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Solid-State Synthesis of Imide Ligands for the Self-Assembly of Metal-Organic Materials.

机译：用于金属有机材料自组装的酰亚胺配体的固态合成。

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摘要

In this research project, reduction or complete elimination of organic solvents is explored in the synthesis of cyclic imides using a technique that brings reagents into favorable position to react. Cocrystal Controlled Solid-State Synthesis (C3Sy3), takes advantage of supramolecular interactions such as hydrogen bonding and pi-pi stacking to form a cocrystal which can sequential be heated to complete the condensation reaction and produce a desirable product. Twenty-five successful condensation reactions result in high and clean yield.;C3Sy3 of cyclic imides with auxiliary hydrogen bonding moieties like carboxylic acid, carboxylate or pyridyl groups are amenable to form additional solid-state materials. These moieties are useful in forming coordinate covalent bonds with metal cations. Using these C3S y3 synthesized molecules as ligands, various Metal-Organic Materials (MOMs) are self-assembled. These MOMs offer unique qualities owing to the properties of the cyclic imides. With the addition of accessible carbonyl groups, they may participate as hydrogen bond acceptors or hydrophilic groups. Various degrees of rotation of N-phenyl substituents around the imide plane allow for structural flexibility as a route to supramolecular isomers in MOMs. The ease in imide synthesis may allow the fast scale-up of these ligands for industrial application. Similar ligands are generally synthesized by cross-coupling or substitution reactions that require expensive catalyst and various organic solvents.;Metal-organic materials are a class of compounds amenable to crystal engineering owing to the directional coordinate covalent bonds between metal or metal clusters and organic ligands. They are characterized by X-ray diffraction, spectroscopy, volumetric and gravimetric analysis. The C3S y3 imides were used to construct various MOMs, from discrete nanostructures to extended 3-periodic frameworks that possess viable internal space for applications pertaining to porous materials. Structural characterization by single crystal X-ray diffraction and structure-function relations are addressed. Gas sorption experiments show that many of these materials are structurally robust and retain crystallinity after evacuation. Ion exchange and guest uptake experiments using the synthesized materials demonstrate their potential as agents for sequestration.;The bottom-up synthesis of metal-organics materials is leading the field of crystal engineering with built-in properties, showing promise by combining attributes from both inorganic and organic components.
机译：在该研究项目中，使用使试剂处于有利位置进行反应的技术，在环酰亚胺的合成中探索了减少或完全消除有机溶剂的方法。共晶体控制的固态合成（C3Sy3）利用超分子相互作用（例如氢键和pi-pi堆积）形成共晶体，可以依次加热该共晶体以完成缩合反应并生成所需的产物。 25个成功的缩合反应可得到高纯度的收率。具有辅助氢键部分（如羧酸，羧酸根或吡啶基）的环状酰亚胺的C3Sy3可以形成额外的固态材料。这些部分可用于与金属阳离子形成配位共价键。使用这些C3S y3合成的分子作为配体，可以自组装各种金属有机材料（MOM）。这些MOM由于环状酰亚胺的特性而具有独特的品质。通过添加可及的羰基，它们可以作为氢键受体或亲水基团参与。 N-苯基取代基围绕酰亚胺平面的各种旋转程度允许结构柔性作为MOM中超分子异构体的途径。酰亚胺合成的容易性可以允许这些配体的快速放大以用于工业应用。相似的配体通常通过交叉偶联或取代反应合成，这些反应需要昂贵的催化剂和各种有机溶剂。；金属有机材料是一类由于金属或金属簇与有机配体之间的定向配位共价键而易于进行晶体工程改造的化合物。 。它们的特征在于X射线衍射，光谱，体积和重量分析。 C3S y3酰亚胺用于构建各种MOM，从离散的纳米结构到扩展的3周期骨架，这些骨架具有适用于多孔材料的可行内部空间。提出了通过单晶X射线衍射的结构表征和结构-功能关系。气体吸附实验表明，这些材料中的许多材料在结构上都很坚固，在抽空后仍保持结晶度。使用合成材料进行的离子交换和客体吸收实验证明了其作为螯合剂的潜力。；金属有机材料的自下而上的合成引领了具有内置特性的晶体工程领域，通过结合两种无机材料的特性显示出希望和有机成分。

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  • 作者

    Perman, Jason Alexander.;

  • 作者单位

    University of South Florida.;

  • 授予单位 University of South Florida.;
  • 学科 Chemistry Inorganic.;Chemistry Organic.
  • 学位 Ph.D.
  • 年度 2011
  • 页码 236 p.
  • 总页数 236
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类
  • 关键词

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