2,5-biscetyloxyterephthalic acid diethyl ester | 201022-14-2

• 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: 2,5-biscetyloxyterephthalic acid diethyl ester
• 英文别名: diethyl 2,5-bis(hexadecyloxy)terephthalate；diethyl 2,5-(hexadecyloxy)terephthalate；Diethyl 2,5-dihexadecoxybenzene-1,4-dicarboxylate
• CAS: 201022-14-2
• 化学式: C₄₄H₇₈O₆
• 分子量: 703.1
• InChiKey: MRBNGUHTHBYXPS-UHFFFAOYSA-N

物化性质

• 沸点：
  730.9±55.0 °C(Predicted)
• 密度：
  0.948±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  17.8
• 重原子数：
  50
• 可旋转键数：
  38
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,5-biscetyloxyterephthalic acid diethyl ester 在 氢氧化钾 、 氯化亚砜 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 50.0h， 生成 2,5-(hexadecyloxy)-N'1,N'4-[3-(hexadecyloxy)benzoyl]terephthalohydrazide
  参考文献：
  名称：

  Design principles to tune the optical properties of 1,3,4-oxadiazole-containing molecules

  摘要：

  我们合成了一系列氧杂二唑化合物和乙炔类似物。我们的数据显示，该环在可见光范围内具有光学透明性并且完全共轭，同时我们还发现含有常见的对位二烷氧取代基的分子中存在一种非辐射机制。这种结构导致量子效率大幅下降，在我们的例子中，从95.0%降至48.0%。通过我们的深入研究，我们揭示了这导致的证据，认为这是由于氧杂二唑与相邻的烷氧氧原子之间的排斥相互作用，这种相互作用我们认为阻碍了激发态的平面性。通过这里提出的设计原则，可以防止这种量子效率的降低。

  DOI：

  10.1039/b616996a
• 作为产物：
  描述：

  2,5-二羟基对苯二甲酸 在 硫酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 生成 2,5-biscetyloxyterephthalic acid diethyl ester
  参考文献：
  名称：

  Synthesis of a polyoxadiazole containing the 4-hydroxypyridine group and photo-induced fluorescent imaging on the polymer film

  摘要：

  A polyoxadiazole containing the 4-hydroxypyridine group, introduced to enhance the intermolecular interaction between polymer chains as well as for photosensitization, was synthesized from a corresponding precursor polyhydrazide. The absorption and emission spectra of the polymer film exhibited red-shifted maxima compared to those of the polyoxadiazole in chloroform solution, indicative of the presence of significant intermolecular interactions. The synthesized polymer showed a unique fluorescence enhancement upon UV irradiation in solution as well as in the film, presumably due to the photosensitized oxidation of hydroxypyridine groups to produce pyridone structures having different intermolecular interactions. Thus, this phenomenon enabled us to obtain a stable patterned image with enhanced fluorescence intensity in the UV-exposed area of the polymer film without any subsequent processes such as baking or etching. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2009.12.003

文献信息

• Synthesis and characterization of 1,3,4-oxadiazole derivatives containing alkoxy chains with different lengths
  作者：Xiao-bing Zhang、Ben-chen Tang、Peng Zhang、Min Li、Wen-jing Tian

  DOI：10.1016/j.molstruc.2007.01.032

  日期：2007.11

  compounds were confirmed by FT-IR, 1H NMR spectroscopy and elemental analysis. The optical and electrochemical properties of the compounds were investigated by UV–vis absorption and photoluminescence spectroscopy as well as cyclic voltammetry. The results show that introduction of two alkoxy groups whose electron-donating ability is stronger than that of methyl groups increases the electron density

  摘要 1,3,4-恶二唑衍生物、1,4-双[(4-甲基苯基)-1,3,4-恶二唑基]三个系列的合成、光学性质、电化学性质、电子结构及在电致发光器件中的应用亚苯基 (OXD1), 5,5'-二-(4-甲基)-2,2'-p-(2,5-双烷氧基亚苯基)-双-1,3,4-恶二唑 (OXD2–n) 和 1, 4-双[(4-烷氧基苯基)-1,3,4-恶二唑基]亚苯基(OXD3-n)被报道。恶二唑化合物的分子结构由FT-IR、1H NMR光谱和元素分析证实。通过紫外-可见吸收和光致发光光谱以及循环伏安法研究了化合物的光学和电化学性质。结果表明，两个给电子能力强于甲基的烷氧基的引入增加了 OXD2-n（具有侧向烷氧基取代基）和 OXD3-n（具有端基）共轭链段的电子密度。烷氧基取代基），因此与 OXD1 相比，导致吸收最大红移。所研究化合物的 HOMO 和 LUMO 能级在 -2.78 至 -2.89 和
• Thermochromism of a liquid crystalline dialkoxy substituted poly(1,4-phenylene-1,3,4-oxadiazol-2,5-diyl)
  作者：Andreas F. Thünemann、Silvia Janietz、Sonja Anlauf、Armin Wedel

  DOI：10.1039/b005757f

  日期：——

  The thermotropic liquid crystalline behavior of poly[2′,5′-bis(hexadecyloxy)-1,4-phenylene-1,3,4-oxadiazol-2,5-diyl] C16pod was investigated using differential scanning calorimetry, small- and wide-angle X-ray scattering techniques. An order–order transition was found at about 120 °C, which was attributed to the transition from a smectic H phase at a low temperature to a smectic A phase at a high temperature. The repeat unit of the smectic H phase is d = 3.70 nm which is composed of a polymer-rich layer (d1 = 1.70 nm) and an alkyl chain rich layer (d2 = 2.00 nm). For the smectic A phase we calculated d = 3.85 nm, d1 = 1.75 nm and d2 = 2.10 nm. The lamellae of the smectic A phase are assumed to show undulations with a periodicity of 6.3 nm. By contrast, the smectic H phase has no periodic undulations. The C16pod changes its color from yellow–green at 25 °C to blue at 130 °C. UV-vis and fluorescence spectroscopy were used for a quantitative determination of the thermochromicity of C16pod. It was found that the optical properties change continuously within a temperature range of 25 to 140 °C. Even at the order–order transition the UV-vis and fluorescence intensities change continuously. It was therefore concluded that the effective conjugation length of the C16pod reduces continuously with increasing temperature. The order–order transition is caused predominantly by the melting of the side-chains.

  利用差示扫描量热法、小角和广角 X 射线散射技术研究了聚[2′,5′-双（十六烷氧基）-1,4-亚苯基-1,3,4-恶二唑-2,5-二基] C16pod 的热致液晶行为。在大约 120 °C 时发现了一个阶-阶转变，这是由低温下的共晶 H 相向高温下的共晶 A 相转变所致。Smectic H 相的重复单元为 d = 3.70 nm，由富含聚合物层（d1 = 1.70 nm）和富含烷基链层（d2 = 2.00 nm）组成。 对于 Smectic A 相，我们计算出 d = 3.85 nm，d1 = 1.75 nm，d2 = 2.10 nm。我们假定 Smectic A 相的薄片呈现出周期为 6.3 nm 的起伏。 相比之下，Smectic H 相没有周期性起伏。C16pod 的颜色从 25 °C 时的黄绿色变为 130 °C 时的蓝色。紫外-可见光谱和荧光光谱用于定量测定 C16pod 的热变色性。结果发现，在 25 至 140 ℃ 的温度范围内，其光学特性不断发生变化。阶跃转变主要是由侧链熔化引起的。