2,6-bis(octyloxy)benzaldehyde

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,6-bis(octyloxy)benzaldehyde
• 英文别名: 2,6-dioctoxybenzenaldehyde；2,6-Bis(octyloxy)benzaldehyde；2,6-dioctoxybenzaldehyde
• 化学式: C₂₃H₃₈O₃
• 分子量: 362.553
• InChiKey: BRFOLPYHXURSKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  26
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-bis(octyloxy)benzaldehyde 在 硫酸 、 双氧水 、 potassium carbonate 作用下， 以 甲醇 、 氯仿 、 二甲基亚砜 为溶剂， 反应 19.0h， 生成
  参考文献：
  名称：

  用于高效染料敏化太阳能电池的锌酞菁敏化剂的分子工程。

  摘要：

  具有烷基链取代基的不对称锌酞菁锌在TiO2表面上形成高效的光收集层。使用PcS20的染料敏化太阳能电池在一次阳光照射下的记录效率为6.4％。

  DOI：

  10.1039/c3cc47714b
• 作为产物：
  描述：

  1-溴辛烷 在 正丁基锂 、 四甲基乙二胺 、 potassium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 丙酮 为溶剂， 反应 101.33h， 生成 2,6-bis(octyloxy)benzaldehyde
  参考文献：
  名称：

  The effect of porphyrins suspended with different electronegative moieties on the photovoltaic performance of monolithic porphyrin-sensitized solar cells with carbon counter electrodes

  摘要：

  与WH-C3和WH-C4相比，WH-C5敏化的器件显示出显著增强的V_oc、J_sc和功率转换效率（η）。

  DOI：

  10.1039/c4nj02186j

文献信息

• A Zinc Porphyrin Sensitizer Modified with Donor and Acceptor Groups for Dye-Sensitized Solar Cells
  作者：Seewoo Lee、Ashis K. Sarker、Jong-Dal Hong

  DOI：10.5012/bkcs.2014.35.10.3052

  日期：2014.10.20

  In this article, we have designed and synthesized a novel donor-$\pi}$-acceptor (D-$\pi}$-A) type porphyrin-based sensitizer (denoted UI-5), in which a carboxyl anchoring group and a 9,9-dimethyl fluorene were introduced at the meso-positions of porphyrin ring via phenylethynyl and ethynyl bridging units, respectively. Long alkoxy chains in ortho-positions of the phenyls were supposed to reduce the degree of dye aggregation, which tends to affect electron injection yield in a photovoltaic cell. The cyclic voltammetry was employed to determine the band gap of UI-5 to be 1.41 eV based on the HOMO and LUMO energy levels, which were estimated by the onset oxidation and reduction potentials. The incident monochromatic photon-to-current conversion efficiency of the UI-5 DSSC assembled with double-layer (20 nm-sized $TiO_2$/400 nm-sized $TiO_2$) film electrodes appeared lower upon overall ranges of the excitation wavelengths, but exhibited a higher value over the NIR ranges ($\lambda}$ = 650-700 nm) compared to the common reference sensitizer N719. The UI-5-sensitized cell yielded a relatively poor device performance with an overall conversion efficiency of 0.74% with a short circuit photocurrent density of $3.05mA/cm^2$, an open circuit voltage of 0.54 mV and a fill factor of 0.44 under the standard global air mass (AM 1.5) solar conditions. However, our report about the synthesis and the photovoltaic characteristics of a porphyrin-based sensitizer in a D-$\pi}$-A structure demonstrated a significant complex relationship between the sensitizer structure and the cell performance.

  在这篇文章中，我们设计和合成了一种新型的供体-π-受体（D-π-A）型卟啉基敏化剂（记为UI-5），其中在卟啉环的中间位置分别通过苯乙炔和乙炔桥接单元引入了羧基锚定基团和9,9-二甲基芴。苯环的邻位长烷氧链被认为可以降低染料聚集程度，而染料聚集程度倾向于影响光伏电池中的电子注入效率。通过循环伏安法，根据最高占据分子轨道（HOMO）和最低未占分子轨道（LUMO）能级，通过起始氧化和还原电位估计，确定UI-5的能带隙为1.41 eV。与双层（20 nm大小TiO₂/400 nm大小TiO₂）膜电极组装的UI-5染料敏化太阳能电池（DSSC），在整体激发波长范围内，入射单色光子-电流转换效率显得较低，但在近红外区域（λ = 650-700 nm）相比常见的参考敏化剂N719表现出更高的值。UI-5敏化电池的器件性能较差，在标准全球大气质量（AM 1.5）太阳光条件下，整体转换效率为0.74%，短路光电流密度为3.05 mA/cm²，开路电压为0.54 mV，填充因子为0.44。然而，我们关于在D-π-A结构中卟啉基敏化剂的合成和光伏特性的报告，展示了敏化剂结构与电池性能之间复杂的相互关系。
• GREEN ZINC PORPHYRIN SENSITIZERS AND THEIR APPLICATIONS
  申请人：YEH Chen-Yu

  公开号：US20130090469A1

  公开（公告）日：2013-04-11

  The present invention relates to zinc porphyrin-based photosensitive dyes, specifically to zinc porphyrin-based photosensitive dyes with green transparency. The photosensitive dyes exhibit high push-pull ability in the zinc porphyrin-based structure, higher absorption and power conversion efficiency. The photosensitive dyes are used in the manufacture of dye-sensitive solar cells.

  本发明涉及基于锌卟啉的光敏染料，具体地说是具有绿色透明度的基于锌卟啉的光敏染料。这些光敏染料在锌卟啉结构中表现出很高的推拉能力，具有更高的吸收和功率转换效率。这些光敏染料用于制造染料敏感太阳能电池。
• The effect of different alkyl chains on the photovoltaic performance of D–π–A porphyrin-sensitized solar cells
  作者：Jiangzhao Chen、Songguk Ko、Linfeng Liu、Yusong Sheng、Hongwei Han、Xiong Li

  DOI：10.1039/c4nj02263g

  日期：——

  Compared to the DSSCs based on WH-C1 and YD20 with short alkyl chains, the device sensitized by WH-C2 with the hexyloxy group shows a significantly enhanced V_oc, J_sc and power conversion efficiency (η).

  与基于具有短烷基链的WH-C1和YD20的DSSCs相比，由带有己氧基团的WH-C2敏化的器件显示出明显增强的V_oc、J_sc和功率转换效率（η）。
• The effect of porphyrins suspended with different electronegative moieties on the photovoltaic performance of monolithic porphyrin-sensitized solar cells with carbon counter electrodes
  作者：Jiangzhao Chen、Songguk Ko、Linfeng Liu、Yusong Sheng、Hongwei Han、Xiong Li

  DOI：10.1039/c4nj02186j

  日期：——

  Compared with WH-C3 and WH-C4, the WH-C5-sensitized device shows a significantly enhanced V_oc, J_sc and power conversion efficiency (η).

  与WH-C3和WH-C4相比，WH-C5敏化的器件显示出显著增强的V_oc、J_sc和功率转换效率（η）。
• 2-Ethynyl-6-methylthieno[3,2- b ]thiophene as an efficient π spacer for porphyrin-based dyes
  作者：Huifang Zhao、Jun Long、Xi Luo、Bin Zhao、Songting Tan

  DOI：10.1016/j.dyepig.2015.06.024

  日期：2015.11

  ethynyl-thiophthene as π spacer and carboxylic acid as anchor group. Compared with the dye containing ethynyl-thiophene as π spacer, the dyes containing 2-ethynyl-6-methylthieno[3,2-b]thiophene as π spacer between the porphyrin macrocycle and the carboxylic acid anchoring group show broadened absorption spectra on TiO2 films and red-shifted absorption spectra in solution. The dye based on triphenylamine

  在这项研究中，已经设计并合成了三种供体-π-受体（D-π-A）型不对称卟啉基染料，用于染料敏化太阳能电池（DSSC）。通过使用功能化的芳基胺（三苯胺或N，N-二甲基-4-（乙炔）-苯胺）作为供体，卟啉衍生物作为共轭π桥，乙炔基噻吩或乙炔基-β，成功地调节了染料的光物理，电化学和光伏性质。噻吩作为π间隔基，羧酸作为锚定基团。与以乙炔基噻吩为π间隔基的染料相比，在卟啉大环与羧酸锚定基团之间以2-乙炔基-6-甲基噻吩并[3,2- b ]噻吩为π间隔基的染料在TiO 2上具有更宽的吸收光谱。薄膜和溶液中的红移吸收光谱。基于三苯胺和2-乙炔基-6-甲基噻吩并[3,2- b ]噻吩的染料在模拟空气质量1.5的全球日照下表现出4.53％的功率转换效率（PCE）。这些结果表明，在卟啉染料的介孔位置引入2-乙炔基-6-甲基噻吩并[3，2- b ]噻吩是提高光伏性能的有效方法。