Di-(2-ethyl-hexyl)-malonsaeure-diethylester | 24251-94-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Di-(2-ethyl-hexyl)-malonsaeure-diethylester
• 英文别名: Bis-(2-ethyl-hexyl)-malonsaeure-diethylester；Diethyl 2,2-bis(2-ethylhexyl)propanedioate；diethyl 2,2-bis(2-ethylhexyl)propanedioate
• CAS: 24251-94-3
• 化学式: C₂₃H₄₄O₄
• 分子量: 384.6
• InChiKey: PXNGXMJBAFESGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  27
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Di-(2-ethyl-hexyl)-malonsaeure-diethylester 在 lithium aluminium tetrahydride 作用下， 生成 2,2-bis(2-ethylhexyl)-propane-1,3-diol
  参考文献：
  名称：

  Colour tunable electrochromic devices based on PProDOT-(Hx)2 and PProDOT-(EtHx)2 polymers

  摘要：

  调整 ECD 颜色转换态最常用的方法是修改电致变色聚合物的化学结构，以实现所需的透明到暗色状态的颜色转换。然而，这种方法可能会带来巨大的合成挑战，通常会导致设备性能参数（如对比度范围或稳定性以及溶剂加工性）大打折扣。在这项研究中，我们研究了如何通过溶液混合聚乙烯和聚丙烯来调整 ECD 的暗态颜色（在 +0.8 V），方法是将具有出色对比度性能但在美学上不理想的紫色过渡的聚(3,3-二己基-3,4-二氢-2H-噻吩并[3,4-b][1,4]二氧杂环庚烷)(PProDOT-(Hx)2)溶液混合、与聚(3,3-双(2-乙基己基)-3,4-二氢-2H-噻吩并[3,4-b][1,4]二氧杂环庚烷) (PProDOT-(EtHx)2)混合，这种材料的对比度范围较小，但具有更美观的蓝色过渡。研究人员探讨了两种阴极着色材料 PProDOT-(Hx)2 和 PProDOT-(EtHx)2 的混合物对光谱电化学和组装 ECD 的影响。此外，还研究了光对比度、电化学特性以及器件组装中使用的离子液体电解质类型的影响，以确定如何在保持器件对比度超过 55% 的同时调整 ECD 的暗态颜色。

  DOI：

  10.1039/c3tc31011f
• 作为产物：
  描述：

  溴代异辛烷 在 sodium 作用下， 以 乙醇 为溶剂， 生成 Di-(2-ethyl-hexyl)-malonsaeure-diethylester
  参考文献：
  名称：

  Nikishin,G.I. et al., Journal of general chemistry of the USSR, 1960, vol. 30, p. 3510 - 3514

  摘要：

  DOI：

文献信息

• Spray Coatable Electrochromic Dioxythiophene Polymers with High Coloration Efficiencies
  作者：Benjamin D. Reeves、Christophe R. G. Grenier、Avni A. Argun、Ali Cirpan、Tracy D. McCarley、John R. Reynolds

  DOI：10.1021/ma049222y

  日期：2004.10.1

  Four new disubstituted propylenedioxythiophene polymers have been synthesized by Grignard metathesis on the 1-5 g scale. All polymers were found to be soluble in chloroform, methylene chloride, toluene, and tetrahydrofuran and were fully structurally characterized having GPC determined number-average molecular weights ranging from 33000 to 47000 g mol(-1). Dilute polymer solutions in toluene exhibited strong red fluorescence with moderate quantum efficiencies from 0.38 to 0.50. Homogeneous thin films were formed by electropolymerization and spray casting polymer solutions onto ITO coated glass slides at thicknesses of ca. 150 nm. The films were electroactive, switching from a dark blue-purple to a transmissive sky blue upon p-doping, often with subsecond switching times, and high electrochromic contrast luminance changes (% DeltaY) of 40-70%. These studies revealed that the branched derivatives, [poly(3,3-bis(2-ethylhexyl)-3,4-dihydro-2H-thieno[3,4-b] [1,4] dioxepine)] and [poly(6,8-dibromo-3,3-bis(2-ethylhexyloxymethyl)-3,4-dihydro-2H-thieno[3,4-b] [1,4]dioxepine)], gave an electrochemical response and associated color change over a much smaller voltage range in comparison to the linear chain substituted derivatives, [poly(3,3-dihexyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine)] and [poly(3,3-bis(octadecyloxymethyl)-3,4-dihydro-2H-thieno[3,4-b] [1,4]dioxepine)]. Composite coloration efficiency values were found up to 1365 cm(2)/C; this was considerably larger than values obtained from previously studied alkylenedioxythiophene based polymers (similar to375 cm(2)/C).
• Nikishin,G.I. et al., Journal of general chemistry of the USSR, 1960, vol. 30, p. 3510 - 3514
  作者：Nikishin,G.I. et al.

  DOI：——

  日期：——
• Colour tunable electrochromic devices based on PProDOT-(Hx)2 and PProDOT-(EtHx)2 polymers
  作者：Bo Weng、Syed Ashraf、Peter C. Innis、Gordon G. Wallace

  DOI：10.1039/c3tc31011f

  日期：——

  The most commonly used method to tune the colour transition states of an ECD is to modify the chemical structure of the electrochromic polymers to achieve the desired transparent to dark state switching colours. However, this approach can present significant synthetic challenges that typically result in a compromise in device performance parameters such as contrast range or stability as well as solvent processability. In this study we have investigated tuning the dark-state colour of an ECD (at +0.8 V) by solution mixing poly(3,3-dihexyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine) (PProDOT-(Hx)2), which has an excellent contrast performance but with an esthetically undesirable purple colour transition, with poly(3,3-bis(2-ethylhexyl)-3,4-dihydro-2H-thieno [3,4-b][1,4]dioxepine) (PProDOT-(EtHx)2), a material with a poorer contrast range but with more esthetic blue colour transition. The influence of mixtures of two cathodically colouring materials, PProDOT-(Hx)2 and PProDOT-(EtHx)2, on the spectroelectrochemistry and assembled ECDs was explored. Photopic contrast, electrochemical properties and the influence of the type of ionic liquid electrolyte employed in the device assembly were also investigated to determine how the dark-state colour of ECDs can be tuned while maintaining device contrast over 55%.

  调整 ECD 颜色转换态最常用的方法是修改电致变色聚合物的化学结构，以实现所需的透明到暗色状态的颜色转换。然而，这种方法可能会带来巨大的合成挑战，通常会导致设备性能参数（如对比度范围或稳定性以及溶剂加工性）大打折扣。在这项研究中，我们研究了如何通过溶液混合聚乙烯和聚丙烯来调整 ECD 的暗态颜色（在 +0.8 V），方法是将具有出色对比度性能但在美学上不理想的紫色过渡的聚(3,3-二己基-3,4-二氢-2H-噻吩并[3,4-b][1,4]二氧杂环庚烷)(PProDOT-(Hx)2)溶液混合、与聚(3,3-双(2-乙基己基)-3,4-二氢-2H-噻吩并[3,4-b][1,4]二氧杂环庚烷) (PProDOT-(EtHx)2)混合，这种材料的对比度范围较小，但具有更美观的蓝色过渡。研究人员探讨了两种阴极着色材料 PProDOT-(Hx)2 和 PProDOT-(EtHx)2 的混合物对光谱电化学和组装 ECD 的影响。此外，还研究了光对比度、电化学特性以及器件组装中使用的离子液体电解质类型的影响，以确定如何在保持器件对比度超过 55% 的同时调整 ECD 的暗态颜色。