設計並合成含有醯胺官能基的噻吩衍生物之超分子凝膠

Design and Synthesis of Pyridyl Ethynylthiophene Derivatives with Long-Chain Pyridyl Dicarboxyamide and Their Supramolecular Organogelating Properties

林佩頴(PEI-YING-LIN)

指導教授 ： 孫世勝

國立中正大學/理學院/化學暨生物化學系/碩士(2016年)

摘要

我們成功合成出有機凝膠EI-01和EI-03，利用pyridyl ethynylthiophene作為主體與本實驗室發展出易形成凝膠結構合成而得最終產物。在形成膠體能力測試中，發現EI-01和EI-03在許多有機溶劑中皆可以形成凝膠。在這凝膠測試中，EI-01具有較佳的凝膠能力，在甲苯中形成穩定的凝膠，臨界凝膠濃度為3.9 mg/mL。我們利用變溫吸收光譜及放光光譜及不同濃度的吸收、放光光譜證實分子間作用力及光物理變化，得知分子間自組裝主要以J-type aggregation形式進行。藉由變溫1H NMR了解凝膠分子形成凝膠主要是以分子間氫鍵、P-P作用力以。經由SEM及TEM觀察其微觀組裝結構，皆呈現典型的纖維結構。

關鍵字

有機凝膠分子 ； 自組裝 ； 噻吩 ； 乙炔基吡啶

並列摘要

A series of organogelators EI-01、EI-03 was designed and synthesized. These gelators are composed of pyridyl ethynylthiophene derivatives with long-chain pyridine-2,6-dicarboxamide. These gelators have shown great ability to immobilize a variety of organic solvents to form gels. The formation of supramolecular gels is achieved from self-assembly of gelator molecules via cooperative hydrogen bonding, P-Pstacking interactions followed by secondary interations with solvent molecules. The presence of aggregates was confirmed by variable-temperature 1H NMR and absorption/emission spectroscopy. The supramolecular aggregates in these organogels are considered to be the J-type aggregation. The xerogels studied by SEM and TEM revealed fiber-like morphologies. Among all gelators, EI-01 exhibits the greatest ability to form stable gel in toluene with a critical gelation concentration of 3.9 mg/mL.

並列關鍵字

Organogelators ； self-assembly ； thiophene ； ethynylpyridine

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