4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-(4-(tributylstannyl)phenyl)aniline | 1338083-03-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-(4-(tributylstannyl)phenyl)aniline
• CAS: 1338083-03-6
• 化学式: C₄₂H₆₅NO₂Sn
• 分子量: 734.694
• InChiKey: USZAERMPZWGEEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.13
• 重原子数：
  46.0
• 可旋转键数：
  25.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-(4-(tributylstannyl)phenyl)aniline 在 bis-triphenylphosphine-palladium(II) chloride 、 ammonium acetate 、 溶剂黄146 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 (E)-3-(6-(9-(4-(bis(4-(hexyloxy)phenyl)amino)phenyl)-2-hexyl-2H-naphtho[2,3-d][1,2,3]triazol-4-yl)-4,4-dihexyl-4H-silolo[3,2-b:4,5-b’]dithiophen-2-yl)-2-cyanoacrylic acid
  参考文献：
  名称：

  Influence of various dithienoheterocycles as conjugated linker in Naphtho[2,3-d] [1,2,3]triazole-based organic dyes for dye-sensitized solar cells

  摘要：

  DOI：

  10.1016/j.dyepig.2021.109220
• 作为产物：
  描述：

  N,N-二(4-己氧基苯基)-4-溴苯胺 、 三丁基氯化锡 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 生成 4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-(4-(tributylstannyl)phenyl)aniline
  参考文献：
  名称：

  Fine-tuning the Electronic Structure of Organic Dyes for Dye-Sensitized Solar Cells

  摘要：

  A series of metal-free organic dyes exploiting different combinations of (hetero)cyclic linkers (benzene, thiophene, and thiazole) and bridges (4H-cyclopenta[2,1-b:3,4-b']dithiophene (CPDT) and benzodithiophene (BDT)) as the central pi-spacers were synthesized and characterized. Among them, the sensitizer containing the thiophene and CPDT showed the most broad incident photon-to-current conversion efficiency spectra, resulting in a solar energy conversion efficiency (eta) of 6.6%.

  DOI：

  10.1021/ol301730c

文献信息

• Pyrazine-incorporating panchromatic sensitizers for dye sensitized solar cells under one sun and dim light
  作者：Mulu Berhe Desta、Nguyễn Sơn Vinh、CH. Pavan Kumar、Sumit Chaurasia、Wei-Ti Wu、Jiann T. Lin、Tzu-Chien Wei、Eric Wei-Guang Diau

  DOI：10.1039/c8ta04774j

  日期：——

  π-conjugated bridge, and A = electron acceptor/anchor) sensitizers with two bis(alkoxy)phenyl substituents incorporating thieno[3,4-b]pyrazines (TP) or a benzo[3,4-b]pyrazine (BP) entity as the auxiliary acceptor have been synthesized for application in dye-sensitized solar cells (DSSCs). Under 1 sun illumination, the DSSCs fabricated from the two BP dyes with a co-adsorbent have efficiencies of 8.39% and

  新型D–A'–π–A型（D =电子供体，A'=辅助受体，π=π共轭桥，A =电子受体/锚）敏化剂，带有两个结合噻吩并[3]的双（烷氧基）苯基取代基，4- b ]吡嗪（TP）或苯并[3,4 b ]吡嗪（BP）实体作为辅助受体已被合成为在染料敏化太阳能电池（DSSC）应用程序。在1个阳光照射下，由两种BP染料与助吸附剂制成的DSSC的效率分别为8.39％和9.03％。后者超过了标准的N719染料（8.87％）。在昏暗的光线条件下MD7 在300 lux和6000 lux的辐照度下，功率转换效率分别为18.95％和27.17％。
• Synthesis and Characterization of New Organic Dyes Containing the Indigo Core
  作者：Daniele Franchi、Massimo Calamante、Carmen Coppola、Alessandro Mordini、Gianna Reginato、Adalgisa Sinicropi、Lorenzo Zani

  DOI：10.3390/molecules25153377

  日期：——

  A new series of symmetrical organic dyes containing an indigo central core decorated with different electron donor groups have been prepared, starting from Tyrian Purple and using the Pd-catalyzed Stille-Migita coupling process. The effect of substituents on the spectroscopic properties of the dyes has been investigated theoretically and experimentally. In general, all dyes presented intense light

  从 Tyrian Purple 开始，使用 Pd 催化的 Stille-Migita 偶联工艺，制备了一系列新的对称有机染料，其中包含装饰有不同电子供体基团的靛蓝中心核。已经从理论上和实验上研究了取代基对染料光谱性质的影响。一般来说，所有染料在可见光谱的蓝色和红色区域都呈现出强烈的光吸收带，使它们在溶液中呈现亮绿色。使用相同的方法，首次合成了一种不对称取代的 D-A-π-A 绿色染料，该染料带有三芳胺电子供体和氰基丙烯酸酯受体/锚定基团，并对其进行了充分表征，
• Benzothiadiazole-containing donor–acceptor–acceptor type organic sensitizers for solar cells with ZnO photoanodes
  作者：Ryan Yeh-Yung Lin、Chuan-Pei Lee、Yung-Chung Chen、Jia-De Peng、Te-Chun Chu、Hsien-Hsin Chou、Hung-Ming Yang、Jiann T. Lin、Kuo-Chuan Ho

  DOI：10.1039/c2cc37184g

  日期：——

  Dye-sensitized solar cells using nanocrystalline ZnO as the photoanode and a metal-free sensitizer with a benzothiadiazole entity directly connected to the 2-cyanoacrylic acid acceptor exhibited an efficiency (5.18%) higher than those using the TiO2 photoanode. Use of a hierarchical ZnO back scattering layer further improved the efficiency to 5.82%.

  染料敏化太阳能电池使用纳米晶ZnO作为光阳极，以及一种与2-氰基丙烯酸受体直接相连的含苯并噻二唑基的无金属敏化剂，其效率（5.18%）高于使用TiO2光阳极的电池。使用分层ZnO背散射层可将效率进一步提高至5.82%。
• Synthesis and photovoltaic properties of organic sensitizers containing electron-deficient and electron-rich fused thiophene for dye-sensitized solar cells
  作者：Xiaobing Cheng、Mao Liang、Siyuan Sun、Yongbo Shi、Zijian Ma、Zhe Sun、Song Xue

  DOI：10.1016/j.tet.2012.04.113

  日期：2012.7

  electron-rich and electron-deficient blocks have been synthesized and employed as the π-conjugated spacers of organic dyes for the dye-sensitized solar cells (DSSCs). The effects of these fused thiophenes were investigated by their absorption spectra, electrochemical and photovoltaic properties. For a typical device a maximum power conversion efficiency of 6.11% was obtained under simulated AM 1.5 irradiation (100 mW cm−2):

  已经合成了具有富电子和电子不足的嵌段的各种稠合噻吩，并将其用作染料敏化太阳能电池（DSSC）的有机染料的π共轭间隔基。通过吸收光谱，电化学和光伏特性研究了这些稠合噻吩的作用。对于典型的设备，在模拟的AM 1.5辐射（100 mW cm -2）下，最大功率转换效率为6.11％：短路电流（J SC）为14.47 mA cm -2，开路电压（V OC）为670 mV，填充因子（FF）为0.63。
• Organic Dyes Incorporating the Benzo[1,2-<i>b</i>:4,5-<i>b</i>′]dithiophene Moiety for Efficient Dye-Sensitized Solar Cells
  作者：Xiaoli Hao、Mao Liang、Xiaobing Cheng、Xiaoqing Pian、Zhe Sun、Song Xue

  DOI：10.1021/ol201858b

  日期：2011.10.21

  A new class of organic sensitizers incorporating a benzo[1,2-b:4,5-b']dithlophene (BDT) unit as conjugated spacer has been synthesized and successfully used for dye-sensitized solar cells (DSSCs). The length of the pi-conjugated spacers has a strong impact on electro-optical properties of these dyes, leading to the conversion efficiencies ranging from 4.17 to 5.68% under AM 1.5 G irradiation. This result indicates that the BDT unit is a promising candidate in organic sensitizers.