4-[bis(9,9-dimethyl-9H-fluoren-2-yl)amino]benzaldehyde | 916246-05-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-[bis(9,9-dimethyl-9H-fluoren-2-yl)amino]benzaldehyde
• 英文别名: 4-[Bis(9,9-dimethylfluoren-2-yl)amino]benzaldehyde
• CAS: 916246-05-4
• 化学式: C₃₇H₃₁NO
• 分子量: 505.659
• InChiKey: KSRHKOLSOXXCAT-UHFFFAOYSA-N

物化性质

• 沸点：
  698.6±55.0 °C(Predicted)
• 密度：
  1.184±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  39
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[bis(9,9-dimethyl-9H-fluoren-2-yl)amino]benzaldehyde 在 盐酸 、 乙酸酐 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 4.0h， 生成 (E)-3-(4-(bis(9,9-dimethyl-9H-fluoren-2-yl)amino)styryl)-4-hydroxycyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  Molecular engineering of panchromatic unsymmetrical squaraines for dye-sensitized solar cell applications

  摘要：

  本研究设计并合成了三种不对称的角鲨烷染料 JK-64、JK-65 和 JK-64Hx，它们都含有笨重的螺二芴或己氧基苯基单元。这些敏化剂锚定在二氧化钛表面后，可减少聚集并增强电子的单向流动。在标准全球 AM 1.5 太阳能条件下，经过优化的 JK-64Hx 感光电池的短路光电流密度 (Jsc) 为 12.82 mA cm-2，开路电压 (Voc) 为 0.54 V，填充因子 (ff) 为 0.75，整体转换效率 (η) 为 5.20%。

  DOI：

  10.1039/b926863d
• 作为产物：
  描述：

  2-碘-9,9-二甲基芴 在 18-冠醚-6 、 铜 、 potassium carbonate 、 三氯氧磷 作用下， 以 均三甲苯 为溶剂， 反应 56.0h， 生成 4-[bis(9,9-dimethyl-9H-fluoren-2-yl)amino]benzaldehyde
  参考文献：
  名称：

  Stepwise co-sensitization as a useful tool for enhancement of power conversion efficiency of dye-sensitized solar cells: The case of an unsymmetrical porphyrin dyad and a metal-free organic dye

  摘要：

  A tertiary arylamine compound (DC), which contains a terminal cyano-acetic group in one of its aryl groups, and an unsymmetrical porphyrin dyad of the type Zn[Porph]-L-H-2[Porph] (ZnP-H2P), where Zn[Porph] and H-2[Porph] are metallated and free-base porphyrin units, respectively, and L is a bridging triazine group functionalized with a glycinemoiety, and were synthesized and used for the fabrication of co-sensitized dye-sensitized solar cells (DSSCs). The photophysical and electronic properties of the two compounds revealed spectral absorption features and frontier orbital energy levels that are appropriate for use in DSSCs. Following a stepwise co-sensitization procedure, by immersing the TiO2 electrode in separate solutions of the dyes in different sequence, two co-sensitized solar cells were obtained: devices C (ZnP-H2P/DC) and D (DC/ZnP-H2P). The two solar cells were found to exhibit power conversion efficiencies (PCEs) of 6.16% and 4.80%, respectively. The higher PCE value of device C, which is also higher than that of the individually sensitized devices based on the ZnP-H2P and DC dyes, is attributed to enhanced photovoltaic parameters, i.e. short circuit current (J(sc) = 11.72 mA/cm(2)), open circuit voltage (V-oc = 0.72 V), fill factor (FF = 0.73), as it is revealed by photovoltaic measurements (J-V curves) and by incident photon to current conversion efficiency (IPCE) spectra of the devices, and to a higher total dye loading. The overall performance of device C was further improved up to 7.68% (with J(sc) = 13.45 mA/cm(2), V-oc = 0.76V, and FF = 0.75), when a formic acid treated TiO2 ZnP-H2P co-sensitized photoanode was employed (device E). The increased PCE value of device E has been attributed to an enhanced J(sc) value (= 13.45 mA/cm(2)), which resulted from an increased dye loading, and an enhanced V-oc value (= 0.76 V), attributed to an upward shift and increased of electron density in the TiO2 CB. Furthermore, dark current and electrochemical impedance spectra (EIS) of device E revealed an enhanced electron transport rate in the formic acid treated TiO2 photoanode, suppressed electron recombination at the photoanode/dye/electrolyte interface, as well as shorter electron transport time (tau(d)), and longer electron lifetime (tau(e)). (C) 2014 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.orgel.2014.03.033

文献信息

• Synthesis and dye sensitized solar cell applications of Bodipy derivatives with bis-dimethylfluorenyl amine donor groups
  作者：Yusuf Çakmak、Safacan Kolemen、Muhammed Buyuktemiz、Yavuz Dede、Sule Erten-Ela

  DOI：10.1039/c4nj02393e

  日期：——

  Bulky donor and thiophene π-linker groups have been used with Bodipy molecules and their solar cell efficiencies have been investigated.

  笨重的供体和噻吩π-连接基团已与Bodipy分子一起使用，并对它们的太阳能电池效率进行了研究。
• Molecular Engineering of Organic Sensitizers Containing <i>p</i>-Phenylene Vinylene Unit for Dye-Sensitized Solar Cells
  作者：Chulwoo Kim、Hyunbong Choi、Sanghoon Kim、Chul Baik、Kihyung Song、Moon-Sung Kang、Sang Ook Kang、Jaejung Ko

  DOI：10.1021/jo8005182

  日期：2008.9.19

  Three organic sensitizers containing bis-dimethylfluorenyl amino donor and a cyanoacrylic acid acceptor bridged by p-phenylene vinylene unit were synthesized. The power conversion efficiency was quite sensitive to the length of bridged phenylene vinylene groups. A nanocrystalline TiO2 dye-sensitized solar cell was fabricated using three sensitizers. The maximum power conversion efficiency of JK-59

  合成了三种有机敏化剂，它们包含双-二甲基芴基氨基供体和对亚苯基亚乙烯基单元桥接的氰基丙烯酸受体。功率转换效率对桥联亚苯基亚乙烯基的长度非常敏感。使用三种敏化剂制备了纳米晶TiO2染料敏化太阳能电池。JK-59的最大功率转换效率达到7.02％。
• Organic dyes comprising a hydrazone moiety and their use in dye-sensitized solar cells
  申请人：BASF SE

  公开号：US09831042B2

  公开（公告）日：2017-11-28

  The present invention relates to compounds of general formula I wherein R100 and R200 are each independently hydrogen, C1-C10-alkyl which in case of C2-alkyl may be interrupted by one and in case of C3-C10-alkyl by one or two nonadjacent oxygen atoms, C5-C7-cycloalkyl, aryl, aryl-C1-C10-alkyl or aryloxy-C1-C10-alkyl, D is an m-valent (m=1, 2 or 3) donor moiety which comprises at least one carbon-carbon or carbon-heteroatom double bond and/or at least one unfused or fused carbo- or heterocyclic ring, A is an acceptor moiety which comprises at least one carbon-carbon or carbon-heteroatom double bond and/or at least one unfused or fused carbo- or heterocyclic ring, and the donor moiety D and the acceptor moiety A are π-conjugated to one another. Furthermore, the present invention relates to the use of compounds of formula I for producing dye-sensitized solar cells and to dye-sensitized solar cells comprising compounds of formula I.

  本发明涉及一般式I的化合物，其中R100和R200各自独立地为氢、C1-C10烷基，其中在C2烷基的情况下可能被一个，而在C3-C10烷基的情况下可能被一个或两个不相邻的氧原子所打断，C5-C7环烷基，芳基，芳基-C1-C10烷基或芳氧基-C1-C10烷基，D是一个m价（m=1、2或3）供体基团，其中包括至少一个碳-碳或碳-杂原子双键和/或至少一个未融合或融合的碳或杂环状环，A是一个受体基团，其中包括至少一个碳-碳或碳-杂原子双键和/或至少一个未融合或融合的碳或杂环状环，供体基团D和受体基团A彼此π共轭。此外，本发明涉及使用式I的化合物制备染料敏化太阳能电池，并包括式I的化合物的染料敏化太阳能电池。
• [EN] QUINOLINIUM DYES WITH FLUORINATED COUNTER ANION FOR DYE SENSITIZED SOLAR CELLS<br/>[FR] COLORANTS À BASE D'ION QUINOLINIUM RENFERMANT UN CONTRE-ANION FLUORÉ POUR PHOTOPILES À PIGMENT PHOTOSENSIBLE
  申请人：BASF SE

  公开号：WO2013144177A1

  公开（公告）日：2013-10-03

  The present invention relates to an electrode layer comprising a porous film made of oxide semiconductor fine particles sensitized with a quinolinium dye having a fluorinated counteranion. Moreover the present invention relatesto a photoelectric conversion device comprising said electrode layer, a dye sensitized solar cell comprising said photoelectric conversion device and to novel quinolinium dyes having a fluorinated counteranion.

  本发明涉及一种电极层，包括由感光化的氧化物半导体细粒子制成的多孔薄膜，其具有含氟对阴离子的喹啉盐染料。此外，本发明还涉及一种包括该电极层的光电转换器件，一种包括该光电转换器件的染料敏化太阳能电池以及具有含氟对阴离子的新型喹啉盐染料。
• ヒドラゾン部分を含有する有機色素及びそれらの色素増感太陽電池における使用
  申请人：ビーエーエスエフ ソシエタス・ヨーロピアＢＡＳＦ ＳＥ

  公开号：JP2015528836A

  公开（公告）日：2015-10-01

  一般式（Ｉ）の化合物、色素増感太陽電池を製造するためのその使用、及び式（Ｉ）の化合物を含む色素増感太陽電池に関する。

  这句话的中文翻译是： 涉及一般式（I）的化合物、用于制造染料敏化太阳能电池的颜料增感剂、以及包含一般式（I）的化合物的染料敏化太阳能电池。