A novel supramolecular polymer fabricated via stronger hydrogen-bonding interactions between substituted amide groups: design, synthesis, properties and mechanism

RSC Advances ◽  
2015 ◽  
Vol 5 (102) ◽  
pp. 84104-84112 ◽  
Author(s):  
Ze-Hui Dai ◽  
Lu Qiang ◽  
Li-ming Tang ◽  
Bao-Hua Guo
Keyword(s):  
Hydrogen Bonding ◽  
Proton Donor ◽  
Proton Acceptor ◽  
Supramolecular Polymer ◽  
Cooling Process ◽  
Electron Densities ◽  
Design Synthesis ◽  
Hydrogen Bonding Interactions ◽  
Synthesis Properties

By modulating the electron densities of substitutes of both a proton donor (N–H) and proton acceptor (CO), the molecules of DPCHP-DODE assemble into a supramolecular polymer during the cooling process of the melt DPCHP-DODE.

A Healable Supramolecular Polymer Blend Based on Aromatic π−π Stacking and Hydrogen-Bonding Interactions

2010 ◽  
Vol 132 (34) ◽  
pp. 12051-12058 ◽  
Author(s):  
Stefano Burattini ◽  
Barnaby W. Greenland ◽  
Daniel Hermida Merino ◽  
Wengui Weng ◽  
Jonathan Seppala ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Polymer Blend ◽  
Supramolecular Polymer ◽  
Hydrogen Bonding Interactions ◽  
Π Stacking

Hydrogen Bonding in Mimics of Watson–Crick Base Pairs Involving CH Proton Donor and F Proton Acceptor Groups: A Theoretical Study

ChemPhysChem ◽  
2004 ◽  
Vol 5 (4) ◽  
pp. 481-487 ◽  
Author(s):  
Célia Fonseca Guerra ◽  
F. Matthias Bickelhaupt ◽  
Evert Jan Baerends
Keyword(s):  
Hydrogen Bonding ◽  
Theoretical Study ◽  
Proton Donor ◽  
Proton Acceptor ◽  
Base Pairs

Hydrogen bonding. Part 9. Solute proton donor and proton acceptor scales for use in drug design

1989 ◽  
pp. 1355 ◽  
Author(s):  
Michael H. Abraham ◽  
Philip P. Duce ◽  
David V. Prior ◽  
Derek G. Barratt ◽  
Jeffrey J. Morris ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Drug Design ◽  
Proton Donor ◽  
Proton Acceptor

A fluorescent hyperbranched supramolecular polymer based on triple hydrogen bonding interactions

2014 ◽  
Vol 5 (23) ◽  
pp. 6662-6666 ◽  
Author(s):  
Xin Fu ◽  
Qiwei Zhang ◽  
Gang Wu ◽  
Wei Zhou ◽  
Qiao-Chun Wang ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Supramolecular Polymer ◽  
Hydrogen Bonding Interactions

scholarly journals Functional materials based on molecules with hydrogen-bonding ability: applications to drug co-crystals and polymer complexes

2018 ◽  
Vol 5 (6) ◽  
pp. 180564 ◽  
Author(s):  
Kristin M. Hutchins
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Functional Materials ◽  
Polymeric Materials ◽  
Pharmaceutical Compounds ◽  
Multiple Point ◽  
Polymer Complexes ◽  
Design Synthesis ◽  
Hydrogen Bonding Interactions ◽  
Donor Acceptor

The design, synthesis and property characterization of new functional materials has garnered interest in a variety of fields. Materials that are capable of recognizing and binding with small molecules have applications in sensing, sequestration, delivery and property modification. Specifically, recognition of pharmaceutical compounds is of interest in each of the aforementioned application areas. Numerous pharmaceutical compounds comprise functional groups that are capable of engaging in hydrogen-bonding interactions; thus, materials that are able to act as hydrogen-bond receptors are of significant interest for these applications. In this review, we highlight some crystalline and polymeric materials that recognize and engage in hydrogen-bonding interactions with pharmaceuticals or small biomolecules. Moreover, as pharmaceuticals often exhibit multiple hydrogen-bonding sites, many donor/acceptor molecules have been specifically designed to interact with the drug via such multiple-point hydrogen bonds. The formation of multiple hydrogen bonds not only increases the strength of the interaction but also affords unique hydrogen-bonded architectures.

scholarly journals Thermochemistry of Solution, Solvation, and Hydrogen Bonding of Cyclic Amides in Proton Acceptor and Donor Solvents. Amide Cycle Size Effect

Molecules ◽  
2021 ◽  
Vol 26 (5) ◽  
pp. 1411
Author(s):  
Ilnaz T. Rakipov ◽  
Artem A. Petrov ◽  
Aydar A. Akhmadiyarov ◽  
Artashes A. Khachatrian ◽  
Timur A. Mukhametzyanov ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Size Effect ◽  
Infinite Dilution ◽  
Proton Donor ◽  
Proton Acceptor ◽  
Solvation Enthalpy ◽  
Specific Contribution

In the present work, the thermochemistry of solution, solvation, and hydrogen bonding of cyclic amides in proton acceptor (B) and proton donor (RXH) solvents were studied. The infinite dilution solution enthalpies of δ-valerolactam, N-methylvalerolactam, ε-caprolactam, and N-methylcaprolactam were measured at 298.15 K. The solvation enthalpies of cyclic amides were calculated based on the measured solution enthalpies and sublimation/vaporization enthalpies from literature. The enthalpies of hydrogen bonding between cyclic amides and proton acceptor and donor solvents were then calculated as a difference between the total solvation enthalpy and the non-specific contribution. The latter was estimated via two different approaches in proton donor and proton accepting solvents. The effect of the cycle size on the strength of hydrogen bonding of the cyclic amides in solution is discussed.

A theoretical study of 3,5-diazido-1,2,4-triazole: the role of the hydrogen bonding interaction in stabilizing the molecular system

2014 ◽  
Vol 92 (9) ◽  
pp. 896-903 ◽  
Author(s):  
Junqing Yang ◽  
Xuedong Gong ◽  
Guixiang Wang
Keyword(s):  
Hydrogen Bonding ◽  
Proton Transfer ◽  
Density Functional ◽  
Molecular System ◽  
Polarizable Continuum Model ◽  
Proton Donor ◽  
Proton Acceptor ◽  
Good Thermal Stability ◽  
The Stability ◽  
Dynamics Simulations

3,5-Diazido-1, 2, 4-triazole (DATZ) is a compound that has a good thermal stability and can be used to produce high energetic ionic salts. The conformations of DATZ were searched by the molecular dynamics simulations and optimized by the molecular mechanics and dispersion-corrected density functional theory methods. The dimer and trimer of DATZ were constructed from the most stable monomer. The hydrogen bonding interactions, which were found to be critically important in increasing the stability of the dimer and trimer, were investigated with the help of the natural bond orbital and the quantum theory of atoms in molecules analyses. The changes in thermodynamic functions, stabilization interaction energies, and hydrogen-bonding energies show that the trimer is most likely the existing form of DATZ. The intramolecular, intermolecular, and water catalytic proton transfer processes were simulated to investigate the proton transfer mechanism. The intermolecular transfer process requires the lowest activation energy (42.56 kJ mol−1) and is the most likely process of proton transfer. DATZ is not only a proton acceptor but also a proton donor. Its weak acidity was quantified as pKa = 10.16. The solvation energy estimated using the conductor-like polarizable continuum model in water is the largest (−99.96 kJ mol−1), revealing that DATZ is more stable in water than in another seven solvents.

Syntheses and Luminescent Behavior of π-Extended [Ru(bpy)3]2+ Derivatives through Triple Hydrogen Bonds as an Organic-Inorganic Hybridized Material

2006 ◽  
Vol 11-12 ◽  
pp. 277-280 ◽  
Author(s):  
Tomohiro Ozawa ◽  
Y. Kishi ◽  
K. Miyamoto ◽  
Y. Wasada-Tsutsui ◽  
Yasuhiro Funahashi ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Energy Transfer ◽  
High Performance ◽  
Electron System ◽  
Proton Donor ◽  
Proton Acceptor ◽  
Intense Luminescence ◽  
Luminescent Spectra ◽  
Luminescent Behavior

Two new bipyridine derivative ligands with an extended π electron system and a triple hydrogen bond group, 2,4-diaminopyrimido[5,6-b]dipyrido[2,3-f:2’,3’-h]quinoxaline (DAPQ) and 2,4(1H,3H)-pyrimidinedion[5,6-b]dipyrido[2,3-f:2’3’-h]quinoxaline (PDPQ), were synthesized in order to construct high-performance Ru(II) complexes. The two Ru(II) complexes composed of dapq or pdpq and two 2,2’-bipyridine (BPY) ligands showed characteristic luminescent spectra with a peak maximum at ca. 610 nm. The octahedral Ru(II) complexes with a D-A-D (D: proton donor; A: proton acceptor) type triple hydrogen bond indicated intense luminescence in comparison with the corresponding Ru(II) complex composed of three BPY ligands. When the triple hydrogen bond was formed with a Co(III) complex with the D-A-D type hydrogen bonding group, the luminescence was quenched. This result was explained in terms of an energy transfer from an excited Ru(II) complex to the Co(III) complex.

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