共軛平面分子於液固界面之堆疊結構：溶劑對四硫富瓦烯排列之影響

Solvent Effect on the Self-Assembly of Tetrathiafulvalene at the Liquid-Solid Interface

朱億真(Yi-Chen Chu)

指導教授 ： 陳俊顯

國立臺灣大學/理學院/化學研究所/碩士(2010年)

https://doi.org/10.6342/NTU.2010.01251

摘要

本論文利用掃瞄穿隧顯微術研究分子在固體表面的排列方式，並將內容分成以下兩個部分來討論。以溶劑控制四硫富瓦烯(tetrathiafulvalene，簡稱TTF)在表面上的排列；若以正辛基苯(phenyloctane)、1, 3, 5-三氯苯(1, 3, 5-triclorobenzene)這類不會吸附在基材表面上之溶劑溶解TTF，僅觀察到TTF在表面上；以正十四烷(n-tetradecane)、正十五烷(n-pentadecane)、正十六烷(n-hexadecane)及十四烷基苯(phenyltetradecane)這類會吸附在基材表面的溶劑溶解TTF，可觀察到TTF會與溶劑共吸附在表面上。若改變TTF在會吸附在表面溶劑中的濃度，發現當TTF濃度為0.05 mg/mL，TTF與溶劑共吸附在表面；當TTF濃度為0.005 mg/mL，溶劑先以模板的形式平鋪在表面，TTF分子再沿溶劑形成的模板溝槽排列在上方。論文的第二部分是探討六炔苯基苯(hexaphenylethylnylbenzene)衍生物在表面上之排列。非掌性六炔苯基苯的苯環的3號、4號位置有十二烷基取代，由STM圖知取代基烷鏈會有順、逆時針兩種旋轉形態，掌性六炔苯基苯因其中一條側鏈上3號位置有甲基取代使立體障礙較大所以烷鏈則只出現單一旋轉方向。將非掌性與掌性分子以100 : 1比例混合後，掌性分子會誘導非掌性分子，使所有的分子的烷鏈都只有單一方向的旋轉。

關鍵字

掃瞄穿隧顯微鏡 ； 自組裝 ； 溶劑 ； 排列

並列摘要

Controlling the formation of 2D pattern by molecules or mixtures of molecules at surfaces is an active area of research. Scanning tunneling microscopy (STM) is a powerful technique to study these morphologies of physisorbed layers at the liquid-solid interface. Herein, we present two methods to control the arrangement of molecules. The first one is to observe tetrathiafulvalene (TTF) in solvents. It is found that 1-phenyloctane and TCB exert as dispersants without coadsorption while n-tetradecane, n-pentadecane, n-hexadecane, and phenyltetradecane coadsorb with TTF. When diluting the concentration of TTF in phenyltetradecane, we observed that phenyltetradecane can be used as template to induce new TTF packing. The other issue is that adding a little chiral molecules to induce the swirl of achiral molecular alkoxy chains. With careful examination of the dodecyloxyl chains from achiral molecules for the STM images, the extending directions of the chains are referred to clockwise and counter-clockwise, but chiral molecules have only one rotational direction for the alkoxy chains. When mixing the two molecules, only one rotational direction of the alkoxy chains was observed. The direction of alkoxy chains from achiral molecules were induced by chiral molecules owing to van der Waals interactions of alkoxy chains.

並列關鍵字

STM ； self-assembly ； solvent ； pattern

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