Amphotropic Ionomers by Attachment of Secondary Amines to a Reactive Ester Polymer

Abstract

Summary: We report on the synthesis of polyacrylamides that were prepared by the reaction of a reactive ester polymer with a mesogen‐containing secondary amine and N‐methylpiperazine. As the polymers do not form hydrogen bonds near the amide groups, their mobility is significantly higher than that of poly(N‐monoalkylacrylamides). The initially nonionic polymer shows no liquid‐crystalline behavior in bulk and in mixture with ethylene glycol. This is due to the low polarity difference between the different side chains. The polarity difference can be increased by protonation or quarternization of the tertiary amino groups, and liquid‐crystalline behavior is observed. The self‐assembly multilayer build‐up of the polymer with quarternized amino groups, and an anionic polyelectrolyte proceeds regularly. magnified image

Poly(pyridinium salt)s with organic counterions derived from an aromatic diamine containing tetraoxyethylene units exhibiting amphotropic liquid‐crystalline and photoluminescence properties

“…They are the novel members of a class of poly(pyridinium salt)s with various organic counterions that exhibited both lyotropic and thermotropic liquid‐crystalline properties, which can be classified as amphotropic polymers. Although the literature is replete with many lyotropic (solvent induced) and many thermotropic (heat induced) liquid‐crystalline polymers,42 relatively few amphotropic liquid‐crystalline polymers both neutral and ionic polymers exist to date 7, 8, 31, 43–46…”

Amphotropic LC Polymers and Their Multilayer Buildup

“…The resulting polymer was analyzed by GPC with THF as eluent; a M n of 28 000 g/mol and a M w of 49 000 g/mol were found. 37 For the synthesis of the LC polymers (Scheme 2), the reactive ester polymer was reacted, at first, with the primary amine 4 (slight excess for homopolymer P1 and varying amounts for the LC ionomers P2 and P3). The completeness of the reaction was checked by thin-layer chromatography.…”

“…In this paper, we describe the synthesis of such new LC ionomers, possessing an amphotropic character. 37 The polymers show both thermotropic phases in bulk and lyotropic phases in concentrated solution. They can be used for the multilayer buildup by LBL (solutiondipping) and self-assembly spin-coating (spin-coating) method.…”

Synthesis of quaternary piperazine methacrylate homopolymers and their antibiofilm and anti‐quorum sensing effects on pathogenic bacteria

“…It has previously been known that tertiary aminecontaining polymers, such as poly (2-[dimethylamino] ethyl methacrylate) (PDMA) having a low steric hindrance around the nitrogen atom, are quaternized. [46][47][48] It is known that polymers having methyl piperazine group, can be converted into a quaternary structure over the nitrogen atom with low steric hindrance. 46,47,48 As the carbon number (i.e.…”

“…[46][47][48] It is known that polymers having methyl piperazine group, can be converted into a quaternary structure over the nitrogen atom with low steric hindrance. 46,47,48 As the carbon number (i.e. chain length) of the alkyl or aryl halide used in the reaction increases, the reaction takes place more slowly as it takes longer to precipitate in the reaction media.…”