1-dodecyl-1H-pyrrole-2-carbaldehyde | 359643-81-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-dodecyl-1H-pyrrole-2-carbaldehyde
• 英文别名: 1-(dodecyl)-pyrrole-2-carbaldehyde；1-dodecylpyrrole-2-carbaldehyde
• CAS: 359643-81-5
• 化学式: C₁₇H₂₉NO
• 分子量: 263.423
• InChiKey: LJGZHSPRNRSQQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  19
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,1-二苯肼盐酸盐 、 1-dodecyl-1H-pyrrole-2-carbaldehyde 在 咪唑 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以89%的产率得到2-((2,2-diphenylhydrazineylidene)methyl)-1-dodecyl-1H-pyrrole
  参考文献：
  名称：

  Efficient Squaraine-Based Solution Processable Bulk-Heterojunction Solar Cells

  摘要：

  We report the fabrication of organic bulk-heterojunction solar cells based, for the first time, on squaraine/PCBM Wends. The most efficient device, solution-processed in air, exhibits J(sc) = 5.70 mA/cm(2), V-oc = 0.62 V, fill-factor = 0.35, and power conversion efficiency = 1.24%, one of the highest to date for a small molecule solution-processed bulk-heterojunction cell.

  DOI：

  10.1021/ja8067879
• 作为产物：
  描述：

  1-dodecyl-1H-pyrrole 在 N,N-二甲基甲酰胺 、 三氯氧磷 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 1-dodecyl-1H-pyrrole-2-carbaldehyde
  参考文献：
  名称：

  二茂铁修饰的新型方酸菁染料的合成与性能

  摘要：

  摘要通过（E）-1-十二烷基-2-二茂铁基乙烯基-1H-吡咯和方酸合成了一种新型的二茂铁修饰的方酸染料（SQ）。通过1 H NMR，13 C NMR，MS和元素分析对SQ的分子结构进行了表征。SQ在普通溶剂中高度可溶。在不同溶剂中SQ的最大吸收在708-734 nm范围内，随着溶剂极性的增加，表现出正溶剂溶变色。SQ的光学和电学性质表明，它是用于体-异质结有机太阳能电池的有前途的电子供体材料。

  DOI：

  10.1016/j.cclet.2011.05.039

文献信息

• Fluorescent bispyrroles. New building blocks for novel π-conjugated polymers
  作者：J Eldo、E Arunkumar、A Ajayaghosh

  DOI：10.1016/s0040-4039(00)01039-x

  日期：2000.8

  Several bispyrroles which are bridged through conjugated aromatic moieties were synthesized by the Wittig-Horner-Emmons reaction. Photophysical and electrochemical data of these highly fluorescent monomers reveal that they are useful building blocks for the design of a wide variety of novel pi-conjugated polymers, which may find application as potential optoelectronic materials. (C) 2000 Elsevier Science Ltd. All rights reserved.
• A Ratiometric Fluorescence Probe for Selective Visual Sensing of Zn²⁺
  作者：Ayyappanpillai Ajayaghosh、Priya Carol、Sivaramapanicker Sreejith

  DOI：10.1021/ja054149s

  日期：2005.11.1

  A simple ratiometric fluorescence probe based on vinylpyrrole end-capped bipyridine for the visual sensing of Zn2+ under aqueous physiological pH (6.8-7.4) is described. The fluorophores 3a-c showed strong emission around 537 nm in acetonitrile with a quantum yield of 0.4. In buffered (HEPES, pH 7.2) acetonitrile-water mixture (9:1 v/v), titration of transition metal salts to 3c showed strong quenching of the emission at 547 nm except in the case of Zn2+, which resulted in a red-shifted emission at 637 nm. Alkali and alkaline earth metal salts could not induce any considerable changes to the emission behavior of 3a-c. The binding of Zn2+ was highly selective in the presence of a variety of other metal ions. Though Cu2+ quenches the emission of 3c, in the presence of Zn2+, a red emission prevails, indicating the preference of 3c toward Zn2+. Job plot and Benesi-Hildebrand analysis revealed a 1:1 complexation between the probe and the metal ion. The selective visual sensing of Zn2+ with a red emission is ideally suited for the imaging of biological specimens.
• A Novel Approach Toward Low Optical Band Gap Polysquaraines
  作者：A. Ajayaghosh、J. Eldo

  DOI：10.1021/ol016284p

  日期：2001.8.9

  [GRAPHICS]Polycondensation of 2,5-dialkoxydivinylbenzene-bridged bispyrroles and squaric acid resulted in extensively conjugated polymers with strong near-infrared (NIR) absorption around 800-1000 nm, which is a signature of their low band gap (E-g). Conjugated polymers with such a strong NIR absorption are rare. One of the synthesized polysquaraines showed a significantly low E-g of 0.79 eV with an intrinsic conductivity of 5.3 X 10(-4) S/cm.