4-(diethylamino)-2-(hexyloxy)benzaldehyde

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(diethylamino)-2-(hexyloxy)benzaldehyde
• 英文别名: 4-(Diethylamino)-2-hexoxybenzaldehyde；4-(diethylamino)-2-hexoxybenzaldehyde
• 化学式: C₁₇H₂₇NO₂
• 分子量: 277.407
• InChiKey: RILDUMKLAPOEME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(diethylamino)-2-(hexyloxy)benzaldehyde 在 sodium hydride 、 三乙胺 、 三氯氧磷 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 56.0h， 生成
  参考文献：
  名称：

  Comparison of second-order nonlinear optical chromophores with D–π–A, D–A–π–A and D–D–π–A architectures: diverse NLO effects and interesting optical behavior

  摘要：

  四种二阶非线性光学色团，具有D–π–A，D–A–π–A和D–D–π–A结构，已被合成并进行了系统性表征。

  DOI：

  10.1039/c4ra08951k
• 作为产物：
  描述：

  1-氯己烷 、 4-(二乙氨基)水杨醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以91%的产率得到4-(diethylamino)-2-(hexyloxy)benzaldehyde
  参考文献：
  名称：

  有机二阶非线性光学发色团及合成方法和应用

  摘要：

  本发明公开一种有机二阶非线性光学发色团及合成方法和应用，该有机二阶非线性光学发色团具有式(CL)或式(HCL)的结构：

  公开号：

  CN106279133A

文献信息

• Highly Stoke shifted near infrared (NIR) emitting donor-pi-acceptor chromophore: Synthesis and combined experimental and computational studies of photophysical properties
  作者：Manoj M. Jadhav、Dinesh Patil、Nagaiyan Sekar

  DOI：10.1016/j.jphotochem.2018.05.028

  日期：2018.8

  of novel highly Stokes shifted near infrared (NIR) emitting donor-π-acceptor (D-π-A) based push-pull chromophore BJH1-BJH6 having 4- (diethylamino) aryl as a donor, separated by π-spacer were designed and synthesized. BJH2 and BJH5 have additional cyano group, which acts as electron trap and alters the photophysical properties significantly. The photophysical properties were recorded in nine different

  一系列新颖的高斯托克斯位移近红外（NIR）发射供体-π受体（D-π-A）的推拉发色团BJH1-BJH6具有4-（二乙氨基）芳基作为供体，被π间隔隔开。设计和合成。BJH2和BJH5具有额外的氰基，可充当电子陷阱并显着改变光物理性质。在九种不同的溶剂中记录了光物理性质，并且随着极性的增加，吸收和发射发生红移。溶剂极性图支持正溶剂变色和电荷转移。密度泛函理论（DFT）和时间依赖的密度泛函理论（TD-DFT）计算被用来关联π-连接基修饰对吸收的影响。斯托克斯位移在47nm至240nm的范围内。在乙腈中观察到BJH3的最高斯托克斯位移为240 nm。较高的斯托克斯位移和较大的偶极矩比证实了较高的极性激发态。通过DFT获得的HOMO-LUMO能级用于建立结构修饰与光物理性质之间的相关性。具有乙腈噻吩作为π-连接基的BJH2和BJH5显示出LUMO能级的选择性稳定而不改变HOMO能级。
• Near IR emitting novel rhodanine-3-acetic acid based two donor-π-acceptor sensitizers for DSSC: Synthesis and application
  作者：Manoj M. Jadhav、Towhid H. Chowdhury、Idriss Bedja、Dinesh Patil、Ashraful Islam、Nagaiyan Sekar

  DOI：10.1016/j.dyepig.2019.02.045

  日期：2019.6

  dyes MR1, MR2, MR3 and MR4 containing N, N-diethylaniline as a donor group, rhodanine-3-acetic acid as an acceptor group separated by thiophene as a spacer were designed and synthesized. The detailed study of electrochemical, photophysical, photovoltaic and theoretical properties highlights their utilization in Dye-Sensitized Solar Cell (DSSCs) application. The sensitizers MR1, MR2, MR3 and MR4 show

  设计并合成了一系列无金属的新型有机染料MR1，MR2，MR3和MR4，它们以N，N-二乙基苯胺为供体基团，若丹明-3-乙酸为受体基，并被噻吩分隔为间隔基。对电化学，光物理，光伏和理论特性的详细研究突显了它们在染料敏化太阳能电池（DSSC）应用中的利用。敏化剂MR1，MR2，MR3和MR4在DSSC中的功率转换效率（PCE）分别为3.51％，2.58％，6.56％和6.32％。在合成染料中，以噻吩环为氰基（-CN）基团的π-连接基设计的MR3的最大PCE为6.56％。敏化剂效率提高MR3是由于多余的吸电子CN基团起着有效的电子陷阱的作用。所有这些染料通过1 H NMR，13 C NMR和CHN分析进行表征。在九种不同溶剂中记录的光物理性质显示出正溶剂溶变色和高斯托克斯频移。MR3和MR4在近红外区域发射，斯托克斯位移较大。广泛的密度泛函理论（DFT）和随时间变化的密度泛函理论（TD-DFT）
• Influence of thiophene spacer and auxiliary acceptor on the optical properties of 4-(Diethylamino)-2-hydroxybenzaldehyde based D-π-A-π-D Colorants with N-alkyl donors: Experimental, DFT and Z-scan study
  作者：Manish M. Raikwar、Dinesh S. Patil、Elizabeth Mathew、Manu Varghese、Issac H. Joe、Nagaiyan Sekar

  DOI：10.1016/j.jphotochem.2018.12.035

  日期：2019.3

  We report here design and synthesis of four new D-π-A-π-D type dyes (4 and 5) with triphenylamine/N-ethyl carbazole as fixed rotor/donor and N, N-diethyl amine as a secondary donor having dicyanovinylene as a common acceptor. The Influence of π-linker (thiophene) along with an auxillary cyano group on the nonlinear and linear optical properties is investigated. Molecules with thiophene spacer (4b and

  我们在这里报告设计和合成四种新的D-π-A-π-D型染料（4和5），其中三苯胺/ N-乙基咔唑作为固定转子/给体，N，N-二乙胺作为具有二氰基亚乙烯基的二级给体作为一个共同的接受者。研究了π-连接基（噻吩）和辅助氰基对非线性和线性光学性质的影响。与没有噻吩间隔基（4a和5a）的分子相比，具有噻吩间隔基（4b和5b）的分子在吸收和发射曲线上显示出逐渐变化，反映了π-连接基的作用。染料显示出取决于溶剂的发射[例如4b（甲苯＝ 689nm）和5b（DMSO ＝ 795nm）]表明由于在激发态下增强的分子内电荷转移而产生了更极化的光激发态。溶剂致变色性质支持一般的溶剂效应，这由溶剂极性图（Weller和Rettig的图）证实。光学性质的趋势还通过时间依赖性密度泛函理论计算得到了验证，该计算进一步揭示了长波长吸收的电荷转移（从次级供体到受体）。电荷转移偶极矩最高的染料相对具有最大的两个光子吸收截面积（4b =
• Heck reaction in the synthesis of D-π-A chromophores: The effect of donor and acceptor on the ratio of 1,2- <i>trans</i>- and 1,1-isomer olefins
  作者：Liliya N. Islamova、Guzel M. Fazleeva、Sirina M. Sharipova、Alexey A. Shustikov、Ekaterina G. Tanysheva、Alexey A. Kalinin

  DOI：10.1080/00397911.2022.2037650

  日期：2022.2.16

  Abstract The effect of substituents in the aniline donor and the type of heterocyclic acceptor/donor moieties on the yields of 1,2-trans- and 1,1-isomer ethylene D-π-A chromophores in Pd-catalyzed Heck reaction has been studied. Various D-π-A chromophores – derivatives of quinoline, quinoxaline, benzothiazole, carbazole and indolizine – were synthesized.

  摘要 已经研究了苯胺供体中的取代基和杂环受体/供体部分的类型对 Pd 催化的 Heck 反应中 1,2-反式和 1,1-异构体乙烯 D-π-A 生色团产率的影响。合成了各种 D-π-A 发色团——喹啉、喹喔啉、苯并噻唑、咔唑和中氮茚的衍生物。
• Synthesis of novel colorants for DSSC to study effect of alkyl chain length alteration of auxiliary donor on light to current conversion efficiency
  作者：Manoj M. Jadhav、Jayraj V. Vaghasiya、Dinesh Patil、Saurabh S. Soni、Nagaiyan Sekar

  DOI：10.1016/j.jphotochem.2019.03.043

  日期：2019.5

  Five (MA1-MA5) hemicyanine based sensitizer having N, N-diethyl aniline as a primary donor and hydroxy or alkoxy as an auxiliary donor have been synthesized to establish a correlation between amphiphilic nature of the sensitizer and charge recombination. A strong electron withdrawing 3-(carboxymethyl)-2-methylbenzo[d]thiazol-3-ium bromide has been explored as an acceptor. All the dyes were characterized by H-1-NMR, C-13-NMR and CHN analysis. The photophysical properties of these dyes were recorded in seven different solvents which do not show any significant impact on absorption and emission maxima while molar absorptivity coefficient decreases with increase in alkyl chain length. These dyes show very poor emission in all the solvents. Nano crystalline mesoporous TiO2 based dye-sensitized solar cells were fabricated using MA1 to MA5 sensitizers to evaluate their photovoltaic performance. MA5 having six carbon alkyl chain shows maximum efficiency of 4.97% while MA1 without any alkyl chain shows the lowest efficiency of 3.40%. As the length of alkyl chain increase efficiency increase due to increment in short circuit current (J(sc)) and retardation in the recombination process. Density functional theory (DFT) and time-dependent density functional theory (TD-DFT) were explored to obtain vertical excitation, HOMO-LUMO energy and electron density distribution.