4,4'-bis(2-(4-methoxyphenyl)styryl)-2,2'-bipyridine | 1033846-41-1

• 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: 4,4'-bis(2-(4-methoxyphenyl)styryl)-2,2'-bipyridine
• 英文别名: 4,4'-bis(4-methoxystyryl)-2,2'-bipyridine；4,4'-bis(2-hydroxy-2-(4-methoxyphenyl)styryl)-2,2'-bipyridine；4,4'-bis(p-methoxystyryl)-2,2'-bipyridine；4,4'-Bis[2-(4-methoxyphenyl)ethenyl]-2,2'-bipyridine；4-[2-(4-methoxyphenyl)ethenyl]-2-[4-[2-(4-methoxyphenyl)ethenyl]pyridin-2-yl]pyridine
• CAS: 1033846-41-1
• 化学式: C₂₈H₂₄N₂O₂
• 分子量: 420.511
• InChiKey: QLYURKQGQHATLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 4,4'-bis(2-(4-methoxyphenyl)styryl)-2,2'-bipyridine 以 乙醇 为溶剂， 生成 Ru(4,4'-bis(p-methoxystyryl)-2,2'-bipyridine)(p-cymene)Cl2
  参考文献：
  名称：

  High Molar Extinction Coefficient Heteroleptic Ruthenium Complexes for Thin Film Dye-Sensitized Solar Cells

  摘要：

  Two novel heteroleptic sensitizers, Ru((4,4-dicarboxylic acid-2,2'-bipyridine)(4,4'-bis(p-hexyloxystyryl)-2,2-bipyridine)(NCS)(2) and Ru((4,4-dicarboxylic acid-2,2'-bipyridine)(4,4'-bis(p-methoxystyryl)-2,2'bipyricline) (NCS)(2), coded as K-19 and K-73, respectively, have been synthesized and characterized by 1 H NMR, FTIR, UV-vis absorption, and emission spectroscopy and excited-state lifetime and spectroelectrochemical measurements. The introduction of the alkoxystyryl group extends the conjugation of the bipyridine donor ligand increasing markedly their molar extinction coefficient and solar light harvesting capacity. The dynamics of photoinduced charge separation following electronic excitation of the K-19 dye was scrutinized by time-resolved laser spectroscopy. The electron transfer from K-19 to the conduction band of TiO2 is completed within 20 fs while charge recombination has a half-life time of 800 mu s. The high extinction coefficients of these sensitizers enable realization of a new generation of a thin film dye sensitized solar cell (DSC) yielding high conversion efficiency at full sunlight even with viscous electrolytes based on ionic liquids or nonvolatile solvents. An unprecedented yield of over 9% was obtained under standard reporting conditions (simulated global air mass 1.5 sunlight at 1000 W/m(2) intensity) when the K-73 sensitizer was combined with a nonvolatile "robust" electrolyte. The K-19 dye gave a conversion yield of 7.1% when used in conjunction with the binary ionic liquid electrolyte. These devices exhibit excellent stability under light soaking at 60 degrees C. The effect of the mesoscopic TiO2 film thickness on photovoltaic performance has been analyzed by electrochemical impedance spectroscopy (EIS).

  DOI：

  10.1021/ja058540p
• 作为产物：
  描述：

  4,4'-bis(2-hydroxy-2-(4-methoxyphenyl)styryl)-2,2'-bipyridine 在 硫酸 作用下， 以 水 为溶剂， 反应 2.0h， 以73%的产率得到4,4'-bis(2-(4-methoxyphenyl)styryl)-2,2'-bipyridine
  参考文献：
  名称：

  具有潜在的NLO应用的供体-受体钌（II）聚吡啶配体衍生物的合成，表征，光谱和电化学研究

  摘要：

  摘要在这项工作中，我们报告了六种新的钌（II）供体-金属-受体（DMA）型配合物的制备，该配合物具有高吸收性“发色”配体4,4'-bis（2-（4-甲氧基苯基）苯乙烯基）-2,2'-联吡啶（L-OCH3，供体部分）和具有电子受体特征的取代的多吡啶配体（NN-A）。NN-A研究的配体为吡嗪并[2,3-f] [1,10]菲咯啉（ppl），11-R-二吡啶并[2,3-a：2'，3'-c]吩嗪（dppz-R ； R为H，NO2或CN）和10,11- [1,4-萘二酮]双吡啶并[3,2-a：2'，3'-c]吩嗪（Aqphen）。通过IR，NMR，UV-Vis光谱和循环伏安法对复合物进行表征。通过溶剂变色研究评估了复合物的潜在NLO反应。尽管存在D和A之间的通信，受体部分的变化对配合物性质的影响很小，并且配合物的行为主要由供体配体控制。在可见光区所有配合物所表现出的金属至配体电荷转移带（MLCT）具有

  DOI：

  10.1016/j.poly.2014.09.004

文献信息

• 신규의 바이피리딘 루테늄계 염료를 포함하는 염료감응형 태양전지
  申请人：Konkuk University Industrial Cooperation Corp 건국대학교 산학협력단(220040157648) BRN ▼206-82-07325

  公开号：KR20150125064A

  公开（公告）日：2015-11-09

  본 발명은 1 전극, 상기 제 1 전극의 일면에 형성되고, 하기 화학식(1), 화학식(2) 및 화학식(3)으로 표시되는 바이피리딘 루테늄계 화합물들 중 적어도 하나의 화합물을 바이피리딘 루테늄계 염료로서 포함하는 광흡수층, 상기 광흡수층이 형성된 제 1 전극에 대향하여 배치되는 제2전극, 및 상기 제1 전극과 제 2 전극 사이 형성된 전해질층을 포함하는 염료감응형 태양전지를 제공한다. (1) (2) (3)

  本发明涉及一种染料敏化太阳能电池，包括第1电极，在第1电极的一面上形成的吸光层，其中至少包含一种以吡啶吡啶钌系化合物为染料的化学式（1）、化学式（2）和化学式（3），第2电极被布置在形成吸光层的第1电极的对面，以及包括形成在第1电极和第2电极之间的电解质层。
• Synthesis, characterization, spectroscopic and electrochemical studies of donor–acceptor ruthenium(II) polypyridine ligand derivatives with potential NLO applications
  作者：César Zúñiga、Irma Crivelli、Bárbara Loeb

  DOI：10.1016/j.poly.2014.09.004

  日期：2015.1

  4′-bis(2-(4-methoxyphenyl)styryl)-2,2′-bipyridine, (L-OCH3, donor moiety) and substituted polypyridinic ligands with electron acceptor character (NN-A). The NN-A studied ligands were pyrazino[2,3-f][1,10]phenanthroline (ppl), 11-R-dipyrido[2,3-a:2′,3′-c]phenazine (dppz-R; R is H, NO2, or CN) and 10,11-[1,4-naphtalenedione]dipyrido[3,2-a:2′,3′-c]phenazine (Aqphen). The complexes were characterized by IR, NMR, UV–Vis

  摘要在这项工作中，我们报告了六种新的钌（II）供体-金属-受体（DMA）型配合物的制备，该配合物具有高吸收性“发色”配体4,4'-bis（2-（4-甲氧基苯基）苯乙烯基）-2,2'-联吡啶（L-OCH3，供体部分）和具有电子受体特征的取代的多吡啶配体（NN-A）。NN-A研究的配体为吡嗪并[2,3-f] [1,10]菲咯啉（ppl），11-R-二吡啶并[2,3-a：2'，3'-c]吩嗪（dppz-R ； R为H，NO2或CN）和10,11- [1,4-萘二酮]双吡啶并[3,2-a：2'，3'-c]吩嗪（Aqphen）。通过IR，NMR，UV-Vis光谱和循环伏安法对复合物进行表征。通过溶剂变色研究评估了复合物的潜在NLO反应。尽管存在D和A之间的通信，受体部分的变化对配合物性质的影响很小，并且配合物的行为主要由供体配体控制。在可见光区所有配合物所表现出的金属至配体电荷转移带（MLCT）具有
• High Molar Extinction Coefficient Heteroleptic Ruthenium Complexes for Thin Film Dye-Sensitized Solar Cells
  作者：Daibin Kuang、Seigo Ito、Bernard Wenger、Cedric Klein、Jacques-E Moser、Robin Humphry-Baker、Shaik M. Zakeeruddin、Michael Grätzel

  DOI：10.1021/ja058540p

  日期：2006.3.1

  Two novel heteroleptic sensitizers, Ru((4,4-dicarboxylic acid-2,2'-bipyridine)(4,4'-bis(p-hexyloxystyryl)-2,2-bipyridine)(NCS)(2) and Ru((4,4-dicarboxylic acid-2,2'-bipyridine)(4,4'-bis(p-methoxystyryl)-2,2'bipyricline) (NCS)(2), coded as K-19 and K-73, respectively, have been synthesized and characterized by 1 H NMR, FTIR, UV-vis absorption, and emission spectroscopy and excited-state lifetime and spectroelectrochemical measurements. The introduction of the alkoxystyryl group extends the conjugation of the bipyridine donor ligand increasing markedly their molar extinction coefficient and solar light harvesting capacity. The dynamics of photoinduced charge separation following electronic excitation of the K-19 dye was scrutinized by time-resolved laser spectroscopy. The electron transfer from K-19 to the conduction band of TiO2 is completed within 20 fs while charge recombination has a half-life time of 800 mu s. The high extinction coefficients of these sensitizers enable realization of a new generation of a thin film dye sensitized solar cell (DSC) yielding high conversion efficiency at full sunlight even with viscous electrolytes based on ionic liquids or nonvolatile solvents. An unprecedented yield of over 9% was obtained under standard reporting conditions (simulated global air mass 1.5 sunlight at 1000 W/m(2) intensity) when the K-73 sensitizer was combined with a nonvolatile "robust" electrolyte. The K-19 dye gave a conversion yield of 7.1% when used in conjunction with the binary ionic liquid electrolyte. These devices exhibit excellent stability under light soaking at 60 degrees C. The effect of the mesoscopic TiO2 film thickness on photovoltaic performance has been analyzed by electrochemical impedance spectroscopy (EIS).