A Highly Stable Quadruply Hydrogen-Bonded Heterocomplex Useful for Supramolecular Polymer Blends

Park, Jin Young; Zimmerman, Steven C.; Nakashima, Shoji

doi:10.1021/ja050996j

Cited by 206 publications

(116 citation statements)

References 12 publications

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“…[360] Solche D-AArrays eignen sich besonders für die nichtkovalente Verbindung von Fullerenen zu Elektronendonoreinheiten in redoxoder photoaktivierbaren Systemen. [361] Derivate von Cytosin [362] oder Guanidin [363] wie 25 und 26 sind teilweise frei von ungünstigen tautomeren Formen und dimerisieren in Chloroform mit K > 10 7 m À1 . Mit der DAADKombination aus 1,8-Naphthyridinen und Guanosin lässt sich das Problem einer unerwünschten Selbstassoziation einer Komponente umgehen.…”

Section: Wasserstoffbrücken Für Die Komplexierung Von Anionen Mit Amiunclassified

Bindungsmechanismen in supramolekularen Komplexen

Schneider

2009

Angewandte Chemie

185

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Kräfte‐Sammelsurium: Supramolekulare Komplexe, wie der gezeigte, beruhen meist auf einer Kombination unterschiedlichster Wechselwirkungen, wie Ionenpaarbildung, Wasserstoffbrücken und Stapelwechselwirkungen. Die nicht immer einfache Charakterisierung von Natur und Stärke der intermolekularen Kräfte liefert Beiträge zum Verständnis biomimetischer Systeme wie auch zum Design von synthetischen Rezeptoren, Wirkstoffen und intelligenten Materialien. Die supramolekulare Chemie hat in den letzten Jahren eine enorme Ausdehnung erfahren, sowohl mit Blick auf mögliche Anwendungen wie auch auf analoge biologische Systeme. Bildung und Funktion supramolekularer Komplexe werden durch eine Vielzahl von oft schwer zu differenzierenden nichtkovalenten Kräften bestimmt. Ziel dieses Aufsatzes ist es, die entscheidenden Wechselwirkungsmechanismen zusammenhängend darzustellen und das Gesamtgebiet auf diese Weise zu klassifizieren. Als Beispiele werden meist organische Wirt‐Gast‐Komplexe gewählt, unter Berücksichtigung auch von biologisch relevanten Fragestellungen. Das Verständnis und die Quantifizierung der intermolekularen Wechselwirkungen ist für die rationale Planung neuer supramolekularer Systeme, einschließlich intelligenter Materialien, ebenso von Bedeutung wie für die Entwicklung neuer Wirkstoffe.

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Section: Wasserstoffbrücken Für Die Komplexierung Von Anionen Mit Amiunclassified

Bindungsmechanismen in supramolekularen Komplexen

Schneider

2009

Angewandte Chemie

185

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“…Here, donor endgroups bond exclusively with acceptor end-groups and are prohibited to bond with other donor endgroups. Experimental analogs include adenine-and thymine-derived nucleobase interactions, 42 diamido-naphthyridine complexes with urea (ADDA:DAAD), 43 and oligoamide duplexes (ADAADA:DADDAD). 18 …”

Section: Scopementioning

confidence: 99%

Phase behavior predictions for polymer blends containing reversibly associating endgroups

Anthamatten¹

2007

J Polym Sci B Polym Phys

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A mean field model is developed to predict how polymer-polymer miscibility changes if polymers are functionalized with noncovalent, reversibly binding endgroups. The free-energy model is based on the Flory-Huggins mixing theory and has been modified using Painter's association model to account for equilibrium selfassociation of endgroups. Model input parameters include the length of polymer chains, a temperature-dependent interaction parameter, and a temperature-dependent equilibrium constant for each type of associating endgroup. The analysis is applied to 12 possible blend combinations involving self-complementary interactions and seven combinations involving hetero-complementary [i.e. donor-acceptor (DA)] interactions. Combinations involve both monofunctional and telechelic associating chains. Predicted phase diagrams illustrate how self-complementary interactions can stabilize two-phase regions and how DA interactions can stabilize single phase regions. The model is a useful tool in understanding the delicate balance between the combinatorial entropy of mixing polymer chains, the repulsive interactions between dissimilar polymers, and the additional enthalpic and entropic changes due to endgroup association of chain ends.

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“…19 The nature of the interaction varies widely and most commonly consists of either metal-ligand, 20,21 ionic, 22,23 or hydrogen bonding. 24,25 Incorporation of these into various macromolecular architectures such as diblock, [26][27][28][29][30][31][32][33][34][35] triblock, [36][37][38] multiblock, [39][40][41] star 42 and graft copolymers, [43][44][45] blends, 35,46 and gels 47,48 has resulted in remarkably simple thermal control over the polymer structure and related properties.…”

Section: Introductionmentioning

confidence: 99%

Phase Behavior of Complementary Multiply Hydrogen Bonded End-Functional Polymer Blends

et al. 2010

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Blends of diamidonaphthyridine (Napy) end-functional poly(n-butyl acrylate) (PnBA) and ureidopyrimidinone (UPy) end-functional poly(benzyl methacrylate) (PbnMA) were studied as a function of the component molecular weights to compare with prior theoretical predictions.1 Macroscopic phase separation was observed to be prevented by the reversible association of end-functional polymers to form supramolecular diblock copolymers, resulting in stabilization of the interface between the polymers. At low molecular weights homogeneous microstructures were observed, in contrast to nonfunctional homopolymer blends of the same molecular lengths, which rapidly phase separate over macroscopic length scales. At higher molecular weights, the blend structure was reminiscent of compatibilized homopolymer blends, with the phase-separated domain size rapidly increasing with temperature. To compare with theoretical phase diagrams, the temperature-dependent Flory-Huggins χ parameter was measured, and it was found that PnBA/PbnMA covalent diblock copolymers show unusual lower critical ordering (LCOT) behavior with χ slightly increasing with temperature (χ(T) = 0.036 -0.56/T).

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A Highly Stable Quadruply Hydrogen-Bonded Heterocomplex Useful for Supramolecular Polymer Blends

Cited by 206 publications

References 12 publications

Bindungsmechanismen in supramolekularen Komplexen

Bindungsmechanismen in supramolekularen Komplexen

Phase behavior predictions for polymer blends containing reversibly associating endgroups

Phase Behavior of Complementary Multiply Hydrogen Bonded End-Functional Polymer Blends

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