4-(didodecylamino)benzaldehyde | 164264-73-7

• 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-(didodecylamino)benzaldehyde
• CAS: 164264-73-7
• 化学式: C₃₁H₅₅NO
• 分子量: 457.784
• InChiKey: JJHUYRCJBPGYLV-UHFFFAOYSA-N

物化性质

• 沸点：
  564.8±33.0 °C(Predicted)
• 密度：
  0.911±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.7
• 重原子数：
  33
• 可旋转键数：
  24
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 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-(didodecylamino)benzaldehyde 在 双氧水 、 sodium methylate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-(4-didodecylamino)phenyl-3-hydroxy-4H-chromen-4-one
  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
• 作为产物：
  描述：

  1-碘十二烷 在 potassium carbonate 、 三氯氧磷 作用下， 以 丙酮 为溶剂， 生成 4-(didodecylamino)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

• Arylethynyl-Substituted Tristriazolotriazines: Synthesis, Optical Properties, and Thermotropic Behavior
  作者：Stefan Glang、Thorsten Rieth、Dorothee Borchmann、Ilaria Fortunati、Raffaella Signorini、Heiner Detert

  DOI：10.1002/ejoc.201400088

  日期：2014.5

  The synthesis of C3-symmetrical tristriazolotriazines with conjugated arms and lateral alkoxy side chains was performed by a threefold condensation of cyanuric chloride with tetrazoles. Conjugated π segments include phenyl, tolane, and its phenylethynyl-elongated homologue. Disclike and a dendritic molecule have been obtained, and two compounds with a 3,4,5-tris(octyloxy) substitution form broad thermotropic

  具有共轭臂和侧链烷氧基侧链的 C3 对称三唑并三嗪的合成是通过三聚氯氰与四唑的三重缩合来进行的。共轭 π 链段包括苯基、甲苯烷及其苯基乙炔基延伸的同系物。已获得盘状和树枝状分子，并且具有 3,4,5-三(辛氧基)取代基的两种化合物形成宽的热致中间相。报告了线性光学特性、荧光的溶剂致变色、酸致变色和所选化合物的双光子吸收效率。
• Donor–Acceptor Type Thioxanthones: Synthesis, Optical Properties, and Two-Photon Induced Polymerization
  作者：Rashid Nazir、Evaldas Balčiu̅nas、Dorota Buczyńska、Florent Bourquard、Dorota Kowalska、David Gray、Sebastian Maćkowski、Maria Farsari、Daniel T. Gryko

  DOI：10.1021/acs.macromol.5b00336

  日期：2015.4.28

  two donors have been prepared. Their optical properties proved to be intriguing. The presence of the amino group alone increased the fluorescence quantum yield 100 times. Dyes possessing arylethylene and arylethynyl linkages absorbed UV radiation and violet light while emitting (weakly) red light, as a consequence of different geometries at ground and excited states. Our design led to an increase in two-photon

  通过Buchwald-Hartwig，Sonogashira和Heck反应，已经有效地合成了一组带有强电子给体二烷基氨基的噻吨酮衍生物。已经制备了具有一个和两个供体的化合物。它们的光学性质被证明是吸引人的。单独的氨基的存在使荧光量子产率提高了100倍。由于在基态和激发态的几何形状不同，具有芳基乙烯和芳基乙炔基键的染料在吸收（弱）红光的同时吸收了紫外线和紫光。我们的设计使目标波长（800 nm）处的双光子吸收截面增加到了噻吨酮的最高记录，由于所有新的光引发剂在室温下均为高粘度油，因此保持了极好的溶解性。某些制备的D-π-A-π-D系统也被证明是双光子聚合反应的引发剂。
• π-Expanded α,β-Unsaturated Ketones: Synthesis, Optical Properties, and Two-Photon-Induced Polymerization
  作者：Rashid Nazir、Florent Bourquard、Evaldas Balčiūnas、Sabina Smoleń、David Gray、Nikolai V. Tkachenko、Maria Farsari、Daniel T. Gryko

  DOI：10.1002/cphc.201402646

  日期：2015.2.23

  the periphery of D‐π‐A‐π‐D molecules resulted in dyes with excellent solubility. These ketones absorb light in the region 400–550 nm. Many of them display strong solvatochromism so that the emission ranges from 530–580 nm in toluene to the near‐IR region in benzonitrile. Ketones based on cyclobutanone as central moieties display very high fluorescence quantum yields in nonpolar solvents, which decrease

  设计并合成了π膨胀的α，β-不饱和酮库。它们是通过维蒂希反应，Sonogashira反应和醛醇缩合反应的组合制备的。进一步证明，对于高度极化的苯乙烯和二苯乙炔衍生的醛，双醇醛缩合反应可以有效地进行。D外围的两个二烷基氨基的战略位置-π-A-π-D分子产生的染料具有极好的溶解性。这些酮吸收400-550 nm范围内的光。他们中的许多人表现出很强的溶剂致变色作用，因此甲苯的发射范围从530-580 nm到苄腈的近红外区。以环丁酮为中心部分的酮在非极性溶剂中显示出很高的荧光量子产率，在极性介质中急剧下降。这些新型功能性染料的光物理研究表明，与较简单的酮衍生物相比，它们具有增强的双光子吸收截面。由于所得染料的强极化作用，在800 nm处达到了200-300 GM的双光子吸收截面值，这要归功于酮基的存在，
• 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。
• Quadrupolar Benzobisthiazole-Cored Arylamines as Highly Efficient Two-Photon Absorbing Fluorophores
  作者：Peter Hrobárik、Veronika Hrobáriková、Vladislav Semak、Peter Kasák、Erik Rakovský、Ioannis Polyzos、Mihalis Fakis、Peter Persephonis

  DOI：10.1021/ol503137p

  日期：2014.12.19

  benzobisthiazole moieties as the electron-accepting core has revealed the linear centrosymmetric benzo[1,2-d:4,5-d′]bisthiazole as the most promising building block for engineering chromophores displaying high two-photon absorption (TPA) in the near-IR region, as also confirmed experimentally. The ease of synthesis of quadrupolar derivatives thereof, combined with extraordinarly high TPA action cross sections

  包含五个异构体苯并双噻唑部分作为电子接受核的新型D-π-A-π-D苯乙烯胺的计算机辅助设计表明，线性中心对称的苯并[1,2- d：4,5- d ']双噻唑为工程生色团的最有希望的构建基块，在近红外区域显示出高的双光子吸收（TPA），这也得到了实验的证实。便于其四极衍生物的合成的，具有高extraordinarly TPA动作的横截面结合（δ TPA Φ ˚F > 1500 GM），使得这些杂芳族体系，如3D荧光成像的诊断剂特别有吸引力的。