4-heptoxy-4'-nitroazobenzene | 1286673-44-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 4-heptoxy-4'-nitroazobenzene
• 英文别名: 4-Nitro-4'-heptyloxy-azobenzene；(4-heptoxyphenyl)-(4-nitrophenyl)diazene
• CAS: 1286673-44-6
• 化学式: C₁₉H₂₃N₃O₃
• 分子量: 341.41
• InChiKey: BCCPSLYDMMPTQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  79.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  二(氰基苯)二氯化钯 、 4-heptoxy-4'-nitroazobenzene 以 乙醇 、 氯仿 为溶剂， 以43%的产率得到bis(μ-chloro)bis(4-heptoxy-4'-nitroazobenzenyl)dipalladium
  参考文献：
  名称：

  Syntheses, Electronic Structures, and Dichroic Behavior of Dinuclear Cyclopalladated Complexes of Push−Pull Azobenzenes

  摘要：

  Eight new chloride-/acetate-bridged dimeric Pd-II complexes have been synthesized by using 4-heptoxyazobenzenes 4'-substituted with groups of varying electron-withdrawing strength (NO2, CN, F, or CO2Et). The effects of charge density distribution and the bridging ligand on the relative proportions of structural and geometrical isomers produced is explored by using NMR spectroscopy. UV-vis spectroscopy reveals a single low-energy absorption for each proligand but three distinct bands for each of the complexes. The origins of the observed absorptions are inferred from the effects of changing the bridging ligands and corroborated by time-dependent density functional theory (TD-DFT) calculations. Dichroic ratio (DR) measurements in two different liquid-crystal (LC.) hosts show decreased performance upon complexation, although the results are notably wavelength dependent. The lowest energy absorption band, associated with intraligand charge-transfer transitions, displays superior dichroism with respect to the adjacent band at higher energy. The transition dipole moment directions calculated via TD-DFT correlate with the observed DR results, implying a decrease in alignment within the LC hosts for the complexes with respect to their proligands.

  DOI：

  10.1021/om101189f
• 作为产物：
  描述：

  4-羟基-4-硝基偶氮苯 、 碘化钠 、 1-溴代庚烷 、 potassium carbonate 在 水 、 二氯甲烷 、 Sodium sulfate-III 、 silica gel 、 acetone hexane 作用下， 以 乙醇 为溶剂， 反应 60.0h， 生成 4-heptoxy-4'-nitroazobenzene
  参考文献：
  名称：

  Liquid crystal mixtures

  摘要：

  含有染色物质的液晶混合物，包括大约5至40重量％的反式-p-[5-(4-烷基环己基)-2-嘧啶基]苯腈，大约10至60重量％的反式-4-烷基环己烷羧酸苯酯和大约0.1至15重量％的一个或多个染色物质，其化学式为 ##STR1## 其中m代表数字1，X代表烷氧基，Y代表硝基；或者m代表数字1或2；X代表对烷氧基苯基，Y代表硝基或二烷基氨基，或者X代表烷氧基，Y代表-p-硝基苯基或-（二烷基氨基）苯基；或者m代表数字2，X代表烷氧基，Y代表烷氧基，硝基或二烷基氨基，或者X和Y都代表二烷基氨基；其中烷氧基表示含有1至12个碳原子的直链基团，二烷基氨基中的烷基表示含有1至4个碳原子的直链烷基。

  公开号：

  US04395350A1

文献信息

• Syntheses, Electronic Structures, and Dichroic Behavior of Dinuclear Cyclopalladated Complexes of Push−Pull Azobenzenes
  作者：Octavia A. Blackburn、Benjamin J. Coe

  DOI：10.1021/om101189f

  日期：2011.4.25

  Eight new chloride-/acetate-bridged dimeric Pd-II complexes have been synthesized by using 4-heptoxyazobenzenes 4'-substituted with groups of varying electron-withdrawing strength (NO2, CN, F, or CO2Et). The effects of charge density distribution and the bridging ligand on the relative proportions of structural and geometrical isomers produced is explored by using NMR spectroscopy. UV-vis spectroscopy reveals a single low-energy absorption for each proligand but three distinct bands for each of the complexes. The origins of the observed absorptions are inferred from the effects of changing the bridging ligands and corroborated by time-dependent density functional theory (TD-DFT) calculations. Dichroic ratio (DR) measurements in two different liquid-crystal (LC.) hosts show decreased performance upon complexation, although the results are notably wavelength dependent. The lowest energy absorption band, associated with intraligand charge-transfer transitions, displays superior dichroism with respect to the adjacent band at higher energy. The transition dipole moment directions calculated via TD-DFT correlate with the observed DR results, implying a decrease in alignment within the LC hosts for the complexes with respect to their proligands.
• Liquid crystal mixtures
  申请人：Hoffmann-La Roche Inc.

  公开号：US04395350A1

  公开（公告）日：1983-07-26

  Liquid crystal mixtures containing a coloring substance which comprise about 5 to about 40 weight % of trans-p-[5-(4-alkylcyclohexyl)-2-pyrimidinyl]benzonitriles, about 10 to about 60 weight % of trans-4-alkylcyclohexane carboxylic acid phenyl esters and about 0.1 to about 15 weight % of one or more coloring substances of the formula ##STR1## wherein m stands for the number 1 and X is alkoxy and Y is nitro; or m stands for the number 1 or 2; and X is p-alkoxyphenyl and Y is nitro or dialkylamino, or X is alkoxy and Y is -p-nitrophenyl or -(dialkylamino)phenyl; or m stands for the number 2, and X is alkoxy and Y is alkoxy, nitro or dialkylamino, or both X and Y are dialkylamino; and wherein the alkoxy denotes a straight-chain group containing 1 to 12 carbon atoms and the alkyl groups in the dialkylamino each denote a straight-chain alkyl group containing 1 to 4 carbon atoms are described.

  含有染色物质的液晶混合物，包括大约5至40重量％的反式-p-[5-(4-烷基环己基)-2-嘧啶基]苯腈，大约10至60重量％的反式-4-烷基环己烷羧酸苯酯和大约0.1至15重量％的一个或多个染色物质，其化学式为 ##STR1## 其中m代表数字1，X代表烷氧基，Y代表硝基；或者m代表数字1或2；X代表对烷氧基苯基，Y代表硝基或二烷基氨基，或者X代表烷氧基，Y代表-p-硝基苯基或-（二烷基氨基）苯基；或者m代表数字2，X代表烷氧基，Y代表烷氧基，硝基或二烷基氨基，或者X和Y都代表二烷基氨基；其中烷氧基表示含有1至12个碳原子的直链基团，二烷基氨基中的烷基表示含有1至4个碳原子的直链烷基。