含有醯胺基團之乙炔蒽衍生物：取代基團位置對於有機凝膠之形成及固態刺激響應行為之研究;Ethylanthracene Derivatives with Amide-functional group：Investigation of Gel formation and Stimuli-responsive Behavior in Solid state with Different Substitute group.

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题名:	含有醯胺基團之乙炔蒽衍生物：取代基團位置對於有機凝膠之形成及固態刺激響應行為之研究;Ethylanthracene Derivatives with Amide-functional group：Investigation of Gel formation and Stimuli-responsive Behavior in Solid state with Different Substitute group.
作者:	郭婷怡;Kuo, Ting-Yi
贡献者:	化學學系
关键词:	有機凝膠分子;超分子自組裝;固態刺激響應行為材料;蒽;醯胺;Organogels;supramolecular self-assembly;solid-state stimuli-responsive behavior;anthracene;amide
日期:	2020-08-19
上传时间:	2020-09-02 15:18:36 (UTC+8)
出版者:	國立中央大學
摘要:	我們合成了含有醯胺基團之乙炔蒽衍生物，以不同取代基團（FB10、FB14）去探討其形成凝膠的能力與固態刺激響應行為。在形成凝膠能力的測試中發現FB10、FB14在許多有機溶劑中皆可以形成凝膠，而且具有良好的形成凝膠能力，其中FB14在1-heptanol中形成凝膠的能力最好，臨界凝膠濃度為2.71 mg/mL。以變溫吸收光譜、放射光譜及不同狀態下的吸收、放射光譜探討其分子間作用力及光物理變化，得知會形成聚集及分子間自組裝主要以J-type aggregation 形式進行；利用 1H NMR了解凝膠分子形成凝膠主要是以分子間的氫鍵、-作用力及 C-H···作用力而成。透過SEM 的觀察，其凝膠分子會自組裝排列成纖維結構或球形結構，其中FB10在p-xylene經由快速冷卻與慢速冷卻過程所形成的凝膠會有不同的微觀結構，FB10與FB14在不同溶劑中也能呈現網狀、細絲狀或球狀的微觀結構。在固態行為研究中，我們利用PXRD來探討形成乾凝膠後的堆疊模式，並對FB10與FB14的粉末進行刺激響應行為測試，其中發現FB10的B form粉末對於熱與機械力的刺激有良好的響應行為，FB14則是可以利用溶劑沉澱形成與原始粉末不同堆疊模式的粉末，對酸蒸氣也有響應行為的表現。;We synthesized two anthracene-based organogelators, FB10 and FB14, respectively, containing long-chain perfluoro-alkoxyl and pyridine dicarboxamide function groups. These gelators are able to transform into organogels, when it presented in different organic solvents. As indicated inside the thesis, when it comes to comparing the properties between FB10 and FB14, the latter exhibits a better ability to form stable gel inside the 1-heptanol (the critical gelation concentration was 2.71 mg/mL). After in-depth investigation, we found that in the presence of perfluoroalkyl chain not only plays a key role in forming gel, but also influences their physical properties. A variety of spectroscopic methods were applied to identify the intermolecular interactions upon gel formation and explore the photo-physical properties. The primary driving forces for the gel formation are intermolecular hydrogen bonding, aromatic π-π, and C-H-πinteractions. The supramolecular aggregates in these organogels are considered to be J-type aggregation. SEM morphologies on the xerogels reveal that the gelators can self-assemble into fibers or spheres. On the other hand, when the gelator, FB10, went through rapid and slow cooling process signifying different SEM morphologies, when it dissolved in p-xylene (which has an ability to form gel). The gel formed by FB10 and FB14 in different solvents can also present filament, fibers or spheres on SEM morphologies. Moreover, we utilized PXRD to explore the stacking mode of xerogels as well as testing the stimulus response behavior between FB10 and FB14. Finding B form powder of FB10 have both interesting thermochromism and piezochromism behaviors；FB14 can use solvent to precipitate forming powder with different stacking mode from the original powder and possess acidochromism behavior.
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