4-(diethylamino)-2-[(6-hydroxyhexyl)oxy]benzaldehyde | 586972-34-1

• 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-[(6-hydroxyhexyl)oxy]benzaldehyde
• 英文别名: 4-Diethylamino-2-(6-hydroxy-hexyloxy)-benzaldehyde；4-(diethylamino)-2-(6-hydroxyhexoxy)benzaldehyde
• CAS: 586972-34-1
• 化学式: C₁₇H₂₇NO₃
• 分子量: 293.406
• InChiKey: MPSFOIZJWNOUGB-UHFFFAOYSA-N

物化性质

• 沸点：
  459.6±40.0 °C(Predicted)
• 密度：
  1.062±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(diethylamino)-2-[(6-hydroxyhexyl)oxy]benzaldehyde 在 哌啶 、 二正丁基氧化锡 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 16.0h， 生成 6-[5-(diethylamino)-2-[(E)-2-(4-nitrophenyl)ethenyl]phenoxy]hexyl bicyclo[2.2.1]hept-5-ene-2-carboxylate
  参考文献：
  名称：

  Synthesis and Nonlinear-Optical Properties of Vinyl-Addition Poly(norbornene)s

  摘要：

  Vinyl-addition poly(norbornene) copolymers functionalized with nonlinear optical chromophore side groups have been prepared using (eta(6)-toluene)Ni(C6F5)(2), and their electrooptic properties have been characterized. The nickel complex used to polymerize the norbornene monomers is tolerant to many functional groups found in nonlinear optical chromophores although nitriles and amines other than trisubstituted amines strongly inhibit the reaction. A vinyl-addition copolymer of hexylnorbornene and a norbornene-functionalized Disperse Red 1 chromophore was scaled up and studied in detail. Initial studies indicate that electric field poling is effective but that relaxation of polar order in the poly(norbornene) is faster than in a comparable methacrylate copolymer.

  DOI：

  10.1021/ma040044i
• 作为产物：
  描述：

  6-氯-1-己醇 、 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86%的产率得到4-(diethylamino)-2-[(6-hydroxyhexyl)oxy]benzaldehyde
  参考文献：
  名称：

  隔离基团（TBDPS）在设计有效的有机非线性光学FTC型生色团中的重要作用

  摘要：

  合成并系统研究了基于相同的噻吩π共轭和三氰呋喃受体（TCF）的高效且热稳定的非线性发色团，该三氰呋喃受体具有不同的隔离基团。密度泛函理论（DFT）用于计算这些生色团的HOMO-LUMO能隙和一阶超极化率（β）。这些新发色团的分解温度均高于250°C，具有出色的热稳定性。最重要的是，这些发色团的分子超极化性可以有效地转化为极性聚合物中的大电光（EO）系数（r 33）。含25％（重量）发色团F1的掺杂膜B的r在1310nm处的33值为52 pm/V，并且包含F 2的掺杂膜-C在35wt％的浓度下显示为91 pm/V。这些值都比传统的FTC发色团（39 pm / V）高得多。这些结果表明，引入的隔离基团可以减少分子间的静电相互作用，从而增强宏观的EO活性。此外，隔离基团的位置在实现材料的超大EO系数方面也起着同等重要的作用。这些特性以及良好的溶解性表明这些新型生色团可以用作高级材料设备。

  DOI：

  10.1016/j.dyepig.2016.12.003

文献信息

• Thermally Stable, Dye-Bridged Nanohybrid-Based White Light-Emitting Diodes
  作者：Seung-Yeon Kwak、SeungCheol Yang、Na Ree Kim、Jae Hong Kim、Byeong-Soo Bae

  DOI：10.1002/adma.201103077

  日期：2011.12.22

  Thermally stable red and green light-emitting nanohybrids are introduced as an organic luminescent converter with broad color tunability and a high color rendering index for white light-emitting diodes (LEDs). Nanohybrid-based white LEDs are thermally stable and the color coordination is not changed by heat exposure.
• Synthesis and Nonlinear-Optical Properties of Vinyl-Addition Poly(norbornene)s
  作者：Ki Hong Park、Robert J. Twieg、R. Ravikiran、Larry F. Rhodes、Robert A. Shick、Diego Yankelevich、Andre Knoesen

  DOI：10.1021/ma040044i

  日期：2004.7.1

  Vinyl-addition poly(norbornene) copolymers functionalized with nonlinear optical chromophore side groups have been prepared using (eta(6)-toluene)Ni(C6F5)(2), and their electrooptic properties have been characterized. The nickel complex used to polymerize the norbornene monomers is tolerant to many functional groups found in nonlinear optical chromophores although nitriles and amines other than trisubstituted amines strongly inhibit the reaction. A vinyl-addition copolymer of hexylnorbornene and a norbornene-functionalized Disperse Red 1 chromophore was scaled up and studied in detail. Initial studies indicate that electric field poling is effective but that relaxation of polar order in the poly(norbornene) is faster than in a comparable methacrylate copolymer.
• The important role of the isolation group (TBDPS) in designing efficient organic nonlinear optical FTC type chromophores
  作者：Yuhui Yang、Jialei Liu、Hongyan Xiao、Zhen Zhen、Shuhui Bo

  DOI：10.1016/j.dyepig.2016.12.003

  日期：2017.4

  stable nonlinear optical chromophores based on the same thiophene π-conjugation and tricyanofuran acceptor (TCF) possessing different isolation groups attached to electron-donating moiety have been synthesized and systematically investigated in this paper. Density functional theory (DFT) was used to calculate the HOMO–LUMO energy gaps and first-order hyperpolarizability (β) of these chromophores. These

  合成并系统研究了基于相同的噻吩π共轭和三氰呋喃受体（TCF）的高效且热稳定的非线性发色团，该三氰呋喃受体具有不同的隔离基团。密度泛函理论（DFT）用于计算这些生色团的HOMO-LUMO能隙和一阶超极化率（β）。这些新发色团的分解温度均高于250°C，具有出色的热稳定性。最重要的是，这些发色团的分子超极化性可以有效地转化为极性聚合物中的大电光（EO）系数（r 33）。含25％（重量）发色团F1的掺杂膜B的r在1310nm处的33值为52 pm/V，并且包含F 2的掺杂膜-C在35wt％的浓度下显示为91 pm/V。这些值都比传统的FTC发色团（39 pm / V）高得多。这些结果表明，引入的隔离基团可以减少分子间的静电相互作用，从而增强宏观的EO活性。此外，隔离基团的位置在实现材料的超大EO系数方面也起着同等重要的作用。这些特性以及良好的溶解性表明这些新型生色团可以用作高级材料设备。