4,4'-(hexylazanediyl)dibenzaldehyde | 207129-05-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4,4'-(hexylazanediyl)dibenzaldehyde
• 英文别名: 4,4'-(Hexylimino)bis(benzaldehyde)；4-(4-formyl-N-hexylanilino)benzaldehyde
• CAS: 207129-05-3
• 化学式: C₂₀H₂₃NO₂
• 分子量: 309.408
• InChiKey: IWHATWNFAMKHBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,4'-(hexylazanediyl)dibenzaldehyde 在 potassium tert-butylate 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 17.0h， 生成 (2E,2'E)-3,3'-(4,4'-(hexylazanediyl)bis(4,1-phenylene))bis(2-(5-formylthiophen-2-yl)acrylonitrile)
  参考文献：
  名称：

  Synthesis of bianchored metal free organic dyes for dye sensitized solar cells

  摘要：

  Two bianchored metal free organic dyes (Car-th-CN and Dpa-th-CN) were designed and synthesized for DSSC application, in which carbazole or diphenylamine moieties were used as the donor, cyano vinyl thiophene unit as the pi-bridge and cyanoacrylic acid group as the electron acceptor. The structures of the synthesized dyes were confirmed by NMR, HR-Mass and elemental analysis. The optical, electrochemical, theoretical and photovoltaic properties of the synthesized dyes were investigated. Fabricated photovoltaic devices based on carbazole unit as a donor (Car-th-CN) showed a maximum current conversion efficiency of 4.04% under AM 1.5 illumination (85 mW cm(-2)) and monochromatic incident photon to current efficiency (IPCE) of 38.1%. The reason for the higher efficiency of Car-th-CN is due to the planar nature of carbazole moiety and hence increases the capability of adsorbed dye amount and electron lifetime in TiO2 surface. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.01.014
• 作为产物：
  描述：

  溴己烷 在 四丁基溴化铵 、 sodium carbonate 、 三氯氧磷 作用下， 以 甲苯 为溶剂， 反应 14.0h， 生成 4,4'-(hexylazanediyl)dibenzaldehyde
  参考文献：
  名称：

  新型二苯胺基荧光苯乙烯基着色剂的合成及其热，光物理和电化学性质的研究

  摘要：

  摘要以4,4'-（己基氨基）双（苯甲醛）为供体和2-甲基噻唑并[4,5- b ]喹喔啉衍生物合成了三种新颖的“ Y”形受体-π-供体-π-受体型化合物。作为通过经典的Knoevenagel缩合而冷凝的强电子受体。研究了它们的吸收，发射，热性能和电化学稳定性。发现这些化合物的强电子受体-供体发色体系表现出高的斯托克斯位移，出色的热稳定性和电化学可逆性。通过使用各种溶剂（例如甲苯，氯仿，乙酸乙酯，四氢呋喃，甲醇和N，N）研究了这些着色剂的溶剂化行为。-二甲基甲酰胺按极性增加的顺序排列。通过元素分析，1 H NMR和质谱对染料进行表征。 图形概要

  DOI：

  10.1007/s00706-010-0365-6

文献信息

• Synthesis of Some Novel Pyrimidinedione and Pyrimidinetrione Derivatives by a Greener Method: Study of Their Antimicrobial Activity and Photophysical Properties
  作者：Bhushan Nanasaheb Borse、Sanjeev Ramchandra Shukla、Yogesh Ashok Sonawane、Ganpati Subray Shankerling

  DOI：10.1080/00397911.2011.611324

  日期：2013.2.1

  products were found to exhibit appreciable in vitro antibacterial activity against Echerichia coli, Pseudomonas neumoniae, and Micrococcus and in vitro antifungal activity against Aspergillus niger and Candida albicans. All the compounds exhibited appreciable in vitro activity against the tested strains. The photophysical properties and thermal stability of the products were also investigated. GRAPHICAL

  摘要 通过不同的技术合成了一系列基于嘧啶二酮和嘧啶三酮的新型化合物，例如单独使用常规 Knoevenagel 缩合、使用米根霉脂肪酶生物催化剂和使用深共熔溶剂 (DES)。发现使用脂肪酶和 DES 的产量最大。脂肪酶和 DES 的重复使用最多可达四个连续循环。这些方法温和、高效且易于放大。发现这些产品在体外对大肠杆菌、肺炎假单胞菌和微球菌具有显着的抗菌活性，对黑曲霉和白色念珠菌具有体外抗真菌活性。所有化合物对受试菌株均表现出可观的体外活性。还研究了产物的光物理性质和热稳定性。图形概要
• Photophysical and electrochemical investigation of highly conjugated pyridine based diphenylamine materials
  作者：K. Mahesh、V. Priyanka、A.S. Vijai Anand、S. Karpagam

  DOI：10.1016/j.molstruc.2017.10.058

  日期：2018.2

  Abstract Three simple and small donor-acceptor type conjugated moieties, namely (2Z, 2′Z)-3,3'-((hexylazanediyl)bis (4,1-phenylene))bis (2-(pyridin-2-yl)acrylonitrile) ( DPA-PA-1) , (2Z, 2′Z)-3,3'-((dodecylazanediyl)bis (4,1-phenylene))bis (2-(pyridin-2-yl)acrylonitrile) ( DPA-PA-2) , (2Z,2′Z)-3,3'-((allylazanediyl)bis (4,1-phenylene))bis (2-(pyridin-2-yl)acrylonitrile) DPA-PA-3 have been synthesized

  摘要 三个简单且小的供体-受体型共轭部分，即 (2Z, 2'Z)-3,3'-((hexylazanediyl)bis (4,1-phenylene))bis (2-(pyridin-2-yl)丙烯腈) ( DPA-PA-1) , (2Z, 2'Z)-3,3'-((dodecylazanediyl)bis (4,1-phenylene))bis (2-(pyridin-2-yl)丙烯腈) ( DPA-PA-2)、(2Z,2'Z)-3,3'-((烯丙基氮杂二基)双(4,1-亚苯基))双(2-(吡啶-2-基)丙烯腈)DPA-PA- 3 已根据 Knoevenagel 缩合合成。此处烷基（己基、十二烷基、烯丙基）二苯胺 (DPA) 部分充当电子供体，吡啶-乙腈 (PA) 部分充当电子受体。这些部分最近对光电应用表现出极大的兴趣。DPA-PA-1-3的结构由FT-IR、 1 H NMR和13 C N
• A highly efficient magnetic solid acid nanocatalyst for the synthesis of new bulky heterocyclic compounds
  作者：Masoud Nasr-Esfahani、Zahra Rafiee、Morteza Montazerozohori、Hassan Kashi

  DOI：10.1039/c6ra02749k

  日期：——

  analyzer (EDAX), vibrating sample magnetometry (VSM) and the dynamic light scattering (DLS) measurement technique. The catalyst showed high thermal stability and good reusability. Some new bulky heterocyclic compounds such as bis(2,4,5-triarylimidazole), bis(1,4-dihydropyridine), bis(1,8-dioxooctahydroxanthene) and bis(1,8-dioxo-decahydroacridine) derivatives were synthesized using 4,4′-(alkylazanediyl)dibenzaldehyde

  制备Fe 3 O 4纳米颗粒，并用3-氨基丙基三乙氧基硅烷（APTES）涂覆。将形成的胺表面的Fe 3 O 4 @APTES NP进一步用马来酸酐（MAH）化学修饰以生成Fe 3 O 4@ APTES·MAH NP。通过FT-IR，X射线衍射（XRD），扫描电子显微镜（SEM），透射电子显微镜（TEM），热重分析（TG），能量色散X射线分析仪（EDAX），振动样品磁力分析对催化剂进行了表征（VSM）和动态光散射（DLS）测量技术。该催化剂显示出高的热稳定性和良好的可重复使用性。合成了一些新的大体积杂环化合物，例如双（2,4,5-三芳基咪唑），双（1,4-二氢吡啶），双（1,8-二氧代八氢氧杂蒽）和双（1,8-二氧代十氢ac啶）衍生物。 4,4' - （alkylazanediyl）二苯甲醛作为底物和Fe 3 ö 4个@APTES或Fe 3 ö 4@ APTES·MAH作为催化剂。分离出高纯
• Synthesis of Diphenylamine-Based Novel Fluorescent Styryl Colorants by Knoevenagel Condensation Using a Conventional Method, Biocatalyst, and Deep Eutectic Solvent
  作者：Yogesh A. Sonawane、Sunanda B. Phadtare、Bhushan N. Borse、Amit R. Jagtap、Ganapati S. Shankarling

  DOI：10.1021/ol902976u

  日期：2010.4.2

  Novel Y-shaped-acceptor-pi-donor-pi-acceptor-type compounds, synthesized from 4,4'-hexyliminobisbenzaldehyde as electron donors and different active methylene compounds as electron acceptors, were produced by conventional Knoevenagel condensation alone, with a deep eutectic solvent, or with a lipase biocatalyst to compare the yield and recyclability among the three methods. Yield, reaction time, reaction temperature, and recyclability were compared among the three methods. The photophysical properties and thermal stability of the products were also investigated.
• Bi-anchoring organic sensitizers of type D-(π-A) 2 comprising thiophene-2-acetonitrile as π-spacer and malonic acid as electron acceptor for dye sensitized solar cell applications
  作者：Gachumale Saritha Reddy、Sekar Ramkumar、Abdullah M. Asiri、Sambandam Anandan

  DOI：10.1016/j.saa.2015.03.032

  日期：2015.6

  Two new bi-anchoring organic sensitizers of type D-(pi-A)(2) comprising the identical pi-spacer (thiophene-2-acetonitrile) and electron acceptor (malonic acid) but different aryl amine as electron donors (diphenylamine and carbazole) were synthesized, characterized and fabricated metal free dye-sensitized solar cell devices. The intra molecular charge transfer property and electrochemical property of these dyes were investigated by molecular absorption, emission, cyclic voltammetric experiments and in addition, quantum chemical calculation studies were performed to provide sufficient driving force for the electron injection into the conduction band of TiO2 which leads to efficient charge collection. Among the fabricated devices, carbazole based device exhibits high current conversion efficiency (eta = 4.7%) with a short circuit current density (J(SC)) 15.3 mA/cm(2), an open circuit photo voltage (V-OC) of 0.59 V and a fill factor of 0.44 under AM 1.5 illumination (85 mW/cm(2)) compared to diphenylamine based device. (C) 2015 Elsevier B.V. All rights reserved.