4-(pentacosa-10,12-diynamido)benzoic acid | 195007-60-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(pentacosa-10,12-diynamido)benzoic acid
• 英文别名: 4-(Pentacosa-10,12-diynoylamino)benzoic acid
• CAS: 195007-60-4
• 化学式: C₃₂H₄₇NO₃
• 分子量: 493.73
• InChiKey: YOGPOMWIIBOPNR-UHFFFAOYSA-N

物化性质

• 熔点：
  190-193 °C
• 沸点：
  682.7±40.0 °C(Predicted)
• 密度：
  1.025±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11
• 重原子数：
  36
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  10,12-二十五碳二炔酸 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 4-(pentacosa-10,12-diynamido)benzoic acid
  参考文献：
  名称：

  Colorimetric Reversibility of Polydiacetylene Supramolecules Having Enhanced Hydrogen-Bonding under Thermal and pH Stimuli

  摘要：

  To investigate the role of hydrogen-bonding on colorimetric transition of polydiacetylene supramolecules, novel diacetylene derivatives allowing various hydrogen-bonding states were synthesized by coupling carboxy-substituted (ortho-, meta-, and para-) anilide groups with a typical single-chain diacetylene lipid. One with a terminal carboxyl group at the meta position provided the resulting supramolecular Langmuir-Schaefer films with enhanced hydrogen-bonding, and hence resulted in unprecedented colorimetric reversibility under both thermal and pH stimuli.

  DOI：

  10.1021/ja0299001

文献信息

• Self‐Assembly Behavior of Diacetylenic Acid Molecules upon Vapor Deposition: Odd–Even Effect on the Film Morphology
  作者：Chiao‐Wei Tseng、Ding‐Chi Huang、Han‐Li Yang、Hsieh‐Cheng Lin、Fang‐Cheng Li、Chun‐Wei Pao、Yu‐Tai Tao

  DOI：10.1002/chem.202002227

  日期：2020.11.2

  linear carboxylic acids containing diacetylenic units at different positions along the chain (C12H25(C≡C)2(CH2)nCOOH, n=7–11) were vacuum‐deposited on clean silica substrates. The morphologies of the initial films after UV irradiation were studied. A clear odd–even effect on the morphology of the initial film was observed in that, depending on the spacer length between the diacetylenic unit and carboxyl

  一系列在链的不同位置包含二炔单元的线性羧酸（C 12 H 25（C≡C）2（CH 2）n COOH，n= 7-11）真空沉积在干净的二氧化硅基板上。研究了紫外线照射后初始薄膜的形貌。观察到对初始膜的形态有明显的奇偶影响，因为取决于二乙炔单元和羧基头基之间的间隔基长度，获得了酸性二聚体层的环或树枝状晶体。聚集过程的分子动力学模拟表明，两个竞争的分子间相互作用以及聚集方向都参与其中，并受奇数或偶数碳链长度的调节。通过在链的末端取代苯基或通过将羧基头基更改为酰胺基苯甲酸头基来进一步调节相互作用，会产生相似的奇偶效应，但具有不同的尺寸或趋势，可以类似地合理化。
• Diverse colorimetric changes of polydiacetylenes with cationic surfactants and their mechanistic studies
  作者：Kyung Mi Lee、Jong Hun Moon、Hyeryeong Jeon、Xiaoqiang Chen、Hee Jin Kim、Sol Kim、Sung-Jin Kim、Jin Yong Lee、Juyoung Yoon

  DOI：10.1039/c1jm12818c

  日期：——

  Polydiacetylenes (PDAs), a family of conjugated polymers, are known to show stimulus-induced apparent blue-to-red transitions, which have led to the development of a variety of PDA-based chemosensors. However, in most cases, recognition sites were introduced at the terminal ends of PDAs, therefore, recognition processes on the surface of PDAs have been the primary stimulations to induce blue to red colorimetric changes. In this study, we reported that diverse colorimetric changes can be observed for PDA based sensors in which penetration of cationic surfactant into PDAs bearing benzoic acid groups can cause not only the typical blue to red change but also blue to violet, blue to yellow or blue to orange color change. We systematically demonstrated that these novel findings can be used effectively to discriminate different cationic surfactants by using three different PDAs. Furthermore, theoretical calculations and transmission electron microscope (TEM) images also confirm these unique colorimetric changes. These results suggest a new direction in which to design colorimetric sensors based on PDA polymers.

  聚二乙炔 (PDA) 是一类共轭聚合物，已知会表现出刺激诱导的明显的蓝到红转变，这导致了各种基于 PDA 的化学传感器的开发。然而，在大多数情况下，识别位点是在PDA的末端引入的，因此，PDA表面的识别过程是引起蓝色到红色色度变化的主要刺激。在这项研究中，我们报道了基于 PDA 的传感器可以观察到多种比色变化，其中阳离子表面活性剂渗透到带有苯甲酸基团的 PDA 中不仅可以引起典型的蓝色到红色的变化，而且还可以引起蓝色到紫色、蓝色到黄色或蓝色的变化。变为橙色。我们系统地证明了这些新发现可以通过使用三种不同的 PDA 来有效地区分不同的阳离子表面活性剂。此外，理论计算和透射电子显微镜（TEM）图像也证实了这些独特的色度变化。这些结果提出了基于 PDA 聚合物设计比色传感器的新方向。