Synthesis and antibacterial activity of versatile substrate-coated biocidal material via catechol chemistry

Abstract

We report a potential coating material showing durable and significant antimicrobial activity for preserving the surfaces of a broad range of materials. The structure of the prepared antimicrobial adhesive material features a catechol moiety of dopamine hydrochloride conjugated to 4-bromobutanoyl chloride as an adhesive material. Antimicrobial properties against a wide range of microorganism species are achieved by quaternizing a long hydrophobic chain (N,N'-dimethyldecylamine) onto 3,4-dihydroxyphenylalanine (Dopa) to afford the prepared material (Dopa-decyl). The successful formation of Dopa-decyl is confirmed by hydrogen nuclear magnetic resonance ( 1 H-NMR) and attenuated total reflectance-infrared (ATR-IR) measurements. The chemical composition of the quaternized adhesive material (Dopa-decyl) is characterized by X-ray photoelectron spectroscopy (XPS). Investigation of the antimicrobial activity of the Dopa-decyl-coated film against both gram-positive Staphylococcus aureus (S. aureus) and gram-negative Escherichia coli (E. coli) stains reveals a highly efficient antimicrobial effect under both normal and extreme stress conditions due to the biocidal effect of the quaternized amine when the materials are applied on the surface of various substrates.

Fast pyrolysis of tannins from pine bark as a renewable source of catechols

“…Catechols are versatile chemicals that can be used e.g. for the design of binders, inorganic/polymer hybrids materials [19] and as functional materials for use in biomedical fields given its both membrane anchor and antibacterial properties [20,21].…”

Synthesis and antibacterial activity of surface‐coated catechol‐conjugated polymer with silver nanoparticles on versatile substrate

“…The peaks at 374.5 and 368.6 eV from Ag 3d5/2 and Ag 3d3/2 confirm the formation from AgNO 3 of AgNPs on C‐PgP (Figure (d)) . Both these peaks are attributed to Ag 0 species, indicating the presence of zerovalent AgNPs in the prepared nanocomposite …”

“…[31] Both these peaks are attributed to Ag 0 species, indicating the presence of zerovalent AgNPs in the prepared nanocomposite. [24,34,35] We used an ellipsometer to measure the surface thicknesses of the substrates coated with C-PgP and C-PgP/AgNPs ( Table 1). The surface thickness of Si, Ti, and Au wafers coated with C-PgP was 41.96, 21.31, and 32.27 Å, respectively; after deposition of AgNPs, the thickness increased to 121.29, 66.41, and 658.92 Å, respectively.…”

A Simple Strategy to Achieve Mussel‐Inspired Highly Effective Antibacterial Coating

“…Many ingredients, such as Cu 2+ , silver nanoparticle, amphiphilic groups, antibiotic, peptide, and natural antibacterial agent (i.e., tannin, chitosan, and bronel) have been incorporated into these matrix for antibacterial studies. Although these mentioned coatings are effective in prohibition of bacterial growth on surfaces, sophisticated procedures such as surface‐initiated polymerization, layer‐by‐layer deposition, and chemical grafting are generally involved in the fabricating process . Thus, to develop more facile and simpler methods for preparing mussel‐inspired antibacterial coatings are still challenging and deserve further study.…”