Regulation of supramolecular chirality and morphology of the LB film of achiral barbituric acid by amphiphilic matrix molecules

Langmuir : the ACS Journal of Surfaces and Colloids
Xin Huang, Minghua Liu

Abstract

Previously, we have found that an achiral barbituric acid (BA) derivative, 5-(4-(N-methyl-N-hexadecylaminobenzylidene))-2,4,6-(1H,3H)-pyrimidinetrione (BAC16), could form molecular assemblies showing supramolecular chirality through the organization at the air/water interface. To acquire more knowledge of the formation mechanism of such supramolecular assemblies, some achiral molecules, such as stearic acid (SA), octadecylamine (ODA), and an analogue of BA without an alkyl chain, were mixed into the BAC16 system. The effects of these matrix molecules on the supramolecular chirality and surface morphologies of Lanmuir-Blodgett (LB) films were investigated. It was observed that, at a low molar ratio of the matrix molecules (below 10%), the chirality of the BAC16 assemblies could be maintained with only a reduction in the intensity. When the matrix fraction was increased, the supramolecular chirality of the mixed films disappeared. The addition of the matrix molecules can greatly change the surface morphologies of the mixed films. When SA was mixed with BAC16, the spiral nanofibers of BAC16 were changed to long nanofibers. When ODA was mixed, the hydrolytic cleavage reaction of BAC16 took place at the air/water interface and disor...Continue Reading

References

Jun 22, 1999·Nature·R OdaF C MacKintosh
Nov 11, 1999·Angewandte Chemie·M M GreenJ V Selinger
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Feb 7, 2002·Journal of the American Chemical Society·Rosaria LauceriRoberto Purrello
Mar 4, 2003·Chemical Communications : Chem Comm·Xin Huang, Minghua Liu
Apr 22, 2004·Journal of the American Chemical Society·Jeffrey T PettyRobert M Dickson
Nov 16, 1990·Science·D K KondepudiN Singh

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Citations

Apr 9, 2013·Journal of Colloid and Interface Science·Yangyang XuQijin Zhang
Mar 6, 2010·Langmuir : the ACS Journal of Surfaces and Colloids·Xiao-Hui GuoHelmut Cölfen
Apr 2, 2010·Langmuir : the ACS Journal of Surfaces and Colloids·Qing SunDong-Jin Qian
Mar 23, 2017·Langmuir : the ACS Journal of Surfaces and Colloids·Fan XieMing Hua Liu

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