Dataset Information

Dual-Cationic Poly(ionic liquid)s Carrying 1,2,4-Triazolium and Imidazolium Moieties: Synthesis and Formation of a Single-Component Porous Membrane.

ABSTRACT: Both imidazolium and 1,2,4-triazolium cations are important functional moieties widely incorporated as building blocks in poly(ionic liquid)s (PILs). In a classical model, a PIL usually contains either imidazolium or 1,2,4-triazolium in its repeating unit. Herein, via exploiting the slight reactivity difference of alkyl bromide with imidazole and 1,2,4-triazole at room temperature, we synthesized dual-cationic PIL homopolymers carrying both imidazolium and 1,2,4-triazolium moieties in the same repeating unit, that is, an asymmetrically dicationic unit. We investigated their fundamental properties, for example, thermal stability and solubility, as well as their unique function in forming supramolecular porous membranes via a water-initiated phase-separation and cross-linking process. With such knowledge, we identified a water-based fabricate strategy toward air-stable porous membranes from single-component PILs. This study will enrich the design tools and chemical structure library of PILs and expand their application spectrum.

SUBMITTER: Cao W

PROVIDER: S-EPMC7818656 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature

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Dual-Cationic Poly(ionic liquid)s Carrying 1,2,4-Triazolium and Imidazolium Moieties: Synthesis and Formation of a Single-Component Porous Membrane.

Cao Wei W Tan Liangxiao L Wang Hong H Yuan Jiayin J

ACS macro letters 20210108 1

Both imidazolium and 1,2,4-triazolium cations are important functional moieties widely incorporated as building blocks in poly(ionic liquid)s (PILs). In a classical model, a PIL usually contains either imidazolium or 1,2,4-triazolium in its repeating unit. Herein, via exploiting the slight reactivity difference of alkyl bromide with imidazole and 1,2,4-triazole at room temperature, we synthesized dual-cationic PIL homopolymers carrying both imidazolium and 1,2,4-triazolium moieties in the same r ...[more]

PMID: 33489467

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Project description:ConspectusDiscovering and constructing molecular functionality platforms for materials chemistry innovation has been a persistent target in the fields of chemistry, materials, and engineering. Around this task, basic scientific questions can be asked, novel functional materials can be synthesized, and efficient system functionality can be established. Poly(ionic liquid)s (PILs) have attracted growing interest far beyond polymer science and are now considered an interdisciplinary crossing point between multiple research areas due to their designable chemical structure, intriguing physicochemical properties, and broad and diverse applications. Recently, we discovered that 1,2,4-triazolium-type PILs show enhanced performance profiles, which are due to stronger and more abundant supramolecular interactions ranging from hydrogen bonding to metal coordination, when compared with structurally similar imidazolium counterparts. This phenomenon in our view can be related to the smart hydrogen atoms (SHAs), that is, any proton that binds to the carbon in the N-heterocyclic cations of 1,2,4-triazolium-type PILs. The replacement of one carbon by an electron-withdrawing nitrogen atom in the broadly studied heterocyclic imidazolium ring will further polarize the C-H bond (especially for C5-H) of the resultant 1,2,4-triazolium cation and establish new chemical tools for materials design. For instance, the H-bond-donating strength of the SHA, as well as its Bro̷nsted acidity, is increased. Furthermore, polycarbene complexes can be readily formed even in the presence of weak or medium bases, which is by contrast rather challenging for imidazolium-type PILs. The combination of SHAs with the intrinsic features of heterocyclic cation-functionalized PILs (e.g., N-coordination capability and polymeric multibinding effects) enables new phenomena and therefore innovative materials applications.In this Account, recent progress on SHAs is presented. SHA-related applications in several research branches are highlighted together with the corresponding materials design at size scales ranging from nano- to micro- and macroscopic levels. At a nanoscopic level, it is possible to manipulate the interior and outer shapes and surface properties of PIL nanocolloids by adjusting the hydrogen bonds (H-bonds) between SHAs and water. Owing to the interplay of polycarbene structure, N-coordination, and the polymer multidentate binding of 1,2,4-triazolium-type PILs, metal clusters with controllable size at sub-nanometer scale were successfully synthesized and stabilized, which exhibited record-high catalytic performance in H2 generation via methanolysis of ammonia borane. At the microscopic level, SHAs are found to efficiently catalyze single crystal formation of structurally complex organics. Free protons in situ released from the SHAs serve as organocatalysts to activate formation of C-N bonds at room temperature in a series of imine-linked crystalline porous organics, such as organic cages, macrocycles and covalent organic frameworks; meanwhile the concurrent "salting-out" effect of PILs as polymers in solution accelerated the crystallization rate of product molecules by at least 1 order of magnitude. At the macroscopic scale, by finely regulating the supramolecular interactions of SHAs, a series of functional supramolecular porous polyelectrolyte membranes (SPPMs) with switchable pores and gradient cross-sectional structures were manufactured. These membranes demonstrate impressive figures of merit, ranging from chiral separation and proton recognition to switchable optical properties and real-time chemical reaction monitoring. Although the concept of SHAs is in the incipient stage of development, our successful examples of applications portend bright prospects for materials chemistry innovation.

Project description:Foams are typically used as a divergent fluid for conformance control in order to divert the fluid flow from a high-permeable zone into a low-permeable zone. Nevertheless, the stability of the foam still remains a challenge due to the presence of antifoaming crude oil and the harsh environment of the reservoir, such as high-temperature, high-salinity, and high-pressure. In this study, we investigated the stability and efficacy of various surfactant generated foams with ionic liquid (IL) additives. Intrinsically, the study is targeted to represent the conditions of Arab-D reservoir formations, which are abundant in Saudi Arabian oilfields. In this, we have screened several parameters that influence foam stability like the type of foamer gases (CO2, N2, and air), type of ILs, type of surfactants (nonionic, anionic, cationic, and zwitterionic), concentration, salinity (formation brine, low salinity brine, and seawater brine), temperature, etc. The stability of the generated foams was analyzed in both bulk and porous scale media. The bulk foam study has demonstrated that only a very minor concentration of ILs (50-500 ppm) shows a greater improvement in both the foamability and foam stability. The stability of the foam in the presence of the studied ILs and surfactants increases by more than 50% compared to their neat surfactant solution. A similar response was also witnessed in the dynamic foaming experiments at high-temperature, high-pressure, and high-salinity. The current work also involves the determination of the foam morphology, including structure, size, shape, gas-water interface and the lamellae size for different systems with and without ILs, which helps to understand the stability mechanism of the foams with and without ILs. Confocal and optical microscopic images of the foam structure of various systems reveal that these ILs are successful in reducing the size of bubbles and increasing the lamellae size. It is very clear that the addition of ILs generates the surfactant layered-ILs, and they tend to arrange themselves in the lamellae, and at the liquid-gas interface, thereby decreasing the rate of film drainage at the lamellae and delaying the bubble rupture point. This led to the observed enhanced foam stability. Thus, we would like to conclude that the ILs investigated here improved the foam stability by their adsorption at the foam lamella which further helped in preventing liquid drainage and film thinning.

Dataset Information

Dual-Cationic Poly(ionic liquid)s Carrying 1,2,4-Triazolium and Imidazolium Moieties: Synthesis and Formation of a Single-Component Porous Membrane.

Publications

Dual-Cationic Poly(ionic liquid)s Carrying 1,2,4-Triazolium and Imidazolium Moieties: Synthesis and Formation of a Single-Component Porous Membrane.

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