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The Effect of Hydrogen-Bonds of Amino Acid-Derived Diacetylene by Photopolymerization in Supramolecular Hydrogels

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Amino acids derived diacetylene hydrogelators 1 and 2 which have glycine or alanine moiety as head group were synthesized by several steps. The influences on the hydrogen-bonding interaction between amino acids moieties of hydrogelators in the polymerization by UV irradiation were investigated. The glycine-based hydrogel 1 resulted in the generation of stronger absorption peak at 540 nm at room temperature by UV-irradiation. Interestingly, the red color of the glycine-based diacetylene hydrogel 1 was gradually changed into blue color by decreasing temperature. Finally, the absorption band with 640 nm of glycine-based diacetylene hydrogel 1 showed at 77 K. On the other hand, the alanine-based hydrogel 2 had no significant color change at 77 K. These different color changes between the hydrogels 1 and 2 are attributed to the strong intermolecular hydrogen-bonding interaction between glycine moieties of the hydrogelator 1, as confirmed by FT-IR observation. These results indicate that the hydrogen-bonding strength of the self-assembled hydrogel is a strong influence on the degree of polymerization.
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Keywords: ALANINE; DIACETYLENE; GLYCINE; HYDROGELS; IRRADIATION; POLYMERIZATION

Document Type: Research Article

Publication date: 2011-03-01

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  • Journal for Nanoscience and Nanotechnology (JNN) is an international and multidisciplinary peer-reviewed journal with a wide-ranging coverage, consolidating research activities in all areas of nanoscience and nanotechnology into a single and unique reference source. JNN is the first cross-disciplinary journal to publish original full research articles, rapid communications of important new scientific and technological findings, timely state-of-the-art reviews with author's photo and short biography, and current research news encompassing the fundamental and applied research in all disciplines of science, engineering and medicine.
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