoted by FeCl3 afforded variously substituted symmetric 2,2′-dihydroxy biaryls in good yield and high regiochemical control.

  FeCl 3促进的高度配位的金属酚盐的氧化偶联以良好的产率和高度的区域化学控制提供了各种取代的对称2,2'-二羟基联芳基。
• Tetraoxybiphenyl Ester Chiral Dopants for Cholesteric Liquid Crystal Displays
  申请人：Diehl Donald R.

  公开号：US20120273725A1

  公开（公告）日：2012-11-01

  A liquid crystal composition comprising a chiral dopant compound represented by the following formula: wherein: R1, R2 are independently aryl, alkyl, alkenyl, cycloalkyl, alkoxyaryl, alkaryl or heterocyclic all either substituted or unsubstituted, or combine to form a carbocyclic or heterocyclic ring; R3 and R4 are independently hydrogen, halogen, cyano, alkoxy, NHCOR7, NHSO2R7, COOR7, OCOR7, aryl, alkyl, alkenyl, cycloalkyl, alkoxyaryl, alkaryl or heterocyclic all either substituted or unsubstituted, or combine with either R1 or R2 to form a carbocylic or heterocyclic ring; R5 and R6 are independently hydrogen, CH2, CH, alkyl or aryl either substituted or unsubstituted, COOR7, or combine with L to form a carbocyclic or heterocyclic ring; R7 is aryl, alkyl, alkenyl, cycloalkyl, alkoxyaryl or heterocyclic all either substituted or unsubstituted; L is the non-metallic elements required to form a carbocyclic or heterocyclic ring, or a single bond or a double bond; m is 1-3; n is 0-12.

  一种液晶组合物，包括由以下式表示的手性掺杂剂化合物： 其中：R1，R2独立地为芳基，烷基，烯基，环烷基，烷氧基芳基，烷基芳基或杂环基，均为取代或未取代，或结合形成碳环或杂环；R3和R4独立地为氢，卤素，氰基，烷氧基，NHCOR7，NHSO2R7，COOR7，OCOR7，芳基，烷基，烯基，环烷基，烷氧基芳基，烷基芳基或杂环基，均为取代或未取代，或与R1或R2之一结合形成碳环或杂环；R5和R6独立地为氢，CH2，CH，烷基或芳基，均为取代或未取代，COOR7，或与L结合形成碳环或杂环；R7为芳基，烷基，烯基，环烷基，烷氧基芳基或杂环基，均为取代或未取代；L为形成碳环或杂环所需的非金属元素，或单键或双键；m为1-3；n为0-12。
• p-Doped high spin polymers1
  作者：Richard J. Bushby、David R. Mcgill、Kai M. Ng、Norman Taylor

  DOI：10.1039/a705076c

  日期：——

  High spin polymers have been created from p-doping of networked polyaryl and polyarylamine polymers which were synthesized using the Pd0 mediated coupling reaction of aryl di- and tri-bromides with aryl bis- and tris-boronic acids. The doping procedures produce polyradical polycations in which (in the limit of 100% doping) each spin is coextensive in its spatial distribution with three neighbouring spins. Magnetic susceptibility studies show the expected ferromagnetic spin-coupling. In this respect the best of these systems is the polymer obtained by the Pd0 mediated coupling of 1,3-dibromo-5-tetradecylbenzene with tris(4-boronic acid-2-hexyloxyphenyl)amine which was subsequently p-doped with NO+BF4– . A Brillouin function fit to the field dependence of the magnetization of this doped polymer at 2 K corresponds to an average spin S of 5/2. The best levels of doping achieved so far are about 15% of the theoretical maximum. These are sufficient to demonstrate the genuine high-spin nature of these polymers but are well short of the ca. 70% percolation limit needed for bulk superparamagnetic or ferromagnetic behaviour. The low doping levels are attributed to steric rather than coulombic effects.

  高自旋聚合物是通过网络化聚芳基和聚芳胺聚合物的 p 掺杂制备的，这些聚合物是使用 PdO 介导的芳基二溴化物和三溴化物与芳基二硼酸和三硼酸的偶联反应合成的。掺杂过程产生多自由基聚阳离子，其中（在 100% 掺杂的限制下）每个自旋在其空间分布上与三个相邻自旋共同延伸。磁化率研究显示了预期的铁磁自旋耦合。在这方面，这些系统中最好的是通过 PdO 介导的 1,3-二溴-5-十四烷基苯与三（4-硼酸-2-己氧基苯基）胺的偶联获得的聚合物，随后用 NO+BF4 进行 p 掺杂– .适合该掺杂聚合物在 2 K 下磁化强度场依赖性的布里渊函数对应于 5/2 的平均自旋 S。迄今为止实现的最佳掺杂水平约为理论最大值的 15%。这些足以证明这些聚合物真正的高自旋性质，但远远低于大约。块体超顺磁或铁磁行为需要 70% 的渗透限制。低掺杂水平归因于空间效应而不是库仑效应。
• Optical article made of amorphous thermoplastic polyester resin
  申请人：MITSUBISHI RAYON CO., LTD.

  公开号：EP0302516A2

  公开（公告）日：1989-02-08

  An optical article such as optical disk and optical lens, made of an amorphous thermoplastic polyester resin comprised of recurring units, each recurring unit having an aromatic ring in the main chain thereof and an aromatic ring in the side chain thereof. The optical article have a good heat resistance, resistance to absorption of moisture and optical characteristics.

  一种光学产品，如光盘和光学镜片，由无定形热塑性聚酯树脂制成，该树脂由循环单元组成，每个循环单元的主链上有一个芳香环，侧链上有一个芳香环。这种光学产品具有良好的耐热性、抗吸湿性和光学特性。