NDLI: Synthesis and Thermoreversible Gelation Properties of Main-Chain Poly(pyridine-2,6-dicarboxamide-triazole)s

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Synthesis and Thermoreversible Gelation Properties of Main-Chain Poly(pyridine-2,6-dicarboxamide-triazole)s

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Yim, Sui-lung Che, Chi-ming Chan, Man-chor Low, Kam-hung Chow, Hak-fun
Description	Author Affiliation: Yim SL ( Department of Chemistry, The Chinese University of Hong Kong, Shatin, HKSAR.)
Abstract	A series of main-chain poly(amide-triazole)s were prepared by copper(I)-catalyzed alkyne–azide AABB-type copolymerizatons between five structurally similar diacetylenes 1–5 with the same diazide 6. The acetylene units in monomers 1–5 possessed different degrees of conformational flexibility due to the different number of intramolecular hydrogen bonds built inside the monomer architecture. Our study showed that the conformational freedom of the monomer had a profound effect on the polymerization efficiency and the thermoreversible gelation properties of the resulting copolymers. Among all five diacetylene monomers, only the one, that is, $1-Py(NH)_{2}$ which possesses the pyridine-2,6-dicarboxamide unit with two built-in intramolecular H bonds could produce the corresponding poly(amide-triazole) $Poly-(PyNH)_{2}$ with a significantly higher degree of polymerization (DP) than other monomers with a lesser number of intramolecular H bonds. In addition, it was found that only this polymer exhibited excellent thermoreversible gelation ability in aromatic solvents. A self-assembling model of the organogelating polymer $Poly-(PyNH)_{2}$ was proposed based on FTIR spectroscopy, XRD, and SEM analyses, in which H bonding, π–π aromatic stacking, hydrophobic interactions, and the structural rigidity of the polymer backbone were identified as the main driving forces for the polymer self-assembly process.
ISSN	09476539
e-ISSN	15213765
Journal	Chemistry - A European Journal
Issue Number	7
Volume Number	19
Language	English
Publisher	Wiley-VCH;ChemPubSoc Europe
Publisher Date	2013-02-11
Publisher Place	Germany
Access Restriction	Open
Subject Keyword	Chemistry
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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