| 1351706-79-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• CAS: 1351706-79-0
• 化学式: C₂₉H₄₁NO₄
• 分子量: 467.649
• InChiKey: HXCSQUJIMQZYOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  70.0
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  、 在 DPTS 、 N,N'-二异丙基碳二亚胺 作用下， 以 氯仿 为溶剂， 以66 %的产率得到
  参考文献：
  名称：

  Exploring Favorable Supramolecular Interactions of Multifluorinated Aromatics in Dendronized Push‐Pull Chromophores for Electro‐Optics

  摘要：

  Multifluorinated aromatics serve as supramolecular synthons in the research of organic electro‐optic (EO) materials by exploiting π−π stacking interaction between the aromatic hydrocarbon and multifluorinated aromatic groups for performance improvement. However, non‐classical hydrogen bonding remains largely unexplored in fluorinated EO dendrimers. In this study, three Fréchet‐type generation 1 benzyl ether co‐dendrons were synthesized by replacing one benzyl group with 2,3,5,6‐tetrafluorobenzyl (p‐HF4Bz), pentafluorobenzyl (C6F5Bz), and 2,3,4,5‐tetrafluorobenzyl (o‐HF4Bz) groups, to afford the benzoic acid derivatives D1, D2, and D3, which were further bonded to the donor and π‐bridge moieties to afford three co‐dendronized push‐pull phenyltetraene chromophores EOD1, EOD2, and EOD3, respectively. The weak C−H⋅⋅⋅X (X = O, F) interactions in the crystal structure of D1 cumulatively add to the benzoic acid dimers to form an extended hydrogen‐bonded network, while D2 is crystallized into a centric one‐dimensional chain with strong intermolecular interactions. The poled films of EOD1 with PMMA exhibited the largest and most stable EO activity with optical homogeneity among the series. The results identify the effectiveness of weak but favorable hydrogen bonds enabled by the enhanced carbon acidity of p‐HF4Bz synthon in D1, over the interactions in D2 and D3, for the rational design of supramolecular EO dendrimers.

  DOI：

  10.1002/cplu.202400320

文献信息

• Achieving excellent electro-optic activity and thermal stability in poled polymers through an expeditious crosslinking process
  作者：Zhengwei Shi、Jingdong Luo、Su Huang、Brent M. Polishak、Xing-Hua Zhou、Shawna Liff、Todd R. Younkin、Bruce A. Block、Alex K.-Y. Jen

  DOI：10.1039/c1jm14254b

  日期：——

  A series of highly efficient and thermally stable electro-optic (EO) polymers have been developed by poling and crosslinking in situ the blend of high glass-transition temperature (Tg) anthracene-containing polymers and acrylate-functionalized dendritic nonlinear optical (NLO) chromophores. By molecular engineering of the shape, nonlinearity, Tg, and crosslinking moieties of the chromophores and polymers, the resultant materials showed significantly enhanced EO activities (r33 values as high as 126 pm V−1 at 1310 nm) and alignment stability (up to 200 °C). Poling efficiency of these EO polymers could be improved by 35–50% by using simplified lattice hardening and poling protocols. The combined good processability, large EO activities, and high temperature stability endow these materials as promising candidates for device exploration in the CMOS-based photonics.

  通过对高玻璃化转变温度（Tg）的含蒽聚合物和丙烯酸酯功能化树枝状非线性光学（NLO）发色团进行原位极化和交联共混，开发出了一系列高效、热稳定的电致发光（EO）聚合物。通过对发色团和聚合物的形状、非线性度、Tg 和交联分子进行分子工程学设计，这些材料的环氧乙烷活性（1310 纳米波长下的 r33 值高达 126 pm V-1）和配向稳定性（高达 200 °C）得到了显著提高。通过使用简化的晶格硬化和极化方案，这些环氧乙烷聚合物的极化效率可提高 35-50%。这些材料具有良好的可加工性、较大的环氧乙烷活性和高温稳定性，因此有望在基于 CMOS 的光子学器件中得到应用。