1,4-bis(3,4-diaminophenoxy)benzene | 19737-49-6

• 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: 1,4-bis(3,4-diaminophenoxy)benzene
• 英文别名: Hydrochinon-3,3',4,4'-tetraamino-diphenylether；4-[4-(3,4-diaminophenoxy)phenoxy]benzene-1,2-diamine
• CAS: 19737-49-6
• 化学式: C₁₈H₁₈N₄O₂
• 分子量: 322.367
• InChiKey: BEOMBVNRKRUXIL-UHFFFAOYSA-N

物化性质

• 熔点：
  224-227 °C
• 沸点：
  556.8±50.0 °C(Predicted)
• 密度：
  1.344±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  123
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,4-bis(3-amino-4-nitrophenoxy)benzene 在 palladium 10% on activated carbon 、 氢气 作用下， 以 异丙醇 为溶剂， 60.0 ℃ 、2.0 MPa 条件下， 以93%的产率得到1,4-bis(3,4-diaminophenoxy)benzene
  参考文献：
  名称：

  多核四胺的有效合成，聚杂亚芳基单体

  摘要：

  提出了在超声波照射下通过氯在 2-氯-5-硝基苯胺中的亲核取代，然后在流动反应器中催化氢化二硝基二氨基芳烃来有效合成多核四胺。因此获得了许多单体，包括文献中未描述的单体。在超临界二氧化碳中通过缩聚反应合成了两类聚亚芳基化合物，即聚萘基苯并咪唑和聚苯基喹喔啉。将三氟甲基取代基和灵活的氧桥结合到单体结构中可以提高聚合物的溶解度。研究了合成聚杂亚芳基的一些性能。

  DOI：

  10.1007/s11172-018-2182-8

文献信息

• POLYBENZAZOLE COMPOUND HAVING SULFO GROUP AND/OR PHOSPHONO GROUP, RESIN COMPOSITION CONTAINING THE SAME, MOLDED RESIN, SOLID POLYMER ELECTROLYTE FILM, SOLID ELECTROLYTE FILM/ELECTRODE CATALYST LAYER COMPOSITE, AND PROCESS FOR PRODUCING THE COMPOSITE
  申请人：Toyo Boseki Kabushiki Kaisha

  公开号：EP1354907A1

  公开（公告）日：2003-10-22

  An object of the present invention is to obtain a novel polymeric material capable of forming a solid polymer electrolyte excellent not only in processability, solvent resistance and durability/stability but also in ion conductivity by introducing sulfonic acid group or phosphonic acid group into a polybenzazole compound having excellent properties in view of heat resistance, solvent resistance, mechanical characteristics and the like. Means attaining the object of the present invention is a polybenzazole compound including an aromatic dicarboxylic acid bond unit having sulfonic acid group and/or phosphonic acid group and satisfying either a condition that inherent viscosity measured in concentrated sulfuric acid is in the range of 0.25 to 10 dl/g or a condition that inherent viscosity measured in a methanesulfonic acid solution is in the range of 0.1 to 50 dl/g. The object of the present invention can be attained also by a resin composition containing the aforementioned polybenzazole compound, a resin molding, a solid polymer electrolyte membrane, a solid polymer electrolyte membrane/electrode assembly and a method of preparing the solid polymer electrolyte membrane/electrode assembly.

  本发明的目的是通过在具有优异耐热性、耐溶剂性、机械特性等特性的聚苯唑化合物中引入磺酸基团或膦酸基团，获得一种新型聚合物材料，这种材料不仅在加工性、耐溶剂性和耐久性/稳定性方面优异，而且在离子传导性方面也优异，能够形成固体聚合物电解质。 实现本发明目的的手段是一种聚苯唑化合物，包括具有磺酸基和/或膦酸基的芳香族二 羧酸键单元，并满足在浓硫酸中测得的固有粘度在 0.25 至 10 分升/克范围内或在甲磺酸溶液 中测得的固有粘度在 0.1 至 50 分升/克范围内的条件。 含有上述聚苯唑化合物的树脂组合物、树脂成型、固体聚合物电解质膜、固体聚合物电解质膜/电极组件和固体聚合物电解质膜/电极组件的制备方法也可实现本发明的目的。
• Polybenzazole block copolymer
  申请人：SOLVAY (Société Anonyme)

  公开号：EP1657274A1

  公开（公告）日：2006-05-17

  The invention concerns a polybenzazole block copolymer suitable for solid polymer electrolyte membranes application comprising : at least one block (B1) comprising recurring units (R), more than 50 % of said recurring units comprising at least one benzimidazole group (formula 1a and 1b) and at least one sulfonic acid group (formula 2) [recurring units (R1)]; wherein E in formula 1a can be a substituted or non-substituted carbon atom or nitrogen atom, and Q in formula 1 can be a hydrogen atom or a group comprising a sulfonic acid group; and at least one block (B2) comprising recurring units (R'), more than 50 % by moles of said recurring units comprising at least one benzazole group chosen among benzothiazole group (formula 3 a and 3b) and benzoxazole group (formula 4a and 4b) [recurring units (R2)], wherein E' and E" in formula 3a and 4a, respectively, can be a substituted or non-substituted carbon atom or nitrogen atom, and the block (B2) is free from sulfonic acid groups. The invention also relates to a polybenzazole polymer composition thereof, a solid polymer electrolyte membrane therefrom, a solid polymer electrolyte doped membrane therefrom, and the fuel cell therefrom.

  本发明涉及一种适用于固体聚合物电解质膜应用的聚苯唑嵌段共聚物，包括： 至少一个嵌段（B1），该嵌段包含重复单元（R），其中 50%以上的重复单元包含至少一个苯并咪唑基团（式 1a 和 1b）和至少一个磺酸基团（式 2）[重复单元（R1）]； 其中，式 1a 中的 E 可以是取代或未取代的碳原子或氮原子，式 1 中的 Q 可以是氢原子或包含磺酸基的基团； 以及 至少一个包含递归单元（R'）的嵌段（B2），以摩尔数计，50% 以上的所述递归单元包含至少一个苯并唑基团，可从苯并噻唑基团（式 3 a 和 3b）和苯并恶唑基团（式 4a 和 4b）中选择[递归单元（R2）]、 其中，式 3a 和 4a 中的 E' 和 E "分别可以是取代或非取代的碳原子或氮原子，嵌段（B2）不含磺酸基团。 本发明还涉及一种聚苯唑聚合物组合物、由其制成的固体聚合物电解质膜、由其制成的固体聚合物电解质掺杂膜以及由其制成的燃料电池。
• AROMATIC HYDROCARBON-BASE PROTON EXCHANGE MEMBRANE AND DIRECT METHANOL FUEL CELL USING SAME
  申请人：Toyo Boseki Kabushiki Kaisha

  公开号：EP1826846A1

  公开（公告）日：2007-08-29

  A proton exchange membrane is obtained which can give an excellent power generation characteristic when the membrane is applied to, in particular, a fuel cell wherein high-concentration methanol is used as a fuel. In the aromatic hydrocarbon based proton exchange membrane of the invention, the ion exchange capacity is set into the range of 0.6 to 1.3 meq/g. Moreover, the area swelling rate for a 30% by mass methanol aqueous solution at 40°C is set into the range of 2 to 30%. Preferably, a sulfonic acid group is bonded to an aromatic ring of the aromatic hydrocarbon based polymer contained in the aromatic hydrocarbon based proton exchange film. Preferably, the aromatic hydrocarbon based polymer is a polyarylene ether based polymer.

  本发明获得了一种质子交换膜，当将该膜应用于燃料电池，特别是使用高浓度甲醇作为燃料的燃料电池时，该膜可提供出色的发电特性。在本发明的芳香烃基质子交换膜中，离子交换容量设定在 0.6 至 1.3 meq/g 的范围内。此外，在 40°C 时，质量分数为 30% 的甲醇水溶液的面积膨胀率设定为 2% 至 30%。优选地，磺酸基与芳香烃基质子交换膜中所含芳香烃基聚合物的芳香环键合。芳香烃基聚合物最好是聚芳醚基聚合物。
• PROTON CONDUCTING POLYMER MEMBRANE, METHOD FOR PRODUCING SAME, AND FUEL CELL USING SAME
  申请人：Samsung Yokohama Research Institute

  公开号：EP1901378A1

  公开（公告）日：2008-03-19

  There are provided a novel proton-conducting polymer membrane that shows good workability in a fuel cell assembling process and good proton conductivity and durability even under high-temperature, non-humidified conditions, a method for production thereof, and a fuel cell therewith. The proton-conducting polymer membrane includes: a polymer membrane containing a polybenzimidazole compound having a sulfonic acid group and/or a phosphonic acid group; and vinylphosphonic acid contained in the polymer membrane. The fuel cell uses the proton-conducting polymer membrane. The polybenzimidazole compound preferably includes a sulfonic and/or phosphonic acid group-containing component represented by Structural Formula (1): wherein n represents an integer of 1 to 4, R1 represents a tetravalent aromatic linking unit capable of forming an imidazole ring, R2 represents a bivalent aromatic linking unit, and Z represents a sulfonic acid group and/or a phosphonic acid group.

  本发明提供了一种新型质子传导聚合物膜，该膜在燃料电池组装过程中具有良好的可操作性，即使在高温、非湿润条件下也具有良好的质子传导性和耐久性，还提供了一种生产该膜的方法以及一种具有该膜的燃料电池。质子传导聚合物膜包括：含有具有磺酸基团和/或膦酸基团的聚苯并咪唑化合物的聚合物膜；以及聚合物膜中含有的乙烯基膦酸。燃料电池使用质子传导聚合物膜。聚苯并咪唑化合物最好包括由结构式（1）表示的含磺酸基和/或膦酸基的组分： 其中 n 代表 1 至 4 的整数，R1 代表能够形成咪唑环的四价芳香族连接单元，R2 代表二价芳香族连接单元，Z 代表磺酸基和/或膦酸基。
• Polyarylene ether compound containing sulfonic acid group, composition containing same, and method for manufacturing those
  申请人：Sakaguchi Yoshimitsu

  公开号：US20060166048A1

  公开（公告）日：2006-07-27

  A polyarylene ether-based compound according to the present invention includes polymer components represented in general formula (1) and general formula (2): wherein Ar indicates a divalent aromatic group, Y indicates a sulfone group or a ketone group, X indicates H or a monovalent cation species, and Ar′ indicates a divalent aromatic group.

  根据本发明的聚芳醚基化合物包括通式(1)和通式(2)表示的聚合物组分： 其中 Ar 表示二价芳基，Y 表示砜基或酮基，X 表示 H 或一价阳离子，Ar′ 表示二价芳基。