4-(dioctylamino)benzaldehyde | 640773-20-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(dioctylamino)benzaldehyde
• CAS: 640773-20-2
• 化学式: C₂₃H₃₉NO
• 分子量: 345.569
• InChiKey: JDVYPGYJEXDRAB-UHFFFAOYSA-N

物化性质

• 熔点：
  140 °C
• 沸点：
  468.6±28.0 °C(Predicted)
• 密度：
  0.933±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  25
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 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-(dioctylamino)benzaldehyde 在 N-溴代丁二酰亚胺(NBS) 、 三氟乙酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 为溶剂， 反应 5.17h， 生成 C₃₁H₄₂BBr₂F₂N₃
  参考文献：
  名称：

  固态聚合法简便合成聚(BODIPY)s及其在温度传感器中的应用

  摘要：

  合理设计并研究了几种 3,5-二溴取代的 BODIPY (4,4'-Difluoro-4-bora-3a,4a-diaza-s-indacene) 衍生物作为进行固态聚合 (SSP) 的潜在候选者。与成功应用于SSP的传统噻吩和联乙炔家族体系相比，本文将SSP扩展到BODIPY体系。此外，还导出了BODIPY衍生物的晶体学数据，分析了SSP的合理路径，可以进一步探索SSP的机理。此外，建立了SSP后BODIPY的荧光强度与温度的关系，可将该材料应用于温度荧光传感器，具有0.898% K -1 的优异相对灵敏度(S r ). 事实证明，我们的工作为使用 SSP 方法探索更多共轭系统铺平了道路，并系统地丰富了 SSP 数据库。

  DOI：

  10.1016/j.polymer.2022.124514
• 作为产物：
  描述：

  1-碘辛烷 在 potassium carbonate 、 三氯氧磷 作用下， 以 丙酮 为溶剂， 生成 4-(dioctylamino)benzaldehyde
  参考文献：
  名称：

  New 3-hydroxyflavone derivatives for probing hydrophobic sites in microheterogeneous systems

  摘要：

  Nine new 3-hydroxyflavone derivatives as fluorescent molecular sensors having two well-separated emission bands were synthesized. These sensors can occupy well-determined locations and orientations in macromolecular ensembles, such as micelles due to their finely-tuned designs. These polarity-sensitive dyes can incorporate into the anhydrous hydrophobic core of aqueous micelles. (C) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2007.07.074

文献信息

• 一种化合物及其制备方法和作为n-型掺杂剂的应用
  申请人：五邑大学

  公开号：CN110845420A

  公开（公告）日：2020-02-28

  本发明提供了一种化合物及其制备方法和作为n‑型掺杂剂的应用，化合物的结构式如式(Ⅰ)所示，本发明的化合物可以作为n‑型掺杂剂，用作n‑型掺杂剂掺杂有机聚合物后可以改变有机聚合物的吸光性能。本发明的n‑型掺杂剂化合物的制备方法制备条件温和，使用的原料常见且便宜，制备方法成本低。
• Tracking Labile Copper Fluctuation <i>In Vivo</i>/<i>Ex Vivo</i>: Design and Application of a Ratiometric Near-Infrared Fluorophore Derived from 4-Aminostyrene-Conjugated Boron Dipyrromethene
  作者：Hongxia Xu、Shankun Yao、Yuncong Chen、Changli Zhang、Shuren Zhang、Hao Yuan、Zhongyan Chen、Yang Bai、Tao Yang、Zijian Guo、Weijiang He

  DOI：10.1021/acs.inorgchem.1c01779

  日期：2021.12.20

  infeasible. We proposed ratiometric optical imaging as an alternative to overcome these disadvantages, and a near-infrared (NIR) ratiometric sensor, BDPS1, was devised therefore by conjugating boron dipyrromethene (BODIPY) with 4-aminostyrene and modifying the 4-amino group as a Cu+ chelator. BDPS1 possessed an excitation ratiometric copper-sensing ability to show the ratio of NIR emission (710 nm) upon

  样本差异、组织依赖性背景荧光和散射以及样本位置和传感器浓度的偏差使得动物中不稳定铜波动的光学成像值得怀疑，并且样本之间的信号比较是不可行的。我们提出比率光学成像作为克服这些缺点的替代方案，并且通过将二吡咯亚甲基硼（BODIPY）与4-氨基苯乙烯共轭并将4-氨基修饰为Cu，设计了近红外（NIR）比率传感器BDPS1 。 +螯合剂。 BDPS1具有激发比率铜传感能力，显示 600 nm 激发时的 NIR 发射（710 nm）与 660 nm 激发时的 NIR 发射（710 nm）之比， F ex600 / F ex660 ，从 2.8 增加到 10.7。该传感器在其内部电荷转移（ICT；670 nm）和局部（581 nm）发射带中仍显示出相反的铜响应。使用该传感器的比例成像揭示了核器附近的更不稳定的铜区域，并且 HEK-293T 细胞比 MCF-7 细胞对铜孵育更敏感。利用该传感器的双激发比率
• Cruciform 9,10-distyryl-2,6-bis(p-dialkylamino-styryl)anthracene homologues exhibiting alkyl length-tunable piezochromic luminescence and heat-recovery temperature of ground states
  作者：M. Zheng、D. T. Zhang、M. X. Sun、Y. P. Li、T. L. Liu、S. F. Xue、W. J. Yang

  DOI：10.1039/c3tc32035a

  日期：——

  A series of 2,6-bis(p-dialkylaminostyryl)-9,10-distyrylanthracene (FCn) cruciforms with N-alkyl chains of different lengths have been synthesized, and their aggregation-enhanced fluorescence and piezochromic luminescence (PFC) behaviours are investigated. These 9,10-distyrylanthracene-containing cruciforms exhibit relatively low fluorescence quantum yields (Φ) in THF solution (Φ ≈ 10%) and moderate aggregation-enhanced emission in aqueous media (Φ ≈ 25%), but strong and chain length-dependent solid-state fluorescence emission. Grinding and pressing experiments indicate that they are all effective PFC materials in terms of mechanical stress-induced spectral shifts (ΔλPFC = 23–54 nm), moreover, the longer alkyl-containing FCn shows a larger ΔλPFC. Powder X-ray diffraction and differential scanning calorimetry measurements reveal that the transformation between the crystalline and amorphous states upon external stimuli is responsible for the reversible PFC behaviour. It is found that increasing the N-alkyl length could effectively decrease the cold-crystallization temperature of the ground states to render the PFC states with a tunable heat-recovering temperature, and ground FC10 and FC12 solids can recover spontaneously to their original states at room temperature.

  合成了一系列具有不同长度N-烷基链的2,6-bis(p-二烷基氨基苯乙烯)-9,10-二苯乙烯蒽（FCn）十字形化合物，并研究了它们的聚集增强荧光和压电变色发光（PFC）特性。这些含有9,10-二苯乙烯蒽的十字形化合物在THF溶液中的荧光量子收益（Φ）相对较低（Φ ≈ 10%），但在水相介质中表现出适度的聚集增强发光（Φ ≈ 25%），但在固态中呈现出强烈且依赖链长的荧光发射。研磨和压制实验表明，这些材料在机械应力诱导下的光谱位移（ΔλPFC = 23–54 nm）都表现出有效的PFC特性，此外，较长的烷基链FCn显示出更大的ΔλPFC。粉末X射线衍射和差示扫描量热法测量表明，外部刺激下晶态和非晶态之间的转变是可逆PFC行为的原因。研究发现，增加N-烷基链的长度可以有效降低基态的冷结晶温度，从而使PFC状态的热恢复温度可调，且基态FC10和FC12固体可以在室温下自发恢复到其原始状态。
• Synthesis and Optical Properties, Including Two-Photon Absorption Cross-Sections, of Differentially Functionalized Starburst-Type π-Conjugated Molecules
  作者：Kenji Kobayashi、Yuto Kita、Motoyuki Shigeiwa、Satoru Imamura、Shuuichi Maeda

  DOI：10.1246/bcsj.82.1416

  日期：2009.11.15

  Differentially functionalized hexakis( p-substituted-phenylethynyl)benzene and hexakis[4-( p-substituted-styryl)phenylethynyl]benzene derivatives with various (D6h, D3h, D2h, and C2v) symmetries were synthesized by Sonogashira cross-coupling reactions. The optical properties of this starburst-type π-conjugated system were investigated. Among them, hexakis[4-( p-dioctylaminostyryl)phenylethynyl]benzene (5) showed the largest two-photon absorption cross-section of δ = 818 GM at 800 nm, which was determined by open aperture Z-scan with 120 fs laser pulses in toluene solution.

  通过 Sonogashira 交叉偶联反应合成了不同对称性（D6h、D3h、D2h 和 C2v）的不同官能化六(对取代苯乙炔基)苯和六[4-(对取代苯乙烯基)苯乙炔基]苯衍生物。研究了这种星爆型 π 共轭体系的光学性质。其中，六[4-( 对二辛基氨基苯乙烯基)苯乙炔基]苯（5）在 800 纳米波长处显示出最大的双光子吸收截面δ = 818 GM，这是通过在甲苯溶液中使用 120 fs 激光脉冲进行开孔 Z 扫描测定的。
• NOVEL CATHODE BUFFER LAYER MATERIAL AND ORGANIC PHOTOELECTRIC DEVICE INCLUDING SAME
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：US20210032237A1

  公开（公告）日：2021-02-04

  The present invention relates to a novel cathode buffer layer material and an organic photoelectric device including the same. When the novel compound of the present invention is applied to a cathode buffer layer of an organic photoelectric device, for example, an organic solar cell or an organic photodiode, there is an effect in which the surface characteristics of an electron transport layer are improved through the high dipole moment of the novel compound to thereby facilitate electron extraction from a photoactive layer to a cathode electrode and to reduce series resistance and leakage current, and accordingly, the performance of an organic optoelectronic device (organic solar cell, organic photodiode, etc.) to be manufactured can be remarkably improved, which is industrially advantageous.

  本发明涉及一种新型阴极缓冲层材料以及包括该材料的有机光电器件。当本发明的新化合物应用于有机光电器件的阴极缓冲层时，例如有机太阳能电池或有机光电二极管，通过新化合物的高偶极矩改善了电子传输层的表面特性，从而促进了从光活性层到阴极电极的电子提取，减少了串联电阻和泄漏电流，因此，制造的有机光电器件（有机太阳能电池、有机光电二极管等）的性能可以得到显著改善，这在工业上具有优势。