1,4-bis(diethylphosphonate)-2,5-di(n-butoxy)benzene | 295806-74-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-bis(diethylphosphonate)-2,5-di(n-butoxy)benzene
• 英文别名: 2,5-dibutyloxy-p-xylylene-bis(diethylphosphonate)；1,4-dibutoxy-2,5-bis(diethylphosphonomethyl)benzene；1,4-Dibutoxy-2,5-bis(diethoxyphosphorylmethyl)benzene
• CAS: 295806-74-5
• 化学式: C₂₄H₄₄O₈P₂
• 分子量: 522.556
• InChiKey: ZAWZBVGZZRDRFH-UHFFFAOYSA-N

物化性质

• 沸点：
  605.1±55.0 °C(Predicted)
• 密度：
  1.100±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  34
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-丁氧基苯甲醛 、 1,4-bis(diethylphosphonate)-2,5-di(n-butoxy)benzene 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Direct Evidence for Secondary Interactions in Planar and Nonplanar Aromatic π-Conjugates and Their Photophysical Characteristics in Solid-State Assemblies

  摘要：

  Direct evidence for non-covalent secondary interactions in planar and nonplanar aromatic pi-conjugates and their solid-state assemblies is established. A series of horizontally, vertically, and radially expanded oligo(phenylenevinylene)s (H-OPVs, V-OPVs, and R-OPVs, respectively) were designed with a fixed pi-core and variable alkyl chain lengths on the periphery. Single-crystal structures of the OPVs were resolved to trace the secondary interactions that direct the solid-state self-organization and molecular packing of the chromophores. The H-OPVs were found to be planar, and they did not show any secondary interactions in the crystal lattices. The V-OPVs and R-OPVs were found to be nonplanar and to exhibit multiple CH/pi hydrogen-bonding interactions among aryl hydrogen donors and acceptors. The enthalpies of the melting and crystallization transitions revealed that the planar H-OPVs are highly crystalline compared with the nonplanar R-OPVs and V-OPVs. Polarized light microscopy studies revealed the formation of one-dimensional nematic mesophases in H-OPVs. The absolute solid-state photoluminescence quantum yields (PLQYs) of the OPVs were determined using an integrating sphere setup. The highly packed H-OPVs showed low PLQYs compared with those of the weakly packed V-OPVs and R-OPVs. Time-resolved fluorescence decay measurements revealed that the excited-state decay dynamics of highly packed H-OPVs was much faster with respect to their low PLQYs. The decay profiles were found to be relatively slow (with higher life time (tau)) in the V-OPVs and R-OPVs. A field-effect transistor (FET) device was constructed for an OPV sample that showed a hole carrier mobility in the range of 10(-5) cm(2) V-1 s(-1). The present investigation thus provides a new opportunity to trace the role of secondary interactions on pi-conjugated mesophase self-assemblies and their solid-state emission and FET devices, more specifically based on OPV chromophores.

  DOI：

  10.1021/acs.jpcb.5b01956
• 作为产物：
  描述：

  1,4-二丁氧基苯 在 氢溴酸 、 溶剂黄146 作用下， 反应 6.0h， 生成 1,4-bis(diethylphosphonate)-2,5-di(n-butoxy)benzene
  参考文献：
  名称：

  吡啶末端低聚物（对苯撑亚乙烯基）和N-癸酰基-L-丙氨酸的两组分混合物在水凝胶形成中的显着区域异构体控制

  摘要：

  将N癸酰基L丙氨酸（DA）与无色4,4'-联吡啶（BP）或各种衍生物如生色寡聚（p-苯基亚乙烯基）（OPV）用异构吡啶末端以特定的摩尔比进行功能化。这种混合物在水/乙醇（2：1，v / v）混合物中形成盐型凝胶。可以通过改变OPVs中末端吡啶基的'N''原子的位置来调节这两种组分的胶凝特性。通过使用化学计量法相关的UV / Vis和FTIR光谱详细研究了导致凝胶化的这两种组分系统自组装中酸碱相互作用的存在。此外，依赖于温度的UV / Vis和荧光光谱清楚地证明了这些胶凝剂分子在溶胶-凝胶转变过程中的J型聚集模式。使用扫描电子显微镜（SEM）检查凝胶中分子的形态特征和排列，原子力显微镜（AFM）和X射线衍射（XRD）技术。通过扩展构象中的能量最小化来计算每个分子系统的长度，并与XRD图进行比较，结果表明这类胶凝剂分子采用层状组织。这两种组分系统的流变特性提供了明确的证据，表明可以通过改变酸/

  DOI：

  10.1002/chem.201302100

文献信息

• Thermoreversible Covalent Self-Assembly of Oligo(<i>p</i>-phenylenevinylene) Bridged Gold Nanoparticles
  作者：Xiaofeng Liu、Huibiao Liu、Weidong Zhou、Haiyan Zheng、Xiaodong Yin、Yuliang Li、Yanbing Guo、Mei Zhu、Canbin Ouyang、Daoben Zhu、Andong Xia

  DOI：10.1021/la903838w

  日期：2010.3.2

  Organic−inorganic hybrids have been fabricated through mild Diels−Alder cross-linking between maleimide bearing oligo(p-phenylenevinylene) (OPV) and furan functionalized gold nanoparticles with diameter smaller than 2 nm. The OPV ligands afford strong reaction ability toward furan group due to their maleimide moieties. These small gold nanoparticles form close-packed homogeneous hybrids with well-defined

  有机-无机杂化体是通过带有马来酰亚胺的寡聚体之间的温和的Diels-Alder交联而制备的（p-亚苯基亚乙烯基）（OPV）和呋喃官能化的金纳米粒子，其直径小于2 nm。由于其马来酰亚胺部分，OPV配体对呋喃基团具有强大的反应能力。这些小金纳米颗粒通过在溶液中掺入OPV配体，形成具有明确接口的密排均质杂化体。金纳米粒子的共价组装和分解可以通过对获得的杂化体进行重复的热刺激来实现，这可以通过OPV的荧光变化和表面等离振子共振吸收来监测。此外，这些杂种的惊人的光物理性质和组装行为使该程序可作为一种智能测定法进行，以监测Diels-Alder反应的过程。
• Role of synergistic π–π stacking and X–H⋯Cl (X = C, N, O) H-bonding interactions in gelation and gel phase crystallization
  作者：Subham Bhattacharjee、Santanu Bhattacharya

  DOI：10.1039/c5cc00930h

  日期：——

  Gel phase crystallization in a transparent gel via synergistic non-covalent interactions has been reported along with various remarkable features.

  在透明凝胶中通过协同非共价相互作用发生的凝胶相结晶已经报道，并伴随着各种显著特征。
• Influence of heteroaryl group on electrochemical and spectroscopic properties of conjugated polymers
  作者：P. Data、M. Lapkowski、R. Motyka、J. Suwinski

  DOI：10.1016/j.electacta.2012.08.020

  日期：2012.11

  During our search for novel conjugated compounds, novel monomers and their polymers with selenophene and tellurophene group were synthesized and characterized. Conjugated poly(p-phenylenevinylenes)s (PPV) derivatives attracted a large attention due to their photolouminescence properties. The stereocontrolled synthesis of 1,4-bis(2-(heteroar-2-yl) ethenyl)benzenes and 1,4-bis(heteroar-2-yl)benzenes

  在我们寻找新型共轭化合物的过程中，合成并表征了新型单体及其带有硒烯和碲烯基的聚合物。共轭聚（对亚苯基亚乙烯基）（PPV）衍生物由于具有光致发光特性而备受关注。1,4-双（2-（杂芳基-2-基）乙烯基）苯和1,4-双（杂芳基-2-基）苯与碲，硒基，噻吩和呋喃类单体的立体控制合成已经成功执行。已经合成，电化学聚合和表征了八种对-亚苯基衍生物。
• Orotic acid as a useful supramolecular synthon for the fabrication of an OPV based hydrogel: stoichiometry dependent injectable behavior
  作者：Subham Bhattacharjee、Santanu Bhattacharya

  DOI：10.1039/c5cc01002k

  日期：——

  A multi-stimuli responsive, vesicular, two-component, injectable hydrogel has been reported.

  一种多刺激响应、囊泡状、双组分、可注射的水凝胶已被报道。
• Solid Supramolecular Architecture of a Perylene Diimide Derivative for Fluorescent Enhancement
  作者：Yanwen Yu、Qinghua Shi、Yongjun Li、Taifeng Liu、Liang Zhang、Zhigang Shuai、Yuliang Li

  DOI：10.1002/asia.201200659

  日期：2012.12

  A new p‐phenylenevinylene‐linked perylene diimide has been synthesized and self‐assembled for the formation of zero‐dimensional molecular aggregate structures of nanospheres and vesicles through solvent tuning. The solid‐state optical properties induced by a special wavelength laser were studied and the results indicated excellent fluorescent enhancement properties. The emission intensity of these

  合成并自组装了一种新的对苯二甲撑乙烯连接的di二酰亚胺，用于通过溶剂调节形成纳米球和囊泡的零维分子聚集结构。研究了特殊波长激光诱导的固态光学性质，结果表明其具有出色的荧光增强性质。这些聚集体的发射强度随着激光照射时间的延长而增加。基于变温分析1H NMR光谱，DFT计算和连接基团的单晶结构可以证明构象依赖性的荧光增强机理。该机制不同于常规固态荧光材料的荧光漂白，并在光学设备中提供了潜在的应用。