3,3'-disulfonyl-4,4'-dimethylbiphenyl | 57277-26-6

• 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: 3,3'-disulfonyl-4,4'-dimethylbiphenyl
• 英文别名: 4,4'-Dimethyl-[1,1'-biphenyl]-3,3'-disulfonic acid；2-methyl-5-(4-methyl-3-sulfophenyl)benzenesulfonic acid
• CAS: 57277-26-6
• 化学式: C₁₄H₁₄O₆S₂
• 分子量: 342.394
• InChiKey: OOSRCPZGXADJEC-UHFFFAOYSA-N

物化性质

• 密度：
  1.470±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,3'-disulfonyl-4,4'-dimethylbiphenyl 在 sodium hydroxide 、 potassium permanganate 、 盐酸 作用下， 以 水 为溶剂， 反应 10.0h， 以67%的产率得到biphenyl-3,3'-disulfonyl-4,4'-dicarboxylic acid
  参考文献：
  名称：

  Lanthanide–Potassium Biphenyl-3,3′-disulfonyl-4,4′-dicarboxylate Frameworks: Gas Sorption, Proton Conductivity, and Luminescent Sensing of Metal Ions

  摘要：

  A novel sulfonate carboxylate ligand of biphenyl-3,3'-disulfonyl-4,4'-dicarboxylic acid (H-4-BPDSDC) and its lanthanide organic frameworks {[LnK(BPDSDC) (DMF) (H2O)]-x(solvent)}(n) (JXNU-2, where JXNU denotes Jiangxi Normal University-, DMF indicates dimethylformamide, and Ln = Sm3+, Eu3+, and Pr3+) were synthesized and structurally characterized. The three isomorphous lanthanide compounds feature three-dimensional frameworks constructed from one-dimensional (1D) rod-shaped heterometallic Ln-K secondary building units and are an illustration of a Kagome-like lattice with large ID hexagonal channels and small 1D trigonal channels. The porous material of the representive JXNU-2(Sm) has an affinity to quadrupolar molecules such as CO2 and C2H2. In addition, the JXNU-2(Sm) compound exhibits humidity- and temperature-dependent proton conductivity with a large value of 1.11 x 10(-3) S cm(-1) at 80 degrees C and 98% relative humidity. The hydrophilic sulfonate group on the surface of channels facilitates enrichment of the solvate water molecules in the channels, which enhances the proton conductivity of this material. Moreover, the JXNU-2(Eu) material with the characteristic bright red color shows the potential for recognition of K+ and Fe3+ ions. The enhancing Eu3+ luminescence with the K+ ion and quenching Eu3+ luminescence with the Fe3+ ion can be associated with the functional groups of the organic ligand.

  DOI：

  10.1021/acs.inorgchem.6b00928
• 作为产物：
  描述：

  4,4'-二甲基联苯 在 硫酸 作用下， 反应 7.0h， 以86%的产率得到3,3'-disulfonyl-4,4'-dimethylbiphenyl
  参考文献：
  名称：

  Lanthanide–Potassium Biphenyl-3,3′-disulfonyl-4,4′-dicarboxylate Frameworks: Gas Sorption, Proton Conductivity, and Luminescent Sensing of Metal Ions

  摘要：

  A novel sulfonate carboxylate ligand of biphenyl-3,3'-disulfonyl-4,4'-dicarboxylic acid (H-4-BPDSDC) and its lanthanide organic frameworks {[LnK(BPDSDC) (DMF) (H2O)]-x(solvent)}(n) (JXNU-2, where JXNU denotes Jiangxi Normal University-, DMF indicates dimethylformamide, and Ln = Sm3+, Eu3+, and Pr3+) were synthesized and structurally characterized. The three isomorphous lanthanide compounds feature three-dimensional frameworks constructed from one-dimensional (1D) rod-shaped heterometallic Ln-K secondary building units and are an illustration of a Kagome-like lattice with large ID hexagonal channels and small 1D trigonal channels. The porous material of the representive JXNU-2(Sm) has an affinity to quadrupolar molecules such as CO2 and C2H2. In addition, the JXNU-2(Sm) compound exhibits humidity- and temperature-dependent proton conductivity with a large value of 1.11 x 10(-3) S cm(-1) at 80 degrees C and 98% relative humidity. The hydrophilic sulfonate group on the surface of channels facilitates enrichment of the solvate water molecules in the channels, which enhances the proton conductivity of this material. Moreover, the JXNU-2(Eu) material with the characteristic bright red color shows the potential for recognition of K+ and Fe3+ ions. The enhancing Eu3+ luminescence with the K+ ion and quenching Eu3+ luminescence with the Fe3+ ion can be associated with the functional groups of the organic ligand.

  DOI：

  10.1021/acs.inorgchem.6b00928

文献信息

• US3984399A
  申请人：——

  公开号：US3984399A

  公开（公告）日：1976-10-05
• [EN] POLYMER ELECTROLYTE, METHOD FOR PRODUCING SAME, POLYMER ELECTROLYTE MEMBRANE USING SAME, CATALYST LAYER, MEMBRANE/ELECTRODE ASSEMBLY AND FUEL CELL<br/>[FR] ÉLECTROLYTE POLYMÈRE, PROCÉDÉ DE PRODUCTION ASSOCIÉ, MEMBRANE ÉLECTROLYTIQUE POLYMÈRE L'UTILISANT, COUCHE CATALYTIQUE, ENSEMBLE MEMBRANE/ÉLECTRODE ET PILE À COMBUSTIBLE<br/>[JA] 高分子電解質、その製造方法、それを用いた高分子電解質膜、触媒層、膜／電極接合体、及び燃料電池
  申请人：UNIV YAMANASHI

  公开号：WO2020017113A1

  公开（公告）日：2020-01-23

  本発明は、下記一般式（１）で表される構造を有する疎水性セグメント、及びスルホン酸基を有し主鎖が主に芳香環からなる親水性セグメントで構成され、前記疎水性セグメントと前記親水性セグメントが芳香環の直接結合で連結されている高分子電解質に関する。（前記一般（１）式中、Ｒa、Ｒbはそれぞれ独立にフッ素、又はパーフルオロアルキル基を表し、ｙは１～２０００の整数を表し、ベンゼン環上の水素はフッ素、アルキル基、パーフルオロアルキル基、アリール基、アラルキル基、又はシアノ基のいずれかで置換されていてもよい。）これにより、本発明は、高いプロトン伝導度を発現し、酸化劣化耐性、及びガス遮断性が高く、高分子電解質膜として好適に使用でき、製造が容易でかつ溶媒への溶解性が良好で製膜等の成形性に優れた高分子電解質、その製造方法、高分子電解質膜、触媒層、膜／電極接合体及び燃料電池を提供する。
• Lanthanide–Potassium Biphenyl-3,3′-disulfonyl-4,4′-dicarboxylate Frameworks: Gas Sorption, Proton Conductivity, and Luminescent Sensing of Metal Ions
  作者：Li-Juan Zhou、Wei-Hua Deng、Yu-Ling Wang、Gang Xu、Shun-Gao Yin、Qing-Yan Liu

  DOI：10.1021/acs.inorgchem.6b00928

  日期：2016.6.20

  A novel sulfonate carboxylate ligand of biphenyl-3,3'-disulfonyl-4,4'-dicarboxylic acid (H-4-BPDSDC) and its lanthanide organic frameworks [LnK(BPDSDC) (DMF) (H2O)]-x(solvent)}(n) (JXNU-2, where JXNU denotes Jiangxi Normal University-, DMF indicates dimethylformamide, and Ln = Sm3+, Eu3+, and Pr3+) were synthesized and structurally characterized. The three isomorphous lanthanide compounds feature three-dimensional frameworks constructed from one-dimensional (1D) rod-shaped heterometallic Ln-K secondary building units and are an illustration of a Kagome-like lattice with large ID hexagonal channels and small 1D trigonal channels. The porous material of the representive JXNU-2(Sm) has an affinity to quadrupolar molecules such as CO2 and C2H2. In addition, the JXNU-2(Sm) compound exhibits humidity- and temperature-dependent proton conductivity with a large value of 1.11 x 10(-3) S cm(-1) at 80 degrees C and 98% relative humidity. The hydrophilic sulfonate group on the surface of channels facilitates enrichment of the solvate water molecules in the channels, which enhances the proton conductivity of this material. Moreover, the JXNU-2(Eu) material with the characteristic bright red color shows the potential for recognition of K+ and Fe3+ ions. The enhancing Eu3+ luminescence with the K+ ion and quenching Eu3+ luminescence with the Fe3+ ion can be associated with the functional groups of the organic ligand.