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One Chain Fixed, One Chain Modified by −C5H10–: An Efficient Strategy on Fabricating Structural Diversity for 2D Self-Assembly
The Journal of Physical Chemistry C ( IF 3.3 ) Pub Date : 2017-09-21 00:00:00 , DOI: 10.1021/acs.jpcc.7b06585
Yi Hu 1 , Kai Miao 1 , Li Xu 1 , Xinrui Miao 1 , Wenli Deng 1
Affiliation  

Fabrication of diverse self-assembled structures at the liquid/solid interface has been a topic receiving immense attention in 2D crystal engineering. We designed a series of 2-pentadecyloxy-7-alkoxy-9-fluorenone (F–C15Cn) molecules via fixing one chain and prolonging the other chain by five carbon atoms (−C5H10−) and explored their self-assembly behaviors at the 1-octanoic acid/HOPG interface. We successfully obtained six nanostructures for F–C15, F–C15C5, F–C15C10, F–C15C15, and F–C15C20. These assembled configurations were driven by noncovalent forces of dipole–dipole, van der Waals, and hydrogen bonding interactions. Moreover, we performed force field calculation to reveal the involved binding energies. The results showed that the strength of hydrogen bonds were related to the arrangement of hydrogen bonds donor and acceptor: As the alkyl chain in the 7-positon became longer, the van der Waals interactions were accordingly stronger. As a further step of exploring how the alkyl chain length affects the crystalline properties, we investigated these fluorenone derivatives in bulk phase during thermal process. Except for F–C15, the molecules displayed different liquid crystal phases, which indicated their potential application as functional materials. In general, these results are evidence that accurate modification of the alkyl chains can be regarded as an efficient strategy on inducing structural diversity in surface confined system.

中文翻译:

固定一个链,用-C 5 H 10修饰的一条链:制造二维自组装结构多样性的有效策略

在液/固界面处制造各种自组装结构一直是2D晶体工程中的一个热门话题。我们通过固定一个链并延长另一个链五个碳原子(-C 5 H 10-)来设计一系列2-戊烯氧基-7-烷氧基-9-芴酮(FC 15 C n)分子,并研究了它们的自身-辛酸/ HOPG界面的组装行为。我们成功获得了F–C 15,FC–C 15 C 5,FC–C 15 C 10,FC–C 15 C 15和F–C 15 C 20的六个纳米结构。这些组装结构是由偶极-偶极子,范德华力和氢键相互作用的非共价力驱动的。此外,我们进行了力场计算以揭示所涉及的结合能。结果表明,氢键的强度与氢键供体和受体的排列有关:随着7位正电子的烷基链越长,范德华相互作用就越强。作为探索烷基链长度如何影响结晶性质的进一步步骤,我们在热处理过程中对本体相中的这些芴酮衍生物进行了研究。F–C 15除外,这些分子显示出不同的液晶相,这表明它们作为功能材料的潜在应用。通常,这些结果证明了烷基链的精确修饰可以被认为是诱导表面受限系统中结构多样性的有效策略。
更新日期:2017-09-21
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