[2-(4-vinyl-benzyloxy)-ethyl]-phosphonic acid | 1352171-26-6

• 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: [2-(4-vinyl-benzyloxy)-ethyl]-phosphonic acid
• 英文别名: 2-[(4-Ethenylphenyl)methoxy]ethylphosphonic acid；2-[(4-ethenylphenyl)methoxy]ethylphosphonic acid
• CAS: 1352171-26-6
• 化学式: C₁₁H₁₅O₄P
• 分子量: 242.211
• InChiKey: AYHRSJVOKZCOAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  72.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(4-vinylbenzyloxy)ethanol 在 三甲基溴硅烷 、 对苯二酚 、 sodium iodide 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 37.0h， 生成 [2-(4-vinyl-benzyloxy)-ethyl]-phosphonic acid
  参考文献：
  名称：

  Structure and Properties of Polymer Electrolyte Membranes Containing Phosphonic Acids for Anhydrous Fuel Cells

  摘要：

  Recently, water-free, proton-conducting polymer electrolytes have been attracting attention because of their possible application as fuel cell membranes at intermediate temperatures (100 to 200 degrees C). Phosphonic acid groups are considered feasible anhydrous proton conducting moieties due to the high degree of proton self-dissociation arising from their intrinsic amphoteric character and high mobility of protonic charge carriers. In this work, we have synthesized and characterized model, phosphonic acidfunctionalized proton-conducting polymers, poly(vinylbenzyloxy-alkyl-phosphonic acid)s, for the purpose of exploring the relationship between molecular design, nanostructure, and performance characteristics. These novel proton conducting materials were characterized for their thermal stability, nanostructure, and performance properties. Thermogravimetric analysis (TGA) indicates that the polymers are thermally stable up to 140 degrees C, where the condensation of phosphonic acid groups starts to occur. Results from small-angle X-ray scattering (SAXS) show a peak corresponding to a Bragg spacing of approximately 21-24 angstrom, which is attributed to layerlike structure formation of the phosphonic acid containing conducting channels. The proton conductivity increases with temperature, reaching a value on the order of 3 X 10(-4) S/cm at 140 degrees C under nominally anhydrous conditions.

  DOI：

  10.1021/cm202064x

文献信息

• Structure and Properties of Polymer Electrolyte Membranes Containing Phosphonic Acids for Anhydrous Fuel Cells
  作者：Sung-Il Lee、Kyung-Hwan Yoon、Myeongsoo Song、Huagen Peng、Kirt A. Page、Christopher L. Soles、Do Y. Yoon

  DOI：10.1021/cm202064x

  日期：2012.1.10

  Recently, water-free, proton-conducting polymer electrolytes have been attracting attention because of their possible application as fuel cell membranes at intermediate temperatures (100 to 200 degrees C). Phosphonic acid groups are considered feasible anhydrous proton conducting moieties due to the high degree of proton self-dissociation arising from their intrinsic amphoteric character and high mobility of protonic charge carriers. In this work, we have synthesized and characterized model, phosphonic acidfunctionalized proton-conducting polymers, poly(vinylbenzyloxy-alkyl-phosphonic acid)s, for the purpose of exploring the relationship between molecular design, nanostructure, and performance characteristics. These novel proton conducting materials were characterized for their thermal stability, nanostructure, and performance properties. Thermogravimetric analysis (TGA) indicates that the polymers are thermally stable up to 140 degrees C, where the condensation of phosphonic acid groups starts to occur. Results from small-angle X-ray scattering (SAXS) show a peak corresponding to a Bragg spacing of approximately 21-24 angstrom, which is attributed to layerlike structure formation of the phosphonic acid containing conducting channels. The proton conductivity increases with temperature, reaching a value on the order of 3 X 10(-4) S/cm at 140 degrees C under nominally anhydrous conditions.