Self-Voluntary Polymerization with Formation of Quaternary Ammonium Groups

The reaction of spontaneous polymerization in the N, N-dialkylaminoethyl methacrylate - alkyl halide system in organic solvent solutions is considered. It is shown that polymerization in the system under study begins only after the formation of quaternary ammonium salt in the reaction medium (at a concentration of about 0.2 mol/L) by the Menshutkin reaction, as a result of quaternization of the unsaturated amine with an alkyl halide. For the explanation of the aggregate of the obtained experimental data, fundamental considerations were formulated, kinetic schemes were developed, and the corresponding mechanism of polymerization processes was proposed.

Thermal Decomposition Characteristics of Poly((4-Vinylbenzyl) Trimethylammonium Bis (Trifluoromethanesulfonimide)) Studied by Pyrolysis-GS / MS

Over the past decades, significant advances have been made in the development and research of gas separation membranes based on ionic liquids (IL) and their polymer analogs (PIL) for membrane separation of "acid gases" such as CO2 and H2S from gas mixtures. Polymers containing various amino groups are of great interest for the selective separation of acid gases from gas mixtures, since ammonia and its derivatives are used in conventional purification. In this work, we have synthesized a monomeric ionic liquid based on 4 vinylbenzyl chloride with included triethylamine by the Menshutkin reaction. Further, on its basis, polymer ionic liquids were obtained by the method of free radical polymerization, then an anion exchange reaction was carried out to replace the Cl anion with Tf2N. To analyze the process of thermal pyrolysis of poly [VBTEA-Tf2N] a pyrolysis-gas chromatography/mass spectrometer (Py-GC/MS) was employed in this research. The obtained materials, which are high molecular weight compounds, can be used to obtain polymer membranes of various architectures by traditional methods: both non-porous symmetric membranes and microporous asymmetric membranes.

Renewable Dimethyl Carbonate for Tertiary Amine Quaternisation: Kinetic Measurements and Process Optimisation

Quaternary ammonium salts (QAS) are an important part of the increasing surfactant market. Conventional production processes employ toxic alkyl halides in a Menshutkin reaction with a tertiary amine (DMDA). Dimethyl...

Quaternary Ammonium-Bearing Perfluorinated Polymers for Anion Exchange Membrane Applications

Perfluorinated polymers are widely used in polymer electrolyte membranes because of their excellent ion conductivity, which are attributed to the well-defined morphologies resulting from their extremely hydrophobic main-chains and flexible hydrophilic side-chains. Perfluorinated polymers containing quaternary ammonium groups were prepared from Nafion- and Aquivion-based sulfonyl fluoride precursors by the Menshutkin reaction to give anion exchange membranes. Perfluorinated polymers tend to exhibit poor solubility in organic solvents; however, clear polymer dispersions and transparent membranes were successfully prepared using N-methyl-2-pyrrolidone at high temperatures and pressures. Both perfluorinated polymer-based membranes exhibited distinct hydrophilic-hydrophobic phase-separated morphologies, resulting in high ion conductivity despite their low ion exchange capacities and limited water uptake properties. Moreover, it was found that the capacitive deionization performances and stabilities of the perfluorinated polymer membranes were superior to those of the commercial Fumatech membrane.

Strategies for the Synthesis of N-Arylammonium Salts

The N-arylation of tertiary amines to provide sp3 quaternary ammonium salts is a challenge in organic chemistry. To date, no general method for such arylations has been established. Here, we summarize a variety of strategies that have been tested, starting with harsh nucleophilic aromatic substitutions, through to the use of copper catalysis and the application of strong electrophiles, such as phenyl cations and benzynes. The achievements and limitations of each method are summarized, and the challenges yet to be met in the synthesis of charged ammonium compounds are described.1 Introduction2 Alkylation of Anilines: The Menshutkin Reaction3 Arylations3.1 Nucleophilic Aromatic Substitutions by Tertiary Amines3.2 Preparation of N-Arylpyridinum Salts from Zincke and Pyrylium Salts3.3 Arylations Using Phenyl Cations3.4 Copper-Catalyzed Arylation of N-Heteroarenes3.5 Benzynes as Aryl Electrophiles4 Conclusions and Perspective

Microwave-assisted synthesis of a viologen-based covalent organic polymer with redox-tunable polarity for dye adsorption

We report the efficient synthesis, by microwave-assisted Menshutkin reaction, of a viologen-based covalent organic polymer, and the application of its different redox state in dye removal.