Hydrogen Bond-Directed Formation of Stiff Polymer Films Using Naturally Occurring Polyphenols

Abstract

Although coatings cast from waterborne polymer dispersions are significantly more environmentally friendly than their solvent-based counterparts, their relatively poor mechanical properties limit their use. In this work, mechanically reinforced polymer films from waterborne dispersions are presented in which the stiffness is provided by the hydrogen bond-directed formation of a honeycomb microstructure. Blends of an acrylic copolymer latex containing a hydrogen bond accepting pyrrolidone group and tannic acid, a naturally occurring H-bond donating polyphenol, lead to a cellular structure with physically crosslinked tannic acid forming the cell walls and the acrylic polymer occupying the space inside the cell walls. It is demonstrated that the formation of the honeycomb microstructure was promoted by H-bond interactions and led to materials with greater mechanical performance. Furthermore, we show that the high strength of the phenol−amide interaction allows these mechanical properties to be retained even after extensive exposure to water. This approach opens the way to replacement of solventborne polymers in many applications that require hard polymer films.

Interactions between Phenols and Alkylamides of Sichuan Pepper (Zanthoxylum Genus) in α-Glucosidase Inhibition: A Structural Mechanism Analysis

“…Moreover, it is possible that interactions between the main inhibitory components may play a role, such as the formation of hydrogen bonds between phenolic hydroxyls and amide groups. 19 In our previous research, phenols and alkylamides were found to exhibit antagonistic effects during the scavenging of 1,1diphenyl-2-pyridodihydrazine (DPPH) radicals. 20 However, the interactions between phenols and alkylamides in their inhibition of α-Glu require further study.…”

“…Although previous studies have identified phenols and alkylamides as the main ingredients of ZP, their inhibitory effects on α-Glu are not yet well understood. Moreover, it is possible that interactions between the main inhibitory components may play a role, such as the formation of hydrogen bonds between phenolic hydroxyls and amide groups . In our previous research, phenols and alkylamides were found to exhibit antagonistic effects during the scavenging of 1,1-diphenyl-2-pyrido­dihydrazine (DPPH) radicals .…”

Supramolecularly Reinforced Films from Polyurethane–Urea Dispersions Containing the Tris-Urea Motif

“…Dynamic light scattering for particle size, gel content measurements, Fourier transform infrared spectroscopy, and gel permeation chromatography for molecular weight distributions were performed as described previously. 49 NMR spectra were recorded at 25 °C on a Bruker AVANCE 500 MHz equipped with a z-gradient double resonance probe. Samples were prepared by first forming a film from the dispersion and dissolving the resulting solid in DMSO-d 6 .…”

Surfactant-free latexes as binders in paint applications

“…Later, the solvent evaporates releasing volatile organic compounds. As environmental regulations have imposed severe restrictions to the use of coalescent agents, multiphase polymer particles [3][4][5][6][7][8] and crosslinking using covalent [9][10][11][12], ionic [13], and hydrogen [14,15] bonds are used to overcome the film formation paradox.…”