Kinetic Investigations of Quaternization Reactions of Poly[2‐(dimethylamino)ethyl methacrylate] with Diverse Alkyl Halides

Abstract

The ORCID identification number(s) for the author(s) of this article can be found under https://doi.org/10.1002/macp.201900543. Kinetic investigations of the quaternization reactions of poly[2-(dimethylamino)ethyl methacrylate] (PDMAEMA) with alkyl halides (1-iodobutane, 1-iodoheptane, and 1-iododecane) are carried out at different temperatures. For this purpose, a PDMAEMA (M n = 17.8 kDa, Ð = 1.35) synthesized via reversible addition fragmentation chain transfer polymerization is utilized. The progress of the quaternization reactions is followed by proton nuclear magnetic resonance. As expected, the rate of quaternization is higher with increasing temperature. The experimental data are used to determine the following kinetic parameters: order of the reaction, Arrhenius' pre-exponential factor, and activation energy. To the best of knowledge, this is the first contribution that provides detailed kinetic data of the quaternization reactions on PDMAEMA.

Solid-state NMR study of spin dynamics and local disorder in smart polymers: PDMAEMA

“…2). This is in agreement with the solution (in CDCl 3 ) data [14,15]. Also, the computed 1 H chemical shifts fairly well agree with the experiment.…”

“…Water solubility of atactic PDMAEMA is strongly pH-dependent. Quaternized PDMAEMA is a versatile polymer that can be applied in antimicrobial systems, such as films with porous surfaces of narrow size, cationic coatings for silica nanoparticles, recognition elements against bacteria, tandem systems with fungicide properties, and as a material for antibacterial fibres or nanocrystals [15]. PDMAEMA-based advanced materials with well-defined compositions, architectures and functionalities are promising for gene transfection [16].…”

Antimicrobial Polyurethane Films Based on Quaternary Ammonium Salts Functionalized Soybean Oil

“…Subsequently, the 1 H NMR spectrum of quaternized polyol (q‐AmSBO) showed the disappearance of –NH signal in addition to some chemical shifts due to protonation of the amine group. [ 32 ]…”

Preparation of amphiphilic copolymers via base-catalyzed hydrolysis of quaternized poly[2-(dimethylamino)ethyl methacrylate]

“…Another important trend that cannot be ignored is the increasing interest in the quaternized forms of PDMAEMA (qPDMAEMA) which have recently shown particularly promising results in killing Escherichia coli , Bacillus cereus , and Staphylococcus aureus bacteria, 24–26 prevention of Candida albicans biofilm growth, 27 plasmid DNA capture, 28 and as a functional antifouling surface. 29 Therefore, a number of studies were initiated, thoroughly investigating the kinetics of PDMAEMA quaternization 30 and the properties of obtained polymers. 31,32 Hence it was surprising to find little or no data on the stability of qPDMAEMA in water.…”