3,4-di(2-pyridyl)-1,2,5-oxadiazole | 469862-56-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,4-di(2-pyridyl)-1,2,5-oxadiazole
• 英文别名: 3,4-Di-2-pyridyl-1,2,5-oxadiazole；3,4-dipyridin-2-yl-1,2,5-oxadiazole
• CAS: 469862-56-4
• 化学式: C₁₂H₈N₄O
• 分子量: 224.222
• InChiKey: FZEARRQQTWFQRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 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：
  64.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4-di(2-pyridyl)-1,2,5-oxadiazole 在 ammonium peroxydisulfate 、 potassium permanganate 、 硫酸 、 silver nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.5h， 生成 6,6'-(1,2,5-oxadiazole-3,4-diyl)dipyridine-2,4-dicarboxylic acid
  参考文献：
  名称：

  Synthesis of Metal-free Organic Dye for Dye-sensitized Solar Cell

  摘要：

  染料敏化太阳电池（DSSC）作为一种替代能源采集器，具有高能量转换效率和低生产成本的特点。研发高效、环保的无金属染料敏化剂至关重要。本研究中，我们成功合成了6,6'-(1,2,5-噁二唑-3,4-二基)二吡啶-2,4-二羧酸（3A）作为有机敏化剂，并发现其光电转换效率可达1.00%。在相同条件下，钌配合物（N719）的光电转换效率高达4.02%。

  DOI：

  10.5012/jkcs.2011.55.2.279
• 作为产物：
  描述：

  二(2-吡啶基)乙二酮 在 sodium hydroxide 、 盐酸羟胺 作用下， 以 水 为溶剂， 反应 58.0h， 生成 3,4-di(2-pyridyl)-1,2,5-oxadiazole
  参考文献：
  名称：

  Richardson, Chris; Steel, Peter J.; D'Alessandro, Deanna M., Journal of the Chemical Society, Dalton Transactions, 2002, # 13, p. 2775 - 2785

  摘要：

  DOI：

文献信息

• Influence of Anions on Intervalence Charge Transfer (IVCT) in Mixed-Valence Dinuclear Complexes
  作者：Elizabeth A. Fellows、F. Richard Keene

  DOI：10.1021/jp068203i

  日期：2007.6.1

  BF4-, ClO4-). It was determined that the measure of coupling derived from electrochemical methods was less reliable than that obtained from spectral methods. Comparative electrochemical studies were undertaken on [M(bpy)2}2(mu-BL)]n+ M=Ru, Os; BL=dpo, dpi-), which revealed substantial differences in DeltaEox (the separation between the redox potentials for the MII-MII/MIII-MII and MII-MIII/MIII-MIII

  光谱电化学研究双核配合物[Ru（bpy）2} 2（mu-dpi-）] n + [bpy = 2,2'-联吡啶]的两种非对映异构形式的间隔电荷转移（IVCT）特性；dpi- = 4,5-二（2-吡啶基）咪唑酸酯]表明金属间电子偶联的程度（或化合价离域）取决于立体化学身份。乙腈/ [（n-C4H9）4N] B（C6F5）4}溶液中强缔合阴离子甲苯磺酸4-磺酸盐的相对浓度的增加差异性地降低了两种非对映异构体的离域水平。在电化学和光谱电化学技术对[Ru（bpy）2} 2（mu-dpo）] 5+ [dpo = 3,4-di（2-pyridyl）-1）中阴离子诱导的电子定位的比较研究中， 2,5-恶二唑]，观察到两种方法之间的差异，其原因是由多种无机阴离子（PF6-，BF4-，ClO4-）引起的影响的顺序和程度。可以确定，电化学方法得出的偶合度量比光谱方法获得的耦合度量更不可靠。对[M（bpy）2}
• Richardson, Chris; Steel, Peter J.; D'Alessandro, Deanna M., Journal of the Chemical Society. Dalton Transactions (2001), 2002, # 13, p. 2775 - 2785
  作者：Richardson, Chris、Steel, Peter J.、D'Alessandro, Deanna M.、Junk, Peter C.、Keene, F. Richard

  DOI：——

  日期：——
• Synthesis of Metal-free Organic Dye for Dye-sensitized Solar Cell
  作者：K. Pattarith、N. Pungwiwat、S. Laosooksathit

  DOI：10.5012/jkcs.2011.55.2.279

  日期：2011.4.20

  염료감을 태양전지(DSSC)는 대체에너지 집적제로서 낮은 생산단가로 고에너지 전환 효과를 볼 수 있다. 친환경적이며 효과가 큰 무금속 염료감응제의 개발이 중요하다. 본 연구에서 유기 감광제로 6,6'-(1,2,5-oxadiazole-3,4-diyl)dipyridine-2,4-dicarboxylic acid(3A)을 합성하였다. 이 감광제를 사용하여 광전환효율($\eta}$)이 1.00%를 달성함을 발견하였다. 같은 조건에서 루테늄착물(N719)은 4.02%의 광전환효율을 나타내었다. Dye-sensitized solar cell (DSSC); an alternate energy source harvester has gained some attractive features such as high-energy conversion efficiency low production cost. Dye-sensitizer is a basic component of DSSC, which affecting the performance of the energy conversion efficiency. Current research has been focusing on development of high efficiency, metal-free dye-sensitizers, which would be more environmental friendly. We had successfully explored synthetic route to 6,6'-(1,2,5-oxadiazole-3,4-diyl)dipyridine-2,4-dicarboxylic acid (3A) which has been used as organic sensitizer. Investigation of light conversion efficiency ($\eta}$) of the compound uses standard measurement condition (one sun simulated irradiation, AM 1.5, 100 mW/$cm^2$) showed that it could reach 1.00% ($J_SC}=2.63\;mAcm^-2}$, $V_OC}$=0.64 V and FF=0.59). Under the same conditions, the ruthenium complex (N719) gave the conversion efficiency as high as 4.02%($J_SC}=10.50\;mAcm^-2}$, $V_OC}$=0.67V and FF=0.57).

  染料敏化太阳电池（DSSC）作为一种替代能源采集器，具有高能量转换效率和低生产成本的特点。研发高效、环保的无金属染料敏化剂至关重要。本研究中，我们成功合成了6,6'-(1,2,5-噁二唑-3,4-二基)二吡啶-2,4-二羧酸（3A）作为有机敏化剂，并发现其光电转换效率可达1.00%。在相同条件下，钌配合物（N719）的光电转换效率高达4.02%。
• Richardson, Chris; Steel, Peter J.; D'Alessandro, Deanna M., Journal of the Chemical Society, Dalton Transactions, 2002, # 13, p. 2775 - 2785
  作者：Richardson, Chris、Steel, Peter J.、D'Alessandro, Deanna M.、Junk, Peter C.、Keene, F. Richard

  DOI：——

  日期：——