Interfacial assembly of amphiphilic styrylquinoxalines: alkyl chain length tunable topochemical reactions and supramolecular chirality

文献信息

发布日期 2013-02-27
DOI 10.1039/C3CP50384D
影响因子 3.676
作者

Li Liu, Li Zhang, Tianyu Wang, Minghua Liu


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摘要

A series of styrylquinoxaline alkoxy derivatives, 3-(4-(alkoxy)styryl)quinoxalin-2(1H)-one substituted with different alkyl chain lengths (SQCn, n = 12, 14, 16, 18), have been synthesized. The air/water interfacial assemblies of these compounds fabricated using the Langmuir–Blodgett technique were studied. The assemblies transferred on the solid substrate showed photochemical reactions and supramolecular chirality, which depend on the length of the alkyl chain. The increment of the alkyl chain length caused the SQCn assemblies to change from an unstable molecular film to disordered and ordered arrangement in the LB films. Specifically, SQC12 could not form stable molecular films. Although SQC14 could form stable molecular films, the disordered packing of the molecules in the LB films caused the absence of supramolecular chirality as well as photodimerization. When the alkyl chain is increased to 16 or above, the SQC LB films show supramolecular chirality and topochemical photodimerization upon irradiation. These results indicated that the hydrophobic interaction between the long alkyl chains also played an important role in regulating the packing of the functional groups at the air/water interface, which would subsequently affect the photodimerization and the emergence of supramolecular chirality.

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来源期刊

Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics
CiteScore: 5.5
自引率: 10.3%
年发文量: 3036

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.

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